WO2003082979A1 - Polyester/polycarbonate blends with reduced yellowness - Google Patents
Polyester/polycarbonate blends with reduced yellowness Download PDFInfo
- Publication number
- WO2003082979A1 WO2003082979A1 PCT/US2003/007679 US0307679W WO03082979A1 WO 2003082979 A1 WO2003082979 A1 WO 2003082979A1 US 0307679 W US0307679 W US 0307679W WO 03082979 A1 WO03082979 A1 WO 03082979A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- polyester
- mole percent
- ppm
- amount
- acid
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 270
- 229920000728 polyester Polymers 0.000 title claims abstract description 262
- 239000004417 polycarbonate Substances 0.000 title claims abstract description 141
- 229920000515 polycarbonate Polymers 0.000 title claims abstract description 140
- 239000003054 catalyst Substances 0.000 claims abstract description 84
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 claims abstract description 83
- 239000010936 titanium Substances 0.000 claims abstract description 80
- 229910052719 titanium Inorganic materials 0.000 claims abstract description 78
- 229920001169 thermoplastic Polymers 0.000 claims abstract description 55
- 239000004416 thermosoftening plastic Substances 0.000 claims abstract description 55
- 150000001875 compounds Chemical class 0.000 claims description 119
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 86
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 claims description 72
- 239000011574 phosphorus Substances 0.000 claims description 66
- 229910052698 phosphorus Inorganic materials 0.000 claims description 66
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims description 65
- 150000002009 diols Chemical class 0.000 claims description 57
- 238000006068 polycondensation reaction Methods 0.000 claims description 55
- 239000002253 acid Substances 0.000 claims description 53
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 claims description 52
- 125000004432 carbon atom Chemical group C* 0.000 claims description 42
- 150000002148 esters Chemical group 0.000 claims description 41
- YIMQCDZDWXUDCA-UHFFFAOYSA-N [4-(hydroxymethyl)cyclohexyl]methanol Chemical compound OCC1CCC(CO)CC1 YIMQCDZDWXUDCA-UHFFFAOYSA-N 0.000 claims description 39
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 36
- 125000001931 aliphatic group Chemical group 0.000 claims description 31
- 238000000034 method Methods 0.000 claims description 28
- 125000003118 aryl group Chemical group 0.000 claims description 25
- 230000006872 improvement Effects 0.000 claims description 22
- 150000004056 anthraquinones Chemical class 0.000 claims description 21
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 claims description 20
- 125000002723 alicyclic group Chemical group 0.000 claims description 18
- 150000005690 diesters Chemical class 0.000 claims description 17
- -1 aliphatic phosphite compound Chemical class 0.000 claims description 16
- 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 description 15
- 238000004519 manufacturing process Methods 0.000 claims description 14
- 230000008569 process Effects 0.000 claims description 13
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 12
- 238000005886 esterification reaction Methods 0.000 claims description 11
- XBNVWXKPFORCRI-UHFFFAOYSA-N 2h-naphtho[2,3-f]quinolin-1-one Chemical compound C1=CC=CC2=CC3=C4C(=O)CC=NC4=CC=C3C=C21 XBNVWXKPFORCRI-UHFFFAOYSA-N 0.000 claims description 10
- 230000000694 effects Effects 0.000 claims description 10
- 230000032050 esterification Effects 0.000 claims description 10
- 229920002959 polymer blend Polymers 0.000 claims description 10
- 238000013329 compounding Methods 0.000 claims description 9
- PXGZQGDTEZPERC-UHFFFAOYSA-N 1,4-cyclohexanedicarboxylic acid Chemical compound OC(=O)C1CCC(C(O)=O)CC1 PXGZQGDTEZPERC-UHFFFAOYSA-N 0.000 claims description 8
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 8
- QPFMBZIOSGYJDE-UHFFFAOYSA-N 1,1,2,2-tetrachloroethane Chemical compound ClC(Cl)C(Cl)Cl QPFMBZIOSGYJDE-UHFFFAOYSA-N 0.000 claims description 7
- KYTZHLUVELPASH-UHFFFAOYSA-N naphthalene-1,2-dicarboxylic acid Chemical compound C1=CC=CC2=C(C(O)=O)C(C(=O)O)=CC=C21 KYTZHLUVELPASH-UHFFFAOYSA-N 0.000 claims description 6
- 238000002360 preparation method Methods 0.000 claims description 6
- PZRWFKGUFWPFID-UHFFFAOYSA-N 3,9-dioctadecoxy-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane Chemical compound C1OP(OCCCCCCCCCCCCCCCCCC)OCC21COP(OCCCCCCCCCCCCCCCCCC)OC2 PZRWFKGUFWPFID-UHFFFAOYSA-N 0.000 claims description 5
- 125000001142 dicarboxylic acid group Chemical group 0.000 claims description 5
- 239000011877 solvent mixture Substances 0.000 claims description 3
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims 1
- 239000005977 Ethylene Substances 0.000 claims 1
- 238000002156 mixing Methods 0.000 description 29
- 239000008188 pellet Substances 0.000 description 20
- 229940093476 ethylene glycol Drugs 0.000 description 18
- 239000003381 stabilizer Substances 0.000 description 18
- 239000000155 melt Substances 0.000 description 13
- 238000011068 loading method Methods 0.000 description 11
- 239000000126 substance Substances 0.000 description 10
- 125000000217 alkyl group Chemical group 0.000 description 9
- 239000000463 material Substances 0.000 description 9
- 230000006641 stabilisation Effects 0.000 description 9
- 238000011105 stabilization Methods 0.000 description 9
- 230000015572 biosynthetic process Effects 0.000 description 8
- 229920000402 bisphenol A polycarbonate polymer Polymers 0.000 description 8
- 239000003086 colorant Substances 0.000 description 7
- 238000002347 injection Methods 0.000 description 7
- 239000007924 injection Substances 0.000 description 7
- 238000001746 injection moulding Methods 0.000 description 7
- 229920000642 polymer Polymers 0.000 description 7
- 229910019142 PO4 Inorganic materials 0.000 description 6
- 239000011521 glass Substances 0.000 description 6
- 235000021317 phosphate Nutrition 0.000 description 6
- 239000004429 Calibre Substances 0.000 description 5
- 239000004609 Impact Modifier Substances 0.000 description 5
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 description 5
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 5
- 150000002989 phenols Chemical class 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- 238000012360 testing method Methods 0.000 description 5
- VXUYXOFXAQZZMF-UHFFFAOYSA-N titanium(IV) isopropoxide Chemical compound CC(C)O[Ti](OC(C)C)(OC(C)C)OC(C)C VXUYXOFXAQZZMF-UHFFFAOYSA-N 0.000 description 5
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 4
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 4
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 4
- 238000001816 cooling Methods 0.000 description 4
- 239000000975 dye Substances 0.000 description 4
- 239000000835 fiber Substances 0.000 description 4
- 230000003993 interaction Effects 0.000 description 4
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 4
- 239000002243 precursor Substances 0.000 description 4
- 230000009467 reduction Effects 0.000 description 4
- VPWNQTHUCYMVMZ-UHFFFAOYSA-N 4,4'-sulfonyldiphenol Chemical class C1=CC(O)=CC=C1S(=O)(=O)C1=CC=C(O)C=C1 VPWNQTHUCYMVMZ-UHFFFAOYSA-N 0.000 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- YHWCPXVTRSHPNY-UHFFFAOYSA-N butan-1-olate;titanium(4+) Chemical compound [Ti+4].CCCC[O-].CCCC[O-].CCCC[O-].CCCC[O-] YHWCPXVTRSHPNY-UHFFFAOYSA-N 0.000 description 3
- 230000008859 change Effects 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 238000001125 extrusion Methods 0.000 description 3
- 230000009477 glass transition Effects 0.000 description 3
- 238000000465 moulding Methods 0.000 description 3
- 230000007935 neutral effect Effects 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 239000012779 reinforcing material Substances 0.000 description 3
- 230000000087 stabilizing effect Effects 0.000 description 3
- 125000003107 substituted aryl group Chemical group 0.000 description 3
- DNIAPMSPPWPWGF-VKHMYHEASA-N (+)-propylene glycol Chemical compound C[C@H](O)CO DNIAPMSPPWPWGF-VKHMYHEASA-N 0.000 description 2
- YPFDHNVEDLHUCE-UHFFFAOYSA-N 1,3-propanediol Substances OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 2
- 229940035437 1,3-propanediol Drugs 0.000 description 2
- 229940043375 1,5-pentanediol Drugs 0.000 description 2
- FQXGHZNSUOHCLO-UHFFFAOYSA-N 2,2,4,4-tetramethyl-1,3-cyclobutanediol Chemical compound CC1(C)C(O)C(C)(C)C1O FQXGHZNSUOHCLO-UHFFFAOYSA-N 0.000 description 2
- SVTBMSDMJJWYQN-UHFFFAOYSA-N 2-methylpentane-2,4-diol Chemical compound CC(O)CC(C)(C)O SVTBMSDMJJWYQN-UHFFFAOYSA-N 0.000 description 2
- 229930185605 Bisphenol Natural products 0.000 description 2
- ALQSHHUCVQOPAS-UHFFFAOYSA-N Pentane-1,5-diol Chemical compound OCCCCCO ALQSHHUCVQOPAS-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- 125000000218 acetic acid group Chemical group C(C)(=O)* 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 125000003710 aryl alkyl group Chemical group 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 229910017052 cobalt Inorganic materials 0.000 description 2
- 239000010941 cobalt Substances 0.000 description 2
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 2
- 239000012141 concentrate Substances 0.000 description 2
- 230000001419 dependent effect Effects 0.000 description 2
- 150000001991 dicarboxylic acids Chemical class 0.000 description 2
- WOZVHXUHUFLZGK-UHFFFAOYSA-N dimethyl terephthalate Chemical compound COC(=O)C1=CC=C(C(=O)OC)C=C1 WOZVHXUHUFLZGK-UHFFFAOYSA-N 0.000 description 2
- ROORDVPLFPIABK-UHFFFAOYSA-N diphenyl carbonate Chemical compound C=1C=CC=CC=1OC(=O)OC1=CC=CC=C1 ROORDVPLFPIABK-UHFFFAOYSA-N 0.000 description 2
- 235000013305 food Nutrition 0.000 description 2
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 2
- BHEPBYXIRTUNPN-UHFFFAOYSA-N hydridophosphorus(.) (triplet) Chemical class [PH] BHEPBYXIRTUNPN-UHFFFAOYSA-N 0.000 description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 2
- 150000002531 isophthalic acids Chemical class 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 239000010445 mica Substances 0.000 description 2
- 229910052618 mica group Inorganic materials 0.000 description 2
- SYSQUGFVNFXIIT-UHFFFAOYSA-N n-[4-(1,3-benzoxazol-2-yl)phenyl]-4-nitrobenzenesulfonamide Chemical class C1=CC([N+](=O)[O-])=CC=C1S(=O)(=O)NC1=CC=C(C=2OC3=CC=CC=C3N=2)C=C1 SYSQUGFVNFXIIT-UHFFFAOYSA-N 0.000 description 2
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 2
- 238000004806 packaging method and process Methods 0.000 description 2
- 239000010452 phosphate Substances 0.000 description 2
- AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 description 2
- 150000003014 phosphoric acid esters Chemical class 0.000 description 2
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 229920000166 polytrimethylene carbonate Polymers 0.000 description 2
- 238000012545 processing Methods 0.000 description 2
- 229960004063 propylene glycol Drugs 0.000 description 2
- 238000011160 research Methods 0.000 description 2
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 239000000758 substrate Substances 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- 239000000454 talc Substances 0.000 description 2
- 229910052623 talc Inorganic materials 0.000 description 2
- 150000003504 terephthalic acids Chemical class 0.000 description 2
- 230000004580 weight loss Effects 0.000 description 2
- DEQUKPCANKRTPZ-UHFFFAOYSA-N (2,3-dihydroxyphenyl)-phenylmethanone Chemical compound OC1=CC=CC(C(=O)C=2C=CC=CC=2)=C1O DEQUKPCANKRTPZ-UHFFFAOYSA-N 0.000 description 1
- YIYBRXKMQFDHSM-UHFFFAOYSA-N 2,2'-Dihydroxybenzophenone Chemical class OC1=CC=CC=C1C(=O)C1=CC=CC=C1O YIYBRXKMQFDHSM-UHFFFAOYSA-N 0.000 description 1
- VXHYVVAUHMGCEX-UHFFFAOYSA-N 2-(2-hydroxyphenoxy)phenol Chemical class OC1=CC=CC=C1OC1=CC=CC=C1O VXHYVVAUHMGCEX-UHFFFAOYSA-N 0.000 description 1
- BLDLRWQLBOJPEB-UHFFFAOYSA-N 2-(2-hydroxyphenyl)sulfanylphenol Chemical class OC1=CC=CC=C1SC1=CC=CC=C1O BLDLRWQLBOJPEB-UHFFFAOYSA-N 0.000 description 1
- XSVZEASGNTZBRQ-UHFFFAOYSA-N 2-(2-hydroxyphenyl)sulfinylphenol Chemical class OC1=CC=CC=C1S(=O)C1=CC=CC=C1O XSVZEASGNTZBRQ-UHFFFAOYSA-N 0.000 description 1
- QUWAJPZDCZDTJS-UHFFFAOYSA-N 2-(2-hydroxyphenyl)sulfonylphenol Chemical class OC1=CC=CC=C1S(=O)(=O)C1=CC=CC=C1O QUWAJPZDCZDTJS-UHFFFAOYSA-N 0.000 description 1
- XBQRPFBBTWXIFI-UHFFFAOYSA-N 2-chloro-4-[2-(3-chloro-4-hydroxyphenyl)propan-2-yl]phenol Chemical compound C=1C=C(O)C(Cl)=CC=1C(C)(C)C1=CC=C(O)C(Cl)=C1 XBQRPFBBTWXIFI-UHFFFAOYSA-N 0.000 description 1
- GIMXAEZBXRIECN-UHFFFAOYSA-J 2-hydroxyacetate;titanium(4+) Chemical class [Ti+4].OCC([O-])=O.OCC([O-])=O.OCC([O-])=O.OCC([O-])=O GIMXAEZBXRIECN-UHFFFAOYSA-J 0.000 description 1
- YMTYZTXUZLQUSF-UHFFFAOYSA-N 3,3'-Dimethylbisphenol A Chemical compound C1=C(O)C(C)=CC(C(C)(C)C=2C=C(C)C(O)=CC=2)=C1 YMTYZTXUZLQUSF-UHFFFAOYSA-N 0.000 description 1
- NEQFBGHQPUXOFH-UHFFFAOYSA-N 4-(4-carboxyphenyl)benzoic acid Chemical compound C1=CC(C(=O)O)=CC=C1C1=CC=C(C(O)=O)C=C1 NEQFBGHQPUXOFH-UHFFFAOYSA-N 0.000 description 1
- JPSMTGONABILTP-UHFFFAOYSA-N 4-(4-hydroxy-3,5-dimethylphenyl)sulfanyl-2,6-dimethylphenol Chemical compound CC1=C(O)C(C)=CC(SC=2C=C(C)C(O)=C(C)C=2)=C1 JPSMTGONABILTP-UHFFFAOYSA-N 0.000 description 1
- YNWRQXYZKFAPSH-UHFFFAOYSA-N 4-(4-hydroxy-3,5-dimethylphenyl)sulfinyl-2,6-dimethylphenol Chemical compound CC1=C(O)C(C)=CC(S(=O)C=2C=C(C)C(O)=C(C)C=2)=C1 YNWRQXYZKFAPSH-UHFFFAOYSA-N 0.000 description 1
- SUCTVKDVODFXFX-UHFFFAOYSA-N 4-(4-hydroxy-3,5-dimethylphenyl)sulfonyl-2,6-dimethylphenol Chemical compound CC1=C(O)C(C)=CC(S(=O)(=O)C=2C=C(C)C(O)=C(C)C=2)=C1 SUCTVKDVODFXFX-UHFFFAOYSA-N 0.000 description 1
- AZZWZMUXHALBCQ-UHFFFAOYSA-N 4-[(4-hydroxy-3,5-dimethylphenyl)methyl]-2,6-dimethylphenol Chemical compound CC1=C(O)C(C)=CC(CC=2C=C(C)C(O)=C(C)C=2)=C1 AZZWZMUXHALBCQ-UHFFFAOYSA-N 0.000 description 1
- DZFAKQZRZPHYLG-VOTSOKGWSA-N 4-[(e)-2-phenylethenyl]cyclohexa-2,4-diene-1,1-dicarboxylic acid Chemical compound C1=CC(C(=O)O)(C(O)=O)CC=C1\C=C\C1=CC=CC=C1 DZFAKQZRZPHYLG-VOTSOKGWSA-N 0.000 description 1
- UMPGNGRIGSEMTC-UHFFFAOYSA-N 4-[1-(4-hydroxyphenyl)-3,3,5-trimethylcyclohexyl]phenol Chemical compound C1C(C)CC(C)(C)CC1(C=1C=CC(O)=CC=1)C1=CC=C(O)C=C1 UMPGNGRIGSEMTC-UHFFFAOYSA-N 0.000 description 1
- ODJUOZPKKHIEOZ-UHFFFAOYSA-N 4-[2-(4-hydroxy-3,5-dimethylphenyl)propan-2-yl]-2,6-dimethylphenol Chemical compound CC1=C(O)C(C)=CC(C(C)(C)C=2C=C(C)C(O)=C(C)C=2)=C1 ODJUOZPKKHIEOZ-UHFFFAOYSA-N 0.000 description 1
- UTHNVIIBUGSBMJ-UHFFFAOYSA-N 4-[3-(4-hydroxy-3,5-dimethylphenyl)cyclohexyl]-2,6-dimethylphenol Chemical compound CC1=C(O)C(C)=CC(C2CC(CCC2)C=2C=C(C)C(O)=C(C)C=2)=C1 UTHNVIIBUGSBMJ-UHFFFAOYSA-N 0.000 description 1
- SDDLEVPIDBLVHC-UHFFFAOYSA-N Bisphenol Z Chemical compound C1=CC(O)=CC=C1C1(C=2C=CC(O)=CC=2)CCCCC1 SDDLEVPIDBLVHC-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 238000012695 Interfacial polymerization Methods 0.000 description 1
- PWHULOQIROXLJO-UHFFFAOYSA-N Manganese Chemical compound [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 description 1
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical compound OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 description 1
- 241000872198 Serjania polyphylla Species 0.000 description 1
- 239000012963 UV stabilizer Substances 0.000 description 1
- 238000002441 X-ray diffraction Methods 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- 150000008065 acid anhydrides Chemical class 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 125000005907 alkyl ester group Chemical group 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 229910052787 antimony Inorganic materials 0.000 description 1
- WATWJIUSRGPENY-UHFFFAOYSA-N antimony atom Chemical compound [Sb] WATWJIUSRGPENY-UHFFFAOYSA-N 0.000 description 1
- 239000011324 bead Substances 0.000 description 1
- 238000007664 blowing Methods 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- MOIPGXQKZSZOQX-UHFFFAOYSA-N carbonyl bromide Chemical compound BrC(Br)=O MOIPGXQKZSZOQX-UHFFFAOYSA-N 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 238000005266 casting Methods 0.000 description 1
- 150000001805 chlorine compounds Chemical class 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 229910052570 clay Inorganic materials 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 150000004292 cyclic ethers Chemical class 0.000 description 1
- 230000001627 detrimental effect Effects 0.000 description 1
- UCQFCFPECQILOL-UHFFFAOYSA-N diethyl hydrogen phosphate Chemical compound CCOP(O)(=O)OCC UCQFCFPECQILOL-UHFFFAOYSA-N 0.000 description 1
- 239000000539 dimer Substances 0.000 description 1
- 150000002118 epoxides Chemical class 0.000 description 1
- HQQADJVZYDDRJT-UHFFFAOYSA-N ethene;prop-1-ene Chemical group C=C.CC=C HQQADJVZYDDRJT-UHFFFAOYSA-N 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
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- 239000012467 final product Substances 0.000 description 1
- 239000003063 flame retardant Substances 0.000 description 1
- 238000005187 foaming Methods 0.000 description 1
- 239000003365 glass fiber Substances 0.000 description 1
- 229940051250 hexylene glycol Drugs 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 229910052748 manganese Inorganic materials 0.000 description 1
- 239000011572 manganese Substances 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 125000005341 metaphosphate group Chemical group 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 239000006082 mold release agent Substances 0.000 description 1
- WPUMVKJOWWJPRK-UHFFFAOYSA-N naphthalene-2,7-dicarboxylic acid Chemical compound C1=CC(C(O)=O)=CC2=CC(C(=O)O)=CC=C21 WPUMVKJOWWJPRK-UHFFFAOYSA-N 0.000 description 1
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 description 1
- 239000002667 nucleating agent Substances 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000000825 pharmaceutical preparation Substances 0.000 description 1
- 229940127557 pharmaceutical product Drugs 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 150000008301 phosphite esters Chemical class 0.000 description 1
- 150000003017 phosphorus Chemical class 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920000233 poly(alkylene oxides) Chemical group 0.000 description 1
- 229920000137 polyphosphoric acid Polymers 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- HKJYVRJHDIPMQB-UHFFFAOYSA-N propan-1-olate;titanium(4+) Chemical compound CCCO[Ti](OCCC)(OCCC)OCCC HKJYVRJHDIPMQB-UHFFFAOYSA-N 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- YIKQLNRXIWIZFA-UHFFFAOYSA-N silyl dihydrogen phosphate Chemical compound OP(O)(=O)O[SiH3] YIKQLNRXIWIZFA-UHFFFAOYSA-N 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- KKEYFWRCBNTPAC-UHFFFAOYSA-L terephthalate(2-) Chemical compound [O-]C(=O)C1=CC=C(C([O-])=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-L 0.000 description 1
- 229920001897 terpolymer Polymers 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 150000003609 titanium compounds Chemical class 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- 238000005809 transesterification reaction Methods 0.000 description 1
- DQWPFSLDHJDLRL-UHFFFAOYSA-N triethyl phosphate Chemical compound CCOP(=O)(OCC)OCC DQWPFSLDHJDLRL-UHFFFAOYSA-N 0.000 description 1
- 239000010456 wollastonite Substances 0.000 description 1
- 229910052882 wollastonite Inorganic materials 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 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
- C08L67/00—Compositions of polyesters obtained by reactions forming a carboxylic ester 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
- 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
- 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
- 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
- C08G63/68—Polyesters containing atoms other than carbon, hydrogen and oxygen
- C08G63/685—Polyesters containing atoms other than carbon, hydrogen and oxygen containing nitrogen
- C08G63/6854—Polyesters containing atoms other than carbon, hydrogen and oxygen containing nitrogen derived from polycarboxylic acids and polyhydroxy compounds
- C08G63/6856—Dicarboxylic acids and dihydroxy compounds
-
- 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
- C08G63/78—Preparation processes
- C08G63/82—Preparation processes characterised by the catalyst used
- C08G63/85—Germanium, tin, lead, arsenic, antimony, bismuth, titanium, zirconium, hafnium, vanadium, niobium, tantalum, or compounds thereof
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/49—Phosphorus-containing compounds
Priority Applications (7)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN038071452A CN1643059B (zh) | 2002-03-27 | 2003-03-12 | 黄度降低的聚酯/聚碳酸酯共混物 |
| DE60301398T DE60301398T2 (de) | 2002-03-27 | 2003-03-12 | Polyester/polycarbonat blends mit verminderter gelbheit |
| KR1020047015225A KR100967766B1 (ko) | 2002-03-27 | 2003-03-12 | 황색도가 감소된 폴리에스터/폴리카보네이트 블렌드 |
| AU2003223275A AU2003223275A1 (en) | 2002-03-27 | 2003-03-12 | Polyester/polycarbonate blends with reduced yellowness |
| JP2003580425A JP2005521772A (ja) | 2002-03-27 | 2003-03-12 | 黄色度の低下したポリエステル／ポリカーボネートブレンド |
| AT03719388T ATE302820T1 (de) | 2002-03-27 | 2003-03-12 | Polyester/polycarbonat blends mit verminderter gelbheit |
| EP03719388A EP1487918B1 (en) | 2002-03-27 | 2003-03-12 | Polyester/polycarbonate blends with reduced yellowness |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US10/107,674 | 2002-03-27 | ||
| US10/107,674 US6723768B2 (en) | 2002-03-27 | 2002-03-27 | Polyester/polycarbonate blends with reduced yellowness |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| WO2003082979A1 true WO2003082979A1 (en) | 2003-10-09 |
Family
ID=28452688
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/US2003/007679 WO2003082979A1 (en) | 2002-03-27 | 2003-03-12 | Polyester/polycarbonate blends with reduced yellowness |
Country Status (10)
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2006241294A (ja) * | 2005-03-03 | 2006-09-14 | Mitsubishi Chemicals Corp | ポリエステル樹脂及び該樹脂の製造方法 |
| JP2008544022A (ja) * | 2005-06-17 | 2008-12-04 | イーストマン ケミカル カンパニー | インヘレント粘度と中程度のガラス転移温度との特定の組合せを有するシクロブタンジオールを含むポリエステル組成物及びそれから製造された物品 |
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| CN110437429A (zh) * | 2018-05-02 | 2019-11-12 | 中国石油化工股份有限公司 | 一种改性聚酯及其制备方法及其膜的制备方法 |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5106944A (en) * | 1990-07-03 | 1992-04-21 | Eastman Kodak Company | Process and catalyst-inhibitor systems for preparing poly(1,4-cyclohexenedimethylene terephthalate) |
| EP0634435A1 (en) * | 1993-07-12 | 1995-01-18 | General Electric Company | Improved polyesterification catalyst |
| WO1996019520A1 (en) * | 1994-12-22 | 1996-06-27 | Eastman Chemical Company | Production of particular polyesters using a novel catalyst system |
| WO2000071252A1 (en) * | 1999-05-25 | 2000-11-30 | Acma Limited | Esterification catalysts |
| EP1065230A2 (de) * | 1994-08-29 | 2001-01-03 | ARTEVA TECHNOLOGIES S.à.r.l. | Thermostabile, farbneutrale, antimonfreie Polyester und Verfahren zu deren Herstellung |
Family Cites Families (45)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2465319A (en) | 1941-07-29 | 1949-03-22 | Du Pont | Polymeric linear terephthalic esters |
| NL104015C (US20040063864A1-20040401-C00001.png) | 1953-10-16 | |||
| DE1007996B (de) | 1955-03-26 | 1957-05-09 | Bayer Ag | Verfahren zur Herstellung thermoplastischer Kunststoffe |
| US3153008A (en) | 1955-07-05 | 1964-10-13 | Gen Electric | Aromatic carbonate resins and preparation thereof |
| BE592181A (US20040063864A1-20040401-C00001.png) | 1955-12-22 | |||
| US2991273A (en) | 1956-07-07 | 1961-07-04 | Bayer Ag | Process for manufacture of vacuum moulded parts of high molecular weight thermoplastic polycarbonates |
| US3148172A (en) | 1956-07-19 | 1964-09-08 | Gen Electric | Polycarbonates of dihydroxyaryl ethers |
| US2999846A (en) | 1956-11-30 | 1961-09-12 | Schnell Hermann | High molecular weight thermoplastic aromatic sulfoxy polycarbonates |
| US3047539A (en) | 1958-11-28 | 1962-07-31 | Goodyear Tire & Rubber | Production of polyesters |
| US2999835A (en) | 1959-01-02 | 1961-09-12 | Gen Electric | Resinous mixture comprising organo-polysiloxane and polymer of a carbonate of a dihydric phenol, and products containing same |
| BE794938A (fr) | 1972-02-02 | 1973-08-02 | Eastman Kodak Co | Nouveau procede de preparation de copolyesters et applications |
| US3953539A (en) | 1973-03-28 | 1976-04-27 | Teijin Ltd. | Aromatic polyester resin composition having inhibited coloration and method for inhibiting coloration |
| US4188314A (en) | 1976-12-14 | 1980-02-12 | General Electric Company | Shaped article obtained from a carbonate-polyester composition |
| US4391954A (en) | 1976-12-14 | 1983-07-05 | General Electric Company | Thermoplastic molding composition |
| US4123436A (en) | 1976-12-16 | 1978-10-31 | General Electric Company | Polycarbonate composition plasticized with esters |
| US4088709A (en) | 1977-07-01 | 1978-05-09 | Eastman Kodak Company | Phosphorus stabilized-polyester-polycarbonate molding compositions |
| GB1599230A (en) | 1977-08-26 | 1981-09-30 | Gen Electric | Unijunction transistors |
| US4786692A (en) | 1982-12-20 | 1988-11-22 | General Electric Company | High strength, reduced heat distortion temperature thermoplastic composition |
| US4521556A (en) | 1984-01-30 | 1985-06-04 | Eastman Kodak Company | Colored polyester compositions |
| US5239020A (en) | 1985-08-21 | 1993-08-24 | Eastman Kodak Company | Polyester/polycarbonate blends |
| US4749774A (en) | 1986-12-29 | 1988-06-07 | Eastman Kodak Company | Condensation polymer containing the residue of a poly-methine compound and shaped articles produced therefrom |
| US4950732A (en) | 1986-12-29 | 1990-08-21 | Eastman Kodak Company | Condensation copolymers containing bis-methine moieties and products therefrom |
| US4740581A (en) | 1987-02-24 | 1988-04-26 | Eastman Kodak Company | Condensation copolymers containing copolymerized isoquinoline derivative colorants and products therefrom |
| US4749772A (en) | 1987-07-20 | 1988-06-07 | Eastman Kodak Company | Condensation copolymers containing methine ultraviolet radiation-absorbing residues and shaped articles produced therefrom |
| US4749773A (en) | 1987-07-27 | 1988-06-07 | Eastman Kodak Company | Condensation polymers containing methine ultraviolet radiation-absorbing residues and shaped articles produced therefrom |
| US4981898A (en) | 1987-12-31 | 1991-01-01 | General Electric Company | Polycarbonate-polyester blends |
| NO170326C (no) | 1988-08-12 | 1992-10-07 | Bayer Ag | Dihydroksydifenylcykloalkaner |
| DE3926719A1 (de) | 1988-12-23 | 1990-07-05 | Bayer Ag | Polycarbonate aus alkylcyclohexylidenbisphenolen |
| US5254610A (en) | 1991-08-02 | 1993-10-19 | Eastman Kodak Company | Polyester/polycarbonate blends containing phosphites |
| US5252699A (en) | 1992-05-15 | 1993-10-12 | Eastman Kodak Company | Process for preparing 1-cyano-3H-dibenz[f,ij] isoquinoline-2,7-diones and their use as toners for polyesters |
| US5922816A (en) * | 1992-06-02 | 1999-07-13 | General Electric Company | Polyester-polycarbonate compositions stabilized against ester-carbonate interchange |
| CA2103414A1 (en) | 1992-12-03 | 1994-06-04 | Douglas G. Hamilton | Stabilized polyester-polycarbonate compositions |
| US5372864A (en) | 1993-09-03 | 1994-12-13 | Eastman Chemical Company | Toners for polyesters |
| IL110514A0 (en) | 1993-10-04 | 1994-10-21 | Eastman Chem Co | Concentrates for improving polyester compositions and a method for preparing such compositions |
| US5354791A (en) | 1993-10-19 | 1994-10-11 | General Electric Company | Epoxy-functional polyester, polycarbonate with metal phosphate |
| US5399595A (en) | 1994-08-22 | 1995-03-21 | Eastman Chemical Company | Foamable copolyesters |
| US5491179A (en) | 1994-11-23 | 1996-02-13 | Bayer Corporation | Thermally stable, gamma radiation-resistant blend of polycarbonate with polyester |
| CA2171584A1 (en) | 1995-04-11 | 1996-10-12 | James P. Mason | Compositions having low birefringence |
| US5482977A (en) | 1995-05-08 | 1996-01-09 | Eastman Chemical Company | Foamable branched polyesters |
| EP0861279A1 (en) * | 1995-11-13 | 1998-09-02 | Eastman Chemical Company | Thermally stable polyesters formed utilizing antimony compounds as catalysts |
| TW381104B (en) | 1996-02-20 | 2000-02-01 | Eastman Chem Co | Process for preparing copolyesters of terephthalic acid, ethylene glycol, and 1,4-cyclohexanedimethanol |
| JP3432083B2 (ja) * | 1996-07-23 | 2003-07-28 | ポリプラスチックス株式会社 | 熱可塑性樹脂組成物 |
| JPH10310638A (ja) * | 1997-05-09 | 1998-11-24 | Polyplastics Co | 熱可塑性ポリエステルの製造方法 |
| US6221556B1 (en) | 1999-03-05 | 2001-04-24 | General Electric Company | Article for optical data storage device |
| US6723768B2 (en) * | 2002-03-27 | 2004-04-20 | Eastman Chemical Company | Polyester/polycarbonate blends with reduced yellowness |
-
2002
- 2002-03-27 US US10/107,674 patent/US6723768B2/en not_active Expired - Fee Related
-
2003
- 2003-03-07 MY MYPI20030799A patent/MY140141A/en unknown
- 2003-03-12 JP JP2003580425A patent/JP2005521772A/ja active Pending
- 2003-03-12 KR KR1020047015225A patent/KR100967766B1/ko active IP Right Grant
- 2003-03-12 CN CN038071452A patent/CN1643059B/zh not_active Expired - Lifetime
- 2003-03-12 DE DE60301398T patent/DE60301398T2/de not_active Expired - Lifetime
- 2003-03-12 AT AT03719388T patent/ATE302820T1/de not_active IP Right Cessation
- 2003-03-12 WO PCT/US2003/007679 patent/WO2003082979A1/en active IP Right Grant
- 2003-03-12 EP EP03719388A patent/EP1487918B1/en not_active Expired - Lifetime
- 2003-03-12 AU AU2003223275A patent/AU2003223275A1/en not_active Abandoned
- 2003-09-24 US US10/669,215 patent/US20040063864A1/en not_active Abandoned
-
2007
- 2007-09-28 US US11/863,622 patent/US20080076858A1/en not_active Abandoned
-
2010
- 2010-01-29 JP JP2010019338A patent/JP2010132917A/ja not_active Withdrawn
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5106944A (en) * | 1990-07-03 | 1992-04-21 | Eastman Kodak Company | Process and catalyst-inhibitor systems for preparing poly(1,4-cyclohexenedimethylene terephthalate) |
| EP0634435A1 (en) * | 1993-07-12 | 1995-01-18 | General Electric Company | Improved polyesterification catalyst |
| EP1065230A2 (de) * | 1994-08-29 | 2001-01-03 | ARTEVA TECHNOLOGIES S.à.r.l. | Thermostabile, farbneutrale, antimonfreie Polyester und Verfahren zu deren Herstellung |
| WO1996019520A1 (en) * | 1994-12-22 | 1996-06-27 | Eastman Chemical Company | Production of particular polyesters using a novel catalyst system |
| WO2000071252A1 (en) * | 1999-05-25 | 2000-11-30 | Acma Limited | Esterification catalysts |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2006241294A (ja) * | 2005-03-03 | 2006-09-14 | Mitsubishi Chemicals Corp | ポリエステル樹脂及び該樹脂の製造方法 |
| JP2008544022A (ja) * | 2005-06-17 | 2008-12-04 | イーストマン ケミカル カンパニー | インヘレント粘度と中程度のガラス転移温度との特定の組合せを有するシクロブタンジオールを含むポリエステル組成物及びそれから製造された物品 |
| JP2008544023A (ja) * | 2005-06-17 | 2008-12-04 | イーストマン ケミカル カンパニー | シクロブタンジオールを含むポリエステル組成物及びそれらから製造された物品 |
| JP2008546867A (ja) * | 2005-06-17 | 2008-12-25 | イーストマン ケミカル カンパニー | シクロブタンジオールを含むポリエステル組成物を含むボトル |
| JP2014012849A (ja) * | 2005-06-17 | 2014-01-23 | Eastman Chemical Co | インヘレント粘度と中程度のガラス転移温度との特定の組合せを有するシクロブタンジオールを含むポリエステル組成物及びそれから製造された物品 |
Also Published As
| Publication number | Publication date |
|---|---|
| CN1643059B (zh) | 2010-05-26 |
| US20080076858A1 (en) | 2008-03-27 |
| JP2005521772A (ja) | 2005-07-21 |
| DE60301398D1 (de) | 2005-09-29 |
| DE60301398T2 (de) | 2006-03-09 |
| US20030187151A1 (en) | 2003-10-02 |
| ATE302820T1 (de) | 2005-09-15 |
| JP2010132917A (ja) | 2010-06-17 |
| US20040063864A1 (en) | 2004-04-01 |
| CN1643059A (zh) | 2005-07-20 |
| KR100967766B1 (ko) | 2010-07-05 |
| KR20050002896A (ko) | 2005-01-10 |
| EP1487918B1 (en) | 2005-08-24 |
| US6723768B2 (en) | 2004-04-20 |
| AU2003223275A1 (en) | 2003-10-13 |
| EP1487918A1 (en) | 2004-12-22 |
| MY140141A (en) | 2009-11-30 |
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