JP4809233B2 - 強化されたポリオキシメチレン−ポリ乳酸組成物 - Google Patents
強化されたポリオキシメチレン−ポリ乳酸組成物 Download PDFInfo
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- JP4809233B2 JP4809233B2 JP2006533047A JP2006533047A JP4809233B2 JP 4809233 B2 JP4809233 B2 JP 4809233B2 JP 2006533047 A JP2006533047 A JP 2006533047A JP 2006533047 A JP2006533047 A JP 2006533047A JP 4809233 B2 JP4809233 B2 JP 4809233B2
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- weight
- impact modifier
- polylactic acid
- ethylene
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- XOOUIPVCVHRTMJ-UHFFFAOYSA-L zinc stearate Chemical compound [Zn+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O XOOUIPVCVHRTMJ-UHFFFAOYSA-L 0.000 description 2
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Classifications
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L59/00—Compositions of polyacetals; Compositions of derivatives of polyacetals
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
- B01J31/12—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing organo-metallic compounds or metal hydrides
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
- C08J5/18—Manufacture of films or sheets
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L23/00—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers
- C08L23/02—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers not modified by chemical after-treatment
- C08L23/04—Homopolymers or copolymers of ethene
- C08L23/08—Copolymers of ethene
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2201/00—Properties
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2203/00—Applications
- C08L2203/16—Applications used for films
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2205/00—Polymer mixtures characterised by other features
- C08L2205/03—Polymer mixtures characterised by other features containing three or more polymers in a blend
-
- 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
- C08L67/04—Polyesters derived from hydroxycarboxylic acids, e.g. lactones
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- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Engineering & Computer Science (AREA)
- Manufacturing & Machinery (AREA)
- Materials Engineering (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Biological Depolymerization Polymers (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US47008303P | 2003-05-13 | 2003-05-13 | |
| US60/470,083 | 2003-05-13 | ||
| US47102303P | 2003-05-16 | 2003-05-16 | |
| US60/471,023 | 2003-05-16 | ||
| PCT/US2004/015067 WO2004101642A1 (en) | 2003-05-13 | 2004-05-12 | Toughened polyoxymethylene-poly(lactic acid) compositions |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2006528275A JP2006528275A (ja) | 2006-12-14 |
| JP2006528275A5 JP2006528275A5 (enExample) | 2007-06-14 |
| JP4809233B2 true JP4809233B2 (ja) | 2011-11-09 |
Family
ID=33457175
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2006533047A Expired - Fee Related JP4809233B2 (ja) | 2003-05-13 | 2004-05-12 | 強化されたポリオキシメチレン−ポリ乳酸組成物 |
Country Status (6)
| Country | Link |
|---|---|
| EP (1) | EP1622962B1 (enExample) |
| JP (1) | JP4809233B2 (enExample) |
| KR (1) | KR101043137B1 (enExample) |
| CA (1) | CA2497270C (enExample) |
| DE (1) | DE602004001461T2 (enExample) |
| WO (1) | WO2004101642A1 (enExample) |
Families Citing this family (29)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7381772B2 (en) | 2003-12-12 | 2008-06-03 | E. I. Du Pont De Nemours And Company | Toughened poly(lactic acid) compositions |
| US7354973B2 (en) * | 2003-12-12 | 2008-04-08 | E.I. Du Pont De Nemours And Company | Toughened poly(lactic acid) compositions |
| US7595363B2 (en) * | 2003-12-12 | 2009-09-29 | E.I. Du Pont De Nemours And Company | Toughened poly(hydroxyalkanoic acid) compositions |
| US7834092B2 (en) | 2003-12-12 | 2010-11-16 | E. I. Du Pont De Nemours And Company | Article comprising poly(hydroxyalkanoic acid) |
| DE102005007479A1 (de) * | 2005-02-17 | 2006-08-31 | Basf Ag | Verfahren zur Compoundierung von Polycondensaten |
| JP2006328117A (ja) * | 2005-05-23 | 2006-12-07 | National Institute Of Advanced Industrial & Technology | 耐衝撃性環境素材とその製造方法及び成形体 |
| FR2902434B1 (fr) * | 2006-06-16 | 2008-08-01 | Arkema France | Composition d'acide polylactique presentant une resistance aux chocs amelioree |
| US8399101B2 (en) | 2006-09-19 | 2013-03-19 | E I Du Pont De Nemours And Company | Toughened poly(hydroxyalkanoic acid) compositions |
| AU2007297645B2 (en) * | 2006-09-19 | 2013-01-17 | E. I. Du Pont De Nemours And Company | Toughened poly(hydroxyalkanoic acid) compositions |
| WO2008154527A1 (en) | 2007-06-11 | 2008-12-18 | E. I. Du Pont De Nemours And Company | Poly(hydroxyalkanoic acid) and articles therewith |
| CN101687398A (zh) | 2007-07-03 | 2010-03-31 | 纳幕尔杜邦公司 | 包含生物基材料的多层膜结构 |
| US8182734B1 (en) | 2007-08-20 | 2012-05-22 | E. I. Du Pont De Nemours And Company | Thermoformed articles and compositions of poly(hydroxyalkanoic acid) and polyoxymethylene |
| WO2009064851A2 (en) | 2007-11-15 | 2009-05-22 | E. I. Du Pont De Nemours And Company | Plasticized poly(hydroxyalkanoic acid) composition |
| EP2222456B1 (en) * | 2007-12-11 | 2014-07-02 | Toray Plastics (America) , Inc. | Process to produce biaxially oriented polylactic acid film at high transverse orientation rates |
| US8716404B1 (en) | 2008-01-24 | 2014-05-06 | E I Du Pont De Nemours And Company | Polyesters modified by a combination of ionomer and fatty acid salts |
| CN101925654A (zh) | 2008-01-24 | 2010-12-22 | 纳幕尔杜邦公司 | 被离聚物和有机酸盐的组合改性的聚酯 |
| EP2265671A1 (en) | 2008-04-16 | 2010-12-29 | E. I. du Pont de Nemours and Company | Ethylene alkyl acrylate toughened poly(hydroxyalkanoic acid) compositions |
| US8110138B2 (en) | 2008-05-08 | 2012-02-07 | E. I. Du Pont De Nemours And Company | Poly(hydroxyalkanoic acid) and thermoformed articles |
| MX2011001623A (es) | 2008-08-15 | 2011-05-24 | Toray Plastics America Inc | Pelicula de acido polilactico biaxialmente orientada con alta barrera. |
| US9150004B2 (en) | 2009-06-19 | 2015-10-06 | Toray Plastics (America), Inc. | Biaxially oriented polylactic acid film with improved heat seal properties |
| US9221213B2 (en) | 2009-09-25 | 2015-12-29 | Toray Plastics (America), Inc. | Multi-layer high moisture barrier polylactic acid film |
| WO2011038248A1 (en) | 2009-09-25 | 2011-03-31 | Toray Plastics (America), Inc. | Multi-layer high moisture barrier polylactic acid film |
| US9492962B2 (en) | 2010-03-31 | 2016-11-15 | Toray Plastics (America), Inc. | Biaxially oriented polylactic acid film with reduced noise level and improved moisture barrier |
| WO2011123165A1 (en) | 2010-03-31 | 2011-10-06 | Toray Plastics (America), Inc. | Biaxially oriented polyactic acid film with reduced noise level |
| DE102010031175A1 (de) | 2010-07-09 | 2012-01-12 | Fachhochschule Hannover | Polymilchsäure-basierter Werkstoff mit verbesserten Eigenschaften |
| FI20115226A0 (fi) | 2011-03-07 | 2011-03-07 | Stora Enso Oyj | Kuumasaumautuva pakkausmateriaali, sen valmistusmenetelmä ja siitä valmistettu pakkaus |
| CN105176022A (zh) * | 2015-09-22 | 2015-12-23 | 苏州博利迈新材料科技有限公司 | 一种聚乳酸增韧改性塑料及其制备方法 |
| JP7202872B2 (ja) * | 2018-12-17 | 2023-01-12 | 日機装株式会社 | 航空機用水供給システム |
| WO2024147693A1 (ko) * | 2023-01-05 | 2024-07-11 | 주식회사 엘지화학 | 분지화된 폴리락타이드 중합체 및 이의 제조방법 |
Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH01501713A (ja) * | 1986-11-14 | 1989-06-15 | イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニー | 部分的にグラフトした熱可塑性組成物 |
| JPH07292215A (ja) * | 1994-04-28 | 1995-11-07 | Du Pont Kk | ポリアセタール樹脂組成物 |
| JPH09316310A (ja) * | 1996-05-27 | 1997-12-09 | Kanebo Ltd | ポリ乳酸樹脂組成物 |
| JP2002500256A (ja) * | 1998-01-05 | 2002-01-08 | イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニー | 改良された成形特性をもつポリオキシメチレン樹脂組成物 |
| WO2003014224A1 (en) * | 2001-08-03 | 2003-02-20 | Toray Industries, Inc. | Resin composition and molded article, film, and fiber each comprising the same |
| JP2003113298A (ja) * | 2001-08-03 | 2003-04-18 | Toray Ind Inc | 樹脂組成物ならびにそれからなる成形品、フィルムおよび繊維 |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2000023520A1 (en) | 1998-10-20 | 2000-04-27 | Eastman Chemical Company | Polyester articles having improved impact strength |
-
2004
- 2004-05-12 EP EP04752163A patent/EP1622962B1/en not_active Expired - Lifetime
- 2004-05-12 DE DE602004001461T patent/DE602004001461T2/de not_active Expired - Lifetime
- 2004-05-12 CA CA2497270A patent/CA2497270C/en not_active Expired - Fee Related
- 2004-05-12 KR KR1020057003449A patent/KR101043137B1/ko not_active Expired - Fee Related
- 2004-05-12 JP JP2006533047A patent/JP4809233B2/ja not_active Expired - Fee Related
- 2004-05-12 WO PCT/US2004/015067 patent/WO2004101642A1/en not_active Ceased
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH01501713A (ja) * | 1986-11-14 | 1989-06-15 | イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニー | 部分的にグラフトした熱可塑性組成物 |
| JPH07292215A (ja) * | 1994-04-28 | 1995-11-07 | Du Pont Kk | ポリアセタール樹脂組成物 |
| JPH09316310A (ja) * | 1996-05-27 | 1997-12-09 | Kanebo Ltd | ポリ乳酸樹脂組成物 |
| JP2002500256A (ja) * | 1998-01-05 | 2002-01-08 | イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニー | 改良された成形特性をもつポリオキシメチレン樹脂組成物 |
| WO2003014224A1 (en) * | 2001-08-03 | 2003-02-20 | Toray Industries, Inc. | Resin composition and molded article, film, and fiber each comprising the same |
| JP2003113298A (ja) * | 2001-08-03 | 2003-04-18 | Toray Ind Inc | 樹脂組成物ならびにそれからなる成形品、フィルムおよび繊維 |
Also Published As
| Publication number | Publication date |
|---|---|
| KR20060010707A (ko) | 2006-02-02 |
| DE602004001461T2 (de) | 2007-02-15 |
| KR101043137B1 (ko) | 2011-06-20 |
| EP1622962A1 (en) | 2006-02-08 |
| JP2006528275A (ja) | 2006-12-14 |
| EP1622962B1 (en) | 2006-07-05 |
| WO2004101642A1 (en) | 2004-11-25 |
| CA2497270C (en) | 2011-03-29 |
| DE602004001461D1 (de) | 2006-08-17 |
| HK1085751A1 (zh) | 2006-09-01 |
| CA2497270A1 (en) | 2004-11-25 |
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