JPS5978236A - ビニル重合反応性直鎖シリコ−ン高分子量モノマ−の製造法 - Google Patents
ビニル重合反応性直鎖シリコ−ン高分子量モノマ−の製造法Info
- Publication number
- JPS5978236A JPS5978236A JP57188227A JP18822782A JPS5978236A JP S5978236 A JPS5978236 A JP S5978236A JP 57188227 A JP57188227 A JP 57188227A JP 18822782 A JP18822782 A JP 18822782A JP S5978236 A JPS5978236 A JP S5978236A
- Authority
- JP
- Japan
- Prior art keywords
- vinyl
- polymerization
- general formula
- represented
- silicone
- 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 35
- 239000000178 monomer Substances 0.000 title claims abstract description 9
- 238000004519 manufacturing process Methods 0.000 title claims description 7
- -1 cyclic siloxane Chemical class 0.000 claims abstract description 17
- 229920000642 polymer Polymers 0.000 claims abstract description 11
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 9
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 claims abstract description 8
- 239000003999 initiator Substances 0.000 claims abstract description 8
- 229910052744 lithium Inorganic materials 0.000 claims abstract description 8
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 22
- 229920002554 vinyl polymer Polymers 0.000 claims description 22
- 150000001875 compounds Chemical class 0.000 claims description 9
- 238000006116 polymerization reaction Methods 0.000 claims description 9
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 2
- 239000001257 hydrogen Substances 0.000 claims description 2
- 229910052739 hydrogen Inorganic materials 0.000 claims description 2
- 230000000379 polymerizing effect Effects 0.000 claims 1
- 125000000217 alkyl group Chemical group 0.000 abstract description 3
- 125000000129 anionic group Chemical group 0.000 abstract description 3
- 239000012298 atmosphere Substances 0.000 abstract description 3
- 125000000524 functional group Chemical group 0.000 abstract description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 2
- 229920000307 polymer substrate Polymers 0.000 abstract 1
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 11
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 7
- 238000006243 chemical reaction Methods 0.000 description 7
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 6
- 238000010550 living polymerization reaction Methods 0.000 description 6
- 239000002904 solvent Substances 0.000 description 6
- 238000000034 method Methods 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- 238000009826 distribution Methods 0.000 description 4
- 229920000578 graft copolymer Polymers 0.000 description 4
- 238000004847 absorption spectroscopy Methods 0.000 description 3
- 238000010539 anionic addition polymerization reaction Methods 0.000 description 3
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 2
- 229910018540 Si C Inorganic materials 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- 229920005601 base polymer Polymers 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- HXVPUKPVLPTVCQ-UHFFFAOYSA-N chloro-dimethyl-propylsilane Chemical compound CCC[Si](C)(C)Cl HXVPUKPVLPTVCQ-UHFFFAOYSA-N 0.000 description 2
- IJOOHPMOJXWVHK-UHFFFAOYSA-N chlorotrimethylsilane Chemical compound C[Si](C)(C)Cl IJOOHPMOJXWVHK-UHFFFAOYSA-N 0.000 description 2
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 description 2
- 238000000921 elemental analysis Methods 0.000 description 2
- 238000006460 hydrolysis reaction Methods 0.000 description 2
- KWGKDLIKAYFUFQ-UHFFFAOYSA-M lithium chloride Chemical compound [Li+].[Cl-] KWGKDLIKAYFUFQ-UHFFFAOYSA-M 0.000 description 2
- 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 2
- 239000002244 precipitate Substances 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 230000001105 regulatory effect Effects 0.000 description 2
- 238000001228 spectrum Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- JHPBZFOKBAGZBL-UHFFFAOYSA-N (3-hydroxy-2,2,4-trimethylpentyl) 2-methylprop-2-enoate Chemical compound CC(C)C(O)C(C)(C)COC(=O)C(C)=C JHPBZFOKBAGZBL-UHFFFAOYSA-N 0.000 description 1
- VSIKJPJINIDELZ-UHFFFAOYSA-N 2,2,4,4,6,6,8,8-octakis-phenyl-1,3,5,7,2,4,6,8-tetraoxatetrasilocane Chemical compound O1[Si](C=2C=CC=CC=2)(C=2C=CC=CC=2)O[Si](C=2C=CC=CC=2)(C=2C=CC=CC=2)O[Si](C=2C=CC=CC=2)(C=2C=CC=CC=2)O[Si]1(C=1C=CC=CC=1)C1=CC=CC=C1 VSIKJPJINIDELZ-UHFFFAOYSA-N 0.000 description 1
- VCYDUTCMKSROID-UHFFFAOYSA-N 2,2,4,4,6,6-hexakis-phenyl-1,3,5,2,4,6-trioxatrisilinane Chemical compound O1[Si](C=2C=CC=CC=2)(C=2C=CC=CC=2)O[Si](C=2C=CC=CC=2)(C=2C=CC=CC=2)O[Si]1(C=1C=CC=CC=1)C1=CC=CC=C1 VCYDUTCMKSROID-UHFFFAOYSA-N 0.000 description 1
- KZMAWJRXKGLWGS-UHFFFAOYSA-N 2-chloro-n-[4-(4-methoxyphenyl)-1,3-thiazol-2-yl]-n-(3-methoxypropyl)acetamide Chemical compound S1C(N(C(=O)CCl)CCCOC)=NC(C=2C=CC(OC)=CC=2)=C1 KZMAWJRXKGLWGS-UHFFFAOYSA-N 0.000 description 1
- ZCYIYBNDJKVCBR-UHFFFAOYSA-N 2-prop-2-enoxyethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCOCC=C ZCYIYBNDJKVCBR-UHFFFAOYSA-N 0.000 description 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- CTOJNGPOTGPQLI-UHFFFAOYSA-N 5-[chloro(dimethyl)silyl]pentyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCCCC[Si](C)(C)Cl CTOJNGPOTGPQLI-UHFFFAOYSA-N 0.000 description 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
- 125000006519 CCH3 Chemical group 0.000 description 1
- 101150041968 CDC13 gene Proteins 0.000 description 1
- 241000406668 Loxodonta cyclotis Species 0.000 description 1
- MKYBYDHXWVHEJW-UHFFFAOYSA-N N-[1-oxo-1-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propan-2-yl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical compound O=C(C(C)NC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F)N1CC2=C(CC1)NN=N2 MKYBYDHXWVHEJW-UHFFFAOYSA-N 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- HEDRZPFGACZZDS-MICDWDOJSA-N Trichloro(2H)methane Chemical compound [2H]C(Cl)(Cl)Cl HEDRZPFGACZZDS-MICDWDOJSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 1
- 150000001450 anions Chemical class 0.000 description 1
- 239000007810 chemical reaction solvent Substances 0.000 description 1
- QABCGOSYZHCPGN-UHFFFAOYSA-N chloro(dimethyl)silicon Chemical compound C[Si](C)Cl QABCGOSYZHCPGN-UHFFFAOYSA-N 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 208000014617 hemorrhoid Diseases 0.000 description 1
- 150000004687 hexahydrates Chemical class 0.000 description 1
- HTDJPCNNEPUOOQ-UHFFFAOYSA-N hexamethylcyclotrisiloxane Chemical compound C[Si]1(C)O[Si](C)(C)O[Si](C)(C)O1 HTDJPCNNEPUOOQ-UHFFFAOYSA-N 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006459 hydrosilylation reaction Methods 0.000 description 1
- 239000005457 ice water Substances 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- MKOQAXOMCIQUJY-UHFFFAOYSA-N pent-4-enyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCCC=C MKOQAXOMCIQUJY-UHFFFAOYSA-N 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 239000003505 polymerization initiator Substances 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 150000004756 silanes Chemical class 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 239000012756 surface treatment agent Substances 0.000 description 1
- 239000002352 surface water Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 239000005051 trimethylchlorosilane Substances 0.000 description 1
Landscapes
- Macromonomer-Based Addition Polymer (AREA)
- Silicon Polymers (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP57188227A JPS5978236A (ja) | 1982-10-28 | 1982-10-28 | ビニル重合反応性直鎖シリコ−ン高分子量モノマ−の製造法 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP57188227A JPS5978236A (ja) | 1982-10-28 | 1982-10-28 | ビニル重合反応性直鎖シリコ−ン高分子量モノマ−の製造法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5978236A true JPS5978236A (ja) | 1984-05-07 |
| JPH023417B2 JPH023417B2 (esLanguage) | 1990-01-23 |
Family
ID=16219999
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP57188227A Granted JPS5978236A (ja) | 1982-10-28 | 1982-10-28 | ビニル重合反応性直鎖シリコ−ン高分子量モノマ−の製造法 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS5978236A (esLanguage) |
Cited By (34)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS61138613A (ja) * | 1984-12-10 | 1986-06-26 | Toyo Contact Lens Co Ltd | 酸素透過性軟質コンタクトレンズ用材料 |
| US4693935A (en) * | 1986-05-19 | 1987-09-15 | Minnesota Mining And Manufacturing Company | Polysiloxane-grafted copolymer pressure sensitive adhesive composition and sheet materials coated therewith |
| JPS62290768A (ja) * | 1986-06-10 | 1987-12-17 | Kansai Paint Co Ltd | 防汚塗料組成物 |
| US4728571A (en) * | 1985-07-19 | 1988-03-01 | Minnesota Mining And Manufacturing Company | Polysiloxane-grafted copolymer release coating sheets and adhesive tapes |
| WO1989001954A1 (fr) * | 1987-08-31 | 1989-03-09 | Toray Silicone Co., Ltd. | Procede de production d'organopolysiloxanes comportant un groupe alkenyle a son extremite |
| JPH01252616A (ja) * | 1987-12-29 | 1989-10-09 | Toray Dow Corning Silicone Co Ltd | 架橋可能な共重合体の製造方法およびその架橋物 |
| US4874881A (en) * | 1987-09-08 | 1989-10-17 | Toray Silicone Company, Ltd. | Method for producing a polydiorganosiloxane having a pendent alkenyl radical at its molecular center |
| EP0338577A3 (en) * | 1988-04-22 | 1991-03-06 | Chisso Corporation | Organosiloxane and process for preparing the same |
| US5045621A (en) * | 1988-09-30 | 1991-09-03 | Toray Silicone Company, Ltd. | Method for manufacturing an organopolysiloxane in which a polymerizable functional group is present at one end |
| US5098981A (en) * | 1988-06-30 | 1992-03-24 | Chisso Corporation | Polyorganosiloxane |
| US5140087A (en) * | 1988-04-22 | 1992-08-18 | Chisso Corporation | Organosiloxane and process for preparing the same |
| JPH05202071A (ja) * | 1991-05-16 | 1993-08-10 | Wacker Chemie Gmbh | （メタ）アクリルオキシ基含有有機ケイ素化合物、その製法、光照射により架橋可能な組成物及び被覆の製法 |
| JPH05230161A (ja) * | 1992-02-18 | 1993-09-07 | Shin Etsu Chem Co Ltd | グラフト共重合体及びそれを用いた被覆組成物 |
| US5399649A (en) * | 1993-05-28 | 1995-03-21 | Dow Corning Toray Silicone Co., Ltd. | Method for the preparation of diorganopolysiloxanes |
| US5430121A (en) * | 1992-12-23 | 1995-07-04 | Bayer Aktiengesellschaft | Thermoplastic polyurethanes modified by siloxane block copolymers |
| US5486635A (en) * | 1994-04-28 | 1996-01-23 | Dow Corning Toray Silicone Co., Ltd. | Method for preparing diorganopolysiloxane having a functional group at only one end of the molecular chain |
| US6310169B1 (en) | 1999-03-08 | 2001-10-30 | Chisso Corporation | Polymerizable terminal group-containing polyorganosiloxane and production process for the same |
| WO2008047592A1 (en) | 2006-10-05 | 2008-04-24 | Toagosei Co., Ltd. | Aqueous coating agent |
| EP2128164A1 (en) | 2008-05-27 | 2009-12-02 | Shin-Etsu Chemical Co., Ltd. | Silicone compound, a process for the preparation thereof and a process for the preparation of an ophthalmic device therefrom |
| EP2301986A1 (en) | 2009-09-25 | 2011-03-30 | Shin-Etsu Chemical Co., Ltd. | One-terminal reactive organopolysiloxane having a polyalkyleneoxide group at the omega-terminal and a method for the preparation thereof |
| WO2012018043A1 (ja) | 2010-08-06 | 2012-02-09 | 綜研化学株式会社 | ナノインプリント用樹脂製モールド |
| EP2492720A1 (en) * | 2011-02-28 | 2012-08-29 | CooperVision International Holding Company, LP | Wettable Silicone Hydrogel Contact Lenses |
| US20130005913A1 (en) * | 2009-12-23 | 2013-01-03 | Valois Sas | Method for treating the elastomer surface of a device for dispensing a fluid product |
| WO2014084226A1 (ja) | 2012-11-28 | 2014-06-05 | 三菱瓦斯化学株式会社 | 樹脂組成物、プリプレグ、積層板、金属箔張積層板、及びプリント配線板 |
| CN104327270A (zh) * | 2014-11-17 | 2015-02-04 | 华东理工大学 | 非线性结构有机硅聚合物的制备方法 |
| JP2015093865A (ja) * | 2013-11-14 | 2015-05-18 | 信越化学工業株式会社 | 眼科デバイス製造用モノマー |
| EP2873673A2 (en) | 2013-11-14 | 2015-05-20 | Shin-Etsu Chemical Co., Ltd. | Silicone compound and a use thereof |
| JP2015096471A (ja) * | 2013-11-15 | 2015-05-21 | 信越化学工業株式会社 | 眼科デバイス製造用モノマー |
| EP2921497A1 (en) | 2014-03-20 | 2015-09-23 | Shin-Etsu Chemical Co., Ltd. | Silicone compound and a use thereof |
| EP2955208A1 (en) | 2014-06-12 | 2015-12-16 | Shin-Etsu Chemical Co., Ltd. | Silicone compound and a use thereof |
| EP2955207A1 (en) | 2014-06-12 | 2015-12-16 | Shin-Etsu Chemical Co., Ltd. | Silicone compound and a use thereof |
| EP3153518A1 (en) | 2015-10-09 | 2017-04-12 | Shin-Etsu Chemical Co., Ltd. | Mono-functional branched organosiloxane compound and method for producing the same |
| EP3184589A1 (en) | 2015-12-22 | 2017-06-28 | Shin-Etsu Chemical Co., Ltd. | Addition-curable silicone resin composition and a semiconductor device |
| EP4609933A1 (en) | 2024-02-29 | 2025-09-03 | Ahlstrom Oyj | Non-fluorinated nonwoven and paper media having high hydrophobicity and processes for making the sames for making the same |
-
1982
- 1982-10-28 JP JP57188227A patent/JPS5978236A/ja active Granted
Cited By (49)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS61138613A (ja) * | 1984-12-10 | 1986-06-26 | Toyo Contact Lens Co Ltd | 酸素透過性軟質コンタクトレンズ用材料 |
| US4728571A (en) * | 1985-07-19 | 1988-03-01 | Minnesota Mining And Manufacturing Company | Polysiloxane-grafted copolymer release coating sheets and adhesive tapes |
| US4693935A (en) * | 1986-05-19 | 1987-09-15 | Minnesota Mining And Manufacturing Company | Polysiloxane-grafted copolymer pressure sensitive adhesive composition and sheet materials coated therewith |
| JPS62290768A (ja) * | 1986-06-10 | 1987-12-17 | Kansai Paint Co Ltd | 防汚塗料組成物 |
| WO1989001954A1 (fr) * | 1987-08-31 | 1989-03-09 | Toray Silicone Co., Ltd. | Procede de production d'organopolysiloxanes comportant un groupe alkenyle a son extremite |
| US4874881A (en) * | 1987-09-08 | 1989-10-17 | Toray Silicone Company, Ltd. | Method for producing a polydiorganosiloxane having a pendent alkenyl radical at its molecular center |
| JPH01252616A (ja) * | 1987-12-29 | 1989-10-09 | Toray Dow Corning Silicone Co Ltd | 架橋可能な共重合体の製造方法およびその架橋物 |
| US5140087A (en) * | 1988-04-22 | 1992-08-18 | Chisso Corporation | Organosiloxane and process for preparing the same |
| EP0338577A3 (en) * | 1988-04-22 | 1991-03-06 | Chisso Corporation | Organosiloxane and process for preparing the same |
| US5098981A (en) * | 1988-06-30 | 1992-03-24 | Chisso Corporation | Polyorganosiloxane |
| US5045621A (en) * | 1988-09-30 | 1991-09-03 | Toray Silicone Company, Ltd. | Method for manufacturing an organopolysiloxane in which a polymerizable functional group is present at one end |
| JPH05202071A (ja) * | 1991-05-16 | 1993-08-10 | Wacker Chemie Gmbh | （メタ）アクリルオキシ基含有有機ケイ素化合物、その製法、光照射により架橋可能な組成物及び被覆の製法 |
| JPH05230161A (ja) * | 1992-02-18 | 1993-09-07 | Shin Etsu Chem Co Ltd | グラフト共重合体及びそれを用いた被覆組成物 |
| US5430121A (en) * | 1992-12-23 | 1995-07-04 | Bayer Aktiengesellschaft | Thermoplastic polyurethanes modified by siloxane block copolymers |
| US5399649A (en) * | 1993-05-28 | 1995-03-21 | Dow Corning Toray Silicone Co., Ltd. | Method for the preparation of diorganopolysiloxanes |
| US5486635A (en) * | 1994-04-28 | 1996-01-23 | Dow Corning Toray Silicone Co., Ltd. | Method for preparing diorganopolysiloxane having a functional group at only one end of the molecular chain |
| US6310169B1 (en) | 1999-03-08 | 2001-10-30 | Chisso Corporation | Polymerizable terminal group-containing polyorganosiloxane and production process for the same |
| WO2008047592A1 (en) | 2006-10-05 | 2008-04-24 | Toagosei Co., Ltd. | Aqueous coating agent |
| US8168735B2 (en) | 2008-05-27 | 2012-05-01 | Shin-Etsu Chemical Co., Ltd. | Silicone compound, a process for the preparation thereof and a process for the preparation of an ophthalmic device therefrom |
| EP2128164A1 (en) | 2008-05-27 | 2009-12-02 | Shin-Etsu Chemical Co., Ltd. | Silicone compound, a process for the preparation thereof and a process for the preparation of an ophthalmic device therefrom |
| US8404882B2 (en) | 2009-09-25 | 2013-03-26 | Shin-Etsu Chemical Co., Ltd. | One-terminal reactive organopolysiloxane having a polyalkyleneoxide group at the omega-terminal and a method for the preparation thereof |
| EP2301986A1 (en) | 2009-09-25 | 2011-03-30 | Shin-Etsu Chemical Co., Ltd. | One-terminal reactive organopolysiloxane having a polyalkyleneoxide group at the omega-terminal and a method for the preparation thereof |
| US20130005913A1 (en) * | 2009-12-23 | 2013-01-03 | Valois Sas | Method for treating the elastomer surface of a device for dispensing a fluid product |
| WO2012018043A1 (ja) | 2010-08-06 | 2012-02-09 | 綜研化学株式会社 | ナノインプリント用樹脂製モールド |
| US9393737B2 (en) | 2010-08-06 | 2016-07-19 | Soken Chemical & Engineering Co., Ltd. | Resin mold for nanoimprinting |
| EP2492720A1 (en) * | 2011-02-28 | 2012-08-29 | CooperVision International Holding Company, LP | Wettable Silicone Hydrogel Contact Lenses |
| WO2014084226A1 (ja) | 2012-11-28 | 2014-06-05 | 三菱瓦斯化学株式会社 | 樹脂組成物、プリプレグ、積層板、金属箔張積層板、及びプリント配線板 |
| JP2015093865A (ja) * | 2013-11-14 | 2015-05-18 | 信越化学工業株式会社 | 眼科デバイス製造用モノマー |
| EP2873673A2 (en) | 2013-11-14 | 2015-05-20 | Shin-Etsu Chemical Co., Ltd. | Silicone compound and a use thereof |
| EP2952515A1 (en) | 2013-11-14 | 2015-12-09 | Shin-Etsu Chemical Co., Ltd. | Silicone compound and a use therefore |
| US9266985B2 (en) | 2013-11-14 | 2016-02-23 | Shin-Etsu Chemical Co., Ltd. | Silicone compound and a use thereof |
| JP2015096471A (ja) * | 2013-11-15 | 2015-05-21 | 信越化学工業株式会社 | 眼科デバイス製造用モノマー |
| EP2921497A1 (en) | 2014-03-20 | 2015-09-23 | Shin-Etsu Chemical Co., Ltd. | Silicone compound and a use thereof |
| US9353135B2 (en) | 2014-03-20 | 2016-05-31 | Shin-Etsu Chemical Co., Ltd. | Silicone compound and a use thereof |
| US9284338B2 (en) | 2014-06-12 | 2016-03-15 | Shin-Etsu Chemical Co., Ltd. | Silicone compound and a use thereof |
| EP2955207A1 (en) | 2014-06-12 | 2015-12-16 | Shin-Etsu Chemical Co., Ltd. | Silicone compound and a use thereof |
| US9284339B2 (en) | 2014-06-12 | 2016-03-15 | Shin-Etsu Chemical Co., Ltd. | Silicone compound and a use thereof |
| EP2955208A1 (en) | 2014-06-12 | 2015-12-16 | Shin-Etsu Chemical Co., Ltd. | Silicone compound and a use thereof |
| CN104327270B (zh) * | 2014-11-17 | 2017-06-06 | 华东理工大学 | 非线性结构有机硅聚合物的制备方法 |
| CN104327270A (zh) * | 2014-11-17 | 2015-02-04 | 华东理工大学 | 非线性结构有机硅聚合物的制备方法 |
| EP3153518A1 (en) | 2015-10-09 | 2017-04-12 | Shin-Etsu Chemical Co., Ltd. | Mono-functional branched organosiloxane compound and method for producing the same |
| KR20170042476A (ko) | 2015-10-09 | 2017-04-19 | 신에쓰 가가꾸 고교 가부시끼가이샤 | 모노 관능성 분지형 오르가노실록산 화합물 및 그의 제조 방법 |
| US9951090B2 (en) | 2015-10-09 | 2018-04-24 | Shin-Etsu Chemical Co., Ltd. | Mono-functional branched organosiloxane compound and method for producing the same |
| EP3184589A1 (en) | 2015-12-22 | 2017-06-28 | Shin-Etsu Chemical Co., Ltd. | Addition-curable silicone resin composition and a semiconductor device |
| US10253139B2 (en) | 2015-12-22 | 2019-04-09 | Shin-Etsu Chemical Co., Ltd. | Addition-curable silicone resin composition and a semiconductor device |
| EP3473675A1 (en) | 2015-12-22 | 2019-04-24 | Shin-Etsu Chemical Co., Ltd. | Addition-curable silicone resin composition and a semiconductor device |
| US10696794B2 (en) | 2015-12-22 | 2020-06-30 | Shin-Etsu Chemical Co., Ltd. | Addition-curable silicone resin composition and a semiconductor device |
| EP4609933A1 (en) | 2024-02-29 | 2025-09-03 | Ahlstrom Oyj | Non-fluorinated nonwoven and paper media having high hydrophobicity and processes for making the sames for making the same |
| WO2025181249A1 (en) | 2024-02-29 | 2025-09-04 | Ahlstrom Oyj | Non-fluorinated nonwoven and paper media having high hydrophobicity and processes for making the same |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH023417B2 (esLanguage) | 1990-01-23 |
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