JP4062622B2 - 単環式エステル及びカーボネートの共重合体並びにその製造方法 - Google Patents
単環式エステル及びカーボネートの共重合体並びにその製造方法 Download PDFInfo
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- JP4062622B2 JP4062622B2 JP2003503684A JP2003503684A JP4062622B2 JP 4062622 B2 JP4062622 B2 JP 4062622B2 JP 2003503684 A JP2003503684 A JP 2003503684A JP 2003503684 A JP2003503684 A JP 2003503684A JP 4062622 B2 JP4062622 B2 JP 4062622B2
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- copolymer
- bicyclic
- monocyclic
- carbonate
- polymer
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- -1 monocyclic ester Chemical class 0.000 title claims description 47
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- 238000004519 manufacturing process Methods 0.000 title description 11
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- 125000002950 monocyclic group Chemical group 0.000 claims description 24
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 claims description 20
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- 125000000217 alkyl group Chemical group 0.000 claims description 4
- WKJNEDBAFJGJDP-UHFFFAOYSA-N 2,5-dioxabicyclo[2.2.2]octane-3,6-dione Chemical group C1CC2C(=O)OC1C(=O)O2 WKJNEDBAFJGJDP-UHFFFAOYSA-N 0.000 claims description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 3
- 239000000178 monomer Substances 0.000 description 63
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- YEJRWHAVMIAJKC-UHFFFAOYSA-N 4-Butyrolactone Chemical compound O=C1CCCO1 YEJRWHAVMIAJKC-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 2
- 229930182843 D-Lactic acid Natural products 0.000 description 2
- KMTRUDSVKNLOMY-UHFFFAOYSA-N Ethylene carbonate Chemical compound O=C1OCCO1 KMTRUDSVKNLOMY-UHFFFAOYSA-N 0.000 description 2
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- AEMRFAOFKBGASW-UHFFFAOYSA-N Glycolic acid Chemical compound OCC(O)=O AEMRFAOFKBGASW-UHFFFAOYSA-N 0.000 description 2
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 230000002378 acidificating effect Effects 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- PWAXUOGZOSVGBO-UHFFFAOYSA-N adipoyl chloride Chemical compound ClC(=O)CCCCC(Cl)=O PWAXUOGZOSVGBO-UHFFFAOYSA-N 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 238000000071 blow moulding Methods 0.000 description 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 2
- 229910052794 bromium Inorganic materials 0.000 description 2
- 125000002843 carboxylic acid group Chemical group 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 229940022769 d- lactic acid Drugs 0.000 description 2
- 239000003085 diluting agent Substances 0.000 description 2
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 2
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- GAEKPEKOJKCEMS-UHFFFAOYSA-N gamma-valerolactone Chemical compound CC1CCC(=O)O1 GAEKPEKOJKCEMS-UHFFFAOYSA-N 0.000 description 2
- 229920001519 homopolymer Polymers 0.000 description 2
- 150000002596 lactones Chemical class 0.000 description 2
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- 238000002156 mixing Methods 0.000 description 2
- JMRZMIFDYMSZCB-UHFFFAOYSA-N morpholine-2,5-dione Chemical compound O=C1COC(=O)CN1 JMRZMIFDYMSZCB-UHFFFAOYSA-N 0.000 description 2
- CVZGUJMLZZTPKH-UHFFFAOYSA-N octane-3,6-dione Chemical compound CCC(=O)CCC(=O)CC CVZGUJMLZZTPKH-UHFFFAOYSA-N 0.000 description 2
- 239000008188 pellet Substances 0.000 description 2
- WLJVNTCWHIRURA-UHFFFAOYSA-N pimelic acid Chemical compound OC(=O)CCCCCC(O)=O WLJVNTCWHIRURA-UHFFFAOYSA-N 0.000 description 2
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- 125000000547 substituted alkyl group Chemical group 0.000 description 2
- DLYUQMMRRRQYAE-UHFFFAOYSA-N tetraphosphorus decaoxide Chemical compound O1P(O2)(=O)OP3(=O)OP1(=O)OP2(=O)O3 DLYUQMMRRRQYAE-UHFFFAOYSA-N 0.000 description 2
- KSBAEPSJVUENNK-UHFFFAOYSA-L tin(ii) 2-ethylhexanoate Chemical compound [Sn+2].CCCCC(CC)C([O-])=O.CCCCC(CC)C([O-])=O KSBAEPSJVUENNK-UHFFFAOYSA-L 0.000 description 2
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- 125000004178 (C1-C4) alkyl group Chemical group 0.000 description 1
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical group CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 description 1
- BWLBGMIXKSTLSX-UHFFFAOYSA-N 2-hydroxyisobutyric acid Chemical compound CC(C)(O)C(O)=O BWLBGMIXKSTLSX-UHFFFAOYSA-N 0.000 description 1
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- 229910052725 zinc Inorganic materials 0.000 description 1
- XOOUIPVCVHRTMJ-UHFFFAOYSA-L zinc stearate Chemical compound [Zn+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O XOOUIPVCVHRTMJ-UHFFFAOYSA-L 0.000 description 1
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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
- 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
-
- 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
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/02—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds
- C08G63/06—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from hydroxycarboxylic acids
- C08G63/08—Lactones or lactides
-
- 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
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/64—Polyesters containing both carboxylic ester groups and carbonate 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
- C08G64/00—Macromolecular compounds obtained by reactions forming a carbonic ester link in the main chain of the macromolecule
- C08G64/02—Aliphatic polycarbonates
- C08G64/0208—Aliphatic polycarbonates saturated
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L69/00—Compositions of polycarbonates; Compositions of derivatives of polycarbonates
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L69/00—Compositions of polycarbonates; Compositions of derivatives of polycarbonates
- C08L69/005—Polyester-carbonates
-
- 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]
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Polyesters Or Polycarbonates (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US29697501P | 2001-06-08 | 2001-06-08 | |
| PCT/US2002/018443 WO2002100921A1 (en) | 2001-06-08 | 2002-06-07 | Copolymers of monocyclic esters and carbonates and methods for making same |
Publications (3)
| Publication Number | Publication Date |
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| JP2004530031A JP2004530031A (ja) | 2004-09-30 |
| JP2004530031A5 JP2004530031A5 (enExample) | 2005-08-18 |
| JP4062622B2 true JP4062622B2 (ja) | 2008-03-19 |
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| US (2) | US20030096940A1 (enExample) |
| EP (1) | EP1406947A4 (enExample) |
| JP (1) | JP4062622B2 (enExample) |
| CN (1) | CN1240750C (enExample) |
| WO (1) | WO2002100921A1 (enExample) |
Families Citing this family (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2406305B (en) | 2003-09-29 | 2006-04-19 | Mars Inc | Compostable packaging materials and methods |
| WO2005097878A1 (en) | 2004-03-26 | 2005-10-20 | Natureworks Llc | Extruded polylactide foams blown with carbon dioxide |
| KR100854168B1 (ko) | 2004-06-23 | 2008-08-26 | 네이쳐웍스 엘엘씨 | 분지된 폴리젖산 폴리머 및 그 제조 방법 |
| US10029034B2 (en) * | 2005-12-15 | 2018-07-24 | CARDINAL HEALTH SWITZERLAND 515 GmbH | Drug-eluting articles with improved drug release profiles |
| MX2009000527A (es) * | 2006-07-14 | 2009-01-27 | Kimberly Clark Co | Acido polilactico biodegradable para su uso en telas no tejidas. |
| US20090235951A1 (en) * | 2008-03-18 | 2009-09-24 | Legrande W E | Environmentally Responsible Dental Floss and Packaging |
| EP2389161A2 (en) * | 2009-01-23 | 2011-11-30 | Surmodics Pharmaceuticals, Inc. | Controlled release systems from polymer blends |
| CA2749997A1 (en) * | 2009-01-23 | 2010-07-29 | Surmodics Pharmaceuticals, Inc. | Polymer mixtures comprising polymers having different non-repeating units and methods for making and using same |
| WO2011085058A1 (en) | 2010-01-06 | 2011-07-14 | Nature Works Llc | Polylactide molding compositions and molding process |
| JP5402880B2 (ja) * | 2010-08-30 | 2014-01-29 | Jsr株式会社 | ポリエステル製造用組成物 |
| WO2013184014A1 (en) | 2012-06-06 | 2013-12-12 | Universidade De Coimbra | Process for preparing high molecular weight poly(lactic acid) by melt polycondensation |
| JP6906545B2 (ja) | 2016-04-28 | 2021-07-28 | ネイチャーワークス・エル・エル・シー | 耐熱性ポリマー層およびポリラクチド樹脂層を含有する多層シートの化粧面を有するポリマーフォーム断熱材構造 |
| WO2017189452A1 (en) | 2016-04-28 | 2017-11-02 | Natureworks Llc | Polymer foam insulation structures having a facing layer of a polylactide resin |
| KR102604796B1 (ko) | 2017-12-03 | 2023-11-21 | 네이쳐웍스 엘엘씨 | 판지 코팅용 폴리락티드 수지 조성물 및 그 조성물을 사용하는 판지 코팅 방법 |
| US11566103B2 (en) | 2018-02-02 | 2023-01-31 | Nature Works Llc | Hyperbranched polylactide resin compositions |
| CN114616285B (zh) | 2019-06-13 | 2023-11-07 | 自然工作有限责任公司 | 快速水解聚丙交酯树脂组合物 |
| CN117480209A (zh) | 2021-03-31 | 2024-01-30 | 自然工作有限责任公司 | 含有亚磷酸酯的熔体稳定的聚丙交酯树脂组合物 |
| US20250171585A1 (en) | 2022-03-30 | 2025-05-29 | Natureworks Llc | Hyperbranched poly(meso-lactide) resin compositions |
| CN114573797B (zh) * | 2022-04-01 | 2025-03-07 | 温州邦鹿化工有限公司 | 一种丙交酯生产聚乳酸切片连续聚合工艺 |
| EP4293079B1 (en) | 2022-10-27 | 2025-04-16 | Basf Se | Biodegradable polymer composition |
| WO2024145130A1 (en) | 2022-12-28 | 2024-07-04 | Natureworks Llc | Polylactide resin compositions and biaxial stretching process for the polylactide resin compositions |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3072680A (en) * | 1960-06-01 | 1963-01-08 | Union Carbide Corp | Bis-epsilon-caprolactones |
| US4379138A (en) * | 1981-12-28 | 1983-04-05 | Research Triangle Institute | Biodegradable polymers of lactones |
| US5145945A (en) * | 1987-12-17 | 1992-09-08 | Allied-Signal Inc. | Homopolymers and copolymers having recurring carbonate units |
| US5210108A (en) * | 1992-07-29 | 1993-05-11 | E. I. Du Pont De Nemours And Company | Degradable foam materials |
| DE4412317A1 (de) | 1993-04-21 | 1994-10-27 | Basf Ag | Polylactid mit verbreiterter Molmassenverteilung |
| DE4321355A1 (de) | 1993-06-26 | 1995-01-05 | Basf Ag | Polylactid mit Langkettenverzweigungen |
| US5340889A (en) * | 1993-07-19 | 1994-08-23 | Texaco Chemical Company | Liquification of bis-carbonates of bis-glycidyl ethers |
| US5359026A (en) * | 1993-07-30 | 1994-10-25 | Cargill, Incorporated | Poly(lactide) copolymer and process for manufacture thereof |
| DE19809461C2 (de) * | 1998-03-06 | 2002-03-21 | Solutia Austria Gmbh | Niedermolekulare Polyesterpolyole, deren Herstellung und Verwendung in Beschichtungsmitteln |
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2002
- 2002-06-07 US US10/165,241 patent/US20030096940A1/en not_active Abandoned
- 2002-06-07 JP JP2003503684A patent/JP4062622B2/ja not_active Expired - Lifetime
- 2002-06-07 WO PCT/US2002/018443 patent/WO2002100921A1/en not_active Ceased
- 2002-06-07 EP EP02741975A patent/EP1406947A4/en not_active Withdrawn
- 2002-06-07 CN CN02815501.7A patent/CN1240750C/zh not_active Expired - Lifetime
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2003
- 2003-12-01 US US10/726,081 patent/US7015302B2/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| CN1240750C (zh) | 2006-02-08 |
| JP2004530031A (ja) | 2004-09-30 |
| US7015302B2 (en) | 2006-03-21 |
| US20040122185A1 (en) | 2004-06-24 |
| EP1406947A4 (en) | 2010-08-04 |
| EP1406947A1 (en) | 2004-04-14 |
| CN1538980A (zh) | 2004-10-20 |
| WO2002100921A1 (en) | 2002-12-19 |
| US20030096940A1 (en) | 2003-05-22 |
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