JP7188898B2 - POWDER COATED WITH POLYURETHANE GEL, PRODUCTION METHOD THEREOF, AND USE IN COSMETICS - Google Patents

Description

TECHNICAL FIELD The present invention relates to a powder coated with polyurethane gel, a method for producing the same, and use in cosmetics.

In the field of cosmetics, surface-treated powders using various surface-treating agents have been studied for the purpose of improving the dispersibility of powders and adjusting the feel of the powders. For example, a crosslinked polyether-modified silicone and a crosslinked polyether-modified silicone dispersed in a water-containing dispersion medium as a powder having moderate lubricity and soft touch, excellent moist feeling, and excellent adhesiveness to the skin. A surface-treated powder obtained by coating powder with a silicone elastomer selected from polyglycerin-modified silicones has been proposed (Patent Document 1).

In addition, so far, an amino-modified silicone-treated powder (Patent Document 2) that is excellent in spreadability, adhesiveness, feel, moldability, and water repellency, and triethoxylate that is intended to improve the dispersibility of the powder Powders surface-treated with caprylylsilane or methylhydrogenpolysiloxane (paragraph [0021] of Patent Document 3), and pigment powders are surface-treated with specific pseudo-ceramides typified by hydroxypropylbispalmitamide MEA. surface-treated powder (Patent Document 4), etc., have been proposed.

Japanese Unexamined Patent Application Publication No. 2013-139400 JP-A-2004-182729 JP 2015-124220 A JP 2016-210744 A

However, there has been no surface-treated powder that is excellent in both adhesiveness and elasticity and has a high moist feeling even though it is a powder.

As a result of intensive research and development, the present inventors have focused _on a polyurethane having an isocyanate group that has excellent affinity with the skin. _A is (c) a hydrogenated polybutadiene having a terminal hydroxyl group, (d) a diisocyanate compound and (b) HO--R ₃ --OH (wherein R ₃ is a linear or branched C2 to The surface of each particle constituting the powder is coated with a polyurethane gel composition containing a polyurethane obtained by reaction with a glycol represented by C6 alkylene group) and an oil agent (hereinafter referred to as polyurethane gel-treated powder). By doing so, it was found that a hydrophobic surface-treated powder having excellent adhesion to the skin, elasticity, and moistness can be obtained. The present invention has been completed based on such findings.

（式中、Ｒ_１、Ｒ_２は各々独立してＣ_１～Ｃ_６アルキレン基、ｎは１０～１００の整数、ｎ_１、ｎ_２は各々独立して０又は１を表す）で表されるイソシアネート化合物である、［２］～［４］のいずれかに記載の粉体。
［６］Ａの（ａ）が式（２）

（式中、ｎは１０～１００の整数を表す）で表されるイソシアネート化合物である、［２］～［５］のいずれかに記載の粉体。
［７］（ｃ）末端に水酸基を持つ水添ポリブタジエンが

（式中、ｎは１０～１００の整数を表す）であり、
（ｄ）ジイソシアネート化合物が

であり、
（ｂ）ＨＯ－Ｒ_３－ＯＨで表されるグリコールが

である［３］に記載の粉体。
［８］Ａのポリウレタンが油溶性のポリウレタンである、［２］に記載の粉体。
［９］Ａのポリウレタンの平均分子量（Ｍｗ）が、１００００～１０００００である、［２］に記載の粉体。
［１０］Ｂの油剤が２５℃で液状の油剤である、［２］に記載の粉体。
［１１］Ｂの油剤が、炭化水素油、水酸基の数が０又は１個であるエステル油、シリコーン油から選ばれる１種以上である、［２］に記載の粉体。
［１２］ポリウレタンゲルの被覆量が、ポリウレタンゲル及び粉体の合計量の０．１～５．０質量％である、［１］～［１１］のいずれかに記載の粉体。
［１３］前記粉体が、鉱物、金属酸化物から選ばれる１種又は２種以上の粉体である、［１］～［１２］のいずれかに記載の粉体。
［１４］［１］～［１３］のいずれかに記載の粉体を含有する化粧料。
［１５］（１）溶媒にポリウレタンゲルを分散後、粉体を添加して混練する工程、
（２）その後、真空状態にて溶媒を除去しながら混練し、粉末状になった時点で取り出す工程、及び
（３）取り出した後、加熱乾燥してポリウレタンゲル処理粉体を得る工程を含む、
粉体を構成する各粒子の表面がポリウレタンゲルで被覆された粉体の製造方法。
［１６］ポリウレタンゲルがＡとＢとを含有する［１５］に記載の製造方法。
ここで、Ａは（ａ）末端にイソシアネート基を持つ水添ポリブタジエンと（ｂ）ＨＯ－Ｒ_３－ＯＨ（式中、Ｒ_３はエーテル結合を有していてもよい直鎖若しくは分岐のＣ２～Ｃ６アルキレン基を表す）で表されるグリコールとの反応によって得られるポリウレタンであるか、または、Ａは（ｃ）末端に水酸基を持つ水添ポリブタジエンと（ｄ）ジイソシアネート化合物と（ｂ）ＨＯ－Ｒ_３－ＯＨ（式中Ｒ_３はエーテル結合を有していてもよい直鎖若しくは分岐のＣ２～Ｃ６アルキレン基を表す）で表されるグリコールとの反応によって得られるポリウレタンであり、Ｂは油剤である。
［１７］Ａの（ａ）が（ｃ）末端に水酸基を持つ水添ポリブタジエンと（ｄ）ジイソシアネート化合物との反応によって得られるイソシアネート化合物である［１６］に記載の製造方法。
［１８］Ａの（ｄ）がＯＣＮ－Ｒ_２－ＮＣＯ（式中、Ｒ_２はＣ２～Ｃ６アルキレン）で表されるジイソシアネート化合物である、［１６］又は［１７］に記載の製造方法。
［１９］Ａの（ａ）が式（１）

（式中、Ｒ_１、Ｒ_２は各々独立してＣ_１～Ｃ_６アルキレン基、ｎは１０～１００の整数、ｎ_１、ｎ_２は各々独立して０又は１を表す）で表されるイソシアネート化合物である、［１６］～［１８］のいずれかに記載の製造方法。
［２０］Ａの（ａ）が式（２）

（式中、ｎは１０～１００の整数を表す）で表されるイソシアネート化合物である、［１６］～［１９］のいずれか１項に記載の製造方法。
［２１］（ｃ）末端に水酸基を持つ水添ポリブタジエンが

（式中、ｎは１０～１００の整数を表す）であり、
（ｄ）ジイソシアネート化合物が

であり、
（ｂ）ＨＯ－Ｒ_３－ＯＨで表されるグリコールが

である［１７］に記載の製造方法。
［２２］Ａのポリウレタンが油溶性のポリウレタンである、［１６］に記載の製造方法。
［２３］Ａのポリウレタンの平均分子量（Ｍｗ）が、１００００～１０００００である、［１６］に記載の製造方法。
［２４］Ｂの油剤が２５℃で液状の油剤である、［１６］に記載の製造方法。
［２５］Ｂの油剤が、炭化水素油、水酸基の数が０又は１個であるエステル油、シリコーン油から選ばれる１種以上である、［１６］に記載の製造方法。
［２６］ポリウレタンゲルの被覆量が、ポリウレタンゲル及び粉体の合計量の０．１～５．０質量％である、［１５］～［２５］のいずれかに記載の製造方法。
［２７］前記粉体が、鉱物、金属酸化物から選ばれる１種又は２種以上の粉体である、［１５］～［２６］のいずれかに記載の製造方法。
［２８］溶媒がイソプロピルアルコールである、［１５］～［２７］のいずれかに記載の製造方法。 That is, the present invention is as specified by the following matters.
[1] A powder in which the surface of each particle constituting the powder is coated with a polyurethane gel.
[2] The powder according to [1], wherein the polyurethane gel contains A and B.
Here, A is (a) a hydrogenated polybutadiene having an isocyanate group at its end and (b) HO--R ₃ --OH (wherein R ₃ is a linear or branched C2- Representing a C6 alkylene group), or A is (c) a hydrogenated polybutadiene having a terminal hydroxyl group, (d) a diisocyanate compound, and (b) HO--R ₃ -OH (in the formula, R ₃ represents a linear or branched C2-C6 alkylene group optionally having an ether bond) obtained by reaction with a glycol, and B is an oil agent. be.
[3] The powder according to [2], wherein (a) of A is an isocyanate compound obtained by reacting (c) a hydrogenated polybutadiene having a terminal hydroxyl group and (d) a diisocyanate compound. [4] The powder according to [2] or [3], wherein (d) of A is a diisocyanate compound represented by OCN-R ₂ -NCO (wherein R ₂ is C2-C6 alkylene).
[5] (a) of A is formula (1)

(wherein R ₁ and R ₂ are each independently a C ₁ -C ₆ alkylene group, n is an integer of 10 to 100, and n ₁ and n ₂ each independently represent 0 or 1) The powder according to any one of [2] to [4], which is an isocyanate compound.
[6] (a) of A is formula (2)

The powder according to any one of [2] to [5], which is an isocyanate compound represented by (wherein n represents an integer of 10 to 100).
[7] (c) Hydrogenated polybutadiene having a terminal hydroxyl group

(wherein n represents an integer of 10 to 100),
(d) a diisocyanate compound

and
(b) a glycol represented by HO--R ₃ --OH is

The powder according to [3].
[8] The powder according to [2], wherein the polyurethane of A is an oil-soluble polyurethane.
[9] The powder according to [2], wherein the polyurethane of A has an average molecular weight (Mw) of 10,000 to 100,000.
[10] The powder according to [2], wherein the oil B is liquid at 25°C.
[11] The powder according to [2], wherein the oil B is one or more selected from hydrocarbon oils, ester oils having 0 or 1 hydroxyl group, and silicone oils.
[12] The powder according to any one of [1] to [11], wherein the coating amount of polyurethane gel is 0.1 to 5.0% by mass of the total amount of polyurethane gel and powder.
[13] The powder according to any one of [1] to [12], wherein the powder is one or more powders selected from minerals and metal oxides.
[14] A cosmetic containing the powder according to any one of [1] to [13].
[15] (1) A step of adding powder and kneading after dispersing the polyurethane gel in a solvent;
(2) Then, knead while removing the solvent in a vacuum state, and take out when it becomes powdery, and (3) After taking out, heat dry to obtain polyurethane gel-treated powder.
A method for producing powder in which the surface of each particle constituting the powder is coated with a polyurethane gel.
[16] The production method according to [15], wherein the polyurethane gel contains A and B.
Here, A is (a) a hydrogenated polybutadiene having an isocyanate group at its end and (b) HO--R ₃ --OH (wherein R ₃ is a linear or branched C2- Representing a C6 alkylene group), or A is (c) a hydrogenated polybutadiene having a terminal hydroxyl group, (d) a diisocyanate compound, and (b) HO--R ₃ -OH (in the formula, R ₃ represents a linear or branched C2-C6 alkylene group optionally having an ether bond) obtained by reaction with a glycol, and B is an oil agent. be.
[17] The production method according to [16], wherein (a) of A is an isocyanate compound obtained by reacting (c) a hydrogenated polybutadiene having a terminal hydroxyl group and (d) a diisocyanate compound.
[18] The production method according to [16] or [17], wherein (d) of A is a diisocyanate compound represented by OCN-R ₂ -NCO (wherein R ₂ is C2-C6 alkylene).
[19] (a) of A is formula (1)

(wherein R ₁ and R ₂ are each independently a C ₁ -C ₆ alkylene group, n is an integer of 10 to 100, and n ₁ and n ₂ each independently represent 0 or 1) The production method according to any one of [16] to [18], which is an isocyanate compound.
[20] (a) of A is formula (2)

(Wherein n represents an integer of 10 to 100), the production method according to any one of [16] to [19].
[21] (c) Hydrogenated polybutadiene having a terminal hydroxyl group

(wherein n represents an integer of 10 to 100),
(d) a diisocyanate compound

and
(b) a glycol represented by HO--R ₃ --OH is

The production method according to [17].
[22] The production method of [16], wherein the polyurethane of A is an oil-soluble polyurethane.
[23] The production method according to [16], wherein the polyurethane of A has an average molecular weight (Mw) of 10,000 to 100,000.
[24] The production method according to [16], wherein the oil B is liquid at 25°C.
[25] The production method according to [16], wherein the oil B is one or more selected from hydrocarbon oils, ester oils having 0 or 1 hydroxyl group, and silicone oils.
[26] The production method according to any one of [15] to [25], wherein the coating amount of polyurethane gel is 0.1 to 5.0% by mass of the total amount of polyurethane gel and powder.
[27] The production method according to any one of [15] to [26], wherein the powder is one or more powders selected from minerals and metal oxides.
[28] The production method according to any one of [15] to [27], wherein the solvent is isopropyl alcohol.

The polyurethane gel-treated powder of the present invention (powder in which the surface of each particle constituting the powder is coated with polyurethane gel) has excellent adhesion to the skin, excellent elasticity, and excellent moistness. there is

Polyurethane gel compositions containing A and B used in the polyurethane gel-treated powder of the present invention include, for example, the following compositions.
Composition 1
A is (a) a hydrogenated polybutadiene having an isocyanate group at the end and (b) HO--R ₃ --OH (wherein R ₃ is a linear or branched C2-C6 alkylene group optionally having an ether bond A composition containing a polyurethane obtained by reaction with a glycol represented by B and an oil agent as B.
Composition 2
A is (c) a hydrogenated polybutadiene having a terminal hydroxyl group, (d) a diisocyanate compound, and (b) HO—R ₃ —OH (wherein R ₃ is a linear or branched C2 A composition containing a polyurethane obtained by reaction with a glycol represented by ∼C6 alkylene group) and an oil agent as B.
In the present invention, "end" means "both ends".
(a) of A used in composition 1 is not particularly limited as long as it is a hydrogenated polybutadiene having an isocyanate group at its end. Examples thereof include compounds represented by the following formula (1).

（式中、Ｒ_１、Ｒ_２は各々独立してＣ_１～Ｃ_６アルキレン基、ｎは１０～１００の整数、ｎ_１、ｎ_２は各々独立して０又は１を表す）

(wherein R ₁ and R ₂ each independently represent a C ₁ -C ₆ alkylene group, n is an integer of 10 to 100, and n ₁ and n ₂ each independently represent 0 or 1)

Each of R ₁ and R ₂ independently, ie, the same or different, represents a C ₁ -C ₆ alkylene group, and alkylene may be linear or branched. Examples of C ₁ -C ₆ alkylene groups include methylene, ethylene, n-propylene, n-butylene, n-hexylene and the like.
n represents an integer of 10-100, and a more preferable range of n is 15-55.
n ₁ and n ₂ each independently, that is, the same or different, represent 0 or 1;

における繰り返し単位「Ｃ_４Ｈ_８」の構造は、例えば、以下に示すように、様々な種類が存在する。 Hydrogenated polybutadiene portion of formula (1) above (formula (6) below),

There are various types of structures of the repeating unit “C ₄ H ₈ ” in, for example, as shown below.

The hydrogenated polybutadiene portion in the hydrogenated polybutadiene having an isocyanate group at the end used in the present invention may consist of only one type of repeating units as exemplified above, or may consist of two or more types of repeating units. It may be included regularly or randomly. All structures in which the hydrogenated polybutadiene portion is represented by the formula (6) are included in the present invention, regardless of whether the steric structures of the repeating units “C ₄ H ₈ ” constituting the hydrogenated polybutadiene portion are the same or different. be done.
As the hydrogenated polybutadiene having an isocyanate group at the terminal represented by formula (1), for example, a compound represented by the following formula (2) is exemplified.

（式中、ｎは１０～１００の整数を表す）
式（２）の化合物は、式（１）の末端にイソシアネート基を持つ水添ポリブタジエンにおいて、Ｒ_１がエチレン基、Ｒ_２がヘキサメチレン基、ｎ_１＝ｎ_２＝１である場合に相当する。

(Wherein, n represents an integer from 10 to 100)
The compound of formula (2) corresponds to the hydrogenated polybutadiene of formula (1) having an isocyanate group at the end, where R ₁ is an ethylene group, R ₂ is a hexamethylene group, and n ₁ =n ₂ =1. .

Represented by (b) HO—R ₃ —OH (wherein R ₃ represents a linear or branched C2-C6 alkylene group optionally having an ether bond) of A used in compositions 1 and 2 Examples of glycols used include ethylene glycol (HOCH ₂ CH ₂ OH), propylene glycol (HOCH ₂ CH(OH)CH ₃ ), 1,3-butylene glycol (HOCH ₂ CH ₂ CH(OH)CH ₃ ), diethylene Glycol (HOCH ₂ CH ₂ OCH ₂ CH ₂ OH) and the like.

The hydrogenated polybutadiene having a hydroxyl group at the (c) terminal of A used in composition 2 is not particularly limited. Examples thereof include compounds represented by the following formula (3).

（式中、ｎは１０～１００の整数を表す）

(Wherein, n represents an integer from 10 to 100)

In formula (3), the hydrogenated polybutadiene moiety (formula (6)) has the same meaning as above.
Examples of the (d) diisocyanate compound used in composition 2 include hexamethylene diisocyanate, 1,3-bis(isocyanatomethyl)benzene, 1,3-bis(isocyanatomethyl)cyclohexane, 2,4- Toluene diisocyanate, 2,6-toluene diisocyanate and the like can be mentioned. Among these, hexamethylene diisocyanate represented by the following formula (4) is preferred.

In composition 1 above, (a) hydrogenated polybutadiene having an isocyanate group at the end and (b) HO--R ₃ --OH (wherein R ₃ is a linear or branched C2 to Representing a C6 alkylene group) to produce a polyurethane by polyaddition, the molar ratio (a):(b) is more preferably 2:3 to 3:2. When there are many hydrogenated polybutene moieties, which are hydrophobic moieties in the polyurethane polymer molecule, the solubility in oils increases and the transparency improves. On the other hand, HO—R ₃ —OH (wherein R ₃ represents a linear or branched C2-C6 alkylene group which may have an ether bond) constituting the hydrophilic portion in the polyurethane polymer molecule. Higher amounts of glycol added increase the self-association of the polyurethane gel and increase elasticity, but higher amounts reduce solubility. That is, the balance between the hydrophilic portion and the hydrophobic portion is important, and the preferred ratio is 2:3 to 3:2. The molar ratios (a):(b) included in this range are 2:3 to 3:2, 3:4 to 4:3, 4:5 to 5:4, 9:10 to 10:9. exemplified. In this case, the average molecular weight (Mw) of (a) is preferably 1,000-3,000. As molecular weights included in this range, in addition to 1000 to 3000, , 1500 to 2500, 1500 to 2100, 1800 to 2800, 1800 to 2600, 1800 to 2400, 1800 to 2100, and the like.
Further, the average molecular weight (Mw) of the polyurethane obtained by polyaddition is preferably 10,000 to 100,000. Molecular weights included in this range are 10,000 to 100,000, 10,000 to 90,000, 10,000 to 80,000, 10,000 to 70,000, 10,000 to 60,000, 10,000 to 50,000, 20,000 to 90,000, 20,000 to 80,000, 20,000 to 70,000, 20,000, and 20,000 to 60,000. ～５００００、３００００～９００００、３００００～８００００、３００００～７００００、３００００～６００００、３００００～５００００、４００００～９００００、４００００～８００００、４００００～７００００、４００００～６００００、５００００～９００００、５００００～８００００、５００００～７００００ , are exemplified.
In the above composition 2, (c) a hydrogenated polybutadiene having a terminal hydroxyl group, (d) a diisocyanate compound, and (b) HO—R ₃ —OH (wherein R ₃ is a straight chain or chain optionally having an ether bond) Representing a branched C2-C6 alkylene group) to produce a polyurethane by polyaddition, the molar ratio (c):(b) is more preferably 2:3 to 3:2. When there are many hydrogenated polybutene moieties, which are hydrophobic moieties in the polyurethane polymer molecule, the solubility in oils increases and the transparency improves. On the other hand, HO—R ₃ —OH (wherein R ₃ represents a linear or branched C2-C6 alkylene group which may have an ether bond) constituting the hydrophilic portion in the polyurethane polymer molecule. Higher amounts of glycol added increase the self-association of the polyurethane gel and increase elasticity, but higher amounts reduce solubility. That is, the balance between the hydrophobic part and the hydrophilic part is important, and the preferred molar ratio is 2:3 to 3:2. The molar ratio (c):(b) included in this range is 2:3 to 3:2, 3:4 to 4:3, 4:5 to 5:4, 4:5 to 4:3, 9 :10 to 10:9 are exemplified. In this case, the average molecular weight (Mw) of (c) is preferably 1,000-3,000. As molecular weights included in this range, in addition to 1000 to 3000, , 1500 to 2500, 1500 to 2100, 1800 to 2800, 1800 to 2600, 1800 to 2400, 1800 to 2100, and the like.
Further, the average molecular weight (Mw) of the polyurethane obtained by polyaddition is preferably 10,000 to 100,000. Molecular weights included in this range are 10,000 to 100,000, 10,000 to 90,000, 10,000 to 80,000, 10,000 to 70,000, 10,000 to 60,000, 10,000 to 50,000, 20,000 to 90,000, 20,000 to 80,000, 20,000 to 70,000, 20,000, and 20,000 to 60,000. ～５００００、３００００～９００００、３００００～８００００、３００００～７００００、３００００～６００００、３００００～５００００、４００００～９００００、４００００～８００００、４００００～７００００、４００００～６００００、５００００～９００００、５００００～８００００、５００００～７００００ , are exemplified.

More preferably, the polyurethane of A used in the present invention is oil-soluble. In the present invention, "oil-soluble" means "at least 1% by mass or more soluble in cetyl 2-ethylhexanoate at 30°C".
More preferably, the polyurethane content of A in composition 1 is 1 to 35% by mass. If the concentration of the polyurethane polymer is lower than this range, the transparency is high, but the feeling of elasticity (load value) is poor, and the feeling of firmness imparted to the cosmetic is poor. The content of polyurethane included in this range is 1 to 35% by mass, 1 to 30% by mass, 1 to 25% by mass, 1 to 20% by mass, 1 to 15% by mass, 1 to 10% by mass, 1 to 5% by mass, 5-30% by mass, 5-25% by mass, 5-20% by mass, 5-15% by mass, 5-10% by mass, 10-30% by mass, 10-25% by mass, 10-20% by mass %, 10 to 15 mass %, are exemplified. Further, the content of the oil agent B in composition 1 is preferably 65 to 99% by mass. The content of the oil agent included in this range is 65 to 99% by weight, 70 to 99% by weight, 80 to 99% by weight, 85 to 99% by weight, 90 to 99% by weight, 95 to 99% by weight, and 70% to 99% by weight. 95% by mass, 75-95% by mass, 80-95% by mass, 85-95% by mass, 90-95% by mass, 70-90% by mass, 75-90% by mass, 80-90% by mass, 85-90% by mass %, are exemplified.
More preferably, the polyurethane content of A in composition 2 is 1 to 35% by mass. If the concentration of the polyurethane polymer is lower than this range, the transparency is high, but the feeling of elasticity (load value) is poor, and the feeling of firmness imparted to the cosmetic is poor. The content of polyurethane included in this range is 1 to 35% by mass, 1 to 30% by mass, 1 to 25% by mass, 1 to 20% by mass, 1 to 15% by mass, 1 to 10% by mass, 1 to 5% by mass, 5-30% by mass, 5-25% by mass, 5-20% by mass, 5-15% by mass, 5-10% by mass, 10-30% by mass, 10-25% by mass, 10-20% by mass %, 10 to 15 mass %, are exemplified. Also, the content of the oil B in composition 2 is preferably 65 to 99% by mass. The content of the oil agent included in this range is 65 to 99% by mass, 70 to 99% by mass, 80 to 99% by mass, 85 to 99% by mass, 90 to 99% by mass, 95 to 99% by mass, 70 to 99% by mass. 95% by mass, 75-95% by mass, 80-95% by mass, 85-95% by mass, 90-95% by mass, 70-90% by mass, 75-90% by mass, 80-90% by mass, 85-90% by mass %, are exemplified.

The B oil agent in the polyurethane gel composition can be used without particular limitation as long as it is commonly used in cosmetics. The properties are not particularly limited, but it is preferably an oil that is liquid at 10°C to 30°C, particularly at 25°C.
Oil agent B used in the polyurethane gel composition may be hydrocarbon oil, ester oil (especially ester oil having 0 or 1 hydroxyl group), fatty acid, regardless of origin such as animal oil, vegetable oil, or synthetic oil. oils, silicone oils, fluorine-based oils, and the like. Among these, since the one with lower polarity tends to increase the strength of the polyurethane gel composition, it is selected from hydrocarbon oil, ester oil having 0 or 1 hydroxyl group, and silicone oil containing phenyl group. It is exemplified to use one or more of Specifically, hydrocarbons such as liquid paraffin, squalane, polybutene, and polyisobutylene; oils and fats such as olive oil, castor oil, mink oil, and macadamia nut oil; jojoba oil; cetyl isooctanoate (cetyl 2-ethylhexanoate); ), isopropyl myristate, isopropyl palmitate, octyldodecyl myristate, glyceryl trioctanoate, polyglyceryl diisostearate, diglyceryl isostearate, diisostearyl malate, glyceryl tribehenate, pentaerythritol rosinate, neopentyl glycol dioctanoate and other esters, methylphenylpolysiloxane, and diphenylpolysiloxane, and these can be used alone or in combination of two or more.

The polyurethane gel composition used in the present invention is preferably characterized by not only transparency and luster, but also extremely high elasticity and restorability. A gel obtained by heating and dissolving 30 parts of a polyurethane gel composition and 70 parts of liquid paraffin (kinematic viscosity at 40°C of 8 mm ² /s according to ASTM D445 measurement method) at 85°C and cooling to 30°C. As a result of the measurement of the penetration load value, the load value when a 9.2 cmφ spherical adapter was penetrated 10 mm at 2 cm/min showed excellent characteristics with a load value of 0.20 to 10.00 N (Newton). This indicates that the polyurethane gel composition used in the present invention has elasticity and resilience. As for transparency, the polyurethane gel composition used in the present invention has a transmittance of 90% or more at a wavelength of 700 nm. That is, the polyurethane gel composition used in the present invention has extremely high transparency.

The polyurethane gel composition 1 used in the present invention can be produced using a known polyurethane production method. That is, the polyurethane gel composition 1 used in the present invention comprises (a) a hydrogenated polybutadiene having an isocyanate group at the end of A and (b) HO--R ₃ --OH (wherein R ₃ represents a linear or branched C2-C6 alkylene group optionally having an ether bond) is added to carry out a polyaddition reaction.
The polyurethane gel composition 2 used in the present invention can be produced using a known polyurethane production method. That is, the polyurethane gel composition 2 of the present invention comprises (c) hydrogenated polybutadiene having terminal hydroxyl groups, and (b) HO--R ₃ --OH (wherein R ₃ is a linear or represents a branched C2-C6 alkylene group) and the oil agent of B are charged and uniformly mixed, and (d) a diisocyanate compound is added and reacted.
As an example of the polyurethane in the polyurethane gel composition 1 and the polyurethane gel composition 2 used in the present invention, INCI (International Nomenclature of Cosmetic Ingredients) calls it "Hydrogenated Polybutadiene/Glycol/HDI Copolymer". Named polyurethanes are mentioned.

(Powder to be coated)
The polyurethane gel-treated powder of the present invention is a surface-treated powder obtained by coating the surface of each particle constituting the powder with the polyurethane gel. As the powder to be coated, if it is a powder that is usually used in cosmetics, it may have a shape such as spherical, plate-like, or needle-like; It is not particularly limited by the particle structure such as nonporous, and one or more of inorganic powders, glitter powders, organic powders, pigment powders, composite powders, etc. can be used. .

Examples of the inorganic powders include titanium oxide, black titanium oxide, konjou, ultramarine, red iron oxide, yellow iron oxide, black iron oxide, zinc oxide, aluminum oxide, silica, magnesium oxide, zirconium oxide, magnesium carbonate, calcium carbonate, oxide. Chromium, chromium hydroxide, carbon black, aluminum silicate, magnesium silicate, magnesium aluminum silicate, mica, synthetic mica, sericite, talc, kaolin, silicon carbide, barium sulfate, bentonite, smectite, boron nitride, etc. 1 type(s) or 2 or more types can be used. It should be noted that these may be used after being prepared into fine particles of about 10 to 100 nm.

As the glittering powder, one selected from bismuth oxychloride, titanium oxide-coated mica, iron oxide-coated mica, iron oxide-coated mica-titanium, organic pigment-coated mica-titanium, titanium oxide-coated glass powder, aluminum powder, and the like, or Two or more kinds can be used.

Examples of the organic powders include nylon powder, polymethyl methacrylate powder, acrylonitrile-methacrylic acid copolymer powder, vinylidene chloride-methacrylic acid copolymer powder, PET resin powder, polyethylene powder, polystyrene powder, and organopolysiloxane elastomer powder. , polymethylsilsesquioxane powder, polyurethane powder, wool powder, silk powder, crystalline cellulose powder, N-acyllysine powder, and the like.

As the dye powders, one or more selected from organic tar-based pigments, lake pigments of organic dyes, and the like can be used.
As the composite powders, one or more selected from microparticle titanium oxide-coated mica titanium, microparticle zinc oxide-coated mica titanium, barium sulfate-coated mica titanium, titanium oxide-containing silica, zinc oxide-containing silica, etc., may be used. can be done.

Among these, titanium oxide, red iron oxide, talc, sericite, and mica, which are inorganic powders, are particularly suitable as powders to be coated in the present invention. Since these powders are widely used in cosmetics and are contained in large amounts, they can exhibit remarkable effects when used in cosmetics by coating them.

In the present invention, the method for coating these powders with the above polyurethane gel is not particularly limited, and a generally known method is used. Examples thereof include a method of directly mixing polyurethane gel with powder (dry processing method), a method of using a solvent (wet method), and the like. Among these, a wet method is used in which a dispersion of polyurethane gel in a solvent is kneaded with the powder, and then the solvent is removed by evaporation and the powder is completely dried, since it is possible to obtain a polyurethane gel-treated powder that is homogeneous and has an excellent feel when used. Further, by pulverizing this method, it is possible to produce a polyurethane gel-treated powder that is more homogeneous and has an excellent feel when used. The pulverization method is also not particularly limited. The compound used as the solvent is not particularly limited as long as it can disperse the polyurethane gel, and water, ethanol, n-propyl alcohol, isopropyl alcohol, n-hexane, isoparaffin, benzene, toluene, etc. 1 type or 2 types or more can be used. It is preferable to use one or more of isopropyl alcohol and n-hexane from the viewpoint of obtaining a polyurethane gel-treated powder that is more homogeneous and has an excellent feel when used.

In addition, the polyurethane gel-treated powder of the present invention can further be used for the purpose of improving dispersibility in cosmetic base materials, improving feel, etc. It may be used after being coated with a generally known surface treatment agent such as.

The polyurethane gel-treated powder of the present invention has the powder surface treated with the polyurethane gel, and the polyurethane gel is present on the powder surface. Although the coating amount is not particularly limited, it is preferably 0.1 to 10% by mass based on the total mass of the coated powder in order to exhibit the effects of the present invention more remarkably. The amount of coating included in this range is 0.1 to 10% by mass, 0.1 to 7.5% by mass, 0.1 to 5% by mass, 0.5 to 10% by mass, 0.5 to 7.0% by mass. 5% by mass, 0.5-5% by mass, 1-10% by mass, 1-7.5% by mass, 1-5% by mass, 2-10% by mass, 2-7.5% by mass, 2-5% by mass %, 3 to 10% by mass, 3 to 7.5% by mass, and 3 to 5% by mass.

(cosmetics)
The cosmetic of the present invention is produced by using one or more of the above coated powders in combination with known cosmetic ingredients according to a conventional method. The content of the coated powder in the cosmetic of the present invention is not particularly limited, and varies depending on the dosage form of the cosmetic, but is 1 to 99% by mass, preferably 5 to 95% by mass. . In addition, the cosmetic of the present invention can exhibit remarkable effects in a powder cosmetic containing powder as a main component. It is preferable in it being 40 mass %.

Ingredients that can be contained in cosmetics can be appropriately used as necessary.
For example, oils, surfactants, alcohols, water, moisturizing agents, gelling agents and thickeners, powders other than the above coated powders, ultraviolet absorbers, preservatives, antibacterial agents, antioxidants, cosmetics Ingredients (whitening agents, cell activators, anti-inflammatory agents, blood circulation promoters, skin astringents, antiseborrheic agents, etc.), vitamins, amino acids, nucleic acids, hormones, fragrances, etc. can be contained.

Examples of oils include solid oils, semi-solid oils, liquid oils, etc. Examples include natural animal and vegetable oils, semi-synthetic oils, hydrocarbon oils, ester oils, glyceride oils, silicone oils, higher alcohols, higher fatty acids, organic solvents, and the like. be done.
Solid oils include natural waxes such as carnauba wax, candelilla wax, cotton wax, shellac wax, hydrogenated oil, mineral waxes such as ozokerite, ceresin, paraffin wax, microcrystalline wax, polyethylene wax, Fischer-Tropsch wax, and ethylene/propylene copolymer. synthetic waxes such as behenyl alcohol, cetyl alcohol, stearyl alcohol, cholesterol, higher alcohols such as phytosterol, and higher fatty acids such as stearic acid and behenic acid.
Liquid oils, such as natural animal and vegetable oils and semi-synthetic oils, include avocado oil, linseed oil, almond oil, wart wax, perilla oil, olive oil, kaya oil, cod liver oil, Chinese ginseng oil, wheat germ oil, sesame oil, and rice germ oil. , rice bran oil, sasanqua oil, safflower oil, cinnamon oil, cinnamon oil, turtle oil, soybean oil, tea seed oil, camellia oil, evening primrose oil, corn oil, rapeseed oil, Japanese paulownia oil, bran wax, germ oil, persic oil , palm oil, palm kernel oil, castor oil, sunflower oil, grape oil, jojoba oil, macadamia nut oil, cottonseed oil, coconut oil, tricoate fatty acid glyceride, peanut oil, lanolin, liquid lanolin, reduced lanolin, lanolin alcohol, lanolin acetate, 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 and the like.
Hydrocarbon oils include squalane, squalene, liquid paraffin, pristane, polyisobutylene and the like.
Ester oils include diisobutyl adipate, 2-hexyldecyl adipate, di-2-heptylundecyl adipate, N-alkyl glycol monoisostearate, isocetyl isostearate, trimethylolpropane triisostearate, 2-ethylhexanoic acid. Cetyl, ethylene glycol di-2-ethylhexanoate, neopentyl glycol di-2-ethylhexanoate, trimethylolpropane tri-2-ethylhexanoate, pentaerythritol tetra-2-ethylhexanoate, cetyl octanoate, octyldodecyl Gum esters, oleyl oleate, octyldodecyl oleate, decyl oleate, neopentyl glycol dicaprate, triethyl citrate, 2-ethylhexyl succinate, amyl acetate, ethyl acetate, butyl acetate, isocetyl stearate, butyl stearate, sebacin diisopropyl acid, di-2-ethylhexyl sebacate, cetyl lactate, myristyl lactate, isopropyl palmitate, 2-ethylhexyl palmitate, 2-hexyldecyl palmitate, 2-heptylundecyl palmitate, cholesteryl 12-hydroxystearate, di Pentaerythritol fatty acid ester, isopropyl myristate, 2-octyldodecyl myristate, 2-hexyldecyl myristate, myristyl myristate, hexyldecyl dimethyloctanoate, ethyl laurate, hexyl laurate, N-lauroyl-L-glutamic acid-2 - octyldodecyl ester, diisostearyl malate, and the like.
Glyceride oils include acetoglyceride, triisooctanoic acid glyceride, triisostearic acid glyceride, triisopalmitic acid glyceride, tri-2-ethylhexanoic acid glyceride, monostearic acid glyceride, di-2-heptylundecanoic acid glyceride, trimyristic acid. glyceride and the like.
Examples of silicone oils include dimethylpolysiloxane, methylphenylpolysiloxane, methylhydrogenpolysiloxane, octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, dodecamethylcyclohexasiloxane, tetramethyltetrahydrogencyclotetrasiloxane, and alkyl-modified silicone. etc.
Higher alcohols include oleyl alcohol, lauryl alcohol, stearyl alcohol, isostearyl alcohol, 2-octyldodecanol and the like.
Examples of higher fatty acids include oleic acid, palmitic acid, myristic acid, stearic acid, and isostearic acid.
Examples of organic solvents include hydrocarbons such as n-hexane and cyclohexane; aromatic compounds such as benzene, toluene and xylene; non-aromatic compounds such as ethyl acetate and butyl acetate; Ether compounds such as dioxane and tetrahydrofuran, 2-propanol, benzyl alcohol, phenoxyethanol, carbitols, cellosolves, spindle oil and the like.

The surfactant is not particularly limited as long as it is commonly used in cosmetics, and any surfactant can be used. Surfactants are exemplified by anionic surfactants, cationic surfactants, nonionic surfactants, amphoteric surfactants and the like, and these may be used alone or in combination of two or more as needed. be able to.
Specific examples of anionic surfactants include fatty acid soaps such as sodium stearate and triethanolamine palmitate, alkyl ether carboxylic acids and salts thereof, carboxylates such as condensation of amino acids and fatty acids, alkyl sulfonic acids, and alkene sulfones. acid salts, sulfonates of fatty acid esters, sulfonates of fatty acid amides, sulfonates of alkylsulfonates and their formalin condensates, alkyl sulfates, secondary higher alcohol sulfates, alkyl and allyl ether sulfates Ester salts, fatty acid ester sulfates, fatty acid alkylolamide sulfates, polyoxyethylene alkyl sulfates, funnel oil and other sulfates, alkyl phosphates, ether phosphates, alkyl allyl ether phosphates , amide phosphates, N-acyl amino acid-based activators, and the like.
Cationic surfactants include long-chain alkyltrimethylammonium salts, di-long-chain alkyldimethylammonium salts, long-chain alkyldimethylbenzylammonium salts, dipolyoxyethylenealkylmethylammonium salts, dipolyoxyethylenealkyletherdimethylammonium salts, Alkyl quaternary ammonium salts such as polyoxypropylenemethyldiethylammonium salts, aromatic quaternary ammonium salts, pyridinium salts such as alkylpyridinium salts, imidazoline salts such as alkyldihydroxyethylimidazoline salts, N-acyl basic amino acid lower alkyl Examples include ester salts, alkylamine salts, polyamines, and amine salts such as aminoalcohol fatty acid derivatives.
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, polyoxyethylene alkyl ether, polyoxypropylene alkyl ether, poly Oxyethylene alkylphenyl 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, Polyoxyethylene Hydrogenated Castor Oil Fatty Acid Ester, Polyoxyethylene Phytostanol Ether, Polyoxyethylene Phytosterol Ether, Polyoxyethylene Cholestanol Ether, Polyoxyethylene Cholesteryl Ether, Polyoxyalkylene Modified Organopolysiloxane, Polyoxyalkylene - Alkyl co-modified organopolysiloxanes, alkanolamides, sugar ethers, sugar amides, and the like.
Examples of amphoteric surfactants include carbobetaine-type amphoteric surfactants such as alkyldimethylaminoacetate betaine, fatty acid amidopropyldimethylaminoacetate betaine, and alkyldihydroxyethylaminoacetate betaine; sulfobetaine-type amphoteric surfactants such as alkylsulfobetaine; amidoamine type (imidazoline type) amphoteric surfactants such as N-fatty acid acyl-N-carboxymethyl-N-hydroxyethylethylenediamine salts, N-fatty acid acyl-N-carboxymethoxyethyl-N-carboxymethylethylenediamine disalts, N- Examples include amino acid-type amphoteric surfactants such as [3-alkyloxy-2-hydroxypropyl]arginine salts, and alkyliminodicarboxylate-type amphoteric surfactants.

Specific examples of alcohols include lower alcohols such as ethanol and isopropanol, polyols such as glycerin, diglycerin, polyglycerin, diethylene glycol, polyethylene glycol, propylene glycol, dipropylene glycol, polypropylene glycol, 1,3-butylene glycol and erythritol. Hydric alcohols, sugar alcohols such as sorbitol, maltose, xylitol and maltitol, benzyl alcohol and the like are exemplified.
Moisturizers include urea, hyaluronic acid, chondroitin sulfate, pyrrolidone carboxylate, and the like.

Gelling agents include gum arabic, tragacanth gum, galactan, carob gum, guar gum, karaya gum, carrageenan, pectin, agar, quince seed (quince), starch (rice, corn, potato, wheat), algae colloid, tranto gum, locust bean gum, etc. Microbial polymers such as xanthan gum, dextran, succinoglucan, pullulan, etc. Animal polymers such as collagen, casein, albumin and gelatin Starch polymers such as carboxymethyl starch and methylhydroxypropyl starch , methyl cellulose, ethyl cellulose, hydroxypropyl methyl cellulose, carboxymethyl cellulose, hydroxymethyl cellulose, hydroxypropyl cellulose, nitrocellulose, sodium cellulose sulfate, sodium carboxymethyl cellulose, crystalline cellulose, cellulose-based polymer of cellulose powder, sodium alginate, propylene glycol alginate, etc. Vinyl polymers such as alginic acid polymer, polyvinyl methyl ether, carboxyvinyl polymer, alkyl-modified carboxyvinyl polymer, polyoxyethylene polymer, polyoxyethylene polyoxypropylene copolymer polymer, acrylic acid/acryloyl dimethyl taurine acrylic polymers such as sodium copolymers, sodium polyacrylate, polyethyl acrylate, and polyacrylamide; inorganic gelling agents and thickeners such as bentonite, magnesium aluminum silicate, laponite, hectorite, and silicic anhydride; There are polyethylenimine, cationic polymer, and the like.
Film-forming agents include natural rubber, natural cellulose, cationized cellulose, various acrylic resins (including copolymers), various alkyd resins, polyvinyl alcohol, polyvinylpyrrolidone, nitrocellulose, and various silicone resins (copolymers). including), urea resin, modified corn starch and the like are used. Specific film-forming agents include amide acrylate/alkyl acrylate/methoxypolyethylene glycol methacrylate copolymer, methoxypolyethylene glycol methacrylate, eicosene/vinylpyrrolidone polymer, 1,1′-methylenebis(4-isocyanatocyclohexane ) polypropylene glycol copolymer, perfluoropolyether, (acrylate/polytrimethylsiloxy methacrylate) copolymer, polypropylsilsesquioxane, (eicosene/vinylpyrrolidone) copolymer, (vinylpyrrolidone/hexadecene) copolymer , hydroxyethyl cellulose, silicone-modified norbornene, and the like.

Oil 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, dextrin palmitate, Dextrin fatty acid esters such as dextrin stearate and dextrin 2-ethylhexanoic acid palmitate, sucrose fatty acid esters such as sucrose palmitate and sucrose stearate, benzylidene of sorbitol such as monobenzylidene sorbitol and dibenzylidene sorbitol derivatives, and organically modified clay minerals such as dimethylbenzyldodecylammonium-montmorillonite clay and dimethyldioctadecylammonium-montmorillonite clay.

Powders include inorganic powders, organic powders, metallic soap powders, colored pigments, pearl pigments, metallic powders, tar pigments, natural pigments, and the like. Any particle size (fumed, fine particles, pigment grade, etc.) and particle structure (porous, non-porous, etc.) can be used.
Examples of inorganic powder 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, and muscovite. , synthetic mica, phlogopite, red mica, biotite, lethia mica, silicic acid, silicic anhydride, aluminum silicate, magnesium silicate, magnesium aluminum silicate, calcium silicate, barium silicate, strontium silicate, tungstic acid metal salts, hydroxyapatite, vermiculite, hygilite, bentonite, montmorillonite, hectorite, zeolite, ceramic powder, dicalcium phosphate, alumina, aluminum hydroxide, boron nitride, boron nitride, silica and the like.
Organic powders include polyamide powder, polyester powder, polyethylene powder, polypropylene powder, polystyrene powder, polyurethane, benzoguanamine powder, polymethylbenzoguanamine powder, tetrafluoroethylene powder, polymethylmethacrylate powder, cellulose powder, silk powder, nylon powder ( 12 nylon, 6 nylon), styrene/acrylic acid copolymer powder, divinylbenzene/styrene copolymer powder, vinyl resin powder, urea resin powder, phenol resin powder, fluororesin powder, silicon resin powder, acrylic resin powder, melamine Resin powder, epoxy resin powder, polycarbonate resin powder, microcrystalline fiber powder, rice starch, lauroyl lysine and the like.
Metal soap powder (surfactant metal salt powder) includes zinc stearate, aluminum stearate, calcium stearate, magnesium stearate, zinc myristate, magnesium myristate, zinc cetylphosphate, calcium cetylphosphate, zinc sodium cetylphosphate, and the like. each powder.
Colored pigments include inorganic red pigments such as iron oxide, iron hydroxide, and iron titanate, inorganic brown pigments such as γ-iron oxide, inorganic yellow pigments such as yellow iron oxide and ocher, black iron oxide, carbon black, and the like. inorganic black pigments, inorganic purple pigments such as manganese violet and cobalt violet, inorganic green pigments such as chromium hydroxide, chromium oxide, cobalt oxide and cobalt titanate, inorganic blue pigments such as Prussian blue and ultramarine blue, and tar pigments. natural pigments, lakes of natural pigments, composite powders obtained by combining these powders, and the like.
Examples of pearl pigments include titanium oxide-coated mica, titanium oxide-coated mica, bismuth oxychloride, titanium oxide-coated bismuth oxychloride, titanium oxide-coated talc, fish scale foil, titanium oxide-coated glass powder, and titanium oxide-coated colored mica. Moreover, aluminum powder, copper powder, stainless steel powder etc. are mentioned as metal powder.
Tar pigments include Red No. 3, Red No. 104, Red No. 106, Red No. 201, Red No. 202, Red No. 204, Red No. 205, Red No. 220, Red No. 226, Red No. 227, Red No. 228, Red 230, Red No. 401, Red No. 505, Yellow No. 4, Yellow No. 5, Yellow No. 202, Yellow No. 203, Yellow No. 204, Yellow No. 401, Blue No. 1, Blue No. 2, Blue No. 201, 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. Natural pigments include carminic acid and laccaic acid. , carthamine, brazilin, crocin and the like.
These powders may be used as they are, but these powders may be compounded or coated with a surface treatment agent other than the above resin composition, such as an oil agent, silicone, or fluorine compound. can be
The above powders may be used singly or in combination of two or more as needed.

UV absorbers include 2-hydroxy-4-methoxybenzophenone, 2,4,6-trianilino-p-(carbo-2'-ethylhexyl-1'-oxy)-1,3,5-triazine, salicylic acid-2 -ethylhexyl, ethyl para-dihydroxypropylbenzoate, 2-ethylhexyl para-methoxycinnamate, 4-tert-4'-methoxydibenzoylmethane, 2-[4-(diethylamino)-2-hydroxybenzoyl]benzoic acid hexyl ester, dimethoxy 2-ethylhexyl benzylidenedioxoimidazolidinepropionate, 2,2′-methylenebis[6-(2H-benzotriazol-2yl)-4-(1,1,3,3-tetramethylbutyl)phenol], (1 ,3,5)-triazine-2,4-bis[{4-(2-ethylhexyloxy)-2-hydroxy}-phenyl]-6-(4-methoxyphenyl)-1,3,5-triazine, dimethicodiethylbenzalmalonate, 2-hydroxy-4-methoxybenzophenone-5-sulfonic acid and sodium salts thereof, and the like.

Preservatives and antibacterial agents include paraoxybenzoic acid ester, benzoic acid, sodium benzoate, sorbic acid, potassium sorbate, phenoxyethanol, salicylic acid, carbolic acid, sorbic acid, parachlormetacresol, hexachlorophene, benzalkonium chloride, chloride chlorhexidine, trichlorocarbanilide, photosensitizer, isopropylmethylphenol and the like.

Antioxidants include tocopherol, butylhydroxyanisole, dibutylhydroxytoluene, etc. pH adjusters include lactic acid, lactate, citric acid, citrate, glycolic acid, succinic acid, tartaric acid, malic acid, potassium carbonate, and hydrogen carbonate. Sodium, ammonium hydrogen carbonate, etc. Chelating agents such as alanine, edetate sodium salt, sodium polyphosphate, sodium metaphosphate, phosphate, hydroxyethanediphosphone, etc. Cooling agents such as L-menthol, camphor, peppermint oil, peppermint Allantoin, glycyrrhetinate, glycyrrhetin derivatives, tranexamic acid, azulene, etc. are mentioned as anti-inflammatory agents, such as oil and eucalyptus oil.

Beauty ingredients include whitening agents such as arbutin, glutathione, and saxifrage extract, cell activators such as royal jelly, photosensitizers, cholesterol derivatives, calf blood extracts, rough skin ameliorators, nonylic acid werenylamide, nicotinate benzyl ester, Nicotinic Acid β-Butoxyethyl Ester, Capsaicin, Zingerone, Cantharis Tincture, Ictamol, Caffeine, Tannic Acid, α-Borneol, Tocopherol Nicotinate, Inositol Hexanicotinate, Cyclanderate, Cinnarizine, Tolazoline, Acetylcholine, Verapamil, Cepharanthine , γ-oryzanol, etc.; skin astringents, such as zinc oxide and tannic acid; antiseborrheic agents, such as sulfur and thiantrol;

Vitamins include vitamin A oil, retinol, retinol acetate, retinol palmitate and other vitamin A, riboflavin, riboflavin butyrate, flavin adenine nucleotide and other vitamin B2, pyridoxine hydrochloride, pyridoxine dioctanoate and other vitamin B6. vitamin Cs such as L-ascorbic acid, L-ascorbic acid dipalmitate, L-ascorbic acid-2-sodium sulfate, dl-α-tocopherol-L-ascorbic acid diester dipotassium phosphate, calcium pantothenate, D-pantothenyl alcohol, pantothenyl ethyl ether, pantothenic acids such as acetylpantothenyl ethyl ether, vitamin Ds such as ergocalciferol and cholecalciferol, nicotinic acid, nicotinic acids such as benzyl nicotinate and nicotinamide, dl -α-tocopherol, dl-α-tocopherol acetate, dl-α-tocopherol nicotinate, dl-α-tocopherol succinate and other vitamin E, vitamin P, biotin and the like.

Amino acids include arginine, aspartic acid, cystine, cysteine, methionine, serine, leucine, isoleucine, tryptophan, alanine, glycine, proline, etc. Nucleic acids include deoxyribonucleic acid, and hormones include estradiol and ethinyl estradiol.
Fragrances include natural fragrances (animal fragrances, plant fragrances), synthetic fragrances, and compounded fragrances (a blend of natural and synthetic fragrances). is most commonly used. Fragrances such as jasmine, taget, rosemary, vanilla, ginger oil, rose oil, jasmine oil, lavender oil, ylang-ylang oil, peppermint oil, geranium oil, lemon oil, orange oil, star anise oil, grapefruit oil, eucalyptus oil, sandalwood oil, black pepper oil, basil oil, ylang ylang oil, patchouli oil, coumarin, musk ketone, heliotropin, 1-octen-3-ol, and blends thereof.

Examples of the form of the cosmetic composition of the present invention include powder type, oil-in-water type (O/W type) emulsifier type, water-in-oil type (W/O type) emulsifier type, oily type, and solvent type. be done. The forms of cosmetics include powder, powder solid, oily solid, press, multilayer, stick, cream, gel, liquid, milky lotion, paste, mousse, spray, and the like. can be mentioned.
In addition, the cosmetic of the present invention may contain the surface-treated powder of the present invention. Solid foundation, ), concealer (e.g. stick concealer), white powder, eye shadow (e.g. oily eye shadow, solid powder eye shadow), blush, makeup base, eye color, face color (e.g. solid powder face color ), lipstick (e.g. stick lipstick), lip gloss (e.g. paste lip gloss), eyebrow, mascara (e.g. O/W mascara, non-aqueous mascara), eyeliner (e.g. oily eyeliner), nail polish makeup cosmetics, body oils, lotions (e.g. emulsified lotions), milky lotions, creams (e.g. O/W type creams, W/O type creams), oil cleansers, cleansing creams, body milks, etc. It can be suitably used for skin care cosmetics, styling water, hair cosmetics such as hair wax, and sunscreen cosmetics (for example, W/O type sunscreen).

The present invention will be described in more detail below with reference to examples. In addition, these do not limit this invention at all.
The following production examples 1 to 5 all relate to composition 2, but the same is true when composition 1 is used by replacing the hydroxyl-terminated hydrogenated polybutadiene with a hydrogenated polybutadiene having an isocyanate group at the end. Polyurethane gel can be produced by
Specifically, it is as follows. That is, the polyurethane in composition 2 comprises (c) a hydrogenated polybutadiene having hydroxyl groups at the ends, (d) a diisocyanate compound, and (b) HO--R ₃ --OH (wherein R ₃ may have an ether bond, Representing a straight or branched C2-C6 alkylene group) is a polyurethane obtained by reaction with a glycol. On the other hand, in the polyurethane in composition 1, (c) the hydrogenated polybutadiene having hydroxyl groups at the ends is replaced with (a) the hydrogenated polybutadiene having isocyanate groups at the ends, and (a) the hydrogenated polybutadiene and ( b) Polyurethanes obtained by reaction with a glycol represented by HO--R ₃ --OH (wherein R ₃ represents a linear or branched C2-C6 alkylene group which may have an ether bond) be. In this case, similar polyurethanes can be produced by making the molar ratio of (a) and (b) the same as the molar ratio of (C) and (d).

[Manufacturing Example 1]
899 parts of hydrogenated polybutadiene (molecular weight: 2200), 2450 parts of cetyl 2-ethylhexanoate, and 128 parts of hexamethylene diisocyanate were placed in a 3 L three-necked flask and uniformly mixed.
While controlling the temperature at 60° C., 0.9 part of dibutyltin dilaurate was added, and after stirring for 3 hours, 24 parts of ethylene glycol was added.
After the addition, the mixture was stirred at 80° C. for 5 hours, and then 18 parts of ethanol was added to complete the reaction.
The weight average molecular weight of the polyurethane in the obtained polyurethane gel was 10,000 by GPC measurement (converted to polystyrene). Further, 30 parts of the obtained gel was dissolved in 70 parts of liquid paraffin by heating at 85°C and cooled to 30°C. It was 2.50 N under the conditions of min and 10 mm penetration.

[Manufacturing Example 2]
899 parts of hydrogenated polybutadiene (molecular weight: 2200), 2450 parts of cetyl 2-ethylhexanoate, and 128 parts of hexamethylene diisocyanate were placed in a 3 L three-necked flask and uniformly mixed.
While controlling the temperature at 60° C., 0.9 part of dibutyltin dilaurate was added, and after stirring for 3 hours, 24 parts of ethylene glycol was added.
After the addition, the mixture was stirred at 80° C. for 10 hours, and then 18 parts of ethanol was added to complete the reaction.
The weight average molecular weight of the polyurethane in the obtained polyurethane gel was 50,000 by GPC measurement (converted to polystyrene). Further, 30 parts of the obtained gel was dissolved in 70 parts of liquid paraffin by heating at 85°C and cooled to 30°C. It was 5.00N under the conditions of min and 10 mm penetration.

[Manufacturing Example 3]
899 parts of hydrogenated polybutadiene (molecular weight: 2200), 2450 parts of cetyl 2-ethylhexanoate, and 128 parts of hexamethylene diisocyanate were placed in a 3 L three-necked flask and uniformly mixed.
While controlling the temperature at 60° C., 0.9 parts of dibutyltin dilaurate was added, and after stirring for 3 hours, 24 parts of ethylene glycol was added while diluting with cetyl 2-ethylhexanoate.
After the addition was completed, the mixture was stirred at 80° C. for 15 hours, and then 18 parts of ethanol was added to complete the reaction.
The weight average molecular weight of the polyurethane in the obtained polyurethane gel was 100,000 by GPC measurement (converted to polystyrene). Further, 30 parts of the obtained gel was dissolved in 70 parts of liquid paraffin by heating at 85°C and cooled to 30°C. It was 7.50 N under the conditions of min and 10 mm penetration.

[Manufacturing Example 4]
899 parts of hydrogenated polybutadiene (molecular weight: 22009, 24 parts of ethylene glycol, 0.9 parts of dibutyltin dilaurate, 2450 parts of cetyl 2-ethylhexanoate) were placed in a 3 L three-necked flask and uniformly mixed.
128 parts of hexaethylene diisocyanate was added while controlling the temperature at 60° C. After the addition was completed, the mixture was stirred at 80° C. for 10 hours, and then 18 parts of ethanol was added to complete the reaction.
The weight average molecular weight of the polyurethane in the obtained polyurethane gel was 50,000 by GPC measurement (converted to polystyrene). Further, 30 parts of the obtained gel was dissolved in 70 parts of liquid paraffin by heating at 85°C and cooled to 30°C. It was 3.00 N under the conditions of min and 10 mm penetration.

[Manufacturing Example 5]
899 parts of hydrogenated polybutadiene (molecular weight: 22009, 24 parts of ethylene glycol, 0.9 parts of dibutyltin dilaurate, 2450 parts of cetyl 2-ethylhexanoate) were placed in a 3 L three-necked flask and uniformly mixed.
While controlling the temperature at 60° C., 128 parts of hexaethylene diisocyanate was added, and after the completion of the addition, the mixture was stirred at 80° C. for 15 hours, and then 18 parts of ethanol was added to complete the reaction.
The weight average molecular weight of the polyurethane in the obtained polyurethane gel was 100,000 by GPC measurement (converted to polystyrene). Further, 30 parts of the obtained gel was dissolved in 70 parts of liquid paraffin by heating at 85°C and cooled to 30°C. It was 4.50 N under the conditions of min and 10 mm penetration.

(Manufacturing of polyurethane gel-treated powder)
The polyurethane gel-treated powder of the present invention can be produced, for example, as follows, using the polyurethane gel produced by any one of Production Examples 1 to 5 above.
After dissolving the polyurethane gel produced by any of the production examples 1 to 5 in the solvent isopropyl alcohol in a planetary mixer (stirring/kneading machine), the powder is added to obtain a slurry form. , knead for 30 minutes. The mass ratio of the solvent to the polyurethane gel and powder was (solvent):(polyurethane gel and powder)=1:2. After that, the mixture is kneaded while removing the solvent in a vacuum state, and taken out when it becomes powdery. After it was taken out, it was dried at 70° C. for 10 hours to obtain a polyurethane gel-treated powder.

In Production Examples 1 to 5 above, the polyurethane was swollen with an oil agent.
Examples using the polyurethane gel-coated powder produced in Production Examples 1 to 5 are given below. In each example, for example, the description "Preparation Example 1 (2.0%) treated talc" means "talc coated with 2.0% by mass of polyurethane gel described in Production Example 1". The description “Preparation Example 2 (5.0%) treated titanium oxide” means “titanium oxide coated with 5.0% by mass of polyurethane gel described in Preparation Example 2” respectively. In addition, these do not limit this invention at all.

[Test Example 1]
Evaluation of Polyurethane Gel Treated Powder The polyurethane gel treated powder described in Production Example 1 was evaluated for contact angle, adhesion, elasticity and moist feel. Table 1 shows the evaluation method and results.

注１：母体は、タルクＪＡ－４６Ｒ（浅田製粉社製）
注２：ＯＴＳ－２ ＴＡＬＣ ＪＡ－４６Ｒ（大東化成工業社製）
注３：表面処理剤は、ＫＦ－９９Ｐ処理（信越化学工業社製）、母体は、タルクＪＡ－４６Ｒ（浅田製粉社製）
注４：ＳＡ－タルクＪＡ－４６Ｒ（三好化成社製）
注５：表面処理剤は、ＫＳＧ－２１０（信越化学工業社製）、母体は、タルクＪＡ－４６Ｒ（浅田製粉社製）
注６：表面処理剤は、ＫＳＧ－７１０処理（信越化学工業社製）、母体は、タルクＪＡ－４６Ｒ（浅田製粉社製）

◆接触角測定
油圧シリンダーにて、各種処理粉体を樹脂皿に圧縮成形し、その表面に１μＬの水を滴下し、１秒後の接触角をθ／２法にて算出した。
接触角測定機は全自動接触角計ＤＲＯＰ ＭＡＳＴＥＲ（協和界面科学社製） ※値が大きいほど疎水性（汗などに強い）

◆付着性評価
各種処理粉体を人工皮革に、１ｍｇ／ｃｍ^２となる様に１０ｍｇ塗布後、両端に一定の力を加え延伸させ、これを３回繰り返した後の残存量を測定し、動きに対する付着力を評価した。
◎：９ｍｇ以上１０ｍｇ以下
△：８．５ｍｇ以上９ｍｇ未満
×：８．５ｍｇ未満

◆弾力感、しっとり感
専門パネル員（Ｎ＝２０）による官能評価

Note 1: The base is talc JA-46R (manufactured by Asada Flour Milling Co., Ltd.)
Note 2: OTS-2 TALC JA-46R (manufactured by Daito Kasei Kogyo Co., Ltd.)
Note 3: The surface treatment agent is KF-99P treatment (manufactured by Shin-Etsu Chemical Co., Ltd.), and the base is talc JA-46R (manufactured by Asada Flour Milling Co., Ltd.).
Note 4: SA-talc JA-46R (manufactured by Miyoshi Kasei Co., Ltd.)
Note 5: Surface treatment agent is KSG-210 (manufactured by Shin-Etsu Chemical Co., Ltd.), base is talc JA-46R (manufactured by Asada Flour Milling Co., Ltd.)
Note 6: The surface treatment agent is KSG-710 treatment (manufactured by Shin-Etsu Chemical Co., Ltd.), and the base is talc JA-46R (manufactured by Asada Flour Milling Co., Ltd.)

◆Contact angle measurement Various types of treated powders were compression-molded on a resin dish using a hydraulic cylinder, 1 μL of water was dropped on the surface of the resin dish, and the contact angle after 1 second was calculated by the θ/2 method.
The contact angle measuring machine is a fully automatic contact angle meter DROP MASTER (manufactured by Kyowa Interface Science Co., Ltd.)

◆Adhesion evaluation After applying 10 mg of various treated powders to the artificial leather so that it becomes 1 mg/cm ² , apply a constant force to both ends to stretch it, repeat this three times, and measure the remaining amount. was evaluated.
◎: 9 mg or more and 10 mg or less △: 8.5 mg or more and less than 9 mg ×: less than 8.5 mg

◆Sensory evaluation by a panel member specializing in elasticity and moistness (N=20)

[Test Example 2]
Powder cosmetics Loose powder Using the powder cosmetics (loose powder) using the polyurethane gel-treated powder described in Production Examples 1 and 2, the uniformity of the makeup film, the effect of lasting makeup, and the smoothness of use were evaluated. gone. Table 2 shows the evaluation method and results.

注７：母体は、ＣＲ－５０（石原産業社製）
注８：ＯＴＳ－２ ＴｉＯ_２ ＣＲ－５０（大東化成工業社製）
注９：表面処理剤は、ＫＦ－９９Ｐ処理（信越化学工業社製）、母体は、ＣＲ－５０（石原産業社製）
注１０：ＳＡ－チタンＣＲ－５０（三好化成社製）
注１１：表面処理剤は、ＫＳＧ－２１０（信越化学工業社製）、ＣＲ－５０（石原産業社製）
注１２：表面処理剤は、ＫＳＧ－７１０処理（信越化学工業社製）、母体は、ＣＲ－５０（石原産業社製）

Note 7: The base is CR-50 (manufactured by Ishihara Sangyo Co., Ltd.)
Note 8: OTS-2 TiO ₂ CR-50 (manufactured by Daito Kasei Kogyo Co., Ltd.)
Note 9: The surface treatment agent is KF-99P treatment (manufactured by Shin-Etsu Chemical Co., Ltd.), and the base is CR-50 (manufactured by Ishihara Sangyo Co., Ltd.)
Note 10: SA-Titanium CR-50 (manufactured by Miyoshi Kasei Co., Ltd.)
Note 11: Surface treatment agents are KSG-210 (manufactured by Shin-Etsu Chemical Co., Ltd.) and CR-50 (manufactured by Ishihara Sangyo Co., Ltd.)
Note 12: The surface treatment agent is KSG-710 treatment (manufactured by Shin-Etsu Chemical Co., Ltd.), and the base is CR-50 (manufactured by Ishihara Sangyo Co., Ltd.)

[Example 6]
O/W type liquid foundation (component) (% by mass)
1. Polyoxyethylene sorbitan monooleate (20EO) 0.5
2. Sorbitan sesquioleate 0.5
3.1,3-butylene glycol 10.0
4. Production Example 1 (2.0%) Treated titanium oxide 10.0
5. Production Example 1 (2.0%) Treated red iron oxide 0.4
6. Preparation Example 1 (2.0%) Treated Yellow Iron Oxide 2.0
7. Production Example 1 (2.0%) Treated Black Iron Oxide 0.1
8. Preparation Example 1 (2.0%) Treated Talc 5.0
9. Carboxy vinyl polymer 0.3
10. Triethanolamine 1.0
11. Remaining purified water 12. Ethanol 2.0
13. Stearic acid 1.0
14. behenyl alcohol 0.5
15. Liquid paraffin 2.0
16. Glyceryl tri-2-ethylhexanoate 2.0
17. 2-ethylhexyl para-methoxycinnamate 2.0
18. Vaseline 0.5
19. Antiseptic appropriate amount 20. Perfume Appropriate amount

(Manufacturing method)
(1) Components 1 to 8 are uniformly dispersed with a roller.
(2) Ingredients 9-12 are uniformly mixed.
(3) Add (1) to (2) and mix uniformly.
(4) Components 13 to 19 are mixed and dissolved at 80°C.
(5) Add (4) to (3) at 80° C. and emulsify.
(6) After cooling (5), component 20 was added to obtain an O/W type foundation.

The O/W type foundation of Example 6 was an O/W type foundation excellent in the uniformity of the makeup film, the makeup lasting effect, and the smooth feeling of use.

[Example 7]
Oily solid foundation (ingredient) (% by mass)
1. Talc 15.0
2. Mica 10.0
3. Production Example 2 (5.0%) Treated titanium oxide 15.0
4. Production Example 2 (5.0%) Treated red iron oxide 1.0
5. Preparation Example 2 (5.0%) Treated Yellow Iron Oxide 3.0
6. Production Example 2 (5.0%) Treated Black Iron Oxide 0.2
7. Polyethylene wax 7.0
8. Microcrystalline wax 6.0
9. Glyceryl tri-2-ethylhexanoate Remainder 10. Dimethylpolysiloxane 10.0
11. Liquid paraffin 20.0
12. Polyoxyethylene methylsiloxane/polyoxypropylene oleyl methylsiloxane/dimethylsiloxane copolymer (Note 3) 2.0
13. Preservative appropriate amount 14. Perfume Appropriate amount

(Note 3) KF-6026 (manufactured by Shin-Etsu Chemical Co., Ltd.)

(Manufacturing method)
(1) Components 7 to 13 are heated and dissolved at 90°C.
(2) Components 1 to 6 are added to (1) and uniformly dispersed with a roller.
(3) Component 14 was added to (2), melted at 80° C., and filled in a metal plate to obtain an oily solid foundation.

The oily solid foundation of Example 7 was an oily solid foundation that was excellent in the uniformity of the makeup film, the makeup lasting effect, and the smooth feeling of use.

[Example 8]
Stick-shaped oily solid concealer (ingredient) (% by mass)
1. Paraffin wax 5.0
2. Polyethylene wax 5.0
3. Candelilla Low 2.0
4. Glyceryl tri-2-ethylhexanoate Remainder 5. Methylphenylpolysiloxane 25.0
6. Acetic acid liquid lanolin 10.0
7. 2-ethylhexyl para-methoxycinnamate 5.0
8. Production Example 3 (7.0%) Treated titanium oxide 20.0
9. Preparation Example 3 (7.0%) Treated Yellow Iron Oxide 2.0
10. Production Example 3 (7.0%) Treated red iron oxide 0.5
11. Production Example 3 (7.0%) Treated Black Iron Oxide 0.2
12. Mica 7.0
13. Appropriate amount of antiseptic

(Manufacturing method)
(1) Components 1 to 7 are mixed and dissolved at 100°C.
(2) Ingredients 8 to 13 are uniformly mixed with (1) at 90°C.
(3) Process (2) with three rollers.
(4) (3) was defoamed, melted and filled into capsules at 85°C, and cooled at 4°C to obtain a stick concealer.

The stick-shaped oily solid concealer of Example 8 was a stick-shaped oily solid concealer that was excellent in the uniformity of the makeup film, the makeup lasting effect, and the smooth feeling in use.

[Example 9]
Solid powdery foundation (component) (% by mass)
1. Preparation Example 1 (1.0%) Treated Talc 30.0
2. Production Example 1 (1.0%) Treated mica 15.0
3. Production Example 1 (1.0%) Treated mica titanium oxide 15.0
4. Production Example 1 (1.0%) Treated Sericite Remainder 5.0% Production Example 1 (1.0%) Yellow iron oxide 2.0
6. Production Example 1 (1.0%) Red iron oxide 0.5
7. Production Example 1 (1.0%) Black iron oxide 0.2
8. Synthetic phlogopite 5.0
9. Crosslinked silicone/network silicone block copolymer 1.0
10. Preservative appropriate amount 11. Liquid paraffin 3.0
12. Dimethylpolysiloxane 3.0
13.2-Glyceryl ethylhexanoate 3.0
14. Perfume Appropriate amount

(Manufacturing method)
(1) Components 1 to 10 are uniformly dispersed in a Henschel mixer (manufactured by Mitsui Miike Co., Ltd.) at 75°C.
(2) Components 11 to 13 are uniformly mixed and dissolved.
(3) While stirring (1) with a Henschel mixer, (2) and 14 are added and uniformly dispersed.
(4) Pulverize (3) with a pulverizer.
(5) (4) was filled in a metal plate and compression-molded to obtain a solid powdery foundation.

The solid powdery foundation of Example 9 was a solid powdery foundation excellent in the uniformity of the cosmetic film, the makeup lasting effect, and the smooth feeling of use.

[Example 10]
Solid powdery eye shadow (ingredient) (% by mass)
1. Production Example 2 (1.0%) Treated Synthetic Gold Mica 10.0
2. Production Example 2 (1.0%) treated talc remaining amount3. Titanium oxide coated mica 30.0
4. Boron nitride 5.0
5. Polyethylene terephthalate/aluminum/epoxy laminated powder 5.0
6. Ultramarine 2.0
7. Red 202 0.5
8. Polyalkyl acrylate 1.0
9. Preservative appropriate amount 10. Liquid paraffin 3.0
11. Dimethylpolysiloxane 5.0
12.2-Glyceryl ethylhexanoate 3.0
13. Perfume Appropriate amount

(Manufacturing method)
(1) Components 1 to 9 are uniformly dispersed in a Henschel mixer (manufactured by Mitsui Miike Co., Ltd.) at 75°C.
(2) Components 10 to 12 are uniformly mixed and dissolved.
(3) While stirring (1) with a Henschel mixer, (2) and 13 are added and uniformly dispersed.
(4) Pulverize (3) with a pulverizer.
(5) (4) was filled in a metal plate and compression-molded to obtain a solid powdery eye shadow.

The solid powdery eyeshadow of Example 10 was a solid powdery eyeshadow that was excellent in the uniformity of the makeup film, the makeup lasting effect, and the smooth feeling of use.

[Example 11]
Solid powdery face color (component) (% by mass)
1. Production Example 3 (1.0%) Treated mica 20.0
2. Production Example 3 (1.0%) Treated talc remaining amount3. Titanium oxide coated mica 10.0
4. Ultramarine 0.5
5. Red 226 0.2
6. Polyalkyl acrylate 1.0
7. Preservative appropriate amount8. Liquid paraffin 2.0
9. Dimethylpolysiloxane 3.0
10.2-Glyceryl ethylhexanoate 3.0
11. Perfume Appropriate amount

(Manufacturing method)
(1) Components 1 to 7 are uniformly dispersed in a Henschel mixer (manufactured by Mitsui Miike Co., Ltd.) at 75°C.
(2) Components 8 to 10 are heated to 65° C. and uniformly mixed and dissolved.
(3) While stirring (1) with a Henschel mixer, (2) and 11 are added and uniformly dispersed.
(4) Pulverize (3) with a pulverizer.
(5) (4) was filled in a metal plate and compression-molded to obtain a solid powdery face color.

The solid powdery face color of Example 11 was a solid powdery face color that was excellent in the uniformity of the cosmetic film, the makeup lasting effect, and the smooth feeling of use.

[Example 12]
Powdery white powder (ingredient) (% by mass)
1. Production Example 1 (0.5%) Treated mica 20.0
2. Preparation Example 1 (0.5%) treated talc remaining amount3. Mica Titanium 10.0
4. Red 226 0.5
5. Liquid paraffin 0.5
6. Glyceryl tri-2-ethylhexanoate 1.0
7. Preservative appropriate amount8. Perfume Appropriate amount

(Manufacturing method)
(1) Components 1 to 4 are uniformly mixed.
(2) While stirring (1) with a Henschel mixer, components 5 to 8 are added and mixed uniformly.
(3) (2) was pulverized with a pulverizer to obtain a white powder.

The powdery white powder of Example 12 was a powdery white powder excellent in the uniformity of the cosmetic film, the makeup lasting effect, and the smooth feeling of use.

[Example 13]
Stick-shaped lipstick (component) (% by mass)
1. Polyethylene wax 10.0
2. Carnauba wax 5.0
3. Paraffin wax 2.0
4. Cetyl 2-ethylhexanoate Balance 5. Liquid paraffin 10.0
6. Isotridecyl isononanoate 10.0
7. Dimethylpolysiloxane 5.0
8. Red 202 0.5
9. Yellow No. 4 2.0
10. Production Example 2 (2.0%) Treated Titanium Mica 3.0
11. Production Example 2 (2.0%) Treated titanium oxide 0.5
12. Production Example 2 (2.0%) Treated Black Iron Oxide 0.1
13. α-Tocopherol 0.5
14. Perfume Appropriate amount

(Manufacturing method)
(1) Components 1 to 7 are uniformly dissolved and mixed at 100°C.
(2) Add ingredients 8 to 14 to (1) and mix uniformly.
(3) (2) was poured into a container and cooled to obtain a stick-like lipstick.

The stick-shaped lipstick of Example 13 was a stick-shaped lipstick that was excellent in the uniformity of the makeup film, the makeup lasting effect, and the smooth feeling of use.

[Example 14]
O/W type mascara (component) (% by mass)
1. stearic acid 2.0
2. Beeswax 10.0
3. Cetostearyl alcohol 1.0
4. Polyoxyethylene sorbitan monooleate (20EO) 1.5
5. Sorbitan sesquioleate 0.5
6. Dimethylpolysiloxane 5.0
7. Preparation Example 3 (5.0%) Treated Black Iron Oxide 5.0
8. Silicic anhydride 3.0
9. Purified water remaining amount 10.1,3-butylene glycol 10.0
11. Triethanolamine 1.5
12. Alkyl acrylate copolymer emulsion (Note 5) 30.0
13. Preservative appropriate amount 14. Perfume Appropriate amount

(Note 5) Iodosol 32A707 (45% solid content) (manufactured by Japan NSC)

(Manufacturing method)
(1) Components 1 to 3 are uniformly mixed at 80°C.
(2) Process components 4 to 8 with a roller.
(3) Components 9 to 14 are uniformly mixed at 80°C.
(4) After mixing (1) and (2), add (3) and emulsify.
(5) (4) was cooled to obtain an O/W type mascara.

The O/W type mascara of Example 14 was an O/W type mascara that was excellent in the uniformity of the cosmetic film, the makeup lasting effect, and the smooth feeling of use.

[Example 15]
Non-aqueous mascara (component) (% by mass)
1. Pentaerythritol rosinate 10.0
2. Candelilla resin 3.0
3. Beeswax 2.0
4. Seresin wax 2.0
5. Dextrin palmitate 2.0
6. Trimethylsiloxysilicate 3.0
7. Dimethyl distearylammonium hectorite 5.0
8. Propion carbonate 1.0
9. Light liquid isoparaffin balance 10. Dimethylpolysiloxane 3.0
11. Preparation Example 1 (10%) Treated Black Iron Oxide 5.0
12. Silica 3.0
13. Talc 5.0

(Manufacturing method)
(1) Heat components 1 to 5 to 110°C.
(2) Add components 6 to 10 to (1) and mix.
(3) Add components 11 to 13 to (2) and mix.
(4) (3) was treated with three rollers to obtain a non-aqueous mascara.

The non-aqueous mascara of Example 15 was a non-aqueous mascara that was excellent in the uniformity of the cosmetic film, the makeup lasting effect, and the smooth feeling of use.

[Example 16]
Oily eyeliner (component) (% by mass)
1. Seresin wax 11.0
2. Polyisobutylene 16.0
3. Polyethylene wax 8.0
4. Light liquid isoparaffin Remainder 5. Dimethylpolysiloxane 3.0
6. Preparation Example 2 (0.5%) treated black iron oxide 15.0
7. Preparation Example 2 (0.5%) Treated Talc 5.0
8. Preservative appropriate amount9. Perfume Appropriate amount

(Manufacturing method)
(1) Components 1 to 5 are heated to 100° C. and uniformly mixed.
(2) Components 6 to 9 are heated to 80° C. and uniformly mixed.
(3) Add (2) to (1) and mix uniformly.
(4) (3) was treated with a roller to obtain an oily eyeliner.

The oily eyeliner of Example 16 was an oily eyeliner that was excellent in the uniformity of the makeup film, the makeup lasting effect, and the smooth feeling of use.

[Example 17]
W/O type sunscreen (ingredient) (mass%)
1. Preparation Example 1 (5.0%) treated zinc oxide 2.0
2. Production Example 1 (5.0%) Treated fine particulate titanium oxide 5.0
3. Tri(caprylic-capric)glyceryl 5.0
4. Dimethylpolysiloxane 3.0
5. Octyl palmitate 3.0
6. 2-ethylhexyl para-methoxycinnamate 10.0
7. Decamethylcyclopentasiloxane 10.0
8. Methylpolysiloxane, cetylmethylpolysiloxane, poly(oxyethylene, oxypropylene)
Methylpolysiloxane copolymer (Note 6) 1.8
9. Glyceryl tri-2-ethylhexanoate 3.0
10. Preservative appropriate amount 11. sodium chloride 0.3
12. Remaining purified water 13. Dipropylene glycol 3.0
14. Ethanol 3.0
15. Perfume Appropriate amount

(Note 6) ABIL EM-90 (manufactured by EVONIC GOLDSCHMIDT GMBH)

(Manufacturing method)
(1) After components 3 and 4 are heated and dissolved, components 1 and 2 are added and uniformly dispersed with three rollers.
(2) After dissolving components 5 to 10 at 70°C, add (1) at 60°C and mix and dissolve uniformly.
(3) Components 11 to 13 are mixed and dissolved, then added to (2) at 60° C. and emulsified.
(4) Components 14 and 15 were added to (3) and uniformly mixed to obtain a W/O type sunscreen.

The W/O type sunscreen of Example 17 was a W/O type sunscreen which was excellent in the uniformity of the cosmetic film, the makeup lasting effect, and the smooth feeling of use.

The powder of the present invention, in which the surface of each particle constituting the powder is coated with a polyurethane gel, can be used to produce various cosmetics excellent in the uniformity of the cosmetic film, the long-lasting effect of makeup, and the smooth feeling of use. can do.

Claims (9)

A powder in which the surface of each particle constituting the powder is coated with a polyurethane gel,
The polyurethane gel contains A and B, wherein A is (a) a hydrogenated polybutadiene having an isocyanate group at the end and (b) HO--R ₃ --OH (wherein R ₃ is an ether bond). Representing a linear or branched C2-C6 alkylene group that may have), or A is (c) a hydrogenated polyurethane having a terminal hydroxyl group Polybutadiene, (d) a diisocyanate compound, and (b) a glycol represented by HO--R ₃ --OH (wherein R ₃ represents a linear or branched C2-C6 alkylene group optionally having an ether bond) A polyurethane obtained by a reaction with, wherein B is an oil agent,
The polyurethane gel is formed by swelling the polyurethane of A with the oil agent of B,
The coating amount of the polyurethane gel is 0.1 to 10% by mass of the total mass of the powder coated with the polyurethane gel .
said powder. (c) Hydrogenated polybutadiene having a terminal hydroxyl group

(wherein n represents an integer of 10 to 100),
(d) a diisocyanate compound

and
(b) a glycol represented by HO--R ₃ --OH is

The powder according to claim 1 , wherein 2. The powder according to claim 1 , wherein the polyurethane of A is an oil-soluble polyurethane. The powder according to claim 1 , wherein the polyurethane of A has an average molecular weight (Mw) of 10,000 to 100,000. 2. The powder according to claim 1 , wherein the oil B is one or more selected from hydrocarbon oils, ester oils having 0 or 1 hydroxyl group, and silicone oils. The powder according to any one of claims 1 to 5 , wherein the polyurethane gel coating amount is 0.1 to 5.0% by weight of the total weight of the powder coated with the polyurethane gel . The powder according to any one of claims 1 to 6 , wherein the powder is one or more powders selected from minerals and metal oxides. A cosmetic containing the powder according to any one of claims 1 to 7 . (1 ) a step of adding powder and kneading after dispersing the polyurethane gel in a solvent;
(2) Then, knead while removing the solvent in a vacuum state, and take out when it becomes powdery, and (3) After taking out, heat dry to obtain polyurethane gel-treated powder. A method for producing powder in which the surface of each particle constituting the powder is coated with a polyurethane gel,
The polyurethane gel contains A and B, wherein A is (a) a hydrogenated polybutadiene having an isocyanate group at the end and (b) HO--R ₃ --OH (wherein R ₃ is an ether bond). Representing a linear or branched C2-C6 alkylene group that may have), or A is (c) a hydrogenated polyurethane having a terminal hydroxyl group Polybutadiene, (d) a diisocyanate compound, and (b) a glycol represented by HO--R ₃ --OH (wherein R ₃ represents a linear or branched C2-C6 alkylene group optionally having an ether bond) A polyurethane obtained by a reaction with, wherein B is an oil agent,
The polyurethane gel is formed by swelling the polyurethane of A with the oil agent of B,
The coating amount of the polyurethane gel is 0.1 to 10% by mass of the total mass of the powder coated with the polyurethane gel .
The manufacturing method.