JP2003306515A - Cationic copolymer - Google Patents

Abstract

(57) Abstract: A cationic copolymer which has excellent conditioning properties on hair, is not fragile even when dried, and has a refreshing feeling on skin, and a cosmetic containing them. And a skin external preparation. (A) The following general formula (1) [Wherein GO- represents a group obtained by removing a hydrogen atom from the 1-position hydroxyl group of a reducing sugar, n represents 2 or 3, m represents an integer of any of 1 to 5, R ¹ represents a hydrogen atom or Indicates a methyl group. And (B) the following general formulas (2), (3) and (4) (Wherein R ² is a hydrogen atom or a methyl group, R ^{3 to} R ¹⁰
Are each independently an alkyl group having 1 to 4 carbon atoms, X, X
¹ and X ² each represent an alkylene group having 1 to 4 carbon atoms or an alkylene group having a hydroxy group; n and p each have 2 or 3; and M represents an anion). A cationic copolymer containing at least one or more units.

Description

Detailed Description of the Invention

[0001]

TECHNICAL FIELD The present invention relates to novel cationic copolymers, and further relates to cosmetics and external preparations for skin containing them.

2. Description of the Related Art Conventionally, various cationic polymers have been used in cosmetics or external preparations for skin. However, conventional cationic polymers, especially cationic polymers that can be actually used, are cationic polymers such as cationized cellulose and cationized guar gum, and synthesizing dimethyldiallylammonium chloride-acrylamide copolymers and the like. It has been limited to primary ammonium salts. These cationic polymers have the major drawback of giving the hair a smooth feel, especially during rinsing, but when it is subsequently dried to form a film, it feels stiff. And this feeling of stiffness is
Rinse to be used after washing, treatment and hair makeup,
Or, since it also deteriorates the usability and performance of skin lotions, skin creams, body lotions, body creams, etc., it has conditioning properties and at the same time,
A cationic copolymer that improves the feeling of stiffness after drying has been desired. Further, when used on the skin, there is a demand for a cationic copolymer which gives a refreshing feel and does not give a refreshing feel, and has a good texture.

[0002]

SUMMARY OF THE INVENTION An object of the present invention is to have excellent conditioning properties for hair, and at the same time, do not feel dry when it is dry, and that does not give the skin a feeling of tightness after use. It is intended to provide a cationic copolymer having a feeling and cosmetics and external preparations for skin containing them.

[0003]

[Means for Solving the Problem] As a result of intensive studies by the present inventors, at least (A) the following general formula (1)

[Chemical 3] [In the formula, G-O- represents a group obtained by removing a hydrogen atom from the 1-position hydroxyl group of a reducing sugar, n represents 2 or 3, m represents an integer of 1 to 5, and R ¹ represents a hydrogen atom or Indicates a methyl group. ] One or more types of structural units represented by
It has been found that the above-mentioned problems can be solved by using a cationic copolymer containing one or two or more constitutional units containing a primary cation group, and the present invention has been completed.

[0004]

BEST MODE FOR CARRYING OUT THE INVENTION (A) General formula used in the present invention
The reducing sugar represented by G-O-H in (1) is specifically
It means a monosaccharide or oligosaccharide having about 1 to 10 sugar units, preferably about 1 to 5 and more preferably about 1 to 3. Specific examples of monosaccharides include, for example, glucose, mannose, galactose, glucosamine, mannosamine, hexoses such as galactosamine, arabinose, xylose,
Examples thereof include pentacarbon sugars such as ribose. Specific examples of oligosaccharides include, for example, maltose, lactose, trehalose, cellobiose, isomaltose, gentiobiose, melibiose, laminaribiose, chitobiose, xylobiose, mannobiose, solohose and other disaccharides, maltotriose, isomalttriose, Examples thereof include maltotetraose, maltopentaose, mannotriose, and manninotriose. Among these, the reducing sugar is preferably one or more kinds selected from the group consisting of glucose, mannose, galactose, arabinose, xylose, ribose, maltose, lactose, cellobiose and maltooligosaccharides, and more preferably glucose.

In the general formula (1) (A) of the present invention, n
Represents 2 or 3, and preferably 2. M represents an integer of 1 to 5, preferably 1 to 3;
It is more preferably 1.

The constitutional unit represented by the formula (1) used in the present invention can be prepared by polymerizing the following monomers and the like as raw materials. Specifically, glucosyloxyethyl (meth) acrylate, glucosyloxypropyl (meth)
Acrylate, mannosyloxyethyl (meth) acrylate, mannosyloxypropyl (meth) acrylate, galactosyloxyethyl (meth) acrylate,
Galactosyloxypropyl (meth) acrylate, xylosyloxyethyl (meth) acrylate, xylosyloxypropyl (meth) acrylate, ribosyloxyethyl (meth) acrylate, ribosyloxypropyl (meth) acrylate, maltosyloxyethyl (meth) acrylate , Maltosyloxypropyl (meta)
Acrylate, lactosyloxyethyl (meth) acrylate, lactosyloxypropyl (meth) acrylate, cellobiosyloxyethyl (meth) acrylate,
Cellobiosyloxypropyl (meth) acrylate,
Examples thereof include trehaciloxyethyl (meth) acrylate and trehaciloxypropyl (meth) acrylate, and glucosyloxyethyl (meth) acrylate is particularly preferable.

The structural unit having a quaternary cation group (B) of the present invention contains at least one, preferably one quaternary cation group in the structural unit.

Further, the constitutional unit is represented by the general formula (2),
(3), (4)

[Chemical 4] (In the formula, R ² is a hydrogen atom or a methyl group, R ^{3 to} R ¹⁰
Are each independently an alkyl group having 1 to 4 carbon atoms, X, X
¹ and X ² are each an alkylene group having 1 to 4 carbon atoms or an alkylene group having a hydroxy group, M is an anion,
p is preferably 2 or 3 selected from the group consisting of 2 or 3.

R ^{3 to} R ¹⁰ in the general formulas (2), (3) and (4) are preferably each independently an alkyl group having 1 or 2 carbon atoms, specifically, a methyl group and an ethyl group. Is preferred. X of the cationic constitutional unit represented by the formula (2) is preferably an alkylene group having 2 or 3 carbon atoms or an alkylene group having a hydroxy group, specifically, a dimethylene group, a trimethylene group, propane-1,2-diyl. The group, 2-hydroxypropane-1,3-diyl group is preferred. Two R2s in the formula (3) may be the same or different. X ¹ and X ² are alkylene groups having 1 carbon atom,
That is, a methylene group is preferable. It is preferable that p in the formula (4) is 2 or 3. M in the general formulas (2), (3) and (4) can be exemplified by halide ions such as sulfate ion, methylsulfate ion, ethylsulfate ion, chloride, bromide and iodide, preferably halide ion, Chloride and bromide are preferred.

The cationic constitutional unit represented by the formula (2) used in the present invention can be prepared by polymerizing the following monomers as raw materials. Specific examples thereof include (meth) acrylic acid ethyltrimethylammonium halide, (meth) acrylic acid propyltrimethylammonium halide,
(Meth) acrylic acid 2-hydroxypropyltrimethylammonium halide, (meth) acrylic acid butyltrimethylammonium halide and the like can be exemplified, and particularly (meth) acrylic acid ethyltrimethylammonium chloride,
Propyltrimethylammonium (meth) acrylate bromide is preferred.

The constituent unit (B) containing a quaternary cation group of the present invention is an alkylated tertiary amino nitrogen of at least one, preferably one, having a tertiary amino group in the molecule. It can also be made by quaternizing by reacting with an agent. Examples of the structural unit having a tertiary amino group in the molecule include —N + R ³ R ⁴ R in the above formula (2).
^{An example is one in which 5} groups are —NR ³ R ⁴ groups.

Specific examples of the raw material for the constituent unit having such a tertiary amino group in the molecule include dimethylaminoethyl (meth) acrylate and dimethylaminopropyl.
(Meth) acrylate, dimethylaminobutyl (meth) acrylate, diethylaminoethyl (meth) acrylate,
Diethylaminopropyl (meth) acrylate, diethylaminobutyl (meth) acrylate, dipropylaminoethyl (meth) acrylate, dipropylaminopropyl
(Meth) acrylate, dipropylaminobutyl (meth) acrylate and the like are preferable, and dimethylaminoethyl (meth) acrylate, dimethylaminopropyl (meth) acrylate and diethylaminoethyl (meth) acrylate are more preferable. As the alkylating agent used, alkylating agents such as alkyl halides (C1 to 3) and dialkyl sulfuric acid are preferable. Specific examples of those alkylating agents include methyl bromide, methyl chloride, methyl iodide, ethyl bromide, ethyl chloride, ethyl iodide, propyl bromide,
Propyl chloride, propyl iodide, dimethylsulfate, diethylsulfate, dipropylsulfate and the like can be used, more preferably ethyl bromide, methyl chloride, dimethylsulfate, diethylsulfate and the like.

The cationic constitutional unit represented by the formula (3) used in the present invention can be prepared by polymerizing the following monomers as raw materials. Specifically, diallyl dimethyl ammonium halide, diallyl diethyl ammonium halide, diallyl dipropyl ammonium halide,
Examples thereof include diallyldibutylammonium halide, and diallyldimethylammonium chloride and diallyldimethylammonium bromide are particularly preferable.

The cationic constitutional unit represented by the formula (4) used in the present invention can be prepared by polymerizing the following monomers as raw materials. Specifically, (meth) acrylamidoethyltrimethylammonium halide,
(Meth) acrylamidopropyltrimethylammonium halide, (meth) acrylamidobutyltrimethylammonium halide and the like, especially (meth)
Acrylamidomethyltriethylammonium chloride and (meth) acrylamidopropyltriethylammonium chloride are preferred.

The cationic copolymer of the present invention contains (A) the structural unit of the general formula (1) and (B) the quaternary cationic group, and further comprises the structural units (A) and (B). ) Other than the structural unit (C), for example, 30 mol% or less of the whole
Preferably, it can be contained in an amount of 20 mol% or less. As the raw material monomer for forming the structural unit (C), any of (meth) acrylates of alcohols having 1 to 31 carbon atoms can be used, and methyl (meth) acrylate, ethyl (meth) acrylate, n-propyl (meth). Acrylate, isopropyl (meth) acrylate, n-butyl (meth) acrylate, sec-butyl (meth) acrylate, tert-butyl (meth) acrylate, pentyl (meth) acrylate, hexyl (meth) acrylate, cyclohexyl (meth) acrylate, Heptyl (meth) acrylate, octyl (meth)
Acrylate, 2-ethylhexyl (meth) acrylate, nonyl (meth) acrylate, decyl (meth) acrylate, undecyl (meth) acrylate, lauryl (meth) acrylate, myristyl (meth) acrylate, palmityl (meth) acrylate, stearyl (meth) Acrylate, isostearyl (meth) acrylate, aralkyl (meth) acrylate, behenyl (meth)
It can be produced by polymerizing an acrylate or the like, or a mixture thereof, as a raw material. Further, if necessary, other monomers can be mixed and used. For example,
(Meth) acrylic acid, aconitic acid, itaconic acid, methaconic acid, citraconic acid, fumaric acid, maleic acid, vinylsulfonic acid, acrylamido-2-methylpropanesulfonic acid, vinylsulfonic acid, and various metal salts thereof;
N, N-dimethylaminopropyl (meth) acrylamide, N, N-dimethylaminoethyl (meth) acrylate, N, N-diethylaminoethyl (meth) acrylate, 2-vinylpyridine, 3-vinylpyridine, 4-vinylpyridine, 2-vinylimidazole, N-methyl-
2-vinylimidazole, N-vinylimidazole,
(Meth) acrylamide, N-methyl (meth) acrylamide, N, N-dimethyl (meth) acrylamide, N
-Ethyl (meth) acrylamide, N-isopropyl (meth) acrylamide, Nt-butyl (meth) acrylamide, 2-hydroxyethyl (meth) acrylate, monoglycerol (meth) acrylate, N- (tris (hydroxymethyl)) Methyl) aluamide, vinyl methyl ether, polyethylene glycol (meth) acrylate, N-vinylpyrrolidone, N- (meth) acryloylpyrrolidone, (meth) acryloylmorpholine, maleic acid imide, vinyl acetate, maleic anhydride; styrene, methylstyrene, Styrene-based monomers such as chloromethylstyrene and aminostyrene; 2- (meth) acryloyloxyethylbutylurethane, 2- (meth) acryloyloxyethylbenzylurethane, 2- (meth) acryloyloxyethylfuran. Urethane-modified (meth) acrylates such as phenyl urethane; 2- (meth) acryloyloxyethyl-2 '-(trimethylammonio) ethyl phosphate, 3- (meth) acryloyloxypropyl-2'-(trimethylammonio) ethyl phosphate. , 4- (meth) acryloyloxybutyl-2'-
(Trimethylammonio) ethyl phosphate, 5-
Phosphorylcholine group-containing (meth) acrylates such as (meth) acryloyloxypentyl-2 '-(trimethylammonio) ethyl phosphate; ethyl vinyl ether, butyl vinyl ether, vinyl acetate, vinyl chloride, vinylidene chloride, ethylene, propylene, isobutylene, Examples include diethyl fumarate, diethyl malate, acrylonitrile, vinylbenzylamine and the like.

The cationic copolymer of the present invention preferably has an average weight molecular weight of 1,000 to 1,000,000, more preferably 5,000 to 1,000,000, and further preferably 10,000 to 500,000. When the amount within this range is used, excellent conditioning properties are exhibited, and handling properties during compounding and use are improved. In addition, when used in a cosmetic or an external preparation for skin, a highly flexible coating excellent in a feeling of finishing, which is a feature of the present invention, can be formed on the skin or hair, so that a good feeling of use is given to the cosmetic or the external preparation for skin. Can be added to the agent. Further, in the case of a cosmetic or an external preparation for skin to be washed off, good finger-passing property at the time of rinsing can be obtained.

The cationic copolymer of the present invention can be polymerized by various known methods and is not particularly limited, but it is preferable to carry out solution polymerization or emulsion polymerization. The copolymerization may be random or block. As the polymerization solvent, it is preferable to use water, a lower alcohol such as methanol, ethanol and 2-propanol, and a lower solvent such as acetone and the like, or a mixed solvent thereof, or a mixed solvent thereof with water. When a solvent containing water is used, the amount of water in the solvent is preferably 10 to 100% by weight, more preferably 40 to 100% by weight. The polymerization initiator is not particularly limited as long as it is soluble in a solvent before use, and for example, 2-2′-azobisisobutyronitrile, 2-2′-azobis (2-methylbutyronitrile). 2-2'-azobis (2,4-dimethylvaleronitrile), 2-2'-azobis (2-amidinopropane) dihydrochloride, 2-2'-azobis (N, N'-dimethyleneisobutylamidine) , Potassium persulfate, ammonium persulfate, hydrogen peroxide solution and the like, and the amount thereof is preferably 0.01 to 5% by weight based on the monomer. The polymerization temperature varies depending on the polymerization solvent used, but is 40
It is preferably ˜90 ° C. Further, when using a redox initiator in which a peroxide and a reducing agent are combined,
It is also possible to carry out the polymerization at -10 to 90 ° C. As the redox initiator, potassium persulfate or ammonium persulfate and Fe
Combination of persulfate such as 2+ and divalent iron ion, combination of persulfate such as potassium persulfate or ammonium persulfate and sodium hydrogen sulfite and hydrogen sulfite, hydrogen peroxide solution and divalent iron ion or hydrogen sulfite A combination with salt or the like can be used. The cationic copolymer of the present invention can be obtained as a solution by previously forming a solution of all the monomers required to form the cationic copolymer and then performing polymerization. In this case, if necessary, a part of the monomers can be added dropwise during the polymerization. It is also possible to prepare an emulsion of the cationic copolymer by carrying out emulsion polymerization. The polymerization time is preferably 1 to 48 hours. The obtained polymer is reprecipitated, dialyzed, ultrafiltered,
Gel filtration, activated carbon treatment, inorganic adsorbent treatment, steam deodorization,
It can be purified by a known method such as reduced pressure treatment, heat treatment, or oxidation treatment. Further, depending on the types and amounts of the remaining unreacted monomer and the polymerization initiator, they can be used as they are for various purposes.

The molar composition ratio of the cationic copolymer of the present invention is (A) 5 to 90 mol% of the structural unit represented by the general formula (1), and (B) the structural unit having a quaternary cationic group is 10 ~
80 mol% and 0-30 mol% of other structural units are preferable.

The cationic copolymer of the present invention may be in the form of a powder or a solution, and if necessary, may be blended with a component that can be blended with a cosmetic or a skin external preparation described below. Further, depending on the use, a solution prepared from the cationic copolymer may be used as it is, or a solution prepared by adding a component such as water that can be mixed with a cosmetic or an external skin preparation may be used as a product. In the case of an aqueous solution, it is preferable to add a pH adjuster and a preservative. The concentration of the cationic copolymer of the present invention when the product form is an aqueous solution is not particularly limited, but is preferably 1 to 50% by weight, particularly 2 to 40 from the viewpoint of handling property and the like.
Weight percent is preferred.

By incorporating the cationic copolymer of the present invention into a cosmetic or an external preparation for skin, various preferable effects can be exhibited. In the case of a skin or hair cleaning agent, a highly flexible film is formed on the skin and hair after cleaning,
In addition to being protected, it has excellent conditioning properties on the skin and hair during and after washing, and imparts a smooth, slippery, moisturizing, and moisturizing feeling, and can maintain it. These effects are exhibited in both cases of skin and hair cleansing agents. In addition, the permanent wave pretreatment agent, the permanent wave agent (permanent wave 1st and 2nd solutions), the permanent wave intermediate treatment agent, and the permanent wave posttreatment agent can suppress the hair damage that occurs during the permanent wave treatment. In addition, the ability to form waves can be enhanced, elasticity can be imparted to the hair, and the feel of the hair can be further improved. Pretreatment agents for bleaching, decolorizing agents, posttreatment agents for bleaching, pretreatment agents for hair dyeing, oxidative hair dyeing agents, acid hair dyeing agents, post-treatment agents for hair dyeing, prevent and suppress damage to hair and dye them. It is possible to accelerate the rising of the hair and to uniformly dye it, improve the color and the color lasting, and impart gloss and moisture to the hair to improve the feel. In the skin, after use, it makes the skin refreshed and gives a slippery feel.
This can be sustained. Even if it is contained in other cosmetics or external preparations for the skin, an excellent feeling of use can be exhibited.

The content of the cationic copolymer of the present invention in the composition of the cosmetic or the external preparation for skin is 0.001.
It is preferably from 30 to 30% by weight, more preferably from 0.
05 to 20% by weight, more preferably 0.1 to 10% by weight. When used in this range, the effects of the cationic copolymer of the present invention can be exhibited particularly well.

In the cosmetics and external preparations for skin of the present invention, if necessary, water and additional components usually added to cosmetics such as oils and fats, surfactants, alcohols, humectants, thickening and gelling agents, Antioxidant, antiseptic, bactericide, chelating agent, pH
Conditioner / acid / alkali, UV absorber, whitening agent, solvent,
Exfoliating / dissolving agent, antipruritic agent, anti-inflammatory agent, antiperspirant, cooling agent,
Reducing / oxidizing agents, antihistamines, astringents, stimulants,
Compounding agents for hair growth, polymer powder, hydroxy acids, vitamins and their derivatives, sugars and their derivatives, organic acids, enzymes, nucleic acids, hormones, inorganic powders, fragrances, dyes and pigments, etc. be able to.

Illustrative of these additive components are, for example, cetanol, myristyl alcohol, oleyl alcohol, lauryl alcohol, cetostearyl alcohol, stearyl alcohol, aralkyl alcohol, behenyl alcohol, jojoba alcohol, chimyl alcohol, batyl alcohol. , Hexyldecanol,
Higher alcohols such as isostearyl alcohol, 2-octyldodecanol and dimer diol; lauric acid, myristic acid, palmitic acid, stearic acid, isostearic acid, behenic acid, dimer acid, hydrogenated dimer acid, undecylenic acid, 12-hydroxy Higher fatty acids such as stearic acid, palmitoleic acid, oleic acid, linoleic acid, linoleic acid, erucic acid, docosahexaenoic acid, eicosapentaenoic acid, isohexadecanoic acid, anteisopentadecanoic acid, long-chain branched fatty acids and their aluminum salts, calcium salts , Magnesium salt, zinc salt,
Metal soaps such as potassium salts and nitrogen-containing derivatives such as amides; hydrocarbons such as liquid paraffin, squalane, squalene, vaseline, solid paraffin, ceresin, microcrystalline wax, etc .; safflower oil, olive oil, castor oil, Avocado oil, sesame oil, tea oil, evening primrose oil,
Wheat germ oil, macadamia nut oil, hazelnut oil,
Kukui nut oil, rosehip oil, meadow foam oil,
Vegetable oils such as Persic oil, tea tree oil, peppermint oil, hydrogenated castor oil; cacao butter, shea butter, wax, palm oil,
Vegetable oils such as palm oil and palm kernel oil; Animal oils such as beef tallow, milk fat, horse fat, egg yolk oil, mink oil and turtle oil;
Carnauba wax, candelilla wax, jojoba oil, hydrogenated jojoba oil and other vegetable waxes; beeswax, spermaceti wax, lanolin, orange luffy oil and other animal waxes; liquid lanolin, reduced lanolin, adsorption purified lanolin, lanolin acetate , Acetic acid liquid lanolin, hydroxylanolin, polyoxyethylene lanolin, lanolin fatty acid, hard lanolin fatty acid, lanolin alcohol, lanolin alcohol acetate,
Lanolins such as acetic acid (cetyl lanolyl) ester; phospholipids such as phosphatidylcholine, phosphatidylethanolamine, phosphatidylinositol, sphingomyelin, phosphatidic acid, lysolecithin;
Phospholipid derivatives such as hydrogenated soybean phospholipids and hydrogenated egg yolk phospholipids; sterols such as cholesterol, dihydrocholesterol, lanosterol, dihydrolanosterol and phytosterol; cholesteryl acetate, cholesteryl nonanoate, cholesteryl isostearate, olein. Cholesteryl acid, N
-Lauroyl-L-glutamic acid di (cholesteryl behenyl octyldodecyl), N-lauroyl-L-glutamic acid di (cholesteryl octyldodecyl), N
-Lauroyl-L-glutamic acid di (phytosteryl
2-octyldodecyl), 12-hydroxystearate cholesteryl, macadamia nut oil fatty acid cholesteryl, macadamia nut oil fatty acid phytosteryl, isostearate phytosteryl, soft lanolin fatty acid cholesteryl, hard lanolin fatty acid cholesteryl, long chain branched fatty acid cholesteryl, long chain α-hydroxy fatty acid cholesteryl. Sterol esters such as ethyl oleate, ethyl avocado oil fatty acid, isopropyl palmitate, octyl palmitate, isopropyl isostearate,
Lower alcohol fatty acid esters such as isotridecyl isononanoate and lanolin fatty acid isopropyl; higher grades such as octyldodecyl myristate, cetyl octanoate, oleyl oleate, octyldodecyl oleate, octyldodecyl lanolin fatty acid, hexyldecyl dimethyloctanoate and dioctyl succinate Alcohol fatty acid esters; higher alcohol oxyacid esters such as cetyl lactate and diisostearyl malate; polyhydric alcohols such as trioleic acid glyceride, triisostearic acid glyceride, tri (capryl / capric acid) glyceride, propylene glycol dioleate Fatty acid esters; dimer dilinoleic acid di (isostearyl / phytosteryl), dimer dilinoleic acid (phytosteryl / isostearyl / cetyl / (Tearyl / behenyl), dimer acid such as dimer dilinoleic acid dimer dilinoleyl or hydrogenated dimer acid ester; dimer stearic acid dimer dilinoleyl, dimer dilinoleyl hydrogenated rosin condensate dimer diol ester; silicone resin , Methylpolysiloxane, octamethyltrisiloxane, decamethyltetrasiloxane, highly polymerized methylpolysiloxane, dimethylpolysiloxane, methylphenylpolysiloxane, methylhydrogenpolysiloxane,
Silicone derivatives such as organically modified polysiloxane, cyclic dimethyl siloxane, cross-linked methyl polysiloxane, cross-linked methylphenyl polysiloxane; dimer diol (hydroxy) alkyl ether, perfluoropolyether and the like.

Examples of the surfactant include fatty acid salts, alkyl sulfate ester salts, alkylbenzene sulfonate salts, polyoxyethylene alkyl sulfate salts, polyoxyethylene fatty amine sulfate salts, acyl N-methyl taurine salts, alkyl ether phosphate ester salts. Anionic surfactants such as N-acyl amino acid salt; polyoxyethylene alkyl ether, polyoxyethylene alkylphenyl ether, polyoxyethylene alkyl ether sorbitan fatty acid partial ester, polyhydric alcohol fatty acid partial ester, polyglycerin fatty acid ester, Nonionic surfactants such as polyoxyethylene fatty acid ester, alkyldimethylamine oxide, and alkyl polyglycoside;
Alkyl trimethyl ammonium chloride, short-chain polyoxyethylene alkyl amine and its salt or quaternary salt,
Cationic surfactants such as benzalkonium chloride; amphoteric surfactants such as alkyldimethylaminoacetic acid betaine, alkylamidodimethylaminoacetic acid betaine, 2-alkyl-N-carboxy-N-hydroxyimidazolinium betaine; polyvinyl alcohol , Sodium alginate, starch derivative, tragacanth gum, acrylic acid
Examples thereof include polymer surfactants such as alkyl methacrylic acid copolymers and dimethylammonium chloride / acrylamide copolymers.

As the moisturizer, propylene glycol,
Glycerin, polyhydric alcohols such as 3-methyl-1,3-butanediol, sodium hyaluronate, polyglucosyloxyethyl methacrylate, citrate, urea, lactic acid bacterium culture solution, yeast extract, eggshell membrane protein, submaxillary Gland mucin, hypotaurine, sesame lignan glycoside, betaine, chondroitin sulfate, ceramide (type 1, 2,
3, 4, 5, 6), hydroxyceramide, pseudoceramide, glycosphingolipid, glutathione, polyethylene glycol, sorbitol, carbitol, sodium lactate, sodium 2-pyrrolidone-5-carboxylate, albumin, trimethylglycine; collagen, elastin , Collagen degrading peptide, elastin degrading peptide, keratin degrading peptide, conchiolin degrading peptide, silk protein degrading peptide, soybean protein degrading peptide,
Protein peptides such as wheat protein-degrading peptide and casein-degrading peptide and derivatives thereof; amino acids such as arginine, serine, glycine, threonine, glutamic acid, cysteine, methionine, leucine, tryptophan; placenta extract, elastin, collagen, aloe extract Examples thereof include animal and plant extract components such as hamamelis water, loofah water, chamomile extract, licorice extract, and comfrey extract.

As the thickener / gelling agent, guar gum, quince seed gum, xanthan gum, carrageenan, alginic acid, sodium carboxymethyl cellulose, carboxyvinyl polymer, acrylic acid / methacrylic acid ester copolymer, polyvinylpyrrolidone, amphoteric methacrylic acid ester. Polymers such as copolymers, cationized guar gum, cationized cellulose and nitrocellulose; 12-hydroxystearic acid and its salts, dextrin fatty acid ester, silicic acid anhydride, metal soap, organic modified clay mineral, sucrose fatty acid ester , Fructooligosaccharide fatty acid ester, and the like.

Examples of the antioxidant include BHT, BHA, propyl gallate, tocopherol and / or its derivative, ascorbic acid and / or its derivative and the like.

Examples of preservatives include phenols, benzoic acid and salts thereof, halogenated bisphenols, acid amides, quaternary ammonium salts and the like.

As the bactericide, trichlorocarbanide,
Examples thereof include zinc pyrithione, benzalkonium chloride, benzethonium chloride, chlorhexidine, halocarbane, hinokitiol, phenol, isopropylphenol, and photosensitizers.

Examples of the chelating agent include edetate and sodium oxalate.

Examples of the pH adjusting agent, acid and alkali include citric acid, lactic acid, succinic acid, hydrochloric acid, ethanolamine, diethanolamine, triethanolamine, aqueous ammonia, arginine, sodium hydroxide, calcium chloride and the like. .

As the ultraviolet absorber, a benzophenone derivative, a paraaminobenzoic acid derivative, a paramethoxycinnamic acid derivative, a salicylic acid derivative, urocanic acid, ethyl urocanate, 4-tert-butyl-4'-methoxydibenzoylmethane, 2- ( Examples thereof include 2'-hydroxy-5'-methylphenyl) benzotriazole, methyl anthranilate, rutin, and derivatives thereof.

As whitening agents, kojic acid, arbutin,
Examples thereof include ascorbic acid, glutathione, ellagic acid, butyl resorcinol, chamomile extract, placenta extract, oryzanol and the like.

Solvents include lower alcohols such as ethanol and 2-propanol; acetone, ethyl acetate,
Examples thereof include ethylene glycol monoethyl ether and toluene.

As the exfoliating / dissolving agent, salicylic acid,
Examples thereof include sulfur, resorcin, selenium sulfide and pyridoxine.

Examples of the antipruritic agent include diphenhydramine hydrochloride, chlorferamine maleate, camphor and the like.

Examples of anti-inflammatory agents include glycyrrhizic acid and its derivatives, guaizulene, hydrocortisone acetate, prednisone and the like.

Examples of antiperspirants include chlorohydroxyaluminum, aluminum chloride, zinc oxide, zinc paraphenolsulfonate and the like.

Examples of the cooling agent include menthol, methyl salicylate and the like.

Examples of the reducing agent include thioglycolic acid and cysteine. Examples of the oxidizing agent include aqueous hydrogen peroxide, ammonium persulfate, sodium bromate and the like.

Examples of antihistamines include difedramine hydrochloride, chlorpheniramine maleate, glycyrrhetinic acid derivatives and the like.

Examples of the astringent include citric acid, tartaric acid, lactic acid, aluminum / potassium sulfate, tannic acid and the like.

Examples of the stimulant include canthalin tincture, ginger tincture, capsicum tincture, benzyl nicotinate and the like.

Examples of the hair-growing agents include cembran extract, cepharanthin, vitamin E and its derivatives, γ-oryzanol, capsicum tincture, ginger tincture, canthari tincture, nicotinic acid benzyl ester, allantoin, photosensitizer 301, photosensitizer 401 and the like. Can be illustrated.

As the polymer powder, starch, nylon powder, polyethylene powder, polymethylmethacrylate,
Examples thereof include polyethylene terephthalate / polymethylmethacrylate laminated powder and surface-treated powders thereof.

Examples of the α-hydroxy acids and derivatives thereof include lactic acid, glycolic acid, citric acid, fruit acid, hydroxycapric acid, long chain α-hydroxy fatty acid, long chain α-hydroxy fatty acid cholesteryl and the like. .

As vitamins and their derivatives, vitamins such as vitamin A, vitamin B group, vitamin D, vitamin E, pantothenic acid and biotin; ascorbyl stearate, ascorbyl palmitate, ascorbyl dipalmitate, ascorbyl phosphate. Magnesium, sodium ascorbate, tocopherol nicotinate,
Examples thereof include vitamin derivatives such as tocopherol acetate, tocopherol linoleate, and tocopherol ferulate.

Examples of sugars and their derivatives are cyclodextrin, β-glucan, chitin, chitosan, glucose, trehalose, pectin, arabinogalactan,
Examples include sugars such as gelatin, dextrin, dextran, and derivatives thereof.

Organic acids include acetic acid, propionic acid,
Examples thereof include citric acid, abietic acid, tartaric acid and the like.

Examples of the enzymes include lysozyme chloride, keratinase, papain, pancreatin, protease and the like.

Examples of the nucleic acids include adenosine triphosphate disodium salt and the like.

As the hormones, estradiol,
Estrone, ethinyl estradiol, cortisone,
Hydrocortisone, prednisone, etc. can be illustrated.

The inorganic powders include mica, talc, kaolin, montmorillonite, sericite, kaolinite, calcium carbonate, red iron oxide, yellow iron oxide, black iron oxide,
Ultramarine, navy blue, carbon black, titanium dioxide, zinc oxide, alumina, silica, fumed silica, titanium mica, fish scale foil, boron nitride, photochromic pigment, synthetic fluorine phlogopite, fine particle composite powder, gold, inorganic such as aluminum Examples thereof include powder and surface-treated powders thereof.

Examples of the fragrance include limonene, linanol, citral, β-ionone, benzyl benzoate, indole, eugenol, auranthiol, geraniol, linal, damascon, benzyl acetate, jasmine lactone, galactolid and essential oil. it can.

As the pigment, natural pigments such as β-carotene, calsamine, rutin, cochineal and chlorophyll;
Synthetic dyes such as dyes, lakes and organic pigments; oxidative dye intermediates such as p-phenylenediamine, toluene-2,5-diamine, m-phenylenediamine, o-, m-, or p-aminophenol, resorcin Etc. can be illustrated.

Other known ingredients such as cosmetics, pharmaceuticals, foods and the like can be appropriately blended within a range that does not impair the effects of the present invention.

The cosmetics and external preparations of the present invention can be manufactured by a conventional method and include basic cosmetics, makeup cosmetics, hair cosmetics, fragrance cosmetics, body cosmetics, ointments and the like.

Examples of the basic cosmetics include cleansing foam, cleansing gel, washing powder, face washing powder,
Face wash, cleansing cream, cleansing milk, cleansing lotion, cleansing oil,
Facial cleanser for cleansing masks, softening lotion, astringent lotion, lotion for cleaning, lotion such as multi-layer lotion; emollient lotion, moisturizing lotion, milky lotion, nourishing lotion, nourishing milk, skin moisturizing, moisturizing Emulsion,
Massage lotions, cleansing lotions, protect emulsions, sun protects, sun protectors, UV care milks, sunscreens, makeup lotions, keratin smoothers, elbow lotions, hair milks, hand lotions, body lotions and other emulsions; emollient creams, nourishing creams, nari Thing cream, vanishing cream, moisture cream, night cream, massage cream, cleansing cream, makeup cream, base cream,
Pre-makeup cream, sunscreen cream,
Suntan cream, hair remover, hair cream, deodorant cream, shaving cream, keratin softening cream, etc .; cleansing gel, moisture gel, etc. gel: toilet soap, transparent soap, medicated soap, liquid soap, shaving soap, synthetic toilet soap, etc. Soap;
Peel-off pack, powder pack, washing pack,
Examples include packs and masks such as oil packs and cleansing masks; essences such as moisturizing essences, whitening essences, and ultraviolet protection essences.

Examples of makeup cosmetics include white powder, dusting powder, foundations, lipsticks, blushers, eyeliner, mascara, eye shadow, eyebrow, eyebrow, nail enamel, enamel remover, nail treatment and the like.

As hair cosmetics, shampoos such as oil shampoos, cream shampoos, conditioning shampoos, dandruff shampoos, rinse-inclusive shampoos, rinses, hair restorers, hair foams, hair mousses, hair sprays, hair mists, hair gels, water greases, Set lotion, curler lotion,
Hair Liquid, Pomade, Chick, Hair Cream, Hair Blow, Split Hair Coat, Hair Oil, Permanent Wave Pretreatment Agent, Permanent Wave Agent (Permanent Wave 1 and 2 Liquids), Permanent Wave Intermediate Treatment Agent, Permanent Wave Post Treatment Agent, Examples thereof include a decolorizing pretreatment agent, a decolorizing agent, a decolorizing posttreatment agent, a hair dyeing pretreatment agent, an oxidative hair dyeing agent, an acidic hair dyeing agent, and a hair dyeing post-treatment agent.

Aromatic cosmetics include perfume, perfume,
Examples thereof include parfum, eau de parfum, eau de toilette, cologne, perfume, aroma powder, perfume soap, body lotion, bath oil and the like.

As body cosmetics, body cleansing agents such as body shampoo; deodorant cosmetics such as deodorant lotion, deodorant powder, deodorant spray, deodorant sticks; decolorizing agents, depilatory agents, bath agents; insect repellent sprays, etc. Examples thereof include an Insect Repeller.

Further, the formulation is an oil-in-water (O / W) type,
Water-in-oil (W / O) type, W / O / W type, O / W / O type emulsion cosmetics, oily cosmetics, solid cosmetics, liquid cosmetics, paste cosmetics, stick cosmetics , Volatile oil type cosmetics, powder type cosmetics, jelly type cosmetics, gel type cosmetics, paste type cosmetics, emulsion polymer type cosmetics, sheet type cosmetics, mist type cosmetics, spray type cosmetics And the like.

The external preparation for skin is directly applied to the skin in the form of an ointment, a patch, a lotion, a liniment, a liquid coating agent and the like.

The cationic copolymer of the present invention can also be used as an antistatic agent and a softening agent.

[0066]

EXAMPLES The present invention will be described in more detail with reference to examples below, but the present invention is not limited thereto.

(Example 1) A 1 L four-necked separable flask equipped with a stirrer, a reflux condenser and a nitrogen inlet tube was charged with a 50% aqueous solution of glucosyloxyethyl methacrylate (trade name: Sugraph GEMA, Nippon Seika Co., Ltd.).
(Manufactured by Kyoeisha Kagaku Co., Ltd.) 8% (0.48 mol) and 75% aqueous solution of ethyl trimethylammonium methacrylate chloride (trade name: Light Ester DQ-75)
0 g (0.29 mol) is added. After 620 g of water was added and dissolved uniformly, nitrogen gas was introduced from a nitrogen introduction tube while stirring. After 60 minutes, an initiator solution prepared by separately dissolving 1 g of ammonium persulfate and 1 g of sodium hydrogen sulfite in 10 g of water was added, and polymerization was carried out for 10 hours while introducing nitrogen in a water bath at 45 ° C. Next, distilled water was added and ultrafiltration was performed to remove unreacted monomers, initiators, and odorous residues. Further add sodium citrate to adjust the pH to 7.0,
Methylparaben 0.15% was added as a preservative, and water was added to obtain a cationic copolymer aqueous solution having a concentration of 20% by weight. The weight average molecular weight (hereinafter referred to as the molecular weight) was determined from polyethylene glycol having a known molecular weight as a standard from the elution pattern of GPC (manufactured by Tosoh Corporation). The N content was measured by the elemental analysis method. Thereafter, the same method was used. The obtained polymer had a molecular weight of 140,000 and an N content (% by weight) of 2.0%.

(Example 2) 80 g (0.14 mol) of Sucraph GEMA was placed in a 1 L four-neck separable flask equipped with a stirrer, a reflux condenser and a nitrogen inlet tube.
And 213 g (0.77 mol) of light ester DQ-75 are added. After 687 g of water was added and uniformly dissolved, nitrogen gas was introduced from a nitrogen introduction tube while stirring. After 60 minutes, 1 g of ammonium persulfate and 1 sodium bisulfite
g of the initiator solution separately dissolved in 10 g of water,
Polymerization was carried out for 10 hours while introducing nitrogen in a water bath at ℃. Further, sodium citrate was added to adjust the pH to 7.0, 0.15% of methylparaben was added as a preservative, and water was added to obtain a cationic copolymer aqueous solution having a concentration of 20% by weight. The obtained polymer has a molecular weight of 50,000 and an N content (% by weight) of 5.
It was 4%.

(Example 3) In a 1 L four-necked separable flask equipped with a stirrer, a reflux condenser and a nitrogen inlet tube, 280 g (0.48 mol) of Sucraph GEMA and 50% of diallyldimethylammonium chloride were added.
120 g (0.37 mol) of aqueous solution are added. Water 580
After being diluted with g and uniformly dissolved, nitrogen gas was introduced from a nitrogen introduction tube while stirring. After 60 minutes, 1.2 g of ammonium persulfate and 1.2 g of sodium bisulfite were added to 10 g of water.
Were added separately to the initiator solution, and polymerization was carried out for 10 hours while introducing nitrogen in a water bath at 45 ° C. Further, sodium citrate was added to adjust the pH to 7.0, 0.15% of methylparaben was added as a preservative, and water was added to obtain a cationic copolymer aqueous solution having a concentration of 20% by weight. The polymer obtained had a molecular weight of 150,000 and an N content (% by weight) of 2.6%.

(Example 4) In a 1 L four-necked separable flask equipped with a stirrer, a reflux condenser and a nitrogen inlet tube, 280 g (0.48 mol) of Sucraph GEMA and 50% of methacrylamidopropyltrimethylammonium chloride were added. 120 g (0.29 mol) of aqueous solution
Add. After diluted with 580 g of water and uniformly dissolved, nitrogen gas was introduced from a nitrogen introduction tube while stirring. 60 minutes later,
An initiator solution prepared by separately dissolving 1.6 g of ammonium persulfate and 1.6 g of sodium hydrogen sulfite in 10 g of water was added, and polymerization was performed for 10 hours while introducing nitrogen in a water bath at 45 ° C. Furthermore, sodium citrate is added to adjust the pH to 7.0, and methylparaben 0.15% is added as a preservative,
Water was added to obtain a 20% by weight aqueous solution of the cationic copolymer. The polymer obtained has a molecular weight of 150,000 and an N content.
(Wt%) was 4.1%.

Example 5 A 1-liter flask equipped with a stirrer, a thermometer, a cooling tube and an introduction tube was placed in a Sucra.
ph GEMA 200 g (0.34 mol), light ester DQ-75 107 g (0.39 mol), methyl methacrylate 20 g (0.18 mol), water 493 g, isopropyl alcohol 160 g were charged, and the air in the reactor was replaced with nitrogen. did. As a reaction initiator, 2 g of azobisisobutyronitrile was dissolved in 20 g of isopropyl alcohol and added, and the internal temperature was raised to 60 ° C. under a nitrogen atmosphere while stirring. After 12 hours, when no increase in the viscosity of the reaction solution was observed, the solvent was distilled off under reduced pressure, then distilled water was added and ultrafiltration was performed to remove unreacted monomers, initiators, and odorous residues. Removed. Further, sodium citrate was added to adjust the pH to 7.0, 0.15% of methylparaben as a preservative was added, and water was added to obtain a cationic copolymer aqueous solution having a concentration of 20% by weight. The polymer obtained had a molecular weight of 400,000 and an N content (% by weight) of 2.7%.

Example 6 A 1 L flask equipped with a stirrer, a thermometer, a cooling tube and an introduction tube was placed in a Sucra.
ph GEMA 200 g (0.34 mol), light ester DQ-75 107 g (0.39 mol), n-butyl methacrylate 20 g (0.14 mol), water 493 g,
220 g of isopropyl alcohol was added and the air in the reactor was replaced with nitrogen. As a reaction initiator, 1.6 g of ammonium persulfate and 1.6 g of sodium hydrogen sulfite were added to 10 g of water.
Were added separately to the initiator solution, and the mixture was heated in a water bath at 45 ° C. while introducing nitrogen. After 12 hours, no increase in the viscosity of the reaction solution was observed, isopropyl alcohol was removed under reduced pressure, neutralized with caustic soda, and freeze-dried to obtain a powder of a cationic copolymer polymer. The polymer obtained has a molecular weight of 70,000 and an N content (% by weight) of 2.7%.
Met.

(Example 7) A 1 L four-necked separable flask equipped with a stirrer, a reflux condenser and a nitrogen inlet was placed in a 50% aqueous solution of glucosyloxyethyl methacrylate (trade name: Sugraph GEMA, Nippon Seika Co., Ltd.).
(Manufactured by Kyoeisha Kagaku Co., Ltd.) 8% (0.48 mol) and 75% aqueous solution of ethyl trimethylammonium methacrylate chloride (trade name: Light Ester DQ-75)
0 g (0.29 mol) is added. After 550 g of water was added and dissolved uniformly, nitrogen gas was introduced from a nitrogen introduction tube while stirring. After 60 minutes, an initiator solution prepared by separately dissolving 0.4 g of ammonium persulfate and 0.4 g of sodium hydrogen sulfite in 10 g of water was added, and polymerization was carried out for 10 hours while introducing nitrogen in a water bath at 45 ° C. The reaction was then heated at 80 ° C. for 3 hours. Furthermore, sodium citrate was added to adjust the pH to 5.0, phenoxyethanol 0.5% was added as a preservative, and water was added to obtain a cationic copolymer aqueous solution having a concentration of 10% by weight. The polymer obtained had a molecular weight of 300,000 and an N content (% by weight) of 2.0%.

Examples 8 to 15 and Comparative Examples 1 to 4 Hair Shampoo Hair shampoos having the compositions shown in Table 1 were prepared using the cationic copolymers of Examples 1 to 7. As a comparative example, cationized cellulose (Catinal LC200, Toho Kagaku), cationized guar gum (Jaguar C-13-S, Rhodia), copolymer of diallyl quaternary ammonium salt and acrylamide (Mercoat 550, Calgon) Created a hair shampoo. The cationic copolymers of Examples 1-7 used in Table 1 and Mercoat 550
For, the amount converted to solid content is shown.

[0075]

[Table 1]

(Evaluation of Conditioning Effect) A hair bundle of 10 g of human hair obtained from a beauty salon was wetted with water to prepare a sample of 1 g.
Was applied and foamed, and the feel when touching with running water at 40 ° C. (good finger touch, smoothness of hair bundle, presence of squeak) was evaluated and evaluated. Next, the towel was drained, air-dried, and the texture after drying was evaluated by the same method. The sensory feel and texture were evaluated according to the following criteria. Feeling during rinsing ○ Good on fingers and smooth △ Slightly smooth × Squeaky texture after drying ◎ Extremely smooth ○ Smooth △ Fairly soft × Stiff

As shown in Table 1, all the shampoos containing the cationic copolymer of the present invention were excellent in the feeling of use during rinsing and after drying.

(Examples 16 to 18 and Comparative Examples 5 and 6) Permanent Wave Pretreatment Agent (Production Method) In Examples 16 to 18 and Comparative Examples 5 and 6, the components shown in Table 2 were added to water and stirred uniformly. Created. Of each component, cholesterol and ceramide complex A (hereinafter referred to as complex A) were prepared by the following method. 340 g of distearyldimonium chloride, 8 g of cholesterol and 8 g of ceramide III were dissolved in 1000 ml of chloroform and then spray-dried to obtain a cholesterol ceramide complex A powder. (Evaluation Method) The permanent treatment agent of the present application was evaluated by the following method. 1. Method for making damaged hair 10 g of commercially available powder bleach (Mega Mega Bleach: manufactured by Henkel Lion Cosmetic Co., Ltd.) is applied to 1 g of human hair obtained from a beauty salon, and left at 40 ° C. for 30 minutes. Then, shampoo was performed with a 12% aqueous solution of Emal 20C (manufactured by Kao Corporation), washed with water, and then naturally dried to obtain damaged hair. 2. Feeling of hair It was judged by the finger touch by 5 female panelists. ◎ No dryness ○ Somewhat dry × dry 3. Hair Strength Measurement Rheometer NRM-2002J (made by Fudo Kogyo Co., Ltd.) was used to measure the tensile strength of hair. Hair 1 at 25 ℃ and 62% RH
Measure the book at a pulling speed of 6 cm / min. The average value of n = 40 was defined as the strength. 4. Wave-forming ability Hair was wound around a rod, and after permanent treatment, the state of wave formation was observed. ◎ Wave formation is good ○ Slight wave down is observed × Wave formation is weak (treatment with permanent wave pretreatment agent) 3 g of permanent wave pretreatment agent of Examples 16 to 18 and Comparative Examples 5 and 6 is added to 1 g of the damaged hair described above. Was applied and allowed to stand at room temperature for 15 minutes for permanent wave pretreatment. Continue 2
Liquid permanent wave treatment agent (1 liquid (hereinafter PM-1
Liquid): Ammonium thioglycolate liquid (50
%) 10%, 28% ammonia water 3.0%, water
87%. Liquid 2 (hereinafter referred to as liquid PM-2): 5% sodium bromate aqueous solution. ) Was used for permanent treatment.
Wrap the pre-treated hair around the rod and apply PM-1 liquid to it.
After leaving it at 5 ° C for 15 minutes, it was lightly washed with water, towel-dried, then applied with PM-2 solution, treated at 25 ° C for 15 minutes, removed from the rod, washed with water and air-dried. Table 2 shows the results of the feel of the hair, the strength of the hair, and the wave forming ability.

[0079]

[Table 2]

In the case of the composition containing no cationic copolymer aqueous solution of Example 1, the hair after the permanent waving treatment showed a slight dryness and the wave formation was weak, whereas the cationic copolymer aqueous solution of Example 1 was used. The inclusions suppressed the dryness of hair after the permanent wave treatment and did not inhibit the wave formation. From this, it is understood that the permanent wave pretreatment agent of the present invention is excellent in improving the wave forming ability, elasticity, wave holding effect, and touch to the hair.

(Examples 19 to 21 and Comparative Example 7) Permanent Treatment Agent (Production Method) A two-pack type permanent treatment agent was prepared according to the formulation shown in Table 3.

[0082]

[Table 3]

(Permanent wave treatment) Damaged hair was wound around a rod, 1 liquid was applied, and the mixture was left at 25 ° C for 15 minutes, and then 2
The solution was applied, treated at 25 ° C. for 15 minutes, removed from the rod, washed with water, and air dried. Table 3 shows the results of the feel of hair, the strength of hair, and the ability to form waves.

In the case of the composition containing no cationic copolymer aqueous solution of Example 1, the hair after the permanent waving treatment showed a slight greasiness and the wave formation was weak, whereas the cationic copolymer aqueous solution of Example 1 was used. The inclusions suppressed the dryness of hair after the permanent wave treatment and did not inhibit the wave formation. From this, it is understood that the permanent wave treatment agent of the present invention is excellent in improving the wave forming ability, elasticity, wave holding effect, and touch to the hair.

Example 22 and Comparative Example 8 Permanent Wave Intermediate Treatment Agent (Production Method) The components were uniformly mixed according to the formulation shown in Table 4.

[0086]

[Table 4]

(Intermediate Treatment of Permanent Wave) After the PM-1 solution was applied to the damaged hair, the intermediate treatment for permanent wave of Example 22 or Comparative Example 8 was performed, and then PM was continuously treated.
-2 liquid was applied and a permanent wave treatment was performed. The permanent wave treatment conditions were the same as in Example 16. Table 4 shows the results of the feel of the hair after treatment, the strength of the hair, and the wave forming ability.

In the case of the composition containing no cationic copolymer aqueous solution of Example 1, the hair after the permanent waving treatment showed a slight dryness and the wave formation was weak, whereas the cationic copolymer aqueous solution of Example 1 was used. The inclusions suppressed the dryness of hair and did not inhibit wave formation. From this, it is understood that the permanent wave intermediate treatment agent of the present invention is excellent in improving the wave forming ability, elasticity, wave holding effect, and touch to the hair.

(Examples 23 to 25 and Comparative Examples 9 and 10)
A post-treatment agent for permanent wave was prepared. (Manufacturing method) According to the prescription of Table 5, each component was uniformly mixed to prepare a post-treatment agent for permanent wave.

[0090]

[Table 5]

(Evaluation) After subjecting the damaged hair to a permanent wave treatment, Examples 23 to 25 or Comparative Examples 9 and 10 were performed.
Was treated with the post-treatment agent for permanent wave. Table 5 shows the results of the feel of the hair after air-drying, the strength of the hair, and the wave-forming ability.

In Example 1, which did not contain the aqueous solution of the cationic copolymer, the hair after the permanent waving treatment had a slight greasiness, and the wave formation was weak. On the other hand, in the case of containing the cationic copolymer, the permanent copolymer was used. It suppressed the dryness of hair after wave treatment and did not inhibit wave formation. From this, it is understood that the post-treatment agent for permanent wave of the present invention is excellent in improving the wave forming ability, elasticity, wave holding effect, and touch to the hair.

(Examples 26 to 31 and Comparative Examples 11 to 1)
6) Hair decolorizing agent According to the prescription of Table 6, the respective components were uniformly mixed to prepare a decolorizing pretreatment agent, a decolorizing agent, and a decolorizing posttreatment agent.

[0094]

[Table 6]

(Evaluation of depigmenting agent) For those having pretreatment, human hair was coated with the pretreatment agent and left at room temperature for 15 minutes. Decolorization treatment is performed with 1 and 2 decolorizing agents
A mixture of (3 agents) in a predetermined ratio is applied to hair and left at room temperature for 30 minutes. Then, for those with post-treatment, the decolorized hair was washed with water, coated with a post-treatment agent, allowed to stand at room temperature for 15 minutes, shampooed with a 12% aqueous solution of Emal 20C (manufactured by Kao Corporation), washed with water and then naturally dried. For those without post-treatment, decolorized hair was shampooed with a 12% aqueous solution of Emal 20C (manufactured by Kao Corporation), washed with water and then naturally dried. Moisturize the treated hair with 5 professional panelists,
The gloss, combability, and decolorizing power were evaluated. Moisture, gloss and combability of hair ◎ Very good ○ Somewhat good △ Somewhat bad × Decolorizing power of bad hair ◎ Very decolorized. ○ Well decolorized. Fairly inferior in decolorization property. × Deteriorating property is considerably inferior.

Table 6 shows the evaluation results of the hair decolorizing agent.
The hair to which the decolorizing treatment agent containing no cationic copolymer aqueous solution of Example 1 was applied was found to have dryness after the decolorizing treatment, and the hair had a dull combing feeling, or the decolorizing power was slightly poor. In contrast, the bleaching treatment agent of the present invention suppressed the dryness of the hair after the bleaching treatment, imparted a smooth feel and gloss, and was also excellent in decolorizing power.

(Examples 32-37 and Comparative Examples 17-2)
2) Hair dyeing agent According to the formulations of Tables 7 and 8, the respective components are uniformly mixed, and a hair dyeing pretreatment agent, an oxidative hair dyeing agent (1, 2 agents), an acidic hair dyeing agent, a hair dyeing post-treatment agent It was created.

[0098]

[Table 7]

[0099]

[Table 8]

The effect of each treating agent was evaluated as follows. (Treatment conditions) For those having pretreatment, human hair was coated with the pretreatment agent and left at room temperature for 15 minutes, and then used. The oxidative hair dye used was a mixture of one and two agents just before use. For hair dyeing, a hair dye is applied to the hair and left at room temperature for 30 minutes. Then, for those with post-treatment, after the hair dyed hair is washed with water, the post-treatment agent is applied, left at room temperature for 15 minutes, shampooed with a 12% aqueous solution of Emal 20C (manufactured by Kao Corporation), washed with water and then naturally dried. . For those without post-treatment, the hair dyed hair was shampooed with a 12% aqueous solution of Emal 20C (manufactured by Kao Corporation), washed with water and then naturally dried. (Evaluation method) The treated hair was moisturized by the 5 female panelists, gloss and combability, hair color, levelness,
Color retention and decolorizing power were evaluated. Moisture, gloss and combability of hair ◎ Very good ○ Somewhat good △ Somewhat bad × Bad color tone ◎ Most deeply dyed ○ Somewhat dyed △ Somewhat poorly dyed × Worst dyeing evenly dyed hair Characteristic ◎ Most uniformly dyed ○ There is some unevenness △ There is unevenness × There is considerable unevenness Decolorizing power of hair ◎ There is decolorizing power, and there is no darkness in the color of the dyed ○ Some darkness remains in the hair dyeing △ Black color remains on the dyed hair × Coloration of the hair with a strong blackness on the hair color (the dyed hair was shampooed 10 times with a 12% aqueous solution of Emal 20C to evaluate discoloration.) ◎ Very good color retention ○ Good color retention △ Somewhat poor color retention × Poor color retention

The evaluation results of the hair dye treatment agents are shown in Tables 7 and 8, and the hair dye treatment agent of Example 1 which does not contain the aqueous solution of the cationic copolymer shows a slight dryness on the hair after the hair dyeing treatment and Although it was slightly poor in passing and slightly poor in color retention, the hair dye pretreatment agent, the oxidative hair dye agent, the acidic hair dye agent, and the hair dye posttreatment agent containing the cationic copolymer of Example 1 were used. Suppresses the dryness of the hair after the hair dyeing treatment, imparts a smooth feel and gloss, and improves the color retention. From this, it is understood that the hair dye treatment agent of the present invention is excellent in moisturizing, glossing, combing, and improving color retention.

A transparent shampoo, a pearly shampoo, a hair shampoo, a hair conditioner, a setting gel, a mousse, a hair cream, a shine mousse, a smooth mist, a cosmetic curl agent is prepared by adding the cationic copolymer of the present invention to Examples 38 to 105. (Set liquid 1 liquid), Cosmetic curling agent (Set liquid 2 liquid), Pretreatment agent for permanent wave, Permanent wave lotion 1st liquid, Permanent wave lotion 2nd liquid, Hair dye, Hair restorer, Hair liquid, Cleansing foam , Emollient cream, emulsion, clay pack, cream pack, moisture pack, serum, lotion, sunscreen, makeup remover, cleansing gel, cleansing milk, cleansing cream, facial cleansing liquid, facial cleansing foam, liquid facial cleanser, maniki A, nail remover, foundation cream, emulsified foundation, mascara, eyeliner, compact cheek rouge, compact eye shadow, Mayuzumi, face powder, pressed powder, cream foundation, two-way powder foundation, lipstick, lip gloss, concealer,
Created lip balm, body shampoo, massage cream, deodorant lotion, deodorant (antiperspirant), cologne, soap, preshave lotion, aftershave lotion, carmine lotion, toothpaste, bath agent (bubble bath), hair tonic. All of these formulations were stable and excellent in usability. Below, those prescriptions and manufacturing methods are shown.

Example 38 Transparent Shampoo A Cocoyl glutamic acid (30%) 40.0 parts Olefin (C14-16) sodium sulfonate solution (37%) 10.0 parts Cationic copolymer aqueous solution of Example 1 2 0.0 parts B SURFADONE LP-300 (manufactured by ISP) 3.0 parts C methylparaben 0.2 parts Purified water Total amount 100.0. Each of A and C is heated to about 80 ° C. and dissolved. A to C
Is gradually added and mixed uniformly, and when cooled to 60 ° C, B
Add.

Example 39 Pearl Shampoo A Cocoyl Methyl Taurine Na (30%) 8.0 parts Cocamidopropyl Betaine (30%) 5.0 parts Lauroylmethylalanine Na 5.0 parts Cocamide DEA 3.0 parts Polyoxyethylene cetyl stearyl ether 1.6 parts Ethylene glycol distearate 2.0 parts B Cationic copolymer aqueous solution of Example 1 2.0 parts Quaternium-33 (Nippon Seika's cationic NH) 0.4 parts Citric acid Appropriate amount Purified water Total amount is 100.0. Each of A and B (excluding citric acid) is heated to about 80 ° C. and dissolved. B is gradually added to A and mixed homogeneously, citric acid of B is added, and the mixture is stirred for 1 minute and cooled.

Example 40 Hair Shampoo POE (3) Sodium Lauryl Ether Sulfate 8.0 parts Imidazoline-based amphoteric surfactant 5.0 parts Lauroyl-N-methyl-β-alanine sodium 5.0 parts 1,3- Butylene glycol 3.5 parts Fragrance, dye, preservative A small amount of the aqueous solution of the cationic copolymer of Example 1 1.0 part Cationized cellulose 0.25 parts The above components are mixed and the total amount is 100. Set to 0.

(Example 41) Hair shampoo lauryl sulfate triethanolamine 10.0 parts Coconut oil fatty acid amide propyl betaine 2.8 parts Lauric acid diethanolamide 3.0 parts Cationic copolymer aqueous solution of Example 2 2.0 Part Citric acid 0.1 part Blue No. 1 Slight perfume 0.5 parts The above components are mixed, and purified water is added to bring the total amount to 100.0.

Example 42 Hair Shampoo N-lauroyl-N-methylalanine sodium 7.0 parts N-lauroylmethyl taurine sodium 3.5 parts lauryl dimethylaminoacetic acid betaine 5.0 parts coconut oil fatty acid diethanolamide 2.3 Part Cationic Copolymer Aqueous Solution of Example 1 1.0 part Yellow No. 4 Slight perfume 0.4 parts The above components are mixed and purified water is added to bring the total amount to 100.0.

Example 43 Hair Rinse A Cetyltrimethylammonium chloride 5.2 parts Stearyltrimethylammonium chloride 0.6 parts Cetanol 2.8 parts Octyldodecanol 4.7 parts Squalane 0.3 parts Macadamia nut oil 0.3 parts Poly Oxyethylene (5) oleyl ether 0.1 part Polyoxyethylene (40) cetyl ether 0.1 part Myristyl sulfate Na 0.2 part Cetyl sulfate Na 0.1 part B Cationic copolymer aqueous solution of Example 2 3 parts Citric acid 0.1 parts Purified water Total amount 100.0. Each of A and B (excluding citric acid) is heated to about 80 ° C. and dissolved. After slowly adding Part B to Part A and mixing them uniformly, add citric acid, stir for 1 minute, and cool.

(Example 44) Hair rinse A Stearyl trimethyl ammonium chloride 1.8 parts Behenyl trimethyl ammonium chloride 1.0 part Self-emulsifying glyceryl monostearate 4.5 parts Polyoxyethylene (10) stearyl ether 4.0 parts Cetanol 4.0 parts Cationic copolymer aqueous solution of Example 7 2.0 parts Isopropyl myristate (IPM manufactured by Nippon Seika Co., Ltd.) 1.5 parts B Methylparaben 0.2 parts Purified water The total amount is 100.0. Each of A and B is heated to 80 ° C. and dissolved. B in part A
Parts are gradually added and mixed uniformly, and cooled to room temperature.

(Example 45) Hair rinse Alkyltrimethylammonium chloride 2.0 parts Cetanol 3.0 parts Cyclic silicone 5.0 parts Self-emulsifying glyceryl monostearate 1.0 parts The above components were mixed at 75 ° C. Propylene glycol 3.0 parts Cationic copolymer aqueous solution of Example 1 2.5 parts Preservative, dye Mix components of a slight amount or more at 75 ° C, add purified water to 100 parts, and mix with the above components Then cool and flavor (0.3 parts)
Was added.

(Example 46) Setting gel 95% ethanol 20.0 parts POE modified silicone 0.2 parts 1,3-butylene glycol 3.0 parts polyglycerin 5.0 parts Cationic co-weight of Example 1 Combined aqueous solution 5.0 parts Perfume 0.1 parts or more of components are mixed, and purified water is added to make 100.0 parts.

Example 47 Moose Aqueous solution of cationic copolymer of Example 7 2.0 parts Ethanol 5.0 parts Polyethylene glycol oleyl ether (20) 1.0 part Acrylic resin alkanolamine solution 3.0 parts Stearic acid Diethylaminoethyl amide 0.5 part Pyrrolidone carboxylic acid 0.2 part POE, POP modified silicone 1.0 part Preservative, fragrance Mix the above components and add purified water to make 100.0 parts. The base and LPG were mixed at a ratio of 92: 8 to prepare an injection type mousse.

(Example 48) Hair cream Stearic acid 2.0 parts Lanolin 3.0 parts Paraffin wax 2.0 parts Liquid paraffin 38.0 parts Silicon oil 0.2 parts Self-emulsifying glyceryl monostearate 1.0 part Sorbitan monostearate 1.0 part Polyoxyethylene cetyl ether 1.5 parts Preservative A suitable amount of the above components were mixed at 80 ° C. Triethanolamine 1.0 part 1,3-butylene glycol 3.0 parts Cationic copolymer aqueous solution of Example 1 2.5 parts The above components are mixed and purified water is added to make it 100.0 parts, 80 Mix at 0 ° C, mix with the above ingredients and cool (5
(0 ° C.), an appropriate amount of perfume was added to manufacture.

[0114] (Example 49) Shiny mousse 10.0 parts of the aqueous cationic copolymer solution of Example 1 Dimethicone copolyol amine (Nippon Seika's Silamine-300) 0.2 parts Propylene glycol 0.5 part Polyoxyethylene sorbitan monostearate (20EO) 0.5 part Polyoxyethylene hydrogenated castor oil 0.3 parts Ethanol (75%) 10.0 parts Methylparaben 0.1 part The total amount of purified water is 100.0. The above ingredients are uniformly stirred and mixed.

[0115] (Example 50) Smooth mist 4.0 parts of the aqueous cationic copolymer solution of Example 2 Dimethicone 1.0 part Cetyltrimethylammonium chloride 4.0 parts Ethanol (75%) 10.0 parts The total amount of purified water is 100.0. The above ingredients are uniformly stirred and mixed.

Example 51 Cosmetic Curling Agent (Set Solution 1 Solution) A cysteamine hydrochloride 5.5 parts cysteine 1.5 parts diammonium phosphate 0.5 parts hydroxyethanediphosphonic acid 0.1 part edetate diacid Sodium 0.1 part B Lauryl trimethyl ammonium chloride 2.0 parts Di (polyoxyethylene) oleylmethyl ammonium ammonium (2.EO) 1.0 part Polyoxyethylene (50) oleyl ether 0.5 part Polyoxyethylene (20) Coconut oil fatty acid sorbitan 0.5 part Cationic copolymer aqueous solution of Example 7 4.0 parts C Ammonia water (28%) 1.5 parts D Purified water The total amount is 100.0. Part A is heated to about 40 ° C. and dissolved in 20 g of purified water. In a separate container, weigh the rest of the purified water and add Part B to about 7
After heating to 5 ° C. and uniformly mixing and stirring, after cooling to about 40 ° C., the part A dissolved previously is added, and after stirring, part C is added.

Example 52 Cosmetic Curling Agent (Set Liquid 2 Liquid) A Quaternium-33 (Nippon Seika Chemicals Cation NH) 0.5 part Polyoxyethylene (20) oleyl ether 3.5 parts B Disodium edetate 0.1 part Sodium bromate 2.0 part Sodium benzoate 0.1 part Diammonium phosphate 0.1 part C Stearyltrimethylammonium chloride 2.0 parts Emacor TS-703 (manufactured by Sanei Chemical) 2.0 parts Emacor NZ (manufactured by Sanei Chemical Co., Ltd.) 3.0 parts Cationic copolymer aqueous solution of Example 1 1.0 part Purified water Total amount 100.0. About 80% of purified water is weighed and heated to about 60 ° C. to dissolve part B. Next, part A is added and uniformly mixed and stirred. About 40 ℃
Add Part C and mix and stir uniformly.

(Example 53) Pretreatment agent for permanent wave Lanolin 1.0 part Liquid paraffin 1.0 part POE (10) oleyl ether 0.5 part Sorbitan oleate 0.3 part Trimethylglycine 0.2 part Example Cationic copolymer aqueous solution of 1 15.0 parts Citric acid 0.4 parts Sodium citrate Appropriate amount Glycine 2.0 parts Sorbitol 1.0 parts Mix the above components and add purified water to make 100.0 parts. To do.

Example 54 Permanent Wave Lotion First Liquid DL-Cysteine Hydrochloride 5.5 parts N-Acetyl-L-Cysteine (2) 0.5 parts Ammonium Thioglycolate Liquid (50%) 1.9 parts Mono Ethanolamine liquid (80%) 6.8 parts Ammonia water (25%) 1.0 part Carboxyvinyl polymer 0.2 parts Cationic copolymer aqueous solution of Example 1 5.0 parts The above components are mixed and purified. Add water to 100.0.

(Example 55) Permanent wave lotion second liquid sodium bromate 6.0 parts Citric acid 0.01 part Sodium citrate 0.3 parts Cationic copolymer aqueous solution of Example 1 10.0 parts 1, 3-Butylene glycol 5.0 parts or more of components are mixed, and purified water is added to adjust to 100.0.

(Example 56) Hair dye Black No. 401 0.05 part Brown No. 201 0.13 part N-methylpyrrolidone 15.0 parts Benzyl alcohol 8.0 parts Citric acid 1.0 part Cation of Example 7 Aqueous copolymer aqueous solution: 5.0 parts or more of the components are mixed, and purified water is added to adjust to 100.0.

Example 57 Hair Growth Agent Cationic Copolymer Aqueous Solution of Example 2 0.5 parts Menthol 0.1 parts Capsicum tincture 0.5 parts Assembly extract 2.0 parts Ethanol 30.0 parts Preservative A slight amount Fragrance 0.2 parts POE, POP decyl tetradecyl ether 0.3 parts The above components are mixed and purified water is added to make it 100.0.

(Example 58) Hair liquid polyoxypropylene glycerin ether phosphoric acid 18.0 parts Ethanol 50.0 parts Triethanolamine 2.0 parts Cationic copolymer aqueous solution of Example 1 10.0 parts 1,3 -Butylene glycol 5.0 parts Fragrance, antiseptic Mix a small amount or more of ingredients, and add purified water to make 100.0.

Example 59 Cleansing Foam Stearic Acid K 10.0 parts Palmitic Acid K 10.0 parts Myristic Acid K 12.0 parts Lauric Acid K 4.0 parts Lanolin 2.0 parts PEG 1500 10.0 parts Glycerin 15 0.0 parts Glyceryl monostearate 2.0 parts POE (20) sorbitan monostearate 2.0 parts Cationic copolymer aqueous solution of Example 1 1.0 parts Fragrance, preservative Mix a slight amount or more of components, Purified water is added to bring the total volume to 100.0.

(Example 60) Emollient cream squalene 5.0 parts Macadamia nut oil fatty acid phytosteryl 2.0 parts Stearic acid 3.0 parts Vaseline 6.0 parts Cetyl alcohol 5.0 parts POE (20) cetyl alcohol ether 2.0 Parts Propylene glycol monostearate 3.0 parts Dipropylene glycol 3.0 parts Glycerin 3.0 parts Triethanolamine 1.0 parts Cationic copolymer aqueous solution of Example 1 0.5 parts Preservatives, antioxidants Appropriate amount of purified water Total amount is 100.0. Dipropylene glycol, glycerin, triethanolamine, and the cationic copolymer of Example 1 are dissolved in purified water and heated to 70 ° C (aqueous phase). Mix other ingredients 7
It dissolves at 0 ° C. (oil phase). The oil phase was gradually added to the aqueous phase while stirring and the mixture was stirred, then uniformly emulsified with an emulsifier and cooled to room temperature to prepare an emollient cream.

Example 61 Milk Squalane 2.0 parts Macadamia nut oil fatty acid cholesteryl 1.0 part Stearic acid 2.0 parts Vaseline 3.0 parts Cetyl alcohol 1.0 part Sorbitan monooleate 2.0 parts Polyethylene glycol 1500 3.0 parts 1,3-butylene glycol 5.0 parts triethanolamine 1.0 part Cationic copolymer aqueous solution of Example 1 0.5 parts Perfume and preservatives Purified water Total amount 100.0 . Polyethylene glycol 1500, 1,3-butylene glycol, triethanolamine and the aqueous solution of the cationic copolymer of Example 1 are added to purified water and dissolved by heating at 70 ° C (aqueous phase). Other components are mixed and dissolved by heating at 70 ° C (oil phase). The oil phase is gradually added to this aqueous phase while stirring to pre-emulsify. Further, the mixture was uniformly emulsified with an emulsifier and cooled to room temperature to prepare an emulsion.

(Example 62) Clay pack A Cationic copolymer aqueous solution of Example 1 40.0 parts Bentonite 12.0 parts Kaolin 13.0 parts Titanium oxide 2.0 parts POE (20) cetyl ether 1.0 Parts 1,3-butylene glycol 10.0 parts glycerin 10.0 parts preservative suitable amount B polyvinyl alcohol 1.0 part purified water The total amount is 100.0. Heat A at 50 ° C and mix uniformly. B dissolves uniformly at room temperature. While stirring A, gradually add B and mix uniformly. Cool with stirring, stop stirring at 35-30 ° C,
put.

(Example 63) Cream pack A POE (20) POP (4) cetyl ether 0.8 part Diglyceryl monoisostearate 0.2 part Trioctanoin (IOTG manufactured by Nippon Seika) 0.8 part Meadow foam Oil 1.0 part Phytosteryl isostearate 0.1 part Ethanol 1.0 part B Cationic copolymer aqueous solution of Example 1 30.0 parts Casein sodium 0.3 parts Glycerin 4.5 parts 1,3-Butylene glycol 3 0.0 parts Polyethylene glycol 1500 3.0 parts Preservative Appropriate amount C Carbomer 0.8 parts Hydroxyethyl cellulose 0.3 parts Na hydroxide 0.2 parts Purified water Total amount is 100.0. A and B are heated and dissolved at 80 ° C., B is gradually added to A, stirred and emulsified. This is cooled to 50 ° C., and uniform C is gradually added and cooled while stirring at a low speed. Stir to 30 ℃ and let stand.

(Example 64) Moisture Pack A Cationic copolymer aqueous solution of Example 7 50.0 parts Polyvinyl alcohol 13.0 parts 1,3-butylene glycol 3.0 parts Alginic acid K 0.5 parts (styrene / Vinylpyrrolidone) copolymer 1.5 parts B PCA glycereth isostearate-25 1.5 parts denatured alcohol 8.0 parts PEG / PPG-5 / 30 copolymer 1.0 part oleth-10 phosphate DEA 1.0 part glycyrrhizic acid 2K 0.05 part Tocopherol 0.1 part Methylparaben 0.2 part Hyaluronic acid Na 0.05 part Na chloride 0.3 part Purified water Total amount 100.0. Heat and swell A at 50 ° C. Gradually add B to A with stirring and mix uniformly. Cool with stirring, 30 ~
Stop stirring at 25 ° C and let stand.

(Example 65) Beauty serum A Cationic copolymer aqueous solution of Example 1 30.0 parts Xanthan gum 0.4 parts Carbomer 0.1 parts 1,3-Butylene glycol 10.0 parts Purified water Total amount 100. Set to 0. B Hydroxylated K (1% aqueous solution) 2.5 parts Purified water 10.0 parts C Glycyrrhizic acid 2K 0.2 parts Purified water 5.0 parts D Preservative Appropriate amount PEG-40 Hydrogenated castor oil 0.2 parts Purified 5.0 parts of water A to D are dissolved at room temperature. B is gradually added to A with stirring to make a viscous liquid, and then C and D are added to homogenize and left to stand.

Example 66 Lotion A Aqueous solution of the cationic copolymer of Example 2 30.0 parts Citric acid 0.01 parts Sodium citrate 0.1 parts Sodium pyrrolidonecarboxylate 1.0 parts 1,3- Butylene glycol 3.0 parts Purified water Total amount 100.0. B Polyoxyethylene hydrogenated castor oil 0.2 parts Preservative Appropriate amount of ethanol 10.0 parts Both A and B are dissolved by heating at 50 ° C, and B is gradually added to A while stirring to solubilize. Cool with stirring, stop stirring at 30 ° C. and let stand.

Example 67 Sunscreen A Quaternium-18 Hectorite 1.0 part B Cyclomethicone 13.7 parts Diphenyldimethicone 7.0 parts Dimethicone copolyol 5.5 parts C Titanium oxide 3.9 parts Zinc oxide 2 1 part D Stearic acid Al 0.7 part Hydroxyl Al 0.5 part Isononyl isononanoate 5.0 parts E Trimethylsiloxysilicic acid 1.2 parts Dimethicone 0.8 parts Methicone 0.1 part Stearyl glycyrrhetinate 0.02 Parts Sorbitan sesquioleate 2.0 parts Tocopherol 0.02 parts F Cationic copolymer aqueous solution of Example 1 2.0 parts Na chloride 1.0 part Methylparaben 0.15 parts Purified water The total amount is 100.0. Add A to B and stir. Further C is added and dispersed using a roller mill. D is heated and melted, added to the mixture of A, B and C, and E is added to bring the temperature to about 70 ° C. Heat F and gradually emulsify the mixture of A to E with stirring. Cool with stirring, stop stirring at 40-35 ° C,
put.

(Example 68) Makeup remover oil A Cationic copolymer aqueous solution of Example 7 1.0 part B Dimer dilinoleic acid Dimer dilinoleyl (DD-DA7 manufactured by Nippon Seika) 30.0 parts Octanoic acid Cetyl (CIO manufactured by Nippon Seika Co., Ltd.) 61.7 parts Laureth-4 7.0 parts Propylparaben 0.2 parts Tocopherol 0.1 parts B is dissolved by heating by heating if necessary. Add A with stirring to homogenize.

Example 69 Cleansing Gel A Dimer dilinoleic acid (phytosteryl / isostearyl / cetyl / stearyl / behenyl) (Plandool-S manufactured by Nippon Seika) 2.0 parts Trioctanoin (IOTG manufactured by Nippon Seika) 15.0 parts Dihydrocholes-30 (Nippon Seika Chemicals Bellpol DC-30) 2.0 parts PEG-25 Hydrogenated castor oil 20.0 parts Mineral oil 15.0 parts B Cationic copolymer aqueous solution of Example 2 20.0 parts Glycerin 16.0 parts 1,3-butylene glycol 5.0 parts Purified water The total amount is 100.0. Both A and B are dissolved by heating at 80 ° C, and B is gradually added to A while stirring to emulsify. Cool, stop stirring at 40-35 ° C and let stand.

(Example 70) Cleansing Milk A Stearic acid 0.5 part Butyl paraoxybenzoate 0.1 part Mineral oil 20.0 parts Trioctanoin (IOTG manufactured by Nippon Seika) 15.0 parts Dimer dilinoleic acid ( Phytosteryl / isostearyl / cetyl / stearyl / behenyl) (Planseool-S manufactured by Nippon Seika) 2.0 parts Ceteth-20 0.8 parts Sodium polyoxyethylene cetyl ether phosphate (5EO) 1.2 parts Self Emulsified propylene glycol stearate 1.0 part B Cationic copolymer aqueous solution of Example 1 20.18 parts Trisodium edetate 0.02 parts Phenoxyethanol 0.2 parts Methyl paraoxybenzoate 0.2 parts Purified water 18. 8 parts C Carbomer 0.5 parts Purified water 14.5 parts D Hydroxide K 0.325 parts Water 4.675 parts C, D are dissolved at room temperature, it was added D to C and viscous liquid. Both A and B are dissolved by heating at 80 ° C, and B is gradually added to A while stirring to emulsify. Add liquids C and D, cool with stirring, stop stirring at 40 to 35 ° C., and leave to stand.

Example 71 Cleansing Cream A Ceresin 6.0 parts Butyl paraoxybenzoate 0.1 part Mineral oil 35.0 parts Trioctanoin (IOTG manufactured by Nippon Seika) 15.0 parts Dimer dilinoleic acid (phytosteryl) / Isostearyl / cetyl / stearyl / behenyl) (Planseool-S manufactured by Nippon Seika) 2.0 parts sorbitan sesquioleate 1.5 parts polyoxyethylene sorbitan oleate (20EO) 0.3 parts paraffin 2. 0 part B Cationic copolymer aqueous solution of Example 2 20.06 parts Trisodium edetate 0.02 parts Phenoxyethanol 0.2 parts Methyl paraoxybenzoate 0.2 parts Purified water 17.62 parts A and B both 80 ° C Dissolve by heating with, and gradually add B to A with stirring to emulsify. Cool with stirring, 40-35
Stop stirring at ℃ and let stand.

(Example 72) Face-washing liquid Cationic copolymer aqueous solution of Example 1 30.0 parts Dipotassium glycyrrhizinate 0.05 parts Coconut oil fatty acid diethanolamide 4.0 parts N-coconut oil fatty acid acyl-L-glutamic acid Triethanolamine 1.5 parts Coconut oil fatty acid amide propyl betaine 8.1 parts N-coconut oil fatty acid acyl-DL-alanine triethanolamine 1.5 parts Preservative An appropriate amount Sodium monohydrogen phosphate 1.0 part Citric acid 0.15 parts Purified water 53.7 parts If necessary, warm all components to 40-50 ° C and stir to homogenize.

(Example 73) Facial cleansing foam (1) (Palm fatty acid / hydrogenated beef tallow fatty acid) Na glutamic acid 20.0 parts (2) 1,3-butylene glycol 15.0 parts (3) polyethylene glycol 400 5.0 Parts (4) polyethylene glycol 1500 10.0 parts (5) lauric acid diethanolamide 2.0 parts (6) propylparaben 0.1 part (7) methylparaben 0.2 parts (8) cationic co-weight of Example 7 Combined aqueous solution 5.0 parts (9) Crystalline cellulose 10.0 parts (10) Butyl stearate 1.0 part (11) Tocopherol 0.2 parts (12) Purified water The total amount is 100.0. (1) to (7) are heated to about 80 ° C. and dissolved. After dissolution, (10) to (12) are added and dissolved. While stirring at about 60 ° C, (8) and (9) are added and cooled to about 40 ° C.

(Example 74) Liquid face wash (1) Cationic copolymer aqueous solution of Example 1 1.0 part (2) Lauroyl sarcosine salt 12.0 parts (3) Myristoylmethyl taurine sodium 2.0 parts ( 4) Na isethionate 1.0 part (5) Polyglyceryl-6 laurate 2.0 parts (6) Coconut oil fatty acid diethanolamide 2.0 parts (7) Sorbitol 8.0 parts (8) Polyethylene glycol 1500 4.0 Parts (9) 1,3-butylene glycol 8.0 parts (10) glycerin 50.0 parts (11) phenoxyethanol 0.8 parts (12) purified water The total amount is 100.0. (4) and (10) are heated to about 80 ° C and dissolved (A
Part). (1) to (3), (5) to (9), (1
1) and (12) are added, and the mixture is heated to about 80 ° C. to uniformly dissolve it, and then cooled.

(Example 75) Manicure A Nitrocellulose 1.5 parts (tosylamide / formaldehyde) resin 5.0 parts B Ethyl acetate 30.0 parts Denatured alcohol 3.0 parts C Cationic copolymer aqueous solution of Example 7 1.0 part Acetyltributyl citrate 0.2 part Isopropanol 0.3 part Mica Suitable amount Tocopherol acetate 0.1 part Macadamia nut oil 0.1 part Butanol 1.0 part Synthetic phlogopite Suitable amount Titanium oxide Suitable amount Iron oxide Suitable amount Konjou Suitable amount of butyl acetate Total amount is 100.0. Dissolve A in B at room temperature and homogenize. After C is mixed and dispersed, it is added to the solution of A and B to make it uniform.

[0141] (Example 76) Nail remover 1.0 part of the aqueous cationic copolymer solution of Example 2 1,3-butylene glycol 3.0 parts PEG-60 castor oil 0.5 parts The total amount of acetone is 100.0. Add all ingredients and stir to homogenize.

(Example 77) Base cream A Daimer dilinoleic acid Daimer dilinoleyl (DD-DA7 manufactured by Nippon Seika Co., Ltd.) 5.0 parts Macadamia nut oil fatty acid phytosteryl (YOFCO MAS manufactured by Nippon Seika Co., Ltd.) 2.0 parts Cyclomethicone 15.0 parts Trimethylsiloxysilicic acid 3.0 parts Glyceryl stearate (SE) 2.0 parts PG (SE) stearate 2.0 parts Tocopherol 0.2 parts Octyl methoxycinnamate 0.5 parts Stearic acid 0.5 Part Palmitic acid 0.5 part B Cationic copolymer aqueous solution of Example 1 20.0 parts 1,3-butylene glycol 10.0 parts Phenoxyethanol 0.8 parts Purified water Total amount is 100.0. C Talc 7.0 parts Mica 8.0 parts Titanic acid (Li / Cobalt) 0.2 parts D Xanthan gum 0.2 parts Cellulose gum 0.2 parts Purified water 19.6 parts D is dissolved at room temperature. Both A and B are dissolved by heating at 80 ° C., B is gradually added to A while stirring, and the mixture is stirred with a homomixer at 5,000 rpm for 3 minutes. Then, add C and D while stirring with a paddle, cool, stop stirring at 40 to 35 ° C., and leave to stand.

Example 78 Emulsion Foundation 1. Purified water 53.5 parts 2. 2. 0.5 parts of the aqueous cationic copolymer solution of Example 1 Dipropylene glycol 5.0 parts 4. Preservative proper amount 5. Polyoxyethylene-modified dimethylpolysiloxane 4.0 parts 6. Decamethylcyclopentasiloxane 12.0 parts 7. Isostearic acid dimer diol (Nippon Seika's PI-DA) 5.0 parts 8. Zinc oxide 10.0 parts 9. Sericite 0.36 parts 10. Titanium dioxide 8.32 parts 11. Iron oxide (yellow) 0.80 parts 12. Iron oxide (red) 0.36 parts 13. Iron oxide (black) 0.16 parts 14. Fragrances Components 1 to 4 were heated and stirred at 70 ° C., and then components 8 to 13 were added and dispersed. This was heated to 70 ° C. in advance and added to the components 5 to 7 to be emulsified and dispersed. Then, the mixture was cooled to room temperature and 14 was added to obtain the desired emulsified foundation.

Example 79 Mascara 1. Iron oxide (black) 10.0 parts 2. 2. Dimer dilinoleic acid di (isostearyl / phytosteryl) (Nippon Seika's PI-DA) 20.0 parts 3. Polyacrylic ester emulsion 20.0 parts 4. Solid paraffin 8.0 parts 5. Lanolin wax 8.0 parts 6. Light isoparaffin 17.0 parts 7. Sorbitan sesquioleate 3.0 parts 8. Purified water 10.0 parts 9. Aqueous solution of cationic copolymer of Example 1 0.8 parts 10.2-Ethylhexyl-p-methoxycinnamate 3.0 parts 11. Preservative 0.2 parts 12. Fragrance An appropriate amount of 2 to 7, 10, 11 and 12 oily components are dissolved by heating to form an oil part. Add 1 to the oil part,
Perform distributed processing. The heated components 8 and 9 were added to the oil part, further dispersed, and cooled to obtain this product.

Example 80 Eyeliner Cationic copolymer aqueous solution of Example 7 20.0 parts 1,3-butylene glycol 10.0 parts glycerin 10.0 parts polyethylene glycol 300 8.0 parts magnesium aluminum silicate 8.0 parts Ethanol 8.0 parts Acrylic acid / acrylic acid amide / ethyl acrylate copolymer 6.0 parts Polyoxyethylene sorbitan monostearate (20EO) 2.0 parts Polyvinyl alcohol 1.5 parts Hydroxypropyl Methylcellulose 1.5 parts Sorbitan sesquioleate 1.5 parts Simethicone 0.8 parts Edetate 0.1 part AMP Suitable amount triethanolamine Suitable amount Methylparaben 0.2 parts Black titanium oxide 1.0 part Iron oxide 1.0 Part of purified water Total 100.0. A part of water is mixed with hydroxypropylmethyl cellulose, black titanium oxide, and iron oxide, well dispersed, mixed with other components, adjusted to pH about 6.5 with AMP and triethanolamine, and then filled.

(Example 81) Compact Chee Rouge A mica The total amount is 100.0. Talc 20.0 parts Lauroyl lysine 10.0 parts Dimer dilinoleic acid Dimer dilinoleyl (DD-DA5 manufactured by Nippon Seika) 2.0 parts Zinc stearate 1.5 parts Perfluoroalkyl phosphate diethanolamide 1.0 Part Dimethicone 1.0 part Neopentyl glycol dicaprate 0.5 part (stearyl methacrylate / perfluorooctylethyl methacrylate) copolymer 0.5 part Iron oxide Minor red 226 Minor amount of sulfuric acid Ba 0.8 part Dimyristic acid Al 0.5 parts B Cationic copolymer of Example 6 0.2 parts Diisostearyl malate 0.5 parts Methylparaben 0.2 parts Dibutylhydroxytoluene 0.05 parts A is mixed with high speed stirring. B is mixed homogeneously and then blended with A. After crushing and passing through a sieve, press.

(Example 82) Compact eye shadow A Mica 20.0 parts Sericite 15.0 parts Titanium oxide Micro iron oxide Micro gunge Micro carmine Micro konjo Micro zinc oxide Micro red 226 Micro talc The total amount is 100.0. B Cationic Copolymer of Example 6 0.1 part Vaseline 2.0 parts Trioctanoin (Nippon Seika's IOTG) 2.0 parts Dimethicone 2.0 parts Sorbitan sesquiisostearate 1.0 part Macadamia nut fatty acid phytosteryl ( Nihonseika YOFCO MAS) 1.0 part Tocopherol 0.2 part Tetrahydrotetramethylcyclotetrasiloxane 0.5 part Tetradecene 0.5 part Methylparaben 0.2 part A is mixed by high speed stirring. B is mixed uniformly and then blended with A. It is crushed, passed through a sieve, and then pressed.

Example 83 Mayumi A Iron Oxide Micro Mica Micro Titanium Oxide Micro Gungun Micro Talc 5.0 parts B Mineral Oil 15.0 parts Dimer dilinoleic acid di (isostearyl / phytosteryl) (Japan Seika manufactured PI-DA) 5.0 parts Dimer dilinoleic acid (phytosteryl / isostearyl / cetyl / stearyl / behenyl) (Nippon Seika manufactured Planool-S) 5.0 parts C Cationic copolymer of Example 6 1.0 part Stearic acid 25.0 parts Mokuro 10.0 parts Hydrogenated castor oil 21.2 parts Beeswax 8.0 parts Hydrogenated coconut oil 3.0 parts Tocopherol 0.1 parts Jojoba oil 0.5 parts Sorbitan isostearate 0.5 part Hydrogenated palm oil 0.5 part Methylparaben 0.2 part A is dispersed in B using a roller mill. Thaw C by heating, add to the mixture of A and B, and mix well. It is filtered, poured into a mold at a high temperature, cooled, and molded and filled into a container.

Example 84 Face Powder Cationic Copolymer of Example 6 1.0 Part Mica 5.0 Parts Titanium Oxide 1.0 Part Bengal Appropriate Yellow Iron Oxide Appropriate Black Iron Oxide Appropriate Dimergyrinol Acid di (isostearyl / phytosteryl) (PI-DA manufactured by Nippon Seika Co., Ltd.) 2.0 parts Magnesium stearate 3.0 parts Talc Total amount is 100.0. Mix all components by high-speed stirring and pulverize with a pulverizer. After sieving, fill.

(Example 85) Pressed powder A Cationic copolymer of Example 6 1.0 part Dimer dilinoleic acid (phytosteryl / isostearyl / cetyl / stearyl / behenyl) (Plandool-S) manufactured by Nippon Seika Co., Ltd. 2 0.0 parts jojoba oil 2.0 parts olive oil 1.0 part dimethicone 1.0 part tocopherol 0.1 part sorbitan isostearate 0.5 part methylparaben 0.2 part B mica 15.0 parts alumina 2.0 parts silica 5. 0 part Mg stearate 3.0 parts Titanium oxide Fine iron oxide Fine talc Total amount is 100.0. Mix B with high speed stirring. After uniformly mixing A, mix with B. It is crushed, passed through a sieve, and then pressed.

(Example 86) Cream foundation A Lipophilic glyceryl monostearate 1.0 part Stearic acid 4.0 parts Behenyl alcohol 1.0 part Cetanol 0.5 part Dimer dilinoleic acid di (isostearyl / phytosteryl) ( Nippon Seika's PI-DA) 2.5 parts Squalane 4.0 parts α-Olefin oligomer 4.0 parts Titanium oxide 5.0 parts Bengal suitable amount yellow iron oxide suitable amount black iron oxide suitable amount talc 5.0 parts soybean Phospholipid 0.3 parts Preservative 0.2 parts B Cationic copolymer aqueous solution of Example 2 1.0 parts 1,3-butylene glycol 8.0 parts Triethanolamine 1.5 parts Purified water Total 100.0 And Mix A and B separately at 80 ° C. A while stirring B
Mix in and let cool.

Example 87 Two-Way Powder Foundation A Cationic Copolymer of Example 6 1.0 part Octyl methoxycinnamate 0.5 part Trimethylsiloxysilicic acid 0.6 part Dimer dilinoleic acid (phytosteryl / isostearyl) / Cetyl / stearyl / behenyl) (Planseool-S manufactured by Nippon Seika) 1.0 part Dimer dilinolenoic acid di (isostearyl / phytosteryl) (PI-DA manufactured by Nippon Seika) 2.0 parts Dioctyl succinate 0.5 Part Dimethicone 1.0 part Phenoxyethanol 0.2 part Methylparaben 0.2 part Tocopherol 0.1 part Glycerin 1.0 part Alkyl acrylate copolymer 0.2 part Polymethylmethacrylate 0.2 part Dimethyl PABA octyl 0.5 part Methicone 1.0 part B Mica (Silicone treatment) 0.0 parts Titanium oxide (Silicone treatment) 8.0 parts Zirconium oxide Appropriate amount of silica (Silicone treatment) 40.0 parts Iron oxide (Silicone treatment) Appropriate amount of cerium oxide Appropriate amount of Al distearate 1.0 part Nylon 10.0 Part talc (silicone treatment) Total amount is 100.0. B is mixed and ground. A is mixed and added to B, mixed, crushed, passed through a sieve, and then pressed into a medium plate.

(Example 88) Lipstick A Iron oxide 2.0 parts Mica 1.5 parts Titanium oxide 2.0 parts Red No. 202 1.5 parts B Trioctanoin (Nippon Seika's IOTG) Total amount of 100.0 To do. Dimer linoleic acid Dimer linoleyl (DD-DA7 manufactured by Nippon Seika) 15.0 parts C candelilla wax 5.0 parts ceresin 10.0 parts cyclomethicone 15.0 parts sorbitan sesquiisostearate 3.0 parts dimerge Linoleic acid di-margin linoleyl (Nippon Seika DD-DA5) 15.0 parts Octyl palmitate (Nippon Seika NS-IOP) 4.0 parts Macadamia nut fatty acid phytosteryl (Nippon Seika YOFCO MAS) 1.0 part Cetyl octoate (CIO, Nippon Seika Co., Ltd.) 9.0 parts Cationic copolymer aqueous solution of Example 1 1.0 part Tocopherol 0.1 part Preservative A suitable amount A is dispersed in B using a roller mill. Thaw C by heating, add to the mixture of A and B, and mix well. The product is filtered, poured into a mold at a high temperature, cooled, and molded into a container.

Example 89 Lip Gloss Cationic copolymer aqueous solution of Example 7 1.0 part Diisostearyl malate 15.0 parts Mineral oil 15.0 parts Diphenyldimethicone 1.0 part Dimethicone 0.1 part Silylated silica 4.0 parts Propylparaben 0.1 part Butylparaben 0.1 part Mica Appropriate amount of titanium oxide Appropriate amount of red 201 Appropriate amount of red 202 Appropriate amount of Ba Ba Appropriate amount of hydrogenated polyisobutene Total amount is 100.0. All are mixed and dispersed using a roller mill. Mix well, filter, pour into a mold, and fill the container with the molded product.

(Example 90) Concealer A Titanium oxide 10.0 parts Iron oxide 1.5 parts Mica 1.0 part B Tri (capryl / capric acid) glyceryl 1.5 parts Squalane 15.0 parts Dimer dilinoleic acid ( Phytosteryl / isostearyl / cetyl / stearyl / behenyl) (Planseool-S manufactured by Nippon Seika Co., Ltd.) 5.0 parts Isostearyl palmitate 5.0 parts Paraffin 3.0 parts Neopentyl glycol dioctanoate Total amount is 100.0. Trioctanoin (IOTG, Nippon Seika Co., Ltd.) 18.0 parts C Ceresin 8.0 parts Hydrogenated castor oil 8.0 parts Carnauba wax 5.0 parts Polyglyceryl-2 diisostearate 2.0 parts Macadamia nut oil fatty acid phytosteryl (Nippon Seika) YOFCO MAS) 3.0 parts Cationic copolymer of Example 6 1.0 parts Methylparaben 0.2 parts Tocopherol 0.1 parts Silica 1.0 parts Mg stearate 1.0 parts A to B in a roller mill. Use to disperse. Thaw C by heating, add to the mixture of A and B, and mix well. The product is filtered, poured into a mold at a high temperature, cooled, and molded into a container.

Example 91 Lip Balm Cationic Copolymer of Example 6 1.0 part Dimer linoleic acid dimer linoleyl (Nippon Seika Chemicals DD-DA7) 15.0 parts dimer linoleic acid dimer Linoleyl (DD-DA5 manufactured by Nippon Seika) 15.0 parts Octyl palmitate (NS-IOP manufactured by Nippon Seika) 4.0 parts Macadamia nut oil fatty acid phytosteryl (YOFCO MAS manufactured by Nippon Seika) 1.0 part Cetyl octanoate (Nippon Seika CIO) 20.0 parts candelilla wax 8.0 parts ceresin 10.0 parts sorbitan sesquiisostearate 3.0 parts tocopherol 0.1 part preservative Trioctanoin (Nippon Seika IOTG) The total amount is 100.0. Thaw and melt all ingredients and mix well. The product is filtered, poured into a mold at a high temperature, cooled, and molded into a container.

Example 92 Body Shampoo Lauryl Sulfate Triethanolamine Salt (40%) 40.0 parts POE (3) Sodium Lauryl Sulfate (30%) 20.0 parts Lauric Acid Diethanolamide 5.0 parts Monopalmitin Glyceryl acidate 1.0 part Liquid lanolin 2.0 parts Cationic copolymer aqueous solution of Example 1 1.0 part Propylene glycol 5.0 parts Perfume, antiseptic Mix a small amount or more of components and add purified water. 100.0 copies.

Example 93 Body Shampoo A Lauryl Phosphoric Acid 20.0 parts Coconut oil fatty acid amide propyl betaine (30%) 10.0 parts Lauroylmethyl-β-alanine sodium 6.0 parts Coconut oil fatty acid diethanolamide 2. 0 parts Polyethylene glycol distearate 1.0 part Glycerin 4.0 parts Sodium benzoate 0.4 parts Phenoxyethanol 0.2 parts B Cationic copolymer aqueous solution of Example 1 1.0 parts The above components are mixed and purified. Add water to make 100.0 parts.

[0159] (Example 94) Body shampoo Cocoyl methyl taurine sodium 10.0 parts Lauroyl Hydrolyzed Silk Sodium 6.0 parts Lauroyl methylalanine sodium 10.0 parts Cocamidoethyl hydroxyethyl glycine sodium 4.0 parts Coconut oil fatty acid amide propyl betaine 10.0 parts Coconut oil fatty acid diethanolamide 3.0 parts 1.0 part of the aqueous cationic copolymer solution of Example 1 1,3-butylene glycol 5.0 parts Methylparaben 0.2 parts The above components are mixed and purified water is added to make 100 parts.

(Example 95) Massage Cream A Mineral Oil 15.0 parts Tri (capryl / capric acid) glyceryl 5.0 parts Hydrogenated cottonseed oil 5.0 parts Vaseline 3.0 parts Dimer dilinoleic acid (phytosteryl / isostearyl) / Cetyl / stearyl / behenyl) (Planseool-S manufactured by Nippon Seika) 5.0 parts Paraffin 3.0 parts PEG-40 stearate 2.0 parts Dimethicone (300 cst) 0.2 parts Polysorbate 60 1.0 parts Squalane 1 .0 part PEG-20 sorbit beeswax 0.5 part glyceryl stearate (SE) 0.3 part sorbitan stearate 0.2 part propylparaben 0.2 part PEG-32 stearate 0.1 part PEG-60 stearate 1 part glyceryl stearate 0.1 part tocopherol acetate 0.1 And B Example 2 of the cationic copolymer aqueous solution 10.0 parts Purified water total amount 100.0. Glycerin 10.0 parts 1,3-Butylene glycol 10.0 parts Glycyrrhizic acid 2K 0.05 parts Hyaluronic acid Na 0.05 parts C Carbomer 0.2 parts Purified water 10.0 parts D Na hydroxide Micro purified water 10 0.0 parts C and D are dissolved at room temperature. Both A and B are dissolved by heating at 80 ° C., B is gradually added to A while stirring, and the mixture is stirred with a homomixer at 5,000 rpm for 3 minutes. Then, add C and D while stirring with a paddle, cool, stop stirring at 40 to 35 ° C., and leave to stand.

(Example 96) Deodorant lotion A Cationic copolymer aqueous solution of Example 1 30.0 parts Purified water The total amount is 100.0. (Styrene / DVB) copolymer 0.2 parts Cha dry distillation liquid 0.5 parts Benzalkonium chloride 0.05 parts Na chloride 0.1 part Carboxymethyl chitin 0.02 parts B Modified alcohol 50.0 parts Methylparaben 0.2 parts Both A and B are dissolved at room temperature, and B is gradually added to A with stirring to homogenize.

Example 97 Deodorant (Antiperspirant) A Cationic copolymer aqueous solution of Example 2 20.0 parts Purified water Total amount 100.0. Methyl paraben 0.1 part Na chloride 0.1 part Citric acid 0.05 part Na citrate 0.05 part Laureth-21 0.1 part Benzalkonium chloride 0.05 part Chlorhydroxyaluminum 0.2 part B Denatured alcohol 40 0.0 parts Propylparaben 0.05 parts Isopropylmethylphenol 0.5 parts A and B are dissolved at room temperature, and B is gradually added to A while stirring to homogenize.

(Example 98) Cologne A Cationic copolymer aqueous solution of Example 1 10.0 parts Purified water The total amount is 100.0. B Ethanol 50.0 parts Perfume 2.0 parts Diethyl phthalate 2.0 parts Both A and B are dissolved at room temperature, and B is gradually added to A while stirring to homogenize.

(Example 99) Soap Cationic copolymer of Example 6 0.5 parts Soap The total amount is 100.0 in a soap base. Lauric acid 5.0 parts 1,3-butylene glycol 3.0 parts Titanium oxide 1.0 part Etidronic acid 0.1 parts Edetate 0.1 part Yellow No. 205 All trace amounts of ingredients are dissolved by heating at 80 ° C. , Cool with stirring, pour into mold and let stand.

(Example 100) Pre-shave lotion A Cationic copolymer aqueous solution of Example 7 20.0 parts Citric acid 0.05 parts Zinc phenolsulfonate 0.2 parts PEG-60 Hydrogenated castor oil 0.1 parts Glycyrrhizic acid 2K 0.05 part Purified water Total amount 100.0. B Ethanol 30.0 parts Tocopherol 0.01 parts Methylparaben 0.15 parts A and B are dissolved at room temperature, and B is gradually added to A while stirring to homogenize.

Example 101 After-Shave Lotion A Cationic Copolymer Aqueous Solution of Example 1 25.0 parts Malic acid 0.1 part Hyaluronic acid Na 0.01 part Zinc phenolsulfonate 0.2 parts PEG-60 water Castor oil added 0.2 parts Glycyrrhizic acid 2K 0.05 parts Vitamin B6 hydrochloride 0.1 parts Purified water Total amount 100.0. B Ethanol 30.0 parts Tocopherol 0.01 parts Menthol 0.01 parts Methylparaben 0.15 parts A and B are dissolved at room temperature, and B is gradually added to A while stirring to homogenize.

Example 102 Carmine Lotion A Calamine 0.4 parts Kaolin 4.0 parts Mg carbonate 0.1 part Purified water 20.0 parts B Cationic copolymer aqueous solution of Example 7 20.0 parts 1, 3-Butylene glycol 2.0 parts Allantoin 0.1 parts Purified water Total amount 100.0. C ethanol 20.0 parts camphor 0.05 parts methylparaben 0.2 parts A is dispersed. Both B and C are dissolved at room temperature, C is gradually added to B with stirring, and A is gradually added with stirring to make the mixture uniform.

Example 103 Toothpaste A Xanthan gum 0.4 part Na alginate 0.3 part Na polyacrylate 0.5 part B Example 1 Cationic Copolymer Aqueous Solution 30.0 parts Sorbitol 20.0 parts Silica 20.0 parts Propylene glycol 5.0 parts Lauryl sulphate Na 0.5 parts Triphosphate 5Na 0.1 parts Hydrogen carbonate Na 0.2 parts Saccharin Na 0.1 parts Na hydroxide Suitable amount Methylparaben 0.1 parts Butylparaben 0.1 part Titanium oxide 0.5 part C Purified water Total amount is 100.0. Dissolve A in a part of C and homogenize. Add the remaining C and B and knead well.

[0169] (Example 104) Bath agent (bubble bath) 1.0 part of the aqueous cationic copolymer solution of Example 2 The total amount of purified water is 100.0. (C12,13) Palace-3 Na Sulfate 5.0 parts Coconut oil fatty acid diethanolamide 2.0 parts Sulfosuccinic acid (C12-14) Palace-2Na 2.0 parts 1,3-butylene glycol 2.0 parts PEG-20 triisostearate glyceryl 1.0 part Citric acid 0.05 parts Na benzoate 0.2 parts Blue No. 1 minute amount Yellow No. 4 small amount Warm to dissolve evenly and knead well.

Example 105 Hair Tonic A Menthol 0.05 part Isopropylmethylphenol 0.1 part Denatured alcohol 60.0 parts B Cationic copolymer aqueous solution of Example 1 30.0 parts 1,3-butylene glycol 1.0 part Pyridoxine hydrochloride 0.1 part Purified water Total amount 100.0. After dissolving both A and B at room temperature to make them uniform, add B to A with stirring to make them uniform.

[0171]

EFFECTS OF THE INVENTION According to the present invention, it is possible to impart excellent finger-passing and conditioning properties to hair,
Further, it is possible to provide a cationic copolymer that does not become rough even after drying and gives a good finished feeling. Further, it is possible to provide a cationic copolymer which gives a refreshing feel to the skin without a feeling of tightness after use.

─────────────────────────────────────────────────── ─── Continuation of front page (51) Int.Cl. ⁷ Identification code FI theme code (reference) C08F 226/04 C08F 226/04 (72) Inventor Yukihiro Ohashi 5-1-1 Umei, Takasago, Hyogo Japan Seika Co., Ltd. Research Institute (72) Inventor Takeshi Ueda 5-1-1 Umei, Takasago, Hyogo Prefecture Japan Seika Co., Ltd. Research Institute (72) Inventor Akemi Fujimoto 5-1-1 Umei, Takasago, Hyogo Japan Seika Chemical Co., Ltd. F-term in the laboratory (reference) 4C083 AA072 AA112 AA122 AB032 AB082 AB212 AB232 AB242 AB282 AB312 AB332 AB362 AB412 AB432 AB442 AC012 AC022 AC072 AC102 AC122 AC132 AC152 AC172 AC182 AC212 AC242 AC252 AC452 AC422 AC422 AC442 AC472 AC472 AC422 AC422 AC442 AC442 AC472 AC472 AC422 AC422 AC442 AC472 AC472 AC422 AC422 AC442 AC472 AC472 AC422 AC422 AC442 AC472 AC472 AC422 AC422 AC442 AC472 AC452 AC422 AC422 AC442 AC472 AC472 AC422 AC422 AC442 AC472 AC472 AC482 AC422 AC442 AC472 AC472 AC482 AC422 AC442 AC442 AC442 AC472 AC452 AC482 AC422 AC442 AC472 AC452 AC402 AC422 AC442 AC472 AC452 AC402 AC422 AC442 AC472 AC252 AC582 AC642 AC662 AC692 AC712 AC772 AC782 AC792 AC852 AC862 AC892 AD042 AD092 AD112 AD131 AD132 AD152 AD162 AD172 AD201 AD202 AD262 AD322 AD332 AD352 AD412 AD442 AD492 AD512 AD532 AD632 AD642 AD662 CC03 CC04 CC05 CC07 CC11 CC12 CC13 CC14 CC17 CC19 CC21 CC22 CC23 CC25 CC28 CC29 CC32 CC33 CC34 CC35 CC37 CC38 CC39 CC41 DD01 DD02 DD08 DD17080108 AS13S BA32Q BA32R BA32S CA04 CA05 CA06 DA71 JA51 JA53

Claims (5)

[Claims] 1. At least (A) the following general formula (1): [In the formula, G-O- represents a group obtained by removing a hydrogen atom from the 1-position hydroxyl group of a reducing sugar, n represents 2 or 3, m represents an integer of 1 to 5, and R ¹ represents a hydrogen atom or Indicates a methyl group. ] One or more types of structural units represented by
A cationic copolymer containing one or more structural units containing a quaternary cationic group. 2. A constitutional unit containing a quaternary cation group of (B) is represented by the following general formulas (2), (3) and (4): (In the formula, R ² is a hydrogen atom or a methyl group, R ^{3 to} R ¹⁰
Are each independently an alkyl group having 1 to 4 carbon atoms, X, X
¹ and X ² are each an alkylene group having 1 to 4 carbon atoms or an alkylene group having a hydroxy group, M is an anion,
p is 2 or 3), and one or more selected from the group consisting of 2 or 3), The cationic copolymer according to claim 1. 3. The reducing sugar of the general formula (1) is one or more selected from the group consisting of glucose, mannose, galactose, arabinose, xylose, ribose, maltose, lactose, and cellobiose. The cationic copolymer described. 4. The reducing sugar of the general formula (1) is glucose, R ¹
Is a methyl group, n is 2, and m is 1. The cationic copolymer according to claim 3. 5. A cosmetic and an external preparation for skin, which comprises the cationic copolymer according to any one of claims 1 to 4.