JP2009528403A - シリコーンコポリオールマクロマーを含むポリマーおよびそのポリマーを含むパーソナルケア組成物 - Google Patents
シリコーンコポリオールマクロマーを含むポリマーおよびそのポリマーを含むパーソナルケア組成物 Download PDFInfo
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- JP2009528403A JP2009528403A JP2008556542A JP2008556542A JP2009528403A JP 2009528403 A JP2009528403 A JP 2009528403A JP 2008556542 A JP2008556542 A JP 2008556542A JP 2008556542 A JP2008556542 A JP 2008556542A JP 2009528403 A JP2009528403 A JP 2009528403A
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- Prior art keywords
- acid
- alkyl
- meth
- acrylate
- monomer
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- 229920000642 polymer Polymers 0.000 title claims abstract description 193
- 229920001296 polysiloxane Polymers 0.000 title description 68
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 claims abstract description 153
- 235000013870 dimethyl polysiloxane Nutrition 0.000 claims abstract description 148
- 239000004205 dimethyl polysiloxane Substances 0.000 claims abstract description 146
- 229940008099 dimethicone Drugs 0.000 claims abstract description 130
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- 239000000178 monomer Substances 0.000 claims description 283
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 82
- 125000000217 alkyl group Chemical group 0.000 claims description 80
- 150000003839 salts Chemical class 0.000 claims description 74
- 239000003795 chemical substances by application Substances 0.000 claims description 72
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- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 56
- 229910052757 nitrogen Inorganic materials 0.000 claims description 55
- 230000002378 acidificating effect Effects 0.000 claims description 46
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- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 26
- 125000003118 aryl group Chemical group 0.000 claims description 25
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 25
- 150000004665 fatty acids Chemical class 0.000 claims description 24
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- 239000002904 solvent Substances 0.000 claims description 20
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 19
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 claims description 19
- 239000000499 gel Substances 0.000 claims description 19
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims description 19
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- 239000001257 hydrogen Substances 0.000 claims description 16
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 15
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- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 14
- XHZPRMZZQOIPDS-UHFFFAOYSA-N 2-Methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid Chemical compound OS(=O)(=O)CC(C)(C)NC(=O)C=C XHZPRMZZQOIPDS-UHFFFAOYSA-N 0.000 claims description 13
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 claims description 13
- 239000003213 antiperspirant Substances 0.000 claims description 13
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 claims description 13
- 230000003472 neutralizing effect Effects 0.000 claims description 13
- CYRMSUTZVYGINF-UHFFFAOYSA-N trichlorofluoromethane Chemical compound FC(Cl)(Cl)Cl CYRMSUTZVYGINF-UHFFFAOYSA-N 0.000 claims description 13
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims description 12
- 230000001166 anti-perspirative effect Effects 0.000 claims description 12
- HNEGQIOMVPPMNR-IHWYPQMZSA-N citraconic acid Chemical compound OC(=O)C(/C)=C\C(O)=O HNEGQIOMVPPMNR-IHWYPQMZSA-N 0.000 claims description 12
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- 238000004132 cross linking Methods 0.000 claims description 11
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- 239000003380 propellant Substances 0.000 claims description 11
- 239000007921 spray Substances 0.000 claims description 11
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 10
- 239000006071 cream Substances 0.000 claims description 10
- 239000003085 diluting agent Substances 0.000 claims description 10
- 150000002367 halogens Chemical class 0.000 claims description 10
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 10
- 239000012986 chain transfer agent Substances 0.000 claims description 9
- 239000001530 fumaric acid Substances 0.000 claims description 9
- 239000002674 ointment Substances 0.000 claims description 9
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 9
- 238000006467 substitution reaction Methods 0.000 claims description 9
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 claims description 8
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical group CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 claims description 8
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 8
- 125000003545 alkoxy group Chemical group 0.000 claims description 8
- 229910052799 carbon Inorganic materials 0.000 claims description 8
- 239000004359 castor oil Substances 0.000 claims description 8
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- HVYWMOMLDIMFJA-DPAQBDIFSA-N cholesterol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 HVYWMOMLDIMFJA-DPAQBDIFSA-N 0.000 claims description 8
- 229940018557 citraconic acid Drugs 0.000 claims description 8
- 239000003205 fragrance Substances 0.000 claims description 8
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 claims description 8
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 claims description 8
- OSSNTDFYBPYIEC-UHFFFAOYSA-N 1-ethenylimidazole Chemical compound C=CN1C=CN=C1 OSSNTDFYBPYIEC-UHFFFAOYSA-N 0.000 claims description 7
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 7
- 239000004909 Moisturizer Substances 0.000 claims description 7
- 239000011976 maleic acid Substances 0.000 claims description 7
- 230000001333 moisturizer Effects 0.000 claims description 7
- 239000000049 pigment Substances 0.000 claims description 7
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 7
- 239000013543 active substance Substances 0.000 claims description 6
- 125000002843 carboxylic acid group Chemical group 0.000 claims description 6
- 239000002738 chelating agent Substances 0.000 claims description 6
- 239000003086 colorant Substances 0.000 claims description 6
- PXBRQCKWGAHEHS-UHFFFAOYSA-N dichlorodifluoromethane Chemical compound FC(F)(Cl)Cl PXBRQCKWGAHEHS-UHFFFAOYSA-N 0.000 claims description 6
- 125000001188 haloalkyl group Chemical group 0.000 claims description 6
- 239000003906 humectant Substances 0.000 claims description 6
- GTZCVFVGUGFEME-UHFFFAOYSA-N trans-aconitic acid Natural products OC(=O)CC(C(O)=O)=CC(O)=O GTZCVFVGUGFEME-UHFFFAOYSA-N 0.000 claims description 6
- 239000001124 (E)-prop-1-ene-1,2,3-tricarboxylic acid Substances 0.000 claims description 5
- 125000003358 C2-C20 alkenyl group Chemical group 0.000 claims description 5
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 claims description 5
- 229940091181 aconitic acid Drugs 0.000 claims description 5
- 125000003342 alkenyl group Chemical group 0.000 claims description 5
- 239000003242 anti bacterial agent Substances 0.000 claims description 5
- GTZCVFVGUGFEME-IWQZZHSRSA-N cis-aconitic acid Chemical compound OC(=O)C\C(C(O)=O)=C\C(O)=O GTZCVFVGUGFEME-IWQZZHSRSA-N 0.000 claims description 5
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 5
- 125000003438 dodecyl group Chemical group [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])* 0.000 claims description 5
- 239000003605 opacifier Substances 0.000 claims description 5
- 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 5
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- 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 5
- GBXQPDCOMJJCMJ-UHFFFAOYSA-M trimethyl-[6-(trimethylazaniumyl)hexyl]azanium;bromide Chemical compound [Br-].C[N+](C)(C)CCCCCC[N+](C)(C)C GBXQPDCOMJJCMJ-UHFFFAOYSA-M 0.000 claims description 5
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- TVFWYUWNQVRQRG-UHFFFAOYSA-N 2,3,4-tris(2-phenylethenyl)phenol Chemical compound C=1C=CC=CC=1C=CC1=C(C=CC=2C=CC=CC=2)C(O)=CC=C1C=CC1=CC=CC=C1 TVFWYUWNQVRQRG-UHFFFAOYSA-N 0.000 claims description 4
- JKNCOURZONDCGV-UHFFFAOYSA-N 2-(dimethylamino)ethyl 2-methylprop-2-enoate Chemical compound CN(C)CCOC(=O)C(C)=C JKNCOURZONDCGV-UHFFFAOYSA-N 0.000 claims description 4
- AGBXYHCHUYARJY-UHFFFAOYSA-N 2-phenylethenesulfonic acid Chemical compound OS(=O)(=O)C=CC1=CC=CC=C1 AGBXYHCHUYARJY-UHFFFAOYSA-N 0.000 claims description 4
- 241000195940 Bryophyta Species 0.000 claims description 4
- 229940121375 antifungal agent Drugs 0.000 claims description 4
- 239000003963 antioxidant agent Substances 0.000 claims description 4
- 230000003078 antioxidant effect Effects 0.000 claims description 4
- 125000001204 arachidyl 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])C([H])([H])C([H])([H])[H] 0.000 claims description 4
- 125000002511 behenyl 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])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 4
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- 125000000753 cycloalkyl group Chemical group 0.000 claims description 4
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- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 claims description 4
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- 125000001424 substituent group Chemical group 0.000 claims description 3
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- GFHMKLBDCUNICS-UHFFFAOYSA-N n-(2,3-dihydroxypropyl)prop-2-enamide Chemical compound OCC(O)CNC(=O)C=C GFHMKLBDCUNICS-UHFFFAOYSA-N 0.000 claims description 2
- ITUMDAPRCGMSJN-UHFFFAOYSA-N n-propylprop-2-enamide;hydrochloride Chemical compound Cl.CCCNC(=O)C=C ITUMDAPRCGMSJN-UHFFFAOYSA-N 0.000 claims description 2
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Images
Classifications
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
- A61K8/89—Polysiloxanes
- A61K8/891—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
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- A61K8/897—Polysiloxanes containing atoms other than silicon, carbon, oxygen and hydrogen, e.g. dimethicone copolyol phosphate containing halogen, e.g. fluorosilicones
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Abstract
Description
本発明は、エチレン性不飽和部分を含有する重合可能なジメチコーンコポリオールマクロマー、およびこのマクロマーから得られるポリマーに関する。エチレン重合可能なマクロマーは、末端または側鎖にヒドロキシル基を含有するジメチコーンコポリオールおよび無水イタコン酸の反応から得られる。この得られたマクロマーは、ホモポリマー化可能であるか、またはエチレン性不飽和モノマーと共重合可能であり、このようにして調製したポリマーは、種々の産業、ホームケアおよびパーソナルケアへの適用に有用である。
ポリジメチルシロキサンとして知られるある種のケイ素含有ポリマーは、コーティング業界およびパーソナルケア業界で広く使用されている。コーティング配合物では、ポリジメチルシロキサンおよびその誘導体は、表面性能を全体的に改変し、撥水性および撥油性、耐汚染性、バリア性、界面活性特性および潤滑性を与えるために、広く使用されるようになってきている。パーソナルケア配合物では、ポリジメチルシロキサンおよびその誘導体(特にジメチコーンコポリオール)の使用は、所与の組成物に界面活性特性および優れた感覚的な特性を与えるために広く許容されている。
本発明で使用するのに適した非イオン性ビニルモノマーは、当該技術分野で周知の共重合可能な非イオン性エチレン性不飽和モノマーである。一実施形態では、非イオン性モノマーは、式:
本発明で使用するのに適した酸性ビニルモノマーは、酸性の重合可能なエチレン性不飽和モノマーであり、好ましくは、少なくとも1つのカルボン酸、スルホン酸基またはホスホン酸基を含有し、酸性またはアニオン性の官能部位を提供するものである。これらの酸性基は、一塩基酸または二塩基酸、ジカルボン酸の無水物、二塩基酸のモノエステルおよびその塩から誘導することができる。
共重合に適したカチオン性ビニルモノマーは、塩基性の重合可能なエチレン性不飽和モノマーであり、好ましくは、少なくとも1つのアミノ官能基を含有するモノマーである。これらの塩基性アミノ基は、モノアミノアルキル基、ジアミノアルキル基またはポリアミノアルキル基または窒素含有ヘテロ芳香族基から誘導することができる。上述のアミノ基は、一級アミン、二級アミンまたは三級アミンを含むことができる。上述のモノマーは、所望な場合、アミノ形態または塩形態で使用することができる。
ポリマー合成に適した会合性ビニルモノマー(疎水性モノマー)は、混合物の他のモノマーと付加重合するためのエチレン性不飽和末端基部分(i)と、選択的な親水性をポリマー生成物に付与するためのポリオキシアルキレン中央部(ii)と、選択的な疎水性をポリマーに付与するための疎水性末端基部分(iii)とを有する化合物である。
本明細書で使用される場合、半疎水性ビニルモノマーとの用語は、(i)反応混合物の他のモノマーと付加重合するためのエチレン性不飽和末端基部分と、(ii)ポリマーの疎水性基またはこのポリマーを含有する組成物中の他の物質の疎水性基の間の相互作用を弱めるためのポリオキシアルキレン部分とを有する化合物を指す。半疎水性ビニルモノマーは、上述の会合性ビニルモノマーとよく似た構造であるが、非疎水性の末端基を実質的に有しておらず、これにより、ポリマーに会合性が付与されない。
本発明のポリマーは、分枝させ、分子量を制御するために、1つ以上の架橋モノマーを含むモノマー混合物から調製することができる。適切なポリ不飽和架橋剤は当該技術分野で周知である。重合前、重合中または重合後に架橋するようなコポリマーを生成可能な反応基を有するモノ不飽和化合物を使用することもできる。他の有用な架橋モノマーとしては、複数の反応基(例えば、エポキシド基、イソシアネート基、および加水分解可能なシラン基)を含有する多官能モノマーが挙げられる。種々のポリ不飽和化合物を利用して、部分的または実質的に架橋した三次元ネットワークを作ることができる。
本発明で使用するのに適した連鎖移動剤(CTA)は、これらに限定されないが、種々のチオ含有化合物およびジスルフィド含有化合物から選択され、例えば、C1〜C18アルキルネルカプタン、メルカプトカルボン酸、メルカプトカルボン酸エステル、チオエステル、C1〜C18アルキルジスルフィド、アリールジスルフィド、多官能チオールなど;亜リン酸化合物および次亜リン酸化合物;ハロアルキル化合物、例えば、四塩化炭素、ブロモトリクロロメタンなど;および不飽和連鎖移動剤、例えば、α−メチルスチレンから選択される。
(透明度)
報告する場合、ポリマー含有組成物の透明度は、ポリマーを製造してから少なくとも約24時間後に、Brinkmann PC 920熱量計で、%T(透過率)で測定した。透明度の測定は、脱イオン水(透明度の値100%)に対して行った。約60%以上の透明度を有する組成物は、実質的に透明であり;約45〜59%の範囲の透明度を有する組成物は、実質的に半透明であると判断した。
高湿(約90%の相対湿度(RH))に対するポリマー固定組成物の抵抗性を、一般的に高湿カール部保持(HHCR)と呼ばれる周知の技術を利用し、適用した組成物および周囲雰囲気から水を吸収した後に、毛髪のカール部分のセットを保持する能力によって測定する。HHCR法の記載は、化粧品関係の文献から簡単に見つかる(例えば、Ch.30,Harry’s Cosmeticology,第8版,M.J.Rieger,Ph.D.(編集),pp.666−667,Chemical Publishing Co.,Inc.,New York,N.Y.,2000およびDiazら,J.Soc.Cosmet.Chem.,34,pp.205−212(1983年7月)を参照(これらの関連する開示内容は本明細書に参考として組み込まれる)。
カール部保持率%=Le−Lt/Le−Li×100
カール部の長さの変化(ほどけたり、らせんを形成する)を、所定の間隔で周期的に測定し、24時間モニタリングする。初期の測定を時間0で行い、その後、最初の1時間は0.25時間毎に測定し、その後2時間までは0.5時間間隔で測定し、その後の22時間は1.0時間間隔で測定する。
上述のHHCR試験によって、固定組成物の耐湿性を評価することができる。HHCR試験は、通常のサロンのローラー型カーラーを使用して行なう。このカーラーでは、巻きつけられるにつれて毛髪が重なり、カール部の内側の繊維が試験環境から守られる。カール部保持試験は、らせん状カーラーを用いることによって、さらに厳しい試験となる。らせん状カーラーを用い、毛髪が重なることなく、カーラーロッドの長さ方向のらせん状の溝に巻きつける。このようにして、らせん状のカールの場合、毛髪の長さ全体にわたって、この環境に完全にさらされる。
固定剤で処理した毛髪束(試験束)を取り付けスタンド(図5)に角度45°で固定し、剛性保持試験を行なう。取り付けた試験束を温度約26℃、相対湿度90%に設定した湿度室に入れる。湿度条件下に放置した際の試験束のほどけ具合を測定することによって、高湿剛性保持率を決定する。高湿状態で24時間、所定時間間隔(Ht)で測定を行なう。以下の式を使用し、初期の毛髪の高さ(Hi)および各時間間隔での束の高さ(Ht)に対して、剛性保持率を算出する:
剛性保持率%=Hi−Ht/Hi×100
束の高さの変化を、所定の間隔で周期的に測定し、24時間モニタリングする。束の高さは、取り付け台の底部から試験束の先端までの距離である。初期の測定を時間0で行い、その後、最初の1時間は0.25時間毎に測定し、その後2時間までは0.5時間間隔で測定し、その後の22時間は1.0時間間隔で測定する。
本発明の実施形態の固定ポリマーゲルの硬い保持性、剛性および高湿カール部保持性といったスタイリング力を決定するために、以下のスクリーニング試験を行なう:
プラスチック製マネキン頭部に天然のヒトの毛髪を移植し、この毛髪を以下の手順にしたがってスタイリングし、評価する。
TA XTPlus Texture Analyzer(Stable Micro Systems,Surrey,UK)に長方形の取り付け突出部(厚み3mm×幅70mm×高さ99mm)を取り付け、3点曲げ器を使用し、固定剤で処理した毛髪束の機械的剛性を評価する。感触分析機は、Texture Exponent 32データ獲得ソフトウェアをロードしたパーソナルコンピューターにつながれており、装置から入力されたデータを集め、分析する。曲げ器は、約25.4mm離れた2個の平行な支持脚からなる。処理した毛髪束試験サンプルを、支持脚および中央に配置された取り付け突出部の長さ方向の中央に置き、支持脚で挟み、支持脚が距離20mm離れた状態からサンプルを40mm/sで押していく。取り付け突出部がサンプルと接触したらデータ収集を開始する。データ収集ソフトウェアは、距離20mmの間でサンプルが変形する力(ニュートン)を算出し、記録する。結果をピーク力(N)として報告する。
報告する場合、ポリマー含有組成物の濁度を、比濁計濁度計を用い、標準として蒸留水(NTU=0)を用いた比濁計濁度単位(NTU)で決定する。約90以上のNTU値を有する組成物は濁っていると判断した。
それぞれのポリマー含有組成物について報告した粘度は、ミリパスカル秒(mPa・s)で測定し、Brookfield回転スピンドル粘度計(Brookfield,Model RVT)を用い、約20回転/分(rpm)、約20〜25℃の周囲室温で決定した(以降、Brookfield粘度と称する)。新しく調製した組成物の粘度を測定し(「初期粘度」と称する)、この組成物を周囲室温で少なくとも約24時間放置した後に粘度を測定した(「24時間粘度」と称する)。粘度値が1つしか示されていない場合、他に指定されていない限り、24時間粘度の値である。
降伏値は、降伏応力とも呼ばれ、本明細書では、応力によって流動する際の初期抵抗であると定義される。降伏値は、多くの技術を用いて、例えば、一定応力のレオメーターを用いて、またはBrookfield粘度計を外挿することによって測定することができる。降伏測定値に関する上述の技術および有用性は、Noveon,Inc.から入手可能なTechnical Data Sheet Number 244にさらに説明されており、この内容は本明細書に参考として組み込まれる。
AA アクリル酸
AAE5P5 ランダムエトキシル化−5/プロポキシル化−5 アリルエーテル(BX−AA−E5P5,Bimax,Inc.)
Acudyne(登録商標)SCP アクリルアミド/アクリルアミドメチルプロパンスルホン酸(ナトリウム塩)/メタクリル酸コポリマー(Rohm and Haas)
AMP−95 アミノメチルプロパノール(Angus)
AMPS(登録商標)モノマー 2−アクリルアミド−2−メチルプロパンスルホン酸
APE アリルペンタエリスリトール
Arianor(登録商標)Madder Red 塩基性赤色76染料、CI No.12245(Sensient Technologies Corporation)
Arianor(登録商標)Sienna Brown 塩基性褐色17染料、Cl No.12251(Sensient Technologies Corporation)
Arianor(登録商標)Steel Blue 塩基性青色99染料、CI No.56059(Sensient Technologies Corporation)
Arlasolve(登録商標)200 イソセテス−20界面活性剤(Uniquema)
Bam t−ブチルアクリルアミド
BEM25 ベヘネス−25メタクリレート
Bio−Terge(登録商標)AS−40 ナトリウム C14〜C16オレフィンスルホネート,40%界面活性剤(Stepan Company)
Bruggolite(登録商標)FF6 ナトリウム ヒドロキシメタンスルフィネート二水和物−還元剤(Bruggeman Chemical U.S.)
Carbopol(登録商標)Ultrez 21 アクリレート/C10〜C30アルキルアクリレートクロスポリマー レオロジー改変剤(Noveon,Inc.)
Carbopol(登録商標)940 架橋アクリル酸ホモポリマーカルボマー(Noveon,Inc.)
Carbopol(登録商標)980 架橋アクリル酸ホモポリマーカルボマー(Noveon, Inc.)
Carbopol(登録商標)996 架橋アクリル酸ホモポリマーカルボマー(Noveon, Inc.)
Cetiol(登録商標)868 ステアリン酸オクチル(Cognis Corp.)
Chemonic(登録商標)OE−2 オレス−2乳化剤(Noveon,Inc.)
CitA 無水シトラコン酸
CSEM25 セテアレス−25メタクリレート
DC 193 PEG−12ジメチコーンコポリオール(Dow Corning)
DC 1401 Fluid シクロメチコーン(および)ジメチコーン(Dow Corning)
DC 1664 ジメチコーン(および)ラウレス−4(および)ラウレス−23エマルション(Dow Corning)
DC 1784 ジメチコノール(および)TEA−ドデシルベンゼンスルホネートエマルション(Dow Corning)
DC 5103 側鎖ジメチコーンコポリオール(PEG−7ジメチコーン),MW=2,500,CAS No.68937−54−2(Dow Corning)
DMAEMA N,N’−ジメチルアミノエチルメタクリレート
Drakeol(登録商標)7 LT 鉱物系の軽油(Penreco)
EA アクリル酸エチル
Emulgade(登録商標)1000 NI セテアリルアルコール(および)セテアレス−20
EMULSOGEN(登録商標)EPN 407 アルコール単位あたり40個のエチレンオキシド単位を有する二級C11エトキシレート(Clariant Corp.)
FD&C Blue No.1 Hilton Davis(Noveon,Inc.)
Finsolv(登録商標)TN C12〜C15アルキルベンゾエート(Fintex Inc.)
Fixate(登録商標)Plus ポリアクリレート−14(Noveon,Inc.)
Fixate(登録商標)G100 AMP−アクリレート/メタクリル酸アリルコポリマー
Gafquat(登録商標)755N ポリクアテルニウム−11 ビニルピロリドンおよびジメチルアミノエチルメタクリレートの四級化コポリマー(international Specialty Products Corporation)
Glydant Plus(登録商標) 1,3−ジメチロール−5,5−ジメチルヒダントインおよびヨードプロピニルブチルカルバメートのブレンド(Lonza Group Ltd.)
Germaben(登録商標)II プロピレングリコール、ジアゾリジニルウレア、メチルパラベンおよびプロピルパラベンの抗菌性ブレンド(international Specialty Products Corporation)
Germaben(登録商標)II−E プロピレングリコール(および)ジアゾリジニルウレア(および)メチルパラベン(および)プロピルパラベンをエマルション系に配合した抗菌性ブレンド(International Specialty Products Corporation)
Herbasol(登録商標)Aloe Vera アロエ・バーバデンシス抽出物(Cosmetochem International Ltd.)
Herbasol(登録商標)Chamomile カモミラ・レクティタ抽出物(Cosmetochem International Ltd.)
Herbasol(登録商標)Horsetail イクイシータム・アーヴェンス抽出物(Cosmetochem International Ltd.)
Herbasol(登録商標)Stinging Nettle セイヨウイラクサ抽出物(Cosmetochem International Ltd.)
Herbasol(登録商標)Tea Tree メラレウカ・アルテルニフォリア抽出物(Cosmetochem International Ltd.)
Herbasol(登録商標)Witch Hazel アメリカマンサク抽出物(Cosmetochem international Ltd.)
Hostapon(登録商標) ナトリウムメチルオレイルタウレート(Clariant)
Hydramol(登録商標)PGPL Ester ポリエチレングリコール400プロポキシル化モノラウレート(Noveon,Inc.)
IPA イソプロピルアルコール
ItA 無水イタコン酸
Kathon(登録商標)CG メチルクロロイソチアゾリノン(および)メチルイソチアゾリノン
Kollidon(登録商標)K30 ポリビニルピロリドン固定ポリマー(BASF Aktiengesellschaft)
Lipopearls(登録商標) ゼラチンビーズに封入されたビタミンE(Lipo Technologies Inc.)
Luperox 11M 75 t−ブチルペルオキシピバレート遊離ラジカル開始剤(無臭気鉱物スピリッツ75%溶液)(Atofina)
Luviskol(登録商標)K90 ポリビニルピロリドン固定ポリマー(BASF Aktiengesellschaft)
Luviskol(登録商標)VA 73 ビニルピロリドン/酢酸ビニルコポリマー
Luviset(登録商標)Clear N−ビニルピロリドン、メタクリルアミドおよびN−ビニルイミダゾールのコポリマー(BASF Aktiengesellschaft)
MAA メタクリル酸
MalA 無水マレイン酸
MMA メタクリル酸メチル
Murumuru Butter アストロカリウムムルムル脂(パーム)皮膚軟化剤(Chemyunion Qufmica Ltda)
Neobee(登録商標)M−5 トリカプリル酸/カプリル酸トリグリセリド(Stepan Company)
Oam t−オクチルアクリルアミド
Panthenol dl−パンテノール50W(1−メチル−4(1,5−ジメチル−1−ヒドロキシヘキサ−4(5)−エニル)シクロヘキセン)50%水溶液(BASF Aktiengesellschaft)
Plantaren(登録商標)2000 デシルグルコシド(Cognis Care Chemicals)
Practice Mannequin Head ヒト毛髪18〜20インチ長を移植(Marianna Industries製造;Sally Beauty Company, Inc.から購入)
Phenonip(登録商標) メチルパラベン、エチルパラベン、プロピルパラベン、ブチルパラベンおよびイソブチルパラベンの抗菌性ブレンド(Clariant−Nipa Laboratories)
RAL 307 ランダムエトキシル化−30/プロポキシル化−5 アリルエーテル
Schercemol(登録商標)DISF フマル酸ジイソステアリル(Noveon,Inc.)
SilSense(登録商標)A−23 PEG−7アモジメチコーン(Noveon,Inc.)
SilSense(登録商標)Copolyol−1 PEG−33(および)PEG−8ジメチコーン(および)PEG−14(Noveon,Inc.)
SilSense(登録商標)Q−Plus シリコーンクアテルニウム−8(アルキルアミドジメチルアミンで四級化したジメチコーンコポリオール(Noveon,Inc.)
Silsoft(登録商標)305 側鎖ジメチコーンコポリオール(PEG−5/PPG−3メチコーン),MW=600,CAS No.134180−76−0(GE Silicones/OSi Specialties)
Silsoft(登録商標)475 側鎖ジメチコーンコポリオール(PEG−23/PPG−6ジメチコーン),MW=19,000,CAS No.68937−55−3(GE Silicones/OSi Specialties)
Silsoft(登録商標)810 直鎖ジメチコーンコポリオール(PEG−8ジメチコーン),MW=1,700,CAS No.102783−01−7(GE Silicones/OSi Specialties)
Silsoft(登録商標)895 側鎖ジメチコーンコポリオール(PEG−17ジメチコーン),MW=5,000,CAS No.68937−54−2(GE Silicones/OSi Specialties)
Sipomer(登録商標)WAM II メタクリルアミドエチル−N−エチレン尿素(Rhodia,Inc.)
STY スチレン
SucA 無水コハク酸
TEGDMA トリエチレングリコールジメタクリレート
Timiron(登録商標)Splendid Gold 金マイカ化粧品用顔料(EMD Chemicals Inc.RONA−Cosmetic Business Unit)
Timiron(登録商標)Diamond Cluster MP−149 マイカ/二酸化チタン灰白色のわずかに光る粉末(EMD Chemicals Inc.RONA−Cosmetic Business Unit)
TMCHMA トリメチルシクロヘキシルメタクリレート(Ciba Specialty Chemicals)
TMPEO15TA トリメチロールプロパン PEG−15トリアクリレート
TMPTA トリメチロールプロパントリアクリレート
Ultracas(登録商標)G−20 オクチルドデシルリシノレートガーベットエステル(Noveon,Inc.)
Unispheres(登録商標)YE−501 酢酸トコフェリル(および)ラクトース、セルロース(および)ヒドロキシプロピルメチルセルロース(および)酸化鉄を含有する化粧品用ビーズ(Induchem AG)
Wecobee(登録商標) 水素化植物油(Stepan Company)
Zinc Omadine(登録商標) 亜鉛ピリチオン(Arch Chemicals, Inc.)
(実施例SM1〜SM11)
(A.ジメチコーンコポリオールマクロマー合成(触媒なし))
式III、IIIa、IVおよびIVaを有する、末端および側鎖にポリエーテル基を含有するジメチコーンコポリオールマクロマー(SM)を、表1Aに記載の環状酸無水物とジメチコーンコポリオールとを反応させることによって合成する。
上述の触媒なしの合成方法と同様の設定を用い、ジメチコーンコポリオールおよび無水アルカリ金属酢酸塩(0.7g、全成分の0.2%w/w)を減圧下、80℃で15分間加熱する。N2で満たした後、混合物を80〜82℃で1〜2時間、環状酸無水物と反応させる。1H NMR分光法によって分析し、それぞれのジメチコーンコポリオールカルボキシレートハーフエステル(表1B)が生成していることを確認する。
マグネチックスターラー、熱電対を取り付けた100ml三ッ口丸底フラスコに窒素を流す。このフラスコに、実施例SM11のジメチコーンコポリオールマクロマー(表1B)30gを入れる。過硫酸アンモニウム開始剤溶液(水25g中2.6g)を4時間間隔で数回にわけて加える。80〜85℃で攪拌を続けながら反応を行った。マクロマーの約50%がホモポリマーに変換するのに8時間かかり、マクロマーの約70%がホモポリマーに変換するのに16時間かかった。ポリマー生成物のCDCl3抽出物の1H NMR分析から、生成物中に未反応の無水イタコン酸誘導体が存在することが示されている。
Luperox 11M 75開始剤0.5%(モノマーの合計重量を基準とする)をモノマー混合物に加え、次いで60℃まで加熱する以外は、実施例SM7のマクロマー(表1B)を用いて実施例Iを繰り返す。10分の間に、発熱で72℃まで到達した後、反応塊がゲル化する。DMCのマレイン酸誘導体は、実施例Iの三置換された(メチル)マレイン酸誘導体よりもかなり反応性が高い。ゲルのCDCl3抽出物の1H NMR分析から、生成物中に未反応の無水マレイン酸誘導体がごく少量存在することが示されている。
500mlのジャケット付反応容器に、コンデンサ、熱電対、メカニカルスターラー(半月型の羽)および窒素ブランケットを取り付け、これに実施例SM9のジメチコーンコポリオールマクロマー2部、IPA28.5部および蒸留水28.5部を入れる。開始剤(IPA1部中のLuperox 11M75 0.2部)を72℃で反応容器に入れ、AMPS 2405 モノマー18部、IPA9部および蒸留水9部の混合物を3時間かけて秤量する。促進用の開始剤(IPA1部中のLuperox 11M75 0.02部)を測定開始から1時間経過毎に加える。全ての反応剤が変換されたことが1H NMRで確認されるまで、促進剤を加え続ける。希釈したAMP−95で中和することによって透明生成物を得る。最終生成物は、pH4.5で合計固体含有量が21.15%であった。
実施例IIIと同様に設定した500mlのジャケット付反応容器に、実施例SM9aのジメチコーンコポリオールマクロマー15部、蒸留水380部およびIPA100部を入れる。開始剤(IPA1部中のLuperox 11M75 0.4部)を80℃で反応容器に入れ、MMA40部およびMAA20部の混合物をシリンジポンプで反応容器に秤量する。AMPS 2405モノマー25部および水25部の混合物を、別のシリンジポンプで3時間かけて反応容器に秤量する。促進用の開始剤(IPA1部中のLuperox 11M75 0.06部)を測定開始から1時間経過毎に加える。全ての反応剤が変換されたことが1H NMRで確認されるまで、促進剤を加え続ける。最終生成物は、pH8.9で合計固体含有量が21.94%であり、IPAを蒸発させ、AMP−95で中和すると、半透明の液体になる。
実施例IVと同様に設定した500mlのジャケット付反応容器に、実施例SM9のジメチコーンコポリオールマクロマー5部、蒸留水190部およびIPA190部を入れる。開始剤(IPA1部中のLuperox 11M75 0.4部)を80℃で反応容器に入れ、スチレン55部およびMAA20部の混合物をシリンジポンプで反応容器に秤量する。AMPS 2405 20部/水10部の混合物を、別のシリンジポンプで3時間かけて反応容器に秤量する。促進用の開始剤(IPA1部中のLuperox 11M75が合計0.78部)を測定開始から1時間経過毎に加える。ポリマー固体を得て、これを濾過し、IPA100gで洗浄し、次いで、IPA/水混合物50gで洗浄し、乾燥する。最終生成物は白色粉末である。
表2に記載のモノマーから、以下に記載するようにエマルションポリマーを調製する。第1の反応容器に約900rpmで回転する攪拌器を取り付け、窒素雰囲気下、MAA148重量部、EA約200重量部および実施例SM7で調製したマクロマー約40.0重量部を、30%ラウリル硫酸ナトリウム水溶液約13.3重量部を含有する脱イオン水192重量部中で混合することによって、モノマー反応混合物を調製する。第2の反応容器に、混合攪拌器および窒素注入口および供給ポンプを取り付け、これに脱イオン水約580重量部および30%ラウリル硫酸ナトリウム水溶液約1.27重量部を入れる。第2の反応容器の内容物を約200rpmで攪拌しながら窒素雰囲気下で加熱する。第2の反応容器の内容物の温度が約85〜88℃に到達したら、1.73%過硫酸アンモニウム溶液(遊離ラジカル開始剤)約7.84部を、第2の反応容器の加温した界面活性剤溶液に注入する。第1の反応容器のモノマー混合物の水性エマルションを、約85〜88℃の温度で約180分間かけて第2の反応容器に徐々にポンプで入れていく。同時に、開始剤の1.7%過硫酸アンモニウム溶液約60重量部を第2の反応容器の反応混合物に秤量し、反応物の温度を約90℃にさらに1時間半維持し、重合を完結させる。得られたエマルションを室温まで冷却し、反応容器から出し、集める。これらの3つのコポリマーをCDCl3抽出物を用いた1H NMRで分析する。
実施例VI〜VIIIと同様に、表3に記載のモノマーおよびマクロマーを用いてエマルションポリマーを調製する。実施例3では非反応性ジメチコーンコポリオール(Silsoft(登録商標)475)、実施例1ではマクロマーSM9を用い、実施例2ではシリコーン添加剤を用いずに3種のポリマーを合成し、本発明のジメチコーンコポリオールマクロマーをコポリマー骨格に組み込むことにより、コポリマーの性質に影響を与えるか否かを観察した。
表4に記載のモノマーおよびマクロマーを用いて、実施例VI〜VIIIと同様にエマルションポリマーを調製する。本発明のオレフィン性不飽和ジメチコーンコポリオールマクロマー存在下、実施例4および5のコモノマーを共重合させる。一方、非反応性モノマー(すなわち飽和ジメチコーンコポリオールカルボキシレート)存在下、比較例6のコモノマーを重合させる。これらのポリマーの相対粘度性能を比較する。
表5に記載のモノマーおよびマクロマーを用いて、実施例VI〜VIIIと同様にエマルションポリマーを調製する。これらの実施例では、ジメチコーンコポリオールマクロマーの合成において、環状酸無水物をジメチコーンコポリオールに組み込んだ場合の最終コポリマー生成物のゲル性能に対する効果を決定し、表5Aに報告している。
実施例VI〜VIIIと同様に、表6に記載のモノマーおよびマクロマーを用いてエマルションポリマーを調製する。表6に記載のモノマーおよびマクロマーを用いて、2種類のコポリマーを重合させた。異なる分子量のジメチコーンコポリオール(それぞれMW=2,500および19,000)から、実施例SM5およびSM7の反応性ジメチコーンコポリオールマクロマーを合成する。低分子量および高分子量のジメチコーンコポリオールマクロマーから合成したコポリマーは、良好な感覚的な特性およびゲル特性を与える。
表7に記載のモノマーおよびマクロマーを用いて、実施例VI〜VIIIと同様にエマルションポリマーを調製する。不飽和カルボキシレート基(式IIIaではR=R’=環状酸無水物残基;式VIaではz=y)で完全に官能化されているか、または不飽和カルボキシレート基(式IIIaではRまたはR’のうち1個=水素;式VIaでは、zは、y以下)で部分的に官能化されている、末端および側鎖にポリエーテル基を含有するジメチコーンコポリオールマクロマーを用いて、いくつかの非会合性コポリマーを合成する。それぞれのポリマーの粘度を、AMP−95でpH7に中和した1%および2.5%の固体粘液で測定する。それぞれのポリマーについて、Tgに加え、透明度および濁度(NTU)の値を測定する。結果を表7Aに報告している。
実施例VI〜VIIIと同様に、表8に記載のモノマーおよびマクロマーを用いてエマルションポリマーを調製する。それぞれのポリマーの粘度を、AMP−95でpH7に中和した2%、3%および5%の固体粘液で測定する。それぞれのポリマーについて、Tgに加え、透明度および濁度(NTU)の値を測定する。結果を表8Aに報告している。
実施例60に記載のレオロジー改変剤以外の成分および手順を用いて、実施例24のポリマー(ポリマー固形分2.0重量%)から毛髪固定祖生物を配合する。比較のために、市販の固定ポリマーであるLuviskol(登録商標)K90ポリマーを同様に配合するが、中和は行わない(ポリマー固形分2.0重量%)。
実施例4、21、23、25、30、35および47で得たポリマーを、実施例60の手順に従って、固定組成物に配合する。但し、ゲルの量は表11に示すように異なっている。
実施例35のポリマー(ポリマー固形分3重量%)から、実施例60に概説した手順に従って固定ゲルを調製する。Carbopol(登録商標)Ultrez 21 ポリマーをレオロジー改変剤として使用する。比較のために、市販の固定ポリマーであるLuviset(登録商標)Clear固定ポリマー(ポリマー固形分3重量%)をpH7で同様に配合する。上述のHHSRプロトコルに従って、実験ゲルを調製し、試験し、評価する。結果を以下の表12に示す。報告した剛性保持値(SR%)は、実験の固定剤と比較例のPVP固定ポリマーについて5回繰り返した平均値を表す。
実施例35のポリマー(ポリマー固形分2重量%)から、実施例60に概説した手順に従って固定ゲルを調製する。Carbopol(登録商標)Ultrez 21 ポリマーをレオロジー改変剤として使用する。比較のために、市販の固定ポリマーであるLuviset(登録商標)Clear固定ポリマー(ポリマー固形分2重量%)およびLuviskol(登録商標)K90 PVP(ポリマー固形分2重量%)をpH7で同様に配合する。上述のHHSRプロトコルに従って、実験ゲルを調製し、試験し、評価する。結果を以下の表13に示す。らせん状カール部保持値(SCR%)は、実験の固定剤と比較例のPVP固定ポリマーについて5回繰り返した平均値を報告したものである。
本発明のポリマーを含有する毛髪ゲル配合物を、実施例60に記載したとおりに配合する。但し、使用した固定ポリマーの量は、表14に示すように、1〜5重量%(ポリマー固形分)であり、レオロジー改変剤は使用していない。硬く保持する固定性能で知られる市販のポリマーも配合する。アジア人の毛髪束を準備し、処理し(固定組成物0.8g/ふさ)、上述の機械的剛性試験法で、相対湿度50%および90%に放置した後の機械的剛性を評価する。各サンプルについて5回調製し、試験する。5回の平均ピーク力を算出し、記録する。
実施例60に記載されるように、本発明のポリマーを含有する毛髪ゲル配合物を配合する。固定性ポリマーの量(ポリマー固形分の重量%)を表15に示す。硬く保持する固定性能で知られる市販のポリマーも配合する。実験の固定ポリマーおよび市販の固定ポリマーをCarbopol(登録商標)Ultrez 21レオロジー改変剤0.3重量%とともに配合する(配合成分の合計重量に基づく)。これに加え、市販の毛髪固定商品を使用して比較試験を行なう。アジア人の毛髪束を準備し、処理し(固定組成物0.8g/ふさ)、上述の機械的剛性試験法で、相対湿度50%および90%に放置した後の機械的剛性を評価する。各サンプルについて5回調製し、試験する。5回の平均ピーク力を算出し、以下の表に記録する。
この実施例は、実施例4、10、20、28、35および45で合成したポリマーの、表16で示されるカール性を向上させるクリームヘアゲル組成物での使用を示す。
この実施例は、実施例4、10、20、28、35および45のポリマーを使用した、固形含量の高いサロン用成形ゲル配合物を示す。以下の成分を使用して、成形ゲルを配合する。
この実施例は、実施例4、10、20、28、35および45のポリマーを使用した、透明な固形含量の低いサロン用成形ゲル配合物を示す。以下の成分を使用して、成形ゲルを配合する。
実施例4、10、20、28、35および45のポリマーを用いて、「独創的な(funky)」(着色しており、変形しやすい)毛髪ゲルを配合する。この組成物は、本発明のポリマーがエタノール、皮膚軟化剤および質感改変剤とともに配合できることを示す。以下の成分を使用してゲルを配合する。
以下の透明度が高い毛髪ゲルは、本発明のポリマーとレオロジー改変剤とを用い、滑らかで粘度の低いゲルを得る可能性を示す。実施例20、35および45のポリマーを、以下の表に記載されるように配合A、BおよびCに従ってそれぞれ配合する(合計9配合物)。
実施例20、35および45のポリマーを用いて、毛髪ゲルを配合する。以下の表に記載されるように配合A、BおよびCに従って、各ポリマーを配合する(合計9配合物)と、透明で、粘度が中程度のゲルが得られる。実施例71の配合手順を中粘度のゲルについて繰り返す。
実施例20、35および45のポリマーを用いて、毛髪ゲルを配合する。以下の表に記載されるように配合A、BおよびCに従って、各ポリマーを配合する(合計9配合物)と、ポリマー固形分の重量%を上げることによって、透明で、高粘度のゲルが得られる。実施例71の配合手順を高粘度のゲルについて繰り返す。
実施例20、35および45のポリマーを用いて、毛髪ゲルを配合する。以下の表に記載されるように配合A、BおよびCに従って、各ポリマーを配合する(合計9配合物)。
この配合物は、実施例4、10、20、28、35および45のポリマーと、油と、界面活性剤および乳化剤の混合物とを用い、ワックス配合物を作成する可能性を示す。以下の表に記載される成分を用いて、各ポリマーを配合する。
この実施例は、実施例4、10、20、28、35および45のポリマーおよびguerbetエステルを輝き/潤い向上補助剤として用いた、カール性を向上させるクリームヘアゲル配当物を示す。以下の表に記載される成分を用いて、各ポリマーを配合する。
実施例IVのポリマーを用いた2種の毛髪スプレー組成物を、以下の表に記載の成分を用いて、水性配合物および含水アルコール(噴射剤に適合性のもの)配合物で調製する。
この実施例は、ヘアスタイリングムースを配合するための本発明のポリマーの使用を示す。実施例VI、35および45のポリマーをそれぞれ、以下の表に記載される成分とともに配合し、ヘアスタイリングムース組成物を配合する。
懸濁ビーズを含む別個の透明浴室ゲル組成物を、実施例13、20a、20bおよび20cのポリマーを用いて配合する。成分および量を以下の表に示す。
以下の配合物は、実施例13、20a、20bおよび20cのポリマーを用いた、一時的な着色シャンプーまたは着色維持シャンプーの一例である。このシャンプーは、カチオン性染料を用い、安定な粘性を有し、改良した真珠光沢付与剤の懸濁性および安定性が優れており、レオロジーおよび感覚的な特性が優れた、一時的な毛髪着色組成物である。
この実施例は、本発明の実施形態のポリマーを利用する、コンディショニングフケ防止シャンプーの配合を示す。本明細書に記載の「酸に戻す」技術によって、組成物を配合する。
表面活性シリコーン部分を含有する本発明のポリマーを、種々の化粧用毛髪配合物(洗い流さないものおよび洗い流すもの)、例えば、ヘアトリートメント、ヘアローション、ヘアトニック、ヘアリンス、ヘアエマルション、ダメージを受けた先端部の処理液、パーマウェーブの等化剤、ホットオイル処理調製物、コンディショナーなどで使用することができる。以下の実施例は、上述のクアテルニウムモノマー化合物、脂肪アルコール乳化剤および皮膚軟化成分を含有するカチオン相溶性クリーム状コンディショナーの配合における、本発明の実施形態のポリマーの使用を示す。組成物の成分を以下の表に示す。
以下の配合物は、コンディショニング洗顔料の一例である。この配合物は、サリチル酸を用いた低pHで安定な水性界面活性剤組成物を示す。それぞれのポリマーを以下の表に列挙した成分を用いて配合する。
この実施例は、シリコーン、カチオン性物質および植物性物質の混合物を含有する、低pH透明コンディショニングシャンプー配合物の調製を示す。成分および配合手順を以下の表に記載する。
この実施例は、実施例13、20a、20b、20cおよび20dのポリマーを用いたボディーローション組成物の配合を示す。組成物の成分を以下の表に記載する。
この実施例は、コンディショニング毛髪ゲルの配合における、実施例56〜69のカチオン性ポリマーの使用を示す。成分および調製方法を以下に示す。
(I)以下のもの:
(a)上の式III、IIIa、IVおよびVIaから選択されるシリコーン含有マクロマーと、必要に応じて、以下のもの
(b)少なくとも1つの非イオン性ビニルモノマー;
(c)少なくとも1つの酸性ビニルモノマー;
(d)少なくとも1つのカチオン性ビニルモノマー;
(e)少なくとも1つの会合性ビニルモノマー;
(f)少なくとも1つの半疎水性ビニルモノマー;
(g)少なくとも1つの架橋モノマー;およびこれらの混合物を含むモノマー混合物と組み合わせたモノマー混合物から重合させて得たポリマーと;
(II)水、界面活性剤、レオロジー改変剤およびその混合物から選択される成分と、
必要に応じて、(III)キレート化剤、コンディショナー、希釈剤、香料、顔料、着色剤、酸化防止剤、保湿剤、皮膚および毛髪のコンディショナー、潤滑剤、防湿剤および皮膚軟化剤、中和剤、乳白剤、医薬活性物質、防腐剤、溶媒、広がり補助剤、日焼け止め剤、界面活性剤、コンディショニングポリマー、ビタミン、粘度調整剤、粘度改変剤、中和剤、pH調整剤および乳化剤から選択される1つ以上の成分とを組み合わせて含む組成物に関する。
洗える整髪ワックスを表43に記載の成分を用いて配合する。
透明なリンギング毛髪ワックス(ringing hair wax)を表44に記載の成分を用いて配合する。この配合物は、きっちりと固定されるが、成形しやすいヘアスタイルを提供し、べたつく感触がなく、毛髪に適用すると透明の外観を有する。
色素、マイカおよび/またはグリッターを組み込んだヘアスタイリングバームを、表45に記載の成分から配合する。この配合物は、洗い流しやすく、残分が残りにくく、長時間の保持力を有し、毛髪のべたべたする感触がない。さらに、この配合物が毛髪に適用されると、優れた剛性を示すとともに、今日市販されているワックス状毛髪製品に固有のバリバリした感じはなく、油分も過剰に残らない。
Claims (24)
- (A)式IIIおよびIV:
式IIIにおいて、RおよびR’は独立して、水素および環状酸無水物残基を表すが、但し、RおよびR’の両方が、同時に水素を表すことはなく、R1およびR2は独立して、C1〜C30アルキル、C1〜C20ハロ置換アルキル、C3〜C8シクロアルキル、C6〜C14アリール、C2〜C20アルケニルから選択されるラジカルを表し、Eは、二価エチレンラジカルを表し、Pは、独立して、二価プロピレンラジカルを表し、a、bおよびcは独立して、0〜100であり;nは0〜200であり、Eは、Eが結合している酸素原子とともにエチレンオキシド残基(EOまたはOE)を表し、Pは、Pが結合している酸素原子とともにプロピレンオキシド残基(POまたはOP)を表し、ここで、EO残基およびPO残基は、ランダム、非ランダムおよびブロック状の状態で配置していてもよく;
式IVにおいて、R1およびR2、E、P、a、bおよびcは上に定義されるとおりであり、R3は、C1〜C30アルキル、C1〜C20ハロ置換アルキル、C3〜C8シクロアルキル、C6〜C14アリールおよびC2〜C20アルケニルから選択されるラジカルを表し、R4は、C1〜C30アルキル、C6〜C14アリールおよびC2〜C20アルケニルから選択されるラジカルを表し、xは、0〜200であり、yは、1〜200であり、zは、y以下であり;
式IIIおよびIVの該環状酸無水物残基は、式:
R5およびR6は独立して、水素およびメチルから選択されるが、但し、R5およびR6の両方が、同時にメチルを表すことはない;
ポリマー;
(B)少なくとも1つの溶媒または希釈剤;および必要に応じて、
(C)界面活性剤、レオロジー改変剤、粘度調整剤、皮膚軟化剤、保湿剤、潤滑剤、乳化剤、コンディショナー、構造化剤、固定剤、乳白剤、広がり補助剤、酸化防止剤、日焼け止め剤、制汗剤、医薬活性物質、ビタミン、防腐剤、抗菌薬、抗真菌薬、植物抽出物、フケ防止剤、研磨剤、キレート化剤、pH調整剤、中和剤、香料、顔料、着色剤、真珠光沢付与剤、噴射剤、酸化剤、静電防止剤およびこれらの組み合わせから選択される1つ以上の成分;
を含む組成物。 - 前記モノマー組成物が、
(a)少なくとも1つの非イオン性ビニルモノマー;
(b)少なくとも1つの酸性ビニルモノマー;
(c)少なくとも1つのカチオン性ビニルモノマー;
(d)少なくとも1つの会合性ビニルモノマー;
(e)少なくとも1つの半疎水性ビニルモノマー;
(f)少なくとも1つの架橋モノマー;およびこれらの混合物
から選択される少なくとも1つのモノマーをさらに含む、請求項1に記載の組成物。 - 前記非イオン性ビニルモノマーが、式:
式中、Xは、Hまたはメチルであり;Zは、−C(O)OR8、−C(O)NH2、−C(O)NHR8、−C(O)N(R8)2、−C6H4R8、−C6H4OR8、−C6H4Cl、−C6H11、−C6H7(R8)(R8)(R8)、−CN、−NHC(O)CH3、−NHC(O)H、N−(2−ピロリドニル)、N−カプロラクタミル、−C(O)NHC(CH3)3、−C(O)NHCH2CH2−N−エチレン尿素、−Si(R7)3、−C(O)O(CH2)xSi(R7)3、−C(O)NH(CH2)xSi(R7)3または−(CH2)xSi(R7)3であり;xは、約1〜約6の範囲の整数であり;R7は独立して、直鎖および分枝鎖のC1〜C18アルキルであり;R8は独立して、直鎖および分枝鎖のC1〜C30アルキル、ヒドロキシ置換されたC2〜C30アルキルおよびハロゲン置換されたC1〜C30アルキルを表す;
請求項2に記載の組成物。 - 前記酸性ビニルモノマーが、カルボン酸基およびその塩、スルホン酸基およびその塩、ならびにホスホン酸基およびその塩から選択される少なくとも1つの酸性基を含有する、請求項2に記載の組成物。
- 前記酸性ビニルモノマーが、アクリル酸、メタクリル酸、イタコン酸、シトラコン酸、マレイン酸、フマル酸、クロトン酸、アコニット酸、マレイン酸またはフマル酸またはイタコン酸またはアコニット酸のC1〜C18アルキルモノエステル、ジカルボン酸の無水物、ビニルスルホン酸、2−スルホエチルメタクリレート、スチレンスルホン酸、2−アクリルアミド−2−メチルプロパンスルホン酸、アリルオキシベンゼンスルホン酸、ビニルホスホン酸、アリルホスホン酸、3−アクリルアミドプロピルホスホン酸;およびその塩;およびその混合物から選択される、請求項4に記載の組成物。
- 前記カチオン性ビニルモノマーが、モノ−(C1〜C4)アルキルアミノ(C1〜C8)アルキル(メタ)アクリレート、ジ−(C1〜C4)アルキルアミノ(C1〜C8)アルキル(メタ)アクリレート、モノ−(C1〜C4)アルキルアミノ(C1〜C8)アルキル(メタ)アクリルアミド、ジ−(C1〜C4)アルキルアミノ(C1〜C8)アルキル(メタ)アクリルアミド、窒素含有複素環式(メタ)アクリルアミド、窒素含有複素環式(メタ)アクリレート;およびその塩;およびその混合物から選択される、請求項1に記載の組成物。
- 前記カチオン性ビニルモノマーが、2−(N,N−ジメチルアミノ)エチル(メタ)アクリレート、3−(N,N−ジメチルアミノ)プロピル(メタ)アクリレート、4−(N,N−ジメチルアミノ)ブチル(メタ)アクリレート、(N,N−ジメチルアミノ)−t−ブチル(メタ)アクリレート、2−tert−ブチルアミノ)エチルメタクリレート、2−(N,N−ジエチルアミノ)エチル(メタ)アクリレート、3−(N,N−ジエチルアミノ)プロピル(メタ)アクリレート、2−N,N−ジメチルアミノ)ネオペンチルアクリレート、4−N,N−ジエチルアミノ)ブチル(メタ)アクリレート、2−(N,N−ジプロピルアミノ)エチル(メタ)アクリレート、3−N,N−ジプロピルアミノ)プロピル(メタ)アクリレート、4−N,N−ジプロピルアミノ)ブチル(メタ)アクリレート、3−(N,N−ジメチルアミノ)プロピル(メタ)アクリレート、2−(4−モルホリニル)エチルメタクリレート、2−(4−モルホリニル)エチルアクリレート、N’−(2−N,N−ジメチルアミノ)エチルメタクリルアミド、2−N,N−ジメチルアミノ)プロピルメタクリルアミド、N’−3−N,N−ジメチルアミノ)プロピル(メタ)アクリルアミド、N−(2−ピリジル)アクリルアミド、N−2−イミダゾイル)(メタ)アクリルアミド、N−(4−モルホリニル)(メタ)アクリルアミド、N−4−モルホリニル)アクリルアミド、2−ビニルピリジン、4−ビニルピリジン、N−ビニル−2−メチルイミダゾール、N−ビニルイミダゾール、N−ビニル−4−メチルイミダゾールおよびN−ビニルオキサゾリドン;およびその塩;およびその混合物から選択される、請求項6に記載の組成物。
- 前記カチオン性ビニルモノマーが、3−トリメチルアンモニウムプロピルメタクリルアミドクロリド、3−トリメチルアンモニウムプロピルアクリルアミドクロリド、C1〜C30アルキルサルフェートで四級化したN,N−ジメチルアミノエチルメタクリレート、塩化メチルで四級化したN,N−ジメチルアミノエチルメタクリレート、四級化ビニルイミダゾール、メタクリロイルエチルベタインおよびメタクリロイルN−オキシドから選択される、請求項5に記載の組成物。
- 前記会合性ビニルモノマーが、式:
式中、各R9は独立して、H、C1〜C30アルキル、−C(O)OHまたは−C(O)OR10であり;R10は、C1〜C30アルキルであり;Aは、−CH2C(O)O−、−C(O)O−、−O−、−CH2O−、−NHC(O)NH−、−C(O)NH−、−Ar−(CE2)z−NHC(O)O−、−Ar−(CE2)z−NHC(O)NH−または−CH2CH2NHC(O)−であり;Arは、二価アリールであり;Eは、Hまたはメチルであり;zは、0または1であり;kは、0〜約30の範囲の整数であり、mは、0または1であるが、但し、kが0であり、mが0である場合、およびkが1〜約30の範囲である場合、mは1であり;(R11−O)nは、C2〜C4オキシアルキレン単位のポリオキシアルキレン部分を表し、R11は、C2H4、C3H6、C4H8またはこれらの混合物であり、nは、約5〜約250の範囲の整数であり;Yは、−R11O−、−R11NH−、−C(O)−、−C(O)NH−、−R11NHC(O)NH−または−C(O)NHC(O)−であり;R12は、C8〜C40直鎖アルキル、C8〜C40分枝鎖アルキル、C8〜C40炭素環式アルキル、C2〜C40アルキル置換されたフェニル、アリール置換されたC2〜C40アルキルおよびC8〜C80複合エステルから選択される置換アルキルまたは置換されていないアルキルであり;R11およびR12は、必要に応じて、ヒドロキシル、アルコキシルおよびハロゲンから選択される1つ以上の置換基を含む;
請求項1に記載の組成物。 - 前記会合性ビニルモノマーが、セチルポリエトキシル化メタクリレート、セテアリルポリエトキシル化メタクリレート、ステアリルポリエトキシル化(メタ)アクリレート、アラキジルポリエトキシル化(メタ)アクリレート、ベヘニルポリエトキシル化メタクリレート、ラウリルポリエトキシル化メタクリレート、セロチルポリエトキシル化(メタ)アクリレート、モンタニルポリエトキシル化(メタ)アクリレート、メリシルポリエトキシル化(メタ)アクリレート、ラクセリルポリエトキシル化(メタ)アクリレート、トリスチリルフェノールポリエトキシル化メタクリレート、水素化ヒマシ油ポリエトキシル化メタクリレート、キャノーラポリエトキシル化(メタ)アクリレートおよびコレステロールポリエトキシル化メタクリレートから選択され、該モノマーのポリエトキシル化部分が、約5個〜約100個のエチレンオキシド繰り返し単位を含有する、請求項9に記載の組成物。
- 前記半疎水性ビニルモノマーが、式:
式中、R9は独立して、H、C1〜C30アルキル、−C(O)OHまたは−C(O)OR10であり;R10は、C1〜C30アルキルであり;Aは、−CH2C(O)O−、−C(O)O−、−O−、−CH2O−、−NHC(O)NH−、−C(O)NH−、−Ar−(CE2)z−NHC(O)O−、−Ar−(CE2)z−NHC(O)NH−または−CH2CH2NHC(O)−であり;Arは、二価アリールであり;Eは、Hまたはメチルであり;zは、0または1であり;kは、0〜約30の範囲の整数であり、mは、0または1であるが、但し、kが0であり、mが0である場合、およびkが1〜約30の範囲である場合、mは1であり;(R11−O)nは、C2〜C4オキシアルキレン単位のポリオキシアルキレン部分を表し、R11は、C2H4、C3H6、C4H8またはこれらの混合物であり、nは、約5〜約250の範囲の整数であり;Yは、−R11O−、−R11NH−、−C(O)−、−C(O)NH−、−R11NHC(O)NH−または−C(O)NHC(O)−であり;R11は、必要に応じて、ヒドロキシル、アルコキシルおよびハロゲンから選択される1つ以上の置換基を含み;Dは、C8〜C30の不飽和アルキルまたはカルボキシ置換されたC8〜C30の不飽和アルキルであり;R13は、HまたはC1〜C4アルキルである;
請求項1に記載の組成物。 - 前記モノマー組成物が、合計モノマー重量に基づいて、架橋モノマーを0〜5重量%含む、請求項1に記載の組成物。
- 前記モノマー組成物が、合計モノマー重量に基づいて、連鎖移動剤を少なくとも0.01重量%含む、請求項1に記載の組成物。
- 前記組成物が、構造化剤、保湿剤、皮膚軟化剤、固定剤、界面活性剤、レオロジー改変剤、中和剤、コンディショナーおよびこれらの組み合わせから選択される成分を含む、請求項1に記載の組成物。
- 前記組成物が、補助溶媒、噴射剤およびこれらの組み合わせから選択される成分をさらに含む、請求項15に記載の組成物。
- 前記組成物が、クリーム、ポマード、ゲル、ペースト、軟膏、スプレー、ローション、スプリッツおよびムースの形態である、請求項16に記載の組成物。
- (A)
(i)式IIIおよびIV:
式IIIにおいて、RおよびR’は独立して、水素および環状酸無水物残基を表すが、但し、RおよびR’の両方が、同時に水素を表すことはなく、R1およびR2は独立して、C1〜C30アルキル、C1〜C20ハロ置換アルキル、C3〜C8シクロアルキル、C6〜C14アリール、C2〜C20アルケニルから選択されるラジカルを表し、Eは、二価エチレンラジカルを表し、Pは独立して、二価プロピレンラジカルを表し、a、bおよびcは独立して、0〜100であり;nは、0〜200であり、Eは、Eが結合している酸素原子とともにエチレンオキシド残基(EOまたはOE)を表し、Pは、Pが結合している酸素原子とともにプロピレンオキシド残基(POまたはOP)を表し、ここで、EO残基およびPO残基は、ランダム、非ランダムおよびブロック状の状態で配置していてもよく;
式IVにおいて、R1およびR2、E、P、a、bおよびcは上に定義されるとおりであり、R3は、C1〜C30アルキル、C1〜C20ハロ置換アルキル、C3〜C8シクロアルキル、C6〜C14アリールおよびC2〜C20アルケニルから選択されるラジカルを表し、R4は、C1〜C30アルキル、C6〜C14アリールおよびC2〜C20アルケニルから選択されるラジカルを表し、xは、0〜200であり、yは、1〜200であり、zは、y以下であり;
式IIIおよびIVの該環状酸無水物残基は式:
R5およびR6は独立して、水素およびメチルから選択されるが、但し、R5およびR6の両方が、同時にメチルを表すことはない;
ジメチコーンコポリオールマクロマー;
(ii)少なくとも1つの少なくとも1つの酸性ビニルモノマー;
(iii)少なくとも1つの非イオン性ビニルモノマー;
(iv)少なくとも1つの会合性ビニルモノマー;および必要に応じて、
(v)少なくとも1つの架橋モノマー;
を含むモノマー組成物から重合させたポリマー:
(B)少なくとも1つの溶媒または希釈剤;
(C)構造化剤、レオロジー改変剤、コンディショナー、界面活性剤、皮膚軟化剤、保湿剤、中和剤、pH調整剤、キレート化剤、補助固定剤、防腐剤、香料、真珠光沢付与剤およびこれらの組み合わせから選択される少なくとも1つの成分;
を含むヘアケア組成物。 - 前記構造化剤が、少なくとも1つのワックス、少なくとも1つの脂肪アルコールおよびそのエステル、少なくとも1つの脂肪酸およびそのエステル、ペトロラタムならびにこれらの組み合わせから選択される、請求項18に記載のヘアケア組成物。
- 前記組成物が、クリーム、ゲル、ポマード、ペースト、ムース、スプレーまたはスプリッツの形態である、請求項18に記載のヘアケア組成物。
- 前記酸性ビニルモノマーが、アクリル酸、メタクリル酸、イタコン酸、シトラコン酸、マレイン酸、フマル酸、クロトン酸、アコニット酸、マレイン酸またはフマル酸またはイタコン酸またはアコニット酸のC1〜C18アルキルモノエステル、ジカルボン酸の無水物、ビニルスルホン酸、2−スルホエチルメタクリレート、スチレンスルホン酸、2−アクリルアミド−2−メチルプロパンスルホン酸、アリルオキシベンゼンスルホン酸、ビニルホスホン酸、アリルホスホン酸、3−アクリルアミドプロピルホスホン酸;およびその塩;およびその混合物から選択される、請求項18に記載のヘアケア組成物。
- 前記非イオン性ビニルモノマーが、C1〜C30アルキル(メタ)アクリレート、シクロヘキシル(メタ)アクリレート、3,3,5−トリメチルシクロヘキシル(メタ)アクリレート、C1〜C30アルキル(メタ)アクリルアミド、スチレン、ビニルトルエンブチルスチレン、イソプロピルスチレン、p−クロロスチレン、酢酸ビニル、ブタン酸ビニル、ビニルカプロレート、ピバル酸ビニル、ネオデカン酸ビニル、メタクリロニトリル、アクリロニトリル、トリメチルビニルシラン、ジメチルエチルビニルシラン、アリルジメチルフェニルシラン、アリルトリメチルシラン、3−アクリルアミドプロピルトリメチルシラン、3−トリメチルシリルプロピルメタクリレート、2−ヒドロキシエチルメタクリレート(HEMA)、2−ヒドロキシエチルアクリレート(2−HEA)、3−ヒドロキシプロピルアクリレート、グリセロールモノ(メタ)アクリレート;トリス(ヒドロキシメチル)エタンモノ(メタ)アクリレート、ペンタエリスリトールモノ(メタ)アクリレート、N−ヒドロキシメチル(メタ)アクリルアミド、2−ヒドロキシエチル(メタ)アクリルアミド、3−ヒドロキシプロピル(メタ)アクリルアミド、(メタ)アクリルアミド、t−オクチル(メタ)アクリルアミド、N−(2,3−ジヒドロキシプロピル)アクリルアミド、t−ブチル(メタ)アクリルアミド、N−ビニルカプロラクタム、N−ビニルピロリドン、メタクリルアミドエチル−N−エチレン尿素、メトキシエチル(メタ)アクリレート、2−(2−エトキシエトキシ)エチル(メタ)アクリレート;およびその混合物から選択される、請求項18に記載のヘアケア組成物。
- 前記会合性ビニルモノマーが、式:
式中、各R9は独立して、H、C1〜C30アルキル、−C(O)OHまたは−C(O)OR10であり;R10は、C1〜C30アルキルであり;Aは、−CH2C(O)O−、−C(O)O−、−O−、−CH2O−、−NHC(O)NH−、−C(O)NH−、−Ar−(CE2)z−NHC(O)O−、−Ar−(CE2)z−NHC(O)NH−または−CH2CH2NHC(O)−であり;Arは、二価アリールであり;Eは、Hまたはメチルであり;zは、0または1であり;kは、0〜約30の範囲の整数であり、mは、0または1であるが、但し、kが0であり、mが0である場合、およびkが1〜約30の範囲である場合、mは1であり;(R11−O)nは、C2〜C4オキシアルキレン単位のポリオキシアルキレン部分を表し、R11は、C2H4、C3H6、C4H8またはこれらの混合物であり、nは、約5〜約250の範囲の整数であり;Yは、−R11O−、−R11NH−、−C(O)−、−C(O)NH−、−R11NHC(O)NH−または−C(O)NHC(O)−であり;R12は、C8〜C40直鎖アルキル、C8〜C40分枝鎖アルキル、C8〜C40炭素環式アルキル、C2〜C40アルキル置換されたフェニル、アリール置換されたC2〜C40アルキルおよびC8〜C80複合エステルから選択される置換アルキルまたは置換されていないアルキルであり;R11およびR12は、必要に応じて、ヒドロキシル、アルコキシルおよびハロゲンから選択される1つ以上の置換基を含む;
請求項18に記載のヘアケア組成物。 - 前記会合性ビニルモノマーが、セチルポリエトキシル化メタクリレート、セテアリルポリエトキシル化メタクリレート、ステアリルポリエトキシル化(メタ)アクリレート、アラキジルポリエトキシル化(メタ)アクリレート、ベヘニルポリエトキシル化メタクリレート、ラウリルポリエトキシル化メタクリレート、セロチルポリエトキシル化(メタ)アクリレート、モンタニルポリエトキシル化(メタ)アクリレート、メリシルポリエトキシル化(メタ)アクリレート、ラクセリルポリエトキシル化(メタ)アクリレート、トリスチリルフェノールポリエトキシル化メタクリレート、水素化ヒマシ油ポリエトキシル化メタクリレート、キャノーラポリエトキシル化(メタ)アクリレートおよびコレステロールポリエトキシル化メタクリレートから選択され、該モノマーのポリエトキシル化部分は、約5個〜約100個のエチレンオキシド繰り返し単位を含有する、請求項23に記載の組成物。
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US20070202069A1 (en) | 2007-08-30 |
EP1988873B1 (en) | 2013-01-09 |
EP1988873A2 (en) | 2008-11-12 |
WO2007101059A2 (en) | 2007-09-07 |
BRPI0708169B1 (pt) | 2015-08-04 |
CN101404978B (zh) | 2013-06-26 |
MX2008010703A (es) | 2008-09-01 |
CN101404978A (zh) | 2009-04-08 |
KR101446925B1 (ko) | 2014-10-07 |
BRPI0708169A2 (pt) | 2011-05-17 |
JP2013032398A (ja) | 2013-02-14 |
WO2007101059A3 (en) | 2007-11-22 |
US8021650B2 (en) | 2011-09-20 |
ES2398923T3 (es) | 2013-03-22 |
JP5558721B2 (ja) | 2014-07-23 |
KR20080107431A (ko) | 2008-12-10 |
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