WO2010069548A1 - Variation der zinnimprägnierung eines katalysators zur alkandehydrierung - Google Patents
Variation der zinnimprägnierung eines katalysators zur alkandehydrierung Download PDFInfo
- Publication number
- WO2010069548A1 WO2010069548A1 PCT/EP2009/008976 EP2009008976W WO2010069548A1 WO 2010069548 A1 WO2010069548 A1 WO 2010069548A1 EP 2009008976 W EP2009008976 W EP 2009008976W WO 2010069548 A1 WO2010069548 A1 WO 2010069548A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- catalyst
- dehydrogenation
- shaped body
- tin
- oxide
- Prior art date
Links
- 239000003054 catalyst Substances 0.000 title claims abstract description 79
- 238000006356 dehydrogenation reaction Methods 0.000 title claims abstract description 34
- 150000001335 aliphatic alkanes Chemical class 0.000 title claims abstract description 27
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 title claims description 26
- 238000005470 impregnation Methods 0.000 title claims description 21
- 238000000034 method Methods 0.000 claims abstract description 44
- 150000001875 compounds Chemical class 0.000 claims abstract description 21
- 230000000737 periodic effect Effects 0.000 claims abstract description 20
- 229930195733 hydrocarbon Natural products 0.000 claims abstract description 15
- 150000002430 hydrocarbons Chemical class 0.000 claims abstract description 15
- 239000000463 material Substances 0.000 claims abstract description 10
- 150000003058 platinum compounds Chemical class 0.000 claims abstract description 9
- 239000000470 constituent Substances 0.000 claims abstract description 8
- 238000004519 manufacturing process Methods 0.000 claims abstract description 4
- 238000000465 moulding Methods 0.000 claims description 17
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 claims description 17
- XOLBLPGZBRYERU-UHFFFAOYSA-N tin dioxide Chemical group O=[Sn]=O XOLBLPGZBRYERU-UHFFFAOYSA-N 0.000 claims description 14
- 239000000126 substance Substances 0.000 claims description 10
- 239000001257 hydrogen Substances 0.000 claims description 9
- 229910052739 hydrogen Inorganic materials 0.000 claims description 9
- -1 zinc aluminate Chemical class 0.000 claims description 9
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 8
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 8
- 229910052697 platinum Inorganic materials 0.000 claims description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 8
- 238000001354 calcination Methods 0.000 claims description 7
- 229910052751 metal Inorganic materials 0.000 claims description 7
- 239000002184 metal Substances 0.000 claims description 7
- 239000000203 mixture Substances 0.000 claims description 7
- MCMNRKCIXSYSNV-UHFFFAOYSA-N ZrO2 Inorganic materials O=[Zr]=O MCMNRKCIXSYSNV-UHFFFAOYSA-N 0.000 claims description 5
- BRPQOXSCLDDYGP-UHFFFAOYSA-N calcium oxide Chemical compound [O-2].[Ca+2] BRPQOXSCLDDYGP-UHFFFAOYSA-N 0.000 claims description 5
- 239000000292 calcium oxide Substances 0.000 claims description 5
- ODINCKMPIJJUCX-UHFFFAOYSA-N calcium oxide Inorganic materials [Ca]=O ODINCKMPIJJUCX-UHFFFAOYSA-N 0.000 claims description 5
- 238000001035 drying Methods 0.000 claims description 5
- 239000007787 solid Substances 0.000 claims description 5
- 229910052725 zinc Inorganic materials 0.000 claims description 5
- 239000011701 zinc Substances 0.000 claims description 5
- 150000001336 alkenes Chemical class 0.000 claims description 4
- 239000007789 gas Substances 0.000 claims description 4
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 claims description 4
- 238000002360 preparation method Methods 0.000 claims description 4
- 150000003839 salts Chemical class 0.000 claims description 4
- 239000000377 silicon dioxide Substances 0.000 claims description 4
- 229910021626 Tin(II) chloride Inorganic materials 0.000 claims description 3
- 239000000654 additive Substances 0.000 claims description 3
- 230000000996 additive effect Effects 0.000 claims description 3
- 239000008367 deionised water Substances 0.000 claims description 3
- 229910021641 deionized water Inorganic materials 0.000 claims description 3
- 239000011261 inert gas Substances 0.000 claims description 3
- 239000000395 magnesium oxide Substances 0.000 claims description 3
- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 claims description 3
- AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 claims description 3
- 150000002739 metals Chemical class 0.000 claims description 3
- 238000002156 mixing Methods 0.000 claims description 3
- RVTZCBVAJQQJTK-UHFFFAOYSA-N oxygen(2-);zirconium(4+) Chemical compound [O-2].[O-2].[Zr+4] RVTZCBVAJQQJTK-UHFFFAOYSA-N 0.000 claims description 3
- 235000012239 silicon dioxide Nutrition 0.000 claims description 3
- 239000004215 Carbon black (E152) Substances 0.000 claims description 2
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 claims description 2
- 238000002441 X-ray diffraction Methods 0.000 claims description 2
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 claims description 2
- 229910052749 magnesium Inorganic materials 0.000 claims description 2
- 239000011777 magnesium Substances 0.000 claims description 2
- 239000002994 raw material Substances 0.000 claims description 2
- IHBCFWWEZXPPLG-UHFFFAOYSA-N [Ca].[Zn] Chemical compound [Ca].[Zn] IHBCFWWEZXPPLG-UHFFFAOYSA-N 0.000 claims 1
- 229910052782 aluminium Inorganic materials 0.000 claims 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims 1
- 238000000227 grinding Methods 0.000 claims 1
- 239000004615 ingredient Substances 0.000 claims 1
- 238000006386 neutralization reaction Methods 0.000 claims 1
- 238000007493 shaping process Methods 0.000 abstract description 7
- 238000006243 chemical reaction Methods 0.000 description 11
- 239000000243 solution Substances 0.000 description 10
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 8
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 6
- QQONPFPTGQHPMA-UHFFFAOYSA-N Propene Chemical compound CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 6
- 230000003197 catalytic effect Effects 0.000 description 6
- 239000002585 base Substances 0.000 description 5
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 4
- 239000006227 byproduct Substances 0.000 description 4
- 238000001556 precipitation Methods 0.000 description 4
- 239000011787 zinc oxide Substances 0.000 description 4
- 239000002253 acid Substances 0.000 description 3
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 238000001125 extrusion Methods 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 239000001294 propane Substances 0.000 description 3
- 150000003606 tin compounds Chemical class 0.000 description 3
- 238000005406 washing Methods 0.000 description 3
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical class CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 2
- 229910018072 Al 2 O 3 Inorganic materials 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 2
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 description 2
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical compound CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 2
- 229910006404 SnO 2 Inorganic materials 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- 230000004913 activation Effects 0.000 description 2
- 239000011149 active material Substances 0.000 description 2
- 239000013543 active substance Substances 0.000 description 2
- 230000001476 alcoholic effect Effects 0.000 description 2
- 150000001342 alkaline earth metals Chemical class 0.000 description 2
- 229940045985 antineoplastic platinum compound Drugs 0.000 description 2
- 239000011230 binding agent Substances 0.000 description 2
- 229910002092 carbon dioxide Inorganic materials 0.000 description 2
- 239000001569 carbon dioxide Substances 0.000 description 2
- 238000004939 coking Methods 0.000 description 2
- 238000002485 combustion reaction Methods 0.000 description 2
- 229910052732 germanium Inorganic materials 0.000 description 2
- GNPVGFCGXDBREM-UHFFFAOYSA-N germanium atom Chemical compound [Ge] GNPVGFCGXDBREM-UHFFFAOYSA-N 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
- 239000012778 molding material Substances 0.000 description 2
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 2
- 239000012266 salt solution Substances 0.000 description 2
- 238000005245 sintering Methods 0.000 description 2
- TXUICONDJPYNPY-UHFFFAOYSA-N (1,10,13-trimethyl-3-oxo-4,5,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl) heptanoate Chemical compound C1CC2CC(=O)C=C(C)C2(C)C2C1C1CCC(OC(=O)CCCCCC)C1(C)CC2 TXUICONDJPYNPY-UHFFFAOYSA-N 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 229910017488 Cu K Inorganic materials 0.000 description 1
- 229910017541 Cu-K Inorganic materials 0.000 description 1
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 description 1
- SPAGIJMPHSUYSE-UHFFFAOYSA-N Magnesium peroxide Chemical compound [Mg+2].[O-][O-] SPAGIJMPHSUYSE-UHFFFAOYSA-N 0.000 description 1
- 229910002651 NO3 Inorganic materials 0.000 description 1
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- KJTLSVCANCCWHF-UHFFFAOYSA-N Ruthenium Chemical compound [Ru] KJTLSVCANCCWHF-UHFFFAOYSA-N 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical class [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 238000005299 abrasion Methods 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- AZDRQVAHHNSJOQ-UHFFFAOYSA-N alumane Chemical class [AlH3] AZDRQVAHHNSJOQ-UHFFFAOYSA-N 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 239000001273 butane Substances 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 239000000571 coke Substances 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 208000012839 conversion disease Diseases 0.000 description 1
- 230000018044 dehydration Effects 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- BBJAUYOZZXBGFB-UHFFFAOYSA-N dialuminum dioxotin oxygen(2-) Chemical compound [O-2].[Al+3].[Sn](=O)=O.[O-2].[O-2].[Al+3] BBJAUYOZZXBGFB-UHFFFAOYSA-N 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 239000007792 gaseous phase Substances 0.000 description 1
- 239000010439 graphite Substances 0.000 description 1
- 229910002804 graphite Inorganic materials 0.000 description 1
- 150000002431 hydrogen Chemical class 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 229910052741 iridium Inorganic materials 0.000 description 1
- GKOZUEZYRPOHIO-UHFFFAOYSA-N iridium atom Chemical compound [Ir] GKOZUEZYRPOHIO-UHFFFAOYSA-N 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 238000003801 milling Methods 0.000 description 1
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- 229910052762 osmium Inorganic materials 0.000 description 1
- SYQBFIAQOQZEGI-UHFFFAOYSA-N osmium atom Chemical compound [Os] SYQBFIAQOQZEGI-UHFFFAOYSA-N 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 229910052763 palladium Inorganic materials 0.000 description 1
- 238000005453 pelletization Methods 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- CLSUSRZJUQMOHH-UHFFFAOYSA-L platinum dichloride Chemical compound Cl[Pt]Cl CLSUSRZJUQMOHH-UHFFFAOYSA-L 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 239000010970 precious metal Substances 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 229910052703 rhodium Inorganic materials 0.000 description 1
- 239000010948 rhodium Substances 0.000 description 1
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 description 1
- 229910052707 ruthenium Inorganic materials 0.000 description 1
- 229930195734 saturated hydrocarbon Natural products 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000001119 stannous chloride Substances 0.000 description 1
- 235000011150 stannous chloride Nutrition 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 229910052717 sulfur Chemical class 0.000 description 1
- 239000011593 sulfur Chemical class 0.000 description 1
- FBEIPJNQGITEBL-UHFFFAOYSA-J tetrachloroplatinum Chemical compound Cl[Pt](Cl)(Cl)Cl FBEIPJNQGITEBL-UHFFFAOYSA-J 0.000 description 1
- HPGGPRDJHPYFRM-UHFFFAOYSA-J tin(iv) chloride Chemical compound Cl[Sn](Cl)(Cl)Cl HPGGPRDJHPYFRM-UHFFFAOYSA-J 0.000 description 1
- 238000009827 uniform distribution Methods 0.000 description 1
- 150000003751 zinc Chemical class 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
- B01J23/38—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals
- B01J23/54—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36
- B01J23/56—Platinum group metals
- B01J23/62—Platinum group metals with gallium, indium, thallium, germanium, tin or lead
- B01J23/622—Platinum group metals with gallium, indium, thallium, germanium, tin or lead with germanium, tin or lead
- B01J23/626—Platinum group metals with gallium, indium, thallium, germanium, tin or lead with germanium, tin or lead with tin
-
- B01J35/30—
-
- 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
- B01J37/02—Impregnation, coating or precipitation
- B01J37/0201—Impregnation
- B01J37/0207—Pretreatment of the support
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C5/00—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms
- C07C5/32—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms by dehydrogenation with formation of free hydrogen
- C07C5/327—Formation of non-aromatic carbon-to-carbon double bonds only
- C07C5/333—Catalytic processes
- C07C5/3335—Catalytic processes with metals
- C07C5/3337—Catalytic processes with metals of the platinum group
-
- 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
- B01J23/005—Spinels
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2521/00—Catalysts comprising the elements, oxides or hydroxides of magnesium, boron, aluminium, carbon, silicon, titanium, zirconium or hafnium
- C07C2521/02—Boron or aluminium; Oxides or hydroxides thereof
- C07C2521/04—Alumina
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2521/00—Catalysts comprising the elements, oxides or hydroxides of magnesium, boron, aluminium, carbon, silicon, titanium, zirconium or hafnium
- C07C2521/06—Silicon, titanium, zirconium or hafnium; Oxides or hydroxides thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2521/00—Catalysts comprising the elements, oxides or hydroxides of magnesium, boron, aluminium, carbon, silicon, titanium, zirconium or hafnium
- C07C2521/06—Silicon, titanium, zirconium or hafnium; Oxides or hydroxides thereof
- C07C2521/08—Silica
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2523/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00
- C07C2523/02—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00 of the alkali- or alkaline earth metals or beryllium
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2523/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00
- C07C2523/06—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00 of zinc, cadmium or mercury
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2523/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00
- C07C2523/14—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00 of germanium, tin or lead
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2523/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00
- C07C2523/38—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00 of noble metals
- C07C2523/40—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00 of noble metals of the platinum group metals
- C07C2523/42—Platinum
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- 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 relates to a catalyst, the preparation of the catalyst and a method with this catalyst for the dehydrogenation of alkanes or alkyl substituents of hydrocarbons.
- the dehydrogenation of hydrocarbons usually takes place in reactors, wherein a holding device is mounted with a suitable catalyst, and flows around a catalyst to be reacted mixture of hydrocarbons catalyst.
- the catalyst should be designed so that it offers the largest possible surface area for the gas mixture flowing around.
- a catalyst is a solid of, for example, cylinders, spheres, foams, or any other suitable form.
- the shaped body may also contain catalytic substances for the dehydrogenation of hydrocarbons.
- additional catalytic substances are applied by various methods on the surface of the moldings.
- a catalyst is generally prepared by different methods.
- First, the molded article is made, with the selected solids undergoing a shaping process such as sintering, pelleting, tabletting, molding or extrusion after milling, mixing.
- a shaping process such as sintering, pelleting, tabletting, molding or extrusion after milling, mixing.
- additional process steps such as drying and calcination can be used.
- impregnation can be used to apply solution containing catalytic materials to the molding, and this process step can be repeated if desired.
- After the impregnation step usually follow other steps such as drying, calcination, washing and repeated drying.
- the patent EP 0559 509 B1 describes a process for the dehydrogenation of aliphatic saturated hydrocarbons, wherein a dehydrogenation catalyst is used which comprises at least one oxide of an element from Groups IIA, IIB, IMA, HIB, IVA and IVB of the Periodic Table, at least one Precious metal of the platinum family, containing at least one additional metal from the elements of group VIIB or IVA and at least one alkali or alkaline earth metal.
- the catalyst also includes halogenated compounds and sulfur.
- the impregnation step is followed by a washing process. Chloride ions are undesirable on the catalyst as they may damage equipment due to their corrosivity during the reaction.
- the wash solution used is deionized water.
- the support may be stabilized with calcium oxide, graphite, stearic acid or polyethylene.
- Catalysts have the properties to reduce the activation energy of the reactants involved in a chemical reaction, and thus to accelerate the chemical reaction. In practice, however, the catalysts become ineffective by side reactions after some time of use, which of course will lead to a reduction in the reaction conversion. In the catalytic dehydrogenation of alkanes occur after a certain reaction time methane, ethane, carbon dioxide and other unwanted by-products, which later have to be separated from the product stream by complex processes. Another byproduct is coke formation on the catalyst, which greatly affects the activity of the catalyst. Therefore, much has been done in the prior art to increase the selectivity of the catalyst, thereby suppressing the Mauillonbil- fertil as possible, or to extend the service life of the catalyst.
- GB 1346856 A discloses a process for the dehydrogenation of alkanes in the presence of water vapor.
- the alkane to be dehydrogenated is passed over a catalyst which is supported on a support of zinc aluminate and tin dioxide and which is reacted with a compound of a metal from group VIII B of the periodic table. is soaked.
- Examples are the metals nickel, platinum, ruthenium, rhodium, palladium, osmium, iridium or mixtures thereof.
- the catalyst may also contain for activation compounds from the group of alkali metals, alkaline earth metals, or the germanium or tin compounds. Detection of tin compounds contained in the catalyst is not described.
- the invention is therefore based on the object to produce a powerful catalyst with higher selectivity and longer life and to provide a method with this catalyst for the dehydrogenation of alkanes with little by-product formation and higher selectivity of the products over the prior art ,
- the object is achieved in that a catalyst for the dehydrogenation of alkanes or alkyl substituents of hydrocarbons containing
- a shaped body consisting of at least one or more oxides of elements of II. to IV. Main or subgroup of the Periodic Table or an oxide mixed compound constructed thereof; wherein the constituents serve as base material of the shaped body;
- an additive component comprising an oxide of an element of IV. main group of the periodic table, which is added during the molding process;
- an active surface component comprising a platinum compound
- an additional surface component which includes a compound of an element of IV. Main Group of the Periodic Table.
- a catalyst for carrying out a catalytic alkane dehydrogenation, the catalyst being based on a shaped body.
- the shaped body consists of at least one or more oxides of elements of II. To IV. Main or subgroup of the Periodic Table or an oxide mixed compound constructed thereof. This mixture of compounds serves as base materials of the molded article. The content of the base materials can make up more than 90% of the components of the catalyst.
- the additive component selected from an oxide of an element of main group IV of the Periodic Table with a minor proportion of 0.1% to 4% of the catalyst, is added during the shaping process. With the additional catalytically active substances of a platinum compound and with a compound of an element of the IV. Main group of the Periodic Table as a surface component of the catalyst of the invention is rounded off.
- a preferred base material of the shaped body for the catalyst for the dehydrogenation of alkanes or alkyl substituents of hydrocarbons is zinc oxide with aluminum oxide (zinc aluminate).
- This compound can be prepared, for example, by a calcination process of zinc oxide and alumina in a high-temperature furnace, with more than 50% being the major constituent of the catalyst.
- the compound zinc aluminate can also be prepared, for example, by a precipitation reaction from an aqueous or alcoholic mixture of a zinc salt solution with an aluminum salt solution.
- moldings which are built up with aluminum oxide, calcium oxide, zinc oxide, zirconium dioxide, magnesium dioxide or silicon dioxide as the main constituent are also suitable.
- the molding material may also consist of mixed phases of selected substances of the aforementioned list. Of course, a combination of the materials within the scope claimed above may also be used as a molding material.
- an oxide of an element of the IV. Main group of the Periodic Table tin dioxide is preferred.
- the additional component has a low concentration in the molding, however, it can detect the characteristic reflection angles of 26.6 °, 33.8 ° and 51, 7 ° noticeable in the X-ray diffraction with the wavelength Cu-K 0 .
- tin dioxide is uniformly distributed over the entire shaped body.
- Catalytically active surface components on the molding additionally increase the service life of the catalyst during operation, on the one hand, the platinum compound with 0.01 to 1.0 mass percent of platinum and on the other hand tin in the form of a compound of an element of the IV.
- Main group of the Periodic Table with the Proportion of 0.1 to 4.0 mass percent are preferred.
- the additional surface component may also be germanium.
- Sintering, pelletizing, tableting, prilling or extrusion process are examples of suitable shaping processes, the optimum shape of the shaped body being chosen depending on the holding device of the catalyst and / or of the reactor.
- the shaped body After the molding process, the shaped body must optionally be calcined or dried. Only then can the active and additional catalytic surface components be applied to the molding by means of impregnation, precipitation or impregnation, for example in the form of salt in aqueous solution, simultaneously or consecutively. If necessary, the process steps can be repeated.
- an oxidic compound is preferred for the shaped body.
- the solids of the oxidic compounds are pulverized, mixed with binders and subjected to a shaping process.
- Further favored variants for the shaped body are also a water-soluble tin salt and one or more water-soluble salts of the metals aluminum zinc calcium or magnesium.
- the aqueous or alcoholic solutions are optionally mixed with deionized water, neutralized and precipitated. After precipitation, the material thus obtained is filtered, dried and processed by a suitable shaping process to the desired shaped body.
- Well-suited forming processes are typically tableting or extrusion. The type of shaping process is left to the skilled person. The goal is usually to obtain an abrasion-resistant molded body with sufficiently high porosity.
- a platinum compound which is particularly suitable for impregnation is hexachloroplatinic acid or its salts.
- other soluble platinum compounds such as platinum (II) halides, platinum (IV) halides are also operational.
- a compound of an element of IV Main group of the periodic table, a water-soluble tin compound such as stannous chloride or stannous nitrate is gladly taken.
- a water-soluble tin compound such as stannous chloride or stannous nitrate is gladly taken.
- the impregnation of the molding with the specified surface component in solutions can be carried out consecutively or simultaneously.
- the impregnation is typically carried out by spraying or impregnating the shaped body with the solution containing the catalytically active substances.
- other methods are suitable as impregnation, which ensure a uniform distribution of the substances to be impregnated on the molding.
- the molding undergoes, as needed, the subsequent process steps calcination, washing and / or drying. Some process steps can also be repeated. Thereafter, the desired catalyst is finished.
- a process for the dehydrogenation of alkanes or alkyl substituents of hydrocarbons is also claimed wherein an alkane or hydrocarbon to be dehydrogenated is passed in admixture with quasi-inert gases through a dehydrogenation reactor charged with the catalyst of the invention.
- a dehydrogenation reactor charged with the catalyst of the invention.
- the usual conditions of alkane dehydrogenation are used.
- the alkane dehydrogenation is carried out at a temperature of 480 to 820 0 C.
- the reaction produces the desired alkene and hydrogen, with the alkene being taken out, and unreacted alkane and water vapor being recycled through the reactor.
- This reaction step is preferably carried out adiabatically or allothermally with external heating. In principle, however, any method and / or device which can carry out such a dehydrogenation reaction is suitable.
- Suitable quasi-inert gases are, for example, water vapor, carbon dioxide or nitrogen. It is also common in some processes to add hydrogen to suppress coking.
- the catalyst according to the invention By carrying out the process with the catalyst according to the invention, one obtains, depending on the reaction carried out, improved conversions and thus an increased reaction rate. In particular, however, one obtains improved selectivity, which corresponds to a reduced formation of by-products. This also requires less catalyst.
- the catalyst according to the invention also has a significantly increased service life. This also contributes to lower operating costs of the entire process.
- the alkane dehydrogenation process step with a subsequent hydrogen combustion process step and to use the catalyst according to the invention.
- the hydrogen is removed from the equilibrium and this shifted in the desired direction, on the other hand thereby heat whereby the gas can be redirected through the dehydrogenation reactor without further heating to react unreacted alkane.
- This process step is preferably carried out at a temperature of 480 to 820 0 C.
- the hydrogen is lyst oxidized at a temperature of 480-820 0 C. Since the hydrogen combustion is exothermic, the heat that develops in this process step for the further endothermic dehydrogenation can be used.
- the catalyst Due to a slight but steady coking, the catalyst must nevertheless be regenerated at regular intervals. This is usually done by passing an oxygen-containing gas, whereby the carbonaceous deposits are burned on the catalyst.
- the first shaped body which is the basis of variants (1) and (2), contains 0.95% tin.
- the variant (1) contains no additional impregnated tin
- the variant (2) contains 0.48% tin, which was applied together with the platinum.
- the variant (2) shows over variant (1) a higher selectivity.
- the second shaped body which forms the basis of variants (3) and (4), contains no tin.
- the variant (3) with an impregnated tin content of 0.95%, which corresponds to the tin content of variant (1) shows in comparison to this also a significant increase in the selectivity at the same conversion, but remains below the selectivity of variant (2).
Abstract
Description
Claims
Priority Applications (11)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP09798881A EP2376225A1 (de) | 2008-12-18 | 2009-12-15 | Variation der zinnimprägnierung eines katalysators zur alkandehydrierung |
JP2011541192A JP2012512015A (ja) | 2008-12-18 | 2009-12-15 | アルカン脱水素化用触媒のスズ含浸の変形 |
CA2747085A CA2747085A1 (en) | 2008-12-18 | 2009-12-15 | Variation of tin impregnation of a catalyst for alkane dehydrogenation |
CN2009801511340A CN102256702A (zh) | 2008-12-18 | 2009-12-15 | 用于烷烃脱氢的催化剂的锡浸渍的变化形式 |
BRPI0917752A BRPI0917752A2 (pt) | 2008-12-18 | 2009-12-15 | catalisador para a desidrogenação de alcanos ou substituintes alquila de hidrocarbonetos, processo para a produção do catalisador, e, processo para a desidrogenação de alcanos |
MX2011006487A MX2011006487A (es) | 2008-12-18 | 2009-12-15 | Variacion de la impregnacion de estaño de un catalizador para la deshidrogenacion de alcanos. |
US13/140,768 US20110301392A1 (en) | 2008-12-18 | 2009-12-15 | Variation of tin impregnation of a catalyst for alkane dehydrogenation |
EA201190060A EA023151B1 (ru) | 2008-12-18 | 2009-12-15 | Способ дегидрирования алканов и катализатор |
MYPI2011002794A MY191090A (en) | 2008-12-18 | 2009-12-15 | Variation of the tin impregnation of a catalyst for the dehydrogenation of alkanes |
EG2011061009A EG27110A (en) | 2008-12-18 | 2011-06-16 | A catalyst for the dehydrogenation of alkanes |
ZA2011/05242A ZA201105242B (en) | 2008-12-18 | 2011-07-15 | Variation of the tin impregnation of a catalyst for the dehydrogenation of alkanes |
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
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DE102008062782.8 | 2008-12-18 | ||
DE102008062782A DE102008062782A1 (de) | 2008-12-18 | 2008-12-18 | Variation der Zinnimprägnierung eines Katalysators zur Alkandehydrierung |
DE102009056539.6 | 2009-12-03 | ||
DE102009056539A DE102009056539A1 (de) | 2009-12-03 | 2009-12-03 | Variation der Zinnimprägnierung eines Katalysators zur Alkandehydrierung |
Publications (2)
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WO2010069548A1 true WO2010069548A1 (de) | 2010-06-24 |
WO2010069548A4 WO2010069548A4 (de) | 2010-08-19 |
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PCT/EP2009/008976 WO2010069548A1 (de) | 2008-12-18 | 2009-12-15 | Variation der zinnimprägnierung eines katalysators zur alkandehydrierung |
Country Status (15)
Country | Link |
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US (1) | US20110301392A1 (de) |
EP (1) | EP2376225A1 (de) |
JP (1) | JP2012512015A (de) |
KR (1) | KR20110097953A (de) |
CN (1) | CN102256702A (de) |
AR (1) | AR074809A1 (de) |
BR (1) | BRPI0917752A2 (de) |
CA (1) | CA2747085A1 (de) |
CL (1) | CL2011001494A1 (de) |
EA (1) | EA023151B1 (de) |
EG (1) | EG27110A (de) |
MX (1) | MX2011006487A (de) |
MY (1) | MY191090A (de) |
WO (1) | WO2010069548A1 (de) |
ZA (1) | ZA201105242B (de) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
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WO2017159371A1 (ja) * | 2016-03-15 | 2017-09-21 | Jxエネルギー株式会社 | 共役ジエンの製造方法 |
Families Citing this family (6)
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CN103420750A (zh) * | 2012-05-16 | 2013-12-04 | 中国石油化工股份有限公司 | 低碳烷烃制烯烃的方法 |
WO2014118194A2 (fr) | 2013-01-29 | 2014-08-07 | IFP Energies Nouvelles | Catalyseur comprenant des oxydes mixtes des éléments aluminium, zinc et manganèse et son utilisation en déshydrogenation |
KR101477413B1 (ko) * | 2013-07-30 | 2014-12-29 | 삼성토탈 주식회사 | 노르말-부탄의 직접 탈수소화 반응용 백금-주석-금속-알루미나 촉매의 제조방법 및 상기 촉매를 이용한 c4 올레핀의 제조방법 |
WO2015152159A1 (ja) * | 2014-03-31 | 2015-10-08 | 三井化学株式会社 | 不飽和炭化水素の製造方法 |
JP7064896B2 (ja) * | 2018-02-15 | 2022-05-11 | Eneos株式会社 | 不飽和炭化水素の製造方法 |
WO2022256132A1 (en) | 2021-06-02 | 2022-12-08 | Exxonmobil Chemical Patents Inc. | Processes for regenerating catalysts and for upgrading alkanes and/or alkyl aromatic hydrocarbons |
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2009
- 2009-12-15 MX MX2011006487A patent/MX2011006487A/es unknown
- 2009-12-15 EA EA201190060A patent/EA023151B1/ru not_active IP Right Cessation
- 2009-12-15 US US13/140,768 patent/US20110301392A1/en not_active Abandoned
- 2009-12-15 WO PCT/EP2009/008976 patent/WO2010069548A1/de active Application Filing
- 2009-12-15 KR KR1020117016383A patent/KR20110097953A/ko active IP Right Grant
- 2009-12-15 MY MYPI2011002794A patent/MY191090A/en unknown
- 2009-12-15 JP JP2011541192A patent/JP2012512015A/ja active Pending
- 2009-12-15 EP EP09798881A patent/EP2376225A1/de not_active Ceased
- 2009-12-15 CN CN2009801511340A patent/CN102256702A/zh active Pending
- 2009-12-15 CA CA2747085A patent/CA2747085A1/en not_active Abandoned
- 2009-12-15 BR BRPI0917752A patent/BRPI0917752A2/pt not_active IP Right Cessation
- 2009-12-18 AR ARP090104988A patent/AR074809A1/es unknown
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2011
- 2011-06-16 EG EG2011061009A patent/EG27110A/xx active
- 2011-06-17 CL CL2011001494A patent/CL2011001494A1/es unknown
- 2011-07-15 ZA ZA2011/05242A patent/ZA201105242B/en unknown
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WO2017159371A1 (ja) * | 2016-03-15 | 2017-09-21 | Jxエネルギー株式会社 | 共役ジエンの製造方法 |
Also Published As
Publication number | Publication date |
---|---|
WO2010069548A4 (de) | 2010-08-19 |
CL2011001494A1 (es) | 2011-10-28 |
AR074809A1 (es) | 2011-02-16 |
US20110301392A1 (en) | 2011-12-08 |
CN102256702A (zh) | 2011-11-23 |
ZA201105242B (en) | 2012-03-28 |
BRPI0917752A2 (pt) | 2019-09-24 |
EP2376225A1 (de) | 2011-10-19 |
CA2747085A1 (en) | 2010-06-24 |
KR20110097953A (ko) | 2011-08-31 |
JP2012512015A (ja) | 2012-05-31 |
EG27110A (en) | 2015-06-16 |
EA023151B1 (ru) | 2016-04-29 |
MY191090A (en) | 2022-05-30 |
MX2011006487A (es) | 2011-09-30 |
EA201190060A1 (ru) | 2012-01-30 |
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