JP2508148B2 - Cosmetics - Google Patents

Description

TECHNICAL FIELD The present invention relates to cosmetics, and particularly to cosmetics suitable for hair and skin cosmetics.

[Conventional technology]

Hair and skin cosmetics include oil-soluble or water-insoluble polyalkylene glycol derivatives, paraffin wax, synthetic esters, water-soluble cationic cellulose derivatives, vinylpyrrolidone / alkyldialkylamino (meth) acrylate copolymers. Various compounds such as polymers and unsaturated carboxylic acid (anhydride) derivatives / vinyl ether copolymers have been used. Although these components have different purposes and forms of use depending on the type of cosmetics, they are generally used for imparting hair styling properties, moisturizing properties, adhesive properties, affinity to the skin, and the like.

[Problems to be solved by the invention]

Recently, as a cosmetic for hair, a non-greasy, light-feeling cosmetic tends to be preferred, and an oil-based cosmetic has hair styling power, but it is not always the optimum one.

Further, a water-soluble copolymer or the like has a strong adhesiveness and holding property, and thus gives an unnatural appearance.

Skin cosmetics also have drawbacks such as sticky feeling and difficulty in removing after use.

In order to solve these problems, an object of the present invention is to provide a cosmetic which is non-greasy, has a light feel, has a high degree of adhesion and holding power, and gives a natural appearance.

[Means for solving problems]

The present invention provides a copolymer of (i) a polyoxyalkylene derivative unit represented by the general formula [I] and (ii) a maleic acid unit selected from maleic anhydride, maleic acid, salts and esters thereof. The polyoxyalkylene derivative unit and the maleic acid unit are in an equivalent ratio of 7: 3 to 3: 7 based on the polymerizable double bond, and the weight average molecular weight is 1,
A cosmetic comprising a copolymer of 000 to 1,000,000.

(However, B is a residue of a compound having 2 to 8 hydroxyl groups,
AO is an oxyalkylene group having 2 to 4 carbon atoms, R ¹ is 3 carbon atoms
To 5 unsaturated hydrocarbon groups or unsaturated acyl groups, R ² is a hydrocarbon group having 1 to 40 carbon atoms, a = 0 or 3 to 1000, b =
0 or 3 to 1000, c = 0 or 3 to 1000, a + b + c
= 3 to 3000, l = 1 to 8, m = 0 to 2, n = 0 to 7, l
+ M + n = 2 to 8, m / (l + n) ≦ 1/2. In the general formula [I], examples of the compound having 2 to 8 hydroxyl groups having B as a residue include ethylene glycol, propylene glycol, butylene glycol, dodecylene glycol, octadecylene glycol, neopentyl glycol, and styrene. Glycol, glycerin, diglycerin, polyglycerin, trimethylolethane, trimethylolpropane, 1,3,5-pentanetriol, erythritol, pentaerythritol, dipentaerythritol, sorbitol, sorbitan, sorbide, sorbitolglycerin condensate, adonitol, arabitol , Xylitol, mannitol and other polyhydric alcohols; catechol, resorcin, hydroquinone, phloroglucin and other polyhydric phenols; xylose, arabinose, ribose, rhamno Thereof and the like partially etherified compounds and partially esterified products; scan, glucose, fructose, galactose, mannose, sorbose, cellobiose, maltose, isomaltose, trehalose, sucrose, raffinose, gentianose, saccharides such as rhamnose.

Examples of the oxyalkylene group having 2 to 4 carbon atoms represented by AO include an oxyethylene group, an oxypropylene group, an oxybutylene group, and an oxytetramethylene group, and may be a single adduct or a mixed adduct of two or more types, When there are two or more kinds, they may be random adducts or block adducts.

Examples of the unsaturated hydrocarbon group having 3 to 5 carbon atoms or unsaturated acyl group represented by R ¹ include allyl group, methallyl group, 3-
Some have a polymerizable unsaturated bond such as butenyl group, 4-pentenyl group, 3-methyl-3-butenyl group, acryl group, methacryl group, vinylacetyl group, and crotonyl group.

The hydrocarbon group having 1 to 40 carbon atoms represented by R ² is a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, an isobutyl group, a tertiary butyl group, an amyl group, an isoamyl group, a hexyl group, a heptyl group. , 2-ethylhexyl group, octyl group, nonyl group, decyl group, undecyl group,
Dodecyl group, isotridecyl group, tetradecyl group, hexadecyl group, isohexadecyl group, octadecyl group, isooctadecyl group, oleyl group, octyldodecyl group,
Docosyl group, decyltetradecyl group, benzyl group, cresyl group, butylphenyl group, dibutylphenyl group, octylphenyl group, nonylphenyl group, dodecylphenyl group, dioctylphenyl group, dinonylphenyl group, styrenated phenyl group, naphthyl group and so on.

Examples of maleic acid salts include ammonia; methylamine, ethylamine, propylamine, butylamine, hexylamine, octylamine, 2-ethylhexylamine, nonylamine, decylamine, dodecylamine,
Monoamines such as isotridecylamine, tetradecylamine, hexadecylamine, isohexadecylamine, stearylamine, isostearylamine, oleylamine, linoleamine, octyldodecylamine, docosylamine, decyltetradecylamine, aniline; ethylenediamine, tetramethylene Diamine, dodecyl propylene diamine, octadecyl propylene diamine,
Oleyl propylene diamine, diethylene triamine,
Triethylenetetramine, tetraethylenepentamine,
Polyamines such as pentaethylenehexamine; monoethanolamine, diethanolamine, triethanolamine, monoisopropanolamine, diisopropanolamine, triisopropanolamine, alkanolamines such as alkylene oxide adducts of the monoamines and diamines; lysine, arginine, histidine, etc. There are salts of amino acids; alkali metals such as lithium, sodium and potassium; alkaline earth metals such as magnesium and calcium.

Examples of maleic acid esters include methanol, ethanol, allyl alcohol, methallyl alcohol, propanol, isopropanol, butanol, isobutanol, tert-butanol, pentanol, isopentanol, hexanol, heptanol, 2-ethylhexanol, octanol, nonanol, Decanol, undecanol, dodecanol, isotridecanol, tetradecanol, hexadecanol, isocetyl alcohol, octadecanol, isostearyl alcohol, oleyl alcohol, octyldodecanol, docosanol, decyltetradecanol, etc. is there.

The copolymer of the present invention is a copolymer of a polyoxyalkylene derivative unit represented by the general formula [I] and a maleic acid unit selected from maleic anhydride, maleic acid, salts and esters thereof, and polyoxyalkylene The derivative unit and the maleic acid unit may each be a single type, or two or more types may be copolymerized.

The ratio of the polyoxyalkylene derivative unit and the maleic acid unit used in the copolymer used in the present invention is 7: 3 to 3: 7, preferably about 1: 1 in terms of an equivalent ratio based on the polymerizable double bond. Is. The weight average molecular weight of the copolymer is 1,000 to 1,000,000. Further, it is preferable that the number of maleic acid units is 4 or more in one molecule of the copolymer.

It is necessary that at least one R ¹ is contained in the unit represented by the general formula [I]. The carbon number of R ¹ is related to the polymerization reactivity, and if it is too long, the reactivity is poor, so the above range is appropriate. When the number of R ¹ represented by 1 is 1, a linear copolymer can be obtained, and when it is 2 or more, a crosslinked copolymer can be obtained. In this case, the degree of crosslinking can be adjusted by arbitrarily selecting the value of 1 to obtain a copolymer of any form from water-soluble to solid.

Regarding the relationship between l, m, and n, m may be in the range of 0 to 2, but if it is too much relative to (l + n), a crosslinked ester is formed during the reaction to cause gelation, and the adjustment is It is difficult and not preferable. Therefore, the relationship between l, m, and n needs to be m / (l + n) ≦ 1/2.

The carbon number of AO can be arbitrarily selected within the range of 2 to 4, but R ²
It can be made hydrophilic or lipophilic in combination with. When AO is oxyethylene group only, or even when it is a mixture, it becomes hydrophilic when the oxyethylene group is 25 mol% or more, and oxyethylene group is used below it, or when it is another oxyalkylene group, it is lipophilic. become.

The copolymer used in the present invention comprises a polyoxyalkylene derivative represented by the general formula [I], maleic anhydride, maleic acid,
Maleic acid salt or maleic acid ester can be easily obtained by copolymerizing with a radical catalyst such as peroxide. When the maleic acid unit is maleic acid, a salt or ester thereof, a compound represented by the general formula A high molecular weight compound can be obtained by copolymerizing the polyoxyalkylene derivative of [I] and maleic anhydride using a radical catalyst, followed by esterification or hydrolysis and further conversion into a salt. Therefore, it is preferable.

Further, at the time of copolymerization, copolymerizable components such as styrene, α-olefin and vinyl acetate may be mixed and copolymerized.

The copolymer used in the present invention is B, AO, R ¹ , R ² , l, m.
By appropriately changing n and n, it is possible to change from a water-soluble liquid to a poorly water-soluble solid, and it can be used as a cosmetic in various forms from an aqueous solution to a powder.
Further, since a copolymer having surface activity is also obtained, it can be used as an emulsifier. Furthermore, the more acid moieties in the copolymer, the better the affinity for keratin and the smoother feel on the skin and hair.

The cosmetic of the present invention contains the above-mentioned copolymer, and its content varies depending on the kind of the cosmetic, but is generally 0.1 to 50% by weight, preferably 0.5 to 30% by weight. Is fully effective.

The purpose of use, usage form, etc. of the above-mentioned copolymer vary depending on the type of cosmetics, but it is used as a main agent or an auxiliary agent, and is mixed with other components according to each type and mixed to obtain a cosmetic. It In this case, the above copolymer can be used alone, but can also be used in combination with other conventionally used cosmetic ingredients. In either case, it is generally used in combination with water, alcohol or other liquid or solid diluent.

In addition to the above components, various additives can be used in combination with the cosmetic of the present invention. Examples of such additives include coupling agents, plasticizers, emollients, thickeners, lubricants, film-forming resins, penetrants, buffers, anionic, cationic, amphoteric or nonionic surfactants. Agents, fragrances, dyes, preservatives, preservatives, propellants, foam stabilizers, ultraviolet absorbers, softeners, gloss control agents, antistatic agents, moisture-proof agents,
There are refining agents, evaporation accelerators, etc.

The types of cosmetics include hair sprays, set lotions, hair rinses, hair treatments, cold wave liquids, hair tonics, hair liquids, hair blows, pomades, hair creams, hair oils, tic and other hair cosmetics, or packs and cleansing creams. , Skin lotion, cold cream, hand cream, powder, foundation, mascara, eye shadow, lotion and the like.

〔The invention's effect〕

Since the cosmetic of the present invention contains a copolymer of a copolymerizable polyoxyalkylene derivative unit and a maleic acid unit, it is non-greasy, has a light feel, has a high degree of adhesion and holding power, and has a natural property. It is an excellent cosmetic that gives a nice appearance.

〔Example〕

Examples of the present invention will be described below. % In each case
Is based on weight and the average molecular weight is weight average molecular weight.

Examples 1 to 12 (Hairspray) Using the copolymers of Examples 1 to 12 and Comparative Examples 1 to 3 shown in Table 1, hairsprays were prepared according to the following formulations,
Sensory tests were conducted on 10 men and women aged 15 to 55. The results are shown in Table 2, which shows that the hair spray of the present invention is excellent.

Method (%) Copolymer shown in Table 3.0 Absolute ethanol 36.0 Dimethylpolysiloxane 0.6 2-Methyl-2-amino-1-propanol 0.3 Trichloromonofluoromethane 30.0 Dichlorodifluoromethane 30.0 Fragrance 0.1 Example 13 (pack) Treatment (%) A Purified water 64.0 Propylene glycol 5.0 B CH ₂ = CHCH ₂ O (C ₂ H ₄ O) ₉ CH ₃ 1.0 mol Copolymer of maleic anhydride 1.0 mol (average molecular weight 50,000) 14.0 Ethanol 5.0 C Sorbitan monolaurate 2.0 Polyoxyethylene sorbitan monostearate 1.5 Squalane 5.0 D Ethanol 3.0 Fragrance 0.5 Preservative A suitable amount of phase B was added to phase A and dissolved by heating to 60 ° C. Next, this was heated to 60 ° C. and added to the dissolved phase C, cooled to room temperature with stirring, and then phase D was mixed to obtain a pack.

The obtained pack has good compatibility with the skin and is easy to apply,
The film forming ability and its peeling property were also good.

Example 14 (emollient lotion) Method (%) A Stearic acid 2.0 Cetyl alcohol 1.5 Vaseline 5.0 Liquid paraffin 10.0 B C ₁₈ H ₃₇ O (CH ₂ CH ₂ O) ₇ CH ₂ CH = CH ₂ 1.0 mol and maleic anhydride 1.0 mol of Na salt of copolymer (neutralization rate 60%, average molecular weight 2,000) 2.5 glycerin 3.5 propylene glycol 5.0 purified water 70.0 C fragrance 0.5 preservative, antioxidant proper amount B phase is heated and mixed with this Add melted phase A, then add phase C, mix while heating to 70 ° C
And homogenized with a homomixer and cooled at room temperature to obtain an emollient lotion.

The obtained emollient lotion had good compatibility with the skin, had no stickiness, and was refreshing.

Example 15 (Cream Foundation) Recipe (%) A stearate 0.5 Squalane _{11.0 CH 2 = CHCH 2 O {} (C 3 H 6 O) 8 (C 2 H 4 O) 4} C 18 H 37 1.0 mol of anhydrous Copolymer of maleic acid 1.0 mol (average molecular weight 24,000) 2.0 Cetyl alcohol 1.5 Liquid paraffin 5.0 Isopropyl myristate 4.0 B Triethanolamine 1.2 Propylene glycol 4.5 Purified water 53.3 Preservative proper amount C Titanium oxide 8.0 Talc 7.0 Kaolin 2.0 Color pigment proper amount D Fragrance Appropriate amount Phase A was heated and dissolved at 80 ° C., and then the pigment of C was added and uniformly dispersed. Phase B, which was heated and dissolved at 80 ° C, was gradually added to this and emulsified, then cooled with stirring to 50 ° C.
Then, the flavor of D was added, and the mixture was cooled to room temperature with further stirring.

The cream foundation thus obtained was a lightly stretched product and had good skin compatibility.

Example 16 (Cleansing cream) Method (%) A Paraffin 5.5 Cetyl alcohol 1.5 Vaseline 17.0 Liquid paraffin 28.0 Polyoxyethylene (5 mol) Sorbitan monolaurate 3.0 Preservative Amount B CH ₂ ═CHCH ₂ O (CH ₂ CH ₂₎ O) K salt of a copolymer of 1.0 mol of ₂₀ C ₁₈ H _{35 and} 1.0 mol of maleic anhydride (neutralization ratio 70%, average molecular weight 7,000) 3.0 propylene glycol 4.0 glycerin 1.5 purified water 36.0 C fragrance 0.5 A phase mixed Dissolve by heating to 65 ° C, and also mix and heat Phase B to 65 ° C, add Phase B to Phase A, stir, homogenize with a homomixer, then cool and add C flavor at 50 ° C. , Cooled to room temperature with stirring.

The cleansing cream thus obtained had a good spread and a smooth feel.

Continuation of front page (56) References JP-A-46-3739 (JP, A) JP-A-62-167307 (JP, A) JP-B 32-4141 (JP, B1)

Claims (1)

(57) [Claims] 1. A copolymer of (i) a polyoxyalkylene derivative unit represented by the general formula [I] and (ii) a maleic acid unit selected from maleic anhydride, maleic acid, salts and esters thereof. The polyoxyalkylene derivative unit and the maleic acid unit are in an equivalent ratio of 7: 3 to 3: 7 based on the polymerizable double bond and have a weight average molecular weight of 1,
A cosmetic comprising a copolymer of 000 to 1,000,000. (However, B is a residue of a compound having 2 to 8 hydroxyl groups,
AO is an oxyalkylene group having 2 to 4 carbon atoms, R ¹ is 3 carbon atoms
To 5 unsaturated hydrocarbon groups or unsaturated acyl groups, R ² is a hydrocarbon group having 1 to 40 carbon atoms, a = 0 or 3 to 1000, b =
0 or 3 to 1000, c = 0 or 3 to 1000, a + b + c
= 3 to 3000, l = 1 to 8, m = 0 to 2, n = 0 to 7, l
+ M + n = 2 to 8, m / (l + n) ≦ 1/2. )