JP4495214B2 - ポリエチレンテレフタレートコポリエステルを製造する方法、それによって得られたコポリエステルとその使用、および本発明の方法に適した触媒組成物 - Google Patents
ポリエチレンテレフタレートコポリエステルを製造する方法、それによって得られたコポリエステルとその使用、および本発明の方法に適した触媒組成物 Download PDFInfo
- Publication number
- JP4495214B2 JP4495214B2 JP2007512591A JP2007512591A JP4495214B2 JP 4495214 B2 JP4495214 B2 JP 4495214B2 JP 2007512591 A JP2007512591 A JP 2007512591A JP 2007512591 A JP2007512591 A JP 2007512591A JP 4495214 B2 JP4495214 B2 JP 4495214B2
- Authority
- JP
- Japan
- Prior art keywords
- zinc
- antimony
- copolyester
- polycondensation
- ppm
- 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.)
- Expired - Fee Related
Links
- 239000003054 catalyst Substances 0.000 title claims abstract description 82
- 238000000034 method Methods 0.000 title claims abstract description 58
- 229920000139 polyethylene terephthalate Polymers 0.000 title claims abstract description 57
- 239000005020 polyethylene terephthalate Substances 0.000 title claims abstract description 57
- 230000008569 process Effects 0.000 title claims abstract description 46
- 229920001634 Copolyester Polymers 0.000 title claims abstract description 34
- -1 polyethylene terephthalate Polymers 0.000 title claims abstract description 30
- 239000000203 mixture Substances 0.000 title claims abstract description 22
- 239000011701 zinc Substances 0.000 claims abstract description 96
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 claims abstract description 90
- 238000006068 polycondensation reaction Methods 0.000 claims abstract description 81
- 229910052725 zinc Inorganic materials 0.000 claims abstract description 81
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims abstract description 79
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims abstract description 72
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 claims abstract description 48
- 238000005886 esterification reaction Methods 0.000 claims abstract description 15
- 230000032050 esterification Effects 0.000 claims abstract description 14
- 150000003752 zinc compounds Chemical class 0.000 claims abstract description 11
- 239000000835 fiber Substances 0.000 claims description 30
- 239000000155 melt Substances 0.000 claims description 21
- 229910052751 metal Inorganic materials 0.000 claims description 21
- 239000002184 metal Substances 0.000 claims description 21
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 16
- 238000006116 polymerization reaction Methods 0.000 claims description 11
- 229910052698 phosphorus Inorganic materials 0.000 claims description 9
- 239000011574 phosphorus Substances 0.000 claims description 9
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 claims description 8
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims description 8
- 239000007787 solid Substances 0.000 claims description 7
- 239000003381 stabilizer Substances 0.000 claims description 5
- ZOIORXHNWRGPMV-UHFFFAOYSA-N acetic acid;zinc Chemical compound [Zn].CC(O)=O.CC(O)=O ZOIORXHNWRGPMV-UHFFFAOYSA-N 0.000 claims description 4
- 238000012937 correction Methods 0.000 claims description 4
- 239000004246 zinc acetate Substances 0.000 claims description 4
- 239000011787 zinc oxide Substances 0.000 claims description 4
- 238000001125 extrusion Methods 0.000 claims description 3
- 150000002903 organophosphorus compounds Chemical class 0.000 claims description 3
- 229920000137 polyphosphoric acid Polymers 0.000 claims description 3
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims description 2
- 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
- 238000010923 batch production Methods 0.000 claims description 2
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 claims description 2
- 238000010924 continuous production Methods 0.000 claims description 2
- DLINORNFHVEIFE-UHFFFAOYSA-N hydrogen peroxide;zinc Chemical compound [Zn].OO DLINORNFHVEIFE-UHFFFAOYSA-N 0.000 claims description 2
- 239000011261 inert gas Substances 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
- 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
- 238000004519 manufacturing process Methods 0.000 abstract description 8
- 229910052787 antimony Inorganic materials 0.000 description 89
- WATWJIUSRGPENY-UHFFFAOYSA-N antimony atom Chemical compound [Sb] WATWJIUSRGPENY-UHFFFAOYSA-N 0.000 description 88
- 229920000642 polymer Polymers 0.000 description 69
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 35
- WOZVHXUHUFLZGK-UHFFFAOYSA-N dimethyl terephthalate Chemical compound COC(=O)C1=CC=C(C(=O)OC)C=C1 WOZVHXUHUFLZGK-UHFFFAOYSA-N 0.000 description 28
- 230000000052 comparative effect Effects 0.000 description 23
- 239000010936 titanium Substances 0.000 description 14
- 230000000694 effects Effects 0.000 description 11
- 230000002829 reductive effect Effects 0.000 description 10
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 9
- 230000035484 reaction time Effects 0.000 description 9
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 8
- 238000006243 chemical reaction Methods 0.000 description 8
- 229910052719 titanium Inorganic materials 0.000 description 7
- 238000005809 transesterification reaction Methods 0.000 description 7
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical group OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 239000004753 textile Substances 0.000 description 6
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 5
- 239000011572 manganese Substances 0.000 description 5
- 229920000728 polyester Polymers 0.000 description 5
- 229910052718 tin Inorganic materials 0.000 description 5
- 150000001463 antimony compounds Chemical class 0.000 description 4
- 230000003197 catalytic effect Effects 0.000 description 4
- QAHREYKOYSIQPH-UHFFFAOYSA-L cobalt(II) acetate Chemical compound [Co+2].CC([O-])=O.CC([O-])=O QAHREYKOYSIQPH-UHFFFAOYSA-L 0.000 description 4
- 238000002425 crystallisation Methods 0.000 description 4
- 230000008025 crystallization Effects 0.000 description 4
- 230000007423 decrease Effects 0.000 description 4
- JVLRYPRBKSMEBF-UHFFFAOYSA-K diacetyloxystibanyl acetate Chemical compound [Sb+3].CC([O-])=O.CC([O-])=O.CC([O-])=O JVLRYPRBKSMEBF-UHFFFAOYSA-K 0.000 description 4
- 238000010036 direct spinning Methods 0.000 description 4
- 238000004043 dyeing Methods 0.000 description 4
- 239000004744 fabric Substances 0.000 description 4
- 230000007062 hydrolysis Effects 0.000 description 4
- 238000006460 hydrolysis reaction Methods 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 229910052757 nitrogen Inorganic materials 0.000 description 4
- 238000006722 reduction reaction Methods 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- RFFLAFLAYFXFSW-UHFFFAOYSA-N 1,2-dichlorobenzene Chemical compound ClC1=CC=CC=C1Cl RFFLAFLAYFXFSW-UHFFFAOYSA-N 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 3
- PWHULOQIROXLJO-UHFFFAOYSA-N Manganese Chemical compound [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 description 3
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 3
- 239000006227 byproduct Substances 0.000 description 3
- 229940011182 cobalt acetate Drugs 0.000 description 3
- 238000006731 degradation reaction Methods 0.000 description 3
- 238000009472 formulation Methods 0.000 description 3
- 229910052748 manganese Inorganic materials 0.000 description 3
- 239000008188 pellet Substances 0.000 description 3
- 150000003018 phosphorus compounds Chemical class 0.000 description 3
- 230000009467 reduction Effects 0.000 description 3
- 229940058905 antimony compound for treatment of leishmaniasis and trypanosomiasis Drugs 0.000 description 2
- ADCOVFLJGNWWNZ-UHFFFAOYSA-N antimony trioxide Chemical compound O=[Sb]O[Sb]=O ADCOVFLJGNWWNZ-UHFFFAOYSA-N 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
- 235000014171 carbonated beverage Nutrition 0.000 description 2
- 230000015556 catabolic process Effects 0.000 description 2
- 239000003638 chemical reducing agent Substances 0.000 description 2
- 230000001419 dependent effect Effects 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 238000009776 industrial production Methods 0.000 description 2
- 150000002500 ions Chemical class 0.000 description 2
- 230000014759 maintenance of location Effects 0.000 description 2
- 229910021645 metal ion Inorganic materials 0.000 description 2
- 150000002739 metals Chemical class 0.000 description 2
- 230000037361 pathway Effects 0.000 description 2
- 150000004023 quaternary phosphonium compounds Chemical class 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 238000009987 spinning Methods 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- 238000005979 thermal decomposition reaction Methods 0.000 description 2
- 238000004383 yellowing Methods 0.000 description 2
- SLGGJMDAZSEJNG-UHFFFAOYSA-N 2-(2-hydroxyethoxy)ethanol;terephthalic acid Chemical compound OCCOCCO.OC(=O)C1=CC=C(C(O)=O)C=C1 SLGGJMDAZSEJNG-UHFFFAOYSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 230000006978 adaptation Effects 0.000 description 1
- 229920005601 base polymer Polymers 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 239000010941 cobalt Substances 0.000 description 1
- 229910017052 cobalt Inorganic materials 0.000 description 1
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 238000012691 depolymerization reaction Methods 0.000 description 1
- 230000008021 deposition Effects 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- WUOBERCRSABHOT-UHFFFAOYSA-N diantimony Chemical compound [Sb]#[Sb] WUOBERCRSABHOT-UHFFFAOYSA-N 0.000 description 1
- 150000002009 diols Chemical class 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 229910052732 germanium Inorganic materials 0.000 description 1
- GNPVGFCGXDBREM-UHFFFAOYSA-N germanium atom Chemical compound [Ge] GNPVGFCGXDBREM-UHFFFAOYSA-N 0.000 description 1
- 238000000227 grinding Methods 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- GBHRVZIGDIUCJB-UHFFFAOYSA-N hydrogenphosphite Chemical class OP([O-])[O-] GBHRVZIGDIUCJB-UHFFFAOYSA-N 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 230000000670 limiting effect Effects 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
- 238000005259 measurement Methods 0.000 description 1
- 238000002074 melt spinning Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- 235000021317 phosphate Nutrition 0.000 description 1
- 150000008301 phosphite esters Chemical class 0.000 description 1
- AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 description 1
- 150000003009 phosphonic acids Chemical class 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 238000010791 quenching Methods 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 230000002441 reversible effect Effects 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000010802 sludge Substances 0.000 description 1
- 238000007440 spherical crystallization Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 150000003609 titanium compounds Chemical class 0.000 description 1
- 239000003039 volatile agent Substances 0.000 description 1
- 230000002087 whitening effect Effects 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
- 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
- C08G63/02—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
-
- 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
-
- 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
-
- D—TEXTILES; PAPER
- D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
- D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
- D01F6/00—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof
- D01F6/58—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from homopolycondensation products
- D01F6/62—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from homopolycondensation products from polyesters
-
- D—TEXTILES; PAPER
- D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
- D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
- D01F6/00—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof
- D01F6/78—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from copolycondensation products
- D01F6/84—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from copolycondensation products from copolyesters
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Polyesters Or Polycarbonates (AREA)
- Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP04010616A EP1593702B1 (en) | 2004-05-05 | 2004-05-05 | Process for the production of polyethylene terephthalate copolyester |
| PCT/IB2005/001577 WO2005105888A1 (en) | 2004-05-05 | 2005-04-08 | Process for the production of polyethylene terephthalate copolyester; copolyester obtained thereby and its use and catalyst useful in the process |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2008507593A JP2008507593A (ja) | 2008-03-13 |
| JP2008507593A5 JP2008507593A5 (https=) | 2010-04-02 |
| JP4495214B2 true JP4495214B2 (ja) | 2010-06-30 |
Family
ID=34924851
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2007512591A Expired - Fee Related JP4495214B2 (ja) | 2004-05-05 | 2005-04-08 | ポリエチレンテレフタレートコポリエステルを製造する方法、それによって得られたコポリエステルとその使用、および本発明の方法に適した触媒組成物 |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US20080064797A1 (https=) |
| EP (1) | EP1593702B1 (https=) |
| JP (1) | JP4495214B2 (https=) |
| KR (1) | KR101189354B1 (https=) |
| CN (1) | CN100509911C (https=) |
| AT (1) | ATE382066T1 (https=) |
| DE (1) | DE602004010887T2 (https=) |
| EG (1) | EG26048A (https=) |
| ES (1) | ES2298645T3 (https=) |
| TW (1) | TWI365201B (https=) |
| WO (1) | WO2005105888A1 (https=) |
Families Citing this family (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7714094B2 (en) * | 2007-11-15 | 2010-05-11 | Eastman Chemical Company | Simplified isophthalic acid process for modifying PET |
| CN102146157B (zh) * | 2011-03-21 | 2013-01-09 | 浙江万凯新材料有限公司 | Ipa酯化瓶级聚酯生产设备及其生产方法 |
| US20140194021A1 (en) * | 2011-08-17 | 2014-07-10 | Kolon Industries, Inc. | Process for producing polyester fiber |
| KR101995457B1 (ko) * | 2012-05-25 | 2019-07-02 | 에스케이케미칼 주식회사 | 폴리에스테르 수지의 제조 방법 |
| KR101952941B1 (ko) * | 2012-06-05 | 2019-02-27 | 에스케이케미칼 주식회사 | 폴리에스테르 수지 및 이의 제조 방법 |
| KR101969004B1 (ko) * | 2012-06-05 | 2019-04-15 | 에스케이케미칼 주식회사 | 폴리에스테르 수지 및 이의 제조 방법 |
| CN103572400B (zh) * | 2012-08-06 | 2016-01-06 | 中国石油化工股份有限公司 | 一种涡流纺专用涤纶短纤维的加工方法 |
| CN105504241B (zh) * | 2015-12-29 | 2018-06-12 | 江苏恒力化纤股份有限公司 | 一种高模低缩聚酯工业丝及其制备方法 |
| ES2880324T3 (es) * | 2017-02-24 | 2021-11-24 | Dupont Ind Biosciences Usa Llc | Proceso para preparar poli(furandicarboxilato de trimetileno) usando catalizador de zinc |
| JP7514188B2 (ja) * | 2018-05-11 | 2024-07-10 | サビック グローバル テクノロジーズ ベスローテン フェンノートシャップ | 強化ポリエステル構造部材 |
| CN114907554B (zh) * | 2021-02-10 | 2023-08-08 | 中国科学院大连化学物理研究所 | 一种纺丝用呋喃基聚酯及其制备方法 |
| CN114292388B (zh) * | 2021-11-12 | 2023-08-29 | 浙江恒逸石化研究院有限公司 | 一种可降解pet基共聚酯的制备方法 |
| CN114479027A (zh) * | 2022-02-23 | 2022-05-13 | 浙江大学 | 具有抗菌与成骨活性的聚酯催化剂及制备方法 |
| 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 |
| CN115353614A (zh) * | 2022-08-30 | 2022-11-18 | 科泽新材料股份有限公司 | 一种复合催化剂及其制备方法与在无锑聚酯合成中的应用 |
| CN119640432B (zh) * | 2025-02-17 | 2025-07-01 | 江苏芮邦科技有限公司 | 一种聚酯纤维的制备方法及催化剂的制备方法 |
Family Cites Families (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3070575A (en) * | 1958-01-27 | 1962-12-25 | Du Pont | Process for the preparation of polyesters from dicarboxylic acids and bis (hydroxy-alkyl) esters |
| GB1047429A (https=) * | 1962-09-03 | 1900-01-01 | ||
| GB1047072A (en) * | 1964-03-03 | 1966-11-02 | Toyo Rayon Co Ltd | Production of linear polyesters of high molecular weight |
| FR1436968A (fr) * | 1964-06-01 | 1966-04-29 | Monsanto Co | Préparation de polyesters |
| US4122107A (en) * | 1976-03-26 | 1978-10-24 | M&T Chemicals Inc. | Reaction products of specific antimony compounds with a carboxylate of zinc calcium or manganese and an alcohol or glycol |
| JPS58108223A (ja) | 1981-12-21 | 1983-06-28 | Mitsubishi Rayon Co Ltd | ポリエステル中空成形体用成形材料 |
| US5162488A (en) * | 1989-05-22 | 1992-11-10 | Hoechst Celanese Corporation | Catalyst system and process for preparing polyethylene terephthalate |
| US5166311A (en) * | 1989-05-22 | 1992-11-24 | Hoechst Celanese Corporation | Catalyst system and process for preparing high clarity, colorless polyethylene terephthalate |
| US5008230A (en) * | 1989-05-22 | 1991-04-16 | Hoechst Celanese Corporation | Catalyst for preparing high clarity, colorless polyethylene terephthalate |
| US5153164A (en) * | 1989-05-22 | 1992-10-06 | Hoechst Celanese Corporation | Catalyst system for preparing polyethylene terephthalate |
| DE4223007A1 (de) * | 1991-07-15 | 1993-02-04 | Mitsubishi Chem Ind | Copolyester und daraus hergestellte behaelter und gereckte folien |
| JP3300433B2 (ja) * | 1992-11-04 | 2002-07-08 | 三菱レイヨン株式会社 | 樹脂組成物 |
| US5385773A (en) * | 1993-04-27 | 1995-01-31 | Eastman Chemical Company | Copolyester of cyclohexanenedimethanol and process for producing such polyester |
| 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 |
| EP0864596A1 (en) * | 1997-03-14 | 1998-09-16 | Hoechst Diafoil GmbH | Process for the production of polyethylene terephthalate |
| US6255441B1 (en) * | 1998-04-17 | 2001-07-03 | E. I. Du Pont De Nemours And Company | Titanium-containing catalyst composition and processes therefor and therewith |
| US6346070B1 (en) * | 1998-12-25 | 2002-02-12 | Mitsui Chemicals Inc | Catalyst for polyester production, process for producing polyester using the catalyst, polyester obtained by the process, and uses of the polyester |
| US6506853B2 (en) * | 2001-02-28 | 2003-01-14 | E. I. Du Pont De Nemours And Company | Copolymer comprising isophthalic acid |
| CN1156511C (zh) * | 2001-06-14 | 2004-07-07 | 中国石化上海石油化工股份有限公司 | 一种制备聚对苯二甲酸乙二酯的方法 |
-
2004
- 2004-05-05 EP EP04010616A patent/EP1593702B1/en not_active Expired - Lifetime
- 2004-05-05 DE DE602004010887T patent/DE602004010887T2/de not_active Expired - Lifetime
- 2004-05-05 AT AT04010616T patent/ATE382066T1/de not_active IP Right Cessation
- 2004-05-05 ES ES04010616T patent/ES2298645T3/es not_active Expired - Lifetime
-
2005
- 2005-04-08 CN CNB2005800176864A patent/CN100509911C/zh not_active Expired - Fee Related
- 2005-04-08 JP JP2007512591A patent/JP4495214B2/ja not_active Expired - Fee Related
- 2005-04-08 WO PCT/IB2005/001577 patent/WO2005105888A1/en not_active Ceased
- 2005-04-08 KR KR1020067023698A patent/KR101189354B1/ko not_active Expired - Fee Related
- 2005-04-08 US US11/579,286 patent/US20080064797A1/en not_active Abandoned
- 2005-04-14 TW TW094111875A patent/TWI365201B/zh not_active IP Right Cessation
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2006
- 2006-11-01 EG EGPCTNA2006001041A patent/EG26048A/en active
Also Published As
| Publication number | Publication date |
|---|---|
| EP1593702A1 (en) | 2005-11-09 |
| DE602004010887D1 (de) | 2008-02-07 |
| CN1961022A (zh) | 2007-05-09 |
| EP1593702B1 (en) | 2007-12-26 |
| ATE382066T1 (de) | 2008-01-15 |
| TW200609269A (en) | 2006-03-16 |
| KR101189354B1 (ko) | 2012-10-09 |
| US20080064797A1 (en) | 2008-03-13 |
| WO2005105888A1 (en) | 2005-11-10 |
| JP2008507593A (ja) | 2008-03-13 |
| KR20070012471A (ko) | 2007-01-25 |
| TWI365201B (en) | 2012-06-01 |
| ES2298645T3 (es) | 2008-05-16 |
| DE602004010887T2 (de) | 2008-12-18 |
| EG26048A (en) | 2013-01-09 |
| CN100509911C (zh) | 2009-07-08 |
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