JP3440437B2 - O / W / O emulsion composition - Google Patents

Description

Detailed Description of the Invention

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to an O / W / O type emulsion composition, and more particularly to an emulsion composition having improved stickiness and oiliness, excellent elongation and moist feeling.

[0002]

2. Description of the Related Art Generally, an emulsion containing a hydrocarbon or a polar oil as an oil to be emulsified has an effect of imparting a moist feeling regardless of the emulsifier type.

Emulsions using silicone bases generally have good elongation and do not feel sticky, so many W / O agent type products have been put on the market in recent years by taking advantage of this characteristic.

[0004]

However, an emulsion containing a hydrocarbon or a polar oil as an oil to be emulsified has a large elongation,
The emulsified product using a silicone base had stickiness, lacked moisturizing feeling, and had the oilyness of slipping on the skin. Thus, it has been desired to develop an emulsion having both usefulness such as improved stickiness and oiliness, good elongation, and excellent moist feeling.

[0005]

Means for Solving the Problems As a result of intensive studies made by the present inventors in view of such circumstances, an oil agent as the innermost phase of an emulsion droplet and a nonionic surfactant and / or anionic interface as an intermediate phase By obtaining an O / W / O type emulsion composed of an active agent and / or an amphoteric surfactant and water, and a cross-linking polyether-modified silicone as the outermost phase and a specific oil agent, stickiness and oiliness are obtained. It was found that an emulsion composition having an improved emulsion quality, good elongation, and excellent moist feeling can be obtained, and the present invention has been completed.

That is, the present invention provides (a) (a) an oil agent,
(B) an O / W emulsion comprising a nonionic surfactant and / or an anionic surfactant and / or an amphoteric surfactant and (c) water, and (b) a cross-linkable polyether-modified silicone, (C) An O / W / O type emulsion composition comprising an oil phase component which dissolves, swells or disperses the component (b).

[0007]

BEST MODE FOR CARRYING OUT THE INVENTION As the oil agent of the component (a) used in the present invention, those generally used for external preparations and the like can be used. For example, hydrocarbons such as liquid paraffin and paraffin wax; ester oils such as cetyl oleate, cetyl palmitate, cetyl isostearate, glyceryl triisostearate, glyceryl trioleate, propylene glycol distearate, and cholesteryl oleate; lanolin, Animal and vegetable oils such as squalane, hydrogenated castor oil, jojoba oil, macadamia nut oil, carnauba wax, and gallow; oleyl alcohol, stearyl alcohol, higher alcohols such as cetyl alcohol, and the like, and one or more of these are used in combination. It

The amount of the oil agent as the component (a) is preferably in the range of 1 to 50% by weight based on the total composition.

As the nonionic surfactant of the component (b) used in the present invention, those generally used for external preparations and the like can be used. For example, oleic amide,
Stearic acid amide, oleic acid diethanolamide,
Fatty acid amides such as stearic acid diethanolamide; fatty acid alkyl glucosides such as stearic acid methyl glucoside, stearic acid ethyl glucoside, stearic acid propyl glucoside, oleic acid methyl glucoside; sorbitan oleate, sorbitan stearate and other sorbitan fatty acid esters; glyceryl stearate , Glyceryl fatty acid esters such as glyceryl oleate and glyceryl distearate; stearyl glycerin ether,
Alkyl glycerin ether such as cetyl glycerin ether; Polyglycerin fatty acid ester such as diglyceryl monostearate, tetraglyceryl pentaoleate;
Alkylene glycol fatty acid esters such as ethylene glycol stearate and propylene glycol stearate; Non-polyalkylene glycol addition type nonionic surfactants such as sucrose fatty acid esters such as sucrose monostearate, sucrose distearate and sucrose tristearate, and the above. Examples thereof include polyalkylene glycol addition type nonionic surfactants in which polyethylene glycol or the like is added to a substance, and these are used alone or in combination of two or more.

Among the nonionic surfactants as the component (b), the content of the nonpolyalkylene glycol addition type nonionic surfactant is preferably 0.01 to 10% by weight based on the total composition. In addition, the amount of the polyalkylene glycol addition type nonionic surfactant in the nonionic surfactant of the component (b) is preferably in the range of 0.01 to 1% by weight in the whole composition.

As the anionic surfactant as the component (b) used in the present invention, those generally used for external preparations and the like can be used. For example, fatty acid salts such as sodium stearate; hydroxy fatty acid salts such as sodium hydroxystearate; acylated amino acid derivatives such as sodium N-acyl-L-glutamate and sodium acylmethyl taurine; polyoxyethylene stearyl ether phosphate and the like Examples thereof include oxyalkylene alkyl ether phosphoric acid, and one or more of these are used in combination.

The content of the anionic surfactant as the component (b) is preferably 0.01 to 2% by weight based on the total composition.

As the amphoteric surfactant of the component (b) used in the present invention, soybean-derived phospholipid, soybean-derived hydrogenated phospholipid, soybean-derived lysophospholipid, soybean-derived hydrogenated lysophospholipid, egg yolk-derived phospholipid, egg yolk Derived hydrogenated phospholipids, egg yolk-derived lysophospholipids, egg yolk-derived hydrogenated lysophospholipids and the like can be mentioned, and one or more of these can be used in combination.

The compounding amount of the amphoteric surfactant as the component (b) is
The range of 0.1 to 30% by weight in the total composition is preferable.

As the surfactant as the component (b), sucrose fatty acid ester, polyglycerin fatty acid ester and phospholipid are particularly preferably used, and the stability is further improved.

The water content of the component (c) used in the present invention is preferably in the range of 1 to 95% by weight based on the total composition.

The O / W type emulsions include the above (a), (b),
It is prepared from the component (C) by a conventional method. Next, this O / W emulsion (a) is added to a solution consisting of a crosslinkable polyether-modified silicone (b) and an oil phase component (c) which dissolves, swells or disperses the component (b), and is dispersed. By doing so, the O / W / O type emulsion composition of the present invention can be obtained.

The component (b) used in the present invention is a cross-linkable polyether-modified silicone (JP-A-4-27293).
No. 2) has the general formula R ¹ _a R ² _b H _c SiO ²
_{(4-abc) / 2} (I) and / or R ¹ _j H _k SiO
_{(4-jk) /} organohydrogenpolysiloxane represented by ₂ (II), the general formula _{C m H 2m-1 O (} C 2 H 4 O) p (C
₃ H ₆ O) _q C _m H _{2 m-1} (A) and / or the general formula R ¹ _d R ³ _e SiO
Among the combination with the organopolysiloxane represented by _{(4-de) / 2} (B), the component represented by the general formula (I) and / or the general formula (A) is subjected to addition polymerization as an essential component. Refers to a silicone polymer composed of [Wherein R ¹ is the same or different substituted or unsubstituted monovalent alkyl group having 1 to 30 carbon atoms, an aryl group, an aralkyl group or a halogenated hydrocarbon, and R ² is a general formula —C _n H _2n O
(C ₂ H ₄ O) _f (C ₃ H ₆ O) _g R ⁴ , an organic group represented by R ³
Is a monovalent hydrocarbon group having a terminal vinyl group and having 2 to 10 carbon atoms, R ⁴ is a hydrogen atom, a saturated organic group having 1 to 10 carbon atoms or a group represented by R ⁵ — (CO) —, and R ⁵ is It is a saturated organic group having 1 to 5 carbon atoms, and a, b, c, d, e, j and k are 1.0 ≦ a ≦ 2.5 and 0.001 ≦ b, respectively.
≦ 1.0, 0.001 ≦ c ≦ 1.0, 1.0 ≦ d ≦ 3.
0, 0.001 ≦ e ≦ 1.5, 1.0 ≦ j ≦ 3.0, and 0.001 ≦ k ≦ 1.5, and f and p are 2 to
An integer of 200, g and q are integers of 0 to 200, f + g
Is 3 to 200, p + q is 3 to 200, and m and n
Is 2-6]

The content of the cross-linkable polyether-modified silicone as the component (b) is preferably 0.1 to 50% by weight based on the total composition.

Examples of the oil phase component for dissolving, swelling or dispersing the component (b) of the component (c) used in the present invention include linear or branched methyl polysiloxane, methylphenyl polysiloxane and ethyl. Silicone oils such as polysiloxane, ethylmethylpolysiloxane, ethylphenylpolysiloxane, cyclic dimethylpolysiloxane (octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, etc.); low levels of octane, isooctane, nonane, isononane, decane, isodecane, etc. Hydrocarbons of molecular weight; isooctyl octanoate, isononyl nonanoate, isooctyl hexadecanoate, propylene glycol diisooctanoate, propylene glycol diisononanoate, ethylene glycol diisooctanoate, diisononane Ethylene glycol, triisooctanoate glyceryl Toriisononan glyceryl, and liquid esters oil such Jiisookutan neopentyl glycol and the like, These one or two or more kinds are used in combination.

The amount of the oil phase component that dissolves, swells or disperses the crosslinkable polyether-modified silicone of the component (c) is preferably 5 to 70% by weight based on the total composition.

In order to obtain an O / W / O type emulsion composition having good stability, it is preferable to prepare a uniform composition of the component (b) and the component (c). Specifically, in order to obtain a transparent to translucent uniform composition, a kneading treatment by high shearing of the crosslinkable polyether-modified silicone as the component (b) and the oil phase component as the component (c) is preferable. For example, it can be treated with a three-roll mill, a two-roll mill, a sand grinder, a colloid mill, a Gaulin homogenizer, etc., but a three-roll mill and a two-roll mill are particularly preferable.

In the O / W / O type emulsion composition of the present invention, in addition to the above-mentioned essential components, an aqueous component or an oil component usually added to an external preparation, such as a moisturizing agent, alcohol, pH adjusting agent, preservative, Water-soluble polymers, chelating agents, cosmetic ingredients, oily gelling agents, antioxidants, ultraviolet absorbers, fragrances, body pigments, coloring pigments, light-emitting pigments, organic powders, hydrophobized powders, tar dyes, etc. Can be added to the extent that the effects of the present invention are not impaired.

[0024]

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

Synthesis example: In the reactor, the average composition formula is formula (1).

[0026]

[Chemical 1]

The organohydrogenpolysiloxane represented by (68.0 g), ethanol (100 g), and the average composition formula are formula (2).

[0028]

[Chemical 2]

The polyoxyalkylene represented by (32.
0 g) and an ethanol solution (0.3 g) of 3% by weight of chloroplatinic acid were added, the mixture was stirred for 2 hours while maintaining the internal temperature at 70 to 80 ° C., the solvent was removed under reduced pressure, and the average compositional formula was calculated. (3)

[0030]

[Chemical 3]

An organohydrogenpolysiloxane represented by: was obtained.

Reference Example 1. In the reactor, the organohydrogenpolysiloxane (100.0 g) obtained in Synthesis Example,
Ethanol (100.0 g) and average composition formula is formula (4)

[0033]

[Chemical 4]

Dimethylvinylsilyl end-capped dimethylpolysiloxane (28.9 g) and an ethanol solution (0.3 g) containing 3% by weight of chloroplatinic acid were charged, and the internal temperature was maintained at 70 to 80 ° C. for 2 hours. After stirring, the solvent was removed under reduced pressure to obtain a crosslinkable polyether-modified silicone having elasticity.

Reference Example 2. In the reactor, the average composition formula is formula (5)

[0036]

[Chemical 5]

Organohydrogenpolysiloxane represented by (100.0 g), ethanol (62.0
g), the average composition formula is formula (6)

[0038]

[Chemical 6]

The polyoxyalkylene represented by (23.
6 g) and an ethanol solution (0.3 g) containing 3% by weight of chloroplatinic acid, the mixture was stirred for 2 hours while maintaining the internal temperature at 70 to 80 ° C., and then the solvent was removed under reduced pressure to give a crosslink having elasticity. A type polyether modified silicone was obtained.

Reference Example 3. The organohydrogenpolysiloxane of formula (5) used in Reference Example 2 was placed in the reactor.

[0041]

[Chemical 7]

(100.0 g), ethanol (103.
0 g), the polyoxyalkylene used in Reference Example 2 above.
Formula (6)

[0043]

[Chemical 8]

(23.6 g), viscosity at 25 ° C. is 6
Dimethylpolysiloxane (82.4 g) that is cS and an ethanol solution (0.3 g) of 3% by weight of chloroplatinic acid were charged, the internal temperature was maintained at 70 to 80 ° C., and the mixture was stirred for 2 hours, and then the solvent was removed under reduced pressure. Was removed to obtain a crosslinkable polyether-modified silicone having elasticity.

Reference Example 4. The organohydrogenpolysiloxane of formula (3) obtained in the synthesis example was placed in a reactor.

[0046]

[Chemical 9]

(100.0 g), ethanol (72.0
g) and dimethylvinylsilyl end-capped dimethylpolysiloxane used in Reference Example 1 (4)

[0048]

[Chemical 10]

(28.9 g), viscosity at 25 ° C. is 3
Dimethylpolysiloxane (14.3 g) having 0 cS and 3% by weight chloroplatinic acid in ethanol (0.3 g)
Was charged, the internal temperature was maintained at 70 to 80 ° C., and the mixture was stirred for 2 hours, then the solvent was removed under reduced pressure to obtain a crosslinkable polyether-modified silicone having elasticity.

Reference Example 5. The organohydrogenpolysiloxane of formula (5) used in Reference Example 2 was placed in the reactor.

[0051]

[Chemical 11]

(100.0 g), ethanol (103.
0 g), the polyoxyalkylene used in Reference Example 2 above.
Formula (6)

[0053]

[Chemical 12]

(23.6 g), 1,3-butylene glycol (82.4 g) and 3% by weight chloroplatinic acid in ethanol (0.3 g) were charged, and the internal temperature was maintained at 70 to 80 ° C. After stirring for a period of time, the solvent was removed under reduced pressure to obtain a crosslinkable polyether-modified silicone having elasticity.

Reference Example 6. In the reactor, the average composition formula is formula (7)

[0056]

[Chemical 13]

Organohydrogenpolysiloxane (100.0 g) and ethanol (34.2)
g), the polyoxyalkylene formula (6) used in Reference Example 2 above.

[0058]

[Chemical 14]

(23.1 g) and 3% by weight chloroplatinic acid in ethanol (0.3 g) were charged, and the internal temperature was adjusted to 70.
After maintaining at -80 ° C and stirring for 2 hours, the solvent was removed under reduced pressure to obtain a crosslinkable polyether-modified silicone having elasticity.

Example 1 O / W / O type cream An O / W / O type cream was prepared by the following formulation and production method.

(Prescription)

[Table 1]

(Production Method) A. The three roll mills (1) to (7) are kneaded at room temperature to make them uniform. B. (8) to (16) are heated and mixed to be uniform (70
C). C. (17) to (19) are mixed by heating to make them uniform (7
0 ° C). D. While stirring B, add C to emulsify, and then cool to room temperature to obtain an O / W type emulsion. E. While stirring A, add D and emulsify to obtain an O / W / O type cream.

Further comparison product 3 for comparison with the product of the present invention
(W / O type cream), Comparative product 4 (O / W type cream)
Was prepared. The formulation and manufacturing method are shown below.

(Prescription)

[Table 2]

(Production Method of Comparative Product 3) A. The three roll mills (1) to (3) are kneaded at room temperature to make them uniform. B. (6), (7), (9) and (10) are mixed at room temperature to homogenize. C. While stirring B, add A and emulsify to obtain a W / O type cream.

(Production Method of Comparative Product 4) A. (4) to (6) and (8) to (10) are heated and mixed to be uniform (70 ° C). B. (11) and (12) are mixed by heating to make them uniform (7
0 ° C). C. While stirring A, add B to emulsify and then cool to room temperature to obtain an O / W type cream.

(Use test) Inventive products 1 to 3 and comparative product 1
For each of the above items, a sensory evaluation was performed on each of the following evaluation items 1 to 4 by a specialized panel consisting of 10 women, and the results were evaluated according to the following criteria based on the average score of the 5-step evaluation. 10
Table 3 shows the results of the usage test by the expert panel
Shown in.

Evaluation item 1: No stickiness <Evaluation criteria> 5 points: No stickiness 4 points: Almost no stickiness 3 points: Slightly sticky 2 points: Some stickiness 1 point: Sticky

Evaluation item 2: <Evaluation criteria> 5 points: No oiliness 4 points: Almost oily 3 points: Slightly oily 2 points: A little oily 1 point:

Evaluation item 3: Good elongation <Evaluation criteria> 5 points: Good growth 4 points: Relatively good growth 3 points: Normal 2 points: Relatively poor growth 1 point: Slow growth

Evaluation item 4: Moist feeling <Evaluation criteria> 5 points: Clearly moisturized 4 points: Moist feeling 3 points: There is a slight moist feeling 2 points: Almost no moist feeling 1 point: No moist feeling

<Criteria> ◎: Average score of 4.5 or more ◯: Average score is 4.0 or more and less than 4.5 Δ: Average score of 3.0 or more and less than 4.0 ×: Average score less than 3.0

[0073]

[Table 3]

As is clear from the results shown in Table 3, the products 1 to 3 of the present invention have markedly improved stickiness and oiliness,
It was excellent in growth and moist feeling.

[0075] Example 2 O / W / O type emulsion (Prescription) (wt%) 1. Crosslinking polyether modified silicone 1.0       (Those obtained in Reference Example 3) 2. Glyceryl triisooctanoate 20.0 3. Sucrose monostearate 3.0 4. Glycerin 5.0 5.1,3-butylene glycol 5.0 6. Preservative 0.1 7. Purified water Remaining amount 8. Macadamia nut oil 1.0 9. Cetanol 2.0 10. Perfume 0.1

(Production Method) A. Knead (1) and (2) with a three-roll mill at room temperature to make them uniform. B. (3) to (7) are heated and mixed to be uniform (70
C). C. (8) to (10) are heated and mixed to be uniform (70
C). D. While stirring B, C is added to emulsify and then cooled to room temperature to obtain an O / W type emulsion. E. While stirring A, add D and emulsify to obtain an O / W / O type emulsion.

The O / W / O type emulsion of the present invention is sticky,
The oiliness was remarkably improved, the elongation was good, the moist feeling was excellent, and it was effective for improving the skin quality.

[0078] Example 3 Sunblock (Prescription) (wt%) 1. Crosslinking polyether modified silicone 5.0       (Those obtained in Reference Example 4) 2. Methylphenyl polysiloxane 10.0 3. Cetyl octanoate 10.0 4. N-stearoyl-L-glutamate sodium 1.0 5. UV absorber 10.0 6. Propylene glycol 3.0 7. Ethanol 10.0 8. Preservative 0.1 9. Purified water Remaining amount 10. Liquid paraffin 5.0 11. Oleyl alcohol 0.5 12. Perfume 0.1

(Production Method) A. The three roll mills (1) to (3) are kneaded at room temperature to make them uniform. B. (4) to (9) are heated and mixed to be uniform (70
C). C. (10) to (12) are heated and mixed to be uniform (7
0 ° C). D. While stirring B, C is added to emulsify and then cooled to room temperature to obtain an O / W type emulsion. E. While stirring A, add D and emulsify to obtain an O / W / O type sunscreen cream.

The O / W / O type sunscreen cream of the present invention was remarkably improved in stickiness, greasiness and the like, and was excellent in elongation and moist feeling. In addition, it was excellent in water resistance when used at the beach, and did not adhere to sand.

[0081] Example 4 O / W / O type liquid foundation (Prescription) (wt%) 1. Crosslinking polyether modified silicone 5.0       (Those obtained in Reference Example 5) 2. Propylene glycol didecanoate 5.0 3. Isopropyl myristate 5.0 4. Extender pigment 5.0 5. White pigment 5.0 6. Colored pigment 1.0 7. Egg yolk-derived hydrogenated phospholipid 1.0 8. Glycerin 2.0 9.1,3-butylene glycol 10.0 10. Preservative 0.1 11. Purified water Remaining amount 12. Squalane 5.0 13. Cetyl alcohol 5.0 14. Perfume 0.1

(Production Method) A. The three roll mills (1) to (3) are kneaded at room temperature to make them uniform. B. (4) to (11) are heated and mixed to be uniform (70
C). C. (12) to (14) are heated and mixed to be uniform (7
0 ° C). D. While stirring B, C is added to emulsify and then cooled to room temperature to obtain an O / W type emulsion. E. While stirring A, add D and emulsify to obtain an O / W / O type liquid foundation.

The O / W / O type liquid foundation of the present invention is remarkably improved in stickiness, greasiness and the like, and is excellent in elongation and moisturizing feeling.
The makeup lasted well.

[0084] Example 5 O / W / O type cream foundation (Prescription) (wt%) 1. Cross-linked polyether modified silicone 20.0       (Those obtained in Reference Example 1) 2. Octamethylcyclotetrasiloxane 20.0 3. Extender pigment 5.0 4. White pigment 5.0 5. Colored pigment 1.0 6. Sodium stearate 1.0 7. Propylene glycol 5.0 8. Preservative 0.1 9. Purified water Remaining amount 10. Glyceryl monostearate 1.0 11. Lanolin 1.0 12. Paraffin wax 1.0 13. Perfume 0.1

(Production Method) A. Knead (1) and (2) with a three-roll mill at room temperature to make them uniform. B. (3) to (9) are mixed by heating to make them uniform (70
C). C. (10) to (13) are mixed by heating to make them uniform (7
0 ° C). D. While stirring B, C is added to emulsify and then cooled to room temperature to obtain an O / W type emulsion. E. While stirring A, add D and emulsify to obtain an O / W / O type cream foundation.

The O / W / O type cream foundation of the present invention was remarkably improved in stickiness, oiliness and the like, and was excellent in elongation and moist feeling.

[0087] Example 6 O / W / O type hair cream (Prescription) (wt%) 1. Crosslinking polyether modified silicone 5.0       (Those obtained in Reference Example 6) 2. Glyceryl triisooctanoate 5.0 3. Cetyl isooctanoate 10.0 4. Sucrose monostearate 1.0 5. Glycerin 5.0 6.1,3-butylene glycol 5.0 7. Preservative 0.1 8. Purified water Remaining amount 9. Vaseline 5.0 10. Liquid paraffin 5.0 11. Cetanol 1.0 12. Perfume 0.1

(Manufacturing Method) A. The three roll mills (1) to (3) are kneaded at room temperature to make them uniform. B. (4) to (8) are mixed by heating to make them uniform (70
C). C. (9) to (12) are heated and mixed to be uniform (70
C). D. While stirring B, C is added to emulsify and then cooled to room temperature to obtain an O / W type emulsion. E. While stirring A, add D and emulsify to obtain an O / W / O type hair cream.

The O / W / O type hair cream of the present invention is remarkably improved in stickiness, oiliness, etc., has excellent elongation and moisturizing feeling, and has good hair setting power.
It imparted luster.

[0090]

EFFECT OF THE INVENTION The O / W / O type emulsion composition of the present invention is remarkably improved in stickiness, oiliness and the like, and is excellent in elongation and moist feeling.

─────────────────────────────────────────────────── ─── Continuation of the front page (58) Fields surveyed (Int.Cl. ⁷ , DB name) A61K ^7/ 00-7/50

Claims (2)

(57) [Claims] 1. An O / W emulsion comprising (a) (a) an oil agent, (b) a nonionic surfactant and / or an anionic surfactant and / or an amphoteric surfactant, and (c) water. And (b) a cross-linked polyether-modified silicone, and (c) an oil phase component that dissolves, swells, or disperses the component (b), and an O / W / O type emulsion composition. 2. The O / W / O type emulsion composition according to claim 1, wherein the component (b) is a sucrose fatty acid ester, a polyglycerin fatty acid ester, or a phospholipid.