JPH0525867B2 - - Google Patents
Info
- Publication number
- JPH0525867B2 JPH0525867B2 JP56027110A JP2711081A JPH0525867B2 JP H0525867 B2 JPH0525867 B2 JP H0525867B2 JP 56027110 A JP56027110 A JP 56027110A JP 2711081 A JP2711081 A JP 2711081A JP H0525867 B2 JPH0525867 B2 JP H0525867B2
- Authority
- JP
- Japan
- Prior art keywords
- hydrolysis
- water
- tps
- reactor
- 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.)
- Expired - Lifetime
Links
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 54
- 238000000034 method Methods 0.000 claims description 37
- 238000006460 hydrolysis reaction Methods 0.000 claims description 32
- WOZVHXUHUFLZGK-UHFFFAOYSA-N dimethyl terephthalate Chemical compound COC(=O)C1=CC=C(C(=O)OC)C=C1 WOZVHXUHUFLZGK-UHFFFAOYSA-N 0.000 claims description 30
- 230000007062 hydrolysis Effects 0.000 claims description 24
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 claims description 22
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 20
- 239000000203 mixture Substances 0.000 claims description 16
- 238000006243 chemical reaction Methods 0.000 claims description 12
- 239000012452 mother liquor Substances 0.000 claims description 12
- 150000002148 esters Chemical class 0.000 claims description 9
- 239000011541 reaction mixture Substances 0.000 claims description 9
- 238000005406 washing Methods 0.000 claims description 9
- 238000002425 crystallisation Methods 0.000 claims description 8
- 230000008025 crystallization Effects 0.000 claims description 8
- GBMDVOWEEQVZKZ-UHFFFAOYSA-N methanol;hydrate Chemical compound O.OC GBMDVOWEEQVZKZ-UHFFFAOYSA-N 0.000 claims description 8
- 239000007791 liquid phase Substances 0.000 claims description 6
- QSSJZLPUHJDYKF-UHFFFAOYSA-N methyl 4-methylbenzoate Chemical compound COC(=O)C1=CC=C(C)C=C1 QSSJZLPUHJDYKF-UHFFFAOYSA-N 0.000 claims description 6
- 230000003647 oxidation Effects 0.000 claims description 6
- 238000007254 oxidation reaction Methods 0.000 claims description 6
- 238000010992 reflux Methods 0.000 claims description 3
- URLKBWYHVLBVBO-UHFFFAOYSA-N Para-Xylene Chemical compound CC1=CC=C(C)C=C1 URLKBWYHVLBVBO-UHFFFAOYSA-N 0.000 claims description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 2
- 239000003054 catalyst Substances 0.000 claims description 2
- 239000007789 gas Substances 0.000 claims description 2
- 229910001385 heavy metal Inorganic materials 0.000 claims description 2
- 239000001301 oxygen Substances 0.000 claims description 2
- 229910052760 oxygen Inorganic materials 0.000 claims description 2
- 239000007790 solid phase Substances 0.000 claims description 2
- 238000009833 condensation Methods 0.000 claims 1
- 230000005494 condensation Effects 0.000 claims 1
- 238000000354 decomposition reaction Methods 0.000 claims 1
- 238000004508 fractional distillation Methods 0.000 claims 1
- 238000010438 heat treatment Methods 0.000 claims 1
- REIDAMBAPLIATC-UHFFFAOYSA-M 4-methoxycarbonylbenzoate Chemical compound COC(=O)C1=CC=C(C([O-])=O)C=C1 REIDAMBAPLIATC-UHFFFAOYSA-M 0.000 description 8
- 239000000463 material Substances 0.000 description 7
- 238000004821 distillation Methods 0.000 description 5
- 238000005886 esterification reaction Methods 0.000 description 5
- 239000007788 liquid Substances 0.000 description 5
- 239000000725 suspension Substances 0.000 description 5
- 230000032050 esterification Effects 0.000 description 4
- 238000000926 separation method Methods 0.000 description 4
- 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
- 239000006227 byproduct Substances 0.000 description 3
- 239000000543 intermediate Substances 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- AZUYLZMQTIKGSC-UHFFFAOYSA-N 1-[6-[4-(5-chloro-6-methyl-1H-indazol-4-yl)-5-methyl-3-(1-methylindazol-5-yl)pyrazol-1-yl]-2-azaspiro[3.3]heptan-2-yl]prop-2-en-1-one Chemical compound ClC=1C(=C2C=NNC2=CC=1C)C=1C(=NN(C=1C)C1CC2(CN(C2)C(C=C)=O)C1)C=1C=C2C=NN(C2=CC=1)C AZUYLZMQTIKGSC-UHFFFAOYSA-N 0.000 description 2
- -1 alkyl terephthalates Chemical class 0.000 description 2
- 238000004140 cleaning Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000000706 filtrate Substances 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 238000000746 purification Methods 0.000 description 2
- 238000011084 recovery Methods 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 239000004614 Process Aid Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 238000004090 dissolution Methods 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
- 239000012530 fluid Substances 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- JTJMJGYZQZDUJJ-UHFFFAOYSA-N phencyclidine Chemical class C1CCCCN1C1(C=2C=CC=CC=2)CCCCC1 JTJMJGYZQZDUJJ-UHFFFAOYSA-N 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
- 238000003303 reheating Methods 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 239000007787 solid Substances 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)
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 |
|---|---|
| JPS5795925A JPS5795925A (en) | 1982-06-15 |
| JPH0525867B2 true JPH0525867B2 (uk) | 1993-04-14 |
Family
ID=6117670
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP56027110A Granted JPS5795925A (en) | 1980-11-27 | 1981-02-27 | Manufacture of terephthalic acid from dimethylterephthalate as intermediate |
Country Status (8)
| Country | Link |
|---|---|
| JP (1) | JPS5795925A (uk) |
| BR (1) | BR8107687A (uk) |
| DE (1) | DE3044617C2 (uk) |
| FR (1) | FR2494684A1 (uk) |
| IN (1) | IN155627B (uk) |
| IT (1) | IT1172099B (uk) |
| SU (1) | SU1205757A3 (uk) |
| UA (1) | UA8349A1 (uk) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7462649B2 (en) | 2001-10-16 | 2008-12-09 | Teijin Limited | Method for recycling pet bottle |
Families Citing this family (7)
| 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 |
| 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 |
| DE19536814B4 (de) * | 1995-01-24 | 2008-03-27 | Hermann-Josef Dr. Korte | Ein neues Verfahren zur Herstellung von Terephthalsäure und ihrer Isomeren |
| EP0725054A1 (de) * | 1995-01-24 | 1996-08-07 | Hüls Aktiengesellschaft | Verfahren zur Herstellung von Terephthalsäure und ihrer Isomeren |
| 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 |
| EP1344765B1 (en) | 2000-11-27 | 2014-07-30 | Teijin Limited | Process for producing a dimethyl terephthalate composition |
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 IN IN1331/CAL/81A patent/IN155627B/en unknown
- 1981-11-26 BR BR8107687A patent/BR8107687A/pt unknown
- 1981-11-26 UA UA3357502A patent/UA8349A1/uk unknown
- 1981-11-26 SU SU813357502A patent/SU1205757A3/ru active
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7462649B2 (en) | 2001-10-16 | 2008-12-09 | Teijin Limited | Method for recycling pet bottle |
Also Published As
| Publication number | Publication date |
|---|---|
| DE3044617C2 (de) | 1985-09-26 |
| FR2494684B1 (uk) | 1985-03-29 |
| IN155627B (uk) | 1985-02-16 |
| BR8107687A (pt) | 1982-08-24 |
| SU1205757A3 (ru) | 1986-01-15 |
| IT1172099B (it) | 1987-06-18 |
| JPS5795925A (en) | 1982-06-15 |
| UA8349A1 (uk) | 1996-03-29 |
| DE3044617A1 (de) | 1982-06-03 |
| FR2494684A1 (fr) | 1982-05-28 |
| IT8149767A0 (it) | 1981-11-25 |
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