JP5610975B2 - オレフィンのアクリロニトリル及びメタクリロニトリルへの転化用の触媒組成物およびその転化方法 - Google Patents
オレフィンのアクリロニトリル及びメタクリロニトリルへの転化用の触媒組成物およびその転化方法 Download PDFInfo
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- JP5610975B2 JP5610975B2 JP2010237299A JP2010237299A JP5610975B2 JP 5610975 B2 JP5610975 B2 JP 5610975B2 JP 2010237299 A JP2010237299 A JP 2010237299A JP 2010237299 A JP2010237299 A JP 2010237299A JP 5610975 B2 JP5610975 B2 JP 5610975B2
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- Prior art keywords
- catalyst
- catalyst composition
- mixtures
- acrylonitrile
- methacrylonitrile
- Prior art date
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- Expired - Lifetime
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- 239000003054 catalyst Substances 0.000 title claims description 130
- 239000000203 mixture Substances 0.000 title claims description 59
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 title claims description 29
- 238000000034 method Methods 0.000 title claims description 22
- GYCMBHHDWRMZGG-UHFFFAOYSA-N Methylacrylonitrile Chemical compound CC(=C)C#N GYCMBHHDWRMZGG-UHFFFAOYSA-N 0.000 title claims description 12
- 150000001336 alkenes Chemical class 0.000 title claims description 12
- 238000006243 chemical reaction Methods 0.000 title description 16
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 32
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims description 26
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims description 26
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 24
- 229910021529 ammonia Inorganic materials 0.000 claims description 16
- 239000011701 zinc Substances 0.000 claims description 14
- 229910052744 lithium Inorganic materials 0.000 claims description 13
- 239000011572 manganese Substances 0.000 claims description 13
- 229910052698 phosphorus Inorganic materials 0.000 claims description 13
- 239000000377 silicon dioxide Substances 0.000 claims description 12
- 229910052725 zinc Inorganic materials 0.000 claims description 12
- PWHULOQIROXLJO-UHFFFAOYSA-N Manganese Chemical compound [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 claims description 11
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims description 11
- 229910052748 manganese Inorganic materials 0.000 claims description 11
- 229910052701 rubidium Inorganic materials 0.000 claims description 11
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical group CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 claims description 10
- 239000007789 gas Substances 0.000 claims description 10
- 229910052749 magnesium Inorganic materials 0.000 claims description 10
- 239000011777 magnesium Substances 0.000 claims description 10
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims description 9
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 claims description 8
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 8
- 229910052760 oxygen Inorganic materials 0.000 claims description 8
- 239000001301 oxygen Substances 0.000 claims description 8
- 239000002245 particle Substances 0.000 claims description 8
- 229910052787 antimony Inorganic materials 0.000 claims description 7
- 229910052761 rare earth metal Inorganic materials 0.000 claims description 7
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 claims description 6
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 claims description 6
- 229910052708 sodium Inorganic materials 0.000 claims description 6
- 229910052716 thallium Inorganic materials 0.000 claims description 6
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims description 5
- 229910052791 calcium Inorganic materials 0.000 claims description 5
- 230000003197 catalytic effect Effects 0.000 claims description 5
- 239000011574 phosphorus Substances 0.000 claims description 5
- IGLNJRXAVVLDKE-UHFFFAOYSA-N rubidium atom Chemical compound [Rb] IGLNJRXAVVLDKE-UHFFFAOYSA-N 0.000 claims description 5
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 claims description 3
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 claims description 3
- 229910052726 zirconium Inorganic materials 0.000 claims description 3
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 23
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 20
- 239000000243 solution Substances 0.000 description 16
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 description 14
- 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 14
- 229910052750 molybdenum Inorganic materials 0.000 description 14
- 239000011733 molybdenum Substances 0.000 description 14
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 14
- 229910052797 bismuth Inorganic materials 0.000 description 11
- JCXGWMGPZLAOME-UHFFFAOYSA-N bismuth atom Chemical compound [Bi] JCXGWMGPZLAOME-UHFFFAOYSA-N 0.000 description 11
- 239000011651 chromium Substances 0.000 description 11
- 229910052804 chromium Inorganic materials 0.000 description 9
- 229910052742 iron Inorganic materials 0.000 description 9
- 229910052684 Cerium Inorganic materials 0.000 description 8
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 8
- GWXLDORMOJMVQZ-UHFFFAOYSA-N cerium Chemical compound [Ce] GWXLDORMOJMVQZ-UHFFFAOYSA-N 0.000 description 8
- 239000010941 cobalt Substances 0.000 description 8
- 229910017052 cobalt Inorganic materials 0.000 description 8
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 8
- 229910001960 metal nitrate Inorganic materials 0.000 description 8
- 229910052759 nickel Inorganic materials 0.000 description 8
- 238000002360 preparation method Methods 0.000 description 8
- 229910004298 SiO 2 Inorganic materials 0.000 description 7
- 229910052792 caesium Inorganic materials 0.000 description 7
- 239000012153 distilled water Substances 0.000 description 7
- 229910052700 potassium Inorganic materials 0.000 description 7
- RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 7
- 229910000667 (NH4)2Ce(NO3)6 Inorganic materials 0.000 description 6
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 6
- HGINCPLSRVDWNT-UHFFFAOYSA-N Acrolein Chemical compound C=CC=O HGINCPLSRVDWNT-UHFFFAOYSA-N 0.000 description 6
- 229910002554 Fe(NO3)3·9H2O Inorganic materials 0.000 description 6
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 6
- TVFDJXOCXUVLDH-UHFFFAOYSA-N caesium atom Chemical compound [Cs] TVFDJXOCXUVLDH-UHFFFAOYSA-N 0.000 description 6
- 239000011591 potassium Substances 0.000 description 6
- 238000009472 formulation Methods 0.000 description 5
- LELOWRISYMNNSU-UHFFFAOYSA-N hydrogen cyanide Chemical compound N#C LELOWRISYMNNSU-UHFFFAOYSA-N 0.000 description 5
- 150000003839 salts Chemical class 0.000 description 5
- 239000007795 chemical reaction product Substances 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 4
- -1 dioxide Chemical compound 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 230000003647 oxidation Effects 0.000 description 4
- 238000007254 oxidation reaction Methods 0.000 description 4
- 239000002002 slurry Substances 0.000 description 4
- 239000011734 sodium Substances 0.000 description 4
- 239000007921 spray Substances 0.000 description 4
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 3
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 3
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 238000001354 calcination Methods 0.000 description 3
- QGUAJWGNOXCYJF-UHFFFAOYSA-N cobalt dinitrate hexahydrate Chemical compound O.O.O.O.O.O.[Co+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O QGUAJWGNOXCYJF-UHFFFAOYSA-N 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 150000002825 nitriles Chemical class 0.000 description 3
- 229910002651 NO3 Inorganic materials 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- DTDQFVRSJWCWNK-UHFFFAOYSA-N [Fe].[Bi].[Mo] Chemical compound [Fe].[Bi].[Mo] DTDQFVRSJWCWNK-UHFFFAOYSA-N 0.000 description 2
- 239000011575 calcium Substances 0.000 description 2
- 230000007423 decrease Effects 0.000 description 2
- 229910052732 germanium Inorganic materials 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 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 2
- 229910044991 metal oxide Inorganic materials 0.000 description 2
- 150000004706 metal oxides Chemical class 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 229910000476 molybdenum oxide Inorganic materials 0.000 description 2
- PQQKPALAQIIWST-UHFFFAOYSA-N oxomolybdenum Chemical class [Mo]=O PQQKPALAQIIWST-UHFFFAOYSA-N 0.000 description 2
- 238000011084 recovery Methods 0.000 description 2
- 229910052712 strontium Inorganic materials 0.000 description 2
- CIOAGBVUUVVLOB-UHFFFAOYSA-N strontium atom Chemical compound [Sr] CIOAGBVUUVVLOB-UHFFFAOYSA-N 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- 239000002699 waste material Substances 0.000 description 2
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 1
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- 229910052692 Dysprosium Inorganic materials 0.000 description 1
- 229910052691 Erbium Inorganic materials 0.000 description 1
- 229910052693 Europium Inorganic materials 0.000 description 1
- 229910052688 Gadolinium Inorganic materials 0.000 description 1
- 229910052689 Holmium Inorganic materials 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 229910013553 LiNO Inorganic materials 0.000 description 1
- 229910052779 Neodymium Inorganic materials 0.000 description 1
- 229910052777 Praseodymium Inorganic materials 0.000 description 1
- 229910052772 Samarium Inorganic materials 0.000 description 1
- 229910052771 Terbium Inorganic materials 0.000 description 1
- 229910052775 Thulium Inorganic materials 0.000 description 1
- 229910052769 Ytterbium Inorganic materials 0.000 description 1
- BYUANIDVEAKBHT-UHFFFAOYSA-N [Mo].[Bi] Chemical compound [Mo].[Bi] BYUANIDVEAKBHT-UHFFFAOYSA-N 0.000 description 1
- 238000005299 abrasion Methods 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 description 1
- 229910052921 ammonium sulfate Inorganic materials 0.000 description 1
- 235000011130 ammonium sulphate Nutrition 0.000 description 1
- WATWJIUSRGPENY-UHFFFAOYSA-N antimony atom Chemical compound [Sb] WATWJIUSRGPENY-UHFFFAOYSA-N 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- WPKYZIPODULRBM-UHFFFAOYSA-N azane;prop-2-enoic acid Chemical compound N.OC(=O)C=C WPKYZIPODULRBM-UHFFFAOYSA-N 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 229910052796 boron Inorganic materials 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 239000003426 co-catalyst Substances 0.000 description 1
- 238000000975 co-precipitation Methods 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- 230000001627 detrimental effect Effects 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 238000010304 firing Methods 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- GNPVGFCGXDBREM-UHFFFAOYSA-N germanium atom Chemical compound [Ge] GNPVGFCGXDBREM-UHFFFAOYSA-N 0.000 description 1
- RXPAJWPEYBDXOG-UHFFFAOYSA-N hydron;methyl 4-methoxypyridine-2-carboxylate;chloride Chemical group Cl.COC(=O)C1=CC(OC)=CC=N1 RXPAJWPEYBDXOG-UHFFFAOYSA-N 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
- 229910052738 indium Inorganic materials 0.000 description 1
- 230000002452 interceptive effect Effects 0.000 description 1
- 150000002506 iron compounds Chemical class 0.000 description 1
- 229910052746 lanthanum Inorganic materials 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 229910003455 mixed metal oxide Inorganic materials 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 150000002751 molybdenum Chemical class 0.000 description 1
- 150000002823 nitrates Chemical class 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 239000008188 pellet Substances 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 238000005201 scrubbing Methods 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 239000011343 solid material Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 229910052714 tellurium Inorganic materials 0.000 description 1
- PORWMNRCUJJQNO-UHFFFAOYSA-N tellurium atom Chemical compound [Te] PORWMNRCUJJQNO-UHFFFAOYSA-N 0.000 description 1
- BKVIYDNLLOSFOA-UHFFFAOYSA-N thallium Chemical compound [Tl] BKVIYDNLLOSFOA-UHFFFAOYSA-N 0.000 description 1
- 229910052718 tin Inorganic materials 0.000 description 1
- 229910052721 tungsten Inorganic materials 0.000 description 1
- WFKWXMTUELFFGS-UHFFFAOYSA-N tungsten Chemical compound [W] WFKWXMTUELFFGS-UHFFFAOYSA-N 0.000 description 1
- 239000010937 tungsten Substances 0.000 description 1
- 229930195735 unsaturated hydrocarbon Natural products 0.000 description 1
- 238000005406 washing 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
-
- 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
-
- 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
-
- 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
- B01J23/002—Mixed oxides other than spinels, e.g. perovskite
-
- 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
- B01J23/8878—Chromium
-
- 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
- B01J37/00—Processes, in general, for preparing catalysts; Processes, in general, for activation of catalysts
-
- 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
- B01J37/00—Processes, in general, for preparing catalysts; Processes, in general, for activation of catalysts
- B01J37/0009—Use of binding agents; Moulding; Pressing; Powdering; Granulating; Addition of materials ameliorating the mechanical properties of the product catalyst
- B01J37/0027—Powdering
- B01J37/0045—Drying a slurry, e.g. spray drying
-
- 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
- B01J37/00—Processes, in general, for preparing catalysts; Processes, in general, for activation of catalysts
- B01J37/0081—Preparation by melting
-
- 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
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Description
[発明の概要]
本発明は、プロピレン及び/又はイソブチレンをアクリロニトリル及び/又はメタクリロニトリルにそれぞれアンモ酸化するための改良された触媒及びプロセスに関する。
一実施形態において、本発明は、カリウム、セシウム、セリウム、クロム、コバルト、ニッケル、鉄、ビスマス、モリブデンを含み、これらの元素の相対比率が下記一般式:
(式中、AはRb、Na、Li、Tl又はこれらの混合物であり、
XはP、Sb、Te、B、Ge、W、Mg、希土類元素又はこれらの混合物であり、
aは約0〜約1であり、
bは約0.01〜約1であり、
cは約0.01〜約1であり、
dは約0.01〜約3であり、
eは約0.01〜約2であり、
fは約0.01〜約10であり、
gは約0.1〜約10であり、
hは約0〜約3であり、
iは約0.1〜約4であり、
jは約0.05〜約4であり、
xは存在する他の元素の原子価要求により決定される数である)
で表される触媒酸化物の複合体を含み、マンガン及び亜鉛を実質的に含まない触媒である。
[発明の詳細な説明]
本発明は、プロピレン、イソブチレン又はこれらの混合物をアクリロニトリル、メタクリロニトリル及びこれらの混合物にそれぞれ、接触アンモ酸化する際により良好な性能を呈する助触媒の特異な組み合わせ及び比率を含む新規な触媒である。
(式中、AはRb、Na、Li、Tl又はこれらの混合物であり、
XはP、Sb、Te、B、Ge、W、Ca、Mg、希土類元素又はこれらの混合物であり、
aは約0〜約1であり、
bは約0.01〜約1であり、
cは約0.01〜約1であり、
dは約0.01〜約3であり、
eは約0.01〜約2であり、
fは約0.01〜約10であり、
gは約0.1〜約10であり、
hは約0〜約4であり、
iは約0.1〜約4であり、
jは約0.05〜約4であり、
xは存在する他の元素の原子価要求により決定される数である)
で表される触媒酸化物の複合体を含み、マンガン及び亜鉛を実質的に含まないアンモ酸化触媒に関する。
本発明を説明するために、本発明の触媒並びにこれらの元素の1種以上を省略した同様の触媒もしくはアクリロニトリル製造に邪魔な元素を追加的に含む同様の触媒を調製し、次いで同様の反応条件下で評価した。これらの例は説明の目的のためだけに提供するものである。
すべての試験は、40cc流動床反応器内で行った。プロピレンを0.06WWH(すなわち、プロピレン質量/触媒質量/時間)の速度で反応器に供給した。反応器内部の圧力を10psigに維持した。反応温度は430℃であった。20時間までの安定化時間の後、反応生成物サンプルを収集した。反応器流出物を冷HCI溶液含有バブルタイプスクラバーに収集した。オフガス速度は石鹸膜計測器で測定し、オフガス組成は運転の最後に、スプリットカラムガス分析器(split column gas analyzer)を具備するガスクロマトグラフィーで決定した。回収運転の最後に、スクラバー液体全体を蒸留水で約200gに希釈した。秤量した2−ブタノンを希釈溶液の50gまでのアリコート内の内標準として用いた。2μIサンプル炎イオン化検出器及びCarbowaxカラムを具備するGC内で分析した。NH3の量は過剰の遊離HCIをNaOH溶液で滴定することにより決定した。以下の実施例は本発明の説明である。
Claims (18)
- プロピレン、イソブチレン及びこれらの混合物からなる群より選択されるオレフィンを、それぞれアクリロニトリル、メタクリロニトリル及びこれらの混合物に転化するのに用いられる触媒組成物であって、下記一般式:
AaKbCscCedCreCofNigXhFeiBijMo12Ox
(式中、AはRb、Na、Li、Tl又はこれらの混合物であり、
XはP、Sb、Te、B、Ge、W、Ca、希土類元素又はこれらの混合物であり、
aは0〜1であり、
bは0.01〜1であり、
cは0.01〜1であり、
dは0.01〜3であり、かつeより大きく、
eは0.01〜2であり、
fは0.01〜10であり、
gは0.1〜10であり、
hは0〜4であり、
iは0.1〜4であり、
jは0.05〜4であり、
dとeの合計はjより大きく、
xは存在する他の元素の原子価要求により決定される数である)
によって表される触媒酸化物の複合体を含み、マグネシウム、マンガン及び亜鉛を含まない触媒組成物。 - 触媒はリンを含む請求項1に記載の触媒組成物。
- 触媒はルビジウムを含む請求項1に記載の触媒組成物。
- 触媒はリチウムを含む請求項1に記載の触媒組成物。
- f+gは4〜10である請求項1に記載の触媒組成物。
- 触媒組成物はシリカ、アルミナ、ジルコニウム、チタニア及びこれらの混合物からなる群より選択される担体を含む請求項1に記載の触媒組成物。
- 担体は触媒の30〜70wt%の間を構成する請求項6に記載の触媒組成物。
- 触媒組成物は8nm〜100nmの間にある平均コロイド状粒子径を有するシリカを含む請求項1に記載の触媒組成物。
- プロピレン、イソブチレン及びこれらの混合物からなる群より選択されるオレフィンをそれぞれアクリロニトリル、メタクリロニトリル及びこれらの混合物に転化するのに用いられる触媒組成物であって、下記一般式:
AaLia’KbCscCedCreCofNigXhFeiBijMo12Ox
(式中、AはRb、Na、Tl又はこれらの混合物であり、
XはP、Sb、Te、B、Ge、W、Ca、希土類元素又はこれらの混合物であり、
aは0〜1であり、
a’は0.01〜1であり、
bは0.01〜1であり、
cは0.01〜1であり、
dは0.01〜3であり、かつeより大きく、
eは0.01〜2であり、
fは0.01〜10であり、
gは0.1〜10であり、
hは0〜4であり、
iは0.1〜4であり、
jは0.05〜4であり、
dとeの合計はjより大きく、
xは存在する他の元素の原子価要求により決定される数である)
により表される触媒酸化物の複合体を含み、マグネシウム、マンガン及び亜鉛を含まない触媒組成物。 - f+gは4〜10である請求項9に記載の触媒組成物。
- プロピレン、イソブチレン及びこれらの混合物からなる群より選択されるオレフィンを、それぞれアクリロニトリル、メタクリロニトリル及びこれらの混合物に転化するプロセズであって、
下記一般式:
AaKbCscCedCreCofNigXhFeiBijMo12Ox
(式中、AはRb、Na、Li、Tl又はこれらの混合物であり、
XはP、Sb、Te、B、Ge、W、Ca、希土類元素又はこれらの混合物であり、
aは0〜1であり、
bは0.01〜1であり、
cは0.01〜1であり、
dは0.01〜3であり、かつeより大きく、
eは0.01〜2であり、
fは0.01〜10であり、
gは0.1〜10であり、
hは0〜4であり、
iは0.1〜4であり、
jは0.05〜4であり、
dとeの合計はjより大きく、
xは存在する他の元素の原子価要求により決定される数である)
によって表される触媒酸化物の複合体を含み、マグネシウム、マンガン及び亜鉛を含まない触媒の存在下で、
気相中で、高められた温度及び圧力にて、前記オレフィンを酸素分子を含むガス及びアンモニアと反応させることにより、アクリロニトリル、メタクリロニトリル及びこれらの混合物にそれぞれ転化するプロセス。 - 触媒はリンを含む請求項11に記載のプロセス。
- 触媒はルビジウムを含む請求項11に記載のプロセス。
- 触媒はリチウムを含む請求項11に記載のプロセス。
- f+gは4〜10である請求項11に記載のプロセス。
- 触媒組成物は、シリカ、アルミナ、ジルコニウム、チタニア及びこれらの混合物からなる群より選択される担体を含む請求項11に記載のプロセス。
- 担体は触媒の30〜70wt%の間を構成する請求項16に記載のプロセス。
- 触媒組成物は8nm〜100nmの間の平均コロイド状粒子径を有するシリカを含む請求項11に記載のプロセス。
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US10/717,846 US7348291B2 (en) | 2002-12-02 | 2003-11-19 | Catalyst for the manufacture of acrylonitrile |
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CN1102576C (zh) | 2000-02-24 | 2003-03-05 | 中国石油化工集团公司 | 丙烯氨氧化制丙烯腈的流化床催化剂 |
US6458742B1 (en) | 2000-08-17 | 2002-10-01 | The Standard Oil Company | Catalyst for the manufacture of acrylonitrile |
JP3872268B2 (ja) * | 2000-09-21 | 2007-01-24 | 三菱レイヨン株式会社 | シアン化水素の製法 |
JP4030740B2 (ja) * | 2001-10-11 | 2008-01-09 | ダイヤニトリックス株式会社 | アンモ酸化用触媒の製造方法 |
US7071140B2 (en) * | 2002-12-02 | 2006-07-04 | The Standard Oil Company | Catalyst for the manufacture of acrylonitrile |
-
2003
- 2003-11-19 US US10/717,846 patent/US7348291B2/en active Active
- 2003-11-19 WO PCT/US2003/036937 patent/WO2004050240A1/en active Application Filing
- 2003-11-19 RU RU2005120778/04A patent/RU2349379C2/ru active
- 2003-11-19 AU AU2003295643A patent/AU2003295643A1/en not_active Abandoned
- 2003-11-19 JP JP2004557222A patent/JP4688499B2/ja not_active Expired - Lifetime
- 2003-11-19 CA CA002507182A patent/CA2507182A1/en not_active Abandoned
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- 2003-11-19 KR KR1020057009892A patent/KR101010890B1/ko active IP Right Grant
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Also Published As
Publication number | Publication date |
---|---|
US7348291B2 (en) | 2008-03-25 |
JP4688499B2 (ja) | 2011-05-25 |
WO2004050240A1 (en) | 2004-06-17 |
RU2005120778A (ru) | 2006-01-20 |
EP1567263A1 (en) | 2005-08-31 |
US20040110978A1 (en) | 2004-06-10 |
BR0316852A (pt) | 2005-10-18 |
JP2011062692A (ja) | 2011-03-31 |
AU2003295643A1 (en) | 2004-06-23 |
KR101010890B1 (ko) | 2011-01-25 |
KR20050085259A (ko) | 2005-08-29 |
MXPA05005760A (es) | 2005-09-08 |
CA2507182A1 (en) | 2004-06-17 |
RU2349379C2 (ru) | 2009-03-20 |
BR0316852B1 (pt) | 2013-03-19 |
JP2006507936A (ja) | 2006-03-09 |
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