Classifications

• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
  • A61Q5/00—Preparations for care of the hair
  • A61Q5/02—Preparations for cleaning the hair
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
  • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
  • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
  • A61K8/36—Carboxylic acids; Salts or anhydrides thereof
  • A61K8/365—Hydroxycarboxylic acids; Ketocarboxylic acids
• • 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
  • C11D3/2075—Carboxylic acids-salts thereof

Definitions

• the instant invention is directed to novel surfactant and shampoo compositions.
• the instant invention is directed to surfactant and shampoo compositions which contain keto acid.
• shampoos and surfactant compositions there are numerous types of shampoos and surfactant compositions on the market at present. Many of these compositions are based on soaps although there are numerous compositions which contain synthetic detergent preparations. Such detergent preparations contain primarily organic sulfates and sulfonates. These detergent compositions are favored by many consumers because they do an extremely thorough cleaning job and further do not leave dulling lime soaps on the hair when hard water is employed.
• the synthetic detergents are better cleaners in that they effectively remove excess oils from the hair. Furthermore, the hair is more easily washed with said detergents than with soap because the use of soap requires that it be removed as thoroughly as possible from the hair by asubsequent prolonged rinsing treatment with water, which may leave behind an undesirable degree of alkalinity on the scalp.
• a particular ingredient which will impart to the shampoo one or perhaps several of the requisite properties in an outstanding manner will adversely affect one or more of the remaining properties.
• soapbased shampoos in soft water, have excellent cleaning, lathering and hair conditioning properties; however, any hardness in water adversely affects the lathering characteristics and leaves the well known undesirable hard water soap curd.
• Sequestering and curd dispersing additives have improved soap shampoos to some extent but the majority of successful shampoos are based on those non-soap synthetic detergents which lather and clean well in hard or soft water.
• Such non-soap detergents however, have the shortcoming of cleaning so well that the natural oil of the hair, which naturally conditions the hair, is removed leaving it harsh and unmanageable.
• shampoo preparation is designed to preserve much of the natural oil in the hair, the criticism can be voiced that it does an incomplete cleaning job.
• Some shampoos attempt to solve this problem by using a highly effective detergent with a hair conditioning agent which serves as a replacement for the oil removed from the hair.
• hair condioning agents are polyglycols, fatty acid esters of glycols, natural or synthetic waxes, and lanolin derivatives.
• Use of formulations containing excessive amounts of hair conditioning agents of the oily type may cause the hair to have an unpleasant oily appearance and feel.
• Formulations containing certain hair conditioning agents suffer from the additional difficulty that the oily material inhibits sudsing of the shampoo. Most people have come to expect copious lather from their shampoo and are dissatisfied if it is not formed.
• keto acid be generic to encompass not only ketone acids but aldehyde acids as well, i.e., acids containing an oxo-carbonylic group.
• keto acids employed is connection with the instant invention have the general formula:
• keto acids are all well known in the art and may be prepared in a known manner. Suitable keto acids include, but are not limited to, the following:
• fatty imidazolines such as l-coco-5-hydroxyethyl- S-carboxymethyl imidazoline known as Miranol CM
• other similar products made by reacting monocarboxylic fatty acids having chain lengths of to 24 carbon atoms with diethylene triamine and with monohalo monocarboxylic fatty acids having from 2 to 6 carbon atoms
• the fatty beta-alanines such as dodecyl beta-alanine sold under the name dodecyl Deriphat
• betaines such as N- dodecyl-N,N-dimethylaminoacetic acid sold under the name Quatronyx, etc. Mixtures of any two or more of the foregoing may be employed.
• nonionic surface active agents In addition to' ampholytic detergents one may also employ nonionic surface active agents or mixtures thereof.
• useful nonionic surface active agents are the the ethylene oxide ethers of alkyl phenols such as nonylphenol polyoxyethylene ether, the ethylene oxide ethers of fatty alcohols.
• tridecyl alcohol polyoxyethylene ether such as tridecyl alcohol polyoxyethylene ether, the ethylene oxide ethers of alkyl mercaptans such as dodecyl mercaptan polyoxyethylene thioether, the ethylene oxide esters of the fatty acids such as lauric ester of polyethylene glycol and lauric ester of methoxy polyethylene glycol, the ethylene oxide ethers of fatty acid amides, the condensation products of ethylene oxide with partial fatty acid esters of sorbitol. such as the lauric ester of sorbitan polyethylene glycol ether, and other similar materials.
• cationic surface active agents including distearyl dimethyl ammonium chloride, stearyl dimethylbenzyl ammonium chloride, coco dimethylbenzyl ammonium chloride, dicocodimethyl ammonium chloride, cetylpyridinium chloride, cetyltrimethyl ammonium bromide, the stearyl amine salts that are soluble in water such as stearyl amine acetate and stearyl amine hydrochloride, stearyl dimethylamine hydrochloride, distearyl amine hydrochloride, octyl phenoxyethoxyethyl dimethylbenzyl ammonium chloride, decyl pyridinium bromide, the pyridinium chloride derivative of the acetylaminoethyl esters of lauric acid, lauryl trimethyl ammonium chloride, decylamine acetate, lauryl dimethylbenzyl ammonium chlor
• anionic surface active agents such as and including but not limited to the alkyl sulfates such as sodium lauryl sulfate, the fatty taurides such as cocomethyl tauride and tallow methyl tauride, the sulfated monoglycerides, the sulfonated monoglycerides, the alkyl aryl sulfonates, lauryl hydroxy ether lauryl propionate, coconut acid ester of sodium isethionate, dioctyl ester of sodium sulfosuccinic acid, N- octa decyl tetrasodium l,2-dicarboxyl ethyl sulfosuccinate),,.ammonium salt of sulfate ester of an alkyl phenoxy polyoxyethylene ethanol, sodium salt of lauryl polyoxyethylene sulfate, sodium salt of tridecyLether polyoxyethylene sulfate, fatty acid amid
• the instant shampoo compositions also include a solvent such as water, alcohol, isopropanol, glycerine, and the like.
• a solvent such as water, alcohol, isopropanol, glycerine, and the like.
• any of the conventional additives such as preservatives, dyes, pearling agents, perfumes, thickeners, opacifiers andthe like may be included in accordance with conventional compounding practice.
• Fur thermore one may also include UV absorbers, thickeners, formaldehyde and conditioners as are conventionally employed in shampoo compositions.
• compositions of the instant invention may employ in connection with the compositions of the instant invention from about 5 to about 40 percent detergent ingredient.
• the keto acids from aboutO.5 percent to about 10 percent by weight is employedin connection with the compositions.
• keto acids are employed in connection with acidic systems, i.e., surfactant compositions having a pH of from about 3 to about 7, whereupon, in addition to the above aspects, the keto acids also serve to increase the solubility of the detergent systems.
• a surfactant composition was prepared according to the following formulation:
• Triethanolamine lauryl sulfate Alcohol 5.5% Lauryl myristic diethanolamide 5% Phosphoric acid 10% Water
• the pH of the above system was adjusted with sodium hydroxide to a pH of 5.5. 3 grams of the product was mixed with 50 grams of tap water in a 500 milliliter graduated cylinder. The cylinder was stoppered and inverted times and the amount of foam was read in cc's. As a result of this experiment, it was found that the sample had 250 ccs of foam.
• EXAMPLE 2 EXAMPLE 3 The procedure of Example 1 was repeated with the composition of Example 1 with the exception that distilled water was employed instead of tap water. As a result of the experiment the sample was found to produce 225 ccs of foam.
• Example 4 The procedure of Example 2 was repeated with the exception that distilled water was employed instead of tap water. As a result of the experiment the sample was found to produce 275 ccs of foam.
• Example 1 Triethanolamine lauryl sulfate l9% Alcohol 5.5% UV absorber 0.4% Methyl cellulose 0.9% Lauryl myristic diethanolamide 5% Water to l00% The procedure of Example 1 was repeated and as a result the composition was found to produce 325 cos of foam.
• Example 6 The composition of Example 5 was prepared with the exception that 5 percent acetoacetic ethylate was added thereto. As a result of the procedure of Example 5 the composition was found to produce 350 ccs of foam.
• Example 7 The composition of Example 2 was prepared, with the exception that in lieu of 7.3 percent levulinic acid, 9% glyoxylic acid was employed. The procedure of Example 2 was repeated and the sample was found to produce 425 ccs of foam.
• Example 8 The procedure of Example 4 was repeated, with the exception that 5 percent glyoxylic acid was employed instead of 7.3 percent levulinic acid. As a result of the experiment, the sample was found to produce 240 ccs of foam.
• Example 9 The procedure of Example 6 was repeated, with the exception that 2 percent pyruvic acid was employed in lieu of 5 percent acetoethylate. As a result of the experiment, the composition was found to produce 340 ccs of foam.
• a detergent composition consisting essentially of from about 50 to about 94.5 percent water, from about 5 to about 40 percent detergent selected from the group consisting of ampholytic, nonionic, cationic and anionic surfactants and mixtures thereof and from about 0.5 to 10 percent of a keto acid of the formula wherein R is hydrogen or an alkyl group having from 1 to about 20 carbon atoms and n is O to 3.
• keto acid is chosen from the group consisting of levulinic acid, glyoxylic acid and pyruvic acid and mixtures thereof.
• composition of claim 1 wherein said composition has a pH of from about 3 to about 7.
• composition of claim 1 wherein the surfactant is diethanolamine lauryl sulfate.
• a detergent composition consisting essentially of from about 50 to 94.5 percent water, from about 5 to about 40 percent detergent selected from the group consisting of ampholytic, nonionic, cationic and anionic surfactants and mixtures thereof and from about 0.5 to 10 perce'nt of a keto acid of the formula wherein R is hydrogen or a methyl group and n is 0 to 3.
• composition of claim 5 wherein said keto acid is glyoxylic acid.
• composition of claim 5, wherein said keto acid is pyruvic acid.
• keto acid is levulinic acid.

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Cited By (8)

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Citations (6)

• 1970
  • 1970-06-18 FR FR707022562A patent/FR2046949B1/fr not_active Expired
• 1971
  • 1971-09-03 US US00177855A patent/US3793210A/en not_active Expired - Lifetime

Patent Citations (6)

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