EP0000564A1 - Catalyseurs contenant du fer et du molybdène et utilisation de ces catalyseurs pour la préparation d'acrylonitrile ou de méthacrylonitrile - Google Patents

Catalyseurs contenant du fer et du molybdène et utilisation de ces catalyseurs pour la préparation d'acrylonitrile ou de méthacrylonitrile Download PDF

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Publication number: EP0000564A1
Authority: EP; European Patent Office
Prior art keywords: catalysts; catalyst; acrylonitrile; methacrylonitrile; molybdenum
Prior art date: 1977-07-28
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

Application number

EP78100469A

Other languages

German (de)

English (en)

Other versions

EP0000564B1 (fr

Inventor

Robert Karl Grasselli

Dev Dhanaraj Suresh

Maria Strada Friedrich

David Allan Orndoff

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Standard Oil Co

Original Assignee

Standard Oil Co

Priority date (The priority date 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 date listed.)

1977-07-28

Filing date

1978-07-21

Publication date

1979-02-07

1978-07-21 Application filed by Standard Oil Co filed Critical Standard Oil Co

1979-02-07 Publication of EP0000564A1 publication Critical patent/EP0000564A1/fr

1982-05-19 Application granted granted Critical

1982-05-19 Publication of EP0000564B1 publication Critical patent/EP0000564B1/fr

Status Expired legal-status Critical Current

Links

239000003054 catalyst Substances 0.000 title claims abstract description 53
NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 title claims abstract description 9
GYCMBHHDWRMZGG-UHFFFAOYSA-N Methylacrylonitrile Chemical compound CC(=C)C#N GYCMBHHDWRMZGG-UHFFFAOYSA-N 0.000 title claims abstract description 7
XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 title abstract description 9
ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 title abstract description 4
229910052742 iron Inorganic materials 0.000 title abstract description 4
229910052750 molybdenum Inorganic materials 0.000 title abstract description 4
239000011733 molybdenum Substances 0.000 title abstract description 4
QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims abstract description 8
125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims abstract description 8
230000003647 oxidation Effects 0.000 claims abstract description 6
238000007254 oxidation reaction Methods 0.000 claims abstract description 6
VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical group CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 claims abstract description 5
229910052797 bismuth Inorganic materials 0.000 claims abstract description 5
229910052718 tin Inorganic materials 0.000 claims description 20
229910052802 copper Inorganic materials 0.000 claims description 19
229910052748 manganese Inorganic materials 0.000 claims description 18
229910052721 tungsten Inorganic materials 0.000 claims description 18
229910052787 antimony Inorganic materials 0.000 claims description 17
239000000203 mixture Substances 0.000 claims description 10
238000006243 chemical reaction Methods 0.000 claims description 9
229910052698 phosphorus Inorganic materials 0.000 claims description 7
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 6
229910052804 chromium Inorganic materials 0.000 claims description 6
229910052684 Cerium Inorganic materials 0.000 claims description 5
229910052777 Praseodymium Inorganic materials 0.000 claims description 5
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 4
238000000034 method Methods 0.000 claims description 4
229910052760 oxygen Inorganic materials 0.000 claims description 4
239000001301 oxygen Substances 0.000 claims description 4
229910021529 ammonia Inorganic materials 0.000 claims description 3
229910052759 nickel Inorganic materials 0.000 claims description 3
BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 claims description 2
229910052783 alkali metal Inorganic materials 0.000 claims description 2
150000001340 alkali metals Chemical class 0.000 claims description 2
229910052790 beryllium Inorganic materials 0.000 claims description 2
229910052793 cadmium Inorganic materials 0.000 claims description 2
229910052791 calcium Inorganic materials 0.000 claims description 2
229910052749 magnesium Inorganic materials 0.000 claims description 2
229910052709 silver Inorganic materials 0.000 claims description 2
239000004332 silver Substances 0.000 claims description 2
229910052712 strontium Inorganic materials 0.000 claims description 2
229910052716 thallium Inorganic materials 0.000 claims description 2
BKVIYDNLLOSFOA-UHFFFAOYSA-N thallium Chemical compound [Tl] BKVIYDNLLOSFOA-UHFFFAOYSA-N 0.000 claims description 2
229910052725 zinc Inorganic materials 0.000 claims description 2
MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 claims 1
229910052792 caesium Inorganic materials 0.000 claims 1
229910001882 dioxygen Inorganic materials 0.000 claims 1
229910052700 potassium Inorganic materials 0.000 claims 1
229910052701 rubidium Inorganic materials 0.000 claims 1
150000001336 alkenes Chemical class 0.000 abstract description 7
230000003197 catalytic effect Effects 0.000 abstract description 7
JCXGWMGPZLAOME-UHFFFAOYSA-N bismuth atom Chemical compound [Bi] JCXGWMGPZLAOME-UHFFFAOYSA-N 0.000 abstract description 3
VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 5
239000000243 solution Substances 0.000 description 5
230000000052 comparative effect Effects 0.000 description 4
125000004429 atom Chemical group 0.000 description 3
UFMZWBIQTDUYBN-UHFFFAOYSA-N cobalt dinitrate Chemical compound [Co+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O UFMZWBIQTDUYBN-UHFFFAOYSA-N 0.000 description 3
229910052681 coesite Inorganic materials 0.000 description 3
229910052906 cristobalite Inorganic materials 0.000 description 3
VCJMYUPGQJHHFU-UHFFFAOYSA-N iron(3+);trinitrate Chemical compound [Fe+3].[O-][N+]([O-])=O.[O-][N+]([O-])=O.[O-][N+]([O-])=O VCJMYUPGQJHHFU-UHFFFAOYSA-N 0.000 description 3
PXHVJJICTQNCMI-UHFFFAOYSA-N nickel Substances [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 3
239000002002 slurry Substances 0.000 description 3
229910052682 stishovite Inorganic materials 0.000 description 3
229910052905 tridymite Inorganic materials 0.000 description 3
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
150000001993 dienes Chemical class 0.000 description 2
PPNKDDZCLDMRHS-UHFFFAOYSA-N dinitrooxybismuthanyl nitrate Chemical compound [Bi+3].[O-][N+]([O-])=O.[O-][N+]([O-])=O.[O-][N+]([O-])=O PPNKDDZCLDMRHS-UHFFFAOYSA-N 0.000 description 2
KBJMLQFLOWQJNF-UHFFFAOYSA-N nickel(ii) nitrate Chemical compound [Ni+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O KBJMLQFLOWQJNF-UHFFFAOYSA-N 0.000 description 2
JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 2
FGIUAXJPYTZDNR-UHFFFAOYSA-N potassium nitrate Chemical compound [K+].[O-][N+]([O-])=O FGIUAXJPYTZDNR-UHFFFAOYSA-N 0.000 description 2
239000000377 silicon dioxide Substances 0.000 description 2
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
229910003208 (NH4)6Mo7O24·4H2O Inorganic materials 0.000 description 1
QGAVSDVURUSLQK-UHFFFAOYSA-N ammonium heptamolybdate Chemical compound N.N.N.N.N.N.O.O.O.O.O.O.O.O.O.O.O.O.O.O.O.O.O.O.O.O.O.O.O.O.[Mo].[Mo].[Mo].[Mo].[Mo].[Mo].[Mo] QGAVSDVURUSLQK-UHFFFAOYSA-N 0.000 description 1
239000007864 aqueous solution Substances 0.000 description 1
229910000149 boron phosphate Inorganic materials 0.000 description 1
238000001354 calcination Methods 0.000 description 1
125000004432 carbon atom Chemical group C* 0.000 description 1
229910001981 cobalt nitrate Inorganic materials 0.000 description 1
239000012050 conventional carrier Substances 0.000 description 1
238000006356 dehydrogenation reaction Methods 0.000 description 1
GUJOJGAPFQRJSV-UHFFFAOYSA-N dialuminum;dioxosilane;oxygen(2-);hydrate Chemical compound O.[O-2].[O-2].[O-2].[Al+3].[Al+3].O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O GUJOJGAPFQRJSV-UHFFFAOYSA-N 0.000 description 1
238000001035 drying Methods 0.000 description 1
230000000694 effects Effects 0.000 description 1
238000001704 evaporation Methods 0.000 description 1
238000002474 experimental method Methods 0.000 description 1
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 description 1
238000004519 manufacturing process Methods 0.000 description 1
229910052751 metal Inorganic materials 0.000 description 1
239000002184 metal Substances 0.000 description 1
229910001960 metal nitrate Inorganic materials 0.000 description 1
150000002739 metals Chemical class 0.000 description 1
229910052901 montmorillonite Inorganic materials 0.000 description 1
229910052757 nitrogen Inorganic materials 0.000 description 1
230000001590 oxidative effect Effects 0.000 description 1
235000010333 potassium nitrate Nutrition 0.000 description 1
239000004323 potassium nitrate Substances 0.000 description 1
150000003839 salts Chemical class 0.000 description 1
RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 1
239000007787 solid Substances 0.000 description 1

Classifications

- 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
- B01J23/70—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper
- B01J23/76—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36
- B01J23/84—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36 with arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium
- B01J23/85—Chromium, molybdenum or tungsten
- B01J23/88—Molybdenum
- B01J23/887—Molybdenum containing in addition other metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36
- B01J23/8872—Alkali or alkaline earth metals
- 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
- B01J23/70—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper
- B01J23/76—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36
- B01J23/84—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36 with arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium
- B01J23/85—Chromium, molybdenum or tungsten
- B01J23/88—Molybdenum
- B01J23/887—Molybdenum containing in addition other metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36
- B01J23/8875—Germanium, tin or lead
- 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
- B01J23/70—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper
- B01J23/76—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36
- B01J23/84—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36 with arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium
- B01J23/85—Chromium, molybdenum or tungsten
- B01J23/88—Molybdenum
- B01J23/887—Molybdenum containing in addition other metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36
- B01J23/8876—Arsenic, antimony or bismuth
- 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
- B01J23/70—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper
- B01J23/89—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with noble metals
- B01J23/8933—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with noble metals also combined with metals, or metal oxides or hydroxides provided for in groups B01J23/02 - B01J23/36
- B01J23/8993—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with noble metals also combined with metals, or metal oxides or hydroxides provided for in groups B01J23/02 - B01J23/36 with chromium, molybdenum or tungsten
- 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
- B01J27/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
- B01J27/02—Sulfur, selenium or tellurium; Compounds thereof
- B01J27/057—Selenium or tellurium; Compounds thereof
- B01J27/0576—Tellurium; Compounds thereof
- 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
- B01J27/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
- B01J27/14—Phosphorus; Compounds thereof
- B01J27/186—Phosphorus; Compounds thereof with arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium
- 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
- B01J2523/00—Constitutive chemical elements of heterogeneous catalysts
- 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

Definitions

the invention is related to new catalysts thankeining iron, bismuth, molybdenum and various additional elements which exhibit extremely attractive catalytic properties for the oxidation and ammoxidation of various olefins.
the invention is further related to the use of such catalysts in the ammoxidation of propylene and isobutylene to acrylonitrile and, respectively, methacrylonitrile.
Catalysts for the oxidation, ammoxidation and oxydehydrogenation of olefins are well known. See, for example, U.S. 3,642,930 and U.S. 3,414,631, the disclosures of which are incorporated herein by reference. Further note commonly assigned US-applications Serial No. 490,532 filed July 22, 1974, Serial No. 380,527 filed July 19, 1973, and Serial No. 717,838 filed August 26, 1976, the disclosures of which are also incorporated herein by reference. Although these catalysts of the art are very desirable, the catalysts of the present invention have significant advantages over these other catalysts.
the present invention is based on the discovery that certain oxidation catalysts based on iron, bismuth and molybdenum and containing additional specified promoter elements exhibit excellent catalytic activity for a variety of olefin oxidation, ammoxidation, dehydrogenation and oxydehydrogenation reactions.
specific catalytic compositions as described below are especially suited for use in producing acrylonitrile and methacrylonitrile by the ammoxidation of propylene and isobutylene, respectively.
ammoxidation catalysts for the production of acrylonitrile or methacrylonitrile
these catalysts also exhibit excellent catalytic activity for the conversion of olefins having four or more contiguous carbon atoms to the corresponding diolefins, and in the oxydehydrogenation of olefins to diolefins.
novel catalysts having improved catalytic properties are represented by the following empirical formula
the Z component is composed of systems of two or more specified elements. In these systems as described above, each element of the system is present in an amount of at least 1 atom percent, preferably at least 5 atom percent, based on the atoms in the particular system selected.
D is preferably Bi.
the catalysts of this invention contains the above-indicated elements in the following amounts:
the foregoing preferred and optimal catalysts contain K. Rb and/or Cs and optionally Ni and/or Co.
Z is selected so that the ratio of the amount of the first element of each system as described above to the amount of second element in the system is 1:0.25 to 1:0.75.
catalyst in which the Z component is selected from the following combinations of elements are of special interest: Ge + Sb, Cu + W, Cu + Sn, Ce + W, Pr + Mn, Sn + Mn and Mn + W; while those catalysts in which Z is one of Ge + Sb, Cu + W, Cu + Sn, Ce + W and Pr + Mn are particularly noteworthy.
the catalysts of this invention can be prepared in any conventional manner known in the art, such as for example the various techniques shown in the patents and applications referred to OF THE INVENTION.
the catalysts can de made by forming an aqueous composition of decomposable salts and/or oxides of the metals to be incorporated into the catalyst, evaporating the water from the aqueous composition to form a thick paste, drying the thick paste and then calcining the thick paste at elevated temperature in an oxidizing atmosphere.
Techniques for forming catalysts of the type described herein are well known in the art, and those skilled in the art should have no difficulty in making catalysts of the invention.
the catalysts of the present invention may be used unsupported or supported on various conventional carriers such as Si0 2 , A1 2 0 3 , Zr02, Ti0 2 , BPO 4 , SbP0 4 , MgO, mont- morillonite, or the like. They may be used in fixed-bed or fluid-bed reactors as desired. When using these catalysts, they are simply substituted for the catalysts previously employed, and the reaction is conducted under substantially the same conditions.
the inventive catalysts when used in the ammoxidation of propylena or isobutylene to form acrylonitrile or methacrylonitrile, respectively, the olefin to be reacted together with oxygen and ammonia in conventional proportions are contacted with the catalyst at an elevated temperature, usually aoout 200-600 0 C. in a fixed or fluid-bed reactor for a time sufficient to effect the appropriate ammoxidation reaction.
the inventive catalysts are employed to catalyze other well known reactions, the reaction conditions employed are those- which are conventional.
nickel nitrate Ni(NO 3 ) 2 ⁇ 6H 2 O nickel nitrate Ni(NO 3 ) 2 ⁇ 6H 2 O: and 6.1 g. of a 10% potassium nitrate solution was prepared. The solution of metal nitrates was slowly added to the slurry. The resulting slurry was evaporated to dryness, and the solid obtained was heat treated at 290°C for three hours, at 425°C for three hours and at 550°C for 16 hours.

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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)
Catalysts (AREA)
Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

EP78100469A 1977-07-28 1978-07-21 Catalyseurs contenant du fer et du molybdène et utilisation de ces catalyseurs pour la préparation d'acrylonitrile ou de méthacrylonitrile Expired EP0000564B1 (fr)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US81973277A	1977-07-28	1977-07-28
US819732		1977-07-28

Publications (2)

Publication Number	Publication Date
EP0000564A1 true EP0000564A1 (fr)	1979-02-07
EP0000564B1 EP0000564B1 (fr)	1982-05-19

Family

ID=25228901

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
EP78100469A Expired EP0000564B1 (fr)	1977-07-28	1978-07-21	Catalyseurs contenant du fer et du molybdène et utilisation de ces catalyseurs pour la préparation d'acrylonitrile ou de méthacrylonitrile

Country Status (20)

Country	Link
EP (1)	EP0000564B1 (fr)
AT (1)	AT363911B (fr)
AU (1)	AU525163B2 (fr)
BR (1)	BR7804847A (fr)
CA (1)	CA1132124A (fr)
DD (1)	DD137532A5 (fr)
DE (1)	DE2861849D1 (fr)
DK (1)	DK333778A (fr)
EG (1)	EG13970A (fr)
ES (1)	ES471682A1 (fr)
FI (1)	FI66129C (fr)
GR (1)	GR66444B (fr)
IE (1)	IE47301B1 (fr)
IL (1)	IL55073A (fr)
IN (1)	IN148019B (fr)
IT (1)	IT1196394B (fr)
NO (1)	NO150345C (fr)
PT (1)	PT68312A (fr)
RO (1)	RO77761A (fr)
ZA (1)	ZA783914B (fr)

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
EP0002626A3 (en) *	1977-12-20	1979-08-08	The Standard Oil Company	Ammoxidation of olefins with novel antimonate catalysts
EP0031693A1 (fr) *	1979-12-28	1981-07-08	The Standard Oil Company	Catalyseurs d'antimoniate d'étain avec promoteurs et leur utilisation
EP0044875A1 (fr) *	1980-07-18	1982-02-03	Mitsubishi Kasei Corporation	Composition catalytique, procédé pour sa préparation et son utilisation
US4469810A (en) *	1983-01-11	1984-09-04	Mitsubishi Rayon Company Limited	Process for the calcination of phosphorus-molybdenum catalyst
EP0107638A3 (en) *	1982-09-30	1986-03-26	Monsanto Company	Catalysts for the oxidation and ammoxidation of alcohols
GB2221852A (en) *	1988-08-18	1990-02-21	Ti Corporate Services	Vehicle exhaust gas catalysts
EP0437056A3 (en) *	1990-01-09	1991-09-18	The Standard Oil Company	Process for the manufacture of acrylonitrile and methacrylonitrile

Citations (18)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
FR2138601A1 (fr) *	1971-05-26	1973-01-05	Nippon Kayaku Kk
FR2166099A1 (en) *	1971-12-30	1973-08-10	Standard Oil Co	Methacrylonitrile/butadiene simultaneous prodn - by(ammon) oxidation of isobutylene/n-butene mixtures
FR2227257A1 (fr) *	1973-04-30	1974-11-22	Standard Oil Co
FR2228538A1 (fr) *	1973-05-10	1974-12-06	Japan Synthetic Rubber Co Ltd
FR2231669A1 (fr) *	1973-06-04	1974-12-27	Standard Oil Co
NL7408765A (nl) *	1973-06-15	1975-01-02	Nippon Kayaku Kk	Werkwijze voor de bereiding van methacrylzuur en een daarbij te gebruiken katalysator.
FR2232524A1 (fr) *	1973-06-11	1975-01-03	Mitsubishi Rayon Co
FR2233315A1 (fr) *	1973-06-15	1975-01-10	Standard Oil Co
FR2247438A1 (fr) *	1973-10-12	1975-05-09	Standard Oil Co
NL7508637A (nl) *	1974-07-22	1976-01-26	Standard Oil Co Ohio	Oxydatiekatalysatoren.
FR2279706A1 (fr) *	1974-07-22	1976-02-20	Standard Oil Co	Procede d'oxydation d'olefines utilisant des catalyseurs contenant divers elements activateurs
FR2302993A1 (fr) *	1975-03-03	1976-10-01	Mitsubishi Rayon Co	Procede par catalyse de preparation d'un acide carboxylique insature
FR2303781A1 (fr) *	1975-03-12	1976-10-08	Mitsubishi Rayon Co	Procede de production d'aldehydes insatures, d'acides insatures ou de dienes conjugues
FR2308609A1 (fr) *	1975-04-21	1976-11-19	Standard Oil Co	Procede de preparation d'aldehydes et d'acides insatures au depart de propylene et d'isobutylene
FR2333770A1 (fr) *	1975-12-03	1977-07-01	Mitsubishi Rayon Co	Procede catalytique de fabrication d'acides carboxyliques insatures et produits obtenus par ce procede
US4065507A (en) *	1976-08-02	1977-12-27	Standard Oil Company	Preparation of methacrylic derivatives from tertiary butyl-containing compounds
FR2354812A1 (fr) *	1976-06-16	1978-01-13	Basf Ag	Catalyseur pour l'oxydation de la (meth)acroleine en acide (meth)acrylique
FR2357512A1 (fr) *	1976-07-07	1978-02-03	Du Pont	Preparation d'aldehydes non satures en a, b a partir d'olefines avec un rendement eleve et peu de sous-produits

1978
- 1978-07-04 IL IL55073A patent/IL55073A/xx unknown
- 1978-07-05 CA CA306,799A patent/CA1132124A/fr not_active Expired
- 1978-07-05 GR GR56696A patent/GR66444B/el unknown
- 1978-07-07 ZA ZA00783914A patent/ZA783914B/xx unknown
- 1978-07-07 IN IN507/DEL/78A patent/IN148019B/en unknown
- 1978-07-11 AU AU37930/78A patent/AU525163B2/en not_active Expired
- 1978-07-13 ES ES471682A patent/ES471682A1/es not_active Expired
- 1978-07-18 PT PT68312A patent/PT68312A/pt unknown
- 1978-07-19 FI FI782285A patent/FI66129C/fi not_active IP Right Cessation
- 1978-07-21 DE DE7878100469T patent/DE2861849D1/de not_active Expired
- 1978-07-21 EP EP78100469A patent/EP0000564B1/fr not_active Expired
- 1978-07-25 DD DD78206917A patent/DD137532A5/xx unknown
- 1978-07-26 DK DK333778A patent/DK333778A/da not_active Application Discontinuation
- 1978-07-26 EG EG459/78A patent/EG13970A/xx active
- 1978-07-26 IT IT26142/78A patent/IT1196394B/it active
- 1978-07-27 RO RO7894814A patent/RO77761A/fr unknown
- 1978-07-27 NO NO782582A patent/NO150345C/no unknown
- 1978-07-27 BR BR7804847A patent/BR7804847A/pt unknown
- 1978-07-27 IE IE1523/78A patent/IE47301B1/en unknown
- 1978-07-27 AT AT0547778A patent/AT363911B/de not_active IP Right Cessation

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FR2138601A1 (fr) *	1971-05-26	1973-01-05	Nippon Kayaku Kk
FR2166099A1 (en) *	1971-12-30	1973-08-10	Standard Oil Co	Methacrylonitrile/butadiene simultaneous prodn - by(ammon) oxidation of isobutylene/n-butene mixtures
FR2227257A1 (fr) *	1973-04-30	1974-11-22	Standard Oil Co
FR2228538A1 (fr) *	1973-05-10	1974-12-06	Japan Synthetic Rubber Co Ltd
FR2231669A1 (fr) *	1973-06-04	1974-12-27	Standard Oil Co
FR2232524A1 (fr) *	1973-06-11	1975-01-03	Mitsubishi Rayon Co
NL7408765A (nl) *	1973-06-15	1975-01-02	Nippon Kayaku Kk	Werkwijze voor de bereiding van methacrylzuur en een daarbij te gebruiken katalysator.
FR2233315A1 (fr) *	1973-06-15	1975-01-10	Standard Oil Co
FR2247438A1 (fr) *	1973-10-12	1975-05-09	Standard Oil Co
NL7508637A (nl) *	1974-07-22	1976-01-26	Standard Oil Co Ohio	Oxydatiekatalysatoren.
FR2279706A1 (fr) *	1974-07-22	1976-02-20	Standard Oil Co	Procede d'oxydation d'olefines utilisant des catalyseurs contenant divers elements activateurs
FR2302993A1 (fr) *	1975-03-03	1976-10-01	Mitsubishi Rayon Co	Procede par catalyse de preparation d'un acide carboxylique insature
FR2303781A1 (fr) *	1975-03-12	1976-10-08	Mitsubishi Rayon Co	Procede de production d'aldehydes insatures, d'acides insatures ou de dienes conjugues
FR2308609A1 (fr) *	1975-04-21	1976-11-19	Standard Oil Co	Procede de preparation d'aldehydes et d'acides insatures au depart de propylene et d'isobutylene
FR2333770A1 (fr) *	1975-12-03	1977-07-01	Mitsubishi Rayon Co	Procede catalytique de fabrication d'acides carboxyliques insatures et produits obtenus par ce procede
FR2354812A1 (fr) *	1976-06-16	1978-01-13	Basf Ag	Catalyseur pour l'oxydation de la (meth)acroleine en acide (meth)acrylique
FR2357512A1 (fr) *	1976-07-07	1978-02-03	Du Pont	Preparation d'aldehydes non satures en a, b a partir d'olefines avec un rendement eleve et peu de sous-produits
US4065507A (en) *	1976-08-02	1977-12-27	Standard Oil Company	Preparation of methacrylic derivatives from tertiary butyl-containing compounds

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* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
EP0002626A3 (en) *	1977-12-20	1979-08-08	The Standard Oil Company	Ammoxidation of olefins with novel antimonate catalysts
EP0031693A1 (fr) *	1979-12-28	1981-07-08	The Standard Oil Company	Catalyseurs d'antimoniate d'étain avec promoteurs et leur utilisation
EP0044875A1 (fr) *	1980-07-18	1982-02-03	Mitsubishi Kasei Corporation	Composition catalytique, procédé pour sa préparation et son utilisation
EP0107638A3 (en) *	1982-09-30	1986-03-26	Monsanto Company	Catalysts for the oxidation and ammoxidation of alcohols
US4469810A (en) *	1983-01-11	1984-09-04	Mitsubishi Rayon Company Limited	Process for the calcination of phosphorus-molybdenum catalyst
GB2221852A (en) *	1988-08-18	1990-02-21	Ti Corporate Services	Vehicle exhaust gas catalysts
EP0437056A3 (en) *	1990-01-09	1991-09-18	The Standard Oil Company	Process for the manufacture of acrylonitrile and methacrylonitrile
TR26867A (tr) *	1990-01-09	1994-08-22	Standard Oil Co Ohio	Akrilonitril ve metakrilonitril üretimi icin yöntem

Also Published As

Publication number	Publication date
PT68312A (en)	1978-08-01
EP0000564B1 (fr)	1982-05-19
ATA547778A (de)	1981-02-15
IT1196394B (it)	1988-11-16
GR66444B (fr)	1981-03-23
NO782582L (no)	1979-01-30
IE47301B1 (en)	1984-02-22
FI66129B (fi)	1984-05-31
CA1132124A (fr)	1982-09-21
AU525163B2 (en)	1982-10-21
DD137532A5 (de)	1979-09-12
IT7826142A0 (it)	1978-07-26
NO150345B (no)	1984-06-25
IL55073A (en)	1982-01-31
AT363911B (de)	1981-09-10
IE781523L (en)	1979-01-28
RO77761A (fr)	1981-11-24
DK333778A (da)	1979-01-29
FI66129C (fi)	1984-09-10
AU3793078A (en)	1980-01-17
FI782285A7 (fi)	1979-01-29
NO150345C (no)	1984-10-03
EG13970A (en)	1983-03-31
ES471682A1 (es)	1979-10-01
BR7804847A (pt)	1979-04-10
DE2861849D1 (en)	1982-07-08
IN148019B (fr)	1980-09-27
ZA783914B (en)	1979-08-29

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Publication	Publication Date	Title
US5093299A (en)	1992-03-03	Catalyst for process for the manufacture of acrylonitrile and methacrylonitrile
US5212137A (en)	1993-05-18	Catalyst for the manufacture of acrylonitrile and methacrylonitrile
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US3890248A (en)	1975-06-17	Catalytic oxide adapted for the preparation of unsaturated carbonyl compounds
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US4965393A (en)	1990-10-23	Process for producing acrylonitrile
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