前苏联专利SU917681A3 Desinfectant composition

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专利摘要:
An antimicrobial composition is prepared containing an aryl compound carrying an oleophilic substituent and a hydrophilic substituent, and an antimicrobial agent coordinated to the hydrophilic substituent. The oleophilic substituent is a straight alkyl radical from 6 to 24 carbon atoms and the hydrophilic substituent is a sulpho or hydroxyl group. The antimicrobial agent is an imidazole, a benzimidazole, a thiazole or a metallic chelate of oxine. This composition is useful for controlling microbial development and for protecting timber from termites and other insects.
公开号:SU917681A3
申请号:SU762415364
申请日:1976-10-22
公开日:1982-03-30
发明作者:Ховард Вест Майкл；Джон Найджел Фритц
申请人:Чапмэн Кемикал Компани (Фирма)；
IPC主号:

专利说明:

(5) DISINFECTANT COMPOSITION The invention relates to sanitation and disinfectants. A disinfectant composition is known that includes the active substance, coordinating filler and diluent. However, the known disinfectant composition is not sufficiently active and has a narrow spectrum of action. The purpose of the invention is to enhance the activity and expand the spectrum of action of the composition. This goal is achieved by containing as active substance one or more compounds selected from the group: imidazole, benzimidazole, thiazole, 2- (C-thiazolyl | -benzimidazole, cis-M - (tri-chloro-methyl) -tis-4-cyclohexane-1,2-dicarboximide, diiodomethyl sulfone, 2-H-acyl-4-isothiazolin-3 OH, 2-benzisothiazoline, metal chelate ox on, where the metal is selected from the group: copper, nickel, tin, aluminum, zinc, as a coordinating filler, contains aryl: phenyl or naphthyl with an oleophilic substituent, alkyl, and a hydrophilic substituent. - sulfo or hydroxyl group, as a diluent contains one or more polar solvents selected from the group: methanol, isopropanol, ethanol, n-butanol, dimethylformamide, N-methyl-2-pyrrolidone, ethylene glycol, propylene glycol, water, and components taken in a ratio, parts by weight: Active substance1-10 Coordinating filler5-83 Thinner1-50 The Oleophilic substituent of the disinfectant composition must have a degree of stereochemical compatibility with the semipermeable membrane structure of the cell. A typical structure satisfying this criterion is 3, 91 s unsubstituted linear-chain hydrocarbon structure having a length that is significant compared to the thickness of the cell walls. This usually requires an alkyl chain of about six carbon atoms or about this value. With another On the other hand, the alkyl chain should not be too long, since the independent mobility of the alkyl chain increases as the chain length increases. The alkyl chains start to twist if a certain chain length is exceeded. When twisting becomes significant, it can cause a steric hindrance and make it difficult to penetrate through the cell wall. The maximum length of the alkyl chain can only be determined in relation to this environment and to the specific structure of the cell. An alkyl chain of greater length than 18 carbon atoms, more specifically, alkyl on a chain longer than 2 carbon atoms usually loses its effectiveness in penetrating cell walls, I. Preferred alkyl groups are those that are not too branched or mixed to such an extent as to result in spatial difficulty. Some substituents along the hydrocarbon chain, such as chlorine, can improve the oleophilic properties of the molded load and can be used. Substitution by a chlorine atom may allow the use of shorter alkyl chains. The hydrophilic substituent of the aryl compound should form a strong coordination link with the antimicrobial agent. There are not too many hydrophilic substituents for selection, which are usually well coordinated with a compound that has bactericidal properties, and two of the most effective and chemically available substituents are sulfo and hydroxyl groups. The preferred aryl compound is benzene, which is the most effective, and to a lesser extent naphthalene. Aryl compounds containing more than two nuclei can lose their effectiveness, since their size becomes large compared to the oleophilic substituent, and this usually causes spatial difficulties for the oleophilic substituent in penetration of the microorganism walls. Additional substituents in the aryl group are sometimes desirable, especially if they are able to repel electrons in order to increase the strength of the coordination link between the hydrophilic substituent and the bactericidal substance. Substituents that act in this way are, for example, -NOi, -CN and -CHO, the antimicrobial agent must be coordinated with a hydrophilic substituent to form a sufficiently stable bond if it is to be dissolved and must be effective in the practical implementation and, Antimicrobial agents that exhibit low toxicity in relation to the life of animals and plants may be more effective when administered to a disinfectant composition, which greatly increases their usefulness. Of these formulations, for example, the metal chelates of 8-hydroxyquinoline (oxine) are best known, in particular, 8-quinolinate t of copper (hereinafter referred to as Cu-8-X), mercury, copper, cadmium, nickel, lead, cobalt , zinc, iron, calcium, as well as aluminum and tin, other groups of compounds that are effective as antimicrobial agents when coordinated with substituted aryl compositions include imidazoles and thiazoles. One of the particularly good compounds with bactericidal activity is Benzimidazole, Des The diluent in the infectious composition is used in a mixture with dodecylbenzene sulfonic acid DDBSA and Cu-8-x, which serves not only as a viscosity reducing substance, but also contributes to the ionization of alkylbenzenesulfonic acid to achieve complete solubility of the compound. Complete dissolution is most easily accomplished by using is -. using a highly polar organic solvent that is miscible with water. Suitable diluents are methanol, ethanol, isopropanol, n-butanol, dimethylformamide, N-methyl-2-pyrrolidone-ethylene glycol, water, propylene glycol, Stoddard solvent, toluene.
For each weight part of the 8-quinolinol metal, it is preferable to include 5-50 parts by weight. DDBSK and 1-50 weight.h. polar diluent. The most preferred composition of the disinfectant composition contains 210 parts by weight. Cu-8-X, 25-83 weight.h. alkyl benzene sulfonic acid and 1535 weight parts. diluent per 100 weight.h. concentrate. One particular disinfectant composition contains about 5 parts by weight Cu-8-X, about 6 parts by weight. DDBSK and about 31 wt.m. methanol. Minor amounts, e.g. 5 parts by weight, of ethylene glycol can be added to improve the life of aquatic animals.
One method of preparing a disinfectant composition is blending-. the addition of diluent with DDBSA; and mixing in the quinolinol. Mixing may be accompanied by a reaction with the release of exothermic heat, which accelerates the dissolution of all components. Another suitable method to obtain a concentrate is to initially react copper hydroxide with a mixture of methanol and DABSC to obtain a metal salt. The 8 oxy-quinoline is then stirred until a metal chelate is formed.
The concentrates prepared according to the above methods are diluted, preferably with water, prior to use. Other diluents may be used, including xylene, isopropanol, ethylene glycol and kerosene. Diluted solutions can be applied using known methods such as brushing, spraying, dipping, or wiping.
The effectiveness of a variety of disinfectant compositions was determined by treating freshly cut pine slats by immersing for 10 s in the test composition. Reiki, along with untreated controls, are placed in a chamber for a specified period of time and maintained at a temperature of about 80 F (26) and humidity of about 70.
When the slats are removed from the chamber, they are compared visually with the controls. The effectiveness of the fungicide is expressed as a percentage of the total surface area of the reiki covered with blue and fungal mold. Thus, the lower the percentage, the better the activity of the composition as a fungicide.
Examples 1-3. To establish the fungicidal properties of Cu-8-X, it is dissolved in a strong mineral and in maleic acid, and the results are compared with a solution of the same concentration of Cu-8-X prepared by the proposed method. For use, the composition of each example is diluted (lijOO) with water.
In tab. 1 given the properties of the concentrate.
Table 1
As can be seen from the table. 1 Cu-8-X in sulfuric and maleic acids is not as effective as dissolving it with the proposed disubstituted aryl compound. , EXAMPLE + -8. Cu-8-X is dissolved in compounds closely related to DDBSA, except that they do not contain an oleophilic substituent or a molded load. 7 In the examples, b are presented in the table, i data are given for a concentrate. In all cases, this equic acid - 6 Methanol - 31
1-naphthalenesulfonic acid-b Methanol - 31 7
Benzenesulfonic acid - 6.
Methanesulfonic acid - 6 From table. 2 shows that compounds formed by replacing only the sulfonic group, and the rest of the unsubstituted aryl compound, are not at all effective as a fungicide. Some improvement can be traced with an additional replacement by the methyl group, but the most significant improvement is traced if the second substituent is a 12-carbon alkyl group that is It is an oleophilic molded stock ... within the scope of the proposed volume. Tridecylbenzolosulfonic acid Other chlorophenols sodium Mercury-lactate-phenyl 0, Q Inert substances 65,11
Methanol 13.66
Dilution - 1: 100 in water
52
92
Methanol - 31
62
Methanol - 31 917681 centrate diluted with tOO part of water to 1 part of concentrate before processing the test sample. Table 2 lots is also effective. C-dodecylated oxydibenzene sulfonic acid is less effective. Examples 9-11. In order to prove the effectiveness of the proposed composition, the composition of example C is diluted with water (1: 200) and the treated laths are compared with laths treated with three conventional disinfectant compositions currently in use. The results are presented in Table. 3. Table 3
Tetrachlorophenol 3, 23
2 ,, 5-Trichlorophenol 1.90
Other chlorinated phenols 9.25
Inert substances 4, b2
DDBSK 50
Dilution - 1: 250 in water
Borax 57.0 Sodium pentachlorophenol t 31.6 Other sodium chlorophenols, A Inert substances 7.0
Dilution - 10 pounds per
100 gallons ode
(4,536 kg per 378.5 l of water) The control treatment with the composition of the example gives blue and fungus mold mold when tested 1 and 0 when tested 2. Example 12. The following composition is prepared in the same way: Medium hydroxide 1.70 8 oxyquinoline C, C DLAB, 81 Methanol 15.05 Isopropanol 1t, 00 This composition is diluted with water. It is tested for comparison with liquid sodium tetrachlorophenol concentrate (23), also diluted in water against microorganisms on three types of forest vegetation — Douglasi, Pea, and yellow pine. . The following microorganisms are: Cephaloascus fragrans, a brown fungal mold that infects the ne.
21
12
20 which species of wood, Trichocterire virqatum - common fungal mold, mixed spores - a combination of two fungal molds (Penicittium sp. U Aspergittis niger and fungi (Ceratocystis pitifera), which cause a blue of the wood. Freshly cut wood samples are treated with a 15-minute immersion) test subjects formulations and then infect with spore suspensions of the above-described fungi. The test rails, together with the untreated control rails, are then placed in a warm, moist chamber for four weeks. The results are shown in Table 1, where A is Douglas. B-fir is pretty, B - pine is yellow, O - no growth, 1 - no growth for 2 weeks, 2 - medium growth, 3 wild growth for weeks, - wild growth for 2 weeks. From tetra.achlor 1: 100 4 phenol 1: 2 01 Example 12 From tetrachlor 1: 502 phenol 1: 120O 01 Example 12 From tetrachlor 1: 25223 phenol 1: 60O 00 Example 12 From tetrachlor 1: 12, 501 About phenol 1: 30 About 00 Example 12 Controls (without treatment) The aforementioned chlorophenyl compound is a composition of a typical type used to combat the blue and fungal mold of forest vegetation. Chlorophenol-type compositions are inactive with respect to C. fragrans, as a result of which the usual use of mercury-based compounds (such as mercury-acetate-phenyl) in combination with chlorophenol to achieve a non-quinolinolate metal becomes necessary.
Copper
Tin
Aluminum
Nickel Zinc
28
days
blue after
17 20 28
39 it6 O O 33t 00132 3 O 122 O 3 O 01 O O O 10-0O O- O O O O O0-0 roundtable struggle. However, the composition of Example 12 effectively combats C.fragrans. Examples 13-17. To prove the fungicidal properties of various 8-quinolinates of metals, solutions are prepared using 5 m of the indicated 8-quinolinate metal, h, DBSA, and 31 parts of methanol. The data presented in Table. 5. .Table5
13, The above metal 8-quinolinolates can also be obtained in situ by reacting oxine with the corresponding metal in a reaction medium from DDBSA and methanol.
Example 18. A disinfectant composition of Cu-8-X is prepared using substituted alkyl phenol-type aryl compounds to show the effectiveness of a hydroxyl group, instead of a sulfo group, as a hydrophilic substitute in practical implementation.
Hydroxide med1, +
8-hydroxy-quinol n, 1
Nonyl-phenol T yellow ligroin aromatic p da 20, 0
Material Untreated coarse linen
from cotton
Composition of Example 18 Kunilat 217
Example 19. Another test score shows the significant effectiveness of the formulation of Example 18 against Lensitis trobea, a widespread fungus that causes destructive. tive decomposition of wood, especially in the ground part, where very few species of decomposing fungi can withstand the elevated temperatures encountered. The applied test method is the industrial standard - Soil Testing Unit M-1-70 of the National Association of Manufacturers 76811
The above blend of mixed colors is heated at 180 F (82.22 ° C) until the dissolution of Cu-8-x formed in situ is complete. This composition is then diluted with white spirit from 5% to 0.251% Cu-8-X.
A coarse cotton cloth of 283.5 g is carefully treated by dipping into the test solution, dried and buried in sheep manure saturated with water. At the same time, the control sheet, as well as the sheet processed by commercial
5 composition of Cu-8-X (Kunilat 217), dissolved in nickel acetate and 2-ethyl-hexanoic acid, containing 0.25 Cu-8-X in a medium of white alcohol. By the end of a 28-exposure
0 at (23.89 ° C), the web was removed from sheep manure, washed and checked for loss of strength, obtaining the following results (Table 6): Table 6
Loss of strength
Very high
From zero to very low
Moderate
wood products. It is processed by impregnating the blocks of pine with yellow to saturation with a test fungicidal solution in a toluene carrier. After drying, the blocks are subjected to a strict procedure of bifoldification, after which the blocks are anew dried and infected with the fungus Lenzites trobea. At the end of the test period, the blocks are weighed to determine losses in all, which show the degree of decomposition of the wood (Table 7). T a b l and c l 7 15 The proposed disinfectant composition used in the present test provides excellent wood protection. Xylene, benzene, toluene, Stoddard solvent, heavy oils, and petroleum kerosene are suitable for diluting the present compositions. Solvents with a high degree of aromaticity provide a longer stability of t acTBopa, i.e. Do not cause precipitation of Cu-8-X. Significant stability of the solution is achieved by increasing the ratio of alkylphenol to Cu-8-X and / or by increasing the ratio of the composition of alkylphenol and Cu-8-X to solvent from oil and / or diluent.
agitates for 30-60 minutes prior to use to promote the formation of a coordination bond between Cu-8-X and DABE.
Examples 23-31. To prove the effectiveness of the proposed disinfectant composition, a series of tests were carried out using DDBSA as the substituted aryl compound, which is coordinated with the antimicrobial substances listed below.). Used dilution 1: 200 in water prepared from con Cu-8-X
23
Z- (-Tiazolyl) -benzimi2A Dazole
centes containing b5 ddbcc, 30 h of methanol and 5 h of an antimicrobial substance. Freshly cut test slats from leafy yellow pine were treated by immersion and evaluated for the appearance of blue and mold after 30 days in the above-described constant atmosphere of the test: a flax chamber:
Table 9
k 1 Alkylphenols which are liquid are generally preferred at room temperature, in particular nonyl and dodecylphenol. In order to give additional water susceptibility to this class of compositions, waxes and some resins may be added, including some silicone and rosin ester resins. Example 20-22. To demonstrate the synergistic effect achieved in the practical application of the disinfectant composition Cu-8-X and DBSA are tested individually and in combination in order to determine their effectiveness in controlling mold fungi and blue on freshly chopped forest vegetation. Table 8
25
26
27 In some cases, other antimicrobial agents may be included in the composition to increase the overall spectrum of antimicrobial activity. For example, when forest vegetation is treated to inhibit the growth of blue or mold fungi, it is sometimes desirable, to achieve more complete protection, to include chlorphenol in the proposed composition, such as pentachlorophenol, tetrachlorophenol or 2, 5-trichlorophenol. Insecticides include: 0,0-dimethyl-5- (1,2-dicarbethoxyethyl) phosphonite, 1,2, 4,5,6,7,8,8-octochlor-2,3,3a, 4,7 , 7a-hexahydro, 7-methanoindan, 1,1,1-trichloro-2, 2-bis- (p-methoxyphenyl) ethanol, and 1-naphthyl-methylcarbamate. These widely used insecticides have so far been available only in water-insoluble forms, such as dusts, wettable powders and emulsifiable concentrates. The availability of true solutions provides a significant advantage in handling, mixing, stability and uniformity of application. Example 32. Some of the proposed disinfectant compositions of BOB exhibit an insecticidal activity of Cyc-N - (trichloromethyl) -this-β-cyclohexan-1, 2-dicarboximide 23
Diiodomethyl-para-tolylsulfone
Para-chlorophenol diomethyl sulfone
2-H-octyl-A-isothia.Zolin-3-one10
2-Benzisothiazolin-3 onT
2- (Methoxy-carbamoyl) -benzimidazole2
8-hydroxyquinoline 10, when compared with conventional dissolved compositions of Cu-8-X and compared with a known insecticide (pentachlorophenol. The following anti-termite formulations were evaluated when buried in soil 12) diluted with water to 0.25; a content of Cu-8-X, b / example 18, diluted white alcohol {m to 0.25% content of Cu-8-X, c) Kunilat 217, diluted with white alcohol to 0.25% content of Cu-8-X and d) 5, a solution of pentachlorophenol in white alcohol containing propylene glycol ether to ensure sufficient susceptibility of pentachlorophenol and to prevent sublimation from wood. Dry stakes from a southern yellow pine with an area of 7.62x10.16 cm (60.9b cm) are impregnated with immersion. In test solutions, dried for one week and then buried to a depth of 30-48 cm in the ground. month, after this time, get the following results (table. 10).
Composition processing
Selected Mortar (lb / ft cubic | |
Unprocessed
J
Termite assessment: About the stake completely destroyed,
100 - stake not destroyed.
Both proposed formulations are used to combat termites essentially equal to that of pentachlorophenol solution and superior to those of both untreated control stakes and stakes treated with Kunilat Zl.
PRI mer 33. The composition is prepared according to previously described methods:
Hydroxide
Termite assessment - Isopropanol DDBSK
Water see gchenna

权利要求:
Claims (1)
[1]
Used dilution in distilled water, 10 ring carriers per microorganism (incubated at ZyC for 8 m), results, 35 shown in panel 11, obtained The value of the above composition before dilution with water for use is mg per kilogram live weight (rats, oral administration ). The proposed composition has a high disinfecting activity, which allows to expand the range of action of the composition. DETAILED DESCRIPTION OF THE INVENTION A disinfectant composition, including an active substance, coordinating a filler and a diluent, is required because, in order to enhance the activity and broaden the action spectrum of the composition, it contains one or more compounds as an active substance. , selected from the group: imidazole, benzimidazole, thiazole, 2- {-thiaz lil) -benzimidazole, cis-L- (tri-chloro. 22 methyl) -tis- -cyclohexane-1,2-dicarboximide, diiodomethyl sulfone, 2- N-actil-isothiazolin-3-OH, 2-benzisothiazolin, rxine metal chelate, where the metal is selected from ppa: copper, nickel, tin, aluminum, zinc, as the coordinating filler contains aryl: phenyl or naphthyl with an oleophilic substituent - alkyl With 6-Cg and hydrophilic substituent - a sulfo or hydroxyl group, as a diluent it contains one or more polar solvents selected from the group: methanol, isopropanol, ethanol, n-butanol in dimethylformamide, N-methyl-2 pyrrolidone ethylene glycol, propylene glycol, water, and the components taken in the ratio of weight.h .: Active substance 1-10 Coordinating filler. 5-83 Thinner 1-50

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FR2328481B1|1982-10-29|

AU512550B2|1980-10-16|

AU1893876A|1978-05-04|

IN145040B|1978-08-12|

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引用文献:

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US2898267A|1955-09-07|1959-08-04|Witco Chemical Corp|Emulsifiable toxicant compositions and emulsifying agents therefor|

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US3485919A|1963-09-05|1969-12-23|Procter & Gamble|Antibacterial composition|

CH501364A|1967-04-11|1971-01-15|Du Pont|2-Benzimidazolecarbamic acid alkyl esters - fungicidal compsns.|

DE1792687A1|1967-05-03|1971-11-25|Du Pont|Fungicidal agent|

FR2015139A1|1968-08-06|1970-04-24|Sanyo Chemical Cy Ltd|

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DE2053356B2|1970-10-30|1978-09-21|Basf Ag, 6700 Ludwigshafen|Two-component emulsifier system for the formulation of pesticides|US4185120A|1978-10-02|1980-01-22|Abbott Laboratories|Topical treatment of fungal or yeast infections using p-tolyl diiodomethyl sulfone|

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法律状态:

优先权:

申请号 | 申请日 | 专利标题

US62574175A| true| 1975-10-24|1975-10-24|

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