DE2014818B2 - Verfahren zur kontinuierlichen herstellung von polyaethylenterephthalat - Google Patents
Verfahren zur kontinuierlichen herstellung von polyaethylenterephthalatInfo
- Publication number
- DE2014818B2 DE2014818B2 DE19702014818 DE2014818A DE2014818B2 DE 2014818 B2 DE2014818 B2 DE 2014818B2 DE 19702014818 DE19702014818 DE 19702014818 DE 2014818 A DE2014818 A DE 2014818A DE 2014818 B2 DE2014818 B2 DE 2014818B2
- Authority
- DE
- Germany
- Prior art keywords
- chamber
- transesterification
- ethylene glycol
- chambers
- reaction mixture
- 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.)
- Withdrawn
Links
- 238000000034 method Methods 0.000 title claims description 18
- 230000008569 process Effects 0.000 title claims description 11
- KKEYFWRCBNTPAC-UHFFFAOYSA-L terephthalate(2-) Chemical compound [O-]C(=O)C1=CC=C(C([O-])=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-L 0.000 title description 3
- 238000004519 manufacturing process Methods 0.000 title description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 181
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 78
- 238000005809 transesterification reaction Methods 0.000 claims description 61
- WOZVHXUHUFLZGK-UHFFFAOYSA-N dimethyl terephthalate Chemical compound COC(=O)C1=CC=C(C(=O)OC)C=C1 WOZVHXUHUFLZGK-UHFFFAOYSA-N 0.000 claims description 32
- 238000006068 polycondensation reaction Methods 0.000 claims description 25
- 238000006243 chemical reaction Methods 0.000 claims description 17
- 239000003054 catalyst Substances 0.000 claims description 11
- 239000011541 reaction mixture Substances 0.000 claims description 11
- 238000004821 distillation Methods 0.000 claims description 8
- 238000002156 mixing Methods 0.000 claims description 6
- 230000007423 decrease Effects 0.000 claims description 5
- 239000000203 mixture Substances 0.000 claims description 5
- 238000001704 evaporation Methods 0.000 claims description 4
- -1 polyethylene terephthalate Polymers 0.000 claims description 4
- 229920000139 polyethylene terephthalate Polymers 0.000 claims description 4
- 239000005020 polyethylene terephthalate Substances 0.000 claims description 4
- 238000000926 separation method Methods 0.000 claims description 4
- 238000004904 shortening Methods 0.000 claims description 3
- 238000010924 continuous production Methods 0.000 claims description 2
- BTVWZWFKMIUSGS-UHFFFAOYSA-N dimethylethyleneglycol Natural products CC(C)(O)CO BTVWZWFKMIUSGS-UHFFFAOYSA-N 0.000 claims 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 18
- 239000000047 product Substances 0.000 description 16
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 13
- 239000007795 chemical reaction product Substances 0.000 description 10
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 10
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 8
- 230000015572 biosynthetic process Effects 0.000 description 7
- 230000008901 benefit Effects 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 239000000376 reactant Substances 0.000 description 4
- 238000010438 heat treatment Methods 0.000 description 3
- 238000007086 side reaction Methods 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- ZOIORXHNWRGPMV-UHFFFAOYSA-N acetic acid;zinc Chemical compound [Zn].CC(O)=O.CC(O)=O ZOIORXHNWRGPMV-UHFFFAOYSA-N 0.000 description 2
- 230000002411 adverse Effects 0.000 description 2
- 239000006227 byproduct Substances 0.000 description 2
- 238000010276 construction Methods 0.000 description 2
- 230000001627 detrimental effect Effects 0.000 description 2
- 230000008020 evaporation Effects 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000007791 liquid phase Substances 0.000 description 2
- 230000009467 reduction Effects 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- 230000001105 regulatory effect Effects 0.000 description 2
- YZYKBQUWMPUVEN-UHFFFAOYSA-N zafuleptine Chemical compound OC(=O)CCCCCC(C(C)C)NCC1=CC=C(F)C=C1 YZYKBQUWMPUVEN-UHFFFAOYSA-N 0.000 description 2
- 239000004246 zinc acetate Substances 0.000 description 2
- QEVGZEDELICMKH-UHFFFAOYSA-L 2-(carboxylatomethoxy)acetate Chemical compound [O-]C(=O)COCC([O-])=O QEVGZEDELICMKH-UHFFFAOYSA-L 0.000 description 1
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical class OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 1
- PTFCDOFLOPIGGS-UHFFFAOYSA-N Zinc dication Chemical compound [Zn+2] PTFCDOFLOPIGGS-UHFFFAOYSA-N 0.000 description 1
- 230000001133 acceleration Effects 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- DGLFSNZWRYADFC-UHFFFAOYSA-N chembl2334586 Chemical compound C1CCC2=CN=C(N)N=C2C2=C1NC1=CC=C(C#CC(C)(O)C)C=C12 DGLFSNZWRYADFC-UHFFFAOYSA-N 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 239000000539 dimer Substances 0.000 description 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 230000004992 fission Effects 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 229940071125 manganese acetate Drugs 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
- 239000000463 material Substances 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 238000005192 partition Methods 0.000 description 1
- OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical compound OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 description 1
- KNEXRQWDSVGRMS-UHFFFAOYSA-N phthalic acid;hydrate Chemical compound O.OC(=O)C1=CC=CC=C1C(O)=O KNEXRQWDSVGRMS-UHFFFAOYSA-N 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 230000000630 rising effect Effects 0.000 description 1
- 238000010517 secondary reaction Methods 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 239000013638 trimer Substances 0.000 description 1
- 239000012808 vapor phase Substances 0.000 description 1
Classifications
-
- 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
- B01J10/00—Chemical processes in general for reacting liquid with gaseous media other than in the presence of solid particles, or apparatus specially adapted therefor
-
- 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
- C08G63/785—Preparation processes characterised by the apparatus used
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Polyesters Or Polycarbonates (AREA)
Priority Applications (6)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19702014818 DE2014818B2 (de) | 1970-03-26 | 1970-03-26 | Verfahren zur kontinuierlichen herstellung von polyaethylenterephthalat |
GB5672970A GB1337751A (en) | 1970-03-26 | 1970-11-30 | Process and apparatus for the continuous production of linear polyesters |
ES388047A ES388047A1 (es) | 1970-03-26 | 1971-01-26 | Procedimiento para la fabricacion continua de materias plasticas poliestericas. |
CA104,698A CA971297A (en) | 1970-03-26 | 1971-02-08 | Process and apparatus for the continuous production of polyester plastics |
CS198271A CS188874B2 (en) | 1970-03-26 | 1971-03-18 | Method for the continuous production of polyethylene terephtalate |
FR7110563A FR2083596B1 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1970-03-26 | 1971-03-25 |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19702014818 DE2014818B2 (de) | 1970-03-26 | 1970-03-26 | Verfahren zur kontinuierlichen herstellung von polyaethylenterephthalat |
Publications (2)
Publication Number | Publication Date |
---|---|
DE2014818A1 DE2014818A1 (de) | 1972-02-17 |
DE2014818B2 true DE2014818B2 (de) | 1977-07-28 |
Family
ID=5766495
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DE19702014818 Withdrawn DE2014818B2 (de) | 1970-03-26 | 1970-03-26 | Verfahren zur kontinuierlichen herstellung von polyaethylenterephthalat |
Country Status (6)
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE10322528B4 (de) * | 2002-05-31 | 2005-08-04 | Hyosung Corporation | Apparatur zur Batch-Typ-Polyester-Polymerisation |
Families Citing this family (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4146729A (en) * | 1977-04-07 | 1979-03-27 | E. I. Du Pont De Nemours And Company | Process for preparing poly(ethylene terephthalate) |
US4110316A (en) * | 1977-04-14 | 1978-08-29 | E. I. Du Pont De Nemours And Company | Improved process for preparing poly(ethylene terephthalate) |
US7459113B2 (en) | 2004-03-08 | 2008-12-02 | Eastman Chemical Company | Process of making a container from polyester polymer particles having a small surface to center intrinsic-viscosity gradient |
US7358322B2 (en) | 2004-03-09 | 2008-04-15 | Eastman Chemical Company | High IV melt phase polyester polymer catalyzed with antimony containing compounds |
US7935399B2 (en) | 2004-09-02 | 2011-05-03 | Grupo Petrotemex, S.A. De C.V. | Low melting polyester polymers |
US20060047102A1 (en) | 2004-09-02 | 2006-03-02 | Stephen Weinhold | Spheroidal polyester polymer particles |
US8557950B2 (en) | 2005-06-16 | 2013-10-15 | Grupo Petrotemex, S.A. De C.V. | High intrinsic viscosity melt phase polyester polymers with acceptable acetaldehyde generation rates |
US9267007B2 (en) | 2005-09-16 | 2016-02-23 | Grupo Petrotemex, S.A. De C.V. | Method for addition of additives into a polymer melt |
US7838596B2 (en) | 2005-09-16 | 2010-11-23 | Eastman Chemical Company | Late addition to effect compositional modifications in condensation polymers |
US7932345B2 (en) | 2005-09-16 | 2011-04-26 | Grupo Petrotemex, S.A. De C.V. | Aluminum containing polyester polymers having low acetaldehyde generation rates |
US7655746B2 (en) | 2005-09-16 | 2010-02-02 | Eastman Chemical Company | Phosphorus containing compounds for reducing acetaldehyde in polyesters polymers |
US8431202B2 (en) | 2005-09-16 | 2013-04-30 | Grupo Petrotemex, S.A. De C.V. | Aluminum/alkaline or alkali/titanium containing polyesters having improved reheat, color and clarity |
US8901272B2 (en) | 2007-02-02 | 2014-12-02 | Grupo Petrotemex, S.A. De C.V. | Polyester polymers with low acetaldehyde generation rates and high vinyl ends concentration |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR1423984A (fr) * | 1964-10-20 | 1966-01-07 | Rhodiaceta | Procédé de préparation en continu du téréphtalate de bis-(beta-hydroxyéthyle) et d'oligomères de celui-ci |
FR1481536A (fr) * | 1965-06-01 | 1967-05-19 | Zimmer Ag Hans J | Procédé pour la préparation en continu de polyesters |
-
1970
- 1970-03-26 DE DE19702014818 patent/DE2014818B2/de not_active Withdrawn
- 1970-11-30 GB GB5672970A patent/GB1337751A/en not_active Expired
-
1971
- 1971-01-26 ES ES388047A patent/ES388047A1/es not_active Expired
- 1971-02-08 CA CA104,698A patent/CA971297A/en not_active Expired
- 1971-03-18 CS CS198271A patent/CS188874B2/cs unknown
- 1971-03-25 FR FR7110563A patent/FR2083596B1/fr not_active Expired
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE10322528B4 (de) * | 2002-05-31 | 2005-08-04 | Hyosung Corporation | Apparatur zur Batch-Typ-Polyester-Polymerisation |
Also Published As
Publication number | Publication date |
---|---|
CS188874B2 (en) | 1979-03-30 |
FR2083596B1 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1975-06-06 |
CA971297A (en) | 1975-07-15 |
ES388047A1 (es) | 1974-03-01 |
FR2083596A1 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1971-12-17 |
DE2014818A1 (de) | 1972-02-17 |
GB1337751A (en) | 1973-11-21 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
BHN | Withdrawal |