composition for hair treatment

专利摘要:
1/1 abstract "hair treatment composition comprising metatetated unsaturated polyol esters" is a hair treatment composition having from about 0.05% to about 15% of one or more oligomers derived from esters of unsaturated polyol. the hair treatment composition additionally includes a gel matrix phase. the gel matrix has about 0.1% to about 20% of one or more high melting fatty compounds, about 0.1% to about 10% of a cationic surfactant system, and at least about 20% of an aqueous vehicle, by weight of said hair treatment composition. the present invention may further comprise a deposition polymer.
公开号:BR112014026115B1
申请号:R112014026115
申请日:2013-04-05
公开日:2019-12-17
发明作者:Kofi Aurelie Callens Cedric；Marie Burt Elaine；John Scheibel Jeffrey；David Carter John；Uehara Nobuaki
申请人:Procter & Gamble；
IPC主号:

专利说明:

COMPOSITION FOR HAIR TREATMENT.
[001] FIELD OF THE INVENTION [002] The present invention relates to a composition for treatment of hair containing a gel matrix and an oligomer derived from unsaturated polyol esters metathesis and methods of using it.
[003] BACKGROUND OF THE INVENTION [004] Human hair becomes dirty due to contact with the surrounding environment and the sebum secreted by the scalp. Soiling of the hair makes it feel dirty and acquires an unattractive appearance.
[005] Washing with shampoo cleans hair by removing excess dirt and sebum. However, shampooing can leave the hair in a wet, tangled and generally difficult to handle state. When hair dries, it is often left in a dry, rough, dull or frizzy condition due to the removal of natural hair oils.
[006] A variety of approaches have been developed to alleviate these post-shampoo problems. One approach is to apply a conditioner after shampooing.
[007] In order to provide hair conditioning benefits after shampooing, a wide variety of active conditioners has been proposed. It is known that these conditioning agents improve hair shine and provide hair with hydration, softness, and static control. However, such components can also provide a sticky, oily or waxy feel, particularly when the hair is dry.
Petition 870190089590, of 10/09/2019, p. 8/20
2/77 [008] It is also known that silicone-based conditioning agents provide conditioning benefits such as smoothness and ease of combing due to the low surface tension of silicone compounds.
However, silicone-based conditioning agents can cause hair to feel dry or frizzy again, particularly when hair is dry.
In addition, the rising costs and silicone oil have minimized nature based on the desirability of silicone as an active conditioner.
[009] Based on the previously mentioned arguments, there is a need for an active conditioner that can provide conditioning benefits to the hair and can replace, or be used in combination with silicone, or other conditioning agents, to maximize the conditioning activity of compositions for hair treatment. In addition, there is a desire to find a conditioning asset that can be derived from a natural source, thereby providing a conditioning asset derived from a renewable resource. There is also a desire to find an active conditioner that is either derived from a natural source or leads to a stable product that comprises a micellar surfactant system.
[010] SUMMARY OF THE INVENTION [011] The present invention relates to a composition for treating hair comprising (a) from about 0.05% to about 15% of one or more oligomers derived from the metastasis ester synthesis unsaturated polyol, by weight of said composition for hair treatment; (b) a gel matrix phase comprising: (i) from about 0.1% to about 20% one or more high melting fatty compounds,
3/77 by weight of said hair treatment composition; (ii from about 0.1% to about 10% of a cationic surfactant system, by weight of said composition for hair treatment; and (iii) at least about 20% of an aqueous vehicle, by weight of said composition for hair treatment.
[012] The present invention is also directed to a method for cleaning hair with an effective amount of the hair treatment composition described above.
[013] These and other aspects, as well as characteristics and advantages of the present invention, will be apparent to the elements skilled in the art from the reading of the present description.
[014] BRIEF DESCRIPTION OF THE DRAWINGS [015] Figure 1 is a graph showing a comparison of HY-3050 versus HY-3050 + a deposition polymer by measuring frictional force units (grams).
[016] Figure 2 is a graph showing a comparison of HY-3051 versus HY-3051 + a deposition polymer by measuring frictional force units (grams).
[017] Figure 3 is a graph showing a comparison of HY-3050 versus HY-3050 + a deposition polymer in which dry conditioning performance is assessed via a measurement of the frictional strength of the hair (IFM Index).
[018] Figure 4 is a graph showing a comparison of HY-3051 versus HY-3051 + a deposition polymer in which dry conditioning performance is assessed via a measurement of the hair's frictional force (IFM Index).
[019] DETAILED DESCRIPTION OF THE INVENTION [020] In all embodiments of the present invention, all percentages are by weight of the total composition,
4/77 unless otherwise specified. All reasons are weight ratios, unless otherwise specified. All ranges of values are inclusive and combinable. The number of significant figures is not representative of either the limitation of the quantities indicated or the accuracy of the measurements. All numerical quantities are understood to be modified by the word about, except where specifically indicated otherwise. Except where otherwise indicated, all measurements are understood to be made at 25 ° C and under ambient conditions, with ambient conditions meaning conditions under about a pressure atmosphere and about 50% relative humidity. All of these weights, as per the ingredients on the list, are based on the active level and do not include carriers or by-products that may be included in commercially available materials, unless otherwise noted.
[021] The term which comprises, as used here, means that other steps and other ingredients that do not affect the final result can be added. This term covers the terms that consists of and that essentially consists of. The compositions and methods of the present invention can comprise, consist of and consist essentially of, elements and limitations of the invention described herein, as well as any of the additional or optional ingredients, components, steps or limitations described herein.
[022] The terms include, include, and include, as used herein, are intended to be non-limiting and are understood to mean understand, understand, and understand, respectively.
5/77 [023] The test methods presented in the Test Methods section of this application must be used to determine the respective parameter values of the applicants' inventions.
[024] Unless otherwise specified, all component or composition contents refer to the active portion of that component or composition and exclude impurities, for example, residual solvents or by-products, which may be present in commercially available sources of such components or compositions.
[025] All percentages and ratios are calculated by weight, except where indicated otherwise. All percentages and ratios are calculated based on the total composition, except where indicated otherwise. The term percentage by weight can be denoted as% by weight in this document.
[026] It should be understood that each maximum numerical limit mentioned in this specification includes each of the lower numerical limits, as if such lower numerical limits were expressly registered in this document. Each minimum numerical limit mentioned in this specification includes each of the upper numerical limits, as if such upper numerical limits were expressly registered in this document. Each number range mentioned in this specification includes each more restricted number range that is within that broader number range, as if such more restricted number ranges were expressly recorded in this document.
6/77 [027] A. Metatetized oligomer [028] The hair treatment composition can comprise from about 0.05% to about 15%, alternatively from about 0.1% to about 10%, and alternatively from about 0.25% to about 5%, of one or more oligomers derived from the metathesis of unsaturated polyol esters, by weight of said composition for hair treatment. Exemplary metatetized unsaturated polyol esters and their starting materials are presented in US patent application No. US 2009/0220443 A1, which is incorporated herein by reference.
[029] A metatetated unsaturated polyol ester refers to the product obtained when one or more ingredient (s) based on unsaturated polyol ester is (are) subjected to a metathesis reaction. Metathesis is a catalytic reaction that involves the exchange of alkylidene units between compounds containing one or more double bonds (that is, olefinic compounds) via the formation and cleavage of carbon-carbon double bonds. Metathesis can occur between two equal molecules (often called a self-synthesis) and / or it can occur between two different molecules (often called a cross-metathesis. The self-synthesis can be represented schematically as shown in Equation I:
R ¹ —CH = CH — R + R ¹ (Ή (ΉR ² θ
R ¹ —CH = CH — R ^ R ² —CH = CH — R ² (I) where R ¹ and R ² are organic groups.
[030] Cross metathesis can be represented schematically as shown in Equation II:
7/77
R ¹ —CH = CH — R ² + R ³ —CH = CH — R ⁴ θ
R ¹ —CH = CH — R ³ + R— CH = CH — R ⁴ + R ² -
CH = CH — R ³ + R ² ^ CH = CH — R ⁴ + R ¹ ^ CH = CH—
R ¹ + R ² ^ CH = CH — R ² + R ³ —CH = CH — R ³ + R ⁴ -
CH = CH — R ⁴ (II)
where R ¹ , R ² , R ³ , and R ⁴ are organic groups. [031] When O ester in unsaturated polyol comprises molecules that has more what a double bond of carbon- carbon (this is, an ester poly-unsaturated polyol), the
self-synthesis results in oligomerization of the unsaturated polyol ester. The self-synthesis reaction results in the formation of metathesis dimers, metathesis trimers, and metathesis tetramers. Higher order metathesis oligomers, such as metathesis pentamers and metathesis hexamers, can also be formed by continuous self-synthesis and will depend on the number and type of chains connecting the unsaturated polyol ester material as well as the number of esters and the orientation of the ester in relation to unsaturation.
[032] As a starting material, metatetated unsaturated polyol esters are prepared from one or more unsaturated polyol esters. As used herein, the term unsaturated polyol ester refers to a compound having two or more hydroxyl groups in which at least one of the hydroxyl groups is in the form of an ester and in which the ester has an organic group including at least one carbon-carbon double bond. In many embodiments, the unsaturated polyol ester can be represented by the general structure I:
8/77
Ο
I _m (HO) - R (O — C - R ') _M (O — C — R'%
The where n> 1; m> 0; p> 0; (n + m + p)> 2; R is an organic group; R ”is an organic group having at least one carbon-carbon double bond; and R 'is a saturated organic group. Exemplary embodiments of the unsaturated polyol ester are described in detail in U.S. 2009/0220443 A1.
[033] In many embodiments of the invention, the unsaturated polyol ester is an unsaturated glycerol ester. Sources of unsaturated glycerol polyol esters include synthesized oils, natural oils (e.g., vegetable oils, algae oils, bacterial derived oils, and animal fats), combinations thereof, and the like. Recycled used vegetable oils can also be used. Representative examples of vegetable oils include Argan oil (Argania spinosa), canola oil, rapeseed oil, coconut oil, corn oil, cottonseed oil, olive oil, palm oil, peanut oil , safflower oil, sesame oil, soy oil, sunflower oil, soy oil high in oleoil, sunflower oil high in oleoyl, flaxseed oil, palm kernel oil, tung oil, castor oil, oils rapeseed oil high in erucic acid, Jatropha oil, combinations of these, and the like. Representative examples of animal fats include lard, tallow, chicken / chicken fat, yellow fat, fish oil, combinations thereof, and the like. An example
Representative 9/77 of a synthesized oil includes tal oil, which is a by-product of the manufacture of wood pulp.
[034] Other examples of unsaturated polyol esters include diesters such as those derived from ethylene glycol or propylene glycol, esters such as those derived from pentaerythritol or dipentaerythritol, or sugar esters such as SEFOSE®. Sugar esters like SEFOSE® include one or more types of sucrose polyesters, with up to eight ester groups that could experience the exchange reaction via metathesis. Sucrose polyesters are derived from a natural resource and therefore, the use of sucrose polyesters can result in a positive environmental impact. Sucrose polyesters are polyester materials, having multiple substitution positions around the sucrose backbone along with chain length, saturation, and derivative variables of the fatty chains. Such sucrose polyesters may have an esterification (IBAR) greater than about 5. In one embodiment, the sucrose polyester may have an I-BAR of about 5 to about 8. In another embodiment, the sucrose polyester has an I-BAR of about 5 to 7, and in another embodiment, the sucrose polyester has an I-BAR of about 6. In yet another embodiment, the sucrose polyester has an I-BAR of about 8. Seen that sucrose polyesters are derived from a natural resource, there may be a distribution in the IBAR and in chain length. For example, a sucrose polyester that has an I-BAR of 6, can contain a mixture mainly of I-BAR of about 6, with some I-BAR of about 5 and some I-BAR of about 7. Additionally , such sucrose polyesters can have a
10/77 saturation value or iodine (VI) value from about 3 to about 140. In another embodiment the sucrose polyester can have a VI of about 10 to about 120. In still another modality the polyester of sucrose can have a VI of about 20 to 100. Additionally, such sucrose polyesters have a chain length of about C12 to C20 but are not limited to these chain lengths.
[035] Non-limiting examples of sucrose polyesters suitable for use include SEFOSE® 1618S, SEFOSE® 1618U, SEFOSE® 1618H, Sefa Soyate IMF 40, Sefa Soyate LP426, SEFOSE® 2275, SEFOSE® C1695, SEFOSE® C18: 0 95, SEFOSE® C1495, SEFOSE® 1618H B6, SEFOSE® 1618S B6, SEFOSE® 1618U B6, Sefa® Cottonate, SEFOSE® C1295, Sefa C895, Sefa C1095, SEFOSE® 1618S B4.5, all available from The Procter and Gamble Co. of Cincinnati, Ohio, USA.
[036] Other examples of suitable natural polyol esters may include, but are not limited to, sorbitol esters, maltitol esters, sorbitan esters, esters derived from maltodextrin, xylitol esters, and other sugar derived esters.
[037] In other embodiments, ester chain lengths are not restricted to C8-C22 or even chain lengths and may include natural esters that come from fat and oil comethesis with both natural and synthetic short chain olefins from a polyol ester raw material that can have odd and even chains as well as shorter and longer chains for the self-synthesis reaction. Suitable short chain olefins include ethylene and butene.
[038] Oligomers derived from the unsaturated polyol ester metathesis can be further modified
11/77 via hydrogenation. For example, in certain modalities, the
oligomer can be fence in 60% hydrogenated or more; In certain modalities, fence in 70% hydrogenated or more; In certain modalities, fence in 80% hydrogenated or more; In certain modalities, fence in 85% hydrogenated or more; In certain modalities, fence in 90% hydrogenated or more; and in certain modalities, generally 100% hydrogenated.
[039] In some embodiments, the triglyceride oligomer is derived from soybean oil auto-synthesis. The soy oligomer can include hydrogenated soy polyglycerides. The soy oligomer can also include C ₁₅ -C ₂₃ alkanes, as a by-product. An example of soy oligomers derived via metathesis is DOW CORNING® HY-3050 fully hydrogenated soy wax, available from Dow Corning.
[040] In other embodiments, the metatetated unsaturated polyol esters can be used as a blend with one or more unmetatized unsaturated polyol esters. Unsaturated polyol unsaturated esters can be completely or partially hydrogenated. One such example is DOW CORNING® HY-3051, a blend of HY-3050 oligomer and hydrogenated soybean oil (HSBO), available from Dow Corning. In some embodiments of the invention, the unsaturated polyol unsaturated ester is a glycerol unsaturated ester. Sources of unsaturated glycerol polyol esters include synthesized oils, natural oils (e.g., vegetable oils, algae oils, bacterial derived oils, and animal fats), combinations thereof, and the like. Recycled used vegetable oils can also be used. Representative examples of vegetable oils include those listed above.
12/77 [041] Other modifications of the polyol ester oligomers may be partial amidation of some fraction of the esters with ammonia or higher organic amines such as dodecylamine or other fatty amines. This modification will alter the total composition of the oligomer but may be useful in some applications that provide increased product lubricity. Another modification can be via partial amidation of a polyamine, providing potential for some pseudo-cationic nature to the polyol ester oligomers. One such example is DOW CORNING® material HY-3200. Other exemplary modalities of amidofunctionalized oligomers are described in detail in WO2012006324A1, which is incorporated herein by way of reference.
[042] The polyol ester oligomers can be further modified by partial hydroformylation of the unsaturated functionality to provide one or more OH groups and an increase in the hydrophilicity of the oligomer.
[043] In specific embodiments, the metatetated unsaturated polyol esters and blends are formulated as small particle emulsions. An emulsion of the triglyceride oligomer can be prepared with the use of one or more surfactants selected from nonionic, zwitterionic, cationic, and anionic surfactants. In another embodiment, the metatetated unsaturated polyol esters are pre-melted before emulsification and incorporated into the hair treatment composition.
[044] In other embodiments, unsaturated polyol esters and blends can be modified prior to oligomerization to incorporate contiguous terminal branching. Exemplifying polyol esters modified prior to oligomerization to incorporate branching
13/77 terminal are presented in WO2012 / 009525 A2, which is incorporated herein by way of reference.
[045] B. Cationic surfactant system [046] The composition of the present invention comprises a cationic surfactant system. The cationic surfactant system can be a cationic surfactant or a mixture of two or more cationic surfactants. Preferably, the cationic surfactant system is selected from: quaternized ammonium salt with mono-long alkyl; a combination of quaternized ammonium salt with monolonged alkyl and quaternized ammonium salt with di-long alkyl; alkyl mono-long-amidoamine salt; a combination of alkyl mono-long amidoamine salt and quaternized ammonium salt with di-long alkyl, a combination of alkyl mono-long amidoamine salt and quaternized ammonium salt with mono-long alkyl.
[047] The cationic surfactant system is included in the composition at a weight content of about 0.1% to about 10%, preferably from about 0.5% to about 8%, more preferably from about 0, 8% to about 5%, even more preferably from about 1.0% to about 4%.
[048] Quaternized ammonium salt with mono-long alkyl [049] Cationic surfactants based on quartzized ammonium salt with monoalkyl useful to the present invention are those having a long alkyl chain that has 12 to 30 carbon atoms, preferably from 16 to 24 carbon atoms, more preferably C18-22 alkyl group. The remaining nitrogen-bound groups are independently selected from an alkyl group having from 1 to about 4 carbon atoms, or a group
14/77 alkoxy, poly (oxyalkylene), alkyl starch, hydroxyalkyl, aryl or alkylaryl with up to about 4 carbon atoms. [050] The quaternized ammonium salts with mono-long alkyl useful for the present invention are those having formula (I):
(I) where one of R ⁷⁵ , R ⁷⁶ , R ⁷⁷ and R ⁷⁸ is selected from an alkyl group having 12 to 30 carbon atoms or from an aromatic, alkoxy, poly (oxyalkylene), alkyl starch, hydroxyalkyl, aryl group or alkylaryl with up to about 30 carbon atoms; the rest from R ⁷⁵ , R ⁷⁶ , R ⁷⁷ and R ⁷⁸ are independently selected from an alkyl group with 1 to about 4 carbon atoms or an alkoxy, poly (oxyalkylene), alkyl starch, hydroxyalkyl, aryl or alkylaryl group with up to about 4 carbon atoms; and X ^- is a salt-forming anion like those selected from halogen, (for example chloride, bromide) radicals of acetate, citrate, lactate, glycolate, phosphate, nitrate, sulfonate, sulfate, alkyl sulfate, and alkyl sulfonate. The alkyl groups may contain, in addition to the carbon and hydrogen atoms, ether and / or ester bonds as well as other groups, such as amino groups. Longer chain alkyl groups, for example those with about 12 carbons or more, can be saturated or unsaturated. Preferably, one of R ⁷⁵ , R ⁷⁶ , R ⁷⁷ and R ⁷⁸ is selected from an alkyl group of 12 to 30 carbon atoms, more preferably from 16 to 24 carbon atoms, even more preferably from 18 to 22 carbon atoms, even more preferably 22 carbon atoms;
15/77 the rest among R ⁷⁵ , R ⁷⁶ , R ⁷⁷ and R ⁷⁸ are independently selected from CH ₃ , C ₂ H ₅ , C ₂ H ₄ OH and mixtures thereof; and X is selected from the group consisting of Cl, Br, CH3OSO3, C2H5OSO3 and mixtures thereof.
[051] Some non-limiting examples of such cationic surfactants based on quaternized ammonium salt with mono-long alkyl include: beenyltrimethylammonium salt; stearyltrimethylammonium salt; cetyltrimethylammonium salt; and alkyl-tallow-trimethylammonium salt.
[052] Alkyl-long-amidoamine salt [053] Alkyl-long-amines are also suitable as cationic surfactants. Primary, secondary and tertiary fatty amines are useful. Tertiary amidoamines having an alkyl group of about 12 to about 22 carbons are particularly useful. Exemplary tertiary amido amines include: estearamidopropildimetilamina, estearamidopropildietilamina, estearamidoetildietilamina, estearamidoetildimetilamina, palmitamidopropildimetilamina, palmitamidopropildietilamina, palmitamidoetildietilamina, palmitamidoetildimetilamina, beenamidopropildimetilamina, beenamidopropildietilamina, beenamidoetildietilamina, beenamidoetildimetilamina, araquidamidopropildimetilamina, araquidamidopropildietilamina, araquidamidoetildietilamina, araquidamidoetildimetilamina, dietilaminoetilestearamida. The amines useful in the present invention are disclosed in US patent 4,275,055, Nachtigal, et al. These amines can also be used in combination with acids such as l-glutamic acid, lactic acid, hydrochloric acid, malic acid, succinic acid, acetic acid, fumaric acid, tartaric acid, citric acid, l-glutamic hydrochloride, maleic acid and mixtures thereof. ; more preferably acid
16/77 l-glutamic, lactic acid, citric acid. The amines of the present invention are preferably partially neutralized with any of the acids at a molar ratio between the amine and the acid of about 1: 0.3 to about 1: 2, more preferably about 1: 0, 4 to about 1: 1.
[054] Quaternized ammonium salt with di-long alkyl [055] The quaternized ammonium salt with di-long alkyl is preferably combined with a quaternized ammonium salt with mono-long alkyl or alkyl-monolong-amidoamine salt. It is believed that such a combination can provide an easy rinsing sensation, compared to the single use of a quaternized ammonium salt with monoalkyl or alkyl-mono-long-amidoamine salt. In such a combination with a quaternized ammonium salt with mono-long alkyl or alkyl-mono-long-amidoamine salt, the quaternized ammonium salts with di-long alkyl are used in a content such that the weight percentage of the dialkyl salt Quaternized ammonium in the cationic surfactant system is preferably in the range of about 10% to about 50%, more preferably about 30% to about 45%.
[056] Cationic surfactants based on dialkyl quaternized ammonium salt useful for the present invention are those having two long alkyl chains having 12-30 carbon atoms, preferably 16-24 carbon atoms, more preferably 18-22 carbon atoms . The remaining nitrogen-linked groups are independently selected from an alkyl group having from 1 to about 4 carbon atoms, or an alkoxy, poly (oxyalkylene), alkyl starch, hydroxyalkyl, aryl or alkylaryl group with up to about 4 carbon atoms.
17/77 [057] The quaternized ammonium salts with di-long alkyl useful for the present invention are those having formula (II):
(II) in which two of R ⁷⁵ , R ⁷⁶ , R ⁷⁷ and R ⁷⁸ are selected from an alkyl group of 12 to 30 carbon atoms or an aromatic, alkoxy, poly (oxyalkylene), alkyl starch, hydroxyalkyl, aryl or alkyl group having up to about 30 carbon atoms; the rest from R ⁷⁵ , R ⁷⁶ , R ⁷⁷ and R ⁷⁸ are independently selected from an alkyl group with 1 to about 4 carbon atoms or an alkoxy, poly (oxyalkylene), alkyl starch, hydroxyalkyl, aryl or alkylaryl group with up to about 4 carbon atoms; and X ^- is a salt-forming anion like those selected from halogen, (for example chloride, bromide) radicals of acetate, citrate, lactate, glycolate, phosphate, nitrate, sulfonate, sulfate, alkyl sulfate, and alkyl sulfonate. The alkyl groups may contain, in addition to the carbon and hydrogen atoms, ether and / or ester bonds as well as other groups, such as amino groups. Longer chain alkyl groups, for example those with about 12 carbons or more, can be saturated or unsaturated. Preferably, one of R ⁷⁵ , R ⁷⁶ , R ⁷⁷ and R ⁷⁸ is selected from an alkyl group of 12 to 30 carbon atoms, more preferably from 16 to 24 carbon atoms, even more preferably from 18 to 22 carbon atoms, even more preferably 22 carbon atoms; the rest among R ⁷⁵ , R ⁷⁶ , R ⁷⁷ and R ⁷⁸ are independently selected from CH3, C2H5, C2H4OH and
18/77 mixtures thereof; and X is selected from the group consisting of Cl, Br, CH3OSO3, C2H5OSO3 and mixtures thereof.
[058] These cationic surfactants based on quaternized dialkylammonium salt include, for example, dialkyl (14-18) dimethylammonium chloride, diboalkyl dimethylammonium chloride, dihydrogenated alkyldimethylammonium chloride, di-stearyldimethylammonium chloride and dithearyldimethylammonium chloride. Such quaternized dialkylammonium salt-based cationic surfactants also include, for example, asymmetric quaternized dialkylammonium salt-based cationic surfactants.
[059] C. High melting fatty compound [060] The high melting fatty compound useful in the present invention has a melting point of 25 ° C or higher, and is selected from the group consisting of fatty, acidic alcohols fatty alcohol derivatives, fatty acid derivatives and mixtures thereof. The person skilled in the art should understand that the compounds presented in this section of the specification can, in some cases, fall under more than one classification, (for example, some fatty alcohol derivatives can also be classified as fatty acid derivatives). However, a given classification is not intended to be a limitation on that specific compound, being adopted for the sake of classification and nomenclature convenience. In addition, the person skilled in the art should understand that, depending on the number and position of the double bonds, and the length and position of the branches, certain compounds that have certain mandatory carbon atoms, may have a melting point below 25 ° Ç. These low-melting compounds are not intended to be included in this
19/77 section. Some non-limiting examples of compounds with a high melting point are found in the International Cosmetic Ingredient Dictionary, Fifth Edition, 1993, and in the CTFA Cosmetic Ingredient Handbook, Second Edition, 1992.
[061] Among several fatty compounds with a high melting point, fatty alcohols are preferably used in the composition of the present invention. The fatty alcohols useful in the present invention are those having about 14 to about 30 carbon atoms, preferably about 16 to about 22 carbon atoms. These fatty alcohols are saturated and can be straight or branched chain alcohols. Preferred fatty alcohols include, for example, cetyl alcohol, stearyl alcohol, beenyl alcohol and combinations thereof.
[062] Fatty compounds with a high melting point of a single compound of high purity are preferred. Highly preferred are the unique compounds of pure fatty alcohols selected from the group consisting of pure cetyl alcohol, stearyl alcohol and beenyl alcohol. By pure, in the present invention, it is understood that the compound has a purity of at least about 90%, preferably at least about 95%. These simple, high-purity compounds provide satisfactory hair rinse when the consumer rinses the composition.
[063] The fatty compound with a high melting point is included in the composition in a content of about 0.1% to about 20%, preferably from about 1% to about 15%, more preferably from about 1.5% to about 8%, by weight of the composition, in order to obtain improved conditioning benefits, such as sensation
20/77 smoothness during application to wet hair, feeling of softness and hydration in dry hair.
[064] D. Aqueous vehicle [065] The gel matrix of the hair care composition of the present invention includes an aqueous vehicle. Consequently, the formulations of the present invention can be in the form of spillable liquids (under ambient conditions). Such compositions will therefore typically comprise a vehicle that is present in a content of about 20% by weight to about 95% by weight, or even about 60% by weight to about 85% , by weight. The aqueous vehicle may comprise water, or a miscible mixture of water and organic solvent, and in one aspect may comprise water with minimal or non-significant concentrations of organic solvent, unless otherwise casually incorporated into the composition as minor ingredients of other components.
[066] The aqueous vehicle useful for the present invention includes water and aqueous solutions of lower alkyl alcohols and polyhydric alcohols. The lower alkyl alcohols useful in the present invention are monohydric alcohols having 1 to 6 carbons, in one aspect, ethanol and isopropanol. Polyhydric alcohols useful in the present invention include
propylene glycol, glycol hexylene, glycerin and propanediol. [067] According to modalities of this invention, at compositions for treatment of hair can have a pH at
range from about 2 to about 10 at 25 ° C. In one embodiment, the hair treatment composition has a pH in the range of about 2 to about 6, which can help to solubilize minerals and redox metals already deposited on
21/77 the hair. In this way, the hair treatment composition can also be effective for removing existing mineral deposits and redox metals by washing, which can reduce cuticle distortion and thus reduce cuticle damage and shattering.
[068] E. Gel matrix [069] The composition of the present invention comprises a gel matrix. The gel matrix comprises a cationic surfactant, a fatty compound with a high melting point and an aqueous vehicle.
[070] The gel matrix is suitable to provide several conditioning benefits, such as a sensation of smoothness during application to wet hair and a sensation of softness and hydration in dry hair. In view of obtaining the aforementioned gel matrix, the cationic surfactant and the high melting fatty compound are
present to such a degree that reason in Weight in between O cationic surfactant and the compound fatty with Score in Fusion high is preferably located in the banner in fence in 1: 1 The fence in 1:10 and, more preferably, in fence in 1: 1 The fence in 1: 6. [071] F. Additional components [072] 1 . Conditioning agents to silicone base [073] In according to modalities of the present invention, The
The hair treatment composition includes a silicone-based conditioning agent that comprises a silicone compound. The silicone compound can comprise volatile silicone, non-volatile silicones, or combinations thereof. In one aspect, non-volatile silicones are used. If volatile silicones are present, it will typically have been associated with their use as a solvent or
22/77 vehicle for commercially available forms of ingredients based on non-volatile silicone materials, such as resins and silicone gums. The silicone compounds can comprise a silicone fluid-based conditioning agent and can also comprise other ingredients, such as a silicone resin to optimize the deposition efficiency of the silicone fluid or improve hair shine. The concentration of the silicone compound in the conditioning composition is typically in the range of
fence 0.01% by weight at about 10% in Weight, in fence in 0.1% by weight to about 8% in Weight, in fence in 0.1% in Weight about 5% by weight, or same in fence in 0.2% in Weight to about 3% by weight, for example
[074] Exemplary silicone compounds include (a) a first polysiloxane that is non-volatile, substantially free of amino groups, and has a viscosity of about 100,000 mm ² s ^-1 to about 30,000,000 mm ² s ^-1 ; (b) a second polysiloxane that is non-volatile, substantially free of amino groups, and has a viscosity of about 5 mm ² s ^-1 to about 10,000 mm ² s ^-1 ; (c) an amino silicone that has less than about 0.5% by weight of nitrogen by weight of the amino silicone; (d) a silicone copolymer emulsion with an internal phase viscosity greater than about 100x106 mm ² s ^-1 , as measured at 25 ° C; (e) a silicone polymer containing quaternary groups; or (f) a grafted silicone polyol, the silicone compounds (a) to (f) being disclosed in US Patent Application Publications No. 2008/0292574, 2007/0041929, 2008/0292575, and 2007 / 0286837, each of which is incorporated herein in its entirety as a reference.
23/77 [075] a. First polysiloxane [076] The hair treatment composition of the present invention can comprise a first polysiloxane. The first polysiloxane is non-volatile and substantially free of amino groups. In the present invention, the first polysiloxanes being substantially free of amino groups means that the first polysiloxane contains 0% by weight of amino groups. The first polysiloxane has a viscosity of about 100,000 mm ² s ^-1 to about 30,000,000 mm ² s ^-1 at 25 ° C. For example, viscosity can be in the range of about 300,000 mm ² s ^-1 to about 25,000,000 mm ² s ^-1 , or from about 10,000,000 mm ² s ^-1 to about 20,000,000 mm ² s ^-1 . The first polysiloxane has a molecular weight of about 100,000 to about 1,000,000. For example, the molecular weight can be in the range of about 130,000 to about 800,000, or from about 230,000 to about 600,000. According to one aspect, the first polysiloxane can be non-ionic.
[077] First exemplary non-volatile polysiloxanes useful for the present invention include those according to the following general formula (I):
R RR
Z --- Si --- | -Si --- 0 ^ —SiZ
II ^p I
R R R (I) in which R is alkyl or aryl, and p is an integer from about 1,300 to about 15,000, such as from about 1,700 to about 11,000, or from about 3,000 to about 8,000. Z represents groups that block the ends of the silicone chains. The alkyl or aryl groups
24/77 substituted in the siloxane (R) chain or at the ends of the siloxane Z chains can have any structure as long as the resulting silicone remains fluid at room temperature, is dispersible, non-irritating, non-toxic or otherwise harmful when applied to the hair, be compatible with the other components of the composition, be chemically stable under conditions of normal use and storage, and be able to be deposited on the hair and condition the hair. According to one embodiment, suitable Z groups include hydroxyl, methyl, methoxy, ethoxy, propoxy and aryloxy. The two R groups on each silicon atom can represent the same or different groups. According to one embodiment, the two R groups can represent equal groups. Suitable R groups include methyl, ethyl, propyl, phenyl, methylphenyl and phenylmethyl. Exemplary silicone compounds include polydimethylsiloxane, polydiethylsiloxane, and polymethylphenylsiloxane. According to one embodiment, polydimethylsiloxane is the first polysiloxane. Commercially available silicone compounds useful in the present invention include, for example, those available from General Electric Company in its TSF451 series, and those available from Dow Corning in its Dow Corning SH200 series.
[078] The silicone compounds that can be used in the present invention also include a silicone gum. The term silicone gum, as used here, means a polyorganosiloxane material having a viscosity at 25 ° C greater than or equal to 1,000,000 mm ² s ^-1 . It is recognized that the silicone gums described here may also have some overlap with the silicone compounds
25/77 presented above. This overlap is not intended to be a limitation on any of these materials. Silicone gums typically have a molecular weight above about 165,000 and generally between about 165,000 and about 1,000,000. Specific examples include polydimethylsiloxane, copolymer of poly (dimethylsiloxanomethylvinylsiloxane), copolymer of poly (dimethylsiloxanediphenylsiloxane-methylvinylsiloxane) and mixtures thereof. Commercially available silicone gums useful in the present invention include, for example, TSE200A available from the General Electric Company.
[079] b. Second polysiloxane [080] The hair treatment composition of the present invention can comprise a second polysiloxane. The second polysiloxane is non-volatile and substantially free of amino groups. In the present invention, the second polysiloxane being substantially free of amino groups means that the second polysiloxane contains 0% by weight of amino groups. The second polysiloxane has a viscosity of about 5 mm ² s ^-1 to about 10,000 mm ² s ^-1 at 25 ° C, as well as about 5 mm ² s ^-1 to about 5,000 mm ² s ^-1 , from about 10 mm ² s ^-1 to about 1,000 mm ² s ^-1 , or from about 20 mm ² s ^-1 to about 350 mm ² s ^-1 . The second polysiloxane has a molecular weight of about 400 to about 65,000. For example, the molecular weight of the second polysiloxane can be in the range of about 800 to about 50,000, about 400 to about 30,000, or about 400 to about 15,000. According to one aspect, the second polysiloxane can be non-ionic. According to another aspect, the second polysiloxane can be a linear silicone.
26/77 [081]
Second exemplary non-volatile polysiloxanes useful for the present invention include polyalkylsiloxanes or polyarylsiloxanes according to the following general formula (II):
Z ¹
R ¹ R ¹ R ¹
Si --- f-Si --- 0 ^ —Si --- Z ¹ l · ^Γ l ·
R ¹ R ¹ R ¹ (II) in which R ¹ is alkyl or aryl, er is an integer from about 7 to about 850, such as from about 7 to about 665, from about 7 to about 400, or from about 7 to about 200. Z ¹ represents groups that block the ends of the silicone chains. The alkyl or aryl groups substituted on the siloxane chain (R ¹ ) or on the ends of the siloxane chains Z ¹ can have any structure, as long as the resulting silicone remains fluid at room temperature, is dispersible, non-irritating, non-toxic or neither otherwise harmful when applied to the hair, be compatible with the other components of the composition, be chemically stable under normal conditions of use and storage, and be able to deposit on the hair and condition the hair. According to one embodiment, suitable Z ¹ groups include hydroxyl, methyl, methoxy, ethoxy, propoxy, and aryloxy. The two R ¹ groups on each silicon atom can represent the same or different groups. According to one embodiment, the two R ¹ groups can represent equal groups. Suitable R ¹ groups include methyl, ethyl, propyl, phenyl, methylphenyl and phenyl methyl. Exemplary silicone compounds include polydimethylsiloxane,
27/77 polydiethylsiloxane, and polymethylphenylsiloxane. According to one embodiment, polydimethylsiloxane is the second polysiloxane. Commercially available silicone compounds useful in the present invention include, for example, those available from General Electric Company in its TSF451 series, and those available from Dow Corning in its Dow Corning SH200 series.
[082] c. Amino silicone [083] The hair treatment composition of the present invention can comprise amino silicone having less than about 0.5% by weight of nitrogen by weight of the amino silicone, such as less than about 0.2% by weight, or less than about 0.1% by weight, in view of the friction reduction benefit. It was surprisingly found that higher levels of nitrogen (amine functional groups) in the amino silicone tend to result in less friction reduction and, consequently, less conditioning benefit of the amino silicone. The amino silicone here useful can have at least one silicone block with more than 200 units of siloxane, in view of the friction reduction benefit. Amino silicones useful in the present invention include, for example, quaternized amino silicone and non-quaternized amino silicone.
[084] In one embodiment, the amino silicones useful in the present invention are insoluble in water. In the present invention, water-insoluble amino silicone means that the amino silicone has a solubility of 10 g or less per 100 g of water at 25 ° C, in another embodiment 5 g or less per 100 g of water at 25 ° C, and in another mode, 1 g or less per 100 g of water at 25 ° C. In the present invention, water-insoluble amino silicone means that the amino
28/77 silicone is substantially free of copolyol groups. If copolyol groups are present, they are present in a content of less than 10% by weight, less than 1% by weight, or less than 0.1% by weight, by weight of the amino silicone.
[085] According to one embodiment, the amino silicone useful for the present invention are those that are in accordance with the general formula (III):
(R ² ) aG3-a-Si (-O-SIG2) n (-O — SiGfo (R ² ) ₂ -b) m-O'-SiG ·, -a (R2) to (IIII) in which G is hydrogen, phenyl, hydroxyl, or C ₁ C ₈ alkyl, as methyl a is an integer having a value from 1 to 3, such as 1; b is an integer having a value from 0 to 2, such as 1; n is a number from 1 to 2,000, such as from 100 to 1,800, from 300 to 800, or from 500 to 600; m is an integer having a value from 0 to 1,999, such as 0 to 10, or 0; R ² is a monovalent radical according to the general formula CqH2qL, in which q is an integer having a value from 2 to 8 and L is selected from the following groups: - N (R ³ 2) CH2-CH2-N ( R ³ 2) 2; -N (R ³ ) 2; -N ⁺ (R ³ ) 3A ^- ; -N (R ³ ) CH2-CH2N ⁺ R ³ H2A ^- ; in which R ³ is hydrogen, phenyl, benzyl, or a saturated hydrocarbon radical, such as an alkyl radical of about C1 to about C20; A ^- is a halide ion. According to one embodiment, L is -N (CH3) ₂ or -NH ₂ . According to another modality, L is -NH ₂ .
[086] The amino silicone of the above formula is used in composition by weight contents of about 0.1% by weight to about 5% by weight, alternatively from about 0.2% by weight to about 2% by weight. by weight, alternatively from about 0.2% by weight to about 1.0% by weight, and alternatively from about 0.3% by weight to about 0.8% by weight.
29/77 [087] According to one embodiment, the amino silicone can include those compounds corresponding to formula (III) in which m = 0; a = 1; q = 3; G = methyl n is about 1,400 to about 1,700, such as about 1,600; and L is —N (CH ₃ ) ₂ or - NH ₂ , such as —NH ₂ . According to another embodiment, the amino silicone can include those compounds corresponding to formula (III) in which m = 0; a = 1; q = 3; G = methyl n is about 400 to about 800, such as about 500 to about 600; and L is —N (CH ₃ ) ₂ or —NH ₂ , such as —NH2. Consequently, the aforementioned amino silicones can be called terminal amino silicones, because one or both ends of the silicone chain is (are) terminated by a nitrogen-containing group. Such terminal amino silicones can provide improved friction reduction compared to grafted amino silicones.
[088] Another example of an amino silicone useful in the present invention includes, for example, quaternized amino silicone having a trade name KF8020 available from Shinetsu.
[089] The above amino silicones, when incorporated into the hair treatment composition, can be mixed with solvents that have a lower viscosity. Such solvents include, for example, polar or non-polar, volatile or non-volatile oils. Such oils include, for example, silicone oils, hydrocarbons and esters. Among such a variety of solvents, exemplifying solvents include those selected from the group consisting of volatile, non-polar hydrocarbons, volatile cyclic silicones, linear non-volatile silicones and mixtures thereof. Non-volatile linear silicones useful in the present invention are those that have a viscosity of about 1 mm ² s ^-1 to about 20,000 mm ² s ^-1 ,
30/77 as from about 20 mm ² s ^-1 to about 10,000 mm ² s ^-1 , at 25 ° C. According to one embodiment, the solvents are volatile non-polar hydrocarbons, specifically volatile, non-polar isoparaffins, in view of reducing the viscosity of amino silicones and providing improved hair conditioning benefits such as reduced friction on dry hair. Such mixtures may have a viscosity of about 1,000 mPa.s to about 100,000 mPa.s, and alternatively of about 5,000 mPa.s to about 50,000 mPa.s.
[090] d. Silicone copolymer emulsion [091] The hair treatment composition of the present invention can comprise a silicone copolymer emulsion with an internal phase viscosity greater than about 100 x 106 mm ² s ^-1 . The silicone copolymer emulsion can be present in an amount of about 0.1% by weight to about 15% by weight, alternatively from about 0.3% by weight to about 10% by weight, and alternatively about from 0.5% by weight to about 5% by weight, by weight of the composition, in order to obtain a feeling of cleanliness.
[092] According to one embodiment, the silicone copolymer emulsion has a viscosity at 25 ° C greater than about 100 x 106 mm ² s ^-1 , alternatively greater than about 120 x 106 mm ² s ^-1 , and alternatively greater than about 150 x 106 mm ² s ^-1 . According to another embodiment, the silicone copolymer emulsion has a viscosity at 25 ° C less than about 1,000 x 106 mm ² s ^-1 , alternatively less than about 500 x 106 mm ² s ^-1 , and alternatively less that about 300 x 106 mm ² s ^-1 . To measure the internal phase viscosity of the silicone copolymer emulsion, one can first separate the polymer from the emulsion. For example, the procedure
31/77 described below can be used to separate the polymer from the emulsion: 1) add 10 grams of an emulsion sample in 15 milliliters of isopropyl alcohol; 2) mix well with a spatula; 3) decant isopropyl alcohol; 4) add 10 milliliters of acetone and knead the polymer with a spatula; 5) decant the acetone; 6) put the polymer in an aluminum container and flatten / dry it with a paper towel; and 7) dry for two hours in an [oven] at 80 ° C. The polymer can then be tested using any known rheometer, for example a CarriMed, Haake or Monsanto rheometer that operates in dynamic shear mode. The internal phase viscosity values can be obtained by recording the dynamic viscosity (n ') at a frequency point of 9,900 * 10 ^-3 Hz. According to one modality, the average particle size of the emulsions is less than around 1 micrometer, such as less than about 0.7 micrometer.
[093] The silicone copolymer emulsions of the present invention can comprise a silicone copolymer, at least one surfactant, and water.
[094] The silicone copolymer results from the reaction of adding the following two materials, in the presence of a catalyst containing metal:
(i) a polysiloxane with reactive groups at both ends, represented by a general formula (IV):
R ⁵
R ⁵
R ⁵
R ⁴
Si --- | -Si --- 0HSi --- R ⁴ l ₅ l ₅ ^s l ₅
R ⁵ R ⁵ R ⁵ (IV)
32/77 in which:
R ⁴ is a group capable of reacting by a chain addition reaction such as, for example, a hydrogen atom, an aliphatic group with ethylenic unsaturation (ie, vinyl, allyl or hexenyl), a hydroxyl group, a group
alkoxyl (this is, methoxy, ethoxy or propoxy) , one group acetoxy, or a group
amino or alkylamino;
R5 is alkyl, cycloalkyl, aryl, or alkylaryl and may include additional functional groups such as ethers, hydroxyls, amines, carboxyls, thiols esters, and sulfonates; in one embodiment, R ⁵ is methyl. Optionally, a small molar percentage of the groups can consist of reactive groups as described above for R ⁵ , to produce a polymer that is substantially linear but with a small amount of branching. In this case, the content of R ⁵ groups equivalent to R ⁴ groups can be less than about 10% on a molar percentage basis, such as less than about 2%;
s is an integer having a value such that the
polysiloxane gives formula (IV) has an viscosity of fence 1 mm ² s' ¹ to about 1 x 106 mm ² s ^-1 ;and(ii) at least one compound in silicone or
non-silicone compound comprising at least one or at most two groups capable of reacting with the R ⁴ groups of the polysiloxane in formula (IV). In
33/77 According to one modality, the reactive group is an aliphatic group with ethylenic unsaturation.
[095] Catalysts containing metal, used in the reactions described above, are often specific to a particular reaction. Such catalysts are known in the art. Generally, they are materials containing metals such as platinum, rhodium, tin, titanium, copper, lead, etc.
[096] The mixture used to form the emulsion can also contain at least one surfactant. This may include non-ionic surfactants, cationic surfactants, anionic surfactants, alkyl polysaccharides, amphoteric surfactants and the like. The above surfactants can be used individually or in combination.
[097] An exemplary method of producing the silicone copolymer emulsions described herein comprises the steps of 1) mixing the materials (a) described above with the material (b) described above, followed by mixing a suitable metal-containing catalyst that material (b) is able to react with material (a) in the presence of the metal-containing catalyst; 2) additionally mix at least one surfactant and water; and 3) emulsify the mixture. Methods of making such silicone copolymer emulsions are disclosed in US Patent No. 6,013,682; PCT application No. WO 01/58986 A1; and European patent application No. EP0874017 A2.
[098] A commercially available example of a silicone copolymer emulsion is an emulsion of about 60-70% by weight of divinyldimethicone / dimethicone copolymer having an internal phase viscosity of at least 120 x 10 ⁶ mm ² s ^-1 , available from Dow Corning under a trade name HMW2220.
34/77 [099] e. Silicone polymer containing quaternary groups [100] The hair treatment composition of the present invention may comprise a silicone polymer containing quaternary groups (i.e., a quaternized silicone polymer). The quaternized silicone polymer provides enhanced conditioning benefits, such as smooth touch, reduced friction and hair damage prevention. Especially, the quaternary group may have a good affinity for damaged / dyed hair. The quaternized silicone polymer is present in an amount of about 0.1% by weight to about 15% by weight, based on the total weight of the hair conditioning composition. For example, according to one embodiment, the quaternized silicone polymer can be present in an amount of about 0.2% by weight to about 10% by weight, alternatively from about 0.3% by weight to about 5% by weight, and alternatively from about 0.5% by weight to about 4% by weight, by weight of the composition.
[101] The quaternized silicone polymer of the present invention is comprised of at least one block of silicone and at least one block of non-silicone containing groups of quaternary nitrogen, where the number of non-silicone blocks is greater than the number of silicone blocks. The silicone polymers correspond to the general structure (V):
A ¹ -B- (A ² -B) _m -A ¹ (V) in which, B is a silicone block having more than 200 units of siloxane; A ¹ is a terminal group that can contain quaternary groups; A ² is a non-silicone block containing groups of quaternary nitrogen; in is a number
35/77 integer 0 or greater, with the proviso that if m = 0 then group A ¹ contains quaternary groups.
[102] The structures that correspond to the general formula, for example, are disclosed in US patent No. 4,833,225, in publication of US patent application No. 2004/0138400, in publication of US patent application No. 2004/0048996 , and in publication of US patent application No. 2008/0292575.
[103] In one embodiment, silicone polymers can be represented by the following structure (VI)
R ⁶
R ⁶
R ⁶
R ⁶
R
R
R
R
- ¹ t (VI) in which, A is a group that contains at least one quaternary nitrogen group, and which is linked to the silicon atoms of the silicone block by a silicon carbon bond, each A can, independently, be the same or different; R ⁶ is an alkyl group of about 1 to about 22 carbon atoms or an aryl group; each R ⁶ can, independently, be the same or different; t is an integer having a value of 0 or greater, for example t can be less than 20, or less than 10; eu is an integer greater than about 200, such as greater than about 250, or greater than about 300, eu may be less than about 700, or less than about 500. According to one modality, R ⁶ it's methyl.
36/77 [104] f. Grafted silicone copolyol [105] The hair treatment composition of the present invention can comprise a grafted silicone copolyol in combination with the quaternized silicone polymer. It is believed that this grafted silicone copolyol can improve the spreadability of the quaternized silicone polymer by reducing the viscosity of the quaternized silicone polymer, and can also stabilize the quaternized silicone polymer in the aqueous matrix of the conditioner. It is also believed that, due to this improved spreadability, the hair treatment compositions of the present invention may offer better dry conditioning benefits, such as reduced friction and / or damage prevention, with reduced stickiness. It has been surprisingly found that the combination of quaternized silicone polymer, grafted silicone copolyol, and cationic surfactant system comprising quaternized dialkylammonium salt-based surfactants provides an improved friction reduction benefit compared to a similar combination. These similar combinations are, for example, a combination in which the grafted silicone copolyol is replaced by a silicon copolyol with a terminated end, and another combination in which the cationic surfactant system is substantially free of cationic surfactants based on quaternized dialkylammonium salt. .
[106] The grafted silicone copolyol is contained in the composition to such a degree that the percentage, by weight, of the grafted silicone copolyol in its mixture with quaternized silicone copolymer is in the range of about 1 weight percent at about 50 % by weight, alternatively of
37/77 about 5% by weight to about 40% by weight, and alternatively from about 10% by weight to 30% by weight.
[107] The grafted silicone copolyols useful in the present invention are those that have a silicone backbone as a dimethicone backbone and poly (oxyalkylene) substitutions, such as poly (ethylene oxide) and / or poly (oxide) substitutions. propylene). The grafted silicone copolyols useful in the present invention have a hydrophilic-lipophilic equilibrium (EHL) value of about 5 to about 17, such as about 8 to about 17, or about 8 to about 12. The grafted silicone copolyols that have the same INCI name have several weight ratios, depending on the molecular weight of the silicone portion and the number of substitutions for poly (ethylene oxide) and / or poly (propylene oxide).
[108] According to one embodiment, commercially available grafted dimethicone copolyols exemplifiers include, for example: those under the trade name Silsoft 430 with an EHL value of about 9 to about 12 (INCI name PEG / PPG-20 / 23-dimethicone) available from GE; those under the trade name Silsoft 475 with an EHL value of about 13 to about 17 (INCI name PEG-23 / PPG-6-dimethicone); those under the trade name Silsoft 880 with an EHL value of about 13 to about 17 (INCI name PEG-12-dimethicone); those under the trade name Silsoft 440 with an EHL value of about 9 to about 12 (INCI name PEG-20 / PPG-23 dimethicone); those under the trade name DC5330 (INCI name PEG-15 / PPG-15-dimethicone) available from Dow Corning.
38/77 [109] The quaternized silicone polymer and silicone copolymer grafted above can be mixed and emulsified by an emulsifying surfactant, before incorporating them into a gel matrix formed by cationic surfactants and high melting fatty compounds, as discussed below. It is believed that this premixture can optimize the behavior of the quaternized silicone polymer and the grafted silicone copolyol, for example by increasing the stability and reducing the viscosity to form a more homogenized formulation with the other components. Such an emulsifying surfactant can be used in a content of about 0.001% by weight to about 1.5% by weight, alternatively from about 0.005% to about 1.0%, and alternatively from about 0.01% in weight at about 0.5% by weight, based on the total weight of the hair conditioning composition. Such surfactants can be non-ionic, and have an EHL value of about 2 to about 15, such as about 3 to about 14, or about 3 to about 10. Commercially available examples of emulsifier surfactant include nonionic surfactants having an INCI name C12-C14 Pareth-3 and an EHL value of about 8 obtained from NIKKO Chemicals Co., Ltd. under the trade name NIKKOL BT-3.
[110] According to one embodiment, the hair treatment composition comprises a combination of two or more silicone-based conditioning agents, together with an EDDS scavenging agent and a gel matrix.
[111] In one embodiment, the hair treatment composition comprises a polyalkylsiloxane mixture comprising (i) a first polyalkylsiloxane that is non-volatile, substantially free of amino groups, and has
39/77 a viscosity of about 100,000 mm ² s ^-1 to about 30,000,000 mm ² s ^-1 , and (ii) a second polyalkylsiloxane that is non-volatile, substantially free of amino groups, and has a viscosity of about from 5 mm ² s ^-1 to about 10,000 mm ² s ^-1 ; an amino silicone that has less than about 0.5% by weight of nitrogen by weight of the amino silicone; and a silicone copolymer emulsion with an internal phase viscosity greater than about 100 x 106 mm ² s ^-1 , as measured at 25 ° C. For example, in another embodiment, the hair treatment composition comprises from about 0.5% by weight to about 10% by weight of a polyalkylsiloxane mixture comprising (i) a first polyalkylsiloxane that is non-volatile, substantially free amino groups, and has a viscosity of about 100,000 mm ² s ^-1 to about 30,000,000 mm ² s ^-1 , and (ii) a second polyalkylsiloxane that is non-volatile, substantially free of amino groups, and has a viscosity from about 5 mm ² s ^-1 to about 10,000 mm ² s ^-1 ; from about 0.1% by weight to about 5% by weight of an amino silicone that has less than about 0.5% by weight of nitrogen by weight of the amino silicone; and from about 0.1% by weight to about 5% by weight of a silicone copolymer emulsion with an internal phase viscosity greater than about 100 x 106 mm ² s ^-1 , as measured at 25 ° C.
[112] In another embodiment, the hair treatment composition comprises a silicone polymer containing quaternary groups in which said silicone polymer comprises silicone blocks with more than about 200 units of siloxane; and a grafted silicone copolyol. For example, in another modality, the hair treatment composition comprises approximately
40/77 from 0.1% by weight to about 15% by weight of a silicone polymer containing quaternary groups in which said silicone polymer comprises silicone blocks with more than about 200 siloxane units; and a silicone copolyol grafted at such a level that the weight percentage of the silicone copolyol grafted into its mixture with the quaternized silicone polymer is in the range of about 1% by weight to about 50% by weight.
[113] In yet another embodiment, the hair treatment composition comprises an amino silicone having a viscosity of about 0.001 m ² / s to about 1 m ² / s (about 1,000 centistokes to about 1,000,000 centistokes), and less than about 0.5% nitrogen, by weight, of the amino silicone; and (2) a silicone copolymer emulsion with an internal phase viscosity greater than about 0.0001 x 1 m ² / s (about 120 x 106 centistokes), as measured at 25 ° C.
[114] 2. Other conditioning agents [115] Also suitable for use here in the hair treatment compositions are the conditioning agents described by Procter & Gamble Company in US Patent Nos. 5,674,478 and 5,750,122. Also suitable for use in the present invention are the conditioning agents described in US Patent Nos. 4,529,586, 4,507,280, 4,663,158, 4,197,865, 4,217,914, 4,381,919 and 4,422,853.
[116] a. Organic conditioning oils [117] The hair treatment composition of the present invention can also additionally comprise an organic conditioning oil. In accordance with embodiments of the present invention, the composition for treating hair may comprise from about 0.05% by weight to about 3% by weight.
41/77 weight, from about 0.08% by weight to about 1.5% by weight, or even from about 0.1% by weight to about 1% by weight, of at least one organic conditioning oil as the conditioning agent, in combination with other conditioning agents, such as silicones (described herein). Suitable conditioning oils include hydrocarbon oils, polyolefins and fatty esters. Suitable hydrocarbon oils include, but are not limited to, hydrocarbon oils having at least about 10 carbon atoms, such as cyclic hydrocarbons, straight chain (saturated or unsaturated) aliphatic hydrocarbons and branched (saturated or unsaturated aliphatic hydrocarbons) ), including polymers and mixtures thereof. Straight-chain hydrocarbon oils are typically from about C12 to about C19. Branched-chain hydrocarbon oils, including hydrocarbon polymers, typically contain more than 19 carbon atoms. Suitable polyolefins include liquid polyolefins, liquid poly □ -olefins, or hydrogenated liquid poly-a-olefins. Polyolefins for use in the present invention can be prepared by polymerizing C4 to about C14 or even C6 to about C12. Suitable fatty esters include, but are not limited to, fatty esters having at least 10 carbon atoms. Such fatty esters include esters with hydrocarbyl chains derived from alcohols or fatty acids (for example monoesters, polyhydric alcohol esters and esters of di- and tricarboxylic acids). The hydrocarbyl radicals of the fatty esters of the present invention may include or have covalent bonds with other compatible functionalities, such as amides and alkoxy moieties (for example, ethoxyl or ether bonds, etc.).
42/77 [118] 3. Non-ionic polymers [119] The hair treatment composition of the present invention can also additionally comprise a non-ionic polymer. According to one embodiment, the conditioning agent for use in the hair treatment composition of the present invention can include a poly (alkylenic glycol) polymer. For example, poly (alkylenic glycols) having a molecular weight greater than about 1,000 are useful in the present invention. Those having the following general formula (VIII) are useful:
H— ^ OCH ₂ CH ^ -OH
R ¹¹ (VIII) in which R ¹¹ is selected from the group consisting of H, methyl and mixtures thereof; ev is the number of ethoxyl units. Poly (alkylenic glycols), like poly (ethylenic glycols), can be included in the hair treatment compositions of the present invention in a content of about 0.001% by weight to about 10% by weight. In one embodiment, poly (ethylene glycol) is present in an amount of up to about 5% by weight based on the weight of the composition. The poly (ethylene glycol) polymers useful in the present invention are PEG-2M (also known as Polyox WSR® N-10, which is available from Union Carbide and as PEG-2,000); PEG-5M (also known as Polyox WSR® N-35 and Polyox WSR® N-80, available from Union Carbide and as PEG-5,000 and Poly (ethylene glycol) 300,000); PEG-7M (also known as Polyox WSR® N-750 available from Union Carbide); PEG-9M (also known as Polyox WSR® N-3333 available from Union Carbide); and PEG-14 M
43/77 (also known as Polyox WSR® N-3000 available from Union Carbide).
[120] 4. Suspending agent [121] The hair treatment compositions of the present invention can further comprise a suspending agent in concentrations effective to suspend water-insoluble material in dispersed form in the compositions or to modify the viscosity of the composition . Such concentrations are in the range of about 0.1% by weight to about 10% by weight, or even from about 0.3% by weight to about 5.0% by weight.
[122] Suspending agents useful in the present invention include anionic polymers and nonionic polymers. Vinyl polymers such as cross-linked acrylic acid polymers under the name CTFA Carbomer, cellulose derivatives and modified cellulose polymers, such as methylcellulose, ethylcellulose, hydroxyethylcellulose, hydroxypropylmethylcellulose, nitrocellulose, sodium cellulose, carboxymethyl cellulose, are also useful for the present invention. crystalline cellulose, cellulose powder, polyvinylpyrrolidone, poly (vinyl alcohol), guar gum, hydroxypropyl gum gum, xanthan gum, arabic gum, tragacanth, galactan, locust bean gum, caraway gum, carrageenan, pectin, agar, quince seed ( Cydonia oblonga Mill), starch (rice, corn, potato, wheat), algae colloids (algae extract), microbiological polymers such as dextran, succinoglycan, puleran, starch-based polymers such as carboxymethyl starch, methyl hydroxypropyl starch, acid-based polymers alginate such as sodium alginate, glycolpropylene esters of alginic acid, polymers d and acrylate, such as poly (sodium acrylate), poly (ethyl acrylate),
44/77 polyacrylamide, polyethyleneimine, and water-soluble inorganic material such as bentonite, aluminum and magnesium silicate, laponite, hectonite and anhydrous silicic acid.
[123] Commercially available viscosity modifiers highly useful for the present invention include Carbomers with trade names Carbopol® 934, Carbopol® 940, Carbopol® 950, Carbopol® 980, and Carbopol® 981, all available from BF Goodrich Company, copolymer acrylates / stearet-20 methacrylate with the trade name ACRYSOL ™ 22 available from Rohm and Hass, nonoxynyl-hydroxyethylcellulose with the commercial name Amercell ™ POLYMER HM-1500 available from Amerchol, methylcellulose with the trade name BENECEL®, hydroxyethylcellulose with the NATROSOL® trade name, hydroxypropyl cellulose with the trade name KLUCEL®, cetyl hydroxyethyl cellulose with the trade name POLYSURF® 67, all supplied by Hercules, polymers based on ethylene oxide and / or propylene oxide under the trade names CARBOWAX® PEGs, POLYOX WASRs, and UCON® FLUIDS, all supplied by Amerchol.
[124] Other optional suspending agents include crystalline suspending agents that can be categorized as acyl derivatives, long chain amine oxides and mixtures thereof. Such suspending agents are described in U.S. Patent No. 4,741,855.
[125] These preferred suspending agents include glycol ethyl esters of fatty acids, in one aspect, having about 16 to about 22 carbon atoms. In one aspect, useful suspending agents include ethylene glycol stearates, both monostearate and distearate, but, in one aspect, the distearate containing less than about 7% of the monostearate. Other agents of
Suitable suspension 45/77 include fatty acid alkanolamides, preferably having about 16 to about 22 carbon atoms, or about 16 to 18 carbon atoms, and preferred examples include stearic monoethanolamide, stearic diethanolamide, stearic monoisopropanolamide and stearic monoethanolamide stearate. Other long-chain acyl derivatives include long-chain esters of long-chain fatty acids (for example, stearyl stearate, cetyl palmitate, etc.); long-chain esters of long-chain alkanolamides (e.g., stearamide-diethanol amide distearate, stearamide-monoethanolamide stearate); and glyceryl esters (eg glyceryl distearate, trihydroxystearin, tribeenin), a commercial example of which is Thixin® R available from Rheox, Inc. Long-chain acyl derivatives, ethylene glycol esters of long-chain carboxylic acids , long chain amine oxides, and long chain carboxylic acid alkanolamides in addition to the materials listed above can be used as suspending agents.
[126] Other long-chain acyl derivatives suitable for use as suspending agents include N, N-dihydrocarbilamidobenzoic acid and its soluble salts (for example, Na, K), particularly species based on N, N-di acids (hydrogenated) C16, C18 and tallow-benzoyl sebum from this family, which are available for sale from the Stepan Company (Northfield, Ill., USA).
[127] Examples of long-chain amine oxides suitable for use as suspending agents include alkyldimethylamine oxides, for example, stearyldimethylamine oxide.
46/77 [128] Other suitable suspending agents include primary amines having a fatty alkyl moiety that has at least about 16 carbon atoms, examples of which include palmitamine or stearamine, and secondary amines having two fatty alkyl moieties, each with at least about 12 carbon atoms and examples of which include dipalmitoylamine or di (hydrogenated tallow) amine. Still other suitable suspending agents include phthalic di (hydrogenated tallow) amide, and crosslinked copolymer of maleic anhydride - methyl and vinyl ether.
[129] 5. Deposition aids [130] The hair treatment compositions of the present invention may further comprise an auxiliary deposition agent, such as a cationic polymer. The cationic polymers useful in the present invention are those that have an average molecular weight of at least about 5,000, alternatively from about 10,000 to about 10 million, and alternatively from about 100,000 to about 2 million.
[131] Suitable cationic polymers include, for example, copolymers of vinyl monomers that have cationic amine or quaternary ammonium functionalities, with water-soluble spacer monomers, such as acrylamide, methacrylamide, alkyl- and dialkyl-acrylamides, alkyl- and dialkyl -methacrylamides, alkyl acrylate, alkyl methacrylate, vinylcaprolactone and vinylpyrrolidone. Other suitable spacer monomers include vinyl esters, vinyl alcohol (produced by hydrolysis of poly (vinyl acetate), maleic anhydride, propylene glycol and ethylene glycol. Other suitable cationic polymers useful in the present invention include, for example, cationic celluloses, cationic starches and cationic guar gums.
47/77 [132] The cationic polymer can be included in the hair treatment compositions of the present invention in a content of about 0.001% by weight to about 10% by weight. In one embodiment, the cationic polymer is present in an amount of up to about 5% by weight based on the weight of the composition.
[133] Deposition polymer [134] In another embodiment of the present invention, the composition of the present invention may additionally comprise a deposition polymer, preferably anionic / acid deposition polymer. The deposition polymer is included in a weight content of the composition, from about 0.03% to about 8%, preferably from about 0.05% to about 3%, more preferably from
about 0.1% to about 1%. [135] Yes preferential that ratio between the weight (i) of the polymer deposition and (ii) of a sum of surfactant cationic based salt of monoalkylamine, surfactant
cationic based on quaternized dialkylammonium salt, and high melting fatty compound is from about 1: 1 to about 1: 160, more preferably from about 1: 2.5 to about 1: 120, even more preferably from about 1: 3.5 to about 1:80. If the weight ratio (i) to (ii) is too low, the composition can provide lower deposition of cationic surfactants, high melting fatty compounds, and / or silicone compounds. If the weight ratio (i) to (ii) is too high, the composition may influence the rheology, and the rheology of the composition may undesirably decrease.
[136] The deposition polymer useful in the present invention is a copolymer comprising: a vinyl monomer (A) with
48/77 a carboxyl group in the structure; and a vinyl monomer (B) expressed by the following formula (1):
CH2 = C (R ¹ ) -CO-X- (QO) r-R2 (1) where: R ¹ represents a hydrogen atom or a methyl group; R ² represents a hydrogen atom or an alkyl group with 1 to 5 carbon atoms, which can have a substitution group; Q represents an alkylene group having 2 to 4 carbon atoms which can also have a substitution group; r represents an integer from 2 to 15; and X represents an oxygen atom or an NH group; and, in the following structure - (Q - O) r - R ² , the number of atoms connected in a linear chain is 70 or less; and
on what O monomer vinyl (This contained in a content in fence in 10% in mass a about 50% en masse, and O monomer vinyl (B) is contained in a fence content in
50% by mass to about 90% by mass.
[137] Vinyl monomer (A) [138] The copolymer of the present invention contains a vinyl monomer (A) having a carboxyl group in the structure. The copolymer can contain one type of the vinyl monomer (A), or it can contain two or more types of the vinyl monomer (A). The vinyl monomer (A) is preferably anionic.
[139] This vinyl monomer (A) is contained in a content of about 10% by weight based on the total mass of the copolymer, preferably about 15% by weight, more preferably 20% by weight or higher, and even more preferably 25% by mass or higher, in view of the improved deposition of cationic surfactants, fatty compounds and / or silicones, and at about 50% in
49/77 by weight, preferably 45% by weight or less, and more preferably 40% by weight or less, in view of the non-deterioration of smoothness during application and / or the viscosity of the product.
[140] Unlimited examples of the vinyl monomer (A) having a carboxyl group include, for example, unsaturated carboxylic acid monomers having 3 to 22 carbon atoms. The unsaturated carboxylic acid monomer has,
preferably 4 or more atoms carbon, and preferably 20 or any less atoms of carbon, more preferably 18 or any less atoms of carbon, still
more preferably 10 or less carbon atoms, and even more preferably 6 or less carbon atoms. In addition, the number of carboxyl groups in the vinyl monomer (A) is preferably 1 to 4, more preferably 1 to 3, even more preferably 1 to 2, and most preferably 1.
[141] In view of the improved deposition of cationic surfactants, fatty compounds and / or silicones, the vinyl monomer (A) is preferably an unsaturated carboxylic acid monomer expressed by the following formula (2) or formula (3), more preferably those expressed by formula (2).
CH2 = C (R ³ ) -CO- (O- (CH ₂ ) _m -CO) _n -OH (2) where: R ³ represents a hydrogen atom or a methyl group, preferably a hydrogen atom; m represents an integer from 1 to 4, preferably 2 to 3; and n represents an integer from 0 to 4, preferably 0 to 2, and most preferably 0.
50/77
CH2 = C (R ⁴ ) -COO- (CH2) p-OOC- (CH2) q-COOH (3) where: R ⁴ represents a hydrogen atom or a methyl group, preferably a hydrogen atom; p and q independently represent an integer from 2 to 6, preferably 2 to 3.
[142] Examples of those expressed by formula (2) include (meth) acrylic acid, crotonic acid, maleic acid, fumaric acid, itaconic acid, angelic acid, tegic acid, 2-carboxyethyl acrylate oligomer, and the like. Among them, acrylic acid and methacrylic acid are preferred, and most preferred is acrylic acid. Examples of those expressed by formula (3) include acryloyloxyethyl succinate, 2-methacryloyloxyethyl succinate, and the like.
[143] Vinyl monomer (B) [144] The copolymer contains a vinyl monomer (B). The copolymer can contain one type of the vinyl monomer (B), or it can contain two types of the vinyl monomer (B). The vinyl monomer (B) is preferably non-ionic.
[145] The vinyl monomer (B) is contained in a content of about 50% by weight based on the total mass of the copolymer in order to improve the tactile sensation and smoothness during application, and to about 90% in mass based on the total mass of the copolymer, preferably at about 85% by mass, more preferably at about 80% by mass, even more preferably 75% by mass, in view of the improved deposition of cationic surfactants, fatty compounds and / or silicones.
51/77 [146] The vinyl monomers (B) useful for the present invention are those expressed by formula (4).
CH2 = C (R ¹ ) -CO-X- (QO) r-R2 (4) where: R ¹ represents a hydrogen atom or a methyl group; R ² represents a hydrogen atom or an alkyl group with 1 to 5 carbon atoms, which can have a substitution group; Q represents an alkylene group with 2 to 4 carbon atoms which can also have a substitution group; r represents an integer from 2 to 15; and X represents an oxygen atom or an NH group; and in the structure - (Q - O) r - R ² , the number of atoms connected in a linear chain is 70 or less.
[147] If R ² has a substitution group, the substitution group is a substitution group that does not react with
other parts of the copolymer. O vinyl monomer (B) is preferably hydrophilic, and therefore R ² is preferably an atom of hydrogen or one group alkyl with 1 to 3 atoms in carbon, and more preferably an atom of hydrogen or one group alkyl with 1 or 2 carbon atoms. [148] X preferably represents a atom in oxygen. [149] Q stands for preferably one group alkylene with
up to 3 carbon atoms which can also have a substitution group, and more preferably an alkylene group with 2 to 3 carbon atoms without any substitution group. If the alkylene group of Q has a substitution group, it is preferable that such a substitution group does not react with other parts of the copolymer, more preferably that such a substitution group has a
52/77 molecular weight of 50 or less, even more preferably that such a substitution group has a molecular weight that is less than that of the structural portion of - (Q - O) _r Examples of such a substitution group include a hydroxyl group, methoxy, ethoxy group, and the like.
[150] r preferably represents 3 or higher, and preferably 12 or less, in view of the improved deposition of cationic surfactants, fatty compounds and / or silicones, and / or a view of smoothness during application.
[151] As described above, in the - (Q - O) r R ^{2 structure} , the number of atoms that are linked by the linear chain is or less. For example, if Q represents an nbutylene group, r = 15, and R ² represents an n-pentyl group, The calculated number of atoms that are linked in the linear chain of the structure - (Q - O) r - R ² is 80, which is therefore out of scope. The number of atoms attached in the linear chain in the structure - (Q - O) r - R ² is preferably 60 or less, more preferably 40 or less, even more preferably 28 or less, and particularly preferably 20 or less, in view of the deposition improved cationic surfactants, fatty compounds and / or silicones, and / or in view of smoothness during application.
[152] Examples of the vinyl monomer (B) include, methoxy-poly (ethylene glycol) acrylate (where the number of poly (ethylene glycol) repetitions (r in formula (4)) is between 2 and 15 ), poly (ethylene glycol) acrylate (where the number of repetitions of poly (ethylene glycol) (r in formula (4)) is between 2 and 15), (meth) methoxy-poly acrylate (ethylene glycol) ) / poly (propylene glycol) (where the number of repetitions of poly (ethylene glycol) / poly (propylene glycol) (r in
53/77 formula (4)) is between 2 and 15), poly (ethylene glycol) / poly (propylene glycol) (meth) acrylate (where the number of repetitions of poly (ethylene glycol) / poly (propylene glycol) ( r in formula (4)) is between 2 and 15), methoxy-poly (ethylene glycol) / poly (butylenic glycol) (meth) acrylate (where the number of repetitions of poly (ethylenic glycol) / poly (butylenic glycol) (r in formula (4)) is between 2 and 15), (meth) poly (ethylene glycol) / poly (butylenic glycol) acrylate (where the number of repetitions of poly (ethylenic glycol) / poly (butylenic glycol) ( r in formula (4)) is between 2 and 15), methoxy-poly (ethylene glycol) (meth) acrylamide (where the number of repetitions of poly (ethylene glycol) (r in formula (4)) is between 2 and 15 ), and poly (ethylene glycol) (meth) acrylamide (where the number of repetitions of poly (ethylene glycol) (r in formula (4)) is between 2 and 15); preferably methoxy-poly (ethylene glycol) acrylate (where the number of repetitions of poly (ethylene glycol) (r in formula (4)) is between 3 and 12), (meth) poly (ethylene glycol) acrylate (where the number of repetitions of poly (ethylene glycol) (r in formula (4)) is between 3 and 12), (meth) methoxy-poly acrylate (ethylene glycol) / poly (propylene glycol) (where the number of poly (ethylene glycol) / poly (propylene glycol) repetitions (r in formula (4)) is between 3 and 12), poly (ethylene glycol) / poly (propylene glycol) acrylate (where the number of repetitions poly (ethylene glycol) / poly (propylene glycol) (r in formula (4)) is between 3 and 12), methoxy-poly (ethylene glycol) / poly (butylene glycol) acrylate (where the number of repetitions of poly (ethylene glycol) / poly (glycol
54/77 butylenic) (r in formula (4)) is between 3 and 12), (meth) poly (ethylenic glycol) / poly (butylenic glycol) acrylate (where the number of repetitions of poly (ethylenic glycol) / poly (butylenic glycol) (r in formula (4)) is between 3 and 12); more preferably methoxy-poly (ethylene glycol) acrylate (where the number of poly (ethylene glycol) repetitions (r in formula (4)) is between 3 and 12), and (meth) poly (glycol acrylate) ethylene) (where the number of poly (ethylene glycol) repetitions (r in formula (4)) is between 3 and 12).
[153] Vinyl monomer (C) [154] In addition to vinyl monomers (A) and (B), the copolymer can also contain a vinyl monomer (C) having an alkyl group with 12 to 22 carbon atoms. carbon, in order to obtain conditioning effect such as smoothness during application. When included, the amount of the vinyl monomer (C) is preferably 40% by weight or less, more preferably 30% by weight or less, even more preferably 25% by weight or less, and even more preferably 20% by weight or less based on the total mass of the copolymer, in view of the improved deposition of cationic surfactants, fatty compounds and / or silicones, and / or in view of the smoothness during application.
[155] Preferably, the vinyl monomer (C) is a (meth) acrylate monomer having an alkyl group with 12 to 22 carbon atoms, in view of the smoothness during application. In addition, vinyl monomers with branched alkyl groups are particularly preferred.
[156] Examples of the (meth) acrylate monomer having an alkyl group with 12 to 22 carbon atoms include myristyl (meth) acrylate, isostearyl (meth) acrylate,
55/77 (meth) stearyl acrylate, (meth) beyl acrylate, (meth) cetyl acrylate, (meth) lauryl acrylate, (meth) synthetic lauryl acrylate, (meanwhile synthetic (meth) lauryl acrylate refers to refers to an alkyl (meth) acrylate having alkyl groups with 12 carbon atoms and alkyl groups with 13 carbon atoms), and the like. Of these, (meth) acrylate monomers having an alkyl group having 12 to 20 carbon atoms are preferred, and (met) acrylate monomers having an alkyl group having 16 to 18 carbon atoms are more preferred.
[157] The copolymer can contain one type of the vinyl monomer (C), or it can contain two or more types of the vinyl monomer (C).
[158] Other monomers [159] In addition to the aforementioned vinyl monomers (A), (B), and (C), the copolymer may also contain other vinyl monomers in an amount that does not impair the copolymer's effect. Examples of other vinyl monomers include non-ionic monomers, amphoteric monomers, semipolar monomers, cationic monomers, and also monomers containing a polysiloxane group, preferably non-ionic monomers with or without polysiloxane group. These other monomers are different from any of the vinyl monomers (A), (B), and (C) mentioned above.
[160] Usually the amount of such other monomers, if included, is 40% by weight or less than the total mass of the copolymer, preferably 30% by weight or less, more preferably 20% by weight or less, and even more preferably 10% in bulk or less.
56/77 [161] In view of the improved deposition of cationic surfactants, fatty compounds, and / or silicones, the amount of cationic functional groups in the copolymer is preferably low, and for example cationic functional groups preferably total 10% by mol or less than all functional groups in the copolymer. More preferably, the copolymer is free of cationic functional groups.
[162] Examples of non-ionic monomers include esters of (meth) acrylic acid and alcohols with 1 to 22 carbon atoms, amides of (meth) acrylic acid and alkylamines with 1 to 22 carbon atoms, (meth) acrylic acid monoesters and ethylene glycol, 1,3-propylene glycol or similar, and also esters where the hydroxyl group of the monoester has been etherified by methanol, ethanol or similar, (meth) acryloylmorpholine and the like.
[163] Examples of amphoteric monomers include (meth) acrylic esters having a betaine group, (meth) acrylamide having a betaine group and the like.
[164] Examples of semipolar monomers include (meth) acrylate esters having an amine oxide group, (meth) acrylamides having an amine oxide group, and the like.
[165] Examples of cationic monomers include (meth) acrylate esters having a quaternary ammonium group, (meth) acrylamides having a quaternary ammonium group and the like.
[166] The monomer containing a polysiloxane group is a monomer having a polysiloxane structure and also having a structure that can be covalently bonded to the copolymer. These component units have high affinity for silicone oil which is normally used
57/77 in combination with cosmetic material compositions, and are thought to act by binding the silicone oil to the other component units in the copolymer and thereby increase the adsorption force of the silicone oil to the skin and hair, particularly hair damaged.
[167] The polysiloxane structure is a structure in which two or more repeated structural units expressed by the following formula (4) are linked.
- (SiR ⁵ R ⁶ -O) - (4) in formula (4), R ⁵ and R ⁶ independently represent an alkyl group with 1 to 3 carbon atoms or a phenyl group.
[168] The structure that can be covalently bonded to the copolymer can be a structure that has a vinyl structure such as an (meth) acrylate ester, or (meth) acrylamide and that can copolymerize with another monomer, a structure that has a functional group such as a thiol, which can bind to the copolymer by chain transfer during polymerization, or a structure which has an isocyanate group, carboxylic acid group, hydroxyl group, amino group, or the like, and which can react with and bind to functional groups in the copolymer, but there is no restriction on these structures.
[169] A plurality of these linkable structures can be present in a monomer that contains a polysiloxane group. In the copolymer, the polysiloxane structure can be attached by a grafted structure to the main chain, or conversely the polysiloxane structure can be the main chain with the connection of another structure by a grafted structure, and in addition the structure of
58/77 polysiloxane and the other structure can be linked under a linear chain condition by a block structure.
[170] The monomer containing a polysiloxane group is preferably expressed by the following formula (5).
CH2 = C (R ⁷ ) -Z- (SiR ⁸ R9-O) sR ¹⁰ (5)
In the formula, R ⁷ represents a hydrogen atom or a methyl group, R ⁸ and R ⁹ independently represent an alkyl group with 1 to 3 carbon atoms or a phenyl group, R ¹⁰ represents an alkyl group with 1 to 8 carbon atoms , Z represents a bivalent bond group or a direct bond, es represents an integer between 2 and 200.
[171] More preferably, s is 3 or higher, and even more preferably, s is 5 or higher, in view of the increased affinity for silicone oil, and preferably s is 50 or less, in view of the improved copolymerization with the other monomers.
[172] Z represents a divalent linking group or a direct linking, but a linking group containing one or a combination of two or more of the structures suggested below is preferred. The combination of structure numbers is not particularly limited, but it is usually 5 or less. In addition, the direction of the following structures is arbitrary (the polysiloxane group side can be at either end). Note, in the following groups, R represents an alkylene group with 1 to 6 carbon atoms or a phenylene group.
-COO-R
-CONH-R59 / 77
-ORR- [173] The monomer expressed by the aforementioned formula (5), includes, for example, a- (vinylphenyl) polydimethylsiloxane, α (vinylbenzyloxypropyl) polydimethylsiloxane, α (vinylbenzyl) polymethylphenylsiloxane, α (methacrylyloxypropyl) polydimethyl) polymethylphenylsiloxane, α (methacryloylaminopropyl) polydimethylsiloxane and the like. The monomer containing a polysiloxane group can be a single type, or it can be two or more types used in combination.
[174] For the purpose of adjusting the molecular weight and viscosity of the copolymer, a crosslinking agent such as a polyfunctional acrylate or the like can be introduced into the copolymer. However, in this invention, it is preferred that a crosslinking agent is not included in the copolymer.
[175] Structure analysis [176] The amount of the vinyl monomers (A), (B), and (C) and also the other monomers in the copolymer can be measured with the use of infrared absorption (IV) or Raman scattering by carbonyl groups, by amide bonds, polysiloxane structures, various types of functional groups, carbon main chain and the like, by ¹ H-NMR of methyl groups in polydimethylsiloxane, amide binding sites, and methyl groups and methylene groups adjacent to them, and also several types of MRI represented by ¹³ C-MRI and the like.
[177] Weighted average molecular weight [178] The weighted average molecular weight of the copolymer is preferably 3,000 or higher, plus
60/77 preferably 5,000 or higher, and even more preferably 10,000 or higher, in order to obtain the conditioning effect via the formation of a complex with cationic surfactant, and preferably at about 2,000,000, more preferably 1,000. 000 or less, even more preferably 500,000 or less, even more preferably 100,000 or less, and most preferably 50,000 or less, in view of the sensation after drying.
[179] The weighted average molecular weight of the copolymer can be measured by gel permeation chromatography (CPG). The development solvent that is used in gel permeation chromatography is not particularly limited as long as it is a commonly used solvent, but for example, measurement can be performed using a blend of water / methanol / acetic acid / sodium acetate.
[180] Viscosity [181] The copolymer preferably has a viscosity for a 50% by mass solution, in an aqueous vehicle of lower alkyl alcohols and polyhydric alcohols, preferably aqueous ethanol solution, more preferably 25% butanediol solution ° C of 5 mPa.s or higher and 50,000 mPa.s or lower. The viscosity is more preferably 10 mPa.s or higher, even more preferably 15 mPa.s or higher, but on the other hand it is more preferably 10,000 mPa.s or less, and even more preferably 5,000 mPa.s or less. The viscosity of the copolymer is preferably 5 mPa.s or higher and 50,000 mPa.s or lower, from
61/77 handling perspective. Viscosity can be measured using a BL-type viscometer.
[182] Similar to the weighted average molecular weight, the viscosity of the copolymer can be adjusted by controlling the degree of polymerization of the copolymer, and can be controlled by increasing or decreasing the amount of a cross-linking agent such as a polyfunctional acrylate or the like. is added.
[183] 6. Beneficial agents [184] In one embodiment, the hair treatment composition further comprises one or more additional beneficial agents. Beneficial agents comprise a material selected from the group consisting of anti-dandruff agents, vitamins, lipid-soluble vitamins, chelators, perfumes, brighteners, enzymes, sensory agents, attractive substances, antibacterial agents, dyes, pigments, bleaching agents and mixtures thereof. .
[185] In one aspect, said benefit agent may comprise an anti-dandruff agent. Such an dandruff particulate must be physically and chemically compatible with the components of the composition, and must not otherwise unduly impair the stability, aesthetics or performance of the product.
[186] According to one modality, the hair treatment composition comprises an anti-dandruff asset, which can be a particulate dandruff asset. In one embodiment, the anti-dandruff active is selected from the group consisting of: pyridinothione salts; azoles, such as ketoconazole, econazole and elubiol; selenium sulfide; particulate sulfur; keratolytic agents like acid
62/77 salicylic; and mixtures thereof. In one embodiment, the particulate dandruff is a pyridinothione salt.
[187] Pyridinothole particulates are suitable anti-dandruff particulates. In one embodiment, the anti-dandruff active is a salt of 1-hydroxy-2-pyridinothione and is in the form of particulate. In one embodiment, the concentration of anti-dandruff pyridinothole particulate is in the range of about 0.01% by weight to about 5% by weight or from about 0.1% by weight to about 3% , by weight, or from about 0.1% by weight, to about 2% by weight. In one embodiment, pyridinothione salts are those formed from heavy metals such as zinc, tin, cadmium, magnesium, aluminum and zirconium, generally zinc, typically the zinc salt of 1-hydroxy-2-pyridinothione (known as zinc-pyridination or ZPT), commonly 1hydroxy-2-pyridinothione salts in the form of a platelet particle. In one embodiment, the platelet particle 1-hydroxy-2-pyridinothione salts have an average particle size of up to about 20 microns or up to about 5 microns or up to about 2.5 microns. Salts formed from other cations, such as sodium, may also be suitable. Anti-dandruff pyridinothione actives are described, for example, in US Patent No. 2,809,971; US patent No. 3,236,733; US patent No. 3,753,196; US patent No. 3,761,418; US patent No. 4,345,080; US patent 4,323,683; US patent 4,379,753; and in US patent No. 4,470,982.
[188] In one embodiment, in addition to the anti-dandruff active selected from polyvalent pyrithione metal salts, the composition additionally comprises one or more antifungal and / or antimicrobial actives. In one embodiment, the antimicrobial asset is selected from the group consisting of:
63/77 coal tar, sulfur, Whitfield's ointment, Castellani's tincture, aluminum chloride, gentian violet, octopirox (olamine-pyroctone), cyclopyroxolamine, undecylenic acid and its metal salts, potassium permanganate, selenium sulfide , sodium thiosulfate, propylene glycol, bitter orange oil, urea preparations, griseofulvin, 8-hydroxyquinoline ciloquinol, thiobendazole, thiocarbamates, haloprogine, polyenes, hydroxypyridone, morpholine, benzylamine, allylamines (like terbinafine, tea oil, terbinafine) clove leaf oil, coriander, palmarosa, berberine, thymus, cinnamon oil, cinnamic aldehyde, citronellic acid, hinocytol, pale ichtiol, Sensiva SC-50, Elestab HP-100, azelaic acid, liticase, iodopropynyl butylcarbamate ( IPBC), isothiazalinones such as octylisothiazalinone and azoles and mixtures thereof. In one embodiment, the antimicrobial is selected from the group consisting of: itraconazole, ketoconazole, selenium sulfide, coal tar and mixtures thereof.
[189] In one embodiment, azole antimicrobials are an imidazole selected from the group consisting of: benzimidazole, benzothiazole, bifonazole, butaconazole nitrate, climbazole, clotrimazole, croconazole, eberconazole, econazole, elubiol, fenticonazole, fluconazole, fluconazole, fluconazole, fluczazole, fluczazole, fluczazole , ketoconazole, lanoconazole, metronidazole, miconazole, neticonazole, omoconazole, oxiconazole nitrate, sertaconazole, sulconazole nitrate, tioconazole, thiazole and mixtures thereof, or azole antimicrobials are a triazole selected from the group consisting of: terconazol mixtures thereof. When present in the hair treatment composition, the azole antimicrobial active is included in an amount of about
64/77
0.01% by weight to about 5% by weight or from about 0.1% by weight to about 3% by weight or about 0.3% by weight to about 2% by weight. In one embodiment, the azole antimicrobial asset is ketoconazole. In one embodiment, the antimicrobial active ingredient alone is ketoconazole.
[190] Modalities of the hair treatment composition may also comprise a combination of active antimicrobial agents. In one embodiment, an antimicrobial active combination is selected from the group of combinations consisting of: octopirox and zinc-pyrithione, pine and sulfur tar, salicylic acid and zinc-pyrithione, salicylic acid and elubiol, zinc-pyrithione and elubiol, zincopyrithione and climbasol, octopirox and climbasol, salicylic acid and octopirox and mixtures thereof.
[191] In one embodiment, the composition comprises an effective amount of a layered material containing zinc.
In a modality, the composition comprises in fence in 0.001% , by weight, the about 10%, in weight, or in fence in 0.01%, by weight, about 7%, in weight, or in fence in 0.1%, by weight, about 5 % in weight of one material in
zinc-containing layers, by total weight of the composition.
[192] Layered materials containing zinc may be those with crystal growth occurring mainly in two dimensions. It is conventional to describe layered structures as not only those in which all atoms are embedded in well-defined layers, but also those in which there are ions or molecules between layers, called gallery ions (AF Wells Structural Inorganic Chemistry Clarendon Press, 1975) . Zinc-containing layered materials (ZLMs) may have zinc embedded in the layers and / or be
65/77 components of gallery ions. The following classes of ZLMs represent relatively common examples from the general category and are not intended to limit the broader scope of materials that fit that definition.
[193] Many ZLMs occur naturally as minerals. In one embodiment, the ZLM is selected from the group consisting of: hydrozincite (zinc carbonate hydroxide), auricalcite (zinc-copper carbonate hydroxide), rosesite (copper-zinc carbonate hydroxide) and mixtures thereof. Related zinc-containing minerals can also be included in the composition. Natural ZLMs can also occur as anionic layer species, such as clay-type minerals (for example, phyllosilicates) contain zinc gallery ions resulting from ion exchange. All of these natural materials can also be obtained synthetically or formed in situ in a composition or during a production process.
[194] Another common class of ZLMs that is often, but not always, synthetic is double layered hydroxides. In one embodiment, ZLM is a double layered hydroxide according to the formula [M ²⁺ i-xM ³⁺ x (OH) 2] ^{x +} A ^m- _x / _m ^ nH2O in which some or all of the divalent ions (M ²⁺ ) are zinc ions (Crepaldi, EL, Pava, PC, Tronto, J, Valim, JB J. Colloid Interfac. Sci. 2002, 248, 429-42).
[195] Yet another class of ZLMs can be prepared which is called double hydroxy salts (Morioka, H., Tagaya, H., Karasu, M, Kadokawa, J, Chiba, K Inorg. Chem. 19 99, 38, 4211-6). In one embodiment, ZLM is a double hydroxy salt according to the formula [M ²⁺ 1-xM ²⁺ 1 + x (OH) 3 (1-y)] ⁺ A ^n- ( ₁ = ₃ y) / n-nH ₂ O, where the two metal ions (M ²⁺ ) can be the same or different. If they are equal and represented
66/77 for zinc, the formula is simplified to [Zni _{+ x} (OH) ₂ ] ^{2x +} 2x A-nH ₂ O. This last formula represents (where x = 0.4) materials such as zinc hydroxychloride and zinc hydroxynitrate. In one embodiment, the ZLM is zinc hydroxychloride and / or zinc hydroxynitrate. These are related to hydrozincite as well, with the divalent anion replacing the monovalent anion. These materials can also be formed in situ in a composition or during a production process.
[196] In embodiments that have a zinc-containing layered material and a pyrithione or a polyvalent metallic pyrithione salt, the ratio of layered material that contains zinc and pyrithione or polyvalent metallic pyrithione salt is about 5: 100 to 10: 1 or about 2:10 to about
5: 1 or about 1: 2 to about 3: 1.
[197] The deposition of anti-dandruff active on the scalp is at least about 1 microgram / cm ² . The deposition on the scalp of the anti-dandruff active is important in order to ensure that the anti-dandruff active reaches the scalp where it is able to perform its function. In one embodiment, the deposition of the anti-dandruff active on the scalp is at least about 1.5 micrograms / cm ² , or at least about 2.5 micrograms / cm ² , or at least about 3 micrograms / cm ² , or at least about 4 micrograms / cm ² , or at least about 6 micrograms / cm ² , or at least about 7 micrograms / cm ² , or at least about 8 micrograms / cm ² , or at least about 8 micrograms / cm ² , or at least about 10 micrograms / cm ² . The deposition on the scalp of the anti-dandruff active is measured by washing the hair of the individuals with a composition that comprises an anti-dandruff active, for example, a composition according to
67/77 the present invention, by a cosmetic expert trained in accordance with a conventional washing protocol. The hair is then parted in an area of the scalp to allow an open glass cylinder to be kept on the surface while an aliquot of an extraction solution is added and agitated before recovery and analytical determination of the content of the anti-dandruff active by conventional methodology, such as HPLC.
[198] Test methods [199] It is understood that the test methods that are presented in the test methods section of the present application should be used to determine the respective values of the inventors' parameters of the applicants as described and claimed in the present invention.
[200] A. Wet and dry conditioning test method [201] This test method is designed to allow a subjective assessment of the basic performance of conditioners to be rinsed off for both wet combing and combing efficacy dry. In a typical test, 3 to 5 separate formulations can be evaluated for their performance. The assessment may include control treatments containing no silicone and containing a high silicone content to facilitate differentiation of performance. The substrate is virgin brown hair obtainable from a variety of sources which is selected to ensure uniformity and absence of significant surface damage or hair damaged by low lift discoloration.
68/77 [202] B. Treatment procedure [203] Four to five 4-gram strands, length of 2 0.3 cm (8 inches) are combined in a support of strands of hair, wet for ten seconds with manipulation with water at 39 ± 1®C, medium hardness (0.050.17 g / l (3-10 gpg)) to ensure complete and uniform wetting. The strand is lightly drained and the clarifying shampoo is applied evenly over the combined strands length of 2.5 cm (one inch) below the support towards the tip in a content of 0.1 gram of product per gram of dry hair (0.1 g / g of hair or 2 g for 20 g of hair). The combination of wicks is foamed for 30 seconds by a scrubbing motion typical of that used by consumers and rinsed with water at 39 ± 1 ° C flowing at 5.68 L / min (1.5 gal / min) (with the hair being manipulated) for another 30 seconds to ensure completeness. This step is repeated. Conditioner treatments are applied in the same way as the shampoo above (0.1 g / g of hair or reduced to 0.05 g / g of hair for more concentrated prototypes), squeezed across the combination of strands for 30 seconds , left to stand for another 30 seconds, and rinsed thoroughly with manipulation, again for 30 seconds. The strands are lightly drained, separated from each other, hung on a hanger so that they do not come into contact, and untangled with a wide-toothed comb.
[204] C. Classification procedures [205] For wet combing assessments using trained classifiers, the strands are separated on the shelves into five sets with one strand from each treatment included in the classification set. Only
69/77 two combing classifications are performed on each strand. Classifiers are asked to compare treatments by combing with a narrow nylon tooth comb similar to those used by consumers and to assess ease / difficulty on a scale of zero to ten. Ten separate assessments are collected and the results are analyzed using the statistical analysis package to establish statistical significance. The statistical significance of differences between treatments is determined using Statgraphics Plus 5.1.
[206] For dry combing assessments, the strands above are moved to a controlled humidity and temperature room (22 ° C / 50% RH) and allowed to dry overnight. They remain separate as above and examiners are asked to assess dry conditioning performance through three assessments; ease of dry combing the middle of the lock, ease of dry combing of the tips, and tactile evaluation of the tips. The same ten-point scale is used for these comparisons. Again, only two examiners carry out an evaluation of each set of locks. The statistical analysis to separate the differences is performed using the same method as above.
[207] D. Reduced friction on dry hair (MFI) [208] Dry conditioning performance is also assessed via measuring the frictional strength of hair with an Instron tester (Instron 5542, Instron, Inc .; Canton, Mass., USA). In a typical procedure, the hair strands are first prepared according to treatment protocol C and dried overnight in a controlled humidity and temperature room (22 ° C / RH
70/77
50%). The frictional force (grams) between the hair surface and a urethane pad along the hair is measured, with three measurements per lock.
[209] Examples [210] The following examples illustrate the present invention. The exemplified compositions can be prepared using conventional formulation and mixing techniques. It should be understood that other modifications of the present invention, within the practice of those skilled in the art of formulating hair care products, can be carried out without deviating from the character and scope of this invention. All parts, percentages and reasons for this document are expressed in weight, unless otherwise specified. Some components can be obtained from suppliers in the form of diluted solutions. The fixed amount reflects the weight percent of the active material, unless otherwise specified.
[211] The following are non-limiting examples of compositions for the treatment of hair covered by the modalities of the present invention.
[212] Examples 1 to 16 Conditioner to be rinsed off
Components Ex. 1 Ex. 2 Ex. 3 Ex. 4 Ex. 5 Ex. 6 Water q.s. q.s. q.s. q.s. q.s. q.s. BTMS ¹ 2.3 2.3 2.3 2.3 2.3 2.3 BTMAC ² - - - - - - Cetyl alcohol 1.1 1.1 1.1 1.1 1.1 1.1 Stearyl alcohol 2.8 2.8 2.8 2.8 2.8 2.8 Soy oligomer ³ 1.0 - 0.5 - 2.0 - Blend of soy oligomers ⁴ - 1.0 - 0.5 - 2.0 amino silicone ⁵ - - 0.5 0.5 - - perfume 0.5 0.5 0.5 0.5 0.5 0.5
71/77
Disodium EDTA 0.1 0.1 0.1 0.1 0.1 0.1 Panthenol 0.03 0.03 0.03 0.03 0.03 0.03 Ethyl and panthenyl ether 0.03 0.03 0.03 0.03 0.03 0.03 Benzilic alcohol 0.4 0.4 0.4 0.4 0.4 0.4 Preservatives 0.03 0.03 0.03 0.03 0.03 0.03
Ingredients Ex. 7 Ex. 8 Ex. 9 Ex. 10 Ex. 11 Ex. 12 Water q.s. q.s. q.s. q.s. q.s. q.s. BTMS ¹ - - - - - - BTMAC2 2.8 2.8 2.8 2.8 2.8 2.8 Cetyl alcohol 1.8 1.8 1.8 1.8 1.8 1.8 Stearyl alcohol 4.6 4.6 4.6 4.6 4.6 4.6 Soy oligomer ³ 1.0 - 0.75 - 2.0 - Blend of soy oligomers ⁴ - 1.0 - 0.75 - 2.0 amino silicone ⁵ - - 0.75 0.75 - - perfume 0.5 0.5 0.5 0.5 0.5 0.5 Disodium EDTA 0.1 0.1 0.1 0.1 0.1 0.1 Panthenol 0.03 0.03 0.03 0.03 0.03 0.03 Ethyl and panthenyl ether 0.03 0.03 0.03 0.03 0.03 0.03 Benzilic alcohol 0.4 0.4 0.4 0.4 0.4 0.4 Preservatives 0.03 0.03 0.03 0.03 0.03 0.03
Ingredients Ex. 13 Ex. 14 Ex. 15 Ex. 16 Water q.s. q.s. q.s. q.s. BTMS ¹ 3.76 3.76 3.76 3.76 BTMAC ² - - - - Cetyl alcohol 1.3 1.3 1.3 1.3 Stearyl alcohol 3.2 3.2 3.2 3.2 Soy oligomer ³ 1.0 1.0 - - Blend of soy oligomers ⁴ - - 1.0 1.0 amino silicone ⁵ - - - - perfume 0.5 0.5 0.5 0.5 Disodium EDTA 0.1 0.1 0.1 0.1 Panthenol - - - - Ethyl and panthenyl ether - - - - Benzilic alcohol 0.4 0.4 0.4 0.4 Preservatives 0.03 0.03 0.03 0.03
72/77
Auxiliary polymer deposition ⁶ 0.5 - 0.5 -
¹ beenyltrimethylammonium methyl sulfate, available from Feixiang ² beenyltrimethylammonium chloride, Genamin KDMP, available from Clariant ³ HY-3050, available from Dow Corning ⁴ HY-3051, available from Dow Corning ⁵ Y-14945; 10,000 mPa.s aminodimethicone, available from Momentive ⁶ ABC1459 available from Mitsubishi Chemical [213] Comparative examples
Ingredients Ex. Comp1 Ex. Comp2 Ex. Comp3 Ex. Comp4 Ex. Comp5 Water q.s. q.s. q.s. q.s. q.s. BTMS 2.3 2.3 2.3 - - BTMAC - - - 2.8 2.8 Cetyl alcohol 1.1 1.1 1.1 1.8 1.8 Stearyl alcohol 2.8 2.8 2.8 4.6 4.6 amino silicone - 0.5 1.0 - 1.5 perfume 0.5 0.5 0.5 0.5 0.5 Disodium EDTA 0.1 0.1 0.1 0.1 0.1 Panthenol 0.03 0.03 0.03 0.03 0.03 Ethyl and panthenyl ether 0.03 0.03 0.03 0.03 0.03 Benzilic alcohol 0.4 0.4 0.4 0.4 0.4 Preservatives 0.03 0.03 0.03 0.03 0.03
[214] Wet and dry conditioning tests
Formulation Benefit agents Wet combing -Structure Average 95% DMS ExampleComparative 1 No assets 3.50 THE ExampleComparative 2 + 0.5% Y14945 TAS 5.50 B c Example 1 + 1% HY-3050 4.75 A B Example 2 + 1% HY-3051 5.63 B C D Example 3 + 0.5% HY-3050 +0.5% Y14945 TAS 7.25 IN
Dry combing - Structure Average 95% DMS 6.63 A B 8.38 ç 7.31 A B c 6.88 A B c 8.44 ç
IFM
Strength (N (g))
1.88 (192)
1.61 (164)
1.85 (189)
1.83 (187)
1.47 (150)
73/77
74/77 [215] Figure 1 is a graph showing a comparison of HY-3050 versus HY-3050 + a deposition polymer by measuring frictional force units (grams). Figure 2 is a graph showing a comparison of HY-3051 versus HY-3051 + a deposition polymer by measuring frictional force units (grams). Figure 3 is a graph showing a comparison of HY-3050 versus HY3050 + a deposition polymer in which dry conditioning performance is assessed via a measurement of hair friction force (IFM Index). Figure 4 is a graph showing a comparison of HY-3051 versus HY-3051 + a deposition polymer in which dry conditioning performance is assessed via a measurement of the hair's frictional force (IFM Index).
[216] These results indicate that the deposition polymer provides a significant reduction (measurement error ± 0.05) of dry hair friction compared to similar formulations without the deposition polymer.
[217] In one embodiment of the present invention, oligomers derived from the unsaturated polyol ester metathesis may have a melting point in the range of 30 to 100 ° C; in another embodiment, the melting point can be about 40 to 90 ° C. Without sticking to the theory, the present invention has found that in terms of the elasticity properties of such a metatetated unsaturated polyol ester in combination with a deposition polymer, a higher melting point can be used, for example, above 30 ° C, and for processing and handling, for example, such a metatetated unsaturated polyol ester, may have a melting point of less than 100 ° C.
75/77 [218] The hair treatment compositions of the present invention can be presented in typical hair treatment formulations. They can be in the form of solutions, dispersion, emulsions, powders, talc, encapsulated spheres, sponges, solid dosage forms, foams, and other application mechanisms. Compositions of the modalities of the present invention can be hair tonics, products for rinsing hair as products for treatment and styling, products for rinsing hair like shampoos and conditioners, and any other form that can be applied to hair.
[219] According to one embodiment, compositions for hair treatment can be provided in the form of a porous, solid, dissolvable structure, such as those described in US Patent Application Publications No. 2009/0232873 and 2010/0179083 , which are hereby incorporated by reference in their entirety.
[220] Compositions for hair treatment are generally prepared according to conventional methods such as those known in the art of making compositions. Such methods typically involve mixing the ingredients in one or more steps to a relatively uniform state, with or without heating, cooling, applying a vacuum and the like. The compositions are prepared in order to optimize the stability (physical, chemical or photostability) and / or to apply the active materials. The hair treatment composition can be in a single phase or a single product, or the hair treatment composition can be in separate phases or separate products. If two products are used, the products can be used together,
76/77 at the same time or sequentially. Sequential use can occur in a short period of time, such as immediately after using a product, or it can occur over a period of hours or days.
[221] The dimensions and values presented in the present invention should not be understood as being strictly limited to the exact numerical values mentioned. Instead, unless otherwise specified, each of these dimensions is intended to mean both the mentioned value and a range of functionally equivalent values around that value. For example, a dimension shown as 40 mm is intended to mean about 40 mm.
[222] Each of the documents cited in the present invention, including any cross-reference, related patent or patent application, is hereby incorporated in its entirety, by way of reference, unless expressly excluded or otherwise limited. The mention of any document is not an admission that it is prior art in relation to any invention presented or claimed in this document, or that it, alone or in any combination with any other reference or references, teaches, suggest or present any invention like this. In addition, if there is a conflict between any meaning or definition of a term mentioned in this document and any meaning or definition of the same term in a document incorporated by reference, the meaning or definition assigned to that term in this document will take precedence.
[223] Although specific embodiments of the present invention have been illustrated and described, it should be obvious to
77/77 skilled in the art that various other changes and modifications can be made without deviating from the character and scope of the invention. Therefore, it is intended to cover in the appended claims all such changes and modifications that fall within the scope of the present invention.

权利要求:
Claims (13)
[1]
1. Composition for hair treatment, characterized by the fact that it comprises:
The. from 0.05% to 15% of one or more oligomers derived from the metathesis of unsaturated polyol esters, by weight of said hair treatment composition, preferably from 0.1% to 10% of said one or more oligomers, by weight said hair treatment composition, more preferably from 0.25% to 5% of said one or more oligomers, by weight of said hair treatment composition;
B. a gel matrix comprising:
i. from 0.1% to 20% of one or more high melting fatty compounds, by weight of said hair treatment composition, wherein the one or more high melting fatty compounds have a melting point of 25 ° C or higher, and are selected from the group consisting of fatty alcohols, fatty acids, and mixtures thereof;
ii. from 0.1% to 10% of a cationic surfactant system, by weight of said composition for hair treatment; and iii. at least 20% of an aqueous vehicle, by weight of said hair treatment composition, wherein said hair treatment compositions comprise from 0.03% to 8% of a deposition polymer which is a copolymer comprising: a vinyl monomer (A) with a carboxyl group in the structure; and a vinyl monomer (B) expressed by the following formula (1): CH2 = C (R ¹ ) -CO-X- (QO) rR ² (1) where: R ¹ represents a hydrogen atom or a methyl group ; R ² represents a hydrogen atom or an alkyl group with 1 to 5 carbon atoms, which can
Petition 870190089590, of 10/09/2019, p. 9/20
[2]
2/4 have a substitution group; Q represents an alkylene group having 2 to 4 carbon atoms which can also have a substitution group; r represents an integer from 2 to 15; and X represents an oxygen atom or a group
NH; and, in the following structure - (Q - O) r - R ² , the number of atoms connected in a linear chain is 70 or less; and wherein the vinyl monomer (A) is contained in a content of 10% by mass to 50% by mass, and the vinyl monomer (B) is contained in a content of 50% by mass to 90% by mass.
Composition for hair treatment according to claim 1, characterized in that said one or more oligomers are a triglyceride oligomer, preferably a soy oligomer.
[3]
Composition for hair treatment according to claim 1 or 2, characterized by the fact that said soy oligomer is completely hydrogenated.
[4]
Hair treatment composition according to any one of claims 1 to 3, characterized in that it further comprises one or more additional conditioning agents, preferably a silicone.
[5]
Hair treatment composition according to any one of claims 1 to 4, characterized in that said hair treatment compositions comprise a weight ratio of the weight (i) of the deposition polymer to (ii) a sum cationic surfactant based on monoalkylamine salt, cationic surfactant based on quaternized dialkylammonium salt and fatty compound with a high melting point that is from 1: 1 to 1: 160.
[6]
Hair treatment composition according to any one of claims 1 to 5,
Petition 870190089590, of 10/09/2019, p. 10/20
3/4 characterized by the fact that said hair treatment compositions comprise a deposition polymer, which is a copolymer whose weighted average molecular weight is 3,000 to 50,000.
[7]
Hair treatment composition according to any one of claims 1 to 6, characterized in that said hair treatment compositions comprise one or more oligomers derived from the unsaturated polyol esters methesis having a melting point in the range from 30 ° C to 100 ° C.
[8]
8. Hair treatment composition according to any one of claims 1 to 7, characterized in that said hair treatment compositions comprise
The. one or more oligomers derived from the metathesis of unsaturated polyol esters having a melting point in the range of 30 ° C to 100 ° C; and
B. a ratio of 0.40 to 5.0 of said one or more oligomers for deposition polymer.
[9]
Hair treatment composition according to any one of claims 1 to 8, characterized in that it further comprises one or more additional benefit agents, preferably in which the one or more additional benefit agents are selected from the group consisting of anti-dandruff agents, vitamins, chelators, perfumes, brighteners, enzymes, sensory elements, attractive substances, antibacterial agents, dyes, pigments, bleaching agents, and mixtures thereof.
[10]
10. Hair treatment composition according to any one of claims 1 to 9, characterized by the fact that said one or more
Petition 870190089590, of 10/09/2019, p. 11/20
4/4 oligomers are self-treated.
[11]
11. Hair treatment composition according to any one of claims 1 to 10, characterized by the fact that said one or more
5 oligomers are cross-metatized.
[12]
Hair treatment composition according to any one of claims 1 to 11, characterized in that said one or more oligomers are branched.
13. Hair treatment composition according to any one of claims 1 to 12, characterized by the fact that it also comprises one or more non-metatetated unsaturated polyol esters, preferably wherein said one or more esters of
[13]
15 unsaturated non-metatized polyol includes a soybean oil.

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引用文献:

---

公开号 | 申请日 | 公开日 | 申请人 | 专利标题

---

---

US2809971A|1955-11-22|1957-10-15|Olin Mathieson|Heavy-metal derivatives of 1-hydroxy-2-pyridinethiones and method of preparing same|

---

US3236733A|1963-09-05|1966-02-22|Vanderbilt Co R T|Method of combatting dandruff with pyridinethiones metal salts detergent compositions|

---

US3761418A|1967-09-27|1973-09-25|Procter & Gamble|Detergent compositions containing particle deposition enhancing agents|

---

US3753196A|1971-10-05|1973-08-14|Kulite Semiconductor Products|Transducers employing integral protective coatings and supports|

---

US4217914A|1974-05-16|1980-08-19|L'oreal|Quaternized polymer for use as a cosmetic agent in cosmetic compositions for the hair and skin|

---

US4422853A|1974-05-16|1983-12-27|L'oreal|Hair dyeing compositions containing quaternized polymer|

---

US4197865A|1975-07-04|1980-04-15|L'oreal|Treating hair with quaternized polymers|

---

AT365448B|1975-07-04|1982-01-11|Oreal|COSMETIC PREPARATION|

---

US4275055A|1979-06-22|1981-06-23|Conair Corporation|Hair conditioner having a stabilized, pearlescent effect|

---

US4507280A|1979-07-02|1985-03-26|Clairol Incorporated|Hair conditioning composition and method for use|

---

US4663158A|1979-07-02|1987-05-05|Clairol Incorporated|Hair conditioning composition containing cationic polymer and amphoteric surfactant and method for use|

---

US4379753A|1980-02-07|1983-04-12|The Procter & Gamble Company|Hair care compositions|

---

US4323683A|1980-02-07|1982-04-06|The Procter & Gamble Company|Process for making pyridinethione salts|

---

US4345080A|1980-02-07|1982-08-17|The Procter & Gamble Company|Pyridinethione salts and hair care compositions|

---

US4529586A|1980-07-11|1985-07-16|Clairol Incorporated|Hair conditioning composition and process|

---

US4470982A|1980-12-22|1984-09-11|The Procter & Gamble Company|Shampoo compositions|

---

CA1261276A|1984-11-09|1989-09-26|Mark B. Grote|Shampoo compositions|

---

DE3705121A1|1987-02-18|1988-09-01|Goldschmidt Ag Th|POLYQUATERIAL POLYSILOXANE POLYMERS, THEIR PRODUCTION AND USE IN COSMETIC PREPARATIONS|

---

US4997641A|1990-04-09|1991-03-05|Colgate-Palmolive Company|Hair conditioning shampoo containing C6 -C10 alkyl sulfate or alkyl alkoxy sulfate|

---

US5674478A|1996-01-12|1997-10-07|The Procter & Gamble Company|Hair conditioning compositions|

---

US5750122A|1996-01-16|1998-05-12|The Procter & Gamble Company|Compositions for treating hair or skin|

---

US5980877A|1996-10-25|1999-11-09|The Procter & Gamble Company|Conditioning shampoo composition|

---

US6004544A|1996-10-25|1999-12-21|The Procter & Gamble Co.|Conditioning shampoo composition|

---

GB9708182D0|1997-04-23|1997-06-11|Dow Corning Sa|A method of making silicone in water emulsions|

---

GB0003061D0|2000-02-11|2000-03-29|Dow Corning Sa|Silicone polymer emulsions|

---

JP3525118B2|2000-05-31|2004-05-10|日本製薬株式会社|Disinfectant detergent composition|

---

US7041767B2|2000-07-27|2006-05-09|Ge Bayer Silicones Gmbh & Co. Kg|Polysiloxane polymers, method for their production and the use thereof|

---

AU9168701A|2000-07-27|2002-02-13|Ge Bayer Silicones Gmbh And Co|Polyammonium-polysiloxane compounds, methods for the production and use thereof|

---

JP3843020B2|2002-01-21|2006-11-08|花王株式会社|Hair cleanser|

---

US8349301B2|2002-06-04|2013-01-08|The Procter & Gamble Company|Shampoo containing a gel network|

---

EP1509192A1|2002-06-04|2005-03-02|The Procter & Gamble Company|Conditioning shampoo composition containing select cationic conditioning polymers|

---

CN1662212A|2002-06-18|2005-08-31|宝洁公司|Composition containing a cationic polymer with a high charge density and a conditioning agent|

---

FR2873122B1|2004-07-13|2008-08-22|Oreal|NOVEL ETHYLENE COPOLYMERS, COMPOSITIONS COMPRISING THE SAME, AND PROCESSING METHOD|

---

AU2005296068B2|2004-10-13|2011-11-10|The Procter & Gamble Company|Hair conditioning composition comprising tight lamellar gel matrix|

---

US20070041929A1|2005-06-16|2007-02-22|Torgerson Peter M|Hair conditioning composition comprising silicone polymers containing quaternary groups|

---

EP1996149B1|2006-03-07|2017-05-10|Elevance Renewable Sciences, Inc.|Compositions comprising metathesized unsaturated polyol esters|

---

US20070286837A1|2006-05-17|2007-12-13|Torgerson Peter M|Hair care composition comprising an aminosilicone and a high viscosity silicone copolymer emulsion|

---

EP2091508B1|2006-12-21|2017-10-11|The Procter & Gamble Company|Personal care composition comprising aminosilicone and naturally derived cationic polymers|

---

US20080292574A1|2007-05-23|2008-11-27|Nobuaki Uehara|Hair conditioning composition comprising polyalkylsiloxane mixture, aminosilicone, and silicone copolymer emulsion|

---

US8728450B2|2007-05-23|2014-05-20|The Procter & Gamble Company|Hair conditioning composition comprising quaternized silicone polymer, grafted silicone copolyol, and dialkyl cationic surfactant|

---

US8765170B2|2008-01-30|2014-07-01|The Procter & Gamble Company|Personal care composition in the form of an article|

---

JP5718246B2|2008-12-08|2015-05-13|ザ プロクター アンド ギャンブルカンパニー|Personal care composition in the form of an article having a porous soluble solid structure|

---

ES2656817T3|2009-03-27|2018-02-28|Hercules Incorporated|Amined polymers and their use in aqueous compositions|

---

US20110166370A1|2010-01-12|2011-07-07|Charles Winston Saunders|Scattered Branched-Chain Fatty Acids And Biological Production Thereof|

---

US9249360B2|2010-07-09|2016-02-02|Elevance Renewable Sciences, Inc.|Compositions derived from metathesized natural oils and amines and methods of making|

---

MX2013000593A|2010-07-15|2013-03-05|Procter & Gamble|Method of cleansing hair.|CA2112441C|1992-12-29|2005-08-09|Tomiyoshi Kanai|Corrosion-resistant and brazeable aluminum material and a method of producing same|

---

EP2943254A1|2013-01-11|2015-11-18|The Procter and Gamble Company|Lotions comprising emollients of a renewable resource and an immobilizing agent|

---

CN105050567B|2013-04-05|2018-04-27|宝洁公司|Include the personal care composition of pre-emulsified preparation|

---

WO2015047786A1|2013-09-27|2015-04-02|The Procter & Gamble Company|Hair conditioning compositions comprising low viscosity emulsified silicone polymers|

---

US9101551B2|2013-10-09|2015-08-11|The Procter & Gamble Company|Personal cleansing compositions and methods|

---

US11058624B2|2014-02-06|2021-07-13|The Procter And Gamble Company|Hair care composition comprising cationic polymers and anionic particulates|

---

US20160095809A1|2014-10-03|2016-04-07|The Procter & Gamble Company|Method of improved volume andcombability using personal care composition comprising a pre-emulsified formulation|

---

EP3200757A1|2014-10-03|2017-08-09|The Procter and Gamble Company|Hair care composition comprising discrete particle of oily component|

---

US10806688B2|2014-10-03|2020-10-20|The Procter And Gamble Company|Method of achieving improved volume and combability using an anti-dandruff personal care composition comprising a pre-emulsified formulation|

---

CN107106474B|2014-11-10|2021-06-01|宝洁公司|Personal care composition with two benefit phases|

---

US10966916B2|2014-11-10|2021-04-06|The Procter And Gamble Company|Personal care compositions|

---

EP3217948B1|2014-11-10|2020-09-16|The Procter and Gamble Company|Personal care compositions with two benefit phases|

---

US9993404B2|2015-01-15|2018-06-12|The Procter & Gamble Company|Translucent hair conditioning composition|

---

WO2017011249A1|2015-07-10|2017-01-19|The Procter & Gamble Company|Fabric care composition comprising metathesized unsaturated polyol esters|

---

US20170105918A1|2015-10-14|2017-04-20|The Procter & Gamble Company|Hair care composition comprising antidandruff agent and silicone|

---

EP3405168A1|2016-01-20|2018-11-28|The Procter and Gamble Company|Hair conditioning composition comprising monoalkyl glyceryl ether|

---

BR112019000375A2|2016-07-08|2019-04-24|The Gillette Company Llc|lubricating members for shaver cartridges comprising a metatetised unsaturated polyol ester|

---

US20180049970A1|2016-08-18|2018-02-22|The Procter & Gamble Company|Hair care compositions comprising metathesized unsaturated polyol esters|

---

US10894932B2|2016-08-18|2021-01-19|The Procter & Gamble Company|Fabric care composition comprising glyceride copolymers|

---

CN109789068A|2016-09-30|2019-05-21|宝洁公司|Hair care composition comprising gel-type vehicle and glycerol ester copolymer|

---

EP3403640A1|2017-05-18|2018-11-21|The Procter & Gamble Company|Conditioner compositions with increased deposition of polyacrylate microcapsules|

---

CN111212625A|2017-10-20|2020-05-29|宝洁公司|Aerosol foam skin cleaning agent|

法律状态:
2018-03-27| B06F| Objections, documents and/or translations needed after an examination request according [chapter 6.6 patent gazette]|

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2019-06-11| B15K| Others concerning applications: alteration of classification|Free format text: AS CLASSIFICACOES ANTERIORES ERAM: A61K 8/34 , A61K 8/41 , A61K 8/92 , A61K 8/81 , A61Q 5/00 , A61Q 5/12 Ipc: A61K 8/34 (2006.01), A61K 8/41 (2006.01), A61K 8/8 |

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2019-06-18| B07A| Technical examination (opinion): publication of technical examination (opinion) [chapter 7.1 patent gazette]|

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2019-10-15| B09A| Decision: intention to grant [chapter 9.1 patent gazette]|

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2019-12-17| B16A| Patent or certificate of addition of invention granted|Free format text: PRAZO DE VALIDADE: 20 (VINTE) ANOS CONTADOS A PARTIR DE 05/04/2013, OBSERVADAS AS CONDICOES LEGAIS. |

优先权:

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申请号 | 申请日 | 专利标题

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US201261636212P| true| 2012-04-20|2012-04-20|

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PCT/US2013/035431|WO2013158381A2|2012-04-20|2013-04-05|Hair care composition comprising metathesized unsaturated polyol esters|

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