DE2124588A1 - Verfahren zur Beseitigung der unlöslichen Nebenprodukte, welche während der Herstellung von Adipinnitril durch Dimerisation gebildet werden - Google Patents
Verfahren zur Beseitigung der unlöslichen Nebenprodukte, welche während der Herstellung von Adipinnitril durch Dimerisation gebildet werdenInfo
- Publication number
- DE2124588A1 DE2124588A1 DE19712124588 DE2124588A DE2124588A1 DE 2124588 A1 DE2124588 A1 DE 2124588A1 DE 19712124588 DE19712124588 DE 19712124588 DE 2124588 A DE2124588 A DE 2124588A DE 2124588 A1 DE2124588 A1 DE 2124588A1
- Authority
- DE
- Germany
- Prior art keywords
- nitrile
- dimerization
- insoluble
- adipine
- organic phase
- 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
- 238000006471 dimerization reaction Methods 0.000 title claims description 13
- 238000000034 method Methods 0.000 title claims description 10
- 150000002825 nitriles Chemical class 0.000 title claims description 10
- 238000004519 manufacturing process Methods 0.000 title claims description 5
- 239000006227 byproduct Substances 0.000 title description 3
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims description 12
- 239000000047 product Substances 0.000 claims description 12
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 claims description 10
- BTGRAWJCKBQKAO-UHFFFAOYSA-N adiponitrile Chemical compound N#CCCCCC#N BTGRAWJCKBQKAO-UHFFFAOYSA-N 0.000 claims description 10
- 239000007864 aqueous solution Substances 0.000 claims description 6
- 229910000497 Amalgam Inorganic materials 0.000 claims description 5
- 238000006243 chemical reaction Methods 0.000 claims description 5
- 150000003839 salts Chemical class 0.000 claims description 5
- 238000005406 washing Methods 0.000 claims description 5
- 239000003513 alkali Substances 0.000 claims description 4
- FVSKHRXBFJPNKK-UHFFFAOYSA-N propionitrile Chemical compound CCC#N FVSKHRXBFJPNKK-UHFFFAOYSA-N 0.000 claims description 3
- 239000007788 liquid Substances 0.000 claims description 2
- 239000011541 reaction mixture Substances 0.000 claims description 2
- 239000012074 organic phase Substances 0.000 claims 3
- 239000007857 degradation product Substances 0.000 claims 1
- 230000000447 dimerizing effect Effects 0.000 claims 1
- 239000012442 inert solvent Substances 0.000 claims 1
- 229920000642 polymer Polymers 0.000 claims 1
- 238000000926 separation method Methods 0.000 claims 1
- 239000007790 solid phase Substances 0.000 claims 1
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 12
- 239000000243 solution Substances 0.000 description 6
- 238000004821 distillation Methods 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- CXWXQJXEFPUFDZ-UHFFFAOYSA-N tetralin Chemical compound C1=CC=C2CCCCC2=C1 CXWXQJXEFPUFDZ-UHFFFAOYSA-N 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- GNHMRTZZNHZDDM-UHFFFAOYSA-N 3-chloropropionitrile Chemical compound ClCCC#N GNHMRTZZNHZDDM-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 238000004380 ashing Methods 0.000 description 2
- 238000004090 dissolution Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 238000006386 neutralization reaction Methods 0.000 description 2
- 238000012856 packing Methods 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 239000011269 tar Substances 0.000 description 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
- 239000013638 trimer Substances 0.000 description 2
- -1 HethyIenchlorid Chemical compound 0.000 description 1
- 239000005708 Sodium hypochlorite Substances 0.000 description 1
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical group ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 description 1
- 238000009825 accumulation Methods 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 230000000382 dechlorinating effect Effects 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 230000003292 diminished effect Effects 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 235000019441 ethanol Nutrition 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 238000005194 fractionation Methods 0.000 description 1
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- MJGFBOZCAJSGQW-UHFFFAOYSA-N mercury sodium Chemical compound [Na].[Hg] MJGFBOZCAJSGQW-UHFFFAOYSA-N 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000007800 oxidant agent Substances 0.000 description 1
- 230000000737 periodic effect Effects 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 239000012429 reaction media Substances 0.000 description 1
- 229910001023 sodium amalgam Inorganic materials 0.000 description 1
- SUKJFIGYRHOWBL-UHFFFAOYSA-N sodium hypochlorite Chemical compound [Na+].Cl[O-] SUKJFIGYRHOWBL-UHFFFAOYSA-N 0.000 description 1
- 238000009987 spinning Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7019480A FR2087686A5 (fr) | 1970-05-27 | 1970-05-27 | Procede pour l'elimination des sous-produits insolubles formes au cours de la fabrication du nitrile adipique par dimerisation |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2124588A1 true DE2124588A1 (de) | 1971-12-09 |
Family
ID=9056254
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19712124588 Pending DE2124588A1 (de) | 1970-05-27 | 1971-05-18 | Verfahren zur Beseitigung der unlöslichen Nebenprodukte, welche während der Herstellung von Adipinnitril durch Dimerisation gebildet werden |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US3772388A (enExample) |
| BE (1) | BE766916A (enExample) |
| DE (1) | DE2124588A1 (enExample) |
| ES (1) | ES391258A1 (enExample) |
| FR (1) | FR2087686A5 (enExample) |
| GB (1) | GB1304472A (enExample) |
| NL (1) | NL7106738A (enExample) |
-
1970
- 1970-05-27 FR FR7019480A patent/FR2087686A5/fr not_active Expired
-
1971
- 1971-05-10 BE BE766916A patent/BE766916A/xx unknown
- 1971-05-17 ES ES391258A patent/ES391258A1/es not_active Expired
- 1971-05-17 NL NL7106738A patent/NL7106738A/xx unknown
- 1971-05-18 DE DE19712124588 patent/DE2124588A1/de active Pending
- 1971-05-24 US US00146430A patent/US3772388A/en not_active Expired - Lifetime
- 1971-05-27 GB GB1749771A patent/GB1304472A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| FR2087686A5 (fr) | 1971-12-31 |
| NL7106738A (enExample) | 1971-11-30 |
| BE766916A (fr) | 1971-11-10 |
| GB1304472A (enExample) | 1973-01-24 |
| US3772388A (en) | 1973-11-13 |
| ES391258A1 (es) | 1973-06-16 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE3050670C2 (enExample) | ||
| DE3207208A1 (de) | Verfahren zur kontinuierlichen gewinnung von phthalsaeureanhydrid und maleinsaeureanhydrid aus reaktionsgasen | |
| DE2444824A1 (de) | Verfahren zur gewinnung von maleinsaeureanhydrid | |
| DE2407834A1 (de) | Verfahren zur abtrennung und reinigung von fluor- und chlorhaltigen perhalogencarbonsaeuren | |
| DE1805758C3 (de) | Verfahren zur Abtrennung von Acrylsäure aus wäßriger Rohacrylsäure | |
| DE2230226A1 (de) | Herstellung von dicarbonsaeurediestern unter weitgehender abwasserreinigung | |
| DE1279024B (de) | Verfahren zur Herstellung von Trichlorphenol | |
| DE2530895C2 (de) | Verfahren zur Dehydratisierung von Maleinsäure zu Maleinsäureanhydrid | |
| DE1126886B (de) | Verfahren zur Reinigung von Phenol, das durch Zersetzen von Cumolhydroperoxyd gewonnen worden ist | |
| DE1122705B (de) | Verfahren zur Entaschung von Polyolefinen | |
| EP0253922A1 (de) | Verfahren zur Reinigung von Alpha-Bisabolol | |
| DE2256644C2 (de) | Verfahren zur Herstellung von reinem 1-Nitro-anthrachinon | |
| DE1643589A1 (de) | Verfahren zur Isolierung von Heptafluorisopropyl-2'-jodtetrafluoraethylaether | |
| DE2211060C3 (de) | Verfahren zur Reinigung von Halogenverbindungen enthaltenden 1,4-Dicyanbutenen | |
| DE3408239C2 (enExample) | ||
| DE2401412C3 (de) | Verfahren zur Herstellung von Chlorcyan und Chlorwasserstoff | |
| DE2307310A1 (de) | Verfahren zur reinigung von diaminomaleonitril | |
| DE1468664C (de) | Verfahren zur Reinigung von rohem, neu trale sauerstoffhaltige Verbindungen ent haltendem Tetrachlorethylen | |
| DE2165199C3 (de) | Verfahren zur Reinigung von PoIychlortrifluoräthylen | |
| DE1543101B2 (de) | Verfahren zur Reinigung von verunreinigtem 2,2,2-Trifluor-l-chlor-lbrom-äthan | |
| DE2307570A1 (de) | Verfahren zur reinigung von pyromellithsaeuredianhydrid | |
| DE425789C (de) | Verfahren zur Darstellung von Bornyloxalat | |
| EP1037884B1 (de) | Verfahren zur abtrennung von verunreinigungen aus 3-(2'-acetoxyethyl)-dihydro-2(3h)furanon | |
| DE1197443B (de) | Verfahren zur Herstellung von Mellithsaeure | |
| DE1468664A1 (de) | Verfahren zur Reinigung von halogenierten Kohlenwasserstoffen |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| OHA | Expiration of time for request for examination |