DE3041293C2 - - Google Patents
Info
- Publication number
- DE3041293C2 DE3041293C2 DE19803041293 DE3041293A DE3041293C2 DE 3041293 C2 DE3041293 C2 DE 3041293C2 DE 19803041293 DE19803041293 DE 19803041293 DE 3041293 A DE3041293 A DE 3041293A DE 3041293 C2 DE3041293 C2 DE 3041293C2
- Authority
- DE
- Germany
- Prior art keywords
- dmt
- tps
- hydrolysis
- pte
- auxiliary
- 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 claims description 70
- 230000007062 hydrolysis Effects 0.000 claims description 17
- 238000006460 hydrolysis reaction Methods 0.000 claims description 17
- 239000000047 product Substances 0.000 claims description 16
- 239000012452 mother liquor Substances 0.000 claims description 15
- QSSJZLPUHJDYKF-UHFFFAOYSA-N methyl 4-methylbenzoate Chemical compound COC(=O)C1=CC=C(C)C=C1 QSSJZLPUHJDYKF-UHFFFAOYSA-N 0.000 claims description 14
- 238000000034 method Methods 0.000 claims description 11
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 9
- 238000000926 separation method Methods 0.000 claims description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 9
- 239000007788 liquid Substances 0.000 claims description 7
- 239000007787 solid Substances 0.000 claims description 7
- 239000006227 byproduct Substances 0.000 claims description 6
- 238000001816 cooling Methods 0.000 claims description 6
- 239000007791 liquid phase Substances 0.000 claims description 6
- 239000000203 mixture Substances 0.000 claims description 6
- 239000012074 organic phase Substances 0.000 claims description 6
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 claims description 5
- 238000002425 crystallisation Methods 0.000 claims description 5
- 230000008025 crystallization Effects 0.000 claims description 5
- 239000011541 reaction mixture Substances 0.000 claims description 5
- 239000000725 suspension Substances 0.000 claims description 4
- REIDAMBAPLIATC-UHFFFAOYSA-M 4-methoxycarbonylbenzoate Chemical compound COC(=O)C1=CC=C(C([O-])=O)C=C1 REIDAMBAPLIATC-UHFFFAOYSA-M 0.000 claims description 3
- 239000002244 precipitate Substances 0.000 claims description 3
- 239000008346 aqueous phase Substances 0.000 claims description 2
- 238000004821 distillation Methods 0.000 claims description 2
- 230000003647 oxidation Effects 0.000 claims 5
- 238000007254 oxidation reaction Methods 0.000 claims 5
- URLKBWYHVLBVBO-UHFFFAOYSA-N Para-Xylene Chemical group CC1=CC=C(C)C=C1 URLKBWYHVLBVBO-UHFFFAOYSA-N 0.000 claims 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 1
- 239000003054 catalyst Substances 0.000 claims 1
- 238000010612 desalination reaction Methods 0.000 claims 1
- 238000010790 dilution Methods 0.000 claims 1
- 239000012895 dilution Substances 0.000 claims 1
- 238000007700 distillative separation Methods 0.000 claims 1
- 230000032050 esterification Effects 0.000 claims 1
- 238000005886 esterification reaction Methods 0.000 claims 1
- 150000002148 esters Chemical class 0.000 claims 1
- 239000007789 gas Substances 0.000 claims 1
- 229910001385 heavy metal Inorganic materials 0.000 claims 1
- 239000000543 intermediate Substances 0.000 claims 1
- 239000013067 intermediate product Substances 0.000 claims 1
- 150000002500 ions Chemical class 0.000 claims 1
- 239000001301 oxygen Substances 0.000 claims 1
- 229910052760 oxygen Inorganic materials 0.000 claims 1
- 238000002360 preparation method Methods 0.000 claims 1
- 238000011084 recovery Methods 0.000 claims 1
- 238000003303 reheating Methods 0.000 claims 1
- 239000013078 crystal Substances 0.000 description 11
- 238000001914 filtration Methods 0.000 description 8
- 239000000126 substance Substances 0.000 description 4
- 239000000839 emulsion Substances 0.000 description 3
- 239000000706 filtrate Substances 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 2
- 239000012065 filter cake Substances 0.000 description 2
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 2
- 238000001556 precipitation Methods 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- -1 TPS methyl esters Chemical class 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- GBMDVOWEEQVZKZ-UHFFFAOYSA-N methanol;hydrate Chemical compound O.OC GBMDVOWEEQVZKZ-UHFFFAOYSA-N 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 1
- 230000001376 precipitating effect Effects 0.000 description 1
- 239000007790 solid phase Substances 0.000 description 1
- 239000006104 solid solution Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/09—Preparation of carboxylic acids or their salts, halides or anhydrides from carboxylic acid esters or lactones
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19803041293 DE3041293A1 (de) | 1979-04-21 | 1980-11-03 | Verbessertes verfahren zur herstellung von terephthalsaeure aus dimethylterephthalat als zwischenprodukt |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2916197A DE2916197C2 (de) | 1979-04-21 | 1979-04-21 | Verfahren zur Herstellung von Terephthalsäure aus Dimethyltherephthalat als Zwischenprodukt |
| DE19803041293 DE3041293A1 (de) | 1979-04-21 | 1980-11-03 | Verbessertes verfahren zur herstellung von terephthalsaeure aus dimethylterephthalat als zwischenprodukt |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE3041293A1 DE3041293A1 (de) | 1982-06-16 |
| DE3041293C2 true DE3041293C2 (enrdf_load_stackoverflow) | 1988-07-21 |
Family
ID=25778824
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19803041293 Granted DE3041293A1 (de) | 1979-04-21 | 1980-11-03 | Verbessertes verfahren zur herstellung von terephthalsaeure aus dimethylterephthalat als zwischenprodukt |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE3041293A1 (enrdf_load_stackoverflow) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0725054A1 (de) * | 1995-01-24 | 1996-08-07 | Hüls Aktiengesellschaft | Verfahren zur Herstellung von Terephthalsäure und ihrer Isomeren |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2916197C2 (de) * | 1979-04-21 | 1982-01-28 | Dynamit Nobel Ag, 5210 Troisdorf | Verfahren zur Herstellung von Terephthalsäure aus Dimethyltherephthalat als Zwischenprodukt |
-
1980
- 1980-11-03 DE DE19803041293 patent/DE3041293A1/de active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| DE3041293A1 (de) | 1982-06-16 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| AF | Is addition to no. |
Ref country code: DE Ref document number: 2916197 Format of ref document f/p: P |
|
| AF | Is addition to no. |
Ref country code: DE Ref document number: 2916197 Format of ref document f/p: P |
|
| 8110 | Request for examination paragraph 44 | ||
| 8127 | New person/name/address of the applicant |
Owner name: HUELS TROISDORF AG, 5210 TROISDORF, DE |
|
| AF | Is addition to no. |
Ref country code: DE Ref document number: 2916197 Format of ref document f/p: P |
|
| D2 | Grant after examination | ||
| 8364 | No opposition during term of opposition | ||
| 8327 | Change in the person/name/address of the patent owner |
Owner name: HUELS AG, 4370 MARL, DE |
|
| 8340 | Patent of addition ceased/non-payment of fee of main patent |