JP2009242258A - Hair-conditioning composition - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide a hair-conditioning composition that is excellent in smoothness when washed away, excellently imparts a glossy feeling and a tight and resilient feeling to the hair, and achieves pliant and good hair-combing properties. <P>SOLUTION: The hair-conditioning composition comprises the following components (A), (B) and (C): (A) an acrylic copolymer bearing a cycloalkyl group; (B) a volatile oily agent; and (C) a compound bearing a cationic group. <P>COPYRIGHT: (C)2010,JPO&INPIT

Description

  The present invention relates to a hair conditioning composition containing an acrylic copolymer having an oil-soluble cycloalkyl group. More specifically, the present invention relates to smoothness during rinsing, glossiness on hair and firmness and firmness. The present invention relates to a comb-like hair conditioning composition that is excellent in imparting and is not stiff and good.

Hair is damaged in various ways by perms, coloring, use of shampoos and dryers, air pollution, and strong sunlight in summer. Hair conditioning compositions such as hair rinses, hair treatments, and hair packs protect hair from damage caused by these various factors, repair the damage, give the hair shine, firmness and firmness, and make it supple and smooth. It is given. In order to express these effects, conventionally, hair conditioning compositions can be blended with high molecular compounds, oils, proteins, amino acids, cosmetic ingredients such as plant extracts, etc., or a combination thereof. Proposed. For example, there are a combination of a water-soluble polymer and a silylated peptide and a combination of a plant extract and an amphoteric polymer (see Patent Documents 1 and 2).
JP 2000-119143 A Japanese Patent Laid-Open No. 2004-210664

  However, since many of the conventionally used polymer compounds and cosmetic ingredients are water-compatible, most of them are washed away by sweat generated in daily life and rinse-off during hair washing. The effect could not be fully exhibited. In addition, when a water-soluble polymer is blended, there may be a case where the finish is felt to be inherent in the polymer.

  In view of this situation, as a result of intensive studies, the present inventors use an acrylic copolymer containing a cycloalkyl group, and in a rinse-off type product, all conditioning components are rinsed off by running water. The present invention has found that a smooth and good comb-like hair conditioning composition can be obtained, which has good smoothness at the time of washing, imparts a glossy, firmness and firmness to the hair after drying. Was completed.

That is, the present invention includes the following components (A), (B) and (C);
(A) Acrylic copolymer containing a cycloalkyl group (B) Volatile oil agent (C) A hair conditioning composition comprising a compound having a cationic group is provided.

  The hair conditioning composition of the present invention is excellent in the effect of imparting a glossy feeling and firmness to the hair, and has a smooth and smooth combing style. In particular, the rinse-off type hair conditioning composition is excellent in smoothness at the time of rinsing, and effectively acts on the hair after rinsing off without rinsing off all the conditioning components by running water.

Hereinafter, the present invention will be described in further detail.
Among the monomers constituting the acrylic copolymer containing a cycloalkyl group that is the component (A) of the present invention, the cycloalkyl group-containing acrylate and / or methacrylate of the component (a1) is a lipophilic polymerizable monomer, It forms a skeleton having water-resistant, transparent and hard film-forming ability. Specific examples include cyclohexyl acrylate, cyclohexyl methacrylate, dicyclopentanyl acrylate, dicyclopentanyl methacrylate, tricyclodecyl acrylate, tricyclodecyl methacrylate, tricyclodecanyl acrylate, tricyclodecanyl methacrylate, and the like. 1 type, or 2 or more types can be used. In particular, cyclohexyl methacrylate is particularly preferable because it has a good radical polymerizability, a high yield, and a suitable glass transition point for forming a hard film.

  Among the monomers constituting the component (A) of the present invention, the acrylate and / or methacrylate containing a linear or branched alkyl group having 8 to 12 carbon atoms of the component (a2) is an oleophilic polymerizable monomer. Imparts flexibility and adhesion, and improves solubility in light isoparaffin. Specific examples include octyl acrylate, octyl methacrylate, 2-ethylhexyl acrylate, 2-ethylhexyl methacrylate, isononyl acrylate, isononyl methacrylate, lauryl acrylate, lauryl methacrylate, etc., but 2-ethylhexyl methacrylate, lauryl methacrylate are preferred, Of these, 2-ethylhexyl methacrylate is particularly preferable.

  Among the monomers constituting the component (A) of the present invention, the organopolysiloxane macromonomer containing a radically polymerizable group at one end of the component (a3) is an acrylic acid or methacrylic acid via a divalent hydrocarbon group. And ester compounds in which organopolysiloxanes are linked. The organopolysiloxane macromonomer containing a radically polymerizable group at one end of the component (a3) imparts water resistance to the film and increases the solubility in light isoparaffin. Specifically, the dimethylpolysiloxane macromonomer shown by General formula (1) is mentioned, As for the polymerization degree n which shows the repeating unit of a dimethylpolysiloxane group, 0-200 are preferable, More preferably, it is 5-150. Among these, 1 type, or 2 or more types can be used. Within this range, sufficient water resistance can be obtained, and a transparent and uniform film can be obtained.

(Here, n represents an integer of 0 to 200, R ₁ represents hydrogen or a methyl group, and R ₂ represents an alkyl group having 1 to 5 carbon atoms.)

  The copolymer of the component (A) of the present invention can be obtained by polymerizing the component (a1), which is a monomer constituting the component (A), and the component (a2) and / or the component (a3). . That is, it can be obtained by polymerizing the component (a1) and the component (a2), the component (a1) and the component (a3), or the component (a1), the component (a2) and the component (a3).

  In order to obtain the copolymer of the component (A) of the present invention, polymerization is carried out using 50 to 90% by mass (hereinafter simply referred to as “%”) of the cycloalkyl group-containing acrylate and / or methacrylate of the component (a1). Preferably, it is 50 to 80%. If it is this range, the solubility to light isoparaffin and the film | membrane of sufficient hardness will be formed.

  Similarly, in order to obtain the copolymer of the component (A) of the present invention, the component (a2) is preferably polymerized using 10 to 50%, more preferably 15 to 45%. Within this range, the solubility in light isoparaffin is good, a uniform and supple film with sufficient hardness can be obtained, and it is preferable without stickiness.

The component (a3) is preferably polymerized using 10 to 50%, more preferably 15 to 45%. If it is this range, the solubility to light isoparaffin is favorable, and there is no stickiness, a uniform and hard film | membrane is formed, and the favorable hair conditioning effect is acquired and it is preferable.
Furthermore, when the said component (a2) and component (a3) are used together, it is preferable that the sum total is 10 to 50%, More preferably, it is 15 to 45%. If it is this range, the solubility to a light isoparaffin is favorable, the uniform and hard film | membrane without stickiness is formed, and the favorable hair conditioning effect which is supple and has good combing without being stiff is obtained, and is preferable.

  The acrylic copolymer containing a cycloalkyl group of the component (A) of the present invention is a polymerizable monomer other than the above components (a1) to (a3) as long as the effects of the present invention are not impaired. It can be added and polymerized as a constituent monomer. The amount added is preferably about 0.01 to 10% within a range of about 20% or less. The polymerizable monomer other than the components (a1) to (a3) is not particularly limited, but styrene, substituted styrene, vinyl acetate, acrylic acid, methacrylic acid, other acrylic esters and methacrylates, maleic anhydride, Maleic acid ester, fumaric acid ester, vinyl chloride, vinylidene chloride, ethylene, propylene, butadiene, acrylonitrile, fluorinated olefin, acrylamide, methacrylamide, methylacrylamide, methylmethacrylamide, dimethylmethacrylamide, N-isopropylacrylamide, N-vinyl Pyrrolidone, N-vinylacetamide, hydroxyethyl methacrylate, hydroxypropyl methacrylate, dimethylaminoethyl methacrylate, dimethylaminoethyl methacrylamide, 2 Acrylamide-2-dimethyl propane sulfonic acid salts.

Although the weight average molecular weight of the acryl-type copolymer containing the cycloalkyl group of the component (A) of this invention is not limited, what is the range of 1.0 * 10 < ⁴ > -2.0 * 10 < ⁵ > is preferable. . The weight average molecular weight is measured by liquid gel permeation chromatography (GPC) using tetrahydrofuran as an eluent and using a calibration curve prepared with a linear polystyrene standard and a refractive index detector. If it is within this range, the dissolution viscosity in light isoparaffin solubility is moderate, and when blended into a product system, a uniform and good coating film is formed, which is excellent in giving glossiness, firmness and firmness, It is preferable because it is supple and has good combing.

  The acrylic copolymer containing a cycloalkyl group of the component (A) of the present invention can be polymerized by a known polymerization method using the constituent monomers of the components (a1) to (a3). Although not particularly limited, organic peroxides such as benzoyl peroxide and lauroyl peroxide, α, α′-azobisisobutyronitrile, 2, 2′-azobis (2,4-dimethylvaleronitrile), 2, Polymerization may be performed in the presence of a radical polymerization initiator such as an azo compound such as 2′-azobis (2-methylbutyronitrile), a persulfuric polymerization initiator such as potassium persulfate or ammonium persulfate, and a solution. A polymerization method, emulsion polymerization method, suspension polymerization method, bulk polymerization method, precipitation polymerization method and the like can be used. Among these, the solution polymerization method is particularly preferable because it is easy to adjust the molecular weight of the obtained acrylic copolymer to the optimum range.

  Examples of the solvent used in the polymerization of the acrylic copolymer containing the cycloalkyl group of the component (A) of the present invention include aromatic hydrocarbons such as benzene, toluene and xylene, and ketones such as methyl ethyl ketone and methyl isobutyl ketone. , Esters such as ethyl acetate and butyl acetate, and alcohols such as isopropanol, ethanol and methanol. These may be used alone or in combination. Moreover, it can also superpose | polymerize in paraffinic solvents, such as light isoparaffin, isododecane, and isohexadecane.

The polymerization reaction temperature of the acrylic copolymer containing the cycloalkyl group of the component (A) of the present invention is not particularly limited as long as it is in a temperature range in which a normal radical polymerization initiator can be used, but usually 40 to 120 ° C. It is carried out in the range. While the reaction temperature varies depending on the radical polymerization initiator to be used, the type of monomer, and the reaction temperature, it is usually carried out for 2 to 24 hours. If it is this range, since the amount of residual monomers is low and it is obtained with a high yield, it is more preferable.
The acrylic copolymer containing the cycloalkyl group of component (A) thus obtained is soluble at least 30% in light isoparaffin at 25 ° C. When the solubility is 30% or more, there is no stickiness, it is excellent in imparting a glossy feeling and a firmness and firmness, and it is supple and has good combing feeling, which is preferable.

  The acrylic copolymer containing a cycloalkyl group of the component (A) of the present invention is dissolved in a paraffin solvent when reacted, or other hydrocarbons, esters, triglycerides, etc. as necessary. It is also possible to dilute with other oil agents or to replace the solvent with other oil agents. Further, the solvent of the solution can be removed to take out the component (A) as a solid, and the acrylic copolymer polymer obtained by dissolving the obtained acrylic copolymer polymer in a volatile oil such as light isoparaffin. It can also be used as a combined solution. The above acrylic copolymers and their solutions may be used in combination of two or more.

  Although the compounding quantity of the acryl-type copolymer containing the cycloalkyl group of the component (A) to the hair conditioning composition of this invention does not have limitation in particular, 0.01 to 5% is preferable, More preferably, it is 0.00. 1-1%. Within this range, it is possible to obtain a supple finish with a smooth finish without feeling the stiffness of other resins and polymers, and an excellent effect of giving the hair a glossy, firmness and firmness.

The volatile oil of component (B) used in the hair conditioning composition of the present invention makes it easy to mix the acryl-based copolymer containing the cycloalkyl group of component (A) into the system, suppresses stickiness, and is supple. It is for finishing.
Examples of the volatile oil of component (B) used in the hair conditioning composition of the present invention include light isoparaffin, cyclic silicone, and volatile dimethylpolysiloxane. In particular, a mixture of hydrocarbons composed of light isoparaffins is preferable. Specifically, it is a saturated hydrocarbon having 9 to 12 carbon atoms having a side chain, and having a 95% by volume distillation temperature in a distillation test of JIS-K2254 of 200 ° C. or less. Is mentioned. Examples of commercially available products include IP solvent 1620 (manufactured by Idemitsu Kosan Co., Ltd.).

Although the compounding quantity of the volatile oil agent of the component (B) to the hair conditioning composition of this invention does not have limitation in particular, 0.01 to 15% is preferable, More preferably, it is 0.1 to 3%.
If it is this range, a component (A) will melt | dissolve easily and the effect of a component (A) will fully be exhibited, and it is preferable.

  The compound having a cationic group of the component (C) used in the hair conditioning composition of the present invention is a conditioning component that has good affinity and adsorptivity to hair and imparts a good feel to hair, and , Which imparts smoothness during washing and finishing, and is not particularly limited as long as it has a cationic group, and examples thereof include cationic surfactants, cationic polymers, and amphoteric polymers. .

  In the present invention, the cationic surfactant is not particularly limited as long as it is a cationic surfactant that is usually used in hair cosmetics, and specifically, cetyltrimethylammonium chloride, cetyltrimethylammonium bromide. , Stearyl trimethyl ammonium chloride, stearyl trimethyl ammonium bromide, behenyl trimethyl ammonium chloride, behenyl trimethyl ammonium bromide, behenyl trimethyl ammonium methyl sulfate, distearyl dimethyl ammonium chloride, dioleyl dimethyl ammonium bromide, cetyl behenyl dimethyl ammonium methyl chloride, chloride Quaternary ammonium salts such as stearyldimethylbenzylammonium, stearoyl lysine butyl ester / hydrochloride, N-coconut oil fatty acid acyl L-arginine ethyl D -Mono-N-long chain acyl basic amino acid lower alkyl ester salts such as pyrrolidone carboxylate, lauroyl-ornithine propyl ester / acetate, decylguanidine acetate, 2-guanidinoethyllaurylamide hydrochloride, 2-guanidinobutyl stearate Examples include guanidine derivatives such as rhoamide / DL-pyrrolidone carboxylate, etc. In the present invention, cetyltrimethylammonium chloride, cetyltrimethylammonium bromide, stearyltrimethylammonium chloride, stearyltrimethylammonium bromide, chloride Quaternary ammonium salts such as behenyltrimethylammonium bromide, behenyltrimethylammonium bromide, distearyldimethylammonium chloride are preferred. Examples of the cationic surfactant used in the present invention include “GENAMINE STAC” (manufactured by Clariant Japan), “GENAMINE KDM-P” (manufactured by Clariant Japan) and the like as commercial products.

In the present invention, the cationic polymer is not particularly limited as long as it is a cationic polymer usually used in hair cosmetics, but it contains an amino group or an ammonium group bonded to a polymer chain, or dimethyl The water-soluble thing containing a diallylammonium halide as a structural unit is preferable.
Specific examples include cationized cellulose, cationized guar gum, dimethyldiallylammonium chloride / acrylamide copolymer, vinylpyrrolidone / N, N-dimethylaminoethylmethacrylic acid copolymer, polydimethylmethylenediperinium chloride, cationization Examples include collagen, cationized keratin, cationized hyaluronic acid, cationized starch, and cationized dextrin. Among these, cationized cellulose, cationized guar gum, and dimethyldiallylammonium chloride / acrylamide copolymer are particularly preferable. Examples of the cationic polymer used in the present invention include “Polymer JR400” (manufactured by Union Carbide), “Lipoflow MN” (manufactured by Lion) and the like as commercial products.

  In the present invention, the amphoteric polymer is not particularly limited as long as it is an amphoteric polymer normally used in hair cosmetics. Specifically, (methacryloyloxyethylcarboxybetaine / alkyl methacrylate) copolymer, (octylacrylamide / hydroxypropyl acrylate / butylaminoethyl methacrylate) copolymer, acrylamide / acrylic acid / dimethyldiallylammonium chloride copolymer And a homopolymer of 2-methacryloyloxyethyl phosphorylcholine, a copolymer of 2-methacryloyloxyethyl phosphorylcholine and a hydrophobic monomer, and the like. Among these, acrylamide / acrylic acid / dimethyldiallylammonium chloride copolymer is particularly preferable. Examples of the amphoteric polymer used in the present invention include “MARQUAT PLUS 3330” (manufactured by NALCO COMPANY) as a commercial product.

  The compounding amount of the compound (C) having a cationic group in the hair conditioning composition of the present invention is preferably 0.01 to 5%, more preferably 0.1 to 2% in the total amount of the composition. If it is this range, the affinity and adsorbability to hair will be favorable, it will be excellent in imparting firmness and firmness, and a supple and good comb-like thing will be obtained. Moreover, in the rinse-off type hair conditioning composition, a product excellent in smoothness at the time of washing is obtained.

  In addition to the essential components (A) to (C) described above, the hair conditioning composition of the present invention is usually used for preparations such as cosmetics, quasi-drugs, and external medicines as long as the effects of the present invention are not impaired. Ingredients, ie, water (purified water, hot spring water, deep water, etc.), oil agents other than component (B), surfactants other than component (C), metal soap, gelling agent, powder, alcohols, the above Water-soluble polymers other than component (C), film-forming agents, resins other than component (A), inclusion compounds, moisturizers, antibacterial agents, fragrances, deodorants, salts, pH adjusters, cooling agents, plant extracts Products, vitamins, amino acids, peptides, and other cosmetic ingredients for hair care.

As the oil agent, oily components such as higher alcohols, hydrocarbon oils, ester oils, fatty acids, fats and oils other than the volatile oil agent of component (B) described above can be used. For example, lauryl alcohol, myristyl alcohol, palmityl alcohol, stearyl alcohol, behenyl alcohol, hexadecyl alcohol, oleyl alcohol, isostearyl alcohol, hexyldodecanol, octyldodecanol, cetostearyl alcohol, 2-decyltetradecinol, cholesterol, phytosterol , Higher alcohols such as sitosterol, lanosterol, monostearyl glycerol ether (batyl alcohol), hydrocarbons such as ozokerite, squalane, squalene, ceresin, paraffin, paraffin wax, liquid paraffin, pristane, polyisobutylene, microcrystalline wax, petrolatum, etc. , Diisobutyl adipate, 2-hexyldecyl adipate, adipic acid 2-heptylundecyl, monoisostearic acid-alkyl glycol, isocetyl isostearate, trimethylolpropane triisostearate, ethylene glycol di-2-ethylhexanoate, cetyl 2-ethylhexanoate, tri-2-ethylhexanoate tri Methylolpropane, tetra-2-ethylhexanoic acid pentaerythritol, cetyl octoate, octyldodecyl gum ester, oleyl oleate, octyldodecyl oleate, decyl oleate, neopentyl glycol dicaprate, triethyl citrate, 2-ethylhexyl succinate , Amyl acetate, ethyl acetate, butyl acetate, isocetyl stearate, butyl stearate, diisopropyl sebacate, di-2-ethylhexyl sebacate, cetyl lactate, milk Myristyl, isopropyl palmitate, 2-ethylhexyl palmitate, 2-hexyldecyl palmitate, 2-heptylundecyl palmitate, cholesteryl 12-hydroxystearylate, isopropyl myristate, octyldodecyl myristate, 2-hexyldecyl myristate, Ester oils such as myristyl myristate, hexyldecyl dimethyloctanoate, ethyl laurate, hexyl laurate, diisostearyl malate, waxes such as beeswax, carnauba wax, candelilla wax, whale wax, beef tallow, beef leg fat, Beef bone fat, hardened beef fat, hardened oil, turtle oil, pork fat, horse fat, mink oil, liver oil, egg yolk oil and other animal oils, lanolin, liquid lanolin, reduced lanolin, lanolin alcohol, hard lanolin, lanolin acetate, lanolin fatty acid Lanolin derivatives such as isopropyl, fatty acids such as lauric acid, myristic acid, palmitic acid, stearic acid, behenic acid, undecylenic acid, oleic acid, linoleic acid, arachidonic acid, docosahexaenoic acid (DHA), isostearic acid, 12-hydroxystearic acid Low-polymerization dimethylpolysiloxane, high-polymerization dimethylpolysiloxane, methylphenylpolysiloxane, decamethylcyclopentasiloxane, octamethylcyclotetrasiloxane, polyether-modified polysiloxane, polyoxyalkylene, alkylmethylpolysiloxane, methylpoly Siloxane copolymer, alkoxy-modified polysiloxane, alkyl-modified polysiloxane, cross-linked organopolysiloxane, fluorine-modified polysiloxane, amino-modified polysiloxane, glycerin Modified polysiloxane, higher alkoxy-modified silicones, higher fatty acid-modified silicones, silicone resins, silicone rubber, silicone resin and the like.

  As the surfactant, those other than the cationic surfactant of the aforementioned component (C), and as the nonionic surfactant, sorbitan fatty acid ester, glycerin fatty acid ester, polyglycerin fatty acid ester, propylene glycol fatty acid ester, Polyethylene glycol fatty acid ester, sucrose fatty acid ester, polyoxyethylene alkyl ether, polyoxypropylene alkyl ether, polyoxyethylene alkyl phenyl ether, polyoxyethylene fatty acid ester, polyoxyethylene sorbitan fatty acid ester, polyoxyethylene sorbitol fatty acid ester, poly Oxyethylene glycerin fatty acid ester, polyoxyethylene propylene glycol fatty acid ester, polyoxyethylene castor oil, polyoxyethylene Hydrogenated castor oil, polyoxyethylene phytostanol ether, polyoxyethylene phytosterol ether, polyoxyethylene cholestanol ether, polyoxyethylene cholesteryl ether, polyoxyalkylene-modified organopolysiloxane, polyoxyalkylene / alkyl co-modified organopolysiloxane, Lauric acid diethanolamide, coconut oil fatty acid diethanolamide, coconut oil fatty acid monoethanolamide, polyoxyethylene coconut oil fatty acid monoethanolamide, lauric acid monoisopropanolamide, coconut oil fatty acid monoisopropanolamide, polyoxyprolene coconut oil fatty acid monoiso Panolamide, alkanolamide, sugar ether, sugar amide and the like can be mentioned. Anionic surfactants include higher fatty acid salts such as sodium laurate, potassium laurate and potassium coconut fatty acid; sodium polyoxyethylene lauryl ether sulfate, polyoxyethylene lauryl ether ammonium sulfate, polyoxyethylene lauryl ether sulfate triethanolamine Polyoxyethylene alkyl ether sulfates such as sodium lauryl sulfate, alkyl sulfates such as triethanolamine lauryl sulfate; α-olefin sulfonates such as sodium tetradecenesulfonate and potassium tetradecenesulfonate; dodecane-1,2 -Hydroxy ether carboxylates such as sodium diol acetate; sulfosuccinic acid such as sodium sulfosuccinate and the like.

  Metal soaps include: aluminum isostearate, zinc stearate, aluminum stearate, calcium stearate, magnesium stearate, zinc myristate, magnesium myristate, zinc cetyl phosphate, calcium cetyl phosphate, sodium cetyl phosphate, zinc laurate, undecylenate Zinc etc. are mentioned.

  Gelling agents include amino acid derivatives such as α, γ-di-n-butylamine, dextrin palmitate, dextrin stearate, dextrin fatty acid ester such as dextrin 2-ethylhexanoate palmitate, sucrose palmitate Sucrose fatty acid esters such as sucrose stearate, benzylidene derivatives of sorbitol such as monobenzylidene sorbitol, dibenzylidene sorbitol, organically modified clay minerals such as dimethylbenzyl dodecyl ammonium montmorillonite clay, dimethyl dioctadecyl ammonium montmorillonite clay, etc. .

  If the powder is used in ordinary cosmetics, its shape (spherical, needle-like, plate-like, etc.), particle size (smoke-like, fine particles, pigment grade, etc.), particle structure (porous) Any inorganic powder can be used, for example, magnesium oxide, barium sulfate, calcium sulfate, magnesium sulfate, calcium carbonate, magnesium carbonate, talc, synthetic mica. , Mica, kaolin, sericite, muscovite, synthetic mica, phlogopite, saucite, biotite, lithia mica, silicic acid, anhydrous silicic acid, aluminum silicate, magnesium silicate, aluminum magnesium silicate, calcium silicate, Barium silicate, strontium silicate, metal tungstate, hydroxyapatite, vermiculite, hydrite, montmorillonite, z Light, ceramic powder, dicalcium phosphate, alumina, aluminum hydroxide, boron nitride, boron nitride, etc .; organic powders include polyamide powder, polyester powder, polyethylene powder, polypropylene powder, polystyrene powder, polyurethane, benzoguanamine powder, polymethyl Benzoguanamine powder, tetrafluoroethylene powder, polymethyl methacrylate powder, cellulose, silk powder, nylon powder, 12 nylon, 6 nylon, styrene / acrylic acid copolymer, divinylbenzene / styrene copolymer, vinyl resin, urea resin, phenol Resin, fluororesin, silicon resin, acrylic resin, melamine resin, epoxy resin, polycarbonate resin, microcrystalline fiber powder, Lauro Luridine, etc .; as colored pigments, inorganic red pigments such as iron oxide, iron hydroxide and iron titanate, inorganic brown pigments such as γ-iron oxide, yellow inorganic oxides such as yellow iron oxide and loess, black iron oxide, Inorganic black pigments such as carbon black, inorganic purple pigments such as manganese violet and cobalt violet, inorganic green pigments such as chromium hydroxide, chromium oxide, cobalt oxide and cobalt titanate, inorganic blue pigments such as bitumen and ultramarine, tar Dye raked, natural dye raked, composite powder made by combining these powders, etc .; pearl pigments include titanium oxide-coated mica, titanium oxide-coated mica, bismuth oxychloride, titanium oxide Coated bismuth oxychloride, titanium oxide coated talc, fish scale foil, titanium oxide coated colored mica, etc .; -Powder, stainless steel powder, etc. As tar pigments, Red No. 3, Red No. 104, Red No. 106, Red No. 201, Red No. 202, Red No. 204, Red No. 205, Red No. 220, Red No. 226, Red No. 227 , Red 228, Red 230, Red 401, Red 505, Yellow 4, Yellow 5, Yellow 202, Yellow 203, Yellow 204, Yellow 401, Blue 1, Blue 2, Blue No. 201, Blue No. 404, Green No. 3, Green No. 201, Green No. 204, Green No. 205, Orange No. 201, Orange No. 203, Orange No. 204, Orange No. 206, Orange No. 207, etc .; A powder selected from acids, laccaic acid, calsamine, bradylin, crocin, etc., and these powders are compounded or surface treated with oils, silicones, or fluorine compounds It may be carried out powder.

  Examples of alcohols include lower alcohols such as ethanol and isopropanol, polyhydric alcohols such as glycerin, diglycerin, ethylene glycol, diethylene glycol, triethylene glycol, propylene glycol, dipropylene glycol, 1,3-butylene glycol, and polyethylene glycol. Etc.

  Examples of the water-soluble polymer include mucopolysaccharides and salts thereof selected from chondroitin sulfate, hyaluronic acid, mucin, dermatan sulfate, heparin and keratan sulfate other than the cationic polymer and amphoteric polymer of component (C), gum arabic, Plant macromolecules such as tragacanth, galactan, carob gum, guar gum, caraya gum, carrageenan, pectin, agar, quince seed, alge colloid, tranto gum, locust bean gum, galactomannan, etc. Polymer, starch, carboxymethyl starch, starch-based polymer such as methylhydroxypropyl starch, methylcellulose, methylhydroxypropylcellulose, carboxymethylcellulose, hydroxymedium Cellulose, hydroxypropylcellulose, sodium cellulose sulfate, sodium carboxymethylcellulose, crystalline cellulose, cellulose polymer of cellulose powder, alginic acid polymers such as sodium alginate, propylene glycol alginate, carboxyvinyl polymer, alkyl-modified carboxyvinyl polymer, etc. Vinyl polymers, polyoxyethylene polymers, polyoxyethylene polyoxypropylene copolymer polymers, acrylic polymers such as sodium polyacrylate, polyacrylamide, polyethyleneimine, bentonite, laponite, hectorite, etc. There are inorganic water-soluble polymers. Also included are film forming agents such as polyvinyl alcohol and polyvinyl pyrrolidone.

  Antibacterial agents include benzoic acid, sodium benzoate, salicylic acid, coalic acid, sorbic acid, potassium sorbate, paraoxybenzoic acid ester, parachlorometacresol, hexachlorophene, benzalkonium chloride, chlorhexidine chloride, trichlorocarbanilide, photosensitive Element, bis (2-pyridylthio-1-oxide) zinc, phenoxyethanol, isopropylmethylphenol and the like.

  Examples of pH adjusters include lactic acid, citric acid, glycolic acid, succinic acid, tartaric acid, malic acid, potassium carbonate, sodium bicarbonate, ammonium bicarbonate, sodium hydroxide, potassium hydroxide, triethanolamine, monoethanolamine, Examples of the refreshing agent include l-menthol and camphor.

  Vitamins such as vitamin A and derivatives thereof, vitamin B and derivatives thereof, vitamin C and derivatives thereof, vitamin E and derivatives thereof, linolenic acid and derivatives thereof, and vitamins such as phytonadione, menaquinone, menadione, menadiol Ks; vitamin Ps such as eriocitrin and hesperidin; and biotin, carcinine, ferulic acid and the like.

Examples of amino acids include glycine, alanine, valine, isoleucine, serine, threonine, aspartic acid, glutamic acid, asparagine, glutamine, lysine, hydroxylysine, arginine, cystine, cysteine, acetylcysteine, methionine, phenylalanine, tyrosine, proline, hydroxy Examples include proline, ortinin, citrulline, theanine, creatine, and creatinine. As amino acid derivatives, N-lauroyl-L-glutamate di (phytosteryl 2-octyldodecyl), N-lauroyl-L-glutamate di (cholesteryl behenyl octyldodecyl), N-lauroyl-L-glutamate di (cholesteryl Octyldodecyl), N-lauroyl-L-glutamate di (phytosteryl, behenyl, 2-octyldodecyl), N-lauroyl-L-glutamate di (2-octyldodecyl), N-acylglutamate lysine condensate and the like.
Peptides may be derived from animals, fish, shellfish, plants, and specifically, collagen and derivatives thereof or hydrolysates thereof, elastin and derivatives thereof or hydrolysates thereof, keratin and derivatives thereof or the like. Degradation products, wheat proteins and derivatives thereof or hydrolysates thereof, soybean proteins and derivatives or hydrolysates thereof, and the like.
Examples of the saccharide include sorbitol, erythritol, maltose, maltitol, xylitol, xylose, trehalose, inositol, glucose, mannitol, pentaerythritol, fructose, sucrose and esters thereof, dextrin and derivatives thereof, honey, brown sugar extract and the like. .
In addition, compositions containing ceramide and derivatives thereof, hair lipid components such as 18-methyleicosanoic acid, phosphatidylcholine, phosphatidylethanolamine, phosphatidylserine, phosphatidylglycerol, phosphatidylinositol, sphingophospholipids and the like, or the like Products, that is, soybean lecithin, egg yolk lecithin, or hydrogenated products thereof, and also a phospholipid such as a homopolymer of 2-methacryloyloxyethyl phosphorylcholine or a copolymer of 2-methacryloyloxyethyl phosphorylcholine and a hydrophobic monomer And beauty derivatives useful for hair care such as moisturizing and repairing hair.
One or two or more of these may be appropriately selected or combined.

  The hair conditioning composition of the present invention may be any of aqueous, solubilized, O / W emulsified, W / O emulsified, oily and the like as a dosage form, and may be liquid, emulsion, cream, gel, Any property such as solid may be used. In addition, it can be used as a foam type by using an aerosol foam or pump foam container with a propellant, and as a hair treatment agent such as hair rinse, hair pack, hair cream, hair essence, hair oil, hair foam, etc. It can be used as various hair conditioning compositions.

In addition, the hair conditioning composition of the present invention may be either in bath, out bath, rinse off, or leave on in terms of the method of use. Especially in the rinse off type product using in bath, the smoothness of the hair at the time of washing off is obtained. It is noticeable and preferable.

  Next, the present invention will be described in more detail with reference to examples. The present invention is not limited at all by these.

Production Example 1: Synthesis of cycloalkyl group-containing acrylic copolymer 1 In a four-necked separable flask equipped with a reflux condenser, a thermometer, a nitrogen inlet tube and a stirrer, 22.5 g of cyclohexyl methacrylate, the following general formula ( 2) 7.5 g of dimethylpolysiloxane macromonomer and 70 g of toluene were added, and nitrogen gas was introduced to make a nitrogen atmosphere sufficiently. Then, the mixture was heated to 100 ° C. and α, α′-azobisisobutyronitrile ( Hereinafter, 0.15 g of AIBN) was added, and the mixture was refluxed for 8 hours for polymerization. Toluene was distilled off from the obtained reaction product by evaporation, followed by vacuum drying to obtain 26.6 g of a cycloalkyl group-containing acrylic copolymer solid content. The weight average molecular weight in terms of polystyrene was 6.7 × 10 ⁴ .
Moreover, what mixed 70 mass parts of light isoparaffins (IP solvent 1620 (made by Idemitsu Kosan Co., Ltd.)) and mixed this with 30 mass parts melt | dissolved well in 25 degreeC, and became transparent.

Production Example 2: Synthesis of Acrylic Copolymer 2 Containing Cycloalkyl Group 22.5 g of cyclohexyl methacrylate and 2-ethylhexyl methacrylate in a four-necked separable flask equipped with a reflux condenser, a thermometer, a nitrogen introducing tube and a stirrer 7.5 g and 70 g of toluene were added, and nitrogen gas was introduced to make a nitrogen atmosphere sufficiently. Then, the mixture was heated to 100 ° C., 0.15 g of AIBN was added and refluxed for 3 hours for polymerization. Methanol was injected into the resulting reaction product to precipitate an acrylic copolymer, and the precipitate was filtered off and dried under vacuum to obtain 27.4 g of a solid content of cycloalkyl group-containing acrylic copolymer. The weight average molecular weight in terms of polystyrene was 3.8 × 10 ⁴ .
Further, as in Production Example 1, 30 parts by mass of light isoparaffin (IP solvent 1620 (manufactured by Idemitsu Kosan Co., Ltd.)) 70 parts by mass was mixed and dissolved well at 25 ° C. and became transparent. The

Production Example 3 Synthesis of Cycloalkyl Group-Containing Acrylic Copolymer 3 A four-necked separable flask equipped with a reflux condenser, a thermometer, a nitrogen inlet tube and a stirrer was charged with 15 g of cyclohexyl methacrylate, 15 g of 2-ethylhexyl methacrylate and After adding 70 g of toluene and introducing nitrogen gas to make it sufficiently nitrogen atmosphere, the mixture was heated to 100 ° C., 0.15 g of AIBN was added and refluxed for 3 hours for polymerization. Methanol was injected into the obtained reaction product to precipitate an acrylic copolymer, and the precipitate was filtered off and dried under vacuum to obtain 25.5 g of a cycloalkyl group-containing acrylic copolymer solid content. The weight average molecular weight in terms of polystyrene was 3.7 × 10 ⁴ .
Further, as in Production Example 1, 30 parts by mass of light isoparaffin (IP solvent 1620 (manufactured by Idemitsu Kosan Co., Ltd.)) 70 parts by mass was mixed and dissolved well at 25 ° C. and became transparent. It was.

Production Example 4: Synthesis of Acrylic Copolymer 4 Containing Cycloalkyl Group 4. 21 g of cyclohexyl methacrylate and 2-ethylhexyl methacrylate were added to a four-necked separable flask equipped with a reflux condenser, a thermometer, a nitrogen introduction tube and a stirrer. 5 g, 4.5 g of the dimethylpolysiloxane macromonomer of the above general formula (2) and 70 g of toluene were added, nitrogen gas was introduced and the atmosphere was sufficiently nitrogen, then heated to 80 ° C., and 0.15 g of AIBN was added. The mixture was refluxed for 5 hours for polymerization. Methanol was injected into the obtained reaction product to precipitate an acrylic copolymer, and the precipitate was filtered off and dried under vacuum to obtain 20.5 g of a solid content of cycloalkyl group-containing acrylic copolymer. The weight average molecular weight in terms of polystyrene was 6.2 × 10 ⁴ .
Further, as in Production Example 1, 30 parts by mass of light isoparaffin (IP solvent 1620 (manufactured by Idemitsu Kosan Co., Ltd.)) 70 parts by mass was mixed and dissolved well at 25 ° C. and became transparent. It was.

Example 1: Invention products 1-11 and Comparative products 1-3: Hair conditioning composition (rinse-off type)
The hair conditioning compositions shown in Table 1 were prepared by the following production method, and the following evaluations were made for “smoothness when washed away”, “feel of gloss”, “feel of firmness and stiffness”, and “goodness of combing”. Evaluation and determination were made according to the method and criteria, and the results are shown in Table 1.

(Production method)
A: 1 to 11 are heated (70 ° C.) and mixed to dissolve uniformly.
B: Mix 12-14 with heating (70 ° C.) and dissolve uniformly.
C: C is added to B and emulsified.
D: After cooling C, add 15-20.

[Evaluation Method 1]
20 panelists specializing in cosmetics evaluation use the hair conditioning compositions of the present invention and comparative products at the time of shampooing to evaluate the “smoothness at the time of shampooing”. After drying the hair, the finished “feel” is “ With respect to “feeling of firmness and firmness” and “goodness of combing”, each of them was evaluated according to the following evaluation criteria in five levels, and the average score of all the panels was determined according to the following criteria.
Evaluation criteria:
[Evaluation Result]: [Score]
Very good: 5 points Good: 4 points Normal: 3 points Somewhat bad: 2 points Bad: 1 point Criteria:
[Average score]: [Judgment]
4.5 or more: ◎
3.5 or more and less than 4.5: ○
1.5 or more and less than 3.5: △
Less than 1.5: ×

The hair conditioning compositions of the products 1 to 11 of the present invention are all hair conditioning compositions that are excellent in all of the “smoothness when washed off”, “luster”, “harsh and firm”, and “good combing”. Met.
On the other hand, the comparative product 1 in which the copolymer of the component (A) was not blended with the hair conditioning composition was inferior to the “glossiness” of the finished product and lacked the “harshness and stiffness”. Comparative products 2 and 3 in which other copolymers are blended in place of the copolymer of component (A) (both the amount of the substantial copolymer is 0.5%) are “glossy” and “comb street”, respectively. It was not satisfactory, lacking in “goodness”.

Example 2: Hair milk (leave-on type)
Leave-on hair milk was prepared by the following composition and production method.
(Ingredient) (%)
1. Polyoxyethylene cetyl ether 3
2. Cetostearyl alcohol 4
3. Behenyl alcohol 2
4). Vaseline 1
5. 2-hexyl palmitate 4
6). Liquid paraffin 5
7). Highly polymerized dimethylpolysiloxane 3
8). Squalane 2
9. Acrylic copolymer containing a cycloalkyl group * 7 0.5
10. Light isoparaffin * 1 3
11. P-methoxycinnamic acid-2-ethylhexyl 0.1
12 Stearyl ammonium chloride solution (80%) 0.5
13. P-Hydroxybenzoate ester 0.3
14.1,2-Pentanediol 0.5
15. Purified water remaining 16.2-methacryloyloxyethyl phosphorylcholine / methacrylic acid copolymer 0.5
17. Phenoxyethanol 0.5
18. Fragrance 1
19. Purified water 5
* 7: Cycloalkyl group-containing acrylic copolymer of Production Example 4

(Production method)
A: Heat 1 to 11 (70 ° C.) and mix and dissolve uniformly.
B: Heat 12 to 15 (70 ° C.) and mix and dissolve uniformly.
C: Add B to A, emulsify, and cool.
D: 16 to 19 were added to C to obtain hair milk.

  The hair milk of Example 2 obtained as described above was excellent in giving a glossy feeling, firmness and firmness to the finished product, and was excellent with a good feeling of combing without being stiff.

Claims (9)

The following components (A), (B) and (C);
(A) Acrylic copolymer containing a cycloalkyl group (B) Volatile oil agent (C) A hair conditioning composition comprising a compound having a cationic group. The acrylic copolymer containing a cycloalkyl group of component (A) is the following components (a1) and (a2);
(A1) an acrylate and / or methacrylate containing a cycloalkyl group (a2) an acrylic copolymer composed of an acrylate and / or methacrylate containing a linear or branched alkyl group having 8 to 12 carbon atoms The hair conditioning composition according to claim 1, which is an acrylic copolymer obtained by polymerizing 50 to 90% by mass of component (a1) and 10 to 50% by mass of component (a2). The acrylic copolymer containing a cycloalkyl group as the component (A) has the following components (a1) and (a3):
(A1) An acrylate and / or methacrylate having a cycloalkyl group (a3) An acrylic copolymer composed of an organopolysiloxane macromonomer containing a radically polymerizable group at one end, wherein component (a1) is 50 The hair conditioning composition according to claim 1, wherein the hair conditioning composition is an acrylic copolymer obtained by polymerizing ˜90 mass% and component (a3) of 10 to 50 mass%. The acrylic copolymer containing a cycloalkyl group as the component (A) has the following components (a1), (a2), (a3)
(A1) acrylate and / or methacrylate containing a cycloalkyl group (a2) acrylate and / or methacrylate containing a linear or branched alkyl group having 8 to 12 carbon atoms (a3) containing a radical polymerizable group at one end An acrylic copolymer composed of an organopolysiloxane macromonomer that is obtained by polymerizing component (a1) at 50 to 90% by mass, component (a2), and component (a3) The hair conditioning composition according to claim 1, wherein The component (a3) of the component (A) is a dimethylpolysiloxane macromonomer represented by the general formula (1)
(Here, n represents an integer of 0 to 200, R ₁ represents hydrogen or a methyl group, and R ₂ represents an alkyl group having 1 to 5 carbon atoms.)
The hair conditioning composition according to claim 3 or 4, wherein an acrylic copolymer is added.   The hair conditioning composition according to any one of claims 2 to 5, wherein the component (A1) is an acrylic copolymer in which component (a1) is cyclohexyl methacrylate. The weight average molecular weight in terms of polystyrene measured by liquid gel permeation chromatography of the acrylic copolymer containing a cycloalkyl group as the component (A) is 1.0 × 10 ^{4 to} 2.0 × 10 ^5. The hair conditioning composition according to any one of claims 1 to 6.   The hair conditioning composition according to any one of claims 1 to 7, wherein the volatile oil of component (B) is light isoparaffin.   The hair conditioning according to any one of claims 1 to 8, wherein the component (C) is selected from one or more of a cationic surfactant, a cationic polymer and an amphoteric polymer. Composition.