DE3044617C2 - Verfahren zur Herstellung von Terephthalsäure aus Dimethylterephthalat als Zwischenprodukt - Google Patents
Verfahren zur Herstellung von Terephthalsäure aus Dimethylterephthalat als ZwischenproduktInfo
- Publication number
- DE3044617C2 DE3044617C2 DE3044617A DE3044617A DE3044617C2 DE 3044617 C2 DE3044617 C2 DE 3044617C2 DE 3044617 A DE3044617 A DE 3044617A DE 3044617 A DE3044617 A DE 3044617A DE 3044617 C2 DE3044617 C2 DE 3044617C2
- Authority
- DE
- Germany
- Prior art keywords
- dmt
- water
- reactor
- hydrolysis
- methanol
- 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 claims description 44
- 238000000034 method Methods 0.000 title claims description 27
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 title claims description 22
- 238000004519 manufacturing process Methods 0.000 title claims description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 51
- 238000006460 hydrolysis reaction Methods 0.000 claims description 27
- 230000007062 hydrolysis Effects 0.000 claims description 20
- 239000000203 mixture Substances 0.000 claims description 14
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 14
- 238000006243 chemical reaction Methods 0.000 claims description 9
- 150000002148 esters Chemical class 0.000 claims description 8
- GBMDVOWEEQVZKZ-UHFFFAOYSA-N methanol;hydrate Chemical compound O.OC GBMDVOWEEQVZKZ-UHFFFAOYSA-N 0.000 claims description 8
- 239000012452 mother liquor Substances 0.000 claims description 7
- 239000011541 reaction mixture Substances 0.000 claims description 7
- 238000004821 distillation Methods 0.000 claims description 6
- 230000003647 oxidation Effects 0.000 claims description 6
- 238000007254 oxidation reaction Methods 0.000 claims description 6
- 238000005886 esterification reaction Methods 0.000 claims description 5
- 238000002425 crystallisation Methods 0.000 claims description 4
- 230000008025 crystallization Effects 0.000 claims description 4
- 230000032050 esterification Effects 0.000 claims description 4
- 239000007788 liquid Substances 0.000 claims description 4
- 238000007700 distillative separation Methods 0.000 claims description 2
- 239000013067 intermediate product Substances 0.000 claims description 2
- 238000011084 recovery Methods 0.000 claims description 2
- QSSJZLPUHJDYKF-UHFFFAOYSA-N methyl 4-methylbenzoate Chemical compound COC(=O)C1=CC=C(C)C=C1 QSSJZLPUHJDYKF-UHFFFAOYSA-N 0.000 claims 3
- URLKBWYHVLBVBO-UHFFFAOYSA-N Para-Xylene Chemical group CC1=CC=C(C)C=C1 URLKBWYHVLBVBO-UHFFFAOYSA-N 0.000 claims 2
- 239000007791 liquid phase Substances 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
- 238000009833 condensation Methods 0.000 claims 1
- 230000005494 condensation Effects 0.000 claims 1
- 239000008367 deionised water Substances 0.000 claims 1
- 229910021641 deionized water Inorganic materials 0.000 claims 1
- 239000007789 gas Substances 0.000 claims 1
- 229910001385 heavy metal Inorganic materials 0.000 claims 1
- 239000001301 oxygen Substances 0.000 claims 1
- 229910052760 oxygen Inorganic materials 0.000 claims 1
- 239000012071 phase Substances 0.000 claims 1
- 239000007790 solid phase Substances 0.000 claims 1
- 238000005406 washing Methods 0.000 description 12
- 239000000463 material Substances 0.000 description 5
- 239000000725 suspension Substances 0.000 description 5
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- -1 alkyl terephthalate Chemical compound 0.000 description 3
- 239000006227 byproduct Substances 0.000 description 3
- 238000000926 separation method Methods 0.000 description 3
- 239000004614 Process Aid Substances 0.000 description 2
- 238000004140 cleaning Methods 0.000 description 2
- 239000000706 filtrate Substances 0.000 description 2
- 239000000543 intermediate Substances 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 238000003303 reheating Methods 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 230000008719 thickening Effects 0.000 description 2
- REIDAMBAPLIATC-UHFFFAOYSA-M 4-methoxycarbonylbenzoate Chemical compound COC(=O)C1=CC=C(C([O-])=O)C=C1 REIDAMBAPLIATC-UHFFFAOYSA-M 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000003990 capacitor Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000012611 container material Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- QAYICIQNSGETAS-UHFFFAOYSA-N dazomet Chemical compound CN1CSC(=S)N(C)C1 QAYICIQNSGETAS-UHFFFAOYSA-N 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000005611 electricity Effects 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 239000011888 foil Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 238000010327 methods by industry Methods 0.000 description 1
- 238000006068 polycondensation reaction Methods 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 239000012429 reaction media Substances 0.000 description 1
- 238000000066 reactive distillation Methods 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- MBYLVOKEDDQJDY-UHFFFAOYSA-N tris(2-aminoethyl)amine Chemical compound NCCN(CCN)CCN MBYLVOKEDDQJDY-UHFFFAOYSA-N 0.000 description 1
- 230000007306 turnover Effects 0.000 description 1
- 238000011144 upstream manufacturing Methods 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 (8)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE3044617A DE3044617C2 (de) | 1980-11-27 | 1980-11-27 | Verfahren zur Herstellung von Terephthalsäure aus Dimethylterephthalat als Zwischenprodukt |
| JP56027110A JPS5795925A (en) | 1980-11-27 | 1981-02-27 | Manufacture of terephthalic acid from dimethylterephthalate as intermediate |
| FR8120589A FR2494684A1 (fr) | 1980-11-27 | 1981-11-03 | Procede pour l'obtention d'acide terephtalique a partir du dimethyl-terephtalate comme produit intermediaire |
| IT49767/81A IT1172099B (it) | 1980-11-27 | 1981-11-25 | Procentimento per la produzione di acido tereftelico da tereftalato di metilico quale prodotto intermedio |
| SU813357502A SU1205757A3 (ru) | 1980-11-27 | 1981-11-26 | Способ получени терефталевой кислоты |
| BR8107687A BR8107687A (pt) | 1980-11-27 | 1981-11-26 | Processo para a producao de acido tereftalico(tps)a partir de tereftalato de dimetila(dmt)como produto intermediario |
| IN1331/CAL/81A IN155627B (enrdf_load_stackoverflow) | 1980-11-27 | 1981-11-26 | |
| UA3357502A UA8349A1 (uk) | 1980-11-27 | 1981-11-26 | Спосіб отримання терефталевої кислоти |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE3044617A DE3044617C2 (de) | 1980-11-27 | 1980-11-27 | Verfahren zur Herstellung von Terephthalsäure aus Dimethylterephthalat als Zwischenprodukt |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE3044617A1 DE3044617A1 (de) | 1982-06-03 |
| DE3044617C2 true DE3044617C2 (de) | 1985-09-26 |
Family
ID=6117670
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE3044617A Expired DE3044617C2 (de) | 1980-11-27 | 1980-11-27 | Verfahren zur Herstellung von Terephthalsäure aus Dimethylterephthalat als Zwischenprodukt |
Country Status (8)
| Country | Link |
|---|---|
| JP (1) | JPS5795925A (enrdf_load_stackoverflow) |
| BR (1) | BR8107687A (enrdf_load_stackoverflow) |
| DE (1) | DE3044617C2 (enrdf_load_stackoverflow) |
| FR (1) | FR2494684A1 (enrdf_load_stackoverflow) |
| IN (1) | IN155627B (enrdf_load_stackoverflow) |
| IT (1) | IT1172099B (enrdf_load_stackoverflow) |
| SU (1) | SU1205757A3 (enrdf_load_stackoverflow) |
| UA (1) | UA8349A1 (enrdf_load_stackoverflow) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3904586A1 (de) * | 1989-02-16 | 1990-08-23 | Huels Chemische Werke Ag | Verfahren zur herstellung von dmt-zwischenprodukt bestimmter reinheit sowie dessen weiterverarbeitung zu reinst-dmt und/oder mittel- oder hochreiner terephthalsaeure |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3639958A1 (de) | 1986-01-10 | 1987-07-16 | Amberger Kaolinwerke Gmbh | Mehrstufige anordnung zur gegenstromwaschung, sowie zugehoerige verfahrensmassnahmen |
| FR2611708B1 (fr) * | 1987-02-25 | 1989-06-09 | Elf Aquitaine | Procede de production d'acides alcane-sulfoniques |
| EP0725054A1 (de) * | 1995-01-24 | 1996-08-07 | Hüls Aktiengesellschaft | Verfahren zur Herstellung von Terephthalsäure und ihrer Isomeren |
| DE19536814B4 (de) * | 1995-01-24 | 2008-03-27 | Hermann-Josef Dr. Korte | Ein neues Verfahren zur Herstellung von Terephthalsäure und ihrer Isomeren |
| AU2002224082B2 (en) | 2000-11-27 | 2006-04-06 | Teijin Limited | Dimethyl terephthalate composition and process for producing the same |
| JP2002167469A (ja) * | 2000-12-01 | 2002-06-11 | Teijin Ltd | ポリエステル廃棄物のリサイクルシステムとその方法 |
| DE60222792T2 (de) | 2001-10-16 | 2008-07-17 | Teijin Ltd. | Verfahren zur rezyklierung von pet-flaschen |
| JP2025117714A (ja) * | 2024-01-31 | 2025-08-13 | 三菱重工業株式会社 | 加水分解反応システム及び制御方法 |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3833647A (en) * | 1971-09-07 | 1974-09-03 | Lummus Co | Production of aromatic polycarboxylic acids |
| DE2916197C2 (de) * | 1979-04-21 | 1982-01-28 | Dynamit Nobel Ag, 5210 Troisdorf | Verfahren zur Herstellung von Terephthalsäure aus Dimethyltherephthalat als Zwischenprodukt |
-
1980
- 1980-11-27 DE DE3044617A patent/DE3044617C2/de not_active Expired
-
1981
- 1981-02-27 JP JP56027110A patent/JPS5795925A/ja active Granted
- 1981-11-03 FR FR8120589A patent/FR2494684A1/fr active Granted
- 1981-11-25 IT IT49767/81A patent/IT1172099B/it active
- 1981-11-26 UA UA3357502A patent/UA8349A1/uk unknown
- 1981-11-26 BR BR8107687A patent/BR8107687A/pt unknown
- 1981-11-26 IN IN1331/CAL/81A patent/IN155627B/en unknown
- 1981-11-26 SU SU813357502A patent/SU1205757A3/ru active
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3904586A1 (de) * | 1989-02-16 | 1990-08-23 | Huels Chemische Werke Ag | Verfahren zur herstellung von dmt-zwischenprodukt bestimmter reinheit sowie dessen weiterverarbeitung zu reinst-dmt und/oder mittel- oder hochreiner terephthalsaeure |
Also Published As
| Publication number | Publication date |
|---|---|
| FR2494684B1 (enrdf_load_stackoverflow) | 1985-03-29 |
| DE3044617A1 (de) | 1982-06-03 |
| JPH0525867B2 (enrdf_load_stackoverflow) | 1993-04-14 |
| JPS5795925A (en) | 1982-06-15 |
| SU1205757A3 (ru) | 1986-01-15 |
| IT8149767A0 (it) | 1981-11-25 |
| BR8107687A (pt) | 1982-08-24 |
| UA8349A1 (uk) | 1996-03-29 |
| IT1172099B (it) | 1987-06-18 |
| FR2494684A1 (fr) | 1982-05-28 |
| IN155627B (enrdf_load_stackoverflow) | 1985-02-16 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| OP8 | Request for examination as to paragraph 44 patent law | ||
| 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 TROISDORF AG, 5210 TROISDORF, DE |
|
| 8327 | Change in the person/name/address of the patent owner |
Owner name: HUELS AG, 4370 MARL, DE |
|
| 8339 | Ceased/non-payment of the annual fee |