GB929650A - Process for the manufacture of acrylonitrile - Google Patents
Process for the manufacture of acrylonitrileInfo
- Publication number
- GB929650A GB929650A GB5286/60A GB528660A GB929650A GB 929650 A GB929650 A GB 929650A GB 5286/60 A GB5286/60 A GB 5286/60A GB 528660 A GB528660 A GB 528660A GB 929650 A GB929650 A GB 929650A
- Authority
- GB
- United Kingdom
- Prior art keywords
- bismuth
- solution
- finally
- silica sol
- acrylonitrile
- 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
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 title abstract 4
- 238000004519 manufacturing process Methods 0.000 title 1
- 238000000034 method Methods 0.000 title 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract 6
- COHDHYZHOPQOFD-UHFFFAOYSA-N arsenic pentoxide Chemical compound O=[As](=O)O[As](=O)=O COHDHYZHOPQOFD-UHFFFAOYSA-N 0.000 abstract 6
- 229910052797 bismuth Inorganic materials 0.000 abstract 5
- JCXGWMGPZLAOME-UHFFFAOYSA-N bismuth atom Chemical compound [Bi] JCXGWMGPZLAOME-UHFFFAOYSA-N 0.000 abstract 5
- JKQOBWVOAYFWKG-UHFFFAOYSA-N molybdenum trioxide Chemical compound O=[Mo](=O)=O JKQOBWVOAYFWKG-UHFFFAOYSA-N 0.000 abstract 4
- RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 abstract 4
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 abstract 3
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 abstract 3
- 239000003054 catalyst Substances 0.000 abstract 3
- RXPAJWPEYBDXOG-UHFFFAOYSA-N hydron;methyl 4-methoxypyridine-2-carboxylate;chloride Chemical compound Cl.COC(=O)C1=CC(OC)=CC=N1 RXPAJWPEYBDXOG-UHFFFAOYSA-N 0.000 abstract 3
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 abstract 3
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 abstract 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 2
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 abstract 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 abstract 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 2
- 150000001621 bismuth Chemical class 0.000 abstract 2
- 238000009835 boiling Methods 0.000 abstract 2
- GNTDGMZSJNCJKK-UHFFFAOYSA-N divanadium pentaoxide Chemical compound O=[V](=O)O[V](=O)=O GNTDGMZSJNCJKK-UHFFFAOYSA-N 0.000 abstract 2
- 239000011964 heteropoly acid Substances 0.000 abstract 2
- 239000000203 mixture Substances 0.000 abstract 2
- 229910017604 nitric acid Inorganic materials 0.000 abstract 2
- 239000001301 oxygen Substances 0.000 abstract 2
- 229910052760 oxygen Inorganic materials 0.000 abstract 2
- 238000002360 preparation method Methods 0.000 abstract 2
- 235000011121 sodium hydroxide Nutrition 0.000 abstract 2
- ZNOKGRXACCSDPY-UHFFFAOYSA-N tungsten trioxide Chemical compound O=[W](=O)=O ZNOKGRXACCSDPY-UHFFFAOYSA-N 0.000 abstract 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 2
- 229910001868 water Inorganic materials 0.000 abstract 2
- HJTAZXHBEBIQQX-UHFFFAOYSA-N 1,5-bis(chloromethyl)naphthalene Chemical compound C1=CC=C2C(CCl)=CC=CC2=C1CCl HJTAZXHBEBIQQX-UHFFFAOYSA-N 0.000 abstract 1
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonium chloride Substances [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 abstract 1
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 abstract 1
- PDNNQADNLPRFPG-UHFFFAOYSA-N N.[O] Chemical compound N.[O] PDNNQADNLPRFPG-UHFFFAOYSA-N 0.000 abstract 1
- PMFXLEPYZIGLRF-UHFFFAOYSA-N O.O.O.O.O.[N+](=O)([O-])[O-].[Bi+3].[N+](=O)(O)[O-].[N+](=O)([O-])[O-].[N+](=O)([O-])[O-] Chemical compound O.O.O.O.O.[N+](=O)([O-])[O-].[Bi+3].[N+](=O)(O)[O-].[N+](=O)([O-])[O-].[N+](=O)([O-])[O-] PMFXLEPYZIGLRF-UHFFFAOYSA-N 0.000 abstract 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 abstract 1
- 229910021529 ammonia Inorganic materials 0.000 abstract 1
- 235000011114 ammonium hydroxide Nutrition 0.000 abstract 1
- APUPEJJSWDHEBO-UHFFFAOYSA-P ammonium molybdate Chemical compound [NH4+].[NH4+].[O-][Mo]([O-])(=O)=O APUPEJJSWDHEBO-UHFFFAOYSA-P 0.000 abstract 1
- 235000018660 ammonium molybdate Nutrition 0.000 abstract 1
- 239000011609 ammonium molybdate Substances 0.000 abstract 1
- 229940010552 ammonium molybdate Drugs 0.000 abstract 1
- GOLCXWYRSKYTSP-UHFFFAOYSA-N arsenic trioxide Inorganic materials O1[As]2O[As]1O2 GOLCXWYRSKYTSP-UHFFFAOYSA-N 0.000 abstract 1
- UNTBPXHCXVWYOI-UHFFFAOYSA-O azanium;oxido(dioxo)vanadium Chemical compound [NH4+].[O-][V](=O)=O UNTBPXHCXVWYOI-UHFFFAOYSA-O 0.000 abstract 1
- 239000006227 byproduct Substances 0.000 abstract 1
- 238000007796 conventional method Methods 0.000 abstract 1
- 238000005336 cracking Methods 0.000 abstract 1
- 239000003208 petroleum Substances 0.000 abstract 1
- 239000000047 product Substances 0.000 abstract 1
- 239000001294 propane Substances 0.000 abstract 1
- 239000000377 silicon dioxide Substances 0.000 abstract 1
- 239000001117 sulphuric acid Substances 0.000 abstract 1
- 235000011149 sulphuric acid Nutrition 0.000 abstract 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
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/52—Improvements relating to the production of bulk chemicals using catalysts, e.g. selective catalysts
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Bismuth salts of an arseno heteropolyacid, e.g. bismuth arsenomolybdate, arsenomolybdovanadate, arsenovanadotungstate and arsenomolybdotungstate are used as catalysts in the preparation of acrylonitrile from propylene, oxygen ammonia and water vapour at a temperature between 250 DEG and 600 DEG C. Examples describe the preparation of (1) bismuth arsenomolybdate by dissolving arsenic trioxide in an ammonia solution of molybdenum trioxide, concentrating and adding aqueous silica sol. followed by bismuth nitrate in nitric acid solution (2) bismuth arsenomolybdovanadate by adding molybdenum trioxide and arsenic pentoxide to a solution of ammonium metavanadate, adding silica sol. and finally a bismuth nitrate pentahydrate-nitric acid solution (3) bismuth arsenovanadotungstate by adding arsenic pentoxide to a mixture of tungstic oxide and vanadium pentoxide solution in caustic soda, boiling acidifying with sulphuric acid, separating the complex, adding silica sol. and finally bismuth nitrate solution (4) bismuth arsenomolybdotungstate by adding arsenic pentoxide to a mixture of tungstic oxide and ammonium molybdate solutions in caustic soda, boiling and adding hydrochloric acid aqueous silica sol. and finally bismuth nitrate in nitric acid solution. The solutions thus prepared are evaporated to dryness, heated for 18 hours at 540 DEG C. and finally ground to suitable size. The catalyst may be used as a fluidized bed, for example in a heated reactor tube of 1 inch diameter at from 400 DEG to 490 DEG C.ALSO:Acrylonitrile is prepared by contacting propylene, oxygen, ammonia, and water vapour at a temperature in the range of 250 DEG C. to 600 DEG C., in the presence of a bismuth salt of an arseno heteropolyacid as a catalyst. Arsenomolybdic, arsenotungstic and arsenovanadic or mixed heteropolyacids thereof are specified. They are preferably supported on a silica, kieselguhr, or alumina carrier, and a fluidised bed may be used. Air may be the source of oxygen and the propylene may be from the C3 stream from petroleum refinery or oil cracking which may include propane. The products mainly acrylonitrile and by-product acetonitrile are separated by conventional methods.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB5286/60A GB929650A (en) | 1960-03-15 | 1960-03-15 | Process for the manufacture of acrylonitrile |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB5286/60A GB929650A (en) | 1960-03-15 | 1960-03-15 | Process for the manufacture of acrylonitrile |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB929650A true GB929650A (en) | 1963-06-26 |
Family
ID=9793256
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB5286/60A Expired GB929650A (en) | 1960-03-15 | 1960-03-15 | Process for the manufacture of acrylonitrile |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB929650A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3414606A (en) * | 1965-04-10 | 1968-12-03 | Basf Ag | Production of acrylonitrile and methacrylonitrile |
-
1960
- 1960-03-15 GB GB5286/60A patent/GB929650A/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3414606A (en) * | 1965-04-10 | 1968-12-03 | Basf Ag | Production of acrylonitrile and methacrylonitrile |
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