JP2017025031A - Emulsion cosmetic composition - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide an emulsion cosmetic composition that is excellent in the dispersion stability and skin attachment of a powder contained therein.SOLUTION: The present invention provides a composition comprising a modified polysiloxane compound (A) represented by formula (1), an oil phase component (B), an aqueous phase component (C), and a powder (D) in specific amounts (A is an alkyl group or an alkylene group in which a group having two hydroxy groups at a terminal and an alkyl group are bonded by amide bonding; R-Rindependently represent an alkyl group; p is an integer of one or more; q is an integer of two or more).SELECTED DRAWING: None

Description

  The present invention relates to an emulsified cosmetic composition containing a modified polysiloxane compound.

  Amphiphilic polymer compounds have a high molecular weight and therefore have low skin penetration, less irritation to the skin, and strong adhesion that adheres firmly to the particle surface and coats the particles. Aggregation can be suppressed, dispersion stability can be imparted to the particles, and various higher-order structures / aggregates are formed due to the hydrophilic / hydrophobic balance. .

  Examples of amphiphilic polymer compounds used in cosmetics include sodium alginate, sodium pectinate, xanthan gum, chitosan, corn starch and various starches; carboxymethylcellulose, carboxy starch, (meta) Semi-synthetic amphiphilic polymer compounds such as acrylic acid grafted starch, cationic starch, methylcellulose, ethylcellulose, hydroxyethylcellulose; silicone surfactants, (meth) acrylic acid copolymers, vinylpyridine copolymers, polyvinylpyrrolidone, Polyethyleneimine, polyoxyethylene polyoxypropylene copolymer, polyvinyl alcohol, polyvinyl ether, polyacrylamide, ethylene oxide adduct of alkylphenol formaldehyde condensate Such as synthetic based amphiphilic polymer compounds are known.

  The silicone surfactant is widely used as an emulsifying / gelling agent for a cosmetic composition containing silicone oil.

JP 2001-058926 A JP 2005-194523 A JP 2004-169015 A

  However, the powder dispersibility of the silicone surfactant is still insufficient. Further, a cosmetic composition containing a silicone surfactant has a problem in that it is inferior in terms of skin adhesion.

  Accordingly, an object of the present invention is to provide a composition for emulsified cosmetics excellent in dispersion stability of the contained powder and skin adhesion.

  As a result of intensive studies to solve the above problems, the present inventors have found that a modified polysiloxane compound obtained by grafting a saturated hydrocarbon group and a dihydroxypropylamide group to a polysiloxane compound, an oil phase component, an aqueous phase component, and It has been found that a cosmetic composition containing a powder in a specific ratio is excellent in powder dispersion stability and skin adhesion. The present invention has been completed based on these findings.

［式中、Ｒ¹〜Ｒ⁹は、同一又は異なって、炭素数１〜２０の直鎖状アルキル基、炭素数３〜６の分岐鎖状アルキル基、及び炭素数３〜６の環状アルキル基から選択される炭化水素基を示す。ｐ、ｑは、それぞれ括弧内に示されるシロキサン単位の数の平均値を示し、ｐは１以上の数、ｑは２以上の数である。Ａは下記式（２）で表される基、下記式（３）で表される基、及び水素原子から選択される基を示す。但し、変性ポリシロキサン化合物（Ａ）は、Ａが下記式（２）で表される基であるシロキサン単位、及びＡが下記式（３）で表される基であるシロキサン単位を少なくとも有している］

（式（２）中、Ｒ¹⁰は単結合、又は炭素数１〜１７の直鎖状若しくは分岐鎖状アルキレン基を示す。式（３）中、Ｒ¹¹は単結合、又は炭素数１〜１７の直鎖状若しくは分岐鎖状アルキレン基を示し、Ｒ¹²は水素原子又は炭素数１〜６の直鎖状、分岐鎖状、若しくは環状アルキル基を示す。尚、式（２）、及び（３）の左端がケイ素原子に結合する） That is, the present invention emulsifies the modified polysiloxane compound (A) represented by the following formula (1), the oil phase component (B), the water phase component (C), and the powder (D) in the following range. A cosmetic composition is provided.
(A): 1 to 40% by weight of the total amount of the composition
(B): 1 to 80% by weight of the total amount of the composition
(C): 1 to 90% by weight of the total amount of the composition
(D): 0.1 to 80% by weight of the total amount of the composition

[Wherein, R ^{1 to} R ⁹ are the same or different and are each a linear alkyl group having 1 to 20 carbon atoms, a branched alkyl group having 3 to 6 carbon atoms, and a cyclic alkyl group having 3 to 6 carbon atoms. The hydrocarbon group selected from these is shown. p and q each represent an average value of the number of siloxane units shown in parentheses, p is a number of 1 or more, and q is a number of 2 or more. A represents a group selected from a group represented by the following formula (2), a group represented by the following formula (3), and a hydrogen atom. However, the modified polysiloxane compound (A) has at least a siloxane unit in which A is a group represented by the following formula (2) and a siloxane unit in which A is a group represented by the following formula (3). Yes]

(In Formula (2), R ¹⁰ represents a single bond or a linear or branched alkylene group having 1 to 17 carbon atoms. In Formula (3), R ¹¹ represents a single bond or 1 to 17 carbon atoms. Wherein R ¹² represents a hydrogen atom or a linear, branched or cyclic alkyl group having 1 to 6 carbon atoms, wherein formulas (2) and (3) The left end of) is bonded to the silicon atom)

  The present invention also provides at least one compound selected from the group consisting of silicone oil, high polarity oil, low polarity oil, higher fatty acid, fat-soluble vitamin, and oil-soluble thickener as oil phase component (B). The emulsified cosmetic composition according to claim 1, comprising water as an aqueous phase component (C) and a pigment and / or a UV protection agent as a powder (D).

  The present invention also provides an emulsified cosmetic comprising cream, milky lotion, tanning cream, sunscreen cream, shaving cream, lotion, suntan lotion, sunscreen lotion, shaving lotion, serum, lipstick, lip gloss, gel, The emulsified cosmetic composition is at least one selected from the group consisting of a cleansing gel, a moisture gel, a pack, an emulsified foundation, an emulsified eye shadow, a nail treatment, a shampoo, a rinse, and a hair treatment.

  Since the composition for emulsified cosmetics of this invention has the said structure, it is excellent in the dispersion stability of powder. Therefore, it has excellent coating properties, no color unevenness, good color development, and a beautiful finish. In addition, it has excellent skin adhesion and good makeup. Furthermore, it has excellent moisturizing properties, little irritation to the skin, and excellent safety.

Amphiphilic properties when the modified polysiloxane compound (1) or (2) is used as the amphiphilic polymer compound (P), polydimethylsiloxane is used as the oil phase component (O), and water is used as the water phase component (W). It is a triangular phase diagram of polymer compound-oil phase component-water phase component, and (1-1) shows the case where the modified polysiloxane compound (1) is used as the amphiphilic polymer compound (P) (1-2) ) Is a triangular phase diagram when the modified polysiloxane compound (2) is used as the amphiphilic polymer compound (P). Examples (1-1) to (1-3), Comparative Examples (1-1) to (1-3), (2-1) to (2-3), (3-1) to (3-3 It is a figure which shows the preparation methods of the sample for skin adhesiveness evaluation of the gel-like composition obtained by 1). Examples (1-1) to (1-3), Comparative Examples (1-1) to (1-3), (2-1) to (2-3), (3-1) to (3-3 It is a figure which shows the evaluation result of the skin adhesiveness of the gel-like composition obtained by. It is a figure which shows the preparation methods of the sample for skin adhesiveness evaluation of the powder dispersion | distribution gel composition obtained in Example 2 and Comparative Examples 4-5. It is a figure which shows the skin adhesion evaluation result of the powder dispersion gel-like composition obtained in Example 2 and Comparative Examples 4-5. It is a figure which shows the moisture retention evaluation result of the milky composition obtained in Example 6 and Comparative Examples 12-13.

[Modified polysiloxane compound (A)]
The modified polysiloxane compound in the present invention is represented by the following formula (1). In formula, R < ¹ > -R < ⁹ > is the same or different, and is from a C1-C20 linear alkyl group, a C3-C6 branched alkyl group, and a C3-C6 cyclic alkyl group. Indicates the hydrocarbon group selected. p and q each represent an average value of the number of siloxane units shown in parentheses, p is a number of 1 or more, and q is a number of 2 or more. When p is 2 or more, two or more of R ⁷ and R ⁸ may be the same or different. Further, two or more R ⁹ may be the same or different.

The modified polysiloxane compound represented by the formula (1) is a random or block copolymer composed of a siloxane unit represented by the following formula (a) and a siloxane unit represented by the following formula (b). In the following formulae, R ⁷ , R ⁸ , R ⁹ and A are the same as described above.

In the above formula, A represents a group selected from a group represented by the following formula (2), a group represented by the following formula (3), and a hydrogen atom. In the formula (2), R ¹⁰ represents a single bond or a linear or branched alkylene group having 1 to 17 carbon atoms. In the formula (3), R ¹¹ represents a single bond or a linear or branched alkylene group having 1 to 17 carbon atoms, and R ¹² represents a hydrogen atom or a linear or branched chain having 1 to 6 carbon atoms. Or a cyclic alkyl group. In addition, the left end of Formula (2) and (3) couple | bonds with a silicon atom.

That is, the siloxane unit represented by the above formula (a) is any of the siloxane units represented by the following formulas (a1), (a2), and (a3). In the following formula, R ⁹ , R ¹⁰ , R ¹¹ and R ¹² are the same as described above.

  However, in the modified polysiloxane compound in the present invention, A is a siloxane unit in which A is a group represented by the above formula (2) (that is, a siloxane unit represented by the above formula (a1)), and A is the above formula (3). ) At least a siloxane unit (that is, a siloxane unit represented by the above formula (a2)).

Examples of the linear alkyl group having 1 to 20 carbon atoms in R ^{1 to} R ⁹ include methyl, ethyl, propyl, butyl, pentyl, hexyl, octyl, decyl, dodecyl, tetradecyl, hexadecyl, octadecyl group and the like. Can do. Examples of the branched alkyl group having 3 to 6 carbon atoms include isopropyl, sec-butyl, tert-butyl, neopentyl, 1-ethylpropyl group and the like. Examples of the cyclic alkyl group having 3 to 6 carbon atoms include cyclopentyl and cyclohexyl. In the present invention, a linear alkyl group having 1 to 6 carbon atoms is preferable, and a methyl group is particularly preferable.

The linear or branched alkylene group having 1 to 17 carbon atoms in R ¹⁰ is preferably a linear alkylene group having 1 to 17 carbon atoms or a branched alkylene group having 2 to 17 carbon atoms. Linear alkylene groups such as methylene, ethylene, trimethylene, tetramethylene, pentamethylene, hexamethylene, heptamethylene, octamethylene, nonamethylene, decamethylene, undecamethylene, dodecamethylene, tridecamethylene group; methylmethylene, methylethylene, etc. And a branched alkylene group in which an alkyl group having about 1 to 3 carbon atoms is graft-bonded to the linear alkylene group. R ¹⁰ in the present invention is preferably a linear or branched alkylene group having 2 to 13 carbon atoms (particularly a linear alkylene group).

The linear or branched alkylene group having 1 to 17 carbon atoms in R ¹¹ is preferably a linear alkylene group having 1 to 17 carbon atoms or a branched alkylene group having 2 to 17 carbon atoms. Examples similar to the examples of the linear or branched alkylene group having 1 to 17 carbon atoms in ¹⁰ can be given. R ¹¹ in the present invention is preferably a linear or branched alkylene group having 2 to 13 carbon atoms (particularly a linear alkylene group).

As the linear, branched or cyclic alkyl group having 1 to 6 carbon atoms in R ^12, a linear alkyl group having 1 to 6 carbon atoms, a branched alkyl group having 2 to 6 carbon atoms, or carbon A cyclic alkyl group of 3 to 6 is preferable, and examples thereof include methyl, ethyl, propyl, butyl, pentyl, hexyl, isopropyl, sec-butyl, tert-butyl, neopentyl, 1-ethylpropyl, cyclopentyl, cyclohexyl group and the like. Can do. R ¹² in the present invention is preferably a hydrogen atom or a methyl group.

  p and q each represent an average value of the number of siloxane units shown in parentheses, and p is a number of 1 or more, preferably 2 to 2000, more preferably 4 to 500, and most preferably 10 to 30. q is a number of 2 or more, preferably 2 to 2000, more preferably 4 to 500, and most preferably 10 to 30.

  (P + q) is, for example, about 4 to 5000, preferably 8 to 1000, more preferably 10 to 50, and most preferably 10 to 40.

  As a ratio of the siloxane unit represented by the formula (a) to the entire siloxane unit represented by the formula (a) and the siloxane unit represented by the formula (b) (100 mol%), for example, 5 to 90 mol% It is about 10 to 90 mol%, more preferably 10 to 70 mol%, still more preferably 30 to 60 mol%, particularly preferably 35 to 50 mol%, and most preferably 40 to 50 mol%. That is, q / (p + q) is about 0.05 to 0.9, preferably 0.1 to 0.9, more preferably 0.1 to 0.7, still more preferably 0.3 to 0.6, Especially preferably, it is 0.35-0.5, Most preferably, it is 0.4-0.5.

  Moreover, as a ratio of the siloxane unit represented by Formula (b) with respect to the whole (100 mol%) of the siloxane unit represented by Formula (a) and the siloxane unit represented by Formula (b), it is 5-90, for example. It is about mol%, preferably 10 to 90 mol%, more preferably 10 to 70 mol%, particularly preferably 30 to 60 mol%, and most preferably 50 to 60 mol%. That is, p / (p + q) is about 0.05 to 0.9, preferably 0.1 to 0.9, more preferably 0.1 to 0.7, particularly preferably 0.3 to 0.6, Most preferably, it is 0.5-0.6.

  Furthermore, siloxane units in which A in the formula (a) is a group represented by the formula (2) with respect to the entire siloxane units (100 mol%) represented by the formula (a) (that is, in the above formula (a1)) The proportion of the siloxane unit represented is preferably about 75 to 99 mol%, and in particular, 80 to 98 mol%, particularly 80 to 95 mol%, is miscible with other compounding raw materials. It is preferable at the point which is excellent in property. When the ratio of the siloxane unit represented by the above formula (a1) is less than the above range, the miscibility with hydrocarbon wax or oil tends to decrease. On the other hand, when the proportion of the siloxane unit represented by the above formula (a1) exceeds the above range, the miscibility with the silicone-based component or the like tends to decrease.

  Furthermore, the siloxane unit in which A in the formula (a) is a group represented by the formula (3) with respect to the entire siloxane unit (100 mol%) represented by the formula (a) (that is, the above formula (a2) The ratio of the siloxane unit represented by the formula (1) is preferably 1 mol% or more, and more preferably 2 to 25 mol%, and particularly preferably 5 to 20 mol%. When the ratio of the siloxane unit represented by the above formula (a2) is below the above range, the film-forming property and the skin adhesion tend to be lowered. On the other hand, even if the proportion of the siloxane unit represented by the above formula (a2) is too large, the viscosity becomes too high, the solubility in the oil phase component (B) decreases, and the handling properties in the production process. There is a tendency for usability to decrease.

  Further, the siloxane unit in which A in the formula (a) is a hydrogen atom (that is, the siloxane unit represented by the above formula (a3)) with respect to the entire siloxane unit (100 mol%) represented by the formula (a). The ratio is preferably about 10 mol% or less (in particular, 5 mol% or less, particularly 2 mol% or less), and the siloxane unit represented by the above formula (a3) may not be substantially contained. . When the ratio of the siloxane unit represented by the above formula (a3) exceeds the above range, the water repellency, oil repellency, emulsion stability, dispersibility, compoundability, and storage stability tend to decrease. Moreover, when the Si-H group of the siloxane unit represented by (a3) in the composition for emulsified cosmetics remains without being consumed by the reaction with the powder (D), the composition for emulsified cosmetics during storage Moisture contained in the product and the Si—H group react gradually to generate hydrogen gas, which may cause problems such as expansion of the container and ejection of the contents when opened.

The number of siloxane units represented by formula (b) constituting the modified polysiloxane compound represented by formula (1) is p, the number of siloxane units represented by formula (a1) is (q-1), ( When the number of siloxane units represented by a2) is represented as (q-2)
The ratio of p to the total of p, (q-1), and (q-2) is, for example, 10 to 90 mol%, more preferably 30 to 60 mol%, and still more preferably 45 to 55 mol%.
The ratio of (q-1) to the total of p, (q-1), and (q-2) is, for example, 10 to 90 mol%, more preferably 20 to 50 mol%, and still more preferably 35 to 45 mol%.
The ratio of (q-2) to the total of p, (q-1), and (q-2) is, for example, 1 to 20 mol%, more preferably 5 to 15 mol%, and still more preferably 5 to 10 mol%.

  The modified polysiloxane compound represented by the formula (1) has a siloxane unit having a lipophilic group represented by the formula (2) and a siloxane unit having a hydrophilic group represented by the formula (3). In addition, it can be mixed with the oil phase component (B) at a relatively low temperature without requiring a high-temperature dissolution step, and the production cost and environmental burden can be reduced.

  In addition, the modified polysiloxane compound represented by the formula (1) is excellent in emulsion stability and gelling ability, and not only has excellent ability to disperse powders such as pigments (dispersibility), but also water and oil repellency. Excellent. Therefore, the emulsified cosmetic composition of the present invention containing the modified polysiloxane compound represented by the formula (1) can form a film excellent in water and oil repellency, and has a good finish and feeling of use. In particular, the adhesion to the skin (that is, makeup retention) is good.

  Furthermore, since the modified polysiloxane compound represented by the formula (1) has a siloxane unit having a hydrophilic group represented by the formula (3), the moisture can be retained without being lost. Therefore, the composition for emulsified cosmetics of the present invention containing the modified polysiloxane compound represented by the formula (1) can exhibit an excellent moisturizing effect.

The modified polysiloxane compound represented by the above formula (1) is, for example, a polysiloxane compound represented by the following formula (4), a compound represented by the following formula (5), and a table represented by the following formula (6): Is produced through a step of grafting the compound to be produced by a hydrosilylation reaction.

In formula (4), R ^{1 to} R ⁹ are the same or different and are a linear alkyl group having 1 to 20 carbon atoms, a branched alkyl group having 3 to 6 carbon atoms, and a cyclic group having 3 to 6 carbon atoms. A hydrocarbon group selected from alkyl groups is shown. p and q each represent an average value of the number of siloxane units shown in parentheses, p is a number of 1 or more, and q is a number of 2 or more. R ^{1 to} R ⁹ and p and q correspond to R ^{1 to} R ⁹ and p and q in the modified polysiloxane compound represented by the formula (1), respectively.

In the formula (5), R ¹⁰ represents a single bond or a linear or branched alkylene group having 1 to 17 carbon atoms. R ¹⁰ corresponds to R ¹⁰ in the group represented by the formula (2) in the modified polysiloxane compound represented by the formula (1).

In Formula (6), R ¹¹ represents a single bond or a linear or branched alkylene group having 1 to 17 carbon atoms, and R ¹² represents a hydrogen atom or a linear or branched chain having 1 to 6 carbon atoms. Or a cyclic alkyl group. R ¹¹ and R ¹² correspond to R ¹¹ and R ¹² in the group represented by the formula (3) in the modified polysiloxane compound represented by the formula (1), respectively.

  The hydrosilylation reaction is preferably performed in the presence of a catalyst. The catalyst is not particularly limited as long as it is a catalyst generally used for hydrosilylation reaction. In the present invention, chloroplatinic acid, Karstedt catalyst, dichloro (cycloocta-1,5-diene) Platinum group metal compounds such as platinum, palladium chloride, chlorotris (triphenylphosphine) rhodium (I), dichlorotris (triphenylphosphine) ruthenium (II); platinum supported on solids such as platinum / carbon, palladium / carbon, platinum / alumina A platinum group metal protective colloid prepared by reducing various platinum group metal compounds in the presence of a surfactant; a platinum group metal oxide solid catalyst such as platinum oxide or the like can be suitably used.

The amount of the catalyst used is not particularly limited, and is, for example, 10 ⁻⁷ to 10 ^{− with} respect to the total amount (1 mol) of the compound represented by the formula (5) and the compound represented by the formula (6). ^{A range of 2} mol (preferably 10 ⁻⁶ to 10 ⁻³ mol, particularly preferably 10 ⁻⁵ to 10 ⁻⁴ mol) is preferable. When the amount of the catalyst used is too small, a long reaction time is required, and there is a concern that the quality may be adversely affected by coloring due to thermal history or mixing of by-products into the product. On the other hand, if the amount of the catalyst used is excessive, the above-mentioned catalyst used for the hydrosilylation reaction is generally expensive, and this is not preferable because it increases the production cost.

  The hydrosilylation reaction is performed in the presence or absence of a solvent. The solvent is not particularly limited as long as it does not inhibit the reaction. For example, hydrocarbon solvents such as pentane, hexane, and cyclohexane; aromatic solvents such as benzene, toluene, and xylene; cyclopentyl methyl ether, diethyl ether, Ether solvents such as diisopropyl ether; alcohol solvents such as methanol, ethanol, isopropanol and butanol; cyclic silicone solvents such as octamethyltetracyclosiloxane, decamethylcyclopentasiloxane and dodecamethylcyclohexasiloxane; ethyl acetate and isopropyl acetate And ester solvents such as butyl acetate; and mixtures thereof. When the alcohol solvent is used, a pH adjuster such as potassium acetate (see JP-A-57-149290) may be used in order to prevent or suppress the reaction between the Si—H group and the hydroxyl group. desirable.

  The hydrosilylation reaction temperature is, for example, 0 ° C. to 200 ° C., and it is preferably performed at 0 ° C. to 100 ° C. in consideration of the reaction rate, coloring, and the like. The reaction time is not particularly limited, but is preferably 0.5 to 72 hours from the viewpoint of productivity.

  The reaction may be performed under normal pressure, or may be performed under reduced pressure or increased pressure. The reaction atmosphere is not particularly limited as long as it does not inhibit the reaction, and may be any of an air atmosphere, a nitrogen atmosphere, an argon atmosphere, and the like. Further, the reaction can be carried out by any method such as batch, semi-batch and continuous methods.

  After completion of the reaction, the reaction product can be separated and purified by separation means such as filtration, concentration, distillation, extraction, crystallization, recrystallization, column chromatography, etc., or a separation means combining these.

  When impurities (for example, a compound represented by the above formula (5) and its isomer, and / or a compound represented by the above formula (6) and its isomer) are mixed into the reaction product, emulsification / gelation The quality may be deteriorated due to deterioration of characteristics or generation of odor or harmful substances due to oxidative deterioration over time. In that case, after completion of the hydrosilylation reaction, dehydroboiling treatment under high vacuum conditions, decomposition by acid treatment (see JP-A-2-302438), or saturated hydrocarbonation by hydrogenation treatment ( It is desirable to remove the impurities by adding a post-treatment process such as extraction and removal with a solvent, as disclosed in JP-A-9-165318).

  According to the said manufacturing method, the modified polysiloxane compound represented by Formula (1) can be manufactured efficiently.

  The content of the modified polysiloxane compound (A) (when two or more types are contained, the total amount thereof) is 1 to 40% by weight, preferably 2 to 30% by weight, particularly preferably the total amount of the emulsified cosmetic composition. 3 to 25% by weight, most preferably 5 to 15% by weight.

  The content of the modified polysiloxane compound (A) (when two or more types are contained, the total amount thereof) is, for example, 1 to 100 weights with respect to 100 parts by weight of the oil phase component (B) contained in the emulsion cosmetic composition. Parts, particularly preferably 3 to 50 parts by weight, most preferably 5 to 30 parts by weight.

  The content of the modified polysiloxane compound (A) (when two or more types are contained, the total amount thereof) is, for example, 1 to 100 weights with respect to 100 parts by weight of the aqueous phase component (C) contained in the emulsified cosmetic composition. Parts, particularly preferably 3 to 50 parts by weight, most preferably 5 to 30 parts by weight.

  The content of the modified polysiloxane compound (A) (when two or more types are contained, the total amount) is, for example, 0.1 to 20 with respect to 1 part by weight of the powder (D) contained in the emulsified cosmetic composition. Part by weight, particularly preferably 0.5 to 10 parts by weight, most preferably 1 to 5 parts by weight.

  Since the composition for emulsified cosmetics of the present invention contains the modified polysiloxane compound (A) in the above range, the powder (D) can be prevented from agglomerating and stably maintained in a highly dispersed state. it can. Moreover, the outstanding skin adhesiveness can be exhibited.

[Oil phase component (B)]
As the oil phase component (B), those having a high affinity for the polydialkylsiloxane main chain and / or side chain alkyl group of the modified polysiloxane (A) are preferably used. Silicone oil, highly polar oil, low Examples include polar oils, higher fatty acids, fat-soluble vitamins, and oil-soluble thickeners. These can be used alone or in combination of two or more.

  Examples of the silicone oil include higher alkoxy-modified silicones such as dimethylpolysiloxane (less than 50000 cs), methylphenylpolysiloxane, cyclic dimethicone, stearoxysilicone, alkyl-modified silicones, and higher fatty acid ester-modified silicones.

  Examples of the highly polar oil include neopentyl glycol dicaprate, tri (capryl / capric acid) glycerin, trimethylolpropane trioctanoate, cetyl octanoate, diisobutyl adipate, 2-hexyldecyl adipate, di-2 adipate -Heptylundecyl, isononyl isononanoate, isotridecyl isononanoate, isostearyl myristate, glyceryl trimyristate, glyceryl myristate / stearate, isocetyl stearate, butyl stearate, isostearyl isostearate, glyceryl diisostearate, triisostearic acid Trimethylolpropane, glyceryl triisostearate, cholesteryl 12-hydroxystearate, isopropyl 12-hydroxystearate Octyl 12-hydroxystearate, cetyl 2-ethylhexanoate, neopentyl glycol di-2-ethylhexanoate, trimethylolpropane tri-2-ethylhexanoate, glyceryl tri-2-ethylhexanoate, tetra-2-ethyl Pentaerythritol hexanoate, oleyl oleate, octyldodecyl oleate, decyl oleate, phytosteryl oleate, 2-ethylhexyl succinate, diisopropyl sebacate, cetyl lactate, myristyl lactate, octyldodecyl lactate, isostearyl lactate, 2-palmitate Ethylhexyl, 2-hexyldecyl palmitate, 2-heptylundecyl palmitate, glyceryl triisopalmitate, diisostearyl malate, 2-ethylhexyl paramethoxycinnamate Diparamethoxycinnamic acid / glyceryl monoisooctylate, pentaerythritol tetrarosinate, dilauroyl glutamate (phytosteryl / octyldodecyl), dilauroylglutamate (cholesteryl / phytosteryl / octyldodecyl), dilauroylglutamate (cholesteryl / octyldodecyl) , Lauroylglutamate di (octyldodecyl / phytosteryl / behenyl), Lauroylsarcosine isopropyl, myristoylmethyl-β-alanine (phytosteryl / decyltetradecyl), glyceryl dioctyldodecanoate, lauryl alcohol, hexyldecanol, isostearyl alcohol, heptylun Examples include decanol, octyldodecanol, and decyltetradecanol.

  Examples of the low polarity oil include olive oil, jojoba oil, avocado oil, sunflower oil, lavender oil, macadamia nut oil, liquid paraffin, liquid polyisobutylene, squalane, linseed oil, almond oil, beeswax, carnauba wax, candelilla wax, beef tallow , Beef leg fat, beef bone fat, hardened beef fat, wheat germ oil, sesame oil, rice germ oil, rice bran oil, safflower oil, soybean oil, camellia oil, evening primrose oil, corn oil, rapeseed oil, horse fat, palm oil, palm Kernel oil, castor oil, hydrogenated castor oil, mink oil, cottonseed oil, palm oil, hydrogenated palm oil, peanut oil, lanolin, liquid lanolin, reduced lanolin, lanolin fatty acid isopropyl, olive squalane, squalene, ceresin, paraffin wax, petrolatum, α -An olefin oligomer etc. can be mentioned.

  Examples of the higher fatty acid include lauric acid, myristic acid, palmitic acid, stearic acid, isostearic acid, behenic acid, undecylenic acid, oleic acid, linoleic acid, and linolenic acid.

  Examples of the fat-soluble vitamins include various fat-soluble vitamins and derivatives thereof, such as tocopherol and derivatives thereof, retinol and derivatives thereof, and ascorbic acid derivatives.

  Examples of the oil-soluble thickener include long-chain hydroxy fatty acids such as 12-hydroxystearic acid; zinc stearate, aluminum stearate, magnesium stearate, zinc palmitate, aluminum palmitate, zinc myristate, myristic acid Fatty acid metal salts such as magnesium; hydrogenated (styrene / isoprene) copolymer, hydrogenated polyisobutene, dextrin palmitate, dextrin (palmitate / hexyldecanoate), dextrin (palmitate / ethylhexanoate), dextrin myristate, inulin stearate And polymer compounds such as dextrin isostearate; surface lipophilic fine particles such as silylated silica; and aggregates of various hydrophilic polymers and surfactants.

  The composition for emulsified cosmetics of the present invention may further contain an oil-soluble binder as the oil phase component (B). By blending an oil-soluble binder in the composition for emulsified cosmetics, an effect of suppressing the occurrence of “smoothness” due to the powder (D) entering the wrinkles with time after application can be obtained.

  Examples of the oil-soluble binder include heavy fluid isoparaffin, high-viscosity dimethylpolysiloxane (50000 cs or more), metal soap, microcrystalline wax, and branched paraffin wax. These can be used alone or in combination of two or more.

  The blending amount of the oil-soluble binder (the total amount when containing two or more) is, for example, about 0.1 to 30% by weight, preferably 1 to 15% by weight, more preferably the total amount of the emulsified cosmetic composition. 2 to 10% by weight. When the blending amount of the oil-soluble binder is less than the above range, the effect of suppressing “smoothness” tends to be hardly obtained. On the other hand, when the blending amount of the oil-soluble binder exceeds the above range, the coating feel becomes heavy and the usability tends to be lowered.

  The content of the oil phase component (B) (when 2 or more types are contained, the total amount) is 1 to 80% by weight, preferably 3 to 70% by weight, particularly preferably 5% of the total amount of the emulsified cosmetic composition. -60% by weight, most preferably 10-50% by weight.

[Aqueous phase component (C)]
The water used for the water phase component (C) is not particularly limited as long as it is water that can generally be used in cosmetics, but purified water is preferred.

  In addition to water, the water phase component (C) may contain one or more water-soluble components such as a water-soluble thickener as necessary. Examples of the water-soluble thickener include water-soluble polymer compounds and polysaccharide derivatives (for example, gum arabic, arginine carbomer, sodium alginate, propylene glycol alginate, carboxymethyl cellulose, xanthan gum, synthetic sodium silicate, dimethyl stearyl ammonium hectorite. , Cyclodextrin, sodium polyacrylate, hyaluronic acid derivatives, etc.). The water-soluble thickener may be used in the form of an aqueous solution.

  The content of the aqueous phase component (C) (when two or more types are contained, the total amount thereof) is 1 to 90% by weight, preferably 5 to 90% by weight, particularly preferably 10% of the total amount of the emulsion cosmetic composition. -90% by weight, most preferably 30-90% by weight, particularly preferably 30-70% by weight.

[Powder (D)]
Examples of the powder (D) include pigments and UV protection agents. These can be used alone or in combination of two or more.

As said pigment, the well-known organic or inorganic pigment used for cosmetics can be used. Examples of inorganic pigments include titanium oxide-coated mica, colored titanium oxide-coated mica, titanium oxide / silica / titanium oxide-coated mica, titanium oxide-coated talc, iron oxide-coated silica powder, titanium oxide-coated silica powder, and titanium oxide-coated glass powder. Pearl pigments such as iron oxide / silica coated aluminum powder, titanium oxide coated alumina, iron oxide / silica coated iron oxide, titanium oxide coated synthetic mica, iron oxide / titanium oxide coated synthetic mica, iron oxide (Bengara), yellow iron oxide , Black iron oxide, carbon black, titanium oxide, ultramarine, bitumen, talc, sericite, kaolin, mica, silica, zinc white, bentonite, barium sulfate, hydroxyapatite, boron nitride and the like. Examples of organic pigments include red 104, red 201, red 202, red 226, red 230, yellow 4, yellow 5, yellow 401, blue 1, blue 404, nylon , Polyester, polymethyl methacrylate, polyethylene, polyethylene terephthalate, polyurethane, silicone resin, silk, cellulose laminated film powder, N ^ε -lauroyl-L-lysine, natural pigments, and the like.

  As the ultraviolet protective agent, known organic or inorganic ultraviolet protective agents used in cosmetics can be used. For example, surface aqueous aluminated titanium oxide, surface aqueous alumina silica-treated titanium oxide, stearic acid-coated surface Aqueous aluminized titanium oxide, silicone-coated surface aqueous alumina silica-treated titanium oxide, various surface-treated zinc oxides of silicone, triazine compounds (for example, methylenebisbenzotriazolyltetramethylbutylphenol, bisethylhexyloxyphenol methoxyphenyltriazine, trisbiphenyltriazine) Etc.).

  The shape of the powder (D) is not particularly limited, and examples thereof include a spherical shape, a plate shape, a scale shape, and a needle shape. Moreover, the structure of powder (D) is not specifically limited, The structure of a single layer may be sufficient and the structure of a multilayer (multilayer) may be sufficient. Furthermore, the powder (D) may be any of solid particles, hollow particles, porous particles, and the like. The average primary particle diameter (by dynamic light scattering (DLS) method) of the powder (D) is, for example, about 0.1 to 1000 nm, preferably 1 to 800 nm, particularly preferably 10 to 500 nm.

  As the powder (D) (particularly inorganic pigment) used in combination with the modified polysiloxane compound (A), it is particularly preferable to use a powder that has not been subjected to organic surface treatment. That is, the powder (D) of the present invention is preferably “powder (except for organic surface-treated powder) (D)”.

  The organic surface treatment of the powder is performed for the purpose of increasing the hydrophobicity of the powder surface, and by using a powder subjected to the organic surface treatment (hereinafter referred to as “organic surface-treated powder”), An effect of repelling sweat and water can be imparted to cosmetics. However, when the organic surface-treated powder is blended with the emulsified cosmetic composition of the present invention, the effect of improving the skin adhesion by the modified polysiloxane compound (A) and the effect of improving the dispersion stability of the powder can be obtained. Since it becomes difficult, it is not preferable. The emulsified cosmetic composition of the present invention has an effect of repelling sweat and water by the modified polysiloxane compound (A). Even if powder that has not been used is used, the powder can be well adhered and held on the skin, and the makeup feeling is good.

  The emulsified cosmetic composition of the present invention may contain an organic surface-treated powder, but the content thereof is 30% by weight or less (0 to 30%) of the total amount of the powder contained in the emulsified cosmetic composition. % By weight), preferably 10% by weight or less, 30% by weight or less (0 to 30% by weight), preferably 10% by weight or less of the total amount of the emulsified cosmetic composition, and containing organic surface-treated powder. Most preferably not.

  The organic surface treatment powder includes silicone such as dimethylpolysiloxane, methylphenylpolysiloxane, methylhydrogenpolysiloxane, and copolymers thereof; silane coupling agent; carbon such as stearic acid and magnesium stearate. It includes powders surface-treated with organic compounds such as higher fatty acids of several tens or more and metal salts thereof (in particular, polyvalent metal salts such as calcium, magnesium and zinc).

  The content of the powder (D) (when two or more types are contained, the total amount thereof) is 0.1 to 80% by weight, preferably 0.5 to 70% by weight of the total amount of the emulsified cosmetic composition, particularly 0.5 to 70% by weight. Preferably it is 1-50 weight%, Most preferably, it is 3-30 weight%.

[Emulsified cosmetic composition]
The composition for emulsified cosmetics of the present invention contains the modified polysiloxane compound (A), the oil phase component (B), the water phase component (C), and the powder (D).

  In the composition for emulsified cosmetics of the present invention, a surfactant (other than the above-mentioned modified polysiloxane compound (A)), astringent, Preservatives, antibacterial agents, antioxidants, moisturizers (eg, glycerin, 1,3-butylene glycol, 1,3-propanediol, etc.), chelating agents, pH adjusters, pearl agents, scrub agents, whitening active ingredients, One or more blood circulation promoters, hair nourishing agents, plant extract extracts, fermentation extract extracts, pigments (other than the above component (D)), fragrances and the like can be blended.

  The composition for emulsified cosmetics of the present invention can be produced by heating, mixing, stirring and the like according to conventional methods.

  The properties of the emulsified cosmetic composition of the present invention are not particularly limited, such as liquid, milky, creamy, gel, sol and the like. The emulsified cosmetic composition of the present invention includes, for example, general cream, milky lotion, tanning cream, sunscreen cream, shaving cream, general lotion, sunscreen lotion, sunscreen lotion, shaving lotion, cosmetic liquid, gel Or liquid lipstick, lip gloss, gel, cleansing gel, moisture gel, pack, emulsified foundation, emulsified eye shadow, nail treatment, shampoo, rinse, hair treatment and the like.

  Since the emulsified cosmetic composition of the present invention contains a specific amount of the modified polysiloxane compound (A), it is excellent in dispersion stability of the powder (D). Therefore, it has excellent coating properties, no color unevenness, good color development, and a beautiful finish. In addition, it has excellent skin adhesion and good makeup. Furthermore, it has excellent moisturizing properties, little irritation to the skin, and excellent safety.

  EXAMPLES Hereinafter, although an Example demonstrates this invention more concretely, this invention is not limited by these Examples.

Preparation Example 1
(Synthesis of 3- [N-methyl (10-undecenoylamide)] propane-1,2-diol)
317.29 g (1.60 mol) of methyl 10-undecenoate in a 1 L 5-neck flask equipped with a reflux tube, a nitrogen inlet with a three-way cock, a vent with a three-way cock, a stirring blade with a vacuum seal, and a thermometer, 173.27 g (1.65 mol) of 3-aminopropane-1,2-diol and 3.78 g (16.0 mmol) of 24% sodium methoxide methanol solution were added, and the pressure was reduced from 500 hPa to 50 hPa, and the temperature was reduced from 108 ° C to 117 ° C. The mixture is heated and stirred for 24.5 hours while distilling off the methanol produced, cooled to room temperature, added with 290 g of ethanol, stirred and diluted, and then mixed with an inorganic synthetic adsorbent (trade name “KYOWARD 700”, 50 g of Kyowa Chemical Industry Co., Ltd.) was added, heated and stirred at 75 ° C. for 2 hours, and filtered. The obtained filtrate was concentrated with a rotary evaporator and dried to a constant weight in a vacuum desiccator to give 3.8.80 g of 3- [N-methyl (10-undecenoylamide)] propane-1,2-diol as a white paste. (Yield: 77.5%) was obtained. The structure of the obtained reaction product was confirmed by ¹ H-NMR spectrum and IR spectrum.

(Synthesis of modified polysiloxane compounds)
A 1-liter five-necked flask equipped with a reflux pipe with a hydrogen inlet with a three-way cock, a nitrogen inlet with a three-way cock, a thermometer, and a stirring rotor was added to a dimethylsiloxane-methylhydrosiloxane copolymer (trade name “ KF-9901 ", manufactured by Shin-Etsu Chemical Co., Ltd.) 176.03 g, 1-decene 134.66 g (0.96 mol), butyl acetate (manufactured by Wako Pure Chemical Industries, Ltd.) 310.68 g were added, and the inside was replaced with nitrogen did. Put 0.2432 g (4.8 μmol of chloroplatinic acid hexahydrate) in 0.2% chloroplatinic acid hexahydrate (manufactured by Wako Pure Chemical Industries, Ltd.) and gradually raise the temperature to 70 ° C. And stirred for 3 hours.
Next, 64.90 g (0.24 mol) of 3- [N-methyl (10-undecenoylamide)] propane-1,2-diol obtained above and 0.2% chloroplatinic acid hexahydrate were obtained. 4.9718 g (19.2 μmol of chloroplatinic acid hexahydrate) of butyl acetate solution (manufactured by Wako Pure Chemical Industries, Ltd.) was added, the temperature was gradually raised to 70 ° C., and 16 hours later, 1-decene 67.32 g (0.48 mol), and further 10 hours later, 33.66 g (0.24 mol) of 1-decene was added and stirred for 10 hours.
The reaction solution was sampled and cooled after confirming that the signal derived from Si-H protons of methylhydrosiloxane units observed at δ4.65 ppm to δ4.70 ppm disappeared by ¹ H-NMR (deuterated chloroform solution). .
The obtained reaction mixture was concentrated and dried with a rotary evaporator, transferred to a separatory funnel, and subjected to liquid separation washing operation with acetone until 1-decene contained in the upper layer liquid was 10 ppm or less. It was concentrated and dried to a constant value with an evaporator to obtain 286.72 g of a modified polysiloxane compound (1) in the form of a light yellowish brown transparent oil having a siloxane unit represented by the following formula. ^From the integrated value of the ¹ H-NMR signal, the introduction ratio [pmol%: (q-1) mol%: (q-2) mol%] of each siloxane unit was 52.1: 40.5: 7.4. Something was calculated.

Preparation Example 2
(Synthesis of modified polysiloxane compounds)
Instead of 3- [N-methyl (10-undecenoylamide)] propane-1,2-diol, 1- (10-unde) obtained by synthesis according to the method described in JP-A-7-53431. A modified polysiloxane compound (2) having a siloxane unit represented by the following formula was obtained in the same manner as in Preparation Example 1, except that senyloxy) propane-2,3-diol was used. ^From the integrated value of the ¹ H-NMR signal, the introduction ratio [pmol%: (q-1) mol%: (q-2) mol%] of each siloxane unit was 52.0: 41.1: 6.9. Something was calculated.

With respect to the modified polysiloxane compounds (1) and (2) obtained in the preparation examples, the emulsified region and the gelled region were evaluated.
That is, the modified polysiloxane compounds (1) and (2) as the amphiphilic polymer compound (P), and polydimethylsiloxane (trade name “SH200 Fluid 1.5cs” which is a representative silicone oil as the oil phase component (O). ”, Manufactured by Toray Dow Corning Co., Ltd.), using water as the water phase component, the triangular phase diagram of the amphiphilic polymer compound (P) -oil phase component (O) -water phase component (W) An emulsified area and a gelled area were evaluated. The results are shown in FIG. Figure (1-1) is a triangular phase diagram when the modified polysiloxane compound (1) is used as an amphiphilic polymer compound, and Figure (1-2) is a modified polysiloxane compound as an amphiphilic polymer compound. It is a triangular phase figure at the time of using (2). In the figure, (a) is a gelled region, (b) is a W / O emulsified region, and (c) is an oil + W / O emulsified region.

  In the triangular phase diagram, the wider the gelation region, the higher the degree of freedom in blending in terms of the blending design of the cosmetic composition, and the superior dispersibility of the emulsified state and emulsified particles and powder. In general, glyceryl ether-modified polysiloxane compounds are known to have an excellent emulsifying action. However, from Fig. 1-1 and Fig. 1-2, the modified polysiloxane compound (1) has better emulsifying action than the modified polysiloxane compound (2), which is a glyceryl ether-modified polysiloxane compound. And it became clear that it is more useful in cosmetics applications.

Examples (1-1) to (1-3)
The modified polysiloxane compound (1) obtained in Preparation Example 1 (referred to as (1)) was used as the amphiphilic polymer compound (P), and polydimethylsiloxane (trade name “SH200 Fluid 1. 5cs ", manufactured by Toray Dow Corning Co., Ltd.), using pure water as the water phase component, the amphiphilic polymer compound, the oil phase component, and the water phase component (70:10:20), (50: 10:40), (30:10:60) (Amphiphilic polymer compound: oil phase component: aqueous phase component (weight ratio)), and mixed so that the total amount becomes 1.0 g. A composition was prepared.
More specifically, first, an amphiphilic polymer compound was weighed in a 2.0 mL microtube, and an oil phase component was weighed and added thereto, followed by stirring using a spatula until uniform. Thereafter, the aqueous phase component was added little by little to a predetermined blending amount while continuing stirring. The stirring time was 30 minutes in all steps.

Comparative Examples (1-1) to (1-3), (2-1) to (2-3), (3-1) to (3-3)
As the amphiphilic polymer compound (P), the modified polysiloxane compound (2) obtained in Preparation Example 2 (referred to as (2)) instead of the modified polysiloxane compound (1) obtained in Preparation Example 1, Glyceryl ether-modified silicone (trade name “Penetor SI-U”, manufactured by Kao Corporation: GE), or polyether-modified silicone (trade name “KF-6015”, manufactured by Shin-Etsu Chemical Co., Ltd .: PE) ) Was used in the same manner as in Example 1 except that a gel composition was obtained.

About the obtained gel-like composition, skin adhesiveness was evaluated by the following method.
Using a skin model made by wetting pork leather for handicraft with water, weigh out 0.05g of each gel composition and apply it to the sample application surface of pork leather for handicraft. One piece of pork leather for handicrafts was piled up, and a 2 kg weight was put on it for 1 minute, followed by a peel test (see FIG. 2).
The attachment surface portions of two pieces of pig skin leather for handicrafts were clamped and fixed with a digital force gauge clip, and the peeling stress was measured at a peeling speed of 50 mm / min. The results are shown in FIG.
In the peel test, referring to [6] T-peel peel of Japanese Industrial Standard (JIS), the peeling stress when peeling the adhesive layer in the 180 ° direction was measured with a digital force gauge (trade name “ZP-5N”). ”, Manufactured by Imada Co., Ltd.).

Pig skin is similar in chemical composition to human skin, and the absorption mechanism by pig skin is considered to be close to that of human skin ("Cosmetic Handbook" Shigeru Sekine, Chuo Printing Co., Ltd., 2006 ) Adhesion to wet pork leather surface for handicraft can be an indicator of adhesion to human skin.
FIG. 3 shows that the gel composition using the modified polysiloxane compound (1) as the amphiphilic polymer compound (P) has a modified polysiloxane compound (2), glyceryl ether-modified silicone ( GE), or the gelled composition using the polyether-modified silicone (PE) exceeds the peel strength, so that the emulsified cosmetic composition of the present invention containing the modified polysiloxane compound (A) is used for the skin. It is clear that the adhesion is excellent.

Example 2
Modified polysiloxane compound (1) as the amphiphilic polymer compound (P), polydimethylsiloxane (trade name “SH200 Fluid 1.5cs”, manufactured by Toray Dow Corning Co., Ltd.) as the oil phase component, and water phase component As a gel composition obtained by mixing pure water at a ratio of 50:10:40 (amphiphilic polymer compound: oil phase component: water phase component (weight ratio)), 2% by weight of treated titanium oxide (aqueous alumina surface-treated titanium oxide, average primary particle size 250 nm, trade name “CR-50”, manufactured by Ishihara Sangyo Co., Ltd.) is mixed to obtain a powder-dispersed gel composition It was.

Comparative Examples 4-5
A powder-dispersed gel composition was obtained in the same manner as in Example 2 except that GE or PE was used instead of the modified polysiloxane compound (1).

0.01 g of the obtained powder-dispersed gel composition was applied to a wet pork leather for handicraft (see FIG. 4), and naturally dried in an environment of 25 ° C. and 50% RH for 10 minutes. Then, it was washed in pure water at 25 ° C. or 1% saline at 25 ° C. assuming contact with sweat and stirred for 10 minutes using a magnetic stirrer (rotation speed: 300 rpm).
The pork skin leather for handicrafts was taken out from the water, naturally dried in an environment of 25 ° C. and 50% RH for 20 minutes, wrapped in wrap, and the image was scanned with a printer. The gel area remaining after washing was determined by image processing (binarization) of the photograph (see Masafumi Shibata et al., J. Soc. Cosmet. Chem. Jpn. Vol. 37, 100-230 (2003)). That is, the pixel threshold value is set so that the surface on which the powder-dispersed gel-like composition is applied can be read, and the number of pixels on the powder-dispersed gel-like composition adhering surface remaining on the surface of the porcelain leather for handicrafts after washing Was measured, and the gel area remaining after washing was calculated from the following formula to evaluate the skin adhesion of the powder-dispersed gel composition. The results are shown in FIG.
Gel area remaining after washing (%) = “number of pixels of gel area remaining after washing” / “number of pixels on gel application surface” × 100

  From FIG. 5, the powder-dispersed gel composition using the modified polysiloxane compound (1) as the amphiphilic polymer compound (P) had a larger gel area than those using GE or PE. Therefore, the powder-dispersed gel composition using the modified polysiloxane compound (1) is more applied to the skin than the powder-dispersed gel composition using the conventional amphiphilic polymer compound. It is clear that adhesion retention is high when contacted with water or sweat.

Example 3
Modified polysiloxane compound (1) as the amphiphilic polymer compound (P), polydimethylsiloxane (trade name “SH200 Fluid 1.5cs”, manufactured by Toray Dow Corning Co., Ltd.) as the oil phase component, and water phase component Pure water was mixed at a ratio of 30:40:30 (amphiphilic polymer compound: oil phase component: water phase component (weight ratio)) to obtain a milky composition.

Comparative Examples 6-7
A milky composition was obtained in the same manner as in Example 3 except that GE or PE was used instead of the modified polysiloxane compound (1).

  The obtained milky composition is 5 to 40 ° C, 1 cycle per day (that is, the milky composition placed in a sample bottle is put in a thermostatic bath, and the set temperature of the thermostatic bath is set to 5 ° C-40 ° C every 12 hours. Stored for 1 week under temperature-controlled conditions (switched between 5 ° C and 40 ° C), and the size and uniformity of the emulsified particles before and after storage were measured with an optical microscope (trade name "Nikon ECLIPSE 50i", magnification 40 times, Nikon Corporation) And manufactured). The results are shown in Table 1 below.

  From Table 1, it is clear that the milky composition using the modified polysiloxane compound (1) as the amphiphilic polymer compound (P) has higher stability in the emulsified state than that using the conventional GE or PE. It is.

Example 4
Modified polysiloxane compound (1) as the amphiphilic polymer compound (P), polydimethylsiloxane (trade name “SH200 Fluid 1.5cs”, manufactured by Toray Dow Corning Co., Ltd.) as the oil phase component, and water phase component Pure water is mixed at a ratio of 20:35:45 (amphiphilic polymer compound: oil phase component: water phase component (weight ratio)) to obtain a milky composition, and the resulting milky composition is Further, 2% by weight of surface-untreated titanium oxide (trade name “MT-500B”, average primary particle size 35 nm, manufactured by Teika Co., Ltd.) was blended to obtain a powder-dispersed milky composition.

Comparative Examples 8-9
A powder-dispersed milky composition was obtained in the same manner as in Example 4 except that GE or PE was used instead of the modified polysiloxane compound (1).

  The obtained powder-dispersed milky composition was stored for 1 week under temperature control conditions of 5 to 40 ° C., 1 cycle per day (same as above), and the size and uniformity of emulsified particles before and after storage were measured with an optical microscope. (Same as above). The results are shown in Table 2 below.

  From Table 2, the powder-dispersed milky composition using GE or PE as the amphiphilic polymer compound (P) showed agglomeration of the powder over time, but the modified polysiloxane compound (1) was used. In the powder, the dispersion state was well maintained and no aggregation was observed. Therefore, it is apparent that the powder-dispersed milky composition using the modified polysiloxane compound (1) can maintain the powder dispersibility more stably than those using conventional GE or PE.

Example 5
A milky composition was prepared according to the formulation (unit: parts by weight) described in Table 3 below.
More specifically, dipropylene glycol and purified water were mixed to prepare an aqueous phase component.
In a 50 mL centrifuge tube, tri (behenic acid / isostearic acid / eicosanedioic acid) glycerel as an oil phase component and neopentyl glycol dicaprate are heated and mixed, and the remaining oil phase component [cyclopentasiloxane, dimethicone 20cs (dimethyl) Polysiloxane, trade name “SH200C 20cs” manufactured by Toray Dow Corning Co., Ltd.)] and modified polysiloxane compound (1) as an amphiphilic polymer compound (P) are added, and three-one motor (produced by Iwaki Co., Ltd.) The aqueous phase component prepared in advance was gradually added over 30 minutes.
On the tile, cyclopentasiloxane was added little by little to surface untreated titanium oxide (trade name “MT-500B”, average primary particle size 35 nm, manufactured by Teika Co., Ltd.), kneaded well, and tube drive ( 6000 prm, 10 minutes), and after sufficient mixing, add to the centrifuge tube containing the amphiphilic polymer compound, oil phase component, and water phase component, and then use a homogenizer (manufactured by ASONE) for 10 minutes. The mixture was thoroughly stirred and mixed, and finally defoamed with a vacuum dryer to obtain a milky composition (1).

Comparative Examples 10-11
Milky compositions (2) and (3) were obtained in the same manner as in Example 5 except that GE or PE was used instead of the modified polysiloxane compound (1).

  The obtained milky composition was stored at 5 to 40 ° C. for 1 week under the temperature control conditions of 1 cycle per day (same as above), and the size and uniformity of the emulsified particles before and after storage were measured with an optical microscope (as described above). The same). The results are shown in Table 3 below.

Example 6 and Comparative Examples 12-13
According to the prescription (unit: parts by weight) described in Table 4 below, each component is weighed so that the total amount becomes 10 g, stirred and mixed at room temperature, and further stirred and mixed using a homogenizer (manufactured by ASONE) for 10 minutes. Finally, defoaming was performed with a vacuum dryer to obtain a milky composition.

ジメチコン６ｃｓ：ジメチルポリシロキサン、商品名「ＳＨ２００Ｃ ６ｃｓ」、東レ・ダウコーニング（株）製）
ユビナール：パラメトキシケイ皮酸２−エチルヘキシル、商品名「ユビナールＭＣ８０」、ＢＡＳＦジャパン社製
酸化チタン：表面未処理酸化チタン、商品名「ＭＴ−５００Ｂ」、平均一次粒子径３５ｎｍ、テイカ（株）製

Dimethicone 6cs: dimethylpolysiloxane, trade name “SH200C 6cs”, manufactured by Toray Dow Corning Co., Ltd.)
Ubinal: 2-Methylhexyl paramethoxycinnamate, trade name “Ubinal MC80”, manufactured by BASF Japan Titanium oxide: surface untreated titanium oxide, trade name “MT-500B”, average primary particle size 35 nm, manufactured by Teika Co., Ltd.

About the obtained milky composition, moisture retention was evaluated by the following method.
That is, 0.01 g of the obtained milky composition was applied to a range of 2.0 cm × 2.0 cm of wet pork leather for handicrafts at room temperature, immediately after applying and infiltrating, and after applying the milky composition Measure the moisture transpiration of pork leather for handicraft after leaving for 10 minutes at 25 ° C and 50% RH using a moisture checker (trade name “MY-8085”, manufactured by SCARA). The residual moisture rate was calculated with In addition, the moisture residual rate of the wet pig leather for handicrafts which did not apply | coat anything was made into the reference. The results are shown in FIG.
Moisture residual rate (%) = (moisture transpiration of pork leather for handicraft left for 10 minutes / moisture transpiration of pork leather for handicraft immediately after infiltration) × 100

  From FIG. 6, it is clear that the milky composition using the modified polysiloxane compound (1) as the amphiphilic polymer compound (P) has the highest water remaining amount, and therefore does not release moisture and has a high moisturizing effect. is there.

  As shown in the above examples, the composition for emulsified cosmetics of the present invention containing the modified polysiloxane compound (A) is excellent in emulsion stability, powder dispersion stability, skin adhesion, and moisture retention, It is clear that these performances can be suitably used for emulsified cosmetics, which is an important factor affecting the feeling of use of the product.

1 Sample application surface 2 Attachment surface 3 Wet pig leather for handicraft

Claims (3)

A composition for emulsified cosmetics comprising a modified polysiloxane compound (A) represented by the following formula (1), an oil phase component (B), an aqueous phase component (C), and a powder (D) in the following range.
(A): 1 to 40% by weight of the total amount of the composition
(B): 1 to 80% by weight of the total amount of the composition
(C): 1 to 90% by weight of the total amount of the composition
(D): 0.1 to 80% by weight of the total amount of the composition

[Wherein, R ^{1 to} R ⁹ are the same or different and are each a linear alkyl group having 1 to 20 carbon atoms, a branched alkyl group having 3 to 6 carbon atoms, and a cyclic alkyl group having 3 to 6 carbon atoms. The hydrocarbon group selected from these is shown. p and q each represent an average value of the number of siloxane units shown in parentheses, p is a number of 1 or more, and q is a number of 2 or more. A represents a group selected from a group represented by the following formula (2), a group represented by the following formula (3), and a hydrogen atom. However, the modified polysiloxane compound (A) has at least a siloxane unit in which A is a group represented by the following formula (2) and a siloxane unit in which A is a group represented by the following formula (3). Yes]

(In Formula (2), R ¹⁰ represents a single bond or a linear or branched alkylene group having 1 to 17 carbon atoms. In Formula (3), R ¹¹ represents a single bond or 1 to 17 carbon atoms. Wherein R ¹² represents a hydrogen atom or a linear, branched or cyclic alkyl group having 1 to 6 carbon atoms, wherein formulas (2) and (3) The left end of) is bonded to the silicon atom)   The oil phase component (B) contains at least one compound selected from the group consisting of silicone oil, high polarity oil, low polarity oil, higher fatty acid, fat-soluble vitamin, and oil-soluble thickener, and an aqueous phase component The composition for emulsified cosmetics according to claim 1, comprising water as (C) and pigments and / or UV protection agents as powder (D).   Emulsifying cosmetics include cream, emulsion, sun cream, sun cream, shaving cream, lotion, sun lotion, sunscreen lotion, shaving lotion, beauty liquid, lipstick, lip gloss, gel, cleansing gel, moisture gel, The composition for emulsified cosmetics according to claim 1 or 2, which is at least one selected from the group consisting of a pack, an emulsified foundation, an emulsified eye shadow, a nail treatment, a shampoo, a rinse, and a hair treatment.

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