GB1059840A - Processes for the preparation of terephthalic acid and the preparation of linear polyesters therefrom - Google Patents
Processes for the preparation of terephthalic acid and the preparation of linear polyesters therefromInfo
- Publication number
- GB1059840A GB1059840A GB4779263A GB4779263A GB1059840A GB 1059840 A GB1059840 A GB 1059840A GB 4779263 A GB4779263 A GB 4779263A GB 4779263 A GB4779263 A GB 4779263A GB 1059840 A GB1059840 A GB 1059840A
- Authority
- GB
- United Kingdom
- Prior art keywords
- terephthalic acid
- acid
- mixture
- acids
- preparation
- 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
Links
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 title abstract 14
- 229920000728 polyester Polymers 0.000 title abstract 3
- 238000002360 preparation method Methods 0.000 title abstract 3
- 238000000034 method Methods 0.000 title abstract 2
- 239000002253 acid Substances 0.000 abstract 8
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 abstract 7
- 150000007513 acids Chemical class 0.000 abstract 4
- 239000000203 mixture Substances 0.000 abstract 4
- 239000007795 chemical reaction product Substances 0.000 abstract 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 abstract 2
- ADCOVFLJGNWWNZ-UHFFFAOYSA-N antimony trioxide Chemical compound O=[Sb]O[Sb]=O ADCOVFLJGNWWNZ-UHFFFAOYSA-N 0.000 abstract 2
- 238000010438 heat treatment Methods 0.000 abstract 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 abstract 2
- 239000002245 particle Substances 0.000 abstract 2
- 230000000379 polymerizing effect Effects 0.000 abstract 2
- 239000002002 slurry Substances 0.000 abstract 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 2
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 abstract 1
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 abstract 1
- ZOIORXHNWRGPMV-UHFFFAOYSA-N acetic acid;zinc Chemical compound [Zn].CC(O)=O.CC(O)=O ZOIORXHNWRGPMV-UHFFFAOYSA-N 0.000 abstract 1
- -1 adipic Chemical class 0.000 abstract 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 230000001588 bifunctional effect Effects 0.000 abstract 1
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 230000006835 compression Effects 0.000 abstract 1
- 238000007906 compression Methods 0.000 abstract 1
- 230000032050 esterification Effects 0.000 abstract 1
- 238000005886 esterification reaction Methods 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 229920000642 polymer Polymers 0.000 abstract 1
- 238000006116 polymerization reaction Methods 0.000 abstract 1
- BPWIVQHIJYRBSR-UHFFFAOYSA-M potassium;hydron;terephthalate Chemical compound [K+].OC(=O)C1=CC=C(C([O-])=O)C=C1 BPWIVQHIJYRBSR-UHFFFAOYSA-M 0.000 abstract 1
- 239000000047 product Substances 0.000 abstract 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 abstract 1
- 239000004246 zinc acetate Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C63/00—Compounds having carboxyl groups bound to a carbon atoms of six-membered aromatic rings
- C07C63/14—Monocyclic dicarboxylic acids
- C07C63/15—Monocyclic dicarboxylic acids all carboxyl groups bound to carbon atoms of the six-membered aromatic ring
- C07C63/26—1,4 - Benzenedicarboxylic acid
-
- 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
- B01J2/00—Processes or devices for granulating materials, e.g. fertilisers in general; Rendering particulate materials free flowing in general, e.g. making them hydrophobic
- B01J2/22—Processes or devices for granulating materials, e.g. fertilisers in general; Rendering particulate materials free flowing in general, e.g. making them hydrophobic by pressing in moulds or between rollers
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/42—Separation; Purification; Stabilisation; Use of additives
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Polyesters Or Polycarbonates (AREA)
Abstract
A process for the preparation of terephthalic acid for production of polyesters by direct esterification comprises compressing terephthalic acid or a mixture of terephthalic acid with other organic bifunctional acid or acids, e.g. adipic, sebacic, isophthalic, bibenzoic acids, or aromatic oxycarboxylic acids and thereafter optionally crushing the same, to make the bulk density thereof at least 0.8 and the average particle diameter thereof not more than 8 millimetres. Esters may be prepared from the acids so produced by reacting the same with a glycol to form bis-(hydroxyalkyl)-terephthalate or a low molecular weight polymer thereof, and then polymerizing the result of the reaction product by heating under a reduced pressure. In an example to a slurry of monopotassium terephthalate with water heated to 90 DEG C. phthalic anhydride was added and the reaction product filtered and subsequently made into a slurry with hot water and again filtered and the resultant cake dried and crushed to produce terephthalic acid having a bulk density of 0.52. The latter was charged into an autoclave with ethylene glycol, zinc acetate and titanium oxide and the contents and the mixture heated in an atmosphere of nitrogen. When the reaction was complete the molten content was transferred to a polymerization vessel and polymerized for three hours under a reduced pressure at 285 DEG C. in the presence of phosphoric acid and antimony trioxide. Other examples are given.ALSO:Polyesters are produced by reacting terephthalic acid or a mixture of terephthalic acid and at least one different organic dibasic acid with a glycol and polymerizing the reaction product by heating under reduced pressure wherein the acid or acid mixture is compressed and thereafter optionally crushed, the compression and crushing being such as to give a product having a bulk density of at least 0.8 and an average particle diameter of not more than 8 mm.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DET0025359 | 1963-12-30 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1059840A true GB1059840A (en) | 1967-02-22 |
Family
ID=7552012
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB4779263A Expired GB1059840A (en) | 1963-12-30 | 1963-12-03 | Processes for the preparation of terephthalic acid and the preparation of linear polyesters therefrom |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB1059840A (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2004081080A1 (en) * | 2003-03-06 | 2004-09-23 | Eastman Chemical Company | Process for production of a carboxylic acid/diol mixture suitable for use in polyester production |
| US7214760B2 (en) | 2004-01-15 | 2007-05-08 | Eastman Chemical Company | Process for production of a carboxylic acid/diol mixture suitable for use in polyester production |
| US7276625B2 (en) | 2002-10-15 | 2007-10-02 | Eastman Chemical Company | Process for production of a carboxylic acid/diol mixture suitable for use in polyester production |
| CN106750204A (en) * | 2016-11-23 | 2017-05-31 | 江苏聚杰微纤纺织科技集团有限公司 | A kind of method that PET is prepared by terephthalic acid (TPA) and ethylene glycol |
-
1963
- 1963-12-03 GB GB4779263A patent/GB1059840A/en not_active Expired
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7276625B2 (en) | 2002-10-15 | 2007-10-02 | Eastman Chemical Company | Process for production of a carboxylic acid/diol mixture suitable for use in polyester production |
| US7339072B2 (en) | 2002-10-15 | 2008-03-04 | Eastman Chemical Company | Process for production of a carboxylic acid/diol mixture suitable for use in polyester production |
| WO2004081080A1 (en) * | 2003-03-06 | 2004-09-23 | Eastman Chemical Company | Process for production of a carboxylic acid/diol mixture suitable for use in polyester production |
| US7226986B2 (en) | 2003-03-06 | 2007-06-05 | Eastman Chemical Company | Process for production of a carboxylic acid/diol mixture suitable for use in polyester production |
| RU2345979C2 (en) * | 2003-03-06 | 2009-02-10 | Истман Кемикал Компани | Method of making carboxylic acid/diol mixture, suitable for use in making polyester |
| US7214760B2 (en) | 2004-01-15 | 2007-05-08 | Eastman Chemical Company | Process for production of a carboxylic acid/diol mixture suitable for use in polyester production |
| US7601795B2 (en) | 2004-01-15 | 2009-10-13 | Eastman Chemical Company | Process for production of a carboxylic acid/diol mixture suitable for use in polyester production |
| CN106750204A (en) * | 2016-11-23 | 2017-05-31 | 江苏聚杰微纤纺织科技集团有限公司 | A kind of method that PET is prepared by terephthalic acid (TPA) and ethylene glycol |
| CN106750204B (en) * | 2016-11-23 | 2018-12-18 | 江苏聚杰微纤纺织科技集团有限公司 | A method of polyethylene terephthalate is prepared by terephthalic acid (TPA) and ethylene glycol |
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