KR20010102244A - Washing composition for keratinous materials based on water-soluble organic silicon compounds - Google Patents

Abstract

The present invention comprises a composition comprising one or more water-soluble organic silicone compounds containing two or three silicon atoms, at least one basic chemical functional group and at least two hydrolyzable or hydroxy groups in an aqueous medium for cosmetic use. At least 4 weight percent based on the total weight of the composition, comprising at least 0.02 weight percent based on the total weight of the detergent and detergent mixtures selected from anionic, zwitterionic and nonionic surfactants, and mixtures thereof It relates to a composition containing%. The present invention is useful for the preparation of shampoos.

Description

WASHING COMPOSITION FOR KERATINOUS MATERIALS BASED ON WATER-SOLUBLE ORGANIC SILICON COMPOUNDS

It is known to introduce cosmetically active organic compounds such as cationic polymers and silicones into cleaning cosmetic compositions such as shampoos to impart hair relaxation to these compositions and to provide softness and shine to the washed hair. However, it lacks the "styling" character, which is characterized by the effect of maintaining volume and supporting hair, and does not withstand hair washed with standard shampoos.

It is also known to use polymer compositions that are made to be partially water soluble. Thus, certain high molecular compounds can be used in water without adding any cosolvent. In this case, the limitation is that these polymer compounds are partially or completely removed by rinsing the hair. Therefore, the effect attributable to the high molecular compound is very limited after rinsing. Ultimately, this not only limits the effect of rinse-out treatment (shampooing, conditioning), but also leaves-in mode because the user loses the effect imparted by such treatment if the user washes the hair. To reduce the advantages of the composition (lacca, mousse, hair setting lotion, etc.) used in the.

Therefore, a great deal of effort has been made to find a compound for preparing a cosmetic composition that can be used underwater and exhibits a residual of the effects it provides even when the hair is rinsed.

Thus, US Pat. No. 4,344,763 (Gillette) describes cosmetic compositions comprising organic siloxane monomers such as aminoalkylalkoxysilanes and organic titanates dissolved in alcohols.

EP-159 628 describes the composition of perm waves and hair strengthening of hairs containing alkyltrialkoxysilanes, and French Patent FR-2 029 696 is a complete or partial organosilicon compound containing amino radicals. It describes a method for producing a hair fixation product containing an organic resin containing an acid group neutralized with.

The compositions and products described in these documents do not correspond to cleaning compositions, especially compositions for washing hair, such as shampoos.

The present invention relates generally to compositions comprising water soluble organosilicon compounds as aqueous compositions for washing keratin materials, in particular hair and / or skin, and also to methods of washing using these compositions.

Therefore, there is a need for a cleaning cosmetic composition, in particular a composition which is essentially aqueous, resistant to cleaning cycles for washing hair, and which has a good volumizing, holding and texturing effect on the hair while maintaining the cosmetic effect of the hair. There is.

The subject of the invention is an aqueous detergent cosmetic composition for washing keratin materials, in particular shampoos, which gives the hair a long lasting styling effect and a good feel, in particular it gives a good swelling, support and texturing effect that is resistant to wash cycles. It is a composition.

The inventors surprisingly have keratin materials having the desired physical properties by using water-soluble organosilicon compounds comprising from 1 to 3 silicon atoms, at least one basic functional group and at least two hydrolyzable or hydroxy groups per molecule in these compositions, In particular, it has been found that a composition for washing a shampoo can be prepared.

It has been found that by applying such compositions exhibits a good styling effect withstanding rinsing and washing.

According to the present invention, the composition for washing keratin materials comprises a cosmetically acceptable aqueous medium containing at least one water-soluble organic silicone compound selected from a silane comprising one silicon atom and a siloxane comprising two or three silicon atoms. At least 0.02% by weight based on the total weight of the composition, wherein the organosilicon compound also has at least one basic chemical function and at least two hydrolyzable or hydroxy groups per molecule, anionic At least 4% by weight, based on the total weight of the composition, of a detergent surfactant and mixtures thereof selected from amphoteric and nonionic surfactants.

The organosilicon compounds useful in the compositions of the present invention are selected from water soluble organosilanes comprising silicon atoms and water soluble organosiloxanes comprising two or three silicon atoms, preferably two silicon atoms. The organosilicon compound should also include at least one basic chemical functional group, preferably including only one basic functional group. The basic functional group can be any functional group as long as it imparts basicity to the silicone compound without lowering the water solubility of the silicone compound, and amine functional groups such as primary, secondary or tertiary amine functional groups are preferable. The basic functional groups of the silicone compounds according to the invention may optionally comprise other functional groups such as, for example, other amine functional groups, acidic functional groups or halogen functional groups.

Organosilicon compounds useful in the compositions of the present invention also include at least two hydrolyzable or hydroxy groups per molecule. Hydrolyzable groups are preferably alkoxy, aryloxy or halogen groups. The organosilicon compound may also optionally include other functional groups such as acid or amine functional groups.

Preferred organosilanes according to the invention are compounds corresponding to the formula:

Where

R ₄ represents a halogen or an OR ′ or R ′ ₁ group;

R ₅ represents a halogen or an OR ″ or R ′ ₂ group;

R ₆ represents a halogen or an OR ″ ′ or R ′ ₃ group;

R ₁ , R ₂ , R ₃ , R ', R ", R"', R ' ₁ , R' ₂ and R ' ₃ , independently of one another, represent a saturated or unsaturated linear or branched hydrocarbon-based group, and are optional Having an additional functional group such as an acid or an amine group, R ₁ , R ₂ , R ', R ", R"' possibly refers to hydrogen,

At least two of the R ₄ , R ₅ and R ₆ groups are not R ′ ₁ , R ′ ₂ and R ′ ₃ groups.

Preferably, R ₁ , R ₂ , R ', R ", R"', R ' ₁ , R' ₂ and R ' ₃ are C ₁ to C ₁₂ alkyl groups, C ₆ to C ₁₄ aryl groups, (C ₁ to C ₈ ) alkyl (C ₆ to C ₁₄ ) aryl groups and (C ₆ to C ₁₄ ) aryl (C ₁ to C ₈ ) alkyl groups; R ₃ is preferably a C ₁ to C ₁₂ alkyl group, a C ₆ to C ₁₄ aryl group, a (C ₁ to C ₈ ) alkyl (C ₆ to C ₁₄ ) aryl group and a (C ₆ to C ₁₄ ) aryl (C ₁ to C ₈ ) alkyl group.

Preferred organosiloxanes in the compositions of the present invention can be represented by the formula:

Where

R ₁ , R ₂ , R ₃ , R ₅ and R ₆ are as defined above;

R ' ₄ represents a halogen or an OR ₁₁ group;

R ₇ represents a halogen or an OR ₁₀ or R ″ ₁ group;

R ₉ represents a halogen or an OR ₈ , R ″ ₂ or R ₃ NR ₁ R ₂ group;

R ″ ₁ , R ″ ₂ , R ₈ , R ₁₀ and R ₁₁ represent saturated or unsaturated linear or branched hydrocarbon-based groups and optionally have additional chemical groups such as basic solubilizing groups;

In addition, R ₁₁ , R ₁₀ , and R ₈ possibly indicate hydrogen.

Preferably, R ″ ₁ , R ″ ₂ , R ₈ or R ₁₁ are C ₁ to C ₁₂ alkyl groups, C ₆ to C ₁₄ aryl groups, (C ₁ to C ₈ ) alkyl (C ₆ to C ₁₄ ) aryl groups and (C ₆ to C ₁₄ ) aryl (C ₁ to C ₈ ) alkyl group.

At least one of the R ₆ , R ₇ and R ₉ groups refers to halogen or OR ″ ′, OR ₁₀ or OR ₈ groups.

Preferably, the halogen is chlorine.

One particularly preferred organosilicon compound consists of a compound represented by the formula:

Wherein the radicals R may be the same or different and are selected from C ₁ -C ₆ alkyl radicals such as methyl, ethyl, propyl and butyl, n is an integer from 1 to 6, preferably from 2 to 4 Is an integer.

Particularly recommended organosilicon compound is γ-aminopropyltriethoxysilane.

The content of the organosilicon compound in the compound of the present invention is at least 0.02% by weight, preferably 0.5% by weight and 20% by weight or less based on the total weight of the composition.

The content of the organosilicon compound according to the invention is determined by conventional analytical methods such as silicon-29 and quantum NMR spectroscopy and chromatography.

As mentioned above, the detergent composition according to the present invention contains at least one detergent surfactant selected from anionic, amphoteric and nonionic surfactants having cleaning properties.

Among the anionic surfactants that may be mentioned include alkali metal salts, ammonium salts, amine salts, aminoalcohol salts and magnesium salts of the following compounds: alkyl sulfates, alkylether sulfates, alkylamidoether sulfates, alkylarylpolyether sulfates, mono Glyceride sulfates; Alkyl sulfonates, alkylamide sulfonates, alkylaryl sulfonates, olefin sulfonates, paraffin sulfonates; Alkyl sulfosuccinates, alkylether sulfosuccinates, alkylamide sulfosuccinates; Alkyl sulfosuccinates; Alkyl sulfoacetates; Alkyl phosphates, alkylether phosphates; Acyl sarcosinates, acyl isethionates and N-acyl taurates.

Alkyl or acyl radicals in these various compounds generally consist of carbon-based chains containing 12 to 20 carbon atoms.

Among the anionic surfactants that may be mentioned are fatty acid salts such as oleate, lysine oleate, palmitate and stearate; Coconut oil acid or hydrogenated coconut oil acid; Acyl lactylates in which the acyl radical contains from 8 to 20 carbon atoms are included.

Surfactants considered to be weak anionic may also be used, examples being polyoxyalkylenated alkyl or alkylaryl ether carboxylic acids or salts thereof, polyoxyalkylenated alkylamido ether carboxylic acids or salts thereof, and alkyl-D-galacto Ciduronic acid and salts thereof.

Nonionic surfactants are more particularly polyethoxylated with aliphatic chains containing 8 to 18 carbon atoms, 2 to 50 ethylene oxide or propylene oxide groups and 2 to 30 glycerol groups, Polypropoxylated or polyglycerolated fatty acids or alkylphenols or alcohols.

Also mentioned may be copolymers of ethylene oxide and propylene oxide; Condensates of ethylene oxide and fatty alcohols and condensates of propylene oxide and fatty alcohols; Polyethoxylated fatty acid amides containing preferably 2 to 30 moles of ethylene oxide; Polyglycerolated fatty acid amides comprising preferably 1 to 5, in particular 1.5 to 4, glycerol groups; Polyethoxylated fatty acid amines containing preferably 2 to 30 moles of ethylene oxide; Oxyethylenated fatty acid esters of sorbitan with 2 to 30 moles of ethylene oxide; Fatty acid esters of sucrose, polyethylene glycol, or alkylpolyglycosides; Carbamate or amide derivatives of N-alkylglucamine, aldobiamide, and amine oxides such as alkylamine oxide or N-acylamidopropylmorpholine.

Preferred zwitterionic surfactants are secondary or tertiary aliphatic amine derivatives wherein the aliphatic radicals in the derivatives are linear or branched chains containing 8 to 22 carbon atoms, the derivatives being at least one carboxylate, sulfonate , Sulfate, phosphate or phosphonate water-solubilizing anionic groups; (C ₈ -C ₂₀ ) alkylbetaine, sulfobetaine, (C ₈ -C ₂₀ ) alkylamido (C ₁ -C ₆ ) alkylbetaine or (C ₈ -C ₂₀ ) alkylamido (C _1- C ₆ ) alkylsulfobetaine.

Among the amine derivatives that may be mentioned are the products sold under the trade name Miranol, which are described in US Pat. , Disodium lauro ampodidiacetate, disodium caprylamide diacetate, disodium capro ampodidiacetate, disodium coco ampodipropionate, disodium lauro ampodipropionate, disodium capro ampodipropionate Nate, disodium caprylamide dipropionate, lauro ampodi dipropionate acid, coco ampodipropionate acid, etc. are sold by the brand name.

In the compositions of the present invention the surfactant is in a proportion sufficient to impart physical properties as a detergent to the composition, generally at least 4% by weight based on the total weight of the composition, preferably 5% to 50% by weight, in particular 8% by weight To 35% by weight.

The composition according to the invention generally has a pH of 5 to 12, more specifically 6 to 11.

The aqueous medium of the composition consists of water or a mixture of water and a solvent selected from lower alcohols, alkylene glycols and polyolethers, said water being present in a proportion of at least 20%, preferably at least 45%.

The composition according to the invention also contains, for example, an electrolyte such as sodium chloride, carboxymethylcellulose, hydroxypropylcellulose, hydroxyethylcellulose, guar gum, hydroxypropyl guar gum, scleroglucan or xanthan gum. It may contain a viscosity modifier selected from thickeners such as cellulose derivatives such as.

The viscosity modifier is used in a proportion of up to 15% by weight, preferably less than 6% by weight, based on the total weight of the composition.

Compositions according to the invention may be cationic surfactants, anionic polymers, nonionic polymers, zwitterionic polymers or nonionic polymers, or not quaternized or quaternized, as long as they do not affect the stability of the composition. non-quaternized) proteins or adjuvants such as silicone oils, waxes, gums or resins may also optionally be contained.

The polymers, cationic surfactants, quaternized or non-quaternized proteins and silicones are 0.05% to 10% by weight, preferably 0.1% by weight based on the total weight of the composition in the cosmetic or dermatological composition according to the present invention. To 5% by weight.

The compositions according to the invention are also commonly used in cosmetics such as perfumes, preservatives, sequestering agents, foam stabilizers, propellants, colorants, antidandruff agents, ceramides, vitamins or provitamins, hydroxy acids, acidifying or basicizing agents. Various adjuvants may be included or other adjuvants depending on the intended use.

The method of washing and / or conditioning the hair or skin consists of applying the composition described above to the hair or skin, followed by rinsing.

The composition according to the invention can also be used as a shower gel for washing hair and skin, in which case the composition is applied to wet skin and wet hair, which is then washed off.

The following examples are intended to illustrate the invention and are not intended to be limiting in nature.

Example 1

To prepare a cleaning composition of Table 1 below.

A B (invention) [Sodium oxyethylenated with 2.2 moles of ethylene oxide (C ₁₂ -C ₁₄ ) alkyl ether sulfate, sold with 70% AM 8 AM 8 AM Aqueous solution of lauryl betaine containing 30% AM 2 AM 2 AM Aminopropyltriethoxysilane (APTES) - 5 0.1N hydrochloric acid aqueous solution with pH = 1 1.5 1.5 Water qs 100 100

Evaluation of Processing Characteristics

Several bundles of natural hair were treated with two compositions under the following conditions:

Use 1 g of composition per 2.5 g of hair bundle

Exposure time = 10 minutes

Rinse with running water = 20 minutes between two fingers

Drying = 10 minutes at 60 ° C

After treatment, two bundles of hair were presented to the test team and asked: "Which bundles are better coated and better textured?"

Ten test subjects unanimously determined that the bundles treated with Composition B had better coating and texturing than the bundles treated with Composition A.

Example 2

The composition of Table 2 was prepared.

C D (invention) [Sodium oxyethylenated with 2.2 moles of ethylene oxide (C ₁₂ -C ₁₄ ) alkyl ether sulfate, sold with 70% AM 10 AM 10 AM Alkylpolyglucoside aqueous solution containing 53% AM, sold under the trade name Plantacare ^(R) 2000 UP (Henkel) 5 AM 5 AM Aminopropyltriethoxysilane (APTES) - 5 0.1N hydrochloric acid aqueous solution with pH = 1 1.5 1.5 Water qs 100 100

Evaluation of Processing Characteristics

Hair bundles were treated as in Example 1.

After the treatment, two bundles were presented to the test group and asked: "Which hair bundles are better coated and better textured?"

Ten testers unanimously determined that the bundles treated with Composition D had better coating and texturing than the bundles treated with Composition C.

Claims (19)

A composition for washing keratin material, At least 0.02 weight-based, based on the total weight of the composition in a cosmetically acceptable aqueous medium, at least one water-soluble organosilicon compound selected from silane comprising one silicon atom and siloxane comprising two or three silicon atoms. Wherein the organosilicon compound also comprises at least one basic chemical function and at least two hydrolyzable or hydroxy groups per molecule, At least 4% by weight, based on the total weight of the composition, of a detergent surfactant and mixtures thereof selected from anionic, amphoteric and nonionic surfactants. Composition for washing keratin materials. The method of claim 1, The water-soluble organosilicon compound is a composition comprising from 0.02% to 20% by weight of the composition. The method according to claim 1 or 2, The basic chemical functional group of the organosilicon compound is selected from primary, secondary and tertiary amines. The method according to any one of claims 1 to 3, The hydrolyzable group is selected from an alkoxy group, an aryloxy group and a halogen group. The method according to any one of claims 1 to 4, Wherein said organosilicon compound (s) is selected from compounds represented by the following formulas: (Wherein R ₄ represents a halogen or an OR ′ or R ′ ₁ group; R ₅ represents a halogen or an OR ″ or R ′ ₂ group; R ₆ represents a halogen or an OR ″ ′ or R ′ ₃ group; R ₁ , R ₂ , R ₃ , R ', R ", R"', R ' ₁ , R' ₂ and R ' ₃ , independently of one another, represent a saturated or unsaturated linear or branched hydrocarbon-based group, and are optional R ₁ , R ₂ , R ', R ", R"' possibly refers to hydrogen, and at least two of R ₄ , R ₅ and R ₆ groups are R ' ₁ , R' ₂ And groups other than R ′ ₃ group; And (Wherein R ₁ , R ₂ , R ₃ , R ₅ and R ₆ are as defined above; R ' ₄ represents a halogen or an OR ₁₁ group; R ₇ represents a halogen or an OR ₁₀ or R ″ ₁ group; R ₉ represents a halogen or an OR ₈ , R ″ ₂ or R ₃ NR ₁ R ₂ group; R ″ ₁ , R ″ ₂ , R ₈ , R ₁₀ and R ₁₁ represent saturated or unsaturated linear or branched hydrocarbon-based groups, optionally with additional chemical groups, and R ₁₁ , R ₁₀ , and R ₈ are possible Hydrogen, and at least one of the groups R ₆ , R ₇ and R ₉ represents a halogen or an OR ″ ′, OR ₁₀ or OR ₈ group). The method of claim 5, The groups R ₁ , R ₂ , R ', R' ₁ , R ' ₂ , R' ₃ , R ", R"', R " ₁ , R" ₂ , R ₈ , R ₁₀ and R ₁₁ are C ₁ -C Group consisting of ₁₂ alkyl radicals, C ₆ to C ₁₄ aryl radicals, (C ₁ to C ₈ ) alkyl (C ₆ to C ₁₄ ) aryl radicals and (C ₆ to C ₁₄ ) aryl (C ₁ to C ₈ ) alkyl radicals The composition, characterized in that selected from. The method according to any one of claims 1 to 6, Wherein said organosilicon compound has the formula: Wherein the radicals R may be the same or different and are selected from C ₁ -C ₆ alkyl radicals, n is an integer from 1 to 6, preferably an integer from 2 to 4). The method of claim 7, wherein The organosilicon compound is γ-aminopropyltriethoxysilane. The method according to any one of claims 1 to 8, The cleaning surfactant is a composition, characterized in that present in a ratio of 5% to 50% by weight, preferably 8% to 35% by weight based on the total weight of the composition. The method according to any one of claims 1 to 9, Wherein said anionic surfactant is selected from alkali metal salts, magnesium salts, ammonium salts, amine salts and aminoalcohol salts of the following compounds: Alkyl sulfates, alkylether sulfates, alkyl-amidoether sulfates, alkylarylpolyether sulfates, monoglyceride sulfates; Alkyl sulfonates, alkylamide sulfonates, alkylaryl sulfonates, olefin sulfonates, paraffin sulfonates; Alkyl sulfosuccinates, alkylether sulfosuccinates, alkylamide sulfosuccinates; Alkyl sulfosuccinates; Alkyl sulfoacetates; Alkyl phosphates, alkylether phosphates; Acyl sarcosinate, acyl isethionate and N-acyl taurate; Alkyl radicals or acyl radicals of these various compounds consisting of carbon-based chains containing 12 to 20 carbon atoms; Fatty acid salts of oleic acid, lysine oleic acid, palmitic acid or stearic acid; Coconut oil acid or hydrogenated coconut oil acid; Acyl lactylate in which the acyl radical comprises 8 to 20 carbon atoms; Alkyl-D-galactosiduronic acid and salts thereof; Polyoxyalkylenated alkyl or alkylaryl ether carboxylic acids or salts thereof, polyoxyalkylenated alkylamido ether carboxylic acids or salts thereof. The method according to any one of claims 1 to 9, The nonionic surfactant has an aliphatic chain containing 8 to 18 carbon atoms, 2 to 50 ethylene oxide or propylene oxide groups, and 2 to 30 glycerol groups, polyethoxylated, polypro Foxy or polyglycerolated fatty acids or alkylphenols or alcohols; Copolymers of ethylene oxide and propylene oxide; Condensates of ethylene oxide and fatty alcohols and condensates of propylene oxide and fatty alcohols; Polyethoxylated fatty acid amides; Polyglycerolated fatty acid amides; Polyethoxylated fatty acid amines; Oxyethylenated fatty acid esters of sorbitan; Fatty acid esters of sucrose, polyethylene glycol, or alkylpolyglycosides; A composition characterized in that it is selected from carbamate or amide derivatives of N-alkylglucamides, aldobiamides and amine oxides. The method according to any one of claims 1 to 9, Wherein the zwitterionic surfactant is selected from secondary or tertiary aliphatic amine derivatives, the aliphatic radicals in the derivatives are linear or branched chains containing 8 to 18 carbon atoms, the derivatives being at least one carboxylate, Sulfonate, sulfate, phosphate or phosphonate water-solubilizing anionic groups; (C ₈ -C ₂₀₎ alkyl betaines, alcohol Phoebe others, (C ₈ -C ₂₀₎ alkyl betaines or (C ₈ -C ₂₀₎ alkyl amido (C ₁ -C ₆₎ alkyl alcohol containing other Phoebe A composition, characterized in that. The method according to any one of claims 1 to 12, Wherein said aqueous medium consists of water or a mixture of water and a cosmetically acceptable solvent selected from lower alcohols, alkylene glycols and polyol ethers, said water being present in a proportion of at least 20%. The method according to any one of claims 1 to 13, Wherein said composition also contains a viscosity modifier selected from electrolytes, hydrotrope or thickeners present in a proportion of up to 15% by weight based on the total weight of said composition. The method according to any one of claims 1 to 14, The composition is also selected from cationic surfactants, anionic polymers, nonionic polymers, cationic polymers or zwitterionic polymers, optionally quaternized proteins and silicone oils, waxes, gums or resins. A composition comprising at least one adjuvant. The method according to any one of claims 1 to 15, A composition comprising a variety of cosmetically acceptable auxiliaries selected from perfumes, preservatives, sequestering agents, foam synergists, foam stabilizers and acidifying or basicizing agents. Use of the composition according to claim 1 as a shampoo. Use of the composition according to any one of claims 1 to 16 as a shower gel. As a method of washing keratin materials, 17. The method of claim 1, wherein the composition of any one of the preceding claims is applied to the keratin materials and the treated material is rinsed with water after a predetermined exposure time has elapsed.