TW323290B - - Google Patents
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- Publication number
- TW323290B TW323290B TW085103047A TW85103047A TW323290B TW 323290 B TW323290 B TW 323290B TW 085103047 A TW085103047 A TW 085103047A TW 85103047 A TW85103047 A TW 85103047A TW 323290 B TW323290 B TW 323290B
- Authority
- TW
- Taiwan
- Prior art keywords
- column
- steam
- bottom product
- butanediol
- vapors
- Prior art date
Links
- 238000000034 method Methods 0.000 claims abstract description 21
- 150000001875 compounds Chemical group 0.000 claims abstract description 19
- 238000005886 esterification reaction Methods 0.000 claims abstract description 18
- 230000032050 esterification Effects 0.000 claims abstract description 17
- 238000009835 boiling Methods 0.000 claims abstract description 12
- 238000006243 chemical reaction Methods 0.000 claims abstract description 10
- 150000002148 esters Chemical class 0.000 claims abstract description 6
- 239000007858 starting material Substances 0.000 claims abstract description 5
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims abstract description 3
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 claims description 14
- 238000006068 polycondensation reaction Methods 0.000 claims description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 8
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 6
- 239000007787 solid Substances 0.000 claims description 6
- 238000006116 polymerization reaction Methods 0.000 claims description 5
- 238000012546 transfer Methods 0.000 claims description 5
- 238000006384 oligomerization reaction Methods 0.000 claims description 4
- -1 polyethylene glycolate Polymers 0.000 claims description 4
- 239000000052 vinegar Substances 0.000 claims description 4
- 235000021419 vinegar Nutrition 0.000 claims description 4
- 238000012545 processing Methods 0.000 claims description 3
- 238000011084 recovery Methods 0.000 claims description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical group OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims 13
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims 3
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 claims 1
- DHXVGJBLRPWPCS-UHFFFAOYSA-N Tetrahydropyran Chemical compound C1CCOCC1 DHXVGJBLRPWPCS-UHFFFAOYSA-N 0.000 claims 1
- 229920000111 poly(butyric acid) Polymers 0.000 claims 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 claims 1
- 229920000728 polyester Polymers 0.000 abstract description 7
- 238000002360 preparation method Methods 0.000 abstract description 7
- 238000004064 recycling Methods 0.000 abstract description 4
- 239000000047 product Substances 0.000 abstract 3
- 239000000470 constituent Substances 0.000 abstract 2
- 239000007795 chemical reaction product Substances 0.000 abstract 1
- 238000007599 discharging Methods 0.000 abstract 1
- CDQSJQSWAWPGKG-UHFFFAOYSA-N butane-1,1-diol Chemical compound CCCC(O)O CDQSJQSWAWPGKG-UHFFFAOYSA-N 0.000 description 13
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 11
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 10
- 238000011049 filling Methods 0.000 description 6
- 239000007788 liquid Substances 0.000 description 6
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 5
- 150000002009 diols Chemical class 0.000 description 4
- 238000004821 distillation Methods 0.000 description 4
- 229920001707 polybutylene terephthalate Polymers 0.000 description 4
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 3
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 241001674048 Phthiraptera Species 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 238000007796 conventional method Methods 0.000 description 2
- 238000010586 diagram Methods 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
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- DYHGIZFXHVQIEA-UHFFFAOYSA-N 2-methylhexane-1,6-diol Chemical compound OCC(C)CCCCO DYHGIZFXHVQIEA-UHFFFAOYSA-N 0.000 description 1
- AAAWJUMVTPNRDT-UHFFFAOYSA-N 2-methylpentane-1,5-diol Chemical compound OCC(C)CCCO AAAWJUMVTPNRDT-UHFFFAOYSA-N 0.000 description 1
- 229920001283 Polyalkylene terephthalate Polymers 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
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 238000010924 continuous production Methods 0.000 description 1
- 230000002079 cooperative effect Effects 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 229940008099 dimethicone Drugs 0.000 description 1
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 1
- 239000004205 dimethyl polysiloxane Substances 0.000 description 1
- 230000005611 electricity Effects 0.000 description 1
- 235000019441 ethanol Nutrition 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- ACCCMOQWYVYDOT-UHFFFAOYSA-N hexane-1,1-diol Chemical compound CCCCCC(O)O ACCCMOQWYVYDOT-UHFFFAOYSA-N 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 238000012856 packing Methods 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- WEAYWASEBDOLRG-UHFFFAOYSA-N pentane-1,2,5-triol Chemical compound OCCCC(O)CO WEAYWASEBDOLRG-UHFFFAOYSA-N 0.000 description 1
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 1
- 229920000139 polyethylene terephthalate Polymers 0.000 description 1
- 239000005020 polyethylene terephthalate Substances 0.000 description 1
- 238000004321 preservation Methods 0.000 description 1
- 238000009958 sewing Methods 0.000 description 1
- 238000010025 steaming Methods 0.000 description 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
- 238000005809 transesterification reaction Methods 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/74—Separation; Purification; Use of additives, e.g. for stabilisation
- C07C29/88—Separation; Purification; Use of additives, e.g. for stabilisation by treatment giving rise to a chemical modification of at least one compound
-
- 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
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/74—Separation; Purification; Use of additives, e.g. for stabilisation
- C07C29/76—Separation; Purification; Use of additives, e.g. for stabilisation by physical treatment
- C07C29/80—Separation; Purification; Use of additives, e.g. for stabilisation by physical treatment by distillation
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- General Chemical & Material Sciences (AREA)
- Polyesters Or Polycarbonates (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Separation, Recovery Or Treatment Of Waste Materials Containing Plastics (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19509957A DE19509957A1 (de) | 1995-03-18 | 1995-03-18 | Verfahren zur Aufarbeitung von Dihydroxyverbindungen enthaltenden Rückständen |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| TW323290B true TW323290B (https=) | 1997-12-21 |
Family
ID=7757101
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| TW085103047A TW323290B (https=) | 1995-03-18 | 1996-03-14 |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US5789500A (https=) |
| EP (1) | EP0815157B1 (https=) |
| JP (1) | JP3424755B2 (https=) |
| KR (1) | KR100379796B1 (https=) |
| CN (1) | CN1074774C (https=) |
| AT (1) | ATE182601T1 (https=) |
| DE (2) | DE19509957A1 (https=) |
| ES (1) | ES2135882T3 (https=) |
| TW (1) | TW323290B (https=) |
| WO (1) | WO1996029358A1 (https=) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE19608614A1 (de) * | 1996-03-06 | 1997-09-11 | Basf Ag | Verfahren zur Aufarbeitung von Dihydroxyverbindungen enthaltenden Rückständen |
| DE19929791A1 (de) * | 1999-06-29 | 2001-02-01 | Basf Ag | Verfahren zur kontinuierlichen Herstellung von Polybutylenterephthalat aus Terephthalsäure und Butandiol |
| DE10125678B4 (de) * | 2001-05-25 | 2011-04-14 | Lurgi Zimmer Gmbh | Verfahren und Vorrichtung zur Herstellung von Polyethylenterephthalat |
| DE10125677B4 (de) * | 2001-05-25 | 2013-05-16 | Lurgi Zimmer Gmbh | Verfahren und Vorrichtung zur Herstellung von Polytrimethylenterephthalat |
| DE102005053858A1 (de) * | 2005-11-11 | 2007-05-16 | Coperion Waeschle Gmbh & Co Kg | Verfahren und Vorrichtung zur Herstellung von Polyester |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5128197A (en) * | 1974-09-03 | 1976-03-09 | Mitsubishi Chem Ind | Horiesuteruno seizohoho |
| US4110316A (en) | 1977-04-14 | 1978-08-29 | E. I. Du Pont De Nemours And Company | Improved process for preparing poly(ethylene terephthalate) |
| US4254246A (en) * | 1979-03-26 | 1981-03-03 | Davy International Ag | Column system process for polyester plants |
| US5236558A (en) * | 1982-09-23 | 1993-08-17 | Allied-Signal Inc. | Method to recycle spent ethylene glycol |
| US4499261A (en) * | 1984-02-22 | 1985-02-12 | Davy Mckee Ag | Process for the continuous production of polybutylene terephthalate of high molecular weight |
-
1995
- 1995-03-18 DE DE19509957A patent/DE19509957A1/de not_active Withdrawn
-
1996
- 1996-03-06 ES ES96907364T patent/ES2135882T3/es not_active Expired - Lifetime
- 1996-03-06 AT AT96907364T patent/ATE182601T1/de not_active IP Right Cessation
- 1996-03-06 WO PCT/EP1996/000940 patent/WO1996029358A1/de not_active Ceased
- 1996-03-06 KR KR1019970706460A patent/KR100379796B1/ko not_active Expired - Fee Related
- 1996-03-06 DE DE59602549T patent/DE59602549D1/de not_active Expired - Lifetime
- 1996-03-06 CN CN96192652A patent/CN1074774C/zh not_active Expired - Fee Related
- 1996-03-06 EP EP96907364A patent/EP0815157B1/de not_active Expired - Lifetime
- 1996-03-06 JP JP52802496A patent/JP3424755B2/ja not_active Expired - Fee Related
- 1996-03-14 TW TW085103047A patent/TW323290B/zh active
-
1997
- 1997-03-06 US US08/894,954 patent/US5789500A/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| EP0815157A1 (de) | 1998-01-07 |
| CN1179165A (zh) | 1998-04-15 |
| DE19509957A1 (de) | 1996-09-19 |
| ATE182601T1 (de) | 1999-08-15 |
| CN1074774C (zh) | 2001-11-14 |
| ES2135882T3 (es) | 1999-11-01 |
| KR19980703051A (ko) | 1998-09-05 |
| JPH11505551A (ja) | 1999-05-21 |
| US5789500A (en) | 1998-08-04 |
| JP3424755B2 (ja) | 2003-07-07 |
| KR100379796B1 (ko) | 2004-11-16 |
| DE59602549D1 (de) | 1999-09-02 |
| WO1996029358A1 (de) | 1996-09-26 |
| EP0815157B1 (de) | 1999-07-28 |
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