HUT76688A - Surface-active formulations and useing them - Google Patents

Description

It is known that the properties of antimicrobial / microbicidal agents in aqueous solution containing soaps or surfactants are strongly influenced and, if necessary, almost completely blocked by micellar systems.

Surprisingly, it has been found that certain hydrotropic agents suppress the microbicidal inhibitory activity of soaps and micelles containing surfactants (so-called deblocking surfactant systems). Accordingly, the antimicrobial / microbicidal activity of various active ingredients can be significantly increased in many surfactant systems.

• · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · ·

Λ ······ τι. 2 - ··········

The novel surfactant composition of the present invention (a) contains from 0.01% to 5% by weight of a microbicidal active ingredient selected from:

(^ of phenol derivatives ₍₂₎ diphenylmethane compounds, ₍₃₎ benzyl alcohol, ₍₄₎ chlorhexidine (12-14 ₅₎ alkyl betaines and the C8-18 fatty acid amidoalkyl betaines, ₍₆₎ amphoteric surfactants, ₍₇₎ trihalomethyl-carbanilides, and ₍₈₎ quaternary ammonium salts;

(b) 0.1 to 25% by weight of one or more hydrotropic agents;

(c) 0-10% by weight of one or more synthetic surfactants or a soap or a combination thereof;

(d) 0-8% by weight of a saturated and / or unsaturated C8-22 fatty acid salt;

(e) 0-50% by weight of a divalent alcohol;

(f) 0-70% by weight of a monohydric alcohol or a mixture of monohydric alcohols; and (g) water or deionized water for 100% supplementation of the composition, provided that the composition comprises at least one of components (c) and (d).

By soap composition is meant a composition which is an aqueous soap solution, optionally obtained as a soap or a so-called syndet solution (syndet = synthetic detergent).

63 / 0z! / SM

I

Blocked surfactant systems exert their antimicrobial activity on gram positive and gram negative bacteria, as well as on fungi, dermatophytes and similar microorganisms.

Preferably, the compounds of component (aj) correspond to the compound of formula (1) wherein

R ₁ is hydrogen, hydroxy, C 1-4 alkyl, chloro, nitro, phenyl or benzyl;

R ₂ is hydrogen, hydroxy, C 1-6 alkyl, or halogen;

R ₃ is selected from the group consisting of hydrogen, C 1-6 alkyl, hydroxy, chlorine, nitro and a sulfo group in the form of an alkali metal salt or an ammonium salt;

R4 is hydrogen or methyl;

_R5 is hydrogen or nitro.

Halogen is bromine or preferably chlorine. Typically, such compounds include chlorophenols (0-, m-, p-chlorophenols),

2,4-dichlorophenol, p-nitrophenol, picric acid, xylene, p-chloro-m-xylene, cresols (0-, m-, p-cresols), p-chloro-m cresol, pyrocatechin, resorcinol, orcinol, 4-n-hexyl resorcinol, pyrogallol, phloroglucin, carvacrol, thymol, p-chlorothymol, o-phenylphenol, o- benzylphenol, p-chloro-o-benzylphenol and 4-phenylsulfonic acid.

(A ₂₎ compounds of component preferably correspond to compounds of formula (2) a, wherein X is sulfur or a methylene group, R ₄ and R! is hydroxy and R ₂ , R ' ₂ , R ₃ , R' ₃ , R ₄ , R ' ₄ , R 5 and R' ₅ are each independently hydrogen or halogen.

63A04 / SM

Representative compounds of formula (2) are hexachlorophene, tetrachlorophene, dichlorophene, 2,3-dihydroxy-5,5'-dichlorodiphenylsulfide, 2,2'-dihydroxy-3,3 '. , 5,5'-tetrachlorodiphenylsilide, 2,2'-dihydroxy-3,3 ', 5,5', 6,6'-hexachlorodiphenylsulfide and 3,3'-dibromo-5 , 5'-dichloro-2,2'-dihydroxy-diphenyl amine.

The ₍₃₎ compounds of component preferably correspond to the compound of formula (3), wherein R ^ _{R2, R3, R4} and _R5 are independently hydrogen or chlorine.

Representative compounds of formula (3) include benzyl alcohol, 2,4-, 3,5- or 2,6-dichlorobenzyl alcohol and trichlorobenzyl alcohol.

The ₍₄₎ is a component of chlorhexidine and a salt thereof, an organic or inorganic acid, together with which the compounds can optionally be incorporated into syndet systems.

Component (a ₅ ) is typically C 8 -C 18 cocamidopropyl betaine.

Suitable amphoteric surfactants for component (a ₆ ) are suitably C 12 alkylaminocarboxylic acids and C 1 -C 3 alkane carboxylic acids, such as alkylaminoacetates or alkylaminopropionates.

The ₍₇₎ compounds of component preferably satisfy the following formula (4) in which Hal is chlorine or bromine, n and m are 1 or 2 and n + m amount third

The component ₍₈₎ quaternary ammonium salts preferably have the general formula (5) wherein _{R6, R7, R8} and _R9 are each independently C1-18 alkyl, C1-18 alkoxy, or alkyl fenilalacsony szénatos and Hal is chlorine or bromine.

Particularly preferred are the salts of the compounds of formula (6) wherein n is 7-17.

63/04 / SM

The following compounds may be used as component (b):

(bis: sulfonates, preferably terpenoids or salts of mono- or double-ring aromatic compounds, in particular sulfonates of camphor, toluene, xylene, cumene or naphthene;

(b ₂ ): saturated or unsaturated C 3 -C 12 di- or polycarboxylic acids, in particular malonic acid, succinic acid, glutaric acid, adipic acid, pimelinic acid, suberic acid, azelaic acid, sebacic acid, undecanedicarboxylic acid and dodecane dicarboxylic, fumaric, maleic, tartaric and malic acids, and citric and aconitic acids;

(b ₃ ): - aliphatic saturated or unsaturated C 1 -C 11 monocarboxylic acids, in particular acetic acid, propionic acid, hexanoic acid, capric acid and undecylenic acid;

saturated or unsaturated di- or polycarboxylic acids having 3 to 12 carbon atoms, in particular malonic acid, succinic acid, glutaric acid, adipic acid, pimelic acid, suberic acid, azelaic acid and sebacic acid, undecanecarboxylic acid and dodecanecarboxylic acid, fumaric acid , maleic, tartaric, malic, citric and aconitic acids;

aminocarboxylic acids such as ethylenediaminetetraacetic acid, hydroxyethylethylenediaminetetraacetic acid and nitrilotriacetic acid;

cycloaliphatic carboxylic acids such as camphoric acid;

- aromatic carboxylic acids such as benzoic acid, phenylacetic acid, phenoxyacetic acid and cinnamic acid, as well as 2-, 3- and 4-hydroxybenzoic acid, aniline, and ο-, m- and p-chlorophenylacetic acid and ο-, m- and p-chlorophenoxyacetic acid;

- alkali metal and amino salts of inorganic acids, such as sodium and potassium salts, and C1-C10 alkylphosphoric acid of hydrochloric, sulfuric, phosphoric acid

63A04 / SM

- 6 ····

acidic and tartaric acid amine (R ₁ R ₂ R ₃ ) salts, wherein the amine salts R 1 R ₂ and R ₃ are as defined above;

- isethionic acid;

- tannic acid;

the acid amide of formula (7) wherein:

R 1) is hydrogen or C 1 -C 12 alkyl; and R ₂ and R ₃ are each independently hydrogen, C 1 -C 12 alkyl, C 2 -C 12 alkenyl, C 1 -C 12 hydroxyalkenyl, C 2 -C 12 hydroxyalkyl, or a polyglycol ether chain which is -30 -CH ₂ -CH ₂ -O- or -CHYpCHY comprises ^ O- group, where Y or Y ₂ represents a proton and the other is methyl, such as N-methyl-acetamide;

- a urea derivative of general formula (8) wherein

R _{1 (} R ₂ , R ₃ and R 4 each independently represent hydrogen, C 1 -C 8 alkyl, C 2 -C 28 alkenyl, C 1 -C 8 hydroxyalkyl, or C 2 -C 8 hydroxyalkenyl;

monovalent C4-C18 aliphatic and monocyclic alcohols such as C2-C18 alkanols, C2-C18 alkenols and terpenic alcohols such as ethanol, propanol, isopropanol, hexanol, cis-3-hexyl-1-ol, trans-2-hexin-1-ol, 1-octene-3-ol, heptanol, octanol, trans-2-cis-6-nonadienen-1-ol, decanol, linalol, geraniol, dihydrotterpineol, myrcenol, nopol and terpineol;

- aromatic alcohols of general formula (9) wherein X is - (CH ₂ ) ₂ -, -CH = CH-CH ₂ -, or -O- (CH ₂ ) ₂ . ₆ and

404 / SM ···· • ·

- 7 - ♦ »········

R 1, R ₂ and R ₃ are each independently hydrogen, hydroxy, halogen or C 1 -C 6 alkoxy, in particular benzyl alcohol, 2,4-dichlorobenzyl alcohol, phenoxyethanol, 1-phenoxy-2-propanol (phenoxy), isopropanol) and cinnamon alcohol;

polyhydric alcohols and polyhydric alkoxylates, preferably ethoxylates and / or propoxylate alcohols, and ethers and esters of the compound of formula (10), wherein

R! and R ₂ is independently H or C1-12 alkyl, C2-12 alkenyl, C1-8 alkanoyl, C3-18 alkenoyl group, a group R ^ O-CH ^ PSO formula, wherein:

R4

R ₃ is hydrogen, C 1 -C 12 alkyl or C 2 -C 12 alkenyl, and

R 4 is hydrogen or methyl, and X is C 2 -C 10 alkylene or C 2 -C 10 alkenylene, or - (CH ₂ CH ₂ O) yOCH ₂ -CH ₂ or - (CH ₂ -CH-O) v ₅ CH ₂ -CH-.

CH ₃ CH ₃

All organic acids of Compound (b) may also be prepared in the form of their water-soluble salts, such as the alkali metal salts, in particular the sodium or potassium salts, or the amine salts (

R _n R ₂ and R ₃ are independently hydrogen, C1-8 alkyl, C2-8 alkenyl, C1-8 hydroxyalkyl, C5-8 cycloalkyl group or poly-alkenyloxy Or C 1 -C 18 alkyl

63 404 / SM ·· "·· • · • · · · · · · · · · · · · · · · _Λ ······

- 3 - ··· ·· ····

R ₁ , R ₂ and R ₃ together with the nitrogen to which they are attached are unsubstituted or C 1 -C 4 alkyl-substituted morpholino.

Component (b) may contain a single compound of subclass (b) or further compounds of one or more (subclass b) and components of other subclasses.

Special antimicrobial activity is achieved by a combination comprising one or more than one comprising Compound A and one of subclass ^ or more than one (compound b ₂₎ of subclass (b. Particularly preferred in such a combination of cumene sulfonate and citric acid monohydrate.

Components (c) may be anionic, nonionic or zwitterionic and amphoteric synthetic surfactants.

Anionic surfactants include:

Sulfates, especially fatty alcohol sulfates having from 8 to 18 carbon atoms in alkyl chains, for example sulfated lauryl alcohol;

C 8 -C 22 fatty alcohol ether sulfates, in particular acid esters or salts thereof, or polyadducts with 2 to 30 moles of ethylene oxide per mole of C 8 -C 22 fatty alcohol;

Alkali metal salts, ammonium salts or amine salts of C8-C20 fatty acids, which are soaps, particularly coconut fatty acids;

Alkyl amide sulfates;

Alkyl amide ether sulfates;

Alkylaryl polyether sulfates;

• monoglyceride sulfates;

Alkane sulfonates containing from 8 to 20 carbon atoms in the side chain, such as dodecyl sulfonate;

63 404 / SM

- 9 mi η

Μ alkylamide sulfonates;

alkylaryl sulfonates;

α-olefin sulfonates;

sulfosuccinic acid derivatives, in particular alkyl sulfosuccinates, alkyl ether sulfosuccinates or alkyl sulfosuccinamide derivatives;

the N- (alkylamidoalkyl) amino acids of the general formula (11) in which they are hydrogen, (C1-C4) -alkyl or -COO'M ⁺ ;

is hydrogen or C1-C4 alkyl; is - (CH ₂ ) _m ir; 1-5;

6-18; and represents an alkali metal ion or an amine ion; alkyl ether carboxylates of formula (12) and alkyl aryl ether carboxylates of the formula wherein: - (C1-C18-C6) -, (a) or - (CH2-ferg-N);

is hydrogen or C1-C4 alkyl; is - (CHCHO) 13q;

denotes - (CH2 +iClOO'M * or □, O'M ⁺

I

O'M ⁺ group;

63.404 / SM ···· ··

m ₂ is 1-6; and

M is an alkali metal cation or an amine cation.

Other suitable anionic surfactants include fatty acid methyl taurides, alkyl isothionates, fatty acid polypeptide condensates, and fatty alcohol phosphoric acid esters. Preferably the alkyl group in these compounds has from 8 to 24 carbon atoms.

The fatty alcohols optionally present in the above-mentioned surfactants contain from 8 to 22 carbon atoms, preferably from 8 to 18 carbon atoms, such as octyl alcohol, decyl alcohol, lauryl alcohol, tridecyl alcohol, myristyl. alcohol, cetyl alcohol, stearyl alcohol, oleyl alcohol, arachidyl alcohol or behenyl alcohol.

Anionic surfactants are generally prepared in the form of their water-soluble salts, such as their alkali metal salts, ammonium salts or amine salts. Preferred such salts are the lithium salt, the sodium salt, the potassium salt, the ammonium salt, the triethylamine salt, the ethanolamine salt, the diethanolamine salt or the triethanolamine salt. Preferred are the sodium or potassium salts or the ammonium (NR ₁ R ₂ R 3) salts, wherein R _1t R ₂ , R ₃ independently of one another are hydrogen, C 1-4 alkyl or C 1-4 hydroxyalkyl. -group.

Preferred anionic surfactants for use in the composition of the present invention are the alkali metal salts of C 8 -C 22 fatty acid alcohol ether sulfates, particularly preferably lauryl ether sulfate.

Particularly preferred anionic surfactants in the composition of the invention are the reaction product of monoethanolamine lauryl sulfate or alkali metal salts of fatty alcohol sulfates, preferably sodium lauryl sulfate, with 2-4 moles of ethylene oxide and sodium lauryl ether sulfate. .

404 / SM ···· · · · · · · · · · · · · · · · · · · ···

Preferred zwitterionic and amphoteric surfactants include C8-C18 betaines, C8-C18 sulfobetaine, C8-C24 alkylamido-C1-C4 alkylene betaines, imidazoline carboxylate, alkyl amphocarboxy carboxylic acids, alkyl-amphocarboxylic acids (such as lauramicphlycinate) and N-alkyl-B-aminopropionates or N-alkyl-B-iminodipropionates. C 10 -C 20 alkylamido-C 1 -C 4 alkylene betaines are preferred, and cocoamidopropyl betaine is particularly preferred.

Suitable nonionic surfactants include propylene oxide / ethylene oxide adduct derivatives having a molecular weight of 1000-15000, (1-50 EO) fatty alcohol ethoxylates, (1-50 EO) alkyl phenol polyglycol ethers, ethoxylated hydrocarbons, fatty acid glycol partial esters, preferably diethyl glycol monostearate, fatty alkanolamides and fatty acid dialkanolamides, fatty alkanolamide ethoxylates and fatty amine oxides. Preferably, the fatty acid alkanamines and the fatty acid dialkanolamides, and particularly preferably the cocodiethanolamide, are used.

Component (d) includes saturated or unsaturated C12-C22 fatty acid salts such as lauric acid, myristylic acid, palmitic acid, stearic acid, arachic acid, behenic acid, dodecanolic acid, tetradecanolic acid, octadecanolic acid, oleic acid. and erucic acid, as well as the physical mixture of these acids, coconut fatty acid, which is particularly advantageous for use in the novel composition. These acids may conveniently be prepared in the form of salts such as cations such as alkali metal cations such as sodium and potassium cations, metal atoms such as zinc and aluminum or suitably alkaline nitrogenous organic compounds such as amines or ethoxylated amines. These salts may be prepared in situ. Component (d) may also be a mixture of the above salts.

<53,404 / SM ··· ··

Component (e) is a divalent alcohol, preferably a C 2 -C 6 alkylene chain alcohol, typically ethylene glycol, 1,2- or 1,3-propanediol, 1,3-, 1,4- or 2,3-butanediol. , 5-pentanediol and 1,6-hexanediol. 1,2-Propanediol (propylene glycol) is preferred.

Component (f) is preferably ethanol, n-propanol and isopropanol, or a mixture of these alcohols.

The novel, preferred composition of the present invention is a compound of formula (I) corresponding to component aO, wherein

R ₁ is hydrogen, hydroxy, C 1-4 alkyl, chloro, nitro, phenyl or benzyl;

R ₂ is hydrogen, hydroxy, C 1-6 alkyl, or chloro;

R ₃ is selected from the group consisting of hydrogen, C 1-6 alkyl, hydroxy, chlorine, nitro and a sulfo group in the form of an alkali metal salt or an ammonium salt;

R4 is hydrogen or methyl and

R ₅ is hydrogen or nitro

- a compound, and (b) a mixture of 0.1 to 25% by weight of a mixture of sodium couman sulfonate and citric acid monohydrate;

(c) 0-10% by weight of an alcohol ether sulfate of 8 to 22 carbon fatty acids;

(e) 0-50% by weight of a divalent alcohol;

(f) 0-70% by weight of monohydric alcohol or mixtures of monohydric alcohols; and

63.404 / SM (g) contains 100% water or deionized water to make up the preparation.

The pH of the new composition is 3-10, preferably 4.5-6.

The compositions of the invention are obtained in the form of a soap or syndet solution and optionally further conventional additives, in particular sequestrant, colorants, perfume oils, thickeners or thickeners (consistency regulators), emollients, UV absorbers, skin protection agents, antioxidants, additives, such as dicarboxylic acids and / or salts of C14-C22 fatty acids, aluminum, zinc, calcium, magnesium, and preservatives.

The new soaps are prepared in a manner known per se by mixing the new components (a) and (b), if desired, with components (c), (d), (e) and (f) and any other additive in a shaking mixer at 1825 ° C. C temperature. After the composition has been prepared, it is extruded at 40-60 ° C, preferably 45-55 ° C, then cut and pressed in a mold.

The soap composition of the invention is made homogeneous by mixing components (a) and (b) and optionally adding components (c), (d), (e) and (f) to the mixture in any order and adding sufficient water live. The mixture was made up to 100% with additional water. The process is a purely physical method and accordingly there is no chemical reaction between the components.

For the disinfection and cleaning of human skin, hands and solid surfaces, the new soap composition may be applied in a volume of at least 2 ml in diluted or undiluted form, for disinfecting solid surfaces in an undiluted form.

63 404 / SM

-14 »··· τ ··«

· "

The invention is illustrated by the following examples. Parts and percentages were expressed in mass.

Example 1

1.0 part orthophenylphenol,

4.0 parts sodium lauryl ether 2-sulfate,

8.0 parts sodium cumene sulfonate powder,

8.0 parts citric acid monohydrate,

10.0 parts propylene glycol supplemented with water to 100 parts

The above parts are mixed homogeneously and 90% of the water required is added to the mixture. The pH is adjusted to 5.5 with monoethanolamine. Then, deionized water is added to the solution to reach 100 parts. The pH is re-tested and monoethanolamine is added if necessary

5.5 for pH adjustment.

Example 2

1.0 part orthophenylphenol,

4.0 parts sodium lauryl ether 4-sulfate,

8.0 parts sodium cumene sulfonate powder,

8.0 parts citric acid monohydrate,

10.0 parts propylene glycol supplemented with water to 100 parts

The above parts are mixed homogeneously and 90% of the water required is added to the mixture. The pH is adjusted to 5.5 with monoethanolamine. Then, deionized water is added to the solution to reach 100 parts. The pH is re-tested and monoethanolamine is added if necessary

5.5 for pH adjustment.

63 404 / SM

-153. Example

1.0 part p-chloro xylene,

4.0 parts sodium lauryl ether 2-sulfate,

8.0 parts sodium cumene sulfonate powder,

8.0 parts citric acid monohydrate,

10.0 parts propylene glycol supplemented with water to 100 parts

The above parts are mixed homogeneously and 90% of the water required is added to the mixture. The pH is adjusted to 5.5 with monoethanolamine. Then, deionized water is added to the solution to reach 100 parts. The pH is re-tested and monoethanolamine is added if necessary

5.5 for pH adjustment.

Example 4

1.0 part p-chloro-o-benzylphenol,

4.0 parts sodium lauryl ether 2-sulfate,

8.0 parts sodium cumene sulfonate powder,

8.0 parts citric acid monohydrate,

10.0 parts propylene glycol supplemented with water to 100 parts

The above parts are mixed homogeneously and 90% of the water required is added to the mixture. The pH is adjusted to 5.5 with monoethanolamine. Then, deionized water is added to the solution to reach 100 parts. The pH is re-tested and monoethanolamine is added if necessary

5.5 for pH adjustment.

63 404 / SM

-165. Example

2.0 parts benzyl alcohol,

4.0 parts sodium lauryl sulfate,

5.0 parts sodium cumene sulfonate powder,

8.0 parts citric acid monohydrate,

10.0 parts propylene glycol supplemented with water to 100 parts

The above parts are mixed homogeneously and 90% of the water required is added to the mixture. The pH is adjusted to 5.5 with monoethanolamine. Then, deionized water is added to the solution to reach 100 parts. The pH is re-tested and monoethanolamine is added if necessary

5.5 for pH adjustment.

Example 6

4.0 parts cocamido-propyl betaine,

5.0 parts sodium cumene sulphonate,

10.0 parts of propylene glycol

8.0 parts of citric acid monohydrate supplemented with water to 100 parts

The above parts are mixed homogeneously and 90% of the water required is added to the mixture. The pH is adjusted to 5.5 with monoethanolamine. Then, deionized water is added to the solution to reach 100 parts. The pH is checked again and, if necessary, monoethanolamine is added to adjust the pH to 4.0.

63 404 / SM

Example 7

4.0 parts cocamido-propyl betaine,

12.0 parts ethanol,

8.0 parts citric acid monohydrate and water to 100 parts

The above parts are mixed homogeneously and 90% of the water required is added to the mixture. The pH is adjusted to 5.5 with monoethanolamine. Then, deionized water is added to the solution to reach 100 parts. The pH is checked again and, if necessary, monoethanolamine is added to adjust the pH to 4.0.

Example 8

4.0 parts sodium lauraminopropionate,

5.0 parts sodium cumene sulphonate,

10.0 parts propionic glycol,

8.0 parts citric acid monohydrate and water to 100 parts

The above parts are mixed homogeneously and 90% of the water required is added to the mixture. The pH is adjusted to 5.5 with monoethanolamine. Then, deionized water is added to the solution to reach 100 parts. The pH is checked again and, if necessary, monoethanolamine is added to adjust the pH to 4.0.

Example 9

4.0 parts sodium lauraminopropionate,

12.0 parts ethanol,

8.0 parts citric acid monohydrate and water to 100 parts

63.404 / SM • »·· • ·

-18- ··

The above parts are mixed homogeneously and 90% of the water required is added to the mixture. The pH is adjusted to 5.5 with monoethanolamine. Then, deionized water is added to the solution to reach 100 parts. The pH is checked again and, if necessary, monoethanolamine is added to adjust the pH to 4.0.

Example 10

1.0 part of a compound of formula 6 wherein n = 7-17,

4.0 parts cocamido-propyl betaine,

12.0 parts ethanol,

8.0 parts citric acid monohydrate and water to 100 parts

The above parts are mixed homogeneously and 90% of the water required is added to the mixture. The pH is adjusted to 5.5 with monoethanolamine. Then, deionized water is added to the solution to reach 100 parts. The pH is re-tested and monoethanolamine is added if necessary

5.5 for pH adjustment.

Example 11

1.0 part 2,4-dichlorobenzyl alcohol,

4.0 parts sodium lauryl sulfate,

5.0 parts sodium cumene sulphonate,

1.0 part propylene glycol,

8.0 parts citric acid monohydrate and water to 100 parts

The above parts are mixed homogeneously and 90% of the water required is added to the mixture. The pH is adjusted to 5.5 with monoethanolamine. Then, deionized water is added to the solution to reach 100 parts

63 404 / SM

-19céljából. The pH is re-tested and monoethanolamine is added if necessary

5.5 for pH adjustment.

Example 12

Investigation of microbicidal activity of new formulations

1-11. The microbicidal activity of the novel formulations of Examples 1 to 5 is determined by a suspension test (log-10). The assay is used to determine the bactericidal activity of water-soluble antiseptics, disinfectants and liquid soaps. During the assay, the test product is inoculated with test dilution bacilli at various dilutions. After some contact time, aliquots are taken and the number of surviving bacilli is determined. The difference between the number of bacillus dosed and the number of survivors is expressed as the reduction of the bacillus in log-10 decimal. The concentration is 90% and the contact time is 30 minutes.

The following test bacilli were used:

Example Staph. aureus ATCC 9144 Strep. faecalis ATCC 10,541 E. Coli ATCC 10,536 P. aeruginosa CIP A-22 Serratia marcescens ATCC 13,880 1 4.6 > 5.1 > 5.3 > 5.3 > 5.4 2 > 5.5 > 5.2 > 5.1 > 5.3 > 5.5 3 > 5.5 > 5.2 > 5.1 > 5.3 > 5.5 4 > 5.5 > 5.2 > 5.1 > 5.3 > 5.5 5 > 6 > 6 > 6 > 6 > 6 6 2.0 0.2 1.4 > 6 2.7 7 0 0.5 2.6 > 6 1.3 8 0.1 0.3 0.7 > 6 2.5 9 3.5 > 6 > 6 > 6 4.2 10 1.0 1.7 > 6 > 6 4.7 11 3.4 > 6 > 6 > 6 > 6

63 404 / SM

Claims (18)

PATENT CLAIMS A surfactant composition comprising (a) from 0.01% to 5% by weight of a microbicidal active ingredient: (j phenol derivatives ₍₂₎ diphenylmethane compounds, ₍₃₎ benzyl alcohol, ₍₄₎ chlorhexidine, ₍₅₎ C12-14 alkyl betaines and C8-18 fatty acid amido alkyl betaines ₍₆₎ amphoteric surfactants, ₍₇₎ trihalomethyl-carbanilides, and ₍₈₎ a quaternary ammonium salt comprises any one, and (b) 0.1-25 wt% of one or more than one hidrotropikus agent; (c) 0-10% by weight of one or more synthetic surfactants or a soap or a combination thereof; (d) 0-8% by weight of a saturated and / or unsaturated C8-22 fatty acid salt; (e) 0-50% by weight of a divalent alcohol; (f) 0-70% by weight of a monohydric alcohol or a mixture of monohydric alcohols; and (g) water or deionized water for 100% supplementation of the composition, provided that the composition comprises at least one of components (c) and (d). A composition according to claim 1, characterized in that (as component j is a compound of formula (I) wherein 63.404 / SM • · ·· 21- .. · ** ·· * ·· * · R ₁ is hydrogen, hydroxy, C 1-4 alkyl, chloro, nitro, phenyl or benzyl; R ₂ is hydrogen, hydroxy, C 1-6 alkyl, or halogen; R ₃ is selected from the group consisting of hydrogen, C 1-6 alkyl, hydroxy, chlorine, nitro and a sulfo group in the form of an alkali metal salt or an ammonium salt; R ₄ is hydrogen or methyl; _R5 is hydrogen or nitro. 3. A composition according to claim 1, characterized in that it contains a compound (2) of formula ₍₂₎ as component A, wherein X is sulfur or methylene; R! and R 1 is hydroxy; and R ₂ , R ' _2i R _3i R' _3i R _4i R ' _4i R ₅ and R' ₅ are each independently hydrogen or halogen. 4. A composition according to claim 1, characterized in that it comprises a (3) a compound of formula ₍₃₎ as component A, wherein R _{1 f} R _2, R _3, R ₄ and R ₅ are each independently hydrogen or chloro. Composition according to claim 1, characterized in that it contains as component ( ₄ ) chlorhexidine or an organic or inorganic acid salt thereof. 6. The composition of claim 1, wherein the ₍₅₎ component comprises Cocamide propyl betaine. The composition of claim 1, wherein component (a ₆ ) comprises a C 12 alkylaminocarboxylic acid or a C 1 -C 3 alkane carboxylic acid. 63 404 / SM -228. The composition of claim 1, wherein component ( ₇ ) is a compound of formula (4) wherein Hal is chlorine or bromine, n and m are 1 or 2 and n + m is 3. The composition of claim 1, wherein component ( ₈ ) is a compound of formula (6) wherein n is 7-17. 10. A composition according to any one of claims 1 to 4, characterized in that (component bj is a salt of a sulfonate, preferably a terpenoid or a mono- or bicyclic aromatic compound). joVabbi nightclub with companion rock. { 13. A composition according to any preceding claim, wherein the component (b) one or more than one (a compound of subclass bk and one or more than one (compound b ₂₎ is subclass combination. 14. The composition of claim 13 wherein the combination comprises cumene sulfonate and citric acid monohydrate. 15. A composition according to any one of claims 1 to 3, characterized in that component (c) is an anionic surfactant in the form of a water-soluble salt thereof. 63ACM- / SM The composition of claim 15, wherein the component is a C 8 -C 22 fatty alcohol sulfur. 0/9 γ 17. A composition according to claim 16 wherein component (c) 1 is an alkali metal salt of a lauryl ether sulfate. ) 18. Composition according to any one of claims 1 to 3, characterized in that component (d) is selected from the group consisting of lauric acid, myristic acid, palmitic acid, stearic acid, arachic acid, behenic acid, dodecanyl acid, tetradecenic acid, octadecenic acid, oleic acid, eicosenic acid and erucic acid. 19. A composition according to any one of claims 1 to 3, characterized in that component (e) is propylene glycol. 20. A composition according to any one of claims 1 to 5, characterized in that component (f) is ethanol, propanol, isopropanol alcohols and mixtures of these alcohols. 21. A surfactant composition comprising (as a component) a compound of formula (I) wherein R! is hydrogen, hydroxy, (C1-C4) -alkyl, chlorine, nitro, phenyl or benzyl; R ₂ is hydrogen, hydroxy, C 1-6 alkyl, or halogen; R ₃ is selected from the group consisting of hydrogen, C 1-6 alkyl, hydroxy, chlorine, nitro and a sulfo group in the form of an alkali metal salt or an ammonium salt; R4 is hydrogen or methyl; R ₅ is hydrogen or nitro; furthermore 63 404 / SM I -24 (b) 0.1-25% by weight of a mixture of sodium chymene sulfonate and citric acid monohydrate; (c) 0-10% by weight of C 8 -C 22 fatty alcohol ether sulfate; (d) 0-50% by weight of a divalent alcohol; (e) 0% to 70% by weight of a monohydric alcohol or a mixture of monohydric alcohols; and (f) 100% water to make up the composition. 22. Use of an antimicrobial soap composition according to any one of claims 1 to 4 for disinfecting and cleaning human skin and hands and solid surfaces.