JP4927760B2 - フルオロシリコーンおよび含フッ素含ケイ素表面処理剤 - Google Patents
フルオロシリコーンおよび含フッ素含ケイ素表面処理剤 Download PDFInfo
- Publication number
- JP4927760B2 JP4927760B2 JP2007551887A JP2007551887A JP4927760B2 JP 4927760 B2 JP4927760 B2 JP 4927760B2 JP 2007551887 A JP2007551887 A JP 2007551887A JP 2007551887 A JP2007551887 A JP 2007551887A JP 4927760 B2 JP4927760 B2 JP 4927760B2
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- Prior art keywords
- group
- monomer
- fluorine
- carbon atoms
- mercapto
- Prior art date
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Classifications
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
- D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
- D06M15/21—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- D06M15/263—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of unsaturated carboxylic acids; Salts or esters thereof
- D06M15/277—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of unsaturated carboxylic acids; Salts or esters thereof containing fluorine
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F283/00—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G
- C08F283/12—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to polysiloxanes
- C08F283/122—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to polysiloxanes on to saturated polysiloxanes containing hydrolysable groups, e.g. alkoxy-, thio-, hydroxy-
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/22—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen
- C08G77/26—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen nitrogen-containing groups
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/22—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen
- C08G77/28—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen sulfur-containing groups
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/38—Polysiloxanes modified by chemical after-treatment
- C08G77/382—Polysiloxanes modified by chemical after-treatment containing atoms other than carbon, hydrogen, oxygen or silicon
- C08G77/385—Polysiloxanes modified by chemical after-treatment containing atoms other than carbon, hydrogen, oxygen or silicon containing halogens
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/42—Block-or graft-polymers containing polysiloxane sequences
- C08G77/442—Block-or graft-polymers containing polysiloxane sequences containing vinyl polymer sequences
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
- D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
- D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- D06M15/643—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
- D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
- D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- D06M15/643—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain
- D06M15/6436—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain containing amino groups
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
- D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
- D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- D06M15/643—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain
- D06M15/657—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain containing fluorine
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M2200/00—Functionality of the treatment composition and/or properties imparted to the textile material
- D06M2200/10—Repellency against liquids
- D06M2200/11—Oleophobic properties
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/31504—Composite [nonstructural laminate]
- Y10T428/31652—Of asbestos
- Y10T428/31663—As siloxane, silicone or silane
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T442/00—Fabric [woven, knitted, or nonwoven textile or cloth, etc.]
- Y10T442/60—Nonwoven fabric [i.e., nonwoven strand or fiber material]
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Textile Engineering (AREA)
- Engineering & Computer Science (AREA)
- General Chemical & Material Sciences (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Silicon Polymers (AREA)
- Materials Applied To Surfaces To Minimize Adherence Of Mist Or Water (AREA)
- Polymerisation Methods In General (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US67915005P | 2005-05-09 | 2005-05-09 | |
| US60/679,150 | 2005-05-09 | ||
| US71133505P | 2005-08-25 | 2005-08-25 | |
| US60/711,335 | 2005-08-25 | ||
| PCT/JP2006/309609 WO2006121171A1 (en) | 2005-05-09 | 2006-05-08 | Fluorosilicones and fluorine- and silicon-containing surface treatment agent |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2008542449A JP2008542449A (ja) | 2008-11-27 |
| JP2008542449A5 JP2008542449A5 (enExample) | 2012-02-09 |
| JP4927760B2 true JP4927760B2 (ja) | 2012-05-09 |
Family
ID=36609617
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2007551887A Active JP4927760B2 (ja) | 2005-05-09 | 2006-05-08 | フルオロシリコーンおよび含フッ素含ケイ素表面処理剤 |
Country Status (10)
| Country | Link |
|---|---|
| US (2) | US7973107B2 (enExample) |
| EP (1) | EP1899392B1 (enExample) |
| JP (1) | JP4927760B2 (enExample) |
| KR (1) | KR100952519B1 (enExample) |
| BR (1) | BRPI0608792B1 (enExample) |
| CA (1) | CA2607627C (enExample) |
| DE (1) | DE602006014829D1 (enExample) |
| ES (1) | ES2345272T3 (enExample) |
| TW (1) | TWI393814B (enExample) |
| WO (1) | WO2006121171A1 (enExample) |
Families Citing this family (30)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA2607627C (en) * | 2005-05-09 | 2010-12-14 | Daikin Industries, Ltd. | Fluorosilicones and fluorine- and silicon-containing surface treatment agent |
| US20090084512A1 (en) * | 2007-10-02 | 2009-04-02 | Moffett Robert H | Process to produce substrate resistant to alkaline starch |
| WO2009084705A1 (en) * | 2007-12-27 | 2009-07-09 | Daikin Industries, Ltd. | Cosmetic comprising silicone-containing fluoroacrylate polymer |
| US8927667B2 (en) * | 2008-02-06 | 2015-01-06 | Daikin Industries, Ltd. | Fluorosilicones and fluorine- and silicon-containing surface treatment agent |
| WO2009119423A1 (en) * | 2008-03-28 | 2009-10-01 | Daikin Industries, Ltd. | Polymer for leather treatment and leather treatment agent |
| WO2009119913A1 (en) * | 2008-03-28 | 2009-10-01 | Daikin Industries, Ltd. | Fluorine-containing copolymer and water- and oil-repellent agent |
| JP5459219B2 (ja) * | 2008-03-28 | 2014-04-02 | ダイキン工業株式会社 | 含フッ素重合体および撥水撥油剤 |
| US8552106B2 (en) * | 2008-03-31 | 2013-10-08 | Daikin Industries, Ltd. | Dispersion of fluorosilicones and fluorine- and silicon-containing surface treatment agent |
| EP2331595B1 (en) * | 2008-09-15 | 2016-05-18 | Daikin Industries, Ltd. | Fluorosilicone polymers and surface treatment agent |
| WO2010030041A1 (en) * | 2008-09-15 | 2010-03-18 | Daikin Industries, Ltd. | Fluorosilicones and surface treatment agent |
| CN102159605B (zh) * | 2008-09-15 | 2014-01-08 | 大金工业株式会社 | 水性聚合物分散组合物和表面处理剂 |
| US20110274936A1 (en) * | 2008-10-13 | 2011-11-10 | Dow Corning Corporation | Fluorine- and silicon-containing treatment agent for concretes |
| JP2010100766A (ja) * | 2008-10-24 | 2010-05-06 | Asahi Glass Co Ltd | 撥水撥油剤組成物およびその製造方法 |
| US9365714B2 (en) * | 2009-11-20 | 2016-06-14 | Daikin Industries, Ltd. | Fluoropolymers and surface treatment agent |
| JP5670453B2 (ja) * | 2009-11-20 | 2015-02-18 | ダイキン工業株式会社 | 含フッ素重合体および処理剤 |
| JP5663598B2 (ja) * | 2009-12-18 | 2015-02-04 | ダウ コーニング コーポレーションDow Corning Corporation | アミノ−メルカプト官能性オルガノポリシロキサンの調製方法 |
| JP2011201981A (ja) * | 2010-03-25 | 2011-10-13 | Daikin Industries Ltd | 撥水撥油剤分散液およびその製造方法 |
| JP6280298B2 (ja) * | 2011-12-28 | 2018-02-14 | ダイキン工業株式会社 | 表面処理剤 |
| EP3015480B1 (en) * | 2013-06-28 | 2019-11-06 | Daikin Industries, Ltd. | Surface treatment agent |
| WO2015076348A1 (ja) * | 2013-11-22 | 2015-05-28 | ダイキン工業株式会社 | 水系表面処理剤 |
| KR20170034557A (ko) | 2015-09-21 | 2017-03-29 | 현대자동차주식회사 | 고내후성 고발수성 다층 박막 및 이의 제조방법 |
| KR20170117811A (ko) | 2016-04-14 | 2017-10-24 | 현대자동차주식회사 | 내오염 기능성 코팅 소재 |
| JP6681023B2 (ja) * | 2016-08-05 | 2020-04-15 | セメダイン株式会社 | 繊維製品用撥水剤 |
| EP3508232B1 (en) * | 2016-08-31 | 2025-08-06 | Toray Industries, Inc. | Medical separation membrane, and blood purifier |
| JP7397270B2 (ja) | 2018-10-10 | 2023-12-13 | ダイキン工業株式会社 | 含フッ素重合体および表面処理剤 |
| CN111410712A (zh) * | 2020-04-21 | 2020-07-14 | 陕西科技大学 | Poss改性聚丙烯酸酯无氟防水剂及制备方法 |
| CN111825840B (zh) * | 2020-06-23 | 2022-04-22 | 湖北航天化学技术研究所 | 一种含巯基氟硅树脂、uv光固化超疏水防护涂料及制备方法 |
| WO2022186908A1 (en) * | 2021-03-03 | 2022-09-09 | 3M Innovative Properties Company | Fluorine-free dynamic water repellents with oil-repellent properties, water-repellent articles, and methods of making the same |
| CN113494024A (zh) * | 2021-07-27 | 2021-10-12 | 福可新材料(上海)有限公司 | 一种含氟-硅处理剂及其制备和应用 |
| CN117211082B (zh) * | 2023-01-05 | 2025-11-18 | 浙江理工大学 | 一种耐湿热老化pvc建筑膜结构材料及其制备方法 |
Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1998055078A1 (fr) * | 1997-06-04 | 1998-12-10 | Daikin Industries, Ltd. | Copolymeres pour cosmetiques |
| JPH11269231A (ja) * | 1998-03-23 | 1999-10-05 | Daikin Ind Ltd | 化粧品用共重合体 |
| JP2001131013A (ja) * | 1999-11-09 | 2001-05-15 | Daikin Ind Ltd | フッ素処理粉体を含有する化粧料 |
| JP2001131022A (ja) * | 1999-11-01 | 2001-05-15 | Daikin Ind Ltd | フッ素処理粉体と球状ポリマー粉体を含有する化粧料 |
| JP2007523970A (ja) * | 2003-12-23 | 2007-08-23 | スリーエム イノベイティブ プロパティズ カンパニー | オリゴマーフルオロシランの水性組成物および光学エレメントの表面処理のためのその使用 |
| JP2008543986A (ja) * | 2005-05-09 | 2008-12-04 | ダウ・コーニング・コーポレイション | アミノメルカプト官能性オルガノポリシロキサン |
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| JP2006188546A (ja) | 2003-02-10 | 2006-07-20 | Daikin Ind Ltd | 仕上げ加工用水性分散液 |
| JP4329559B2 (ja) * | 2003-05-02 | 2009-09-09 | ダイキン工業株式会社 | 含フッ素重合体を含んでなる表面処理剤 |
| JP4329760B2 (ja) * | 2003-06-09 | 2009-09-09 | ダイキン工業株式会社 | ケイ素を含有する含フッ素表面処理剤 |
| JP2005017538A (ja) | 2003-06-24 | 2005-01-20 | Shin Etsu Polymer Co Ltd | フッ素樹脂被覆ロールおよび現像装置 |
| CA2607627C (en) * | 2005-05-09 | 2010-12-14 | Daikin Industries, Ltd. | Fluorosilicones and fluorine- and silicon-containing surface treatment agent |
| WO2010030041A1 (en) * | 2008-09-15 | 2010-03-18 | Daikin Industries, Ltd. | Fluorosilicones and surface treatment agent |
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2006
- 2006-05-08 CA CA 2607627 patent/CA2607627C/en active Active
- 2006-05-08 DE DE200660014829 patent/DE602006014829D1/de active Active
- 2006-05-08 EP EP20060746356 patent/EP1899392B1/en active Active
- 2006-05-08 BR BRPI0608792A patent/BRPI0608792B1/pt active IP Right Grant
- 2006-05-08 JP JP2007551887A patent/JP4927760B2/ja active Active
- 2006-05-08 ES ES06746356T patent/ES2345272T3/es active Active
- 2006-05-08 KR KR1020077028631A patent/KR100952519B1/ko active Active
- 2006-05-08 US US11/913,814 patent/US7973107B2/en active Active
- 2006-05-08 WO PCT/JP2006/309609 patent/WO2006121171A1/en not_active Ceased
- 2006-05-09 TW TW95116347A patent/TWI393814B/zh active
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2011
- 2011-05-25 US US13/115,572 patent/US8461254B2/en active Active
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| WO1998055078A1 (fr) * | 1997-06-04 | 1998-12-10 | Daikin Industries, Ltd. | Copolymeres pour cosmetiques |
| JPH11269231A (ja) * | 1998-03-23 | 1999-10-05 | Daikin Ind Ltd | 化粧品用共重合体 |
| JP2001131022A (ja) * | 1999-11-01 | 2001-05-15 | Daikin Ind Ltd | フッ素処理粉体と球状ポリマー粉体を含有する化粧料 |
| JP2001131013A (ja) * | 1999-11-09 | 2001-05-15 | Daikin Ind Ltd | フッ素処理粉体を含有する化粧料 |
| JP2007523970A (ja) * | 2003-12-23 | 2007-08-23 | スリーエム イノベイティブ プロパティズ カンパニー | オリゴマーフルオロシランの水性組成物および光学エレメントの表面処理のためのその使用 |
| JP2008543986A (ja) * | 2005-05-09 | 2008-12-04 | ダウ・コーニング・コーポレイション | アミノメルカプト官能性オルガノポリシロキサン |
Also Published As
| Publication number | Publication date |
|---|---|
| TW200704845A (en) | 2007-02-01 |
| CA2607627C (en) | 2010-12-14 |
| JP2008542449A (ja) | 2008-11-27 |
| WO2006121171A1 (en) | 2006-11-16 |
| US7973107B2 (en) | 2011-07-05 |
| KR20080008409A (ko) | 2008-01-23 |
| KR100952519B1 (ko) | 2010-04-12 |
| EP1899392B1 (en) | 2010-06-09 |
| ES2345272T3 (es) | 2010-09-20 |
| US8461254B2 (en) | 2013-06-11 |
| BRPI0608792A2 (pt) | 2010-01-26 |
| US20090030143A1 (en) | 2009-01-29 |
| US20110220833A1 (en) | 2011-09-15 |
| TWI393814B (zh) | 2013-04-21 |
| CA2607627A1 (en) | 2006-11-16 |
| BRPI0608792B1 (pt) | 2017-05-02 |
| EP1899392A1 (en) | 2008-03-19 |
| DE602006014829D1 (de) | 2010-07-22 |
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