JP2003286138A - Hair cosmetic - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To prepare a hair cosmetic giving the hair good feeling in use including greasy feeling, moist feeling, smooth feeling and pliable feeling. <P>SOLUTION: This hair cosmetic contains an alkylene oxide derivative of the formula: R<SP>1</SP>O-[(AO)<SB>m</SB>(EO)<SB>n</SB>]-R<SP>2</SP>(wherein, AO is a 3-4C oxyalkylene group; EO is an oxyethlene group; (m) and (n) are the average addition numbers of moles of the oxyalkylene groups and oxyethylene groups, respectively, i.e., 1≤m≤70 and 1≤n≤70; the proportion of the oxyethylene groups to the total of the oxyalkylene groups and the oxyethylene groups is 20-80 mass%; R<SP>1</SP>and R<SP>2</SP>are each H or a 1-4C hydrocarbon group, and the number ratios of the hydrogen atoms to hydrocarbon groups for R<SP>1</SP>and R<SP>2</SP>are each ≤0.15). <P>COPYRIGHT: (C)2004,JPO

Description

Detailed Description of the Invention

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a hair cosmetic composition, and more particularly to improving the feeling of use.

[0002]

2. Description of the Related Art A cleansing agent for hair such as shampoo contains an anionic surfactant as a main component, and therefore, when washing the hair, not only dirt on the hair but also oil that protects the hair surface is removed at the same time. , The smoothness and moistness of the hair may be lost, and the combing may be poor. Therefore, for the purpose of preventing such harmful effects, hair cosmetics such as hair rinses, hair treatments, and hair conditioners, which contain a cationic surfactant as a main component, have been widely used. This is because the cationic surfactant is adsorbed on the keratin protein of the hair to soften the hair, improve combability, and have a bactericidal effect.

A quaternary ammonium salt has been often used as a cationic surfactant compounded in the above-described hair cosmetic composition. However, even a hair cosmetic composition containing a quaternary ammonium salt has not been satisfactorily obtained from the viewpoint of smoothness and moisturizing feel imparted to the hair. There is a problem that it has an irritating effect on the human body such as skin and skin.

In order to address the above-mentioned problems of hair cosmetics using such a quaternary ammonium salt, the incorporation of amidoamine compounds into hair cosmetics has been studied.
A composition containing a stearyl amidoamine lactate, an alkylbenzene sulfonate, etc. (see, for example, Patent Document 1), a composition containing an amidoamine compound and a carboxylic acid compound (see, for example, Patent Document 2), an amidoamine compound and phosphorus Composition containing acid ester compound (see, for example, Patent Document 3), amidoamine compound and bis (2-alkyl-N-hydroxyethylimidazoline)
A composition containing a chloroacetic acid complex type amphoteric surfactant and a polymeric silicone (for example, see Patent Document 4) has been proposed. However, even in such a composition, compared to the case of the quaternary ammonium salt described above, although the irritation to the human body is reduced, the smooth feeling on the hair,
In terms of moisturizing feeling, a sufficiently satisfactory effect has not been obtained.

For this reason, it has been proposed to add a silicone oil to a hair cosmetic composition to impart smoothness to the hair. Known silicone oils suitable for this purpose are methylpolysiloxane, methylphenylpolysiloxane, and polyether-modified polysiloxane.

[0006]

[Patent Document 1] Japanese Patent Publication No. 48-1880

[Patent Document 2] Japanese Patent Laid-Open No. 62-51612

[Patent Document 3] Japanese Patent Laid-Open No. 62-51611

[Patent Document 4] Japanese Unexamined Patent Publication No. 2-160714

[0007]

However, even in a hair cosmetic composition containing the above silicone oil, a smooth feeling can be imparted to the hair, but a feeling of dryness and stickiness may occur, or a moist feeling may be lost. There were problems such as increasing the number. The present invention has been made in view of the above problems, and an object of the present invention is to provide a hair cosmetic composition having excellent feeling in use such as sticky feeling, moisturizing feeling, smooth feeling, and supple feeling.

[0008]

[Means for Solving the Problems] As a result of intensive studies conducted by the present inventors in order to achieve the above object, when an alkylene oxide derivative is incorporated into a hair cosmetic composition, the hair does not have a sticky feeling and is moist. The present invention has been completed based on the finding that an excellent feeling of use, that is, imparting a feeling of smoothness and suppleness, is exhibited.

That is, the hair cosmetic composition according to the present invention contains an alkylene oxide derivative represented by the following general formula (6).

Embedded image R ¹ O — [(AO) _m (EO) _n ] -R ² (wherein AO is an oxyalkylene group having 3 to 4 carbon atoms, E
O is an oxyethylene group, m and n are the average addition mole numbers of the oxyalkylene group and oxyethylene group, respectively,
1 ≦ m ≦ 70 and 1 ≦ n ≦ 70. The ratio of the oxyethylene group to the total of the oxyalkylene group having 3 to 4 carbon atoms and the oxyethylene group is 20 to 80% by mass. The oxyalkylene group having 3 to 4 carbon atoms and the oxyethylene group may be added in blocks or randomly. R ¹ and R ² are the same or different hydrocarbon groups having 1 to 4 carbon atoms or hydrogen atoms, and the ratio of the number of hydrogen atoms to the number of hydrocarbon groups of R ¹ and R ² is 0.1.
It is 5 or less. )

Further, in the hair cosmetic composition according to the present invention, it is preferable that oxyalkylene groups and oxyethylene groups are randomly added among the alkylene oxide derivatives. Further, the hair cosmetic composition according to the present invention is characterized by containing 0.01 to 10% by mass of the alkylene oxide derivative. The hair cosmetic composition according to the present invention is characterized by containing a cationic surfactant.

Further, the hair cosmetic composition according to the present invention is characterized in that the cationic surfactant is a quaternary ammonium salt represented by the following general formula (7).

[Chemical 7] (In the formula, R ¹ represents an alkyl group having 14 to 22 carbon atoms or a hydroxyl group, and R ² , R ³ and R ⁴ each independently represent an alkyl group having 1 to 3 carbon atoms, a hydroxyl group or a benzyl group. , X represents a halogen atom or an alkyl sulfate group having 1 to 2 carbon atoms.)

The hair cosmetic composition according to the present invention is characterized in that the cationic surfactant is an amidoamine compound represented by the following general formula 8 or an acid addition salt thereof.

[Chemical 8] R¹CONH (CH_Two)_nN (R^Two)_Two (In the formula, R¹Is a higher fatty acid residue having 13 to 23 carbon atoms
Represent, R^TwoRepresents an alkyl group having 1 to 4 carbon atoms, and n is 2
Represents an integer of 4; )

The hair cosmetic composition according to the present invention is characterized by containing a protein, a derivative thereof or a hydrolyzate thereof.

The hair cosmetic composition according to the present invention is characterized by containing a basic amino acid derivative represented by the following general formula (9).

[Chemical 9] (In the formula, R ₃ represents a linear or branched alkyl group or alkenyl group having 8 to 22 carbon atoms, m represents an integer of 1 to 5, and Y represents any one of the following (1) to (3). Represents a substituent)

[Chemical 10]

The hair cosmetic composition according to the present invention is characterized by containing polyethylene glycol having a molecular weight of 1 to 5,000,000. Further, the hair cosmetic composition according to the present invention is characterized by containing a moisturizing agent. Further, the hair cosmetic composition according to the present invention is characterized by containing an oil component.

[0016]

BEST MODE FOR CARRYING OUT THE INVENTION Preferred embodiments of the present invention will be described below. In the alkylene oxide derivative represented by Chemical formula 1, AO is an oxyalkylene group having 3 to 4 carbon atoms, and specifically, oxypropylene group, oxybutylene group, oxyisobutylene group, oxytrimethylene group, oxytetramethylene group. And so on. Preferred are oxypropylene group and oxybutylene group.

M is the average number of moles of the oxyalkylene group having 3 to 4 carbons added, and 1≤m≤70, preferably 2≤.
m ≦ 20. n is the average number of moles of added oxyethylene groups, and 1 ≦ n ≦ 70, preferably 2 ≦ n ≦ 20. When the oxyalkylene group or oxyethylene group having 3 to 4 carbon atoms is 0, the moist feeling is deteriorated, and when the oxyalkylene group or oxyethylene group exceeds 70, a sticky feeling is exhibited and a smooth feeling is not sufficiently obtained. Further, the ratio of the oxyethylene group to the total of the oxyalkylene group having 3 to 4 carbon atoms and the oxyethylene group is
It is preferably 20 to 80% by mass. If the proportion of oxyethylene groups is less than 20% by mass, the moist feeling tends to be poor, and if it exceeds 80% by mass, the smooth feeling tends to be poor. The smooth feeling during use is preferably 70% by mass or less.

The order of adding ethylene oxide and alkylene oxide having 3 to 4 carbon atoms is not particularly specified. The oxyethylene group and the oxyalkylene group having 3 to 4 carbon atoms may be added in a block form or in a random form. The block shape is not only a 2-stage block, but 3
Blocks with more than one level are also included. Preferably, those added randomly are mentioned.

R ¹ and R ² are a hydrocarbon group having 1 to 4 carbon atoms or a hydrogen atom, and the hydrocarbon group is a methyl group,
Examples thereof include an ethyl group, n-propyl group, isopropyl group, n-butyl group, sec-butyl group and tert-butyl group. Preferred are a methyl group and an ethyl group. If the hydrocarbon group has 5 or more carbon atoms, the hydrophilicity is lowered and the moist feeling is lowered. R ¹ and R ² may be the same or different.

R¹And R^TwoIs the same kind of charcoal
Even if a hydrocarbon group having a prime number of 1 to 4 and a hydrogen atom are mixed, different
A hydrocarbon group having 1 to 4 carbon atoms may be mixed. However
And R ¹And R^TwoOf the hydrocarbon groups of, hydrocarbon groups and water
The existence ratio of elementary atoms depends on the number of hydrocarbon groups (X)
Ratio Y / X of the number (Y) of elementary atoms is 0.15 or less, preferably
Or less than 0.06. Y / X ratio exceeds 0.15
When you get it, you get a sticky feeling.

The alkylene oxide derivative of the present invention can be produced by a known method. For example, it can be obtained by addition-polymerizing ethylene oxide and an alkylene oxide having 3 to 4 carbon atoms to a compound having a hydroxyl group, and then subjecting an alkyl halide to an ether reaction in the presence of an alkali catalyst.

The content of the alkylene oxide derivative in the hair cosmetic composition of the present invention is preferably about 0.01 to 10% by mass, more preferably about 0.1 to 5.0% by mass. If it is less than 0.01% by mass, the effect of the compounding may not be sufficiently exhibited, and if it exceeds 10% by mass, a sticky feeling tends to occur after use.

In the hair cosmetic composition of the present invention, if a cationic surfactant is further added in addition to the above alkylene oxide derivative, a hair cosmetic composition having excellent feel in use can be obtained. This cationic surfactant is not sufficient from the viewpoint of feeling of use such as smoothness and moisturizing when blended alone into hair cosmetics, but when used in combination with the alkylene oxide derivative, these cationic surfactants are used. It is possible to improve the feel.

As the cationic surfactant to be added to the hair cosmetic composition of the present invention, a quaternary ammonium salt shown in Chemical formula 2 or an amidoamine compound shown in Chemical formula 3 or an acid addition salt thereof is particularly preferable. It is preferable because a hair cosmetic having an excellent feeling in use can be obtained.

Examples of the quaternary ammonium salt represented by Chemical formula 2 to be added to the hair cosmetic composition of the present invention include cetyltrimethylammonium chloride, stearyltrimethylammonium chloride, behenyltrimethylammonium chloride, behenyldimethylhydroxyethylammonium chloride, Stearyl dimethyl benzyl ammonium chloride, cetyl triethyl ammonium methyl sulfate, etc. are mentioned.

Examples of the amidoamine compound shown in Chemical formula 3 to be incorporated into the hair cosmetic composition of the present invention include stearic acid diethylaminoethylamide, stearic acid dimethylaminoethylamide, palmitic acid diethylaminoethylamide, and palmitic acid dimethylaminoethylamide. , Myristic acid diethylaminoethylamide, myristic acid dimethylaminoethylamide, behenic acid diethylaminoethylamide, behenic acid dimethylaminoethylamide, stearic acid diethylaminopropylamide, stearic acid dimethylaminopropylamide, palmitic acid diethylaminopropylamide, palmitic acid dimethylamino Propylamide, myristic acid diethylaminopropylamide, myristic acid dimethylaminopropylamide, beheni Acid diethylaminopropylamide, dimethylaminopropyl amides behenic acid.

The acid addition salt of the amidoamine compound incorporated into the hair cosmetic composition of the present invention is a compound obtained by neutralizing the above-mentioned amidoamine compound with a normal acid,
It can be easily produced by reacting an amidoamine compound with an acid. Examples of the acid used for producing the acid addition salt of the amidoamine compound include low molecular weight aliphatic carboxylic acids such as acetic acid, lactic acid, citric acid and succinic acid, and inorganic materials such as hydrochloric acid, sulfuric acid, phosphoric acid and nitric acid. acid,
Aromatic carboxylic acids such as toluene sulfonic acid, dodecylbenzene sulfonic acid, and benzoic acid can be used. When neutralized with a water-insoluble acid such as a higher fatty acid, the resulting acid addition salt of an amidoamine compound becomes a water-insoluble salt, which is not preferable because it is difficult to mix in a hair cosmetic composition.

The compounding amount of the quaternary ammonium salt shown in Chemical formula 2 or the amidoamine compound shown in Chemical formula 3 or an acid addition salt thereof is preferably 0.
1 to 5.0 mass%, more preferably 0.6 to 3.0 mass%
%. If it is less than 0.1% by mass, the conditioning effect may not be exhibited in some cases, and if it exceeds 5.0% by mass, stickiness tends to occur.

The hair cosmetic composition of the present invention contains a protein, or a derivative thereof or a hydrolyzate thereof in addition to the alkylene oxide derivative, to provide a hair cosmetic composition having an excellent hair-protecting effect and a cohesive feeling. Can be obtained.

Protein incorporated into the hair cosmetic composition of the present invention,
Alternatively, its derivative or its hydrolyzate is obtained by extracting or hydrolyzing from plants or animals (including humans and fish), and further silyl group and quaternized nitrogen are chemically added thereto. You may use what was added by modification. The protein can be extracted using, for example, water, 1,3-butylene glycol, propylene glycol, glycerin, etc., but is not limited thereto. Further, the hydrolysis can be performed using, for example, a hydrolase or a metal catalyst, but is not limited thereto.

A protein incorporated in the hair cosmetic composition of the present invention,
Or, as the derivative or its hydrolyzate, for example, keratin obtained from wool, human hair and its hydrolyzate, silk protein and its silylated compound, soybean,
Examples thereof include, but are not limited to, wheat, starch, an extract from oats, protein obtained from milk, collagen and its hydrolyzate, partially hydrolyzed chitin and hydrolyzed silk.

The amount of the protein, its derivative or its hydrolyzate to be added depends on the protein (or derivative or hydrolyzate).
It is preferable that the pure content is 0.001 to 1.0% by mass. If it is less than 0.001% by mass, the effect is difficult to appear, and if it is more than 1.0% by mass, sensitizing property,
Not preferable in terms of safety.

The hair cosmetic composition of the present invention contains the basic amino acid derivative shown in Chemical formula 4 in addition to the above-mentioned alkylene oxide derivative, so that after use, especially after drying, smooth feeling, moisturizing feeling, and hair are obtained. It is possible to obtain a hair cosmetic having an excellent feeling of cohesion. The hair cosmetic containing the alkylene oxide derivative had a good feel during use and after use, but sometimes had a somewhat unsatisfactory feel after use after drying. On the other hand, by blending the basic amino acid derivative together, it is possible to enhance the smooth feeling, moist feeling, and cohesiveness of hair especially after drying.

Examples of the basic amino acid derivative to be incorporated in the hair cosmetic composition of the present invention include 3-lauryloxy-
2-hydroxypropyl-L-arginine, 3-myristyloxy-2-hydroxypropyl-L-arginine, 3-myristyloxy-2-hydroxypropyl-
Examples thereof include lysine, 3-lauryloxy-2-hydroxypropyl-lysine, and 3-palmityloxy-2-hydroxypropyl-L-arginine. Further commercially available products include Amisafe LMA-60 (manufactured by Ajinomoto Co., Inc.). To be

The amount of the basic amino acid derivative compounded is preferably 0.05 to 2.0% by mass as the basic amino acid derivative pure content. If the amount is less than 0.05% by mass, the effect is difficult to appear, and if the amount is more than 2.0% by mass, stickiness, slimyness, or stability at high temperature is deteriorated, which is not preferable.

The hair cosmetic composition of the present invention contains, in addition to the alkylene oxide derivative, polyethylene glycol having a molecular weight of 1 to 5,000,000 so as to prevent water loss during application without impairing a good feel after use. It reduces pouch,
It is possible to obtain a hair cosmetic composition which is excellent in the feeling of elongation on hair and the smooth feeling during rinsing. When the hair cosmetic containing the alkylene oxide derivative has a good feel after use, it becomes watery during application during use, the elongation on the hair is unfavorable, and the smooth feel during rinsing is poor. was there. On the other hand, the molecular weight 1
By blending together 5,000,000 to 5,000,000 polyethylene glycols, it is possible to improve the feel of use without impairing the good feel after use.

Molecular weight 1 incorporated in the hair cosmetic composition of the present invention
As a million to 5 million polyethylene glycols,
For example, as a commercially available product, Polyox WSR series (manufactured by Amakor) can be mentioned.

The molecular weight of polyethylene glycol compounded in the hair cosmetic composition of the present invention is 1 to 5,000,000.
If the molecular weight is less than 1 million, the feel during use during coating and rinsing will be poor, and if it is greater than 5 million, spinnability will begin to occur.
It is inferior to the feeling of use and the productivity is also reduced.

The blending amount of polyethylene glycol having a molecular weight of 1,000,000 to 5,000,000 is preferably 0.005 to 0.1% by mass. When the amount is less than 0.005% by mass, the feel is not sufficiently expressed, and when the amount is more than 0.1% by mass, the feel during use is not preferable, and the smoothness at the time of rinsing is too great. , Not preferable.

In the hair cosmetic composition of the present invention, by adding a moisturizing agent or an oil component in addition to the alkylene oxide derivative, a hair cosmetic composition having an excellent feeling in use can be obtained.
Moisturizers and oils, when added to hair cosmetics, have the effect of improving the feeling of use such as smoothness and moisturizing feel, while on the other hand, they have the problem of causing stickiness, but together with the alkylene oxide derivative. By blending them, these tackiness can be improved.

Examples of moisturizers to be added to the hair cosmetic composition of the present invention include polyethylene glycol, propylene glycol, glycerin, 1,3-butylene glycol, xylitol, sorbitol, maltitol, chondroitin sulfate, hyaluronic acid, mucoitin sulfate. , Caronate, atelocollagen, cholesteryl-12-hydroxystearate, sodium lactate, bile salt, dl-pyrrolidone carboxylate, short chain soluble collagen, diglycerin
Examples thereof include (EO) PO adducts, Iza yoibara extract, Yarrow extract, Merrilot extract and the like.

Examples of oil components to be added to the hair cosmetic composition of the present invention include liquid oils, solid oils, waxes, hydrocarbon oils, higher fatty acids, higher alcohols, synthetic ester oils and silicone oils.

Examples of liquid oils and fats include avocado oil,
Camellia oil, turtle oil, macadamia nut oil, corn oil, mink oil, olive oil, rapeseed oil, egg yolk oil, sesame oil, persic oil, wheat germ oil, southern oil, castor oil, linseed oil, safflower oil, cottonseed oil, eno oil, Soybean oil, peanut oil, teaseed oil, kaya oil, rice bran oil, cinnamon oil, Japanese tung oil, jojoba oil, germ oil, triglycerin and the like can be mentioned.

Examples of solid fats and oils include cacao butter, coconut oil, horse fat, hardened coconut oil, palm oil, beef tallow, sheep fat, hardened beef tallow, palm kernel oil, lard, beef bone oil, sorghum kernel oil, and hardened oil. Examples thereof include oil, beef tallow, owl, hydrogenated castor oil, and the like.

Examples of waxes include beeswax, candelilla wax, cotton wax, carnauba wax, bayberry wax, ivorot wax, whale wax, montan wax, nuka wax, lanolin, kapok wax, lanolin acetate, liquid lanolin,
Sugar cane wax, lanolin fatty acid isopropyl, hexyl laurate, reduced lanolin, jojoba wax, hard lanolin, shellac wax, POE lanolin alcohol ether, POE lanolin alcohol acetate, POE cholesterol ether, lanolin fatty acid polyethylene glycol, POE hydrogenated lanolin alcohol ether, etc. To be

Examples of the hydrocarbon oil include liquid paraffin, ozokerite, squalane, pristane, paraffin, ceresin, squalene, petrolatum and microcrystalline wax.

Examples of the higher fatty acid include lauric acid, myristic acid, palmitic acid, stearic acid, behenic acid, oleic acid, undecylenic acid, tallic acid, isostearic acid, linoleic acid, linoleic acid, eicosapentaenoic acid (EPA), Examples thereof include docosahexaenoic acid (DHA).

Examples of higher alcohols include straight chain alcohols (eg, lauryl alcohol, cetyl alcohol, stearyl alcohol, behenyl alcohol, myristyl alcohol, oleyl alcohol, cetostearyl alcohol, etc.); branched chain alcohols (eg, monostearyl glycerin ether). (Batyl alcohol), 2-
Decyltetradecinol, lanolin alcohol, cholesterol, phytosterols, hexyldecanol,
(Isostearyl alcohol, octyldodecanol, etc.)
Etc. In particular, when the blending amount of the alkylene oxide derivative is 5.0% by mass or more, the viscosity of the system tends to decrease, so that it is preferable to blend a higher alcohol. The blending amount of the higher alcohol is preferably 1 to 20% by mass, more preferably 3 to 15% by mass.
Is. If the compounding amount is less than this, the system becomes too soft and difficult to handle, and if it is too large, stability problems such as precipitation may occur.

As synthetic ester oils, isopropyl myristate, cetyl octanoate, octyldodecyl myristate, isopropyl palmitate, butyl stearate, hexyl laurate, myristyl myristate,
Decyl oleate, hexyldecyl dimethyloctanoate, cetyl lactate, myristyl lactate, lanolin acetate, isocetyl stearate, isocetyl isostearate, 1
Cholesteryl 2-hydroxystearate, ethylene glycol di-2-ethylhexanoate, dipentaerythritol fatty acid ester, N-alkyl glycol monoisostearate, neopentyl glycol dicaprate, diisostearyl malate, di-2-heptylundecanoic acid Glycerin, trimethylolpropane tri-2-ethylhexanoate, trimethylolpropane triisostearate, pentaerythritol tetra-2-ethylhexanoate, glyceryl tri-2-ethylhexanoate, glyceryl trioctanoate, glyceryl triisopalmitate, tri Trimethylolpropane isostearate, cetyl 2-
Ethyl hexanoate, 2-ethylhexyl palmitate, glycerin trimyristate, tri-2-heptylundecanoic acid glyceride, castor oil fatty acid methyl ester, oleyl oleate, acetoglyceride, 2-heptylundecyl palmitate, diisobutyl adipate, N-lauroyl-L-glutamic acid-2-octyldodecyl ester, di-2-heptylundecyl adipate, ethyl laurate, di-2-ethylhexyl sebacate, 2-hexyldecyl myristate, 2-hexyldecyl palmitate, 2-hexyldecyl adipate, diisopropyl sebacate, 2-ethylhexyl succinate, triethyl citrate and the like can be mentioned.

Examples of the silicone oil include chain polysiloxanes (eg, dimethylpolysiloxane, methylphenylpolysiloxane, diphenylpolysiloxane, etc.); Cyclic polysiloxanes (eg, octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, etc.) Dodecamethylcyclohexasiloxane, etc.) Silicone resin having a three-dimensional network structure, silicone rubber, various modified polysiloxanes (amino modified polysiloxane, polyether modified polysiloxane, alkyl modified polysiloxane, fluorine modified polysiloxane, etc.) Etc.

The hair cosmetic composition of the present invention is prepared by blending the above-mentioned essential components with the existing hair cosmetic composition base. In the hair cosmetic composition of the present invention, in addition to the above essential components, other components usually used in hair cosmetic compositions such as cosmetics and pharmaceuticals, for example, powder components, amphoteric surfactants, nonionic surfactants, water-soluble Polymer, thickener, film forming agent, ultraviolet absorber, sequestering agent, lower alcohol, polyhydric alcohol, sugar, amino acid, organic amine, polymer emulsion,
A pH adjusting agent, a skin nutrient, a vitamin, an antioxidant, an antioxidant auxiliary, a fragrance, water and the like may be appropriately added as necessary, and the compound can be produced by a conventional method depending on the intended dosage form. Specific ingredients that can be mixed are listed below, and the hair cosmetic composition of the present invention can be prepared by mixing the above essential ingredients and any one or more of the following ingredients.

Examples of powder components include inorganic powders (eg, talc, kaolin, mica, sericite,
Muscovite, phlogopite, synthetic mica, phlogopite, biotite, vermiculite, magnesium carbonate, calcium carbonate, aluminum silicate, barium silicate, calcium silicate, magnesium silicate, strontium silicate, tungstate metal salt, magnesium, Silica, zeolite, barium sulfate, calcined calcium sulfate (calculated gypsum), calcium phosphate, fluoroapatite, hydroxyapatite, ceramic powder, metal soap (eg, zinc myristate, calcium palmitate, aluminum stearate), boron nitride, etc .; organic Powder (for example, polyamide resin powder (nylon powder), polyethylene powder, polymethylmethacrylate powder, polystyrene powder, copolymer resin powder of styrene and acrylic acid, benzoguanamine resin powder, polytetrafluoroethylene powder) Powder, cellulose powder, etc .; inorganic white pigment (eg titanium dioxide, zinc oxide etc.); inorganic red pigment (eg iron oxide (red iron oxide), iron titanate etc.); inorganic brown pigment (eg γ-oxidation) Inorganic yellow pigments (eg yellow iron oxide, ocher etc.); Inorganic black pigments (eg black iron oxide, low order titanium oxide etc.); Inorganic purple pigments (eg mango violet, cobalt violet etc.) ); Inorganic green pigments (for example, chromium oxide,
Chromium hydroxide, cobalt titanate, etc .; Inorganic blue pigments (eg, ultramarine blue, navy blue, etc.); Pearl pigments (eg, titanium oxide coated mica, titanium oxide coated bismuth oxychloride, titanium oxide coated talc, colored titanium oxide coated mica) , Bismuth oxychloride, fish scale foil, etc.); metal powder pigments (eg, aluminum powder,
Copper powder, etc.); organic pigments such as zirconium, barium, or aluminum lakes (eg, red 201
No. 202, Red No. 202, Red No. 204, Red No. 205, Red No. 220, Red No. 226, Red No. 228, Red No. 405
No. 203, Orange No. 203, Orange No. 204, Yellow No. 205, Yellow No. 401, Blue No. 404, and other organic pigments, Red 3
Red No. 104, Red No. 106, Red No. 227, Red No. 230, Red No. 401, Red No. 505, Orange No. 205
No., Yellow No. 4, Yellow No. 5, Yellow No. 202, Yellow No. 203
No. 3, Green No. 3, Blue No. 1, etc.); natural pigments (eg, chlorophyll, β-carotene, etc.) and the like.

Examples of the amphoteric surfactant include, for example, imidazoline-based amphoteric surfactants (eg, 2-undecyl-N, N, N).
-(Hydroxyethylcarboxymethyl) -2-imidazoline sodium, 2-cocoyl-2-imidazolinium hydroxide-1-carboxyethyloxy disodium salt, etc .; betaine surfactant (eg, 2-heptadecyl-N- Carboxymethyl-N-hydroxyethylimidazolinium betaine, lauryldimethylaminoacetic acid betaine, alkyl betaine, amidobetaine, sulfobetaine, etc.) and the like.

Examples of lipophilic nonionic surfactants include sorbitan fatty acid esters (eg, sorbitan monooleate, sorbitan monoisostearate, sorbitan monolaurate, sorbitan monopalmitate, sorbitan monostearate, sorbitan sesquis). Oleate, sorbitan trioleate, penta-2-ethylhexyl diglycerol sorbitan, tetra-2-ethylhexyl diglycerol sorbitan, etc.); glycerin polyglycerin fatty acids (eg monocotton oil fatty acid glycerin, monoerucic acid glycerin, sesquioleate glycerin) , Glyceryl monostearate, α, α '
-Glycerin oleate pyroglutamate, glyceryl monostearate malic acid, etc.); propylene glycol fatty acid esters (eg, propylene glycol monostearate etc.); hydrogenated castor oil derivative; glycerin alkyl ether and the like.

Examples of hydrophilic nonionic surfactants include POE-sorbitan fatty acid esters (eg, POE-sorbitan monooleate, POE-sorbitan monostearate, POE-sorbitan monooleate, POE-sorbitan tetraoleate). POE-sorbit fatty acid esters (eg POE-sorbit monolaurate, POE-sorbit monooleate, POE-sorbit pentaoleate, POE-sorbit monostearate, etc.); POE-glycerin fatty acid esters (eg , POE-glycerin monostearate, POE-glycerin monoisostearate, PO
E-glycerin triisostearate and other POE-monooleates, etc .; POE-fatty acid esters (eg, POE-distearate, POE-monodioleate, ethylene glycol distearate, etc.); POE-alkyl ethers (eg, POE-lauryl ether) , POE-oleyl ether, PO
E-stearyl ether, POE-behenyl ether, POE-2-
Octyldodecyl ether, POE-cholestanol ether, etc.); Pluronic types (eg, Pluronics); POE / POP-alkyl ethers (eg, POE / PO)
P-cetyl ether, POE / POP-2-decyl tetradecyl ether, POE / POP-monobutyl ether, POE / POP-hydrogenated lanolin, POE / POP-glycerin ether, etc.); Tetra
POE / tetra-POP-ethylenediamine condensates (for example,
Tetronic etc.); POE-castor oil hydrogenated castor oil derivative (eg POE-castor oil, POE- hydrogenated castor oil, POE- hydrogenated castor oil monoisostearate, POE- hydrogenated castor oil triisostearate, POE- hydrogenated Castor oil monopyroglutamic acid monoisostearate diester, POE-hardened castor oil maleic acid etc.); POE-beeswax lanolin derivative (eg POE-sorbit beeswax etc.); alkanolamide (eg coconut oil fatty acid diethanolamide, lauric acid monoester) Ethanolamide, fatty acid isopropanolamide, etc.); POE-propylene glycol fatty acid ester;
POE-alkylamines; POE-fatty acid amides; sucrose fatty acid esters; alkylethoxydimethylamine oxides;
Trioleyl phosphoric acid etc. are mentioned.

Examples of natural water-soluble polymers include plant-based polymers (eg, gum arabic, tragacanth, galactan, guar gum, carob gum, karaya gum, carrageenan, pectin, agar, quince seed (quince), algecoloid (cassius extract). ), Starch (rice, corn, potato, wheat), glycyrrhizic acid); microbial macromolecules (eg, xanthan gum, dextran, succinoglucan, vullan, etc.); animal macromolecules (eg, collagen, casein,
Albumin, gelatin, etc.) and the like.

As the semi-synthetic water-soluble polymer, for example,
Starch-based polymers (for example, carboxymethyl starch, methyl hydroxypropyl starch, etc.); Cellulose-based polymers (methyl cellulose, ethyl cellulose, methyl hydroxypropyl cellulose, hydroxyethyl cellulose, sodium cellulose sulfate, hydroxypropyl cellulose, carboxymethyl cellulose, carboxymethyl cellulose sodium, Crystalline cellulose,
Cellulose powder, etc.); alginic acid-based polymers (eg, sodium alginate, propylene glycol alginate, etc.) and the like.

As the synthetic water-soluble polymer, for example, a vinyl-based polymer (eg, polyvinyl alcohol, polyvinyl methyl ether, polyvinylpyrrolidone, carboxyvinyl polymer, etc.); a polyoxyethylene-based polymer (eg, polyethylene glycol 20,000, 40,000, 6
Examples include polyoxyethylene-polyoxypropylene copolymers of 0,000); acrylic polymers (eg, sodium polyacrylate, polyethyl acrylate, polyacrylamide, etc.); polyethyleneimine; cationic polymers and the like.

Examples of the thickener include gum arabic,
Carrageenan, karaya gum, tragacanth gum, carob gum, quince seed (quince), casein, dextrin, gelatin, sodium pectate, sodium alginate, methyl cellulose, ethyl cellulose,
CMC, hydroxyethyl cellulose, hydroxypropyl cellulose, PVA, PVM, PVP, sodium polyacrylate, carboxyvinyl polymer, locust bean gum, guar gum, tamarind gum, dialkyldimethylammonium sulfate cellulose, xanthan gum, bentonite, hectorite, silicate A1Mg ( Vegan), laponite, silicic acid anhydride and the like.

Examples of the ultraviolet absorber include benzoic acid type ultraviolet absorbers (for example, para-aminobenzoic acid (hereinafter, P
Abbreviated as ABA), PABA monoglycerin ester, N, N-dipropoxy PABA ethyl ester, N, N-diethoxy PABA ethyl ester, N, N-dimethyl PABA ethyl ester, N, N-dimethyl PABA butyl ester, N, N- Dimethyl PABA ethyl ester, etc.); Anthranilic acid-based UV absorbers (eg, homomenthyl-N-acetylanthranilate, etc.); Salicylic acid-based UV absorbers (eg, amyl salicylate, menthyl salicylate, homomenthyl salicylate, octyl salicylate, phenyl salicylate) , Benzyl salicylate, p-isopropanol phenyl salicylate, etc.); cinnamic acid-based UV absorbers (eg, octyl cinnamate, ethyl-4-isopropyl cinnamate, methyl-)
2,5-diisopropylcinnamate, ethyl-2,4-diisopropylcinnamate, methyl-2,4-diisopropylcinnamate, propyl-p-methoxycinnamate, isopropyl-p-methoxycinnamate, isoamyl-p-methoxycinnamate Mate, octyl-p-methoxycinnamate
(2-ethylhexyl-p-methoxycinnamate), 2-ethoxyethyl-p-methoxycinnamate, cyclohexyl-
p-methoxycinnamate, ethyl-α-cyano-β-phenylcinnamate, 2-ethylhexyl-α-cyano-β-phenylcinnamate, glyceryl mono-2-ethylhexanoyl-diparamethoxycinnamate, etc.); benzophenone UV absorbers (for example, 2,4-dihydroxybenzophenone, 2,2'-dihydroxy-4-methoxybenzophenone, 2,2'-dihydroxy-4,4'-dimethoxybenzophenone, 2,2 ', 4,4' -Tetrahydroxybenzophenone, 2-hydroxy-4-methoxybenzophenone, 2-hydroxy-4
-Methoxy-4'-methylbenzophenone, 2-hydroxy-4
-Methoxybenzophenone-5-sulfonate, 4-phenylbenzophenone, 2-ethylhexyl-4'-phenyl-benzophenone-2-carboxylate, 2-hydroxy-4-n-
Octoxybenzophenone, 4-hydroxy-3-carboxybenzophenone, etc.); 3- (4'-methylbenzylidene) -d,
l-camphor, 3-benzylidene-d, l-camphor; 2-phenyl-5-methylbenzoxazole; 2,2'-hydroxy-5
-Methylphenylbenzotriazole; 2- (2'-hydroxy-5'-t-octylphenyl) benzotriazole; 2-
(2'-hydroxy-5'-methylphenylbenzotriazole;dianisoylmethane;4-methoxy-4'-t-butyldibenzoylmethane; 5- (3,3-dimethyl-2-norbornylidene) -3-pentane- 2-one, etc.); triazine-based UV absorber (eg, 2-4 [(2-hydroxy-3-dodecyloxypropyl) oxy] -2-hydroxyphenyl) -4,6-bis (2,4-dimethylphenyl) ) -1,3,5-Triazine, 2-4 [(2-hydroxy-3-tridecyloxypropyl) oxy] -2-hydroxyphenyl) -4,6-bis (2,4-dimethylphenyl) -1 , 3,5-triazine and the like).

Examples of the sequestering agent include 1-hydroxyethane-1,1-diphosphonic acid, 1-hydroxyethane-1,1-diphosphonic acid tetrasodium salt, edetate disodium, edetate trisodium, and edet. Tetrasodium acid, sodium citrate, sodium polyphosphate, sodium metaphosphate, gluconic acid, phosphoric acid, citric acid,
Examples thereof include ascorbic acid, succinic acid, edetic acid, trisodium ethylenediamine hydroxyethyl triacetate and the like.

Examples of the lower alcohol include ethanol, propanol, isopropanol, isobutyl alcohol, t-butyl alcohol and the like.

Examples of the polyhydric alcohol include dihydric alcohols (eg ethylene glycol, trimethylene glycol, 1,2-butylene glycol, tetramethylene glycol, 2,3-butylene glycol, pentamethylene glycol, 2-butene). -1,4-diol, hexylene glycol, octylene glycol, etc.); trivalent alcohol (eg, trimethylolpropane); tetravalent alcohol (eg, pentaerythritol such as 1,2,6-hexanetriol) Pentavalent alcohol (eg, xylitol, etc.); hexavalent alcohol (eg, sorbitol, mannitol, etc.); polyhydric alcohol polymer (eg, diethylene glycol, dipropylene glycol, triethylene glycol, polypropylene glycol, tetraethylene glycol, diglycol) Phosphorus, triglycerin, tetraglycerin, polyglycerin, etc.); divalent alcohol alkyl ethers (for example, ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monobutyl ether, ethylene glycol monophenyl ether, ethylene glycol monohexyl ether) , Ethylene glycol mono-2-methylhexyl ether, ethylene glycol isoamyl ether, ethylene glycol benzyl ether, ethylene glycol isopropyl ether, ethylene glycol dimethyl ether, ethylene glycol diethyl ether, ethylene glycol dibutyl ether, etc.); 2
Polyhydric alcohol alkyl ethers (for example, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol monobutyl ether, diethylene glycol dimethyl ether, diethylene glycol diethyl ether, diethylene glycol butyl ether, diethylene glycol methyl ethyl ether, triethylene glycol monomethyl ether, triethylene glycol monoethyl ether, propylene Glycol monomethyl ether, propylene glycol monoethyl ether, propylene glycol monobutyl ether, propylene glycol isopropyl ether, dipropylene glycol methyl ether, dipropylene glycol ethyl ether, dipropylene glycol butyl ether Etc.); dihydric alcohol ether ester (for example, ethylene glycol monomethyl ether acetate, ethylene glycol monoethyl ether acetate, ethylene glycol monobutyl ether acetate, ethylene glycol monophenyl ether acetate, ethylene glycol diabate, ethylene glycol disuccinate, Diethylene glycol monoethyl ether acetate, diethylene glycol monobutyl ether acetate, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, propylene glycol monopropyl ether acetate, propylene glycol monophenyl ether acetate, etc .; glycerin monoalkyl ether (eg, xyl) Alcohol, selachyl alcohol, batyl alcohol); sugar alcohols (e.g., maltotriose, mannitol, sucrose,
Erythritol, glucose, fructose, starch-decomposing sugar, maltose, starch-decomposing sugar reducing alcohol, etc.); Glysolid; tetrahydrofurfuryl alcohol; POE-tetrahydrofurfuryl alcohol; POP-
Butyl ether; POP / POE-butyl ether; tripolyoxypropylene glycerin ether; POP-glycerin ether; POP-glycerin ether phosphoric acid; POP / POE-pentane erythritol ether, polyglycerin and the like.

Examples of monosaccharides include tricarbon sugars (for example,
D-glyceryl aldehyde, dihydroxyacetone, etc.);
Four-carbon sugar (for example, D-erythrose, D-erythrulose,
D-threose, erythritol, etc.); pentoses (eg,
L-arabinose, D-xylose, L-lyxose, D-arabinose, D-ribose, D-ribulose, D-xylulose, L-xylulose, etc .; hexose (eg, D-glucose, D-talose, D- Bucose, D-galactose, D-fructose, L-galactose, L-mannose, D-tagatose, etc.); heptacarbon sugar (eg, aldoheptose, heprose, etc.); octose sugar (eg, octulose); , 2-deoxy-D-ribose, 6-deoxy-L-
Galactose, 6-deoxy-L-mannose, etc.); Amino sugar (eg, D-glucosamine, D-galactosamine, sialic acid, aminouronic acid, muramic acid, etc.); Uronic acid (eg, D-glucuronic acid, D-mannuronic acid) , L-guluronic acid, D-galacturonic acid, L-iduronic acid, etc.) and the like.

Examples of oligosaccharides include sucrose, guanthianose, umbelliferose, lactose, planteose, isoliknoses, α, α-trehalose,
Raffinose, lichenose, stachyose bell baths and the like can be mentioned.

Examples of polysaccharides include cellulose, quince seed, starch, galactan, dermatan sulfate,
Glycogen, gum arabic, heparan sulfate, tragacanth gum, keratan sulfate, chondroitin, xanthan gum, guar gum, dextran, kerato sulfate, locust bean gum, succinoglucan and the like can be mentioned.

Examples of amino acids include neutral amino acids (eg threonine, cysteine etc.); basic amino acids (eg hydroxylysine etc.) and the like. Examples of the amino acid derivative include sodium acylsarcosine (sodium lauroyl sarcosine), acyl glutamate, sodium acyl β-alanine, glutathione, and the like.

Examples of the organic amine include monoethanolamine, diethanolamine, triethanolamine, morpholine, triisopropanolamine, 2-amino-2-methyl-1,3-propanediol, 2-amino-2-methyl-1. -Propanol and the like can be mentioned.

As the polymer emulsion, for example, acrylic resin emulsion, polyethyl acrylate emulsion, acrylic resin liquid, polyacrylic alkyl ester emulsion, polyvinyl acetate resin emulsion,
Examples thereof include natural rubber latex.

Examples of the pH adjusting agent include buffers such as lactic acid-sodium lactate, citric acid-sodium citrate, and succinic acid-sodium succinate. Examples of vitamins include vitamins A, B1, B2, B
6, C, E and its derivatives, pantothenic acid and its derivatives, biotin and the like. Examples of the antioxidant include tocopherols, dibutylhydroxytoluene, butylhydroxyanisole, gallic acid esters and the like.

As the antioxidant auxiliary, for example, phosphoric acid,
Examples thereof include citric acid, ascorbic acid, maleic acid, malonic acid, succinic acid, fumaric acid, kephalin, hexametaphosphate, phytic acid and ethylenediaminetetraacetic acid.

Other components that can be mixed are, for example,
Antiseptic (ethyl paraben, butyl paraben, etc.); Anti-inflammatory agent (eg, glycyrrhizic acid derivative, glycyrrhetinic acid derivative, salicylic acid derivative, hinokitiol, zinc oxide, allantoin, etc.); Whitening agent (eg, Yukinoshita extract, arbutin, etc.); Extracts (e.g., psyllium, citrus, peony, cemburi, birch, sage, loquat, carrot, aloe, mallow, iris, grapes, oak, chinen, loofah, lily, saffron, senkyu, ginger, perilla, ononis, garlic, Capsicum, chimpi, touki, seaweed, etc.), activator (eg, royal jelly, photosensitizer, cholesterol derivative, etc.); blood circulation promoter (eg, nonyl acid warenylamide, nicotinic acid benzyl ester, nicotinic acid β-butoxyethyl ester) , Capsaicin, zingerone, cantharisin tincture, ictamol, tannic acid, α-borneol, tocopherol nicotinate, inositol hexanicotinate, cyclandelate, cinnarizine, tolazoline, acetylcholine, verapamil, cepharanthin, γ-oryzanol, etc.); Agents (eg, sulfur, thiantol, etc.); Anti-inflammatory agents (eg, tranexamic acid, thiotaurine, hypotaurine, etc.)
Etc.

The hair cosmetic composition according to the present invention means any cosmetic composition used for hair, and particularly means a cosmetic composition for imparting a conditioning effect to hair, preferably hair rinse, hair treatment and hair. It is a hair conditioning agent such as a pack, and when used, it is used as a hair conditioning agent of a type that is applied to the hair, thoroughly familiarized with the hair, and then rinsed with hot water or the like.

[0074]

EXAMPLES Next, the present invention will be described in more detail by way of examples, which should not be construed as limiting the invention thereto. First, the test method and evaluation method adopted in each example will be described.

[Evaluation (1): Non-stickiness] 10 professional panelists carry out an actual use test to determine the stickiness of the hair during and after use by using the conventional hair makeup (without alkylene oxide derivative). Evaluation was made by comparison with the actual use test of the material. The evaluation criteria are as follows. ⊚: 8 or more professional panelists recognized that there was no sticky feeling during and after use as compared with the conventional hair cosmetics. ◯ ... 6 or more and less than 8 specialized panelists recognized that there was no sticky feeling during and after use as compared with the hair cosmetics of the prior art. Δ: 3 or more and less than 6 specialized panelists recognized that there was no sticky feeling during and after use, as compared with the hair cosmetics of the prior art. X: Less than 3 specialized panelists recognized that there was no sticky feeling during and after use as compared with the hair cosmetics of the prior art.

[Evaluation (2): moist feeling] Special panelists
An actual use test was carried out by 10 persons, and the moist feeling of the hair during use and after use was evaluated by comparison with the actual use test of the conventional hair cosmetic composition (without alkylene oxide derivative). The evaluation criteria are as follows. ⊚: 8 or more professional panelists recognized that they had a moist feeling during and after use as compared with the conventional hair cosmetics. ◯ ... 6 or more and less than 8 specialized panelists recognized that they had a moist feeling during and after use as compared with the conventional hair cosmetics. Δ: 3 or more and less than 6 specialized panelists recognized that they had a moist feeling during and after use, as compared with the hair cosmetics of the prior art. X: Less than 3 specialized panelists recognized that they had a moist feeling during and after use as compared with the conventional hair cosmetics.

[Evaluation (3): smooth feeling] Special panelists
The actual use test was carried out by 10 people, and the smooth feeling of the hair after use was confirmed by the conventional technology (without alkylene oxide derivative).
It was evaluated by comparison with the actual use test of the hair cosmetics. The evaluation criteria are as follows. ⊚: 8 or more professional panelists recognized that they had a smooth feeling after use as compared with the conventional hair cosmetics. Good: 6 or more and less than 8 specialized panelists recognized that they had a smooth feeling after use, as compared with the hair cosmetics of the prior art. Δ: 3 or more and less than 6 specialized panelists recognized that they had a smooth feeling after use as compared with the hair cosmetics of the prior art. X: Less than 3 specialized panelists recognized that they had a smooth feeling after use, as compared with the conventional hair cosmetics.

[Evaluation (4): supple feeling] Special panelists
An actual use test was carried out by 10 people, and the supple feeling of the hair during and after use was evaluated by comparison with the actual use test of the hair cosmetic of the conventional technique (without alkylene oxide derivative). The evaluation criteria are as follows. ⊚: 8 or more professional panelists recognized that the hair cosmetics were supple during use and after use, as compared with the conventional hair cosmetics. ○: 6 or more and less than 8 specialized panelists recognized that they were supple during and after use as compared with the hair cosmetics of the prior art. Δ: 3 or more and less than 6 specialized panelists recognized that they were supple during use and after use, as compared with hair cosmetics of the prior art. X: Less than 3 specialized panelists recognized that they were supple during and after use as compared with the hair cosmetics of the prior art.

[Evaluation (5): Hair-protecting effect] Bleached hair obtained by treating a hair bundle of healthy hair with a commercially available decolorizing agent was dipped in the sample solution for 1 hour and dried, and then subjected to a pulley friction test. The abrasion time until the cuticle was peeled off from the hair was measured, and the effect of protecting the hair after use was evaluated by comparison with the measurement result obtained using ion-exchanged water. The evaluation criteria are as follows, where the hair peeling time in the case of ion-exchanged water is (A) and the hair peeling time in the case of the sample solution is (B). ⊚ ... B / A is 4.0 or more. B: B / A is 1.5 or more and less than 4.0. B: B / A is 1.0 or more and less than 1.5. X ... B / A is less than 1.0.

"Evaluation (6): Smooth feeling after drying"
An actual use test was conducted by 10 professional panelists to evaluate the smooth feeling of the hair after drying (after 6 hours). The evaluation criteria are as follows. ⊚: 8 or more expert panelists recognized that the surface was smooth after drying. ◯ ... 6 or more and less than 8 specialized panelists recognized that they were smooth after drying. Δ: 3 or more and less than 6 specialized panelists recognized that the surface was smooth after drying. X: Less than 3 specialized panelists recognized that the material was smooth after drying.

"Evaluation (7): Moisture feeling after aging after drying"
An actual use test was carried out by 10 professional panelists to evaluate the moist feeling of the hair after drying (after 6 hours). The evaluation criteria are as follows. ⊚ ... 8 or more professional panelists recognized that after drying, there was a moist feeling. ◯ ... 6 or more and less than 8 specialized panelists recognized that they had a moist feeling over time after drying. Δ: 3 or more and less than 6 specialized panelists recognized that they had a moist feeling over time after drying. X: Less than 3 specialized panelists recognized that they had a moist feeling over time after drying.

"Evaluation (8): Cohesion of hair after drying" A practical use test was carried out by 10 expert panelists to evaluate the cohesion of hair after drying (after 6 hours). The evaluation criteria are as follows. ⊚: 8 or more professional panelists recognized that the dried hair had cohesion with time after drying. ◯ ... 6 or more and less than 8 specialized panelists recognized that the dried hair had cohesion with time. Δ: 3 or more and less than 6 specialized panelists recognized that the dried hair had a cohesive appearance over time. X: Less than 3 professional panelists recognized that the dried hair had cohesion over time.

"Evaluation (9): Elongation at the time of application" An actual use test was conducted by 10 professional panelists to evaluate the feeling of elongation at the time of application to hair. The evaluation criteria are as follows. ⊚: 8 or more professional panelists recognized that the elongation during application was good. Good: 6 or more and less than 8 specialized panelists recognized that the elongation at the time of application was good. Δ: 3 or more and less than 6 specialized panelists recognized that the elongation during application was good. X: Less than 3 professional panelists recognized that the elongation during application was good.

[Evaluation (10): smoothness during rinsing]
An actual use test was conducted by 10 expert panelists to evaluate the smooth feeling when rinsing. The evaluation criteria are as follows. ◎ ... More than 8 professional panelists recognized that there was a smooth feeling during rinsing. ○: 6 or more and less than 8 specialized panelists recognized that there was a smooth feeling during rinsing. Δ: 3 or more and less than 6 specialized panelists recognized that there was a smooth feeling during rinsing. X: Less than 3 professional panelists recognized that there was a smooth feeling during rinsing.

Next, the alkylene oxide derivative according to the present invention
A method of synthesizing the conductor will be described.Synthesis example 1 Synthesis example of random polymer Polyoxyethylene (10 mol) Polyoxypropylene
(10 mol) dimethyl ether

[Chemical 11] CH_ThreeO [(EO)₁₀/ (PO)₁₀] CH_Three In the examples below, EO is oxyethylene.
Group, PO is an oxypropylene group, [(EO) / (P
O)] represents a random bond.

76 g of propylene glycol and 3.1 g of potassium hydroxide as a catalyst were charged in an autoclave,
After replacing the air in the autoclave with dry nitrogen, the catalyst was completely dissolved at 140 ° C. with stirring. Next, a mixture of 440 g of ethylene oxide and 522 g of propylene oxide was added dropwise with a dropping device, and the mixture was stirred for 2 hours. Next, after charging 224 g of potassium hydroxide and replacing the inside of the system with dry nitrogen, 188 g of methyl chloride was added at a temperature of 80 to 130.
It was pressed in at 0 ° C. and reacted for 5 hours. After that, the reaction composition was taken out from the autoclave, neutralized with hydrochloric acid to pH 6 to 7, and depressurized to remove water content-0.095MP.
a (50 mmHg) at 100 ° C. for 1 hour. After further treatment, filtration is performed to remove the salt formed,
The alkylene oxide derivative shown in 1 was obtained. The hydroxyl value of the sampled and purified before reacting with methyl chloride was 107, the hydroxyl value of Compound 2 was 0.4, and the ratio of the number of hydrogen atoms to the number of terminal methyl groups was 0.004.
Almost completely the hydrogen atoms have been converted to methyl groups.

[0087]Synthesis Example 2 Synthesis of block polymer Polyoxyethylene (10 mol) Polyoxypropylene
(10 mol) dimethyl ether

Embedded image CH ₃ O (EO) ₅ (PO) ₁₀ (EO) ₅ CH ₃

76 g of propylene glycol and 3.1 g of potassium hydroxide as a catalyst were charged in an autoclave,
After replacing the air in the autoclave with dry nitrogen, the catalyst was completely dissolved at 140 ° C. with stirring. Next, 522 g of propylene oxide was added dropwise with a dropping device, and the mixture was stirred for 2 hours. Ethylene oxide (440 g) was added dropwise with a dropping device, and the mixture was stirred for 2 hours. Next, 224 g of potassium hydroxide was charged, the system was replaced with dry nitrogen, and then 188 g of methyl chloride was injected under pressure at a temperature of 80 to 130 ° C. and reacted for 5 hours. After that, the reaction composition was taken out from the autoclave, neutralized with hydrochloric acid to pH 6 to 7, and a reduced pressure of −0.095 MPa (50 m to remove contained water).
mHg) at 100 ° C. for 1 hour. After the treatment, filtration was performed to remove the salt formed, and the alkylene oxide derivative shown in Chemical formula 12 was obtained. The hydroxyl value of the product that was sampled and purified before reacting with methyl chloride was 11
0, the hydroxyl value of Compound 7 was 0.3, the ratio of the number of hydrogen atoms to the number of terminal methyl groups was 0.003, and the hydrogen atoms were almost completely converted to methyl groups.

The present inventors prepared various alkylene oxide derivatives according to each of the above Production Examples, actually blended them into hair cosmetics using the following basic composition for testing, and evaluated them. Basic composition for test (1) Stearyl trimethyl ammonium chloride 1.0 mass% (2) Cetostearyl alcohol / (C16 / C18 = 7/3) 7.0 (3) Dimethyl polysiloxane (20cs) 5.0 (4) Propylene glycol 5.0 (5) Alkylene oxide derivative 5.0 (6) Preservative proper amount (7) Dye proper amount (8) Perfume proper amount (9) Purified water balance

First of all, the present inventors conducted a sensory evaluation based on the above criteria for hair cosmetics containing various alkylene oxide derivatives in the above basic composition. The results are shown in Table 1.

[Table 1] As a result, it has been clarified that, in hair cosmetics, by adding an EO / PO derivative having a hydrocarbon group bonded to both ends, a more excellent feeling in use can be obtained. Therefore, the present inventors have been concerned with alkylene oxide derivatives,
We proceeded with the study of suitability for hair cosmetics.

[0091]Alkylene oxide derivative [R¹, R^TwoFirst, the present inventors
R of xide derivative¹, R^TwoAnd suitability for hair cosmetics
To examine the correlation of¹, R^TwoDifferent al
Regarding the 10 mass% aqueous solution of the xylene oxide derivative,
A sensory evaluation based on a standard was performed. The results are shown in Table 2. Na
Both compounds have EO and PO parts [(EO)₁₀/ (PO)₁₀] Is used.

[0092]

[Table 2] As is clear from Table 2, when the carbon numbers of both R ¹ and R ² are 1 to 4 (compounds 2, 3 and 4), excellent effects were obtained in all evaluations. In contrast,
When R ¹ and R ² are hydrogen (compound 1), and R ¹
Was C12 (Compound 6), the evaluations such as stickiness and smoothness tended to be inferior. on the other hand,
When the sum of carbon numbers of R ¹ and R ² is 7 and is smaller than that of compound 4, R ¹ becomes C 6 (compound 5), and the evaluation of stickiness and moistness is poor as a hair cosmetic composition. There was a tendency. From the above, in the alkylene oxide derivative according to the present invention, R ¹ and R ^{2 each} have 1 to 4 carbon atoms.
It is necessary that the hydrocarbon group is

In the actual manufacturing, R ¹ , R ²
Since not all of the above are substituted with hydrocarbon groups, the permissible abundance ratio of the unsubstituted (H) compound was examined. The results are shown in Table 3. In addition, in Table 3 below,
The unsubstituted ratio is represented by the ratio Y / X of the number of hydrogen atoms (Y) to the number of hydrocarbon groups (X), and is 1: 2 = 95: 5.
Means that the compound 1 and the compound 2 were mixed at a ratio of 95: 5 to adjust a predetermined Y / X.

[0094]

[Table 3] As is clear from Table 3 above, even if unreacted R ¹ and R ² exist, if the amount is small (Y / X =
0.054) No significant effect, but Y / X is 0.203
In that case, the evaluation of sticky feeling is obviously inferior. Further, as a result of detailed study by the present inventors, it became clear that Y / X needs to be 0.15 or less.

[Oxyalkylene Group, Oxyethylene Group] Next, the present inventors examined the presence of the oxyalkylene group and oxyethylene group and their suitability for hair cosmetics. The results are shown in Table 4 below. Note that the compound 2, and 8 to ^11, R 1, ^{R 2} is used as the CH _3.

[0096]

[Table 4]

[0097]

[Chemical 13]

As is clear from Table 4, in the present invention, the presence of both the oxyalkylene group and the oxyethylene group is essential from the viewpoint of usability. Since the compound 13 shown in Chemical formula 13 has a low effect, it is considered that it is not merely a hydrophilic and hydrophobic adjusting effect. According to the inventors' further detailed study, the preferable ratio of the oxyethylene group to the total of the oxyalkylene group and the oxyethylene group is 20.
It became clear that it was -80 mass%. Further, the present inventors produced a block polymer and a random polymer with the same number of alkylene groups and oxyethylene groups, and compared them. The results are shown in Table 5.

[0099]

[Table 5] As is clear from Table 5, the effect of the present invention can be obtained with either a block polymer or a random polymer, but an excellent feeling of use can be obtained particularly in the case of a random polymer.

[Amount of alkylene oxide derivative] Next, the present inventors further investigated the amount of the alkylene oxide derivative according to the present invention to be added to the hair cosmetic composition.
Compound 10 was used as the alkylene oxide derivative. The results are shown in Table 6.

[0101]

[Table 6] From the results shown in Table 6, the effect of addition of the alkylene oxide derivative according to the present invention is recognized from about 0.01% by mass, but particularly remarkable is 0.1% by mass or more. However, if the blending amount exceeds 10.0% by mass, the evaluation of the sticky feeling tends to be slightly inferior, so the blending amount up to about 5.0% by mass is preferable.

Subsequently, the present inventors
Regarding hair cosmetics containing a xide derivative,
The composition of the components was examined.Protein combination The present inventors first conducted a study on the combination of proteins.
It was Combine the composition of the composition used in the test and the test results.
Are shown in Table 7.

[0103]

[Table 7] As is clear from Table 7, in the hair cosmetic composition of the present invention, by adding a protein in addition to the above-mentioned alkylene oxide copolymer, the feeling of use such as a smooth feeling and the effect of protecting the hair are improved. Can be made. Composition 4 (0.003% * 22.5% as protein pure content)
= 0.000675%), the effect of adding protein was not sufficiently obtained, while composition 5 (0.05% as protein pure content) was obtained.
% * 25% = 0.0125%), the hair protection effect was improved, so the protein content was 0.001 as protein pure content.
It is preferably at least mass%. However, if the amount of protein pure exceeds 1.0% by mass, it tends to be unfavorable in terms of safety such as sensitization. preferable.

[0104]Combination of basic amino acid derivative Next, the present inventors have formulated a basic amino acid derivative.
Was examined. Composition of the composition used in the test
Table 8 shows the test results together with the test results.

[Table 8]

As is apparent from Table 8 above, in the hair cosmetic composition of the present invention, by adding a specific basic amino acid derivative salt in addition to the alkylene oxide copolymer, use such as stickiness and smoothness is obtained. In addition to the feel, it is possible to improve usability after drying in a hair cosmetic, such as smoothness, moistness, and cohesion of hair after drying. Further, since the effect of adding the basic amino acid derivative is not sufficiently observed at 0.04% by mass, it is preferable to add 0.05% by mass or more. On the other hand, if it exceeds 3.0% by mass, a sticky feeling may be produced. Since it tends to occur, a blending amount of 0.05 to 2.0 mass% is preferable.

[0106]Polyethylene glycol Subsequently, the present inventors
We examined the case. Composition set of the composition used in the test
The results and test results are shown in Table 9.

[Table 9]

As is clear from Table 9, in the hair cosmetic composition of the present invention, in addition to the alkylene oxide copolymer, a polyethylene glycol of higher molecular weight (molecular weight 2
, 000,000), it does not impair the usability of hair cosmetics, such as a moist feeling and a smooth feeling,
It is possible to improve the elongation during application and the smooth feeling during rinsing. On the other hand, when polyethylene glycol having a molecular weight of 20,000 is mixed, such an effect cannot be obtained, and it is considered that the molecular weight of polyethylene glycol needs to be 1,000,000 or more. However, when the molecular weight of polyethylene glycol exceeds 5,000,000, spinnability is generated and the feeling of use during application tends to be unfavorable.
It is about 10 to 5 million. The effect of addition of high-molecular-weight polyethylene glycol is recognized from about 0.003% by mass, but the remarkable effect is 0.005% by mass or more. However, if it is blended in an amount of more than 0.1% by mass, the feel at the time of application is unfavorable, and the smoothness at the time of rinsing tends to be too negative and tends to be negative.
A blending amount of about 0.005 to 0.1% by mass is preferable.

[0108]Stickiness improvement effect Further, the present inventors have found that the alkylene oxide derivative according to the present invention is
In the process of considering various combinations of conductors,
Improvement of stickiness found in oils and moisturizers in xide derivatives
It was found to be effective. That is, in Table 1,
Even in the test area without alkylene oxide derivative,
Oil such as dimethyl polysiloxane, propylene glycol
Stickiness due to moisturizers such as alcohol is observed. This
On the other hand, if an alkylene oxide derivative is added,
Instead of suppressing the increase in stickiness, oil and
The stickiness caused by the moisturizer can be improved.

Example 1 Hair rinse Cetyltrimethylammonium chloride 0.6% by mass cetostearyl alcohol (C16 / C18 = 6/4) 4.0 Dimethylpolysiloxane (5cs) 3.0 Glycerol monostearic acid 1.0 Liquid paraffin 3 0.0 Compound 2 8.0 Glycerol monostearate 1.0 Glycerin 5.0 Propylene glycol 5.0 Preservatives Appropriate amount Dyes Appropriate amount Perfume Appropriate amount Purified water Residual (evaluation) This hair rinse has a sticky feel on hair. It had an excellent feeling of use, giving a moist feeling and improving the smoothness and suppleness.

Example 2 Hair Treatment Cream Behenyltrimethylammonium Chloride 3.0% by Mass Cetostearyl Alcohol (C16 / C18 = 6/4) 6.5 Behenyl Alcohol 2.0 Dimethylpolysiloxane (20cs) 3.0 2-Octyldodeca Knoll 2.0 Polyoxyethylene hydrogenated castor oil derivative 0.3 (60 mol of ethylene oxide adduct) Polyoxyethylene stearyl ether 1.0 (4 mol of ethylene oxide adduct) Soybean lecithin 0.5 Liquid paraffin 3.0 Compound 8 5 0.0 Glycerin 10.0 Dipropylene glycol 5.0 Preservative Suitable amount Colorant Suitable amount Perfume Suitable amount Purified water Residual (evaluation) This hair treatment cream gives a moist feeling to the hair without giving it a sticky feeling. And a smooth impression It had an excellent texture in use of improving the supple feeling.

Example 3 Hair rinse Stearic acid diethylaminoethylamide 0.6% by mass Cetyl alcohol 2.0 Stearyl alcohol 1.0 Dimethylpolysiloxane (5cs) 3.0 Glycerol monostearic acid 1.0 Liquid paraffin 3.0 Compound 9 8.0 Glycerol monostearate 1.0 Glycerin 5.0 Propylene glycol 5.0 L-Glutamic acid 0.6 Preservatives Appropriate amount Colorant Appropriate amount Fragrance Appropriate amount Purified water Residual (evaluation) This hair rinse is for hair It had an excellent feeling in use that it had no sticky feeling, imparted a moist feeling, and improved smoothness and suppleness.

Example 4 Hair Treatment Cream Stearic acid Dimethylaminopropylamide 3.0% by mass Cetyl alcohol 6.5 Behenyl alcohol 2.0 Stearic acid 2.0 Dimethylpolysiloxane (20cs) 3.0 2-Octyldodecanol 2. 0 polyoxyethylene hydrogenated castor oil derivative 0.3 (ethylene oxide 60 mol adduct) polyoxyethylene stearyl ether 1.0 (ethylene oxide 4 mol adduct) liquid paraffin 3.0 compound 10 5.0 glycerin 10.0 dipropylene Glycol 5.0 L-glutamic acid 1.0 Preservative Amount Colorant Amount Fragrance Amount Purified water Residual (Evaluation) This hair treatment cream gives a moist feeling to the hair, and gives it a moist feeling. Smoothness and It had an excellent feeling of use that improves the supple feeling.

Example 5 Conditioner Behenyltrimethylammonium Chloride 1.5% by Mass Cetostearyl Alcohol (C16 / C18 = 7/3) 2.0 Behenyl Alcohol 5.0 Dipropylene Glycol 6.0 Methylparaben 0.3 Silicone Rubber / Silicone Oil 4.0 Amino-modified silicone rubber / silicone oil 2.0 Isocetyl isostearate 1.0 Monostearic acid glyceride 1.0 CH ₃ [(EO) ₁₀ / (PO) ₃₀ ] CH ₃ 1.5 N- [3-alkyl (12,14) Oxy-2-hydroxypropyl] -L-arginine hydrochloride solution 0.5 Polyethylene glycol (molecular weight 4,000,000) 0.03 L-glutamic acid 0.1 Soybean lecithin 0.1 Soybean extract 0.3 Wheat germ Oil 0.1 Fragrance Suitable amount Ltd. water Balance (Evaluation) This conditioner has no sticky feeling against the hair, moist impart sensitive, and, had a good texture in use of improving the smooth feel and supple feel. In addition, it was excellent in protecting hair, feeling in use after drying, spreading during application, and smooth feeling during rinsing.

Example 6 Conditioner Stearyltrimethylammonium chloride 1.5% by mass Stearic acid Dimethylaminopropylamide 0.8 Stearyl alcohol 4.0 Behenyl alcohol 2.0 Propylene glycol 6.0 Diglycerin 3.0 Methylparaben 0.3 Silicone rubber / Silicone oil 4.0 Amino-modified silicone rubber / Silicone oil 2.0 Isononyl isononanoate 1.0 Monooleic acid glyceride 1.0 CH ₃ [(EO) ₇ / (PO) ₁₄ ] CH ₃ 1.5 Polyethylene glycol ( Molecular weight 2.5 million) 0.03 Cationized cellulose (Ucare Polymer TM-1 (manufactured by Amacor Co.) 0.4 Polyquaternium-7 10% aqueous solution (Mercoat 550 (manufactured by Narco)) 1.0 Malic acid 0 1 Tartaric acid 0.2 Arginine 0.05 Soybean lecithin 0.1 Hydrolyzed wheat protein solution 0.1 Oat grass extract 0.05 Perfume Suitable amount Purified water Residual (evaluation) This conditioner has no sticky feeling on hair. In addition, it had an excellent feeling of use that imparts a moist feeling and improves a smooth feeling and a supple feeling. It was also excellent in protecting hair, spreading during application, and smoothness during rinsing.

Example 7 Hair Treatment Behenyltrimethylammonium Chloride 3.5% by Mass Distearyldimethylammonium Chloride 0.5 Cetostearyl Alcohol (C16 / C18 = 7/3) 4.0 Hydrogenated Rapeseed Oil Alcohol 7.0 Glycerin 20 .0 methylparaben 0.3 silicone rubber / silicone oil 4.0 amino-modified silicone rubber / silicone oil 2.0 palmitic acid isooctyl 1.0 cetyl 2-ethylhexanoate 0.5 POE (5) stearyl ether 0.3 CH ₃ [(EO) ₉ / (PO) ₂ ] CH ₃ 3.0 Polyethylene glycol (Molecular weight 3,000,000) 0.03 Sucrose hexaerucate 0.02 Citric acid 0.1 Hydrolyzed collagen 0.02 Olive oil 0.1 Perfume proper amount Purified water residue ( Value) This hair treatment has no sticky feeling against the hair, moist impart sensitive, and, had a good texture in use of improving the smooth feel and supple feel. It was also excellent in protecting hair, spreading during application, and smoothness during rinsing.

[0116]

EFFECTS OF THE INVENTION According to the present invention, by blending a specific alkylene oxide derivative into a hair cosmetic composition, a moist feeling is imparted to the hair without giving a sticky feeling to the hair, and a smooth feeling and a supple feeling are imparted. It is possible to provide a hair cosmetic composition having an excellent feeling of use that is improved.

Continued front page    (72) Inventor Takashi Omori             2-2-1 Hayabuchi, Tsuzuki-ku, Yokohama-shi, Kanagawa               Shiseido Research Center Co., Ltd.             Beach) (72) Inventor Hiroyuki Kagoki             2-2-1 Hayabuchi, Tsuzuki-ku, Yokohama-shi, Kanagawa               Shiseido Research Center Co., Ltd.             Beach) (72) Inventor Reiji Miyahara             2-2-1 Hayabuchi, Tsuzuki-ku, Yokohama-shi, Kanagawa               Shiseido Research Center Co., Ltd.             Beach) (72) Inventor Toshihiko Nakane             2-2-1 Hayabuchi, Tsuzuki-ku, Yokohama-shi, Kanagawa               Shiseido Research Center Co., Ltd.             Beach) F-term (reference) 4C083 AA112 AA122 AC022 AC072                       AC122 AC132 AC152 AC172                       AC181 AC182 AC242 AC302                       AC352 AC422 AC432 AC482                       AC581 AC582 AC641 AC642                       AC691 AC692 AC902 AD041                       AD042 AD152 AD162 AD222                       AD411 AD412 BB06 BB11                       BB21 BB41 BB48 BB53 CC33                       CC39 EE06 EE07

Claims (11)

[Claims] 1. A hair cosmetic containing an alkylene oxide derivative represented by the following general formula 1. Embedded image R ¹ O — [(AO) _m (EO) _n ] -R ² (wherein AO is an oxyalkylene group having 3 to 4 carbon atoms, E
O is an oxyethylene group, m and n are the average addition mole numbers of the oxyalkylene group and oxyethylene group, respectively,
1 ≦ m ≦ 70 and 1 ≦ n ≦ 70. The ratio of the oxyethylene group to the total of the oxyalkylene group having 3 to 4 carbon atoms and the oxyethylene group is 20 to 80% by mass. The oxyalkylene group having 3 to 4 carbon atoms and the oxyethylene group may be added in blocks or randomly. R ¹ and R ² are the same or different hydrocarbon groups having 1 to 4 carbon atoms or hydrogen atoms, and the ratio of the number of hydrogen atoms to the number of hydrocarbon groups of R ¹ and R ² is 0.1.
It is 5 or less. ) 2. The hair cosmetic composition according to claim 1, wherein an oxyalkylene group and an oxyethylene group are randomly added. 3. The hair cosmetic composition according to claim 1, wherein the alkylene oxide derivative is 0.01 to 10% by mass.
Hair cosmetics characterized by being blended. 4. The hair cosmetic composition according to any one of claims 1 to 3, wherein the hair cosmetic composition contains a cationic surfactant. 5. The hair cosmetic composition according to claim 4,
The cationic surfactant is a quaternary ammonium salt represented by the following general formula 2, wherein the hair cosmetic composition is characterized. [Chemical 2] (In the formula, R ¹ represents an alkyl group having 14 to 22 carbon atoms or a hydroxyl group, and R ² , R ³ and R ⁴ each independently represent an alkyl group having 1 to 3 carbon atoms, a hydroxyl group or a benzyl group. , X represents a halogen atom or an alkyl sulfate group having 1 to 2 carbon atoms.) 6. The hair cosmetic composition according to claim 4,
The cationic surfactant is represented by the following general formula 3.
Characterized by being a midamine compound or an acid addition salt thereof
Hair cosmetics. [Chemical 3] R¹CONH (CH_Two)_nN (R^Two)_Two (In the formula, R¹Is a higher fatty acid residue having 13 to 23 carbon atoms
Represent, R^TwoRepresents an alkyl group having 1 to 4 carbon atoms, and n is 2
Represents an integer of 4; ) 7. The hair cosmetic composition according to any one of claims 1 to 6, which contains a protein, a derivative thereof or a hydrolyzate thereof. 8. The hair cosmetic composition according to claim 1, further comprising a basic amino acid derivative represented by the following general formula 4. [Chemical 4] (In the formula, R ₃ represents a linear or branched alkyl group or alkenyl group having 8 to 22 carbon atoms, m represents an integer of 1 to 5, and Y represents any of the following (1) to (3). Represents a substituent) 9. The hair cosmetic composition according to claim 1, which contains polyethylene glycol having a molecular weight of 1 to 5,000,000. 10. The hair cosmetic composition according to claim 1, further comprising a moisturizing agent. 11. The hair cosmetic composition according to any one of claims 1 to 10, which contains an oil component.