JP2020073664A - 粘液性シリコーンエマルジョン - Google Patents
粘液性シリコーンエマルジョン Download PDFInfo
- Publication number
- JP2020073664A JP2020073664A JP2019229233A JP2019229233A JP2020073664A JP 2020073664 A JP2020073664 A JP 2020073664A JP 2019229233 A JP2019229233 A JP 2019229233A JP 2019229233 A JP2019229233 A JP 2019229233A JP 2020073664 A JP2020073664 A JP 2020073664A
- Authority
- JP
- Japan
- Prior art keywords
- emulsion
- silicone
- oil
- fluid
- organopolysiloxane
- 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.)
- Granted
Links
- 229920001296 polysiloxane Polymers 0.000 title claims abstract description 310
- 239000000839 emulsion Substances 0.000 title claims abstract description 176
- 239000012530 fluid Substances 0.000 claims abstract description 174
- 239000000203 mixture Substances 0.000 claims abstract description 164
- 238000000034 method Methods 0.000 claims abstract description 67
- 238000006459 hydrosilylation reaction Methods 0.000 claims abstract description 47
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 45
- 125000003342 alkenyl group Chemical group 0.000 claims abstract description 43
- 239000004094 surface-active agent Substances 0.000 claims abstract description 33
- 239000003054 catalyst Substances 0.000 claims abstract description 28
- 238000002156 mixing Methods 0.000 claims abstract description 19
- 239000007764 o/w emulsion Substances 0.000 claims abstract description 16
- 239000007795 chemical reaction product Substances 0.000 claims description 40
- 229920002554 vinyl polymer Polymers 0.000 claims description 30
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 25
- 239000002453 shampoo Substances 0.000 claims description 17
- 230000000694 effects Effects 0.000 claims description 16
- 210000003097 mucus Anatomy 0.000 claims description 10
- 230000008569 process Effects 0.000 claims description 6
- 238000011282 treatment Methods 0.000 claims description 5
- 238000000518 rheometry Methods 0.000 abstract description 4
- -1 dimethyl siloxane Chemical class 0.000 description 154
- 239000003921 oil Substances 0.000 description 54
- 235000019198 oils Nutrition 0.000 description 54
- 229940060184 oil ingredients Drugs 0.000 description 36
- 125000004432 carbon atom Chemical group C* 0.000 description 32
- 150000001875 compounds Chemical class 0.000 description 31
- 239000000843 powder Substances 0.000 description 31
- 239000002245 particle Substances 0.000 description 30
- 229920000642 polymer Polymers 0.000 description 29
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 27
- 125000002091 cationic group Chemical group 0.000 description 27
- 229920001577 copolymer Polymers 0.000 description 24
- 230000000670 limiting effect Effects 0.000 description 24
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical group [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 24
- 239000000516 sunscreening agent Substances 0.000 description 24
- 125000000217 alkyl group Chemical group 0.000 description 23
- 238000012360 testing method Methods 0.000 description 23
- 239000002904 solvent Substances 0.000 description 22
- 235000019441 ethanol Nutrition 0.000 description 21
- 229910052739 hydrogen Inorganic materials 0.000 description 21
- 229920005989 resin Polymers 0.000 description 21
- 239000011347 resin Substances 0.000 description 21
- 239000000463 material Substances 0.000 description 19
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 18
- 239000004744 fabric Substances 0.000 description 18
- 239000012071 phase Substances 0.000 description 18
- 230000000475 sunscreen effect Effects 0.000 description 18
- 239000000375 suspending agent Substances 0.000 description 18
- 239000001993 wax Substances 0.000 description 18
- 239000003795 chemical substances by application Substances 0.000 description 17
- 239000004205 dimethyl polysiloxane Substances 0.000 description 17
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 17
- 239000000178 monomer Substances 0.000 description 17
- DNIAPMSPPWPWGF-UHFFFAOYSA-N monopropylene glycol Natural products CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 17
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 17
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 16
- 150000001412 amines Chemical group 0.000 description 16
- 235000014113 dietary fatty acids Nutrition 0.000 description 16
- 150000002148 esters Chemical class 0.000 description 16
- 239000000194 fatty acid Substances 0.000 description 16
- 229930195729 fatty acid Natural products 0.000 description 16
- 235000002639 sodium chloride Nutrition 0.000 description 16
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 15
- 238000010521 absorption reaction Methods 0.000 description 15
- 239000006260 foam Substances 0.000 description 15
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 14
- 125000001183 hydrocarbyl group Chemical group 0.000 description 14
- 239000000523 sample Substances 0.000 description 14
- 229920002050 silicone resin Polymers 0.000 description 14
- 239000002253 acid Substances 0.000 description 13
- 229920001223 polyethylene glycol Polymers 0.000 description 13
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 12
- 239000002518 antifoaming agent Substances 0.000 description 12
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- 125000000524 functional group Chemical group 0.000 description 12
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- 125000001931 aliphatic group Chemical group 0.000 description 11
- 125000003118 aryl group Chemical group 0.000 description 11
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- 239000000377 silicon dioxide Substances 0.000 description 11
- 239000002537 cosmetic Substances 0.000 description 10
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 10
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 description 10
- 239000003792 electrolyte Substances 0.000 description 10
- 238000009472 formulation Methods 0.000 description 10
- 239000007788 liquid Substances 0.000 description 10
- 125000001424 substituent group Chemical group 0.000 description 10
- 239000002562 thickening agent Substances 0.000 description 10
- GVNVAWHJIKLAGL-UHFFFAOYSA-N 2-(cyclohexen-1-yl)cyclohexan-1-one Chemical compound O=C1CCCCC1C1=CCCCC1 GVNVAWHJIKLAGL-UHFFFAOYSA-N 0.000 description 9
- 101150065749 Churc1 gene Proteins 0.000 description 9
- 102100038239 Protein Churchill Human genes 0.000 description 9
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 9
- 235000010980 cellulose Nutrition 0.000 description 9
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- 239000001913 cellulose Substances 0.000 description 9
- 230000003750 conditioning effect Effects 0.000 description 9
- 239000003599 detergent Substances 0.000 description 9
- 229920000591 gum Polymers 0.000 description 9
- 229930195733 hydrocarbon Natural products 0.000 description 9
- 238000006116 polymerization reaction Methods 0.000 description 9
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- 239000002202 Polyethylene glycol Substances 0.000 description 8
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- 125000000129 anionic group Chemical group 0.000 description 8
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- 239000008187 granular material Substances 0.000 description 8
- 150000002430 hydrocarbons Chemical class 0.000 description 8
- 239000003960 organic solvent Substances 0.000 description 8
- 229920005862 polyol Polymers 0.000 description 8
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- 229920001451 polypropylene glycol Polymers 0.000 description 8
- 239000008107 starch Substances 0.000 description 8
- 230000015572 biosynthetic process Effects 0.000 description 7
- 238000011156 evaluation Methods 0.000 description 7
- 239000000835 fiber Substances 0.000 description 7
- 239000002609 medium Substances 0.000 description 7
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 7
- 230000001953 sensory effect Effects 0.000 description 7
- 239000011734 sodium Substances 0.000 description 7
- 229910052708 sodium Inorganic materials 0.000 description 7
- 125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 description 7
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 6
- 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 6
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 6
- 239000004166 Lanolin Substances 0.000 description 6
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 6
- 125000002252 acyl group Chemical group 0.000 description 6
- 239000000853 adhesive Substances 0.000 description 6
- 125000000304 alkynyl group Chemical group 0.000 description 6
- 239000006071 cream Substances 0.000 description 6
- 239000006185 dispersion Substances 0.000 description 6
- 229920001971 elastomer Polymers 0.000 description 6
- 239000000806 elastomer Substances 0.000 description 6
- 235000011187 glycerol Nutrition 0.000 description 6
- 229920001519 homopolymer Polymers 0.000 description 6
- 239000001257 hydrogen Substances 0.000 description 6
- 235000019388 lanolin Nutrition 0.000 description 6
- 229940039717 lanolin Drugs 0.000 description 6
- 230000000704 physical effect Effects 0.000 description 6
- 239000000049 pigment Substances 0.000 description 6
- 229910052697 platinum Inorganic materials 0.000 description 6
- 239000000600 sorbitol Substances 0.000 description 6
- 241000894007 species Species 0.000 description 6
- XMSXQFUHVRWGNA-UHFFFAOYSA-N Decamethylcyclopentasiloxane Chemical compound C[Si]1(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O1 XMSXQFUHVRWGNA-UHFFFAOYSA-N 0.000 description 5
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical group C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 5
- 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 5
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 5
- 229920000715 Mucilage Polymers 0.000 description 5
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 description 5
- 229910052783 alkali metal Inorganic materials 0.000 description 5
- 125000003277 amino group Chemical group 0.000 description 5
- 239000003925 fat Substances 0.000 description 5
- 235000019197 fats Nutrition 0.000 description 5
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 5
- 239000004615 ingredient Substances 0.000 description 5
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N iron oxide Inorganic materials [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 5
- 229910052751 metal Inorganic materials 0.000 description 5
- 239000002184 metal Substances 0.000 description 5
- 229910052757 nitrogen Inorganic materials 0.000 description 5
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 5
- 150000002894 organic compounds Chemical class 0.000 description 5
- 238000011056 performance test Methods 0.000 description 5
- 238000002360 preparation method Methods 0.000 description 5
- 229910052710 silicon Inorganic materials 0.000 description 5
- 239000003381 stabilizer Substances 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- 235000010493 xanthan gum Nutrition 0.000 description 5
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- 229940082509 xanthan gum Drugs 0.000 description 5
- VQJMAIZOEPPELO-KYGIZGOZSA-N (1S,2S,6R,14R,15R,16R)-5-(cyclopropylmethyl)-16-(2-hydroxy-5-methylhexan-2-yl)-15-methoxy-13-oxa-5-azahexacyclo[13.2.2.12,8.01,6.02,14.012,20]icosa-8(20),9,11-trien-11-ol hydrochloride Chemical compound Cl.CO[C@]12CC[C@@]3(C[C@@H]1C(C)(O)CCC(C)C)[C@H]1Cc4ccc(O)c5O[C@@H]2[C@]3(CCN1CC1CC1)c45 VQJMAIZOEPPELO-KYGIZGOZSA-N 0.000 description 4
- ARXJGSRGQADJSQ-UHFFFAOYSA-N 1-methoxypropan-2-ol Chemical compound COCC(C)O ARXJGSRGQADJSQ-UHFFFAOYSA-N 0.000 description 4
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- 229920000289 Polyquaternium Polymers 0.000 description 4
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 4
- 229910004298 SiO 2 Inorganic materials 0.000 description 4
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 4
- NIXOWILDQLNWCW-UHFFFAOYSA-M acrylate group Chemical group C(C=C)(=O)[O-] NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 4
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- 125000003545 alkoxy group Chemical group 0.000 description 4
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- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 4
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- HMMGMWAXVFQUOA-UHFFFAOYSA-N octamethylcyclotetrasiloxane Chemical compound C[Si]1(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O1 HMMGMWAXVFQUOA-UHFFFAOYSA-N 0.000 description 4
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- GBFLQPIIIRJQLU-UHFFFAOYSA-L zinc;tetradecanoate Chemical compound [Zn+2].CCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCC([O-])=O GBFLQPIIIRJQLU-UHFFFAOYSA-L 0.000 description 1
- 229910001928 zirconium oxide Inorganic materials 0.000 description 1
- 239000002888 zwitterionic surfactant Substances 0.000 description 1
- 239000004711 α-olefin Substances 0.000 description 1
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Abstract
Description
本出願は、2015年4月8日に出願された米国特許仮出願第62/144546号の優先権を主張するものであり、その開示の全容が参照により本明細書に組み込まれる。
ヒドロシリル化反応生成物は、第1の直鎖オルガノポリシロキサンと第2の直鎖オルガノポリシロキサンとの反応生成物である。すなわち、ヒドロシリル化反応生成物は、第1と第2との直鎖オルガノポリシロキサンのヒドロシリル化反応から生成する。ヒドロシリル化反応生成物は、それ自体が直鎖であってもよい。種々の実施形態において、専門用語の「直鎖」は、第1の直鎖オルガノポリシロキサン、第2の直鎖オルガノポリシロキサン、ヒドロシリル化反応生成物、又は粘液性シリコーン流体が、分枝状でないか又は高度に分枝状でないことを表す。「分枝状でない」又は「高度に分枝状でない」は、T及びQ単位、つまり、それぞれ式(R−SiO3/2)及び(SiO4/2)を有するシロキシ単位を10、1、0.5、0.1、又は0.01質量%未満有することを意味する。
第1の直鎖オルガノポリシロキサンは(R1R2R3SiO1/2)及び(R4R5SiO2/2)単位を含み、これらはそれぞれM単位及びD単位としても知られる。R1〜R5の各々は、R1〜R5のうちの少なくとも1つがアルケニル基であるという条件で、独立して炭化水素基である(アルケニル含有オルガノポリシロキサン)。炭化水素基は、メチル、エチル、プロピル、ブチル、ペンチル及びへキシル等であるがこれらに限定されない1〜20、2〜15、3〜10、5〜10、又は1〜5個の炭素原子を有するアルキル基、シクロヘキシル及びシクロヘプチル等であるがこれらに限定されないシクロアルキル基、フェニル、トリル及びキシリル等であるがこれらに限定されない6〜12個の炭素原子を有するアリール基、ベンジル及びフェニルエチル等であるがこれらに限定されない7〜20個の炭素原子を有するアラルキル基であってもよい。炭化水素基はまた、2〜20個の炭素原子を有するアルケニル基であってもよく、それはビニル、アリル、ブテニル、ペンテニル、ヘキセニル及びデセニル等であるがこれらに限定されず、典型的にはビニル又はヘキセニル基である。あるいは、炭化水素基は1個以上のハロゲン原子を含んでもよい。上記の任意及び全ての値又はその間の値の範囲も使用してもよいことが想到される。
第2の直鎖オルガノポリシロキサンは、(R6R7R8SiO1/2)及び(R9R10SiO2/2)単位を含み、式中、R6〜R10の各々は、R6〜R10のうちの少なくとも1つが水素原子であるという条件で、独立して炭化水素基である(SiH含有オルガノポリシロキサン)。炭化水素基は上記の任意のものであってもよい。
第1と第2との直鎖オルガノポリシロキサンは、典型的には、共に反応して、ヒドロシリル化生成物を生成する。この反応は、典型的には、ヒドロシリル化触媒の存在下で起こる。この触媒は、当該技術分野において既知の任意のものであってもよい。例えば、触媒は、白金族金属含有触媒であってもよい。白金族とは、ルテニウム、ロジウム、パラジウム、オスミウム、イリジウム及び白金、並びにこれらの錯体を意味する。本明細書で有用な白金族金属含有触媒の非限定例は、米国特許第3,419,593号、同第5,175,325号、同第3,989,668号、同第5,036,117号、同第3,159,601号、同第3,220,972号、同第3,296,291号、同第3,516,946号、同第3,814,730号、及び同第3,928,629号に記載のように調製された白金錯体であり、これらのそれぞれは、1つ以上の非限定的実施形態における参照により、本明細書に明示的に組み込まれる。白金含有触媒は、金属白金、シリカゲル若しくは粉末木炭等の担体上に付着した金属白金、又は白金族金属の化合物若しくは錯体でよい。典型的な白金含有触媒としては、六水和物型若しくは無水物型いずれかの塩化白金酸、及び又は、塩化白金酸を、ジビニルテトラメチルジシロキサンのような脂肪族不飽和有機ケイ素化合物と反応させることを含む方法によって得られる白金含有触媒、又は米国特許第6,605,734号に記載のようなアルケン−白金−シリル錯体が挙げられ、上記特許は1つ以上の非限定的実施形態における参照により本明細書に組み込まれる。
本発明のエマルジョンは、粘液性シリコーン流体及び1種以上の任意選択の化合物を含んでもよい。あるいは、ヒドロシリル化反応生成物を含む粘液性シリコーン流体は、第1の直鎖オルガノポリシロキサン、第2の直鎖オルガノポリシロキサン、及び1種以上の任意選択の化合物の、上記触媒の存在下での反応生成物として更に定義できる。あるいは、第1の直鎖オルガノポリシロキサンを、第2の直鎖オルガノポリシロキサンとの反応の前又は後に、任意選択の化合物と反応させてもよい。他の実施形態において、第2の直鎖オルガノポリシロキサンは、第1の直鎖オルガノポリシロキサンとの反応の前に任意選択の化合物と反応してもよく、それでもなお上記の第2の直鎖オルガノポリシロキサンの一般的説明に該当し得る。例えば、一実施形態において、第1のタイプの第2の直鎖オルガノポリシロキサンを任意選択の化合物と反応させ、第2のタイプの第2の直鎖オルガノポリシロキサンを生成してもよい。あるいは、この第1のタイプの第2の直鎖オルガノポリシロキサンは、広範な第2の直鎖オルガノポリシロキサンの1つの種として説明できる。一実施形態において、第2の直鎖オルガノポリシロキサンは、第1種の第2の直鎖オルガノポリシロキサンと、モノ末端脂肪族不飽和炭化水素基を有する化合物との、又は本明細書に記載の他の任意選択の化合物との、反応生成物を含む。
粘液性シリコーン流体のエマルジョンは、シリコーン流体、有機溶媒、有機油、及びこれらの任意の組み合わせから選択されるキャリア流体を含む。キャリア流体は、溶媒と呼ばれることもある。好適なキャリア流体としては、シリコーン(直鎖及び環状のいずれも)、有機油、有機溶媒、及びこれらの組み合わせが挙げられる。具体的な溶媒の例は、米国特許第6,200,581号に見ることができ、この記載は、これらの溶媒に関連する様々な非限定的実施形態における参照により、本明細書に明示的に組み込まれる。一実施形態において、キャリア流体はポリジメチルシロキサンである。種々の他の実施形態において、キャリア流体は、25℃で測定した粘度が1〜1,000mm2/秒である低粘度のシリコーン又は揮発性メチルシロキサン又は揮発性エチルシロキサン又は揮発性メチルエチルシロキサン、例えば、ヘキサメチルシクロトリシロキサン、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、ドデカメチルシクロヘキサシロキサン、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、ドデカメチルペンタシロキサン、テトラデカメチルヘキサシロキサン、ヘキサデカメチルヘプタシロキサン、ヘプタメチル−3−{(トリメチルシリル)オキシ)}トリシロキサン、ヘキサメチル−3,3,ビス{(トリメチルシリル)オキシ}トリシロキサン、ペンタメチル{(トリメチルシリル)オキシ}シクロトリシロキサン、並びにポリジメチルシロキサン、ポリエチルシロキサン、ポリメチルエチルシロキサン、ポリメチルフェニルシロキサン、ポリジフェニルシロキサン、及びこれらの組み合わせである。有機溶媒に戻って言及すると、有機溶媒としては、芳香族炭化水素、脂肪族炭化水素、アルコール、アルデヒド、ケトン、アミン、エステル、エーテル、グリコール、グリコールエーテル、ハロゲン化アルキル、芳香族ハロゲン化物、及びこれらの組み合わせが挙げられるが、これらに限定されない。イソドデカン、イソヘキサデカン、Isopar L(C11〜C13)、Isopar H(C11〜C12)、水素添加ポリデセン、及びこれらの組み合わせを含む炭化水素も使用できる。エーテル及びエステル、例えば、イソデシルネオペンタノエート、ネオペンチルグリコールヘプタノエート、グリコールジステアレート、ジカプリリルカーボネート、ジエチルヘキシルカーボネート、プロピレングリコールnブチルエーテル、エチル−3エトキシプロピオネート、プロピレングリコールメチルエーテルアセテート、トリデシルネオペンタノエート、プロピレングリコールメチルエーテルアセテート(PGMEA)、プロピレングリコールメチルエーテル(PGME)、オクチルドデシルネオペンタノエート、ジイソブチルアジペート、ジイソプロピルアジペート、プロピレングリコールジカプリレート/ジカプレート、オクチルパルミテート、及びこれらの組み合わせも使用できる。有機脂肪、油、脂肪酸、脂肪族アルコール、及びこれらの組み合わせも使用できる。
本明細書で使用するとき、特記のない限り、「エマルジョン」は、水連続エマルジョン(例えば水中油型エマルジョン、又は水中シリコーン流体型エマルジョン)、油若しくはシリコーン連続エマルジョン(油中水型エマルジョン又はシリコーン流体中水型エマルジョン)、又は多層エマルジョン(水/油/水、油/水/油型、水/シリコーン/水、又はシリコーン/水/シリコーン)を表す。粘液性シリコーン流体のエマルジョンは、撹拌、均質化、及び超音波(sonalating)等の当該技術分野の任意の技法を用いて、例えば、バッチ、半連続的、又は連続プロセスにより、調製してもよい。
本発明は、パーソナルケア組成物も提供し、これはパーソナルケア製品又は組成物として記載されることもある。パーソナルケア組成物は、上記の粘液性シリコーン流体のエマルジョンを含む。パーソナルケア組成物は、クリーム、ゲル、粉末、ペースト又は注ぎやすい液体の形態であってもよい。一般に、かかる組成物は概して、室温で固体の材料が組成物中に存在しない場合、単純なプロペラミキサー、Brookfield逆回転ミキサー、又は均質化ミキサーを使用して、室温で調製され得る。特別な装置又は加工条件は、典型的には必要ない。作製される形態の種類に応じて調製方法は異なるが、このような方法は当該技術分野において良く知られている。
本開示は、パーソナルケア組成物を調製する方法も提供する。本方法は、パーソナルケア製品又は任意の他の同様の化合物を、上記のように、粘液性シリコーン流体又は粘液性シリコーン流体のエマルジョンと組み合わせることを含む。パーソナルケア製品は、第1の直鎖オルガノポリシロキサンと第2の直鎖オルガノポリシロキサンとの反応前、反応中、及び/又は反応後に存在し得ることが想到される。一実施形態において、粘液性流体は、個別に調製され、後でパーソナルケア組成物成分と組み合わせられる。いくつかのパーソナルケア成分を流体反応工程(すなわち、ヒドロシリル化反応生成物の生成段階)にて含ませることはできるが、反応阻害、成分の温度感受性等の様々な因子の制御が必要となる場合がある。パーソナルケア配合物の調製のための当該技術分野において既知の技法を使用することができ、例えば、限定するものではないが、混合技法、コールドブレンド、又は加熱による組成物生成の促進を使用できる。本明細書で使用する添加順序は当業界で公知の任意のものであってもよい。
(A)
(i)キャリア流体、SiH含有オルガノポリシロキサン及びアルケニル含有オルガノポリシロキサンを組み合わせることで、混合物を形成すること、
(ii)界面活性剤を混合物に添加すること、及び
(iii)水を添加すること、及び混合することで、水中油型エマルジョンを形成すること、によって水中油型エマルジョンを形成する工程であって、上記キャリア、SiH含有オルガノポリシロキサン及びアルケニル含有オルガノポリシロキサンの混合物が水中油型エマルジョンの油相を形成する、工程と、
(B)SiH含有オルガノポリシロキサンとアルケニル含有オルガノポリシロキサンとを、(A)(iii)で形成されたエマルジョンの油相中で、ヒドロシリル化触媒の存在下で反応させることで、粘液性のレオロジー特性を有するシリコーン流体のエマルジョン、を形成する工程と、を含む、方法。
(1)式(SiO4/2)のQ単位を1個以上と、
(2)式Rb 2SiO2/2のD単位を15〜995個(単位(1)及び(2)は、任意の適切な組み合わせで相互結合してもよい。)と、
(3)式RaRb 2SiO1/2のM単位と、を含み、式中、各Ra置換基は1〜6個の炭素原子を有するアルキル基、1〜6個の炭素原子を有するアルケニル基、及び1〜6個の炭素原子を有するアルキニル基からなる群から選択され、分枝状シロキサン中の少なくとも3個のRa置換基はアルケニル又はアルキニル単位であり、各Rb置換基は、1〜6個の炭素原子を有するアルキル基、2〜6個の炭素原子を有するアルケニル基、アリール基、アルコキシ基、アクリレート基、及びメタクリレート基からなる群から選択される、実施形態13に記載の方法。
a)テトラキス(ビニルジメチルシロキシ)シラン、及び
b)ジメチル環状シロキサン
を平衡化することによって調製され、b:aの質量比が少なくとも99:1である、実施形態14に記載の方法。
最大容量50gの歯科用ミキサーカップに、25.00gのブレンド(6.22%のビニル末端オルガノポリシロキサン(MW702,000、DP約9461)、0.07%のトリメチルシリル末端ジメチルメチルハイドロジェンオルガノポリシロキサンコポリマー(粘度10cP、MW1330、及びDP約18)、及び93.68%のポリジメチルシロキサン揮発性キャリア(ドデカメチルペンタシロキサン)を含む。)、1.04gのBrij L4、及び1.15gのBrij L23を加えた。カップを、DAC−150SpeedMixer(登録商標)を使用して、最大速度(3450rpm)で30秒間混合した。次いで、3.01gの初期水分を加え、再度最大速度で30秒間混合した。これに、ビニル末端オルガノシロキサン(粘度400cP)に分散した有機白金錯体として、0.02gのPt触媒を加え、カップをオーブンに入れた。Pt触媒の添加と同時に反応硬化が始まった。Malvern Mastersizer2000粒径測定の結果、Dv50=1.218μmであった。
2.5オンスの広口瓶に、15.00gのブレンド(6.22%のビニル末端オルガノポリシロキサン(MW702,000、DP約9461)、0.07%のトリメチルシリル末端ジメチルメチルハイドロジェンオルガノポリシロキサンコポリマー(粘度10cP、MW1330、及びDP約18)、及び93.68%のポリジメチルシロキサン揮発性キャリアを含む。)、2.68gのArquad16−29、及び12.33gの水を加えた。瓶の内容物を、Misonix Sonicator S−4000を用いて、80%で2分間、剪断した。これに、ビニル末端オルガノシロキサン(粘度400cP)に分散した有機白金錯体として、0.02gのPt触媒を加え、カップをオーブンに入れた。Pt触媒の添加と同時に反応硬化が始まった。Malvern Mastersizer2000粒径測定の結果、Dv50=1.749μmであった。
2.5オンスの広口瓶に、20.00gのブレンド(6.22%のビニル末端オルガノポリシロキサン(MW702,000、及びDP約9461)、0.07%のトリメチルシリル末端ジメチルメチルハイドロジェンオルガノポリシロキサンコポリマー(粘度10cP、MW1330、及びDP約18)、及び93.68%のポリジメチルシロキサン揮発性キャリアを含む。)、1.68gのRhodapex ESC−3/A2、0.8gのBrij30、及び17.51gの水を加えた。瓶の内容物を、Misonix Sonicator S−4000を用いて、80%で2分間、剪断した。これに、ビニル末端オルガノシロキサン(粘度400cP)に分散した有機白金錯体として、0.02gのPt触媒を加え、カップをオーブンに入れた。Pt触媒の添加と同時に反応硬化が始まった。Malvern Mastersizer2000粒径測定の結果、Dv50=1.042μmであった。
得られたエマルジョンの特性を決定するため、本発明者らは、乾燥エマルジョン使用時の粘着性、曳糸性及び接着仕事量を明確にするのに有効なテクスチャーアナライザーを使用した。簡単に述べると、この装置は、粘着性があって糸を生じる材料を引っ張るために必要な力を測定することができるプローブである。プローブは降下して乾燥フィルムと接触する。接触すると、定められた速度で上昇する。次いで、種々のパラメータを使用して、試作品の特性を決定する。この円筒形のプローブは、6gに相当する力を試料表面に加え、試料がそれ自体で再構成する時間を与えるために10秒間保持し、その後プローブが上昇する。粘着性は、試料をプローブから離すために必要な最大力として記録されるのに対し、曳糸性は、力が5gに低下するまでにプローブが試料から離れた距離である。テクスチャーアナライザーは、接着仕事量及び硬度も測定できる。結果を図1に示す。
この実施例には、以下の材料を使用した。キャリアとしてのポリジメチルシロキサン(トリメチルシロキシ末端ジメチルシロキサン)、ビニル含有種としてのビニル末端オルガノポリシロキサン(粘度55,000cps、MW62,000、及びDP約830)、及び架橋剤としてのトリメチルシリル末端ジメチルメチルハイドロジェンオルガノポリシロキサンコポリマー(粘度10cP、MW1330、及びDP約18)。エマルジョンは次のように調製した。油相、すなわちキャリア、SiH含有分子及びビニル含有分子を最初に混合する。次いで、ノニオン性界面活性剤(Brij LT3及びBrij LT23)を系に添加して、濃厚相を得た。次いで、高剪断デバイス(歯科用ミキサー)を用い、水の添加により、水中油型エマルジョンを得る。その後、Pt触媒(Pt−4錯体のエマルジョンとして)を系に添加した。系を室温で1日反応させた。プロセスの最後に殺生物剤、すなわち、フェノキシエタノールを添加した。典型的な配合物の組成は、油相が約60%(キャリア流体、ビニル官能性PDMS及びSiH含有成分の混合物)、Brij LT3が2%、Brij LT23が2%。図2は、乾燥エマルジョンから形成した異なる比のフィルムが、溶媒の40%以上の曳糸性を生じる傾向にあることを示す。
この実施例では、異なる溶媒を使用して、曳糸性効果を調べた。種々の溶媒を評価した結果、溶媒の種類に関係なく、曳糸性を示し得る。結果を図3に示す。
次のように、2種類のビニル官能化材料を使用した。ビニル末端オルガノポリシロキサン(MW702,000、及びDP約9461)、及びビニル末端オルガノポリシロキサン(粘度55,000cps、MW62,000、及びDP約830)。架橋剤は、トリメチルシリル末端ジメチルメチルハイドロジェンオルガノポリシロキサンコポリマー(粘度10cP、MW1330、及びDP約18)であった。結果を図4に示す。
粘液性シリコーン流体のエマルジョンを、シリコーン樹脂の存在下で形成した。形成後、エマルジョンの試料を乾燥し、フィルムの曳糸能力を監視した。多少の樹脂を添加することで、粘液性挙動が増強された。次の配合物を使用した。エマルジョン(50%ポリジメチルシロキサンキャリア、SiH/Vi=0.74(ビニル末端オルガノポリシロキサン(粘度55,000cps、MW62,000、及びDP約830)、トリメチルシリル末端ジメチルメチルハイドロジェンオルガノポリシロキサンコポリマー(粘度10cP、MW1330、及びDP約18))及びヒドロキシル末端メチルシルセスキオキサン樹脂又はヒドロキシル末端プロピルシルセスキオキサン樹脂。結果を図5に示す。
シリコーンエラストマー懸濁液を添加した粘液性シリコーン流体のエマルジョン(60%ポリジメチルシロキサンキャリア、SiH/Vi=0.74)を調製した。このエマルジョンは、曳糸性の低下を示した。結果を図6に示す。しかし、この結果を、同じエラストマー分散液と混合した直鎖高分子量エマルジョン(2種類の直鎖オルガノポリシロキサンのヒドロシリル化反応生成物を含むキャリア流体及びシリコーン流体を含有するエマルジョンで、粘度7000cP)と比較すると、フィルムは異なる機械的挙動を有している。2種類の直鎖オルガノポリシロキサンのヒドロシリル化反応生成物を含むキャリア流体及びシリコーン流体のエマルジョンを含有し、粘度が7000cPのものは、粘液性シリコーン流体を含有するものよりも弾性が低いことが示された。
フィルムをコラーゲンの上にコーティングし、穿孔(直径22mm)した後、両面テープを用いてXRFホルダーに固定する。最初に、ケイ素の初期含有量(g/m2)をXRFで測定する。次いで、コーティングをフェルトバンドの上に置き、Braive耐洗浄性試験機を用いて摩擦をかける。摩擦の強度は、フェルトバンド上を通過する回数によって制御される。毎回の通過後に、ケイ素の残留含有量をXRFで測定する。この試験により、シリコーンアクリレートの化学作用によって多少の強い耐擦性の効果が得られることが分かるが、粘液性流体も、直鎖高分子量エマルジョンと比較して興味深い性能を有し得ることが分かる。結果を図7に示す。
泡は、液体、固体又はゲル中に気泡が分散したものである。気泡の直径は1μmを超える可能性があるが、気泡間のラメラの厚さは、多くの場合、コロイド径の範囲内である。泡の発生を防止する消泡剤は、ボルテックスと呼ばれる3つの気泡間の接点に作用する。有効な消泡剤の主な特性は、連続媒体に不溶性で、連続媒体中に分散できることであり、消泡剤と空気との間の表面張力が溶液と空気との間の表面張力よりも低くなければならない。粘液性エマルジョンは特異なレオロジー特性を有することから、界面活性剤溶液によって再分散されることなく、空気と水の界面に達することができる。したがって、粘液性エマルジョンは、洗濯用途において、興味深い消泡特性を有する可能性がある。
負荷なし、
ブランク/カラープログラム(2h17)、
90℃、600rpm、
70FHの水15L(32mLのCa2+及び135mLのMg2+を添加)、
80gの通常粉末洗剤、及び
40℃、600rpmで1回のすすぎ。
50%のポリジメチルシロキサンキャリア、
50%のビニル末端オルガノポリシロキサン(粘度55,000cps、MW62,000、及びDP約830)、
3%のトリメチルシリル末端ジメチルメチルハイドロジェンオルガノポリシロキサンコポリマー(粘度10cP、MW1330、及びDP約18)、
3%のヒドロキシル末端メチルシルセスキオキサン樹脂、
3%のシリカ。
布地柔軟剤は、消費者が洗濯処理後に新しい布地の外観を保つようにする効果があり、シリコーンの添加は、柔軟性を増強することによって消費者に利益をもたらす。その物理的特性により、シリコーンは、繊維を潤滑し、布地に柔軟性を付与する。柔軟剤は、側枝アミン基をシロキサン主鎖に導入したときに、より有効である。繊維が全体的に負に帯電していることから、正に帯電したquatは、表面の繊維に対して大きな親和性を有する。粘液性シリコーン流体は、その物理的特性により、ノニオン性エマルジョンであっても、布地柔軟剤の優れた候補である。
W/O(油中水型)クリームを、粘液性シリコーンエマルジョン(60%のキャリア、SiH/Vi=1.0)、又は粘液性シリコーン流体(揮発性ジメチコンキャリア流体中のわずかに架橋した高MWポリマー)のいずれかを用いて配合した。キャリア流体とヒドロシリル化反応生成物との組み合わせにより、粘液性シリコーン流体に、パスカル秒(Pa・s)の単位で測定し、かつ剪断速度(1/秒)を基準にして収集した粘度が、0.1〜75Pa・s、0.3〜15Pa・s、0.5〜5、又は1〜3Pa・sでもたらされる。官能評価を、18名の官能試験員により、湿度及び温度が制御された(RH=50%、T=25℃)空調室内で実施した。粘液性シリコーンエマルジョンを、粘液性シリコーン流体又はシリコーンを含まない対照のいずれかと比較した。配合物の組成は次のとおりであった。
以下の粘液性シリコーンエマルジョンを、実施例5の手順に従って調製した。界面活性剤1はBrij LT23であり、界面活性剤2はBrij LT3であった。界面活性剤1の界面活性剤2に対する比は1.15であった。全界面活性剤は4.41%であった。モル比は0.98であった(理論モル比は1)。DV0.1は1.190μm、DV0.5は1.662μm、DV0.9は1.308μmであった。
手順 相Aの成分を、均質になるまで記載の順序で混合した。性能試験結果を図13に示す。
実施例16と同じ手順を用いて、以下の試作品を調製した。結果を図14及び図15に示す。
粘液性エマルジョンを、スタイリング剤としても試験した。試作品を、3901Liquid Satin Blend及びCE−7080Smart Style(スタイリング用途の基準品)と対比して試験した。カール保持試験を、湿度室(相対湿度70%、25℃)で実施した。各製品100mg(6%の活性物質にて脱塩水で希釈)をヘアピース上に塗り広げ、カール保持のパーセンテージを5時間記録した。結果を図16に示す。ヘアピースに良好な感覚を残しながら、多少のスタイリング特性が得られたことが分かる。
0.3μmの粒径を有する次の粘液性エマルジョンを調製した。これまでの実施例のエマルジョンの粒径は、1.5〜2.5μmの範囲であった。
泡は、液体、固体又はゲル中に気泡が分散したものである。気泡の直径は1μmを超える可能性があるが、気泡間のラメラの厚さは、多くの場合、コロイド径の範囲内である。泡の発生を防止する消泡剤は、ボルテックスと呼ばれる3つの気泡間の接点に作用する。有効な消泡剤の主な特性は、連続媒体に不溶性で、連続媒体中に分散できることであり、消泡剤と空気との間の表面張力が溶液と空気との間の表面張力よりも低くなければならない。
・負荷なし、
・ブランク/カラープログラム(2h17)、
・90℃、600rpm、
・70FHの水、15L(32mLのCa2+及び135mLのMg2+を添加)、
・80gの通常粉末洗剤、
・40℃、600rpmで1回すすぎ。
−50%の200流体5cSt、
−50%のSFD128、
−3%のQ2−5096、
−3%のMQ1600、
−3%のD10。
布地柔軟剤は、消費者が洗濯処理後に新しい布地の外観を保つようにする効果があり、シリコーンの添加は、柔軟性を増強することによって消費者に利益をもたらす。実際に、その物理的特性により、シリコーンは、繊維を潤滑し、布地に柔軟性を付与する。柔軟剤は、側枝アミン基をシロキサン主鎖に導入したときに、より有効である。繊維が全体的に負に帯電していることから、正に帯電したquatは、表面の繊維に対して大きな親和性を有する。
粘液性エマルジョン(キャリア60%、SiH/Vi=1.0)又は粘液性流体(7224)のいずれかを用いて、W/Oクリームを配合した。次いで、官能評価を、18名の官能試験員により、湿度及び温度が制御された(RH=50%、T=25℃)空調室内で実施する。粘液性エマルジョンを、粘液性シリコーン流体又はシリコーンを含まない対照品のいずれかと比較する。配合物の組成
吸収前に、粘液性エマルジョンは、粘液性流体よりも優れた吸収性及び展延性を有し、べたつきが低い。しかし、吸収後、粘液性エマルジョンと流体との間に有意な差はない。結果を図19に示す。
吸収前に、粘液性エマルジョンは、対照よりも湿潤性が低い。吸収後、粘液性エマルジョンは対照よりも脂っぽさがあり、べたつきがある。結果を図20に示す。
Claims (5)
- 粘液性のレオロジー特性を有するシリコーン流体のエマルジョンを調製する方法であって、プロセスが、
(A)
(i)キャリア流体、SiH含有オルガノポリシロキサン、及びアルケニル含有オルガノポリシロキサンを組み合わせて、50質量%〜99.9質量%のキャリア流体を含む混合物を形成すること、
(ii)界面活性剤を前記混合物に添加すること、及び
(iii)水を添加し、混合して、水中油型エマルジョンを形成すること
によって水中油型エマルジョンを形成する工程であって、前記キャリア流体、前記SiH含有オルガノポリシロキサン、及び前記アルケニル含有オルガノポリシロキサンの前記混合物が、前記水中油型エマルジョンの油相を形成する、工程と、
(B)前記SiH含有オルガノポリシロキサンと前記アルケニル含有オルガノポリシロキサンとを、(A)(iii)で形成された前記エマルジョンの油相中で、ヒドロシリル化触媒の存在下で反応させて、ヒドロシリル化反応生成物として分枝状オルガノポリシロキサン流体を含むエマルジョンを形成する工程とを含み、前記エマルジョンが、ゲルを含まず、垂直方向の剪断速度(1/秒)に対する法線応力(パスカル)のプロットから決定される粘液性のレオロジー特性を有し、前記プロットが3.6を超える平均勾配を有する、方法。 - 工程(A)(i)において、前記混合物が80質量%〜99.9質量%のキャリア流体を含む、請求項1に記載の方法。
- 前記アルケニル含有オルガノポリシロキサンがビニル末端である、請求項1に記載の方法。
- 前記SiH含有オルガノポリシロキサンが、2〜10個の側枝SiH部位を有する、請求項1に記載の方法。
- 前記エマルジョンが、ヘアシャンプー、ヘアコンディショナー、ヘアトリートメント組成物、又はスキンケア組成物を含むパーソナルケア組成物における使用のためのものである、請求項1に記載の方法。
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US20180078467A1 (en) | 2018-03-22 |
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US10940099B2 (en) | 2021-03-09 |
CN107690329B (zh) | 2021-10-08 |
JP2018513250A (ja) | 2018-05-24 |
CN107690329A (zh) | 2018-02-13 |
KR20170134691A (ko) | 2017-12-06 |
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