SU904517A3 - Способ получени 2,2-бис-/4-(3,4-дикарбоксифенокси)-фенил/пропан-диангидрида - Google Patents
Способ получени 2,2-бис-/4-(3,4-дикарбоксифенокси)-фенил/пропан-диангидрида Download PDFInfo
- Publication number
- SU904517A3 SU904517A3 SU772527551A SU2527551A SU904517A3 SU 904517 A3 SU904517 A3 SU 904517A3 SU 772527551 A SU772527551 A SU 772527551A SU 2527551 A SU2527551 A SU 2527551A SU 904517 A3 SU904517 A3 SU 904517A3
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- water
- mixture
- reaction
- reactor
- distillation column
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims abstract description 23
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 39
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 claims abstract description 32
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 claims abstract description 27
- 239000000203 mixture Substances 0.000 claims abstract description 26
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 claims abstract description 24
- 239000001294 propane Substances 0.000 claims abstract description 19
- 238000006243 chemical reaction Methods 0.000 claims abstract description 17
- 238000010438 heat treatment Methods 0.000 claims abstract description 14
- 239000012808 vapor phase Substances 0.000 claims abstract description 10
- 239000011541 reaction mixture Substances 0.000 claims abstract description 9
- GTDPSWPPOUPBNX-UHFFFAOYSA-N ac1mqpva Chemical compound CC12C(=O)OC(=O)C1(C)C1(C)C2(C)C(=O)OC1=O GTDPSWPPOUPBNX-UHFFFAOYSA-N 0.000 claims abstract description 7
- 239000002253 acid Substances 0.000 claims abstract description 7
- 150000008064 anhydrides Chemical class 0.000 claims abstract description 6
- 239000007791 liquid phase Substances 0.000 claims abstract description 3
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 claims description 36
- 238000004821 distillation Methods 0.000 claims description 27
- -1 4- (3,4-dicarboxyphenoxy) phenyl Chemical group 0.000 claims description 14
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 claims description 14
- ZXLYYQUMYFHCLQ-UHFFFAOYSA-N 2-methylisoindole-1,3-dione Chemical group C1=CC=C2C(=O)N(C)C(=O)C2=C1 ZXLYYQUMYFHCLQ-UHFFFAOYSA-N 0.000 claims description 9
- OLAPPGSPBNVTRF-UHFFFAOYSA-N naphthalene-1,4,5,8-tetracarboxylic acid Chemical compound C1=CC(C(O)=O)=C2C(C(=O)O)=CC=C(C(O)=O)C2=C1C(O)=O OLAPPGSPBNVTRF-UHFFFAOYSA-N 0.000 claims description 8
- 239000003054 catalyst Substances 0.000 claims description 7
- 235000019260 propionic acid Nutrition 0.000 claims description 7
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 claims description 7
- 239000007795 chemical reaction product Substances 0.000 claims description 6
- 150000003949 imides Chemical class 0.000 claims description 6
- 239000007787 solid Substances 0.000 claims description 5
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 4
- 238000003756 stirring Methods 0.000 claims description 4
- 238000000926 separation method Methods 0.000 claims description 3
- 239000000243 solution Substances 0.000 claims description 3
- 239000007864 aqueous solution Substances 0.000 claims description 2
- 238000010923 batch production Methods 0.000 claims description 2
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 2
- 238000010924 continuous production Methods 0.000 claims description 2
- 239000000706 filtrate Substances 0.000 claims description 2
- 238000001914 filtration Methods 0.000 claims description 2
- 239000000463 material Substances 0.000 claims description 2
- 239000000155 melt Substances 0.000 claims description 2
- 238000004064 recycling Methods 0.000 claims description 2
- 238000005070 sampling Methods 0.000 claims description 2
- 238000009833 condensation Methods 0.000 claims 2
- 230000005494 condensation Effects 0.000 claims 2
- 239000007788 liquid Substances 0.000 claims 2
- 239000003377 acid catalyst Substances 0.000 claims 1
- 238000002329 infrared spectrum Methods 0.000 claims 1
- 238000011027 product recovery Methods 0.000 claims 1
- 239000012265 solid product Substances 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 abstract description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 4
- FZTDWZQGFQIIDA-UHFFFAOYSA-N ethoxyethane;isoindole-1,3-dione Chemical compound CCOCC.C1=CC=C2C(=O)NC(=O)C2=C1 FZTDWZQGFQIIDA-UHFFFAOYSA-N 0.000 abstract 1
- 239000012071 phase Substances 0.000 abstract 1
- 239000012429 reaction media Substances 0.000 abstract 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 238000007664 blowing Methods 0.000 description 2
- 230000007062 hydrolysis Effects 0.000 description 2
- 238000006460 hydrolysis reaction Methods 0.000 description 2
- 238000010926 purge Methods 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- MFUPLJQNEXUUDW-UHFFFAOYSA-N 2-phenylisoindole-1,3-dione Chemical compound O=C1C2=CC=CC=C2C(=O)N1C1=CC=CC=C1 MFUPLJQNEXUUDW-UHFFFAOYSA-N 0.000 description 1
- 206010041235 Snoring Diseases 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 230000018044 dehydration Effects 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 238000007654 immersion Methods 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 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
- C07C51/54—Preparation of carboxylic acid anhydrides
- C07C51/567—Preparation of carboxylic acid anhydrides by reactions not involving carboxylic acid anhydride groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Indole Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US05/729,127 US4116980A (en) | 1976-10-04 | 1976-10-04 | Method for making aromatic bis (ether phthalic acid) or aromatic bis (ether anhydride)s |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU904517A3 true SU904517A3 (ru) | 1982-02-07 |
Family
ID=24929704
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU772527551A SU904517A3 (ru) | 1976-10-04 | 1977-10-04 | Способ получени 2,2-бис-/4-(3,4-дикарбоксифенокси)-фенил/пропан-диангидрида |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US4116980A (enExample) |
| JP (1) | JPS5344536A (enExample) |
| DE (1) | DE2740273C2 (enExample) |
| FR (1) | FR2366257A1 (enExample) |
| GB (1) | GB1567826A (enExample) |
| SU (1) | SU904517A3 (enExample) |
Families Citing this family (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4128574A (en) * | 1976-10-04 | 1978-12-05 | General Electric Company | Method for making organic polycarboxylic acids |
| US4318857A (en) * | 1981-04-03 | 1982-03-09 | General Electric Company | Method for making aromatic bis (ether anhydrides) |
| US4329292A (en) * | 1981-04-16 | 1982-05-11 | General Electric Company | Continuous method for making aromatic bis(ether phthalic acid) or aromatic bis(ether anhydride) |
| GB2096141B (en) * | 1981-04-03 | 1985-04-24 | Gen Electric | Method for making aromatic bis(ether phthalic acid) or aromatic bis(ether anhydride) |
| US4329291A (en) * | 1981-04-03 | 1982-05-11 | General Electric Company | Method for making aromatic bis(ether anhydride)s |
| US4329496A (en) * | 1981-04-03 | 1982-05-11 | General Electric Company | Method for making aromatic bis(ether phthalic acid) or aromatic bis(ether anhydride) |
| US4340545A (en) * | 1981-04-13 | 1982-07-20 | General Electric Company | Method for making aromatic bis(ether anhydrides) |
| US4584388A (en) * | 1985-01-14 | 1986-04-22 | General Electric Company | Method and composition for preparing aromatic polycarboxylic acids and their anhydrides from polycarboximides |
| US4571425A (en) * | 1985-02-14 | 1986-02-18 | General Electric Company | Method for making aromatic bis(ether anhydride) |
| US5068353A (en) * | 1986-12-31 | 1991-11-26 | General Electric Company | Synthesis of aromatic bis(ether phthalimide) compounds |
| US4757149A (en) * | 1986-12-31 | 1988-07-12 | General Electric Company | Synthesis of bis(N-substituted phthalimide)ethers |
| US4864034A (en) * | 1988-01-20 | 1989-09-05 | General Electric Company | Spiro(bis)indane bis-oxyphthalic acids and functional derivatives thereof |
| US5552999A (en) * | 1991-07-09 | 1996-09-03 | Dallas Semiconductor Corp | Digital histogram generator systems and methods |
| US5264588A (en) * | 1992-09-17 | 1993-11-23 | Occidental Chemical Corporation | Process for preparing chloro-N-phenylphthalimide |
| WO2006017787A2 (en) * | 2004-08-06 | 2006-02-16 | Grain Processing Corporation | Tablet coating composition |
| US8080671B2 (en) | 2008-05-23 | 2011-12-20 | Sabic Innovative Plastics Ip B.V. | Production of low color polyetherimides |
| CN109071479A (zh) | 2016-04-27 | 2018-12-21 | 沙特基础工业全球技术有限公司 | 分离二酐的方法和通过该方法制备的二酐 |
| US11459314B2 (en) | 2018-05-07 | 2022-10-04 | Shpp Global Technologies B.V. | Method for isolation of an aromatic dianhydride and aromatic dianhydrides prepared by the method |
| WO2019222077A1 (en) | 2018-05-14 | 2019-11-21 | Sabic Global Technologies B.V. | Method for isolation of a dianhydride and dianhydrides prepared by the method |
| WO2019236536A1 (en) | 2018-06-04 | 2019-12-12 | Sabic Global Technologies B.V. | Method for producing an aromatic dianhydride |
| US11912689B2 (en) | 2018-06-18 | 2024-02-27 | Shpp Global Technologies B.V. | Method for isolation of an aromatic dianhydride and aromatic dianhydrides prepared by the method |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3957862A (en) * | 1973-03-30 | 1976-05-18 | General Electric Company | Method of making aromatic bis(ether ortho phthalic acid)s |
| US3879428A (en) * | 1973-03-30 | 1975-04-22 | Gen Electric | Method for making aromatic bis(ether anhydride)s |
| US3933852A (en) * | 1974-05-08 | 1976-01-20 | General Electric Company | Process for making N-methyl nitrophthalimides |
| US4062648A (en) * | 1977-01-04 | 1977-12-13 | Hewlett-Packard Company | Plotter with adaptive velocity means for improving plotted line quality |
-
1976
- 1976-10-04 US US05/729,127 patent/US4116980A/en not_active Expired - Lifetime
-
1977
- 1977-08-09 GB GB33239/77A patent/GB1567826A/en not_active Expired
- 1977-09-07 DE DE2740273A patent/DE2740273C2/de not_active Expired
- 1977-09-27 JP JP11658177A patent/JPS5344536A/ja active Pending
- 1977-10-04 FR FR7729751A patent/FR2366257A1/fr active Granted
- 1977-10-04 SU SU772527551A patent/SU904517A3/ru active
Also Published As
| Publication number | Publication date |
|---|---|
| DE2740273C2 (de) | 1986-07-17 |
| GB1567826A (en) | 1980-05-21 |
| FR2366257A1 (fr) | 1978-04-28 |
| US4116980A (en) | 1978-09-26 |
| FR2366257B1 (enExample) | 1984-01-06 |
| JPS5344536A (en) | 1978-04-21 |
| DE2740273A1 (de) | 1978-04-06 |
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