JP2007528433A - テレフタル酸とエチレングリコールからポリエチレンテレフタレートを製造するための触媒組成物、及びその方法 - Google Patents
テレフタル酸とエチレングリコールからポリエチレンテレフタレートを製造するための触媒組成物、及びその方法 Download PDFInfo
- Publication number
- JP2007528433A JP2007528433A JP2007502441A JP2007502441A JP2007528433A JP 2007528433 A JP2007528433 A JP 2007528433A JP 2007502441 A JP2007502441 A JP 2007502441A JP 2007502441 A JP2007502441 A JP 2007502441A JP 2007528433 A JP2007528433 A JP 2007528433A
- Authority
- JP
- Japan
- Prior art keywords
- antimony
- ppm
- zinc
- polycondensation
- catalyst composition
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 239000003054 catalyst Substances 0.000 title claims abstract description 101
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 title claims abstract description 77
- 239000000203 mixture Substances 0.000 title claims abstract description 69
- 229920000139 polyethylene terephthalate Polymers 0.000 title claims abstract description 60
- 239000005020 polyethylene terephthalate Substances 0.000 title claims abstract description 60
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 title claims abstract description 57
- 238000000034 method Methods 0.000 title claims abstract description 49
- -1 polyethylene terephthalate Polymers 0.000 title claims abstract description 21
- 229910052787 antimony Inorganic materials 0.000 claims abstract description 93
- WATWJIUSRGPENY-UHFFFAOYSA-N antimony atom Chemical compound [Sb] WATWJIUSRGPENY-UHFFFAOYSA-N 0.000 claims abstract description 92
- 239000011701 zinc Substances 0.000 claims abstract description 46
- 229910052725 zinc Inorganic materials 0.000 claims abstract description 37
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims abstract description 35
- 150000001463 antimony compounds Chemical class 0.000 claims abstract description 9
- 150000003752 zinc compounds Chemical class 0.000 claims abstract description 9
- 238000006068 polycondensation reaction Methods 0.000 claims description 72
- 238000006116 polymerization reaction Methods 0.000 claims description 44
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical group OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 claims description 30
- 239000007790 solid phase Substances 0.000 claims description 26
- 238000005886 esterification reaction Methods 0.000 claims description 15
- 230000032050 esterification Effects 0.000 claims description 14
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 12
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 12
- ADCOVFLJGNWWNZ-UHFFFAOYSA-N antimony trioxide Chemical compound O=[Sb]O[Sb]=O ADCOVFLJGNWWNZ-UHFFFAOYSA-N 0.000 claims description 10
- JVLRYPRBKSMEBF-UHFFFAOYSA-K diacetyloxystibanyl acetate Chemical compound [Sb+3].CC([O-])=O.CC([O-])=O.CC([O-])=O JVLRYPRBKSMEBF-UHFFFAOYSA-K 0.000 claims description 9
- 230000008569 process Effects 0.000 claims description 9
- 238000004519 manufacturing process Methods 0.000 claims description 8
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims description 6
- 229910052757 nitrogen Inorganic materials 0.000 claims description 6
- 238000006243 chemical reaction Methods 0.000 claims description 5
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 claims description 4
- 239000012071 phase Substances 0.000 claims description 4
- ZOIORXHNWRGPMV-UHFFFAOYSA-N acetic acid;zinc Chemical compound [Zn].CC(O)=O.CC(O)=O ZOIORXHNWRGPMV-UHFFFAOYSA-N 0.000 claims description 3
- 239000004246 zinc acetate Substances 0.000 claims description 3
- FMRLDPWIRHBCCC-UHFFFAOYSA-L Zinc carbonate Chemical compound [Zn+2].[O-]C([O-])=O FMRLDPWIRHBCCC-UHFFFAOYSA-L 0.000 claims description 2
- 239000005083 Zinc sulfide Substances 0.000 claims description 2
- ORLQHILJRHBSAY-UHFFFAOYSA-N [1-(hydroxymethyl)cyclohexyl]methanol Chemical compound OCC1(CO)CCCCC1 ORLQHILJRHBSAY-UHFFFAOYSA-N 0.000 claims description 2
- WYOFTXWVYIGTCT-UHFFFAOYSA-K [OH-].[Sb+3].OCC([O-])=O.OCC([O-])=O Chemical compound [OH-].[Sb+3].OCC([O-])=O.OCC([O-])=O WYOFTXWVYIGTCT-UHFFFAOYSA-K 0.000 claims description 2
- OLGKFVNSIUEQIL-UHFFFAOYSA-H bis[(4,6,8-trioxo-1,3,5,7,2-tetraoxastibocan-2-yl)oxycarbonyl] carbonate Chemical compound [Sb+3].[Sb+3].[O-]C(=O)OC(=O)OC([O-])=O.[O-]C(=O)OC(=O)OC([O-])=O.[O-]C(=O)OC(=O)OC([O-])=O OLGKFVNSIUEQIL-UHFFFAOYSA-H 0.000 claims description 2
- DLINORNFHVEIFE-UHFFFAOYSA-N hydrogen peroxide;zinc Chemical compound [Zn].OO DLINORNFHVEIFE-UHFFFAOYSA-N 0.000 claims description 2
- 239000011667 zinc carbonate Substances 0.000 claims description 2
- 229910000010 zinc carbonate Inorganic materials 0.000 claims description 2
- 235000004416 zinc carbonate Nutrition 0.000 claims description 2
- UGZADUVQMDAIAO-UHFFFAOYSA-L zinc hydroxide Chemical compound [OH-].[OH-].[Zn+2] UGZADUVQMDAIAO-UHFFFAOYSA-L 0.000 claims description 2
- 229940007718 zinc hydroxide Drugs 0.000 claims description 2
- 229910021511 zinc hydroxide Inorganic materials 0.000 claims description 2
- 239000011787 zinc oxide Substances 0.000 claims description 2
- 229940105296 zinc peroxide Drugs 0.000 claims description 2
- 229910052984 zinc sulfide Inorganic materials 0.000 claims description 2
- DRDVZXDWVBGGMH-UHFFFAOYSA-N zinc;sulfide Chemical compound [S-2].[Zn+2] DRDVZXDWVBGGMH-UHFFFAOYSA-N 0.000 claims description 2
- 230000000052 comparative effect Effects 0.000 description 78
- 229920000642 polymer Polymers 0.000 description 69
- 229910052751 metal Inorganic materials 0.000 description 34
- 239000002184 metal Substances 0.000 description 34
- 239000000306 component Substances 0.000 description 30
- WOZVHXUHUFLZGK-UHFFFAOYSA-N dimethyl terephthalate Chemical compound COC(=O)C1=CC=C(C(=O)OC)C=C1 WOZVHXUHUFLZGK-UHFFFAOYSA-N 0.000 description 20
- 230000035484 reaction time Effects 0.000 description 19
- 239000007787 solid Substances 0.000 description 19
- 229920005601 base polymer Polymers 0.000 description 16
- QAHREYKOYSIQPH-UHFFFAOYSA-L cobalt(II) acetate Chemical compound [Co+2].CC([O-])=O.CC([O-])=O QAHREYKOYSIQPH-UHFFFAOYSA-L 0.000 description 14
- 239000000155 melt Substances 0.000 description 13
- 229940011182 cobalt acetate Drugs 0.000 description 12
- IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 description 10
- 230000000694 effects Effects 0.000 description 10
- 229910017052 cobalt Inorganic materials 0.000 description 9
- 239000010941 cobalt Substances 0.000 description 9
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 9
- 239000000654 additive Substances 0.000 description 8
- 238000009472 formulation Methods 0.000 description 7
- 239000010936 titanium Substances 0.000 description 7
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 6
- 230000007423 decrease Effects 0.000 description 6
- 229910052719 titanium Inorganic materials 0.000 description 6
- CZJCMXPZSYNVLP-UHFFFAOYSA-N antimony zinc Chemical compound [Zn].[Sb] CZJCMXPZSYNVLP-UHFFFAOYSA-N 0.000 description 5
- 239000000835 fiber Substances 0.000 description 5
- 238000002156 mixing Methods 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 4
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 4
- 230000000996 additive effect Effects 0.000 description 4
- 229910052783 alkali metal Inorganic materials 0.000 description 4
- 239000011575 calcium Substances 0.000 description 4
- 229910052791 calcium Inorganic materials 0.000 description 4
- 238000009776 industrial production Methods 0.000 description 4
- 239000011777 magnesium Substances 0.000 description 4
- 229910052749 magnesium Inorganic materials 0.000 description 4
- 229920000728 polyester Polymers 0.000 description 4
- 238000006722 reduction reaction Methods 0.000 description 4
- 239000011347 resin Substances 0.000 description 4
- 229920005989 resin Polymers 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 229920006125 amorphous polymer Polymers 0.000 description 3
- 230000008901 benefit Effects 0.000 description 3
- 239000006227 byproduct Substances 0.000 description 3
- 230000007613 environmental effect Effects 0.000 description 3
- 238000005259 measurement Methods 0.000 description 3
- 230000009467 reduction Effects 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- PWHULOQIROXLJO-UHFFFAOYSA-N Manganese Chemical compound [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 description 2
- 238000010521 absorption reaction Methods 0.000 description 2
- 150000001462 antimony Chemical class 0.000 description 2
- 238000011021 bench scale process Methods 0.000 description 2
- QPKOBORKPHRBPS-UHFFFAOYSA-N bis(2-hydroxyethyl) terephthalate Chemical compound OCCOC(=O)C1=CC=C(C(=O)OCCO)C=C1 QPKOBORKPHRBPS-UHFFFAOYSA-N 0.000 description 2
- 230000015556 catabolic process Effects 0.000 description 2
- 230000003197 catalytic effect Effects 0.000 description 2
- 239000003153 chemical reaction reagent Substances 0.000 description 2
- 239000003638 chemical reducing agent Substances 0.000 description 2
- 238000006731 degradation reaction Methods 0.000 description 2
- 239000003085 diluting agent Substances 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 229910052732 germanium Inorganic materials 0.000 description 2
- GNPVGFCGXDBREM-UHFFFAOYSA-N germanium atom Chemical compound [Ge] GNPVGFCGXDBREM-UHFFFAOYSA-N 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 230000001788 irregular Effects 0.000 description 2
- 229910052748 manganese Inorganic materials 0.000 description 2
- 239000011572 manganese Substances 0.000 description 2
- WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 description 2
- 229910021645 metal ion Inorganic materials 0.000 description 2
- 238000004904 shortening Methods 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 229920001169 thermoplastic Polymers 0.000 description 2
- 239000004416 thermosoftening plastic Substances 0.000 description 2
- RFFLAFLAYFXFSW-UHFFFAOYSA-N 1,2-dichlorobenzene Substances ClC1=CC=CC=C1Cl RFFLAFLAYFXFSW-UHFFFAOYSA-N 0.000 description 1
- 229910001111 Fine metal Inorganic materials 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- 229940058905 antimony compound for treatment of leishmaniasis and trypanosomiasis Drugs 0.000 description 1
- 238000005844 autocatalytic reaction Methods 0.000 description 1
- 238000010923 batch production Methods 0.000 description 1
- 235000013361 beverage Nutrition 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000000071 blow moulding Methods 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000010924 continuous production Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000000498 cooling water Substances 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 230000008021 deposition Effects 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 230000003467 diminishing effect Effects 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 238000003912 environmental pollution Methods 0.000 description 1
- 239000000796 flavoring agent Substances 0.000 description 1
- 235000019634 flavors Nutrition 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 150000002291 germanium compounds Chemical class 0.000 description 1
- 229910001385 heavy metal Inorganic materials 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 239000013067 intermediate product Substances 0.000 description 1
- 239000011133 lead Substances 0.000 description 1
- UOGMEBQRZBEZQT-UHFFFAOYSA-L manganese(2+);diacetate Chemical compound [Mn+2].CC([O-])=O.CC([O-])=O UOGMEBQRZBEZQT-UHFFFAOYSA-L 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 238000007440 spherical crystallization Methods 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000003786 synthesis reaction 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
- 238000005979 thermal decomposition reaction Methods 0.000 description 1
- 150000003609 titanium compounds Chemical class 0.000 description 1
- 238000005809 transesterification reaction Methods 0.000 description 1
- 239000003039 volatile agent Substances 0.000 description 1
- DJWUNCQRNNEAKC-UHFFFAOYSA-L zinc acetate Chemical compound [Zn+2].CC([O-])=O.CC([O-])=O DJWUNCQRNNEAKC-UHFFFAOYSA-L 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F4/00—Polymerisation catalysts
- C08F4/06—Metallic compounds other than hydrides and other than metallo-organic compounds; Boron halide or aluminium halide complexes with organic compounds containing oxygen
- C08F4/20—Metallic compounds other than hydrides and other than metallo-organic compounds; Boron halide or aluminium halide complexes with organic compounds containing oxygen of antimony, bismuth, vanadium, niobium or tantalum
-
- 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
- C08G63/86—Germanium, antimony, or compounds thereof
- C08G63/866—Antimony or compounds thereof
-
- 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
- C08G63/80—Solid-state polycondensation
-
- 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
- C08G63/83—Alkali metals, alkaline earth metals, beryllium, magnesium, copper, silver, gold, zinc, cadmium, mercury, manganese, or compounds thereof
-
- 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
- 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
- C08G63/86—Germanium, antimony, or compounds thereof
-
- 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
- C08G63/12—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from polycarboxylic acids and polyhydroxy compounds
- C08G63/16—Dicarboxylic acids and dihydroxy compounds
- C08G63/18—Dicarboxylic acids and dihydroxy compounds the acids or hydroxy compounds containing carbocyclic rings
- C08G63/181—Acids containing aromatic rings
- C08G63/183—Terephthalic acids
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Polyesters Or Polycarbonates (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP04005822A EP1574539B1 (en) | 2004-03-11 | 2004-03-11 | Catalyst composition for producing polyethylene terephthalate from terephthalic acid and ethylene glycol, and process therefore |
| PCT/IB2005/001249 WO2005087839A2 (en) | 2004-03-11 | 2005-02-10 | Catalyst composition for producing polyethylene terephthalate from terephthalic acid and ethylene glycol, and process therefore |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2007528433A true JP2007528433A (ja) | 2007-10-11 |
| JP2007528433A5 JP2007528433A5 (enExample) | 2008-04-03 |
Family
ID=34814301
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2007502441A Pending JP2007528433A (ja) | 2004-03-11 | 2005-02-10 | テレフタル酸とエチレングリコールからポリエチレンテレフタレートを製造するための触媒組成物、及びその方法 |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US7608652B2 (enExample) |
| EP (1) | EP1574539B1 (enExample) |
| JP (1) | JP2007528433A (enExample) |
| KR (1) | KR101152510B1 (enExample) |
| CN (1) | CN100412106C (enExample) |
| AT (1) | ATE360658T1 (enExample) |
| DE (1) | DE602004006076T2 (enExample) |
| ES (1) | ES2286525T3 (enExample) |
| WO (1) | WO2005087839A2 (enExample) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2015505882A (ja) * | 2011-12-16 | 2015-02-26 | サウディ ベーシック インダストリーズ コーポレイション | ポリエチレンテレフタレートの製造のための新たな触媒錯体を合成するプロセス |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TWI473832B (zh) | 2009-03-13 | 2015-02-21 | Saudi Basic Ind Corp | 聚對酞酸乙二酯的製造方法 |
| EP2287225A1 (en) * | 2009-08-20 | 2011-02-23 | Saudi Basic Industries Corporation | Process for making polyethylene terephthalate |
| US8362189B2 (en) * | 2010-10-05 | 2013-01-29 | Uhde Inventa-Fischer Gmbh | Catalyst mixture and method for the production of polyesters with high viscosity |
| TW201602077A (zh) * | 2013-11-20 | 2016-01-16 | 英威達技術有限公司 | 整合純化對苯二甲酸製造及聚酯聚合反應之工廠中之汙染防治 |
| CN105463614B (zh) * | 2014-09-12 | 2020-01-24 | 东丽纤维研究所（中国）有限公司 | 吸放湿性聚酯纤维的制造方法 |
| CN107849292B (zh) | 2015-03-17 | 2021-03-12 | 尼亚加拉装瓶有限责任公司 | 石墨烯增强的聚对苯二甲酸乙二醇酯 |
| JP2018521207A (ja) | 2015-07-08 | 2018-08-02 | ナイアガラ・ボトリング・リミテツド・ライアビリテイー・カンパニー | グラフェン強化ポリエチレンテレフタレート |
| MX2020011750A (es) * | 2018-05-09 | 2021-02-15 | Niagara Bottling Llc | Nanocompuestos de poli (tereftalato de etileno)-grafeno a partir de una dispersión mejorada. |
| CN109734889B (zh) * | 2018-12-27 | 2021-01-05 | 江苏恒力化纤股份有限公司 | 一种聚酯合成过程中Sb2O3的添加方法 |
| AU2020256188B2 (en) | 2019-04-01 | 2025-08-14 | Niagara Bottling, Llc | Graphene polyethylene terephthalate composite for improving reheat energy consumption |
| KR102915059B1 (ko) | 2020-11-17 | 2026-01-19 | 주식회사 엘지화학 | 디에스터계 물질의 제조방법 |
| CN115197408A (zh) * | 2022-08-30 | 2022-10-18 | 科泽新材料股份有限公司 | 一种锌系催化剂及其制备方法与在无锑聚酯合成中的应用 |
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| JPS55115426A (en) * | 1979-02-27 | 1980-09-05 | Toyobo Co Ltd | Manufacture of polyester |
| JPS55116722A (en) * | 1979-03-05 | 1980-09-08 | Toyobo Co Ltd | Preparation of polyester |
| JPH05222180A (ja) * | 1992-02-17 | 1993-08-31 | Fuji Photo Film Co Ltd | ポリエステルの製造法 |
| JPH1121338A (ja) * | 1997-05-09 | 1999-01-26 | Teijin Ltd | 結晶化抑制型ポリエステル |
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| US5166311A (en) * | 1989-05-22 | 1992-11-24 | Hoechst Celanese Corporation | Catalyst system and process for preparing high clarity, colorless polyethylene terephthalate |
| US5623047A (en) * | 1995-03-28 | 1997-04-22 | Industrial Technology Research Institute | Catalytic compositions for the preparation of poly(ethylene terephthalate) with improved color |
| US5608031A (en) * | 1995-11-30 | 1997-03-04 | Eastman Chemical Company | Polyesters modified with 1,4-cyclohexaned imethanol having high clarity prepared utilizing an antimony containing catalyst/stabilizer system |
| US6160085A (en) * | 1998-05-06 | 2000-12-12 | Mitsubishi Chemical Corporation | Polyester and process for its production |
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2004
- 2004-03-11 DE DE602004006076T patent/DE602004006076T2/de not_active Expired - Lifetime
- 2004-03-11 ES ES04005822T patent/ES2286525T3/es not_active Expired - Lifetime
- 2004-03-11 AT AT04005822T patent/ATE360658T1/de not_active IP Right Cessation
- 2004-03-11 EP EP04005822A patent/EP1574539B1/en not_active Expired - Lifetime
-
2005
- 2005-02-10 CN CNB2005800076283A patent/CN100412106C/zh not_active Expired - Fee Related
- 2005-02-10 KR KR1020067018574A patent/KR101152510B1/ko not_active Expired - Fee Related
- 2005-02-10 JP JP2007502441A patent/JP2007528433A/ja active Pending
- 2005-02-10 WO PCT/IB2005/001249 patent/WO2005087839A2/en not_active Ceased
- 2005-02-10 US US10/592,338 patent/US7608652B2/en not_active Expired - Fee Related
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS55115426A (en) * | 1979-02-27 | 1980-09-05 | Toyobo Co Ltd | Manufacture of polyester |
| JPS55116722A (en) * | 1979-03-05 | 1980-09-08 | Toyobo Co Ltd | Preparation of polyester |
| JPH05222180A (ja) * | 1992-02-17 | 1993-08-31 | Fuji Photo Film Co Ltd | ポリエステルの製造法 |
| JPH1121338A (ja) * | 1997-05-09 | 1999-01-26 | Teijin Ltd | 結晶化抑制型ポリエステル |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2015505882A (ja) * | 2011-12-16 | 2015-02-26 | サウディ ベーシック インダストリーズ コーポレイション | ポリエチレンテレフタレートの製造のための新たな触媒錯体を合成するプロセス |
Also Published As
| Publication number | Publication date |
|---|---|
| EP1574539A1 (en) | 2005-09-14 |
| KR101152510B1 (ko) | 2012-06-01 |
| DE602004006076D1 (de) | 2007-06-06 |
| ES2286525T3 (es) | 2007-12-01 |
| WO2005087839A3 (en) | 2006-02-16 |
| WO2005087839A2 (en) | 2005-09-22 |
| EP1574539B1 (en) | 2007-04-25 |
| US7608652B2 (en) | 2009-10-27 |
| US20080033084A1 (en) | 2008-02-07 |
| DE602004006076T2 (de) | 2007-12-27 |
| CN100412106C (zh) | 2008-08-20 |
| KR20070012363A (ko) | 2007-01-25 |
| ATE360658T1 (de) | 2007-05-15 |
| CN1930210A (zh) | 2007-03-14 |
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