TW200303326A - Production of poly(carbonate-co-ester) copolymers - Google Patents
Production of poly(carbonate-co-ester) copolymers Download PDFInfo
- Publication number
- TW200303326A TW200303326A TW092102666A TW92102666A TW200303326A TW 200303326 A TW200303326 A TW 200303326A TW 092102666 A TW092102666 A TW 092102666A TW 92102666 A TW92102666 A TW 92102666A TW 200303326 A TW200303326 A TW 200303326A
- Authority
- TW
- Taiwan
- Prior art keywords
- copolymer
- patent application
- reaction mixture
- item
- prepolymer
- Prior art date
Links
- 229920001577 copolymer Polymers 0.000 title claims abstract description 56
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 11
- 229920000728 polyester Polymers 0.000 claims abstract description 105
- 239000011541 reaction mixture Substances 0.000 claims abstract description 54
- 239000004417 polycarbonate Substances 0.000 claims abstract description 46
- 229920000515 polycarbonate Polymers 0.000 claims abstract description 42
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 claims abstract description 39
- 229920000642 polymer Polymers 0.000 claims abstract description 33
- 238000006243 chemical reaction Methods 0.000 claims abstract description 30
- 150000002009 diols Chemical class 0.000 claims abstract description 28
- 229920001400 block copolymer Polymers 0.000 claims abstract description 22
- 150000001875 compounds Chemical class 0.000 claims abstract description 15
- 125000003118 aryl group Chemical group 0.000 claims abstract description 8
- 150000004650 carbonic acid diesters Chemical class 0.000 claims abstract description 8
- ROORDVPLFPIABK-UHFFFAOYSA-N diphenyl carbonate Chemical compound C=1C=CC=CC=1OC(=O)OC1=CC=CC=C1 ROORDVPLFPIABK-UHFFFAOYSA-N 0.000 claims abstract description 5
- 238000000034 method Methods 0.000 claims description 73
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 29
- -1 Phenyl ester Chemical class 0.000 claims description 23
- WGTYBPLFGIVFAS-UHFFFAOYSA-M tetramethylammonium hydroxide Chemical compound [OH-].C[N+](C)(C)C WGTYBPLFGIVFAS-UHFFFAOYSA-M 0.000 claims description 20
- 238000002156 mixing Methods 0.000 claims description 17
- 239000003054 catalyst Substances 0.000 claims description 15
- 239000002253 acid Substances 0.000 claims description 14
- 239000000203 mixture Substances 0.000 claims description 14
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 claims description 14
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 13
- 235000010290 biphenyl Nutrition 0.000 claims description 12
- 239000004305 biphenyl Substances 0.000 claims description 12
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 claims description 12
- 238000006116 polymerization reaction Methods 0.000 claims description 12
- 238000010438 heat treatment Methods 0.000 claims description 11
- 230000015572 biosynthetic process Effects 0.000 claims description 10
- 230000009477 glass transition Effects 0.000 claims description 10
- 229930185605 Bisphenol Natural products 0.000 claims description 9
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 claims description 9
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 9
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 8
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 claims description 8
- 239000000376 reactant Substances 0.000 claims description 8
- 238000003786 synthesis reaction Methods 0.000 claims description 8
- WLJVNTCWHIRURA-UHFFFAOYSA-N pimelic acid Chemical compound OC(=O)CCCCCC(O)=O WLJVNTCWHIRURA-UHFFFAOYSA-N 0.000 claims description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 5
- 125000003545 alkoxy group Chemical group 0.000 claims description 5
- 150000002148 esters Chemical class 0.000 claims description 5
- 229920001519 homopolymer Polymers 0.000 claims description 5
- RTBFRGCFXZNCOE-UHFFFAOYSA-N 1-methylsulfonylpiperidin-4-one Chemical compound CS(=O)(=O)N1CCC(=O)CC1 RTBFRGCFXZNCOE-UHFFFAOYSA-N 0.000 claims description 4
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 claims description 4
- 239000001361 adipic acid Substances 0.000 claims description 4
- 235000011037 adipic acid Nutrition 0.000 claims description 4
- JFCQEDHGNNZCLN-UHFFFAOYSA-N anhydrous glutaric acid Natural products OC(=O)CCCC(O)=O JFCQEDHGNNZCLN-UHFFFAOYSA-N 0.000 claims description 4
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 4
- 239000000463 material Substances 0.000 claims description 4
- 239000000155 melt Substances 0.000 claims description 4
- 229910052757 nitrogen Inorganic materials 0.000 claims description 4
- PAPBSGBWRJIAAV-UHFFFAOYSA-N ε-Caprolactone Chemical compound O=C1CCCCCO1 PAPBSGBWRJIAAV-UHFFFAOYSA-N 0.000 claims description 4
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 claims description 3
- 125000005907 alkyl ester group Chemical group 0.000 claims description 3
- 150000007860 aryl ester derivatives Chemical class 0.000 claims description 3
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 claims description 3
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 claims description 3
- INSRQEMEVAMETL-UHFFFAOYSA-N decane-1,1-diol Chemical compound CCCCCCCCCC(O)O INSRQEMEVAMETL-UHFFFAOYSA-N 0.000 claims description 3
- 238000002844 melting Methods 0.000 claims description 3
- 230000008018 melting Effects 0.000 claims description 3
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 claims description 3
- OEIJHBUUFURJLI-UHFFFAOYSA-N octane-1,8-diol Chemical compound OCCCCCCCCO OEIJHBUUFURJLI-UHFFFAOYSA-N 0.000 claims description 3
- 235000006408 oxalic acid Nutrition 0.000 claims description 3
- CDQSJQSWAWPGKG-UHFFFAOYSA-N butane-1,1-diol Chemical compound CCCC(O)O CDQSJQSWAWPGKG-UHFFFAOYSA-N 0.000 claims description 2
- GTZOYNFRVVHLDZ-UHFFFAOYSA-N dodecane-1,1-diol Chemical compound CCCCCCCCCCCC(O)O GTZOYNFRVVHLDZ-UHFFFAOYSA-N 0.000 claims description 2
- MHIBEGOZTWERHF-UHFFFAOYSA-N heptane-1,1-diol Chemical compound CCCCCCC(O)O MHIBEGOZTWERHF-UHFFFAOYSA-N 0.000 claims description 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims description 2
- UWJJYHHHVWZFEP-UHFFFAOYSA-N pentane-1,1-diol Chemical compound CCCCC(O)O UWJJYHHHVWZFEP-UHFFFAOYSA-N 0.000 claims description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 2
- 239000007789 gas Substances 0.000 claims 6
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 claims 4
- 239000011261 inert gas Substances 0.000 claims 4
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 claims 2
- 150000001298 alcohols Chemical class 0.000 claims 2
- 229910052786 argon Inorganic materials 0.000 claims 2
- 150000001735 carboxylic acids Chemical class 0.000 claims 2
- 239000001307 helium Substances 0.000 claims 2
- 229910052734 helium Inorganic materials 0.000 claims 2
- SWQJXJOGLNCZEY-UHFFFAOYSA-N helium atom Chemical compound [He] SWQJXJOGLNCZEY-UHFFFAOYSA-N 0.000 claims 2
- 239000007787 solid Substances 0.000 claims 2
- 230000003068 static effect Effects 0.000 claims 2
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 claims 1
- QFGCFKJIPBRJGM-UHFFFAOYSA-N 12-[(2-methylpropan-2-yl)oxy]-12-oxododecanoic acid Chemical compound CC(C)(C)OC(=O)CCCCCCCCCCC(O)=O QFGCFKJIPBRJGM-UHFFFAOYSA-N 0.000 claims 1
- PWHULOQIROXLJO-UHFFFAOYSA-N Manganese Chemical compound [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 claims 1
- 125000003342 alkenyl group Chemical group 0.000 claims 1
- 125000000217 alkyl group Chemical group 0.000 claims 1
- 210000005069 ears Anatomy 0.000 claims 1
- 239000011521 glass Substances 0.000 claims 1
- 229910052748 manganese Inorganic materials 0.000 claims 1
- 239000011572 manganese Substances 0.000 claims 1
- 229920000620 organic polymer Polymers 0.000 claims 1
- 230000002194 synthesizing effect Effects 0.000 claims 1
- 239000000178 monomer Substances 0.000 abstract description 22
- 150000005690 diesters Chemical class 0.000 abstract description 5
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 21
- 239000000047 product Substances 0.000 description 15
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 8
- 239000000243 solution Substances 0.000 description 8
- 238000001644 13C nuclear magnetic resonance spectroscopy Methods 0.000 description 7
- 239000004793 Polystyrene Substances 0.000 description 7
- 238000005227 gel permeation chromatography Methods 0.000 description 7
- 229920002223 polystyrene Polymers 0.000 description 7
- 238000000425 proton nuclear magnetic resonance spectrum Methods 0.000 description 7
- 238000005809 transesterification reaction Methods 0.000 description 6
- 230000000052 comparative effect Effects 0.000 description 5
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 description 4
- 239000007864 aqueous solution Substances 0.000 description 4
- 238000012936 correction and preventive action Methods 0.000 description 4
- TVIDDXQYHWJXFK-UHFFFAOYSA-N dodecanedioic acid Chemical compound OC(=O)CCCCCCCCCCC(O)=O TVIDDXQYHWJXFK-UHFFFAOYSA-N 0.000 description 4
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 125000001931 aliphatic group Chemical group 0.000 description 3
- 239000012299 nitrogen atmosphere Substances 0.000 description 3
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 125000006267 biphenyl group Chemical group 0.000 description 2
- 239000006227 byproduct Substances 0.000 description 2
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 2
- 230000003247 decreasing effect Effects 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- 230000032050 esterification Effects 0.000 description 2
- 238000005886 esterification reaction Methods 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- NIHNNTQXNPWCJQ-UHFFFAOYSA-N fluorene Chemical compound C1=CC=C2CC3=CC=CC=C3C2=C1 NIHNNTQXNPWCJQ-UHFFFAOYSA-N 0.000 description 2
- ACCCMOQWYVYDOT-UHFFFAOYSA-N hexane-1,1-diol Chemical compound CCCCCC(O)O ACCCMOQWYVYDOT-UHFFFAOYSA-N 0.000 description 2
- 239000003999 initiator Substances 0.000 description 2
- 239000000543 intermediate Substances 0.000 description 2
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 2
- 230000035484 reaction time Effects 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- GVNWZKBFMFUVNX-UHFFFAOYSA-N Adipamide Chemical compound NC(=O)CCCCC(N)=O GVNWZKBFMFUVNX-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- 238000005481 NMR spectroscopy Methods 0.000 description 1
- 241000613130 Tima Species 0.000 description 1
- YZCKVEUIGOORGS-NJFSPNSNSA-N Tritium Chemical compound [3H] YZCKVEUIGOORGS-NJFSPNSNSA-N 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- XOXVXYRAFRSTIM-UHFFFAOYSA-N butyl phenylmethanesulfonate Chemical compound CCCCOS(=O)(=O)CC1=CC=CC=C1 XOXVXYRAFRSTIM-UHFFFAOYSA-N 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000007806 chemical reaction intermediate Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000012217 deletion Methods 0.000 description 1
- 230000037430 deletion Effects 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 150000001991 dicarboxylic acids Chemical class 0.000 description 1
- 239000000539 dimer Substances 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 125000004836 hexamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 description 1
- 229920006158 high molecular weight polymer Polymers 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 238000011065 in-situ storage Methods 0.000 description 1
- 150000002632 lipids Chemical class 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 238000010128 melt processing Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 239000012768 molten material Substances 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 229920001610 polycaprolactone Polymers 0.000 description 1
- 239000004632 polycaprolactone Substances 0.000 description 1
- 230000001376 precipitating effect Effects 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 238000010791 quenching Methods 0.000 description 1
- 230000000171 quenching effect Effects 0.000 description 1
- 229920005604 random copolymer Polymers 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 238000000518 rheometry Methods 0.000 description 1
- 230000001568 sexual effect Effects 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000006257 total synthesis reaction Methods 0.000 description 1
- 229910052722 tritium Inorganic materials 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- 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
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 (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US09/683,807 US6486294B1 (en) | 2002-02-19 | 2002-02-19 | Production of poly(carbonate-co-ester) copolymers |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| TW200303326A true TW200303326A (en) | 2003-09-01 |
Family
ID=24745515
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| TW092102666A TW200303326A (en) | 2002-02-19 | 2003-02-10 | Production of poly(carbonate-co-ester) copolymers |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US6486294B1 (enExample) |
| EP (1) | EP1478676B1 (enExample) |
| JP (1) | JP2005517782A (enExample) |
| KR (1) | KR20040083526A (enExample) |
| CN (1) | CN100537632C (enExample) |
| AT (1) | ATE359312T1 (enExample) |
| AU (1) | AU2003209378A1 (enExample) |
| DE (1) | DE60313138T2 (enExample) |
| TW (1) | TW200303326A (enExample) |
| WO (1) | WO2003070804A1 (enExample) |
Families Citing this family (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7358305B2 (en) * | 1995-06-07 | 2008-04-15 | Acushnet Company | Golf balls containing impact modified non-ionic thermoplastic polycarbonate/polyester copolymers or blends |
| US20060093826A1 (en) * | 2004-01-17 | 2006-05-04 | General Electric Company | Compositions useful as coatings, their preparation, and articles made therefrom |
| US7112645B2 (en) * | 2004-03-19 | 2006-09-26 | General Electric Company | Polycarbonate composition and method of making thereof |
| KR100676301B1 (ko) | 2004-10-21 | 2007-01-30 | 주식회사 엘지화학 | 실록산계 코폴리카보네이트의 제조방법 |
| KR100676300B1 (ko) * | 2004-12-03 | 2007-01-30 | 주식회사 엘지화학 | 폴리에스테르 카보네이트 수지의 제조방법 |
| WO2006043793A1 (en) * | 2004-10-21 | 2006-04-27 | Lg Chem, Ltd. | Method of preparing polycarbonate resin |
| KR100702436B1 (ko) | 2004-11-06 | 2007-04-03 | 주식회사 엘지화학 | 스프레이 결정화 방법을 사용한 실록산계코폴리카보네이트의 제조방법 |
| EP1807465B1 (en) * | 2004-11-06 | 2012-07-04 | LG Chem, Ltd. | Method of producing modified polycarbonate using spray-crystallizing method |
| US20070135610A1 (en) * | 2005-12-09 | 2007-06-14 | General Electric Company | Polyarylate acid chloride compositions and derivatives therefrom |
| US7498400B2 (en) * | 2006-06-30 | 2009-03-03 | Sabic Innovative Plastics Ip B.V. | Method of preparing polycarbonate |
| US20080118729A1 (en) * | 2006-11-16 | 2008-05-22 | General Electric Company | Thermoplastic composition, method of making, and articles formed therefrom |
| KR100713102B1 (ko) | 2007-02-07 | 2007-05-02 | 주식회사 엘지화학 | 스프레이 결정화 방법을 사용한 실록산계코폴리카보네이트의 제조방법 |
| US20090186966A1 (en) * | 2008-01-22 | 2009-07-23 | Sabic Innovative Plastics Ip B.V. | Thermoplastic polyestercarbonate composition |
| US7709592B2 (en) * | 2008-04-11 | 2010-05-04 | Sabic Innovative Plastics Ip B.V. | Process for preparing polyestercarbonates |
| US7674872B2 (en) * | 2008-06-17 | 2010-03-09 | Sabic Innovative Plastics Ip B.V. | Method of producing high molecular weight polymer |
| US8378666B2 (en) * | 2009-10-19 | 2013-02-19 | BEI Duncan Electronics | Multi-turn sensor |
| US8273849B2 (en) * | 2009-12-30 | 2012-09-25 | Sabic Innovative Plastics Ip B.V. | Isosorbide-based polycarbonates, method of making, and articles formed therefrom |
| US9315619B2 (en) * | 2013-01-29 | 2016-04-19 | International Business Machines Corporation | Binding Bisphenol A in a polycarbonate container |
| KR102030732B1 (ko) | 2016-10-20 | 2019-10-11 | 주식회사 엘지화학 | 폴리카보네이트 수지 조성물 |
| CN109354837A (zh) * | 2018-09-19 | 2019-02-19 | 常州钟恒新材料有限公司 | 高延展性聚酯材料的制备方法及采用该材料制备复合成膜的方法 |
| CN111808273B (zh) * | 2020-09-04 | 2020-12-11 | 中国科学院宁波材料技术与工程研究所 | 聚酯-聚碳酸酯共聚物、聚酯制品、其制备方法及应用 |
| CN115232297B (zh) * | 2022-06-30 | 2023-06-27 | 中国神华煤制油化工有限公司 | 聚乙醇酸/脂肪族聚碳酸酯三嵌段共聚物及其制备方法 |
| CN115124703B (zh) * | 2022-06-30 | 2023-06-23 | 中国神华煤制油化工有限公司 | 聚乙醇酸/脂肪族聚碳酸酯无规共聚物及其制备方法 |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB898775A (en) * | 1958-01-13 | 1962-06-14 | Bexford Ltd | Improvements in or relating to polymeric materials |
| US4360648A (en) * | 1980-11-17 | 1982-11-23 | Eastman Kodak Company | Process for the preparation of polyesters and poly(ester-carbonates) |
| US4833217A (en) * | 1984-12-14 | 1989-05-23 | Kuraray Co., Ltd. | Polycarbonate resin composition |
| JPH07107100B2 (ja) | 1987-02-17 | 1995-11-15 | 出光石油化学株式会社 | ポリカ−ボネ−ト系共重合体の製造方法 |
| JPH01236235A (ja) * | 1988-03-16 | 1989-09-21 | Mitsui Petrochem Ind Ltd | ポリエステルカーボネート共重合体およびその製造方法 |
| JPH0236259A (ja) * | 1988-06-16 | 1990-02-06 | Mitsui Petrochem Ind Ltd | ポリエステル樹脂組成物 |
| US4935785A (en) | 1988-12-05 | 1990-06-19 | Xerox Corporation | Electrophotographic fuser roll and fusing process |
| CN1262572C (zh) | 1998-10-29 | 2006-07-05 | 通用电气公司 | 耐候嵌段共聚碳酸酯及含有它的共混物 |
| US6482977B1 (en) * | 2000-07-28 | 2002-11-19 | General Electric Company | Melt process for the synthesis of diaryl esters of aliphatic diacids |
-
2002
- 2002-02-19 US US09/683,807 patent/US6486294B1/en not_active Expired - Lifetime
-
2003
- 2003-01-27 KR KR10-2004-7012783A patent/KR20040083526A/ko not_active Ceased
- 2003-01-27 DE DE60313138T patent/DE60313138T2/de not_active Expired - Lifetime
- 2003-01-27 AT AT03707535T patent/ATE359312T1/de not_active IP Right Cessation
- 2003-01-27 EP EP03707535A patent/EP1478676B1/en not_active Expired - Lifetime
- 2003-01-27 CN CNB038042509A patent/CN100537632C/zh not_active Expired - Fee Related
- 2003-01-27 WO PCT/US2003/002247 patent/WO2003070804A1/en not_active Ceased
- 2003-01-27 JP JP2003569708A patent/JP2005517782A/ja not_active Withdrawn
- 2003-01-27 AU AU2003209378A patent/AU2003209378A1/en not_active Abandoned
- 2003-02-10 TW TW092102666A patent/TW200303326A/zh unknown
Also Published As
| Publication number | Publication date |
|---|---|
| WO2003070804A1 (en) | 2003-08-28 |
| DE60313138T2 (de) | 2007-11-22 |
| JP2005517782A (ja) | 2005-06-16 |
| KR20040083526A (ko) | 2004-10-02 |
| US6486294B1 (en) | 2002-11-26 |
| EP1478676B1 (en) | 2007-04-11 |
| DE60313138D1 (de) | 2007-05-24 |
| EP1478676A1 (en) | 2004-11-24 |
| CN100537632C (zh) | 2009-09-09 |
| AU2003209378A1 (en) | 2003-09-09 |
| CN1636028A (zh) | 2005-07-06 |
| ATE359312T1 (de) | 2007-05-15 |
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