DE2131514C3 - Kontinuierliches Verfahren zur Herstellung von Adipinsäuredinitril - Google Patents
Kontinuierliches Verfahren zur Herstellung von AdipinsäuredinitrilInfo
- Publication number
- DE2131514C3 DE2131514C3 DE2131514A DE2131514A DE2131514C3 DE 2131514 C3 DE2131514 C3 DE 2131514C3 DE 2131514 A DE2131514 A DE 2131514A DE 2131514 A DE2131514 A DE 2131514A DE 2131514 C3 DE2131514 C3 DE 2131514C3
- Authority
- DE
- Germany
- Prior art keywords
- adipic acid
- amalgam
- dimerization
- acid dinitrile
- production
- 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
- BTGRAWJCKBQKAO-UHFFFAOYSA-N adiponitrile Chemical compound N#CCCCCC#N BTGRAWJCKBQKAO-UHFFFAOYSA-N 0.000 title claims description 8
- 238000010924 continuous production Methods 0.000 title claims description 3
- 238000004519 manufacturing process Methods 0.000 title claims description 3
- 229910000497 Amalgam Inorganic materials 0.000 claims description 17
- 238000006471 dimerization reaction Methods 0.000 claims description 16
- 239000007791 liquid phase Substances 0.000 claims description 7
- 229910001430 chromium ion Inorganic materials 0.000 claims description 5
- 230000002378 acidificating effect Effects 0.000 claims description 4
- MJGFBOZCAJSGQW-UHFFFAOYSA-N mercury sodium Chemical compound [Na].[Hg] MJGFBOZCAJSGQW-UHFFFAOYSA-N 0.000 claims description 4
- 239000012074 organic phase Substances 0.000 claims description 4
- 229910001023 sodium amalgam Inorganic materials 0.000 claims description 4
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 3
- 150000001768 cations Chemical class 0.000 claims description 3
- 230000000382 dechlorinating effect Effects 0.000 claims description 3
- 238000004064 recycling Methods 0.000 claims description 3
- 238000005406 washing Methods 0.000 claims description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 3
- 239000013078 crystal Substances 0.000 claims description 2
- FVSKHRXBFJPNKK-UHFFFAOYSA-N propionitrile Chemical compound CCC#N FVSKHRXBFJPNKK-UHFFFAOYSA-N 0.000 claims description 2
- 229910001220 stainless steel Inorganic materials 0.000 claims description 2
- CCAFPWNGIUBUSD-UHFFFAOYSA-N diethyl sulfoxide Chemical compound CCS(=O)CC CCAFPWNGIUBUSD-UHFFFAOYSA-N 0.000 claims 1
- 239000007788 liquid Substances 0.000 description 7
- 238000000034 method Methods 0.000 description 6
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 5
- 239000012071 phase Substances 0.000 description 4
- 229920005989 resin Polymers 0.000 description 3
- 239000011347 resin Substances 0.000 description 3
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 238000010494 dissociation reaction Methods 0.000 description 2
- 230000005593 dissociations Effects 0.000 description 2
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 2
- 229910052753 mercury Inorganic materials 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 238000000746 purification Methods 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- 229910000669 Chrome steel Inorganic materials 0.000 description 1
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000004566 building material Substances 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 229920001429 chelating resin Polymers 0.000 description 1
- 229910052804 chromium Inorganic materials 0.000 description 1
- 239000011651 chromium Substances 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 230000005484 gravity Effects 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000007769 metal material Substances 0.000 description 1
- 238000005554 pickling Methods 0.000 description 1
- 238000005498 polishing Methods 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 230000008929 regeneration Effects 0.000 description 1
- 238000011069 regeneration method Methods 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 230000004043 responsiveness Effects 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 125000001174 sulfone group Chemical group 0.000 description 1
- 239000013638 trimer 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
- C07C255/00—Carboxylic acid nitriles
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F4/00—Polymerisation catalysts
- C08F4/06—Metallic compounds other than hydrides and other than metallo-organic compounds; Boron halide or aluminium halide complexes with organic compounds containing oxygen
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7024085A FR2092900B1 (OSRAM) | 1970-06-29 | 1970-06-29 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DE2131514A1 DE2131514A1 (de) | 1972-01-13 |
| DE2131514B2 DE2131514B2 (de) | 1980-02-14 |
| DE2131514C3 true DE2131514C3 (de) | 1980-10-16 |
Family
ID=9057994
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2131514A Expired DE2131514C3 (de) | 1970-06-29 | 1971-06-25 | Kontinuierliches Verfahren zur Herstellung von Adipinsäuredinitril |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US3780086A (OSRAM) |
| JP (1) | JPS5539541B1 (OSRAM) |
| BE (1) | BE768273A (OSRAM) |
| DE (1) | DE2131514C3 (OSRAM) |
| ES (1) | ES391602A1 (OSRAM) |
| FR (1) | FR2092900B1 (OSRAM) |
| GB (1) | GB1306179A (OSRAM) |
| NL (1) | NL7107485A (OSRAM) |
-
1970
- 1970-06-29 FR FR7024085A patent/FR2092900B1/fr not_active Expired
-
1971
- 1971-05-27 ES ES391602A patent/ES391602A1/es not_active Expired
- 1971-06-01 NL NL7107485A patent/NL7107485A/xx not_active Application Discontinuation
- 1971-06-09 BE BE768273A patent/BE768273A/xx unknown
- 1971-06-24 GB GB2970971A patent/GB1306179A/en not_active Expired
- 1971-06-25 DE DE2131514A patent/DE2131514C3/de not_active Expired
- 1971-06-28 JP JP4641271A patent/JPS5539541B1/ja active Pending
- 1971-06-29 US US00158054A patent/US3780086A/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| FR2092900A1 (OSRAM) | 1972-01-28 |
| JPS5539541B1 (OSRAM) | 1980-10-13 |
| DE2131514A1 (de) | 1972-01-13 |
| FR2092900B1 (OSRAM) | 1976-04-16 |
| US3780086A (en) | 1973-12-18 |
| GB1306179A (OSRAM) | 1973-02-07 |
| DE2131514B2 (de) | 1980-02-14 |
| ES391602A1 (es) | 1973-06-16 |
| BE768273A (fr) | 1971-12-09 |
| NL7107485A (OSRAM) | 1971-12-31 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| OD | Request for examination | ||
| C3 | Grant after two publication steps (3rd publication) | ||
| 8339 | Ceased/non-payment of the annual fee |