JP4515941B2 - Polymer composition for cosmetics - Google Patents

Description

  The present invention relates to a polymer composition for cosmetics containing a touch-improving polymer used for a detergent or cosmetic applied to hair and skin, and a detergent composition containing the same, and more specifically, a touch-improving polymer. The polymer composition for cosmetics in which the dispersibility and handling properties of the polymer for improving the feel to the surfactant aqueous solution mixed with a specific dispersion medium are mixed, and the composition is excellent in detergency and foaming power, and The present invention relates to a cleaning composition having a good feel and conditioning effect.

  Conventionally, various feel-improving agents have been used for cleaning agents or cosmetics for the body or hair, whether they are washed away or remain on the skin / hair as they are. In particular, cationic polymer compounds (cationic group-containing copolymers) are widely applied in consideration of the persistence of the feel-improving agent on the skin / hair surface and the interaction with the surfactant (for example, Patent Document 1). However, cationic polymer compounds are generally highly hygroscopic and are difficult to industrially synthesize / isolate even if they are supplied in powder form, and are suitable for the final use in cosmetics. There were few dispersion media, and there were many cases which showed the fault in terms of handling property. In addition to obtaining the hydrophilic polymer (cationic group-containing copolymer) as a powder after drying, Patent Document 2 describes that it was obtained in the form of a paste for the purpose of improving productivity and handling. Further improvement is desired with respect to the properties. Further, Patent Document 3 describes a feel improver composition containing a cationic group-containing copolymer with improved handling properties, but this composition has a high viscosity of tens of thousands of mPa · s and is difficult to handle. .

On the other hand, hair and body cleaning compositions have been proposed that have improved stability and usability by blending various surface-active agents with a feel-enhancing polymer, but they are sufficient in terms of foaming power and detergency. Not satisfied.
Japanese Patent Application Laid-Open No. 11-71435 JP 2002-201211 A JP 2004-307419 A

  An object of the present invention is to provide a cosmetic polymer composition having a good dispersibility and handling property of a touch-improving polymer used in a cleaning agent applied to hair and skin, and an excellent detergency and foaming power. It is to provide a cleaning composition having a feel and conditioning effect.

The present invention comprises the following components (A), (B) and (C);
(A) At least one nonionic group-containing vinyl monomer represented by general formula (I) or (II) and a cationic group-containing vinyl monomer represented by general formula (III) or (IV) And at least one kind of cross-linkable vinyl monomer having at least two groups selected from vinyl group, acryloyl group, methacryloyl group and allyl group in the molecule as an essential constituent monomer, A cationic group-containing copolymer obtained by radical polymerization (hereinafter also referred to as component (A)),

[Wherein, R ¹ represents a hydrogen atom or a methyl group, and R ² and R ³ are the same or different and represent a hydrogen atom or a linear or branched alkyl group or alkenyl group having 1 to 4 carbon atoms. ]

[Wherein, R ¹ has the same meaning as described above, and A ¹ and A ² are the same or different and each represents a group represented by the formula — (CH ₂ ) n — (n represents an integer of 2 to 6). B represents —O— or —CH ₂ — group. ]

[Wherein, R ¹ represents the same meaning as described above, R ⁴ and R ⁵ are the same or different and represent an alkyl group or alkenyl group having 1 to 4 carbon atoms, and R ⁶ represents a hydrogen atom or 1 to 4 carbon atoms. Y represents —O—, —NH—, —CH ₂ — or —O—CH ₂ CH (OH) —, and Z represents a carbon number of 1 to 4 (Y is —CH ₂ —). Is a linear or branched alkylene group having 0 to 3 carbon atoms, and X is an acid conjugate base, a halogen atom or an alkyl sulfate group having 1 to 4 carbon atoms. ]

[Wherein, R ⁷ and R ⁸ are the same or different and each represents a hydrogen atom or a methyl group; R ⁹ and R ¹⁰ are the same or different and each represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms; The same meaning as above is shown. ]
(B) Formula: RO- (AO) _m- H (R is hydrogen or an alkyl group having 1 to 20 carbon atoms, AO is an oxyalkylene group having 2 to 4 carbon atoms, and the average added mole number m is a number of 4 to 50. (Hereinafter also referred to as component (B)),
(C) Glyceryl ether having an alkyl group or alkenyl group having 4 to 12 carbon atoms [hereinafter also referred to as component (C)]
A cosmetic polymer composition containing 30 to 80% by weight of component (C).

  Since the cosmetic polymer composition of the present invention is a liquid dispersion and has an appropriate viscosity, it has excellent handling properties. In addition, by blending this cosmetic polymer composition with a surfactant, it is possible to obtain a detergent composition having excellent detergency and foaming power and having a good feel and conditioning effect.

<Component (A)>
The cationic group-containing copolymer of component (A) will be described in detail below.
(I) Nonionic group-containing vinyl monomer Specific examples of the monomer represented by the general formula (I) include (meth) acrylamide, N-methyl (meth) acrylamide, and N, N-dimethyl (meth). Acrylamide, N, N-diethyl (meth) acrylamide, Nn-propyl (meth) acrylamide, N-isopropyl (meth) acrylamide, Nt-butyl (meth) acrylamide, N-isobutyl (meth) acrylamide, N- Examples include hydroxypropyl (meth) acrylamide. Examples of the monomer represented by the general formula (II) include N- (meth) acryloylmorpholine.

(B) Cationic group-containing vinyl monomer Specific examples of the monomer represented by the general formula (III) include dimethylaminoethyl (meth) acrylate, diethylaminoethyl (meth) acrylate, dipropylaminoethyl ( (Meth) acrylate, diisopropylaminoethyl (meth) acrylate, dibutylaminoethyl (meth) acrylate, diisobutylaminoethyl (meth) acrylate, di-t-butylaminoethyl (meth) acrylate, dimethylaminopropyl (meth) acrylamide, diethylaminopropyl ( (Meth) acrylamide, dipropylaminopropyl (meth) acrylamide, diisopropylaminopropyl (meth) acrylamide, dibutylaminopropyl (meth) acrylamide, diisobutylaminopropyl (meth) Quaternary with acid neutralized products or quaternizing agents neutralized with (meth) acrylic acid esters or (meth) acrylamides having dialkylamino groups such as acrylamide and di-t-butylaminopropyl (meth) acrylamide Quaternary ammonium salts.

Specific examples of the monomer represented by the general formula (IV) include diallyl-type quaternary ammonium salts such as dimethyldiallylammonium chloride and diethyldiallylammonium chloride.
Preferred acids for obtaining the above acid neutralized product include inorganic acids such as hydrochloric acid, sulfuric acid, nitric acid and phosphoric acid; and acetic acid, formic acid, maleic acid, fumaric acid, citric acid, tartaric acid, adipic acid, sulfamic acid, Examples thereof include organic acids having 1 to 22 carbon atoms such as toluenesulfonic acid, lactic acid, pyrrolidone-2-carboxylic acid, succinic acid, propionic acid and glycolic acid. Preferred quaternizing agents for obtaining the quaternary ammonium salts include alkyl halides having 1 to 8 carbon atoms such as methyl chloride, ethyl chloride, methyl bromide, methyl iodide, dimethyl sulfate, diethyl sulfate, disulfate sulfate. Common alkylating agents such as -n-propyl can be mentioned.

  Among the monomers represented by the general formula (III) or (IV), dimethylaminoethyl (meth) acrylate, diethylaminoethyl (meth) acrylate, dimethylaminopropyl (meth) acrylamide, or A quaternary ammonium salt obtained by quaternizing diethylaminopropyl (meth) acrylamide with the above quaternizing agent, or dimethyldiallylammonium chloride can be used. Here, the acid neutralized monomer has a disadvantage that the stability of viscosity is low because dissociation of the neutralized acid occurs due to the pH of the system and the polymer structure changes. From this point, a quaternary ammonium salt monomer is more preferable.

(C) Crosslinkable vinyl monomer Examples of the crosslinkable vinyl monomer include ethylene glycol di (meth) acrylate, diethylene glycol di (meth) acrylate, polyethylene glycol di (meth) acrylate, propylene glycol di (meth) acrylate, di Propylene glycol di (meth) acrylate, polypropylene glycol di (meth) acrylate, 1,2-butylene glycol di (meth) acrylate, 1,3-butylene glycol di (meth) acrylate, neopentyl glycol di (meth) acrylate, glycerin (Meth) acrylic polyhydric alcohols such as di (meth) acrylate, glycerin tri (meth) acrylate, trimethylolpropane tri (meth) acrylate, pentaerythritol tetra (meth) acrylate Luric acid esters; acrylamides such as N-methylallylacrylamide, N-vinylacrylamide, N, N′-methylenebis (meth) acrylamide, bisacrylamideacetic acid; divinyl compounds such as divinylbenzene, divinyl ether, divinylethyleneurea; diallyl Polyallyl compounds such as phthalates, diallyl malates, diallylamines, triallylamines, triallyl ammonium salts, allyl ethers of pentaerythritol, and allyl ethers of sucrose having at least two allyl ether units in the molecule; vinyl (meta ) Acrylate, allyl (meth) acrylate, 2-hydroxy-3-acryloyloxypropyl (meth) acrylate, 2-hydroxy-3-acryloyloxypropyl (meth) acrylate (Meth) acrylic acid esters of unsaturated alcohols such as cartons.
Among these crosslinkable monomers, ethylene glycol di (meth) acrylate, polyethylene glycol di (meth) acrylate, divinylbenzene, pentaerythritol triallyl ether, or pentaerythritol tetraallyl ether is preferable.

(D) Other vinyl monomers The cationic group-containing copolymer of component (A) is in addition to the above-mentioned three types of vinyl monomers, which are essential structural units, and other copolymerizable with these. A vinyl monomer can be a constituent. Other vinyl monomers include methyl (meth) acrylate, ethyl (meth) acrylate, n-propyl (meth) acrylate, isopropyl (meth) acrylate, n-butyl (meth) acrylate, isobutyl (meth) acrylate, t -Butyl (meth) acrylate, n-pentyl (meth) acrylate, neopentyl (meth) acrylate, cyclopentyl (meth) acrylate, n-hexyl (meth) acrylate, cyclohexyl (meth) acrylate, n-octyl (meth) acrylate, isooctyl (Meth) acrylate, 2-ethylhexyl (meth) acrylate, n-decyl (meth) acrylate, isodecyl (meth) acrylate, lauryl (meth) acrylate, tridecyl (meth) acrylate, stearyl (Meth) acrylate, isostearyl (meth) acrylate, behenyl (meth) acrylate, phenyl (meth) acrylate, toluyl (meth) acrylate, xylyl (meth) acrylate, benzyl (meth) acrylate, 2-ethoxyethyl (meth) acrylate And (meth) acrylic acid derivatives such as 2-butoxy (meth) acrylate, 2-phenoxy (meth) acrylate, 3-methoxypropyl (meth) acrylate, and 3-ethoxypropyl (meth) acrylate.
The other vinyl monomer is preferably used in an amount of not more than 30% by weight, particularly preferably not more than 15% by weight, based on the total monomers constituting the cationic group-containing copolymer.

(E) Cationic group-containing copolymer Nonionic group-containing vinyl monomer (a ₁ ) and cationic group-containing vinyl monomer (a ₂ ), which are monomers forming a cationic group-containing copolymer The preferable blending ratio is 2/98 to 98/2, and more preferably 40/60 to 97/3 in terms of a molar ratio of (a ₁ ) / (a ₂ ). When the molar ratio is large, the expression of thixotropy is facilitated, and when the molar ratio is small, the viscosity can be easily maintained at a low share rate. However, it is preferable that both characteristics are within the above ranges.
The proportion of the crosslinkable vinyl monomer (a ₃ ) is preferably 0.002 to 5% by weight, particularly preferably 0.002% by weight or more and less than 0.1% by weight, based on the total amount of the monomers. If the proportion of the monomer (a ₃ ) is 0.002% by weight or more, the viscosity of the hydrogel formed from the cationic group-containing copolymer is sufficient. The feel of the gel is soft and slippery.
As a preferable embodiment of the cationic group-containing copolymer of the component (A) of the present invention, N, N-dimethylaminoethyl diethyl methacrylate sulfate-N, N-dimethylacrylamide-dimethacrylic acid represented by the following formula Examples include polyethylene glycol copolymers:

(In the formula, x / y = 1/9 to 5/5 and (x + y + z) /z=1/0.1 to 1 / 0.002 in molar ratio.)

(F) Method for Producing Cationic Group-Containing Copolymer The cationic group-containing copolymer of component (A) of the present invention is a reverse-phase heavy polymer using a hydrophobic solvent described in Patent Document 2 and Patent Document 3. The monomers (i) to (c) are polymerized by a legal method. After the polymerization reaction, the hydrophobic solvent is distilled off, the component (B), or the component (B) and water are added, and then the hydrophobicity is obtained. It can be produced by distilling off the solvent.

<Component (B)>
Formula: RO- (AO) _m- H (R is hydrogen or an alkyl group having 1 to 20 carbon atoms, AO is an oxyalkylene group having 2 to 4 carbon atoms, and average added mole number m. Represents a number of 4 to 50), R is preferably hydrogen or an alkyl group having 10 to 16 carbon atoms, AO is preferably an ethyleneoxy group, and n is preferably 10 to 40. Specific examples of preferable compounds are polyethylene glycol and polyoxyethylene alkyl ether, particularly polyethylene glycol having a molecular weight of 1000 to 2000, and polyoxyethylene (16) lauryl ether.

<Ingredient (C)>
The glyceryl ether of component (C) has a linear or branched alkyl group or alkenyl group having 4 to 12 carbon atoms, such as an n-butyl group, an isobutyl group, a tert-butyl group, an n-pentyl group, Alkyl groups having 4 to 12 carbon atoms such as isopentyl group, n-hexyl group, isohexyl group, n-heptyl group, n-octyl group, 2-ethylhexyl group, n-nonyl group, n-decyl group and n-lauryl group In particular, it is preferable to have 1 or 2 alkyl groups having 4 to 11 carbon atoms, more preferably 6 to 10 carbon atoms, and especially 8 carbon atoms.

<Component (D)>
Component (D) is used from the viewpoint of improving the stability of the cosmetic polymer composition of the present invention.
Examples of the component (D) polyhydric alcohol that can be used in the present invention include propylene glycol, isoprene glycol, hexylene glycol, 1,3-butylene glycol, diethylene glycol, dipropylene glycol, polyethylene glycol, glycerin, pentaerythritol, Examples include sorbitol, 1,3-propylene glycol, maltitol, xylitol, glucose, diglycerin, sucrose, and polyoxyethylene glycoside derivatives. Among these, glycerin, polyethylene glycol having a molecular weight of 800 or less, sorbitol, propylene glycol, dipropylene glycol, isoprene glycol, and 1,3-butylene glycol are particularly preferable.

<Polymer composition for cosmetics>
The content of the cationic group-containing copolymer of the component (A) in the cosmetic polymer composition of the present invention is preferably 3 to 20% by weight, more preferably 5 to 15% by weight from the viewpoint of handling properties. Preferably it is 5 to 10 weight%.
The content of the component (B) compound in the cosmetic polymer composition of the present invention is preferably 2 to 60% by weight, more preferably 3 to 55% by weight, and still more preferably 4 from the viewpoint of satisfactorily swelling the polymer particles. ~ 50% by weight.
One or more glyceryl ethers of component (C) in the cosmetic polymer composition of the present invention can be used. The content of the component (C) in the cosmetic polymer composition is 30 to 80% by weight, preferably 40 to 70% by weight, more preferably 50 to 70% by weight from the viewpoint of satisfactorily swelling the polymer particles. is there.
The content ratio of the component (A) and the component (B) is preferably (A) / (B) of 5/95 to 70/30, more preferably 5/95 to 50/50. preferable.
One or more polyhydric alcohols of the component (D) that can be included in the cosmetic polymer composition of the present invention can be used, and the content of the component (D) in the cosmetic polymer composition is stable. From the viewpoint, it is preferably 0.1 to 10% by weight in the total composition, more preferably 0.5 to 10% by weight, and still more preferably 0.5 to 5% by weight.

<Method for producing polymer composition for cosmetics>
The cosmetic polymer composition of the present invention is prepared by adding component (C), component (C) and component (C) to the cationic group-containing copolymer mixture obtained by the method for producing a cationic group-containing copolymer mixture. Produced by adding D).

<Cleaning agent composition>
The detergent composition of the present invention can be obtained by blending the cosmetic polymer composition with the surfactant as the component (E) and optionally water. The blending amount of the cosmetic polymer composition in the detergent composition of the present invention is preferably 0.1 to 25% by weight, more preferably 0.3 to 20% by weight, from the viewpoints of detergency, foaming power and feel.

<Component E>
The surfactant of the component (E) used in the cleaning composition of the present invention is preferably a nonionic, anionic or amphoteric surfactant.
Nonionic surfactants include polyoxyalkylene alkyl ethers or polyoxyalkylene alkenyl ethers; fatty acid glycerin esters; fatty acid glycol esters; ethoxylates of monoglycerides; higher fatty acid sucrose esters; higher fatty acid sorbitan esters; Glycerin fatty acid ester; higher fatty acid monoethanolamide or diethanolamide or ethoxylate thereof; polyoxyethylene hydrogenated castor oil; polyoxyalkylene sorbitan fatty acid ester having acyl group; polyoxyethylene sorbite fatty acid ester having acyl group; Alkylsaccharide surfactants having a branched alkyl group, an alkenyl group or an alkylphenyl group; a linear or branched alkyl group, an Alkylamine oxide or alkylamidoamine oxide having a kenyl group; ether compound or ester compound of a polyhydric alcohol having a linear or branched alkyl group or alkenyl group; siloxane derivative (Japanese Patent Laid-Open No. 4-108795), polyoxy-modified silicone, etc. Silicone surfactants: polyoxyalkylene ether, polyoxyalkylene alkyl allyl ether, polyoxyalkylene lanolin alcohol, polyoxyalkylene glyceryl mono fatty acid ester, polyoxyalkylene fatty acid ester, higher fatty acid glycerin ester, pluronic block polymer nonionic activity Agent, Tetronic block polymer nonionic activator, polyoxyalkylene fatty acid amide, polyoxyalkylene alkylamide, polyethylene Nimine derivatives and the like.
Among these nonionic surfactants, polyoxyethylene alkyl ether, polyoxyethylene hydrogenated castor oil, polyoxyethylene sorbitan fatty acid ester, higher fatty acid (C10 to C24) glycerin ester, alkylamine oxide, polyoxy-modified silicone, and Alkyl saccharide surfactants are preferred.

  These nonionic surfactants having an HLB of 3 to 18, particularly 8 to 16 are preferable because they are excellent in rinsing properties and higher in cleaning and emulsifying properties of oily makeup stain components. HLB is an index indicating a hydrophilic-lipophilic balance. In the present invention, a value calculated using the following equation by Oda / Teramura et al. Is used.

Among the surfactants of the component (E) used in the cleaning composition of the present invention, examples of the anionic surfactant include the following: alkyl ether sulfate or alkenyl ether sulfate; alkyl sulfate , Alkenyl sulfate or α-sulfo fatty acid salt or ester; olefin sulfonate or alkane sulfonate; higher fatty acid salt; (amide) ether carboxylic acid type surfactant; N-acyl amino acid type surfactant; phosphate ester Type surfactant, phosphate mono- or diester type surfactant; sulfosuccinate type surfactant; polyoxyalkylene fatty acid amide ether sulfate; monoglyceride sulfate, acylated isethionate, or acylated taurate; alkyl glyceryl Ether sulfate or alkylglycol Lil ether sulfonates; alkyl or alkenyl amide sulfonates, alkanolamides sulfosuccinates, or an alkyl or alkenyl sulfoacetate; N- acyl -N- carboxyethyl glycine salts; N- alkylamide alkanol sulfates.
Salts of these anionic surfactants, that is, counter ions of anionic residues include alkali metal ions such as sodium and potassium, alkaline earth metal ions such as calcium and magnesium, ammonium ions, and alkanols having 2 or 3 carbon atoms. Examples include alkanolamines having 1 to 3 groups (for example, monoethanolamine, diethanolamine, triethanolamine, triisopropanolamine, etc.), basic amino acids such as arginine, lysine and histidine.
Among these anionic surfactants, higher fatty acid salts, N-acyl amino acid type surfactants, phosphate mono- or diester type surfactants, monoglyceride sulfates, acylated isethionates, acylated taurates, or N -Alkylamide alkanol sulfates are preferred.

Among the surfactants of the component (E) used in the cleaning composition of the present invention, examples of the amphoteric surfactant include amide amino acid type, carbobetaine type, amide betaine type, sulfobetaine type, amide sulfobetaine type, and imidazo. Examples include linium betaine type, amino acid type, phosphobetaine type, and phosphate ester type.
Of these amphoteric surfactants, amide amino acid type, carbobetaine type, amide sulfobetaine type, sulfobetaine type, amino acid type and phosphate ester type are preferable, and carbobetaine type and sulfobetaine type are particularly preferable.

  As the surfactant of component (E) used in the cleaning composition of the present invention, nonionic surfactants or anionic surfactants are particularly preferable, and alkyl saccharide surfactants and polyoxyalkylene alkyl ethers are also preferred. Sulfates are preferred.

  1 or more types of surfactant of the component (E) mix | blended with the cleaning composition of this invention can be used. The blending amount of the surfactant in the cleaning composition of the present invention varies depending on the cleaning agent dosage form, etc., but from the viewpoint of cleaning power, foaming power and feel, 0.1 to 60 weight in the cleaning composition. % Is preferable, more preferably 0.5 to 30% by weight, still more preferably 1 to 20% by weight.

  The weight ratio of the component (A) and the component (E) in the cleaning composition of the present invention is preferably (A) / (E) = 1/1000 to 1/10 from the viewpoint of foaming power and feel, more The ratio is preferably 1/300 to 1/10, more preferably 1/200 to 1/10.

  In addition to the above components, the detergent composition of the present invention includes a cationic surfactant, an anionic polymer, a nonionic polymer, a cationic polymer, an ethylene oxide / propylene oxide block copolymer, which are used in ordinary detergents. Polymers, alcohols, oils, powders, functional beads / capsules, silicones, metal chelators, antioxidants, UV absorbers, plant extracts, other moisturizers, bactericides, anti-inflammatory agents, antiseptics Agents, pH adjusters, inorganic salts, pearling agents, pigments, fragrances, and the like can be appropriately blended.

  The cleaning composition of the present invention can be produced according to a conventional method. Further, the dosage form is not particularly limited, and any dosage form such as liquid, paste, cream, solid, and powder can be used, but liquid, paste, and cream are preferred, particularly liquid It is preferable to make it into a shape. In the case of liquid, it is preferable to use water as the liquid medium, and the amount of water is preferably 40 to 90% by weight in the total composition.

  In the cleaning composition of the present invention, the pH of the aqueous solution when diluted 10 times by weight with water is preferably 4 to 10, particularly pH 5 to 8, and may be adjusted by adding acid or alkali to the cleaning composition.

Hereinafter, the present invention will be described in detail by way of examples.
Examples 1-5, Comparative Example 1
Example 1: Production of a polymer composition for cosmetics In a 5 LSUS reaction vessel, 50 g of diethylsulfate quaternized product of dimethylaminoethyl methacrylate as monomer (effective content 90% by weight, remaining water), N, N-dimethyl Acrylamide 33.5 g, polyethylene glycol dimethacrylate (EO 14 mol adduct) 0.014 g, sodium persulfate 0.4 g as an initiator, ion-exchanged water 145 g, cyclohexane 1,300 g as a hydrophobic solvent, sugar ester 1 as a dispersant 0.5 g was pre-emulsified with a line mixer or the like and then heated to 70 ° C. under an inert gas such as nitrogen to carry out a polymerization reaction for 3 hours. After completion of the reaction, 130 g of water was dehydrated at 85 ° C.
Next, 160 g of polyethylene glycol 1540 (average molecular weight 1540) was added as a product component, the temperature of the jacket was set to 80 ° C., and cyclohexane was distilled off under reduced pressure (40 kPa). When the distillation of cyclohexane could not be visually confirmed, 5 g of ion-exchanged water (6.4% by weight based on the weight of the cationic group-containing copolymer) was dissolved in 30 g of polyethylene glycol 1540 and added. Thereafter, cyclohexane was removed again for about 4 hours to obtain a white paste-like composition. 268.5 g of the obtained white paste-like composition (solid at room temperature) (29.2% effective polymer for cosmetics) was heated to 60 ° C., and 605.6 g of 2-ethylhexyl glyceryl ether (effective 90% by weight, remaining water) ) Was added slowly. After stirring for 2 hours, the mixture was cooled to room temperature to obtain a slightly cloudy liquid (polymer composition No. 1 for cosmetics of the present invention).

Example 2: Preparation of cosmetic polymer composition 100 g of diethylsulfate quaternized dimethylaminoethyl methacrylate, 115 g of N, N-dimethylacrylamide, 0.112 g of polyethylene glycol dimethacrylate (EO 14 mol adduct) In the same manner as in Example 1 except that polyethylene glycol 1540 was changed to 265 g and 40 g and ion-exchanged water for cyclohexane substitution was changed to 12.3 g, 510 g of white paste-like composition (solid at room temperature) 40.2 wt%). Further, when the white paste-like composition was heated to 60 ° C., a mixed solution of 1307.3 g of n-octyl glyceryl ether (effective content 90 wt%, remaining water) and 51.0 g of propylene glycol was added. After stirring for 2 hours, the mixture was cooled to room temperature to obtain a slightly cloudy liquid (polymer composition No. 2 for cosmetics of the present invention).

Example 3 Production of Cosmetic Polymer Composition A cosmetic polymer composition (the cosmetic polymer of the present invention) was prepared in the same manner as in Example 1 except that polyethylene glycol 1540 was changed to polyoxyethylene alkyl ether (Emulgen 116; manufactured by Kao). Composition No. 3) was obtained.

Example 4 Production of Cosmetic Polymer Composition A cosmetic polymer composition (inventive cosmetic polymer composition No. 4) was prepared in the same manner as in Example 1 except that polyethylene glycol 1540 was changed to polyethylene glycol 2000 (average molecular weight). )

Example 5 Production of Cosmetic Polymer Composition 138.5 g of dimethyldiallylammonium chloride dimethylaminoethyl methacrylate in diethyl sulfate quaternary compound (effective content 65% by weight, balance water) and N, N-dimethylacrylamide in N- A cosmetic polymer composition (inventive cosmetic polymer composition No. 5) was obtained in the same manner as in Example 2 except that polyethylene glycol 1540 was changed to polyethylene glycol 2000 (average molecular weight) in acroylmorpholine.

Comparative Example 1
In the same manner as in Example 1, 268.5 g (normal temperature solid) of a cosmetic polymer-containing white paste composition was obtained. To the place where 258.5 g of the obtained white paste-like composition was heated and dissolved at 70 ° C., 1691.5 g of ion-exchanged water heated to 70 ° C. was slowly added, and heated and stirred at 70 ° C. for 5 hours. A slightly cloudy viscous liquid was obtained by cooling.

For the cosmetic polymer composition produced according to Examples 1 to 5 above and the slightly cloudy viscous liquid produced according to Comparative Example 1, the viscosity and the dispersibility of the cationic group-containing copolymer in an aqueous surfactant solution Evaluated. The results are shown in Table 1.
Viscosity For the cosmetic polymer composition produced according to Examples 1 to 5 and the slightly cloudy viscous liquid produced according to Comparative Example 1, the viscosity at 30 ° C. was measured using a BM viscometer (rotor No. 2, 6 r / min, 30 ° C., or rotor No. 4, 6 r / min, 30 ° C.).
Pressurized dispersible 15 wt% of polyoxyethylene (2) lauryl ether sodium aqueous solution or 15% by weight% of lauric acid potassium sulfate aqueous solution with stirring to 60 ° C. with a stirrer equipped with an anchor blade respectively raised, Example 1 To 5% of each of the cosmetic polymer composition prepared according to -5 and the slightly cloudy viscous liquid prepared according to Comparative Example 1 as component (A) to be 0.3% by weight. The dispersibility of the polymer was visually evaluated according to the following evaluation criteria.
Time until uniform ◎: Within 20 minutes ○: Within 40 minutes Δ: Over 60 minutes

Examples 6-10, Comparative Examples 2-4
Each cleaning composition described in Table 2 was produced by a conventional method, and the cleaning power, foaming power, feel and conditioning effect were evaluated. In the evaluation, the panelists of five men and women each washed their bodies with each cleaning composition, and the average value of sensory evaluation for each evaluation item at that time was expressed by the following criteria.
A: Average value is 4.0 or more (good)
○: Average value is 3.2 to 3.9 (somewhat good)
Δ: Average value is 2.5 to 3.1 (normal)
X: Average value is 2.4 or less (defect)
The results are shown in Table 2. In addition, the numerical value in a table | surface shows weight%.
(1) Detergency Sensory evaluation of detergency was performed according to the following criteria.
5: I felt that the detergency was good.
4: I felt that the cleaning power was slightly better.
3: I felt that the detergency was normal.
2: I felt that the cleaning power was not so good.
1: I felt that the detergency was not good.
(2) Foaming power (foaming)
Sensory evaluation of foaming power (foaming) was performed according to the following criteria.
5: I felt that foaming power was good.
4: I felt that foaming power was slightly good.
3: I felt the foaming power was normal.
2: I felt that foaming power was not so good.
1: I felt that foaming power was not good.
(3) Feel at the time of washing Sensory evaluation of the feeling at the time of washing was performed according to the following criteria.
5: I felt that the touch was good.
4: I felt the touch was a little better.
3: Feeled normal.
2: I felt that the touch was not so good.
1: I felt that the touch was not good.
(4) Feel at the time of rinsing Sensory evaluation of the feeling at the time of rinsing was performed according to the following criteria.
5: I felt that the touch was good.
4: I felt the touch was a little better.
3: Feeled normal.
2: I felt that the touch was not so good.
1: I felt that the touch was not good.
(5) Feel after drying Sensory evaluation of the feeling after drying was performed according to the following criteria.
5: I felt that the touch was good.
4: I felt the touch was a little better.
3: Feeled normal.
2: I felt that the touch was not so good.
1: I felt that the touch was not good.
(6) Conditioning effect The sensory evaluation of the conditioning effect was performed according to the following criteria.
5: I felt that my skin was smooth.
4: I felt that my skin was soft and smooth.
3: I felt the skin feeling was normal.
2: I did not feel much smooth skin.
1: The skin did not feel smooth at all.

Examples 11-16, Comparative Examples 5-6
Each cleaning composition described in Table 3 was produced by a conventional method, and the cleaning power, foaming power, touch (as per finger) and conditioning effect (slip of hair) were evaluated. The evaluation was conducted by applying 10 g panelists to 20 g (15 cm) of healthy Japanese female hair and applying 1 g of lanolin as model sebum, and further applying 1 g of the detergent composition to wash the hair. The average value of sensory evaluation for each evaluation item at that time was expressed according to the following criteria.
A: Average value is 4.0 or more (good)
○: Average value is 3.2 to 3.9 (somewhat good)
Δ: Average value is 2.5 to 3.1 (normal)
X: Average value is 2.4 or less (defect)
The results are shown in Table 3. In addition, the numerical value in a table | surface shows weight%.
(1) Detergency Sensory evaluation of detergency was performed according to the following criteria.
5: I felt that the detergency was good.
4: I felt that the cleaning power was slightly better.
3: I felt that the detergency was normal.
2: I felt that the cleaning power was not so good.
1: I felt that the detergency was not good.
(2) Foaming power at the time of washing Sensory evaluation of the foaming power at the time of washing was performed according to the following criteria.
5: I felt that foaming power was good.
4: I felt that foaming power was slightly good.
3: I felt the foaming power was normal.
2: I felt that foaming power was not so good.
1: I felt that foaming power was not good.
(3) Feel when washing (as per finger)
The sensory evaluation of the touch (as per finger) during washing was performed according to the following criteria.
5: I felt that the touch was good.
4: I felt the touch was a little better.
3: Feeled normal.
2: I felt that the touch was not so good.
1: I felt that the touch was not good.
(4) Feel when rinsing (as per finger)
The sensory evaluation of the feel at the time of rinsing (as per finger) was performed according to the following criteria.
5: I felt that the touch was good.
4: I felt the touch was a little better.
3: Feeled normal.
2: I felt that the touch was not so good.
1: I felt that the touch was not good.
(5) Feel after drying (as per finger)
The sensory evaluation of the feel after drying (as per finger) was performed according to the following criteria.
5: I felt that the touch was good.
4: I felt the touch was a little better.
3: Feeled normal.
2: I felt that the touch was not so good.
1: I felt that the touch was not good.
(6) Conditioning effect (hair slipping)
Sensory evaluation of the sliding of the hair after drying was performed according to the following criteria.
5: I felt that the hair slipped well.
4: I felt that the sliding of hair was a little good.
3: I felt that the slip of hair was normal.
2: I felt that the slip of hair was not so good.
1: I felt the hair did not slide well.

Examples 17-28
Body shampoos, facial cleansers and shampoos having the formulations shown in Tables 4, 5 and 6 were prepared according to conventional methods. The pH was adjusted using citric acid and an aqueous potassium hydroxide solution.

  All of these formulation examples had good detergency, foaming power and feel, and were excellent in conditioning effect.

Claims (2)

The following components (A), (B) and (C);
(A) At least one nonionic group-containing vinyl monomer represented by general formula (I) or (II) and a cationic group-containing vinyl monomer represented by general formula (III) or (IV) And at least one kind of cross-linkable vinyl monomer having at least two groups selected from vinyl group, acryloyl group, methacryloyl group and allyl group in the molecule as an essential constituent monomer, Cationic group-containing copolymer obtained by radical polymerization



[Wherein, R ¹ represents a hydrogen atom or a methyl group, and R ² and R ³ are the same or different and represent a hydrogen atom or a linear or branched alkyl group or alkenyl group having 1 to 4 carbon atoms. ]

[Wherein, R ¹ has the same meaning as described above, and A ¹ and A ² are the same or different and each represents a group represented by the formula — (CH ₂ ) n — (n represents an integer of 2 to 6). B represents —O— or —CH ₂ — group. ]

[Wherein, R ¹ represents the same meaning as described above, R ⁴ and R ⁵ are the same or different and represent an alkyl group or alkenyl group having 1 to 4 carbon atoms, and R ⁶ represents a hydrogen atom or 1 to 4 carbon atoms. Y represents —O—, —NH—, —CH ₂ — or —O—CH ₂ CH (OH) —, and Z represents a carbon number of 1 to 4 (Y is —CH ₂ —). Is a linear or branched alkylene group having 0 to 3 carbon atoms, and X is a halogen atom, an alkyl sulfate group having 1 to 4 carbon atoms or a conjugate base of an acid other than these . ]


[Wherein, R ⁷ and R ⁸ are the same or different and each represents a hydrogen atom or a methyl group; R ⁹ and R ¹⁰ are the same or different and each represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms; The same meaning as above is shown. ] 5 to 15% by weight,
(B) Formula: RO- (AO) _m- H (R is hydrogen or an alkyl group having 1 to 20 carbon atoms, AO is an oxyalkylene group having 2 to 4 carbon atoms, and the average added mole number m is a number of 4 to 50. 2 to 60% by weight of a compound represented by
(C) 40-80% by weight of glyceryl ether having an alkyl or alkenyl group having 4 to 12 carbon atoms
And a composition for skin or hair cosmetics wherein the weight ratio (A) / (B) of the component (A) to the component (B) is 5/95 to 70/30 . Furthermore, component (B) other than the polyhydric alcohol (D) according to claim 1 skin or hair cosmetic composition according to contain.