Method for bleaching hair and using an active agent that is maleic acid to reduce or prevent damage

专利摘要:
formulations and methods for keratin treatment formulations, kits and methods for reconstructing disulfide bonds in keratin found in hair, skin or nails. Hair that is damaged during a hair coloring treatment and / or other reducing treatment, such as during a permanent wave, can be treated with formulations containing one or more active agents. the formulations can be applied subsequently to a hair coloring treatment or simultaneously with a hair coloring treatment. the use of active agent formulations during a permanent wave treatment prevents the hair from reverting to its previous state for at least one week, preferably at least three months, more preferably at least one year, more preferably more than one year , after one or more of an application of the formulation. applying the active agent formulation to the skin or nails can help repair damaged disulfide bonds due to natural wear and natural aging.
公开号:BR112016026378B1
申请号:R112016026378-2
申请日:2015-05-15
公开日:2020-05-26
发明作者:Eric D. Pressly；Craig J. Hawker
申请人:Olaplex, Inc.；
IPC主号:

专利说明:

METHOD FOR HAIR BLEACHING AND USE OF AN ACTIVE AGENT THAT IS MALEIC ACID TO REDUCE OR PREVENT HAIR DAMAGE
CROSS REFERENCE TO RELATED ORDERS
[001] This order claims priority for US Serial Interim Order No. 61 / 994,709, filed on May 16, 2014, the disclosure of which is hereby incorporated by reference in its entirety.
FIELD OF THE INVENTION
[002] The present invention relates, in general, to formulations and methods to treat keratin in hair, skin or nails, and in particular to strengthen and / or repair
the hair during or after treatment in coloring or permanent. BACKGROUND THE INVENTION [003] The coloring of hair is currently one phenomenon in fashion globally I accept. The treatments with color include hair coloring, lights and whitening. The products in
coloring can be categorized into several types, which include permanent, demipermanent, semi-permanent and temporary coloring formulations. Permanent hair coloring products make up the majority of the world market.
[004] Significant efforts have been directed towards the development of various approaches to hair dyeing; these include oxidative dyes, direct-acting dyes, natural dyes, metallic dyes and reactive dyes. Many hair color formulations, in particular permanent color formulations, use reducing agents to break disulfide bonds in the
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2/58 hair, allowing deeper penetration of dyes into the hair and bleaching agents in the hair.
[005] The disulfide bonds in the hair are also broken by the application of reducing agents, such as during the process of permanent curling and straightening the hair. After the disulfide bridges are broken, the hair is subjected to tension to establish the final style (for example, straight, wavy or curly) and the disulfide bridges are restored.
[006] Thioglycolic acid, particularly as the ammonium salt, is often used to cleave disulfide and cysteine bridges present in hair. Sodium bisulfite is another example of a known reducing agent commonly used in various dyes and whitening agents in color treatments.
[007] Typically, oxidation to restore the reduced bridge is partially achieved when an oxidizing agent, such as hydrogen peroxide is present in a coloring formulation and / or exposing the hair to atmospheric oxygen. However, this oxidation step can be very slow and can leave hair frizzy and damaged.
[008] Similarly, hair that is subjected to permanent curl treatment is typically treated with a reducing agent followed by an oxidizing agent. Hydrogen peroxide is optionally added in a second step to restore hair to its previous state. The newly formed disulfide bonds of treated hair are under tension to maintain the new shape of the hair; thus, they break easily resulting in a reversal of hair style over time.
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[009] The use of peroxides in the hair styling process can result in damaged hair, unnatural hair color removal, and / or frizzing. In addition, few latent reduced uncles can remain in the hair even after oxidative treatment. Peroxide hair styling treatments involve the following reaction with thiol groups:
K-S-H + H2O2 K-S-S-K + 2H2O (Reaction I) where K represents keratin in the hair.
[0010] In the case where K-S-H groups are not present for Reaction 1 to occur, it is believed that the following reaction will occur, which results in damaged hair:
K-S-H + H2O2 K-SO2-OH (Reaction II)
[0011] In addition to being a major component in hair, keratin is also a major component in skin and nails. There are a number of different types of keratin and they are usually grouped together as soft and hard keratin. Soft keratins are more prevalent on the skin, while hard keratins predominate on hair and nails. Nails, in particular, are made from a modified keratin similar to that found in hair. Keratin disulfide bridges in nails contribute to their impermeability. Therefore, damage to the keratin disulfide bonds in the skin or nails can result in scaly and / or unhealthy skin or nails. Keeping the keratin disulfide bonds therefore helps to keep the skin healthy and prevents nails from breaking and splintering.
[0012] Substantial improvement in the areas of color saturation, color development, initial and precise color consistency, improved washing speed and
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4/58 improved hair conditioning when applying color treatments. For example, obtaining accurate starting colors that are retained by the hair for a desirable period of time has remained an elusive goal. Coloring formulations also cause severe hair damage, especially when colored treatments are repeated. In addition, several standard daily actions on hair, for example, brushing hair, drying hair and exposure to sunlight can cause further damage to the hair.
[0013] Damage similar to hair can also result from permanent curling treatments. In both coloring and permanent curling processes, improvements are also needed to repair damage and / or to strengthen hair during or after such styling treatments. Additionally, improved treatments and methods are needed which can be applied to the skin and nails to repair damaged keratin.
[0014] There is a need for formulations and hair treatments that repair and / or reinforce keratin in hair damaged by coloring and / or permanent curling treatments using reducing treatments.
[0015] There is also a need for formulations and hair treatments that can repair latent reduced thiols present in the hair.
[0016] There is also a need for formulations and treatments that can repair damage to the keratin present in the skin and hair.
[0017] Therefore, it is an object of this invention to provide formulations and methods to repair and / or strengthen
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5/58 damaged hair.
[0018] It is also an object of this invention to provide methods for using formulations that repair and / or strengthen hair after and / or during coloring or permanent curling treatments.
[0019] It is also an object of this invention to provide formulations and methods for using these formulations to repair and / or strengthen the hair after a reducing treatment.
[0020] It is also an object of this invention to provide formulations and methods for using these formulations that repair and / or strengthen keratin in hair, skin or nails due to natural wear or natural aging.
SUMMARY OF THE INVENTION
[0021] Formulations, kits and methods to restore hair that was broken during a treatment with coloring or permanent hair curling are revealed. The formulations have similar benefits when used with different chemical coloring processes, such as brightening, lights, inverted lights, semi-permanent, demipermanent and permanent. Improved methods of hair styling, for example, curling hair, permanent hair and curling hair are also provided. The formulations can be applied every time the hair is washed or daily, once a week, twice a week, biweekly, once a month, every two months, or at less frequent intervals. Preferably, the formulations are applied once a month to achieve the desired results.
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[0022] Traditional methods of permanent hair curling, hair curling or straightening use hydrogen peroxide after a reducing treatment. The process usually takes about three days to complete. The methods disclosed here use active agents to repair hair; these active agents are washed from the individual's hair the same day they are applied to the hair. Under the same conditions, such as temperature and humidity, hair treated with the formulations disclosed here takes longer to return to its previous state compared to the same hair that is treated with hydrogen peroxide.
[0023] The formulations disclosed herein contain one or more polyfunctional compounds. The polyfunctional compound contains at least one ionizable functional group capable of forming ionic bonds, and the polyfunctional compound also contains at least one functional group capable of forming a covalent bond with a thiol group. In some embodiments, the polyfunctional compounds contain at least two ionizable groups. Optionally, the formulation is applied at the same time as the treatment with hair coloring or permanent curls. Alternatively, the formulation can be applied after treatment with hair coloring or permanent hair curls or damaged hair. For example, formulations can be applied within one week of the hair to be treated and / or damaged, preferably within three days, more preferably within two days, more preferably immediately after applying the treatment with permanent coloring or curling.
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DETAILED DESCRIPTION OF THE INVENTION
I. Definitions
[0024] The term hair refers to one or more strands of hair, as well as the natural components of the skin, such as body oil. Hair also refers to virgin hair or processed hair, for example, hair that has been exposed to hair curling or hair straightening formulations.
[0025] Pharmaceutically acceptable and cosmetically acceptable are used interchangeably and refer to compounds, materials and / or formulations, which are, within the scope of the acoustic medical judgment, suitable for use in contact with the tissues of humans and animals, without excessive toxicity, irritation, allergic response or other problems or complications compatible with a reasonable risk / benefit ratio. More specifically, pharmaceutically acceptable refers to a material, compound or formulation that is suitable for use in contact with the skin, scalp or hair. Pharmaceutically acceptable materials are known to those skilled in the art.
[0026] Shampoo, as used herein, generally refers to a liquid or semi-solid formulation applied to hair that contains detergent or soap to wash the hair.
[0027] Conditioner, as used herein, generally refers to a formulation (for example, liquid, cream, lotion, gel, semi-solid) applied to hair to soften hair, soften hair, and / or change hair shine .
[0028] Analog and derivative are used here
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8/58 indistinctly and refers to a compound that has the same nucleus as the original compound, but differs from the parent compound in order of attachment, the absence or presence of one or more atoms and / or groups of atoms, or a combination of these. The derivative may differ from the parent compound, for example, in one or more substituents present in the nucleus, which may include one or more atoms, functional groups or substructures. In general, a derivative can be formed, at least theoretically, from the parent compound through chemical and / or physical processes.
[0029] Electrophilic group or electrophilic portion are used interchangeably and refer to one or more functional groups or portions that have an affinity for or attract electrons.
[0030] Nucleophilic group or nucleophilic unit are used interchangeably and refer to one or more functional groups or portions that are rich in electrons and are capable of reacting with electrophilic groups.
[0031] Michael's acceptor, as used here, is a kind of electrophilic groups or portions that participate in nucleophilic addition reactions. Michael's acceptor may be or may contain a group or portion containing α, β-unsaturated carbonyl, such as a ketone. Other Michael acceptors include pi bonds, such as double or triple bonds conjugated to other groups containing electrical bonds containing pi, such as nitro groups, nitrile groups, and carboxylic acid groups.
[0032] Carboxylic acid, as used herein, refers to the group -COOH. Unless otherwise specified, the term carboxylic acid encompasses both free acid and
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9/58 carboxylate salt.
[0033] Alkyl, as used herein, refers to the radical of saturated or unsaturated aliphatic groups, including straight chain alkyl, alkenyl or alkynyl groups, branched chain alkyl, alkenyl or alkynyl groups, cycloalkyl, cycloalkenyl or cycloalkynyl groups (alicyclic ), cycloalkyl groups substituted by alkyl, cycloalkenyl or cycloalkylyl and alkyl, alkenyl or alkynyl groups substituted by cycloalkyl. Unless otherwise indicated, straight or branched chain alkyl has 30 or less carbon atoms in its structure (e.g., C1-C30 for straight chain, C3-C30 for branched chain), more preferably 20 or less atoms of carbon, more preferably 12 or less carbon atoms and more preferably 8 or less carbon atoms. In some embodiments, the chain has 1 to 6 carbons. Likewise, preferred cycloalkyls have 3 to 10 carbon atoms in their ring structure and, more preferably, have 5, 6 or 7 carbons in the ring structure. The ranges provided above include all values between the minimum value and the maximum value.
[0034] The term alkyl includes both unsubstituted and substituted alkyls, the latter of which refers to alkyl moieties having one or more substituents replacing a hydrogen in one or more carbons of the hydrocarbon structure. Such substituents include, but are not limited to, halogen, hydroxyl, carbonyl (such as a carboxyl, alkoxycarbonyl, formyl or acyl), thiocarbonyl (such as a thioester, a thioacetate or a thiooformate), alkoxy,
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10/58 phosphoryl, phosphate, phosphonate, phosphinate, amino, starch, amidine, imine, cyano, nitro, azido, sulfhydryl, alkylthio, sulfate, sulfonate, sulfamoyl, sulfonamido, sulfonyl, heterocyclyl, aralkyl or an aromatic or heteroaromatic radical.
[0035] Unless the number of carbons is specified otherwise, lower alkyl as used herein means an alkyl group, as defined above, but having one to ten carbons, more preferably one to six carbon atoms, in their Main structure. Likewise, lower alkenyl and lower alkynyl have similar chain lengths. Preferred alkyl groups are lower alkyls.
[0036] Alkyl groups can also contain one or more hetero atoms within the carbon structure. Examples include oxygen, nitrogen, sulfur, and their combinations. In certain embodiments, the alkyl group contains between one and four heteroatoms.
[0037] Alkenyl and Alquinyl, as used herein, refer to unsaturated aliphatic groups containing one or more double or triple bonds analogous in length (for example, C2-C30) and possible substitution to the alkyl groups described above.
[0038] Arila, as used herein, refers to aromatic rings of 5, 6 and 7 members. The ring can be a carbocyclic, heterocyclic, condensed carbocyclic, condensed heterocyclic, bicarbocyclic, or biheterocyclic system, optionally substituted as described above for alkyl. Broadly defined, Ar, as used herein, includes aromatic single ring groups of 5, 6 and
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11/58 members that can include from zero to four heteroatoms. Examples include, but are not limited to, benzene, pyrrole, furan, thiophene, imidazole, oxazole, thiazole, triazole, pyrazole, pyridine, pyrazine, pyridazine and pyrimidine. Those aryl groups having hetero atoms in the ring structure can also be referred to as heteroaryl, aryl heterocycles or heteroaromatics. The aromatic ring can be substituted at one or more positions on the ring with substituents as described above, for example, halogen, azide, alkyl, aralkyl, alkenyl, alkynyl, cycloalkyl, hydroxyl, alkoxyl, amino, nitro, sulfhydryl, imino moieties , starch, phosphonate, phosphinate, carbonyl, carboxyl, silyl, ether, alkylthio, sulfonyl, sulfonamido, ketone, aldehyde, ester, heterocyclyl, aromatic or heteroaromatic, -CF3 and -CN. The term Ar also includes polycyclic ring systems with two or more cyclic rings in which two or more carbons are common to two adjacent rings (the rings are condensed rings) in which at least one of the rings is aromatic, for example, the other rings cyclics can be cycloalkyls, cycloalkenyls, cycloalkylyls, aryls and / or heterocycles, or both rings are aromatic.
[0039] Alkylaryl, as used herein, refers to an alkyl group substituted by an aryl group (for example, an aromatic or heteroaromatic group)
[0040] Heterocycle or heterocyclic, as used herein, refers to a cyclic radical attached via a carbon or nitrogen ring to a monocyclic or bicyclic ring containing 3 to 10 ring atoms and preferably 5 to 6 ring atoms containing carbon and
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12/58 one to four selected heteroatoms each of oxygen, sulfur and N (Y) where Y is absent or is H, O, (C14) alkyl, phenyl or benzyl and optionally containing one or more triple bonds, and optionally substituted by one or more substituents. The term heterocycle also includes substituted and unsubstituted heteroaryl rings. Examples of heterocyclic ring include, but are not limited to, benzimidazolyl, benzofuranyl, benzothiofuranyl, benzothiophenyl, benzoxazolyl, benzoxazolinyl, benzthiazolyl, benzotriazolyl, benzotetrazolyl, benzisoxazolyl, benzisotiazolyl, carbaminozol, carbamino decahidroquinolinila, 2H, 6H-1,5,2-dithiazinil, dihydrofuro [2,3-b] tetrahydrofuran, furanila, furazanila, imidazolidinila, imidazolinila, imidazolila, 1H-indazolila, indolenila, indolinila, indolizinila, indolila, 3, indolila, 3 isatinoyl, isobenzofuranyl, isochromanyl, isoindazolyl, isoindolinyl, isoindolyl, isoquinolinyl, isothiazolyl, isoxazolyl, methylenedioxyphenyl, morpholinyl, naphthyridinyl, octahidroisoquinolinyl, oxadiazolyl, 1,2,3- oxadiazolyl, 1,3,4-oxadiazolyl, oxazolidinyl, oxazolyl, oxindolyl, pyrimidinyl, phenanthridinyl, phenanthrolinyl, phenazinyl, phenothiazinyl, phenoxathimyl, fen oxazinyl, phthalazinyl, piperazinyl, piperidinyl, piperidonyl, piperidonyl, piperidonyl, piperonyl, pteridinyl, purinyl, pyranyl, pyrazinyl, pyrazolidinyl, pyrazolinyl, pyrazolyl, pyridolinyl, pyridoxazol, pyridimole, pyridinazole, pyridine
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13/58 pyridyl, pyrimidinyl, pyrrolidinyl, pyrrolinyl, 2Hpirrolyl, pyrrolyl, quinazolinyl, quinolinyl, 4Hquinolizinyl, quinoxalinyl, quinuclidinyl, tetrahydrofuranyl, tetrahydroisoquinolinyl, tetrahydroquinolinyl, 6-tetrazoline
1.2.3- thiadiazolyl, 1,2,4-thiadiazolyl, 1,2,5-thiadiazolyl,
1.3.4- thiadiazolyl, thiazolyl, thienyl, thienothiazolyl, thienooxazolyl, thienoimidazolyl, thiophenyl and xanthenyl.
[0041] Heteroaryl, as used herein, refers to a monocyclic aromatic ring containing five or six ring atoms containing carbon and 1, 2, 3 or 4 heteroatoms each selected from and non-peroxide oxygen, sulfur and N (Y) where Y is absent or is H, O, (C1-C8) alkyl, phenyl or benzyl. Non-limiting examples of heteroaryl groups include furyl, imidazolyl, triazolyl, triazinyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, pyrazolyl, pyrrolyl, pyrazinyl, tetrazolyl, pyridyl, (or its N-oxide), its thiol ), indolyl, isoquinolyl (or its N-oxide), quinolyl (or its N-oxide) and the like. The term heteroaryl may include radicals from an orthocondensed bicyclic heterocycle of about eight to ten atoms in the ring derived therefrom, particularly a benzo-derivative or derivative by fusing a propylene, trimethylene or tetramethylene. Examples of heteroaryl include, but are not limited to, furyl, imidazolyl, triazolyl, triazinyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, piraxolyl, pyrrolyl, pyrazinyl, tetrazolyl, pyridyl (or its Noxide, its oxide), indolyl, isoquinolyl (or its N oxide), quinolyl (or its N-oxide) and
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14/58 the like.
[0042] Halogen, as used herein, refers to fluorine, chlorine, bromine or iodine.
[0043] The term substituted, as used herein, refers to all permissible substituents on the compounds described herein. In the broadest sense, permissible substituents include acyclic and cyclic, branched and unbranched, carbocyclic and heterocyclic, aromatic and non-aromatic organic compounds. Illustrative substituents include, but are not limited to halogens, hydroxyl groups or any other organic groups containing any number of carbon atoms, preferably 1 to 14 carbon atoms, and optionally include one or more hetero atoms such as oxygen, sulfur or nitrogen that they are grouped in linear, branched or cyclic structural formats. Representative substituents include alkyl, substituted alkyl, alkenyl, substituted alkenyl, alkynyl, substituted alkynyl, phenyl, substituted aryl, substituted aryl, heteroaryl, substituted heteroaryl, halo, hydroxyl, alkoxy, substituted alkoxy, phenoxy, substituted phenoxy, aroxy, substituted aroxy , alkylthio, substituted alkylthio, phenylthio, substituted phenylthio, arylthio, substituted arylthio, cyano, isociano, isociano, carbonyl, substituted carbonyl, carboxyl, substituted carboxyl, amino, substituted amino, substituted starch, sulfonyl, substituted sulfonyl, sulfonic acid, phosphoryl, substituted phosphoryl, phosphonyl, substituted phosphonyl, polyaryl, substituted polyaryl, cyclic C3-C20 groups, substituted C3-C20 cyclic groups,
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15/58 heterocyclic, substituted heterocyclic, amino acid, peptide and polypeptide.
[0044] Heteroatoms, such as nitrogen, may have hydrogen substituents and / or any permissible substituents on organic compounds described herein that satisfy the heteroatoms' valences. It is understood that substitution or substituted includes the implicit condition that such substitution is in accordance with the permitted valence of the substituted atom and the substituent and that the substitution results in a stable compound, that is, a compound that does not undergo spontaneous transformation as by rearrangement, cyclization, elimination, etc.
[0045] Polymer, as used herein, refers to a molecule containing more than 10 units of monomer.
[0046] Soluble in water, as used herein, generally means at least 50, 75, 100, 125, 150, 200, 225 or 250 g is soluble in 1l of water at 25 ° C.
II. Formulations
[0047] The formulations and methods disclosed here relate to the treatment of keratin in hair, skin or nails. In one embodiment, the methods refer to strengthening and / or repairing the hair after having undergone a colored treatment or after or during a permanent wave treatment. Additionally, the formulations can reduce or prevent damage to hair due to hair coloring and / or lightening processes.
A. Formulations
[0048] The formulations contain one or more polyfunctional compounds (also referred to herein as active agents).
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[0049] The active agents can be combined with one or more pharmaceutically acceptable vehicles and / or excipients that are considered safe and effective for human hair and / or human scalp and can be administered to an individual's hair without causing side effects undesirable biological effects, such as burning, itching and / or redness or similar adverse reactions. The formulations may also contain an excipient that makes the formulations pH neutral, or a pH ranging from about pH 3 to about pH 12, preferably from pH 5 to pH 8.
The active agent is typically present in an amount ranging from about 0.01% by weight to about 50% by weight of the formulation, preferably from about 1% by weight to about 25% by weight of the formulation. formulation, more preferably from about 1% by weight to about 15% by weight, more preferably from about 1% to about 10% by weight. Typically, the active agent can be present in
an amount ranging from about 0.5 to about in 3% in weight of formulation, or about 1 to fence in 3% in weight of formulation. [0051] The active agent is stable in solution watery during a period of at least minus 2, 3, 4, 5, 6, 8, 9, 10,
or 12 months or more at a pH of 6 to 8 and a temperature of about 25 to 30 ° C, preferably about 25 ° C. Stable, as used herein with respect to service life, means at least 40, 45, 50, 55, 60, 65, 70, 75, 80, 85, 90 or 95% of the compound is unchanged during the specified period.
The. Active agents
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[0052] The active agent is a polyfunctional compound that can contain ionizable functional groups capable of forming ionic bonds and functional groups capable of forming a covalent bond with a thiol. Suitable ionizable functional groups include, but are not limited to, acidic groups
such as carboxylic acids, sulfonic acids, acids phosphonic and groups basic, such as amines. Groups functional suitable able in form a Link covalent with a thiol include, but are not limited to acceptors from Michael, halides in alkyl or esters of
sulfonate.
[0053] The active agent can have the following Formula I:
(B) —Z— (A) m n
Formula I where Z is a ligand or is absent; men are each an integer independently selected from 0 to 6, provided that m + n is equal to or greater than 2; B is a functional group capable of forming a covalent bond with a nucleophile, such as a thiol; and A is an ionizable functional group. In some embodiments, the ionizable group A can be independently selected from the group consisting of -COOH, -SO3H, - PO3H2 and -N (R ¹ ) 2, · where R ¹ is selected independently of the group consisting of hydrogen, alkyl groups , alkenyl, alkynyl, cycloalkyl, aryl, heterocycloalkyl and heteroaryl; wherein each R ¹ is independently unsubstituted or substituted with one or more substituents. In some embodiments, the ionizable group A can be an ionic group, such as -N ⁺ (R ¹ ) 3. In some preferred embodiments, each R ¹ is selected
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18/58 regardless of a methyl, ethyl or isopropyl group.
[0054] Examples of active agents according to Formula I may contain functional groups reactive with thiol, such as group B, for example, such as those shown in the following portions:

wherein R is independently selected from hydrogen, C1-6 alkyl, aryl or an ionizable functional group; Z 'is oxygen (0), NH or is absent, and G is carbon (C) and g is 1, or G is sulfur (S) and g is 2.
[0055] The linker Z, when present, may contain an alkyl, alkenyl, cycloalkyl, cycloalkenyl, aryl, heterocycloalkyl or heteroaryl group. One or more of the carbon atoms in the alkyl, alkenyl, cycloalkyl, cycloalkenyl and aryl groups can be substituted with a heteroatom, producing, for example, a linker containing ether or alkylamine.
[0056] The ligand Z can optionally be substituted with one or more substituents, which can be the same or different, including hydrogen, halogen, cyano, alkoxy, alkyl, alkenyl, cycloalkyl, cycloalkenyl, aryl, heterocycloalkyl or heteroaryl, amine , hydroxy, oxo, formyl, acyl, carboxylic acid (COOH-), Primary amide (eg -CONH2), secondary amide (eg -CONHRn), -C (O) NR ¹ R ² , -NR ^ - R ² ,
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NR ¹ S (O) 2R ² , -NR ¹ C (O) R ² , -S (O) 2R ² , -SR ¹ , and -S (O) 2NR ¹ R ² , sulfinyl group (for example, -SOR1 ), and sulfonyl group (for example, -SOOR1); wherein R ¹ and R ² can each independently be hydrogen, alkyl, alkenyl, alkynyl, cycloalkyl, aryl, heterocycloalkyl and heteroaryl, where each of R ¹ and R ² is optionally independently substituted with one or more substituents selected from the group consisting of halogen, hydroxyl, oxo, cyano, nitro, amine, alkylamine, dialkylamine, alkyl optionally substituted with one or more halogen or alkoxy or aryloxy, aryl optionally substituted with one or more halogen or alkoxy or alkyl or trihaloalkyl, heterocycloalkyl optionally substituted with aryl or heteroaryl or oxo or alkyl optionally substituted with hydroxyl, cycloalkyl optionally substituted with hydroxyl, heteroaryl optionally substituted with one or more halogen or alkoxy or alkyl or trihaloalkyl, haloalkyl, hydroxyalkyl, carboxy, alkoxy, aryloxy, alkoxycarbonyl, alkylcarbonyl, alkylcarbonyl, alkylcarbonyl, alkylcarbonyl, alkylcarbonyl, alkylcarbonyl, alkylcarbonyl, alkylcarbonyl, aminocarbonyl.
[0057] In certain preferred embodiments the linker Z is a C1-10 alkyl group that can be one or more times substituted or unsubstituted by oxo, hydroxyl, carboxyl, starch or amino. Preferably, the linker Z is a C1-4 alkyl group. The alkyl group can be straight or branched. The alkyl group can also be interrupted one or more times by a heteroatom selected from oxygen, sulfur and nitrogen. An example of such di-carboxylic acids having a heteroatom interruption is thiodipropionic acid.
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In other embodiments, the alkyl group may contain one or more double or triple bonds.
[0058] In some modalities, the active agent of Formula
I has one of the following structures:
or it is a simple salt of these structures.
[0059] In some other modalities, the active agent may have the following Formula II:
(B) - Z - (A) - (C) 'm' η o
Formula II where Z is a ligand or is absent; men are each an integer independently selected from 0 to 6, provided that m + n is at least 2; B is a functional group capable of forming a covalent bond with a nucleophile, such as a thiol or amine group; A is an ionizable functional group as defined above; and C contains an ionic group and a functional group capable of forming a covalent bond with a nucleophile, such as a thiol or amine group, and has a charge opposite to that of the ionizable group A. Group C is ionically bonded (described by dotted line) to group A. For ionic group C, o is an integer value independently selected from 0 to 6, such that the sum of the charges of group C and ionizable group A is zero. In some embodiments, the ionizable group A can be independently selected from the group consisting of: -COOH, -SO3H, - PO3H2 and -N (R ¹ ) ₂ ;
where R ¹ is selected independently from the group consisting of hydrogen, alkyl, alkenyl groups,
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21/58 alkynyl, cycloalkyl, aryl, heterocycloalkyl and heteroaryl; wherein each R ¹ is independently unsubstituted or substituted with one or more substituents. In some other embodiments, the ionizable group A can be an ionic group such as -N ⁺ (R ¹ ) 3. In some preferred embodiments, each R ¹ is selected independently from the methyl, ethyl or isopropyl group.
[0060] The active agents according to Formula II may contain functional groups reactive to thiol such as group B, for example, such as those shown in the following
wherein R is independently selected from hydrogen, C1-6 alkyl, aryl or an ionizable functional group; Z 'is oxygen (0), NH or is absent, and G is carbon (C) and g is 1, or G is sulfur (S) and g is 2.
The linker Z, when present, may be or may contain an alkyl, alkenyl, cycloalkyl, cycloalkenyl, aryl, heterocycloalkyl or heteroaryl group. One or more of the carbon atoms in the alkyl, alkenyl, cycloalkyl, cycloalkenyl and aryl groups can be substituted with a heteroatom, producing, for example, a linker containing ether or alkylamine.
[0062] The linker Z can optionally be substituted with one or more substituents, which can be the same
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22/58 or different, including hydrogen, halogen, cyano, alkoxy, alkyl, alkenyl, cycloalkyl, cycloalkenyl, aryl, heterocycloalkyl or heteroaryl, amine, hydroxy, oxo, formyl, acyl, carboxylic acid (COOH-), -C ( O) R ¹ , -C (O) OR ¹ , carboxylate (-COO-), primary amide (eg, -CONH2), secondary amide (eg, -CONHR ¹ ), -C (O) NR ¹ R ² , - NR ¹ R ² , -NR1S (O% R ² , -NR ¹ C (O) R ² , -S (O) 2R ² , -SR ¹ , and -S (O) 2NR ¹ R ² , sulfinyl group (ex , -SOR1), and sulfonyl group (for example, -SOOR1); where R ¹ and R ² can each independently be hydrogen, alkyl, alkenyl, alkynyl, cycloalkyl, aryl, heterocycloalkyl and heteroaryl, where each of R ¹ and R ² is optionally independently substituted with one or more substituents selected from the group consisting of halogen, hydroxyl, oxo, cyano, nitro, amine, alkylamine, dialkylamine, alkyl optionally substituted with one or more halogen or alkoxy or aryloxy, aryl optionally substituted with one or more halo genius or alkoxy or alkyl or trihaloalkyl, heterocycloalkyl optionally substituted with aryl or heteroaryl or oxo or alkyl optionally substituted with hydroxyl, cycloalkyl optionally substituted with hydroxyl, heteroaryl optionally substituted with one or more halogen or alkoxy or alkyl or trihaloalkyl, hydroxyalkyl, hydroxyalkyl, haloalkyl, hydroxyalkyl, hydroxyalkyl , alkoxy, aryloxy, alkoxycarbonyl, aminocarbonyl, alkylaminocarbonyl and dialkylaminocarbonyl.
[0063] In certain preferred embodiments, the linker Z is a C1-10 alkyl group that can be unsubstituted or substituted one or more times by oxo,
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Hydroxyl, carboxyl, starch or amino. Preferably, the linker Z is a C1-4 alkyl group. The alkyl group can be straight or branched. The alkyl group can also be interrupted one or more times by a heteroatom selected from oxygen, sulfur and nitrogen. An example of such di-carboxylic acids having a heteroatom disruption is thiodipropionic acid. In other embodiments, the alkyl group may contain one or more double or triple bonds.
[0064] Group C is an ionic group ionically linked to ionizable group A and contains at least one thiol reactive selected from a Michael acceptor, a group containing succinimidyl, a group containing maleimide, azlactone, a benzoxazinone derivative, vinyl sulfone, vinyl sulfoximine, vinyl sulfonate, vinyl phosphonate, benzoxazinone, isocyanate, epoxide, an electrophilic portion containing an outlet group, an electrophilic thiol acceptor, a methacrylate or methacrylate group, a styrene group, an acrylamide group, a group methacrylamide, a maleate group, a fumarate group, an itaconate group, a vinyl ether group, an allyl ether group, an allelic ester group, a vinyl ester group, a sulfonate group, a phosphonate group, a sulfoxide group, a sulfonamide group, a sulfinimide group, a sulfinamide group, a sulfonimidate group or a sulfonimidamide group.
[0065] In some embodiments, the active agent of Formula II has one of the following structures:
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B. Excipients
[0066] Formulations typically contain one or more cosmetically acceptable excipients. Cosmetically acceptable excipients include, but are not limited to, preservatives, antioxidants, chelating agents, sun protection agents, vitamins, dyes, hair coloring agents, proteins, amino acids, natural extracts such as plant extracts, humectants, fragrances, perfumes, oils, emollients, lubricants, butters, penetrants, thickeners, viscosity modifiers, polymers, resins, hair fixers, film-forming agents, surfactants, detergents, emulsifiers, opacifying agents, volatiles, propellants, liquid vehicles, vehicles, salts, agents pH adjustment (eg, citric acid), neutralizing agents, buffers, hair conditioning agents, antistatic agents, anti-frizz agents, anti-dandruff agents, absorbents, and combinations thereof.
[0067] Formulations typically contain at least two cosmetically acceptable excipients. In some forms, the formulations contain the active agent, water, and optionally a preservative and / or fragrance.
[0068] The hair treatment formulation can be in any suitable physical form. Suitable forms include, but are not limited to, viscosity liquids
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25/58 low to moderate, lotions, milks, mousses, sprays, gels, creams, shampoos, conditioners and the like. Suitable excipients, such as those listed above, are included or excluded from the hair care formulation depending on how the formulation is used (for example, hair spray, cream, conditioner or shampoo).
[0069] The pharmaceutical excipient is typically present in an amount ranging from about 10% by weight
about 99.99% by weight formulation, in preference about 4 0% on Weight The about 99% in weight more preferably from fence in 80% by weight at about 99% in Weight. i.Turfactants [0070] Surfactants are surfactants that are
able to reduce the surface tension of water and make the hair formulation slide through or over the skin or hair. Surfactants also include detergents and soap. Surfactants can be amphoteric, anionic or cationic. Suitable surfactants that can be used in the formulation include, but are not limited to, 3 aminopropanesulfonic acid, almond amide, almond starch betaine, almond, almond amidopropylamine oxide, aluminum hydrogenated tallow glutamate, aluminum lanolate, aminoethyl sulfate , aminopropyl lauryl glutamine, C12-15 alkyl ammonium sulfate, C12-15 ammonium sulfate, C12-16 ammonium alkyl sulfate, C9-10 ammonium perfluoroalkylsulfonate, ammonium caprileth sulfate, ammonium caprileth-3 sulfate, ammonium monoglyceride sulfate, ammonium sulfate, ammonium isothionate, ammonium cocoyl sarcosinate, cumene sulfonate
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26/58 ammonium, ammonium dimethicone copolyol sulfate, ammonium dodecylbenzenesulfonate, ammonium isostearate, ammonium laureth sulfate, ammonium laureth-12 sulfate, ammonium sulfate-5 sulfate, ammonium laureth-6 carboxylate, laureth- 7 ammonium sulfate, ammonium laureth-8 carboxylate, ammonium laureth-9 ammonium lauryl sarcosinate, ammonium laurel sulfate, ammonium laurel sulfo succinate, ammonium mirethyl sulfate, ammonium myristyl sulfate, nonoxynol-30 sulfate ammonium, nonoxynol-4 ammonium sulfate, ammonium oleate, palmitic ammonium sulphate, ammonium polyacrylate, ammonium stearate, ammonium talate, ammonium xylene sulfonate, ammonium xylene sulfonate, gelatin amine-isostearoil / keratin / chloride amino acids hydroxypropyltrimony lysine, hydrolyzed collagen of amp-isostearoil, PEG-6 esters of apricot almond oil, apricot amide, amidopropyl betaine apricot, arachideth-20, abacadamide, abacadamidopropyl betaine, bab assuamide, babassuamidopropyl betaine, babassuamidopropylamine oxide, behenalkonium chloride, behenamide, behenamide, behenamidopropyl betaine, behenamine oxide, sodium laureth sulfate, sodium laurel sulfate, a lauryl alcohol polyether or 20-ceteareth.
[0071] Suitable anionic surfactants include, but are not limited to, those containing carboxylate, sulfonate and sulfate ions. Examples of anionic surfactant compounds include sodium, potassium, long chain alkyl sulfonates ammonium and alkylaryl sulfonates such as sodium dodecylbenzene sulfonate; dialkyl sodium sulfosuccinates, such as sodium dodecylbenzenesulfonate
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27/58 sodium; sodium dialkyl sulfosuccinates, such as sodium bis- (2-ethylthioxyl) -sulfosuccinate; and alkyl sulfates such as sodium laurel sulfate. Cationic surfactants include, but are not limited to, quaternary ammonium compounds such as benzalkonium chloride, benzethonium chloride, cetrimonium bromide, stearyl dimethylbenzylammonium chloride, polyoxyethylene and coconut amine. Examples of non-ionic surfactants include ethylene glycol monostearate, propylene glycol myristate, glyceryl monostearate, glyceryl stearate, polyglyceryl 4-oleate, sorbitan acylate, sucrose acylate, PEG-150 laurate, PEG-400 monolaurate, polyoxyethylene monolaurate, polysorbates, polyoxyethylene octylphenyl ether, PEG-1000 cetyl ether, polyoxyethylene tridecyl ether, polypropylene glycol butyl ether, Poloxamer® 401, monoisopropanolamide stearoyl and polyoxyethylene tallow amide. Examples of amphoteric surfactants include sodium N-dodeci1-β-alanine, sodium N-lauryl-β-iminodipropionate, myristoamfoacetate, lauryl betaine and lauryl sulfobetaine.
[0072] More than one surfactant can be included in the formulation.
[0073] Surfactants are optionally included in an amount ranging from about 0.1% to about 15% by weight of the formulation, preferably about 1% to about 10% by weight of the formulation.
ii. Emollients
[0074] Emollient refers to a material that protects against wetting or irritation, softens, soothes, coats,
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28/58 lubricates, moisturizes, protects and / or cleanses the skin. Emollients suitable for use in formulations include, but are not limited to, a silicone compound (e.g., dimethicone, cyclomethicone, dimethicone copolyol or a mixture of cyclopentasiloxane and crosslinked dimethicone / vinildimethicone polymer, polysilicon cyclopentasiloxane), polyols such as sorbitol , glycerin, propylene glycol, ethylene glycol, polyethylene glycol, caprylyl glycol, polypropylene glycol, 1,3-butane diol, hexylene glycol, isoprene glycol, xylitol; ethylhexyl palmitate; a triglyceride such as caprylic / capric triglyceride and fatty acid ester such as cetearyl isononanoate or cetyl palmitate. In a specific embodiment, the emollient is dimethicone, amidodimethicone, dimethicone, cyclopentasiloxane, panthenyl phosphate PEG-7 potassium dimethicone, or combinations thereof. More than one emollient can be included in the formulation.
[0075] The emollient is optionally included in an amount ranging from about 0.5% to about 15% by weight of the formulation, preferably between about 1% and about 10% by weight of the formulation.
iii. Emulsifiers
[0076] The formulation can also contain one or more emulsifiers. Suitable emulsifiers include, but are not limited to, copolymers of an unsaturated ester and styrene sulfonate monomer, cetearyl alcohol, glyceryl ester, polyoxyethylene glycol ether, cetearyl alcohol, stearic acid, polysorbate-20, ceteareth20, lecithin, glycol stearate , polysorbate-60,
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29/58 polysorbate-80, or combinations thereof. More than one emulsifier can be included in the formulation.
[0077] The emulsifier is optionally included in an amount ranging from about 0.05% to 15% by weight of the formulation, preferably from about 0.1% to 10% by weight of the formulation.
iv. Preservatives
[0078] One or more preservatives can be included in the formulation. Suitable preservatives include, but are not limited to, compounds containing glycerin (e.g., glycerin or ethylhexylglycerin or phenoxyethanol), benzyl alcohol, parabens (methylparaben, ethylparaben, propylparaben, butylparaben, isobutylparaben, etc.), sodium benzoate, ethylenediamine -tetraacetic acid (EDTA), potassium sorbate and / or grapefruit seed extract, or combinations thereof. More than one preservative can be included in the formulation. Other preservatives are known in the cosmetics industries and include salicylic acid, DMDM hydantoin, formaldehyde, chlorphenism, Triclosan, imidazolidinyl urea, diazolidinyl urea, sorbic acid, methylisothiazolinone, sodium dehydroacetate, dehydroacetic acid, quaternium-15, pyrium chloride, styrium chloride, styronium chloride, styrium chloride zinc, sodium metabisulfite, 2-bromo-2-nitropropane, chlorhexidine digluconate, polyaminopropyl biguanide, benzalkonium chloride, sodium sulfite, sodium salicylate, citric acid, Neem oil, essential oils (various), lactic acid and Vitamin E (tocopherol).
[0079] The preservative is optionally included in an amount ranging from about 0.1% to about 5% by weight
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30/58 of the formulation, preferably from about 0.3% to about 3% by weight of the formulation. Preferably, the formulations are free of paraben.
v. Conditioning agents
[0080] One or more conditioning agents can be included in the formulation. Suitable conditioning agents include, but are not limited to, silicone-based agents (e.g., quaternium-8 silicone), panthenol, hydrolyzed wheat and / or soy protein, amino acids (e.g., wheat amino acids), wax rice bran, meadowfoam seed oil, mango seed oil, grape seed oil, jojoba seed oil, sweet almond oil, behenamidopropyl dimonium hydroxyethyl chloride, aloe leaf extract, leaf juice aloe barbadensis, fitantriol, panthenol, retinyl palmitate, behentrimony methosulfate, cyclopentasiloxane, quaternium 91, stearamidopropyl dimethylamine and their combinations.
[0081] The conditioning agent (s) is optionally included in an amount ranging from about 0.1% to about 5% by weight of the formulation, preferably between about 0.3% and about 3% by weight. formulation weight.
saw. Thinners
[0082] Diluent, as used herein, refers to a substance (s) that dilutes the active agent. Water is the preferred diluent. The formulation typically contains more than one percent (by weight) of water, preferably more than five percent (by weight) of water, more preferably more than 50% (by weight) of water, and much more preferably greater than than 80% (by weight) of water. They may
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31/58 alcohols, such as ethyl alcohol and isopropyl alcohol, are used at low concentrations (about 0.5% by weight of the formulation) to increase penetration to the hair and / or reduce the odor.
vii. Viscosity modifying agents
[0083] The formulations may contain one or more viscosity modifying agents, such as viscosity increasing agents. Classes of such agents include, but are not limited to, viscous liquids, such as polyethylene glycol, semi-synthetic polymers, such as semi-synthetic cellulose derivatives, synthetic polymers, such as carbomers, poloxamers and polyethyleneimines (eg, PEI-10), naturally occurring polymers such as gum arabic, tragacanth, alginates (eg sodium alginate), carrageenan, vegetable gums such as xanthan gum, petroleum jelly, waxes, particle-associated colloids such as bentonite, colloidal silicon dioxide and cellulose microcrystalline, surfactants, such as PPG-2 hydroxyethyl coco / isostearamide, emulsifiers, such as disteareth-75 IPDI and salts, such as sodium chloride, and combinations thereof.
viii. Antioxidants
[0084] The formulation may contain one or more antioxidants. Examples include, but are not limited to, tocopheryls, BHT, ascorbic acid, camellia sinensis leaf extract, ascorbyl palmitate, magnesium ascorbyl phosphate, carotenoids, resveratrol, triethyl citrate, arbutin, cojic acid, tetrahexidecyl ascorbate, superoxide dismutase, zinc, sodium metabisulfite, lycopene, ubiquinone and their combinations.
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32/58 ix. Opacifying agents
[0085] The formulation may contain one or more opacifying agents. Opacifying agents are added to the formulations to make them opaque. Suitable opacifying agents include, but are not limited to, glycol distearate and ethoxylated fatty alcohols.
ç. Formulation forms
i. Sprays
[0086] The formulation can be in the form of a spray. The spray typically includes the active agent and a cosmetically acceptable vehicle. In some embodiments, the vehicle is water or a mixture of water and alcohol. The spray formulation optionally includes an antioxidant, sunscreen agent, vitamin, protein, peptide, plant extract, humectant, oil, emollient, lubricant, thickener, hair conditioning agent, polymer and / or surfactant. Preferably, the spray formulation includes a preservative. In some embodiments, the formulation includes a fragrance. In some embodiments, the formulation includes a surfactant. In some embodiments, the formulation contains water, fragrance, a preservative and an active agent. In some embodiments, the formulation contains water, fragrance, a preservative and an active agent. In some embodiments, the formulation contains water, a preservative, fragrance, an active agent and an antistatic agent. In some embodiments, the formulation contains water, a preservative, fragrance, an active agent and a hair conditioning agent. In some embodiments, the formulation contains water, a preservative, fragrance, a
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33/58 active agent and a surfactant.
[0087] Hair spray formulations can be dispensed from containers that include aerosol dispensers or pump spray dispensers. Such dispensers are known in the art and are commercially available from a variety of manufacturers.
Propellant
[0088] When the hair spray formulation is delivered from a pressurized aerosol container, a propellant can be used to force the formulation out of the container. Suitable propellants include, but are not limited to, a gas that can be liquefied or a halogenated propellant. Examples of suitable propellants include dimethyl ether and hydrocarbon propellants such as propane, n-butane, iso-butane, CFCs and CFC replacement propellants. Propellants can be used alone or mixed [0089] The amount of propellant can vary between about 10% and about 60% by weight of the formulation. The propellant can be separated from the hair repair formulation as in a two-compartment container. Other suitable aerosol dispensers are those characterized by the propellant being compressed air, which can be introduced into the dispenser using a pump or equivalent device before use. Conventional non-aerosol pump spray dispensers, i.e. atomizers, can also be used to apply the formulation to the hair.
ii. Conditioners
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[0090] The formulation can be in the form of a conditioner. The conditioner typically includes the active agent in a suitable vehicle. In addition, the conditioner may include cationic polymers derived from polysaccharides, for example, cationic cellulose derivatives, cationic starch derivatives, guar cationic derivatives and locust bean gum derivatives, synthetic cationic polymers, mixtures or combinations of these agents. The formulation may comprise other natural or synthetic polymers or polymers derived from biological preparation processes, which are functionalized, where appropriate, for example, with cationic or neutral groups. These polymers can have a stabilizing or strengthening action on the formulation, and / or a conditioning action (deposition on the skin or hair surface).
[0091] The active agent can be included in any suitable concentration. Typical concentrations of active agent in the conditioner range range from small amounts to about 0.01% (by weight), preferably at least 0.1% (by weight), to large amounts, such as up to 50% (in Weight). Preferably, the conditioner contains the active agent in a concentration ranging from 0.1% (by weight) to 5% (by weight), more preferably from 0.1% by weight to 3% (by weight). Although higher concentrations of active agent may be present in the conditioner, they are generally not necessary to obtain the desired results.
iii. Shampoos
[0092] The hair repair formulation can be in the form of a shampoo. The shampoo typically includes the agent
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35/58 active in a suitable vehicle. The active agent can be included in any suitable concentration. Typical concentrations of the active agent in the shampoo range from small amounts, such as approximately 0.01% (by weight), preferably at least 0.1% (by weight), to large amounts, such as up to 50% (by weight) ). Preferably, the shampoo contains the active agent in a concentration ranging from 0.1% (by weight) to 5% (by weight), more preferably from 0.1% (by weight) to 3% (by weight). Although large concentrations of active agent may be present in the shampoo, they are generally not necessary to obtain the desired results.
[0093] Additionally, the shampoo can include from about 0.5% to about 20% by weight of a surfactant material. Surfactants used in shampoo compositions are well known in the art and are disclosed, for example, in U.S. Patent No. 6,706,258 to Gallagher et al. and U.S. Patent No. 7,598,213 to Geary et al.
iv. Creams, lotions, gels and polishers
[0094] The hair, skin or nail repair formulation can be in the form of a cream, lotion, gel or polish. The cream, lotion, gel or polish typically includes the active agent in a suitable vehicle. The active agent can be included in any suitable concentration. Typical concentrations of the active agent in the cream, lotion, gel or polisher vary from small amounts, such as approximately 0.01% (by weight), preferably at least 0.1% (by weight), to large amounts, such as up to 50% (by weight). Preferably, the cream or lotion contains the active agent in a concentration comprised between 0.1% (by weight)
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36/58 and 5% (by weight), more preferably from 0.1% (by weight) to 3% (by weight). Although higher concentrations of active agent may be present in the cream or lotion, they are generally not necessary to obtain the desired results.
[0095] Additionally, the formulation, depending on the use, can include an oil, a hair conditioning agent and / or a thickening agent. The cream, lotion, gel, or polish can also include a fragrance, a plant extract and / or a surfactant. The cream, lotion, gel or polish can be packaged in a tube, tub, bottle or other suitable container.
v. Liquid formulations of the active agent
[0096] In some embodiments, a liquid formulation of active agent is provided, which is mixed at the time of use with a second formulation, such as a coloration or enhancement formulation. In these embodiments, the liquid active agent formulation can contain any suitable concentration of active agent in a suitable vehicle, typically a diluent, as described above. The concentration of the active agent is adequate to provide a mixture with the appropriate final volume and final concentration of active agent.
[0097] For example, a liquid active agent formulation can contain a concentration of active agent ranging from about 5% (by weight) to about 50% (by weight) or greater. In a preferred embodiment, the liquid active agent formulation contains about 20% (by weight) of active agent.
[0098] To highlight applications, before use,
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37/58 a sufficient volume of a liquid active agent formulation is mixed with a sufficient volume of an enhancement formulation to form a enhancement mixture having the desired concentration of the active agent. Typical concentrations of the active agent in the enhancement mixture range from small amounts, such as approximately at least 0.01% (by weight), preferably at least 0.1% (by weight), to large amounts, such as up to 50% (by weight). Preferably, the enhancement mixture contains the active agent in a concentration ranging from 0.1% (by weight) to 5% (by weight), more preferably from 0.1% (by weight) to 3% (by weight) ). Although higher concentrations of the active agent may be present in the enhancement mixture, they are generally not necessary to achieve the desired results.
III. Usage methods
A. Hair treatment with coloring agents
The. Apply the coloring formulation to the hair
[0099] The coloring formulation is generally applied to an individual's hair following normal hair coloring procedures that are known to those skilled in the art. Typically, hair color treatments include two complementary processes: the application of a bleaching formulation to bleach the natural hair pigments and / or other artificial pigments present in the hair, and diffusion of dye precursors in the hair, followed by the reactions of coupling that results in the formation of chromophores within the hair shaft, which are too large to diffuse out of the hair. The bleaching formulation typically contains
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38/58 a bleaching agent to lighten hair and produce thiol free groups. The hair coloring formulation can be an enhancement one, such as formed by mixing bleach and developer powder. More complex colors can contain multiple precursors and many couplers, and can involve multiple reactions.
[00100] Dye precursors can contain several ingredients, each with different functions. The first ingredient is usually an alkalizing agent (usually ammonia and / or an ammonia substitute, such as monoethanolamine [MEA]). The alkalizing agent plays a number of roles in the hair coloring process including the swelling of the hair fiber to aid in the diffusion of the dye precursors. Dye precursors generally include p-diamines and p-aminophenols. Precursors are oxidized to active intermediates when they penetrate the hair shaft. Intermediates then react with color couplers to create wash-resistant dyes. More specifically, the intermediates, in the presence of an oxidizer, couple with another oxidation dye intermediate molecule to form a large fused ring color compound within the hair shaft. The intermediate precursor must penetrate the hair shaft before the coupling reaction since the product of the fused ring is too large to penetrate the hair shaft. Couplers modify the color produced by the oxidation of precursor compounds. The main difference between semipermanent and permanent products is the alkalizing agent and the peroxide concentration. The cuticle doesn't swell as much with semi-permanent dyes,
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39/58 making dye penetration less efficient compared to permanent color products.
[00101] Several coloring formulations use a reducing agent, such as sodium bisulfate, to break the disulfide bonds in the hair, allowing a deeper penetration of the coloring dyes into the hair. Specifically, the method includes reducing some of the cystine disulfide bonds in the hair stems to thiol groups while breaking the hydrogen bonds. The reduction process changes the chemical and cosmetic characteristics of the hair, which are undesirable.
[00102] The hair coloring process can be followed by a shampoo and conditioning treatment, a neutralizing rinse or an acid-balanced shampoo, containing in addition to cationic or amphoteric surfactants, cationic emollients and quaternary polymers. Alternatively, the process of coloring the hair can be followed by the application of the active agent formulations described here, before a shampoo and / or conditioning treatment.
B. Apply the active agent formulation to the hair
[00103] The active agent formulation can be applied simultaneously with the hair coloring formulation or subsequently to the application of the hair coloring formulation. For example, the active agent formulation can be mixed with the hair coloring treatment and the mixture, containing both the active agent and the hair coloring treatment, can be applied to the hair.
[00104] Alternatively, after coloring the hair, the active agent formulation, or a formulation thereof, is
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40/58 applied to hair. Although the active agent is typically applied on the same day as the staining treatment, it can be applied later, such as within 1 to 2 weeks after treatment with the reducing agent. Typically, the amount of active agent formulation (or a mixture of the active agent formulation and the hair coloring formulation) applied is sufficient to saturate the hair. The active agent can be applied to the hair as a single application, or the application of the active agent can be repeated one or more times. Typically, the amount of active agent formulation applied in each application is sufficient to saturate the hair. The volume of active agent formulation applied to the hair in each application can be from about 1 to about 100 ml per person depending on their length and volume of hair. In some embodiments, the application of the active agent can be repeated immediately (for example, within 10 to 15 seconds) or approximately 1, 5, 7.5, 10, 12.5, 15, 17.5 or 20 minutes after the first application.
[00105] The active agent can be rinsed and washed with hair shampoo immediately after application, for example, within 10, 15, 25, 30, 45 or 60 seconds, or two, three, four or five minutes after application. application. Alternatively, the active agent can be rinsed from the hair within about 30 minutes after application, preferably between about 5 minutes and about 20 minutes, more preferably about 10 minutes after application of the active agent to the hair, depending on the hair type.
[00106] If the active agent formulation is combined with the hair coloring treatment and applied as a
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41/58 mixture to the hair, so the mixture remains in the hair as long as necessary for the treatment of hair coloring. Typically, the mixture is applied for approximately 10 minutes. The mixture is removed from the hair according to conventional methods for hair coloring treatments, for example, rinse and shampoo, approximately 10 minutes after applying the mixture.
[00107] The active agent formulation is rinsed from the hair after application. The hair can be rinsed and subsequently washed immediately (for example, within 10 to 15 seconds after application) after the final application of the active agent. Preferably, the hair is rinsed and / or washed about 10 minutes or later after the final application of the active agent, such as during
fence in 15 minutes about 30 minutes, optionally fence in 20 minutes after repeated agent application active to hair. [00108] The agents active are usually washed from
individual's hair on the same day they are applied. In contrast, traditional permanents that use only hydrogen peroxide (and do not involve the addition of the active agent) are generally not washed for at least 48 hours after application (washing the hair before 48 hours after a traditional permanent treatment can result in significant loss in the amount of curls in the hair and / or causes damage to the hair).
[00109] The formulation described here improves the quality of the hair, such as appearance (for example, shine) and sensation, and decreases the breakage of the hair when the hair is subjected to treatments, such as coloring or curling
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42/58 permanent.
[00110] In some embodiments, the hair break decreases by 5, 10, 15, 20, 25, 30, 35, 40, 45 or 50% or more, after treatment with the active agent in comparison with non-hair treated by the same individual. Hair loss is a significant problem encountered during coloring and other treatments.
B. Chemical treatment of hair with a reducing agent [00111] In one embodiment, prior to treatment with the active agent, the hair was subjected to a reducing agent used to curl (also referred to here as hair perm or permanent waves) and / or hair curling.
The. Apply a reducing agent to the hair
[00112] The first step in curling or curling the hair is to break the cysteine disulfide bonds to form free thiol portions. The process for breaking the cysteine disulfide bonds is through the application of a reducing agent. The process for applying the reducing agent involves following normal hair perming or straightening procedures that are known to those skilled in the art. For example, for permanent hair, the hair is washed for the first time and set on permanent rods of various sizes. Second, a reducing agent, such as a thioglycolate reducing solution or lotion, is applied to the hair. The hair is left to set for a specified period of time and then the thioglycolate solution is rinsed from the hair.
[00113] The application of hydrogen peroxide in this process is optional. In some processes, such as when
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43/58 it is hair that has been chemically treated, hydrogen peroxide is not generally used. In other processes, such as when perming virgin hair, hydrogen peroxide can be added. In these embodiments, hydrogen peroxide is typically added after the reducing agent is rinsed. Then, hydrogen peroxide is rinsed from the hair before adding the active agent.
B. Apply the active agent
[00114] Subsequently to the reduction treatment, one or more of the active agent, or a formulation thereof, is applied to the hair. Although the agent is typically applied on the same day as treatment with the reducing agent, it can be applied later, such as within 1 to 2 weeks after treatment with the reducing agent.
[00115] Typically, the amount of active agent formulation applied is sufficient to saturate the hair. The agent is usually rinsed and shampooed from the hair after the desired level of curling or curling is reached. In some embodiments, the active agent is rinsed from the hair immediately (for example, within 10, 15, 25, 30, 45 or 60 seconds after application) after the final application of the active agent. Alternatively, the hair can be rinsed and washed about 30 minutes after application, preferably between about 5 minutes and about 20 minutes, more preferably about 10 minutes after the final application of the active agent to the hair, depending on the hair type. The active agent can be rinsed from the hair within 10, 15, 25, 30, 45, 60 seconds of the hair after
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44/58 application and still achieve a desired level of hair curling or curling.
[00116] The active agent can be applied to the hair as a single application, or the application of the agent can be repeated one or more times. Typically, the amount of active agent formulation applied in each application is sufficient to saturate the hair. In some embodiments, the volume of active agent formulation applied to the hair in each application is about 1 to about 10 ml per perm. In some embodiments, the application of the active agent can be repeated immediately (for example, within 10 to 15 seconds) or approximately 1, 5, 7.5, 10, 12.5, 15, 17.5 or 20 minutes after the first application. In some embodiments, the second application is about 7 minutes to about 10 minutes after the first application.
[00117] The active agent is rinsed from the hair after application. The hair can be rinsed and washed immediately (for example, within 10 to 15 seconds after application) after the final application of the active agent. Alternatively, the hair can be rinsed and washed about 10 minutes or later after the final application of the active agent, such as about 15 minutes to about 30 minutes, preferably about 20 minutes after repeated application of the active agent to the hair.
[00118] The active agents are usually washed from the individual's hair on the same day they are applied. In contrast, traditional permanents that use only hydrogen peroxide (and do not involve the addition of the active agent) are generally not washed for at least 48 hours.
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45/58 hours after application (washing your hair before 48 hours after a traditional permanent treatment can result in a significant loss in the amount of hair curling and / or damage the hair).
[00119] The formulations described here can be applied to the hair to improve the quality of the hair, such as appearance (for example, shine) and feel, and decrease hair breakage when the hair is subjected to subsequent treatments, such as the coloring.
[00120] In some embodiments, the hair break decreases by 5, 10, 15, 20, 25, 30, 35, 40, 45 or 50% or more, after the application of the active agent in comparison with non-hair treated by the same individual. Hair loss is a significant problem encountered during coloring and other treatments.
C. Skin or nail treatment with the active agent
[00121] In one embodiment, a formulation containing one or more of the active agents is applied to the skin or nails. Applying the active agent formulation to the skin or nails can help repair damaged disulfide bonds due to natural wear and natural aging.
[00122] In some embodiments the active agent formulation is in the form of a cream or lotion, which is suitable for application on the skin or nails. In other embodiments, the active agent formulation is in the form of a gel or polish, which is suitable for application to the nails. Typically, the amount of active agent formulation applied is sufficient to treat damaged keratin on the skin or nails. The formulation of active agent
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46/58 can be applied to the skin or nails in a single application, or the application of the formulation can be repeated one or more times, as needed to achieve the desired effect of repairing damage to keratin and / or strengthening the skin or nails .
IV. Kit
[00123] Hair treatment kits are provided. In one embodiment, the kit typically contains a first formulation for coloring the hair. Hair coloring formulations typically include a reducing agent capable of reducing disulfide bonds in hair to produce free thiol groups. The kit also includes a second formulation containing an effective amount of the active agent.
[00124] The kit can also include a developer bottle, gloves, shampoo, conditioner and / or an odor eliminator. Instructions for using the kit are also usually provided.
[00125] Typically, the kit contains more than one container (or more than one compartment in a given container) to ensure that the whitening agent (eg peroxides) or the coloring agent is stored separately from the active agent.
The. First formulation
[00126] The first formulation in the kit can be a coloring treatment. The first formulation can be formulated as two or more components that can be mixed together before application to the hair. For example, the first formulation can be in the form of two components such as a dye precursor and a
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47/58 oxidant. Typically, the hair color formulation contains a reducing agent capable of reducing disulfide bonds in the hair and producing free thiol groups. Suitable reducing agents include, but are not limited to, thioglycolic acid, thiolactic acid, dihydrolipoate, thioglycerol, mercaptopropionic acid, sodium bisulfite, ammonium bisulfide, zinc formaldehyde sulfoxylate, sodium formaldehyde sulfoxylate, sodium metabisulfite, boron potassium hydride and pegylated thiols and hydroquinone. The amount of the reducing agent in the first formulation is sufficient to break a sufficient number of disulfide bonds for the effective diffusion of the hair coloring ingredients as would be appreciated by a person skilled in the art.
[00127] The components of the first formulation may differ depending on the desired hair color treatment (such as for semipermanent, demipermanent, or permanent hair color products), hair texture, the user's skin sensitivity, and the like. Hair coloring formulations for different hair coloring treatments, hair texture and skin sensitivity are known to those skilled in the art.
B. Active agent formulation
[00128] The second formulation contains one or more active agents in an effective amount. Suitable formulations containing the active agents are discussed above. The second formulation can be in any suitable form. Suitable forms include, but are not limited to, low to moderate viscosity liquids, lotions, milks, mousses,
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48/58 sprays, gels, creams, shampoos, conditioners and the like. The second formulation will be present in a suitable container, which depends on the formulation.
[00129] In one embodiment, the active agent formulation is provided as two or more separate ingredients. For example, the active agent can be provided as a dry powder in a sealed package and the excipient provided in a bottle or other container. A mixing container suitable for the active agent and the excipient can be provided.
[00130] In some embodiments, the active agent formulation (or second formulation) is mixed with the first formulation (or treatment for hair coloring), and the mixture is applied to the hair.
ç. Other materials in the kit
[00131] The kit optionally contains shampoos and conditioners. Suitable shampoos and conditioners include, but are not limited to, LiQWd® Moisturizing Shampoo and LiQWd® Moisturizing Conditioner.
[00132] The kit may also contain an odor eliminator. The odor eliminator can be incorporated in the first or second formulation, or in a mixture of them. Alternatively, the odor eliminator is present in a container suitable for use before or after washing the second formulation from the hair. Some suitable odor eliminators are known to those skilled in the art.
[00133] It should be understood that the method and formulations disclosed are not limited to the methodology, protocols and specific reagents described as they may vary.
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49/58
It should also be understood that the terminology used herein is for the purpose of describing only particular embodiments and is not intended to limit the scope of the present invention, which will be limited only by the appended claims.
Examples
Example 1: Color and texture retention of colored hair treated with the active agent formulation.
General
[00134] Three hair samples were obtained from a human individual and cut in wefts 1/2 inch wide.
[00135] Coloring formulation: The permanent hair coloring formulation was obtained from L'Oreal® permanent hair coloring service (L'Oreal® Majirel permanent color # 10 with 20% peroxide).
[00136] Formulation of active agent: Maleic acid was used, at a concentration of 200 mg in 10 g of total solution (water).
Methods
[00137] The hair samples were washed with a clarifying shampoo and then dried with a towel. The samples were then colored with the hair coloring service
permanent L'Oreal®, which was left in the samples in hair by approximately 35 to 40 minutes .[00138] A first sample in hair treated with color (control ) was subsequently rinsed and washed with
Liqwd® Moisturizing Shampoo and Conditioner five times before being photographed.
[00139] The active agent formulation was applied to
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50/58 second and third color-treated hair samples through a spray bottle and massage using your fingers. The active agent formulation was left in the second hair sample for a period of about 1 minute and in the third sample for a period of about 10 minutes. The hair samples were subsequently rinsed and then washed with Liqwd® Shampoo and Moisturizing Conditioner five times before being examined.
Results:
[00140] Hair samples treated with the active agent formulation showed better color retention, more shine and less frizz than the control. Hair samples treated with the active agent formulation were softer to the touch and combined with the lower frizz and added shine gave an overall healthier appearance over the control.
Example 2: Comparison of color retention in traditionally permanent hair and permeated hair using active agent formulations.
Method
[00141] A 1/2 inch wide weft of hair sample, obtained from a human subject, was washed with clarifying shampoo and then dried with a towel. The ammonium thioglycolate or dithiothreitol was pulled mechanically through the hair with a wide, fine comb several times after which it was left on the hair for 10 minutes to 1 hour. The hair was then rinsed for 30 seconds to 1 minute with water, and then towel dried.
[00142] The active agent formulation, described in Example 1 (maleic acid in water), was then applied through a
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51/58 needle nose applicator soaking the hair and letting it stand for 7.5 minutes. This step was repeated, for a total of 15 minutes. The hair was then rinsed for 1 to 2 minutes, washed with shampoo and then conditioned with various brands of shampoo and salon conditioner, including LiQWd® Moisturizing Shampoo and Moisturizing Conditioner.
[00143] A second hair sample was smoothed, as described above, but using hydrogen peroxide instead of the active agent formulation. The hair samples were washed and conditioned repeatedly.
Hair color comparison:
[00144] After both hair samples have been washed five times with LiQWd® Moisturizing Shampoo and Moisturizing Conditioner, the samples were examined for color retention.
Results
[00145] The hair sample treated with the active agent formulation showed a color closer in intensity to the hair sample before the first wash, compared to hair treated with hydrogen peroxide.
Example 3: Comparison of hair treated with enhancement formulation applied simultaneously with active agent formulation and hair treated with enhancement formulation alone [00146] The active agent formulation in Example 1 contained maleic acid at concentrations of 2.0 g in 10 g of the total solution (water).
[00147] Two samples of human hair were tested. A sample was taken from the same head, 1 inch wide, and divided in half. The color was medium brown and had
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52/58 has been previously treated in color with an unknown professional hair color.
[00148] Sample 1, 1/2 inch wide and 8 inches long, was cleared with traditional enhancement ingredients mixed with the active agent formulation. 1 oz of a Joico Verocolor Veroxide developer-20 volumes was mixed with 1 oz of Joico Verolight powder bleach to form the enhancement formulation. Then 9 ml of the active agent formulation was added to the enhancement formulation to form a mixture.
[00149] The mixture was applied to the hair of sample 1 with an applicator brush when the hair was lying on aluminum foil. The sheet was then wrapped around the sample and allowed to process for 35 minutes. The sample was washed and shampooed once.
[00150] Sample 2, the control, 1/2 inch wide and 8 inches long, was cleared with traditional enhancement ingredients in the absence of the active agent. 1 oz of Joico Verocolor Veroxide developer-20 volumes was mixed with 1 oz of Joico Verolight powder bleach to form a creamy enhancement formulation.
[00151] The enhancement formulation was applied to the hair of sample 2 with an applicator brush when the hair was on an aluminum foil. The sheet was then wrapped around the sample and allowed to process for 35 minutes. The sample was washed and shampooed once.
Results
[00152] There was a significant difference in the
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53/58 hair quality between sample 1 and sample 2. The hair in sample 1 was softer, less frizzy, appeared hydrated, with more shine than the control, sample 2.
[00153] Both samples were washed and conditioned 5 times more with the same visible benefits as sample 1 (treated with the mixture of enhancement formulation and active agent formulation) compared to the control, sample 2 (treated with enhancement formulation) , alone).
Example 4: Comparison of hair treated with hair formulation
bleaching applied simultaneously with formulation in active agent and hair treated with formulation in bleaching alone General [00154] Two samples were obtained in hair of one human individual and cut into weft from l / 2 inch in
width.
Methods
[00155] (1) 0.5 oz. Of whitening powder (Clairol Professional, Basic White) and 0.5 oz. Of conditioning cream developer (Redken, Blonde Icing) were combined to form a bleaching mixture. 3.5 g of 2- (methacryloyloxy) ethan-1-amine (Z) -3-carboxyacrylate (12% by weight in water) was added to the bleaching mixture and mixed carefully with a brush.
[00156] (2) The prepared bleaching mixture was brushed over the hair samples with a brush in order to completely coat the hair strands. The hair coated with the mixture was wrapped in aluminum foil and left to stand under ambient conditions for a period of two hours.
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54/58
[00157] (3) After the two-hour bleaching period, the hair samples were washed with shampoo and the hair was subsequently allowed to air dry.
Results
[00158] A significant difference in the quality of the hair was observed between sample 1 and sample 2. Hair from sample 1 was demonstrated without discernible break, great sensation to the touch, and a healthy appearance while the control (treated with bleaching formulation) , alone) showed some breakage, had a rough feel to the touch, and was worn with an unhealthy appearance.
Example 5: Comparison of hair treated with hair formulation
bleaching applied simultaneously with the formulation of active agent and the hair treated with formulation in bleaching alone General [00159] Two samples of hair of one
human individual and cut into plots of l / 2 inch in width. Methods [00160] (1) 0.5 ounces of whitening in powder (Clairol Professional, Basic White) and 0.5 ounces in revealing in
conditioning cream (Redken, Blonde Icing) were combined to form a bleaching mixture. 3.5 g of prop-2-en-1-amine (Z) -3-carboxycrylate (10% by weight of water) was added to the bleaching mixture and thoroughly mixed with a brush.
[00161] (2) The prepared bleaching mixture was brushed over the hair samples with a brush in order to completely coat the hair strands. The hair
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55/58 coated with mixture was wrapped in aluminum foil and left to stand under ambient conditions for a period of two hours.
[00162] (3) After the two-hour bleaching period, the hair samples were washed with shampoo and the hair was subsequently allowed to air dry.
Results
[00163] A significant difference in the quality of the hair was observed between sample 1 and sample 2. Sample 1 of hair was demonstrated without discernible break, great sensation to the touch, and a healthy appearance, while the control (treated with bleaching formulation, alone) showed some breakage, had a rough feel, and worn with an unhealthy appearance.
Example 6: Comparison of traditional versus permanent using maleic acid
General
[00164] The hair samples were obtained from a human individual and cut in 1/2 inch wide wefts.
[00165] Reducing agents: Ammonium thioglycolate (ATG) was obtained from a permanent wave kit manufactured by Zotos. 300 mg of dithiothreitol in a 10 g solution was also used.
[00166] Formulation of the active agent: Maleic acid with a concentration of 200 mg in 10 g of total solution (water) was used.
Methods
Hair perm method using the active agent
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56/58
[00167] The hair was washed with clarifying shampoo, dried with a towel and then wrapped around a permanent rod. Ammonium thioglycolate or dithiothreitol was then applied to the hair and left on the hair for 10 minutes to 1 hour. The hair was then rinsed for 30 seconds to 1 minute and then dried by drying with a towel.
[00168] The active agent formulation was applied to the hair, through a needle nose applicator, soaking the hair. The active agent formulation was left for a period of about 7.5 minutes. The hair was soaked for the second time with the active agent formulation and left for a second 7.5 minutes, for a total of 15 minutes. The hair was then rinsed with water for about 1 to 2 minutes, then unrolled from the perms of the perm. After the hair was removed from the perm stems, the hair was washed with shampoo and conditioned with various brands of shampoo and conditioner, including LiQWd® Moisturizing Shampoo and Moisturizing Conditioner. The washing and drying steps were repeated 40 times.
[00169] A second portion of hair was made permanent as described above, except that hydrogen peroxide was used instead of the active agent formulation.
Results
[00170] Both permanents (using the active agent formulation or hydrogen peroxide) showed only a slight reduction in the overall curl after 40 washing and drying cycles with the same shampoo and conditioner. However, the appearance and texture of the perm using the
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57/58 active agent formulation showed brighter and less
frizz compared to the permanent using peroxide in hydrogen. Example 7: Comparison of the break of hair due The repeated application of permanent traditional and gives
formulation of the active agent.
Methods
[00171] Two hair samples were obtained. Both samples were treated with dithiothreitol or ammonium thioglycolate as described in Example 4. One of the hair samples was subsequently treated with the active agent formulation (maleic acid in water), while the other was neutralized with hydrogen peroxide. The process was completed on the same day for hair treated with the active agent formulation. The process was completed in three days with hydrogen peroxide (traditional perm).
[00172] The procedure was repeated three times for each sample for a period of 48 hours.
Results
[00173] After visual inspections, the second hair sample treated with the active agent formulation showed little sign of breakage. However, the first sample of hair treated with hydrogen peroxide showed a significant break.
Example 8: Comparison gives extension of the damage to the hair previously relaxed with one relaxer j aponianMethods [00174] Two samples in hair, the first previously straightened with relaxing (Yuko), and the second previously
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58/58 straightened with a bleach relaxer (African Pride Miracle Deep Conditioning) were obtained. The samples were treated as described in Examples 4 and 5 using the active agent formulation (maleic acid in water).
[00175] Another hair sample, previously straightened with a bleach relaxer (African Pride Miracle Deep Conditioning). The sample was treated with a traditional straightening perm (Zotos).
Results
[00176] Hair samples treated with the active agent formulation showed no visible damage. However, the sample treated with a traditional perm showed a significant break, even during application.

权利要求:
Claims (5)
[1]
1. Method for bleaching hair characterized by comprising:
(a) applying to the hair a first formulation comprising a bleaching powder and a promoter; and (b) applying to the hair a second formulation comprising an active agent,
in what The agent active is maleic acid, andin what The stage (a) occurs simultaneously with the step (B) , in what The agent active is present in a amount what varies in 0.1% by weight to 5% by weight of first and
second formulations, and in which the active agent reduces or prevents damage to the hair due to a treatment to provide bleached hair.
2 . Method, according with the claim 1, characterized by understand still before the step (The) mix the bleaching powder and the promoter to form The first formulation . 3. Method, according with the claim 1,
characterized by the fact that the second formulation also comprises one or more cosmetically acceptable excipients selected from the group consisting of water, surfactants, vitamins, natural extracts, preservatives, chelating agents, antioxidants, proteins, amino acids, humectants, fragrances, emollients, penetrants, thickeners, modifiers viscosity, capillary fixatives, film-forming, emulsifiers, opacifying agents, propellants, liquid vehicles, vehicles, salts, pH adjusting agents, neutralizing agents,
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[2]
2/5 tampons, hair conditioning agents, antistatic agents, anti-frizz agents, anti-dandruff agents and their combinations.
Method according to any one of claims 1 to 3, characterized in that the active agent is present in an amount ranging from 1 to 25% by weight of the second formulation.
5. Method according to claim 4, characterized in that the active agent is present in an amount ranging from 1 to 15% by weight of the second formulation.
6. Method according to claim 4, characterized in that the active agent is present in an amount ranging from 1 to 10% by weight of the second formulation.
7. Method according to claim 4, characterized in that the active agent is present in an amount ranging from 1 to 3% by weight of the second formulation.
8. Method according to claim 4, characterized in that the active agent is present in an amount ranging from 0.1 to 5% by weight of the second formulation.
Method according to any one of claims 1 to 8, characterized in that the second formulation is in the form of a liquid, a gel, a cream or a lotion.
Method according to any one of claims 1 to 9, characterized in that step (b) is repeated one or more times.
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[3]
3/5
Method according to any one of claims 1 to 10, characterized in that it further comprises:
(c) rinse and shampoo, in which step (c) occurs after steps (a) and (b).
12. Method according to any one of claims 1 to 11, characterized in that the first formulation and the second formulation are mixed to form a mixture at the time of use and before application.
13. Method according to claim 12, characterized in that the active agent is present in an amount ranging from 0.1% by weight to 5% by weight of the mixture.
14. Method according to claim 13, characterized in that the active agent is present in an amount ranging from 0.1% by weight to 3% by weight of
mixture. 15. Method, in a deal with any of claims 1 to 14, featured by the fact Monday wording have a pH from 3 to 8.16. Use of one active agent that is acid maleic characterized by to be simultaneously next to a mixture
formed by the mixture of a bleaching powder and a promoter, in which the active agent reduces or prevents damage to the hair due to a treatment to provide bleached hair.
17. Use, in a deal with the claim 16, featured fur hair fact be human hair. 18. Use, in according to claim 16 or 17, featured fur agent fact active be present in
a formulation.
19. Use, in accordance with any of the
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[4]
4/5 claims 16 to 18, characterized in that the active agent is present in an amount ranging from 0.1% by weight to 5% by weight of the bleaching formulation combination with the active agent.
20. Use according to any of claims 16 to 18, characterized in that the active agent is present in an amount ranging from 0.1% by weight to 3% by weight of the bleaching formulation combination with the active agent .
21. Use according to claim 18, characterized in that the formulation further comprises one or more cosmetically acceptable excipients selected from the group consisting of water, surfactants, vitamins, natural extracts, preservatives, chelating agents, antioxidants, proteins, amino acids, humectants , fragrances, emollients, penetrants, thickeners, viscosity modifiers, capillary fixers, film-forming agents, emulsifiers, opacifying agents, propellants, liquid vehicles, vehicles, salts, pH-adjusting agents, neutralizing agents, buffers, hair conditioning agents, antistatic agents, anti-frizz agents, anti-dandruff agents and their combinations.
22. Use, according to claim 18, characterized in that the active agent is present in an amount ranging from 1% by weight to 25% by weight of the formulation.
23. Use according to claim 18, characterized by the fact that the active agent is present in an amount ranging from 1% by weight to 15% by weight of
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[5]
5/5 formulation.
24. Use, according to claim 18, characterized in that the active agent is present in an amount ranging from 1% by weight to 10% by weight of the formulation.
25. Use, according to claim 18, characterized in that the active agent is present in an amount ranging from 1% by weight to 3% by weight of the formulation.
26. Use, according to claim 18, characterized by the fact that the formulation is in the form of a
liquid, a gel,27. Use, a cream or lotion. in wake up with any an of claims 18 to 26, characterized by fact gives formulation having a pH 3-8. 28. Use, in wake up with any an of claims 18 to 27, characterized by fact gives
formulation is an aqueous formulation.

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法律状态:
2018-05-29| B06F| Objections, documents and/or translations needed after an examination request according [chapter 6.6 patent gazette]|

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2019-08-20| B06U| Preliminary requirement: requests with searches performed by other patent offices: procedure suspended [chapter 6.21 patent gazette]|

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2019-10-01| B06I| Publication of requirement cancelled [chapter 6.9 patent gazette]|Free format text: ANULADA A PUBLICACAO CODIGO 6.21 NA RPI NO 2537 DE 20/08/2019 POR TER SIDO INDEVIDA. |

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2019-10-15| B07A| Application suspended after technical examination (opinion) [chapter 7.1 patent gazette]|

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2020-03-17| B09A| Decision: intention to grant [chapter 9.1 patent gazette]|

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2020-05-26| B16A| Patent or certificate of addition of invention granted [chapter 16.1 patent gazette]|Free format text: PRAZO DE VALIDADE: 20 (VINTE) ANOS CONTADOS A PARTIR DE 15/05/2015, OBSERVADAS AS CONDICOES LEGAIS. |

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2020-05-26| B25A| Requested transfer of rights approved|Owner name: OLAPLEX, INC. (US) |

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2020-06-09| B16C| Correction of notification of the grant [chapter 16.3 patent gazette]|Free format text: REF. RPI 2577 DE 26/05/2020 QUANTO AO TITULAR. |

优先权:

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申请号 | 申请日 | 专利标题

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US201461994709P| true| 2014-05-16|2014-05-16|

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US61/994,709|2014-05-16|

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