Classifications

• • C—CHEMISTRY; METALLURGY
  • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
  • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
  • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
  • C11D1/66—Non-ionic compounds
  • C11D1/662—Carbohydrates or derivatives
• • C—CHEMISTRY; METALLURGY
  • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
  • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
  • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
  • C11D1/88—Ampholytes; Electroneutral compounds
  • C11D1/94—Mixtures with anionic, cationic or non-ionic compounds
• • C—CHEMISTRY; METALLURGY
  • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
  • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
  • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
  • C11D3/16—Organic compounds
  • C11D3/20—Organic compounds containing oxygen
  • C11D3/22—Carbohydrates or derivatives thereof
  • C11D3/222—Natural or synthetic polysaccharides, e.g. cellulose, starch, gum, alginic acid or cyclodextrin
  • C11D3/227—Natural or synthetic polysaccharides, e.g. cellulose, starch, gum, alginic acid or cyclodextrin with nitrogen-containing groups
• • C—CHEMISTRY; METALLURGY
  • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
  • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
  • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
  • C11D1/88—Ampholytes; Electroneutral compounds
  • C11D1/90—Betaines

Definitions

• the present application relates to the use of cationic biopolymers or their derivatives for improving the skin-friendliness of detergent mixtures, in particular dishwashing detergents.
• Detergent mixtures are known from WO 99/03959 A1 which contain so-called ester quats, chitosan or its derivatives and protein hydrolysis next to one another.
• ester quats so-called ester quats
• chitosan or its derivatives protein hydrolysis next to one another.
• the effect of chitosan in the ternary mixture is not disclosed concretely.
• the present application in its first embodiment is the use of chitosan and / or chitosan derivatives for improving the skin compatibility of detergent mixtures.
• the skin compatibility in the sense of the present teaching is by means of of a patch test. In the process, 20 people plaster with the test substances (FineChambers ®) are glued to their backs and left there for 24 h. A highly dilute aqueous solution of the respective test formulation is tested (eg concentrations between 1 and 2% by weight of active substance). After removal of the patches, the skin of the subjects is visually inspected after 6, 24, 48 and 78 h, respectively. The symptoms skin redness, edema formation, exfoliation and cracking are observed.
• Chitosans are biopolymers known per se and are counted among the group of hydrocolloids. Chemically, they are partially deacetylated chitins of different molecular weight containing the following - idealized - monomer unit: Unlike most hydrocolloids, which are negatively charged at biological pH levels, chitosans are cationic biopolymers under these conditions. The positively charged chitosans can interact with oppositely charged surfaces and are therefore used in cosmetic hair and body care products as well as pharmaceuticals Preparations used. For the production of chitosans is based on chitin, preferably the shell remains of crustaceans, which are available as cheap raw materials in large quantities.
• the chitin is used in a process first described by Hackmann et al. has been described, usually initially deproteinized by the addition of bases, demineralized by the addition of mineral acids and finally deacetylated by the addition of strong bases, wherein the molecular weights may be distributed over a broad spectrum.
• the average molecular weight is preferably in the range of 100 to 5,000,000 g / mol, and more preferably in the range of 800,000 to 1,200,000 g / mol.
• the chitosans or their derivatives have molecular weights in the range of 50,000 to 1,200,000 g / mol.
• Such chitosans preferably have a Brookfield viscosity (1% by weight in glycolic acid) below 5000 mPas, a degree of deacetylation 100%, in particular up to 99% and in particular in the range of 80 to 88% and preferably an ash content of less than 0.3 wt .-%.
• anionic or nonionically derivatized chitosans such as, for example, carboxylation, succinylation or alkoxylation products, are also suitable for the purposes of the invention, with chitosan being preferred over its derivatives.
• chitosans or chitosan derivatives whose molecular weight is greater than 50,000 g / mol and in particular greater than 100,000 g / mol.
• the range of 50,000 to 1,000,000 g / mol and furthermore the ranges of 50,000 to 300,000 are preferred.
• chitosans with molecular weights of 500,000 to 5,000,000 g / mol and of 300,000 to 2,000,000 g / mol are particularly preferably used.
• anionic or nonionically derivatized chitosans such as, for example, carboxylation, succinylation or alkoxylation products, are also suitable for the purposes of the invention.
• Chitosan itself can be in the form of a solid powder or, preferably, in the sense of the present invention, as an aqueous solution.
• These solutions advantageously contain 0.01 to 5 wt .-% (active substance) of chitosan or the chitosan derivative.
• Such aqueous solutions may still contain organic and / or inorganic acids in order to adjust an acidic pH of advantageously ⁇ 7, in particular from 6.5 to 4.
• the concomitant use of other ingredients is possible and preferred.
• the surfactants play a special role, and both nonionic, cationic and / or amphoteric surfactants can be used.
• Particularly preferred are anionic surfactant-free preparations, since the chitosans can react with the anionic functionalities.
• the present technical teaching also encompasses those preparations in which chitosan derivatives and anionic surfactants are formulated together.
• the agents are free from what are known as esterquats:
• esterquats generally denotes quaternized fatty acid triethanolamine ester salts Understood.
• R 1 CO for an acyl radical having 6 to 22 carbon atoms
• R 2 and R 3 are independently hydrogen or R 1 CO
• R 4 is an alkyl radical having 1 to 4 carbon atoms or a (CH 2 CH 2 O) q H Group
• m, n and p in total are 0 or numbers from 1 to 12
• q is numbers from 1 to 12
• X is halide, alkyl sulfate or alkyl phosphate.
• R 1 CO for an acyl radical having 6 to 22 carbon atoms
• R 2 is hydrogen or R 1 CO
• R 4 and R 5 are independently alkyl radicals having 1 to 4 carbon atoms, m and n in total for 0 or numbers from 1 to 12 and X is halide, alkyl sulfate or alkyl phosphate.
• R 1 CO for an acyl radical having 6 to 22 carbon atoms R 2 is hydrogen or R 1 CO
• R 4 , R 6 and R 7 are independently alkyl radicals having 1 to 4 carbon atoms, m and n in total for 0 or numbers from 1 to 12 and X for halide, alkyl sulfate or alkyl phosphate stands.
• the aqueous compositions of the invention contain nonionic surfactants, preferably of the alkyl (oligo) glycoside (APG) type.
• nonionic surfactants preferably of the alkyl (oligo) glycoside (APG) type.
• APG alkyl glycoside
• Such compounds follow the formula (IV), R 8 O- [G] p (IV) where R 8 is an alkyl and / or alkenyl radical having 4 to 22 carbon atoms, G is a sugar radical having 5 or 6 carbon atoms and p is a number from 1 to 10. They can be obtained by the relevant methods of preparative organic chemistry.
• the alkyl and / or alkenyl oligoglycosides can be derived from aldoses or ketoses having 5 or 6 carbon atoms, preferably glucose.
• the preferred alkyl and / or alkenyl oligoglycosides are thus alkyl and / or alkenyl oligoglucosides.
• alkyl and / or alkenyl oligoglycosides having an average degree of oligomerization p of from 1.1 to 3.0. From an application point of view, those alkyl and / or alkenyl oligoglycosides whose degree of oligomerization is less than 1.7 and in particular between 1.2 and 1.4 are preferred.
• the alkyl or alkenyl radical R 8 can be derived from primary alcohols having 4 to 11, preferably 8 to 10 carbon atoms.
• Typical examples are butanol, caproic alcohol, caprylic alcohol, capric alcohol and undecyl alcohol and technical mixtures thereof, as obtained, for example, in the hydrogenation of technical fatty acid methyl esters or in the hydrogenation of aldehydes from Roelen's oxo synthesis.
• the alkyl or alkenyl radical R 8 can also be derived from primary alcohols having 12 to 22, preferably Derive 12 to 14 carbon atoms. Typical examples are lauryl alcohol, myristyl alcohol, cetyl alcohol, palmoleyl alcohol, stearyl alcohol, isostearyl alcohol, oleyl alcohol, elaidyl alcohol, petroselinyl alcohol, arachyl alcohol, gadoleyl alcohol, behenyl alcohol, erucyl alcohol, brassidyl alcohol, and technical mixtures thereof which can be obtained as described above. Alkyl oligoglucosides based on hydrogenated C12 / 14 cocoyl alcohol with a DP of 1 to 3
• nonionic surfactants are fatty alcohols, fatty alcohol alkoxylates, in particular the ethoxylates, hydroxylated derivatives of the fatty alcohols, alkoxylated, preferably ethoxylated carboxylic acid and polyethylene glycols and derivatives thereof. Mixtures of these surfactants are possible.
• Betaines are known surfactants which are predominantly produced by carboxyalkylation, preferably carboxymethylation of aminic compounds.
• the starting materials are condensed with halocarboxylic acids or their salts, in particular with sodium chloroacetate, wherein one mole of salt is formed per mole of betaine.
• unsaturated carboxylic acids such as acrylic acid is possible.
• suitable betaines are the carboxyalkylation products of secondary and especially tertiary amines.
• Typical examples are the carboxymethylation products of hexylmethylamine, hexyldimethylamine, octyldimethylamine, decyldimethylamine, dodecylmethylamine, dodecyldimethylamine, dodecylethylmethylamine, C12 / 14 cocoalkyldimethylamine, myristyldimethylamine, cetyldimethylamine, stearyldimethylamine, stearylethylmethylamine, oleyldimethylamine , C16 / 18-Talgalkyldimethylamin and their technical mixtures. Furthermore, carboxyalkylation of amidoamines come into consideration.
• Typical examples are reaction products of fatty acids having 6 to 22 carbon atoms, namely caproic, caprylic, capric, lauric, myristic, palmitic, palmitic, stearic, isostearic, oleic, elaidic, petroselic, linoleic, linolenic, elaeostearic, arachidic, gadoleic, behenic and erucic acids and their technical mixtures, with N, N-dimethylaminoethylamine, N, N-dimethylaminopropylamine, N, N-diethylaminoethylamine and N, N-diethylaminopropylamine, which are condensed with sodium chloroacetate.
• the use of a condensation product of C8 / 18 coconut fatty acid N, N-dimethylaminopropylamide with sodium chloroacetate is preferred.
• imidazolines are also known substances which can be obtained, for example, by cyclizing condensation of 1 or 2 moles of fatty acid with polyhydric amines, such as, for example, aminoethylethanolamine (AEEA) or diethylenetriamine.
• AEEA aminoethylethanolamine
• the corresponding carboxyalkylation products are mixtures of different open-chain betaines.
• condensation products of the abovementioned fatty acids with AEEA preferably imidazolines based on lauric acid or again C12 / 14 coconut fatty acid, which are subsequently betainized with sodium chloroacetate.
• the aqueous agents of the invention may also preferably contain anionic surfactants. Suitable examples are alkylbenzenesulfonates, alkyl sulfonates and alkyl ether sulfates. Alkylbenzenesulfonates preferably follow the formula R'-Ph-SO 3 X, in which R 'is a branched, but preferably linear, alkyl radical having 10 to 18 carbon atoms, Ph is a phenyl radical and X is X is an alkali and / or alkaline earth metal, ammonium , Alkylammonium, alkanolammonium or glucammonium.
• dodecylbenzenesulfonates tetradecylbenzenesulfonates, Hexadecylbentolsulfonate and their technical mixtures are used in the form of sodium salts.
• Alkyl and / or alkenyl sulfates which are also frequently referred to as fatty alcohol sulfates, are to be understood as the sulfation products of primary alcohols which have the formula R "O-SO 3 X in the R for a linear or branched, aliphatic alkyl and / or alkenyl radical with 6 to 22, preferably 12 to 18, carbon atoms and X represents an alkali and / or alkaline earth metal, ammonium, alkylammonium, alkanolammonium or glucammonium
• Typical examples of alkyl sulphates which can be used in accordance with the invention are the sulphation products of caproic alcohol, Caprylic alcohol, capric alcohol, 2-ethylhexyl alcohol, lauryl alcohol, myristyl alcohol, cetyl alcohol, palmoleyl alcohol, stearyl alcohol, isostearyl alcohol, oleyl alcohol, elaidyl alcohol, petroselin
• the sulfation products may preferably be used in the form of their alkali salts and in particular their sodium salts. Particular preference is given to alkyl sulfates based on C16 / 18 tallow fatty alcohols or vegetable fatty alcohols of comparable C chain distribution in the form of their sodium salts.
• alkyl ether sulfates are known anionic surfactants which are industrially produced by SO 3 or chlorosulfonic acid (CSA) sulfation of fatty alcohol or oxoalcohol polyglycol ethers and subsequent neutralization.
• SO 3 sulfur dioxide
• CSA chlorosulfonic acid
• ether sulfates are those which follow the formula R "'O- (CH 2 CH 2 O), in the R"' for a linear or branched alkyl and / or alkenyl radical having 6 to 22 carbon atoms, n is Numbers from 1 to 10 and X represents an alkali and / or alkaline earth metal, ammonium, alkylammonium, alkanolammonium or glucammonium.
• Typical examples are the sulfates of addition products of an average of 1 to 10 and especially 2 to 5 moles of ethylene oxide to caproic alcohol, caprylic alcohol, 2-ethylhexyl alcohol, capric alcohol, lauryl alcohol, isotridecyl alcohol, myristyl alcohol, cetyl alcohol, palmoleyl alcohol, stearyl alcohol, isostearyl alcohol, oleyl alcohol, elaidyl alcohol, petroselinyl alcohol, Arachyl alcohol, gadoleyl alcohol, behenyl alcohol, erucyl alcohol and brassidyl alcohol and their technical mixtures in the form of their sodium and / or magnesium salts.
• the ether sulfates may have both a conventional and a narrow homolog distribution. Particularly preferred is the use of ether sulfates based on adducts of on average 2 to 3 moles of ethylene oxide to technical C12 / 14 or C12 / 18 coconut fatty alcohol fractions in the form of their sodium and / or magnesium salts.
• chitosans with monoglycerol ether sulfates and fatty acid condensation products in the sense of US 6,013,616 is excluded from the protection.
• the aqueous agents preferably have a neutral, but in particular an acidic pH. Typical values are between 4.0 and 7.0. Preferably, the pH is adjusted to 5.0 to 6.5.
• aqueous compositions according to the invention containing chitosan and other suitable ingredients according to the above description can advantageously be used as so-called "protective fluid".
• the idea behind this is that the user first brings his skin into contact with the "protective fluid” before dishwashing, wherein the chitosan or its derivatives produces a protective film on the skin, and then the user uses the dishwashing detergent or the skin in such a way protected can bring the aqueous dishwashing liquor into contact.
• Such “protective fluids” contain the chitosan or its derivatives preferably in amounts of 0.01 to 5 wt .-%, preferably from 0.05 to 2.5 wt .-% and in particular from 0.1 to 2.5 wt .-%, based on the total funds.
• ethanol is used, for example, in amounts of between 1 and 45% by weight, typical values being from 5 to 35% by weight and preferably from 5 to 8% by weight.
• the aqueous compositions may also contain other film-forming compounds, such as acrylic acid copolymers, cellulose derivatives, vinylpyrrolidone-vinyl acetate copolymers in varying proportions, polymers based on vinylpyrrolidone-vinyl acetate and vinyl propionate, polyethylene oxide resins, polyvinyl acetate, polyvinyl alcohol and protein hydrolysates.
• Film-forming agents based on natural resins are discolored shellac, sandarak resin, benzo resins and rosin. Products based on semisynthesis (condensation products of rosin and acrylic acid) are also suitable.
• aqueous compositions Under film formers are understood substances of different composition, each dissolved or sprayed in a solvent (water, ethanol or other) on skin or hair and form after evaporation of the solvent films that take over protective or sealing tasks and support functions can.
• additional film formers may be present in amounts of from 1 to 35% by weight, preferably in amounts of from 1 to 25% by weight and in particular from 1 to 10% by weight.
• Protein hydrolysates are degradation products of animal or vegetable proteins, for example collagen, elastin or keratin and preferably almond and potato protein, and in particular silk, wheat, rice and soy protein, which are cleaved by acid, alkaline and / or enzymatic hydrolysis and thereafter average molecular weight in the range of 100 to 500,000 and preferably 100 to 50,000. Further preferred ranges are at molecular weights of 500 to 5000 and in particular in the range of 600 to 4000.
• protein hydrolyzates in the absence of a hydrophobic group are not surfactants in the classical sense, they are often used for the formulation of surfactants because of their dispersing properties.
• aqueous compositions may also contain other, cosmetically acceptable waxes and polymers, vitamins, herbal active ingredients such as AloeVera, but also UV filters, preservatives, perfume oils and fragrances, bodying agents, solubilizers, thickeners, hydrotropes, emulsifiers, pearlescing agents and dyes. It may also contain cosmetic or pharmaceutical agents.
• these other ingredients can be incorporated in the form of liposomes or sponges, the so-called "sponges" in the formulations.
• a typical recipe for such agents contains from 0.01 to max. 5% by weight of chitosan or its derivatives, 1 to 5% by weight of amphoteric surfactants and 1 to 5% by weight of nonionic and / or cationic surfactants and 0.01 to 2% by weight of preservatives.
• the pH is preferably adjusted in the range of 4 to 8.
• the remainder to 100% by weight is water, with demineralized water being particularly preferred in all cases. If a foaming nonionic surfactant is used, these framework formulations are suitable for the production of protective foams for the skin within the meaning of the present technical teaching.
• compositions have a composition analogous to the "protective fluids" described above, but they still contain a foaming surfactant, with the already mentioned above Alkyloligoglykosid compounds and / or cationic surfactants are preferred.
• protective liquid As a protective liquid or "protective fluid”, the following general formula is suitable: 0.1 to 5 wt .-% chitosan or chitosan derivatives, 0.1 to 5 wt .-% a skin-care active ingredient or active ingredient mixtures (eg protein hydrolysates) and 7 to 30 Wt .-% ethanol. The remainder to 100 wt% is again (preferably demineralized) water. The quantities are based on the active substance.
• Another object of the present invention relates to a method for gentle manual dishwashing, wherein the skin of the hands is first brought into contact with a chitosan-containing preparation and then the dishes are cleaned manually in a conventional manner with a dishwashing detergent.
• the present teaching also includes the idea of incorporating chitosan or its derivatives into known and customary formulations of dishwashing detergents. Typically included these 10 to 30 wt .-% of anionic surfactants, 1 to 10 wt .-% amphoteric surfactants and 0 to 10 wt .-% of nonionic and / or cationic surfactants.
• the chitosan derivatives can preferably also be used in dishwashing detergents which contain anionic surfactants.
• aqueous agents were prepared (Table 1) - all data in wt .-% of active substance: 1 2 3 4 5 6 Chitosan 1) 0.75 0.75 0.75 0.75 0.75 0.5 Wheat protein hydrolyzate 2) 1 1 N, N-dimethyl-N- (cocamidopropyl) ammoniumacetobetain 1.5 1.5 1.2 C 8-10 alkyl polyglucoside 1.2 0.6 C8-16-alkyl-1,4-glucoside 2.5 preservative 0.1 0.1 0.1 0.1 0.1 ethanol 20 water rest rest rest rest rest 1) Hydagen® HCMS-LA (from Cognis, 50,000 to 1,000,000 g / mol, degree of deacetylation at least 80%). 2) Gluadin® W 40 (Cognis)
• the agents 1 to 5 can be used in foam form, as so-called "protection mousse".
• Recipe 6 represents a liquid agent which is e.g. before manual dishwashing is applied to the skin.

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• 2005
  • 2005-03-22 DE DE102005013132A patent/DE102005013132A1/de not_active Withdrawn
  • 2005-11-03 EP EP05023929A patent/EP1657296A1/fr not_active Withdrawn
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• 2009
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