GB2236321A - Detergent composition - Google Patents

Detergent composition Download PDF

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Publication number
GB2236321A
GB2236321A GB9019807A GB9019807A GB2236321A GB 2236321 A GB2236321 A GB 2236321A GB 9019807 A GB9019807 A GB 9019807A GB 9019807 A GB9019807 A GB 9019807A GB 2236321 A GB2236321 A GB 2236321A
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hair
detergent composition
surfactants
aaa aaa
skin
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GB9019807D0 (en
GB2236321B (en
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Taichi Watanabe
Keiichi Akimoto
Hajime Hirota
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Kao Corp
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Kao Corp
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    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/89Polysiloxanes
    • A61K8/891Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/42Amides
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/46Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
    • A61K8/466Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur containing sulfonic acid derivatives; Salts
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/006Antidandruff preparations
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/12Preparations containing hair conditioners
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/88Ampholytes; Electroneutral compounds
    • C11D1/94Mixtures with anionic, cationic or non-ionic compounds
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16Organic compounds
    • C11D3/37Polymers
    • C11D3/3703Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C11D3/373Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicones
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02Anionic compounds
    • C11D1/12Sulfonic acids or sulfuric acid esters; Salts thereof
    • C11D1/123Sulfonic acids or sulfuric acid esters; Salts thereof derived from carboxylic acids, e.g. sulfosuccinates

Abstract

A detergent composition comprising (A) one or more amidoamine amphoteric surfactants; (B) one or more sulfosuccinate surfactants; and (C) a non-volatile silicone having a viscosity of 5-15,000,000 cSt at 25 DEG C is disclosed. It possesses high lathering capability and excellent detergency, is only slightly irritatative to the skin and the eye, and provides excellent hair conditioning effects; e.g. easy hair-setting and combing through the hair after drying. The detergent composition is especially suitable for use as a shampoo and a light-duty detergent for fine fabrics.

Description

TITLE OF THE INVENTION DETERGENT COMPOSITION BACKGROUND OF THE INVENTION Field of the Invention: The present invention relates to a detergent composition comprising specific detergent surfactants and silicone having a specific viscosity, and, more particularly, to a detergent composition comprising an amidoamine amphoteric surfactant, a sulfosuccinate surfactant, and a non-volatile silicone. It possesses high lathering capability and excellent detergency, is only slightly irritatant to the skin and the eye, and provides excellent hair conditioning effects; e.g. easy hair-setting and combing through the hair after drying. The detergent composition is suitable for use as a shampoo, a light-duty detergent for fine fabrics such as wools, and the like.
Description of the Background Art: Anionic surfactants such as alkylsulfates, polyoxyethylenealkyl sulfates, alkylbenzene sulfonates, m- oleo in sulfonates, and the like have conventionally been used as surfactants for detergent compositions. All of them are, however, more or less irritant to the skin. Continued use of a detergent composition containing these surfactants results in chapped skin. On the other hand, amidoamine surfactants are known as excellently mild surfactants with low irritation to the skin and the eye, and thus have been used as a component for detergent compositions.
However, since amidoamine surfactants are inferior in the detergency, lathering capability, thickening effect, and conditioning effect, all of which are essential characteristics for a detergent composition, they can scarcely be used as a major surfactant for detergent compositions. Development of a detergent composition making the best use of the advantageous characteristics of amidoamine surfactants has been desired.
Sulfosuccinate surfactants are also known to be excellently mild to the skin. However, since sulfosuccinate surfactants have poor lathering capability and exhibit only an insufficient thickening effect, they are seldom used as a major surfactant component of detergent compositions and have been used merely as an auxiliary component. The use of such sulfosuccinate surfactant as a detergent component has been disclosed, for example, in Japanese Patent Publication No. 43,276/1981 which proposed a combined use of a sulfosuccinate surfactant with a conventional imidazoline amphoteric surfactant or alkylbetaine amphoteric surfactant and an N-acylamino acid salt-type anionic surfactant.
Japanese Patent Publication No. 43,479/1987 discloses a detergent composition using an ammonium sulfate of secondary alcohol ethoxylate in combination with a sufosuccinic acid half ester of secondary alcohol ethoxylate and alkylalkanolamides and/or alkylamine oxides. Furthermore, a number of patent applications have been laid-open which disclose detergent or shampoo compositions using a sulfosuccinate surfactant in combination with other detergent components; e.g. Japanese Patent Laid-open Nos.
38,395/1981, 82,895/1981, 82,897/1981, 82,898/1981, 159,897/1982, 102,996/1984, 146,864/1985, 140,514/1986, 109,897/1987, 127,396/1987, 148,599/1987, 164,797/1987, 260,893/1987, and 161,098/1988.
Although these patent applications disclose that compounds of the type used in the present invention are usable as components for detergent compositions, they do not teach nor suggest a detergent composition which make the best use of the advantageous characteristics of a sulfosuccinate surfactant, while satisfying various characteristics such as good lathering capability, excellent detergency, high thickening effect, as well as characteristics of providing a smooth pliable feeling and superb hair conditioning effect to the hair after washing.
Furthermore, Japanese Patent Laid-open No. 84,198/1987 discloses a liquid detergent composition prepared by using a monoester of sulfosuccinic acid in conjunction with a silicone derivative. Even though this patent specification claims that the detergent composition can be improved in the creaminess of lather and lather-lasting capability, the composition actually exhibits only an insufficient hair conditioning effect.
A detergent composition in which a cationic polymer is incorporated is known to exhibit an improved feeling upon use and a good conditioning effect after washing. However, an addition of such a cationic polymer to a detergent composition in an amount sufficient to exhibit a good conditioning effect and an improved feeling tends to impart a disagreeable sticky feeling while drying the hair and further entails the problem that a complex of the cationic polymer is solidified as it becomes dried, resulting in increased stiffness and hardness.
Shampoo compositions provided with a good conditioning effect by dispersing a hard silicone polymer into an anionic surfactant are disclosed in Japanese Patent Laid-open Nos.
210,022/1986, 13,012/1989, 13,013/1989, and so on. A problem in these shampoo compositions is irritation to the skin due to the anionic surfactant. Their continued use damages hair-setting due to accumulation of hard silicone polymers on the hair.
A desire has, therefore, existed for the development of a detergent composition making the best use of a low irritant surfactant, and yet possessing high lathering capability and excellent detergency, and giving excellent smoothness and pliability to the hair after washing and a superb hair conditioning effect without stickiness after drying.
In view of this situation, the present inventors have conducted extensive studies, and, as a result, found that a detergent composition comprising a specific type of amidoamine amphoteric surfactant, sulfosuccinate surfactant, and non-volatile silicone exhibited excellent detergency and lathering capability, while maintaining excellent characteristics inherent to amidoamine amphoteric surfactants and sulfosuccinate surfactants, e.g. low irritation to the skin and the eye mucosa. This finding has led to the completion of this invention.
SUMMARY OF THE INVENTION Accordingly, an object of the present invention is to provide a detergent composition comprising: (A) one or more amidoamine amphoteric surfactants; (B) one or more sulfosuccinate surfactants; and (C) a non-volatile silicone having a viscosity of 515,000,000 cSt at 250C.
Other objects, features and advantages of the invention will hereinafter become more readily apparent from the following description.
DETAILED DESCRIPTION OF THE INVENTION AND PREFERRED EMBODIMENTS Given as examples of amidoamine amphoteric surfactants are compounds represented by the following formulae (I) and (if):
wherein R1 and R3 independently represent a saturated or unsaturated hydrocarbon group having 7-19 carbon atoms, R2 and R4 independently represent a group -CH2COOM1, -CH2CH2COOMl, or
wherein M1 represents a hydrogen atom, alkali metal, or an alkanolamine, and R5 represents a hydrogen atom, a group -CH2COOM1, -CH2CH2COOM1, or
wherein M1 has the same meaning as defined above.
Specific examples of preferable compounds represented by formula (I) are N-lauroyl-N'-carboxymethyl-N'-(2 hydroxyethyl ) ethylenediamine, N-lauroyl-N' -carboxyethyl-N' - (2-hydroxyethyl)ethylenediamine, N-myristoyl-N' - carboxymethyl-N'-(2-hydroxyethyl)ethylenediamine, N-myristoyl-Nt-carboxyethyl-N'-(2-hydroxyethyl)- ethylenediamine, N-palmitoyl-N'-carboxymethyl-N'-(2 hydroxyethyl ) ethylenediamine, N-palmitoyl-N' - carboxyethyl N'-(2-hydroxyethyl)ethylenediamine, and the like, as well as their salts. Enumerated as specific examples of preferable compounds represented by formula (II) are N-lauroyl-N-(2 hydroxyethyl ) -N' -carboxymethyl-ethylenediamine, N-lauroyl-N-(2-hydroxyethyl)-N',Nt-bis(carboxymethyl)- ethylenediamine, N-lauroyl-N-(2-hydroxyethyl)-N',N'- bis(carboxyethyl)ethylenediamine, N-myristoyl-N-(2 hydroxyethyl) -N' -carboxymethyl-ethylenediamine, N-myristoyl-N-(2-hydroxyethyl)-N',N'-bis(carboxymethyl)ethylenediamine, N-myristoyl-N-(2- hydroxyethyl)-N',N'bis(carboxyethyl)ethylenediamine, N-palmitoyl-N-(2 hydroxyethyl ) -N' carboxymethyl-ethylenediamine, N-palmitoyl-N-(2-hydroxyethyl)-N',N'-bis(carboxymethyl)ethylenediamine, N-palmitoyl-N-(2-hydroxyethyl)-N',N'- bis(carboxyethyl)ethylenediamine, as well as their salts.
The salt may be a salt of an alkali metal, e.g. sodium; a salt of an alkaline earth metal, e.g. magnesium; a salt of alkanolamine, e.g. triethanolamine; or an ammonium salt.
Since these salts often contain inorganic salts as impurities, they are desalted to remove a part or all of the inorganic salts to the extent that a content of impurity inorganic salts is less than 1% by weight to produce purified organic salts.
A desalted amidoamine amphoteric surfactant may be adjusted by means of solvent extraction, electrodialysis, or the like methods. A particularly preferable amidoamine amphoteric surfactant is an ammonium or triethanolamine salt of secondary amidoamino acid of formula (Ia) shown below, in which the content of impurity inorganic salts is less than 18 by weight. By using such an ammonium or triethanolamine salt, a polymer which is soluble in water and insoluble in a concentrated inorganic solution, e.g. in a 2% sodium chloride solution, can easily be incorporated in a detergent composition in an amount of 0.05-108 by weight.
Here, the polymers which are soluble in water and insoluble in a concentrated inorganic solution are, for example, cationic polymers such as cationic cellulose, cationic starch, cationic natural gum, diallyl quaternary ammonium salt homopolymer, and the like, which can provide a conditioning effect to the skin, the hair, or fabrics; anionic polymers such as alginic acid, carboxymethyl cellulose, carboxyvinyl polymer, and the like, which can provide a thickening effect; and nonionic polymers such as hydroxyethyl cellulose, polyvinyl alcohol, polyvinyl pyrrolidone, polyethylene oxide, and the like, which can provide a thickening effect and an excellent feel to the hair and skin.
A process for the preparation of amidoamine amphoteric surfactants used in the present invention are described, for example, in Japanese Patent Laid-open No. 115,512/1985.
The amidoamine amphoteric surfactants can be used singly or as a mixture of one or more of them, and preferably incorporated in the detergent composition of the present invention in an amount of 1-45% by weight, and particularly preferably 5-30% by weight.
Given as examples of sulfosuccinate surfactants, which are component (B) of the present invention, are sulfosuccinates of higher alcohols or their ethoxylates,or sulfosuccinates derived from higher fatty acid amides represented by formula (III) or (IV):
wherein R6 represents a group
(wherein R7 represents a linear or branched alkyl or alkenyl group having 8-22 carbon atoms, R8 represents a hydrogen atom or a methyl group, Rg represents a linear or branched alkyl or alkenyl group having 7-21 carbon atoms, and m denotes a value of 0-20), and M2 represents a hydrogen atom or a cationic ion which can produce a water-soluble salt and is selected from alkali metals, alkaline earth metals, ammonium, and organic ammonium.
Of the compounds represented by formula (III) or (IV), typical sulfosuccinates of higher alcohol or its ethoxylate are disodium salt of sulfosuccinate of a secondary alcohol having 11 to 13 carbons [Softanol MES 3, 5, 7, 9, 12, manufactured by NIPPON SHOKUBAI KAGAKU KOGYO CO., LTD (each number denotes an average addition mol of ethylene oxide (EO))], di-sodium salt of sulfosuccinate of lauryl alcohol or lauryl alcohol ethoxylate (EO=3, 4, 6, 9, 12, Kohacool L-400, etc., manufactured by Toho Chemical Industries Co., Ltd.), di-sodium salt of sulfosuccinate of synthetic primary alcohol with a C12-15 carbon atom content or its ethoxylate (EO=2-12), di-sodium salt of sulfosuccinate of Guerbet alcohol with a C8-22 carbon atom content or its ethoxylate (EO=2-12), and the like.Given as examples of the sulfosuccinates derived from a higher fatty acid amide are di-sodium salt of sulfosuccinate of polyethylene glycol (EO=1, 2) amide laurate, di-sodium salt of sulfosuccinate of polyethylene glycol (EO=1, 2) oleate, di-sodium salt of sulfosuccinate of coconut oil fatty acid polyethylene glycol (EO=4), and the like. Among these, linear higher alcohol mono succinate with a Cll-13 carbon atom content is preferable in view of an agreeable feeling and lathering capability.
These sulfosuccinate surfactants can be used either singly or as a mixture of one or more of them, and preferably incorporated in the detergent composition of the present invention in an amount of 1 to 45% by weight, and particularly preferably 2 to 20% by weight.
The total amount of amidoamine amphoteric surfactants and sulfosuccinate surfactants to be incorporated into the detergent composition of the present invention is preferably 5 to 50% by weight, with 10 to 30% by weight being particularly preferable. The proportion of amidoamine amphoteric surfactants and sulfosuccinate type surfactants may be arbitrarily selected from the range of 1:9 to 9:1.
The range of 1:4 to 4:1 is particularly preferable.
Examples of non-volatile silicone derivatives, component (C) of the present invention, are those having a viscosity of 5-15,000,000 cSt at 250C, e.g.
dimethylpolysiloxane, methylphenylpolysiloxane. These silicone derivatives may be used either singly or as a mixture of two or more of them, and incorporated in the detergent composition of the present invention in an amount of 0.01-10% by weight, preferably 0.5-8% by weight, and particularly preferably 1-5% by weight. If the amount is less than 0.01% by weight, only an insufficient conditioning effect is obtained, while if the amount is greater than 10% by weight, lathering capability is impaired. A mixture of silicone derivatives having various viscosities can be used for the detergent composition of the present invention.
From the aspect of a better conditioning effect, silicone derivatives having a viscosity of 5,000-15,000,000 cSt, and particularly 1,000-15,000,000 cSt, singly or as a mixture, are preferable. Volatile silicone derivatives having a viscosity less than 5 cSt provides only an insufficient feeling upon use. Silicone derivatives having a viscosity greater than 15,000,000 cSt are difficult to handle because of the high viscosity. They may be accumulated on the hair during repeated use, resulting in an impaired hair-setting effect. The viscosity of these silicone derivatives are measured at 250C by means of a Bruckfield rotary viscometer according to Cosmetic Material Standard, Vol 2, General Experiment, Viscosity Measuring Method No. 2.
In addition to the above essential components, other components commonly used in detergent compositions may optionally be incorporated into the composition of this invention to the extent that the effects of the invention are not impaired. Given as examples of such optional components are lather increasing agents such as anionic surfactants, amphoteric surfactants, and nonionic surfactants; tactile improvers such as salts of higher fatty acid, alkylamine oxides, fatty acid alkanolamides, squalane, lanolin, cationic surfactants, and cationic polymers; humectants such as propylene glycol, glycerol, diethyleneglycol monoethyl ether, and sorbitol; viscosity modifiers such as methyl cellulose, carboxylvinyl polymer, hydroxyethyl cellulose, polyoxyethyleneglycol distearate, and ethanol; pearling agents; perfumes; coloring agents;UV ray absorbers; anti-oxidants; germicides such as trichlosan and trichlorocarbanilide; antiphlogistics such as potassium glytylphosphate, tochopheryl acetate; antidandruff agentssuch as zinc pyrition and octopirox; preservatives such as methyl paraben, butyl paraben; and the like.
Amphoteric surfactants which can be added as an optional components include carbobetaine-, amidobetaine-, sulfobetaine-, hydroxysulfobetaine-, and amidosulfobetaine amphoteric surfactants having an alkyl, alkenyl, or acyl group with 8-24 carbon atoms. Especially preferable are hydroxysulfobetaine amphoteric surfactants of the formula,
wherein R10 is a saturated or unsaturated hydrocarbon having 8-18 carbon atoms, R11 and R12 individually represent methyl or ethyl group. Specific examples of preferable hydroxysulfobetaines of the above formula are dimethylhydroxysulfobetaine, myristyldimethylhydroxysulfobetaine, palmityldimethylhydroxysulfobetaine, lauryldimethylhydroxysulfobetaine, ethyldimethylhydroxysulfobetaine, myristyldiethylhydroxysulfobetaine, palmityldiethylhydroxysulfobetaine, and the like.A preferable amount of these betaine-type amphoteric surfactants is 0.1-20% by weight, and especially 2-108 by weight.
Various cationic polymers can be given which are used as a tactile improver to be added as an optional component to the composition of the present invention. Typical examples are cationized cellulose derivatives, cationic starch, cationic guar-gums, copolymers of diallyl quaternary ammonium salt and acrylamide, quaternarized polyvinylpyrrolidone derivatives, polyglycol-polyamine condensates, and the like. Of these, cationized cellulose derivatives are particularly preferable.
Compounds of following formula (V) are given as examples of preferred cationized cellulose derivatives:
wherein A represents an anhydrous glucose unit residue, f denotes an integer of 50 to 20,000, and each R13 individually represents a group represented by the following formula (VI)::
wherein R' and R individually represent an alkylene group having 2 or 3 carbon atoms, g is an integer of 0 to 10, h is an integer of 0 to 3, i is an integer of 0 to 10, R"' represents an alkylene group or a hydroxyalkylene group each having 1 to 3 carbon atoms, R14, R15, and R16 may be the same or different and represent alkyl groups, aryl groups, aralkyl groups, each having not more than 10 carbon atoms, or may form a heterocycle together with the nitrogen atom, and X1 represents an anion, e.g. chlorine, bromine, iodine, sulfuric acid, sulfonic acid, methyl sulfonic acid, phosphoric acid, nitric acid, and the like.
A preferable range of the cation substitution degree in cationized cellulose is 0.01 to 1, i.e., in terms of the average value of h for anhydrous glucose 0.01 to 1, and preferably 0.02 to 0.5. The average of g plus i is 1 to 3.
A substitution degree of below 0.01 is not sufficient. The value not more than 1 is preferable from the aspect of the reaction yield, although the value above 1 can be acceptable. The molecular weight of the cationic cellulose used is between 100,000 and 3,000,000.
The compounds represented by the following formula (VII) are preferable cationic starches.
wherein B represents a starch residual group, R17 represents an alkylene group or a hydroxyalkylene group, R18, R191 and R20 may be the same or different and represent alkyl groups, aryl groups, aralkyl groups, each having not more than 10 carbon atoms, or may form a heterocycle together with the nitrogen atom, X2 represents an anion, e.g. chlorine, bromine, iodine, sulfuric acid, sulfonic acid, methyl sulfonic acid, phosphoric acid, nitric acid, and the like, and j is a positive integer.
A preferable range of the cation substitution degree of cationic starch is 0.01 to 1. Specifically, cationic starches having 0.01 to 1, preferably 0.02 to 0.5, cationic group per anhydrous glucose unit are desirable. A substitution degree of below 0.01 is not sufficient. The value not more than 1 is preferable from the aspect of the reaction yield, although the value above 1 can be acceptable.
Any guar-gum derivatives which are specified in CTFA as guar-hydroxypropyltrimonim chloride can be used for the purposes of the present invention. Examples are the products commercially available under the trade names of Jagual-C-13, Jagual-C-14-S, Jagual-C-15, and Jagual-C-17, (manufactured by Cellanease Stein-Hohl Co.).
The compounds represented by the following formula (VIII) or (IX) are preferable as a cationic diallyl quaternary ammonium salt/acryl amide copolymer.
wherein R21 and R22 may be the same or different and represent hydrogen atoms, alkyl groups having 1 to 18 carbon atoms, phenyl groups, aryl groups, hydroxyalkyl groups, amidealkyl groups, cyanoalkyl groups, alkoxyalkyl groups, or carboalkoxyalkyl groups, R23, R241 R25, and R26 may be the same or different and represent hydrogen atoms, lower alkyl groups having 1 to 3 carbon atoms, or phenyl groups, X4 represents an anion, e.g. chlorine, bromine, iodine, sulfuric acid, sulfonic acid, methyl sulfonic acid, nitric acid, and the like, p is an integer of 1 to 50, q is an integer of 1 to 50, and r is an integer of 150 to 8,000.
The molecular weight of a diallyl quaternary ammonium salt/acryl amide copolymer is in the range of 30,000 to 2,000,000, and preferably of 100,000 to 1,000,000.
Compounds represented by the following formula (X) are preferable as a quaternarized polyvinylpyrrolidone derivative.
wherein R27 represents a hydrogen atom or a lower alkyl group having 1 to 3 carbon atoms, R28, R29, and R30 may be the same or different and represent hydrogen atoms, alkyl groups having 1 to 4 carbon atoms, hydroxyalkyl groups, amidealkyl groups, cyanoalkyl groups, alkoxyalkyl groups, or carboalkoxyalkyl groups, Y represents an oxygen atom or the NH group of an amide bond, X5 represents an anion, e.g.
chlorine, bromine, iodine, sulfuric acid, sulfonic acid, alkyl sulfate of a C14 carbon atom content, phosphoric acid, nitric acid, and the like, u is an integer of 1 to 10, s and t are integers satisfying s + t = 20 to 8,000.
A molecular weight of a quaternarized polyvinylpyrrolidone derivative is between 10,000 and 2,000,000, with the particularly preferable range being between 50,000 and 1,500,000.
The content of the cationic nitrogen originating from cationic polymers in the above vinyl polymers is 0.004 to 0.2%, and preferably 0.01 to 0.15% of the vinyl polymers. A sufficient effect cannot be expected from the nitrogen atom content of less than 0.004%. On the other hand, the content of above 0.2% causes the vinyl polymer becoming colored and is disadvantageous in view of economy, even though a good performance can be obtained.
Compounds represented by the following formula are preferable as a polyglycol-polyamine condensate.
(R32O)a-O-R33-[NH-(CH2)b]c-R34-(R35O)d-O-R36-]ewherein R31, R33, R34, and R36 are individually a hydroxyalkylene group having 2-4 carbon atoms, R32 and R35 are individually an alkylene group having 2-3 carbon atoms, a and d are integers of 10-20, c is an integer of 2-4, b is an integer of 2-6, e is an integer of 1-50, and R37 is a linear or branched alkyl group having 6-12 carbon atoms.
A copolymer of adipic acid and dimethylaminohydroxyethylenetriamine (Cartarethine: trade name manufactured by Sandoth Co. of U.S.A.) can also be used.
Cationic polymers mentioned above may be used either singly or as a mixture of two or more of them, and incorporated in the detergent composition of the present invention in an amount of 0.01-5% by weight, preferably 0.05-2% by weight.
The detergent compositions of the present invention can be produced according to a conventional method and can be used as shampoos, light-duty detergents for fine fabrics, and the like. The detergent compositions of the present invention are particularly suitable for use as a shampoo.
The detergent compositions of the present invention impart low irritation to the skin and the eye and have excellent detergency. Insufficiencey in amidoamine amphoteric surfactants and sufosuccinate surfactants, e.g. a poor lathering capability, deficient tactile feeling, and insufficient conditioning effect, are greatly improved in the composition of the present invention. They can be used as detergent compositions requiring low irritation to the skin and membrana mucosa, such as a light-duty detergent for fine fabrics, e.g. wool, a shampoo composition for infants, a hair shampoo for frequent or every-day use, and a shampoo for the delicate, sensitive skin. The detergent compositions of the present invention can also be used as a shampoo for the hair which becomes difficult to comb due to perming treatments, a shampoo for unruly hair which is hard to set, or the like.
Other features of the invention will become apparent in the course of the following description of the exemplary embodiments which are given for illustration of the invention and are not intended to be limiting thereof.
EXAMPLES Hair-setting easiness, easiness of finger passage through the hair, lathering capability, and irritation to the skin are evaluated according to the following methods.
Hair-settins easiness and easiness of finger passage through the hair 1 gm of a shampoo composition was applied onto healthy Japanese woman's hair weighing 20 gm and 15 cm long. After the shampoo was lathered for one minute, the hair was rinsed with flowing water for 30 seconds, then dried with a towel, and further dried with a drier. The dried hair was organoleptically evaluated according to the following standard.
< Evaluation Standard > Hair-settinq easiness AAA: easy BBB: slightly easy CCC: hard Easiness of finger passage through the hair AAA: smooth BBB: slightly smooth CCC: passage of finger is hard < Lathering capability > 0.58 by weight of lanolin was added to a 1% aqueous detergent composition. The mixture was stirred at 400C for five minutes in a cylinder with a rotator (1,000 rpm).
Thirty (30) seconds after the stirring was completed, the state of the lather was evaluated according to the following standard.
< Evaluation Standard > AAA: abundant lather was produced BBB: lathering was pretty good CCC: lathering was insufficient DDD: little lather was produced Irritation to the skin The irritation to skin of detergent compositions was evaluated on the skin of a guinea pig after the skin was washed seven times with a 25% aqueous solution of the detergent.
< Evaluation Standard > AAA: not irritant or slightly irritant (Among 20 guinea pigs, erythema was observed on the skin of two or less of them) BBB: weakly irritant (Among 20 guinea pigs, erythema was observed on the skin of three or more but not more than ten of them) CCC: moderately and acutely irritant (Among 20 guinea pigs, erythema was observed on the skin of 11 or more of them) Example 1 The shampoo compositions having the formulation shown in Table 1 below were prepared. Lathering capability, hair-setting easiness, and easiness of finger passage through the hair of the compositions were evaluated. The results are shown in Table 1.
Table 1 % by weight Comparative Invention Composition Composition 1 2 3 1 2 3 4 5 6 7 8 Sodium-N-lauroyl-N'-carboxymethyl- 20 - 10 10 10 10 - 16 12 8 4 N'-(2-hydroxyethyl)ethylenediamine Sodium N-lauroyl-N-(2hydroxyethyl)- - - - - - - 10 - - - N',N'-bis(carboxyethyl)ethylenediamine Disodium laurylsulfosuccinate - - - 10 - - - - - - Disodium polyoxyethylene (4 EO) - 20 10 - 10 - 10 4 8 12 16 laurylsulfosuccinate Disodium polyoxyethylene (5 EO) - - - - - 10 - - - - lauroylethanolamide sulfosuccinate Dimethylpolysiloxane (100,000 cs) 1 1 - 1 1 1 1 1 1 1 1 Lauric acid diethanolamid 3 3 3 3 3 3 3 3 3 3 3 Water Balance Balance Evaluation Lathering capability CCC DDD AAA AAA AAA BBB AAA AAA AAA AAA BBB Hair-setting easiness AAA AAA CCC AAA AAA AAA AAA AAA AAA AAA AAA Finger passage AAA AAA CCC AAA AAA AAA AAA AAA AAA AAA AAA Example 2 The shampoo compositions having the formulation shown in Table 2 below were prepared. The irritation to the skin of the compositions were evaluated. The results are shown in Table 2.
Table 2 % by weight Comparative Invention Composition Composition 4 5 9 10 Triethanolamine N-lauroyl-N'- - - 10 carboxymethyl-N'-(2-hydroxyethyl) ethylenediamine Triethanolamine N-lauroyl-N- - - - 10 (2-hydroxyethyl)-N',N"-bis (carboxyethyl)ethylenediamine Disodium polyoxyethylene(5 E0) - - 10 10 laurylsulfosuccinate Triethanolamine polyoxyethylene (2.5 E0) 20 - laurylsulfate Ammonium laurylsulfate - 20 Dimethylpolysiloxane (1t000,000 cs) 1 1- 1 1 Water Balance -Balance- Evaluation Irritation to the skin BBB CCC AAA AAA Example 3 The shampoo compositions having the formulation shown in Table 3 below were prepared. Lathering capability, hair-setting easiness, and easiness of finger passage through the hair of the compositions were evaluated.The results are shown in Table 3.
Table 1 % by weight Comparative Invention Composition Composition 6 7 8 9 11 12 13 14 15 16 Triethanolamine N-lauroyl-N'- 10 10 10 10 10 10 10 10 10 10 carboxymethyl-N'-(2-hydroxyethyl) ethylenediamine Disodium polyoxyethylene (4 EO) 10 10 10 10 10 10 10 10 10 10 lauryl sulfosuccinate Dimethylpolysiloxane (1 cs) 1 - - - - - - - - Dimethylpolysiloxane (500 cs) - - - - 1 - - - - Dimethylpolysiloxane (5,000 cs) - - - - - 1 - - - Dimethylpolysiloxane (7,500,000 cs) - - 0.005 15 - - 1 - 0.5 5 Dimethylpolysiloxane (10,000,000 cs) - - - - - - - 1 - Dimethylpolysiloxane (20,000,000 cs) - 1 - - - - - - - Water Balance Balance Evaluation Lathering capability AAA AAA AAA CCC AAA AAA AAA AAA AAA AAA Hair-setting easiness CCC CCC CCC CCC AAA AAA AAA AAA AAA AAA Finger passage through the hair CCC AAA CCC AAA AAA AAA AAA AAA AAA AAA Example 4 < Shampoo > A shampoo composition shown below imparted excellently low irritation to the skin. The characteristics of lather, the detergency, and the sensation upon use of the composition were also excellent.
Wt% (1) Triethanoamine N-lauroyl-N'- 8 carboxymethyl-N'-(2-hydroxyethyl) ethylenediamine (2) Disodium polyoxyethylene(3 EO) 10 laurylsulfosuccinate (3) Lauric acid diethanolamide 3 (4) Lauric acid 1 (5) Dimethylpolysiloxane 2 (1,000,000 cs) (6) Cationic polymer *1 0.2 (7) Perfume slight amount (8) Water Balance *1 Polymer JR400 (manufactured by Union Carbide Corp.) Example 5 < Anti-dandruff shampoo > An anti-dandruff shampoo composition shown below imparted excellently low irritation to the skin. The anti-dandruff effect and sensation of the composition were also excellent.
Wt% (1) Triethanoamine N-lauroyl-N'- 9 carboxymethyl-N'-(2-hydroxyethyl) ethylenediamine (2) Disodium polyoxyethylene(5 EO) 6 laurylsulfosuccinate (3) Lauric acid diethanolamide 3 (4) Dimethylpolysiloxane 1 (100,000 cs) (5) Piroctone olamine 1 (Octopyrox) (6) Perfume, Pigment Appropriate amounts (7) Water Balance Obviously, numerous modifications and variations of the present invention are possible in light of the above teachings. It is therefore to be understood that within the scope of the appended claims, the invention may be practiced otherwise than as specifically described herein.

Claims (2)

WHAT IS CLAIMED IS:
1. A detergent composition comprising: (A) one or more amidoamine amphoteric surfactants; (B) one or more sulfosuccinate surfactants; and (C) a non-volatile silicone having a viscosity of 5-15,000,000 cSt at 250C.
2. A detergent composition as claimed in Claim 1 and substantially as described in the Examples.
GB9019807A 1989-09-29 1990-09-11 Detergent composition Expired - Fee Related GB2236321B (en)

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GB2236321A true GB2236321A (en) 1991-04-03
GB2236321B GB2236321B (en) 1992-10-21

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Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0555691A1 (en) * 1992-01-30 1993-08-18 Helene Curtis, Inc. Stable conditioning shampoo containing fatty acid
WO1994003152A2 (en) * 1992-08-07 1994-02-17 Unilever Plc Detergent composition
WO2006007925A1 (en) * 2004-07-20 2006-01-26 Unilever Plc Mild, moisturizing sulfosuccinate cleansing compositions
WO2010108756A3 (en) * 2009-03-27 2011-09-29 Evonik Goldschmidt Gmbh Aqueous hair and skin cleansing compositions

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4364837A (en) * 1981-09-08 1982-12-21 Lever Brothers Company Shampoo compositions comprising saccharides
GB8401875D0 (en) * 1984-01-25 1984-02-29 Procter & Gamble Liquid detergent compositions
JPS6284198A (en) * 1985-10-07 1987-04-17 ライオン株式会社 Liquid detergent composition
JP2558094B2 (en) * 1985-11-28 1996-11-27 花王株式会社 Hypoallergenic detergent composition

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0555691A1 (en) * 1992-01-30 1993-08-18 Helene Curtis, Inc. Stable conditioning shampoo containing fatty acid
US5360581A (en) * 1992-01-30 1994-11-01 Helene Curtis, Inc. Stable conditioning shampoo containing polyethyleneimine and a fatty acid
WO1994003152A2 (en) * 1992-08-07 1994-02-17 Unilever Plc Detergent composition
WO1994003152A3 (en) * 1992-08-07 1994-03-31 Unilever Plc Detergent composition
WO2006007925A1 (en) * 2004-07-20 2006-01-26 Unilever Plc Mild, moisturizing sulfosuccinate cleansing compositions
AU2005263384B2 (en) * 2004-07-20 2007-11-01 Unilever Plc Mild, moisturizing sulfosuccinate cleansing compositions
WO2010108756A3 (en) * 2009-03-27 2011-09-29 Evonik Goldschmidt Gmbh Aqueous hair and skin cleansing compositions
CN102365079A (en) * 2009-03-27 2012-02-29 赢创高施米特有限公司 Aqueous hair and skin cleansing compositions

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MY107131A (en) 1995-09-30
HK107593A (en) 1993-10-22
GB9019807D0 (en) 1990-10-24
GB2236321B (en) 1992-10-21
JPH03115498A (en) 1991-05-16

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