MXPA04007975A - Hidrogenacion de oligomeros de poliester que contienen residuos de acido tereftalico. - Google Patents
Hidrogenacion de oligomeros de poliester que contienen residuos de acido tereftalico.Info
- Publication number
- MXPA04007975A MXPA04007975A MXPA04007975A MXPA04007975A MXPA04007975A MX PA04007975 A MXPA04007975 A MX PA04007975A MX PA04007975 A MXPA04007975 A MX PA04007975A MX PA04007975 A MXPA04007975 A MX PA04007975A MX PA04007975 A MXPA04007975 A MX PA04007975A
- Authority
- MX
- Mexico
- Prior art keywords
- residues
- diol
- polyester
- acid residues
- terephthalic acid
- Prior art date
Links
- KKEYFWRCBNTPAC-UHFFFAOYSA-N terephthalic acid group Chemical group C(C1=CC=C(C(=O)O)C=C1)(=O)O KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 title claims abstract description 72
- 229920000728 polyester Polymers 0.000 title claims abstract description 63
- 238000005984 hydrogenation reaction Methods 0.000 title claims description 41
- 238000000034 method Methods 0.000 claims abstract description 35
- PXGZQGDTEZPERC-UHFFFAOYSA-N 1,4-cyclohexanedicarboxylic acid Chemical compound OC(=O)C1CCC(C(O)=O)CC1 PXGZQGDTEZPERC-UHFFFAOYSA-N 0.000 claims abstract description 19
- 238000002360 preparation method Methods 0.000 claims abstract description 6
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 54
- 239000003054 catalyst Substances 0.000 claims description 47
- 150000002009 diols Chemical class 0.000 claims description 35
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 32
- 239000001257 hydrogen Substances 0.000 claims description 32
- 229910052739 hydrogen Inorganic materials 0.000 claims description 32
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 claims description 30
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 claims description 22
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 claims description 18
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 claims description 17
- 238000006116 polymerization reaction Methods 0.000 claims description 12
- 239000002253 acid Substances 0.000 claims description 9
- 239000000463 material Substances 0.000 claims description 9
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 claims description 8
- XBZSBBLNHFMTEB-UHFFFAOYSA-N cyclohexane-1,3-dicarboxylic acid Chemical group OC(=O)C1CCCC(C(O)=O)C1 XBZSBBLNHFMTEB-UHFFFAOYSA-N 0.000 claims description 8
- 229910052763 palladium Inorganic materials 0.000 claims description 8
- 229910052697 platinum Inorganic materials 0.000 claims description 8
- YPFDHNVEDLHUCE-UHFFFAOYSA-N 1,3-propanediol Substances OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 claims description 6
- YIMQCDZDWXUDCA-UHFFFAOYSA-N [4-(hydroxymethyl)cyclohexyl]methanol Chemical compound OCC1CCC(CO)CC1 YIMQCDZDWXUDCA-UHFFFAOYSA-N 0.000 claims description 6
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 claims description 5
- 239000002699 waste material Substances 0.000 claims description 5
- DNIAPMSPPWPWGF-VKHMYHEASA-N (+)-propylene glycol Chemical compound C[C@H](O)CO DNIAPMSPPWPWGF-VKHMYHEASA-N 0.000 claims description 4
- QWGRWMMWNDWRQN-UHFFFAOYSA-N 2-methylpropane-1,3-diol Chemical compound OCC(C)CO QWGRWMMWNDWRQN-UHFFFAOYSA-N 0.000 claims description 4
- 239000003153 chemical reaction reagent Substances 0.000 claims description 4
- 239000002685 polymerization catalyst Substances 0.000 claims description 4
- 229920000166 polytrimethylene carbonate Polymers 0.000 claims description 4
- 230000000379 polymerizing effect Effects 0.000 claims description 3
- 150000003504 terephthalic acids Chemical class 0.000 claims 1
- 239000000376 reactant Substances 0.000 abstract 1
- 239000000203 mixture Substances 0.000 description 20
- GOUHYARYYWKXHS-UHFFFAOYSA-N 4-formylbenzoic acid Chemical compound OC(=O)C1=CC=C(C=O)C=C1 GOUHYARYYWKXHS-UHFFFAOYSA-N 0.000 description 12
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 12
- 229920000139 polyethylene terephthalate Polymers 0.000 description 10
- 239000005020 polyethylene terephthalate Substances 0.000 description 10
- 238000006068 polycondensation reaction Methods 0.000 description 9
- 239000000047 product Substances 0.000 description 9
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 8
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 7
- 238000006243 chemical reaction Methods 0.000 description 7
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- 229920001634 Copolyester Polymers 0.000 description 6
- 238000005886 esterification reaction Methods 0.000 description 6
- -1 polyethylene terephthalate Polymers 0.000 description 6
- 239000000377 silicon dioxide Substances 0.000 description 6
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 5
- 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 5
- 230000032050 esterification Effects 0.000 description 5
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 5
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 4
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 4
- 125000004432 carbon atom Chemical group C* 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- QYQADNCHXSEGJT-UHFFFAOYSA-N cyclohexane-1,1-dicarboxylate;hydron Chemical compound OC(=O)C1(C(O)=O)CCCCC1 QYQADNCHXSEGJT-UHFFFAOYSA-N 0.000 description 4
- 150000001991 dicarboxylic acids Chemical class 0.000 description 4
- WOZVHXUHUFLZGK-UHFFFAOYSA-N dimethyl terephthalate Chemical compound COC(=O)C1=CC=C(C(=O)OC)C=C1 WOZVHXUHUFLZGK-UHFFFAOYSA-N 0.000 description 4
- 239000012535 impurity Substances 0.000 description 4
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- 229920006395 saturated elastomer Polymers 0.000 description 3
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- IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 description 2
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
- URLKBWYHVLBVBO-UHFFFAOYSA-N Para-Xylene Chemical group CC1=CC=C(C)C=C1 URLKBWYHVLBVBO-UHFFFAOYSA-N 0.000 description 2
- 239000000853 adhesive Substances 0.000 description 2
- 230000001070 adhesive effect Effects 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- 239000013626 chemical specie Substances 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 150000005690 diesters Chemical class 0.000 description 2
- 239000003085 diluting agent Substances 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 2
- 239000011261 inert gas Substances 0.000 description 2
- 239000012768 molten material Substances 0.000 description 2
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 description 2
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- 239000008188 pellet Substances 0.000 description 2
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- 239000007787 solid Substances 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- 150000003503 terephthalic acid derivatives Chemical class 0.000 description 2
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- RTBFRGCFXZNCOE-UHFFFAOYSA-N 1-methylsulfonylpiperidin-4-one Chemical compound CS(=O)(=O)N1CCC(=O)CC1 RTBFRGCFXZNCOE-UHFFFAOYSA-N 0.000 description 1
- CCAMNSZIWUVALK-UHFFFAOYSA-N 1-oxofluorene-2,3,4-tricarboxylic acid Chemical compound C1=CC=C2C3=C(C(=O)O)C(C(O)=O)=C(C(O)=O)C(=O)C3=CC2=C1 CCAMNSZIWUVALK-UHFFFAOYSA-N 0.000 description 1
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- LJRFPYMJMQVHQU-UHFFFAOYSA-N 1-oxofluorene-2-carboxylic acid Chemical class C1=CC=C2C3=CC=C(C(=O)O)C(=O)C3=CC2=C1 LJRFPYMJMQVHQU-UHFFFAOYSA-N 0.000 description 1
- ONJNHSZRRFHSPJ-UHFFFAOYSA-N 2,2,4,4-tetramethylcyclobutane-1,1-diol Chemical compound CC1(C)CC(C)(C)C1(O)O ONJNHSZRRFHSPJ-UHFFFAOYSA-N 0.000 description 1
- YQPCHPBGAALCRT-UHFFFAOYSA-N 2-[1-(carboxymethyl)cyclohexyl]acetic acid Chemical compound OC(=O)CC1(CC(O)=O)CCCCC1 YQPCHPBGAALCRT-UHFFFAOYSA-N 0.000 description 1
- ICPXIRMAMWRMAD-UHFFFAOYSA-N 2-[3-[2-[3-(2-hydroxyethoxy)phenyl]propan-2-yl]phenoxy]ethanol Chemical compound C=1C=CC(OCCO)=CC=1C(C)(C)C1=CC=CC(OCCO)=C1 ICPXIRMAMWRMAD-UHFFFAOYSA-N 0.000 description 1
- WTPYFJNYAMXZJG-UHFFFAOYSA-N 2-[4-(2-hydroxyethoxy)phenoxy]ethanol Chemical compound OCCOC1=CC=C(OCCO)C=C1 WTPYFJNYAMXZJG-UHFFFAOYSA-N 0.000 description 1
- CPHURRLSZSRQFS-UHFFFAOYSA-N 3-[4-[2-[4-(3-hydroxypropoxy)phenyl]propan-2-yl]phenoxy]propan-1-ol Chemical compound C=1C=C(OCCCO)C=CC=1C(C)(C)C1=CC=C(OCCCO)C=C1 CPHURRLSZSRQFS-UHFFFAOYSA-N 0.000 description 1
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- HTPXFGUCAUTOEL-UHFFFAOYSA-N 9h-fluorene-1-carboxylic acid Chemical class C1C2=CC=CC=C2C2=C1C(C(=O)O)=CC=C2 HTPXFGUCAUTOEL-UHFFFAOYSA-N 0.000 description 1
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- 239000004609 Impact Modifier Substances 0.000 description 1
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- KLDXJTOLSGUMSJ-JGWLITMVSA-N Isosorbide Chemical compound O[C@@H]1CO[C@@H]2[C@@H](O)CO[C@@H]21 KLDXJTOLSGUMSJ-JGWLITMVSA-N 0.000 description 1
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- 102100022221 Y-box-binding protein 3 Human genes 0.000 description 1
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- MCMNRKCIXSYSNV-UHFFFAOYSA-N ZrO2 Inorganic materials O=[Zr]=O MCMNRKCIXSYSNV-UHFFFAOYSA-N 0.000 description 1
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- 239000001361 adipic acid Substances 0.000 description 1
- 235000011037 adipic acid Nutrition 0.000 description 1
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- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
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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
- C08G63/91—Polymers modified by chemical after-treatment
-
- 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
- C08G63/199—Acids or hydroxy compounds containing cycloaliphatic rings
-
- 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
- C08G63/82—Preparation processes characterised by the catalyst used
-
- 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
- C08G63/91—Polymers modified by chemical after-treatment
- C08G63/914—Polymers modified by chemical after-treatment derived from polycarboxylic acids and polyhydroxy compounds
- C08G63/916—Dicarboxylic acids and dihydroxy compounds
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/38—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals
- B01J23/40—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals of the platinum group metals
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/70—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper
- B01J23/89—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with noble metals
- B01J23/892—Nickel and noble metals
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Polyesters Or Polycarbonates (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US10/083,944 US6762276B2 (en) | 2002-02-27 | 2002-02-27 | Hydrogenation of polyester oligomers containing terephthalic acid residues |
| PCT/US2003/005746 WO2003072630A1 (en) | 2002-02-27 | 2003-02-24 | Hydrogenation of polyester oligomers containing terephthalic acid residues |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| MXPA04007975A true MXPA04007975A (es) | 2004-11-26 |
Family
ID=27753397
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| MXPA04007975A MXPA04007975A (es) | 2002-02-27 | 2003-02-24 | Hidrogenacion de oligomeros de poliester que contienen residuos de acido tereftalico. |
Country Status (17)
| Country | Link |
|---|---|
| US (1) | US6762276B2 (enExample) |
| EP (1) | EP1478675B1 (enExample) |
| JP (1) | JP2005519148A (enExample) |
| KR (1) | KR100962772B1 (enExample) |
| CN (1) | CN100393773C (enExample) |
| AR (1) | AR036910A1 (enExample) |
| AT (1) | ATE382648T1 (enExample) |
| AU (1) | AU2003221260A1 (enExample) |
| BR (1) | BR0307222A (enExample) |
| CA (1) | CA2474744C (enExample) |
| DE (1) | DE60318401T2 (enExample) |
| ES (1) | ES2295570T3 (enExample) |
| MX (1) | MXPA04007975A (enExample) |
| MY (1) | MY122878A (enExample) |
| PL (1) | PL370383A1 (enExample) |
| RU (1) | RU2297429C2 (enExample) |
| WO (1) | WO2003072630A1 (enExample) |
Families Citing this family (9)
| 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 |
| WO2012123267A1 (en) | 2011-03-15 | 2012-09-20 | Oce-Technologies B.V. | Bio-based polyester latex |
| US9522976B2 (en) | 2015-03-20 | 2016-12-20 | Resinate Materials Group, Inc. | Cycloaliphatic polyester polyols from thermoplastic polyesters |
| US10017454B2 (en) | 2016-05-24 | 2018-07-10 | Far Eastern New Century Corporation | Method of manufacturing BHCD and derivatives thereof |
| CN107417526B (zh) * | 2016-05-24 | 2020-09-25 | 远东新世纪股份有限公司 | 制备1,4-环已烷二甲酸双羟乙酯及其衍生物的方法 |
| TWI630221B (zh) * | 2017-05-26 | 2018-07-21 | 遠東新世紀股份有限公司 | 聚酯的製法 |
| EP3891205B1 (en) | 2018-12-06 | 2024-08-28 | Eastman Chemical (China) Co., Ltd. | Polyesters comprising 2, 2, 4, 4-tetraalkyl-1, 3-cyclobutanediol |
| CN111389314B (zh) * | 2020-03-31 | 2020-12-11 | 南京延长反应技术研究院有限公司 | Px生产pta的内置微界面机组强化反应系统及工艺 |
| EP3909999A1 (en) * | 2020-05-11 | 2021-11-17 | SHPP Global Technologies B.V. | Sustainable polyester from recycled polyethylene terephthalate |
Family Cites Families (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1134949A (en) | 1965-05-14 | 1968-11-27 | Sumitomo Chemical Co | Method for treating crude bis--ß-hydroxyethyl terephthalate |
| US3501420A (en) | 1967-10-20 | 1970-03-17 | Eastman Kodak Co | High purity polyester depolymerization products from polyester scrap by polish hydrogenation |
| JPS5716608B2 (enExample) | 1974-04-30 | 1982-04-06 | ||
| JPS5828255B2 (ja) | 1974-05-04 | 1983-06-15 | 東洋紡績株式会社 | １，４ シクロヘキサンジメタノ−ル ノ セイゾウホウ |
| US4754064A (en) | 1983-10-24 | 1988-06-28 | Amoco Corporation | Preparation of cyclohexane dicarboxylic acids |
| US5399661A (en) | 1990-07-12 | 1995-03-21 | General Electric Company | Poly(alkylene cyclohexanedicarboxylate)-(alkylene terephthalate) copolyesters |
| JPH07149694A (ja) * | 1993-11-29 | 1995-06-13 | Teijin Ltd | １，４―シクロヘキサンジカルボン酸ジメチルエステルの製造法 |
| JP3834836B2 (ja) * | 1995-05-31 | 2006-10-18 | 新日本理化株式会社 | 脂環式ポリカルボン酸エステルの製造方法 |
| US5648032A (en) | 1995-08-01 | 1997-07-15 | Eastman Chemical Company | Process for producing polyester articles having low acetaldehyde content |
| US5597891A (en) | 1995-08-01 | 1997-01-28 | Eastman Chemical Company | Process for producing polyester articles having low acetaldehyde content |
| JPH1045645A (ja) * | 1996-08-07 | 1998-02-17 | Mitsubishi Chem Corp | １，４−シクロヘキサンジメタノールの製造方法 |
| DE19756369A1 (de) * | 1997-12-18 | 1999-07-01 | Bayer Ag | Verfahren zur Hydrierung aromatischer Polymere |
| US6087455A (en) | 1997-12-19 | 2000-07-11 | Shell Oil Company | Process for hydrogenation of macromolecular organic substrates |
| NL1009841C2 (nl) | 1998-08-11 | 2000-02-15 | Dsm Nv | Werkwijze voor de hydrogenering van koolstof-koolstof dubbele bindingen van een onverzadigd polymeer. |
| US6380352B1 (en) * | 2000-08-29 | 2002-04-30 | Eastman Chemical Company | Polyester precursor purification process |
| JP2002097263A (ja) * | 2000-09-22 | 2002-04-02 | Mitsubishi Gas Chem Co Inc | ポリエステルの製造方法 |
-
2002
- 2002-02-27 US US10/083,944 patent/US6762276B2/en not_active Expired - Lifetime
- 2002-10-07 MY MYPI20023732A patent/MY122878A/en unknown
- 2002-10-21 AR ARP020103967A patent/AR036910A1/es active IP Right Grant
-
2003
- 2003-02-24 PL PL03370383A patent/PL370383A1/xx not_active Application Discontinuation
- 2003-02-24 JP JP2003571331A patent/JP2005519148A/ja active Pending
- 2003-02-24 ES ES03716178T patent/ES2295570T3/es not_active Expired - Lifetime
- 2003-02-24 CA CA002474744A patent/CA2474744C/en not_active Expired - Fee Related
- 2003-02-24 AT AT03716178T patent/ATE382648T1/de not_active IP Right Cessation
- 2003-02-24 RU RU2004128447/04A patent/RU2297429C2/ru not_active IP Right Cessation
- 2003-02-24 DE DE60318401T patent/DE60318401T2/de not_active Expired - Lifetime
- 2003-02-24 WO PCT/US2003/005746 patent/WO2003072630A1/en not_active Ceased
- 2003-02-24 BR BR0307222-3A patent/BR0307222A/pt not_active IP Right Cessation
- 2003-02-24 KR KR1020047013383A patent/KR100962772B1/ko not_active Expired - Fee Related
- 2003-02-24 EP EP03716178A patent/EP1478675B1/en not_active Expired - Lifetime
- 2003-02-24 AU AU2003221260A patent/AU2003221260A1/en not_active Abandoned
- 2003-02-24 MX MXPA04007975A patent/MXPA04007975A/es active IP Right Grant
- 2003-02-24 CN CNB038046865A patent/CN100393773C/zh not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| AU2003221260A1 (en) | 2003-09-09 |
| KR100962772B1 (ko) | 2010-06-10 |
| MY122878A (en) | 2006-05-31 |
| EP1478675B1 (en) | 2008-01-02 |
| KR20040086455A (ko) | 2004-10-08 |
| JP2005519148A (ja) | 2005-06-30 |
| CN1639225A (zh) | 2005-07-13 |
| RU2004128447A (ru) | 2006-02-27 |
| AR036910A1 (es) | 2004-10-13 |
| DE60318401D1 (de) | 2008-02-14 |
| WO2003072630A1 (en) | 2003-09-04 |
| US20030162937A1 (en) | 2003-08-28 |
| US6762276B2 (en) | 2004-07-13 |
| CA2474744C (en) | 2009-04-07 |
| BR0307222A (pt) | 2004-12-07 |
| EP1478675A1 (en) | 2004-11-24 |
| CN100393773C (zh) | 2008-06-11 |
| CA2474744A1 (en) | 2003-09-04 |
| DE60318401T2 (de) | 2008-12-24 |
| RU2297429C2 (ru) | 2007-04-20 |
| ES2295570T3 (es) | 2008-04-16 |
| PL370383A1 (en) | 2005-05-30 |
| ATE382648T1 (de) | 2008-01-15 |
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| FG | Grant or registration |