DE1259326B - Verfahren zur Gewinnung reiner Terephthalsaeure - Google Patents
Verfahren zur Gewinnung reiner TerephthalsaeureInfo
- Publication number
- DE1259326B DE1259326B DEC36516A DEC0036516A DE1259326B DE 1259326 B DE1259326 B DE 1259326B DE C36516 A DEC36516 A DE C36516A DE C0036516 A DEC0036516 A DE C0036516A DE 1259326 B DE1259326 B DE 1259326B
- Authority
- DE
- Germany
- Prior art keywords
- terephthalic acid
- oxidation
- xylene
- acid
- water
- 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.)
- Pending
Links
- 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 66
- 238000000034 method Methods 0.000 title claims description 15
- URLKBWYHVLBVBO-UHFFFAOYSA-N Para-Xylene Chemical group CC1=CC=C(C)C=C1 URLKBWYHVLBVBO-UHFFFAOYSA-N 0.000 claims description 41
- 230000003647 oxidation Effects 0.000 claims description 31
- 238000007254 oxidation reaction Methods 0.000 claims description 31
- 239000000203 mixture Substances 0.000 claims description 25
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 21
- 238000000926 separation method Methods 0.000 claims description 5
- 238000010438 heat treatment Methods 0.000 claims description 4
- 230000001590 oxidative effect Effects 0.000 claims description 3
- -1 C 4 fatty acid Chemical class 0.000 claims description 2
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 2
- 229930195729 fatty acid Natural products 0.000 claims description 2
- 239000000194 fatty acid Substances 0.000 claims description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 19
- LPNBBFKOUUSUDB-UHFFFAOYSA-N p-toluic acid Chemical compound CC1=CC=C(C(O)=O)C=C1 LPNBBFKOUUSUDB-UHFFFAOYSA-N 0.000 description 14
- 229960000583 acetic acid Drugs 0.000 description 8
- QSSJZLPUHJDYKF-UHFFFAOYSA-N methyl 4-methylbenzoate Chemical compound COC(=O)C1=CC=C(C)C=C1 QSSJZLPUHJDYKF-UHFFFAOYSA-N 0.000 description 8
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 238000007792 addition Methods 0.000 description 6
- 238000004140 cleaning Methods 0.000 description 5
- 239000012362 glacial acetic acid Substances 0.000 description 5
- WOZVHXUHUFLZGK-UHFFFAOYSA-N dimethyl terephthalate Chemical compound COC(=O)C1=CC=C(C(=O)OC)C=C1 WOZVHXUHUFLZGK-UHFFFAOYSA-N 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- 229920000728 polyester Polymers 0.000 description 4
- 238000007127 saponification reaction Methods 0.000 description 4
- 239000000725 suspension Substances 0.000 description 4
- 239000000654 additive Substances 0.000 description 3
- 229920000180 alkyd Polymers 0.000 description 3
- 239000007795 chemical reaction product Substances 0.000 description 3
- REIDAMBAPLIATC-UHFFFAOYSA-M 4-methoxycarbonylbenzoate Chemical compound COC(=O)C1=CC=C(C([O-])=O)C=C1 REIDAMBAPLIATC-UHFFFAOYSA-M 0.000 description 2
- REIDAMBAPLIATC-UHFFFAOYSA-N 4-methoxycarbonylbenzoic acid Chemical compound COC(=O)C1=CC=C(C(O)=O)C=C1 REIDAMBAPLIATC-UHFFFAOYSA-N 0.000 description 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- 239000006227 byproduct Substances 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 230000032050 esterification Effects 0.000 description 2
- 238000005886 esterification reaction Methods 0.000 description 2
- 239000000835 fiber Substances 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 1
- 150000001447 alkali salts Chemical class 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 238000005119 centrifugation Methods 0.000 description 1
- 238000002845 discoloration Methods 0.000 description 1
- 238000007380 fibre production Methods 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000003999 initiator Substances 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 229910017604 nitric acid Inorganic materials 0.000 description 1
- 239000007800 oxidant agent Substances 0.000 description 1
- 238000001226 reprecipitation Methods 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 238000005406 washing 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
- C07C51/42—Separation; Purification; Stabilisation; Use of additives
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/582—Recycling of unreacted starting or intermediate materials
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 (18)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DENDAT1251735D DE1251735B (de) | 1965-07-28 | Veifahren zur Gewinnung von reiner Terephthalsäure | |
| DEC36516A DE1259326B (de) | 1965-07-28 | 1965-07-28 | Verfahren zur Gewinnung reiner Terephthalsaeure |
| LU50543A LU50543A1 (enrdf_load_stackoverflow) | 1965-07-28 | 1966-02-28 | |
| AT444466A AT266093B (de) | 1965-07-28 | 1966-05-11 | Verfahren zur Isolierung von Terephthalsäure |
| NL6609738A NL6609738A (enrdf_load_stackoverflow) | 1965-07-28 | 1966-07-12 | |
| FI661921A FI44386C (fi) | 1965-07-28 | 1966-07-18 | Menetelmä puhtaan tereftaalihapon talteenottamiseksi |
| FI661923A FI45550C (fi) | 1965-07-28 | 1966-07-19 | Menetelmä puhtaan tereftaalihapon talteenottamiseksi. |
| ES0329474A ES329474A1 (es) | 1965-07-28 | 1966-07-23 | Un procedimiento para la fabricacion de acido tereftalico a partir de productos oxidados. |
| CH1071866A CH539013A (de) | 1965-07-28 | 1966-07-25 | Verfahren zur Herstellung von Terephthalsäure |
| CH1071766A CH466259A (de) | 1965-07-28 | 1966-07-25 | Verfahren zur Herstellung von Terephthalsäure |
| SE10197/66A SE343850B (enrdf_load_stackoverflow) | 1965-07-28 | 1966-07-26 | |
| DK390266AA DK118234B (da) | 1965-07-28 | 1966-07-27 | Fremgangsmåde ved fremstilling af tereftalsyre. |
| BE684645D BE684645A (enrdf_load_stackoverflow) | 1965-07-28 | 1966-07-27 | |
| DK390366AA DK125196B (da) | 1965-07-28 | 1966-07-27 | Fremgangsmåde ved fremstilling af tereftalsyre. |
| GB33736/66A GB1155589A (en) | 1965-07-28 | 1966-07-27 | Improved process for the production of Terephthalic Acid |
| NL6610623A NL6610623A (enrdf_load_stackoverflow) | 1965-07-28 | 1966-07-28 | |
| US568385A US3513193A (en) | 1965-07-28 | 1966-07-28 | Process for the preparation of terephthalic acid |
| FR71203A FR1487936A (fr) | 1965-07-28 | 1966-07-28 | Procédé de préparation de l'acide téréphtalique |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEC0036517 | 1965-07-28 | ||
| DEC36516A DE1259326B (de) | 1965-07-28 | 1965-07-28 | Verfahren zur Gewinnung reiner Terephthalsaeure |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1259326B true DE1259326B (de) | 1968-01-25 |
Family
ID=25970100
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DENDAT1251735D Pending DE1251735B (de) | 1965-07-28 | Veifahren zur Gewinnung von reiner Terephthalsäure | |
| DEC36516A Pending DE1259326B (de) | 1965-07-28 | 1965-07-28 | Verfahren zur Gewinnung reiner Terephthalsaeure |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DENDAT1251735D Pending DE1251735B (de) | 1965-07-28 | Veifahren zur Gewinnung von reiner Terephthalsäure |
Country Status (11)
| Country | Link |
|---|---|
| BE (1) | BE684645A (enrdf_load_stackoverflow) |
| CH (2) | CH466259A (enrdf_load_stackoverflow) |
| DE (2) | DE1259326B (enrdf_load_stackoverflow) |
| DK (2) | DK118234B (enrdf_load_stackoverflow) |
| ES (1) | ES329474A1 (enrdf_load_stackoverflow) |
| FI (2) | FI44386C (enrdf_load_stackoverflow) |
| FR (1) | FR1487936A (enrdf_load_stackoverflow) |
| GB (1) | GB1155589A (enrdf_load_stackoverflow) |
| LU (1) | LU50543A1 (enrdf_load_stackoverflow) |
| NL (1) | NL6609738A (enrdf_load_stackoverflow) |
| SE (1) | SE343850B (enrdf_load_stackoverflow) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2010137C3 (de) * | 1970-03-04 | 1979-07-05 | Dynamit Nobel Ag, 5210 Troisdorf | Verfahren zur Herstellung von Terephthalsauredimethylester |
| US3883584A (en) * | 1971-11-25 | 1975-05-13 | Teijin Ltd | Process for the preparation of terephthalic acid |
| DE2804156C2 (de) * | 1977-01-31 | 1982-04-08 | Teijin Ltd., Osaka | Verfahren zur Herstellung von Terephthalsäure |
| ES2104512B1 (es) * | 1995-09-21 | 1998-07-01 | Interquisa | Procedimiento industrial para la fabricacion de acidos carboxilicos aromaticos. |
-
0
- DE DENDAT1251735D patent/DE1251735B/de active Pending
-
1965
- 1965-07-28 DE DEC36516A patent/DE1259326B/de active Pending
-
1966
- 1966-02-28 LU LU50543A patent/LU50543A1/xx unknown
- 1966-07-12 NL NL6609738A patent/NL6609738A/xx unknown
- 1966-07-18 FI FI661921A patent/FI44386C/fi active
- 1966-07-19 FI FI661923A patent/FI45550C/fi active
- 1966-07-23 ES ES0329474A patent/ES329474A1/es not_active Expired
- 1966-07-25 CH CH1071766A patent/CH466259A/de unknown
- 1966-07-25 CH CH1071866A patent/CH539013A/de not_active IP Right Cessation
- 1966-07-26 SE SE10197/66A patent/SE343850B/xx unknown
- 1966-07-27 DK DK390266AA patent/DK118234B/da unknown
- 1966-07-27 GB GB33736/66A patent/GB1155589A/en not_active Expired
- 1966-07-27 BE BE684645D patent/BE684645A/xx unknown
- 1966-07-27 DK DK390366AA patent/DK125196B/da unknown
- 1966-07-28 FR FR71203A patent/FR1487936A/fr not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| BE684645A (enrdf_load_stackoverflow) | 1967-01-27 |
| CH539013A (de) | 1973-07-15 |
| FI45550B (enrdf_load_stackoverflow) | 1972-04-04 |
| ES329474A1 (es) | 1967-05-16 |
| FI44386B (enrdf_load_stackoverflow) | 1971-08-02 |
| LU50543A1 (enrdf_load_stackoverflow) | 1966-04-28 |
| CH466259A (de) | 1968-12-15 |
| DK125196B (da) | 1973-01-15 |
| DE1251735B (de) | 1967-10-12 |
| GB1155589A (en) | 1969-06-18 |
| FI45550C (fi) | 1972-07-10 |
| DK118234B (da) | 1970-07-27 |
| FR1487936A (fr) | 1967-07-07 |
| NL6609738A (enrdf_load_stackoverflow) | 1967-01-30 |
| SE343850B (enrdf_load_stackoverflow) | 1972-03-20 |
| FI44386C (fi) | 1971-11-10 |
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