DE69938462T2 - Zähigkeitsvermittler aus emulsionspolymerisiertem silikonkautschuk, verfahren zu seiner herstellung und diesen enthaltende verbundwerkstoffe - Google Patents
Zähigkeitsvermittler aus emulsionspolymerisiertem silikonkautschuk, verfahren zu seiner herstellung und diesen enthaltende verbundwerkstoffe Download PDFInfo
- Publication number
- DE69938462T2 DE69938462T2 DE69938462T DE69938462T DE69938462T2 DE 69938462 T2 DE69938462 T2 DE 69938462T2 DE 69938462 T DE69938462 T DE 69938462T DE 69938462 T DE69938462 T DE 69938462T DE 69938462 T2 DE69938462 T2 DE 69938462T2
- Authority
- DE
- Germany
- Prior art keywords
- silicone rubber
- thermoplastic
- graft copolymer
- weight
- particle size
- 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.)
- Expired - Lifetime
Links
- 238000000034 method Methods 0.000 title claims description 19
- 238000004519 manufacturing process Methods 0.000 title claims description 4
- 229920001296 polysiloxane Polymers 0.000 title description 12
- 239000000839 emulsion Substances 0.000 title description 11
- 239000002131 composite material Substances 0.000 title 1
- 238000005096 rolling process Methods 0.000 title 1
- 229920002379 silicone rubber Polymers 0.000 claims description 54
- 239000004945 silicone rubber Substances 0.000 claims description 54
- 239000002245 particle Substances 0.000 claims description 39
- 229920000126 latex Polymers 0.000 claims description 28
- 239000004816 latex Substances 0.000 claims description 26
- 239000000203 mixture Substances 0.000 claims description 25
- 229920000578 graft copolymer Polymers 0.000 claims description 23
- 229920001169 thermoplastic Polymers 0.000 claims description 20
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 17
- 125000003342 alkenyl group Chemical group 0.000 claims description 17
- 239000000178 monomer Substances 0.000 claims description 16
- 239000004416 thermosoftening plastic Substances 0.000 claims description 13
- 239000007787 solid Substances 0.000 claims description 11
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 claims description 9
- 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 claims description 9
- 229920000642 polymer Polymers 0.000 claims description 8
- 238000002360 preparation method Methods 0.000 claims description 8
- 229920000728 polyester Polymers 0.000 claims description 5
- 229920001577 copolymer Polymers 0.000 claims description 4
- 238000001035 drying Methods 0.000 claims description 4
- UUEWCQRISZBELL-UHFFFAOYSA-N 3-trimethoxysilylpropane-1-thiol Chemical compound CO[Si](OC)(OC)CCCS UUEWCQRISZBELL-UHFFFAOYSA-N 0.000 claims description 3
- 239000004952 Polyamide Substances 0.000 claims description 3
- 230000001112 coagulating effect Effects 0.000 claims description 3
- 238000002156 mixing Methods 0.000 claims description 3
- 229920002647 polyamide Polymers 0.000 claims description 3
- 229920000515 polycarbonate Polymers 0.000 claims description 3
- 239000004417 polycarbonate Substances 0.000 claims description 3
- 229920001601 polyetherimide Polymers 0.000 claims description 3
- 238000005406 washing Methods 0.000 claims description 3
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 claims description 2
- GYCMBHHDWRMZGG-UHFFFAOYSA-N Methylacrylonitrile Chemical compound CC(=C)C#N GYCMBHHDWRMZGG-UHFFFAOYSA-N 0.000 claims description 2
- 239000004697 Polyetherimide Substances 0.000 claims description 2
- 239000004793 Polystyrene Substances 0.000 claims description 2
- 229920001955 polyphenylene ether Polymers 0.000 claims description 2
- 229920002223 polystyrene Polymers 0.000 claims description 2
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims 1
- 150000002148 esters Chemical class 0.000 claims 1
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 9
- 239000002243 precursor Substances 0.000 description 8
- 239000004094 surface-active agent Substances 0.000 description 8
- 239000000654 additive Substances 0.000 description 7
- 238000003756 stirring Methods 0.000 description 6
- 239000011541 reaction mixture Substances 0.000 description 5
- 229920000638 styrene acrylonitrile Polymers 0.000 description 5
- 230000000052 comparative effect Effects 0.000 description 4
- 239000006185 dispersion Substances 0.000 description 4
- 238000007720 emulsion polymerization reaction Methods 0.000 description 4
- -1 polysiloxane Polymers 0.000 description 4
- 239000002253 acid Substances 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- SCUZVMOVTVSBLE-UHFFFAOYSA-N prop-2-enenitrile;styrene Chemical compound C=CC#N.C=CC1=CC=CC=C1 SCUZVMOVTVSBLE-UHFFFAOYSA-N 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- WBIQQQGBSDOWNP-UHFFFAOYSA-N 2-dodecylbenzenesulfonic acid Chemical compound CCCCCCCCCCCCC1=CC=CC=C1S(O)(=O)=O WBIQQQGBSDOWNP-UHFFFAOYSA-N 0.000 description 2
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 2
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 2
- 206010013786 Dry skin Diseases 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 239000004609 Impact Modifier Substances 0.000 description 2
- 239000004642 Polyimide Substances 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 230000000996 additive effect Effects 0.000 description 2
- 238000010276 construction Methods 0.000 description 2
- 229940060296 dodecylbenzenesulfonic acid Drugs 0.000 description 2
- 238000002347 injection Methods 0.000 description 2
- 239000007924 injection Substances 0.000 description 2
- 229920002285 poly(styrene-co-acrylonitrile) Polymers 0.000 description 2
- 229920001721 polyimide Polymers 0.000 description 2
- 239000000376 reactant Substances 0.000 description 2
- BJELTSYBAHKXRW-UHFFFAOYSA-N 2,4,6-triallyloxy-1,3,5-triazine Chemical compound C=CCOC1=NC(OCC=C)=NC(OCC=C)=N1 BJELTSYBAHKXRW-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 1
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 1
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 1
- 239000003377 acid catalyst Substances 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 239000003093 cationic surfactant Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 238000010924 continuous production Methods 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 235000019329 dioctyl sodium sulphosuccinate Nutrition 0.000 description 1
- YHAIUSTWZPMYGG-UHFFFAOYSA-L disodium;2,2-dioctyl-3-sulfobutanedioate Chemical compound [Na+].[Na+].CCCCCCCCC(C([O-])=O)(C(C([O-])=O)S(O)(=O)=O)CCCCCCCC YHAIUSTWZPMYGG-UHFFFAOYSA-L 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 230000004941 influx Effects 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 125000005395 methacrylic acid group Chemical group 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 235000010755 mineral Nutrition 0.000 description 1
- SSDSCDGVMJFTEQ-UHFFFAOYSA-N octadecyl 3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)CCC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 SSDSCDGVMJFTEQ-UHFFFAOYSA-N 0.000 description 1
- 239000008188 pellet Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000005060 rubber Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229910000077 silane Inorganic materials 0.000 description 1
- XHFLOLLMZOTPSM-UHFFFAOYSA-M sodium;hydrogen carbonate;hydrate Chemical compound [OH-].[Na+].OC(O)=O XHFLOLLMZOTPSM-UHFFFAOYSA-M 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000012258 stirred mixture Substances 0.000 description 1
- 150000003460 sulfonic acids Chemical class 0.000 description 1
- 239000012815 thermoplastic material Substances 0.000 description 1
- 229920005992 thermoplastic resin Polymers 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 238000003466 welding Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L25/00—Compositions of, homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring; Compositions of derivatives of such polymers
- C08L25/02—Homopolymers or copolymers of hydrocarbons
- C08L25/04—Homopolymers or copolymers of styrene
-
- 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
-
- 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
- C08G77/06—Preparatory processes
-
- 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
- C08G77/42—Block-or graft-polymers containing polysiloxane sequences
- C08G77/442—Block-or graft-polymers containing polysiloxane sequences containing vinyl polymer sequences
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L51/00—Compositions of graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers
- C08L51/08—Compositions of graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers grafted on to macromolecular compounds obtained otherwise than by reactions only involving unsaturated carbon-to-carbon bonds
- C08L51/085—Compositions of graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers grafted on to macromolecular compounds obtained otherwise than by reactions only involving unsaturated carbon-to-carbon bonds on to polysiloxanes
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Graft Or Block Polymers (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Silicon Polymers (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US20707398A | 1998-12-07 | 1998-12-07 | |
| US207073 | 1998-12-07 | ||
| PCT/US1999/022870 WO2000034359A1 (en) | 1998-12-07 | 1999-10-04 | Emulsion polymerized silicone rubber-based impact modifiers, method for making, and blends thereof |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE69938462D1 DE69938462D1 (de) | 2008-05-15 |
| DE69938462T2 true DE69938462T2 (de) | 2009-01-15 |
Family
ID=22769103
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE69938462T Expired - Lifetime DE69938462T2 (de) | 1998-12-07 | 1999-10-04 | Zähigkeitsvermittler aus emulsionspolymerisiertem silikonkautschuk, verfahren zu seiner herstellung und diesen enthaltende verbundwerkstoffe |
Country Status (7)
| Country | Link |
|---|---|
| US (2) | US6433077B1 (enExample) |
| EP (1) | EP1141093B1 (enExample) |
| JP (1) | JP2002531654A (enExample) |
| CN (1) | CN1325537C (enExample) |
| DE (1) | DE69938462T2 (enExample) |
| ES (1) | ES2304067T3 (enExample) |
| WO (1) | WO2000034359A1 (enExample) |
Families Citing this family (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6465568B1 (en) * | 2000-09-11 | 2002-10-15 | Dow Corning Corporation | Anionic and cationic silicone emulsions |
| JP2003096141A (ja) * | 2001-09-21 | 2003-04-03 | Nippon A & L Kk | 耐衝撃性改質剤の製造方法及び耐衝撃性樹脂の製造方法 |
| JP4980526B2 (ja) * | 2001-09-21 | 2012-07-18 | 日本エイアンドエル株式会社 | グラフト重合体の製造方法及び耐衝撃性樹脂の製造方法 |
| EP1634923A1 (en) * | 2003-06-12 | 2006-03-15 | Kaneka Corporation | Rubber-modified styrene resin composition |
| DE102004023911A1 (de) | 2004-05-13 | 2005-12-01 | Wacker-Chemie Gmbh | Verfahren zur diskontinuierlichen Herstellung von Silicon-Emulsionen |
| CN100381484C (zh) * | 2005-03-04 | 2008-04-16 | 华东理工大学 | 核壳型聚硅氧烷复合粒子的制备方法 |
| WO2006102518A1 (en) * | 2005-03-24 | 2006-09-28 | Bridgestone Corporation | Compounding silica-reinforced rubber with low volatile organic compound (voc) emission |
| EP2139946A1 (en) | 2007-04-18 | 2010-01-06 | Dow Global Technologies Inc. | Improved monovinylidene aromatic polymers comprising sulfanylsilane functionalized elastomeric polymers |
| US7911513B2 (en) * | 2007-04-20 | 2011-03-22 | General Instrument Corporation | Simulating short depth of field to maximize privacy in videotelephony |
| US7915368B2 (en) | 2007-05-23 | 2011-03-29 | Bridgestone Corporation | Method for making alkoxy-modified silsesquioxanes |
| US8501895B2 (en) * | 2007-05-23 | 2013-08-06 | Bridgestone Corporation | Method for making alkoxy-modified silsesquioxanes and amino alkoxy-modified silsesquioxanes |
| US8962746B2 (en) | 2007-12-27 | 2015-02-24 | Bridgestone Corporation | Methods of making blocked-mercapto alkoxy-modified silsesquioxane compounds |
| US8513371B2 (en) * | 2007-12-31 | 2013-08-20 | Bridgestone Corporation | Amino alkoxy-modified silsesquioxanes and method of preparation |
| US8794282B2 (en) * | 2007-12-31 | 2014-08-05 | Bridgestone Corporation | Amino alkoxy-modified silsesquioxane adhesives for improved metal adhesion and metal adhesion retention to cured rubber |
| KR101612980B1 (ko) | 2008-08-29 | 2016-04-15 | 미쯔비시 레이온 가부시끼가이샤 | 실리콘계 중합체 함유 비닐 중합체의 분체 및 그의 제조 방법, 수지 조성물 및 성형체 |
| US8642691B2 (en) | 2009-12-28 | 2014-02-04 | Bridgestone Corporation | Amino alkoxy-modified silsesquioxane adhesives for improved metal adhesion and metal adhesion retention to cured rubber |
| JP6221744B2 (ja) * | 2013-08-13 | 2017-11-01 | 三菱ケミカル株式会社 | ポリオルガノシロキサン含有グラフト共重合体、樹脂組成物、成形体、摺動性改良剤及び摺動部材 |
| CN114016318A (zh) | 2014-12-31 | 2022-02-08 | 株式会社普利司通 | 用于将钢合金粘附到橡胶的氨基烷氧基改性倍半硅氧烷粘合剂 |
| US10633539B2 (en) | 2016-03-10 | 2020-04-28 | Momentive Performance Materials Inc. | Composition comprising organosiloxane nano latex and preparation of organosiloxane nano latex |
Family Cites Families (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CH106968D (enExample) * | 1965-01-21 | 1900-01-01 | ||
| US3898300A (en) * | 1974-01-31 | 1975-08-05 | Dow Corning | Emulsion polymerization method to produce a polymeric styrene-acrylonitrile-polyorganosiloxane composition and product |
| JPH0629303B2 (ja) * | 1984-05-30 | 1994-04-20 | 三菱レイヨン株式会社 | ポリオルガノシロキサン系グラフト共重合体の製造法 |
| CA1328139C (en) * | 1985-12-12 | 1994-03-29 | Daniel Graiver | Methods for making polydiorganosiloxane microemulsions |
| US4935464A (en) * | 1987-04-30 | 1990-06-19 | Toray Silicone Company Limited | Organopolysiloxane microemulsion, process for its production and application thereof |
| DE3717073A1 (de) * | 1987-05-21 | 1988-12-08 | Wacker Chemie Gmbh | Siliconharzpulver und verfahren zu deren herstellung |
| US5106908A (en) * | 1988-11-14 | 1992-04-21 | General Electric Company | Polyorganosiloxane/polyvinyl-based graft (meth)acrylate polymers |
| DE3913114A1 (de) * | 1989-04-21 | 1990-10-25 | Bayer Ag | Waermeformbestaendige polycarbonat-formmassen |
| US5543460A (en) * | 1992-02-06 | 1996-08-06 | Mitsubishi Rayon Co., Ltd. | Graft copolymer particles their production and compositions comprising them |
| CA2089284A1 (en) * | 1992-02-18 | 1993-08-19 | Kenneth G. Himelrick | Process for producing polydiorganosiloxane based graft copolymers |
| JPH07286129A (ja) * | 1994-04-18 | 1995-10-31 | Japan Synthetic Rubber Co Ltd | コーティング用水系分散体 |
| WO1997010283A1 (en) * | 1995-09-12 | 1997-03-20 | Kaneka Corporation | Particulate silicone-modified acrylic rubber, particulate graft copolymer based on silicone-modified acrylic rubber, and thermoplastic resin composition |
| JPH0995534A (ja) * | 1995-09-28 | 1997-04-08 | Toshiba Silicone Co Ltd | ポリオルガノシロキサン粒子の連続製造方法 |
| JP3689984B2 (ja) * | 1996-06-11 | 2005-08-31 | Ｊｓｒ株式会社 | 熱可塑性樹脂組成物 |
| JPH10176017A (ja) * | 1996-12-17 | 1998-06-30 | Techno Polymer Kk | 塩化ビニル系樹脂用改質剤およびそれを用いた塩化ビニル系樹脂組成物 |
| US5726270A (en) * | 1996-12-26 | 1998-03-10 | General Electric Company | Process for the synthesis of mono-modal aqueous dispersions of polysiloxanes |
| US5856402A (en) * | 1996-12-30 | 1999-01-05 | General Electric Company | Process for the synthesis of multi-modal aqueous dispersions of polysiloxanes |
| US5900460A (en) * | 1997-01-03 | 1999-05-04 | General Electric Company | Process for the synthesis of structured aqueous dispersions of polysiloxanes |
| DE19739963A1 (de) * | 1997-09-11 | 1999-03-18 | Wacker Chemie Gmbh | Fluoreszierende Gruppen aufweisende Organosiliciumverbindungen, deren Herstellung und Verwendung |
| US6169149B1 (en) * | 1998-12-04 | 2001-01-02 | General Electric Company | Emulsion polymerized silicone-acrylate rubber impact modifiers thermoplastic blends, and methods for making |
| US6214927B1 (en) * | 1999-11-02 | 2001-04-10 | General Electric Company | Method for making aqueous emulsions of functionalized organopolysiloxanes |
-
1999
- 1999-10-04 ES ES99954707T patent/ES2304067T3/es not_active Expired - Lifetime
- 1999-10-04 CN CNB998141739A patent/CN1325537C/zh not_active Expired - Fee Related
- 1999-10-04 DE DE69938462T patent/DE69938462T2/de not_active Expired - Lifetime
- 1999-10-04 JP JP2000586800A patent/JP2002531654A/ja active Pending
- 1999-10-04 WO PCT/US1999/022870 patent/WO2000034359A1/en not_active Ceased
- 1999-10-04 EP EP99954707A patent/EP1141093B1/en not_active Expired - Lifetime
-
2000
- 2000-09-13 US US09/660,964 patent/US6433077B1/en not_active Expired - Lifetime
-
2002
- 2002-06-19 US US10/174,086 patent/US20020188063A1/en not_active Abandoned
Also Published As
| Publication number | Publication date |
|---|---|
| DE69938462D1 (de) | 2008-05-15 |
| EP1141093B1 (en) | 2008-04-02 |
| US20020188063A1 (en) | 2002-12-12 |
| JP2002531654A (ja) | 2002-09-24 |
| WO2000034359A1 (en) | 2000-06-15 |
| US6433077B1 (en) | 2002-08-13 |
| WO2000034359A9 (en) | 2001-04-12 |
| EP1141093A1 (en) | 2001-10-10 |
| ES2304067T3 (es) | 2008-09-01 |
| CN1329630A (zh) | 2002-01-02 |
| CN1325537C (zh) | 2007-07-11 |
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