GB755071A - Process for the conversion of polyethylene terephthalate into dimethyl terephthalate - Google Patents
Process for the conversion of polyethylene terephthalate into dimethyl terephthalateInfo
- Publication number
- GB755071A GB755071A GB22097/54A GB2209754A GB755071A GB 755071 A GB755071 A GB 755071A GB 22097/54 A GB22097/54 A GB 22097/54A GB 2209754 A GB2209754 A GB 2209754A GB 755071 A GB755071 A GB 755071A
- Authority
- GB
- United Kingdom
- Prior art keywords
- polyethylene terephthalate
- terephthalate
- dimethyl terephthalate
- reaction chamber
- vapour
- 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
- WOZVHXUHUFLZGK-UHFFFAOYSA-N dimethyl terephthalate Chemical compound COC(=O)C1=CC=C(C(=O)OC)C=C1 WOZVHXUHUFLZGK-UHFFFAOYSA-N 0.000 title abstract 10
- -1 polyethylene terephthalate Polymers 0.000 title abstract 6
- 229920000139 polyethylene terephthalate Polymers 0.000 title abstract 5
- 239000005020 polyethylene terephthalate Substances 0.000 title abstract 5
- 238000006243 chemical reaction Methods 0.000 title abstract 4
- 238000000034 method Methods 0.000 title 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract 9
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 abstract 4
- 239000003054 catalyst Substances 0.000 abstract 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract 2
- UEZVMMHDMIWARA-UHFFFAOYSA-N Metaphosphoric acid Chemical compound OP(=O)=O UEZVMMHDMIWARA-UHFFFAOYSA-N 0.000 abstract 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 abstract 2
- 229910052799 carbon Inorganic materials 0.000 abstract 2
- 239000000047 product Substances 0.000 abstract 2
- 229910000147 aluminium phosphate Inorganic materials 0.000 abstract 1
- 239000006229 carbon black Substances 0.000 abstract 1
- 239000012043 crude product Substances 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 150000003014 phosphoric acid esters Chemical class 0.000 abstract 1
- 239000004753 textile Substances 0.000 abstract 1
- 238000005809 transesterification reaction Methods 0.000 abstract 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
- C08G63/02—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
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/76—Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring
- C07C69/80—Phthalic acid esters
- C07C69/82—Terephthalic acid esters
-
- 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
- C08G63/85—Germanium, tin, lead, arsenic, antimony, bismuth, titanium, zirconium, hafnium, vanadium, niobium, tantalum, 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
- C08G63/78—Preparation processes
- C08G63/82—Preparation processes characterised by the catalyst used
- C08G63/87—Non-metals or inter-compounds thereof
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Dimethyl terephthalate is obtained by heating polyethylene terephthalate to 220-245 DEG C. in the presence of a transesterification catalyst, such as metaphosphoric acid or phosphoric acid, and superheated methanol vapour. The catalyst is supported on carbon black or is sprayed continuously into the reaction chamber. Alternatively the polyethylene terephthalate is admixed with terephthalic acid which serves as a catalyst support. The polyethylene terephthalate can be used in the form of threads, bristles or textile products. The dimethyl terephthalate formed sublimes in a current of excess methanol vapour into a cooled receiver. In the example, polyethylene terephthalate scrap is mixed with terephthalic acid and passed through a reaction chamber heated to 240 DEG C., together with a stream of methanol vapour heated to 240-250 DEG C. Metaphosphoric acid is sprayed continuously into the reaction chamber. The dimethyl terephthalate formed passes as a vapour through a layer of active carbon and thence to a cooled receiver. Undistillable products and phosphoric acid esters are condensed immediately after passing through the active carbon layer and thus separated from the dimethyl terephthalate. The crude product contains a small amount of the monomethyl ester.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE755071X | 1953-08-03 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB755071A true GB755071A (en) | 1956-08-15 |
Family
ID=6659521
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB22097/54A Expired GB755071A (en) | 1953-08-03 | 1954-07-28 | Process for the conversion of polyethylene terephthalate into dimethyl terephthalate |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB755071A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3008980A (en) * | 1957-05-29 | 1961-11-14 | Chemische Werke Witten Gmbh | Method for utilizing waste polyethylene terephthalate materials |
| DE1643958B1 (en) * | 1966-12-01 | 1972-09-21 | Eastman Kodak Co | Process for the degradation of polyalkylene glycol esters |
-
1954
- 1954-07-28 GB GB22097/54A patent/GB755071A/en not_active Expired
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3008980A (en) * | 1957-05-29 | 1961-11-14 | Chemische Werke Witten Gmbh | Method for utilizing waste polyethylene terephthalate materials |
| DE1643958B1 (en) * | 1966-12-01 | 1972-09-21 | Eastman Kodak Co | Process for the degradation of polyalkylene glycol esters |
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