DE2436651C3 - Verfahren zur Herstellung von ß Aminopropionitril - Google Patents
Verfahren zur Herstellung von ß AminopropionitrilInfo
- Publication number
- DE2436651C3 DE2436651C3 DE2436651A DE2436651A DE2436651C3 DE 2436651 C3 DE2436651 C3 DE 2436651C3 DE 2436651 A DE2436651 A DE 2436651A DE 2436651 A DE2436651 A DE 2436651A DE 2436651 C3 DE2436651 C3 DE 2436651C3
- Authority
- DE
- Germany
- Prior art keywords
- reaction
- ibpn
- apn
- ammonia
- equilibrium
- 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 18
- 238000004519 manufacturing process Methods 0.000 title description 6
- AGSPXMVUFBBBMO-UHFFFAOYSA-N beta-aminopropionitrile Chemical compound NCCC#N AGSPXMVUFBBBMO-UHFFFAOYSA-N 0.000 title 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Natural products N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 60
- 238000006243 chemical reaction Methods 0.000 claims description 55
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 claims description 23
- 229910021529 ammonia Inorganic materials 0.000 claims description 22
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 claims description 13
- 239000000203 mixture Substances 0.000 claims description 10
- 239000006227 byproduct Substances 0.000 claims description 6
- 238000002360 preparation method Methods 0.000 claims description 2
- 150000001450 anions Chemical class 0.000 claims 3
- 238000010438 heat treatment Methods 0.000 claims 1
- 238000002955 isolation Methods 0.000 claims 1
- 238000000746 purification Methods 0.000 claims 1
- 238000005576 amination reaction Methods 0.000 description 6
- 238000006460 hydrolysis reaction Methods 0.000 description 6
- 239000003957 anion exchange resin Substances 0.000 description 5
- 230000015572 biosynthetic process Effects 0.000 description 5
- 230000007062 hydrolysis Effects 0.000 description 5
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 4
- 239000011541 reaction mixture Substances 0.000 description 3
- 238000007086 side reaction Methods 0.000 description 3
- 239000007858 starting material Substances 0.000 description 3
- TXPKUUXHNFRBPS-UHFFFAOYSA-N 3-(2-carboxyethylamino)propanoic acid Chemical compound OC(=O)CCNCCC(O)=O TXPKUUXHNFRBPS-UHFFFAOYSA-N 0.000 description 2
- -1 APN or IBPN Chemical class 0.000 description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 2
- 238000011835 investigation Methods 0.000 description 2
- 150000002825 nitriles Chemical class 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 238000000197 pyrolysis Methods 0.000 description 2
- 230000035484 reaction time Effects 0.000 description 2
- 238000011084 recovery Methods 0.000 description 2
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 description 1
- 241000694440 Colpidium aqueous Species 0.000 description 1
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 1
- 239000007868 Raney catalyst Substances 0.000 description 1
- 235000004279 alanine Nutrition 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 238000007664 blowing Methods 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 238000010924 continuous production Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 238000004508 fractional distillation Methods 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- 239000003456 ion exchange resin Substances 0.000 description 1
- 229920003303 ion-exchange polymer Polymers 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- QLNJFJADRCOGBJ-UHFFFAOYSA-N propionamide Chemical compound CCC(N)=O QLNJFJADRCOGBJ-UHFFFAOYSA-N 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C253/00—Preparation of carboxylic acid nitriles
- C07C253/30—Preparation of carboxylic acid nitriles by reactions not involving the formation of cyano groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP48085605A JPS5227138B2 (OSRAM) | 1973-07-30 | 1973-07-30 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DE2436651A1 DE2436651A1 (de) | 1975-02-20 |
| DE2436651B2 DE2436651B2 (de) | 1979-01-25 |
| DE2436651C3 true DE2436651C3 (de) | 1979-09-20 |
Family
ID=13863445
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2436651A Expired DE2436651C3 (de) | 1973-07-30 | 1974-07-30 | Verfahren zur Herstellung von ß Aminopropionitril |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US3914280A (OSRAM) |
| JP (1) | JPS5227138B2 (OSRAM) |
| CA (1) | CA1019345A (OSRAM) |
| DE (1) | DE2436651C3 (OSRAM) |
| FR (1) | FR2239452B1 (OSRAM) |
| GB (1) | GB1435063A (OSRAM) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2547977C3 (de) * | 1975-10-27 | 1979-08-09 | Ruhrchemie Ag, 4200 Oberhausen | Verfahren zur Herstellung von Bis-(2-cyanäthyl)-amin |
| US4271089A (en) * | 1978-06-16 | 1981-06-02 | Suntech, Inc. | Cyanoalkylation process |
| US5247120A (en) * | 1991-08-03 | 1993-09-21 | Basf Aktiengesellschaft | Preparation of aminopropionitriles |
| US5268499A (en) * | 1992-04-25 | 1993-12-07 | Basf Aktiengesellschaft | Preparation of mixtures of 3-aminopropionitrile and ethylene cyanohydrin |
| US5334745A (en) * | 1992-06-04 | 1994-08-02 | Basf Aktiengesellschaft | Preparation of 3-aminopropionitriles |
| DE4321273A1 (de) * | 1993-06-28 | 1995-01-05 | Basf Ag | Verfahren zur Herstellung von Aminopropionitrilen |
| CN102827031B (zh) * | 2012-08-31 | 2014-07-16 | 江苏兄弟维生素有限公司 | 一种β-氨基丙腈连续反应工艺 |
| CN105884649A (zh) * | 2016-05-27 | 2016-08-24 | 江苏兄弟维生素有限公司 | 一种β-氨基丙腈的回收工艺 |
| CN107473986B (zh) * | 2017-08-07 | 2019-09-10 | 杭州鑫富科技有限公司 | 一种β-氨基丙腈回收方法 |
| CN107935888B (zh) * | 2017-12-26 | 2020-04-07 | 浙江新和成股份有限公司 | 一种在超临界条件下制备3-氨基丙腈的方法 |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2401429A (en) * | 1942-08-31 | 1946-06-04 | Frederick E Kung | Process for the production of 2-amino-carboxylic acid nitriles |
| US2448013A (en) * | 1944-12-26 | 1948-08-31 | Upjohn Co | Preparation of beta-aminopropionitrile |
-
1973
- 1973-07-30 JP JP48085605A patent/JPS5227138B2/ja not_active Expired
-
1974
- 1974-05-31 US US475027A patent/US3914280A/en not_active Expired - Lifetime
- 1974-07-18 CA CA205,065A patent/CA1019345A/en not_active Expired
- 1974-07-30 FR FR7426477A patent/FR2239452B1/fr not_active Expired
- 1974-07-30 DE DE2436651A patent/DE2436651C3/de not_active Expired
- 1974-07-30 GB GB3366974A patent/GB1435063A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| DE2436651B2 (de) | 1979-01-25 |
| DE2436651A1 (de) | 1975-02-20 |
| FR2239452B1 (OSRAM) | 1978-11-24 |
| CA1019345A (en) | 1977-10-18 |
| US3914280A (en) | 1975-10-21 |
| FR2239452A1 (OSRAM) | 1975-02-28 |
| JPS5035111A (OSRAM) | 1975-04-03 |
| GB1435063A (en) | 1976-05-12 |
| JPS5227138B2 (OSRAM) | 1977-07-19 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C3 | Grant after two publication steps (3rd publication) | ||
| 8339 | Ceased/non-payment of the annual fee |