GB876446A - Production of unsaturated aliphatic nitriles - Google Patents
Production of unsaturated aliphatic nitrilesInfo
- Publication number
- GB876446A GB876446A GB22509/59A GB2250959A GB876446A GB 876446 A GB876446 A GB 876446A GB 22509/59 A GB22509/59 A GB 22509/59A GB 2250959 A GB2250959 A GB 2250959A GB 876446 A GB876446 A GB 876446A
- Authority
- GB
- United Kingdom
- Prior art keywords
- oxides
- tin
- antimony
- oxygen
- catalyst
- 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
- 238000004519 manufacturing process Methods 0.000 title abstract 2
- -1 unsaturated aliphatic nitriles Chemical class 0.000 title abstract 2
- 239000000203 mixture Substances 0.000 abstract 6
- 229910052718 tin Inorganic materials 0.000 abstract 6
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 abstract 5
- 229910052787 antimony Inorganic materials 0.000 abstract 5
- WATWJIUSRGPENY-UHFFFAOYSA-N antimony atom Chemical compound [Sb] WATWJIUSRGPENY-UHFFFAOYSA-N 0.000 abstract 5
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 5
- 239000003054 catalyst Substances 0.000 abstract 5
- 239000001301 oxygen Substances 0.000 abstract 5
- 229910052760 oxygen Inorganic materials 0.000 abstract 5
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 3
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 abstract 2
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 abstract 2
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical compound CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 abstract 2
- GYCMBHHDWRMZGG-UHFFFAOYSA-N Methylacrylonitrile Chemical compound CC(=C)C#N GYCMBHHDWRMZGG-UHFFFAOYSA-N 0.000 abstract 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 abstract 2
- LJCFOYOSGPHIOO-UHFFFAOYSA-N antimony pentoxide Chemical compound O=[Sb](=O)O[Sb](=O)=O LJCFOYOSGPHIOO-UHFFFAOYSA-N 0.000 abstract 2
- ADCOVFLJGNWWNZ-UHFFFAOYSA-N antimony trioxide Chemical compound O=[Sb]O[Sb]=O ADCOVFLJGNWWNZ-UHFFFAOYSA-N 0.000 abstract 2
- 239000007789 gas Substances 0.000 abstract 2
- 229910052751 metal Inorganic materials 0.000 abstract 2
- 239000002184 metal Substances 0.000 abstract 2
- XOLBLPGZBRYERU-UHFFFAOYSA-N tin dioxide Chemical compound O=[Sn]=O XOLBLPGZBRYERU-UHFFFAOYSA-N 0.000 abstract 2
- QHGNHLZPVBIIPX-UHFFFAOYSA-N tin(ii) oxide Chemical compound [Sn]=O QHGNHLZPVBIIPX-UHFFFAOYSA-N 0.000 abstract 2
- AHBGXHAWSHTPOM-UHFFFAOYSA-N 1,3,2$l^{4},4$l^{4}-dioxadistibetane 2,4-dioxide Chemical compound O=[Sb]O[Sb](=O)=O AHBGXHAWSHTPOM-UHFFFAOYSA-N 0.000 abstract 1
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 abstract 1
- 229910021529 ammonia Inorganic materials 0.000 abstract 1
- 229910000411 antimony tetroxide Inorganic materials 0.000 abstract 1
- 125000002091 cationic group Chemical group 0.000 abstract 1
- 150000003841 chloride salts Chemical class 0.000 abstract 1
- AUYOHNUMSAGWQZ-UHFFFAOYSA-L dihydroxy(oxo)tin Chemical compound O[Sn](O)=O AUYOHNUMSAGWQZ-UHFFFAOYSA-L 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 150000004679 hydroxides Chemical class 0.000 abstract 1
- 150000002739 metals Chemical class 0.000 abstract 1
- 229910017604 nitric acid Inorganic materials 0.000 abstract 1
- 230000003647 oxidation Effects 0.000 abstract 1
- 238000007254 oxidation reaction Methods 0.000 abstract 1
- 239000002244 precipitate Substances 0.000 abstract 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 abstract 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 abstract 1
- 239000000377 silicon dioxide Substances 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 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
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/16—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/16—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium
- B01J23/18—Arsenic, antimony or bismuth
-
- 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)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
Acrylonitrile or methacrylonitrile are prepared by reacting propylene or isobutene at an elevated temperature in the vapour phase with oxygen and ammonia over an oxidation catalyst comprising (i) a mixture of the oxides of antimony and tin, and/or (ii) a compound of antimony, tin and oxygen (see Group III).ALSO:Catalysts suitable for the production of acrylonitrile and methacrylonitrile (see Group IV(b)) comprise (i) a mixture of the oxides of antimony and tin, and/or (ii) a compound of antimony, tin and oxygen, such as tin antimonate. The catalyst may be prepared from the oxides or from compounds, such as the hydroxides, which on heating in the presence of an oxygen-containing gas are converted to the oxides. Specified oxides are antimony trioxide, tetroxide and pentoxide and their mixtures; stannic oxide, stannous oxide, metastannic acid and their mixtures. Hydrated forms of the oxides may be used, such as those formed by the action of aqueous nitric acid on antimony or tin metals or their mixtures. The catalyst mixture may be pre-heated in the presence of an oxygen-containing gas such as air, for instance at a temperature between 550 and 1100 DEG C. Cationic salts of the metals, such as the chlorides may be hydrolysed with water or aqueous ammonia and the resulting precipitate heated. The catalyst may be supported, e.g. on silica.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US38740A US3152170A (en) | 1959-07-01 | 1960-06-27 | Production of unsaturated aliphatic nitriles |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB46395/62A GB976008A (en) | 1962-12-08 | 1962-12-08 | Improvements in and relating to the production of unsaturated aliphatic nitriles |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB876446A true GB876446A (en) | 1961-08-30 |
Family
ID=10441080
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB22509/59A Expired GB876446A (en) | 1959-07-01 | 1959-07-01 | Production of unsaturated aliphatic nitriles |
| GB46395/62A Expired GB976008A (en) | 1959-07-01 | 1962-12-08 | Improvements in and relating to the production of unsaturated aliphatic nitriles |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB46395/62A Expired GB976008A (en) | 1959-07-01 | 1962-12-08 | Improvements in and relating to the production of unsaturated aliphatic nitriles |
Country Status (7)
| Country | Link |
|---|---|
| BE (2) | BE640872A (en) |
| CA (2) | CA718026A (en) |
| DE (1) | DE1203757B (en) |
| FR (2) | FR1261568A (en) |
| GB (2) | GB876446A (en) |
| IT (2) | IT636168A (en) |
| NL (2) | NL253202A (en) |
Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3341471A (en) * | 1963-05-09 | 1967-09-12 | Standard Oil Co | Attrition resistant solid catalysts |
| DE1255105B (en) * | 1961-07-14 | 1967-11-30 | Edison Soc | Process for the production of acrylic acid nitrile and methacrylic acid nitrile from propylene or isobutylene, ammonia and oxygen |
| DE1261496B (en) * | 1963-07-30 | 1968-02-22 | Distillers Co Yeast Ltd | Process for the production of acrolein and methacrolein |
| DE1261829B (en) * | 1963-04-05 | 1968-02-29 | Distillers Co Yeast Ltd | Process for the production of oxidation catalysts |
| DE1286024B (en) * | 1962-09-01 | 1969-01-02 | Knapsack Ag | Process for the production of acrylic or methacrylic acid nitrile from propylene or isobutylene, ammonia and oxygen |
| DE1294354B (en) * | 1963-06-20 | 1969-05-08 | Distillers Co Yeast Ltd | Process for activating a catalyst made from antimony tetroxide in combination or mixture with tin dioxide |
| DE2527489A1 (en) * | 1974-06-25 | 1976-01-15 | Bp Chem Int Ltd | CATALYST PREPARATION |
| US4255287A (en) | 1978-09-12 | 1981-03-10 | Phillips Petroleum Company | Cracking catalyst |
| US4321129A (en) | 1978-09-12 | 1982-03-23 | Phillips Petroleum Company | Cracking process employing catalyst having combination of antimony and tin |
| EP0001642B1 (en) * | 1977-10-25 | 1984-07-25 | Phillips Petroleum Company | Cracking catalyst composition, a process for cracking a hydrocarbon feedstock, passivating agent and a process for passivating contaminating metals |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL291063A (en) * | 1960-04-26 | |||
| CA715118A (en) * | 1961-01-23 | 1965-08-03 | Eastman Kodak Company | Catalytic synthesis of acrylonitrile from olefins, ammonia and oxygen |
| NL276444A (en) * | 1961-03-29 | |||
| CA733537A (en) * | 1961-04-18 | 1966-05-03 | Knapsack Aktiengesellschaft | Process for preparing unsaturated nitriles |
| CA675899A (en) * | 1961-06-20 | 1963-12-10 | Osterreichische Stickstoffwerke Aktiengesellschaft | Method of producing acrylonitrile and methacrylonitrile |
| IT701822A (en) * | 1961-11-30 |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2481826A (en) * | 1947-02-28 | 1949-09-13 | Allied Chem & Dye Corp | Process for making aliphatic nitriles |
| GB709337A (en) * | 1950-12-30 | 1954-05-19 | Distillers Co Yeast Ltd | Manufacture of nitriles |
| GB719635A (en) * | 1951-11-08 | 1954-12-08 | Distillers Co Yeast Ltd | Manufacture of substantially pure unsaturated nitriles |
| CA627938A (en) * | 1952-10-09 | 1961-09-26 | J. Hadley David | Preparation of unsaturated organic nitriles |
| FR1098400A (en) * | 1953-04-13 | 1955-07-25 | Bataafsche Petroleum | Process for preparing unsaturated nitriles |
| GB774011A (en) * | 1953-10-27 | 1957-05-01 | Stig Knutsson | Picker for looms |
| MX67287A (en) * | 1959-02-24 |
-
0
- IT IT795163D patent/IT795163A/it unknown
- IT IT636168D patent/IT636168A/it unknown
- BE BE592434D patent/BE592434A/xx unknown
- CA CA677475A patent/CA677475A/en not_active Expired
- CA CA718026A patent/CA718026A/en not_active Expired
- NL NL301435D patent/NL301435A/xx unknown
- BE BE640872D patent/BE640872A/xx unknown
- NL NL253202D patent/NL253202A/xx unknown
-
1959
- 1959-07-01 GB GB22509/59A patent/GB876446A/en not_active Expired
-
1960
- 1960-06-29 DE DED33663A patent/DE1203757B/en active Pending
- 1960-06-29 FR FR891492A patent/FR1261568A/en not_active Expired
-
1962
- 1962-12-08 GB GB46395/62A patent/GB976008A/en not_active Expired
-
1963
- 1963-12-06 FR FR956234A patent/FR84892E/en not_active Expired
Cited By (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1255105B (en) * | 1961-07-14 | 1967-11-30 | Edison Soc | Process for the production of acrylic acid nitrile and methacrylic acid nitrile from propylene or isobutylene, ammonia and oxygen |
| DE1286024B (en) * | 1962-09-01 | 1969-01-02 | Knapsack Ag | Process for the production of acrylic or methacrylic acid nitrile from propylene or isobutylene, ammonia and oxygen |
| DE1261829B (en) * | 1963-04-05 | 1968-02-29 | Distillers Co Yeast Ltd | Process for the production of oxidation catalysts |
| US3341471A (en) * | 1963-05-09 | 1967-09-12 | Standard Oil Co | Attrition resistant solid catalysts |
| DE1259307B (en) * | 1963-05-09 | 1968-01-25 | Standard Oil Co | Process for the production of oxidation catalysts resistant to abrasion |
| DE1294354B (en) * | 1963-06-20 | 1969-05-08 | Distillers Co Yeast Ltd | Process for activating a catalyst made from antimony tetroxide in combination or mixture with tin dioxide |
| DE1261496B (en) * | 1963-07-30 | 1968-02-22 | Distillers Co Yeast Ltd | Process for the production of acrolein and methacrolein |
| DE2527489A1 (en) * | 1974-06-25 | 1976-01-15 | Bp Chem Int Ltd | CATALYST PREPARATION |
| EP0001642B1 (en) * | 1977-10-25 | 1984-07-25 | Phillips Petroleum Company | Cracking catalyst composition, a process for cracking a hydrocarbon feedstock, passivating agent and a process for passivating contaminating metals |
| US4255287A (en) | 1978-09-12 | 1981-03-10 | Phillips Petroleum Company | Cracking catalyst |
| US4321129A (en) | 1978-09-12 | 1982-03-23 | Phillips Petroleum Company | Cracking process employing catalyst having combination of antimony and tin |
Also Published As
| Publication number | Publication date |
|---|---|
| NL301435A (en) | |
| DE1203757B (en) | 1965-10-28 |
| IT636168A (en) | |
| BE592434A (en) | |
| GB976008A (en) | 1964-11-25 |
| FR1261568A (en) | 1961-05-19 |
| IT795163A (en) | |
| CA718026A (en) | 1965-09-14 |
| NL253202A (en) | |
| CA677475A (en) | 1964-01-07 |
| BE640872A (en) | |
| FR84892E (en) | 1965-04-30 |
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