DE19964155A1 - Water-based cleanser, especially shampoo, contains anionic and nonionic surfactants and N,N-di(acylaminoethyl)-N,N-dialkyl-, -hydroxyethyl- or -hydroxy(poly)ethoxyethyl-ammonium salt - Google Patents

Abstract

Water-based liquid personal cleanser contains 5-50 wt.% surfactant mixture of (a) 2.5-25 wt.% anionic surfactant(s), (b) 2.5-25 wt.% nonionic surfactant(s) and (c) 0.25-15 wt.% N,N-di(acylaminoethyl)-N,N-dialkyl-, -hydroxyethyl- or -hydroxy(poly)ethoxyethyl-ammonium salt(s) (I), all with respect to the total composition. Water-based liquid personal cleanser contains 5-50 wt.% surfactant mixture of (a) 2.5-25 wt.% anionic surfactant(s), (b) 2.5-25 wt.% nonionic surfactant(s) and (c) 0.25-15 wt.% N,N-di(acylaminoethyl)-N,N-dialkyl-, -hydroxyethyl- or -hydroxy(poly)ethoxyethyl-ammonium salt(s) of formula (I), all with respect to the total composition; R<1>, R<2> = 8-22 carbon (C) (hydroxy)alk(en)yl; R<3>, R<4> = 1-3 C alkyl or a -CH2-CH2-O(EO)x-H group; x = 0-5; y<-> = an anion.

Description

The invention relates to a liquid body cleanser, in particular a Shampoo, with good conditioning properties.

Shampoos, mainly those based on anionic surfactants, since Used in human memory.

For about twenty years, such shampoos also contain active ingredients that the hair condition, d. h., the wet and dry combability, the volume, the fullness, the handle and to improve the shine of the washed hair.

Preferably used conditioning agents are natural or synthetic Polymers and quaternary long-chain ammonium compounds, with the latter However, compatibility problems with anionic surfactants may occur.

The present invention is based on the task, a liquid Aqueous body cleanser, in particular a shampoo containing anionic and nonionic surfactants, to create that good skin tolerance and has excellent conditioning properties without any To have stability problems.

This object is achieved according to the invention by a liquid body cleanser which contains 5 to 50% by weight, calculated on its total composition, of a surfactant mixture comprising a combination of

• a) at least one anionic surfactant in an amount of 2.5 to 25 wt .-% of Overall composition, and
• b) at least one nonionic surfactant in an amount of 2.5 to 25 wt .-% of Overall composition, as well  
• c) 0.25 to 15% by weight of at least one compound of the general formula (I)
  

wherein R ¹

and R ²

in each case an optionally hydroxy-substituted C ₈

-C ₂₂

Alkyl or alkenyl group, R ³

and R ⁴

a C ₁

-C ₃

Alkyl group or a group -CH ₂

-CH ₂

-O (EO) _x

H, x 0 to 5, and Y ^-

an anion.

These compositions are stable, very well tolerated by skin and mucous membranes, foam good and give the hair excellent wet and dry combability, shine, Fullness, volume and a full, soft feel.

Suitable anionic surfactants in the invention are in an amount of preferably at least 5% to about 25% by weight of the composition.

These are those of the sulfate, sulfonate, carboxylate and alkyl phosphate type, especially of course those which are commonly used in shampoos, for example the known C ₁₀ -C ₁₈ alkyl sulfates and in particular the corresponding ether sulfates, for example C ₁₂ -C ₁₄ alkyl ether sulfate, lauryl ether sulfate, in particular having 1 to 4 ethylene oxide groups in the molecule, furthermore monoglyceride (ether) sulfates, fatty acid amide sulfates which are obtained by ethoxylation and subsequent sulfation of fatty acid alkanolamides, and their alkali salts and salts long-chain mono- and dialkyl phosphates that are mild, skin-friendly detergents.

In the context of the invention further suitable anionic surfactants are α-olefinsulfonates or their salts and in particular alkali metal salts of sulfosuccinic monoesters, for example, the disodium salt of monooctylsulfosuccinate and alkali salts long-chain Monoalkyl.  

Suitable carboxylate-type surfactants are alkylpolyethercarboxylic acids and their salts of the formula

R- (C ₂ H ₄ O) _n -O-CH ₂ COOX,

wherein R is a C ₈ -C ₂₀ alkyl group, preferably C ₁₂ -C ₁₄ alkyl group, n is a number from 1 to 20, preferably 2 to 17, and XH or preferably a cation of the group sodium, potassium, magnesium and ammonium, the optionally hydroxyalkyl-substituted, mean, and Alkylamidopolyethercarbonsäuren the general formula

wherein R and X are as defined above, and n is in particular a number from 1 to 10, preferably 2.5 to 5, stands.

Such products have long been known and commercially, for example, among the Trade names "AKYPO®" and AKYPO-SOFT® ".

C ₈ -C ₂₀ acyl isethionates can also be used, alone or in admixture with other anionic surfactants, as well as sulfo fatty acids and their esters. It is also possible to use mixtures of a plurality of anionic surfactants, for example a mixture of an α-olefinsulfonate and a sulfosuccinate, preferably in a ratio of 1: 3 to 3: 1, or of an ether sulfate and a polyethercarboxylic acid or alkylamidoethercarboxylic acid.

An overview of those used in liquid body cleansing agents Anionic surfactants are also found in the monograph by K. Schrader, "Basics and Formulations of Cosmetics", 2nd ed. (1989, Hüthig Buchverlag), p. 595-600 and pp. 683-691.  

Other suitable anionic surfactants are also C ₈ -C ₂₂ -acylaminocarboxylic acids or their water-soluble salts, preferably in an amount of 0.5 to 10, in particular 1 to 7.5 wt .-%, calculated on the total composition. Particular preference is given to N-lauroyl glutamate, in particular as the sodium salt, and also, for example, N-lauroyl sarcosinate, NC ₁₂ -C ₁₈ -acylaspartic acid, N-myristoyl sarcosinate, N-oleoyl sarcosinate, N-lauroylmethylalanine, N-lauroyllysine and N-lauroylaminopropylglycine, preferably in the form of theirs water-soluble alkali metal or ammonium, in particular sodium salts, preferably in admixture with the abovementioned anionic surfactants.

Other essential surfactants in the shampoos according to the invention are nonionic Surfactants mixed with anionic and optionally zwitterionic or amphoteric Surfactants.

These are described in Schrader, lc, pages 600-601 and pp. 694-695. Particularly suitable are alkyl polyglucosides having the general formula

RO- (R ¹ O) _n -Z _x

wherein R is an alkyl group having 8 to 18 carbon atoms, R ^{1 is} an ethylene or propylene group, Z is a saccharide radical having 5 to 6 carbon atoms, n is a number from 0 to 10 and x is a number between 1 and 5.

These alkylpolyglucosides have recently become particularly excellent as skin ver effective foam improvers in liquid laundry and body cleansers have become known and are in an amount of about 2.5 to 25, especially 5 to 10 Wt .-%, of the total composition.

Mixtures of anionic surfactants and alkylpolyglucosides and their use in Liquid body cleansing agents are already known per se, for example from EP-A 70 074. The alkyl polyglucosides described therein are in principle also within the scope of suitable for the present invention; as well as the known from EP-A 358 216 known mixtures Sulfosuccinates and alkyl polyglucosides.  

Other additionally co-usable nonionic surfactants are, for. B. the different ones Sorbitan esters such as polyethylene glycol sorbitan stearic acid ester, fatty acid polyglycol ester or also mixed condensates of ethylene oxide and propylene oxide, as described for example under Trade name "Pluronics" in circulation, as well as fatty alcohol ethoxylates.

Further surfactants which may additionally be used are amine oxides in an amount of about 0.25 to about 5, preferably about 0.5 to about 3.5 wt .-%, calculated on the Total composition of the agent.

Such amine oxides have long been state of the art, for example C ₁₂ -C ₁₈ -alkyldimethylamine oxides such as lauryldimethylamine oxide, C ₁₂ -C ₁₈ -alkylamidopropyl or ethylamine oxides, C ₁₂ -C ₁₈ -alkyldi (hydroxyethyl) - or - (hydroxypropyl) amine oxides, or also amine oxides with ethylene oxide and / or propylene oxide groups in the alkyl chain.

Such amine oxides are known, for example, under the names "Ammonyx®", "Aromox®" or "Genaminox®" commercially.

The compositions of the invention may be used as another surfactant component amphoteric or zwitterionic surfactants, for example in an amount of about 0.5 to about 10, preferably from about 1 to about 7.5% by weight, based on the total included.

As such, in particular the various known betaines such as fatty acid amido alkylbetaines and sulfobetaines, for example laurylhydroxysulfobetaine; also long chain alkyl amino acids such as cocoaminoacetate, cocoaminopropionate and Sodium cocoamphopropionate and acetate have been found to be suitable.  

In particular, Betaine's structure

where R is a C ₈ -C ₁₈ -alkyl group and n is 1 to 3,
Sulfobetaines of the structure

wherein R is a C ₈ -C ₁₈ alkyl group and n is 1 to 3, and amidoalkylbetaines of the structure

wherein R is a C ₈ -C ₁₈ alkyl group and n is 1 to 3, are used.

Preferred compounds of the general formula (I) are those in which R ¹ and R ² denote a C ₁₂ -C ₁₈ -alkyl radical or an oleyl group. R ³ and R ⁴ are preferably a methyl group, wherein in a particularly advantageous constellation R ^{3 is} methyl and R ^{4 is} a group -CH ₂ -CH ₂ -O [EO] _x H, wherein x is a number from 0 to 3 , Y ^- is preferably an ethosulfate, methosulfate, chloride or phosphate anion.

These compounds are known and, for example, under the name "INCROQUAT® HO-80" or "OSC" in the trade.

Their proportion in the compositions according to the invention is preferably from about 0.5 to 10, in particular about 1 to 7.5 wt .-%.  

The shampoos according to the invention may also contain other active ingredients such as protein hydrolysates and polypeptides, e.g. B. Keratinhydrolysate, collagen hydrolysates of the type "Nutrilan®" or Elastinhydrolysate and in particular vegetable, optionally cationized Protein hydrolysates, eg. B. "Gluadin®" included.

Other conditioning additives are suitable polymers. These can be nonionic Polymers, preferably alcohol and / or water-soluble vinylpyrrolidone polymers such as Vinylpyrrolidone homopolymer or copolymer, in particular with vinyl acetate. Suitable vinylpyrrolidone polymers are, for. B. under the trade name "Luviskol®" known products, for example the homopolymers "Luviskol® K 30, K 60 and K 90" and the water- or alcohol-soluble copolymers of vinylpyrrolidone and vinyl acetate, sold under the trade name "Luviskol® VA 55 or VA 64" by BASF AG become.

Further suitable nonionic polymers are vinylpyrrolidone / vinyl acetate / vinyl propionate Copolymers such as "Luviskol® VAP 343", vinylpyrrolidone / (meth) acrylic acid ester copolymers as well as chitosan derivatives. Their share in the shampoos of the invention is when present, between about 0.05 and about 5, preferably 0.1 and 2.5, especially about 0.15 to 1.5% by weight, based on the total composition of the composition.

Instead of or in addition to the nonionic polymers may be hair conditioning Polymers also cationic and / or anionic and / or amphoteric polymers in the used.

Preferred hair conditioning cationic polymers are the well-known quaternaries Cellulose derivatives of the type "Polymer JR" and quaternized homo- and copolymers of Dimethyldiallylammonium chloride, as sold under the trade name "Merquat®" are quaternary vinylpyrrolidone copolymers, in particular with dialkylaminoalkyl (meth) - acrylates, as they are known under the name "Gafquat®", copolymers of Vinylpyrrolidone and vinylimidazolinium methochloride, which are under the trade name  "Luviquat®" are offered, polyamino-polyamide derivatives, such as copolymers of adipic acid-dimethylaminohydroxypropyldiethylenetriamine, as it is called "Cartaretine® F" are distributed, as well as bisquaternary long-chain Ammoniumver compounds of the urea structure described in US Pat. No. 4,157,388, which are disclosed in US Pat Trade names "Mirapol® A 15" are on the market.

Reference is made in this context to the in DE-OS 25 21 960, 28 11 010, 30 44 738 and 32 17 059 mentioned cationic polymers and in EP-A 337 354 on pages 3 to 7. It could also be mixtures of different canonic polymer can be used.

The cationic polymers also include those in EP-A 524 612 and EP-A 640 643 described quaternization of graft polymers of organopolysiloxanes and polyethyloxazolines.

As amphoteric polymers, alone or in admixture with at least one other cationic, nonionic or anionic polymers are used in particular copolymers of N-octylacrylamide, (meth) acrylic acid and tert-butylamino ethyl methacrylate type "Amphomer®"; Copolymers of methacryloylethylbetaine and Alkyl methacrylates of the type "Yukaformer®", z. B. the butyl methacrylate copolymers "Yukaformer® At 75"; Copolymers of carboxyl groups and sulfone groups containing Monomers, e.g. As (meth) acrylic acid and itaconic acid, with basic groups, in particular Amino groups, containing monomers such as mono- or dialkylaminoalkyl (meth) acrylates or mono- or dialkylaminoalkyl (meth) acrylamides; Copolymers of N-octylacrylamide, Methyl methacrylate, hydroxypropyl methacrylate, N-tert-butylaminoethyl methacrylate and Acrylic acid and the known from US-A 3,927,199 known copolymers.

Suitable anionic polymers are vinyl alkyl ether, in particular methyl vinyl ether / Maleic acid copolymers obtained by hydrolysis of vinyl ether / maleic anhydride  Copolymers are produced and marketed under the trade name "Gantrez® AN or Es" become. These polymers can also be partially esterified, for example "Gantrez® ES 255", the ethyl ester of an ethyl vinyl ether / maleic acid copolymer, or the butyl or Isobutylester same.

Other suitable anionic polymers are in particular vinyl acetate / crotonic acid or Vinyl acetate / vinyl neodecanoate / crotonic acid copolymers of the "Resyn®" type; sodium acrylate / vinyl alcohol copolymers of the type "Hydagen® F", sodium polystyrenesulfonate, e.g. B. "Flexan® 130", ethyl acrylate / acrylic acid / N-tert-butylacrylamide copolymers of the type "Ultrahold.RTM"; Vinylpyrrolidone / vinyl acetate / itaconic acid copolymers, acrylic acid / Acrylamide copolymers or sodium salts thereof of the "Reten®" type; Etc.

The body cleansing compositions according to the invention may of course be all customary, in containing such agents used.

As such are, for example, complexing agents, dyes, preservatives, pH regulators, Viscosity regulators such as inorganic salts, unless they are already present in the surfactant Starting mixtures are included, fragrances, pearlescing agents, thickeners, moist preservatives, vegetable and animal oils, etc.

Suitable vegetable and animal oils as well as synthetic fatty acid esters, which include Waxes are, in particular, natural oils such as avocado oil, coconut oil, palm oil, sesame oil, Peanut oil, sperm oil, sunflower oil, almond oil, peach kernel oil, wheat germ oil, macadamia nut oil, evening primrose oil, jojoba oil, castor oil, or olive oil or soybean oil, lanolin and its Derivatives, as well as mineral oils such as paraffin oil and Vaseline.

Synthetic oils and waxes are, for example, silicone oils, polyethylene glycols, etc. Other suitable hydrophobic components are especially fatty alcohols, preferably those having about 8 to 22 carbon atoms in the molecule, such as myristyl, cetyl, stearyl alcohol, wax alcohols and fatty acid esters such as isopropyl myristate, palmitate, stearate and isostearate, oleyl oleate, isocetyl stearate, hexyl laurate, dibutyl adipate, dioctyl adipate, myristyl  myristate, oleyl erucate, polyethylene glycol and polyglyceryl fatty acid esters such as PEG-7-glyceryl cocoate, cetyl palmitate, etc.

These hydrophobic components are in the compositions of the invention preferably in a total amount of about 0.5 to about 10, in particular about 1 to 7.5, Above all, about 1.5 to 5 wt .-%, calculated on the total composition included.

A list of such additives can also be found in Schrader, l.c., p. 695 bis 722nd

Further preferred ingredients are benzyl alcohol, benzyloxyethanol, phenoxyethanol, Phenethyl alcohol, cinnamyl alcohol, 1-methoxypropanol (-2), 1-ethoxypropanol (-2), diethylene glycol monomethyl or ethyl ether, dipropylene glycol monomethyl or ethyl ether and / or urea, preferably in an amount of 0.1 to 15 wt .-%, especially about 0.5 to 7.5 wt .-% of the body cleanser according to the invention.

Finally, also known polysiloxanes as conditioning agents in the Be used according to the invention liquid shampoos. Whose more preferred Share is about between 0.5 and about 5, in particular 1 to 3 wt .-% of Total composition. Suitable are both volatile and semi-volatile cyclic or linear polysiloxanes, for example those under the trivial name "Dimethicone" or "Phenyldimethicone" and "Cyclomethicone" known silicone oils.

Also suitable, for example, are the silicone derivatives described in EP-A 398 177, which there in combination with alkyl polyglucosides in liquid detergent compositions be used.

According to a preferred embodiment of the invention, inventive Shampoos also contain dyes for direct or oxidative coloring of hair, so so-called tinting or dyeing shampoos.  

Tinting shampoos containing substantive dyes are particularly suitable.

It has been found that such shampoos containing the surfactant of the invention composition and in particular cationic substantive dyes, a particularly brilliant, shiny and stable hair coloring compared to known tinting give shampoos based on conventional surfactants or surfactant mixtures.

The pH of the shampoos according to the invention is in the usual range between about 5 and 8.5, for specialty products it can also be set below 5.

The viscosity is in the usual range between about 1000 and about 10,000 mPa.s at 20 ° C, preferably about 2000 to about 6000, especially 2500 to 5000 mPa.s at 20 ° C, measured according to Brookfield or Hoppler at a shear stress of 10 sec ^-1 . They can also be packaged as aerosol shampoos filled with appropriate propellants.

The following examples serve to illustrate the invention.  

example 1 Shampoo for normal hair

Wt .-% Sodium alkyl ether sulfate (~ 2.5EO) 10.0 cocoamphoacetate 3.0 C ₁₂ -C ₁₄ -alkylpolyglucoside (PD: ~ 1.5) 3.5 Polyquaternium-10 0.4 PEG-7 glyceryl cocoate 0.5 Compound of formula I * 1.0 citric acid ad pH 5.5 Perfume 0.4 preservative 0.3 water ad 100.0

R ¹

= R ²

= Oleyl; R ³

= CH ₃

; R ⁴

= (CH ₂

-CH ₂

-O) ₃

H; Y = CH ₃

SO ₄

,

A stable composition was obtained which foamed well during hair washing and excellent wet and dry combability, a hair with a full, soft feel and discreet shine resulted.

The replacement of the compound of the formula I by the same amount of cetrimonium chloride, a usual quaternary conditioning agent, resulted in an unstable, bad foaming product with almost no conditioning effect.  

Example 2 shampoo

Wt .-% Sodium lauryl ether sulfate 8.50 decyl glucoside 5.00 Dinatriumlaurylethoxy (5EO) sulfosuccinate 1.00 lauryl hydroxysultaine 1.50 Polyquaternium-6 0.40 Compound of formula I * 1.50 preservative 0.30 Perfume 0.40 water ad 100.00

R ¹

= R ²

= Stearyl; R ³

= CH ₃

; R ⁴

= -CH ₂

CH ₂

-OH; Y ^-

= CH ₃

SO ₄ ^-

The obtained shampoo was excellent in wet and dry combability Hair, good volume and full feel and achieve fullness and shine.  

Example 3

Wt .-% C ₁₂ -C ₁₄ fatty alcohol ether sulfate (~ 2.5E0) 10.0 C ₈ -C ₂₂ -alkyl glucoside (PD: ~ 1.5) 5.0 sodium lauroyl 2.0 cocoamidopropyl 3.2 Cationic Polymer (Polyquaternium-7) 0.6 sodium benzoate 0.3 sodium sorbate 0.3 Compound of formula I * 1.5 peach oil 0.1 Perfume 0.7 PEG-60 hydrogenated castor oil 0.5 Benzophenone-3 0.1 sodium chloride q.s. water ad 100.0

* R ¹

= R ²

= Oleyl; R ³

= CH ₃

; R ⁴

= (CH ₂

-CH ₂

-O) ₃

-H; Y ^-

= CH ₃

SO ₄ ^-

,

This shampoo was in the known half-page double blind trial with 10 subjects with compared to a shampoo containing no compound of formula I and, instead, 1.5 parts by weight a conventional quaternary ammonium compound.

The independent evaluation by two hairdressers showed a preference of 9: 1 in favor of the shampoos according to the invention with regard to the foam properties and the wet and Dry combability, suppleness and looseness of wet, washed hair and 8: 2 in favor of the shampoo according to the invention in terms of volume, Softness and bounce of dry hair.  

Example 4

Wt .-% sodium lauryl 5.0 Dinatriumlaurylethersulfosuccinat 3.5 Decyl glucoside (P.D .: ~ 1.4) 2.5 sodium lauroyl 3.0 cocoamidopropyl 3.0 Cationic Polymer (Polyquaternium-16) 0.2 Compound of formula I * 1.3 sodium benzoate 0.6 citric acid 0.5 Perfume 0.5 water ad 100.0

* R ¹

= R ²

= C ₁₈

H ₃₇

; R ³

= CH ₃

; R ⁴

= CH ₂

CH ₂

OH; Y ^-

= CH ₃

SO ₄ ^-

,

This shampoo was similar in properties to the shampoo of Example 3.  

Example 5 Anti dandruff shampoo

Wt .-% Sodium lauryl ether sulfate (~ 2.5EO) 10.5 Natriumlauroylsarkosinat 4.0 C ₁₂ -C ₁₄ alkyl glucoside (PD: ~ 1.5) 2.5 Kokosdimethylaminoxid 1.5 PEG-8 glyceryl oleate / cocoate 1.5 , sodium 2.5 Compound of formula I * 0.7 honey 1.5 preservative 0.5 Piroctone Olamine 0.3 citric acid 0.5 lactic acid 0.1 pyrrolidone 0.1 glycolic acid 0.1 malic acid 0.1 panthenol 0.3 Perfume 0.5 sodium chloride q.s. water ad 100.0

* R ¹

= R ³

= Oleyl; R ³

= CH ₃

; R ⁴

= (CH ₂

-CH ₂

-O) ₃

-H; Y ^-

= CH ₃

SO ₄ ^-

,

This anti-dandruff shampoo gives the hair additional shine, volume and Excellent wet and dry combability and shows excellent foam quality.

Claims (7)

An aqueous-based liquid body cleanser containing 5 to 50% by weight, calculated on the total composition, of a surfactant mixture comprising a combination of

• a) 2.5 to 25% by weight of at least one anionic surfactant,
• b) 2.5 to 25% by weight of at least one nonionic surfactant; and
• c) 0.25 to 15% by weight of at least one compound of the general formula (I)
  

wherein R ¹ and R ^{2 are} each an optionally hydroxy-substituted C ₈ -C ₂₂ -alkyl or alkenyl group, R ³ and R ^{4 are} a C ₁ -C ₃ -alkyl group or a group -CH ₂ -CH ₂ -O (EO) _x - , x is 0 to 5 and Y H ^- is an anion,
each calculated on the total composition. 2. Composition according to claim 1, comprising as component b) a C ₈ -C ₁₈ -Alkylpolyglucosid the general formula
RO- (R ¹ O) _n Z _x ,
wherein R is an alkyl group having 8 to 18 carbon atoms, R ^{1 is} an ethylene or propylene group, Z is a saccharide radical having 5 to 6 carbon atoms, n is a number from 0 to 10, and x is a number between 1 and 2.5. 3. Composition according to claim 1 or 2, additionally containing a zwitterionic and / or amphoteric surfactant.   4. Composition according to claim 3, containing 0.5 to 10 wt .-% of a zwitterionic and / or amphoteric surfactant, calculated on the total composition. 5. Composition according to one or more of claims 1 to 4, comprising a compound of formula (I) wherein R ¹ and R ^{2 are} each an oleyl radical, R ^{3 is} a methyl radical and R ^{4 is} a group - (CH ₂ -CH ₂ -O ) ₃ -H mean. 6. A composition according to any one of claims 1 to 4, comprising a compound of formula (I) wherein R ¹ and R ^{2 are} each a C ₁₂ -C ₁₈ alkyl radical, R ^{3 is} a methyl radical, and R ^{4 is} a group -CH ₂ - CH ₂ -OH mean. 7. shampoo according to one or more of claims 1 to 6, additionally containing From 0.001% to about 2.5% by weight, calculated on the total composition, of at least one direct hair dye.