JP2011026485A - Organopolysiloxane having amide group and hydroxy group, and cosmetic containing the same - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide an organopolysiloxane excellent in affinity with and adhesion to the human skin without feeling sticky, and a cosmetic containing the organopolysiloxane. <P>SOLUTION: This organopolysiloxane is represented by formula (1) (where R<SP>1</SP>s are independently a group selected from a 1-30C alkyl group, a 1-30C fluorinated alkyl group, a 6-30C aryl group, and a 6-30C aralkyl group; R<SP>2</SP>is a reaction product of allylsuccinic anhydride and further, is a reaction product with 2-amino-1,3-propanediol; and A is a reaction product of a polydialkylsiloxane). <P>COPYRIGHT: (C)2011,JPO&INPIT

Description

  The present invention relates to an organopolysiloxane having an amide group and a hydroxyl group, and more specifically, an organopolysiloxane having two hydroxyl groups bonded to a nitrogen atom of an amide group via a linking group and having excellent affinity for skin. And a cosmetic containing the same.

  Silicone oils such as dimethylpolysiloxane are frequently used in cosmetics because they have characteristics such as light touch, excellent water repellency, and high safety. However, there is a problem in touch, such as poor familiarity with the skin and giving the skin a squeaky feeling.

  In order to improve such poor touch peculiar to silicone, a hydrophilic group is introduced into silicone. For example, various glycerin-modified silicones are known (for example, Patent Document 1). By including a glycerin-modified residue, the squeaky feeling is improved. However, the glycerin-based oil agent gave a unique stickiness and was not satisfactory in terms of the durability of the cosmetic film.

下記式で表される基を有するシリコーン（特許文献３）、

（上式で、Ｘは−Ｏ−又は−ＮＨ−、Ｍは水素原子、金属、アンモニウム等）
及び、カルボキシル基を有するポリシロキサンの該カルボキシル基の５０％を、２−アミノ−２−メチル−１−プロパノール、エタノールアミン、モルフォリン、トリエタノールアミンでアミド化したものが知られている（特許文献４）。これらのものは、洗浄用等の水性組成物用の界面活性剤としては有用であるが、皮膚に塗布した際の感触の点については必ずしも満足の行くものではない。 Silicones having an amide group introduced as a hydrophilic group are also known. For example, silicone having a group represented by the following formula (Patent Document 2),

Silicone having a group represented by the following formula (Patent Document 3),

(Wherein X is —O— or —NH—, M is a hydrogen atom, metal, ammonium, etc.)
Further, a product obtained by amidating 50% of the carboxyl group of the polysiloxane having a carboxyl group with 2-amino-2-methyl-1-propanol, ethanolamine, morpholine, triethanolamine is known (patent) Reference 4). These are useful as surfactants for aqueous compositions such as for washing, but are not always satisfactory in terms of feel when applied to the skin.

JP-A-9-071504 Japanese National Patent Publication No. 11-504665 JP 2002-114849 A U.S. Patent No. 6007801

  Therefore, an object of the present invention is to provide an organopolysiloxane excellent in affinity and adhesion to the skin without giving a sticky feeling, and a cosmetic containing the organopolysiloxane.

[式（１）中、Ｒ^１は、互いに独立に、Ｃ_１−３０アルキル基、Ｃ_１−３０フッ素置換アルキル基、Ｃ_６−３０アリール基、及びＣ_６−３０アラルキル基から選ばれる基であり、
Ｒ^２は、互いに独立に、下記式（３）で示される基、

及び下記式（４）で示される基から選ばれる基であり、

（式（３）及び（４）において、Ｒ^４及びＲ^５は共にＣ_１−１２モノヒドロキシアルキル基であるか、又は、Ｒ^４はＣ_１−１２ジヒドロキシアルキル基であり且つＲ^５は水素原子もしくはＣ_１−１２アルキル基であり、
Ｒ^６は水素原子、アルカリ金属原子、アンモニウムイオン又はアルキルアンモニムイオンであり、
ｇは２〜２０の整数である）
Ａは下記式（５）で示される基であり、

（式（５）において、Ｒ^１は上述のとおりであり、ｋは１〜５の整数、ｈは０〜５００の整数である）
ａ及びｂは、０〜３の整数であり、
ｃは０〜１００の整数、但し、１≦ａ＋ｂ＋ｃであり、
ｄは０〜２，０００の整数であり、
ｅは０〜５００の整数であり、
ｆは０〜５００の整数である］ That is, the present invention is an organopolysiloxane represented by the following formula (1).

[In Formula (1), R ¹ is a group independently selected from a C _1-30 alkyl group, a C _1-30 fluorine-substituted alkyl group, a C _6-30 aryl group, and a C _6-30 aralkyl group. Yes,
R ² is independently of each other a group represented by the following formula (3):

And a group selected from the groups represented by the following formula (4):

(In the formulas (3) and (4), R ⁴ and R ⁵ are both C _1-12 monohydroxyalkyl groups, or R ⁴ is a C _1-12 dihydroxyalkyl group and R ⁵ is a hydrogen atom. Or a C _1-12 alkyl group,
R ⁶ is a hydrogen atom, an alkali metal atom, an ammonium ion or an alkylammonium ion,
g is an integer of 2 to 20)
A is a group represented by the following formula (5),

(In formula (5), ^{R 1} is as defined above, k is an integer of from 1 to 5, h is an integer of 0 to 500)
a and b are integers of 0 to 3,
c is an integer of 0 to 100, provided that 1 ≦ a + b + c,
d is an integer of 0 to 2,000,
e is an integer from 0 to 500;
f is an integer of 0 to 500]

  The organopolysiloxane of the present invention has two monohydroxyalkyl groups bonded to a nitrogen atom, or a dihydroxyalkyl group, has no stickiness like polyglycerin-modified silicone, and has excellent adhesion to the skin. Good cosmetics can be constructed.

Regarding the above formula (1) and R ¹ , _examples of the C _1-30 alkyl group include a methyl group, an ethyl group, a propyl group, a butyl group, a pentyl group, a hexyl group, a heptyl group, an octyl group, a nonyl group, and a decyl group. Examples thereof include cycloalkyl groups such as an alkyl group, a cyclopentyl group, and a cyclohexyl group. _{Examples of the} C _1-30 fluorine-substituted alkyl group include a trifluoropropyl group and a heptadecafluorodecyl group. Examples of the C _6-30 aryl group include a phenyl group and a tolyl group, a C _6-30 aralkyl group, a benzyl group, and a phenethyl group. Etc.

R ¹ may be a group represented by the following formula (i).

_{-C m H 2m -O- (C 2} H 4 O) i (C 3 H 6 O) j R 3 (i)

In the formula (i), R ³ is a hydrogen atom, a C _1-30 aliphatic hydrocarbon group or an organic group represented by R ⁷ — (CO) —, wherein R ⁷ is a hydrogen atom, or a C _1-30 It is an aliphatic hydrocarbon group, m is an integer of 0 to 15, preferably 0 to 5, and i is an integer of 0 to 50, preferably 0 to 20. j is an integer of 0-50, preferably 0-20.

Examples of the C _1-30 aliphatic hydrocarbon group include alkyl groups such as a methyl group, an ethyl group, a butyl group, a lauryl group, a cetyl group, and a stearyl group, and cycloalkyl groups such as a cyclopentyl group and a cyclohexyl group. A methyl group and an ethyl group are preferable.

In the formula (i), for example, when m = 0, i = 0, j = 0, it is represented by —OR ³ , a C _1-30 alkoxy group, for example, a lower alkoxy group such as a butoxy group, an oleoxy group, Examples include higher alkoxy groups such as stearoxy groups. In this case, it can be used for applications utilizing the hydrolyzability of —OR ³ . When R ³ is R ⁷ — (CO) —, it is represented by —O— (CO) —R ⁷ , and examples include acid residues such as acetic acid, lactic acid, butyric acid, oleic acid, stearic acid, and behenylic acid. .

In the formula (i), when 1 ≦ m, i = 0, and j = 0, it is represented by —C _m H _2m —O—R ³ , and examples thereof include an alkyloxyethyl group and an alkyloxypropyl group. m is preferably 3, 5, or 11, and examples thereof include a stearyloxypropyl group, a behenyloxypentyl group, and an oleyloxyundecyl group. When i or j is not 0, it becomes a polyoxyalkyleneoxyalkyl group. M is preferably 3 to 11 in terms of less oily odor.

Preferably, R ¹ is a C _1-15 alkyl group or a phenyl group, and more preferably selected from a methyl group and a butyl group. Furthermore, 50% or more of R ¹ is preferably a methyl group, and most preferably 70% or more of R ¹ is a methyl group.

及び下記式（４）で示される基から選ばれる基である。

R ² is independently of each other a group represented by the following formula (3):

And a group selected from the group represented by the following formula (4).

In the formulas (3) and (4), R ⁴ and R ⁵ are both C _1-12 monohydroxyalkyl groups, or R ⁴ is a C _1-12 dihydroxyalkyl group and R ⁵ is a hydrogen atom or C _{1-1 12} alkyl groups. As described above, the organopolysiloxane of the present invention is similar to ceramide that exists in the skin in that it has two hydroxyl groups in the vicinity of the amide bond. This is considered to improve the skin adhesion.

Examples of the C _1-12 monohydroxyalkyl group include a methylol group, an ethylol group, a hydroxypropyl group, a hydroxybutyl group, a hydroxyhexyl group, a hydroxycyclohexyl group, and a hydroxylauryl group. In these groups, the position of the hydroxy group may be any, but is preferably a terminal. R ⁴ and R ⁵ may be the same or different.

Examples of the C _1-12 dihydroxyalkyl group include a 1,3-propanediol-2-yl group, a 1,2-propanediol-3-yl group, and a 1,4-butanediol-2-yl group.

_{Examples of the} C _1-12 alkyl group include a methyl group, an ethyl group, a hexyl group, and a lauryl group.

Preferably, R ⁴ and R ⁵ are both methylol groups, or R ⁴ is a 1,3-propanediol-2-yl group or a 1,2-propanediol-3-yl group, and R ⁵ is a hydrogen atom. .

R ⁶ is a cationic group, and is a hydrogen atom, an alkali metal atom such as lithium, sodium, or potassium, an ammonium ion, an alkylammonium ion, or the like. Preferably, R ⁶ is a hydrogen atom, sodium, or potassium atom, more preferably a hydrogen atom. g is an integer of 2 to 20, preferably 2 to 10.

式（５）において、Ｒ^１は上述のとおりであり、ｋは１〜５、好ましくは２〜４、の整数であり、ｈは０〜５００、好ましくは３〜１００、より好ましくは３〜６０、の整数である。 A is a group represented by the following formula (5).

In the formula (5), R ¹ is as described above, k is an integer of 1 to 5, preferably 2 to 4, and h is 0 to 500, preferably 3 to 100, more preferably 3 to 60. , Is an integer.

  In formula (1), a and b are integers of 0 to 3, c is an integer of 0 to 100, preferably 0 to 50, provided that a + b + c is 1 or more, preferably an integer of 1 to 30. Organopolysiloxane having a + b + c exceeding 100 has a high viscosity and is difficult to handle.

  d is an integer of 0 to 2,000, preferably 0 to 500, e is an integer of 0 to 500, preferably 0 to 100, and f is an integer of 0 to 500, preferably 0 to 100.

  The number average molecular weight in terms of polystyrene measured by GPC of the organopolysiloxane is preferably 300 to 300,000, more preferably 500 to 100,000. In particular, 500 to 10,000, particularly 500 to 5,000 is preferred for use as a powder dispersant.

式（２）において、Ｒ^１、Ｒ^２については上述のとおりであり、ｄは０〜２００の整数、好ましくは０〜１００、より好ましくは２０〜８０、最も好ましくは１０〜５０の整数である。 Preferably, the organopolysiloxane of the present invention is represented by the following formula (2).

In the formula (2), R ¹ and R ² are as described above, and d is an integer of 0 to 200, preferably 0 to 100, more preferably 20 to 80, and most preferably 10 to 50. .

（式（９）中ｇは上述のとおりである）
（工程２）（工程１）で合成された酸無水物基含有オルガノポリシロキサンと第１級又は第２級のアミノ化合物と反応させて、酸無水物基を開環させる。さらに、工程２で得られたカルボン酸を水酸化ナトリウム、アンモニア水等と反応させることによって、Ｒ^６がアルカリ金属原子、アンモニウムイオンであるものを得ることができる。 The organopolysiloxane of the present invention can be synthesized by the following method.
(Step 1) An organohydrogenpolysiloxane and a compound represented by the following formula (9) are subjected to an addition reaction in the presence of a platinum catalyst or a rhodium catalyst to synthesize an acid anhydride group-containing organopolysiloxane.

(In formula (9), g is as described above.)
(Step 2) The acid anhydride group-containing organopolysiloxane synthesized in (Step 1) is reacted with a primary or secondary amino compound to open the acid anhydride group. Furthermore, by reacting the carboxylic acid obtained in step 2 with sodium hydroxide, aqueous ammonia, or the like, a compound in which R ⁶ is an alkali metal atom or an ammonium ion can be obtained.

Examples of the compound represented by the formula (9) include succinic anhydride derivatives such as vinyl succinic anhydride, allyl succinic anhydride, hexenyl succinic anhydride, and preferably allyl succinic anhydride is used.

（式（７）、（８）において、Ｒ^１、Ｒ^３、ｍ、ｉ、ｊ、ｋ、ｈは上記のとおりである）
上記式（９）の化合物と共に、付加反応に付する。 When the organopolysiloxane of the present invention has R ¹ represented by the above formula (i), in step 1, the following formula (7):
_{C m H (2m-1)} -O- (C 2 H 4 O) i (C 3 H 6 O) j -R 3 (7)
The compound having an unsaturated group and a polyoxyalkylene group represented by the above is subjected to an addition reaction together with the compound of the above formula (9). Further, when the organopolysiloxane has a group of the formula (5), a silicone compound having an unsaturated group represented by the following formula (8):

(In the formulas (7) and (8), R ¹ , R ³ , m, i, j, k, and h are as described above.)
Together with the compound of the above formula (9), it is subjected to an addition reaction.

  In step 1, the total reaction ratio of the organohydrogenpolysiloxane and the unsaturated group-containing compound represented by the above formulas (7), (8), and (9) is 0.2 in terms of the molar ratio of SiH groups to unsaturated groups. 5 to 2.0, preferably 0.8 to 1.2.

  The addition reaction is desirably performed in the presence of a platinum catalyst or a rhodium catalyst. For example, chloroplatinic acid, alcohol-modified chloroplatinic acid, chloroplatinic acid-vinylsiloxane complex and the like are preferably used. In addition, although the usage-amount of a catalyst may be an amount effective as a catalyst, it is 50 ppm or less, preferably 20 ppm or less in terms of platinum or rhodium.

  The above addition reaction may be carried out in an organic solvent as necessary. Examples of the organic solvent include aromatic hydrocarbons such as toluene and xylene, aliphatic or alicyclic such as n-pentane, n-hexane and cyclohexane. Formula hydrocarbons, halogenated hydrocarbons such as dichloromethane, chloroform and carbon tetrachloride, ethers such as tetrahydrofuran and dioxane, and ketones such as acetone and methyl ethyl ketone. Preferably, no solvent is used, or a hydrocarbon solvent or an ether solvent is used.

  The addition reaction conditions are not particularly limited, but when a solvent is used, the reaction is preferably performed for 1 to 10 hours under reflux.

Examples of the primary or secondary amino compound used in Step 2 include 2-aminoethanol, 2-aminopropanol, 3-aminopropanol, 6-aminohexanol, 5-aminohexanol, 2-aminocyclohexanol, 12 -Aminolauryl alcohol, 2-amino-1,3-propanediol, 3-amino-1,2-propanediol, 2-amino-1,4-butanediol, 2-amino-1,3-butanediol, etc. And secondary amino alcohol compounds such as diethanolamine, dipropanolamine, N-ethylethanolamine, N-hexylethanolamine, and N-laurylethanolamine. Of these, 2-amino-1,3-propanediol, 3-amino-1,2-propanediol, and diethanolamine are preferable.

The ring-opening reaction proceeds easily even without a catalyst, but an inorganic salt such as potassium acetate or sodium acetate may be used as a catalyst. Moreover, you may perform in a solvent as needed, As an organic solvent, for example, aromatic hydrocarbons, such as toluene and xylene, aliphatic or alicyclic hydrocarbons, such as n-pentane, n-hexane, and cyclohexane, Examples thereof include halogenated hydrocarbons such as dichloromethane, chloroform and carbon tetrachloride, ethers such as tetrahydrofuran and dioxane, and ketones such as acetone and methyl ethyl ketone, but preferably no solvent, a hydrocarbon solvent or an ether solvent is used.

  Although the silicone compound of this invention can be used for various uses, it is suitable as a raw material of all the cosmetics used especially for skin and hair. In this case, the range of 0.1-40 mass parts of the whole cosmetics is suitable for the compounding quantity of the silicone compound of said Formula (1).

In the cosmetic of the present invention, one or more oil agents can be blended depending on the purpose. Solid, semi-solid, and liquid oils can be used as long as they are used in ordinary cosmetics. For example, natural animal and vegetable oils and semi-synthetic oils, hydrocarbon oils, higher alcohols, ester oils. Conventional silicone oils and fluorine-based oils can be used.

Examples of natural animal and vegetable oils and semi-synthetic oils and fats include avocado oil, linseed oil, almond oil, ibotarou, eno oil, olive oil, cacao butter, kapok wax, kaya oil, carnauba wax, liver oil, candelilla wax, refined candelilla wax, beef tallow , Beef leg fat, beef bone fat, hydrogenated beef tallow, kyounin oil, whale wax, hydrogenated oil, wheat germ oil, sesame oil, rice germ oil, rice bran oil, sugarcane wax, sasanqua oil, safflower oil, shea butter, cinnagar oil, Cinnamon oil, jojoba wax, squalane, squalene, shellac wax, turtle oil, soybean oil, tea seed oil, camellia oil, evening primrose oil, corn oil, lard, rapeseed oil, Japanese kiri oil, nukarou, germ oil, horse fat, persic Oil, palm oil, palm kernel oil, castor oil, hydrogenated castor oil, castor oil fatty acid methyl ester, sunflower oil, Walnut oil, Bayberry wax, Jojoba oil, Macadamia nut oil, Beeswax, Mink oil, Meadow foam oil, Cottonseed oil, Cotton wax, Mole, Owl kernel oil, Montan wax, Palm oil, Hardened palm oil, Tri-coconut oil Fatty acid glyceride, Sheep fat, Peanut oil Lanolin, liquid lanolin, reduced lanolin, lanolin alcohol, hard lanolin, lanolin acetate, lanolin acetate alcohol, lanolin fatty acid isopropyl, POE lanolin alcohol ether, POE lanolin alcohol acetate, lanolin fatty acid polyethylene glycol, POE hydrogenated lanolin alcohol ether, egg yolk oil Etc. However, POE means polyoxyethylene.

Examples of the hydrocarbon oil include linear, branched, and volatile hydrocarbon oils. Specifically, ozokerite, α-olefin oligomer, light isoparaffin, isododecane, isohexadecane, light liquid isoparaffin, squalane. , Synthetic squalane, vegetable squalane, squalene, ceresin, paraffin, paraffin wax, polyethylene wax, polyethylene / polypropylene wax, (ethylene / propylene / styrene) copolymer, (butylene / propylene / styrene) copolymer, liquid paraffin, liquid isoparaffin, pristane , Polyisobutylene, hydrogenated polyisobutene, microcrystalline wax, petrolatum, etc .; higher fatty acids include lauric acid, myristic acid, palmitic acid, stearic acid, behenic acid, Ndeshiren acid, oleic acid, linoleic acid, linolenic acid, arachidonic acid, eicosapentaenoic acid (EPA), docosahexaenoic acid (DHA), isostearic acid, 12-hydroxystearic acid.

As higher alcohols, lauryl alcohol, myristyl alcohol, palmityl alcohol, stearyl alcohol, behenyl alcohol, hexadecyl alcohol, oleyl alcohol, isostearyl alcohol, hexyl decanol, octyldodecanol, cetostearyl alcohol, 2-decyltetradecinol, Examples include cholesterol, phytosterol, POE cholesterol ether, monostearyl glycerin ether (batyl alcohol), monooleyl glyceryl ether (ceracyl alcohol), and the like.

Ester oils include diisobutyl adipate, 2-hexyldecyl adipate, di-2-heptylundecyl adipate, N-alkyl glycol monoisostearate, isocetyl isostearate, trimethylolpropane triisostearate, di-2-ethyl Ethylene glycol hexanoate, cetyl 2-ethylhexanoate, trimethylolpropane tri-2-ethylhexanoate, pentaerythritol tetra-2-ethylhexanoate, cetyl octanoate, octyldodecyl gum ester, oleyl oleate, octyldodecyl oleate Decyl oleate, neopentyl glycol dioctanoate, neopentyl glycol dicaprate, triethyl citrate, 2-ethylhexyl succinate, amyl acetate, ethyl acetate, butyrate , Isocetyl stearate, butyl stearate, diisopropyl sebacate, di-2-ethylhexyl sebacate, cetyl lactate, myristyl lactate, isononyl isononanoate, isotridecyl isononanoate, isopropyl palmitate, 2-ethylhexyl palmitate, 2-hexyl palmitate Decyl, 2-heptylundecyl palmitate, cholesteryl 12-hydroxystearylate, dipentaerythritol fatty acid ester, isopropyl myristate, octyldodecyl myristate, 2-hexyldecyl myristate, myristyl myristate, hexyldecyl dimethyloctanoate, laurin Acid ethyl, hexyl laurate, N-lauroyl-L-glutamic acid-2-octyldodecyl ester, lauroyl sarcosine iso Lopyl ester, diisostearyl malate, etc .; As glyceride oil, acetoglyceryl, glyceryl triisooctanoate, glyceryl triisostearate, glyceryl triisopalmitate, glyceryl tribehenate, glyceryl monostearate, glyceryl di-2-heptylundecanoate Glyceryl trimyristate, and diglyceryl myristate isostearate.

Silicone oils include dimethylpolysiloxane, tristrimethylsiloxymethylsilane, caprylylmethicone, phenyltrimethicone, tetrakistrimethylsiloxysilane, methylphenylpolysiloxane, methylhexylpolysiloxane, methylhydrogenpolysiloxane, dimethylsiloxane / methylphenylsiloxane Low to high viscosity linear or branched organopolysiloxanes such as copolymers, octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, dodecamethylcyclohexasiloxane, tetramethyltetrahydrogencyclotetrasiloxane, tetramethyl Cyclic organopolysiloxanes such as tetraphenylcyclotetrasiloxane, amino-modified organopolysiloxanes, pyrrolidone-modified resins Silicone rubbers such as ganopolysiloxane, pyrrolidone carboxylic acid modified organopolysiloxane, high degree of polymerization gum-like dimethylpolysiloxane, gum-like amino-modified organopolysiloxane, gum-like dimethylsiloxane / methylphenylsiloxane copolymer, and silicone gum Cyclic organopolysiloxane solution of rubber and rubber, trimethylsiloxysilicic acid, cyclic siloxane solution of trimethylsiloxysilicic acid, higher alkoxy modified silicone such as stearoxy silicone, higher fatty acid modified silicone, alkyl modified silicone, long chain alkyl modified silicone, amino acid modified Examples include silicone, fluorine-modified silicone, silicone resin, and dissolved silicone resin.
Examples of the fluorinated oil include perfluoropolyether, perfluorodecalin, and perfluorooctane. The blending amount of these oil agents varies depending on the agent system, but a range of 1 to 98% by mass of the entire cosmetic is suitable.

Water can be blended in the cosmetic of the present invention depending on the purpose. Although the compounding quantity changes with agent systems, the range of 1-95 mass% of the whole cosmetics is suitable.

In the cosmetic of the present invention, one or more of C _2-5 lower alcohol and C _2-10 polyhydric alcohol can be used according to the purpose. Examples of the alcohol include lower alcohols such as ethanol and isopropanol, sugar alcohols such as sorbitol and maltose, sterols such as cholesterol, sitosterol, phytosterol, and lanosterol, butylene glycol, propylene glycol, dibutylene glycol, pentylene glycol, and the like. There are polyhydric alcohols. As a compounding quantity, the range of 0.1-98 mass% of the whole cosmetics is suitable.

In the cosmetic of the present invention, a water-soluble or water-swellable polymer can be used depending on the purpose. Among them, plant polymer, microbial polymer, animal polymer, starch polymer, cellulose polymer, alginic acid polymer, polyoxyethylene polyoxypropylene copolymer polymer, acrylic polymer, And one or more water-soluble thickeners selected from inorganic water-soluble polymers are preferably used. For example, gum arabic, tragacanth, galactan, carob gum, guar gum, caraya gum, carrageenan, pectin, agar, quince seed (malmello), starch (rice, corn, potato, wheat, etc.), alge colloid, trant gum, locust bean gum, etc. Polymers, xanthan gum, dextran, succinoglucan, pullulan and other microbial polymers, collagen, casein, albumin, gelatin and other animal polymers, carboxymethyl starch, methylhydroxypropyl starch and other starch polymers, methylcellulose , Ethylcellulose, methylhydroxypropylcellulose, carboxymethylcellulose, hydroxymethylcellulose, hydroxypropylcellulose, nitrocellulose, cellulose Sodium sulfate, sodium carboxymethyl cellulose, crystalline cellulose, cellulose polymer such as cellulose powder, alginic acid polymers such as sodium alginate and propylene glycol alginate, vinyl polymers such as polyvinyl methyl ether and carboxyvinyl polymer, polyoxyethylene Polymers, polyoxyethylene polyoxypropylene copolymer-based polymers, acrylic polymers such as sodium polyacrylate, polyethyl acrylate, polyacrylamide, acryloyldimethyltaurine salt copolymer, other synthetic water-soluble materials such as polyethyleneimine and cationic polymers Polymer, bentonite, magnesium aluminum silicate, montmorillonite, beidellite, nontronite, saponite, hectorite, anhydrous silica And the like inorganic water-soluble polymers like. As a compounding quantity, the range of 0.1-25 mass% of the whole cosmetics is suitable.

In the cosmetic of the present invention, one or more powders can be used depending on the purpose. As powder, if it is used for normal cosmetics, its shape (spherical, needle-like, plate-like, etc.), particle size (smoke-like, fine particles, pigment grade, etc.), particle structure (porous, Any non-porous) can be used, for example, inorganic powder, organic powder, surfactant metal salt powder, colored pigment, pearl pigment, metal powder pigment, natural dye, etc. Specifically, inorganic powders include titanium oxide, zirconium oxide, zinc oxide, cerium oxide, magnesium oxide, barium sulfate, calcium sulfate, magnesium sulfate, calcium carbonate, magnesium carbonate, talc, mica, kaolin, Sericite, muscovite, synthetic mica, phlogopite, saucite, biotite, lithia mica, silicic acid, anhydrous silicic acid, aluminum silicate, magnesium silicate, magnesium aluminum silicate, Calcium silicate, barium silicate, strontium silicate, metal tungstate, hydroxyapatite, vermiculite, hydrite, bentonite, montmorillonite, hectorite, zeolite, ceramic powder, dicalcium phosphate, alumina, aluminum hydroxide, boron nitride, Boron nitride, silica, etc .; organic powders include polyamide powder, polyester powder, polyethylene powder, polypropylene powder, polystyrene powder, polyurethane, benzoguanamine powder, polymethylbenzoguanamine powder, tetrafluoroethylene powder, polymethylmethacrylate powder, cellulose, silk Powder, nylon powder, 12 nylon, 6 nylon, silicone powder, styrene・ Acrylic acid copolymer, divinylbenzene / styrene copolymer, vinyl resin, urea resin, phenol resin, fluorine resin, silicon resin, acrylic resin, melamine resin, epoxy resin, polycarbonate resin, microcrystalline fiber powder, starch powder Surfactant metal salt powder (metal soap) includes zinc stearate, aluminum stearate, calcium stearate, magnesium stearate, zinc myristate, magnesium myristate, zinc cetyl phosphate, calcium cetyl phosphate, cetyl phosphorus Zinc acid sodium, etc .; Colored pigments include iron oxide, iron hydroxide, iron titanate inorganic red pigments, γ-iron oxide and other inorganic brown pigments, yellow iron oxide, loess and other inorganic yellow pigments, black oxidation Inorganic black pigments such as iron and carbon black, manganese Inorganic purple pigments such as violet and cobalt violet, inorganic green pigments such as chromium hydroxide, chromium oxide, cobalt oxide and cobalt titanate, inorganic blue pigments such as bituminous and ultramarine blue, tar dyes, and natural pigments As a pearlescent pigment, titanium oxide-coated mica, titanium oxide-coated mica, bismuth oxychloride, titanium oxide-coated bismuth oxychloride, titanium oxide coating Talc, fish scale foil, titanium oxide-coated colored mica, etc .; as metal powder pigments, aluminum powder, copper powder, stainless steel, etc .; as tar pigments, red 3, red 104, red 106, red 201, red 202, Red 204, Red 205, Red 220, Red 226, Red 227 Red 228, Red 230, Red 401, Red 505, Yellow 4, Yellow 5, Yellow 202, Yellow 203, Yellow 204, Yellow 401, Blue 1, Blue 2, Blue 201 No., Blue No. 404, Green No. 3, Green No. 201, Green No. 204, Green No. 205, Orange No. 201, Orange No. 203, Orange No. 204, Orange No. 206, Orange No. 207, etc .; , A powder selected from lacaic acid, calsamine, brazirin, crocin and the like.

As long as these powders do not interfere with the effects of the present invention, those obtained by compounding powders and those treated with general oils, silicone oils, fluorine compounds, surfactants, etc. can also be used. Treated with an alkyl group having a hydrogen atom directly bonded to a silicon silyl group or a silicon atom, a linear and / or branched organopolysiloxane having a hydrolyzable silyl group or a hydrogen atom directly bonded to a silicon atom, Linear and / or branched organopolysiloxanes having hydrogen atoms directly bonded to hydrolyzable silyl groups and silicon atoms and co-modified with long-chain alkyl, hydrogen bonded directly to hydrolyzable silyl groups and silicon atoms Linear and / or branched organopolysiloxanes having atoms and co-modified with polyoxyalkylene, hydrogen sources directly bonded to hydrolyzable silyl groups and silicon atoms Can be used silicone copolymer may optionally one, or two or more - acrylic with.

Moreover, as a compounding quantity of powder, the range of 0.1-99 mass% of the whole cosmetics is suitable. In particular, the blending amount in the case of a powdered solid cosmetic is preferably in the range of 80 to 99% by mass of the entire cosmetic.

  In the cosmetic of the present invention, one or more surfactants can be used depending on the purpose. Such surfactants include anionic, cationic, nonionic and amphoteric active agents, but are not particularly limited, and any surfactant can be used as long as it is used in normal cosmetics. Things can also be used.

Examples of anionic surfactants include fatty acid soaps such as sodium stearate and triethanolamine palmitate, alkyl ether carboxylic acids and salts thereof, condensates of amino acids and fatty acids, alkane sulfonates, alkene sulfonates, and fatty acid esters. Sulfonate, fatty acid amide sulfonate, formalin condensation sulfonate, alkyl sulfate, secondary higher alcohol sulfate, alkyl and allyl ether sulfate, fatty acid sulfate, fatty acid alkyl Sulfate ester salt of roll amide, sulfate ester salt such as funnel oil, alkyl phosphate, ether phosphate, alkyl allyl ether phosphate, amide phosphate, N-acyl lactate, N-acyl sarcosine salt, N- Acyl amino acid based activators It is below.

Examples of the cationic surfactant include amine salts such as alkylamine salts, polyamines and amino alcohol fatty acid derivatives, alkyl quaternary ammonium salts, aromatic quaternary ammonium salts, pyridium salts, imidazolium salts and the like.

Nonionic surfactants include sorbitan fatty acid ester, glycerin fatty acid ester, polyglycerin fatty acid ester, propylene glycol fatty acid ester, polyethylene glycol fatty acid ester, sucrose fatty acid ester, methyl glucoside fatty acid ester, alkyl polyglucoside, polyoxyethylene alkyl Ether, polyoxypropylene alkyl ether, polyoxyethylene alkyl phenyl ether, polyoxyethylene fatty acid ester, polyoxyethylene sorbitan fatty acid ester, polyoxyethylene sorbitol fatty acid ester, polyoxyethylene glycerin fatty acid ester, polyoxyethylene propylene glycol fatty acid ester, Polyoxyethylene castor oil, polyoxyethylene hydrogenated castor oil, poly Oxyethylene phytostanol ether, polyoxyethylene phytosterol ether, polyoxyethylene cholestanol ether, polyoxyethylene cholesteryl ether, linear or branched polyoxyalkylene modified organopolysiloxane, linear or branched polyoxyalkylene / alkyl co-modified Examples include organopolysiloxane, linear or branched polyglycerin-modified organopolysiloxane, linear or branched polyglycerin / alkyl co-modified organopolysiloxane, alkanolamide, sugar ether, sugar amide and the like.

Examples of the amphoteric surfactant include betaine, phosphatidylcholine, aminocarboxylate, imidazoline derivative, amidoamine type and the like. Among these surfactants, linear or branched organopolysiloxane having a polyoxyalkylene chain or polyglycerin chain in the molecule, or a long chain alkyl group having 6 to 20 carbon atoms. It is preferable that it is an organopolysiloxane.

In these surfactants, the content of hydrophilic polyoxyalkylene group or polyglycerin residue preferably occupies 10 to 70% by mass in the molecule. A range of 0.1 to 20% by mass, particularly preferably 0.2 to 10% by mass is suitable.

The cosmetic of the present invention may contain a silicone resin selected from acrylic silicone resins and reticulated silicone resins. The acrylic silicone resin is an acrylic / silicone graft or block copolymer. Also, use an acrylic silicone resin containing in the molecule at least one selected from pyrrolidinyl groups, long-chain alkyl groups, polyoxyalkylene groups, and anionic groups such as fluoroalkyl groups and carboxyl groups. You can also.

The reticulated silicone resin is a resin composed of R ¹ ₃ SiO _0.5 unit and SiO ₂ unit, a resin composed of R ¹ ₃ SiO _0.5 unit, R ¹ ₂ SiO unit and SiO ₂ unit, R ¹ ₃ SiO _0.5 unit and R 2 Resin composed of ¹ SiO _1.5 unit, Resin composed of R ¹ ₃ SiO _0.5 unit and R ¹ ₂ SiO unit and R ¹ SiO _1.5 unit, R ¹ ₃ SiO _0.5 unit, R ¹ ₂ SiO unit, R ¹ SiO _It is selected from resins composed of _1.5 units and SiO ₂ units. Moreover, the network silicone which contains in a molecule | numerator at least 1 sort (s) selected from a pyrrolidinyl group, a long-chain alkyl group, a polyoxyalkylene group, a fluoroalkyl group, and an amino group can also be used. As a compounding quantity in the case of using a silicone resin, 0.1-20 mass% is preferable with respect to the total amount of cosmetics, More preferably, it is 1-10 mass%.

In the cosmetic of the present invention, a composition comprising one or more cross-linked organopolysiloxanes and a liquid oil at room temperature can be used depending on the purpose. This cross-linked organopolysiloxane preferably swells with a liquid oil containing its own weight or more with respect to the liquid oil. As the liquid oil, fluorine-based oils such as the above-described liquid silicone oil, hydrocarbon oil, ester oil, natural animal and vegetable oil, semi-synthetic oil, and the like can be used. For example, 0.65 mm ² / sec (25 ° C.) to 100 Low viscosity silicone oil of 0.0 mm ² / sec (25 ° C.), hydrocarbon oil such as liquid paraffin, squalane, isododecane, isohexadecane, glyceride oil such as trioctanoin, isotridecyl isononanoate, N-acyl glutamate, lauroyl sarcosine Examples thereof include ester oils such as acid esters and natural animal and vegetable oils such as macadamia nut oil. In addition, the crosslinking agent of this crosslinkable organopolysiloxane forms a crosslinked structure by reacting with hydrogen atoms that have two or more vinylic reactive sites in the molecule and are directly bonded to silicon atoms. It is preferable that Those having two or more vinyl reactive sites in the molecule include organopolysiloxanes having two or more vinyl groups in the molecule, polyoxyalkylenes having two or more allyl groups in the molecule, Examples include polyglycerin having two or more allyl groups, α, ω-alkenyl diene, and the like. In addition, a crosslinking agent having at least one selected from the group consisting of a polyoxyalkylene group, a polyglycerin residue, a long-chain alkyl group, an alkenyl group, an aryl group, and a fluoroalkyl group can also be used. As a compounding quantity in the case of using the composition which consists of a crosslinkable organopolysiloxane and a liquid oil at room temperature, 0.1-80 mass% is preferable with respect to the total amount of cosmetics, More preferably, it is 1-50 mass%. is there.

The cosmetic of the present invention includes an olefin wax having an unsaturated group obtained by reacting one or two or more α-olefins with a diene depending on the purpose, and an organo group having one or more SiH bonds per molecule. Silicone-modified olefin wax obtained by addition reaction with hydrogen polysiloxane can be included. The α-olefin preferably has 2 to 12 carbon atoms such as ethylene, propylene, 1-butene, 1-hexene, 4-methyl 1-pentene, and the diene is butadiene, isoprene, 1.4 hexadiene, vinyl norbornene, ethylidene. Norbornene and dicyclopentadiene are preferred. As the organohydrogenpolysiloxane having a SiH bond, a linear or siloxane branched structure can be used.

  Furthermore, the cosmetics of the present invention include components used in normal cosmetics, oil-soluble gelling agents, organically modified clay minerals, antiperspirants, ultraviolet absorbers, ultraviolet absorption scattering within the range that does not interfere with the effects of the present invention. Agent, moisturizer, antiseptic, antibacterial agent, fragrance, salt, antioxidant, pH adjuster, chelating agent, refreshing agent, anti-inflammatory agent, skin beautifying agent (whitening agent, cell activator, rough skin improver, blood circulation promotion Agents, skin astringents, antiseborrheic agents, etc.), vitamins, amino acids, nucleic acids, hormones, inclusion compounds, hair solidifying agents, and the like.

Examples of oil-soluble gelling agents include metal soaps such as aluminum stearate, magnesium stearate, zinc myristate, amino acid derivatives such as N-lauroyl-L-glutamic acid, α, γ-di-n-butylamine, and dextrin palmitate , Dextrin stearate, dextrin fatty acid ester such as dextrin 2-ethylhexanoic acid palmitate, sucrose fatty acid ester such as sucrose palmitate, sucrose stearate, fructooligosaccharide stearate, 2-ethyl fructooligosaccharide Fructooligosaccharide fatty acid esters such as hexanoic acid esters, benzylidene derivatives of sorbitol such as monobenzylidene sorbitol and dibenzylidene sorbitol, dimethylbenzyl dodecyl ammo Examples thereof include gelling agents selected from organically modified clay minerals such as nium montmorillonite clay and dimethyl dioctadecyl ammonium montmorillonite clay.

Examples of the antiperspirant include an antiperspirant selected from aluminum chlorohydrate, aluminum chloride, aluminum sesquichlorohydrate, zirconyl hydroxychloride, aluminum zirconium hydroxychloride, aluminum zirconium glycine complex, and the like.

Examples of UV absorbers include benzoic acid UV absorbers such as paraaminobenzoic acid, anthranilic acid UV absorbers such as methyl anthranilate, salicylic acid UV absorbers such as methyl salicylate, octyl salicylate and trimethylcyclohexyl salicylate, and paramethoxysilicate. Cinnamic acid UV absorbers such as octyl cinnamate, benzophenone UV absorbers such as 2,4-dihydroxybenzophenone, urocanic acid UV absorbers such as ethyl urocanate, 4-t-butyl-4'-methoxy- Examples include dibenzoylmethane-based ultraviolet absorbers such as dibenzoylmethane, phenylbenzimidazole sulfonic acid, triazine derivatives and the like, and examples of ultraviolet absorption / scattering agents include fine particle titanium oxide, fine particle iron-containing titanium oxide, fine particle zinc oxide, fine particle cerium oxide, and the like. Them Complex etc., powder can be mentioned that absorb scattering ultraviolet rays can also be used a dispersion obtained by dispersing in advance oil powder that absorbs scattered these ultraviolet.

Moisturizers include glycerin, sorbitol, propylene glycol, dipropylene glycol, 1,3-butylene glycol, pentylene glycol, glucose, xylitol, maltitol, polyethylene glycol, hyaluronic acid, chondroitin sulfate, pyrrolidone carboxylate, polyoxy Examples include ethylene methyl glucoside, polyoxypropylene methyl glucoside, egg yolk lecithin, soybean lecithin, phosphatidyl choline, phosphatidyl ethanolamine, phosphatidyl serine, phosphatidyl glycerol, phosphatidylinositol, sphingophospholipid and the like.

  Antibacterial and antiseptics include paraoxybenzoic acid alkyl esters, benzoic acid, sodium benzoate, sorbic acid, potassium sorbate, phenoxyethanol, etc., and antibacterial agents include benzoic acid, salicylic acid, carboxylic acid, sorbic acid, paraoxybenzoic acid alkyl ester , Parachlorometacresol, hexachlorophene, benzalkonium chloride, chlorhexidine chloride, trichlorocarbanilide, photosensitizer, phenoxyethanol and the like.

Examples of the salts include inorganic salts, organic acid salts, amine salts, and amino acid salts. Examples of inorganic salts include sodium salts, potassium salts, magnesium salts, calcium salts, aluminum salts, zirconium salts, zinc salts, and the like of inorganic acids such as hydrochloric acid, sulfuric acid, carbonic acid, and nitric acid; Salts of organic acids such as dehydroacetic acid, citric acid, malic acid, succinic acid, ascorbic acid, stearic acid; amine salts and amino acid salts include, for example, salts of amines such as triethanolamine, and amino acids such as glutamic acid There is salt. In addition, a salt such as hyaluronic acid and chondroitin sulfate, an aluminum zirconium glycine complex, etc., and an acid-alkali neutralized salt used in cosmetic formulations can also be used.
Antioxidants include tocopherol, pt-butylphenol, butylhydroxyanisole, dibutylhydroxytoluene, phytic acid, etc., and pH adjusters include lactic acid, citric acid, glycolic acid, succinic acid, tartaric acid, dl-malic acid, Potassium carbonate, sodium bicarbonate, ammonium bicarbonate, etc., chelating agents such as alanine, sodium edetate, sodium polyphosphate, sodium metaphosphate, phosphoric acid, etc., refreshing agents such as L-menthol, camphor, etc., anti-inflammatory Examples of the agent include allantoin, glycyrrhizic acid and salts thereof, glycyrrhetinic acid and stearyl glycyrrhetinic acid, tranexamic acid, and azulene.

As skin beautifying ingredients, placenta extract, whitening agents such as arbutin, glutathione, and yukinoshita extract, royal jelly, photosensitizer, cholesterol derivatives, cell activators such as calf blood extract, rough skin improver, nonyl acid wallenylamide, Nicotinic acid benzyl ester, nicotinic acid β-butoxyethyl ester, capsaicin, zingerone, cantalis tincture, ictamol, caffeine, tannic acid, α-borneol, tocopherol nicotinate, inositol hexanicotinate, cyclandrate, cinnarizine, trazoline, Examples thereof include blood circulation promoters such as acetylcholine, verapamil, cephalanthin and γ-oryzanol, skin astringents such as zinc oxide and tannic acid, and antiseborrheic agents such as sulfur and thianthol.

Vitamins such as vitamin A oil, retinol, retinol acetate, retinol palmitate, etc., vitamin B2 such as riboflavin, riboflavin butyrate, flavin adenine nucleotide, pyridoxine hydrochloride, pyridoxine dioctanoate, pyridoxine tripalmi Vitamin B6 such as tate, vitamin B12 and derivatives thereof, vitamin B such as vitamin B15 and derivatives thereof, L-ascorbic acid, L-ascorbic acid dipalmitate, L-ascorbic acid-2-sodium sulfate, L- Vitamin C such as ascorbic acid phosphoric acid diester dipotassium, vitamin D such as ergocalciferol, cholecalciferol, α-tocopherol, β-tocopherol, γ-tocopherol, dl-α-tocopherol acetate , Vitamin E such as dl-α-tocopherol nicotinate, dl-α-tocopherol succinate, nicotinic acids such as vitamin H, vitamin P, nicotinic acid, benzyl nicotinate, nicotinamide, calcium pantothenate, D-pant There are pantothenic acids such as tenenyl alcohol, pantothenyl ethyl ether, acetyl pantothenyl ethyl ether, biotin and the like.

As amino acids, glycine, valine, leucine, isoleucine, serine, threonine, phenylalanine, arginine, lysine, aspartic acid, glutamic acid, cystine, cysteine, methionine, tryptophan, etc., nucleic acid, deoxyribonucleic acid, etc., hormone, estradiol , Etenyl estradiol and the like.

Examples of the hair fixing polymer compound include amphoteric, anionic, cationic, and nonionic polymer compounds, such as polyvinyl pyrrolidone and vinyl pyrrolidone / vinyl acetate copolymer, Acid vinyl ether polymer such as methyl vinyl ether / maleic anhydride alkyl half ester copolymer, acid polyvinyl acetate polymer such as vinyl acetate / crotonic acid copolymer, (meth) acrylic acid / alkyl (meth) acrylate Copolymer, acidic acrylic polymer such as (meth) acrylic acid / alkyl (meth) acrylate / alkylacrylamide copolymer, N-methacryloylethyl-N, N-dimethylammonium / α-N-methylcarboxybetaine / Alkyl (meth) acrylate copolymer, H Rokishipuropiru (meth) acrylate / butylaminoethyl methacrylate / amphoteric acrylic polymer compounds such as acrylic acid octyl amide copolymers. In addition, naturally-derived polymer compounds such as cellulose or derivatives thereof, keratin and collagen or derivatives thereof can also be suitably used.

In the present invention, the dosage form or form of the cosmetic is not particularly limited, and water-based, oil-based, water-in-oil emulsion, oil-in-water emulsion, non-water emulsion, multiple such as W / O / W and O / W / O. It may be an emulsion, suspension, paste, or solid.

The use of the cosmetics may be arbitrary. For example, skin care cosmetics such as lotion, milky lotion, cream, cleansing, pack, oil liquid, massage, beauty essence, beauty oil, hand cream, lip balm, wrinkle concealment; makeup base, concealer, white powder, powder foundation, Makeup cosmetics such as liquid foundation, cream foundation, oily foundation, blusher, eye shadow, mascara, eyeliner, eyebrow, lipstick, etc .; hair cosmetics such as shampoo, rinse, treatment, set agent; sunscreen oil and sunscreen emulsion UV protection cosmetics such as sunscreen creams; and other cleaning agents, deodorants, antiperspirants and the like.

  Hereinafter, the present invention will be described with reference to examples, but the present invention is not limited thereto.

下記式（１１）で表される無水アリルコハク酸４４．１質量部と、

トルエン１００質量部を仕込み、そこへ、塩化白金酸０．５質量％のトルエン溶液０．１部を加えた後、還流下で２時間反応させた。反応物を減圧下で加熱してトルエンを溜去し、下記式（１２）で表される酸無水物基含有オルガノポリシロキサンを得た。

上記酸無水物基含有オルガノポリシロキサン２５０質量部にテトラヒドロフラン１００質量部、２−アミノ−１，３−プロパンジオール２４．７質量部を添加し、還流下で２時間反応させた。反応物を減圧留去して、下記式（１３）で表されるカルボキシル基含有オルガノポリシロキサンを得た。

<Example 1>
In a reactor, 234 parts by mass of an organohydrogenpolysiloxane represented by the following formula (10);

44.1 parts by mass of allyl succinic anhydride represented by the following formula (11):

100 parts by mass of toluene was charged, and 0.1 part of a 0.5% by mass toluene solution of chloroplatinic acid was added thereto, and then reacted for 2 hours under reflux. The reaction product was heated under reduced pressure to distill off toluene, thereby obtaining an acid anhydride group-containing organopolysiloxane represented by the following formula (12).

To 250 parts by mass of the acid anhydride group-containing organopolysiloxane, 100 parts by mass of tetrahydrofuran and 24.7 parts by mass of 2-amino-1,3-propanediol were added and reacted for 2 hours under reflux. The reaction product was distilled off under reduced pressure to obtain a carboxyl group-containing organopolysiloxane represented by the following formula (13).

上記式（１１）で表される無水アリルコハク酸１４．７質量部と、トルエン１００質量部を仕込み、塩化白金酸０．５質量％のトルエン溶液０．１部を加えた後、還流下で２時間反応させた。反応物を減圧下で加熱して溶剤を溜去し、下記式（１５）で表される酸無水物基含有オルガノポリシロキサンを得た。

上記酸無水物基含有オルガノポリシロキサン２５５質量部にテトラヒドロフラン１００質量部、２−アミノ−１．３−プロパンジオール９．１質量部を添加し、還流下で２時間反応させた。反応物を減圧留去して、下記式（１６）で表されるカルボキシル基含有オルガノポリシロキサンを得た。

<Example 2>
241 parts by mass of an organohydrogenpolysiloxane represented by the following formula (14) in a reactor;

After charging 14.7 parts by mass of allyl succinic anhydride represented by the above formula (11) and 100 parts by mass of toluene, adding 0.1 part of a toluene solution of 0.5% by mass of chloroplatinic acid, Reacted for hours. The reaction product was heated under reduced pressure to distill off the solvent, thereby obtaining an acid anhydride group-containing organopolysiloxane represented by the following formula (15).

To 255 parts by mass of the acid anhydride group-containing organopolysiloxane, 100 parts by mass of tetrahydrofuran and 9.1 parts by mass of 2-amino-1.3-propanediol were added and reacted for 2 hours under reflux. The reaction product was distilled off under reduced pressure to obtain a carboxyl group-containing organopolysiloxane represented by the following formula (16).

上記式（１１）で表される無水アリルコハク酸５８．８質量部と、トルエン１００質量部を仕込み、塩化白金酸０．５質量％のトルエン溶液０．１部を加えた後、還流下で２時間反応させた。反応物を減圧下で加熱して溶剤を溜去し、下記式（１８）で表される酸無水物基含有オルガノポリシロキサンを得た。

上記酸無水物基含有オルガノポリシロキサン２５０質量部にテトラヒドロフラン１００質量部、ジエタノールアミン３３質量部を添加し、還流下で２時間反応させた。反応物を減圧蒸留に付して、下記式（１９）で表されるカルボキシル基含有オルガノポリシロキサンを得た。

<Example 3>
266 parts by mass of an organohydrogenpolysiloxane represented by the following formula (17) in a reactor;

After charging 58.8 parts by mass of allyl succinic anhydride represented by the above formula (11) and 100 parts by mass of toluene and adding 0.1 part of a toluene solution of 0.5% by mass of chloroplatinic acid, Reacted for hours. The reaction product was heated under reduced pressure to distill off the solvent, thereby obtaining an acid anhydride group-containing organopolysiloxane represented by the following formula (18).

To 250 parts by mass of the acid anhydride group-containing organopolysiloxane, 100 parts by mass of tetrahydrofuran and 33 parts by mass of diethanolamine were added and reacted for 2 hours under reflux. The reaction product was subjected to vacuum distillation to obtain a carboxyl group-containing organopolysiloxane represented by the following formula (19).

上記式（１１）で表される無水アリルコハク酸２８．０質量部と、下記式（２１）で表される片末端にビニル基を有するオルガノポリシロキサン１６８質量部と

トルエン１００質量部を仕込み、塩化白金酸０．５質量％のトルエン溶液０．１部を加えた後、溶剤の還流下で２時間反応させた。反応物を減圧下で加熱して溶剤を溜去し、下記平均式（２２）で表される酸無水物基含有オルガノポリシロキサンを得た。

上記酸無水物基含有オルガノポリシロキサン２５０質量部にテトラヒドロフラン１００質量部、２−アミノ−１，３−プロパンジオール１０．５質量部を添加し、還流下で５時間反応させた。反応物を減圧蒸留に付して、下記式（２３）で表されるカルボキシル基含有オルガノポリシロキサンを得た。

<Example 4>
240 parts by mass of an organohydrogenpolysiloxane represented by the following formula (20) in the reactor;

28.0 parts by mass of allyl succinic anhydride represented by the above formula (11), 168 parts by mass of organopolysiloxane having a vinyl group at one end represented by the following formula (21),

After adding 100 parts by mass of toluene and adding 0.1 part of a 0.5% by mass toluene solution of chloroplatinic acid, the mixture was reacted for 2 hours under reflux of the solvent. The reaction product was heated under reduced pressure to distill off the solvent, thereby obtaining an acid anhydride group-containing organopolysiloxane represented by the following average formula (22).

To 250 parts by mass of the acid anhydride group-containing organopolysiloxane, 100 parts by mass of tetrahydrofuran and 10.5 parts by mass of 2-amino-1,3-propanediol were added and reacted for 5 hours under reflux. The reaction product was subjected to vacuum distillation to obtain a carboxyl group-containing organopolysiloxane represented by the following formula (23).

<Examples 5-8, Comparative Examples 1-2>
Using the organopolysiloxane obtained in Examples 1 to 4, an oily foundation having the formulation (parts by mass) shown in the following table was prepared and evaluated.

（注１）ＫＦ−６１０５、信越化学工業（株）製
（注２）下記式で示されるポリシロキサン

（製造方法）
Ａ：成分１〜１０を加熱溶融した。
Ｂ：成分１１〜１５をＡで得られた溶融物と混合した。
Ｃ：Ｂを三本ローラーにて均一に分散した。
Ｄ：Ｃを加熱溶融し、脱泡した後、金属製の型に充填し、冷却した。

(Note 1) KF-6105, manufactured by Shin-Etsu Chemical Co., Ltd. (Note 2) Polysiloxane represented by the following formula

(Production method)
A: Components 1 to 10 were heated and melted.
B: Components 11 to 15 were mixed with the melt obtained in A.
C: B was uniformly dispersed with three rollers.
D: After C was heated and melted and defoamed, it was filled in a metal mold and cooled.

評価項目毎に、全パネルの評価点の平均を取った。表２における、各符号の意味は以下のとおりである。

The obtained foundation is tested for use by a special panel of 50 women and evaluated for adhesion to the skin, lightness of stretch, uniformity of the cosmetic film, and good makeup, according to the criteria shown below. It was.
[Evaluation criteria]

For each evaluation item, the average evaluation score of all panels was taken. The meanings of the respective symbols in Table 2 are as follows.

  As shown in Table 2, in Comparative Examples 1 and 2, the dispersibility of the pigment was poor, and the stretchability and makeup lasting were also poor. On the other hand, in the foundations of Examples 5 to 8, the pigments were finely dispersed, the elongation was light, the adhesion to the skin was excellent, and the decorative film was uniform and good.

<Examples 9 and 10, Comparative Examples 3 and 4>
Using the organopolysiloxanes obtained in Examples 1 and 2, W / O-type foundations having the formulations (parts by mass) shown in the following table were prepared and evaluated.

（注１）、（注２）は上記のとおり
（注３）粉体質量に対して２％のメチルハイドロジェンポリロキサンを添加後、１５０℃で加熱処理した。
（製造方法）
Ａ：成分１〜７を加熱混合し、成分８〜１３を添加して均一になるように攪拌した。
Ｂ：成分１４、１５を１７中に加熱溶解した。
Ｃ：攪拌下、Ａで得られた混合物にＢで得られた溶液を徐添して乳化し、冷却して成分１６を添加しファンデーションを得た。

(Note 1) and (Note 2) were heat treated at 150 ° C. after adding 2% of methylhydrogenpolyloxane to the powder mass as described above (Note 3).
(Production method)
A: Components 1 to 7 were heated and mixed, and components 8 to 13 were added and stirred uniformly.
B: Components 14 and 15 were dissolved in 17 by heating.
C: While stirring, the solution obtained in B was gradually added to the mixture obtained in A to emulsify, cooled, and component 16 was added to obtain a foundation.

About the obtained foundation, the use test was done and evaluated by the professional panel of 50 women like Examples 5-8.

上表から明らかなように、実施例９、１０のファンデーションは比較例３、４に比べ、化粧膜が均一で、化粧持ちの良いものであった。また、比較例４は乳化性が悪く、また、経時安定性が悪く、相分離した。

As is clear from the above table, the foundations of Examples 9 and 10 had a uniform makeup film and good makeup lasting compared to Comparative Examples 3 and 4. Further, Comparative Example 4 had poor emulsifiability and poor temporal stability, and phase separation occurred.

（注１）シリコーン樹脂：[Me₃SiO_1/2]/[SiO₂]比が0.8のシリコーン網状化合物の50%-Ｄ５溶液
（注２）シリコーン処理黒酸化鉄；黒酸化鉄の質量に対し、２質量％のメチルハイドロジェンポリシロキサン添加後、１５０℃で加熱処理したもの
（製造方法）
Ａ：成分１〜４を混合し、成分５を加えて均一に混合分散した。
Ｂ：成分６〜８及び１０を混合した。
Ｃ：Ｂで得られた混合物をＡで得られた分散物に徐添して乳化した後、成分９を加えてアイライナーを得た。
以上のようにして得られたアイライナーは、のびが軽くて描きやすく、べたつきがなく、温度や経時による変化もなく、化粧持ちも非常に良かった。 In the following examples, stability over time was confirmed by no change in appearance after the cosmetic was placed in a sealed container and left at 50 ° C. for 1 month. “%” Means “mass%”.
Example 11: Eyeliner

(Note 1) Silicone resin: 50% -D5 solution of silicone network compound with [Me ₃ SiO _1/2 ] / [SiO ₂ ] ratio of 0.8 (Note 2) Silicone-treated black iron oxide; Heat treatment at 150 ° C. after addition of 2 mass% methyl hydrogen polysiloxane (production method)
A: Components 1 to 4 were mixed, and component 5 was added and mixed and dispersed uniformly.
B: Components 6 to 8 and 10 were mixed.
C: The mixture obtained in B was gradually added to the dispersion obtained in A to emulsify, and then component 9 was added to obtain an eyeliner.
The eyeliner thus obtained was light and easy to draw, had no stickiness, did not change with temperature and time, and had a very long lasting makeup.

注１）乳化剤組成物：下記ａ〜ｃから成る組成物
ａ．実施例３のオルガノポリシロキサン；１０．０質量部
ｂ．ジオクタデシルジメチルアンモニウム塩変性モンモリロナイト；１０．０質量部
ｃ．エタノール；４０．０質量部
（製造方法）
Ａ：成分ａをｃに溶解し、成分ｂを添加した。
Ｂ：Ａをディスパーにて１時間攪拌した後、エバポレーターでエタノールを除去した。
Ｃ：Ｂで得られた混合物を５０℃で一昼夜乾燥し、成分１の乳化剤組成物を得た。
Ｄ：Ｃで得られた成分１及び２を混合した。
Ｅ：成分３〜６及び８を均一に混合した。
Ｄ：攪拌下、Ｄで得られた混合物にＥで得られた混合物を徐添して乳化し、成分７を添加しサンタン乳液を得た。
以上のようにして得られたサンタン乳液は、キメが細かく、のび広がりが軽くてべたつきや油っぽさがなく、さっぱりとした使用感を与えると共に、経時変化も無かった。 Example 12: Suntan emulsion

Note 1) Emulsifier composition: a composition comprising the following a to c: Organopolysiloxane of Example 3; 10.0 parts by weight b. Dioctadecyldimethylammonium salt modified montmorillonite; 10.0 parts by weight c. Ethanol; 40.0 parts by mass (production method)
A: Component a was dissolved in c, and component b was added.
B: After stirring A with a disper for 1 hour, ethanol was removed with an evaporator.
C: The mixture obtained in B was dried overnight at 50 ° C. to obtain an emulsifier composition of component 1.
D: Components 1 and 2 obtained in C were mixed.
E: Components 3 to 6 and 8 were mixed uniformly.
D: While stirring, the mixture obtained in E was gradually added to the mixture obtained in D to emulsify, and component 7 was added to obtain a suntan emulsion.
The suntan emulsion obtained as described above had a fine texture, light spreading, no stickiness or oiliness, a refreshing feeling of use, and no change over time.

（製造方法）
Ａ：成分１〜７及び１６〜１７を加熱溶解した。
Ｂ：成分１５及び１９の一部を加熱攪拌後、成分８〜１２を添加し分散処理した。
Ｃ：成分１３〜１４及び１９の残部を溶解し、Ｂで得られた分散物と混合した。
Ｄ：攪拌下、Ａで得られた混合物にＣで得られた分散物を徐添して乳化し、冷却して成分１８を添加しサンタンクリームを得た。
以上のようにして得られたサンタンクリームは、キメが細かく、のび広がりが軽くてべたつきがなく、みずみずしく、さっぱりとした使用感を与えると共に、経時変化も無かった。さらに化粧持ちも良かった。 Example 13: Suntan cream

(Production method)
A: Components 1 to 7 and 16 to 17 were dissolved by heating.
B: Components 15 and 19 were partly heated and stirred, and then components 8 to 12 were added and dispersed.
C: The remaining components 13 to 14 and 19 were dissolved and mixed with the dispersion obtained in B.
D: While stirring, the dispersion obtained in C was gradually added to the mixture obtained in A to emulsify, and after cooling, component 18 was added to obtain a suntan cream.
The suntan cream obtained as described above had a fine texture, light spread, no stickiness, freshness, a refreshing feeling of use, and no change over time. In addition, she had good makeup.

（製造方法）
シリコーン樹脂：[Me₃SiO_1/2]/[SiO₂]比が0.8のシリコーン網状化合物の50%-Ｄ５溶液
Ａ：成分１〜６及び１１〜１２を加熱混合した。
Ｂ：成分７〜１０及び１５を加熱溶解した。
Ｃ：攪拌下、Ａで得られた混合物にＢで得られた溶液を徐添して乳化し、冷却して成分１４を添加し、ヘアクリームを得た。
以上のようにして得られたヘアクリームは、のび広がりが軽くてべたつきや油っぽさがなく、みずみずしく、さっぱりとした使用感を与えると共に、経時変化も無かった。 Example 14: Hair cream

(Production method)
Silicone resin: 50% -D5 solution of a silicone network compound having a [Me ₃ SiO _1/2 ] / [SiO ₂ ] ratio of 0.8: Components 1 to 6 and 11 to 12 were heated and mixed.
B: Components 7 to 10 and 15 were dissolved by heating.
C: While stirring, the solution obtained in B was gradually added to the mixture obtained in A to emulsify, and the component 14 was added after cooling to obtain a hair cream.
The hair cream obtained as described above had a light spread, no stickiness or oiliness, a fresh, refreshing feeling of use, and no change over time.

（製造方法）
Ａ：成分１〜３及び８を加熱混合した。
Ｂ：成分４〜７及び１０を加熱溶解した。
Ｃ：攪拌下、Ａで得られた混合物にＢで得られた溶液を徐添して乳化し、冷却して成分９を添加し、アイリンクルクリームを得た。
以上のようにして得られたアイリンクルクリームは、のび広がりが軽くてべたつきや油っぽさがなく、みずみずしく、さっぱりとした使用感を与えると共に経時変化も無かった。さらに化粧持ちも良かった。 Example 15: Wrinkle cream

(Production method)
A: Components 1 to 3 and 8 were heated and mixed.
B: Components 4 to 7 and 10 were dissolved by heating.
C: While stirring, the solution obtained in B was gradually added to the mixture obtained in A to emulsify, and the component 9 was added after cooling to obtain an eye wrinkle cream.
The irinkle cream obtained as described above has a light spread, no stickiness or oiliness, freshness, a refreshing feeling of use and no change with time. In addition, she had good makeup.

（製造方法）
Ａ：成分１〜４及び８を加熱混合した。
Ｂ：成分５〜７及び１０を加熱溶解した。
Ｃ：攪拌下、Ａで得られた混合物にＢで得られた溶液を徐添して乳化し、冷却して成分９を添加し、クリームを得た。
以上のようにして得られたクリームは、のび広がりが軽くてべたつきや油っぽさがなく、みずみずしく、さっぱりとした使用感を与えると共に、経時変化も無かった。 Example 16: Cream

(Production method)
A: Components 1 to 4 and 8 were heated and mixed.
B: Components 5 to 7 and 10 were dissolved by heating.
C: While stirring, the solution obtained in B was gradually added to the mixture obtained in A to emulsify, cooled, and component 9 was added to obtain a cream.
The cream thus obtained spreads lightly, has no stickiness or oiliness, is fresh and has a refreshing feeling of use, and has no change over time.

（注１）：有機シリコーン樹脂；平均式（ＣＨ_３）_１．６０ＳｉＯ_１．２０、分子量３，０００
（製造方法）
Ａ：成分１〜６及び１０を加熱混合した。
Ｂ：成分７〜９及び１２を加熱溶解した。
Ｃ：攪拌下、Ａで得られた混合物にＢをで得られた溶液を徐添して乳化し、冷却して成分１１を添加し、ハンドクリームを得た。
以上のようにして得られたハンドクリームは、のび広がりが軽くてべたつきや油っぽさがなく、みずみずしく、さっぱりとした使用感を与えると共に、経時変化も無かった。皮膚上での撥水性が良好で持ちも良くかった。 Example 17: Hand cream

(Note 1): Organosilicone resin; average formula (CH ₃ ) _1.60 SiO _1.20 , molecular weight 3,000
(Production method)
A: Components 1 to 6 and 10 were heated and mixed.
B: Components 7 to 9 and 12 were dissolved by heating.
C: While stirring, the solution obtained in B was gradually added to the mixture obtained in A to emulsify, cooled, and component 11 was added to obtain a hand cream.
The hand cream obtained as described above had a light spread, no stickiness or oiliness, a fresh, refreshing feeling of use, and no change over time. The water repellency on the skin was good and good.

（製造方法）
Ａ：成分１〜６及び９を加熱混合した。
Ｂ：成分７〜８及び１１を加熱し均一になるよう分散混合した。
Ｃ：攪拌下、Ａで得られた混合物にＢで得られた分散物を徐添して乳化し、冷却して成分１１を添加し日焼け止めクリームを得た。
以上のようにして得られた日焼け止めクリームは、キメが細かく、のび広がりが軽く、経時変化も無かった。また、べたつきがないため、砂が全くつかず、使用性が非常に良かった。さらに、化粧持ちも良いため、紫外線防止効果が持続した。 Example 18: Sunscreen cream

(Production method)
A: Components 1 to 6 and 9 were heated and mixed.
B: Components 7 to 8 and 11 were heated and dispersed and mixed so as to be uniform.
C: While stirring, the dispersion obtained in B was gradually added to the mixture obtained in A to emulsify, and after cooling, component 11 was added to obtain a sunscreen cream.
The sunscreen cream obtained as described above had a fine texture, light spread, and no change over time. Moreover, since there was no stickiness, sand was not attached at all and the usability was very good. In addition, because the makeup lasts well, the UV protection effect persisted.

（製造方法）
Ａ：成分１〜４を加熱混合した。
Ｂ：成分５〜７及び９を加熱溶解した。
Ｃ：攪拌下、Ａで得られた混合物にＢで得られた溶液を徐添して乳化し、冷却して成分８を添加し、クリームを得た。
以上のようにして得られたクリームは、のび広がりが軽くてべたつきや油っぽさがなく、しっとりとしてみずみずしく、さっぱりとした使用感を与えると共に、経時変化も無かった。さらに、皮膚上での耐水性や撥水性が良好で持ちも良かった。 Example 19: Cream

(Production method)
A: Components 1 to 4 were heated and mixed.
B: Components 5 to 7 and 9 were dissolved by heating.
C: While stirring, the solution obtained in B was gradually added to the mixture obtained in A to emulsify, cooled, and component 8 was added to obtain a cream.
The cream obtained as described above had a light spread, no stickiness or oiliness, was moist and fresh, gave a refreshing feeling of use, and did not change over time. Furthermore, the water resistance and water repellency on the skin were good and good.

（注１）シリコーン処理；粉体質量に対して３質量％のメチルハイドロジェンポリシロキサン添加後、１５０℃で加熱処理したもの
（製造方法）
Ａ：成分１〜４を混合し、成分５〜７を添加して均一になるよう分散した。
Ｂ：成分８〜１０及び１２を均一溶解した。
Ｃ：攪拌下、Ａで得られた分散物にＢで得られた溶液を徐添して乳化し、成分１１を添加してアイシャドウを得た。
以上のようにして得られたアイシャドウは、のび広がりが軽くて油っぽさや粉っぽさがなく、みずみずしく、さっぱりとした使用感を与えると共に、耐水性や撥水性、耐汗性が良好で持ちも良く、化粧崩れしにくく、温度や経時的に変化がなく安定性にも優れていることがわかった。 Example 20: Eyeshadow

(Note 1) Silicone treatment: 3% by mass methylhydrogenpolysiloxane added to the mass of the powder and then heat-treated at 150 ° C (manufacturing method)
A: Components 1 to 4 were mixed, and components 5 to 7 were added and dispersed uniformly.
B: Components 8 to 10 and 12 were uniformly dissolved.
C: While stirring, the solution obtained in B was gradually added to the dispersion obtained in A to emulsify, and component 11 was added to obtain an eye shadow.
The eye shadow obtained as described above has a light spread, no oiliness or powderiness, freshness and refreshing feeling, and good water resistance, water repellency and sweat resistance. It has been found that it is easy to hold, is not easily broken, has no change in temperature and time, and has excellent stability.

（注１）シリコーン処理黒酸化鉄；黒酸化鉄質量に対し、２質量％のメチルハイドロジェンポリシロキサン添加後、１５０℃で加熱処理したもの
（製造方法）
Ａ：成分１〜４を加温混合し、成分５を添加して均一になるよう分散した。
Ｂ：成分６〜８を加温溶解した。
Ｃ：攪拌下、Ａで得られた分散物にＢで得られた混合物を徐添して乳化し、アイライナーを得た。
以上のようにして得られたアイライナーは、のびが軽くて油っぽさや粉っぽさがなく、みずみずしく、さっぱりとした使用感を与えると共に、経時変化も無かった。施与されたアイライナーは撥水性、耐汗性が良好で持ちも良く、化粧崩れしにくかった。 Example 21: Eyeliner

(Note 1) Silicone-treated black iron oxide; after heat treatment at 150 ° C. after addition of 2% by mass of methylhydrogenpolysiloxane based on the mass of black iron oxide (manufacturing method)
A: Components 1 to 4 were heated and mixed, and component 5 was added and dispersed uniformly.
B: Components 6 to 8 were dissolved by heating.
C: While stirring, the mixture obtained in B was gradually added to the dispersion obtained in A and emulsified to obtain an eyeliner.
The eyeliner obtained as described above was light and free of oily and powdery, fresh and refreshed feeling of use and no change with time. The applied eyeliner had good water repellency and sweat resistance, and had good durability, and it was difficult to break the makeup.

（製造方法）
Ａ：成分１〜８を加熱混合した。
Ｂ：成分９〜１６及び１８を加熱溶解した。
Ｃ：攪拌下、Ａで得られた混合物にＢで得られた溶液を徐添して乳化し、成分１７を添加してカプセルに充填し、リップクリームを得た。
以上のようにして得られた固形状の油中水型リップクリームは、のび広がりが軽くてべたつきや油っぽさがなく、しっとりとしてみずみずしく、さっぱりとした使用感を与えると共に経時変化も無く、施与されたリップクリームは持ちがよかった。 Example 22: Lip Balm

(Production method)
A: Components 1 to 8 were heated and mixed.
B: Components 9 to 16 and 18 were dissolved by heating.
C: While stirring, the solution obtained in B was gradually added to the mixture obtained in A to emulsify, and component 17 was added and filled into a capsule to obtain a lip balm.
The solid water-in-oil lip balm obtained as described above has a light spread, no stickiness or oiliness, is moist and fresh, gives a refreshing feeling of use, and does not change over time. The applied lip balm was good.

（注１）疎水化処理粉体；粉体質量に対し、２質量％のステアリン酸で処理したもの
（製造方法）
Ａ：成分１〜８を加熱混合し、成分９〜１４を添加して均一にした。
Ｂ：成分１５〜１７及び１９を加熱溶解した。
Ｃ：攪拌下、Ａで得られた混合物にＢで得られた溶液を徐添して乳化し、冷却して成分１８を添加し液状乳化ファンデーションを得た。
以上のようにして得られた液状乳化ファンデーションは、粘度が低くキメが細かく、のび広がりが軽くてべたつきや油っぽさがなく、しっとりとしてみずみずしく、さっぱりとした使用感を与えると共に経時変化も無かった。皮膚上での化粧持ちも良かった。 Example 23: Liquid emulsion foundation

(Note 1) Hydrophobized powder: treated with 2% by weight of stearic acid based on the weight of the powder (production method)
A: Components 1 to 8 were heated and mixed, and components 9 to 14 were added to make uniform.
B: Components 15 to 17 and 19 were dissolved by heating.
C: While stirring, the solution obtained in B was gradually added to the mixture obtained in A to emulsify, cooled, and component 18 was added to obtain a liquid emulsion foundation.
The liquid emulsified foundation obtained as described above has low viscosity, fine texture, light spread, no stickiness or oiliness, moist and fresh, and has a refreshing feeling of use and does not change over time. It was. The makeup on the skin was good.

（製造方法）
Ａ：成分１〜２を混合した。
Ｂ：成分４を５に溶解し、成分３を加えた。
Ｃ：攪拌下、Ａで得られた混合物にＢで得られた溶液を徐添して乳化し、発汗抑制剤を得た。
以上のようにして得られた発汗抑制剤は、のび広がりが軽くてべたつきや油っぽさがなく、しかもあまり白くならず、さっぱりとした使用感を与えると共に、経時変化も無かった。 Example 24: Antiperspirant

(Production method)
A: Components 1 and 2 were mixed.
B: Component 4 was dissolved in 5, and component 3 was added.
C: While stirring, the solution obtained in B was gradually added to the mixture obtained in A and emulsified to obtain an antiperspirant.
The antiperspirant obtained as described above had a light spread, no stickiness or oiliness, was not so white, gave a refreshing feeling of use, and did not change over time.

（製造方法）
Ａ：成分１〜８を加熱混合した。
Ｂ：成分９〜１１及び１３を加熱溶解した。
Ｃ：攪拌下、Ａで得られた混合物にＢで得られた溶液を徐添して乳化し、冷却して成分１２を添加しクレンジングクリームを得た。
以上のようにして得られたクレンジングクリームは、キメが細かく、のび広がりが軽くてべたつきや油っぽさがなく、しっとりとしてみずみずしく、さっぱりとした使用感を与えると共に、クレンジング効果も高く、経時変化も無かった。 Example 25: Cleansing cream

(Production method)
A: Components 1 to 8 were heated and mixed.
B: Components 9 to 11 and 13 were dissolved by heating.
C: While stirring, the solution obtained in B was gradually added to the mixture obtained in A to emulsify, and after cooling, component 12 was added to obtain a cleansing cream.
The cleansing cream obtained as described above has a fine texture, light spreading, no stickiness or oiliness, moist and fresh, a refreshing feeling of use, and a high cleansing effect. There was also no.

（製造方法）
Ａ：成分１〜６を加熱し、均一に混合した。
Ｂ：成分７〜９及び１１を加熱溶解した。
Ｃ：攪拌下、Ａで得られた混合物にＢで得られた溶液を徐添して乳化し、冷却して成分１１を添加しクリームを得た。
以上のようにして得られたクリームは、キメが細かく、のび広がりが軽くてべたつきや油っぽさがなく、しっとりとしてみずみずしく、さっぱりとした使用感を与えると共に、経時変化も無かった。また、皮膚上での化粧持ちも非常に良かった。 Example 26: Cream

(Production method)
A: Components 1 to 6 were heated and mixed uniformly.
B: Components 7 to 9 and 11 were dissolved by heating.
C: While stirring, the solution obtained in B was gradually added to the mixture obtained in A to emulsify, cooled, and component 11 was added to obtain a cream.
The cream thus obtained had a fine texture, light spread, no stickiness or oiliness, moist and fresh, a refreshing feeling of use and no change over time. Also, the makeup on the skin was very good.

（注１）疎水化処理微粒子酸化チタン粉体；平均粒径０．０５μｍの微粒子酸化チタンを１０％になるように水に分散させ、ＳｉＯ_２換算で酸化チタンに対して２％に相当する１０％ケイ酸ナトリウム溶液（ＳｉＯ_２／Ｎａ_２Ｏモル比＝０．５）を加えて十分攪拌した後、Ａｌ_２Ｏ_３換算で酸化チタンに対して７．５％に相当する１０％硫酸アルミニウム溶液を徐々に添加し、酸化チタンの表面にケイ酸の水和物及びアルミナの水和物を沈着させた。反応終了後、濾過・洗浄・乾燥した後、ジェットミルで粉砕した。これをヘンシェルミキサーに移し、十分攪拌しつつメチルハイドロジェンポリシロキサンを２％添加し、混合攪拌した後、１２０℃で焼成処理を行った。
（製造方法）
Ａ：成分１〜５を加熱混合し、成分６を添加して均一に混合した。
Ｂ：成分７〜９及び１１を加熱溶解した。
Ｃ：攪拌下、Ａで得られた混合物にＢで得られた溶液を徐添して乳化し、冷却して成分１１を添加しクリームを得た。
以上のようにして得られたクリームは、キメが細かく、のび広がりが軽くてべたつきや油っぽさがなく、しっとりとしてみずみずしく、さっぱりとした使用感を与えると共に、経時変化も無かった。また、皮膚上での化粧持ちも非常に良かった。 Example 27: Cream

(Note 1) Hydrophobized fine particle titanium oxide powder; fine particle titanium oxide having an average particle diameter of 0.05 μm is dispersed in water so as to be 10%, and corresponds to 2% with respect to titanium oxide in terms of SiO ₂ % Sodium silicate solution (SiO ₂ / Na ₂ O molar ratio = 0.5) was added and stirred sufficiently, and then 10% aluminum sulfate solution corresponding to 7.5% of titanium oxide in terms of Al ₂ O ₃ Was gradually added to deposit silicic acid hydrate and alumina hydrate on the surface of titanium oxide. After completion of the reaction, the mixture was filtered, washed and dried, and then pulverized with a jet mill. This was transferred to a Henschel mixer, 2% of methylhydrogenpolysiloxane was added with sufficient stirring, mixed and stirred, and then fired at 120 ° C.
(Production method)
A: Components 1 to 5 were heated and mixed, and component 6 was added and mixed uniformly.
B: Components 7 to 9 and 11 were dissolved by heating.
C: While stirring, the solution obtained in B was gradually added to the mixture obtained in A to emulsify, cooled, and component 11 was added to obtain a cream.
The cream thus obtained had a fine texture, light spread, no stickiness or oiliness, moist and fresh, a refreshing feeling of use and no change over time. Also, the makeup on the skin was very good.

（製造方法）
Ａ：成分３〜１１を均一溶解した。
Ｂ：成分１〜２を混合し、均一にした。
Ｃ：攪拌下、Ａで得られた溶液をＢで得られた混合物に徐添、乳化して透明ゲル化粧料を得た。
以上のようにして得られた透明ゲル化粧料は、のび広がりが軽く、べたつきや油っぽさがなく、しっとりとしてみずみずしく、さっぱりとした使用感を与えると共に、皮膚になじみやすく、経時変化も無かった。 Example 28: Transparent gel cosmetic

(Production method)
A: Components 3 to 11 were uniformly dissolved.
B: Components 1 and 2 were mixed and made uniform.
C: Under stirring, the solution obtained in A was gradually added to the mixture obtained in B and emulsified to obtain a transparent gel cosmetic.
The transparent gel cosmetic obtained as described above has a light spread, no stickiness or oiliness, moist and fresh, gives a refreshing feeling to the skin, is easy to adjust to the skin, and does not change over time. It was.

（注１）疎水化処理超微粒子酸化チタン；チタンＴＴＯ−Ｖ−４（石原産業社製）
（製造方法）
Ａ：成分６〜１４を均一になるよう溶解した。
Ｂ：成分１〜４を混合し、成分５を加えて均一にした。
Ｃ：攪拌下、ＡにＢを徐添、乳化して日焼け止め化粧水を得た。
以上のようにして得られた日焼け止め化粧水は、のび広がりが軽く、べたつきや油っぽさがなく、しっとりとしてみずみずしく、さっぱりとした使用感を与えると共に、皮膚になじみやすく、経時変化も無かった。また、日焼け止め効果にも優れていた。 Example 29: Sunscreen lotion

(Note 1) Hydrophobized ultrafine particle titanium oxide; Titanium TTO-V-4 (Ishihara Sangyo Co., Ltd.)
(Production method)
A: Components 6 to 14 were dissolved so as to be uniform.
B: Components 1 to 4 were mixed, and component 5 was added to make uniform.
C: Under stirring, B was gradually added to A and emulsified to obtain a sunscreen lotion.
The sunscreen lotion obtained as described above has a light spread, no stickiness or oiliness, moist and fresh, it feels good to the skin, is easy to adjust to the skin, and does not change over time. It was. Moreover, the sunscreen effect was also excellent.

（製造方法）
Ａ：成分１〜３均一に混合した。
Ｂ：成分５〜７を加温し、均一にした。
Ｃ：成分４、９を均一に溶解した。
Ｄ：攪拌下、Ａで得られた混合物にＢで得られた混合物を徐添、さらにＣで得られた溶液を加えて乳化し、成分８を添加しクリームを得た。
以上のようにして得られたクリームは、キメが細かくてのび広がりが軽く、べたつきや油っぽさがなく、しっとりとしてみずみずしく、さっぱりとした使用感を与えると共に、皮膚になじみやすく、経時変化も無かった。さらに、美白効果にも優れていた。 Example 30: Cream

(Production method)
A: Components 1 to 3 were mixed uniformly.
B: Components 5 to 7 were heated and made uniform.
C: Components 4 and 9 were uniformly dissolved.
D: While stirring, the mixture obtained in B was gradually added to the mixture obtained in A, and the solution obtained in C was added and emulsified, and component 8 was added to obtain a cream.
The cream obtained as described above has a fine texture, light spread, no stickiness or oiliness, moist, fresh and refreshing feeling, easy to adapt to the skin, and changes over time. There was no. Furthermore, the whitening effect was also excellent.

（製造方法）
Ａ：成分１〜７を加熱混合した。
Ｂ：成分８〜１０及び１２を加熱溶解した。
Ｃ：攪拌下、Ａで得られた混合物にＢで得られた溶液を徐添して乳化し、冷却して成分１１を添加し乳液を得た。
以上のようにして得られた乳液は、低粘度でキメが細かく、のび広がりが軽くてべたつきや油っぽさがなく、しっとりとしてみずみずしく、さっぱりとした使用感を与えると共に経時変化も無かった。さらに皮膚上での化粧持ちも良かった。 Example 31: Latex

(Production method)
A: Components 1 to 7 were heated and mixed.
B: Components 8 to 10 and 12 were dissolved by heating.
C: While stirring, the solution obtained in B was gradually added to the mixture obtained in A to emulsify, and after cooling, component 11 was added to obtain an emulsion.
The emulsion thus obtained had a low viscosity, a fine texture, light spread, no stickiness or oiliness, moist and fresh, a refreshing feeling of use and no change over time. In addition, she had good makeup on the skin.

（注１）ポリオキシアルキレン・アルキル共変性オルガノポリシロキサン；ＫＦ６０２６（信越化学工業（株）製）
（製造方法）
Ａ：成分１〜９を加熱混合した。
Ｂ：成分１０〜１２及び１４を加熱溶解した。
Ｃ：攪拌下、Ａで得られた混合物にＢで得られた溶液を徐添して乳化し、冷却して成分１３を添加し乳液を得た。
以上のようにして得られた乳液は、低粘度でキメが細かく、のび広がりが軽くてべたつきや油っぽさがなく、しっとりとしてみずみずしく、さっぱりとした使用感を与えると共に経時変化も無かった。さらに、皮膚上での化粧持ちも良かった。 Example 32: Latex

(Note 1) Polyoxyalkylene / alkyl co-modified organopolysiloxane; KF6026 (manufactured by Shin-Etsu Chemical Co., Ltd.)
(Production method)
A: Components 1 to 9 were heated and mixed.
B: Components 10 to 12 and 14 were dissolved by heating.
C: While stirring, the solution obtained in B was gradually added to the mixture obtained in A to emulsify, and after cooling, component 13 was added to obtain an emulsion.
The emulsion thus obtained had a low viscosity, a fine texture, light spread, no stickiness or oiliness, moist and fresh, a refreshing feeling of use and no change over time. In addition, the makeup on the skin was good.

（製造方法）
Ａ：成分１〜５を加熱混合した。
Ｂ：成分６〜８及び１０を加熱溶解した。
Ｃ：攪拌下、Ａで得られた混合物にＢで得られた溶液を徐添して乳化し、冷却して成分９を添加し日焼け止めクリームを得た。
以上のようにして得られた日焼け止めクリームは、キメが細かく、のび広がりが軽く、しっとりとしてみずみずしく、油っぽさやべたつきがなく、経時変化も無かった。また、施与されたクリームは、耐水性、耐汗性に優れて化粧持ちも良く、紫外線防止効果も持続した。 Example 33: Sunscreen cream

(Production method)
A: Components 1 to 5 were heated and mixed.
B: Components 6 to 8 and 10 were dissolved by heating.
C: While stirring, the solution obtained in B was gradually added to the mixture obtained in A to emulsify, and after cooling, component 9 was added to obtain a sunscreen cream.
The sunscreen cream obtained as described above was fine in texture, lightly spread, moist and fresh, no oily or sticky, and did not change over time. In addition, the applied cream was excellent in water resistance and sweat resistance, had a long lasting makeup, and maintained the effect of preventing ultraviolet rays.

（製造方法）
Ａ：成分１〜４を加熱混合した。
Ｂ：成分５〜７及び９を加熱溶解した。
Ｃ：攪拌下、Ａで得られた混合物にＢで得られた溶液を徐添して乳化し、冷却して成分８を添加しクリームを得た。
以上のようにして得られたクリームは、キメが細かく、のび広がりが軽く、しっとりとしてみずみずしく、油っぽさやべたつきがなく、経時変化も無かった。 Example 34: Cream

(Production method)
A: Components 1 to 4 were heated and mixed.
B: Components 5 to 7 and 9 were dissolved by heating.
C: While stirring, the solution obtained in B was gradually added to the mixture obtained in A to emulsify, cooled, and component 8 was added to obtain a cream.
The cream thus obtained had a fine texture, light spreading, moist and fresh, no oiliness or stickiness, and no change over time.

（製造方法）
Ａ：成分７〜１１を均一に混合した。
Ｂ：成分１〜６及び１５を加熱混合し、Ａで得られた混合物を加えて均一になるよう分散混合した。
Ｃ：成分１２〜１３及び１７を加温して溶液とし、これをＢで得られた分散物に添加して乳化し、冷却して成分１４、及び１６を加え、ファンデーションを得た。
以上のようにして得られたファンデーションは、べたつきがなく、のび広がりも軽く、しかも、さっぱりとした高い清涼感を与えた。乳化状態が良好で、経時変化も無かった。 Example 35: Foundation

(Production method)
A: Components 7 to 11 were mixed uniformly.
B: Components 1 to 6 and 15 were heated and mixed, and the mixture obtained in A was added and dispersed and mixed to be uniform.
C: Components 12 to 13 and 17 were heated to form a solution, which was added to the dispersion obtained in B to emulsify, cooled, and components 14 and 16 were added to obtain a foundation.
The foundation obtained as described above had no stickiness, light spread and light refreshing feeling. The emulsified state was good and there was no change over time.

（注１）ポリオキシアルキレン変性シリコーン；ＫＦ６０１７（信越化学工業社製）
（注２）疎水化シリカ；アエロジルＲＹ２００（日本アエロジル（株）社製）
（製造方法）
Ａ：成分８〜１２を均一に混合した。
Ｂ：成分１〜７及び１６を７０℃に加熱混合し、Ａで得られた混合物を加えて均一になるよう分散混合した。
Ｃ：成分１３〜１８を７０℃に加温して溶液とし、これをＢで得られた混合物に添加して乳化し、冷却して成分１７を加え、液状ファンデーションを得た。
以上のようにして得られた液状ファンデーションは、べたつきがなく、のび広がりも軽く、清涼感を与えた。乳化状態が良好で、経時変化も無かった。 Example 36: Liquid foundation

(Note 1) Polyoxyalkylene-modified silicone; KF6017 (manufactured by Shin-Etsu Chemical Co., Ltd.)
(Note 2) Hydrophobized silica; Aerosil RY200 (manufactured by Nippon Aerosil Co., Ltd.)
(Production method)
A: Components 8 to 12 were mixed uniformly.
B: Components 1 to 7 and 16 were heated and mixed at 70 ° C., and the mixture obtained in A was added and dispersed and mixed to be uniform.
C: Ingredients 13 to 18 were heated to 70 ° C. to form a solution, which was added to the mixture obtained in B to emulsify, and cooled to add ingredient 17 to obtain a liquid foundation.
The liquid foundation obtained as described above had no stickiness, light spread, and a refreshing feeling. The emulsified state was good and there was no change over time.

（製造方法）
Ａ：成分１〜５を加熱混合し、成分６を均一分散した。
Ｂ：成分７〜９及び１１を加熱混合した。
Ｃ：攪拌下、Ａで得られた分散物にＢで得られた混合物を徐添して乳化し、冷却して成分１０を添加し日焼け止め乳液を得た。
以上のようにして得られた日焼け止め乳液は、粘度が低く、キメが細かでのび広がりが軽く、べたつきもなく、経時変化も無かった。また、化粧持ちに優れ、紫外線防止効果も持続した。 Example 37: Sunscreen latex

(Production method)
A: Components 1 to 5 were heated and mixed, and component 6 was uniformly dispersed.
B: Components 7 to 9 and 11 were heated and mixed.
C: While stirring, the mixture obtained in B was gradually added to the dispersion obtained in A to emulsify, and after cooling, component 10 was added to obtain a sunscreen emulsion.
The sunscreen emulsion obtained as described above had a low viscosity, a fine texture and light spread, no stickiness, and no change over time. In addition, it has excellent makeup and sustained UV protection.

（製造方法）
Ａ：成分１〜６を加熱混合し、成分７を均一に分散した。
Ｂ：成分８〜１０及び１２を加熱混合した。
Ｃ：攪拌下、Ａで得られた分散物にＢで得られた混合物を徐添して乳化し、冷却して成分１１を添加し日焼け止め乳液を得た。
以上のようにして得られた日焼け止め乳液は、キメが細かく、のび広がりが軽く、べたつきがなく、経時変化も無かった。また、化粧持ちも良く、紫外線防止効果が持続した。 Example 38: Sunscreen latex

(Production method)
A: Components 1 to 6 were heated and mixed, and component 7 was uniformly dispersed.
B: Components 8 to 10 and 12 were heated and mixed.
C: While stirring, the mixture obtained in B was gradually added to the dispersion obtained in A to emulsify, and after cooling, component 11 was added to obtain a sunscreen emulsion.
The sunscreen emulsion obtained as described above had a fine texture, light spread, no stickiness, and no change over time. In addition, the makeup lasting was good and the effect of preventing ultraviolet rays lasted.

（注１）ポリオキシアルキレン・アルキル共変性オルガノポリシロキサン；ＫＦ６０２６（信越化学工業（株）製）
（製造方法）
Ａ：成分１〜４を加熱混合した。
Ｂ：成分５〜８及び１０を加熱し、均一な溶液とした。
Ｃ：攪拌下、Ａで得られた混合物にＢで得られた溶液を徐添して乳化し、冷却して成分９を添加し、美容液を得た。
以上のようにして得られた美容液は、キメが細かく、のび広がりが軽く、べたつきがなく、しっとり感を与え、また、経時変化も無かった。 Example 39: Cosmetic liquid

(Note 1) Polyoxyalkylene / alkyl co-modified organopolysiloxane; KF6026 (manufactured by Shin-Etsu Chemical Co., Ltd.)
(Production method)
A: Components 1 to 4 were heated and mixed.
B: Components 5 to 8 and 10 were heated to obtain a uniform solution.
C: While stirring, the solution obtained in B was gradually added to the mixture obtained in A to emulsify, cooled, and component 9 was added to obtain a cosmetic liquid.
The essence obtained as described above had a fine texture, light spreading, no stickiness, moist feeling, and no change over time.

（注１）疎水化処理微粒子酸化チタン；ステアリン酸アルミニウム処理微粒子酸化チタン
（製造方法）
Ａ：成分１〜４及び１１を混合した後、成分５を混合攪拌した。
Ｂ：成分６〜１０及び１２〜１３を均一に溶解した。
Ｃ：Ａで得られた混合物にＢで得られた溶液を徐添して乳化し、クリームを得た。
以上のようにして得られたクリームは、大量のクエン酸を含有するにもかかわらず、のび広がりが軽く、べたつきがなく、皮膚上でもしっとりとしてべたつかず、また、経時変化も無かった。 Example 40: Cream

(Note 1) Hydrophobized fine particle titanium oxide; Aluminum stearate treated fine particle titanium oxide (Production method)
A: Components 1 to 4 and 11 were mixed, and then component 5 was mixed and stirred.
B: Components 6 to 10 and 12 to 13 were uniformly dissolved.
C: The solution obtained in B was gradually added to the mixture obtained in A and emulsified to obtain a cream.
The cream obtained as described above, although containing a large amount of citric acid, had a light spread, no stickiness, moist on the skin, and did not change over time.

（製造方法）
Ａ：成分１〜２及び８を混合した。
Ｂ：成分４〜７及び９を均一混合した後、成分３を混合攪拌した。
Ｃ：Ｂで得られた混合物にＡで得られた混合物を添加し乳化させ、ペースト状の洗い流しタイプのパック化粧料を得た。
以上のようにして得られた洗い流しタイプのパック化粧料は、のび広がりが軽かった。洗い流した後は、肌がしっとりと、つるつるした感触になった。また、経時変化も無かった。 Example 41: Wash-off type pack cosmetic

(Production method)
A: Components 1-2 and 8 were mixed.
B: Components 4 to 7 and 9 were uniformly mixed, and then component 3 was mixed and stirred.
C: The mixture obtained in A was added to the mixture obtained in B and emulsified to obtain a paste-type washout type pack cosmetic.
The rinse-type pack cosmetic obtained as described above spreads little. After washing, the skin became moist and smooth. There was no change with time.

（製造方法）
Ａ：成分１〜４及び６〜８を加熱混合した。
Ｂ：成分５及び９を加熱混合して溶液とした後、攪拌しながらＡで得られた混合物に加えて乳化し、ふきとり型クレンジングを得た。
以上のようにして得られたふきとり型クレンジングは、べたつきがなく、のび広がりも軽く、拭き取った後は、皮膚がしっとりとした。また、経時変化も無かった。 Example 42: Wipe cleanser

(Production method)
A: Components 1 to 4 and 6 to 8 were heated and mixed.
B: Components 5 and 9 were mixed by heating to obtain a solution, which was then added to the mixture obtained in A with stirring and emulsified to obtain a wipe-type cleansing.
The wipe-type cleansing obtained as described above has no stickiness and light spread, and the skin became moist after wiping. There was no change with time.

（製造方法）
Ａ：成分１〜３及び９、１０を加熱混合した。
Ｂ：成分４〜８を加熱混合した。
Ｃ： Ａで得られた混合物にＢで得られた混合物を徐添して乳化し、アフターシェーブクリームを得た。
以上のようにして得られたアフターシェーブクリームは、塗布中にはのび広がりも軽く、べたつきもなかった。塗布後は、たれることもなく、しっとり感を与えた。また、経時変化も無かった。 Example 43: After Shave Cream

(Production method)
A: Components 1 to 3, 9, and 10 were heated and mixed.
B: Components 4 to 8 were heated and mixed.
C: The mixture obtained in B was gradually added to the mixture obtained in A and emulsified to obtain an aftershave cream.
The aftershave cream obtained as described above was lightly spread and not sticky during application. After application, it gave a moist feeling without sagging. There was no change with time.

（製造方法）
Ａ：成分１〜３を混合した。
Ｂ：成分５を４に溶解し、成分６〜９を混合した。
Ｃ：Ａで得られた混合物を激しく攪拌しながらＢで得られた混合物を加えて乳化した。
Ｄ：エアゾール缶にＣを６５部、噴射剤（ｎ−ブタン、イソブタン、プロパン混合物）３５部を加え、脱臭剤を得た。
以上のようにして得られた脱臭剤は、多めに吹き付けてもたれることなく、べたつきもなく、さらっとしていて脱臭効果が持続した。また、経時変化も無かった。 Example 44: Deodorant

(Production method)
A: Components 1 to 3 were mixed.
B: Component 5 was dissolved in 4, and components 6 to 9 were mixed.
C: While the mixture obtained in A was vigorously stirred, the mixture obtained in B was added and emulsified.
D: 65 parts of C and 35 parts of a propellant (n-butane, isobutane, propane mixture) were added to an aerosol can to obtain a deodorant.
The deodorizer obtained as described above did not sag even when sprayed excessively, was not sticky, and kept dry and deodorized. There was no change with time.

（注１）フッ素変性シリコーン；ＦＬ−１００（信越化学工業社製）
（注２）球状シリコーン樹脂粉体；ＫＭＰ５９０（信越化学工業（株）製）
（注３）フッ素化合物処理；パーフルオロアルキルエチルリン酸ジエタノールアミン塩にて５％被覆したもの
（製造方法）
Ａ：成分７〜１３を均一に混合した。
Ｂ：成分１〜６を７０℃に加熱混合し、Ａで得られた混合物を加えて均一になるよう分散及び混合した。
Ｃ：成分１４〜１７及び１９を４０℃に加温して溶液を得、これをＢで得られた分散物に徐添して乳化し、冷却して成分１８を加え、液状ファンデーションを得た。
以上のようにして得られた液状ファンデーションは、べたつきがなく、のび広がりも軽く、しかも、さっぱり感を与えた。また、経時変化も無かった。 Example 45: Liquid foundation

(Note 1) Fluorine-modified silicone; FL-100 (manufactured by Shin-Etsu Chemical Co., Ltd.)
(Note 2) Spherical silicone resin powder; KMP590 (manufactured by Shin-Etsu Chemical Co., Ltd.)
(Note 3) Fluorine compound treatment: 5% coated with perfluoroalkylethyl phosphate diethanolamine salt (Production method)
A: Components 7 to 13 were mixed uniformly.
B: Components 1 to 6 were heated and mixed at 70 ° C., and the mixture obtained in A was added and dispersed and mixed to be uniform.
C: Ingredients 14-17 and 19 were heated to 40 ° C. to obtain a solution, which was gradually added to the dispersion obtained in B and emulsified, cooled and added with ingredient 18 to obtain a liquid foundation. .
The liquid foundation obtained as described above had no stickiness, light spread, and a refreshing feeling. There was no change with time.

（注１）オルガノポリシロキサンエラストマー球状複合粉体；ＫＳＰ−１（信越化学工業（株）製）
（注２）疎水化シリカ；アエロジルＲ９７２（日本アエロジル社製）
（製造方法）
Ａ：成分１の一部に成分５〜６を均一に溶解した。
Ｂ：成分１の残部、成分２〜４を混合し、これにＡで得られた溶液を加え、成分７〜８を混合し、均一になるよう分散した。
Ｃ：成分１３に成分９を加えて溶解し、更に成分１０、１１を混合したものを添加した。
Ｄ：Ｃで得られた混合物をＢで得られた分散物に徐添して乳化した後冷却し、成分１２を加えて日焼け止め乳液を得た。
以上のようにして得られた日焼け止め乳液は、のび広がりも軽く、さらっとしてべたつきがなく、経時変化も無かった。 Example 46: Sunscreen latex

(Note 1) Organopolysiloxane elastomer spherical composite powder; KSP-1 (manufactured by Shin-Etsu Chemical Co., Ltd.)
(Note 2) Hydrophobized silica; Aerosil R972 (manufactured by Nippon Aerosil Co., Ltd.)
(Production method)
A: Components 5 to 6 were uniformly dissolved in a part of component 1.
B: The remainder of component 1 and components 2 to 4 were mixed, the solution obtained in A was added thereto, and components 7 to 8 were mixed and dispersed uniformly.
C: Component 9 was added to component 13 and dissolved, and a mixture of components 10 and 11 was further added.
D: The mixture obtained in C was gradually added to the dispersion obtained in B and emulsified, then cooled, and component 12 was added to obtain a sunscreen emulsion.
The sunscreen emulsion obtained as described above was lightly spread, non-sticky and did not change over time.

（注１）オルガノポリシロキサンエラストマー球状粉体；ＫＭＰ５９４（信越化学工業（株）製）
（注２）疎水化シリカ；アエロジルＲ９７２（日本アエロジル社製）
（製造方法）
Ａ：成分１〜５を均一に混合し、成分６〜７を加えて均一になるよう分散した。
Ｂ：成分１４に成分８〜１０を加えて溶解し、更に成分１１、１２を混合したものを、添加した。
Ｃ：Ｂで得られた混合物をＡで得られた分散物に徐添して乳化した後冷却し、成分１３を加えて乳液を得た。
以上のようにして得られた乳液は、のび広がりも軽く、さらっとしてべたつきがなく、経時変化も無かった。 Example 47: Latex

(Note 1) Organopolysiloxane elastomer spherical powder; KMP594 (manufactured by Shin-Etsu Chemical Co., Ltd.)
(Note 2) Hydrophobized silica; Aerosil R972 (manufactured by Nippon Aerosil Co., Ltd.)
(Production method)
A: Components 1 to 5 were mixed uniformly, and components 6 to 7 were added and dispersed uniformly.
B: Components 8 to 10 were added to component 14 and dissolved, and components 11 and 12 were further mixed.
C: The mixture obtained in B was gradually added to the dispersion obtained in A to emulsify, then cooled, and component 13 was added to obtain an emulsion.
The milky lotion obtained as described above was lightly spread, did not feel sticky, and did not change over time.

（注１）オルガノポリシロキサンエラストマー球状粉体；ＫＭＰ５９４（信越化学工業（株）製）
（注２）疎水化シリカ；アエロジルＲ９７２（日本アエロジル社製）
（製造方法）
Ａ：成分１〜６及び９〜１０を均一に混合し、成分７〜８を加えて均一になるよう分散した。
Ｂ：成分１１〜１４及び１６を加えて溶解した。
Ｃ：Ｂで得られた溶液をＡで得られた混合物に徐添して乳化した後冷却し、成分１５を加えて保湿クリームを得た。
以上のようにして得られた保湿クリームは、のび広がりも軽く、べたつきがなく、経時変化も無かった。 Example 48: Moisturizing cream

(Note 1) Organopolysiloxane elastomer spherical powder; KMP594 (manufactured by Shin-Etsu Chemical Co., Ltd.)
(Note 2) Hydrophobized silica; Aerosil R972 (manufactured by Nippon Aerosil Co., Ltd.)
(Production method)
A: Components 1 to 6 and 9 to 10 were mixed uniformly, and components 7 to 8 were added and dispersed uniformly.
B: Components 11 to 14 and 16 were added and dissolved.
C: The solution obtained in B was gradually added to the mixture obtained in A to emulsify, then cooled, and component 15 was added to obtain a moisturizing cream.
The moisturizing cream obtained as described above had a light spread, no stickiness, and no change over time.

（注１）アミン当量７００００g/mol
（製造方法）
Ａ：成分１、３を加熱溶解し、成分２、４〜６、１０を加熱添加した。
Ｂ：成分７〜９及び１２を加熱混合した。
Ｃ：Ｂで得られた混合物をＡで得られた混合物に徐添し、乳化した後、冷却し、成分１１を加えてハンドクリームを得た。
以上のようにして得られたハンドクリームは、のび広がりも軽く、べたつきがなく、さっぱり感を与え、経時変化も無かった。該ハンドクリームは、水仕事から効果的に皮膚を保護した。 Example 49: Hand cream

(Note 1) Amine equivalent: 70000 g / mol
(Production method)
A: Components 1 and 3 were heated and dissolved, and components 2, 4 to 6, and 10 were added by heating.
B: Components 7 to 9 and 12 were heated and mixed.
C: The mixture obtained in B was gradually added to the mixture obtained in A, emulsified, cooled, and component 11 was added to obtain a hand cream.
The hand cream obtained as described above had a light spread, no stickiness, a refreshing feeling, and no change over time. The hand cream effectively protected the skin from water work.

（製造方法）
Ａ：成分１〜２、４〜７を混合し、成分３を加えて均一に混合分散した。
Ｂ：成分８〜１０及び１２を混合した。
Ｃ：Ｂで得られた混合物をＡで得られた分散物に徐添して乳化した後冷却し、成分１１を加えてアイライナーを得た。
以上のようにして得られたアイライナーは、のびが軽くて描きやすく、経時変化も無かった。また、皮膚上での、耐水性、耐汗性に優れ、化粧持ちも非常に良かった。 Example 50: Eyeliner

(Production method)
A: Components 1-2, 4-7 were mixed, and component 3 was added and mixed and dispersed uniformly.
B: Components 8 to 10 and 12 were mixed.
C: The mixture obtained in B was gradually added to the dispersion obtained in A to emulsify and then cooled, and component 11 was added to obtain an eyeliner.
The eyeliner obtained as described above was light and easy to draw and did not change over time. Moreover, it was excellent in water resistance and sweat resistance on the skin, and the makeup lasting time was also very good.

（注１）無水ケイ酸処理酸化亜鉛；酸化亜鉛を５０％内包した粒子径０．０１〜１０μｍのシリカ；サンスフェアＳＺ−５（旭硝子社製）
（注２）オウゴンエキス；５０％ １，３−ブチレングリコール水で抽出したもの
（注３）ゲンチアナエキス；２０％ エタノール水で抽出したもの
（製造方法）
Ａ：成分６〜９を均一に混合した。
Ｂ：成分１〜５を混合し、Ａで得られた混合物を加えた。
Ｃ：成分１０〜１４及び１６を混合した後、Ｂで得られた混合物を加えて乳化した。
Ｄ：Ｃで得られた乳化物を冷却し、成分１５を加えてクリームを得た。
以上のようにして得られたクリームは、べたつきがなく、のび広がりも軽く、しかも、密着感に優れつやのある仕上がりを与え、経時変化も無かった。 Example 51: Cream

(Note 1) Silica-treated zinc oxide; silica with a particle size of 0.01 to 10 μm containing 50% zinc oxide; Sunsphere SZ-5 (Asahi Glass Co., Ltd.)
(Note 2) Ogon extract; extracted with 50% 1,3-butylene glycol water (Note 3) Gentian extract; extracted with 20% ethanol water (production method)
A: Components 6 to 9 were mixed uniformly.
B: Components 1 to 5 were mixed, and the mixture obtained in A was added.
C: Components 10 to 14 and 16 were mixed, and the mixture obtained in B was added to emulsify.
D: The emulsion obtained in C was cooled, and component 15 was added to obtain a cream.
The cream obtained as described above had no stickiness, light spread, light finish with excellent adhesion, and no change over time.

（注１）疎水化処理混合粉体
ａ．微粒子酸化チタン ８．０
ｂ．微粒子酸化亜鉛 ４．０
ｃ．タルク ３．０
ｄ．マイカ ３．０
（製造方法）
Ａ：上記成分ａ〜ｄを混合し、粉体総質量に対し、１質量％のメチルハイドロジェンポリシロキサンを添加後、１５０℃で加熱処理した。
Ｂ：成分１〜５を混合して加温溶解し、成分６〜９を均一になるよう分散した。
Ｃ：成分１０〜１２及び１４を混合した後、Ｂで得られた分散物に加えて乳化した。
Ｄ：Ｃを冷却し、成分１３を加えてファンデーションを得た。
以上のようにして得られたファンデーションは、べたつきがなく、のび広がりも軽く、密着感を与え、経時変化も無かった。つやのある仕上がりを与え、化粧持ちも良かった。 Example 52: Foundation

(Note 1) Hydrophobized mixed powder a. Fine particle titanium oxide 8.0
b. Fine zinc oxide 4.0
c. Talc 3.0
d. Mica 3.0
(Production method)
A: The above components a to d were mixed, and 1% by mass of methylhydrogenpolysiloxane was added to the total mass of the powder, followed by heat treatment at 150 ° C.
B: Components 1 to 5 were mixed and dissolved by heating, and components 6 to 9 were dispersed uniformly.
C: Components 10 to 12 and 14 were mixed, and then added to the dispersion obtained in B and emulsified.
D: C was cooled and component 13 was added to obtain a foundation.
The foundation obtained as described above had no stickiness, light spread, light adhesion, and no change with time. It gave a glossy finish and the makeup was good.

（製造方法）
Ａ：成分１〜５及び７を加えて均一に溶解した。
Ｂ：Ａで得られた溶液に成分６を加えてメイクアップリムーバーを得た。
以上のようにして得られたメイクアップリムーバーを用いてファンデーションを除去したところ、ファンデーション及び皮脂汚れの落ちが非常に良好であった。使用時の伸びも軽く、使用後のべたつきも無く、経時変化も無かった。 Example 53: Makeup remover

(Production method)
A: Components 1 to 5 and 7 were added and dissolved uniformly.
B: Component 6 was added to the solution obtained in A to obtain a makeup remover.
When the foundation was removed using the makeup remover obtained as described above, the foundation and sebum stains were very well removed. The elongation at the time of use was light, there was no stickiness after use, and there was no change over time.

（製造方法）
Ａ：成分１〜５及び７を加えて均一に溶解した。
Ｂ：Ａで得られた溶液に成分６を加えてヘアメイクリムーバーを得た。
以上のようにして得られたヘアメイクリムーバーを用いて毛髪を洗浄したところ、ヘアメイクや皮脂汚れの落ちが良好であった。使用時の伸びも軽く、使用後のべたつきも無くさっぱりしていて、経時変化も無かった。 Example 54: Hair makeup remover

(Production method)
A: Components 1 to 5 and 7 were added and dissolved uniformly.
B: Component 6 was added to the solution obtained in A to obtain a hair makeup remover.
When the hair was washed using the hair makeup remover obtained as described above, the hair makeup and sebum stains were well removed. Elongation at the time of use was light, there was no stickiness after use, it was refreshing, and there was no change over time.

（注１）ＫＰ５４５；アクリルシリコーン（信越化学工業（株）製）
（注２） ＫＳＧ２１；シリコーンゲル（信越化学工業（株）製）
（製造方法）
Ａ：成分１の一部に成分２を加えて均一にし、成分７を添加してビーズミルにて分散した。
Ｂ：成分１の残部と及び３〜６を混合し、均一に混合した。
Ｃ：成分８〜１０及び１２を混合、溶解した。
Ｄ：Ｂで得られた混合物にＣで得られた溶液を加えて乳化し、Ａ及び成分１１を加添加してサンカットクリームを得た。
以上のようにして得られたサンカットクリームは、べたつきがなく、のび広がりも軽く、密着感を与えた。経時変化も無く、皮膚上での紫外線効果も持続した。 Example 55: Sun cut cream

(Note 1) KP545; acrylic silicone (manufactured by Shin-Etsu Chemical Co., Ltd.)
(Note 2) KSG21; Silicone gel (manufactured by Shin-Etsu Chemical Co., Ltd.)
(Production method)
A: Component 2 was added to a part of component 1 to make it uniform, and component 7 was added and dispersed by a bead mill.
B: The remainder of component 1 and 3-6 were mixed and mixed uniformly.
C: Components 8 to 10 and 12 were mixed and dissolved.
D: The solution obtained in C was added to the mixture obtained in B and emulsified, and A and component 11 were added and sun cut cream was obtained.
The sun cut cream obtained as described above had no stickiness, light spread, and a close feeling. There was no change over time, and the UV effect on the skin was maintained.

ＫＰ５４５；アクリルシリコーン（信越化学工業（株）製）
ＫＳＧ１６；シリコーンゲル（信越化学工業（株）製）
セピゲル３０５；（ＳＥＰＰＩＣ社製）
（製造方法）
Ａ：成分１〜７を均一に混合した。
Ｂ：成分８〜１１及び１３を均一に混合した。
Ｃ：Ａで得られた混合物にＢで得られた溶液を加えて乳化し、成分１２を添加してＯ／Ｗハンドクリームを得た。
以上のようにして得られたハンドクリームはのび広がりも軽く、優れた密着感を与え、水仕事から皮膚を効果的に保護した。さらに、経時変化も無かった。 Example 56: O / W hand cream

KP545; acrylic silicone (manufactured by Shin-Etsu Chemical Co., Ltd.)
KSG16; Silicone gel (manufactured by Shin-Etsu Chemical Co., Ltd.)
Sepigel 305; (made by SEPPIC)
(Production method)
A: Components 1 to 7 were mixed uniformly.
B: Components 8 to 11 and 13 were mixed uniformly.
C: The solution obtained in B was added to the mixture obtained in A to emulsify, and component 12 was added to obtain an O / W hand cream.
The hand cream obtained as described above spreads lightly, gives excellent adhesion, and effectively protects the skin from water work. Furthermore, there was no change with time.

（注１）ＫＰ５４５；アクリルシリコーン（信越化学工業（株）製）
（注２）ＫＰ５６１；ステアリル変性アクリルシリコーン（信越化学工業（株）製）
（製造方法）
Ａ：成分１〜９を混合、加熱溶解した。
Ｂ：成分１０〜１２及び１４を加熱混合した。
Ｃ：Ａで得られた溶液にＢで得られた混合物を加えて乳化し、冷却して成分１３を添加し、Ｏ／Ｗハンドクリームを得た。
以上のようにして得られたハンドクリームは、べたつきがなく、のび広がりも軽く、優れた密着感を与え、水仕事から皮膚を効果的に保護した。さらに、経時変化も無かった。 Example 57: O / W hand cream

(Note 1) KP545; acrylic silicone (manufactured by Shin-Etsu Chemical Co., Ltd.)
(Note 2) KP561: Stearyl-modified acrylic silicone (manufactured by Shin-Etsu Chemical Co., Ltd.)
(Production method)
A: Components 1 to 9 were mixed and dissolved by heating.
B: Components 10 to 12 and 14 were heated and mixed.
C: The mixture obtained in B was added to the solution obtained in A to emulsify, cooled, and component 13 was added to obtain an O / W hand cream.
The hand cream obtained as described above had no stickiness, light spread, light adhesion, and effectively protected the skin from water work. Furthermore, there was no change with time.

The organopolysiloxane of the present invention has an amide bond and two hydroxyl groups and is excellent in affinity with the skin. The organopolysiloxane is suitable not only for cosmetics but also for blending into products for external use on the skin.

Claims (9)

Organopolysiloxane represented by the following formula (1).

[In Formula (1), R ¹ is a group independently selected from a C _1-30 alkyl group, a C _1-30 fluorine-substituted alkyl group, a C _6-30 aryl group, and a C _6-30 aralkyl group. Yes,
R ² is independently of each other a group represented by the following formula (3):

And a group selected from the groups represented by the following formula (4):

(In the formulas (3) and (4), R ⁴ and R ⁵ are both C _1-12 monohydroxyalkyl groups, or R ⁴ is a C _1-12 dihydroxyalkyl group and R ⁵ is a hydrogen atom. Or a C _1-12 alkyl group,
R ⁶ is a hydrogen atom, an alkali metal atom, an ammonium ion or an alkylammonium ion,
g is an integer of 2 to 20)
A is a group represented by the following formula (5),

(In formula (5), ^{R 1} is as defined above, k is an integer of from 1 to 5, h is an integer of 0 to 500)
a and b are integers of 0 to 3,
c is an integer of 0 to 100, provided that 1 ≦ a + b + c,
d is an integer of 0 to 2,000,
e is an integer from 0 to 500;
f is an integer of 0 to 500] The organopolysiloxane according to claim 1, wherein the polystyrene-equivalent number average molecular weight measured by GPC is 300 to 300,000. The organopolysiloxane according to claim 1 or 2 represented by the following formula (2).

(In Formula (2), R ¹ and R ² are as described above, and d is an integer of 0 to 200.) R ¹ is a group selected from a methyl group and a butyl group, R ⁴ is a 1,3-propanediol-2-yl group or a 1,2-propanediol-3-yl group, and R ⁵ and R ⁶ are hydrogen atoms. The organopolysiloxane according to any one of claims 1 to 3. The organopolysiloxane according to any one of claims 1 to 3, wherein R ¹ is a methyl group, R ⁴ and R ⁵ are methylol groups, and R ⁶ is a hydrogen atom. A cosmetic comprising 0.1 to 40% by mass of the organopolysiloxane according to any one of claims 1 to 5 based on a total mass of the cosmetic. The cosmetic according to claim 6, further comprising water and in the form of an emulsion. The cosmetic according to claim 6 or 7, which is for skin care. The cosmetic according to claim 6 or 8, further comprising a powder, which is liquid, pasty or solid.