JP4607403B2 - 改善された耐衝撃性を有するポリマーブレンド - Google Patents
改善された耐衝撃性を有するポリマーブレンド Download PDFInfo
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- JP4607403B2 JP4607403B2 JP2001517611A JP2001517611A JP4607403B2 JP 4607403 B2 JP4607403 B2 JP 4607403B2 JP 2001517611 A JP2001517611 A JP 2001517611A JP 2001517611 A JP2001517611 A JP 2001517611A JP 4607403 B2 JP4607403 B2 JP 4607403B2
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- alkyl
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- polystyrene
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- 239000000203 mixture Substances 0.000 claims abstract description 90
- 229920000642 polymer Polymers 0.000 claims abstract description 66
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- 238000010526 radical polymerization reaction Methods 0.000 claims abstract description 12
- 125000004432 carbon atom Chemical group C* 0.000 claims description 188
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- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 25
- 125000003277 amino group Chemical group 0.000 claims description 24
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 21
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- GVLZQVREHWQBJN-UHFFFAOYSA-N 3,5-dimethyl-7-oxabicyclo[2.2.1]hepta-1,3,5-triene Chemical group CC1=C(O2)C(C)=CC2=C1 GVLZQVREHWQBJN-UHFFFAOYSA-N 0.000 description 5
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- 235000010378 sodium ascorbate Nutrition 0.000 description 1
- PPASLZSBLFJQEF-RKJRWTFHSA-M sodium ascorbate Substances [Na+].OC[C@@H](O)[C@H]1OC(=O)C(O)=C1[O-] PPASLZSBLFJQEF-RKJRWTFHSA-M 0.000 description 1
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- PPASLZSBLFJQEF-RXSVEWSESA-M sodium-L-ascorbate Chemical compound [Na+].OC[C@H](O)[C@H]1OC(=O)C(O)=C1[O-] PPASLZSBLFJQEF-RXSVEWSESA-M 0.000 description 1
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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 description 1
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Classifications
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L77/00—Compositions of polyamides obtained by reactions forming a carboxylic amide link in the main chain; Compositions of derivatives of such polymers
- C08L77/06—Polyamides derived from polyamines and polycarboxylic acids
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L67/00—Compositions of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Compositions of derivatives of such polymers
- C08L67/02—Polyesters derived from dicarboxylic acids and dihydroxy compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L71/00—Compositions of polyethers obtained by reactions forming an ether link in the main chain; Compositions of derivatives of such polymers
- C08L71/08—Polyethers derived from hydroxy compounds or from their metallic derivatives
- C08L71/10—Polyethers derived from hydroxy compounds or from their metallic derivatives from phenols
- C08L71/12—Polyphenylene oxides
- C08L71/123—Polyphenylene oxides not modified by chemical after-treatment
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L77/00—Compositions of polyamides obtained by reactions forming a carboxylic amide link in the main chain; Compositions of derivatives of such polymers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L67/00—Compositions of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Compositions of derivatives of such polymers
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Polymerization Catalysts (AREA)
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| US14849999P | 1999-08-12 | 1999-08-12 | |
| US60/148,499 | 1999-08-12 | ||
| PCT/EP2000/007528 WO2001012721A1 (en) | 1999-08-12 | 2000-08-03 | Polymer blends with improved impact resistance |
Publications (3)
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| JP2003507516A JP2003507516A (ja) | 2003-02-25 |
| JP2003507516A5 JP2003507516A5 (enExample) | 2007-10-04 |
| JP4607403B2 true JP4607403B2 (ja) | 2011-01-05 |
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| JP2001517611A Expired - Fee Related JP4607403B2 (ja) | 1999-08-12 | 2000-08-03 | 改善された耐衝撃性を有するポリマーブレンド |
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| EP (1) | EP1203054B1 (enExample) |
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| DE (1) | DE60015553T2 (enExample) |
| ES (1) | ES2231225T3 (enExample) |
| WO (1) | WO2001012721A1 (enExample) |
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| TW546311B (en) | 1999-11-25 | 2003-08-11 | Ciba Sc Holding Ag | Composition and method for color improvement of nitroxyl containing polymers |
| JP2003073536A (ja) * | 2001-09-06 | 2003-03-12 | Asahi Kasei Corp | 耐熱性に優れたポリトリメチレンテレフタレート樹脂組成物 |
| WO2004000890A2 (en) * | 2002-06-20 | 2003-12-31 | Ciba Specialty Chemicals Holding Inc. | Grafting of nitroxyl terminated oligomers or polymers onto thermoplastic polymers |
| US7323528B2 (en) * | 2002-07-19 | 2008-01-29 | Cid Centro De Investigacion Y Desarrollo Tecnologico, S.A. De C.V. | Block copolymers containing functional groups |
| US7189204B2 (en) | 2002-12-04 | 2007-03-13 | Cardiac Pacemakers, Inc. | Sleep detection using an adjustable threshold |
| AU2003297182A1 (en) * | 2002-12-18 | 2004-07-22 | Crompton Corporation | Styrenic polymer composites |
| EP1615962A2 (en) * | 2003-02-10 | 2006-01-18 | Ciba SC Holding AG | Comb copolymers with defined side chains and process for their manufacture |
| US6967228B2 (en) * | 2003-05-01 | 2005-11-22 | Firestone Polymers, Llc | Stable free radical polymers |
| US20040220345A1 (en) * | 2003-05-01 | 2004-11-04 | Firestone Polymers, Llc | Stable free radical polymers |
| US7132063B2 (en) * | 2003-08-16 | 2006-11-07 | General Electric Company | Poly(arylene ether)/polyamide composition |
| US7118691B2 (en) * | 2003-08-16 | 2006-10-10 | General Electric Company | Poly(arylene ether)/polyamide composition |
| US7166243B2 (en) * | 2003-08-16 | 2007-01-23 | General Electric Company | Reinforced poly(arylene ether)/polyamide composition |
| US20060205872A1 (en) * | 2003-08-16 | 2006-09-14 | General Electric Company | Reinforced Poly(Arylene Ether)/Polyamide Composition and Articles Thereof |
| US7182886B2 (en) * | 2003-08-16 | 2007-02-27 | General Electric Company | Poly (arylene ether)/polyamide composition |
| US8606356B2 (en) | 2003-09-18 | 2013-12-10 | Cardiac Pacemakers, Inc. | Autonomic arousal detection system and method |
| US20050142070A1 (en) * | 2003-09-18 | 2005-06-30 | Hartley Jesse W. | Methods and systems for assessing pulmonary disease with drug therapy control |
| US7510531B2 (en) | 2003-09-18 | 2009-03-31 | Cardiac Pacemakers, Inc. | System and method for discrimination of central and obstructive disordered breathing events |
| US7720541B2 (en) * | 2003-08-18 | 2010-05-18 | Cardiac Pacemakers, Inc. | Adaptive therapy for disordered breathing |
| US7662101B2 (en) | 2003-09-18 | 2010-02-16 | Cardiac Pacemakers, Inc. | Therapy control based on cardiopulmonary status |
| US7668591B2 (en) * | 2003-09-18 | 2010-02-23 | Cardiac Pacemakers, Inc. | Automatic activation of medical processes |
| US7887493B2 (en) | 2003-09-18 | 2011-02-15 | Cardiac Pacemakers, Inc. | Implantable device employing movement sensing for detecting sleep-related disorders |
| US7591265B2 (en) * | 2003-09-18 | 2009-09-22 | Cardiac Pacemakers, Inc. | Coordinated use of respiratory and cardiac therapies for sleep disordered breathing |
| US7575553B2 (en) | 2003-09-18 | 2009-08-18 | Cardiac Pacemakers, Inc. | Methods and systems for assessing pulmonary disease |
| US7396333B2 (en) | 2003-08-18 | 2008-07-08 | Cardiac Pacemakers, Inc. | Prediction of disordered breathing |
| US7680537B2 (en) * | 2003-08-18 | 2010-03-16 | Cardiac Pacemakers, Inc. | Therapy triggered by prediction of disordered breathing |
| US8002553B2 (en) | 2003-08-18 | 2011-08-23 | Cardiac Pacemakers, Inc. | Sleep quality data collection and evaluation |
| US7610094B2 (en) | 2003-09-18 | 2009-10-27 | Cardiac Pacemakers, Inc. | Synergistic use of medical devices for detecting medical disorders |
| WO2005028029A2 (en) | 2003-08-18 | 2005-03-31 | Cardiac Pacemakers, Inc. | Patient monitoring, diagnosis, and/or therapy systems and methods |
| US8192376B2 (en) | 2003-08-18 | 2012-06-05 | Cardiac Pacemakers, Inc. | Sleep state classification |
| CA2535344C (en) | 2003-08-19 | 2015-10-06 | Solvay Advanced Polymers, L.L.C. | Impact-modified polyamide hollow body |
| US7680534B2 (en) | 2005-02-28 | 2010-03-16 | Cardiac Pacemakers, Inc. | Implantable cardiac device with dyspnea measurement |
| US20090299013A1 (en) * | 2005-04-04 | 2009-12-03 | Jochen Fink | Process for the Preparation of Star and Block-Copolymers Via Epoxy-Functionalized Alkoxyamines |
| US7279527B2 (en) * | 2005-04-22 | 2007-10-09 | Bridgestone Corporation | Method of converting anionic living end to protected free radical living end and applications thereof |
| US20100311920A1 (en) * | 2005-08-26 | 2010-12-09 | Cid Centro De Investigacion Y Desarrollo Tecnologico Sa De Cv | Using Reactive Block Copolymers as Chain Extenders and Surface Modifiers |
| US8357759B2 (en) | 2005-08-26 | 2013-01-22 | CID Centro de Investigación y Desarrollo Tecnológico S.A. de C.V. | Reactive block copolymers |
| US20100311849A1 (en) * | 2006-08-23 | 2010-12-09 | Cid Centro De Investigacion Y Desarrollo Tecnologico Sa De Cv | Using Reactive Block Copolymers as Chain Extenders and Surface Modifiers |
| US20080118729A1 (en) * | 2006-11-16 | 2008-05-22 | General Electric Company | Thermoplastic composition, method of making, and articles formed therefrom |
| US7396887B1 (en) * | 2006-12-29 | 2008-07-08 | Bridgestone Corporation | Insitu removal of chelator from anionic polymerization reactions |
| US7737218B2 (en) | 2006-12-29 | 2010-06-15 | Bridgestone Corporation | Method for generating free radical capable polymers using tin or silicon halide compounds |
| US8030410B2 (en) * | 2006-12-29 | 2011-10-04 | Bridgestone Corporation | Method for generating free radical capable polymers using carbonyl-containing compounds |
| US7560509B2 (en) * | 2006-12-29 | 2009-07-14 | Bridgestone Corporation | Method of directing grafting by controlling the location of high vinyl segments in a polymer |
| US20080157641A1 (en) * | 2006-12-31 | 2008-07-03 | Rachael Wren Grout | Multi-use Free Standing Seating and Storage Unit |
| US20080227914A1 (en) * | 2007-03-16 | 2008-09-18 | Bfs Diversified Products, Llc | Recycled building material and method thereof |
| US20090146109A1 (en) * | 2007-12-06 | 2009-06-11 | Sabic Innovative Plastics Ip Bv | Thermoplastic poly(arylene ether)/polyamide blends and method of making |
| US20090186966A1 (en) * | 2008-01-22 | 2009-07-23 | Sabic Innovative Plastics Ip B.V. | Thermoplastic polyestercarbonate composition |
| US8664325B2 (en) * | 2009-03-03 | 2014-03-04 | E I Du Pont De Nemours And Company | Poly(trimethylene terephthalate) molding resins and molded articles therefrom |
| BR112012003641A2 (pt) * | 2009-08-20 | 2016-03-22 | Du Pont | composição e processo |
| CN104039878A (zh) | 2011-11-08 | 2014-09-10 | 索尔维特殊聚合物美国有限责任公司 | 用于井下原油部件的高耐热性聚酰胺 |
| FR2988644B1 (fr) * | 2012-04-02 | 2014-04-11 | Michelin & Cie | Procede de rechapage d'un pneumatique dont la zone sommet est pourvue d'une sous-couche comportant un elastomere thermoplastique |
| US9815946B2 (en) * | 2013-08-16 | 2017-11-14 | Exxonmobil Chemical Patents Inc. | Stabilized poly(arylene ether) compositions and methods of making them |
| RU2690940C2 (ru) * | 2014-11-27 | 2019-06-07 | Басф Се | Сополимер и его применение для уменьшения кристаллизации кристаллов парафина в топливах |
Family Cites Families (32)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4315086A (en) | 1979-08-08 | 1982-02-09 | Sumitomo Chemical Company, Limited | Resin compositions |
| US4581429A (en) | 1983-07-11 | 1986-04-08 | Commonwealth Scientific And Industrial Research Organization | Polymerization process and polymers produced thereby |
| US4600741A (en) | 1984-09-27 | 1986-07-15 | General Electric Company | Polyphenylene ether-polyamide blends |
| US4873286A (en) | 1985-05-20 | 1989-10-10 | General Electric Company | Modified polyphenylene ether-polyamide compositions and process |
| US4824915A (en) | 1985-09-26 | 1989-04-25 | General Electric Company | Functionalized polyphenylene ethers and blends with polyamides |
| JPS62149753A (ja) | 1985-12-25 | 1987-07-03 | Toyobo Co Ltd | 熱可塑性樹脂組成物 |
| US4659763A (en) | 1986-01-06 | 1987-04-21 | General Electric Company | Modified polyphenylene ether-polyamide compositions |
| US5262478A (en) * | 1986-02-13 | 1993-11-16 | Sumitomo Chemical Company, Ltd. | Composition of polyphenylene ether, polyamide, modified copolymer rubber and epoxy compound |
| US5000897A (en) | 1986-03-20 | 1991-03-19 | General Electric Company | Polyphenylene ether-polyamide compositions and methods for preparation |
| US4732937A (en) | 1986-05-27 | 1988-03-22 | General Electric Company | Epoxide-functionalized polyphenylene ethers and method of preparation |
| CA1332015C (en) | 1987-08-17 | 1994-09-13 | Yuichi Orikasa | Thermoplastic resin composition and method for preparing the same |
| US5096979A (en) | 1988-06-23 | 1992-03-17 | General Electric Company | Epoxytriazine-capped polyphenylene ethers and method of preparation |
| EP0347539A3 (en) | 1988-06-23 | 1991-05-08 | General Electric Company | Epoxytriazine-capped polyphenylene ethers and method for their preparation |
| JPH0696675B2 (ja) | 1988-07-21 | 1994-11-30 | 東洋紡績株式会社 | 熱可塑性樹脂組成物 |
| DE3837647A1 (de) | 1988-11-05 | 1990-05-10 | Basf Ag | Thermoplastische formmassen auf basis von polyphenylenether und polyamid |
| US5041504A (en) | 1988-12-19 | 1991-08-20 | General Electric Company | Polyphenylene ether-polyamide copolymers from epoxytriazine-capped polyphenylene ethers |
| JPH02245063A (ja) | 1989-03-17 | 1990-09-28 | Mitsubishi Kasei Corp | 相溶化剤およびこれを含有して成る樹脂組成物 |
| US5100961A (en) | 1989-06-29 | 1992-03-31 | General Electric Company | Polyphenylene ether-polyamide copolymers from epoxytriazine-capped polyphenylene ethers |
| JPH04100809A (ja) * | 1990-08-17 | 1992-04-02 | Sanyo Chem Ind Ltd | 樹脂用相溶化剤および樹脂組成物 |
| US5231146A (en) | 1990-09-20 | 1993-07-27 | General Electric Company | Polyphenylene ether-polyetheramide blends |
| US5496885A (en) * | 1992-06-01 | 1996-03-05 | Mitsubishi Chemical Corporation | Thermoplastic resin composition and process for preparing the same |
| JPH09124927A (ja) | 1995-06-07 | 1997-05-13 | General Electric Co <Ge> | 改善された衝撃強さを示すポリフェニレンエーテル樹脂及びポリアミド樹脂を含有する組成物 |
| US5627248A (en) | 1995-09-26 | 1997-05-06 | The Dow Chemical Company | Difunctional living free radical polymerization initiators |
| BR9708300A (pt) | 1996-03-29 | 1999-08-03 | Dow Chemical Co | Processo de polimerização em massa por radical livre |
| AU4773997A (en) * | 1996-09-25 | 1998-04-17 | Akzo Nobel N.V. | No-compounds for pseudo-living radical polymerization |
| US6271340B1 (en) * | 1997-01-10 | 2001-08-07 | E. I. Du Pont De Nemours And Company | Method of controlling polymer molecular weight and structure |
| WO1999003894A1 (en) * | 1997-07-15 | 1999-01-28 | Ciba Specialty Chemicals Holding Inc. | Polymerizable compositions containing alkoxyamine compounds derived from nitroso- or nitrone compounds |
| JP3701795B2 (ja) * | 1997-07-28 | 2005-10-05 | 株式会社カネカ | 重合体及び用途 |
| US5891971A (en) | 1997-08-15 | 1999-04-06 | Xerox Corporation | Polymerization processes |
| CA2301701A1 (en) * | 1997-09-12 | 1999-03-25 | John M. Warakomski | Toughened polymer blends |
| JP3946331B2 (ja) * | 1997-12-24 | 2007-07-18 | 旭化成ケミカルズ株式会社 | 難燃性樹脂組成物 |
| TW495515B (en) * | 1998-03-09 | 2002-07-21 | Ciba Sc Holding Ag | 1-alkoxy-polyalkyl-piperidine derivatives, a polymerizable composition containing the same and a process for polymerization |
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2000
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- 2000-08-03 ES ES00949448T patent/ES2231225T3/es not_active Expired - Lifetime
- 2000-08-03 CA CA002376569A patent/CA2376569C/en not_active Expired - Fee Related
- 2000-08-03 AU AU62799/00A patent/AU6279900A/en not_active Abandoned
- 2000-08-03 WO PCT/EP2000/007528 patent/WO2001012721A1/en not_active Ceased
- 2000-08-03 DE DE60015553T patent/DE60015553T2/de not_active Expired - Lifetime
- 2000-08-03 AT AT00949448T patent/ATE281496T1/de not_active IP Right Cessation
- 2000-08-03 JP JP2001517611A patent/JP4607403B2/ja not_active Expired - Fee Related
- 2000-08-08 US US09/634,441 patent/US6444754B1/en not_active Expired - Fee Related
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2002
- 2002-07-10 US US10/192,091 patent/US6765062B2/en not_active Expired - Fee Related
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| EP1203054A1 (en) | 2002-05-08 |
| EP1203054B1 (en) | 2004-11-03 |
| AU6279900A (en) | 2001-03-13 |
| DE60015553D1 (de) | 2004-12-09 |
| DE60015553T2 (de) | 2005-10-27 |
| WO2001012721A1 (en) | 2001-02-22 |
| US20030088027A1 (en) | 2003-05-08 |
| JP2003507516A (ja) | 2003-02-25 |
| ATE281496T1 (de) | 2004-11-15 |
| US6765062B2 (en) | 2004-07-20 |
| CA2376569A1 (en) | 2001-02-22 |
| CA2376569C (en) | 2009-02-17 |
| US6444754B1 (en) | 2002-09-03 |
| ES2231225T3 (es) | 2005-05-16 |
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