DE1643941B2 - Verfahren zur abtrennung von ammoniak aus den bei der herstellung von acrylnitril aus propylen anfallenden reaktionsgasen - Google Patents
Verfahren zur abtrennung von ammoniak aus den bei der herstellung von acrylnitril aus propylen anfallenden reaktionsgasenInfo
- Publication number
- DE1643941B2 DE1643941B2 DE1967E0034731 DEE0034731A DE1643941B2 DE 1643941 B2 DE1643941 B2 DE 1643941B2 DE 1967E0034731 DE1967E0034731 DE 1967E0034731 DE E0034731 A DEE0034731 A DE E0034731A DE 1643941 B2 DE1643941 B2 DE 1643941B2
- Authority
- DE
- Germany
- Prior art keywords
- ammonia
- solution
- ammonium sulfate
- acrylonitrile
- reaction gases
- 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.)
- Granted
Links
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 title claims description 42
- 229910021529 ammonia Inorganic materials 0.000 title claims description 21
- 239000007789 gas Substances 0.000 title claims description 19
- 238000000034 method Methods 0.000 title claims description 13
- 238000006243 chemical reaction Methods 0.000 title claims description 11
- QQONPFPTGQHPMA-UHFFFAOYSA-N Propene Chemical compound CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 title claims description 5
- 238000004519 manufacturing process Methods 0.000 title claims description 3
- 238000000926 separation method Methods 0.000 title claims description 3
- 150000002825 nitriles Chemical class 0.000 title 1
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims description 27
- BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 claims description 26
- 229910052921 ammonium sulfate Inorganic materials 0.000 claims description 24
- 235000011130 ammonium sulphate Nutrition 0.000 claims description 24
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 20
- 238000005406 washing Methods 0.000 claims description 13
- 238000009835 boiling Methods 0.000 claims description 12
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 claims description 10
- 150000002894 organic compounds Chemical class 0.000 claims description 10
- 239000001166 ammonium sulphate Substances 0.000 claims description 7
- 229920000642 polymer Polymers 0.000 claims description 6
- IBQHDRMOCNLKTJ-UHFFFAOYSA-N C#N.C=CC#N Chemical compound C#N.C=CC#N IBQHDRMOCNLKTJ-UHFFFAOYSA-N 0.000 claims description 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 3
- 229910052760 oxygen Inorganic materials 0.000 claims description 3
- 239000001301 oxygen Substances 0.000 claims description 3
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims description 3
- 229920006395 saturated elastomer Polymers 0.000 claims description 3
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 230000001681 protective effect Effects 0.000 claims 1
- 239000000376 reactant Substances 0.000 claims 1
- 239000000243 solution Substances 0.000 description 18
- LELOWRISYMNNSU-UHFFFAOYSA-N hydrogen cyanide Chemical compound N#C LELOWRISYMNNSU-UHFFFAOYSA-N 0.000 description 14
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- 239000012495 reaction gas Substances 0.000 description 4
- 150000003839 salts Chemical class 0.000 description 4
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 239000010802 sludge Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 2
- 230000002378 acidificating effect Effects 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 230000009286 beneficial effect Effects 0.000 description 2
- 239000006227 byproduct Substances 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- 238000002425 crystallisation Methods 0.000 description 2
- 230000008025 crystallization Effects 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 description 1
- 229910052770 Uranium Inorganic materials 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 239000000571 coke Substances 0.000 description 1
- 238000002485 combustion reaction Methods 0.000 description 1
- 239000000356 contaminant Substances 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- TXKMVPPZCYKFAC-UHFFFAOYSA-N disulfur monoxide Inorganic materials O=S=S TXKMVPPZCYKFAC-UHFFFAOYSA-N 0.000 description 1
- 239000000428 dust Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 150000002484 inorganic compounds Chemical class 0.000 description 1
- 229910052750 molybdenum Inorganic materials 0.000 description 1
- 239000011733 molybdenum Substances 0.000 description 1
- JCXJVPUVTGWSNB-UHFFFAOYSA-N nitrogen dioxide Inorganic materials O=[N]=O JCXJVPUVTGWSNB-UHFFFAOYSA-N 0.000 description 1
- 229920000620 organic polymer Polymers 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000011949 solid catalyst Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- XTQHKBHJIVJGKJ-UHFFFAOYSA-N sulfur monoxide Chemical compound S=O XTQHKBHJIVJGKJ-UHFFFAOYSA-N 0.000 description 1
- DNYWZCXLKNTFFI-UHFFFAOYSA-N uranium Chemical compound [U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U] DNYWZCXLKNTFFI-UHFFFAOYSA-N 0.000 description 1
- 238000010626 work up procedure Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C253/00—Preparation of carboxylic acid nitriles
- C07C253/24—Preparation of carboxylic acid nitriles by ammoxidation of hydrocarbons or substituted hydrocarbons
- C07C253/26—Preparation of carboxylic acid nitriles by ammoxidation of hydrocarbons or substituted hydrocarbons containing carbon-to-carbon multiple bonds, e.g. unsaturated aldehydes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (7)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT845600D IT845600A (enExample) | 1967-09-07 | ||
| DE1967E0034731 DE1643941B2 (de) | 1967-09-07 | 1967-09-07 | Verfahren zur abtrennung von ammoniak aus den bei der herstellung von acrylnitril aus propylen anfallenden reaktionsgasen |
| AT775168A AT284080B (de) | 1967-09-07 | 1968-08-08 | Verfahren zur Herstellung von Acrylnitril |
| GB4044168A GB1214882A (en) | 1967-09-07 | 1968-08-23 | Process for the production of acrylonitrile |
| NL6812659A NL164022C (nl) | 1967-09-07 | 1968-09-05 | Werkwijze voor de bereiding van acrylonitrile uit propeen, ammoniak en zuurstof onder afscheiding van ammoniak uit de reactiegassen. |
| BE720511D BE720511A (enExample) | 1967-09-07 | 1968-09-06 | |
| FR1583326D FR1583326A (enExample) | 1967-09-07 | 1968-09-06 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE1967E0034731 DE1643941B2 (de) | 1967-09-07 | 1967-09-07 | Verfahren zur abtrennung von ammoniak aus den bei der herstellung von acrylnitril aus propylen anfallenden reaktionsgasen |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE1643941A1 DE1643941A1 (de) | 1971-08-05 |
| DE1643941B2 true DE1643941B2 (de) | 1976-06-16 |
Family
ID=7076951
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE1967E0034731 Granted DE1643941B2 (de) | 1967-09-07 | 1967-09-07 | Verfahren zur abtrennung von ammoniak aus den bei der herstellung von acrylnitril aus propylen anfallenden reaktionsgasen |
Country Status (7)
| Country | Link |
|---|---|
| AT (1) | AT284080B (enExample) |
| BE (1) | BE720511A (enExample) |
| DE (1) | DE1643941B2 (enExample) |
| FR (1) | FR1583326A (enExample) |
| GB (1) | GB1214882A (enExample) |
| IT (1) | IT845600A (enExample) |
| NL (1) | NL164022C (enExample) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4148865A (en) * | 1978-01-06 | 1979-04-10 | The Lummus Company | Treatment of cyanide byproduct in nitrile production |
| US6982342B2 (en) * | 2002-05-16 | 2006-01-03 | Standard Oil Company | Ammoxidation of carboxylic acids to a mixture of nitriles |
-
0
- IT IT845600D patent/IT845600A/it unknown
-
1967
- 1967-09-07 DE DE1967E0034731 patent/DE1643941B2/de active Granted
-
1968
- 1968-08-08 AT AT775168A patent/AT284080B/de active
- 1968-08-23 GB GB4044168A patent/GB1214882A/en not_active Expired
- 1968-09-05 NL NL6812659A patent/NL164022C/xx not_active IP Right Cessation
- 1968-09-06 FR FR1583326D patent/FR1583326A/fr not_active Expired
- 1968-09-06 BE BE720511D patent/BE720511A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| DE1643941A1 (de) | 1971-08-05 |
| NL164022B (nl) | 1980-06-16 |
| GB1214882A (en) | 1970-12-09 |
| BE720511A (enExample) | 1969-03-06 |
| NL164022C (nl) | 1980-11-17 |
| AT284080B (de) | 1970-08-25 |
| IT845600A (enExample) | |
| NL6812659A (enExample) | 1969-03-11 |
| FR1583326A (enExample) | 1969-10-24 |
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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 |