KR20140137428A - 친수성 실리콘 모노머, 이의 제조방법 및 이를 함유하는 박막 - Google Patents
친수성 실리콘 모노머, 이의 제조방법 및 이를 함유하는 박막 Download PDFInfo
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- KR20140137428A KR20140137428A KR1020147028573A KR20147028573A KR20140137428A KR 20140137428 A KR20140137428 A KR 20140137428A KR 1020147028573 A KR1020147028573 A KR 1020147028573A KR 20147028573 A KR20147028573 A KR 20147028573A KR 20140137428 A KR20140137428 A KR 20140137428A
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- South Korea
- Prior art keywords
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- silicone
- formula
- polyether
- monomer
- Prior art date
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- 239000000178 monomer Substances 0.000 title claims abstract description 160
- 229920001296 polysiloxane Polymers 0.000 title claims abstract description 116
- 238000000034 method Methods 0.000 title claims description 30
- 230000008569 process Effects 0.000 title description 16
- 238000002360 preparation method Methods 0.000 title description 12
- 239000010409 thin film Substances 0.000 title description 3
- 229920000570 polyether Polymers 0.000 claims abstract description 122
- 239000004721 Polyphenylene oxide Substances 0.000 claims abstract description 111
- 239000000017 hydrogel Substances 0.000 claims abstract description 78
- 239000000203 mixture Substances 0.000 claims abstract description 74
- 125000005647 linker group Chemical group 0.000 claims abstract description 23
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 claims abstract description 22
- 125000004432 carbon atom Chemical group C* 0.000 claims description 42
- 238000006243 chemical reaction Methods 0.000 claims description 41
- 239000002904 solvent Substances 0.000 claims description 38
- -1 cycloaliphatic Chemical group 0.000 claims description 37
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 27
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims description 26
- 150000001875 compounds Chemical class 0.000 claims description 23
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 claims description 20
- 229910052710 silicon Inorganic materials 0.000 claims description 20
- 239000010703 silicon Substances 0.000 claims description 20
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical group CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 claims description 19
- 125000000217 alkyl group Chemical group 0.000 claims description 19
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 18
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical class C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 claims description 17
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 17
- 229910052736 halogen Inorganic materials 0.000 claims description 16
- 150000002367 halogens Chemical class 0.000 claims description 16
- 239000007983 Tris buffer Substances 0.000 claims description 15
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 15
- 239000003054 catalyst Substances 0.000 claims description 14
- 239000000243 solution Substances 0.000 claims description 14
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 12
- 125000001931 aliphatic group Chemical group 0.000 claims description 12
- 150000002430 hydrocarbons Chemical group 0.000 claims description 12
- 239000001257 hydrogen Substances 0.000 claims description 12
- 229910052739 hydrogen Inorganic materials 0.000 claims description 12
- 238000009472 formulation Methods 0.000 claims description 11
- 239000004593 Epoxy Substances 0.000 claims description 10
- 125000005389 trialkylsiloxy group Chemical group 0.000 claims description 10
- 239000003999 initiator Substances 0.000 claims description 9
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 8
- 125000002029 aromatic hydrocarbon group Chemical group 0.000 claims description 8
- 150000008282 halocarbons Chemical group 0.000 claims description 8
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 8
- 150000001412 amines Chemical class 0.000 claims description 7
- 230000002209 hydrophobic effect Effects 0.000 claims description 7
- 229920001223 polyethylene glycol Polymers 0.000 claims description 7
- DBCAQXHNJOFNGC-UHFFFAOYSA-N 4-bromo-1,1,1-trifluorobutane Chemical compound FC(F)(F)CCCBr DBCAQXHNJOFNGC-UHFFFAOYSA-N 0.000 claims description 6
- 239000002202 Polyethylene glycol Substances 0.000 claims description 6
- STVZJERGLQHEKB-UHFFFAOYSA-N ethylene glycol dimethacrylate Substances CC(=C)C(=O)OCCOC(=O)C(C)=C STVZJERGLQHEKB-UHFFFAOYSA-N 0.000 claims description 6
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 5
- 239000000872 buffer Substances 0.000 claims description 5
- 229910017053 inorganic salt Inorganic materials 0.000 claims description 5
- 229920006395 saturated elastomer Polymers 0.000 claims description 5
- XFCMNSHQOZQILR-UHFFFAOYSA-N 2-[2-(2-methylprop-2-enoyloxy)ethoxy]ethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCOCCOC(=O)C(C)=C XFCMNSHQOZQILR-UHFFFAOYSA-N 0.000 claims description 4
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 4
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- 239000000839 emulsion Substances 0.000 claims description 4
- 125000005842 heteroatom Chemical group 0.000 claims description 4
- FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 claims description 4
- 238000002156 mixing Methods 0.000 claims description 4
- 229940088644 n,n-dimethylacrylamide Drugs 0.000 claims description 4
- YLGYACDQVQQZSW-UHFFFAOYSA-N n,n-dimethylprop-2-enamide Chemical compound CN(C)C(=O)C=C YLGYACDQVQQZSW-UHFFFAOYSA-N 0.000 claims description 4
- XMLYCEVDHLAQEL-UHFFFAOYSA-N 2-hydroxy-2-methyl-1-phenylpropan-1-one Chemical compound CC(C)(O)C(=O)C1=CC=CC=C1 XMLYCEVDHLAQEL-UHFFFAOYSA-N 0.000 claims description 3
- 238000000576 coating method Methods 0.000 claims description 3
- 239000003960 organic solvent Substances 0.000 claims description 3
- 239000000123 paper Substances 0.000 claims description 3
- 239000004753 textile Substances 0.000 claims description 3
- BESKSSIEODQWBP-UHFFFAOYSA-N 3-tris(trimethylsilyloxy)silylpropyl 2-methylprop-2-enoate Chemical group CC(=C)C(=O)OCCC[Si](O[Si](C)(C)C)(O[Si](C)(C)C)O[Si](C)(C)C BESKSSIEODQWBP-UHFFFAOYSA-N 0.000 claims description 2
- LCFVJGUPQDGYKZ-UHFFFAOYSA-N Bisphenol A diglycidyl ether Chemical compound C=1C=C(OCC2OC2)C=CC=1C(C)(C)C(C=C1)=CC=C1OCC1CO1 LCFVJGUPQDGYKZ-UHFFFAOYSA-N 0.000 claims description 2
- OKKRPWIIYQTPQF-UHFFFAOYSA-N Trimethylolpropane trimethacrylate Chemical compound CC(=C)C(=O)OCC(CC)(COC(=O)C(C)=C)COC(=O)C(C)=C OKKRPWIIYQTPQF-UHFFFAOYSA-N 0.000 claims description 2
- 230000000996 additive effect Effects 0.000 claims description 2
- QUZSUMLPWDHKCJ-UHFFFAOYSA-N bisphenol A dimethacrylate Chemical compound C1=CC(OC(=O)C(=C)C)=CC=C1C(C)(C)C1=CC=C(OC(=O)C(C)=C)C=C1 QUZSUMLPWDHKCJ-UHFFFAOYSA-N 0.000 claims description 2
- 239000011248 coating agent Substances 0.000 claims description 2
- 239000000499 gel Substances 0.000 claims description 2
- 239000002210 silicon-based material Substances 0.000 claims description 2
- 229920002554 vinyl polymer Polymers 0.000 claims 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 2
- 229940095095 2-hydroxyethyl acrylate Drugs 0.000 claims 2
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 claims 2
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims 2
- 238000000605 extraction Methods 0.000 claims 2
- 125000001181 organosilyl group Chemical group [SiH3]* 0.000 claims 2
- JWYVGKFDLWWQJX-UHFFFAOYSA-N 1-ethenylazepan-2-one Chemical compound C=CN1CCCCCC1=O JWYVGKFDLWWQJX-UHFFFAOYSA-N 0.000 claims 1
- 239000012956 1-hydroxycyclohexylphenyl-ketone Substances 0.000 claims 1
- IGGDKDTUCAWDAN-UHFFFAOYSA-N 1-vinylnaphthalene Chemical compound C1=CC=C2C(C=C)=CC=CC2=C1 IGGDKDTUCAWDAN-UHFFFAOYSA-N 0.000 claims 1
- PIZHFBODNLEQBL-UHFFFAOYSA-N 2,2-diethoxy-1-phenylethanone Chemical compound CCOC(OCC)C(=O)C1=CC=CC=C1 PIZHFBODNLEQBL-UHFFFAOYSA-N 0.000 claims 1
- QRIMLDXJAPZHJE-UHFFFAOYSA-N 2,3-dihydroxypropyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC(O)CO QRIMLDXJAPZHJE-UHFFFAOYSA-N 0.000 claims 1
- AVTLBBWTUPQRAY-UHFFFAOYSA-N 2-(2-cyanobutan-2-yldiazenyl)-2-methylbutanenitrile Chemical compound CCC(C)(C#N)N=NC(C)(CC)C#N AVTLBBWTUPQRAY-UHFFFAOYSA-N 0.000 claims 1
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 claims 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims 1
- WYGWHHGCAGTUCH-UHFFFAOYSA-N 2-[(2-cyano-4-methylpentan-2-yl)diazenyl]-2,4-dimethylpentanenitrile Chemical compound CC(C)CC(C)(C#N)N=NC(C)(C#N)CC(C)C WYGWHHGCAGTUCH-UHFFFAOYSA-N 0.000 claims 1
- BQZJOQXSCSZQPS-UHFFFAOYSA-N 2-methoxy-1,2-diphenylethanone Chemical compound C=1C=CC=CC=1C(OC)C(=O)C1=CC=CC=C1 BQZJOQXSCSZQPS-UHFFFAOYSA-N 0.000 claims 1
- KGIGUEBEKRSTEW-UHFFFAOYSA-N 2-vinylpyridine Chemical compound C=CC1=CC=CC=N1 KGIGUEBEKRSTEW-UHFFFAOYSA-N 0.000 claims 1
- 239000004342 Benzoyl peroxide Substances 0.000 claims 1
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 claims 1
- IMROMDMJAWUWLK-UHFFFAOYSA-N Ethenol Chemical compound OC=C IMROMDMJAWUWLK-UHFFFAOYSA-N 0.000 claims 1
- HLJYBXJFKDDIBI-UHFFFAOYSA-N O=[PH2]C(=O)C1=CC=CC=C1 Chemical compound O=[PH2]C(=O)C1=CC=CC=C1 HLJYBXJFKDDIBI-UHFFFAOYSA-N 0.000 claims 1
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims 1
- YRFJWRSWMFWAFQ-UHFFFAOYSA-N [1,2-dihydroxy-3-methyl-6-silyl-1,1-bis(trimethylsilyloxy)hexan-3-yl] 2-methylprop-2-enoate Chemical compound C(C(=C)C)(=O)OC(C(O)C(O)(O[Si](C)(C)C)O[Si](C)(C)C)(CCC[SiH3])C YRFJWRSWMFWAFQ-UHFFFAOYSA-N 0.000 claims 1
- 239000003125 aqueous solvent Substances 0.000 claims 1
- 235000019400 benzoyl peroxide Nutrition 0.000 claims 1
- MQDJYUACMFCOFT-UHFFFAOYSA-N bis[2-(1-hydroxycyclohexyl)phenyl]methanone Chemical compound C=1C=CC=C(C(=O)C=2C(=CC=CC=2)C2(O)CCCCC2)C=1C1(O)CCCCC1 MQDJYUACMFCOFT-UHFFFAOYSA-N 0.000 claims 1
- 238000004140 cleaning Methods 0.000 claims 1
- UYMKPFRHYYNDTL-UHFFFAOYSA-N ethenamine Chemical compound NC=C UYMKPFRHYYNDTL-UHFFFAOYSA-N 0.000 claims 1
- BHBDVHVTNOYHLK-UHFFFAOYSA-N ethenyl 3-tris(trimethylsilyloxy)silylpropylsulfanylformate Chemical compound C[Si](C)(C)O[Si](O[Si](C)(C)C)(O[Si](C)(C)C)CCCSC(=O)OC=C BHBDVHVTNOYHLK-UHFFFAOYSA-N 0.000 claims 1
- ILHMPZFVDISGNP-UHFFFAOYSA-N ethenyl n-[3-tris(trimethylsilyloxy)silylpropyl]carbamate Chemical compound C[Si](C)(C)O[Si](O[Si](C)(C)C)(O[Si](C)(C)C)CCCNC(=O)OC=C ILHMPZFVDISGNP-UHFFFAOYSA-N 0.000 claims 1
- UJOLYBGCVQJVLI-UHFFFAOYSA-N ethenyl propyl carbonate Chemical compound CCCOC(=O)OC=C UJOLYBGCVQJVLI-UHFFFAOYSA-N 0.000 claims 1
- 239000010985 leather Substances 0.000 claims 1
- RQAKESSLMFZVMC-UHFFFAOYSA-N n-ethenylacetamide Chemical compound CC(=O)NC=C RQAKESSLMFZVMC-UHFFFAOYSA-N 0.000 claims 1
- QNILTEGFHQSKFF-UHFFFAOYSA-N n-propan-2-ylprop-2-enamide Chemical compound CC(C)NC(=O)C=C QNILTEGFHQSKFF-UHFFFAOYSA-N 0.000 claims 1
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- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 33
- 229920000642 polymer Polymers 0.000 description 30
- 238000005481 NMR spectroscopy Methods 0.000 description 28
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 25
- 229910052760 oxygen Inorganic materials 0.000 description 25
- 239000001301 oxygen Substances 0.000 description 25
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 24
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- 229920001577 copolymer Polymers 0.000 description 21
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- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 12
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- 239000000706 filtrate Substances 0.000 description 10
- 238000003756 stirring Methods 0.000 description 10
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- 238000004519 manufacturing process Methods 0.000 description 9
- 239000000376 reactant Substances 0.000 description 9
- 150000003839 salts Chemical class 0.000 description 9
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- 238000005160 1H NMR spectroscopy Methods 0.000 description 8
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- ZDPQECDVLKAELM-UHFFFAOYSA-N 2-aminoacetic acid 2-methylprop-2-enamide Chemical class NCC(O)=O.CC(=C)C(N)=O ZDPQECDVLKAELM-UHFFFAOYSA-N 0.000 description 7
- 238000010438 heat treatment Methods 0.000 description 7
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- YYROPELSRYBVMQ-UHFFFAOYSA-N 4-toluenesulfonyl chloride Chemical compound CC1=CC=C(S(Cl)(=O)=O)C=C1 YYROPELSRYBVMQ-UHFFFAOYSA-N 0.000 description 6
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- 125000005394 methallyl group Chemical group 0.000 description 5
- JXKPEJDQGNYQSM-UHFFFAOYSA-M sodium propionate Chemical compound [Na+].CCC([O-])=O JXKPEJDQGNYQSM-UHFFFAOYSA-M 0.000 description 5
- 235000010334 sodium propionate Nutrition 0.000 description 5
- 229960003212 sodium propionate Drugs 0.000 description 5
- 239000004324 sodium propionate Substances 0.000 description 5
- 238000012546 transfer Methods 0.000 description 5
- 239000004971 Cross linker Substances 0.000 description 4
- 239000004471 Glycine Substances 0.000 description 4
- 238000004566 IR spectroscopy Methods 0.000 description 4
- 125000003342 alkenyl group Chemical group 0.000 description 4
- 210000004087 cornea Anatomy 0.000 description 4
- 239000003431 cross linking reagent Substances 0.000 description 4
- 125000004122 cyclic group Chemical group 0.000 description 4
- 229920001971 elastomer Polymers 0.000 description 4
- BITPLIXHRASDQB-UHFFFAOYSA-N ethenyl-[ethenyl(dimethyl)silyl]oxy-dimethylsilane Chemical compound C=C[Si](C)(C)O[Si](C)(C)C=C BITPLIXHRASDQB-UHFFFAOYSA-N 0.000 description 4
- 239000004816 latex Substances 0.000 description 4
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- SWGZAKPJNWCPRY-UHFFFAOYSA-N methyl-bis(trimethylsilyloxy)silicon Chemical compound C[Si](C)(C)O[Si](C)O[Si](C)(C)C SWGZAKPJNWCPRY-UHFFFAOYSA-N 0.000 description 4
- 229910052697 platinum Inorganic materials 0.000 description 4
- 239000011734 sodium Substances 0.000 description 4
- 239000007858 starting material Substances 0.000 description 4
- 238000007070 tosylation reaction Methods 0.000 description 4
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
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- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 3
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- C08F230/04—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing phosphorus, selenium, tellurium or a metal containing a metal
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Applications Claiming Priority (3)
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| US201261614243P | 2012-03-22 | 2012-03-22 | |
| US61/614,243 | 2012-03-22 | ||
| PCT/US2013/029345 WO2013142060A1 (en) | 2012-03-22 | 2013-03-06 | Hydrophilic silicone monomers, process for preparation thereof and thin films containing the same |
Publications (1)
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| KR20140137428A true KR20140137428A (ko) | 2014-12-02 |
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| KR1020147028573A Withdrawn KR20140137428A (ko) | 2012-03-22 | 2013-03-06 | 친수성 실리콘 모노머, 이의 제조방법 및 이를 함유하는 박막 |
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| WO2014093764A1 (en) * | 2012-12-14 | 2014-06-19 | Novartis Ag | Amphiphilic siloxane-containing (meth)acrylamides and uses thereof |
| US20170044316A1 (en) * | 2015-08-10 | 2017-02-16 | Gelest Technologies, Inc. | Bifunctional Poly(alkyleneoxides) with Aminoalkyl and Unsaturated Termini and Derivatives Thereof |
| JP6428677B2 (ja) * | 2016-02-23 | 2018-11-28 | 信越化学工業株式会社 | 有機ケイ素化合物およびそれを含む硬化性組成物 |
| US10633539B2 (en) * | 2016-03-10 | 2020-04-28 | Momentive Performance Materials Inc. | Composition comprising organosiloxane nano latex and preparation of organosiloxane nano latex |
| US9868870B2 (en) | 2016-03-16 | 2018-01-16 | International Business Machines Corporation | Hydrogel compositions for direct-write printing applications |
| KR102093352B1 (ko) * | 2016-12-19 | 2020-03-25 | 주식회사 엘지화학 | 고흡수성 수지의 제조 방법 |
| EP4019562B1 (en) * | 2019-08-21 | 2024-06-19 | Shin-Etsu Chemical Co., Ltd. | Silicone and method for producing same |
| CN112812307B (zh) * | 2020-12-31 | 2022-06-17 | 江苏海伦隐形眼镜有限公司 | 单封端两亲性有机硅氧烷大分子单体、硅水凝胶、角膜接触镜及制备方法 |
| US12252568B2 (en) * | 2021-10-05 | 2025-03-18 | Xerox Corporation | Silicone copolymer surface additive |
| CN115010742B (zh) * | 2022-06-02 | 2024-03-22 | 苏州瑞尔康科技有限公司 | 一种蓝光吸收剂及基于其的硅水凝胶角膜接触镜和应用 |
| CN115536688A (zh) * | 2022-11-10 | 2022-12-30 | 广东工业大学 | 一种耐碱型抗水解有机硅表面活性剂及其制备方法 |
| CN116082581B (zh) * | 2023-03-07 | 2023-07-28 | 烟台爱博诺德医用材料有限公司 | 硅水凝胶材料 |
Family Cites Families (22)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3229112A (en) | 1961-12-19 | 1966-01-11 | Ericsson Telefon Ab L M | Arrangement for controlling a direct voltage source |
| NL128305C (enExample) | 1963-09-11 | |||
| NL133334C (enExample) | 1964-06-19 | 1900-01-01 | ||
| AT251910B (de) | 1964-07-02 | 1967-01-25 | Ceskoslovenska Akademie Ved | Verfahren zur Herstellung von weichen, biegsamen Kontaktlinsen |
| US3507923A (en) | 1967-01-06 | 1970-04-21 | Union Carbide Corp | Method of capping allyl endblocked oxyalkylene polymers |
| US4197266A (en) | 1974-05-06 | 1980-04-08 | Bausch & Lomb Incorporated | Method for forming optical lenses |
| US4084459A (en) | 1977-03-07 | 1978-04-18 | Bausch & Lomb Incorporated | Method and apparatus for lens turning |
| US4150048A (en) | 1978-03-28 | 1979-04-17 | Union Carbide Corporation | Nonhydrolyzable siloxane block copolymers of organosiloxanes and organic ethers |
| US4260725A (en) | 1979-12-10 | 1981-04-07 | Bausch & Lomb Incorporated | Hydrophilic contact lens made from polysiloxanes which are thermally bonded to polymerizable groups and which contain hydrophilic sidechains |
| US4857583A (en) | 1987-07-02 | 1989-08-15 | Union Carbide Corporation | Process for the preparation of organopolysiloxane surfactants |
| US4847398A (en) | 1987-09-09 | 1989-07-11 | Union Carbide Corporation | Process for the preparation of siloxane-oxyalkylene copolymers |
| US5159096A (en) | 1991-09-30 | 1992-10-27 | Union Carbide Chemicals & Plastics Technology Corporation | Process for the preparation of siloxane-oxyalkylene copolymers |
| US5352714A (en) | 1991-11-05 | 1994-10-04 | Bausch & Lomb Incorporated | Wettable silicone hydrogel compositions and methods for their manufacture |
| US5191103A (en) | 1991-12-30 | 1993-03-02 | Union Carbide Chemicals & Plastics Technology Corporation | Process and composition for promoting hydrosilylation reactions using sterically hindered nitrogen-containing and phosphorus-containing compounds |
| CA2221389C (en) | 1996-11-18 | 2009-01-27 | Kenrick M. Lewis | Treatment of polyethers prior to hydrosilylation |
| US6013711A (en) | 1997-06-18 | 2000-01-11 | Ck Witco Corporation | Hydrophilic polysiloxane compositions |
| US5998498A (en) | 1998-03-02 | 1999-12-07 | Johnson & Johnson Vision Products, Inc. | Soft contact lenses |
| US6207782B1 (en) | 1998-05-28 | 2001-03-27 | Cromption Corporation | Hydrophilic siloxane latex emulsions |
| WO2001044861A1 (en) | 1999-12-16 | 2001-06-21 | Asahikasei Aime Co., Ltd. | Soft contact lens capable of being worn for a long period |
| US6630083B1 (en) * | 1999-12-21 | 2003-10-07 | Johnson & Johnson Vision Care, Inc. | Methods and compositions for the manufacture of ophthalmic lenses |
| WO2010038242A2 (en) * | 2008-10-03 | 2010-04-08 | Momentive Performance Materials Inc. | Hydrophilic silicone monomers, process for their preparation and thin films containing the same |
| CA2747355C (en) * | 2008-12-18 | 2014-10-21 | Novartis Ag | Method for making silicone hydrogel contact lenses |
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- 2013-03-06 KR KR1020147028573A patent/KR20140137428A/ko not_active Withdrawn
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| CN104321365B (zh) | 2018-06-05 |
| EP2828317A1 (en) | 2015-01-28 |
| US20150011661A1 (en) | 2015-01-08 |
| JP2015516998A (ja) | 2015-06-18 |
| US9459378B2 (en) | 2016-10-04 |
| CN104321365A (zh) | 2015-01-28 |
| JP6502246B2 (ja) | 2019-04-17 |
| EP2828317A4 (en) | 2015-10-28 |
| WO2013142060A1 (en) | 2013-09-26 |
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