JP2992564B2 - Hair cosmetics - Google Patents

Description

Description: TECHNICAL FIELD [0001] The present invention relates to a hair cosmetic having excellent set gloss while imparting a smooth feel to hair, and having excellent set holding power.

[Technical background of the invention and its problems]

Conventionally, in order to impart gloss and smoothness to hair, silicone oil, ester oil, liquid paraffin and the like are used in hair cosmetics by emulsifying, solubilizing, or dissolving in an organic solvent such as alcohol. In particular, silicone oil has good lubricity to hair and gives excellent luster,
Currently widely used. However, there is a disadvantage that the hair becomes greasy when used in a large amount or when used for a long time. In addition, those obtained by dissolving a high-polymerized silicone in a low-boiling solvent form a thin and soft silicone film on the hair and give a glossy and smooth feel, but are weak to water and sweat,
There is a drawback that it runs off.

In order to solve such a problem, various attempts have been made to incorporate a polyorganosiloxane. However, those used in these conventional hair cosmetics are composed of linear polydiorganosiloxane or R ₃ SiO _1/2 unit.
It contains a siloxane composed of SiO ₂ units (R is a monovalent organic group) and the like, and the water repellency has not been sufficiently imparted yet.

[Object of the invention]

An object of the present invention is to provide a hair cosmetic that has excellent luster and a smooth feel, has improved water resistance, and has excellent set holding power.

[Configuration of the invention]

The present inventors have conducted intensive studies to overcome the above problems, and as a result, have found that the above object can be achieved by blending a special silicone resin, and have accomplished the present invention.

That is, the present invention relates to (a) (Where R is a substituted or unsubstituted monovalent or different monovalent hydrocarbon group, X is a hydroxyl group or a hydrolyzable group, and n is 10 to
One or two or more polydiorganosiloxanes (hereinafter, referred to as component (a)) represented by the following formula: (b) a siloxane unit represented by the formula R ₃ SiO _0.5;
A copolymer comprising a siloxane unit represented by O ₂ (where R is a substituted or unsubstituted monovalent or different monovalent hydrocarbon group), wherein a hydroxyl group or a hydrolyzable group bonded to a silicon atom in one molecule; A hair cosmetic comprising an organosilicone resin obtained by condensing one or more polyorganosiloxanes having at least one (hereinafter referred to as component (b)).

The polydiorganosiloxane (a) used in the present invention substantially has a hydroxyl group or a hydrolyzable group at both ends. As the hydrolyzable group, an alkoxy group,
Examples of condensation reactive groups such as a ketoxime group and an aminoxy group include a methoxy group, an ethoxy group, a propoxy group,
Alkoxy groups such as butoxy groups are common. It is substantially linear, but may contain up to 10% of branches. The average degree of polymerization n is 10 to 20,000,
It is equivalent to about 700 to 1,500,000 in terms of molecular weight.

Component (b), which is a raw material of the organic silicone resin used in the present invention, is well known to those skilled in the art, and includes, for example, water glass, orthoethyl silicate, and ethyl polysilicate constituting SiO ₂ units. Is co-hydrolyzed and condensed with at least one of silanes such as trimethylchlorosilane, trimethylmethoxysilane, triphenylchlorosilane, phenyldimethylmethoxysilane, dimethylvinylchlorosilane, and dimethylvinylmethoxysilane that constitute _0.5 units of R ₃ SiO. It can be obtained by: The molar ratio of the siloxane unit represented by the formula R ₃ SiO _0.5 to the siloxane unit represented by the formula SiO ₂ is 0.5 to 1.0.
And a copolymer having at least one hydroxyl group or hydrolyzable group bonded to a silicon atom in one molecule, and desirably having an average molecular weight of about 2,000 to 3,000.

The organosilicone resin of the present invention comprises (a) component and (b)
It is a product obtained by partially condensing components. The ratio of the component (a) and the component (b) constituting the organic silicone resin is as follows:
80:20 to 20:80 are preferred. This partial condensation reaction is carried out without a catalyst or under a basic catalyst. Examples of the basic catalyst include sodium hydroxide, metal hydroxides such as lithium hydroxide, trimethylamine, aliphatic amines such as diethylamine, and the like. Aromatic amines such as aniline and methylaniline and fourths such as organoammonium hydroxide
Secondary ammonium compounds and the like.

The compounding amount of the organic silicone resin of the present invention is 0.1 to 50% by weight based on the total amount of the hair cosmetic. If it is less than 0.1% by weight, a sufficient effect cannot be obtained, and if it exceeds 50% by weight, it is difficult to dissolve in a low boiling point solvent.

The hair cosmetic composition of the present invention usually contains the following solvent, and a low boiling solvent that volatilizes at room temperature is used. Low boiling solvents such as low boiling chain silicone, cyclic silicone,
Preferred are low-boiling isoparaffinic hydrocarbons and fluorochloro-substituted hydrocarbons.

The low boiling chain silicone is represented by the following general formula, and specifically includes hexamethyldisiloxane, octamethyltrisiloxane, decamethyltetrasiloxane, dodecamethylpentasiloxane and the like.

(In the formula, p represents an integer of 0 to 5.) The cyclic silicone is represented by the following general formula, specifically, octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, dodecamethylcyclohexasiloxane, and the like. .

(In the formula, q represents an integer of 3 to 7.) Examples of the low-boiling point isoparaffinic hydrocarbon include an isoparaffinic hydrocarbon having 1 to 30 carbon atoms having a boiling point in a range of 50 to 300 ° C at ordinary temperature. it can.

Examples of the fluorochloro-substituted hydrocarbon include trichlorotrifluoroethane and tetrachlorodifluoroethane. Any one or more of the low-boiling solvents can be used, and the total compounding amount is 99% by weight or less in the total amount of the hair cosmetic, and preferably 10% by weight or less.
~ 90% by weight.

In addition to the above components, lower alcohols such as ethanol and IPA may be added. Further, as a component that can be added to the present invention, there is a silicone derivative, for example, any of chain dimethyl silicone oil, methylphenyl silicone oil, polyether-modified silicone oil, amino-modified silicone oil, epoxy-modified silicone oil, and fluorine-modified silicone oil. One or more components can be added.

This silicone derivative is effective for modifying an organic silicone resin film. It is well known to add a low molecular weight plasticizer to the modification of the resin film, but phthalic acid derivatives and higher alcohol polyoxyethylene ether, which are conventional plasticizers, are unsuitable from the viewpoint of compatibility. In this regard, silicone derivatives have good compatibility with organic silicone resin systems, effectively plasticize the resin film, enhance the adhesion to hair, lose the smoothness, and obtain an ideal film without stickiness. it can.

The compounding amount of these silicone derivatives is 99% by weight or less based on the total amount of the hair cosmetic. If it exceeds 99% by weight, the organic silicone resin does not form a film, which is not preferable.
The dosage form of the hair cosmetic of the present invention is arbitrary, and includes three types: a solubilizing system, an emulsifying system, a powder dispersing system, a two-layer oil-water system, and an oil-water-powder.
Any of a layer system and the like may be used.

In the case of the emulsification system, it is common that the oil phase containing the organic silicone resin is emulsified with a nonionic surfactant, a cationic surfactant, an anionic surfactant or a mixture thereof. A method is preferred in which a mixture of a surfactant and a water-soluble polyhydric alcohol is prepared and then mixed with an oil phase to obtain an emulsified composition.

The water-soluble polyhydric alcohol is a polyhydric alcohol having two or more hydroxyl groups in a molecule, and specifically, ethylene glycol, propylene glycol, 1,3-butylene glycol, 1,4-butylene glycol, dipropylene glycol , Glycerin, polyglycerin (diglycerin,
Triglycerin, tetraglycerin, decaglycerin, etc.), glucose, maltitol, sucrose, fructose xylitol, erythritol, amylolytic sugar-reducing alcohol, etc., and one or more of these are arbitrarily selected and used. .

Examples of the oil constituting the oil phase of the emulsified cosmetic include the following oils in addition to the organic silicone resin according to the present invention.

That is, olive oil, coconut oil, safflower oil, castor oil, fats and oils such as cottonseed oil, lanolin, jojoba oil, wax oils such as carnauba wax, liquid paraffin, squalane, petrolatum, hydrocarbon oils such as volatile isoparaffin, fatty acids, Oils commonly used in cosmetics, such as alcohols, ester oils such as cetyl octanoate and isopropyl myristate, silicone oils such as dimethylpolysiloxane and methylphenylpolysiloxane, and silicone resins.

The general amount of the above components is such that the surfactant is 0.5 to 10% by weight of the total amount of the hair cosmetic and the oil phase containing the organic silicone resin is 20 to 80% by weight. In the case of preparing a mixture with a polyhydric alcohol and mixing it with an oil phase to obtain an emulsified composition, the surfactant is 1 to 20% by weight, the oil phase containing an organic silicone resin is 10 to 70% by weight, It is preferable that the content of the polyhydric alcohol is 5 to 30% by weight based on the total amount of the cosmetic and 50 to 90% by weight based on the surfactant.

The emulsified cosmetic may be in the form of a water-in-oil type or an oil-in-water type, but is preferably prepared so as not to lose the volatility of the present invention.

In the hair cosmetic of the present invention, in addition to the above-mentioned components, in a quantitative and qualitative range that does not impair the effects of the present invention depending on the purpose,
An ultraviolet absorber, an antioxidant, a preservative, a drug such as a vitamin or a hormone, or a fragrance may be added.

〔Example〕

Hereinafter, the present invention will be described in more detail by examples,
The present invention is not limited by this. In addition, the compounding amount in an example is all weight%.

Reference Example A 50% toluene solution of the components (a) and (b) shown in Table 1 was mixed with a weight ratio of the components (a) and (b) ((a) /
After blending in (b)), 0.002 part of sodium hydroxide was added as a condensation catalyst to 100 parts of component (a), and a condensation reaction was carried out while heating and stirring under reflux of toluene to obtain organic silicone resins I to VI. .

On the other hand, the following were prepared as comparative polysiloxanes.

P1 = R and X in formula (a); methyl group; n = 7000 P2 = R in formula (a); methyl group, X; hydroxyl group, n = 5000 P3 = P2 and (CH ₃ ) ₃ SiO _0.5 / SiO ₂ = 0.7, 30 with degree of polymerization 2500
/ 70 mixture P4 = R in formula (a), R; methyl group, X; hydroxyl group, n = 800 Example 1 Hair oil (1) Decamethylcyclopentasiloxane 81.0% (2) Ethanol 10.0% (3) Organic silicone resin ( I) 9.0% (4) Perfume Appropriate amount (1) to (4) were stirred, dissolved and mixed to obtain a transparent liquid hair oil having a viscosity of 500 cp.

Example 2 Hair oil (1) Decamethylcyclopentasiloxane 81.0% (2) Ethanol 10.0% (3) Organosilicone resin (II) 9.0% (4) Appropriate amount of fragrance (1) to (4) are stirred, dissolved and mixed Thus, a transparent liquid hair oil having a viscosity of 800 cp was obtained.

Example 3 Hair Cream (1) Decamethylcyclopentasiloxane 10.0% (2) Organic silicone resin (III) 3.0% (3) Dimethylpolysiloxane (20 cSt) 5.0% (4) Glyceryl tri-2-ethylhexanoate 8.0% (5) Vaseline 5.0% (6) Stearyl alcohol 2.0% (7) Sorbitan monooleate 2.0% (8) Polyoxyethylene (40 mol) hydrogenated castor oil ester 2.0% (9) Glycerin 5.0% (10) Preservative suitable Amount (11) Purified water Residual (1) to (8) are stirred and dissolved at 70 ° C, and (10) to (12)
Was added to and dissolved in the mixture to obtain a hair cream.

Example 4 Foam Hair Setting Agent (1) Dimethyl polysiloxane (20 cSt) 2.0% (2) Light liquid isoparaffin 3.0% (3) Organic silicone resin (IV) 5.0% (4) Glycerin 3.0% (5) Polyethylene glycol ( 120) Hardened castor oil ester 3.0% (6) Behenyltrimethylammonium chloride 0.7% (7) Appropriate amount of fragrance (8) Purified water residue Dissolve (4) and (5), and dissolve (1), (2) and ( The mixture of 3) was added and emulsified. Then, (6), (7),
The above emulsion was added to and mixed with the mixture of (8) to obtain a foamy hair setting agent.

Example 5 Shampoo (1) Sodium lauryl ether sulfate 18.0% (2) Coconut oil fatty acid diethanolamide 2% (3) Cationic cellulose 1.5% (4) Organic silicone resin (V) 0.5% (5) Ethylene glycol distearate 2 % (6) Appropriate amount of preservative (7) Appropriate amount of perfume (8) Residual water (1), (2), (3), (4), (5), (6)
After stirring and mixing at 70 ° C., (8) was added thereto, emulsified, and (7) was added while cooling to obtain a shampoo.

Example 6 Rinse (1) Stearyl trimethyl ammonium chloride 2.0% (2) Organic silicone resin (VI) 2.0% (3) Octamethylcyclotetrasiloxane 8.0% (4) Self-emulsifying glyceride monostearate 1.0% (5) Ethylene Glycol monostearate 1.0% (6) Glycerin 2.0% (7) Preservative appropriate amount (8) Flavor appropriate amount (9) Purified water residue (6), (7), and (9)) are stirred and mixed at 75 ° C. Then, (1), (2), (3), (4), and (5) were added thereto, emulsified, and (8) was added while cooling to obtain a rinse.

Comparative Example 1 Hair oil (1) Decamethylcyclopentasiloxane 81.0% (2) Ethanol 10.0% (3) Polysiloxane; P1 9.0% (4) Appropriate amount of fragrance (1) to (4) are stirred, dissolved and mixed, A clear liquid hair oil with a viscosity of 500 cP was obtained.

Comparative Example 2 Foam Hair Setting Agent (1) Dimethyl polysiloxane (20 cSt) 2.0% (2) Light liquid isoparaffin 3.0% (3) Polysiloxane; P2 5.0% (4) Glycerin 3.0% (5) Polyethylene glycol (120) Hardened castor oil ester 3.0% (6) Behenyltrimethylammonium chloride 0.7% (7) Appropriate amount of fragrance (8) Purified water residue Dissolve (4) and (5) and (1), (2) and (3) Was added and emulsified. Then, (6), (7),
The above emulsion was added to and mixed with the mixture of (8) to obtain a foamy hair setting agent.

Comparative Example 3 Hair Oil A liquid hair oil was obtained in the same manner as in Example 1, except that P3 was used instead of the organic silicone resin (I).

Comparative Example 4 Rinse (1) Stearyltrimethylammonium chloride 2.0% (2) Polysiloxane; P4 2.0% (3) Octamethylcyclotetrasiloxane 8.0% (4) Self-emulsifying glyceride monostearate 1.0% (5) Ethylene glycol mono Stearate 1.0% (6) Glycerin 2.0% (7) Appropriate amount of preservative (8) Appropriate amount of perfume (9) Purified water residue Stir and mix (6), (7) and (9) at 75 ° C (1), (2), (3), (4) and (5) were added to the mixture, emulsified, and (8) was added while cooling to obtain a rinse.

The following experiments were performed on the hair cosmetics obtained in Examples 1 to 4 and Comparative Examples 1 to 3 to evaluate the performance.

2 g of each of the hair cosmetics of Examples 1 to 4 and Comparative Examples 1 to 3 were taken on commercially available hair (weight 2 g, length 20 cm) and applied respectively. After these samples were curled and dried sufficiently, they were subjected to experiments.

Six kinds of curled hairs are hung under constant temperature and humidity of 40% and 90% and left for 24 hours. The length (L) of the original hair, the initial curl diameter (L ₀ ), and the curl diameter after leaving for 24 hours (L _t ) were measured, and the setting force was determined based on the following equation. The larger the value, the stronger the setting power.

In these tests, sensory evaluation was performed on gloss and smoothness before and after standing under constant temperature and humidity.

 …: Excellent.

 △: Normal.

 × Inferior.

 Table 2 shows the above results.

The hair cosmetics of Examples 5 and 6 and Comparative Example 4 were also evaluated for gloss and smoothness in the same manner as described above.

 Table 3 shows the results.

[Effect of the Invention] The hair cosmetic composition of the present invention, by containing a specific organic silicone resin, can provide excellent gloss and smooth feel, improve water resistance, and have excellent set holding power. It was made.

──────────────────────────────────────────────────続 き Continued on front page (58) Field surveyed (Int.Cl. ⁶ , DB name) A61K 7/00-7/50

Claims (3)

(57) [Claims] (A) substantially the general formula (Where R is a substituted or unsubstituted monovalent or different monovalent hydrocarbon group, X is a hydroxyl group or a hydrolyzable group, and n is 10 to
And (b) a siloxane unit represented by the formula R ₃ SiO _0.5 and a formula SiO _2.
A copolymer comprising siloxane units represented by
R is a substituted or unsubstituted monovalent or different monovalent hydrocarbon group) and one or more polyorganosiloxanes having at least one hydroxyl group or hydrolyzable group bonded to a silicon atom in one molecule. A hair cosmetic comprising an organic silicone resin obtained by condensation. 2. The hair cosmetic according to claim 1, wherein the cosmetic contains a low boiling point solvent. 3. The low-boiling solvent is a low-boiling silicone having 1 carbon atom.
The hair cosmetic according to claim 2, which is at least one solvent selected from a group consisting of a low boiling point isoparaffinic hydrocarbon and a fluorochloro-substituted hydrocarbon.