JP2015078243A - Powder dispersion aqueous cosmetic and production method thereof - Google Patents
Powder dispersion aqueous cosmetic and production method thereof Download PDFInfo
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- JP2015078243A JP2015078243A JP2015015517A JP2015015517A JP2015078243A JP 2015078243 A JP2015078243 A JP 2015078243A JP 2015015517 A JP2015015517 A JP 2015015517A JP 2015015517 A JP2015015517 A JP 2015015517A JP 2015078243 A JP2015078243 A JP 2015078243A
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- 239000000843 powder Substances 0.000 title claims abstract description 74
- 239000002537 cosmetic Substances 0.000 title claims abstract description 48
- 239000006185 dispersion Substances 0.000 title claims abstract description 11
- 238000004519 manufacturing process Methods 0.000 title claims description 27
- 150000003839 salts Chemical class 0.000 claims abstract description 69
- 150000001875 compounds Chemical class 0.000 claims abstract description 60
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 46
- 150000001413 amino acids Chemical class 0.000 claims abstract description 40
- 230000002378 acidificating effect Effects 0.000 claims abstract description 33
- 239000001257 hydrogen Substances 0.000 claims abstract description 32
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 32
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 29
- 125000002252 acyl group Chemical group 0.000 claims abstract description 26
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims abstract description 26
- 125000000542 sulfonic acid group Chemical group 0.000 claims abstract description 14
- 238000000926 separation method Methods 0.000 claims abstract description 12
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims abstract description 7
- 229910052799 carbon Inorganic materials 0.000 claims abstract description 7
- 125000001183 hydrocarbyl group Chemical group 0.000 claims abstract 26
- 125000004432 carbon atom Chemical group C* 0.000 claims description 44
- 229910019142 PO4 Inorganic materials 0.000 claims description 18
- 239000010452 phosphate Substances 0.000 claims description 16
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 12
- 239000000839 emulsion Substances 0.000 claims description 8
- 238000002156 mixing Methods 0.000 claims description 8
- 229920003169 water-soluble polymer Polymers 0.000 claims description 5
- 239000004615 ingredient Substances 0.000 claims description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract description 2
- 125000004185 ester group Chemical group 0.000 abstract 2
- -1 carboxyethyl group Chemical group 0.000 description 114
- 235000014113 dietary fatty acids Nutrition 0.000 description 40
- 229930195729 fatty acid Natural products 0.000 description 40
- 239000000194 fatty acid Substances 0.000 description 40
- 229940024606 amino acid Drugs 0.000 description 38
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- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 28
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- 150000004665 fatty acids Chemical class 0.000 description 22
- 239000003795 chemical substances by application Substances 0.000 description 21
- 235000000346 sugar Nutrition 0.000 description 20
- 239000002253 acid Substances 0.000 description 19
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 19
- 229920000642 polymer Polymers 0.000 description 19
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 18
- 239000004166 Lanolin Substances 0.000 description 17
- 229920002125 Sokalan® Polymers 0.000 description 17
- KWIUHFFTVRNATP-UHFFFAOYSA-N glycine betaine Chemical compound C[N+](C)(C)CC([O-])=O KWIUHFFTVRNATP-UHFFFAOYSA-N 0.000 description 17
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- 238000000034 method Methods 0.000 description 16
- 239000000049 pigment Substances 0.000 description 15
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 14
- 235000019441 ethanol Nutrition 0.000 description 13
- 239000007788 liquid Substances 0.000 description 13
- 229910052751 metal Inorganic materials 0.000 description 13
- 239000002184 metal Substances 0.000 description 13
- 235000021317 phosphate Nutrition 0.000 description 13
- 229910052708 sodium Inorganic materials 0.000 description 13
- 239000011734 sodium Substances 0.000 description 13
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 12
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 12
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 11
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- 235000010323 ascorbic acid Nutrition 0.000 description 9
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- 229960005070 ascorbic acid Drugs 0.000 description 9
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 8
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 8
- 235000011187 glycerol Nutrition 0.000 description 8
- 229920001282 polysaccharide Polymers 0.000 description 8
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- 239000002904 solvent Substances 0.000 description 8
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- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 7
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 7
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- 239000000126 substance Substances 0.000 description 7
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- 125000003396 thiol group Chemical group [H]S* 0.000 description 7
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 6
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 6
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
- WHUUTDBJXJRKMK-UHFFFAOYSA-N Glutamic acid Natural products OC(=O)C(N)CCC(O)=O WHUUTDBJXJRKMK-UHFFFAOYSA-N 0.000 description 6
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 description 6
- CKLJMWTZIZZHCS-REOHCLBHSA-N L-aspartic acid Chemical compound OC(=O)[C@@H](N)CC(O)=O CKLJMWTZIZZHCS-REOHCLBHSA-N 0.000 description 6
- WHUUTDBJXJRKMK-VKHMYHEASA-N L-glutamic acid Chemical compound OC(=O)[C@@H](N)CCC(O)=O WHUUTDBJXJRKMK-VKHMYHEASA-N 0.000 description 6
- 239000002202 Polyethylene glycol Substances 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 6
- 125000005211 alkyl trimethyl ammonium group Chemical group 0.000 description 6
- POJWUDADGALRAB-UHFFFAOYSA-N allantoin Chemical compound NC(=O)NC1NC(=O)NC1=O POJWUDADGALRAB-UHFFFAOYSA-N 0.000 description 6
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 6
- PXKLMJQFEQBVLD-UHFFFAOYSA-N bisphenol F Chemical compound C1=CC(O)=CC=C1CC1=CC=C(O)C=C1 PXKLMJQFEQBVLD-UHFFFAOYSA-N 0.000 description 6
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- GVJHHUAWPYXKBD-UHFFFAOYSA-N (±)-α-Tocopherol Chemical compound OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-UHFFFAOYSA-N 0.000 description 5
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Abstract
Description
本発明は、粉体分散水系化粧料及びその製造方法に関する。 The present invention relates to a powder-dispersed aqueous cosmetic and a method for producing the same.
分子内にアシル基と親水基とを2個以上ずつ有する化合物、N−長鎖アシル酸性アミノ酸、及びその塩で被覆又は表面処理された顔料が、皮膚への密着性や使用感に優れ、化粧料等に好適であることが、特許文献1、特許文献2等により知られている。 A pigment coated or surface-treated with a compound having two or more acyl groups and hydrophilic groups in the molecule, N-long-chain acyl acidic amino acid, and a salt thereof is excellent in skin adhesion and feeling of use. It is known from Patent Document 1, Patent Document 2, and the like that it is suitable for a material.
しかし、特許文献1には、化粧料として油性ファンデーションもしくはパウダリーファンデーションしか示されておらず、流動性に富み安定性確保が困難な、リキッドファンデーション等の粉体分散水系化粧料の製造方法についての記載はなく、応用は困難であった。一方、特許文献2には、水系化粧料の製造例が示されているが、いずれも外観が特殊(ホイップ状)であり、リキッドファンデーション等の流動性に富み安定性確保が困難な、粉体分散水系化粧料への応用は困難であった。
本発明は、使用感良好で且つ、塗布後の撥水性にも優れる粉体分散水系化粧料を提供することを目的とする。
However, in Patent Document 1, only an oily foundation or a powdery foundation is shown as a cosmetic, and a description about a method for producing a powder-dispersed water-based cosmetic such as a liquid foundation, which is rich in fluidity and difficult to ensure stability. There was no application. On the other hand, Patent Document 2 shows production examples of water-based cosmetics, all of which have a special appearance (whipped), have a high fluidity such as liquid foundation, and it is difficult to ensure stability. Application to dispersed water cosmetics was difficult.
An object of the present invention is to provide a powder-dispersed water-based cosmetic that has a good feeling of use and is excellent in water repellency after coating.
本発明者らは、前記課題を解決すべく鋭意検討を重ねた結果、特定の化合物を特定方法で配合し、特定の分散状態にすることにより、驚くべきことに使用感良好で且つ塗布後の撥水性が良好な化粧料が得られることを見出し、本発明を完成した。 As a result of intensive studies to solve the above-mentioned problems, the present inventors surprisingly have a good feeling of use and after application, by blending a specific compound by a specific method and making it into a specific dispersion state. The present invention has been completed by finding that a cosmetic having good water repellency can be obtained.
すなわち、本発明は下記に示す通りである。
[1] 粉体と、油性成分と、下記一般式(1)で表される化合物、N−長鎖アシル酸性アミノ酸及びその塩より選ばれる一種以上とを含み、且つ50℃、30日後に粉体や油性成分の分離が認められない、粉体分散水系化粧料。
That is, the present invention is as follows.
[1] A powder, an oily component, and at least one selected from a compound represented by the following general formula (1), an N-long-chain acyl acidic amino acid and a salt thereof, and powdered at 50 ° C. after 30 days Powder-dispersed water-based cosmetics with no separation of body and oily components.
(R1は炭素数1〜23の炭化水素基を示し、R2は水素又は炭素数1〜3の炭化水素基を示し、Yはカルボキシル基、スルホン酸基、硫酸エステル基、リン酸エステル基又はそれらの塩を示し、Zは−NR'−(R'は水素又は炭素数1〜10の炭化水素基)、−O−、又は−S−を示し、j、kは0、1、2のいずれかであり、かつj、kは同時に0ではなく、nは2〜20の整数を示す。Xは分子量100万以下の炭化水素鎖を示す。)
[2] 下記(A)と(B)を各々別々に製造し、それらを混合する工程を含む、粉体分散水系化粧料の製造方法。
(A)下記一般式(1)で表される化合物、N−長鎖アシル酸性アミノ酸もしくはその塩より選ばれる一種以上と、粉体とを水中に分散した粉体分散液
(B)下記一般式(1)で表される化合物、N−長鎖アシル酸性アミノ酸もしくはその塩より選ばれる一種以上と、油性成分とを水中に分散した乳液
(R 1 represents a hydrocarbon group having 1 to 23 carbon atoms, R 2 represents hydrogen or a hydrocarbon group having 1 to 3 carbon atoms, and Y represents a carboxyl group, a sulfonic acid group, a sulfate ester group, or a phosphate ester group. Or a salt thereof, Z represents —NR′— (R ′ is hydrogen or a hydrocarbon group having 1 to 10 carbon atoms), —O—, or —S—, and j and k are 0, 1, 2, and And j and k are not 0 at the same time, and n represents an integer of 2 to 20. X represents a hydrocarbon chain having a molecular weight of 1 million or less.)
[2] A method for producing a powder-dispersed water-based cosmetic comprising the steps of separately producing (A) and (B) below and mixing them.
(A) A powder dispersion in which one or more compounds selected from the following general formula (1), N-long-chain acyl acidic amino acids or salts thereof, and powder are dispersed in water (B) The following general formula An emulsion in which one or more selected from the compound represented by (1), N-long-chain acyl acidic amino acid or a salt thereof, and an oil component are dispersed in water.
(R1は炭素数1〜23の炭化水素基を示し、R2は水素又は炭素数1〜3の炭化水素基を示し、Yはカルボキシル基、スルホン酸基、硫酸エステル基、リン酸エステル基又はそれらの塩を示し、Zは−NR'−(R'は水素又は炭素数1〜10の炭化水素基)、−O−、又は−S−を示し、j、kは0、1、2のいずれかであり、かつj、kは同時に0ではなく、nは2〜20の整数を示す。Xは分子量100万以下の炭化水素鎖を示す。)
[3] 前記一般式(1)で表される化合物が、下記一般式(2)で示される化合物である、[2]に記載の粉体分散水系化粧料の製造方法。
(R 1 represents a hydrocarbon group having 1 to 23 carbon atoms, R 2 represents hydrogen or a hydrocarbon group having 1 to 3 carbon atoms, and Y represents a carboxyl group, a sulfonic acid group, a sulfate ester group, or a phosphate ester group. Or a salt thereof, Z represents —NR′— (R ′ is hydrogen or a hydrocarbon group having 1 to 10 carbon atoms), —O—, or —S—, and j and k are 0, 1, 2, and And j and k are not 0 at the same time, and n represents an integer of 2 to 20. X represents a hydrocarbon chain having a molecular weight of 1 million or less.)
[3] The method for producing a powder-dispersed aqueous cosmetic according to [2], wherein the compound represented by the general formula (1) is a compound represented by the following general formula (2).
(上記一般式(2)において、R1は炭素数1〜23の炭化水素基を示し、R2は水素又は炭素数1〜3の炭化水素基を示し、Yはカルボキシル基、スルホン酸基、硫酸エステル基、リン酸エステル基又はそれらの塩を示し、Zは−NR'−(R'は水素又は炭素数1〜10の炭化水素基)、−O−、又は−S−を示し、X'は、カルボキシル基又はその塩、−NHR'基(R'は、水素、又は炭素数1〜10の炭化水素基)、−OH基、−SH基のうち少なくともいずれか一つを有する炭素数が1〜20の炭化水素鎖を示し、j、kは0、1、2のいずれかであり、かつj、kは同時に0ではない。)
[4] 前記(A)が、さらに水溶性高分子を含む、[2]又は[3]に記載の粉体分散水系化粧料の製造方法。
[5] 予め粉体を分散した油性成分を、下記式(1)で表される化合物、N−長鎖アシル酸性アミノ酸もしくはその塩より選ばれる一種以上を含む水中に分散させる工程を含む、粉体分散水系化粧料の製造方法。
(In the above general formula (2), R 1 represents a hydrocarbon group having 1 to 23 carbon atoms, R 2 represents hydrogen or a hydrocarbon group having 1 to 3 carbon atoms, Y represents a carboxyl group, a sulfonic acid group, A sulfate ester group, a phosphate ester group or a salt thereof; Z represents —NR′— (R ′ represents hydrogen or a hydrocarbon group having 1 to 10 carbon atoms), —O—, or —S—; 'Is a carboxyl group or a salt thereof, -NHR' group (R 'is hydrogen or a hydrocarbon group having 1 to 10 carbon atoms), -OH group, or carbon number having at least one of -SH groups. Represents a hydrocarbon chain of 1 to 20, j and k are 0, 1, or 2, and j and k are not 0 at the same time.)
[4] The method for producing a powder-dispersed water-based cosmetic according to [2] or [3], wherein (A) further contains a water-soluble polymer.
[5] A powder comprising a step of dispersing an oily component in which powder is dispersed in advance in water containing one or more compounds selected from the compound represented by the following formula (1), an N-long-chain acyl acidic amino acid or a salt thereof. A method for producing a body-dispersed aqueous cosmetic.
(R1は炭素数1〜23の炭化水素基を示し、R2は水素又は炭素数1〜3の炭化水素基を示し、Yはカルボキシル基、スルホン酸基、硫酸エステル基、リン酸エステル基又はそれらの塩を示し、Zは−NR'−(R'は水素又は炭素数1〜10の炭化水素基)、−O−、又は−S−を示し、j、kは0、1、2のいずれかであり、かつj、kは同時に0ではなく、nは2〜20の整数を示す。Xは分子量100万以下の炭化水素鎖を示す。)
[6] 前記一般式(1)で表される化合物が、下記一般式(2)で示される化合物である、[5]に記載の粉体分散水系化粧料の製造方法。
(R 1 represents a hydrocarbon group having 1 to 23 carbon atoms, R 2 represents hydrogen or a hydrocarbon group having 1 to 3 carbon atoms, and Y represents a carboxyl group, a sulfonic acid group, a sulfate ester group, or a phosphate ester group. Or a salt thereof, Z represents —NR′— (R ′ is hydrogen or a hydrocarbon group having 1 to 10 carbon atoms), —O—, or —S—, and j and k are 0, 1, 2, and And j and k are not 0 at the same time, and n represents an integer of 2 to 20. X represents a hydrocarbon chain having a molecular weight of 1 million or less.)
[6] The method for producing a powder-dispersed aqueous cosmetic according to [5], wherein the compound represented by the general formula (1) is a compound represented by the following general formula (2).
(上記一般式(2)において、R1は炭素数1〜23の炭化水素基を示し、R2は水素又は炭素数1〜3の炭化水素基を示し、Yはカルボキシル基、スルホン酸基、硫酸エステル基、リン酸エステル基又はそれらの塩を示し、Zは−NR'−(R'は水素又は炭素数1〜10の炭化水素基)、−O−、又は−S−を示し、X'は、カルボキシル基又はその塩、−NHR'基(R'は、水素、又は炭素数1〜10の炭化水素基)、−OH基、−SH基のうち少なくともいずれか一つを有する炭素数が1〜20の炭化水素鎖を示し、j、kは0、1、2のいずれかであり、かつj、kは同時に0ではない。)
[7] 前記油性成分が高級アルコールを含む、[5]は[6]に記載の粉体分散水系化粧料の製造方法。
(In the above general formula (2), R 1 represents a hydrocarbon group having 1 to 23 carbon atoms, R 2 represents hydrogen or a hydrocarbon group having 1 to 3 carbon atoms, Y represents a carboxyl group, a sulfonic acid group, A sulfate ester group, a phosphate ester group or a salt thereof; Z represents —NR′— (R ′ represents hydrogen or a hydrocarbon group having 1 to 10 carbon atoms), —O—, or —S—; 'Is a carboxyl group or a salt thereof, -NHR' group (R 'is hydrogen or a hydrocarbon group having 1 to 10 carbon atoms), -OH group, or carbon number having at least one of -SH groups. Represents a hydrocarbon chain of 1 to 20, j and k are 0, 1, or 2, and j and k are not 0 at the same time.)
[7] The method for producing a powder-dispersed water-based cosmetic according to [6], wherein the oil component includes a higher alcohol.
本発明により、使用感良好で且つ、塗布後の撥水性にも優れる粉体分散水系化粧料を提供することが可能となる。 According to the present invention, it is possible to provide a powder-dispersed water-based cosmetic having a good feeling of use and excellent water repellency after application.
以下、本発明を詳細に説明する。
本発明の粉体分散水系化粧料においては、粉体と、油性成分と、下記一般式(1)で表される化合物、N−長鎖アシル酸性アミノ酸もしくはその塩より選ばれる一種以上とを含み、且つ50℃、30日後に粉体や油性成分の分離が認められないことを特徴とする。
Hereinafter, the present invention will be described in detail.
The powder-dispersed water-based cosmetic of the present invention includes a powder, an oil component, and one or more selected from a compound represented by the following general formula (1), an N-long-chain acyl acidic amino acid or a salt thereof. In addition, it is characterized in that no separation of powder and oily components is observed after 30 days at 50 ° C.
粉体や油性成分の分離が認められないとは、以下の状態を意味する。化粧料に用いられる粉体は、それぞれ特有の色を有している。例えば、酸化チタンは白色、酸化鉄はその酸化状態等に応じ黄色、赤色、黒色などである。それらの粉体が均一に分散していれば、目視上その外観は全体が均一な色調を呈するが、粉体が分離すると、局所的に色調が異なる部分が生じる。すなわち、粉体の分離が認められないとは、目視上、局所的に色調の異なる部分がなく、全体が均一な色調を呈する状態を意味する。一方、油性成分が均一に分散していれば、目視上その外観は全体が均一な色調を呈するが、油性成分が分離すると、化粧料上部に油膜が生じたり、油相と水相に相分離したりする。すなわち、油性成分の分離が認められないとは、目視上、油膜の生成や相分離がなく、全体が均一な色調を呈する状態を意味する。粉体や油性成分の分離が認められないことで、本発明の特徴である、良好な使用感や塗布後の撥水性が得られる。 The fact that separation of powder and oily components is not observed means the following state. Each powder used in cosmetics has a unique color. For example, titanium oxide is white, and iron oxide is yellow, red, black, etc. depending on its oxidation state. If these powders are evenly dispersed, the appearance visually shows a uniform color tone, but when the powders are separated, there are portions where the color tone is locally different. In other words, the fact that no separation of the powder is observed means a state in which there is no portion where the color tone is locally different visually and the entire color tone is uniform. On the other hand, if the oil component is uniformly dispersed, the appearance visually shows a uniform color, but when the oil component is separated, an oil film is formed on the top of the cosmetic, or the oil phase and the water phase are separated. To do. That is, the fact that separation of oily components is not observed means that there is no visual formation of oil film or phase separation, and the whole exhibits a uniform color tone. Since the separation of the powder and the oil component is not recognized, the good feeling of use and the water repellency after coating, which are the characteristics of the present invention, are obtained.
一般式(1)において、R1は炭素数1〜23の炭化水素基である。好ましくは、炭素数が7から17の炭化水素基である。飽和炭化水素基、不飽和炭化水素基のいずれでもよく、鎖式炭化水素基、環式炭化水素基のいずれであってもよい。R1は芳香環、分岐を有していてもよく、置換基を有していてもよい。
一般式(1)において、R2は水素又は、炭素数1〜3の炭化水素基である。カルボキシル基かスルホン酸基を有していてもよい。炭素数1〜3の炭化水素基の具体例としては、メチル基、エチル基、プロピル基、イソプロピル基、ヒドロキシメチル基、ヒドロキシエチル基、ヒドロキシ(イソ)プロピル基、ジヒドロキシ(イソ)プロピル基、カルボキシメチル基、カルボキシエチル基、カルボキシプロピル基及びスルホエチル基等を挙げることができる。好ましくは、水素である。
In the general formula (1), R 1 is a hydrocarbon group of 1 to 23 carbon atoms. Preferably, it is a hydrocarbon group having 7 to 17 carbon atoms. Either a saturated hydrocarbon group or an unsaturated hydrocarbon group may be used, and either a chain hydrocarbon group or a cyclic hydrocarbon group may be used. R 1 may have an aromatic ring or a branch, and may have a substituent.
In General formula (1), R < 2 > is hydrogen or a C1-C3 hydrocarbon group. It may have a carboxyl group or a sulfonic acid group. Specific examples of the hydrocarbon group having 1 to 3 carbon atoms include methyl, ethyl, propyl, isopropyl, hydroxymethyl, hydroxyethyl, hydroxy (iso) propyl, dihydroxy (iso) propyl, carboxy Examples thereof include a methyl group, a carboxyethyl group, a carboxypropyl group, and a sulfoethyl group. Preferably, it is hydrogen.
一般式(1)において、Yはカルボキシル基、スルホン酸基、硫酸エステル基、リン酸エステル基又はそれらの塩である。好ましくは、カルボキシル基又はその塩である。Yは、種々の塩基性物質との間に塩を形成し得る。塩を形成しうる金属の具体例を以下で挙げる。アルカリ金属としては、ナトリウム、カリウム及びリチウム等が挙げられる。アルカリ土類金属としては、カルシウム及びマグネシウム等が挙げられる。上記した以外の金属としては、アルミニウム、亜鉛、鉄、コバルト、チタン及びジルコニウム、銀等の塩が挙げられる。また、上記した金属を含む塩基性物質としては、特に限定されないが、以下のものが挙げられる。有機アミン塩としては、アンモニア、モノエタノールアミン、ジエタノールアミン、トリエタノールアミン及びトリイソプロパノールアミン等の塩が挙げられる。塩基性アミノ酸塩としては、アルギニン及びリジンの塩が挙げられる。その他にも、アンモニウム塩や多価金属塩等が挙げられる。また、一般式(1)において、Yは上記した塩から任意に選ばれる1種又は2種以上の塩を含んでいてもよい。 In general formula (1), Y is a carboxyl group, a sulfonic acid group, a sulfate ester group, a phosphate ester group or a salt thereof. Preferably, it is a carboxyl group or a salt thereof. Y can form salts with various basic substances. Specific examples of metals that can form salts are given below. Examples of the alkali metal include sodium, potassium, and lithium. Examples of the alkaline earth metal include calcium and magnesium. Examples of metals other than those described above include salts of aluminum, zinc, iron, cobalt, titanium, zirconium, silver, and the like. Moreover, although it does not specifically limit as a basic substance containing the above-mentioned metal, The following are mentioned. Examples of the organic amine salt include salts of ammonia, monoethanolamine, diethanolamine, triethanolamine, triisopropanolamine, and the like. Examples of basic amino acid salts include arginine and lysine salts. Other examples include ammonium salts and polyvalent metal salts. Moreover, in General formula (1), Y may contain the 1 type, or 2 or more types of salt arbitrarily chosen from the above-mentioned salt.
一般式(1)において、Zは、−NR'−(R'は水素又は炭素数1〜10の炭化水素基)、−O−、又は−S−である。
一般式(1)において、Xは、分子量100万以下の炭化水素鎖である。Xは、直鎖でも分枝鎖でも環状鎖でも芳香族炭化水素鎖でもよい。また、Xは、置換基を有していてもよく、特にカルボキシル基を有していることが好ましい。Xの炭素数は、好ましくは1〜40であり、分子量は28〜2000が好ましい。また、Xがカルボキシル基、スルホン酸基、硫酸エステル基及びリン酸エステル基等を含む場合は、種々の塩基性物質との間に塩を形成してもよい。塩を形成しうる金属及びその金属を含む塩基性物質としては、上記の塩が挙げられる。
一般式(1)中の括弧内の部分はn個あり、それぞれ同一でも異なっていてもよい。nは2〜20の整数である。好ましくは、nは2である。また、j、kは0、1、2のいずれかであり、かつj、kは同時に0ではない。
In General formula (1), Z is -NR'- (R 'is hydrogen or a C1-C10 hydrocarbon group), -O-, or -S-.
In the general formula (1), X is a hydrocarbon chain having a molecular weight of 1 million or less. X may be a straight chain, a branched chain, a cyclic chain, or an aromatic hydrocarbon chain. X may have a substituent, and particularly preferably has a carboxyl group. The number of carbon atoms in X is preferably 1 to 40, and the molecular weight is preferably 28 to 2000. In addition, when X contains a carboxyl group, a sulfonic acid group, a sulfate ester group, a phosphate ester group, or the like, salts may be formed with various basic substances. Examples of the metal capable of forming a salt and the basic substance containing the metal include the above-mentioned salts.
There are n parts in parentheses in the general formula (1), which may be the same or different. n is an integer of 2-20. Preferably n is 2. J and k are 0, 1, and 2, and j and k are not 0 at the same time.
下記一般式(2)で示される化合物は、一般式(1)で示される化合物における、n=2の場合の一例である。当該化合物を用いた場合、安定性、使用感及び撥水性がより優れる化粧料が得られるため、好ましい。 The compound represented by the following general formula (2) is an example in the case of n = 2 in the compound represented by the general formula (1). When the said compound is used, since the cosmetics which are more excellent in stability, a feeling of use, and water repellency are obtained, it is preferable.
上記一般式(2)において、X'は、カルボキシル基又はその塩、−NHR'基(R'は、水素、又は炭素数1〜10の炭化水素基)、−OH基、−SH基のうち少なくともいずれか一つを有する炭素数が1〜20の炭化水素鎖を示す。R1、R2、Y、Z、j、kは一般式(1)と同様である。一般式(2)において、X'は、カルボキシル基又はその塩を有することが好ましく、R2は水素であることが好ましく、Yは、カルボキシル基であることが好ましく、Zは、−NH−であることが好ましい。 In the general formula (2), X ′ is a carboxyl group or a salt thereof, —NHR ′ group (R ′ is hydrogen or a hydrocarbon group having 1 to 10 carbon atoms), —OH group, or —SH group. A C1-C20 hydrocarbon chain which has at least any one is shown. R 1 , R 2 , Y, Z, j, and k are the same as those in the general formula (1). In the general formula (2), X ′ preferably has a carboxyl group or a salt thereof, R 2 is preferably hydrogen, Y is preferably a carboxyl group, and Z is —NH—. Preferably there is.
一般式(1)で示される化合物の製造方法としては、下記一般式(3)で示されるN−アシル酸性アミノ酸無水物と、ヒドロキシル基、アミノ基、チオール基から選ばれる官能基をm個(mはn以上)有する分子量100万以下の化合物(以下、m価の化合物とする)とを、反応させることにより得ることができる。 As a method for producing the compound represented by the general formula (1), an N-acyl acidic amino acid anhydride represented by the following general formula (3) and m functional groups selected from a hydroxyl group, an amino group, and a thiol group ( m can be obtained by reacting a compound having a molecular weight of 1 million or less (hereinafter referred to as m-valent compound).
一般式(3)で示されるN−アシル酸性アミノ酸無水物とは、酸性アミノ酸がN−アシル化された無水物である。N−アシル酸性アミノ酸無水物は、光学異性体であるD−体、L−体、ラセミ体のいずれであってもよい。特に、L−体であるL−酸性アミノ酸が、生分解性に優れることから好ましい。
酸性アミノ酸は、分子中に存在するカルボキシル基の数がアミノ基より多いものである。例えば、カルボキシル基とアミノ基の数がそれぞれ2個と1個であるモノアミノジカルボン酸などが挙げられる。アミノ基の水素は、炭素数1〜3の炭化水素基で置換されていてもよい。酸性アミノ酸の具体例としては、グルタミン酸、アスパラギン酸が挙げられる。
The N-acyl acidic amino acid anhydride represented by the general formula (3) is an anhydride in which an acidic amino acid is N-acylated. The N-acyl acidic amino acid anhydride may be any of D-form, L-form, and racemate which are optical isomers. In particular, an L-acidic amino acid which is an L-form is preferable because of its excellent biodegradability.
Acidic amino acids are those having more carboxyl groups than amino groups in the molecule. For example, monoaminodicarboxylic acid having 2 and 1 carboxyl groups and amino groups, respectively, can be mentioned. The hydrogen of the amino group may be substituted with a hydrocarbon group having 1 to 3 carbon atoms. Specific examples of the acidic amino acid include glutamic acid and aspartic acid.
m価の化合物は、ヒドロキシル基、アミノ基、チオール基から選ばれる官能基をm個(m≧n、かつ、2〜20の整数)有する分子量100万以下の化合物である。ここで、m価の化合物は、m個の官能基に由来する結合を作り得る。つまり、ヒドロキシル基は、エステル結合を作り、アミノ基は酸アミド結合を作り、チオール基はチオエステル結合を作ることができる。また、この化合物は上記した官能基以外の置換基を有していてもよい。 The m-valent compound is a compound having a molecular weight of 1,000,000 or less having m functional groups selected from a hydroxyl group, an amino group, and a thiol group (m ≧ n and an integer of 2 to 20). Here, the m-valent compound can form a bond derived from m functional groups. That is, a hydroxyl group can create an ester bond, an amino group can create an acid amide bond, and a thiol group can create a thioester bond. Further, this compound may have a substituent other than the above-described functional group.
このようなm価の化合物の具体例としては、以下のものが挙げられる。分子内にヒドロキシル基を2個以上有する化合物の具体例としては、以下のものが挙げられる。
2価のヒドロキシル化合物としては、エチレングリコール、1,2−プロパンジオール、1,3−プロパンジオール、1,2−ブタンジオール、1,3−ブタンジオール、1,4−ブタンジオール、ペンタンジオール、1,6−ヘキサンジオール、シクロヘキサンジオール、ジメチロールシクロヘキサン、ネオペンチルグリコール、1,8−オクタンジオール、2,2,4−トリメチル−1,3−ペンタンジオール、イソプレングリコール、3−メチル−1,5−ペンタンジオール、ソルバイト、カテコール、レゾルシン、ヒドロキノン、ビスフェノールA、ビスフェノールF、水添ビスフェノールA、水添ビスフェノールF、ダイマージオール、ジメチロールプロピオン酸、ジメチロールブタン酸、酒石酸、ジヒドロキシ酒石酸、メバロン酸、3,4−ジヒドロキシケイ皮酸、3,4−ジヒドロキシヒドロけい皮酸、ヒドロキシ安息香酸、ジヒドロキシステアリン酸、ジヒドロキシフェニルアラニン等が挙げられる。
Specific examples of such m-valent compounds include the following. Specific examples of the compound having two or more hydroxyl groups in the molecule include the following.
Examples of the divalent hydroxyl compound include ethylene glycol, 1,2-propanediol, 1,3-propanediol, 1,2-butanediol, 1,3-butanediol, 1,4-butanediol, pentanediol, , 6-hexanediol, cyclohexanediol, dimethylolcyclohexane, neopentyl glycol, 1,8-octanediol, 2,2,4-trimethyl-1,3-pentanediol, isoprene glycol, 3-methyl-1,5- Pentanediol, sorbite, catechol, resorcin, hydroquinone, bisphenol A, bisphenol F, hydrogenated bisphenol A, hydrogenated bisphenol F, dimer diol, dimethylolpropionic acid, dimethylolbutanoic acid, tartaric acid, dihydroxytartaric acid, mevalon , 3,4-dihydroxy cinnamic acid, 3,4-dihydroxy-hydro cinnamic acid, hydroxy benzoic acid, dihydroxy stearic acid, dihydroxyphenylalanine and the like.
3価のヒドロキシル化合物としては、グリセリン、トリオキシイソブタン、1,2,3−ブタントリオール、1,2,3−ペンタントリオール、2−メチル−1,2,3−プロパントリオール、2−メチル−2,3,4−ブタントリオール、2−エチル−1,2,3−ブタントリオール、2,3,4−ペンタントリオール、2,3,4−ヘキサントリオール、4−プロピル−3,4,5−ヘプタントリオール、2,4−ジメチル−2,3,4−ペンタントリオール、1,2,4−ブタントリオール、1,2,4−ペンタントリオール、トリメチロールエタン、トリメチロールプロパン、ジエタノールアミン、トリエタノールアミン及びトリヒドロキシステアリン酸等が挙げられる。 Examples of the trivalent hydroxyl compound include glycerin, trioxyisobutane, 1,2,3-butanetriol, 1,2,3-pentanetriol, 2-methyl-1,2,3-propanetriol, and 2-methyl-2. , 3,4-butanetriol, 2-ethyl-1,2,3-butanetriol, 2,3,4-pentanetriol, 2,3,4-hexanetriol, 4-propyl-3,4,5-heptane Triol, 2,4-dimethyl-2,3,4-pentanetriol, 1,2,4-butanetriol, 1,2,4-pentanetriol, trimethylolethane, trimethylolpropane, diethanolamine, triethanolamine and triol Examples thereof include hydroxystearic acid.
4価のヒドロキシル化合物としては、ペンタエリスリトール、エリスリトール、1,2,3,4−ペンタンテトロール、2,3,4,5−ヘキサンテトロール、1,2,4,5−ペンタンテトロール、1,3,4,5−ヘキサンテトロール、ジグリセリン及びソルビタン等が挙げられる。
5価のヒドロキシル化合物としては、アドニトール、アラビトール、キシリトール及びトリグリセリン等が挙げられる。
Examples of tetravalent hydroxyl compounds include pentaerythritol, erythritol, 1,2,3,4-pentanetetrol, 2,3,4,5-hexanetetrol, 1,2,4,5-pentanetetrol, , 3,4,5-hexanetetrol, diglycerin, sorbitan and the like.
Examples of pentavalent hydroxyl compounds include adonitol, arabitol, xylitol, and triglycerin.
6価のヒドロキシル化合物としては、ジペンタエリスリトール、ソルビトール、マンニトール、イジトール、イノシトール、ダルシトール、タロース及びアロース等が挙げられる。
又は、上記した2〜6価のヒドロキシル化合物の脱水縮合物やポリグリセリン等が挙げられる。
Examples of the hexavalent hydroxyl compound include dipentaerythritol, sorbitol, mannitol, iditol, inositol, dulcitol, talose, and allose.
Or the dehydration condensate of above-mentioned 2-6 valent hydroxyl compounds, polyglycerol, etc. are mentioned.
また、m価のポリヒドロキシル化合物として、糖類も挙げられる。以下でその具体例を挙げる。
テトロースとしては、エリスロース、スレオース及びエリスルロース等が挙げられる。ペントースとしては、リボース、アラビノース、キシロース、リクソース、キシルロース及びリブロース等が挙げられる。単糖類としては、アロース、アルトロース、グルコース、マンノース、ギューロース、イドース、ガラクトース、タロース、フラクトース、ソルボース、プシコース及びタガトース等のヘキソース等が挙げられる。
Examples of the m-valent polyhydroxyl compound include saccharides. Specific examples are given below.
Examples of tetrose include erythrose, sreose and erythrulose. Examples of pentose include ribose, arabinose, xylose, lyxose, xylulose and ribulose. Examples of monosaccharides include hexose such as allose, altrose, glucose, mannose, guylose, idose, galactose, talose, fructose, sorbose, psicose and tagatose.
オリゴ糖類としては、マルトース、イソマルトース、セロビオース、ゲンチオビオース、メリビオース、ラクトース、ツラノース、トレハロース、サッカロース、マンニトリオース、セロトリオース、ゲンチアノース、ラフィノース、メレチトース、セロテトロース及びスタキオース等が挙げられる。
その他の糖類としては、ヘプトース、デオキシ糖、アミノ糖、チオ糖、セレノ糖、アルドン糖、ウロン酸、糖酸、ケトアルドン酸、アンヒドロ糖、不飽和糖、糖エステル、糖エーテル及びグリコシド等の残基でもよく、デンプン、グリコーゲン、セルロース、キチン及びキトサン等の多糖類又は上記した糖類を加水分解したものでもよい。
Examples of oligosaccharides include maltose, isomaltose, cellobiose, gentiobiose, melibiose, lactose, tulanose, trehalose, saccharose, mannitolose, cellotriose, gentianose, raffinose, meletitose, cellotetorose, and stachyose.
Other sugars include residues such as heptose, deoxy sugar, amino sugar, thio sugar, seleno sugar, aldone sugar, uronic acid, sugar acid, ketoaldonic acid, anhydro sugar, unsaturated sugar, sugar ester, sugar ether and glycoside. Alternatively, polysaccharides such as starch, glycogen, cellulose, chitin, and chitosan, or those obtained by hydrolyzing the above saccharides may be used.
分子内にアミノ基を2個以上有する化合物の具体例としては、以下のものが挙げられる。
脂肪族ジアミン類としては、N,N'−ジメチルヒドラジン、エチレンジアミン、N,N'−ジメチルエチレンジアミン、ジアミノプロパン、ジアミノブタン、ジアミノペンタン、ジアミノヘキサン、ジアミノヘプタン、ジアミノオクタン、ジアミノノナン、ジアミノデカン、ジアミノドデカン、ジアミノアジピン酸、ジアミノプロパン酸、ジアミノブタン酸等が挙げられる。
Specific examples of the compound having two or more amino groups in the molecule include the following.
Aliphatic diamines include N, N′-dimethylhydrazine, ethylenediamine, N, N′-dimethylethylenediamine, diaminopropane, diaminobutane, diaminopentane, diaminohexane, diaminoheptane, diaminooctane, diaminononane, diaminodecane, diaminododecane , Diaminoadipic acid, diaminopropanoic acid, diaminobutanoic acid and the like.
脂肪族トリアミン類としては、ジエチレントリアミン、トリアミノヘキサン、トリアミノドデカン、1,8−ジアミノ−4−アミノメチル−オクタン、2,6−ジアミノカプリン酸−2−アミノエチルエステル、1,3,6−トリアミノヘキサン、1,6,11−トリアミノウンデカン、ジ(アミノエチル)アミン等が挙げられる。
脂環族ポリアミン類としては、ジアミノシクロブタン、ジアミノシクロヘキサン、3−アミノメチル−3,5,5−トリメチルシクロヘキシルアミン及びトリアミノシクロヘキサン等が挙げられる。
Aliphatic triamines include diethylenetriamine, triaminohexane, triaminododecane, 1,8-diamino-4-aminomethyl-octane, 2,6-diaminocapric acid-2-aminoethyl ester, 1,3,6- Examples include triaminohexane, 1,6,11-triaminoundecane, and di (aminoethyl) amine.
Examples of the alicyclic polyamines include diaminocyclobutane, diaminocyclohexane, 3-aminomethyl-3,5,5-trimethylcyclohexylamine, and triaminocyclohexane.
芳香族ポリアミン類としては、ジアミノベンゼン、ジアミノトルエン、ジアミノ安息香酸、ジアミノアントラキノン、ジアミノベンゼンスルホン酸、ジアミノ安息香酸等が挙げられる。
芳香脂肪族ポリアミン類としては、ジアミノキシレン、ジ(アミノメチル)ベンゼン、ジ(アミノメチル)ピリジン、ジ(アミノメチル)ナフタレン等が挙げられる。ジアミノヒドロキシプロパンのように、上記したアミン類誘導体にヒドロキシル基が置換したポリアミン類等が挙げられる。
Examples of aromatic polyamines include diaminobenzene, diaminotoluene, diaminobenzoic acid, diaminoanthraquinone, diaminobenzenesulfonic acid, diaminobenzoic acid and the like.
Examples of the araliphatic polyamines include diaminoxylene, di (aminomethyl) benzene, di (aminomethyl) pyridine, and di (aminomethyl) naphthalene. Like diaminohydroxypropane, polyamines in which the above-described amine derivatives are substituted with hydroxyl groups are exemplified.
また、アミノ酸類としては、セリン、トレオニン、システイン、シスチン、シスチンジスルホキシド、シスタチオニン、メチオニン、アルギニン、リジン、チロシン、ヒスチジン、トリプトファン及びオキシプロリン等が挙げられる。これらのアミノ酸は、タンパク質やペプチド等、又はそれらを加水分解したもの等でもよい。 Examples of amino acids include serine, threonine, cysteine, cystine, cystine disulfoxide, cystathionine, methionine, arginine, lysine, tyrosine, histidine, tryptophan, and oxyproline. These amino acids may be proteins, peptides, etc., or hydrolyzed ones thereof.
分子内にチオール基を2個以上有する化合物の具体例としては、ジチオエチレングリコール、ジチオエリトリトール及びジチオトレイトール等のジチオール化合物類等を挙げることができる。ここで、m価の化合物は、ヒドロキシル基、アミノ基、チオール基から選ばれる官能基を2種以上有していてもよい。その例を以下で挙げる。 Specific examples of the compound having two or more thiol groups in the molecule include dithiol compounds such as dithioethylene glycol, dithioerythritol and dithiothreitol. Here, the m-valent compound may have two or more functional groups selected from a hydroxyl group, an amino group, and a thiol group. Examples are given below.
分子内にアミノ基とヒドロキシル基を有する化合物としては、アミノエタノール、アミノプロパノール、アミノブタノール、アミノペンタノール、アミノヘキサノール、アミノプロパンジオール、アミノエチルエタノールアミン、アミノエチルアミノエタノール、アミノクレゾール、アミノナフトール、アミノナフトールスルホン酸、アミノヒドロキシ安息香酸、アミノヒドロキシブタン酸、アミノフェノール、アミノフェネチルアルコール及びグルコサミン等が挙げられる。分子内にチオール基とヒドロキシル基を有する化合物としては、メルカプトエタノール、メルカプトフェノール、メルカプトプロパンジオール及びグルコチオース等が挙げられる。分子内にチオール基とアミノ基を有する化合物としては、アミノチオフェノール及びアミノトリアゾールチオール等が挙げられる。 Examples of the compound having an amino group and a hydroxyl group in the molecule include aminoethanol, aminopropanol, aminobutanol, aminopentanol, aminohexanol, aminopropanediol, aminoethylethanolamine, aminoethylaminoethanol, aminocresol, aminonaphthol, Examples include aminonaphtholsulfonic acid, aminohydroxybenzoic acid, aminohydroxybutanoic acid, aminophenol, aminophenethyl alcohol, and glucosamine. Examples of the compound having a thiol group and a hydroxyl group in the molecule include mercaptoethanol, mercaptophenol, mercaptopropanediol, and glucothiose. Examples of the compound having a thiol group and an amino group in the molecule include aminothiophenol and aminotriazole thiol.
m価の化合物は、光学異性体であるD−体、L−体、ラセミ体のいずれであってもよく、各異性体であってもよい。また、m価の化合物の中でも、炭素数1〜40のものが好ましい、さらに好ましくは炭素数1〜20のものである。また、天然に存在する化合物の方が、生分解性に優れているため、アミノ酸類、ペプチド類、糖類等が好ましい。N−アシル酸性アミノ酸無水物とm価の化合物とを反応させる際、溶媒を使用してもよい。反応の際に使用する溶媒としては、水、水と有機溶媒との混合溶媒、又はテトラヒドロフラン、ベンゼン、トルエン、キシレン、四塩化炭素、クロロホルム及びアセトン等の不活性溶媒が挙げられる。反応温度としては、−5℃〜200℃、かつ上記化合物の融点以上の温度で混合し、反応させることが好ましい。 The m-valent compound may be any of the optical isomers D-form, L-form, and racemate, and may be each isomer. Further, among m-valent compounds, those having 1 to 40 carbon atoms are preferable, and those having 1 to 20 carbon atoms are more preferable. In addition, since naturally occurring compounds are superior in biodegradability, amino acids, peptides, saccharides and the like are preferable. When reacting the N-acyl acidic amino acid anhydride and the m-valent compound, a solvent may be used. Examples of the solvent used in the reaction include water, a mixed solvent of water and an organic solvent, or an inert solvent such as tetrahydrofuran, benzene, toluene, xylene, carbon tetrachloride, chloroform, and acetone. The reaction temperature is preferably −5 ° C. to 200 ° C. and mixed and reacted at a temperature equal to or higher than the melting point of the above compound.
一般式(1)で示される化合物の別の製造方法としては、N−アシル酸性アミノ酸無水物ではなくN−アシル酸性アミノ酸モノ低級エステル(例えば、メチルエステル、エチルエステル)と、上記したm価の化合物とを反応させることによっても得られる。
N−アシル酸性アミノ酸モノ低級エステルとm価の化合物とを、ジメチルホルムアミド等の適当な溶媒中に溶解し、炭酸カリウム等の触媒を加え、減圧下において−5℃〜250℃で加熱反応させた後、反応溶媒を除去することで得られる。又は、溶媒を用いずに無溶媒で加熱溶融し、水酸化ナトリウム等の触媒を加えて室温〜250℃でエステル交換反応させることによっても得ることもできる。
As another method for producing the compound represented by the general formula (1), not an N-acyl acidic amino acid anhydride but an N-acyl acidic amino acid mono-lower ester (for example, methyl ester, ethyl ester) and the above m-valent It can also be obtained by reacting with a compound.
An N-acyl acidic amino acid mono-lower ester and an m-valent compound are dissolved in a suitable solvent such as dimethylformamide, a catalyst such as potassium carbonate is added, and the mixture is heated at -5 ° C to 250 ° C under reduced pressure. Thereafter, it is obtained by removing the reaction solvent. Alternatively, it can also be obtained by heating and melting without a solvent without using a solvent, adding a catalyst such as sodium hydroxide and carrying out a transesterification reaction at room temperature to 250 ° C.
前記式(1)で表される化合物の粉体分散液中の配合量は、本発明の効果と経済性の観点より、0.001〜10質量%程度が好ましく、より好ましくは0.01〜8質量%である。
前記式(1)で表される化合物の乳液中の配合量は、本発明の効果と経済性の観点より、0.001〜8質量%程度が好ましく、より好ましくは0.01〜5質量%である。
N−長鎖アシル酸性アミノ酸のアミノ酸残基としては、グルタミン酸、アスパラギン酸等が挙げられ、アシル基としては炭素数8〜22、好ましくは8〜18の直鎖又は分岐鎖の飽和又は不飽和のものが挙げられる。
The blending amount of the compound represented by the formula (1) in the powder dispersion is preferably about 0.001 to 10% by mass, more preferably 0.01 to 10% from the viewpoint of the effect and economy of the present invention. 8% by mass.
The amount of the compound represented by the formula (1) in the emulsion is preferably about 0.001 to 8% by mass, more preferably 0.01 to 5% by mass, from the viewpoints of the effects and economics of the present invention. It is.
Examples of amino acid residues of N-long-chain acyl acidic amino acids include glutamic acid and aspartic acid, and the acyl group is a linear or branched saturated or unsaturated group having 8 to 22 carbon atoms, preferably 8 to 18 carbon atoms. Things.
上記のアシル基は、例えばラウリン酸、ミリスチン酸、パルミチン酸、ステアリン酸、アラキジン酸、椰子油脂肪酸、硬化牛脂脂肪酸、ベヘン酸、イソステアリン酸、オレイン酸、ヒマシ油脂肪酸、オリーブ油脂肪酸、パーム油脂肪酸、及びこれらを含む混合脂肪酸等の脂肪酸より導入することができる。N−長鎖アシル酸性アミノ酸の塩としては、ナトリウム、カリウム等のアルカリ金属塩、トリエタノールアミン等のアルカノールアミン塩、リジン、アルギニン等の塩基性アミノ酸塩、アンモニウム塩、アルキルアンモニウム塩等が挙げられる。N−長鎖アシル酸性アミノ酸又はその塩は一種又は二種以上を組み合わせて用いてもよい。 Examples of the acyl group include lauric acid, myristic acid, palmitic acid, stearic acid, arachidic acid, coconut oil fatty acid, hydrogenated beef tallow fatty acid, behenic acid, isostearic acid, oleic acid, castor oil fatty acid, olive oil fatty acid, palm oil fatty acid, And fatty acids such as mixed fatty acids containing them. Examples of salts of N-long chain acyl acidic amino acids include alkali metal salts such as sodium and potassium, alkanolamine salts such as triethanolamine, basic amino acid salts such as lysine and arginine, ammonium salts and alkylammonium salts. . N-long chain acyl acidic amino acids or salts thereof may be used singly or in combination.
N−長鎖アシル酸性アミノ酸としては、例えばN−ラウロイルグルタミン酸、N−ミリストイルグルタミン酸、N−パルミトイルグルタミン酸、N−ステアロイルグルタミン酸、N−オレオイルグルタミン酸、N−ココイルグルタミン酸、N−硬化牛脂油グルタミン酸、N−ラウロイルアスパラギン酸、N−ミリストイルアスパラギン酸、N−パルミトイルアスパラギン酸、N−ステアロイルアスパラギン酸、N−オレオイルアスパラギン酸、N−ココイルアスパラギン酸、N−硬化牛脂油アスパラギン酸及びこれらの塩を挙げることができる。これらのN−長鎖アシル酸性アミノ酸は光学活性体又はラセミ体のいずれも用いることができる。 Examples of N-long-chain acyl acidic amino acids include N-lauroyl glutamic acid, N-myristoyl glutamic acid, N-palmitoyl glutamic acid, N-stearoyl glutamic acid, N-oleoyl glutamic acid, N-cocoyl glutamic acid, N-cured beef oil glutamic acid, N -Lauroyl aspartic acid, N-myristoyl aspartic acid, N-palmitoyl aspartic acid, N-stearoyl aspartic acid, N-oleoyl aspartic acid, N-cocoyl aspartic acid, N-cured tallow oil aspartic acid and salts thereof Can do. These N-long chain acyl acidic amino acids can be used in either optically active form or racemic form.
N−長鎖アシル酸性アミノ酸及びその塩は、アミノ酸と脂肪酸ハライドをアルカリ水溶液中で縮合させるショッテン・バウマン(Schotten Baumann)反応を用いる方法が一般的であり、例えば特公昭46−8685号公報、特公昭48−3058号公報及び特公昭51−38681号公報に記載の方法に準じて製造することができる。アシル化すべきアミノ酸はL体、D体及びラセミ体のいずれでもよい。
N−長鎖アシル酸性アミノ酸もしくはその塩の粉体分散液中の配合量は、本発明の効果と経済性の観点より、0.001〜10質量%程度が好ましく、より好ましくは0.01〜8質量%である。
N−長鎖アシル酸性アミノ酸もしくはその塩の乳液中の配合量は、本発明の効果と経済性の観点より、0.001〜8質量%程度が好ましく、より好ましくは0.01〜5質量%である。
N-long-chain acyl acidic amino acids and salts thereof generally use a method using a Schotten Baumann reaction in which an amino acid and a fatty acid halide are condensed in an alkaline aqueous solution, for example, Japanese Patent Publication No. 46-8865, It can be produced according to the methods described in Japanese Patent Publication Nos. 48-3058 and 51-38681. The amino acid to be acylated may be any of L-form, D-form and racemate.
The blending amount of the N-long-chain acyl acidic amino acid or salt thereof in the powder dispersion is preferably about 0.001 to 10% by mass, more preferably 0.01 to 10% from the viewpoint of the effect and economy of the present invention. 8% by mass.
The blending amount of the N-long-chain acyl acidic amino acid or salt thereof in the emulsion is preferably about 0.001 to 8% by mass, more preferably 0.01 to 5% by mass, from the viewpoints of the effect and economy of the present invention. It is.
本発明の製造方法の第一においては、粉体分散液(A)と乳液(B)はいずれも、下記一般式(1)で表される化合物、N−長鎖アシル酸性アミノ酸もしくはその塩より選ばれる一種以上を含み、粉体分散液(A)と乳液(B)を各々別々に製造し、それらを混合することが必須要件である。この要件を満足しないと、安定性の良い化粧料を得ることは困難である。 In the first production method of the present invention, the powder dispersion (A) and the emulsion (B) are both composed of a compound represented by the following general formula (1), an N-long-chain acyl acidic amino acid or a salt thereof. It is an essential requirement that the powder dispersion (A) and the emulsion (B) are produced separately and mixed, including one or more selected. If this requirement is not satisfied, it is difficult to obtain a cosmetic material with good stability.
粉体分散液(A)と乳液(B)を製造する際の撹拌方法に制限はなく、液の濃度や粘度などに応じて適当な方法を選択することができる。例えば、ディスパー、ヘンシェルミキサー、レディゲミキサー、ニーダー、V型混合機、ロールミル、ビーズミル、ホモミキサー、高圧ホモミキサー、2軸混練機等の混合機や、ハンマーミル、ボールミル、サンドミル、ジェットミル等の通常の粉砕機があげられる。 There is no restriction | limiting in the stirring method at the time of manufacturing a powder dispersion liquid (A) and an emulsion (B), A suitable method can be selected according to the density | concentration, viscosity, etc. of a liquid. For example, mixers such as dispersers, Henschel mixers, Redige mixers, kneaders, V-type mixers, roll mills, bead mills, homomixers, high-pressure homomixers, biaxial kneaders, hammer mills, ball mills, sand mills, jet mills, etc. A normal pulverizer can be used.
本発明の製造方法の第二においては、予め粉体を分散した油性成分を、前記式(1)で表される化合物、N−長鎖アシル酸性アミノ酸もしくはその塩より選ばれる一種以上を含む水中に分散することが必須である。この要件を満足しないと、安定性の良い化粧料を得ることは困難である。 In the second production method of the present invention, the oily component in which the powder is dispersed in advance is water containing at least one compound selected from the compound represented by the formula (1), an N-long-chain acyl acidic amino acid or a salt thereof. It is essential to distribute it. If this requirement is not satisfied, it is difficult to obtain a cosmetic material with good stability.
粉体を油性成分中に分散する方法に制限はなく、公知の方法を用いればよい。例えば、手動撹拌の他、ディスパー、ヘンシェルミキサー、レディゲミキサー、ニーダー、V型混合機、ロールミル、ビーズミル、ホモミキサー、高圧ホモミキサー、2軸混練機等の混合機や、ハンマーミル、ボールミル、サンドミル、ジェットミル等の通常の粉砕機があげられる。 There is no limitation on the method of dispersing the powder in the oil component, and a known method may be used. For example, in addition to manual stirring, dispersers, Henschel mixers, Redige mixers, kneaders, V-type mixers, roll mills, bead mills, homomixers, high-pressure homomixers, twin screw kneaders, hammer mills, ball mills, sand mills, etc. And usual pulverizers such as jet mills.
本発明の製造方法の第二において、油性成分中の粉体濃度は、安定性をより向上させる観点と、経済性の観点より、0.001〜90質量%であることが好ましく、より好ましくは0.01〜80質量%である。 In the second production method of the present invention, the powder concentration in the oil component is preferably 0.001 to 90% by mass, more preferably from the viewpoint of improving stability and from the viewpoint of economy. 0.01 to 80% by mass.
本発明の製造方法の第二において、予め粉体を分散した油性成分を、前記式(1)で表される化合物、N−長鎖アシル酸性アミノ酸もしくはその塩より選ばれる一種以上を含む水中に分散する方法に制限はなく、公知の方法を用いればよい。例えば、ディスパー、ヘンシェルミキサー、レディゲミキサー、ニーダー、V型混合機、ロールミル、ビーズミル、ホモミキサー、高圧ホモミキサー、2軸混練機等の混合機や、ハンマーミル、ボールミル、サンドミル、ジェットミル等の通常の粉砕機があげられる。 In the second production method of the present invention, an oily component in which powder is dispersed in advance is contained in water containing at least one compound selected from the compound represented by the formula (1), an N-long-chain acyl acidic amino acid or a salt thereof. There is no restriction | limiting in the method to disperse | distribute, What is necessary is just to use a well-known method. For example, mixers such as dispersers, Henschel mixers, Redige mixers, kneaders, V-type mixers, roll mills, bead mills, homomixers, high-pressure homomixers, biaxial kneaders, hammer mills, ball mills, sand mills, jet mills, etc. A normal pulverizer can be used.
本発明の製造方法の第二において、前記式(1)で表される化合物、N−長鎖アシル酸性アミノ酸もしくはその塩より選ばれる一種以上の成分の水中における濃度は、安定性をより向上させる観点と、経済性の観点より、0.001〜90質量%程度が好ましく、より好ましくは0.01〜80質量%である。
本発明の製造方法の第二においては、油性成分が高級アルコールを含むことが好ましい。それによって粉体分散水系化粧料の安定性が更に向上する。油性成分中の高級アルコールの濃度は、安定性をより向上させる観点と、経済性の観点より、0.001〜90質量%程度が好ましく、より好ましくは0.01〜80質量%である。
In the second production method of the present invention, the concentration of one or more components selected from the compound represented by the formula (1), N-long chain acyl acidic amino acid or a salt thereof in water further improves the stability. From a viewpoint and an economical viewpoint, about 0.001-90 mass% is preferable, More preferably, it is 0.01-80 mass%.
In the second production method of the present invention, the oil component preferably contains a higher alcohol. This further improves the stability of the powder-dispersed water-based cosmetic. The concentration of the higher alcohol in the oil component is preferably about 0.001 to 90% by mass, more preferably 0.01 to 80% by mass, from the viewpoint of further improving the stability and the viewpoint of economy.
本発明で用いる粉体に制限はなく、公知の粉体が使用でき、その形状(球状、棒状、針状、板状、不定形状、鱗片状、紡錘状等)や粒子径(煙霧状、微粒子、顔料級等)、粒子構造(多孔質、無孔質等)を問わず、いずれのものも使用することができ、例えば無機粉体、有機粉体、界面活性剤金属塩粉体、有色顔料、パール顔料、金属粉末顔料等が挙げられる。 There is no restriction on the powder used in the present invention, and a known powder can be used, and its shape (spherical, rod-like, needle-like, plate-like, irregular shape, scale-like, spindle-like, etc.) and particle size (smoke-like, fine particle) , Pigment grade, etc.) and particle structures (porous, non-porous, etc.) can be used. For example, inorganic powder, organic powder, surfactant metal salt powder, colored pigment Pearl pigments, metal powder pigments and the like.
具体的には、無機粉体としては、酸化チタン、酸化ジルコニウム、酸化亜鉛、酸化セリウム、酸化マグネシウム、硫酸バリウム、硫酸カルシウム、硫酸マグネシウム、炭酸カルシウム、炭酸マグネシウム、タルク、マイカ、カオリン、セリサイト、白雲母、合成雲母、金雲母、紅雲母、黒雲母、リチア雲母、ケイ酸、無水ケイ酸、ケイ酸アルミニウム、ケイ酸マグネシウム、ケイ酸アルミニウムマグネシウム、ケイ酸カルシウム、ケイ酸バリウム、ケイ酸ストロンチウム、タングステン酸金属塩、ヒドロキシアパタイト、バーミキュライト、ハイジライト、ベントナイト、モンモリロナイト、ヘクトライト、ゼオライト、セラミックスパウダー、第二リン酸カルシウム、アルミナ、水酸化アルミニウム、窒化ホウ素、窒化ボロン、シリカ等;有機粉体としては、ポリアミドパウダー、ポリエステルパウダー、ポリエチレンパウダー、ポリプロピレンパウダー、シリコーンレジンパウダー、シリコーンエラストマー粉体、ポリスチレンパウダー、ポリウレタンパウダー、ベンゾグアナミンパウダー、ポリメチルベンゾグアナミンパウダー、ポリテトラフルオロエチレンパウダー、ポリメチルメタクリレートパウダー、セルロース、シルクパウダー、ナイロンパウダー、12ナイロン、6ナイロン、アクリルパウダー、アクリルエラストマー、スチレン・アクリル酸共重合体、ジビニルベンゼン・スチレン共重合体、ビニル樹脂、尿素樹脂、フェノール樹脂、フッ素樹脂、ケイ素樹脂、アクリル樹脂、メラミン樹脂、エポキシ樹脂、ポリカーボネイト樹脂、微結晶繊維粉体、デンプン末、ラウロイルリジン等;界面活性剤金属塩粉体(金属石鹸)としては、ステアリン酸亜鉛、ステアリン酸アルミニウム、ステアリン酸カルシウム、ステアリン酸マグネシウム、ミリスチン酸亜鉛、ミリスチン酸マグネシウム、セチルリン酸亜鉛、セチルリン酸カルシウム、セチルリン酸亜鉛ナトリウム等;有色顔料としては、酸化鉄、水酸化鉄、チタン酸鉄の無機赤色顔料、γー酸化鉄等の無機褐色系顔料、黄酸化鉄、黄土等の無機黄色系顔料、黒酸化鉄、カーボンブラック等の無機黒色顔料、マンガンバイオレット、コバルトバイオレット等の無機紫色顔料、水酸化クロム、酸化クロム、酸化コバルト、チタン酸コバルト等の無機緑色顔料、紺青、群青等の無機青色系顔料、微粒子酸化チタン、微粒子酸化セリウム、微粒子酸化亜鉛等の微粒子粉体、タール系色素をレーキ化したもの、天然色素をレーキ化したもの、及びこれらの粉体を複合化した合成樹脂粉体等;パール顔料としては、酸化チタン被覆雲母、酸化チタン被覆マイカ、オキシ塩化ビスマス、酸化チタン被覆オキシ塩化ビスマス、酸化チタン被覆タルク、魚鱗箔、酸化チタン被覆着色雲母等;金属粉末顔料としては、アルミニウムパウダー、カッパーパウダー、ステンレスパウダー等から選ばれる粉体が挙げられる。また、タール色素としては、赤色3号、赤色104号、赤色106号、赤色201号、赤色202号、赤色204号、赤色205号、赤色220号、赤色226号、赤色227号、赤色228号、赤色230号、赤色401号、赤色505号、黄色4号、黄色5号、黄色202号、黄色203号、黄色204号、黄色401号、青色1号、青色2号、青色201号、青色404号、緑色3号、緑色201号、緑色204号、緑色205号、橙色201号、橙色203号、橙色204号、橙色206号、橙色207号等;天然色素としては、カルミン酸、ラッカイン酸、カルサミン、ブラジリン、クロシン等から選ばれる顔料が挙げられる。 Specifically, as the inorganic powder, 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 .; As machine powder, polyamide powder, polyester powder, polyethylene powder, polypropylene powder, silicone resin powder, silicone elastomer powder, polystyrene powder, polyurethane powder, benzoguanamine powder, polymethylbenzoguanamine powder, polytetrafluoroethylene powder, polymethyl methacrylate Powder, cellulose, silk powder, nylon powder, 12 nylon, 6 nylon, acrylic powder, acrylic elastomer, styrene / acrylic acid copolymer, divinylbenzene / styrene copolymer, vinyl resin, urea resin, phenol resin, fluororesin, Silicon resin, acrylic resin, melamine resin, epoxy resin, polycarbonate resin, microcrystalline fiber powder, starch powder Lauroyl lysine etc .; 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 phosphate Zinc sodium, etc .; As colored pigments, 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 loess, black iron oxide , Inorganic black pigments such as carbon black, 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 bitumen and ultramarine blue, fine particles Fine particles such as titanium oxide, fine particle cerium oxide, fine particle zinc oxide Powders, tar-based pigments raked, natural pigments raked, synthetic resin powders made by combining these powders, etc .; 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 colored mica, and the like; Examples of the metal powder pigment include powders selected from aluminum powder, copper powder, stainless steel powder, and the like. Further, as tar pigments, 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 401, red 505, yellow 4, yellow 5, yellow 202, yellow 203, yellow 204, yellow 401, blue 1, blue 2, blue 201, blue 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 .; , Pigments selected from calsamine, bradylin, crocin and the like.
本発明で用いる粉体は表面処理が施されていても構わない。表面処理法に制限はなく、公知の表面処理法を用いることができる。例えば、フッ素化合物処理(パーフルオロアルキルリン酸エステル処理やパーフルオロアルキルシラン処理、パーフルオロポリエーテル処理、フルオロシリコーン処理、フッ素化シリコーン樹脂処理など)、シリコーン処理(メチルハイドロジェンポリシロキサン処理、ジメチルポリシロキサン処理、気相法テトラメチルテトラハイドロジェンシクロテトラシロキサン処理など)、シリコーン樹脂処理(トリメチルシロキシケイ酸処理など)、ペンダント処理(気相法シリコーン処理後にアルキル鎖などを付加する方法)、シランカップリング剤処理、チタンカップリング剤処理、アルミニウムカップリング剤処理、シラン処理(アルキル化シランやアルキル化シラザン処理など)、油剤処理、ポリアクリル酸処理、金属石鹸処理(ステアリン酸塩やミリスチン酸塩処理など)、アクリル樹脂処理、金属酸化物処理などが挙げられ、またこれらの処理を複数組み合わせて用いることも可能である。 The powder used in the present invention may be surface-treated. There is no restriction | limiting in the surface treatment method, A well-known surface treatment method can be used. For example, fluorine compound treatment (perfluoroalkyl phosphate ester treatment, perfluoroalkylsilane treatment, perfluoropolyether treatment, fluorosilicone treatment, fluorinated silicone resin treatment, etc.), silicone treatment (methylhydrogenpolysiloxane treatment, dimethylpolysiloxane treatment, etc.) Siloxane treatment, vapor phase tetramethyltetrahydrogencyclotetrasiloxane treatment, etc.), silicone resin treatment (trimethylsiloxysilicate treatment, etc.), pendant treatment (method of adding alkyl chain etc. after vapor phase silicone treatment), silane cup Ring agent treatment, titanium coupling agent treatment, aluminum coupling agent treatment, silane treatment (alkylated silane and alkylated silazane treatment, etc.), oil agent treatment, polyacrylic acid treatment, metal soap treatment (steering) Such as salt or myristate treated), acrylic resin treatment, may be mentioned a metal oxide treatment, also may be used by combining a plurality of these processes.
本発明の化粧料では、粉体を化粧料の質量に対して0.1〜99質量%の範囲で配合することが可能であるが、隠蔽や発色など粉体に求められる性能を効果的に発現するためには、1〜50質量%の範囲とするのがより好ましい。 In the cosmetic of the present invention, the powder can be blended in the range of 0.1 to 99% by mass with respect to the mass of the cosmetic. In order to express, it is more preferable to set it as the range of 1-50 mass%.
本発明で用いる油性成分に制限はなく、公知のものを用いることができる。例えばアボガド油、アマニ油、アーモンド油、イボタロウ、エノ油、オリーブ油、カカオ脂、カポックロウ、カヤ油、カルナウバロウ、キャンデリラロウ、キョウニン油、硬化油、小麦胚芽油、ゴマ油、コメ胚芽油、コメヌカ油、サトウキビロウ、サザンカ油、サフラワー油、シアバター、シナギリ油、シナモン油、ジョジョバロウ、セラックロウ、タートル油、大豆油、茶実油、ツバキ油、月見草油、トウモロコシ油、ナタネ油、日本キリ油、ヌカロウ、胚芽油、パーシック油、パーム油、パーム核油、ヒマシ油、硬化ヒマシ油、ヒマシ油脂肪酸メチルエステル、ヒマワリ油、ブドウ油、ベイベリーロウ、ホホバ油、マカデミアナッツ油、ミツロウ、ミンク油、綿実油、綿ロウ、モクロウ、モクロウ核油、モンタンロウ、ヤシ油、硬化ヤシ油、トリヤシ油脂肪酸グリセライド、落花生油、ラノリン、液状ラノリン、還元ラノリン、ラノリンアルコール、硬質ラノリン、酢酸ラノリン、ラノリン脂肪酸イソプロピル、ラウリン酸ヘキシル、POEラノリンアルコールエーテル、POEラノリンアルコールアセテート、ラノリン脂肪酸ポリエチレングリコール、POE水素添加ラノリンアルコールエーテル、卵黄油等;炭化水素油として、オゾケライト、スクワラン、スクワレン、セレシン、パラフィン、パラフィンワックス、流動パラフィン、プリスタン、ポリイソブチレン、マイクロクリスタリンワックス、ワセリン等;高級脂肪酸としては、ラウリン酸、ミリスチン酸、パルミチン酸、ステアリン酸、ベヘン酸、ウンデシレン酸、オレイン酸、リノール酸、リノレン酸、アラキドン酸、エイコサペンタエン酸(EPA)、ドコサヘキサエン酸(DHA)、イソステアリン酸、12−ヒドロキシステアリン酸等;高級アルコールとしては、ラウリルアルコール、ミリスチルアルコール、パルミチルアルコール、ステアリルアルコール、ベヘニルアルコール、ヘキサデシルアルコール、オレイルアルコール、イソステアリルアルコール、ヘキシルドデカノール、オクチルドデカノール、セトステアリルアルコール、2−デシルテトラデシノール、コレステロール、フィトステロール、POEコレステロールエーテル、モノステアリルグリセリンエーテル(バチルアルコール)、モノオレイルグリセリルエーテル(セラキルアルコール)等;エステル油としては、アジピン酸ジイソブチル、アジピン酸2−ヘキシルデシル、アジピン酸ジ−2−ヘプチルウンデシル、モノイソステアリン酸N−アルキルグリコール、イソステアリン酸イソセチル、イソノナン酸イソノニル、トリイソステアリン酸トリメチロールプロパン、ジ−2−エチルヘキサン酸エチレングリコール、2−エチルヘキサン酸セチル、トリ−2−エチルヘキサン酸トリメチロールプロパン、テトラ−2−エチルヘキサン酸ペンタエリスリトール、オクタン酸セチル、オクチルドデシルガムエステル、オレイン酸オレイル、オレイン酸オクチルドデシル、オレイン酸デシル、イソノナン酸イソノニル、ジカプリン酸ネオペンチルグリコール、クエン酸トリエチル、コハク酸2−エチルヘキシル、酢酸アミル、酢酸エチル、酢酸ブチル、ステアリン酸イソセチル、ステアリン酸ブチル、セバシン酸ジイソプロピル、セバシン酸ジ−2−エチルヘキシル、乳酸セチル、乳酸ミリスチル、パルミチン酸イソプロピル、パルミチン酸2−エチルヘキシル、パルミチン酸2−ヘキシルデシル、パルミチン酸2−ヘプチルウンデシル、12−ヒドロキシステアリル酸コレステリル、ジペンタエリスリトール脂肪酸エステル、ミリスチン酸イソプロピル、ミリスチン酸オクチルドデシル、ミリスチン酸2−ヘキシルデシル、ミリスチン酸ミリスチル、ジメチルオクタン酸ヘキシルデシル、ラウリン酸エチル、ラウリン酸ヘキシル、N−ラウロイル−L−グルタミン酸−2−オクチルドデシルエステル、リンゴ酸ジイソステアリル等;グリセライド油としては、アセトグリセリル、トリイソオクタン酸グリセリル、トリイソステアリン酸グリセリル、トリ(カプリル・カプリン酸)グリセリン、トリイソパルミチン酸グリセリル、モノステアリン酸グリセリル、ジ−2−ヘプチルウンデカン酸グリセリル、トリミリスチン酸グリセリル、ミリスチン酸イソステアリン酸ジグリセリル;シリコーン油としては、ジメチルポリシロキサン、ビフェニルシロキサン、デカメチルシクロペンタシロキサン、メチルトリメチコン、アルキル変性シリコーン、フルオロシリコーン等が挙げられる。また、グリセリン、イソプレングリコール、1,3−ブチレングリコール、ジプロピレングリコール、プロピレングリコール、ジグリセリン、マルチトール、マルビット液などの多価アルコールも挙げられる。 There is no restriction | limiting in the oil-based component used by this invention, A well-known thing can be used. For example, avocado oil, linseed oil, almond oil, ibotarou, eno oil, olive oil, cacao butter, kapok wax, kaya oil, carnauba wax, candelilla wax, kyounin oil, hydrogenated oil, wheat germ oil, sesame oil, rice germ oil, rice bran oil Sugar cane wax, sasanqua oil, safflower oil, shea butter, cinnamon oil, cinnamon oil, jojoba wax, shellac wax, turtle oil, soybean oil, tea seed oil, camellia oil, evening primrose oil, corn oil, rapeseed oil, Japanese kiri oil, Nukarou, germ oil, persic oil, palm oil, palm kernel oil, castor oil, hydrogenated castor oil, castor oil fatty acid methyl ester, sunflower oil, grape oil, bayberry wax, jojoba oil, macadamia nut oil, beeswax, mink oil, cottonseed oil, cotton Wax, Owl, Owl kernel oil, Montan wax, Palm oil, Hardened palm , Palm oil fatty acid glyceride, peanut oil, lanolin, liquid lanolin, reduced lanolin, lanolin alcohol, hard lanolin, lanolin acetate, lanolin fatty acid isopropyl, hexyl laurate, POE lanolin alcohol ether, POE lanolin alcohol acetate, lanolin fatty acid polyethylene glycol, POE Hydrogenated lanolin alcohol ether, egg yolk oil, etc .; hydrocarbon oils such as ozokerite, squalane, squalene, ceresin, paraffin, paraffin wax, liquid paraffin, pristane, polyisobutylene, microcrystalline wax, petrolatum; higher fatty acids include lauric acid , Myristic acid, palmitic acid, stearic acid, behenic acid, undecylenic acid, oleic acid, linoleic acid, linolenic acid, arachi Acid, eicosapentaenoic acid (EPA), docosahexaenoic acid (DHA), isostearic acid, 12-hydroxystearic acid and the like; higher alcohols include lauryl alcohol, myristyl alcohol, palmityl alcohol, stearyl alcohol, behenyl alcohol, hexadecyl alcohol, Oleyl alcohol, isostearyl alcohol, hexyldodecanol, octyldodecanol, cetostearyl alcohol, 2-decyltetradecinol, cholesterol, phytosterol, POE cholesterol ether, monostearyl glycerin ether (batyl alcohol), monooleyl glyceryl ether (ceracyl) Alcohol) etc .; ester oils include diisobutyl adipate, 2-hexyldecyl adipate, Di-2-heptylundecyl dipinate, N-alkyl glycol monoisostearate, isocetyl isostearate, isononyl isononanoate, trimethylolpropane triisostearate, ethylene glycol di-2-ethylhexanoate, cetyl 2-ethylhexanoate, Tri-2-ethylhexanoic acid trimethylolpropane, tetra-2-ethylhexanoic acid pentaerythritol, cetyl octanoate, octyldodecyl gum ester, oleyl oleate, octyldodecyl oleate, decyl oleate, isononyl isononanoate, neocapric dicaprate Pentyl glycol, triethyl citrate, 2-ethylhexyl succinate, amyl acetate, ethyl acetate, butyl acetate, isocetyl stearate, butyl stearate, diiso sebacate Lopyl, di-2-ethylhexyl sebacate, cetyl lactate, myristyl lactate, isopropyl palmitate, 2-ethylhexyl palmitate, 2-hexyldecyl palmitate, 2-heptylundecyl palmitate, cholesteryl 12-hydroxystearylate, dipentayl Erythritol fatty acid ester, isopropyl myristate, octyldodecyl myristate, 2-hexyldecyl myristate, myristyl myristate, hexyldecyl dimethyloctanoate, ethyl laurate, hexyl laurate, N-lauroyl-L-glutamic acid-2-octyldodecyl Esters, diisostearyl malate, etc .; glyceride oils include acetoglyceryl, glyceryl triisooctanoate, glyceryl triisostearate, tri Ril / capric acid) glycerin, glyceryl triisopalmitate, glyceryl monostearate, glyceryl di-2-heptylundecanoate, glyceryl trimyristate, diglyceryl isostearate myristate; dimethylpolysiloxane, biphenylsiloxane as silicone oil , Decamethylcyclopentasiloxane, methyltrimethicone, alkyl-modified silicone, fluorosilicone and the like. Also included are polyhydric alcohols such as glycerin, isoprene glycol, 1,3-butylene glycol, dipropylene glycol, propylene glycol, diglycerin, maltitol, and malbit liquid.
本発明の化粧料では、油性成分を化粧料の質量に対して0.1〜99質量%の範囲で配合することが可能であるが、肌への密着性へ使用感など油性成分に求められる性能を効果的に発現するためには、1〜50質量%の範囲とするのがより好ましい。 In the cosmetic of the present invention, the oil component can be blended in the range of 0.1 to 99% by mass with respect to the mass of the cosmetic, but it is required for the oil component such as a feeling of use for adhesion to the skin. In order to express performance effectively, it is more preferable to set it as the range of 1-50 mass%.
本発明の化粧料は、さらに水溶性高分子を含んでもよい。水溶性高分子に制限はなく、公知のものを用いることができる。例えば、高分子剤、天然又は合成ゴム、多糖類等が挙げられる。多糖類及びゴムの例としては、寒天、アガロース、アルカリゲネスレータス菌が産生する多糖類、アルギン、アルギン酸、アカシアガム、アミロペクチン、キチン、デキストラン、カッシアガム、セルロースガム、ゼラチン、ジェランガム、ヒアルロン酸、ヒドロキシエチルセルロース、メチルセルロース、エチルセルロース、ペクチン、スクレロチウムガム、キサンタンガム、ペクチン、トレハロース(trehelose)、ゼラチン、アルギン酸アンモニウム、アルギン酸カルシウム、カルシウムカラギーナン、カルニチン、カラギーナン、グアーガム、グアーヒドロキシプロピル塩化トリモニウム、ヒアルロン酸(hyaluroinic acid)、ヒドロキシプロピルキトサン、ヒドロキシプロピルグアー、カラヤゴム、ケルプ、イナゴマメゴム、豆ゴム、アルギン酸カリウム、カラギーナンカリウム、アルギン酸プロピレングリコール、カルボキシメチルデキストランナトリウム、カラギーナンナトリウム、トラガカントガム、及びこれらの混合物などの天然由来の物質が挙げられる。 The cosmetic of the present invention may further contain a water-soluble polymer. There is no restriction | limiting in water-soluble polymer, A well-known thing can be used. For example, polymer agents, natural or synthetic rubbers, polysaccharides and the like can be mentioned. Examples of polysaccharides and gums include agar, agarose, polysaccharides produced by Alcaligenes, Algin, Alginic acid, Acacia gum, Amylopectin, Chitin, Dextran, Cassia gum, Cellulose gum, Gelatin, Gellan gum, Hyaluronic acid, Hydroxyethylcellulose , Methylcellulose, ethylcellulose, pectin, sclerotium gum, xanthan gum, pectin, trehalose, gelatin, ammonium alginate, calcium alginate, calcium carrageenan, carnitine, carrageenan, guar gum, guar hydroxypropyltrimonium chloride, hyaluronic acid , Hydroxypropyl chitosan, hydroxypropyl guar, karaya gum, kel , Locust bean gum, bean gum, potassium alginate, carrageenan potassium, propylene glycol alginate, carboxymethyl dextran, sodium carrageenan, tragacanth gum, and include naturally occurring substances such as mixtures thereof.
高分子剤としては、カルボン酸ポリマー、ポリアクリルアミドポリマー、スルホン酸化ポリマー、高分子量ポリアルキルグリコール又はポリグリセリン、これらのコポリマー、これらの疎水的に修飾された誘導体、及びこれらの混合物が挙げられるがこれらに限定されない。カルボン酸ポリマーはカルボマーを含む。こうしたカルボン酸ポリマーは、アクリル酸、置換アクリル酸、並びにこれらのアクリル酸及び置換アクリル酸の塩及びエステルから誘導される1つ以上のモノマーを含有する架橋化合物であり、架橋剤は2つ以上の炭素−炭素二重結合を含有し、多価アルコールから誘導される。好適な物質としては、Carbopol(登録商標)900シリーズ(例えば、Noveon、Inc.のCarbopol(登録商標)945、Carbopol(登録商標)940、Carbopol(登録商標)950、Carbopol(登録商標)954、Carbopol(登録商標)980、Carbopol(登録商標)951及びCarbopol(登録商標)981)並びにCarbopol(登録商標)Ultrezシリーズ(例えば、Carbopol(登録商標)Ultrez 10ポリマー、Carbopol(登録商標)Ultrez 20ポリマー、及びCarbopol(登録商標)Ultrez 21ポリマー)が挙げられる。他の好適なカルボン酸ポリマー剤としては、C10〜30アルキルアクリレートと、1つ以上のアクリル酸モノマー、メタクリル酸モノマー、又はこれらの短鎖のうちの1つ(即ち、C1〜4アルコール)のエステルとのコポリマーが挙げられ、この場合、架橋剤はスクロース又はペンタエリスリトールのアリルエーテルである。これらのコポリマーは、アクリレート/C10〜30アルキルアクリレート架橋ポリマーとして知られ、Carbopol(登録商標)1342、Carbopol(登録商標)1382、PEMULEN(商標)TR−1、及びPEMULEN(商標)TR−2としてNoveon,Inc.から市販されている。スルホン化ポリマーとしては、2−アクリルアミド−2−メチルプロパンスルホン酸(即ち、AMPS又はアクリロイルジメチルタウリン酸)及びその塩を含有するポリマー及びコポリマーが挙げられる。例示的なAMPS構造化剤としては、SIMULGEL(登録商標)EG及びSIMULGEL(登録商標)EPGとして入手可能なアクリル酸ナトリウム/アクリロイルジメチルタウリンナトリウムコポリマー、又はSIMULGEL(登録商標)NS、SIMULGEL(登録商標)FL、及びSIMULGEL(登録商標)I−NS 100として入手可能なアクリル酸ヒドロキシエチル/アクリロイルジメチルタウリンナトリウムコポリマー(全てSeppic Corporation(Fairfield,N.J.)から入手可能である)が挙げられる。別の好適なスルホン化ポリマーは、Seppic Corporation(Fairfield,N.J.)からSimulgel(登録商標)800として入手可能なポリアクリロイルジメチルタウリン酸ナトリウムである。他の好適なスルホン化ポリマーとしては、Rohm and Haas Company,Inc.よりAcudyne(商標)SCPとして入手可能なアクリルアミド/アクリロイルジメチルタウリン酸ナトリウム/アクリル酸コポリマー、Seppic社よりSimulgel(登録商標)600として入手可能なアクリルアミド/アクリロイルジメチルタウリン酸ナトリウムコポリマー、Clariant International Ltd.よりAristoflex(登録商標)BLVとして入手可能なアンモニウムアクリロイルジメチルタウレート/ベヘネス−25メタクリレート架橋ポリマー、Clariant International Ltd.よりAristoflex(登録商標)TACとして入手可能なアンモニウムアクリロイルジメチルタウレート/カルボキシエチルアクリレート架橋ポリマー、Clariant International Ltd.よりAristoflex(登録商標)AVCとして入手可能なアンモニウムアクリロイルジメチルタウレート/ビニルピロリドンコポリマー、Toho Chemical Industry Co.,Ltd.よりSUpolymer G−1として入手可能なジメチルアクリルアミド/アクリロイルジメチルタウリン酸ナトリウム架橋ポリマー、Seppic社よりSepinov(商標)P88として入手可能なアクリル酸ナトリウム/アクリロイルジメチルタウリン酸/ジメチルアクリルアミド架橋ポリマー、及びClariant International,Ltd.よりAristoflex(登録商標)AVSとして入手可能なアクリロイルジメチルタウリン酸ナトリウム/VP架橋ポリマーが挙げられる。更なるスルホン化構造化剤は、米国特許出願公開第2007/0140993号(アクリロイルジメチルタウリン酸又はその塩のコポリマーの形態のゲル化剤として特定される)及び米国特許出願公開第2006/0147396 A1号(「少なくとも1つのスルホ官能性モノマーを含有するポリマー」として特定される)に記載されている。アクリルアミドポリマー及びコポリマーとしては、Seppic Corporation(Fairfield,N.J.)からのSEPIGEL(登録商標)305が挙げられ、これは、the Personal Care Product Council’s International Cosmetic Ingredient Dictionary and Handbook,Thirteenth Edition,2010によって「ポリアクリルアミド及びイソパラフィン及びラウレス−7」と表記される。他のポリアクリルアミドポリマーとしては、アクリルアミド及び置換アクリルアミドと、アクリル酸及び置換アクリル酸との多元ブロックコポリマーが挙げられる。これらの多元ブロックコポリマーの市販例としては、Lipo Chemicals,Inc.(Patterson,N.J.)からのHYPAN(登録商標)SR150H、SS500V、SS500 W、SSSA100Hが挙げられる。高分子量ポリアルキルグリコール又はポリグリセリンを構造化剤として使用してもよい。例えば、ポリグリセリン−20、ポリグリセリン−40などのポリエチレングリコール(PEG)誘導体及びポリプロピレングリコール(PPG)誘導体が挙げられる。 Polymeric agents include carboxylic acid polymers, polyacrylamide polymers, sulfonated polymers, high molecular weight polyalkyl glycols or polyglycerols, copolymers thereof, hydrophobically modified derivatives thereof, and mixtures thereof. It is not limited to. Carboxylic acid polymers include carbomers. Such carboxylic acid polymers are cross-linking compounds containing one or more monomers derived from acrylic acid, substituted acrylic acid, and salts and esters of these acrylic acids and substituted acrylic acids, and the cross-linking agent is two or more Contains carbon-carbon double bonds and is derived from polyhydric alcohols. Suitable materials include the Carbopol (R) 900 series (e.g., Carbopol (R) 945, Carbopol (R) 940, Carbopol (R) 950, Carbopol (R) 954, Carbopol, Noveon, Inc.). (R) 980, Carbopol (R) 951 and Carbopol (R) 981) and Carbopol (R) Ultrez series (e.g., Carbopol (R) Ultrez 10 polymer, Carbopol (R) Ultrez 20 polymer, and Carbopol® Ultrez 21 polymer). Other suitable carboxylic acid polymer agents include C10-30 alkyl acrylates and esters of one or more acrylic acid monomers, methacrylic acid monomers, or one of these short chains (ie, C1-4 alcohols). In this case, the cross-linking agent is sucrose or an allyl ether of pentaerythritol. These copolymers are known as acrylate / C10-30 alkyl acrylate cross-linked polymers and are Noveon as Carbopol (R) 1342, Carbopol (R) 1382, PEMULEN (R) TR-1 and PEMULEN (R) TR-2. , Inc. Commercially available. Sulfonated polymers include polymers and copolymers containing 2-acrylamido-2-methylpropanesulfonic acid (ie, AMPS or acryloyldimethyltauric acid) and salts thereof. Exemplary AMPS structuring agents include sodium acrylate / acryloyldimethyltaurine copolymer available as SIMULGEL® EG and SIMULGEL® EPG, or SIMULGEL® NS, SIMULGEL® FL, and hydroxyethyl acrylate / sodium acryloyldimethyltaurine copolymer available as SIMULGEL® I-NS 100 (all available from Sepic Corporation (Fairfield, NJ)). Another suitable sulfonated polymer is sodium polyacryloyldimethyltaurate available as Simulgel® 800 from Sepic Corporation (Fairfield, NJ). Other suitable sulfonated polymers include Rohm and Haas Company, Inc. Acrylene ™ sodium acryloyl dimethyl taurate / acrylic acid copolymer available from Acudyne ™ SCP, Acryl / sodium acryloyl dimethyl taurate copolymer available as Simulgel ™ 600 from Seppic, Clariant International Ltd. Ammonium acryloyl dimethyl taurate / Beheneth-25 methacrylate cross-linked polymer available from Aristoflex® BLV, Clariant International Ltd. Ammonium acryloyl dimethyl taurate / carboxyethyl acrylate cross-linked polymer available from Aristoflex® TAC, Clariant International Ltd. Ammonium acryloyl dimethyl taurate / vinyl pyrrolidone copolymer available from Aristoflex® AVC, Toho Chemical Industry Co. , Ltd., Ltd. Dimethylacrylamide / acryloyldimethyltaurate sodium crosslinked polymer available from SUPOLYMER G-1, sodium acrylate / acryloyldimethyltaurate / dimethylacrylamide crosslinked polymer available as Sepinov ™ P88 from Seppic, and Clariant International, Ltd .. Mention may be made of the sodium acryloyldimethyltaurate / VP cross-linked polymer available from Aristoflex® AVS. Additional sulfonated structuring agents are disclosed in US Patent Application Publication No. 2007/0140993 (identified as a gelling agent in the form of a copolymer of acryloyldimethyltauric acid or a salt thereof) and US Patent Application Publication No. 2006/0147396 A1. (Identified as “polymer containing at least one sulfofunctional monomer”). Acrylamide polymers and copolymers include SEPIGEL <(R)> 305 from Sepic Corporation (Fairfield, NJ), which is the Personal Care Product Council's International CandidEdient Tightener Dict. By “polyacrylamide and isoparaffin and laureth-7”. Other polyacrylamide polymers include multi-block copolymers of acrylamide and substituted acrylamide with acrylic acid and substituted acrylic acid. Commercial examples of these multi-block copolymers include Lipo Chemicals, Inc. HYPAN® SR150H, SS500V, SS500W, SSSA100H from (Patterson, NJ). High molecular weight polyalkyl glycols or polyglycerins may be used as structuring agents. Examples thereof include polyethylene glycol (PEG) derivatives such as polyglycerin-20 and polyglycerin-40, and polypropylene glycol (PPG) derivatives.
水溶性高分子の配合量は、本発明の効果と経済性の観点より、化粧料に対し0.1〜10質量%の範囲が好ましく、より好ましくは0.1〜5質量%である。
本発明の化粧料は、一般式(1)で示す化合物とは別に、界面活性剤を更に含有してもよい。界面活性剤としては、特に限定されるものでないが、ノニオン系界面活性剤、両性界面活性剤、カチオン系界面活性剤、アニオン系界面活性剤等が挙げられる。特に、ノニオン系界面活性剤が好ましい。
The blending amount of the water-soluble polymer is preferably from 0.1 to 10% by mass, more preferably from 0.1 to 5% by mass, based on the cosmetics, from the viewpoint of the effects of the present invention and economy.
Apart from the compound represented by the general formula (1), the cosmetic of the present invention may further contain a surfactant. Although it does not specifically limit as surfactant, Nonionic surfactant, amphoteric surfactant, cationic surfactant, anionic surfactant, etc. are mentioned. In particular, nonionic surfactants are preferred.
ノニオン系界面活性剤の具体例としては、以下のものが挙げられる。
レシチン、高分子乳化剤、グリセリン脂肪酸エステル、親油型モノステアリン酸グリセリン等のグリセリン脂肪酸エステル類、モノオレイン酸ポリグリセリル、ペンタオレイン酸ポリグリセリル、デカオレイン酸ポリグリセリル等のポリグリセリン脂肪酸エステル類、モノステアリン酸ポリオキシエチレングリセリン等のポリオキシエチレングリセリン脂肪酸エステル類、モノラウリン酸ソルビタン、モノオレイン酸ソルビタン、トリオレイン酸ソルビタン等のソルビタン脂肪酸エステル類、モノステアリン酸ポリオキシエチレンソルビタン、トリオレイン酸ポリオキシエチレンソルビタン等のポリオキシエチレンソルビタン脂肪酸エステル類、モノラウリン酸ポリオキシエチレンソルビット、テトラオレイン酸ポリオキシエチレンソルビット等のポリオキシエチレンソルビット脂肪酸エステル類、ポリオキシエチレンラノリン、ポリオキシエチレンソルビットミツロウ等のポリオキシエチレンラノリン・ラノリンアルコール・ミツロウ誘導体、ポリオキシエチレンヒマシ油、ポリオキシエチレン硬化ヒマシ油等のポリオキシエチレンヒマシ油・硬化ヒマシ油類、ポリオキシエチレンコレスタノールエーテル等のポリオキシエチレンステロール・水素添加ステロール類、モノステアリン酸エチレングリコール、モノオレイン酸ポリエチレングリコール等のポリエチレングリコール脂肪酸エステル類、ポリオキシエチレンラウリルエーテル、ポリオキシエチレンセチルエーテル、ポリオキシエチレンベヘニルエーテル等のポリオキシエチレンアルキルエーテル類、ポリオキシエチレンポリオキシプロピレンセチルエーテル、ポリオキシエチレンポリオキシプロピレンデシルテトラデシルエーテル等のポリオキシエチレンポリオキシプロピレンアルキルエーテル類、ポリオキシエチレンノニルフェニルエーテル等のポリオキシエチレンアルキルフェニルエーテル類、ポリオキシエチレンステアリン酸アミド等のポリオキシエチレンアルキルアミン・脂肪酸アミド類、ショ糖脂肪酸エステル、アルキルグルコシド等を挙げる事ができる。
Specific examples of the nonionic surfactant include the following.
Lecithin, polymer emulsifier, glycerin fatty acid ester, glycerin fatty acid ester such as lipophilic glyceryl monostearate, polyglyceryl fatty acid ester such as polyglyceryl monooleate, polyglyceryl pentaoleate, polyglyceryl dekaoleate, polyoxymonostearate Polyoxyethylene glycerol fatty acid esters such as ethylene glycerin, sorbitan fatty acid esters such as sorbitan monolaurate, sorbitan monooleate, sorbitan trioleate, polyoxyethylene sorbitan monostearate, polyoxyethylene sorbitan trioleate, etc. Oxyethylene sorbitan fatty acid esters, monolauric acid polyoxyethylene sorbitol, tetraoleic acid polyoxyethylene sorbitol Polyoxyethylene sorbite fatty acid esters such as polyoxyethylene lanolin, polyoxyethylene lanolin, lanolin alcohol and beeswax derivatives such as polyoxyethylene sorbit beeswax, polyoxyethylene castor oil, polyoxyethylene such as polyoxyethylene castor oil and polyoxyethylene hydrogenated castor oil Castor oil / hardened castor oil, polyoxyethylene sterols / hydrogenated sterols such as polyoxyethylene cholestanol ether, polyethylene glycol fatty acid esters such as ethylene glycol monostearate and polyethylene glycol monooleate, polyoxyethylene lauryl ether , Polyoxyethylene alkyl ethers such as polyoxyethylene cetyl ether and polyoxyethylene behenyl ether, polyoxyethylene Polyoxyethylene polyoxypropylene alkyl ethers such as reoxypropylene cetyl ether, polyoxyethylene polyoxypropylene decyl tetradecyl ether, polyoxyethylene alkylphenyl ethers such as polyoxyethylene nonylphenyl ether, polyoxyethylene stearamide And polyoxyethylene alkylamine / fatty acid amides, sucrose fatty acid esters, alkyl glucosides and the like.
この中でも特に好ましいノニオン系界面活性剤としては、レシチン、グリセリン脂肪酸エステル、親油型モノステアリン酸グリセリン等のグリセリン脂肪酸エステル類、モノオレイン酸ポリグリセリル、ペンタオレイン酸ポリグリセリル、デカオレイン酸ポリグリセリル等のポリグリセリン脂肪酸エステル類、モノラウリン酸ソルビタン、モノオレイン酸ソルビタン、トリオレイン酸ソルビタン等のソルビタン脂肪酸エステル類、ショ糖脂肪酸エステル、アルキルグルコシド、ポリオキシエチレンアルキルエーテル類、ポリオキシエチレン硬化ヒマシ油等が、挙げられる。 Among these, particularly preferred nonionic surfactants include glycerin fatty acid esters such as lecithin, glycerin fatty acid ester, lipophilic glyceryl monostearate, polyglyceryl fatty acid such as polyglyceryl monooleate, polyglyceryl pentaoleate, and polyglyceryl dekaoleate. Examples include sorbitan fatty acid esters such as esters, sorbitan monolaurate, sorbitan monooleate, and sorbitan trioleate, sucrose fatty acid esters, alkyl glucosides, polyoxyethylene alkyl ethers, polyoxyethylene hydrogenated castor oil, and the like.
両性界面活性剤の具体例としては、以下のものが挙げられる。
ラウリルジアミノエチルグリシンナトリウム、塩化アルキルジアミノエチルグリシン、ヤシ油脂肪酸アシル−N−カルボキシエトキシエチル−N−カルボキシエチルエチレンジアミン2ナトリウム等のグリシン型両性界面活性剤、ヤシ油脂肪酸アシル−N−ヒドロキシエチルエチレンジアミンナトリウム等のラウリルアミノプロピオン酸塩等のアミノプロピオン酸型両性界面活性剤、アルキルジメチルアミノ酢酸ベタイン、アルキルジメチルベタインナトリウム、ヤシ油脂肪酸アミドプロピルベタインラウリン酸アミドプロピル酢酸ベタイン等のアミノ酢酸ベタイン型両性界面活性剤、ラウリルヒドロキシスルホベタイン等のスルホベタイン型両性界面活性剤等が挙げられる。
Specific examples of the amphoteric surfactant include the following.
Glycine-type amphoteric surfactants such as sodium lauryldiaminoethylglycine, alkyldiaminoethylglycine chloride, coconut oil fatty acid acyl-N-carboxyethoxyethyl-N-carboxyethylethylenediamine disodium, coconut oil fatty acid acyl-N-hydroxyethylethylenediamine sodium Aminopropionic acid-type amphoteric surfactants such as laurylaminopropionate such as alkyldimethylaminoacetic acid betaine, sodium alkyldimethylbetaine, coconut oil fatty acid amidepropylbetaine lauric acidamidopropylacetic acid betaine And sulfobetaine-type amphoteric surfactants such as lauryl hydroxysulfobetaine.
この中でも特に好ましい両性界面活性剤としては、ラウリルジアミノエチルグリシンナトリウム、塩化アルキルジアミノエチルグリシン、ヤシ油脂肪酸アシル−N−カルボキシエトキシエチル−N−カルボキシエチルエチレンジアミン2ナトリウム等のグリシン型両性界面活性剤、ヤシ油脂肪酸アシル−N−ヒドロキシエチルエチレンジアミンナトリウム等のラウリルアミノプロピオン酸塩等のアミノプロピオン酸型両性界面活性剤、アルキルジメチルアミノ酢酸ベタイン、アルキルジメチルベタインナトリウム、ヤシ油脂肪酸アミドプロピルベタインラウリン酸アミドプロピル酢酸ベタイン等のアミノ酢酸ベタイン型両性界面活性剤等を挙げる事ができる。 Among these, particularly preferred amphoteric surfactants are glycine-type amphoteric surfactants such as sodium lauryldiaminoethylglycine, alkyldiaminoethylglycine chloride, and palm oil fatty acid acyl-N-carboxyethoxyethyl-N-carboxyethylethylenediamine disodium. Aminopropionic acid type amphoteric surfactants such as lauryl aminopropionate such as coconut oil fatty acid acyl-N-hydroxyethylethylenediamine sodium, alkyldimethylaminoacetic acid betaine, sodium alkyldimethylbetaine, coconut oil fatty acid amidopropyl betaine amide propyl laurate Examples thereof include aminoacetic acid betaine type amphoteric surfactants such as betaine acetate.
カチオン系界面活性剤の具体例としては、以下のものが挙げられる。
ステアリン酸ジエチルアミノエチルアミド等の脂肪族アミン塩、塩化アルキルトリメチルアンモニウム、臭化アルキルトリメチルアンモニウム、アルキルトリメチルアンモニウムサッカリン、塩化ジポリオキシエチレンアルキルメチルアンモニウム等のアルキル4級アンモニウム、塩化アルキルジメチルベンジルアンモニウム、塩化ラウリルピジニウム、塩化アルキルジメチル(エチルベンジル)アンモニウム等の環式4級アンモニウム塩等が挙げられる。
Specific examples of the cationic surfactant include the following.
Aliphatic amine salts such as stearic acid diethylaminoethylamide, alkyltrimethylammonium chloride, alkyltrimethylammonium bromide, alkyltrimethylammonium saccharin, alkyl quaternary ammonium such as dipolyoxyethylene alkylmethylammonium chloride, alkyldimethylbenzylammonium chloride, chloride Examples thereof include cyclic quaternary ammonium salts such as lauryl pyridinium and alkyldimethyl (ethylbenzyl) ammonium chloride.
この中でも特に好ましいカチオン系界面活性剤としては、塩化アルキルトリメチルアンモニウム、臭化アルキルトリメチルアンモニウム、アルキルトリメチルアンモニウムサッカリン、塩化ジポリオキシエチレンアルキルメチルアンモニウム等のアルキル4級アンモニウム、塩化アルキルジメチルベンジルアンモニウム、塩化ラウリルピジニウム、塩化アルキルジメチル(エチルベンジル)アンモニウム等の環式4級アンモニウム塩等を挙げる事ができる。 Among these, particularly preferred cationic surfactants include alkyl quaternary ammonium such as alkyl trimethyl ammonium chloride, alkyl trimethyl ammonium bromide, alkyl trimethyl ammonium saccharin, dipolyoxyethylene alkyl methyl ammonium chloride, alkyl dimethyl benzyl ammonium chloride, chloride Examples thereof include cyclic quaternary ammonium salts such as lauryl pyridinium and alkyldimethyl (ethylbenzyl) ammonium chloride.
アニオン系界面活性剤としては、以下のものが挙げられる。
ポリオキシエチレンアルキルエーテル酢酸及びその塩等のアルキルエーテルカルボン酸型アニオン系界面活性剤、N−アシルサルコシン塩、N−アシルグルタミン酸塩、N−アシルアルキルタウリン塩等のN−アシル有機酸塩型アニオン系界面活性剤、α―オレフィンスルホン酸塩、アルキルスルホコハク酸塩等のスルホン酸塩型アニオン系界面活性剤、アルキル硫酸エステル塩等の硫酸塩型アニオン系界面活性剤、ポリオキシエチレンアルキルエーテルリン酸塩等のリン酸塩型アニオン系界面活性剤、ポリオキシエチレンラウリルエーテル硫酸ナトリウム等のポリオキシエチレンアルキルエーテル硫酸塩類等が挙げられる。
The following are mentioned as an anionic surfactant.
N-acyl organic acid salt type anions such as polyoxyethylene alkyl ether acetic acid and alkyl ether carboxylic acid type anionic surfactants such as salts thereof, N-acyl sarcosine salts, N-acyl glutamates, N-acyl alkyl taurates Surfactants, sulfonate anionic surfactants such as α-olefin sulfonates and alkylsulfosuccinates, sulfate anionic surfactants such as alkyl sulfates, polyoxyethylene alkyl ether phosphates Examples thereof include phosphate type anionic surfactants such as salts, and polyoxyethylene alkyl ether sulfates such as sodium polyoxyethylene lauryl ether sulfate.
この中でも特に好ましいアニオン系界面活性剤はとしては、ポリオキシエチレンアルキルエーテル酢酸及びその塩等のアルキルエーテルカルボン酸型アニオン系界面活性剤、N−アシルグルタミン酸塩、N−アシルアルキルタウリン塩等のN−アシル有機酸塩型アニオン系界面活性剤、ポリオキシエチレンラウリルエーテル硫酸ナトリウム等のポリオキシエチレンアルキルエーテル硫酸塩類等を挙げる事ができる。 Among these, particularly preferred anionic surfactants include alkyl ether carboxylic acid type anionic surfactants such as polyoxyethylene alkyl ether acetic acid and salts thereof, N such as N-acyl glutamate and N-acyl alkyl taurine salts. -Acyl organic acid salt type anionic surfactants, polyoxyethylene alkyl ether sulfates such as sodium polyoxyethylene lauryl ether sulfate, and the like.
本発明の化粧料はヒドロキシル化合物を含有してもよい。ヒドロキシル化合物に制限はないが、例えば以下のものが挙げられる。エチルアルコール、イソプロピルアルコール、等の1価のヒドロキシル化合物。エチレングリコール、1,2−プロパンジオール、1,3−プロパンジオール、1,2−ブタンジオール、1,3−ブタンジオール、1,4−ブタンジオール、ペンタンジオール、1,6−ヘキサンジオール、シクロヘキサンジオール、ジメチロールシクロヘキサン、ネオペンチルグリコール、1,8−オクタンジオール、2,2,4−トリメチル−1,3−ペンタンジオール、イソプレングリコール、3−メチル−1,5−ペンタンジオール、ソルバイト、カテコール、レゾルシン、ヒドロキノン、ビスフェノールA、ビスフェノールF、水添ビスフェノールA、水添ビスフェノールF、ダイマージオール、ジメチロールプロピオン酸、ジメチロールブタン酸、酒石酸、ジヒドロキシ酒石酸、メバロン酸、3,4−ジヒドロキシケイ皮酸、3,4−ジヒドロキシヒドロけい皮酸、ヒドロキシ安息香酸、ジヒドロキシステアリン酸、ジヒドロキシフェニルアラニン等の2価のヒドロキシル化合物。グリセリン、トリオキシイソブタン、1,2,3−ブタントリオール、1,2,3−ペンタントリオール、2−メチル−1,2,3−プロパントリオール、2−メチル−2,3,4−ブタントリオール、2−エチル−1,2,3−ブタントリオール、2,3,4−ペンタントリオール、2,3,4−ヘキサントリオール、4−プロピル−3,4,5−ヘプタントリオール、2,4−ジメチル−2,3,4−ペンタントリオール、1,2,4−ブタントリオール、1,2,4−ペンタントリオール、トリメチロールエタン、トリメチロールプロパン、ジエタノールアミン、トリエタノールアミン及びトリヒドロキシステアリン酸等3価のヒドロキシル化合物。ペンタエリスリトール、エリスリトール、1,2,3,4−ペンタンテトロール、2,3,4,5−ヘキサンテトロール、1,2,4,5−ペンタンテトロール、1,3,4,5−ヘキサンテトロール、ジグリセリン及びソルビタン等の4価のヒドロキシル化合物。アドニトール、アラビトール、キシリトール及びトリグリセリン等の5価のヒドロキシル化合物。ジペンタエリスリトール、ソルビトール、マンニトール、イジトール、イノシトール、ダルシトール、タロース及びアロース等の6価のヒドロキシル化合物。又は上記した2〜6価のヒドロキシル化合物の脱水縮合物やポリグリセリン等が挙げられる。また、m価のポリヒドロキシル化合物として、糖類も挙げられる。以下でその具体例を挙げる。テトロースとしては、エリスロース、スレオース及びエリスルロース等が挙げられる。ペントースとしては、リボース、アラビノース、キシロース、リクソース、キシルロース及びリブロース等が挙げられる。単糖類としては、アロース、アルトロース、グルコース、マンノース、ギューロース、イドース、ガラクトース、タロース、フラクトース、ソルボース、プシコース及びタガトース等のヘキソース等が挙げられる。オリゴ糖類としては、マルトース、イソマルトース、セロビオース、ゲンチオビオース、メリビオース、ラクトース、ツラノース、トレハロース、サッカロース、マンニトリオース、セロトリオース、ゲンチアノース、ラフィノース、メレチトース、セロテトロース及びスタキオース等が挙げられる。その他の糖類としては、ヘプトース、デオキシ糖、アミノ糖、チオ糖、セレノ糖、アルドン糖、ウロン酸、糖酸、ケトアルドン酸、アンヒドロ糖、不飽和糖、糖エステル、糖エーテル及びグリコシド等の残基でもよく、デンプン、グリコーゲン、セルロース、キチン及びキトサン等の多糖類又は上記した糖類を加水分解したものでもよい。 The cosmetic of the present invention may contain a hydroxyl compound. Although there is no restriction | limiting in a hydroxyl compound, For example, the following are mentioned. Monovalent hydroxyl compounds such as ethyl alcohol and isopropyl alcohol. Ethylene glycol, 1,2-propanediol, 1,3-propanediol, 1,2-butanediol, 1,3-butanediol, 1,4-butanediol, pentanediol, 1,6-hexanediol, cyclohexanediol , Dimethylolcyclohexane, neopentyl glycol, 1,8-octanediol, 2,2,4-trimethyl-1,3-pentanediol, isoprene glycol, 3-methyl-1,5-pentanediol, sorbite, catechol, resorcin , Hydroquinone, bisphenol A, bisphenol F, hydrogenated bisphenol A, hydrogenated bisphenol F, dimer diol, dimethylolpropionic acid, dimethylolbutanoic acid, tartaric acid, dihydroxytartaric acid, mevalonic acid, 3,4-dihydroxycinnamic acid, , 4-dihydroxy-hydro cinnamic acid, hydroxy benzoic acid, dihydroxy stearic acid, divalent hydroxyl compounds such dihydroxyphenylalanine. Glycerin, trioxyisobutane, 1,2,3-butanetriol, 1,2,3-pentanetriol, 2-methyl-1,2,3-propanetriol, 2-methyl-2,3,4-butanetriol, 2-ethyl-1,2,3-butanetriol, 2,3,4-pentanetriol, 2,3,4-hexanetriol, 4-propyl-3,4,5-heptanetriol, 2,4-dimethyl- Trivalent hydroxyl such as 2,3,4-pentanetriol, 1,2,4-butanetriol, 1,2,4-pentanetriol, trimethylolethane, trimethylolpropane, diethanolamine, triethanolamine and trihydroxystearic acid Compound. Pentaerythritol, erythritol, 1,2,3,4-pentanetetrol, 2,3,4,5-hexanetetrol, 1,2,4,5-pentanetetrol, 1,3,4,5-hexane Tetravalent hydroxyl compounds such as tetrol, diglycerin and sorbitan. Pentavalent hydroxyl compounds such as adonitol, arabitol, xylitol and triglycerin; Hexavalent hydroxyl compounds such as dipentaerythritol, sorbitol, mannitol, iditol, inositol, dulcitol, talose and allose. Or the dehydration condensate of above-mentioned 2-6 valent hydroxyl compounds, polyglycerol, etc. are mentioned. Examples of the m-valent polyhydroxyl compound include saccharides. Specific examples are given below. Examples of tetrose include erythrose, sreose and erythrulose. Examples of pentose include ribose, arabinose, xylose, lyxose, xylulose and ribulose. Examples of monosaccharides include hexose such as allose, altrose, glucose, mannose, guylose, idose, galactose, talose, fructose, sorbose, psicose and tagatose. Examples of oligosaccharides include maltose, isomaltose, cellobiose, gentiobiose, melibiose, lactose, tulanose, trehalose, saccharose, mannitolose, cellotriose, gentianose, raffinose, meletitose, cellotetorose, and stachyose. Other sugars include residues such as heptose, deoxy sugar, amino sugar, thio sugar, seleno sugar, aldone sugar, uronic acid, sugar acid, ketoaldonic acid, anhydro sugar, unsaturated sugar, sugar ester, sugar ether and glycoside. Alternatively, polysaccharides such as starch, glycogen, cellulose, chitin, and chitosan, or those obtained by hydrolyzing the above saccharides may be used.
また、本発明の化粧料は水溶性成分を添加しても良い。水溶性成分としては、ケラチン分解ペプチド、加水分解ケラチン、コラーゲン、魚由来コラーゲン、アテロコラーゲン、ゼラチン、エラスチン、コラーゲン分解ペプチド、加水分解コラーゲン、塩化ヒドロキシプロピルアンモニウム加水分解コラーゲン、エラスチン分解ペプチド、コンキオリン分解ペプチド、加水分解コンキオリン、シルク蛋白分解ペプチド、加水分解シルク、ラウロイル加水分解シルクナトリウム、大豆蛋白分解ペプチド、小麦蛋白、小麦蛋白分解ペプチド、加水分解小麦蛋白、カゼイン分解ペプチド等の蛋白ペプチド類及びその誘導体。パルミトイルオリゴペプチド、パルミトイルペンタペプチド、パルミトイルテトラペプチド等のアシル化ペプチド類。ベタイン(トリメチルグリシン)、プロリン、ヒドロキシプロリン、アルギニン、リジン、セリン、グリシン、アラニン、フェニルアラニン、チロシン、β−アラニン、スレオニン、グルタミン酸、グルタミン、アスパラギン、アスパラギン酸、システイン、シスチン、メチオニン、ロイシン、イソロイシン、バリン、トリプトファン、ヒスチジン、タウリン、γ−アミノ酪酸、γ−アミノ−β−ヒドロキシ酪酸、カルニチン、カルノシン、クレアチン等のアミノ酸類及びその塩並びに誘導体。18−メチルエイコサン酸塩、分岐脂肪酸(12〜31)塩、ラノリン脂肪酸塩、エチル硫酸18−メチルエイコサン酸アミノプロピルエチルジメチルアンモニウム、エチル硫酸長鎖分岐脂肪酸(12〜31)アミノプロピルエチルジメチルアンモニウム、エチル硫酸ラノリン脂肪酸アミノプロピルエチルジメチルアンモニウム等の18−メチルエイコサン酸及びアンテイソ脂肪酸誘導体。糖セラミド等の水溶性スフィンゴ脂質。アスコルビン酸及びそのナトリウム等の塩等のビタミンC類。アスコルビン酸エチルエーテル等のアスコルビン酸アルキルエーテル、アスコルビン酸−2−グルコシド等のアスコルビン酸グルコシド及びその脂肪酸エステル、アスコルビン酸リン酸エステルナトリウム塩及びアスコルビン酸リン酸エステルマグネシウム塩、パルミトイルアスコルビン酸リン酸エステルナトリウム塩、リン酸トコフェリルアスコルビル等のアスコルビン酸リン酸エステル塩等のアスコルビン酸誘導体。チアミン塩酸塩、チアミン硫酸塩、リボフラビン、酢酸リボフラビン、塩酸ピリドキシン、フラビンアデニンジヌクレオチド、シアノコバラミン、葉酸類、ニコチン酸、ニコチン酸アミド等のニコチン酸類、コリン類等のビタミンB群類。パントテン酸、パンテニルエチルエーテル、パンテノール、ビオチン等のその他ビタミン類。トコフェロールリン酸エステル等の水溶性ビタミンE類。アルブチン、α−アルブチン等のヒドロキノン配糖体及びそのエステル類。コウジ酸、エラグ酸塩、トラネキサム酸塩及びその誘導体、フェルラ酸塩及びその誘導体、プラセンタエキス、グルタチオン、グリチルリチン酸及びその誘導体、グリチルレチン酸誘導体、サリチル酸誘導体、ヒノキチオール、グアイアズレン、アラントイン、インドメタシン、カフェイン、α−リポ酸、ルチン及び配糖体等の誘導体。ヘスペリジン及び配糖体等の誘導体。西河柳エキス等の各種植物エキス等が挙げられる。 Moreover, you may add the water-soluble component to the cosmetics of this invention. Water-soluble components include keratin-degrading peptide, hydrolyzed keratin, collagen, fish-derived collagen, atelocollagen, gelatin, elastin, collagen-degrading peptide, hydrolyzed collagen, hydroxypropylammonium chloride hydrolyzed collagen, elastin-degrading peptide, conchiolin degrading peptide, Protein peptides such as hydrolyzed conchiolin, silk proteolytic peptide, hydrolyzed silk, sodium lauroyl hydrolyzed silk, soybean proteolytic peptide, wheat protein, wheat proteolytic peptide, hydrolyzed wheat protein, casein degrading peptide, and derivatives thereof. Acylated peptides such as palmitoyl oligopeptide, palmitoyl pentapeptide, palmitoyl tetrapeptide. Betaine (trimethylglycine), proline, hydroxyproline, arginine, lysine, serine, glycine, alanine, phenylalanine, tyrosine, β-alanine, threonine, glutamic acid, glutamine, asparagine, aspartic acid, cysteine, cystine, methionine, leucine, isoleucine, Amino acids such as valine, tryptophan, histidine, taurine, γ-aminobutyric acid, γ-amino-β-hydroxybutyric acid, carnitine, carnosine, creatine, and salts and derivatives thereof. 18-methyleicosanoate, branched fatty acid (12-31) salt, lanolin fatty acid salt, ethyl sulfate 18-methyleicosanoate aminopropylethyldimethylammonium, ethyl sulfate long chain branched fatty acid (12-31) aminopropylethyldimethyl 18-methyleicosanoic acid and anteiso fatty acid derivatives such as ammonium and ethyl sulfate lanolin fatty acid aminopropylethyldimethylammonium. Water-soluble sphingolipid such as sugar ceramide. Vitamin C such as ascorbic acid and its sodium salt. Ascorbic acid alkyl ethers such as ascorbic acid ethyl ether, ascorbic acid glucosides such as ascorbic acid-2-glucoside and fatty acid esters thereof, ascorbic acid phosphate sodium salt and ascorbic acid phosphate magnesium salt, palmitoyl ascorbic acid phosphate sodium Salts, ascorbic acid derivatives such as ascorbic acid phosphates such as tocopheryl phosphate ascorbyl. Thiamine hydrochloride, thiamine sulfate, riboflavin, riboflavin acetate, pyridoxine hydrochloride, flavin adenine dinucleotide, cyanocobalamin, folic acid, nicotinic acid such as nicotinic acid and nicotinic acid amide, and vitamin B group such as choline. Other vitamins such as pantothenic acid, panthenyl ethyl ether, panthenol and biotin. Water-soluble vitamin E such as tocopherol phosphate. Hydroquinone glycosides such as arbutin and α-arbutin and esters thereof. Kojic acid, ellagic acid salt, tranexamic acid salt and derivatives thereof, ferulic acid salt and derivatives thereof, placenta extract, glutathione, glycyrrhizic acid and derivatives thereof, glycyrrhetinic acid derivatives, salicylic acid derivatives, hinokitiol, guaiazulene, allantoin, indomethacin, caffeine, Derivatives such as α-lipoic acid, rutin and glycosides. Derivatives such as hesperidin and glycosides. Examples include various plant extracts such as Nishi-Haruyanagi extract.
本発明の化粧料又は皮膚外用剤への水溶性成分の配合量は、成分の種類によって異なるが、概ね0.01〜10質量%である。
本発明の化粧料はその他添加剤を含有してもよい。その他添加剤としては、以下のものが挙げられる。
The blending amount of the water-soluble component in the cosmetic or skin external preparation of the present invention is generally 0.01 to 10% by mass, although it varies depending on the type of the component.
The cosmetic of the present invention may contain other additives. Examples of other additives include the following.
ノニオン性高分子としては、アラビアゴム及びトラガントゴム等の天然ゴム類、サポニン等のグルコシド類、メチルセルロース、カルボキシセルロース及びヒドロキシメチルセルロース等のセルロース誘導体、リグニンスルホン酸塩、セラック等の天然高分子、ポリアクリル酸塩、スチレン−アクリル酸共重合物の塩、ビニルナフタレン−マレイン酸共重合物の塩、β−ナフタレンスルホン酸ホルマリン縮合物のナトリウム塩及びリン酸塩などの陰イオン性高分子やポリビニルアルコール、ポリビニルピロリドン、ポリエチレングリコール、ポリオキシエチレン脂肪酸エステルメチルグリコシド等を挙げることができる。 Nonionic polymers include natural rubbers such as gum arabic and tragacanth, glucosides such as saponin, cellulose derivatives such as methylcellulose, carboxycellulose and hydroxymethylcellulose, natural polymers such as lignin sulfonate and shellac, polyacrylic acid Salt, salt of styrene-acrylic acid copolymer, salt of vinyl naphthalene-maleic acid copolymer, sodium salt of β-naphthalene sulfonic acid formalin condensate and phosphate, polyvinyl alcohol, polyvinyl Examples include pyrrolidone, polyethylene glycol, polyoxyethylene fatty acid ester methyl glycoside and the like.
高分子系界面活性剤としては、アルギン酸ナトリウム、デンプン誘導体及びトラガントゴム等が挙げられる。
天然系界面活性剤としては、レシチン、ラノリン、コレステロール、フィトステロール、及びサポニン等が挙げられる。
保湿剤としては、トリメチルグリシン、ソルビトール、ラフィノース、ピロリドンカルボン酸塩類、乳酸塩類、ヒアルロン酸塩類及びセラミド類等が挙げられる。
Examples of the polymeric surfactant include sodium alginate, starch derivatives and tragacanth rubber.
Examples of natural surfactants include lecithin, lanolin, cholesterol, phytosterol, and saponin.
Examples of the humectant include trimethyl glycine, sorbitol, raffinose, pyrrolidone carboxylates, lactates, hyaluronates and ceramides.
金属イオン封鎖剤としては、エチレンジアミン四酢酸及びその塩類、ヒドロキシエチレンジアミン三酢酸及びその塩類、リン酸、アスコルビン酸、コハク酸、グルコン酸、ポリリン酸塩類、メタリン酸塩並びにヒノキチール類が挙げられる。
紫外線吸収剤としては、ベンゾフェノン誘導体、パラアミノ安息香酸誘導体、パラメトキシ桂皮酸誘導体及びサリチル酸誘導体等が挙げられる。
美白剤としては、アルブチン、コウジ酸、アスコルビン酸、ヒノキチール及びその誘導体等が挙げられる。
Examples of the sequestering agent include ethylenediaminetetraacetic acid and its salts, hydroxyethylenediaminetriacetic acid and its salts, phosphoric acid, ascorbic acid, succinic acid, gluconic acid, polyphosphates, metaphosphates and hinokitiles.
Examples of the ultraviolet absorber include benzophenone derivatives, paraaminobenzoic acid derivatives, paramethoxycinnamic acid derivatives and salicylic acid derivatives.
Examples of the whitening agent include arbutin, kojic acid, ascorbic acid, hinokitile and derivatives thereof.
血行促進剤としては、センブリエキス、セファランチン、ビタミンE及びその誘導体、ガンマーオリザノール、トウガラシチンキ、ショオウキョウチンキ、カンタリスチンキ、ニコチン酸ベンジルエステル等が挙げられる。
抗炎症剤としては、グリチルレチン酸、グリチルリチン酸誘導体、アラントイン、アズレン、アミノカプロン酸及びヒドロコルチゾン等が挙げられる。
収斂剤としては、酸化亜鉛、硫酸亜鉛、アラントインヒドロキシアルミニウム、塩化アルミニウム、スルホ石炭酸亜鉛及びタンニン酸等が挙げられる。
Examples of the blood circulation promoter include assembly extract, cephalanthin, vitamin E and derivatives thereof, gamma oryzanol, capsicum tincture, ginger tincture, cantharis tincture, nicotinic acid benzyl ester and the like.
Examples of anti-inflammatory agents include glycyrrhetinic acid, glycyrrhizic acid derivatives, allantoin, azulene, aminocaproic acid, and hydrocortisone.
Examples of the astringent include zinc oxide, zinc sulfate, allantoin hydroxyaluminum, aluminum chloride, zinc sulfocolate and tannic acid.
酸化防止剤としては、トコフェロール類、BHA、BHT、没食子酸及びNDGA等が挙げられる。
メントール及びカンフルなどの清涼剤、抗ヒスタミン剤、高分子シリコーン及び環状シリコーン等のシリコーン系物質、エストラジオール、エストロン及びエチニルエストラジオールなどの皮脂抑制剤、イオウ、サリチル酸及びレゾルシンなどの角質剥離・溶解剤等が挙げられる。
Examples of the antioxidant include tocopherols, BHA, BHT, gallic acid and NDGA.
Examples include refreshing agents such as menthol and camphor, antihistamines, silicone materials such as polymeric silicones and cyclic silicones, sebum inhibitors such as estradiol, estrone and ethinylestradiol, and exfoliating and dissolving agents such as sulfur, salicylic acid and resorcin. .
その他にも、カキョクエキス、N−メチル−L−セリン、ホエイ、ニコチン酸アミド、ジイソプロピルアミンジクロロ酢酸、メバロン酸、γ−アミノ酪酸(γ−アミノ−β−ヒドロキシ酪酸を含む)、アルテアエキス、アロエエキス、アンズ核エキス、ウコンエキス、ウーロン茶エキス、海水乾燥物、加水分解コムギ末、加水分解シルク、カロットエキス、キューカンバエキス、ゲンチアナエキス、酵母エキス、米胚芽油、コンフリーエキス、サボンソウエキス、ジオウエキス、シコンエキス、シラカバエキス、セイヨウハッカエキス、センブリエキス、ビサボロ−ル、プロポリス、ヘチマエキス、ボダイジュエキス、ホップエキス、マロニエエキス、ムクロジエキス、メリッサエキス、ユーカリエキス、ユキノシタエキス、ローズマリーエキス、ローマカミツレエキス、ローヤルゼリーエキス、海草、米ヌカ、カンゾウ、チンピ、トウキ、モモノハの粉砕物、スフィンゴ脂質、グアイアズレン及びビタミンC等を添加剤として含ませることができる。 In addition, oyster extract, N-methyl-L-serine, whey, nicotinamide, diisopropylamine dichloroacetate, mevalonic acid, γ-aminobutyric acid (including γ-amino-β-hydroxybutyric acid), altea extract, aloe Extract, apricot kernel extract, turmeric extract, oolong tea extract, seawater dried product, hydrolyzed wheat powder, hydrolyzed silk, carrot extract, cucumber extract, gentian extract, yeast extract, rice germ oil, comfrey extract, bonito extract, siberian extract , Sicon extract, birch extract, Atlantic mint extract, assembly extract, bisabolol, propolis, loofah extract, bodaiju extract, hop extract, maronier extract, muroji extract, melissa extract, eucalyptus extract, yukinoshita extract, rosemary ex Can be included Romakamitsureekisu, royal jelly extract, seaweed, rice bran, licorice, citrus unshiu peel, angelica, pulverized Momonoha, sphingolipids, the guaiazulene and vitamin C, etc. as additives.
その他にも、コンドロイチン硫酸ナトリウム、ムコイチン硫酸、カロニン硫酸、ケラト硫酸、デルマタン硫酸、シロキクラゲ抽出物、シロキクラゲ多糖体、フコイダン、チューベロース多糖体、天然由来多糖体、クエン酸、酒石酸、乳酸等の有機酸及びその塩、尿素、2−ピロリドン−5−カルボン酸及びそのナトリウム等の塩、ベタイン(トリメチルグリシン)、プロリン、ヒドロキシプロリン、アルギニン、リジン、セリン、グリシン、アラニン、フェニルアラニン、チロシン、β−アラニン、スレオニン、グルタミン酸、グルタミン、アスパラギン、アスパラギン酸、システイン、シスチン、メチオニン、ロイシン、イソロイシン、バリン、トリプトファン、ヒスチジン、タウリン等のアミノ酸類及びその塩、ケラチン分解ペプチド、加水分解ケラチン、コラーゲン、魚由来コラーゲン、アテロコラーゲン、ゼラチン、エラスチン、コラーゲン分解ペプチド、加水分解コラーゲン、塩化ヒドロキシプロピルアンモニウム加水分解コラーゲン、エラスチン分解ペプチド、コンキオリン分解ペプチド、加水分解コンキオリン、シルク蛋白分解ペプチド、加水分解シルク、ラウロイル加水分解シルクナトリウム、大豆蛋白分解ペプチド、小麦蛋白、小麦蛋白分解ペプチド、加水分解小麦蛋白、カゼイン分解ペプチド等の蛋白ペプチド類及びその誘導体、パルミトイルオリゴペプチド、パルミトイルペンタペプチド、パルミトイルテトラペプチド等のアシル化ペプチド類、シリル化ペプチド類、乳酸菌培養液、酵母抽出液、卵殻膜タンパク、牛顎下腺ムチン、ヒポタウリン、ゴマリグナン配糖体、グルタチオン、アルブミン、乳清、塩化コリン、ホスホリルコリン、胎盤抽出液、エアラスチン、コラーゲン、アロエ抽出物、ハマメリス水、ヘチマ水、カモミラエキス、カンゾウエキス、コンフリーエキス、シルクエキス、イザヨイバラエキス、セイヨウノコギリソウエキス、ユーカリエキス、メリロートエキス等の動物・植物抽出成分、天然型セラミド(タイプ1、2、3、4、5、6)、ヒドロキシセラミド、疑似セラミド、スフィンゴ糖脂質、セラミド及び糖セラミド含有エキス等のセラミド類が添加剤として用いられる。 In addition, sodium chondroitin sulfate, mucoitin sulfate, caronine sulfate, kerato sulfate, dermatan sulfate, white jellyfish extract, white jellyfish polysaccharide, fucoidan, tuberose polysaccharide, natural polysaccharide, citric acid, tartaric acid, lactic acid and other organic acids and Its salt, urea, 2-pyrrolidone-5-carboxylic acid and its sodium salt, betaine (trimethylglycine), proline, hydroxyproline, arginine, lysine, serine, glycine, alanine, phenylalanine, tyrosine, β-alanine, threonine Amino acids such as glutamic acid, glutamine, asparagine, aspartic acid, cysteine, cystine, methionine, leucine, isoleucine, valine, tryptophan, histidine, taurine, and salts thereof, keratin degrading peptides, Hydrolyzed keratin, collagen, fish-derived collagen, atelocollagen, gelatin, elastin, collagen degrading peptide, hydrolyzed collagen, hydroxypropylammonium chloride hydrolyzed collagen, elastin degrading peptide, conchiolin degrading peptide, hydrolyzed conchiolin, silk proteolytic peptide, hydrolyzed Degraded silk, lauroyl hydrolyzed silk sodium, soy proteolytic peptide, wheat protein, wheat proteolytic peptide, hydrolyzed wheat protein, protein peptides such as casein degrading peptide and derivatives thereof, palmitoyl oligopeptide, palmitoyl pentapeptide, palmitoyl tetrapeptide Acylated peptides such as, silylated peptides, lactic acid bacteria culture solution, yeast extract, eggshell membrane protein, bovine submandibular gland mucin, hypotaurine, sesame liguna Glycosides, glutathione, albumin, whey, choline chloride, phosphorylcholine, placenta extract, aerustin, collagen, aloe extract, hamamelis water, loofah water, chamomile extract, licorice extract, silk extract, silk extract, izayobara extract , Animal and plant extract ingredients such as Achillea millefolium extract, Eucalyptus extract, Merrilot extract, natural ceramide (type 1, 2, 3, 4, 5, 6), hydroxyceramide, pseudoceramide, glycosphingolipid, ceramide and sugar ceramide Ceramides such as contained extracts are used as additives.
さらに、必要に応じて一般的に化粧料又は皮膚外用剤に配合される添加成分、例えば油性基剤、感触向上剤、高分子、ゲル化剤、溶剤、噴射剤、酸化防止剤、還元剤、酸化剤、防腐剤、抗菌剤、酸、アルカリ、粉体、無機塩、紫外線吸収剤、美白剤、ビタミン類及びその誘導体類、消炎剤、育毛用薬剤、刺激剤、ホルモン類、抗しわ剤、抗老化剤、ひきしめ剤、冷感剤、温感剤、創傷治癒促進剤、刺激緩和剤、鎮痛剤、細胞賦活剤、植物・動物・微生物エキス、鎮痒剤、角質剥離・溶解剤、制汗剤、酵素、核酸、色素、着色剤、染料、顔料、水等を配合することもできる。 Furthermore, as necessary, additive components generally blended into cosmetics or skin external preparations, such as oily bases, feel improvers, polymers, gelling agents, solvents, propellants, antioxidants, reducing agents, Oxidizing agent, antiseptic agent, antibacterial agent, acid, alkali, powder, inorganic salt, UV absorber, whitening agent, vitamins and derivatives thereof, anti-inflammatory agent, hair restoration agent, stimulant, hormones, anti-wrinkle agent, Anti-aging agent, squeeze agent, cooling sensation agent, warming sensation agent, wound healing promoter, stimulus relaxation agent, analgesic agent, cell activator, plant / animal / microbe extract, antipruritic agent, keratin exfoliating / dissolving agent, antiperspirant Enzymes, nucleic acids, pigments, colorants, dyes, pigments, water and the like can also be blended.
本発明の化粧料としては、スキンケア製品、頭髪製品、制汗剤製品、メイクアップ製品、紫外線防御製品、香料溶剤等が好ましい用途として挙げられる。例えば、ファンデーション、白粉、アイシャドー、アイライナー、アイブロー、チーク、ネイルカラー、リップクリーム、口紅、マスカラなどのメイクアップ化粧料、乳液、クリーム、ローション、サンスクリーン剤、サンタン剤、パック料、クレンジング料、洗顔料などの基礎化粧料、ヘアカラー、セット剤、ボディーパウダー、デオドラント、脱毛剤、石鹸、入浴剤、ハンドソープ、香水などが挙げられる。 Examples of the cosmetic of the present invention include skin care products, hair products, antiperspirant products, makeup products, UV protection products, and perfume solvents. For example, makeup cosmetics such as foundation, white powder, eye shadow, eyeliner, eyebrow, teak, nail color, lip balm, lipstick, mascara, emulsion, cream, lotion, sunscreen, suntan, pack, cleansing , Basic cosmetics such as face wash, hair color, set agent, body powder, deodorant, hair remover, soap, bath agent, hand soap, perfume and the like.
以下、本発明を実施例及び比較例によってさらに具体的に説明するが、本発明は、これらの実施例のみに限定されるものではない。
なお、実施例、比較例のリキッドファンデーションの評価は以下の方法により実施した。
EXAMPLES Hereinafter, although an Example and a comparative example demonstrate this invention further more concretely, this invention is not limited only to these Examples.
In addition, evaluation of the liquid foundation of an Example and a comparative example was implemented with the following method.
(分離状態)
50℃、30日後の分離状態を外観目視により確認したとともに、状態の変化を使用感(触感、粘度)により確認し、下記基準に従い評価した。
◎:粉体や油性成分の分離は認められず、状態の変化も認められない。
○:粉体や油性成分の分離は認められないが、状態にやや変化が認められる。
×:粉体や油性成分の分離が認められる。
(使用感)
女性パネラー10名により使用感を評価した。使用感が悪い(0点)から使用感が良い(5点)まで5段階で回答してもらい、10人の平均点を評価結果とした。
(撥水性)
リキッドファンデーションをガラス板上に塗布し、乾燥後に水を滴下して接触角を測定した。
(Separated state)
The separation state after 30 days at 50 ° C. was confirmed by visual observation, the change in state was confirmed by feeling of use (tactile sensation, viscosity), and evaluated according to the following criteria.
(Double-circle): Separation of a powder and an oil-based component is not recognized, and the change of a state is not recognized.
○: Separation of powder and oil component is not observed, but a slight change is observed in the state.
X: Separation of powder and oil component is recognized.
(Feeling of use)
Usability was evaluated by 10 female panelists. The average score of 10 people was evaluated as an evaluation result, with 5 levels of answers ranging from poor usability (0 points) to good usability (5 points).
(Water repellency)
The liquid foundation was applied on a glass plate, and after drying, water was dropped to measure the contact angle.
[製造例1]
エチレンジアミン3g(0.05mol)を水57g中と混合した。この液を25%水酸化ナトリウム水溶液でpH範囲を10〜11に調整しながら、また反応温度を5℃に維持しながら、攪拌下にN−ステアロイルグルタミン酸無水物39.5g(0.1mol)を、2時間を要して添加し、反応を実施した。さらに30分攪拌を続けた後、ターシャリーブタノールを液中濃度20重量%となるように添加した後、75%硫酸を滴下して液のpH値を2に、また液の温度を65℃に調整した。滴下終了後、攪拌を停止し、20分間65℃で静置すると有機層と水層とに分層し、これから有機層を分離した。分離した有機層にターシャリーブタノール及び水を添加して、温度を65℃にして20分攪拌した。攪拌停止後、静置すると有機層と水層とに分層した。得られた有機層に対して、同じ水洗操作をくり返した後、得られた有機層から溶媒を除去した後乾燥して白色固体を得た。この白色固体の酸価は224であった。
[Production Example 1]
3 g (0.05 mol) of ethylenediamine was mixed with 57 g of water. While adjusting the pH of this solution to 10 to 11 with a 25% aqueous sodium hydroxide solution and maintaining the reaction temperature at 5 ° C., 39.5 g (0.1 mol) of N-stearoyl glutamic anhydride was added with stirring. The reaction was carried out after 2 hours. After stirring for another 30 minutes, tertiary butanol was added to a concentration of 20% by weight in the liquid, 75% sulfuric acid was added dropwise to bring the pH value of the liquid to 2, and the liquid temperature to 65 ° C. It was adjusted. After completion of the dropwise addition, stirring was stopped and the mixture was allowed to stand at 65 ° C. for 20 minutes, so that the organic layer and the aqueous layer were separated, and the organic layer was separated therefrom. Tertiary butanol and water were added to the separated organic layer, the temperature was raised to 65 ° C., and the mixture was stirred for 20 minutes. After the stirring was stopped, the mixture was allowed to stand to separate into an organic layer and an aqueous layer. After repeating the same water washing operation with respect to the obtained organic layer, the solvent was removed from the obtained organic layer and dried to obtain a white solid. The acid value of this white solid was 224.
[実施例1〜5、比較例1〜2]
表1の組成、製法でリキッドファンデーションを製造し、前記の方法で評価した。結果を表1に示した。実施例1〜5は本発明の要件を満足しているので、安定性、使用感及び撥水性に優れることがわかる。
[Examples 1-5, Comparative Examples 1-2]
A liquid foundation was produced by the composition and production method shown in Table 1, and evaluated by the above method. The results are shown in Table 1. Since Examples 1-5 satisfy the requirements of the present invention, it can be seen that they are excellent in stability, usability and water repellency.
[実施例6、比較例3]
表2の(C)成分を混合し、粉体が分散した油相を製造した。予め表2の(D)成分を混合しておき、そこに前記油相をホモミキサーで分散させ、リキッドファンデーションを製造し、前記の方法で評価した。結果を表2に示した。実施例6は本発明の要件を満足しているので、安定性、使用感及び撥水性に優れることがわかる。
[Example 6, Comparative Example 3]
(C) component of Table 2 was mixed and the oil phase in which the powder was disperse | distributed was manufactured. (D) component of Table 2 was mixed beforehand, the said oil phase was disperse | distributed there with a homomixer, the liquid foundation was manufactured, and it evaluated by the said method. The results are shown in Table 2. Since Example 6 satisfies the requirements of the present invention, it can be seen that the stability, usability, and water repellency are excellent.
本発明により、安定性に優れ使用感良好で且つ、塗布後の撥水性にも優れる粉体分散水系化粧料を提供することが可能となる。 According to the present invention, it is possible to provide a powder-dispersed water-based cosmetic having excellent stability and good usability and excellent water repellency after application.
Claims (7)
(A)下記一般式(1)で表される化合物、N−長鎖アシル酸性アミノ酸もしくはその塩より選ばれる一種以上と、粉体とを水中に分散した粉体分散液
(B)下記一般式(1)で表される化合物、N−長鎖アシル酸性アミノ酸もしくはその塩より選ばれる一種以上と、油性成分とを水中に分散した乳液
(A) A powder dispersion in which one or more compounds selected from the following general formula (1), N-long-chain acyl acidic amino acids or salts thereof, and powder are dispersed in water (B) The following general formula An emulsion in which one or more selected from the compound represented by (1), N-long-chain acyl acidic amino acid or a salt thereof, and an oil component are dispersed in water.
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