JPH07173395A - Gel composition - Google Patents

Abstract

PURPOSE:To obtain a polyorganosiloxane gel composition which is useful for cosmetics, etc., readily rinsable and excellent in application feeling, stability, smoothness and lubricity by allowing an organopolysiloxane oil to gel under specific conditions. CONSTITUTION:The organopolysiloxane gel composition is prepared by gelatinizing an organopolysiloxane with a graft copolymer from poly(N- acylalkyleneimine) chains of formula I (R<1> is a 1 to 22 C alkyl, phenyl; x is 2, 3) and organopolysiloxane chains having the structural units of formulas II and III (R<2>, R<3> are a 1 to 22 C alkyl, phenyl; R<4> is formula IV).

Description

Detailed Description of the Invention

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a gel composition and a cosmetic composition containing the same, and more specifically, when used in a cosmetic composition, it imparts smoothness, lubricity and a refreshing feeling to other cosmetic compositions. The present invention relates to a silicone-based gel composition which can be stably dispersed in a compounding system for a long period of time and can be easily washed off, and a cosmetic containing the same.

[0002]

BACKGROUND OF THE INVENTION Organopolysiloxanes (sometimes referred to as silicones) have low surface tension, excellent lubricity and releasability, high thermal stability, generally extremely low glass transition point, and excellent gas permeability. Due to its many features, various forms of silicone are used as lubricants, heat carriers, electrical insulators, paint leveling agents, mold release agents, cosmetic additives, fiber treatment agents, shock absorbing materials, sealing materials. It is widely used as a molding material, polish, foam stabilizer, and defoamer.

In the field of cosmetics, silicone is no exception, and is widely used as a texture improver in skin care agents, foundations, hair shampoos, hair conditioners and the like.

[0004] When silicone is used in cosmetics, in order to effectively produce a smooth and non-greasy feel, a chain or cyclic silicone oil having a viscosity of 50 centistokes or less is generally used.

[0005]

However, such a silicone oil has a poor compatibility with other cosmetic ingredients and may be separated into layers depending on the blending amount. Furthermore, when powders such as pigments are blended with silicone oil, precipitation may occur due to the difference in specific gravity between them.

On the other hand, in order to avoid such a layer separation, if a silicone oil having a high viscosity is used, a sticky feeling is generated,
It is not preferable because the original feeling of silicone oil is lost.

In order to solve such a problem, in JP-A-63-152308, JP-A-1-190757 and JP-A-2-207354, a low viscosity silicone oil is kneaded with a crosslinked silicone gel. By doing so, a method has been proposed in which the viscosity of the system is increased without impairing the feel of the silicone oil, and the separation separation layer from other cosmetic ingredients is suppressed. However, since all of the cross-linked polymerized silicone gels used in these inventions are irreversibly three-dimensionally cross-linked by covalent bonds, when these are used in a cosmetic composition, the wash-off is poor, The residual cross-linked polymerized silicone gel has a drawback that it causes an unpleasant sticky feeling.

It is therefore an object of the present invention to provide an organopolysiloxane gel composition which imparts a good feel, has good compatibility with the other ingredients of the cosmetic composition and which can be easily washed off.

[0009]

In view of such circumstances, the inventors of the present invention have conducted extensive studies, and as a result, by the specific graft copolymer of an organopolysiloxane chain and a poly (N-acylalkyleneimine) chain, It has been found that, when a gelled product of organopolysiloxane oil is used in a cosmetic composition, the cosmetic composition gives a good feel, has good compatibility with other components, is stable, and can be easily washed off. Was completed.

That is, the present invention provides an organopolysiloxane oil represented by the following formula (1):

[0011]

[Chemical 4] (Wherein R ¹ is the same or different and represents an alkyl group having 1 to 22 carbon atoms or a phenyl group, and x represents a number of 2 or 3) and a poly (N-acylalkyleneimine) chain. The present invention provides an organopolysiloxane gel composition obtained by gelling with a graft copolymer with an organopolysiloxane chain. The present invention also provides a cosmetic containing the organopolysiloxane gel composition.

The graft copolymer used in the present invention may have either an organopolysiloxane chain or a poly (N-acylalkyleneimine) chain as a backbone, but a poly (N-acyl) chain having an organopolysiloxane chain as a backbone. Graft copolymers having branched alkyleneimine) chains are preferred.

The organopolysiloxane chain in the graft copolymer is, for example, the following formula (2) and formula (3).

[0014]

[Chemical 5]

(Wherein R ² and R ³ are the same or different and each represents an alkyl group having 1 to 22 carbon atoms or a phenyl group, and R ⁴ is represented by the following formula:

[0016]

[Chemical 6]

Those having a structural unit represented by the formula (1) are preferred.

Examples of R ² and R ^{3 in the} formulas (2) and (3) include an alkyl group having 1 to 22 carbon atoms and a phenyl group. Among them, a saturated alkyl group having 1 to 22 carbon atoms is more preferable. , And further has 1 to 5 carbon atoms such as methyl, ethyl, n-propyl, isopropyl, n-butyl and n-pentyl.
Is preferred, and a methyl group is particularly preferred. It is also preferable that 70 mol% or more of R ² and R ³ are methyl groups, and the balance is a linear or branched alkyl group having 2 to 20 carbon atoms or a phenyl group. in this case,
Of R ² and R ³ contained in the whole, when the ratio occupied by groups other than the above-mentioned methyl groups exceeds 30 mol%, poly (N-acylalkyleneimine)
The copolymer with the chain may be incompatible with the low viscosity silicone oil. The molecular weight of this organopolysiloxane main chain is preferably 5,000 to 500,000, more preferably 50,000 to 300,000. In this case, if the molecular weight is too low, the gelling ability of the copolymer is significantly reduced, and if the molecular weight is too high, the precursor silicone during the synthetic operation becomes highly viscous and difficult to handle, and is difficult to handle. The compatibility between the copolymer and the low-viscosity silicone oil also significantly decreases, and in any case, it does not function as a gelling agent, which is not preferable.

The weight ratio of the organopolysiloxane chain contained in the graft copolymer used in the present invention is 80-9.
8% is preferable. The proportion of organopolysiloxane chains is 8
When it is lower than 0%, the copolymer has a markedly low compatibility with the low-viscosity silicone oil, and when the proportion of organopolysiloxane chains is higher than 98%, it does not show sufficient gelling ability.

In the formula (1) showing the poly (N-acylalkyleneimine) chain in the graft copolymer, the alkyl group having 1 to 22 carbon atoms represented by R ¹ is methyl,
Ethyl, n-propyl, isopropyl, n-butyl, n
-Alkyl groups having 1 to 5 carbon atoms such as pentyl are preferred.

The poly (N-acylalkyleneimine) chain (1) may be either a homopolymer, a random copolymer or a block copolymer.

The molecular weight of the poly (N-acylalkyleneimine) chain (1) is preferably in the range of 300 to 3,000. When the molecular weight is less than 300, the gelling ability of the copolymer with the organopolysiloxane chain becomes very weak, and when it is more than 3,000, the copolymer with the organopolysiloxane chain has a low viscosity. It becomes incompatible with silicone oil and does not function as a gelling agent.

The above poly (N-acylalkyleneimine)
The chain is connected to the organopolysiloxane chain by ester formation reaction by condensation of carboxyl group and hydroxyl group, amide formation reaction by condensation of carboxyl group and amino group, halogenated alkyl group and primary or secondary , Or a secondary amino, tertiary or quaternary ammonium formation reaction with a tertiary amino group, addition reaction of a Si—H group to a vinyl group, β-hydroxyamine formation reaction between an epoxy group and an amino group, and the like. Method can be used,
JP-A-2-276824, JP-A-4-85334
Japanese Patent Laid-Open No. 4-85335 and Japanese Patent Laid-Open No. 4-96.
As disclosed in Japanese Patent Publication No. 933, etc., a terminal reactive poly (N-acylalkyleneimine) obtained by cationic ring-opening polymerization of a cyclic iminoether has a side chain with a nucleophilic substituent such as an amino group. The method of reacting the modified organopolysiloxane has is simple and effective.

Therefore, the graft copolymer used in the present invention has, for example, the following formula (4):

[0025]

[Chemical 7]

(In the formula, R ⁴ is the same or different and represents a saturated alkyl group having 1 to 22 carbon atoms or a phenyl group;
⁵ and R ⁶ each represent the same group as R ⁴ or the following formula

[0027]

[Chemical 8]

An organopolysiloxane represented by the formula (1), R ⁷ represents a group represented by the above formula, p represents an integer of 100 to 4,000, and q represents an integer of 1 to 300). And the following general formula (5)

[0029]

[Chemical 9]

A terminally reactive poly (N-acylalkyleneimine) obtained by ring-opening polymerization of a cyclic iminoether represented by the formula (wherein x is a number of 2 or 3 and R ⁴ is as defined above). ) And are reacted with each other.

The end-reactive poly (N-acylalkyleneimine), which is one of the raw materials, preferably has a repeating structural unit represented by the above general formula (1), which has a strong electrophilic reactivity. Compounds such as benzenesulfonic acid, p-toluenesulfonic acid, trifluoromethanesulfonic acid, trifluoroacetic acid, methyl strong acid such as sulfuric acid,
It can be synthesized by ring-opening polymerization of cyclic imino ethers (5) using ethyl, 2-propenyl, benzyl ester or the like as an initiator.

As the cyclic imino ether (5), for example, 2
If the -substituted-2-oxazoline is used, poly (N-acylethyleneimine) (corresponding to x = 2 in the formula (1)) is obtained, and if the 2-substituted-2-oxazine is used, poly (N-acylethyleneimine) is obtained.
-Acyl propylene imine) (corresponding to x = 3 in formula (1)) is obtained.

The reaction between the organopolysiloxane (4) and the end-reactive poly (N-acylalkyleneimine) is carried out at 60 to 80 ° C. for 5 to 12 hours under an inert atmosphere such as nitrogen. In the steps from the polymerization of the cyclic imino ether to the reaction with the organopolysiloxane,
As the solvent, a solvent in which both poly (N-acylalkyleneimine) and organopolysiloxane are uniformly dissolved, for example, acetic acid esters such as ethyl acetate, isopropyl acetate and butyl acetate; chloroform, 1,2-dichloroethane and the like. Halogenated hydrocarbon and the like are preferably used.

The graft copolymer of the poly (N-acylalkyleneimine) chain and the organopolysiloxane chain synthesized as described above has a soft rubber-like or high-viscosity paste-like form.

In order to produce the gel composition of the present invention using this graft copolymer, a solution of the graft copolymer and silicone oil may be prepared and the solvent may be distilled off. Examples of the solvent used here include ethanol and 2-
Lower alcohols such as propanol, 1-butanol, 2-butanol; ketone solvents such as acetone and methyl isobutyl ketone; dichloromethane, chloroform, 1,2
And halogenated hydrocarbons such as dichloroethane and dichlorobenzene. More specifically, a solution of the graft copolymer is first prepared, and then this is mixed with a solution of silicone oil in the same solvent, and the solvent is distilled off under reduced pressure to obtain a colorless transparent or white translucent gel of the present invention. Can be prepared. The content of the silicone oil at this time is preferably 97% by weight or less in the entire composition, and when it exceeds 97% by weight, a gel having no fluidity is not formed and a mixture having a property close to that of a high viscosity solution is formed. Further, it is preferable to use a silicone oil having a low viscosity in order to obtain a good feel. The silicone oil gel thus produced is
It can be smoothly and thinly stretched on the skin with a weak stress, but since it has no fluidity, it can be used for the preparation of highly durable cosmetics.

The cosmetics of the present invention include all dosage forms applicable to skin and hair, for example, skin cream, emulsion, hair rinse, treatment, mousse, tonic, setting agent, hair spray, hair color, and perm. Agent,
Examples include skin and hair cleaners.

The raw material components other than water used in the present invention include film-forming polymers, surfactants, polymer compounds, oils, alcohols, various medicinal agents and preservatives which are usually applied to cosmetics. Almost all ingredients such as fragrances can be mentioned, and they are appropriately selected and blended according to the purpose, application, dosage form and the like.

By using a film-forming polymer in combination with the cosmetic of the present invention, excellent film properties having good film forming ability while maintaining silicone-specific properties such as smoothness, gloss, and dry feel. It can be a cosmetic having.
Examples of the film-forming polymer used in the present invention include those shown in the following (1) to (8).

(1) Polyvinylpyrrolidone type polymer compound Polyvinylpyrrolidone As commercially available products, rubiscol K12, K30 (above BAS
F company), PVPK15, K30 (all manufactured by GAF company) and the like. Polyvinylpyrrolidone / vinyl acetate copolymer As a commercial product, Rubiscol VA28, VA73 (above B
ASF), PVP / VA E-735, S-630
(These are manufactured by GAF). Polyvinylpyrrolidone / vinyl acetate / vinyl propionate terpolymer As a commercial product, Rubiscol VAP343 (manufactured by BASF) and the like can be mentioned. Polyvinylpyrrolidone / alkylaminoacrylate copolymer Commercially available products include Rubiflex (manufactured by BASF) and copolymers 845, 937, 958 (manufactured by GAF). Polyvinylpyrrolidone / acrylate (meth) acrylic acid copolymer Rubiflex VBM35 (manufactured by BASF) is a commercially available product. Polyvinylpyrrolidone / alkylamino acrylate /
Vinyl caprolactam copolymer As a commercially available product, copolymer VC-713 (manufactured by GAF) and the like can be mentioned.

(2) Acidic vinyl ether polymer compound Methyl vinyl ether / maleic anhydride alkyl half ester copolymer Gantrez ES-225, ES-42 as a commercial product
5, SP-215 (all manufactured by GAF) and the like.

(3) Acidic Polyvinyl Acetate Polymer Compound Vinyl Acetate / Crotonic Acid Copolymer Commercially available products include Resin 28-1310 (manufactured by National Starch) and Rubyset CA66 (manufactured by BASF). Vinyl acetate / crotonic acid / vinyl neodecanoate copolymer As a commercial item, resin 28-2930 (manufactured by National Starch) and the like can be mentioned. Vinyl acetate / crotonic acid / vinyl propionate copolymer Commercially available products include Rubiset CAP (manufactured by BASF).

(4) Acidic acrylic polymer (meth) acrylic acid / (meth) acrylic acid ester copolymer As a commercially available product, plus size L53P (Kyodo Chemical Co., Ltd.)
Manufactured by Mitsubishi Yuka Co., Ltd., and the like. Acrylic acid / alkyl acrylate / alkyl acrylamide copolymer As commercially available products, Ultrahold 8 (manufactured by BASF), Amphomer V-42 (manufactured by National Starch) and the like can be mentioned.

(5) Amphoteric acrylic polymer (meth) acrylethyl betaine / (meth) acrylic acid alkyl ester copolymer For example, N-methacryloylethyl-N, N-dimethylammonium, α-N-methylcarboxyl There are betaine butyl methacrylate, etc., and Yuka Former M is a commercially available product.
-75, SM (all manufactured by Mitsubishi Petrochemical Co., Ltd.), and the like. Alkyl acrylate / butylaminoethyl methacrylate / octylamide acrylate copolymer For example, there is octylacrylamide / acrylate / butylaminoethylmethacrylate copolymer, and commercially available products such as Amphomer 28-4910 (National Starch Co., Ltd.) are listed. To be

(6) Basic acrylic polymer compound Acrylamide / acrylic ester quaternary copolymers, such as those described in JP-A-2-180911.

(7) Cellulose Derivative Cationic Cellulose Derivative Commercially available products include Cellcoat H-100 and L-200 (National Starch).

(8) Chitin / chitosan derivative Hydroxypropyl chitosan Examples of commercially available products include chitofilmer (manufactured by Ichimaru Falcos). Carboxymethyl chitin Carboxymethyl chitosan

The content of the film-forming polymer in the cosmetic of the present invention is preferably 0.05 to 20%, particularly 0.1 to 10%.
Is preferred. Examples of cosmetics in which a film-forming polymer is used in combination include mascara, nail enamel, hair setting agents and the like.

As the surfactant used in the present invention,
For example, straight chain or branched alkyl benzene sulfonate,
Alkyl or alkenyl ether sulfate added with ethylene oxide and / or propylene oxide, olefin sulfonate, alkane sulfonate, saturated or unsaturated fatty acid salt, alkyl or alkenyl ether carboxylic acid added with ethylene oxide and / or propylene oxide Salt, α-sulfo fatty acid salt ester, amino acid type surfactant, phosphate ester type surfactant, sulfosuccinic acid type surfactant, sulfonic acid type amphoteric surfactant, betaine type amphoteric surfactant, alkylamine oxide, cation Surfactants, polyoxyalkyl or alkenyl ethers, polyoxyalkylphenyl ethers, higher fatty acid alkanolamides or alkylene oxide adducts, esters of polyhydric alcohols and fatty acids, sorbitol and fatty acids. Esters, esters of sucrose with fatty acids, ethers of higher alcohols and sugar are used.
The content of the surfactant in the cosmetic of the present invention is 0.0
It is preferably 1 to 60%, particularly 5 to 50% as a detergent, and 0.05 to 20% for other cosmetics.

In the present invention, examples of the polymer compound used as a thickener and a touch improver include cationized cellulose derivative, cationic starch, cationized guar gum derivative, carboxyvinyl polymer, xanthan gum, methyl cellulose, hydroxyethyl cellulose and the like. To be The blending amount of these polymer compounds in the cosmetic of the present invention is preferably 0.05 to 20%, particularly preferably 0.1 to 10%.

As the oil component, higher fatty acids such as stearic acid, higher alcohols such as cetanol, cholesterol,
Examples thereof include solid fats such as petrolatum, cholesteryl isostearate and sphingolipids, liquid fats such as squalene, jojoba oil and other silicone derivatives. Examples of the alcohol include monohydric alcohols such as ethanol, n-propanol, isopropanol, n-butanol and benzyl alcohol, glycerin, 1,3-butylene glycol,
Examples include polyhydric alcohols such as propylene glycol, dipropylene glycol, polyethylene glycol, and sorbitol. Other components include reducing agents for permanent waves, oxidizing agents, color developing substances for oxidative hair dyes, coupling substances, acid dyes for hair dyes, basic dyes, pearlizing agents, fragrances, dyes, pigments, ultraviolet rays. Absorbent, antioxidant,
Triclosan, bactericides such as trichlorocarban, potassium glycyrrhizinate, anti-inflammatory agents such as tocopherol acetate, zinc pyrithione, antidandruff agents such as octopirox, methylparaben, preservatives such as butylparaben, etc. within the range that does not impair the effects of the present invention. It is possible to optionally add in.

The cosmetic material of the present invention can be produced by mixing the above components by a conventional method.

[0052]

INDUSTRIAL APPLICABILITY The gel composition of the present invention, when used in cosmetics, imparts a good feel, holds silicone oil stably, and can be easily washed off with a usual detergent.

[0053]

The present invention will be described in more detail with reference to examples, but the present invention is not limited thereto.
In addition, hereinafter, the content of the silicone segment is ¹ H-
It is a value obtained by quantitative analysis of NMR spectrum, and the weight average molecular weight is a polystyrene equivalent weight average molecular weight obtained by gel permeation liquid chromatography using chloroform as a developing solvent.

Synthesis Example 1 3.13 g (0.0203 mol) of diethyl sulfate and 48.8 g (0.493 mol) of 2-ethyl-2-oxazoline
Was dissolved in 104 g of dehydrated ethyl acetate and heated under reflux for 6 hours in a nitrogen atmosphere to synthesize terminally reactive poly (N-propionylethyleneimine). Here, side chain primary aminopropyl modified polydimethylsiloxane (molecular weight 110,000,
Amine equivalent weight 9,840) 200 g (0.
A solution of 0203 g mol) in 50% ethyl acetate was added all at once, and the mixture was heated under reflux for 4 hours. The reaction mixture was concentrated under reduced pressure and N
A -propionylethyleneimine-dimethylsiloxane copolymer was obtained as a colorless rubbery solid (247 g, yield 98%). The content of the silicone segment was 81%, and the weight average molecular weight was 121,000.

Synthesis Example 2 3.13 g (0.0203 mol) of diethyl sulfate and 48.8 g (0.493 mol) of 2-ethyl-2-oxazoline.
Was dissolved in 104 g of dehydrated ethyl acetate and heated under reflux for 6 hours in a nitrogen atmosphere to synthesize terminally reactive poly (N-propionylethyleneimine). Here, side chain primary aminopropyl modified polydimethylsiloxane (molecular weight 280,000,
Amine equivalent weight 9,840) 200 g (0.
A solution of 0203 g mol) in 50% ethyl acetate was added all at once, and the mixture was heated under reflux for 4 hours. The reaction mixture was concentrated under reduced pressure and N
A -propionylethyleneimine-dimethylsiloxane copolymer was obtained as a colorless rubbery solid (247 g, yield 98%). The content of the silicone segment was 81%, and the weight average molecular weight was 121,000.

Synthesis Example 3 Diethyl sulfate 3.56 g (0.0230 mol) and 2-ethyl-2-oxazoline 27.5 g (0.277 mol)
Was dissolved in 60 g of dehydrated ethyl acetate, and the solution was placed under a nitrogen atmosphere.
The mixture was heated under reflux for a period of time to synthesize terminally reactive poly (N-propionylethyleneimine). 400 g of a side chain primary aminopropyl-modified polydimethylsiloxane (molecular weight: 110,000, amine equivalent: 20,800) (0.
50% ethyl acetate solution (0192 g mol) was added all at once, and the mixture was heated under reflux for 8 hours. The reaction mixture was concentrated under reduced pressure and N
A -propionylethyleneimine-dimethylsiloxane copolymer was obtained as a white rubber-like solid (428 g, yield 99%). The content of the silicone segment was 92%, and the weight average molecular weight was 115,000.

Example 1 N-propionylethyleneimine-obtained in Synthesis Example 1
20% acetone solution of dimethyl siloxane copolymer 50
20 g of chain polydimethylsiloxane (viscosity 5 cs)
% Acetone solution 950g and mix about 1mm
Concentration under Hg pressure at about 50 ° C. gave a white translucent gel.

Example 2 N-propionylethyleneimine-obtained in Synthesis Example 2
20% acetone solution of dimethyl siloxane copolymer 50
20 g of chain polydimethylsiloxane (viscosity 5 cs)
% Acetone solution 950g and mix about 1mm
Concentration under Hg pressure at about 50 ° C. gave a white translucent gel.

Example 3 N-propionylethyleneimine-obtained in Synthesis Example 3
20% acetone solution of dimethyl siloxane copolymer 50
20 g of chain polydimethylsiloxane (viscosity 5 cs)
% Acetone solution 950g and mix about 1mm
Concentration at about 50 ° C. under Hg pressure gave a colorless transparent gel.

Example 4 N-propionylethyleneimine-obtained in Synthesis Example 1
20% acetone solution of dimethyl siloxane copolymer 50
g was mixed with 950 g of a 20% acetone solution of decamethylcyclopentasiloxane, and the mixture was concentrated at about 50 ° C. under a pressure of about 1 mmHg to obtain a white translucent gel.

Example 5 Using the silicone gel obtained in Example 4, a skin emulsion having the following formulation was prepared by a conventional method.

[0062]

(% By weight) Gel of Example 4 10.0 Polyoxyethylene (60) hydrogenated castor oil 1.0 glycerin 3.0 1,3-butylene glycol 1.0 ethanol 10.0 butyl paraben 0.1 Perfume 0.1 Water balance

Example 6 Using the silicone gel obtained in Example 3, a skin cream having the following formulation was prepared by a conventional method.

[0064]

(% By weight) Gel of Example 1 20.0 Cetanol 1.0 Cholesterol 1.0 Polyoxyethylene (60) hydrogenated castor oil 0.5 Sorbitan monostearate 1.0 Cetyl phosphate 0.5 Butylparaben 0.1 Perfume 0.1 Potassium hydroxide 0.1 Water balance

Comparative Example 1 A silicone gel was prepared by using the method disclosed in JP-A-63-152308. That is, trimethylsilyl end-capped dimethylmethylhydrogenpolysiloxane (weight average molecular weight 7,600, CH ₃ HS
The number ratio of iO groups to (CH ₃ ) ₂ SiO groups is 3 to 9.6) 20
20 g of 1% potassium hydroxide solution (solvent is 30% hydrous ethanol) was added to 0 g, and a crosslinking reaction was carried out at 80 ° C.
This product was washed with water until the aqueous layer became neutral and dried under reduced pressure to obtain a crosslinked silicone. 20 g of this product and 80 g of chain polydimethylsiloxane (viscosity 5 cs) were kneaded to prepare a silicone gel. Using the silicone gel thus obtained, a skin emulsion having the following formulation was prepared by a conventional method.

[0066]

(% By weight) Silicone gel 10.0 Polyoxyethylene (60) hydrogenated castor oil 1.0 Glycerin 3.0 1,3-butylene glycol 1.0 Ethanol 10.0 Butylparaben 0.1 Perfume 0.1. 1 water balance

Test Example 1 The wash-out of the cosmetics of Examples 5 and 6 and Comparative Example 1 was evaluated by the following method. The results are shown in Table 4.

(Evaluation Method for Washing-Out) An appropriate amount of the emulsion or cream prepared in each Example or Comparative Example was applied to the back of one hand, spread well, and left for 20 minutes. Then, a small amount of a 1% aqueous solution of sodium dodecyl sulfate was taken on the other palm, and the palm was rubbed on the back of the application part for about 1 minute to rub it, and then rinsed thoroughly with tap water. After lightly wiping with a towel, the feel of the coated part was evaluated according to the following criteria. ◯: Clean and no residual feeling Δ: Some residual feeling ×: Clearly sticky

[0069]

[Table 4]

Claims (3)

[Claims] 1. An organopolysiloxane oil is represented by the following formula (1): (Wherein R ¹ is the same or different and represents an alkyl group having 1 to 22 carbon atoms or a phenyl group, and x represents a number of 2 or 3) and a poly (N-acylalkyleneimine) chain. An organopolysiloxane gel composition obtained by gelling with a graft copolymer with an organopolysiloxane chain. 2. The organopolysiloxane chain of the graft copolymer has the following formulas (2) and (3): (In the formula, R ² and R ³ are the same or different and have 1 to 1 carbon atoms.
22 represents an alkyl group or a phenyl group, and R ⁴ is represented by the following formula: The organopolysiloxane gel composition according to claim 1, which has a structural unit represented by the formula (1). 3. A cosmetic containing the gel composition of the organopolysiloxane according to claim 1.