JP5300282B2 - Hair cosmetics - Google Patents
Hair cosmetics Download PDFInfo
- Publication number
- JP5300282B2 JP5300282B2 JP2008039566A JP2008039566A JP5300282B2 JP 5300282 B2 JP5300282 B2 JP 5300282B2 JP 2008039566 A JP2008039566 A JP 2008039566A JP 2008039566 A JP2008039566 A JP 2008039566A JP 5300282 B2 JP5300282 B2 JP 5300282B2
- Authority
- JP
- Japan
- Prior art keywords
- oil
- group
- acid
- hair
- mass
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Fee Related
Links
- 239000003676 hair preparation Substances 0.000 title description 5
- 239000003921 oil Substances 0.000 claims description 34
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- -1 isostearyl Chemical group 0.000 claims description 31
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- 229920002803 thermoplastic polyurethane Polymers 0.000 claims description 24
- 239000002537 cosmetic Substances 0.000 claims description 22
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 claims description 21
- 229920000642 polymer Polymers 0.000 claims description 17
- 239000007787 solid Substances 0.000 claims description 17
- 125000004432 carbon atom Chemical group C* 0.000 claims description 16
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- 125000000217 alkyl group Chemical group 0.000 claims description 12
- 235000015112 vegetable and seed oil Nutrition 0.000 claims description 12
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- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 claims description 7
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- 239000008117 stearic acid Substances 0.000 claims description 7
- ULQISTXYYBZJSJ-UHFFFAOYSA-N 12-hydroxyoctadecanoic acid Chemical compound CCCCCCC(O)CCCCCCCCCCC(O)=O ULQISTXYYBZJSJ-UHFFFAOYSA-N 0.000 claims description 6
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- 235000014113 dietary fatty acids Nutrition 0.000 claims description 5
- 239000000194 fatty acid Substances 0.000 claims description 5
- 229930195729 fatty acid Natural products 0.000 claims description 5
- 150000004665 fatty acids Chemical class 0.000 claims description 5
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 claims description 5
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- 125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 4
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 4
- 125000002947 alkylene group Chemical group 0.000 claims description 3
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 3
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- 244000299461 Theobroma cacao Species 0.000 claims description 2
- 235000005764 Theobroma cacao ssp. cacao Nutrition 0.000 claims description 2
- 235000005767 Theobroma cacao ssp. sphaerocarpum Nutrition 0.000 claims description 2
- 235000001046 cacaotero Nutrition 0.000 claims description 2
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims description 2
- 239000002540 palm oil Substances 0.000 claims description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims 2
- 235000014121 butter Nutrition 0.000 claims 1
- ZEMPKEQAKRGZGQ-VBJOUPRGSA-N triricinolein Chemical compound CCCCCC[C@@H](O)C\C=C/CCCCCCCC(=O)OCC(OC(=O)CCCCCCC\C=C/C[C@H](O)CCCCCC)COC(=O)CCCCCCC\C=C/C[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-VBJOUPRGSA-N 0.000 claims 1
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- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 9
- KWYUFKZDYYNOTN-UHFFFAOYSA-M potassium hydroxide Inorganic materials [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 9
- 239000001993 wax Substances 0.000 description 9
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- QCDWFXQBSFUVSP-UHFFFAOYSA-N 2-phenoxyethanol Chemical compound OCCOC1=CC=CC=C1 QCDWFXQBSFUVSP-UHFFFAOYSA-N 0.000 description 6
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 6
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- 239000008346 aqueous phase Substances 0.000 description 6
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- 239000002304 perfume Substances 0.000 description 5
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- ASKIVFGGGGIGKH-UHFFFAOYSA-N 2,3-dihydroxypropyl 16-methylheptadecanoate Chemical compound CC(C)CCCCCCCCCCCCCCC(=O)OCC(O)CO ASKIVFGGGGIGKH-UHFFFAOYSA-N 0.000 description 3
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Landscapes
- Cosmetics (AREA)
Description
本発明は毛髪化粧料に関し、さらに詳しくは、ごわつきやべたつきがなく、しかも整髪力にも優れた毛髪化粧料に関するものである。 The present invention relates to a hair cosmetic, and more particularly, to a hair cosmetic that is free of stickiness and stickiness and has excellent hair styling ability.
従来知られている毛髪化粧料としては、例えば特許文献1に記載された、エラスチン加水分解物と皮膜形成性を有する両性ポリマーとを含有する毛髪化粧料がある。この毛髪化粧料は、ハリ・コシ感と毛髪のセット性はあるが、塗布後のごわつきがあり、髪の感触が不充分で、仕上がりにおいてもごわつきが残り、なにより自然なツヤが感じられないという欠点がある。 As a conventionally known hair cosmetic, for example, there is a hair cosmetic containing an elastin hydrolyzate and an amphoteric polymer having film-forming properties described in Patent Document 1. This hair cosmetic has firmness and firmness and has a hair setting property, but there is a wrinkle after application, the hair feel is inadequate, the hair feels stiff in the finish, and no natural gloss is felt. There is a drawback.
また特許文献2には、反応性シリコーン系ブロック共重合体と皮膜形成性高分子とを含有する毛髪セット剤組成物が開示されている。この毛髪セット剤組成物は、仕上がりにおいて優れたツヤを有し、なめらかでクセ付けしやすいものであるが、髪のベタツキやごわつきのなさが不十分で、なによりヘアスタイルキープ力と再整髪力が満足出来るレベルではないという欠点がある。 Patent Document 2 discloses a hair setting agent composition containing a reactive silicone block copolymer and a film-forming polymer. This hair set composition has an excellent gloss in finish and is smooth and easy to get rid of. However, it is not sticky or stiff, and it has the ability to keep the hair style and restyle. Has the disadvantage that it is not at a satisfactory level.
特許文献3には、カルボキシル基含有増粘性高分子化合物、アルカリ性物質、ペースト状の油剤および皮膜形成能を有する高分子化合物からなる毛髪化粧料が開示されている。この毛髪化粧料は、塗布時の伸びが良く、整髪力に優れるが、塗布後のべたつきやごわつきが残り、仕上がり後の再整髪力や自然なツヤ感において満足のいくものでない。 Patent Document 3 discloses a hair cosmetic comprising a carboxyl group-containing thickening polymer compound, an alkaline substance, a pasty oil agent, and a polymer compound having film-forming ability. This hair cosmetic has good elongation at the time of application and is excellent in hair styling power, but remains sticky and stiff after application, and is not satisfactory in re-hair styling power after finishing and a natural gloss feeling.
特許文献4には、ビニルピロリドン・酢酸ビニル共重合体、構成モノマーとしてアクリル酸および/またはメタクリル酸および/またはジアセトンアクリルアミドを含有する高分子化合物、およびポリアスパラギン酸ナトリウムを含有する整髪剤組成物が開示されている。この整髪剤組成物はハードなセット力に優れたものであるが、塗布後のべたつきやごわつきが残り、仕上がり後のヘアスタイルキープ力や再整髪力、自然なツヤ感において満足のいくものでない。 Patent Document 4 discloses a hair styling composition containing vinylpyrrolidone / vinyl acetate copolymer, a polymer compound containing acrylic acid and / or methacrylic acid and / or diacetone acrylamide as constituent monomers, and sodium polyaspartate. Is disclosed. This hair styling composition is excellent in hard setting power, but remains sticky and stiff after application, and is unsatisfactory in hair style keeping power, re-hair styling power, and natural gloss feeling after finishing.
特許文献5には、皮膜性高分子化合物の1種以上、油性成分、界面活性剤及び水を含有し、皮膜性高分子化合物/油性成分の重量含有比が、0.2/1.0〜5.0/1.0である整髪用乳化化粧料組成物が開示されている。この整髪用乳化化粧料組成物は、ヘアスタイル形成性やくせ付けはしやすいが、塗布後のごわつきやべたつきなどに改善点があり、仕上がり後のヘアスタイル保持力、再整髪性や自然なツヤにおいて不充分である。 Patent Document 5 contains at least one film-forming polymer compound, an oil component, a surfactant, and water, and the weight content ratio of the film-forming polymer compound / oil component is 0.2 / 1.0 to An emulsified cosmetic composition for hair styling that is 5.0 / 1.0 is disclosed. This emulsified cosmetic composition for hair styling is easy to form and dull, but has improved points such as stickiness and stickiness after application, hairstyle retention after finishing, re-styling and natural gloss. Is insufficient.
特許文献6には、アミンオキシド基含有樹脂と20℃において固体または半固体のワックスを配合した毛髪化粧料が開示されている。この毛髪化粧料は、べたつき感がなく、毛髪にセット性などの感触や仕上がり機能はあるものの、毛髪へのなめらかさや自然なツヤの付与については不充分で、ヘアスタイルキープ性も満足のいくものではない。 Patent Document 6 discloses a hair cosmetic containing an amine oxide group-containing resin and a solid or semi-solid wax at 20 ° C. Although this hair cosmetic does not feel sticky and has a feel and finish function such as setability on the hair, it is inadequate for the smoothness and natural glossiness of the hair, and the hairstyle keepability is satisfactory. is not.
特許文献7には、シリル化ウレタン系樹脂を含有する毛髪化粧料が開示されている。この毛髪化粧料は、ごわつきやべたつきのない自然な仕上がりと優れた整髪力があるが、仕上がり後の自然なツヤ感や、ヘアスタイルキープ性は不充分で満足のいくものでない。 Patent Document 7 discloses a hair cosmetic containing a silylated urethane resin. This hair cosmetic has a natural finish with no stickiness or stickiness and excellent hair-styling ability, but is not satisfactory because of its natural gloss after finishing and its hair style keeping property.
そこで本発明は、ごわつき、べたつきのない自然な仕上がり感と自然なツヤを有し、しかも、整髪力に優れ、更にヘアスタイルキープ力と再整髪力に優れる毛髪化粧料を提供することを目的とする。 Therefore, the present invention has an object to provide a hair cosmetic that has a natural finish feeling that is not stiff and sticky, has a natural gloss, is excellent in hair styling power, and is excellent in hair style keeping power and re-styling power. To do.
本発明者らは鋭意研究の結果、植物由来及び/又は植物油脂の半固形油分とシリル化ウレタン系樹脂とを適度な組み合わせで用いることで、ごわつき、べたつきのない自然な仕上がり感と自然なツヤを有し、しかも整髪力に優れ、更にヘアスタイルキープ力と再整髪に優れる毛髪化粧料とすることができることを見出した。 As a result of diligent research, the present inventors have used a combination of plant-derived and / or semi-solid oils of vegetable oils and silylated urethane resins in an appropriate combination, so that a natural finish without stickiness and stickiness and a natural gloss are obtained. In addition, the present inventors have found that it is possible to provide a hair cosmetic composition that has excellent hair styling power, and also has excellent hairstyle keeping power and re-styling.
すなわち本発明は、
(A)植物由来及び/又は植物油脂の半固形油分:0.1〜20.0質量%
(B)下記一般式(I)で示されるシリル化ウレタン系樹脂:0.1〜20.0質量%
を含有し、成分(A)と成分(B)の質量比が、(A)/(B)=0.2〜120であることを特徴とする毛髪化粧料である。
That is, the present invention
(A) Plant-derived and / or semi-solid oil content of vegetable oil: 0.1 to 20.0% by mass
(B) Silylated urethane resin represented by the following general formula (I): 0.1 to 20.0% by mass
And the mass ratio of the component (A) to the component (B) is (A) / (B) = 0.2 to 120.
(式中、Aはウレタンポリマーの骨格に当たる残基、Nは該ウレタンポリマーのイソシアネート基に由来する窒素原子であり、Xは下記一般式(II)〜(IV)のいずれかで示される基であり、nは1〜20の整数である。) (In the formula, A is a residue corresponding to the skeleton of the urethane polymer, N is a nitrogen atom derived from an isocyanate group of the urethane polymer, and X is a group represented by any one of the following general formulas (II) to (IV)). And n is an integer from 1 to 20.)
(式中、Rは炭素数1〜6個のアルキル基、R1は水素原子又は炭素数1〜6個のアルキル基、R2及びR4は炭素数1〜10個の側鎖があっても良いアルキレン基又はアリーレン基、R3は炭素数1〜20個のアルキル基、シクロアルキル基、アリール基又はアラルキル基、R5は水素原子又は式−COOR6で示される基であり、R6は炭素数1〜20個のアルキル基である。mは1〜3の整数である。) (In the formula, R is an alkyl group having 1 to 6 carbon atoms, R 1 is a hydrogen atom or an alkyl group having 1 to 6 carbon atoms, R 2 and R 4 have a side chain having 1 to 10 carbon atoms, also alkylene group or an arylene group, R 3 is a group represented alkyl group having 1 to 20 carbon atoms, a cycloalkyl group, an aryl group or an aralkyl group, R 5 is a hydrogen atom or formula -COOR 6, R 6 Is an alkyl group having 1 to 20 carbon atoms, m is an integer of 1 to 3)
本発明の毛髪化粧料は、ごわつき、べたつきのない自然な仕上がり感と自然なツヤを有し、しかも整髪力に優れ、更にヘアスタイルキープ力と再整髪力に優れたものである。 The hair cosmetic composition of the present invention has a natural finish with no stickiness and stickiness, natural gloss, excellent hair styling ability, and excellent hair style keeping power and re-styling ability.
以下に、本発明の最良の実施形態について説明する。
本発明においては、植物由来及び/又は植物油脂の半固形油分(A)を配合することで、ごわつき、べたつきのない自然な仕上がり感と自然なツヤが付与される。また、下記一般式(I)で示されるシリル化ウレタン系樹脂(B)を上記(A)成分と特定の割合で用いることで、整髪力に優れ、更にヘアスタイルキープ力と再整髪力に優れる毛髪化粧料が得られる。
The best mode of the present invention will be described below.
In the present invention, by adding a semi-solid oil (A) derived from plants and / or vegetable oils and fats, a natural finish without stickiness and stickiness and a natural gloss are imparted. In addition, by using the silylated urethane resin (B) represented by the following general formula (I) at a specific ratio with the component (A), the hair styling power is excellent, and the hair style keeping power and re-hair styling power are also excellent. A hair cosmetic is obtained.
次に各成分の詳細について説明する。
本発明で用いられる(A)植物由来及び/又は植物油脂の半固形油分としては、植物由来のトリグリセライド及びその誘導体、植物由来の脂肪酸のエステル化合物が代表的なものとして挙げられる。ここで半固形油分とは、融点が30℃以上、55℃以下(好ましくは50℃以下)を指す。
本発明において、植物由来及び/又は植物油脂以外の半固形油分を用いた場合には、整髪力やヘアスタイルキープ力に劣るようになる。
Next, details of each component will be described.
Typical examples of the (A) plant-derived and / or vegetable oil / semi-solid oil used in the present invention include plant-derived triglycerides and derivatives thereof, and ester compounds of plant-derived fatty acids. Here, the semi-solid oil component means a melting point of 30 ° C. or higher and 55 ° C. or lower (preferably 50 ° C. or lower).
In the present invention, when a semi-solid oil other than a plant-derived and / or vegetable oil is used, the hair styling power and the hairstyle keeping power are inferior.
具体的には、植物由来の半固形油分としては、イソステアリン酸水添ヒマシ油、ステアリン酸水添ヒマシ油、ヒドロキシステアリン酸水添ヒマシ油、ラウリン酸水添ヒマシ油、マカデミアナッツ油脂肪酸フィトステリル、リシノレイン酸フィトステリル、ヒドロキシアルキルダイマージリノレイルエーテル、水添ダイマー酸ジ(フィトステリル・イソステアリル・セチル・ステアリル・ベヘニル)エステル等が挙げられる。 Specifically, plant-derived semi-solid oils include isostearic acid hydrogenated castor oil, stearic acid hydrogenated castor oil, hydroxystearic acid hydrogenated castor oil, lauric acid hydrogenated castor oil, macadamia nut oil fatty acid phytosteryl, ricinoleic acid Examples thereof include phytosteryl, hydroxyalkyl dimer linoleyl ether, hydrogenated dimer acid di (phytosteryl, isostearyl, cetyl, stearyl, behenyl) ester and the like.
植物由来の半固形油分の市販品としては、例えばイソステアリン酸水添ヒマシ油[テクノールMIS(横関油脂工業株式会社製)]、ステアリン酸水添ヒマシ油[キャストライド MS(ナショナル美松株式会社製)]、ヒドロキシステアリン酸水添ヒマシ油[テクノールMH(横関油脂工業株式会社製)]、ラウリン酸水添ヒマシ油[テクノールML98(横関油脂工業株式会社製)]、マカデミアナッツ油脂肪酸フィトステリル[YOFCO MAS(日本精化株式会社製)]、リシノレイン酸フィトステリル[サラコス PR(日清製油株式会社)]、水添ダイマー酸ジ(フィトステリル・イソステアリル・セチル・ステアリル・ベヘニル)エステル[Plandool−H(日本精化株式会社製)]が挙げられる。 Commercially available products of semi-solid oil derived from plants include, for example, isostearic acid hydrogenated castor oil [Technol MIS (manufactured by Yokoseki Yushi Kogyo Co., Ltd.)], stearic acid hydrogenated castor oil [Castride MS (manufactured by National Mimatsu Co., Ltd.) ], Hydroxy stearic acid hydrogenated castor oil [Technol MH (manufactured by Yokoseki Oil & Fat Co., Ltd.)], lauric acid hydrogenated castor oil [Technol ML98 (manufactured by Yokoseki Oil & Fat Co., Ltd.)], macadamia nut oil fatty acid phytosteryl [YOFCO MAS (Japan) Manufactured by Seika Co., Ltd.), phytosteryl ricinoleate [Saracos PR (Nisshin Oil Co., Ltd.)], hydrogenated dimer acid di (phytosteryl, isostearyl, cetyl, stearyl, behenyl) ester [Plandool-H (Nippon Seika Co., Ltd.) Company))].
植物油脂の半固形油分としては、例えばシア脂、カカオ脂、パーム油、パーム核油、マンゴ種子脂などが挙げられる。 Examples of the semi-solid oil of vegetable oil include shea fat, cacao fat, palm oil, palm kernel oil, and mango seed fat.
(A)植物由来及び/又は植物油脂の半固形油分の配合量は、0.1〜20.0質量%であり、好ましくは1.0〜15.0質量%である。0.1質量%未満では自然な仕上がり感や自然なツヤに劣り、20.0質量%を超えると、整髪力やヘアスタイルキープ力に劣るようになる。 (A) The compounding quantity of the plant-derived and / or the semi-solid oil component of the vegetable oil / fat is 0.1 to 20.0% by mass, preferably 1.0 to 15.0% by mass. If it is less than 0.1% by mass, it is inferior to the natural finish feeling and natural gloss, and if it exceeds 20.0% by mass, it is inferior to the hair styling power and the hair style keeping power.
本発明に用いられるシリル化ウレタン系樹脂(B)は下記一般式(I)で示される。 The silylated urethane resin (B) used in the present invention is represented by the following general formula (I).
(式中、Aはウレタンポリマーの骨格に当たる残基、Nは該ウレタンポリマーのイソシアネート基に由来する窒素原子であり、Xは下記一般式(II)〜(IV)のいずれかで示される基であり、nは1〜20の整数である。) (In the formula, A is a residue corresponding to the skeleton of the urethane polymer, N is a nitrogen atom derived from an isocyanate group of the urethane polymer, and X is a group represented by any one of the following general formulas (II) to (IV)). And n is an integer from 1 to 20.)
(式中、Rは炭素数1〜6個のアルキル基、R1は水素原子又は炭素数1〜6個のアルキル基、R2及びR4は炭素数1〜10個の側鎖があっても良いアルキレン基又はアリーレン基、R3は炭素数1〜20個のアルキル基、シクロアルキル基、アリール基又はアラルキル基、R5は水素原子又は式−COOR6で示される基であり、R6は炭素数1〜20個のアルキル基である。mは1〜3の整数である。) (In the formula, R is an alkyl group having 1 to 6 carbon atoms, R 1 is a hydrogen atom or an alkyl group having 1 to 6 carbon atoms, R 2 and R 4 have a side chain having 1 to 10 carbon atoms, also alkylene group or an arylene group, R 3 is a group represented alkyl group having 1 to 20 carbon atoms, a cycloalkyl group, an aryl group or an aralkyl group, R 5 is a hydrogen atom or formula -COOR 6, R 6 Is an alkyl group having 1 to 20 carbon atoms, m is an integer of 1 to 3)
特に、上記一般式(I)で示されるシリル化ウレタン系樹脂は、分子内に少なくとも1つのカルボキシル基を含むことが好ましく、さらには、上記一般式(II)〜(IV)におけるRがエチル基であることが好ましい。
また、R1はメチル基であることが好ましく、R3は炭素数8〜20個のアルキル基であることが好ましく、R5は水素原子であることが好ましい。
また、本発明において、上記一般式(I)で示されるシリル化ウレタン系樹脂中、X部分のケイ素原子割合は0.1〜1.5質量%であることが好ましい。0.1質量%未満であると、自然な仕上がりが得られないことがあり、1.5質量%を超えると、硬くごわついた仕上がりとなることがある。
In particular, the silylated urethane resin represented by the general formula (I) preferably contains at least one carboxyl group in the molecule, and moreover, R in the general formulas (II) to (IV) is an ethyl group. It is preferable that
R 1 is preferably a methyl group, R 3 is preferably an alkyl group having 8 to 20 carbon atoms, and R 5 is preferably a hydrogen atom.
Moreover, in this invention, it is preferable that the silicon atom ratio of X part is 0.1-1.5 mass% in silylated urethane type resin shown by the said general formula (I). If it is less than 0.1% by mass, a natural finish may not be obtained, and if it exceeds 1.5% by mass, it may result in a hard and firm finish.
本発明にかかるシリル化ウレタン系樹脂は、その製造方法を限定するものではないが、好ましい製造方法は、例えば以下の通りである。
先ず、分子内及び/又は分子末端に水酸基を1個以上有するポリオール化合物(化合物(a))と、カルボキシルを含有するポリオール化合物(化合物(b))と、ポリイソシアネート(化合物(c))とのウレタン化反応により得られるウレタンプレポリマーと、下記一般式(V)〜(VII)のいずれかで示される化合物とを反応させ、シリル化ウレタン系樹脂を得る。
下記一般式(V)〜(VII)で示される化合物は、1種に限らず、2種以上用いても良い。
Although the silylated urethane type resin concerning this invention does not limit the manufacturing method, a preferable manufacturing method is as follows, for example.
First, a polyol compound (compound (a)) having one or more hydroxyl groups in the molecule and / or molecular terminal, a polyol compound (compound (b)) containing carboxyl, and a polyisocyanate (compound (c)). A urethane prepolymer obtained by the urethanation reaction is reacted with a compound represented by any one of the following general formulas (V) to (VII) to obtain a silylated urethane resin.
The compounds represented by the following general formulas (V) to (VII) are not limited to one type, and two or more types may be used.
(式中、R、R1〜R5及びmは、前述のとおりである。)
上記化合物(a)としては、ポリエーテルポリオール、ポリエステルポリオール等が例示される。
ポリエーテルポリオールとしては、数平均分子量500〜30,000のものが好ましく、1,000〜10,000のものが特に好ましい。また、官能基数が2以上のポリエーテルポリオールが好ましく、その具体例としては、ポリオキシエチレン、ポリオキシプロピレン、ポリオキシブチレン、ポリオキシヘキシレン、ポリオキシテトラメチレン等の単独重合体並びにエチレンオキシド、プロピレンオキシド、ブチレンオキシド、ヘキシレンオキシド及びテトラヒドロフランよりなる群から選ばれた2種以上のモノエポキシドを開環共重合させてなる共重合体が挙げられる。
ポリエステルポリオールとしては、マレイン酸、アジピン酸、セバシン酸、フタル酸等のジカルボン酸類の一種又は二種以上と、ジオール類の一種又は二種以上とを重縮合して得られる重合体、ε−カプロラクタム、バレロラクトン等を開環重合させてなる開環重合物、活性水素を2個以上有するひまし油等の活性水素化合物が例示される。通常、分子量500〜25,000のものが用いられる。
(In the formula, R, R 1 to R 5 and m are as described above.)
Examples of the compound (a) include polyether polyol and polyester polyol.
As the polyether polyol, those having a number average molecular weight of 500 to 30,000 are preferred, and those having 1,000 to 10,000 are particularly preferred. Further, polyether polyols having 2 or more functional groups are preferred. Specific examples thereof include homopolymers such as polyoxyethylene, polyoxypropylene, polyoxybutylene, polyoxyhexylene, polyoxytetramethylene, ethylene oxide, propylene. Examples thereof include a copolymer obtained by ring-opening copolymerization of two or more monoepoxides selected from the group consisting of oxide, butylene oxide, hexylene oxide and tetrahydrofuran.
As the polyester polyol, a polymer obtained by polycondensation of one or more dicarboxylic acids such as maleic acid, adipic acid, sebacic acid and phthalic acid and one or more diols, ε-caprolactam Examples thereof include ring-opening polymers obtained by ring-opening polymerization of valerolactone and the like, and active hydrogen compounds such as castor oil having two or more active hydrogens. Usually, those having a molecular weight of 500 to 25,000 are used.
化合物(b)としては、下記式(VIII)で表されるポリヒドロキシカルボン酸が望ましい。 As the compound (b), a polyhydroxycarboxylic acid represented by the following formula (VIII) is desirable.
(式中、Lは炭素数1〜12個のアルカン残基を示し、y及びzは1〜3の整数を示す。)
ポリヒドキシカルボン酸としては、例えば2,2−ジメチロールプロピオン酸、2,2−ジメチロールブタン酸、2,2−ジメチロールペンタン酸、2,2−ジメチロールヘプタン酸、2,2−ジメチロールオクタン酸等の2,2−ジメチロールアルカン酸が挙げられる。これらの中でも、特に2,2−ジメチロールプロピオン酸、2,2−ジメチロールブタン酸が好適である。また、カルボキシル基を含有する低級ポリオール化合物は、1種に限らず2種以上用いることができる。
(In the formula, L represents an alkane residue having 1 to 12 carbon atoms, and y and z represent an integer of 1 to 3).
Examples of polyhydroxycarboxylic acid include 2,2-dimethylolpropionic acid, 2,2-dimethylolbutanoic acid, 2,2-dimethylolpentanoic acid, 2,2-dimethylolheptanoic acid, 2,2-diethyl 2,2-dimethylolalkanoic acid such as methyloloctanoic acid can be mentioned. Among these, 2,2-dimethylolpropionic acid and 2,2-dimethylolbutanoic acid are particularly preferable. Moreover, the lower polyol compound containing a carboxyl group is not limited to one type, and two or more types can be used.
また、本発明においては、化合物(b)以外に、カチオン性基を含有するポリオール(化合物(b−2))等を使用することもできる。
化合物(b−2)としては、分子内に少なくとも1つの第3級アミノ基を含有するポリオール化合物があげられる。例えば、N−メチルジエタノールアミン、N−エチルジエタノールアミン、N−ブチルジエタノールアミン、等のN、N−ビス(ヒドロキシ−有機基)−N−アルキルアミン、並びに、N−フェニルジエタノールアミン等のN、N−ビス(ヒドロキシ−有機基)−N−アリールアミン等が挙げられる。
化合物(b)及び化合物(b−2)は、化合物(b)単独で用いても良く、もしくは化合物(b)と化合物(b−2)を併用することもできる。
Moreover, in this invention, the polyol (compound (b-2)) etc. which contain a cationic group other than a compound (b) can also be used.
Examples of the compound (b-2) include a polyol compound containing at least one tertiary amino group in the molecule. For example, N, N-bis (hydroxy-organic group) -N-alkylamine such as N-methyldiethanolamine, N-ethyldiethanolamine, N-butyldiethanolamine, and N, N-bis ( Hydroxy-organic group) -N-arylamine and the like.
The compound (b) and the compound (b-2) may be used alone, or the compound (b) and the compound (b-2) may be used in combination.
化合物(c)としては、例えば脂肪族、脂環式、芳香脂肪族、芳香族ジイソシアネート化合物等が挙げられる。
脂肪族ジイソシアネート化合物としては、ヘキサメチレンジイソシアネート(HDI)等が挙げられる。
脂環式ジイソシアネート化合物としては、4,4′−メチレンビス(シクロヘキシルイソシアネート)(H−MDI)イソホロンジイソシアネート(IPDI)、ノルボルネンジイソシアネート(NBDI)等が挙げられる。
芳香脂肪族ジイソシアネート化合物としては、1,3−若しくは1,4−キシリレンジイソシアネート又はそれらの混合物(XDI)が挙げられる。
芳香族ジイソシアネート化合物としては4,4′−ジフェニルメタンジイソシアネート(MDI)、2,4−又は2,6−トリレンジイソシアネート(TDI)又はそれらの混合物が挙げられ、その他フェニルジイソチオシアネート等が挙げられる。
これら、化合物(c)を単独で用いても良く、もしくは併用することもできる。
上記の中でも、特にイソホロンジイソシアネートが好ましい。又、脂肪族ジイソシアネート化合物を用いると、変色の少ない樹脂を得ることができる。
Examples of the compound (c) include aliphatic, alicyclic, araliphatic and aromatic diisocyanate compounds.
Examples of the aliphatic diisocyanate compound include hexamethylene diisocyanate (HDI).
Examples of the alicyclic diisocyanate compound include 4,4'-methylenebis (cyclohexyl isocyanate) (H-MDI) isophorone diisocyanate (IPDI) and norbornene diisocyanate (NBDI).
Examples of the araliphatic diisocyanate compound include 1,3- or 1,4-xylylene diisocyanate or a mixture thereof (XDI).
Examples of the aromatic diisocyanate compound include 4,4'-diphenylmethane diisocyanate (MDI), 2,4- or 2,6-tolylene diisocyanate (TDI) or a mixture thereof, and other examples include phenyl diisothiocyanate.
These compounds (c) may be used alone or in combination.
Among the above, isophorone diisocyanate is particularly preferable. Further, when an aliphatic diisocyanate compound is used, a resin with little discoloration can be obtained.
前述の通り、本発明にかかるシリル化ウレタン系樹脂の製造方法は特に限定されず、ウレタンプレポリマーを合成する際の上記化合物(a)と上記化合物(b)と上記化合物(c)との反応も、常法により行うことができる。
上記ウレタンプレポリマー中のカルボキシル基含有量は、0.2〜3、0質量%であることが好ましい。0.2質量%未満であると、水を配合した場合に均一な分散状態にはなり難く、樹脂が分離状態になり、3.0質量%を超えると、高粘度となり安定性が悪化する。
As described above, the method for producing the silylated urethane resin according to the present invention is not particularly limited, and the reaction of the compound (a), the compound (b), and the compound (c) in synthesizing the urethane prepolymer. Can also be carried out by conventional methods.
The carboxyl group content in the urethane prepolymer is preferably 0.2 to 3% by mass. When it is less than 0.2% by mass, it is difficult to obtain a uniform dispersed state when water is added, and the resin is in a separated state. When it exceeds 3.0% by mass, the viscosity becomes high and the stability is deteriorated.
また、上記ウレタンプレポリマーと上記一般式(V)〜(VII)で示される化合物との反応は、一般に50〜100℃で30分間〜3時間行えばよい。 The reaction between the urethane prepolymer and the compounds represented by the general formulas (V) to (VII) may be generally performed at 50 to 100 ° C. for 30 minutes to 3 hours.
本発明では、上記シリル化ウレタン系樹脂の分散液として毛髪化粧料に配合することが一般的である。シリル化ウレタン系樹脂の分散液は、例えば、シリル化ウレタン系樹脂を塩基性物質で中和し、予めアミン系鎖延長剤を溶解した水分散液を添加して水中に分散させて製造される。また、上記シリル化ウレタン系樹脂に、アミン系鎖延長剤、塩基性物質及び水を配合し、激しく撹拌する等して強固に接触させることにより製造される。
さらに、前記ウレタンプレポリマーと上記一般式(V)〜(VII)で示される化合物とを反応させる際に、下記塩基性物質を存在させて反応させ、次いで水を配合して調製しても良い。
In this invention, it is common to mix | blend with hair cosmetics as the dispersion liquid of the said silylated urethane type resin. The dispersion of the silylated urethane resin is produced, for example, by neutralizing the silylated urethane resin with a basic substance, adding an aqueous dispersion in which an amine chain extender is dissolved in advance, and dispersing in water. . Further, it is produced by blending an amine chain extender, a basic substance and water into the silylated urethane resin and bringing it into firm contact by vigorous stirring or the like.
Further, when the urethane prepolymer and the compounds represented by the general formulas (V) to (VII) are reacted, the reaction may be performed in the presence of the following basic substance, and then water may be added. .
塩基性物質としては、ナトリウム、カリウム等のアルカリ金属;トリエチルアミン、トリプロピルアミン、トリイソプロピルアミン、トリブチルアミン、トリイソブチルアミン、トリ2−ブチルアミン、トリアミルアミン、トリヘキシルアミン、トリエタノールアミン、トリプロパノールアミン、トリイソプロパノールアミン、トリブタノールアミン、トリペンタノールアミン、トリイソペンタノールアミン、トリヘキサノールアミン等のアミン化合物等が挙げられる。これら塩基性物質は、1種に限らず、2種以上用いることができる。 Basic materials include alkali metals such as sodium and potassium; triethylamine, tripropylamine, triisopropylamine, tributylamine, triisobutylamine, tri-2-butylamine, triamylamine, trihexylamine, triethanolamine, tripropanol Examples include amine compounds such as amine, triisopropanolamine, tributanolamine, tripentanolamine, triisopentanolamine, and trihexanolamine. These basic substances are not limited to one type, and two or more types can be used.
塩基性物質は、シリル化ウレタン系樹脂中のカルボキシル基の化学当量に対して50〜100モル%、好ましくは80〜100モル%配合される。 The basic substance is blended in an amount of 50 to 100 mol%, preferably 80 to 100 mol%, based on the chemical equivalent of the carboxyl group in the silylated urethane resin.
アミン系鎖延長剤としては、エチレンジアミン、1,3−ペンタメチレンジアミン、1,6−ヘキサメチレンジアミン、ジエチレントリアミン、トリエチレンテトラアミン、4,4‘−メチレンビス(シクロヘキシルアミン)、4,4’−メチレンビス(3−メチルーシクロヘキシルアミン)、1,3−ビス(アミノメチル)シクロヘキサン、イソホロンジアミン、ノルボルナンジアミン、1,3−キシリレンジアミン等の脂肪族、脂環式及び芳香脂肪族ポリアミンや、ヒドラジン、カルボジヒドラジド等のヒドラジン及びその誘導体を用いることができる。これらアミン系鎖延長剤は、1種に限らず、2種以上用いることができる。 Examples of amine chain extenders include ethylenediamine, 1,3-pentamethylenediamine, 1,6-hexamethylenediamine, diethylenetriamine, triethylenetetraamine, 4,4′-methylenebis (cyclohexylamine), 4,4′-methylenebis. (3-methyl-cyclohexylamine), 1,3-bis (aminomethyl) cyclohexane, isophoronediamine, norbornanediamine, aliphatics such as 1,3-xylylenediamine, alicyclic and araliphatic polyamines, hydrazine, Hydrazine such as carbodihydrazide and its derivatives can be used. These amine chain extenders are not limited to one type, and two or more types can be used.
また、水の配合量は、該シリル化ウレタン系樹脂100質量部当たり、100〜400質量部、好ましくは150〜350質量部である。 Moreover, the compounding quantity of water is 100-400 mass parts per 100 mass parts of this silylated urethane type resin, Preferably it is 150-350 mass parts.
更に、シリル化ウレタン系樹脂は、その水溶液又は分散液の粘度を調整するために、炭素数1〜10個のモノアルコール及び多価アルコールから選ばれる1種又は2種以上のアルコール類を配合することができる。上記アルコールとしては、メタノール、エタノール、プロパノール、イソプロパノール、エチレングリコール、プロピレングリコール及びグリセリンが特に好ましい。上記アルコール類の配合量は、該ウレタン系樹脂100質量部当たり、1〜20質量部、好ましくは2〜10質量部である。又、上記アルコール類を配合することにより、上記水溶液又は分散液中での貯蔵安定性が向上するという効果を示す。 Furthermore, silylated urethane resin mix | blends 1 type, or 2 or more types of alcohol chosen from C1-C10 monoalcohol and polyhydric alcohol, in order to adjust the viscosity of the aqueous solution or dispersion liquid. be able to. As the alcohol, methanol, ethanol, propanol, isopropanol, ethylene glycol, propylene glycol and glycerin are particularly preferable. The compounding quantity of the said alcohol is 1-20 mass parts per 100 mass parts of this urethane type resin, Preferably it is 2-10 mass parts. Moreover, the effect that the storage stability in the said aqueous solution or dispersion improves by mix | blending the said alcohol is shown.
更に、本発明においては、該樹脂中の第3級アミン基の化学当量に対して50〜100モル%の酸性物質を配合してもよい。酸性物質としては、塩酸、硝酸、メタンスルホン酸、硫酸、p−トルエンスルホン酸等が挙げられる。 Furthermore, in this invention, you may mix | blend 50-100 mol% acidic substance with respect to the chemical equivalent of the tertiary amine group in this resin. Examples of the acidic substance include hydrochloric acid, nitric acid, methanesulfonic acid, sulfuric acid, p-toluenesulfonic acid and the like.
また、本発明においては、整髪成分として特定のウレタン系樹脂を配合することで、従来の整髪成分であるワックス、皮膜形成ポリマー等を使用する毛髪化粧料よりも、整髪力、感触等が優れた毛髪化粧料を得ることができるが、本発明の効果を損なわない範囲において、従来の整髪成分であるワックス、皮膜形成ポリマーと組み合わせて使用することも可能である。 In the present invention, by blending a specific urethane-based resin as a hair styling component, the hair styling power, feel, etc. are superior to conventional hair cosmetics using wax, film-forming polymer, etc., which are hair styling components. Although a hair cosmetic can be obtained, it can also be used in combination with conventional hair-styling components such as waxes and film-forming polymers as long as the effects of the present invention are not impaired.
本発明のシリル化ウレタン系樹脂は、上記一般式(II)〜(IV)においてR3で表される部分による立体障害により、あるいはシラノール基の安定化により水溶媒中では反応せず、安定に存在する。そして毛髪への塗布後、溶媒が揮発することにより、エマルジョンの融着と同時に、シリル化ウレタン系樹脂の濃度が上昇し、反応性シリル基の反応により架橋が進行する。 The silylated urethane resin of the present invention does not react in an aqueous solvent due to steric hindrance due to the portion represented by R 3 in the above general formulas (II) to (IV), or stabilization of the silanol group, and is stable. Exists. And after application | coating to hair, when the solvent volatilizes, the density | concentration of silylated urethane type resin will raise simultaneously with melt | fusion of an emulsion, and bridge | crosslinking will advance by reaction of a reactive silyl group.
本発明において、(B)シリル化ウレタン系樹脂の配合量は、0.1〜20.0質量%であり、好ましくは1.0〜15.0質量%である。0.1質量%未満では整髪力やヘアスタイルキープ力に劣る。20.0質量%を超えると、べたつきが生じ、仕上がりにおいて重くなり自然さがなくなる。 In this invention, the compounding quantity of (B) silylated urethane type resin is 0.1-20.0 mass%, Preferably it is 1.0-15.0 mass%. If it is less than 0.1% by mass, it is inferior in hair styling power and hairstyle keeping power. When it exceeds 20.0 mass%, stickiness will arise and it will become heavy in a finish and will lose nature.
本発明においては、(A)植物由来及び/又は植物油脂の半固形油分と、(B)シリル化ウレタン系樹脂の質量比は、(A)/(B)=0.2〜120である。(A)/(B)が0.2より小さいと、べたつきがあり、自然な仕上がり、自然なツヤに欠けるようになる。また(A)/(B)が120を超えると、整髪力やヘアスタイルキープ力に欠けるようになる。 In the present invention, the mass ratio of (A) plant-derived and / or semi-solid oil of vegetable oil and (B) silylated urethane resin is (A) / (B) = 0.2-120. When (A) / (B) is less than 0.2, there is stickiness, natural finish, and lack of natural gloss. If (A) / (B) exceeds 120, hair styling power and hair style keeping power will be lacking.
本発明の毛髪化粧料には、上記必須成分に加えて、本発明の効果を損わない範囲で、通常化粧料、医薬部外品等に用いられる成分を配合することができる。このような成分としては、例えば、液状油分、界面活性剤、保湿剤、分散剤、防腐剤、香料、薬剤、紫外線吸収剤、増粘剤等が挙げられる。 In addition to the above essential components, the hair cosmetic of the present invention can be blended with components usually used in cosmetics, quasi-drugs and the like within a range not impairing the effects of the present invention. Examples of such components include liquid oils, surfactants, humectants, dispersants, preservatives, fragrances, chemicals, ultraviolet absorbers, thickeners, and the like.
液状油分としては、炭化水素油、シリコーン油、エステル油、天然植物油、ポリオキシプロピレンアルキルエーテル油、トリイソステアリン酸水添ヒマシ油等の不揮発性油分や、珪素数が2〜7の低沸点シリコーン、沸点が60〜260℃の範囲にあるイソパラフィン系炭化水素等の揮発性油分が挙げられる。 Examples of liquid oils include non-volatile oils such as hydrocarbon oils, silicone oils, ester oils, natural vegetable oils, polyoxypropylene alkyl ether oils, triisostearic acid hydrogenated castor oils, low boiling point silicones having 2 to 7 silicon numbers, Examples thereof include volatile oils such as isoparaffinic hydrocarbons having a boiling point in the range of 60 to 260 ° C.
このうち、炭化水素油としては、例えば流動パラフィン、スクワラン等がある。
シリコーン油としては、例えばジメチルポリシロキサン、メチルフェニルポリシロキサン等がある。
エステル油としては、例えばセチルイソオクタノエート、グリセリルトリヘキサノエート、イソプロピルミリステート等がある。
天然植物油としては、例えばヒマシ油、オリーブ油、ツバキ油、マカデミアナッツ油、ホホバ油、アボガド油、アマニ油、サフラワー油等がある。
Among these, examples of the hydrocarbon oil include liquid paraffin and squalane.
Examples of the silicone oil include dimethylpolysiloxane and methylphenylpolysiloxane.
Examples of ester oils include cetyl isooctanoate, glyceryl trihexanoate, and isopropyl myristate.
Examples of natural vegetable oils include castor oil, olive oil, camellia oil, macadamia nut oil, jojoba oil, avocado oil, linseed oil, safflower oil, and the like.
揮発性油分である低沸点シリコーンとしては、低沸点環状シリコーンや低沸点鎖状シリコーンが挙げられる。
このうち低沸点環状シリコーンでは、オクタメチルシクロテトラシロキサン、デカメチルシクロペンタシロキサン、テトラデカメチルシクロヘキサシロキサン等がある。低沸点環状シリコーンの市販品としては、例えば、信越化学社製のKF−995、東レ・ダウコーニング社製のDC246、DC345、SH245、モメンティブ・パフォーマンス・マテリアルズ・ジャパン社製のTSF405,SF1258などとして入手できる。
低沸点鎖状シリコーンは、ヘキサメチルジシロキサン、オクタメチルトリシロキサン、デカメチルテトラシロキサン等で、例えば、信越化学社製のKF−96−1cs、KF−96A−1.5cs、東レ・ダウコーニング株式会社製のシリコーンSH−200C(1.5cs)、モメンティブ・パフォーマンス・マテリアルズ・ジャパン社製のTSF451−5Aなどとして入手できる。
Examples of the low boiling point silicone that is a volatile oil include low boiling point cyclic silicones and low boiling point chain silicones.
Among these, low-boiling cyclic silicones include octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, tetradecamethylcyclohexasiloxane, and the like. Examples of commercially available low boiling point cyclic silicones include KF-995 manufactured by Shin-Etsu Chemical Co., DC246, DC345, SH245 manufactured by Toray Dow Corning, TSF405, SF1258 manufactured by Momentive Performance Materials Japan, and the like. Available.
The low-boiling chain silicone is hexamethyldisiloxane, octamethyltrisiloxane, decamethyltetrasiloxane, etc., for example, KF-96-1cs, KF-96A-1.5cs made by Shin-Etsu Chemical Co., Ltd., Toray Dow Corning Co., Ltd. Silicone SH-200C (1.5cs) manufactured by company, TSF451-5A manufactured by Momentive Performance Materials Japan, etc. can be obtained.
揮発性油分である低沸点イソパラフィン系炭化水素は、具体的には、エクソン社製のアイソパーA(登録商標)、同C、同D、同E、同G、同H、同K、同L、同M、シェル社のシェルゾール71(登録商標)、フィリップ社のソルトール100(登録商標)、同130などをあげることができる。 Specifically, the low-boiling isoparaffinic hydrocarbons, which are volatile oils, are, for example, Isopar A (registered trademark), C, D, E, G, H, K, L, manufactured by Exxon. Examples thereof include Shellsol 71 (registered trademark) manufactured by M, Shell, Saltol 100 (registered trademark), 130 manufactured by Philip, and the like.
保湿剤としては、例えば、ダイナマイトグリセリン、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等の多価アルコール;ヒアルロン酸、コンドロイチン硫酸等の水溶性高分子が挙げられる。 Examples of the humectant include polyhydric alcohols such as dynamite glycerin, 1,3-butylene glycol, dipropylene glycol, and propylene glycol; and water-soluble polymers such as hyaluronic acid and chondroitin sulfate.
本発明の毛髪化粧料は、ヘアージェル、ヘアークリーム、ヘアフォーム、ヘアリキッド、ヘアスプレー等の各種剤型に応用でき、整髪料、ヘアートリートメント、ヘアリンスとして用いることが出来るが、整髪料として用いると最も効果を発現させやすい。 The hair cosmetic composition of the present invention can be applied to various dosage forms such as hair gels, hair creams, hair foams, hair liquids, hair sprays, etc., and can be used as hair styling agents, hair treatments, hair rinses, It is easy to express the effect most.
本発明について以下に実施例を挙げてさらに詳述するが、本発明はこれによりなんら限定されるものではない。配合量は特記しない限り質量%で示す。 The present invention will be described in more detail with reference to the following examples, but the present invention is not limited thereto. Unless otherwise specified, the amount is shown in mass%.
製造例1(シリル化ウレタン系樹脂の40質量%水分散液の調製方法)
(1)ラウリルアクリレート240.4gと、γ−アミノプロピルトリエトキシシラン(KBE-903TM、信越化学工業社製)221.4gとを窒素雰囲気下で混合し、40℃で10日間反応させる。得られた反応物を反応物1とする。
(2)窒素導入管、温度計、コンデンサー及び撹拌装置の付いた4口フラスコに、ポリテトラメチレングリコール( PTMG2000TM、三菱化学社製、数平均分子量:2000、水酸基価:57.4mg-KOH/g)、1,4−ブタンジオール(水酸基価:90.1mg-KOH/g)、2,2−ジメチロールブタン酸(水酸基価:754.0mg-KOH/g)、イソホロンジイソシアネート(イソシアネート基含有率:37.8%)、ジブチルチン錫ジラウレート、メチルエチルケトンを配合し、80〜85℃の温度で窒素気流下6時間反応を行い、ウレタンプレポリマー(残存イソシアネート基2.0%)を含む反応混合物を得る。
(3)反応物1を添加して、80〜85℃の温度で窒素気流下1時間反応を行う。40℃まで冷却後、高速撹拌下、予め溶解しておいた水酸化ナトリウム、トリエタノールアミン、イソホロンジアミン、イオン交換水を加え、減圧下、40〜45℃でメチルエチルケトンを留去する。
(4)イオン交換水(分量外)を適量添加し、ウレタン系樹脂の40質量%水分散液を得る。
Production Example 1 (Method for preparing 40% by mass aqueous dispersion of silylated urethane resin)
(1) 240.4 g of lauryl acrylate and 221.4 g of γ-aminopropyltriethoxysilane (KBE-903TM, manufactured by Shin-Etsu Chemical Co., Ltd.) are mixed in a nitrogen atmosphere and reacted at 40 ° C. for 10 days. The obtained reactant is designated as reactant 1.
(2) Polytetramethylene glycol (PTMG2000TM, manufactured by Mitsubishi Chemical Corporation, number average molecular weight: 2000, hydroxyl value: 57.4 mg-KOH / g) in a four-necked flask equipped with a nitrogen inlet tube, thermometer, condenser and stirrer 1,4-butanediol (hydroxyl value: 90.1 mg-KOH / g), 2,2-dimethylolbutanoic acid (hydroxyl value: 754.0 mg-KOH / g), isophorone diisocyanate (isocyanate group content: 37.8%) , Dibutyltin tin dilaurate and methyl ethyl ketone are mixed and reacted at a temperature of 80 to 85 ° C. under a nitrogen stream for 6 hours to obtain a reaction mixture containing a urethane prepolymer (2.0% of remaining isocyanate groups).
(3) The reaction product 1 is added and the reaction is performed at a temperature of 80 to 85 ° C. under a nitrogen stream for 1 hour. After cooling to 40 ° C., sodium hydroxide, triethanolamine, isophoronediamine and ion-exchanged water previously dissolved are added under high-speed stirring, and methyl ethyl ketone is distilled off at 40 to 45 ° C. under reduced pressure.
(4) An appropriate amount of ion-exchanged water (outside the amount) is added to obtain a 40% by mass aqueous dispersion of urethane resin.
実施例1〜9、比較例1〜13
上記で得られたシリル化ウレタン系樹脂を用いて次の表1〜3に示す処方で毛髪化粧料を調製し、塗布時のべたつきのなさ、整髪力、自然な仕上がり、感触、自然なつや、ヘアスタイルのキープ力について、下記の基準で評価した。その結果を併せて表1〜3に示す。
Examples 1-9, Comparative Examples 1-13
Using the silylated urethane-based resin obtained above, hair cosmetics were prepared according to the formulations shown in the following Tables 1 to 3, non-stickiness at the time of application, hair styling power, natural finish, feel, natural gloss, The hair style keeping power was evaluated according to the following criteria. The results are also shown in Tables 1 to 3.
(1)効果の評価試験
20名の専門パネルによる実使用性試験を行った。使用性項目は、塗布時のべたつきのなさ、整髪力、自然な仕上がり、感触、自然なつや、ヘアスタイルのキープ力であり、それぞれの評価項目について、下記の評価点基準に基づいて評価した。次いで、各人がつけた評価点を合計し、下記評価基準に基づいて評価した。
(1) Evaluation test of effect An actual usability test was conducted by 20 professional panels. Usability items were non-stickiness at the time of application, hair styling power, natural finish, feel, natural gloss, and hair style keeping power, and each evaluation item was evaluated based on the following evaluation point criteria. Subsequently, the evaluation points given by each person were totaled and evaluated based on the following evaluation criteria.
(評価点基準)
5点:非常に優れている。
4点:優れている。
3点:普通。
2点:劣る。
1点:非常に劣る。
(Evaluation criteria)
5 points: Excellent.
4 points: Excellent.
3 points: Normal.
2 points: Inferior.
1 point: Very inferior.
(評価基準)
◎:合計点が80点以上である。
○:合計点が60点以上80点未満である。
△:合計点が40点以上60点未満である。
×:合計点が40点未満である。
(Evaluation criteria)
A: The total score is 80 or more.
A: The total score is 60 or more and less than 80.
Δ: The total score is 40 points or more and less than 60 points.
X: The total score is less than 40 points.
以下に、本発明の毛髪化粧料の処方例を挙げる。本発明はこの処方例によって何ら限定されるものではなく、特許請求の範囲によって特定されるものであることはいうまでもない。 Below, the formulation example of the hair cosmetics of this invention is given. Needless to say, the present invention is not limited by these formulation examples and is specified by the scope of claims.
実施例10(ヘアスタイリングワックス)
配合成分 質量%
(1)水添ポリイソブテン 5.0
(2)テトラ2−エチルヘキサン酸ペンタエリスリット 3.0
(3)ジメチルポリシロキサン(6mPa・S) 2.0
(4)ステアリン酸水添ヒマシ油 5.0
(5)シア脂 2.0
(6)カルナバロウ 6.0
(7)ポリオキシエチレン硬化ヒマシ油 2.0
(8)モノステアリン酸ポリオキシエチレングリセリン(5EO) 1.0
(9)イソステアリン酸 1.0
(10)ステアリン酸 0.4
(11)香料 適量
(12)水酸化カリウム(pH7.5に調整) 適量
(13)イオン交換水 残余
(14)プロピレングリコール 3.0
(15)EDTA−2Na・2H2O 0.03
(16)フェノキシエタノール 0.5
(17)製造例1のシリル化ウレタン系樹脂(40質量%水分散液) 10.0
Example 10 (hair styling wax)
Compounding ingredients Mass%
(1) Hydrogenated polyisobutene 5.0
(2) Tetra-2-ethylhexanoic acid pentaerythritol 3.0
(3) Dimethylpolysiloxane (6 mPa · S) 2.0
(4) Stearic acid hydrogenated castor oil 5.0
(5) Shea fat 2.0
(6) Carnavalou 6.0
(7) Polyoxyethylene hydrogenated castor oil 2.0
(8) Polystearic acid polyoxyethylene glycerol (5EO) 1.0
(9) Isostearic acid 1.0
(10) Stearic acid 0.4
(11) Perfume Appropriate amount (12) Potassium hydroxide (adjusted to pH 7.5) Appropriate amount (13) Ion-exchanged water Residual (14) Propylene glycol 3.0
(15) EDTA-2Na.2H2O 0.03
(16) Phenoxyethanol 0.5
(17) Silylated urethane resin of Production Example 1 (40% by mass aqueous dispersion) 10.0
(製造方法)
(1)〜(11)を80〜90℃で攪拌溶解して油相部とし、(13)に(14)〜(16)を70℃〜80℃で攪拌溶解して水相部とする。水相部に油相部を加え均一攪拌後、ホモミキサーにて乳化させた後、(12)を加えて中和し、(17)を加えて攪拌混合し、脱泡、冷却してヘアスタイリングワックスを得た。
(Production method)
(1) to (11) are stirred and dissolved at 80 to 90 ° C. to obtain an oil phase, and (13) and (14) to (16) are stirred and dissolved at 70 to 80 ° C. to obtain an aqueous phase. Add the oil phase part to the water phase part, and after stirring uniformly, emulsify with a homomixer, add (12) to neutralize, add (17), stir and mix, defoam, cool and hair styling. A wax was obtained.
実施例11(ヘアスタイリングワックス)
配合成分 質量%
(1)流動パラフィン 2.0
(2)フェニールメチルポリシロキサン 10.0
(3)アモジメチコン 1.0
(4)高分子量ポリシロキサン 3.0
(5)メチルシクロポリシロキサン 10.0
(6)リシノレイン酸フィトステリル 3.0
(7)ヒドロキシステアリン酸水添ヒマシ油 5.0
(8)マイクロクリスタリンワックス 5.0
(9)キャンデリラロウ 5.0
(10)イソステアリン酸ポリオキシエチレングリセリル(60EO) 1.0
(11)モノステアリン酸ポリオキシエチレンソルビタン(20EO) 2.0
(12)ステアリン酸 2.0
(13)香料 適量
(14)トリエタノールアミン(pH7.5に調整) 適量
(15)イオン交換水 残余
(16)1,3−ブチレングリコール 2.0
(17)EDTA−2Na・2H2 0.05
(18)フェノキシエタノール 0.5
(19)製造例1のシリル化ウレタン系樹脂(40質量%水分散液) 5.0
Example 11 (hair styling wax)
Compounding ingredients Mass%
(1) Liquid paraffin 2.0
(2) Phenylmethylpolysiloxane 10.0
(3) Amodimethicone 1.0
(4) High molecular weight polysiloxane 3.0
(5) Methylcyclopolysiloxane 10.0
(6) Phytosteryl ricinoleate 3.0
(7) Hydroxy stearic acid hydrogenated castor oil 5.0
(8) Microcrystalline wax 5.0
(9) Candelilla wax 5.0
(10) Polyoxyethylene glyceryl isostearate (60EO) 1.0
(11) Polystearic acid polyoxyethylene sorbitan (20EO) 2.0
(12) Stearic acid 2.0
(13) Fragrance Appropriate amount (14) Triethanolamine (adjusted to pH 7.5) Appropriate amount (15) Ion-exchanged water Residual (16) 1,3-butylene glycol 2.0
(17) EDTA-2Na · 2H2 0.05
(18) Phenoxyethanol 0.5
(19) Silylated urethane resin of Production Example 1 (40% by mass aqueous dispersion) 5.0
(製造方法)
(1)〜(13)を80〜90℃で攪拌溶解して油相部とし、(15)に(16)〜(18)を70℃〜80℃で攪拌溶解して水相部とする。水相部に油相部を加えてホモミキサーにて乳化させた後、(14)を加えて中和し、(19)を加えて攪拌混合し、脱気、冷却しヘアスタイリングワックスを得た。
(Production method)
(1) to (13) are stirred and dissolved at 80 to 90 ° C. to obtain an oil phase part, and (16) to (18) are stirred and dissolved at (15) to 70 ° C. to 80 ° C. to obtain an aqueous phase part. After adding the oil phase part to the water phase part and emulsifying with a homomixer, (14) was added to neutralize, (19) was added and mixed by stirring, deaeration and cooling to obtain a hair styling wax. .
実施例12(ヘアスタイリングワックス)
配合成分 質量%
(1)微粒子シリカ 1.0
(2)リンゴ酸ジイソステアリル 5.0
(3)(PEG/アモジメチコン)コポリマー 1.0
(4)イソノナン酸イソノニル 10.0
(5)水添ポリイソブテン 10.0
(6)シクロペンタシロキサン 10.0
(7)ラウリン酸水添ヒマシ油 10.0
(8)水添ダイマー酸ジ(フィトステリル・イソステアリル・セチル・ステアリル・ベヘニル)エステル 5.0
(9)固形パラフィン 5.0
(11)キャンデリラロウ 5.0
(10)ステアリルアルコール 2.0
(11)メトキシケイヒ酸オクチル 0.5
(12)ポリオキシエチレン硬化ヒマシ油(60EO) 1.0
(13)イソステアリン酸 2.0
(14)12−ヒドロキシステアリン酸 1.0
(15)香料 適量
(16)トリエタノールアミン(pH7.5に調整) 適量
(17)イオン交換水 残余
(18)ソルビトール 2.0
(19)フェノキシエタノール 0.5
(20)製造例1のシリル化ウレタン系樹脂(40質量%水分散液) 5.0
Example 12 (hair styling wax)
Compounding ingredients Mass%
(1) Fine particle silica 1.0
(2) Diisostearyl malate 5.0
(3) (PEG / amodimethicone) copolymer 1.0
(4) Isononyl isononanoate 10.0
(5) Hydrogenated polyisobutene 10.0
(6) Cyclopentasiloxane 10.0
(7) Lauric acid hydrogenated castor oil 10.0
(8) Hydrogenated dimer acid di (phytosteryl, isostearyl, cetyl, stearyl, behenyl) ester 5.0
(9) Solid paraffin 5.0
(11) Candelilla wax 5.0
(10) Stearyl alcohol 2.0
(11) Octyl methoxycinnamate 0.5
(12) Polyoxyethylene hydrogenated castor oil (60 EO) 1.0
(13) Isostearic acid 2.0
(14) 12-hydroxystearic acid 1.0
(15) Fragrance Appropriate amount (16) Triethanolamine (adjusted to pH 7.5) Appropriate amount (17) Ion-exchanged water Residue (18) Sorbitol 2.0
(19) Phenoxyethanol 0.5
(20) Silylated urethane resin of Production Example 1 (40% by mass aqueous dispersion) 5.0
(製造方法)
(2)〜(15)を80〜90℃で攪拌溶解して油相部とし、(17)に(18)〜(19)を70℃〜80℃で攪拌溶解して水相部とする。水相部に油相部を加えホモミキサーにて乳化した後、(1)を加えディスパーを用いて均一分散させ、(16)を加えて中和し、(20)を加えて攪拌混合し、脱気、冷却してヘアスタイリングワックスを得た。
(Production method)
(2) to (15) are stirred and dissolved at 80 to 90 ° C. to obtain an oil phase part, and (18) to (19) are stirred and dissolved at (17) to 70 ° C. to 80 ° C. to obtain an aqueous phase part. After adding the oil phase to the aqueous phase and emulsifying with a homomixer, add (1) and uniformly disperse using a disper, add (16) to neutralize, add (20), stir and mix, After deaeration and cooling, a hair styling wax was obtained.
実施例13(スタイリングムース)
配合成分 質量%
(1)ジメチルポリシロキサン(20mPa・s) 1.0
(2)流動パラフィン 5.0
(3)テトラエチルヘキサン酸ペンタエリスチル 5.0
(4)ポリエーテル変性メチルポリシロキサン 1.0
(5)パーム核油 2.0
(6)マカデミアナッツ油脂肪酸フィトステリル 3.0
(7)ステアリン酸グリセリル 1.0
(8)ポリオキシエチレン硬化ヒマシ油(40EO) 2.0
(9)ラウリン酸ジエタノールアミド 2.0
(10)塩化アルキルトリメチルアンモニウム 0.5
(11)香料 適量
(12)エタノール 8.0
(13)イオン交換水 残余
(14)グリセリン 2.0
(15)加水分解ポリペプタイド 0.2
(16)フェノキシエタノール 0.5
(17)製造例1のシリル化ウレタン系樹脂(40質量%水分散液) 6.0
Example 13 (styling mousse)
Compounding ingredients Mass%
(1) Dimethylpolysiloxane (20 mPa · s) 1.0
(2) Liquid paraffin 5.0
(3) Pentaerystyl tetraethylhexanoate 5.0
(4) Polyether-modified methylpolysiloxane 1.0
(5) Palm kernel oil 2.0
(6) Macadamia nut oil fatty acid phytosteryl 3.0
(7) Glyceryl stearate 1.0
(8) Polyoxyethylene hydrogenated castor oil (40EO) 2.0
(9) Lauric acid diethanolamide 2.0
(10) Alkyltrimethylammonium chloride 0.5
(11) Perfume appropriate amount (12) Ethanol 8.0
(13) Ion exchange water Residual (14) Glycerin 2.0
(15) Hydrolyzed polypeptide 0.2
(16) Phenoxyethanol 0.5
(17) Silylated urethane-based resin of Production Example 1 (40% by mass aqueous dispersion) 6.0
(製造方法)
(1)〜(4)を攪拌混合し、(5)〜(7)を加え60℃〜70℃で攪拌溶解して油相部とし、一部の(13)を60℃〜70℃にて(8)、(14)を攪拌溶解したものに、油相部を添加し、ホモミキサーにて乳化する(乳化パーツ)。一方、残部の(13)に(15)、(17)を添加しておく(水相パーツ)。(12)に(9)、(10)、(11)、(16)を添加し、攪拌溶解し、これを先の水相パーツに添加し、さらに、乳化パーツを添加し、均一に今後して、原液とする。この原液90部をエアゾール用の缶に詰め、弁をし、10部の液化ガス(LPG)充填し、スタイリングムースを得た。
(Production method)
(1) to (4) are stirred and mixed, and (5) to (7) are added and stirred and dissolved at 60 ° C to 70 ° C to form an oil phase part, and part of (13) is at 60 ° C to 70 ° C. (8) Add oil phase part to (14) stirred and dissolved, and emulsify with homomixer (emulsification part). On the other hand, (15) and (17) are added to the remaining (13) (aqueous phase parts). Add (9), (10), (11), (16) to (12), dissolve by stirring, add this to the previous water phase part, and then add the emulsified part, and continue evenly. Use the stock solution. 90 parts of this stock solution was packed in an aerosol can, valved, and filled with 10 parts of liquefied gas (LPG) to obtain a styling mousse.
実施例14(スタイリングムース)
配合成分 質量%
(1)ジメチルポリシロキサン(6mPa・s) 1.0
(2)水添ポリイソブテン 5.0
(3)テトラエチルヘキサン酸ペンタエリスチル 5.0
(4)(PEG/アモジメチコン)コポリマー 1.0
(5)イソステアリン酸水添ヒマシ油 10.0
(6)リシノレイン酸フィトステリル 3.0
(7)ポリオキシエチレン硬化ヒマシ油(40EO) 2.0
(8)ポリオキシエチレンセチルエーテル(20EO) 1.0
(9)塩化ステアリルトリメチルアンモニウム 0.4
(10)香料 適量
(11)エタノール 12.0
(12)イオン交換水 残余
(13)ソルビトール 3.0
(14)アルギニン 0.1
(15)グルタミン酸ナトリウム 0.1
(16)フェノキシエタノール 0.5
(17)製造例1のシリル化ウレタン系樹脂(40質量%水分散液) 12.0
Example 14 (styling mousse)
Compounding ingredients Mass%
(1) Dimethylpolysiloxane (6 mPa · s) 1.0
(2) Hydrogenated polyisobutene 5.0
(3) Pentaerystyl tetraethylhexanoate 5.0
(4) (PEG / amodimethicone) copolymer 1.0
(5) Isostearic acid hydrogenated castor oil 10.0
(6) Phytosteryl ricinoleate 3.0
(7) Polyoxyethylene hydrogenated castor oil (40EO) 2.0
(8) Polyoxyethylene cetyl ether (20EO) 1.0
(9) Stearyltrimethylammonium chloride 0.4
(10) Perfume appropriate amount (11) Ethanol 12.0
(12) Residual ion exchange water (13) Sorbitol 3.0
(14) Arginine 0.1
(15) Sodium glutamate 0.1
(16) Phenoxyethanol 0.5
(17) Silylated urethane resin of Production Example 1 (40% by mass aqueous dispersion) 12.0
(製造方法)
(1)〜(4)を攪拌混合し、(5)、(6)を加え60℃〜70℃で攪拌溶解して油相部とし、一部の(12)を60℃〜70℃にて(7)、(8)、(13)を攪拌溶解したものに、油相部を添加し、ホモミキサーにて乳化する(乳化パーツ)。一方、残部の(12)に(14)、(15)、(17)を添加しておく(水相パーツ)。(11)に(9)、(10)、(16)を添加し、攪拌溶解し、これを先の水相パーツに添加し、さらに、乳化パーツを添加し、均一に今後して、原液とする。この原液90部をエアゾール用の缶に詰め、弁をし、10部の液化ガス(LPG)充填し、スタイリングムースを得た。
(Production method)
(1) to (4) are stirred and mixed, (5) and (6) are added and stirred and dissolved at 60 ° C to 70 ° C to form an oil phase part, and part of (12) is at 60 ° C to 70 ° C. (7), (8), (13) is stirred and dissolved, and the oil phase is added and emulsified with a homomixer (emulsification part). On the other hand, (14), (15) and (17) are added to the remaining (12) (water phase parts). Add (9), (10), (16) to (11), stir and dissolve, add this to the previous aqueous phase part, and then add the emulsified part. To do. 90 parts of this stock solution was packed in an aerosol can, valved, and filled with 10 parts of liquefied gas (LPG) to obtain a styling mousse.
実施例15(スタイリングスプレー)
配合成分 質量%
(1)ジメチルポリシロキサン(20mPa・s) 1.0
(3)テトラエチルヘキサン酸ペンタエリスチル 10.0
(4)ポリエーテル変性メチルポリシロキサン 1.0
(5)シア脂 1.0
(6)ステアリン酸水添ヒマシ油 2.0
(7)塩化アルキルトリメチルアンモニウム 0.2
(8)香料 適量
(9)メトキシケイヒ酸オクチル 0.5
(10)エタノール 残余
(11)製造例1のシリル化ウレタン系樹脂(40質量%水分散液) 10.0
Example 15 (styling spray)
Compounding ingredients Mass%
(1) Dimethylpolysiloxane (20 mPa · s) 1.0
(3) Pentaerystyl tetraethylhexanoate 10.0
(4) Polyether-modified methylpolysiloxane 1.0
(5) Shea fat 1.0
(6) Stearic acid hydrogenated castor oil 2.0
(7) Alkyltrimethylammonium chloride 0.2
(8) Perfume appropriate amount (9) Octyl methoxycinnamate 0.5
(10) Ethanol residue (11) Silylated urethane resin of Production Example 1 (40% by mass aqueous dispersion) 10.0
(製造方法)
(1)〜(11)を混合溶解して原液とする。この原液50部をエアゾール用の缶に詰め、弁をし、50部のジメチルエーテルを充填し、スタイリングスプレーを得た。
(Production method)
(1) to (11) are mixed and dissolved to obtain a stock solution. 50 parts of this stock solution was packed in an aerosol can, valved, and 50 parts of dimethyl ether was filled to obtain a styling spray.
実施例16(ヘアスタイリングジェル)
配合成分 質量%
(1)ジメチルポリシロキサン(1,000mpa・s) 1.0
(2)テトラエチルヘキサン酸ペンタエリスチル 5.0
(3)イソステアリン酸水添ヒマシ油 2.0
(4)ラウリン酸水添ヒマシ油 1.0
(5)ポリオキシエチレン硬化ヒマシ油(60EO) 2.0
(6)ジプロピレングリコール 2.0
(7)香料 適量
(8)エタノール 20.0
(9)イオン交換水 残余
(10)カルボキシビニルポリマー 0.7
(11)水酸化ナトリウム(pH7.5に調整) 適量
(12)フェノキシエタノール 0.1
(13)EDTA−2Na・2H2O 0.03
(14)製造例1のシリル化ウレタン系樹脂(40質量%水分散液) 5.0
Example 16 (hair styling gel)
Compounding ingredients Mass%
(1) Dimethylpolysiloxane (1,000 mpa · s) 1.0
(2) Pentaerystyl tetraethylhexanoate 5.0
(3) Hydrogenated isostearic acid castor oil 2.0
(4) Lauric acid hydrogenated castor oil 1.0
(5) Polyoxyethylene hydrogenated castor oil (60EO) 2.0
(6) Dipropylene glycol 2.0
(7) Perfume appropriate amount (8) Ethanol 20.0
(9) Ion exchange water Residual (10) Carboxyvinyl polymer 0.7
(11) Sodium hydroxide (adjusted to pH 7.5) Appropriate amount (12) Phenoxyethanol 0.1
(13) EDTA-2Na.2H2O 0.03
(14) Silylated urethane resin of Production Example 1 (40% by mass aqueous dispersion) 5.0
(製造方法)
(1)〜(4)を60℃〜70℃で攪拌溶解したパーツを、一部の(9)に(5)、(6)を溶解した後に60℃〜70℃にて添加し、ホモミキサーによる乳化し、乳化部とする。一方、残りの(9)に(10)、(11)、(8)、(12)、(13)を均一に攪拌溶解した後、(7)、(14)を添加し、均一に溶解する。これに先の乳化部を添加し、乳化状ヘアスタイリングジェルを得た。
(Production method)
Parts obtained by stirring and dissolving (1) to (4) at 60 ° C. to 70 ° C. are added at 60 ° C. to 70 ° C. after dissolving (5) and (6) in a part of (9). To emulsify the emulsion part. On the other hand, after (10), (11), (8), (12), and (13) are uniformly stirred and dissolved in the remaining (9), (7) and (14) are added and dissolved uniformly. . The previous emulsifying part was added thereto to obtain an emulsified hair styling gel.
Claims (1)
(B)下記一般式(I)で示されるシリル化ウレタン系樹脂:0.1〜20.0質量%
を含有し、成分(A)と成分(B)の質量比が、(A)/(B)=0.2〜120であり、
前記(A)成分のうち植物由来の半固形油分が、イソステアリン酸水添ヒマシ油、ステアリン酸水添ヒマシ油、ヒドロキシステアリン酸水添ヒマシ油、ラウリン酸水添ヒマシ油、マカデミアナッツ油脂肪酸フィトステリル、リシノレイン酸フィトステリル、ヒドロキシアルキルダイマージリノレイルエーテル、水添ダイマー酸ジ(フィトステリル・イソステアリル・セチル・ステアリル・ベヘニル)エステルから選ばれる一種又は二種以上であり、植物油脂の半固形油分がシア脂、カカオ脂、パーム油、パーム核油、マンゴ種子脂から選ばれる一種又は二種以上であることを特徴とする毛髪化粧料。
(式中、Aはウレタンポリマーの骨格に当たる残基、Nは該ウレタンポリマーのイソシアネート基に由来する窒素原子であり、Xは下記一般式(II)〜(IV)のいずれかで示される基であり、nは1〜20の整数である。)
(式中、Rは炭素数1〜6個のアルキル基、R1は水素原子又は炭素数1〜6個のアルキル基、R2及びR4は炭素数1〜10個のアルキレン基又はアリーレン基、R3は炭素数1〜20個のアルキル基、シクロアルキル基、アリール基又はアラルキル基、R5は水素原子又は式−COOR6で示される基であり、R6は炭素数1〜20個のアルキル基である。mは1〜3の整数である。) (A) Plant-derived and / or semi-solid oil content of vegetable oil: 0.1 to 20.0% by mass
(B) Silylated urethane resin represented by the following general formula (I): 0.1 to 20.0% by mass
The mass ratio of component (A) to component (B) is (A) / (B) = 0.2-120 ,
Among the components (A), the plant-derived semi-solid oil contains isostearic acid hydrogenated castor oil, stearic acid hydrogenated castor oil, hydroxystearic acid hydrogenated castor oil, lauric acid hydrogenated castor oil, macadamia nut oil fatty acid phytosteryl, and ricinolein. Acid phytosteryl, hydroxyalkyl dimer dilinoleyl ether, hydrogenated dimer acid di (phytosteryl, isostearyl, cetyl, stearyl, behenyl) ester is one or two or more kinds, and the semi-solid oil content of vegetable oil is shea fat, A hair cosmetic characterized by being one or more selected from cacao butter, palm oil, palm kernel oil, and mango seed fat .
(In the formula, A is a residue corresponding to the skeleton of the urethane polymer, N is a nitrogen atom derived from an isocyanate group of the urethane polymer, and X is a group represented by any one of the following general formulas (II) to (IV)). And n is an integer from 1 to 20.)
(Wherein, R represents alkyl group having 1 to 6 carbon atoms, R 1 represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms, R 2 and R 4 1-10 A alkylene group or an arylene carbon atoms Group, R 3 is an alkyl group having 1 to 20 carbon atoms, a cycloalkyl group, an aryl group or an aralkyl group, R 5 is a hydrogen atom or a group represented by the formula —COOR 6 , and R 6 is a group having 1 to 20 carbon atoms. M is an integer of 1 to 3.)
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