DE2120505C3 - Verfahren zur Gewinnung von reinem 3,4 3\4' Benzophenontetracar bonsauredianhydnd - Google Patents
Verfahren zur Gewinnung von reinem 3,4 3\4' Benzophenontetracar bonsauredianhydndInfo
- Publication number
- DE2120505C3 DE2120505C3 DE19712120505 DE2120505A DE2120505C3 DE 2120505 C3 DE2120505 C3 DE 2120505C3 DE 19712120505 DE19712120505 DE 19712120505 DE 2120505 A DE2120505 A DE 2120505A DE 2120505 C3 DE2120505 C3 DE 2120505C3
- Authority
- DE
- Germany
- Prior art keywords
- dianhydride
- acid
- anhydration
- vacuum
- dehydration
- 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
- 238000000034 method Methods 0.000 title claims description 14
- 238000004519 manufacturing process Methods 0.000 title claims 5
- 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 description 16
- 238000005292 vacuum distillation Methods 0.000 claims description 11
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 claims description 9
- 239000002253 acid Substances 0.000 claims description 8
- 239000000047 product Substances 0.000 claims description 6
- 238000009835 boiling Methods 0.000 claims description 5
- UITKHKNFVCYWNG-UHFFFAOYSA-N 4-(3,4-dicarboxybenzoyl)phthalic acid Chemical compound C1=C(C(O)=O)C(C(=O)O)=CC=C1C(=O)C1=CC=C(C(O)=O)C(C(O)=O)=C1 UITKHKNFVCYWNG-UHFFFAOYSA-N 0.000 claims description 4
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 claims description 4
- 238000002844 melting Methods 0.000 claims description 4
- 230000008018 melting Effects 0.000 claims description 4
- 238000003756 stirring Methods 0.000 claims description 4
- 239000000126 substance Substances 0.000 claims description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 4
- 238000006243 chemical reaction Methods 0.000 claims description 3
- 238000004821 distillation Methods 0.000 claims description 3
- 239000012535 impurity Substances 0.000 claims description 3
- 239000002904 solvent Substances 0.000 claims description 3
- 229910021538 borax Inorganic materials 0.000 claims description 2
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 claims description 2
- 239000004327 boric acid Substances 0.000 claims description 2
- 238000010438 heat treatment Methods 0.000 claims description 2
- 238000000746 purification Methods 0.000 claims description 2
- 239000004328 sodium tetraborate Substances 0.000 claims description 2
- 235000010339 sodium tetraborate Nutrition 0.000 claims description 2
- 238000006297 dehydration reaction Methods 0.000 claims 7
- 230000018044 dehydration Effects 0.000 claims 6
- 239000007795 chemical reaction product Substances 0.000 claims 3
- 238000004140 cleaning Methods 0.000 claims 3
- 230000036571 hydration Effects 0.000 claims 3
- 238000006703 hydration reaction Methods 0.000 claims 3
- 150000002576 ketones Chemical class 0.000 claims 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims 2
- 239000000975 dye Substances 0.000 claims 2
- 239000012943 hotmelt Substances 0.000 claims 2
- 230000035484 reaction time Effects 0.000 claims 2
- 125000006158 tetracarboxylic acid group Chemical group 0.000 claims 2
- ARCGXLSVLAOJQL-UHFFFAOYSA-N trimellitic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C(C(O)=O)=C1 ARCGXLSVLAOJQL-UHFFFAOYSA-N 0.000 claims 2
- ICFDFEFLHXKNEH-UHFFFAOYSA-N [C].[C].[C].[C].C(C1=CC=CC=C1)(=O)C1=CC=CC=C1 Chemical compound [C].[C].[C].[C].C(C1=CC=CC=C1)(=O)C1=CC=CC=C1 ICFDFEFLHXKNEH-UHFFFAOYSA-N 0.000 claims 1
- 229960000583 acetic acid Drugs 0.000 claims 1
- 150000007513 acids Chemical class 0.000 claims 1
- 150000008064 anhydrides Chemical class 0.000 claims 1
- 125000003118 aryl group Chemical group 0.000 claims 1
- 125000005605 benzo group Chemical group 0.000 claims 1
- 239000012965 benzophenone Substances 0.000 claims 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims 1
- 239000003054 catalyst Substances 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 claims 1
- 239000000356 contaminant Substances 0.000 claims 1
- 230000007547 defect Effects 0.000 claims 1
- 230000007812 deficiency Effects 0.000 claims 1
- 125000006159 dianhydride group Chemical class 0.000 claims 1
- 239000003822 epoxy resin Substances 0.000 claims 1
- 238000000605 extraction Methods 0.000 claims 1
- 239000012362 glacial acetic acid Substances 0.000 claims 1
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 claims 1
- 229910001385 heavy metal Inorganic materials 0.000 claims 1
- 150000004678 hydrides Chemical class 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 150000002828 nitro derivatives Chemical class 0.000 claims 1
- 229910017464 nitrogen compound Inorganic materials 0.000 claims 1
- 150000002830 nitrogen compounds Chemical class 0.000 claims 1
- 230000003647 oxidation Effects 0.000 claims 1
- 238000007254 oxidation reaction Methods 0.000 claims 1
- 239000004033 plastic Substances 0.000 claims 1
- 229920000647 polyepoxide Polymers 0.000 claims 1
- 239000004848 polyfunctional curative Substances 0.000 claims 1
- 239000011541 reaction mixture Substances 0.000 claims 1
- 238000001953 recrystallisation Methods 0.000 claims 1
- 238000005406 washing Methods 0.000 claims 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 16
- 229910052757 nitrogen Inorganic materials 0.000 description 8
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 4
- 238000001816 cooling Methods 0.000 description 4
- 239000000155 melt Substances 0.000 description 3
- 238000010298 pulverizing process Methods 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- VQVIHDPBMFABCQ-UHFFFAOYSA-N 5-(1,3-dioxo-2-benzofuran-5-carbonyl)-2-benzofuran-1,3-dione Chemical class C1=C2C(=O)OC(=O)C2=CC(C(C=2C=C3C(=O)OC(=O)C3=CC=2)=O)=C1 VQVIHDPBMFABCQ-UHFFFAOYSA-N 0.000 description 1
- 230000008878 coupling Effects 0.000 description 1
- 238000010168 coupling process Methods 0.000 description 1
- 238000005859 coupling reaction Methods 0.000 description 1
- 239000012043 crude product Substances 0.000 description 1
- 230000000977 initiatory effect Effects 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 238000000967 suction filtration Methods 0.000 description 1
- 238000001291 vacuum drying 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
- C07C51/54—Preparation of carboxylic acid anhydrides
- C07C51/56—Preparation of carboxylic acid anhydrides from organic acids, their salts, their esters or their halides, e.g. by carboxylation
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)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Furan Compounds (AREA)
Priority Applications (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19712120505 DE2120505C3 (de) | 1971-04-27 | 1971-04-27 | Verfahren zur Gewinnung von reinem 3,4 3\4' Benzophenontetracar bonsauredianhydnd |
| GB1550972A GB1340463A (en) | 1971-04-27 | 1972-04-04 | Process for the production of 3,4-3,4-benzophenone-tetra carboxylic dianhydride |
| FR7214864A FR2134547B1 (enrdf_load_stackoverflow) | 1971-04-27 | 1972-04-26 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19712120505 DE2120505C3 (de) | 1971-04-27 | 1971-04-27 | Verfahren zur Gewinnung von reinem 3,4 3\4' Benzophenontetracar bonsauredianhydnd |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DE2120505A1 DE2120505A1 (enrdf_load_stackoverflow) | 1972-11-23 |
| DE2120505B2 DE2120505B2 (de) | 1973-05-03 |
| DE2120505C3 true DE2120505C3 (de) | 1973-11-29 |
Family
ID=5806025
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19712120505 Expired DE2120505C3 (de) | 1971-04-27 | 1971-04-27 | Verfahren zur Gewinnung von reinem 3,4 3\4' Benzophenontetracar bonsauredianhydnd |
Country Status (3)
| Country | Link |
|---|---|
| DE (1) | DE2120505C3 (enrdf_load_stackoverflow) |
| FR (1) | FR2134547B1 (enrdf_load_stackoverflow) |
| GB (1) | GB1340463A (enrdf_load_stackoverflow) |
-
1971
- 1971-04-27 DE DE19712120505 patent/DE2120505C3/de not_active Expired
-
1972
- 1972-04-04 GB GB1550972A patent/GB1340463A/en not_active Expired
- 1972-04-26 FR FR7214864A patent/FR2134547B1/fr not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| DE2120505A1 (enrdf_load_stackoverflow) | 1972-11-23 |
| DE2120505B2 (de) | 1973-05-03 |
| GB1340463A (en) | 1973-12-12 |
| FR2134547B1 (enrdf_load_stackoverflow) | 1976-08-06 |
| FR2134547A1 (enrdf_load_stackoverflow) | 1972-12-08 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C3 | Grant after two publication steps (3rd publication) | ||
| E77 | Valid patent as to the heymanns-index 1977 | ||
| EHJ | Ceased/non-payment of the annual fee |