JP2010527770A - 炭化水素の転化のための触媒、並びにその製造プロセスおよび使用プロセス - Google Patents
炭化水素の転化のための触媒、並びにその製造プロセスおよび使用プロセス Download PDFInfo
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- JP2010527770A JP2010527770A JP2010509397A JP2010509397A JP2010527770A JP 2010527770 A JP2010527770 A JP 2010527770A JP 2010509397 A JP2010509397 A JP 2010509397A JP 2010509397 A JP2010509397 A JP 2010509397A JP 2010527770 A JP2010527770 A JP 2010527770A
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- Prior art keywords
- zeolite
- group
- metal
- catalyst
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- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
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- 229910052776 Thorium Inorganic materials 0.000 description 1
- LCKIEQZJEYYRIY-UHFFFAOYSA-N Titanium ion Chemical compound [Ti+4] LCKIEQZJEYYRIY-UHFFFAOYSA-N 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- 238000002441 X-ray diffraction Methods 0.000 description 1
- PTFCDOFLOPIGGS-UHFFFAOYSA-N Zinc dication Chemical compound [Zn+2] PTFCDOFLOPIGGS-UHFFFAOYSA-N 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
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- VXAUWWUXCIMFIM-UHFFFAOYSA-M aluminum;oxygen(2-);hydroxide Chemical compound [OH-].[O-2].[Al+3] VXAUWWUXCIMFIM-UHFFFAOYSA-M 0.000 description 1
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- PWOSZCQLSAMRQW-UHFFFAOYSA-N beryllium(2+) Chemical compound [Be+2] PWOSZCQLSAMRQW-UHFFFAOYSA-N 0.000 description 1
- FRWDHMWMHYXNLW-UHFFFAOYSA-N boron(3+) Chemical compound [B+3] FRWDHMWMHYXNLW-UHFFFAOYSA-N 0.000 description 1
- 239000001273 butane Substances 0.000 description 1
- TVFDJXOCXUVLDH-UHFFFAOYSA-N caesium atom Chemical compound [Cs] TVFDJXOCXUVLDH-UHFFFAOYSA-N 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 238000001311 chemical methods and process Methods 0.000 description 1
- 238000012993 chemical processing Methods 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
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- 229910052804 chromium Inorganic materials 0.000 description 1
- 239000011651 chromium Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- XXBDWLFCJWSEKW-UHFFFAOYSA-N dimethylbenzylamine Chemical compound CN(C)CC1=CC=CC=C1 XXBDWLFCJWSEKW-UHFFFAOYSA-N 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 125000002534 ethynyl group Chemical group [H]C#C* 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 150000002222 fluorine compounds Chemical class 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
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- 238000004817 gas chromatography Methods 0.000 description 1
- CULSIAXQVSZNSV-UHFFFAOYSA-N germanium(4+) Chemical compound [Ge+4] CULSIAXQVSZNSV-UHFFFAOYSA-N 0.000 description 1
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- SWQJXJOGLNCZEY-UHFFFAOYSA-N helium atom Chemical compound [He] SWQJXJOGLNCZEY-UHFFFAOYSA-N 0.000 description 1
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- 238000001027 hydrothermal synthesis Methods 0.000 description 1
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- 239000012535 impurity Substances 0.000 description 1
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- APFVFJFRJDLVQX-UHFFFAOYSA-N indium atom Chemical compound [In] APFVFJFRJDLVQX-UHFFFAOYSA-N 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 238000005342 ion exchange Methods 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
- 229910052742 iron Inorganic materials 0.000 description 1
- JJWLVOIRVHMVIS-UHFFFAOYSA-N isopropylamine Chemical compound CC(C)N JJWLVOIRVHMVIS-UHFFFAOYSA-N 0.000 description 1
- 150000007517 lewis acids Chemical class 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
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- CRVGTESFCCXCTH-UHFFFAOYSA-N methyl diethanolamine Chemical compound OCCN(C)CCO CRVGTESFCCXCTH-UHFFFAOYSA-N 0.000 description 1
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- 239000003498 natural gas condensate Substances 0.000 description 1
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- GUCVJGMIXFAOAE-UHFFFAOYSA-N niobium atom Chemical compound [Nb] GUCVJGMIXFAOAE-UHFFFAOYSA-N 0.000 description 1
- 150000002823 nitrates Chemical class 0.000 description 1
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- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
- 229910052762 osmium Inorganic materials 0.000 description 1
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- 235000006408 oxalic acid Nutrition 0.000 description 1
- PVADDRMAFCOOPC-UHFFFAOYSA-N oxogermanium Chemical compound [Ge]=O PVADDRMAFCOOPC-UHFFFAOYSA-N 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 description 1
- 229910052763 palladium Inorganic materials 0.000 description 1
- 231100000572 poisoning Toxicity 0.000 description 1
- 230000000607 poisoning effect Effects 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 150000003856 quaternary ammonium compounds Chemical class 0.000 description 1
- 239000012429 reaction media Substances 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 230000008929 regeneration Effects 0.000 description 1
- 238000011069 regeneration method Methods 0.000 description 1
- 229910052702 rhenium Inorganic materials 0.000 description 1
- WUAPFZMCVAUBPE-UHFFFAOYSA-N rhenium atom Chemical compound [Re] WUAPFZMCVAUBPE-UHFFFAOYSA-N 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
- 229910052701 rubidium Inorganic materials 0.000 description 1
- IGLNJRXAVVLDKE-UHFFFAOYSA-N rubidium atom Chemical compound [Rb] IGLNJRXAVVLDKE-UHFFFAOYSA-N 0.000 description 1
- 229910052707 ruthenium Inorganic materials 0.000 description 1
- RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 1
- 229910052814 silicon oxide Inorganic materials 0.000 description 1
- 235000019983 sodium metaphosphate Nutrition 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 238000001694 spray drying Methods 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 239000000271 synthetic detergent Substances 0.000 description 1
- YBRBMKDOPFTVDT-UHFFFAOYSA-N tert-butylamine Chemical compound CC(C)(C)N YBRBMKDOPFTVDT-UHFFFAOYSA-N 0.000 description 1
- YJBKVPRVZAQTPY-UHFFFAOYSA-J tetrachlorostannane;dihydrate Chemical compound O.O.Cl[Sn](Cl)(Cl)Cl YJBKVPRVZAQTPY-UHFFFAOYSA-J 0.000 description 1
- 229940073455 tetraethylammonium hydroxide Drugs 0.000 description 1
- LRGJRHZIDJQFCL-UHFFFAOYSA-M tetraethylazanium;hydroxide Chemical compound [OH-].CC[N+](CC)(CC)CC LRGJRHZIDJQFCL-UHFFFAOYSA-M 0.000 description 1
- FBEVECUEMUUFKM-UHFFFAOYSA-M tetrapropylazanium;chloride Chemical compound [Cl-].CCC[N+](CCC)(CCC)CCC FBEVECUEMUUFKM-UHFFFAOYSA-M 0.000 description 1
- LPSKDVINWQNWFE-UHFFFAOYSA-M tetrapropylazanium;hydroxide Chemical compound [OH-].CCC[N+](CCC)(CCC)CCC LPSKDVINWQNWFE-UHFFFAOYSA-M 0.000 description 1
- 150000003568 thioethers Chemical class 0.000 description 1
- GZNAASVAJNXPPW-UHFFFAOYSA-M tin(4+) chloride dihydrate Chemical compound O.O.[Cl-].[Sn+4] GZNAASVAJNXPPW-UHFFFAOYSA-M 0.000 description 1
- FWPIDFUJEMBDLS-UHFFFAOYSA-L tin(II) chloride dihydrate Substances O.O.Cl[Sn]Cl FWPIDFUJEMBDLS-UHFFFAOYSA-L 0.000 description 1
- 238000010555 transalkylation reaction Methods 0.000 description 1
- DQWPFSLDHJDLRL-UHFFFAOYSA-N triethyl phosphate Chemical compound CCOP(=O)(OCC)OCC DQWPFSLDHJDLRL-UHFFFAOYSA-N 0.000 description 1
- YFTHZRPMJXBUME-UHFFFAOYSA-N tripropylamine Chemical compound CCCN(CCC)CCC YFTHZRPMJXBUME-UHFFFAOYSA-N 0.000 description 1
- 229930195735 unsaturated hydrocarbon Natural products 0.000 description 1
- 229910052720 vanadium Inorganic materials 0.000 description 1
- GPPXJZIENCGNKB-UHFFFAOYSA-N vanadium Chemical compound [V]#[V] GPPXJZIENCGNKB-UHFFFAOYSA-N 0.000 description 1
- 238000004073 vulcanization Methods 0.000 description 1
Classifications
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- B—PERFORMING OPERATIONS; TRANSPORTING
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- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J29/00—Catalysts comprising molecular sieves
- B01J29/04—Catalysts comprising molecular sieves having base-exchange properties, e.g. crystalline zeolites
- B01J29/06—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof
- B01J29/40—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof of the pentasil type, e.g. types ZSM-5, ZSM-8 or ZSM-11, as exemplified by patent documents US3702886, GB1334243 and US3709979, respectively
- B01J29/42—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof of the pentasil type, e.g. types ZSM-5, ZSM-8 or ZSM-11, as exemplified by patent documents US3702886, GB1334243 and US3709979, respectively containing iron group metals, noble metals or copper
- B01J29/44—Noble metals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C1/00—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon
- C07C1/20—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from organic compounds containing only oxygen atoms as heteroatoms
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
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- B01J29/00—Catalysts comprising molecular sieves
- B01J29/04—Catalysts comprising molecular sieves having base-exchange properties, e.g. crystalline zeolites
- B01J29/047—Germanosilicates; Aluminogermanosilicates
-
- 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
- B01J29/00—Catalysts comprising molecular sieves
- B01J29/04—Catalysts comprising molecular sieves having base-exchange properties, e.g. crystalline zeolites
- B01J29/06—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof
- B01J29/40—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof of the pentasil type, e.g. types ZSM-5, ZSM-8 or ZSM-11, as exemplified by patent documents US3702886, GB1334243 and US3709979, respectively
- B01J29/405—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof of the pentasil type, e.g. types ZSM-5, ZSM-8 or ZSM-11, as exemplified by patent documents US3702886, GB1334243 and US3709979, respectively containing rare earth elements, titanium, zirconium, hafnium, zinc, cadmium, mercury, gallium, indium, thallium, tin or lead
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- B—PERFORMING OPERATIONS; TRANSPORTING
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- B01J29/00—Catalysts comprising molecular sieves
- B01J29/86—Borosilicates; Aluminoborosilicates
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
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- B01J37/00—Processes, in general, for preparing catalysts; Processes, in general, for activation of catalysts
- B01J37/02—Impregnation, coating or precipitation
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
- C01B39/00—Compounds having molecular sieve and base-exchange properties, e.g. crystalline zeolites; Their preparation; After-treatment, e.g. ion-exchange or dealumination
- C01B39/02—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof; Direct preparation thereof; Preparation thereof starting from a reaction mixture containing a crystalline zeolite of another type, or from preformed reactants; After-treatment thereof
- C01B39/36—Pentasil type, e.g. types ZSM-5, ZSM-8 or ZSM-11
- C01B39/38—Type ZSM-5
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- C07C2/00—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms
- C07C2/02—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons
- C07C2/04—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons by oligomerisation of well-defined unsaturated hydrocarbons without ring formation
- C07C2/06—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons by oligomerisation of well-defined unsaturated hydrocarbons without ring formation of alkenes, i.e. acyclic hydrocarbons having only one carbon-to-carbon double bond
- C07C2/08—Catalytic processes
- C07C2/12—Catalytic processes with crystalline alumino-silicates or with catalysts comprising molecular sieves
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- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2/00—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms
- C07C2/02—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons
- C07C2/04—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons by oligomerisation of well-defined unsaturated hydrocarbons without ring formation
- C07C2/06—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons by oligomerisation of well-defined unsaturated hydrocarbons without ring formation of alkenes, i.e. acyclic hydrocarbons having only one carbon-to-carbon double bond
- C07C2/08—Catalytic processes
- C07C2/24—Catalytic processes with metals
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- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2/00—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms
- C07C2/54—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition of unsaturated hydrocarbons to saturated hydrocarbons or to hydrocarbons containing a six-membered aromatic ring with no unsaturation outside the aromatic ring
- C07C2/64—Addition to a carbon atom of a six-membered aromatic ring
- C07C2/66—Catalytic processes
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- C07C2/00—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms
- C07C2/76—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by condensation of hydrocarbons with partial elimination of hydrogen
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- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C6/00—Preparation of hydrocarbons from hydrocarbons containing a different number of carbon atoms by redistribution reactions
- C07C6/08—Preparation of hydrocarbons from hydrocarbons containing a different number of carbon atoms by redistribution reactions by conversion at a saturated carbon-to-carbon bond
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- C07C6/00—Preparation of hydrocarbons from hydrocarbons containing a different number of carbon atoms by redistribution reactions
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- C07C6/12—Preparation of hydrocarbons from hydrocarbons containing a different number of carbon atoms by redistribution reactions by conversion at a saturated carbon-to-carbon bond of exclusively hydrocarbons containing a six-membered aromatic ring
- C07C6/123—Preparation of hydrocarbons from hydrocarbons containing a different number of carbon atoms by redistribution reactions by conversion at a saturated carbon-to-carbon bond of exclusively hydrocarbons containing a six-membered aromatic ring of only one hydrocarbon
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C6/00—Preparation of hydrocarbons from hydrocarbons containing a different number of carbon atoms by redistribution reactions
- C07C6/08—Preparation of hydrocarbons from hydrocarbons containing a different number of carbon atoms by redistribution reactions by conversion at a saturated carbon-to-carbon bond
- C07C6/12—Preparation of hydrocarbons from hydrocarbons containing a different number of carbon atoms by redistribution reactions by conversion at a saturated carbon-to-carbon bond of exclusively hydrocarbons containing a six-membered aromatic ring
- C07C6/126—Preparation of hydrocarbons from hydrocarbons containing a different number of carbon atoms by redistribution reactions by conversion at a saturated carbon-to-carbon bond of exclusively hydrocarbons containing a six-membered aromatic ring of more than one hydrocarbon
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- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10G—CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
- C10G1/00—Production of liquid hydrocarbon mixtures from oil-shale, oil-sand, or non-melting solid carbonaceous or similar materials, e.g. wood, coal
- C10G1/04—Production of liquid hydrocarbon mixtures from oil-shale, oil-sand, or non-melting solid carbonaceous or similar materials, e.g. wood, coal by extraction
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- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10G—CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
- C10G11/00—Catalytic cracking, in the absence of hydrogen, of hydrocarbon oils
- C10G11/02—Catalytic cracking, in the absence of hydrogen, of hydrocarbon oils characterised by the catalyst used
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- C10G—CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
- C10G25/00—Refining of hydrocarbon oils in the absence of hydrogen, with solid sorbents
- C10G25/02—Refining of hydrocarbon oils in the absence of hydrogen, with solid sorbents with ion-exchange material
- C10G25/03—Refining of hydrocarbon oils in the absence of hydrogen, with solid sorbents with ion-exchange material with crystalline alumino-silicates, e.g. molecular sieves
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- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
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Abstract
Description
に示される値を有する三成分図の点ABCDおよびEにより画成される五角形組成区域内に含まれるようなものである。
Sn−Ge−ZSM−5の合成
使用した化学薬品:
塩化スズ(II)二水和物、SnCl2・2H2O、98%;Sigma-Aldrich;
水酸化ナトリウムNaOH;50質量%の水溶液;Sigma-Aldrich;
酸化ゲルマニウムGeO2、99.99%;米国GTAH68002のGermanium Corporation;
アルミン酸ナトリウム(23.6%のAl2O3;19.4%のNa2O;57.0%のH2O);Southern Ionics;
「Ludox AS−40」コロイドシリカ、水中40質量%の懸濁液;Aldrich;
臭化テトラプロピルアンモニウムTPABr、98%;Alfa-Aesar;
酢酸、99.7%;Aldrich
溶液1
2.21gの塩化スズ二水和物を55gの脱イオン水中に溶解させた。この溶液に25.98gの水酸化ナトリウム溶液を撹拌しながら加えた。この溶液に1.0462gのGeO2も溶解させた。
3.84gのアルミン酸ナトリウムを50gの脱イオン水中で均質化させた。
28.12gのTPABrを100gの脱イオン水中に溶解させた。
研究室で調製した3.8gのSnGeZSM−5を200mlのCsNO3(0.5M)水溶液で洗浄し、濾過した。次いで、濾液を0.5MのCsNO3でさらに3回洗浄し、最後の濾過の際に脱イオン水で濯いだ。次いで、ゼオライト粉末を空気中において280℃で3時間に亘りか焼した。
Ge−B−ZSM−5の合成
使用した化学薬品:
ホウ酸H3BO3;99.99%;Aldrich;
水酸化ナトリウム;>98%;Aldrich;
臭化テトラプロピルアンモニウム(CH3(CH2)2)4NBr;98%;Alfa-Aesar;
二酸化ゲルマニウムGeO2;米国GTAH68002のGermanium Corporation;
「Ludox HS−30」SiO2、コロイドシリカ、水中30質量%の懸濁液;Sigma-Aldrich;
2.304gの水酸化ナトリウムを184gの脱イオン水中に溶解させた。この溶液に、0.96gのホウ酸を、次いで、28.96gの臭化テトラプロピルアンモニウムを、撹拌しながら溶解させた。1.2527gの二酸化ゲルマニウムを、撹拌子ながら、徐々に溶解させた。35.2gの「Ludox HS−30」を溶液に入れた後、ゲルが形成された。ゲルを約15分間に亘り撹拌した(pH=12.76)。
研究室で調製した2.4gのBGeZSM−5を150mlのCsNO3(0.5M)水溶液で洗浄し、濾過した。次いで、濾液を0.5MのCsNO3でさらに3回洗浄し、最後の濾過の際に脱イオン水で濯いだ。次いで、ゼオライト粉末を空気中において280℃で3時間に亘りか焼した。
B−ZSM−5の合成
使用した化学薬品:
ホウ酸H3BO3;99.99%;Aldrich;
水酸化ナトリウムNaOH;>98%;Aldrich;
臭化テトラプロピルアンモニウム(CH3(CH2)2)4NBr;98%;Alfa-Aesar;
「Ludox HS−30」SiO2、コロイドシリカ、水中30質量%の懸濁液;Sigma-Aldrich;
2.88gの水酸化ナトリウムを230gの脱イオン水中に溶解させた。次いで、この溶液に、1.2gのホウ酸を、次いで、36.20gの臭化テトラプロピルアンモニウムを、撹拌しながら溶解させた。シリカ源の「Ludox HS−30」を44.0g溶液に入れた後、淡色のゲルが形成された。
0.9925gの脱イオン水中に溶解させた0.0402gのPt(NH2)4(NO3)2溶液を2.011gの研究室で調製したBZSM−5に滴下で加えることによって、初期湿式含浸を行った。この材料を、110℃の乾燥炉内で1時間に亘り乾燥させ、次いで、280℃で3時間に亘りか焼した。元素分析により、44.99質量%のSi、0.682質量%のNa、および0.94質量%のPtが得られた。ホウ素含有量が測定されなかった。
1%のPt/CsBZSM−5の合成
研究室で調製した2.7gのBZSM−5を150mlのCsNO3(0.5M)水溶液で洗浄し、濾過した。次いで、濾液を0.5MのCsNO3でさらに3回洗浄し、最後の濾過の際に脱イオン水で濯いだ。次いで、ゼオライト粉末を空気中において280℃で3時間に亘りか焼した。
使用した化学薬品:
ホウ酸H3BO3;99.99%;Aldrich;
水酸化ナトリウムNaOH;>98%;Aldrich;
アルミン酸ナトリウムNaAlO2(23.6質量%のAl2O3;19.4質量%のNa2O;57.0質量%のH2O);Southern Ionics;
臭化テトラプロピルアンモニウム(CH3(CH2)2)4NBr;98%;Alfa-Aesar;
「Ludox HS−30」SiO2、コロイドシリカ、水中30質量%の懸濁液;Sigma-Aldrich;
3.7939gの水酸化ナトリウムを345gの脱イオン水中に溶解させた。この溶液に、1.8gのホウ酸を溶解させた。次いで、アルミン酸ナトリウム(1.3582g)を加え、次いで、54.3gの臭化テトラプロピルアンモニウムを、撹拌しながら同じ溶液に溶解させた。「Ludox HS−30」(66.0g)を溶液に入れた後、ゲルが形成された。ゲルを約10〜15分間に亘り撹拌した(pH=13.03)。1Lのステンレス鋼製オートクレーブ内において、撹拌しながら(100rpm)5日間に亘り165℃で結晶化を行った。分析結果は、37.5質量%のSi;0.248質量%のB;0.97質量%のAlである。
研究室で調製した2.7gのBZSM−5を150mlのCsNO3(0.5M)水溶液で洗浄し、濾過した。次いで、濾液を0.5MのCsNO3でさらに3回洗浄し、最後の濾過の際に脱イオン水で濯いだ。次いで、ゼオライト粉末を空気中において280℃で3時間に亘りか焼した。
Ge−B−ZSM−5の合成
使用した化学薬品:
ホウ酸H3BO3;99.99%;Aldrich;
水酸化ナトリウムNaOH;>98%;Aldrich;
臭化テトラプロピルアンモニウム(CH3(CH2)2)4NBr;98%;Alfa-Aesar;
二酸化ゲルマニウムGeO2;米国GTAH68002のGermanium Corporation;
「Ludox HS−30」SiO2、コロイドシリカ、水中30質量%の懸濁液;Sigma-Aldrich;
2.304gの水酸化ナトリウムを1840gの脱イオン水中に溶解させた。次いで、この溶液に、0.96gのホウ酸を、次いで、28.96gの臭化テトラプロピルアンモニウムを、撹拌しながら溶解させた。1.2527gの二酸化ゲルマニウムを、撹拌しながら徐々に溶解させた。35.2gの「Ludox HS−30」を溶液に入れた後、ゲルが形成された。ゲルを約15分間に亘り撹拌した(pH=12.76)。300mlのステンレス鋼製オートクレーブ内において、撹拌しながら(100rpm)5日間に亘り165℃で結晶化を行った。分析結果は、41.6質量%のSi;0.41質量%のB;0.83質量%のGeである。
0.96gの脱イオン水中に溶解させた0.0412gのPt(NH2)4(NO3)2溶液を2.003gの研究室で調製したGeBZSM−5に滴下で加えることによって、初期湿式含浸を行った。この材料を、110℃の乾燥炉内で1時間に亘り乾燥させ、次いで、空気中において280℃で3時間に亘りか焼した。
全ての触媒は、同じ手法にしたがってテストした。不活性石英片と混合された触媒粒子を、外径1/4インチ(約0.64cm)の栓流式反応装置中に充填した。n−ヘキサンを、約150℃の温度で流動水素の流れ中に気化させた。このガス混合物を8.6h-1のLHSVで反応装置に通し、反応装置は、外部の加熱ジャケットにより515℃の温度に維持した。反応生成物をガスクロマトグラフィーにより分析した。メタンからジメチルナフタレンまでのサイズに及ぶ生成物が観察された。イソヘキサン(例えば、2−メチルペンタン)およびオレフィン(例えば、1−ヘキセン)を含む様々なC6異性化生成物が観察された。転化率および選択率を計算する目的で、これらのC6生成物は、未反応であると考えた。報告された選択率は、生成されたベンゼン、トルエン、キシレンおよびエチルベンゼンの合計を、回収された全ベンゼン、C1〜C5、およびC7+材料の総量で割ったものとして計算した。これらの選択率は、C6モル基準で表されている。
Claims (31)
- 炭化水素の転化のための触媒であって、
a) ゼオライトの骨格中に組み込まれたゲルマニウムおよびスズとホウ素からなる群より選択される少なくとも1種類の元素を有するゼオライト、および
b) 前記ゼオライト上に堆積した第10族から選択された少なくとも1種類の金属、
を有してなる触媒。 - 前記ゼオライト上に堆積した金属が白金であることを特徴とする請求項1記載の触媒。
- 前記ゼオライトがMFI(ZSM−5)であることを特徴とする請求項1記載の触媒。
- 前記ゼオライトが非酸性であることを特徴とする請求項1記載の触媒。
- ゼオライトを合成するプロセスであって、
a) ゼオライトの骨格中に組み込まれたゲルマニウムおよびスズとホウ素からなる群より選択される少なくとも1種類の元素を含有するゼオライトを調製する工程、
b) 前記ゼオライト上に、第10族から選択される少なくとも1種類の金属を堆積させる工程、および
c) 前記ゼオライトの調製中、もしくは前記ゼオライトに第10族から選択される少なくとも1種類の金属を堆積させる前または前記ゼオライトに第10族から選択される少なくとも1種類の金属を堆積させた後に、前記ゼオライトをか焼する工程、
を有してなるプロセス。 - 前記ゼオライト上に堆積した金属が白金であることを特徴とする請求項5記載のプロセス。
- 前記ゼオライトがMFI(ZSM−5)であることを特徴とする請求項5記載のプロセス。
- 前記ゼオライトが、アルカリ金属またはアルカリ土類金属により塩基交換されて、該ゼオライトが非酸性となっていることを特徴とする請求項5記載のプロセス。
- 炭化水素の転化プロセスであって、
a) 分子当たり2から12の炭素原子を有する、アルカン、オレフィンまたはそれらの混合物を含有する炭化水素流を、少なくとも1種類のゼオライト系触媒と接触させる工程であって、前記ゼオライトが、該ゼオライトの骨格中に組み込まれたゲルマニウムおよびスズとホウ素からなる群より選択される少なくとも1種類の元素を含有し、第10族から選択された少なくとも1種類の金属が、前記ゼオライト上に堆積されているものである工程、および
b) 生成物を回収する工程、
を有してなるプロセス。 - 前記ゼオライト上に堆積した金属が白金であることを特徴とする請求項9記載のプロセス。
- 前記ゼオライトがMFI(ZSM−5)であることを特徴とする請求項9記載のプロセス。
- 前記ゼオライトが非酸性であることを特徴とする請求項9記載のプロセス。
- 前記アルカンまたは前記オレフィンが、直鎖、分岐鎖、または環式またはそれらの混合であることを特徴とする請求項9記載のプロセス。
- 炭化水素の転化のための触媒であって、
a) ゼオライトの骨格に組み込まれたホウ素を有するゼオライト、
b) 前記ゼオライト上に堆積した第10族から選択される少なくとも1種類の金属、
を有してなる触媒。 - 前記ゼオライト上に堆積した金属が白金であることを特徴とする請求項14記載の触媒。
- 前記ゼオライトがMFI(ZSM−5)であることを特徴とする請求項14記載の触媒。
- 前記ゼオライトがアルミニウムを含まないことを特徴とする請求項14記載の触媒。
- 前記ゼオライトが、アルカリ金属またはアルカリ土類金属により塩基交換されて、該ゼオライトが非酸性となっていることを特徴とする請求項14記載の触媒。
- ゼオライトを合成するプロセスであって、
a) ゼオライトの骨格中に組み込まれたホウ素を含有するゼオライトを調製する工程、
b) 前記ゼオライト上に、第10族から選択される少なくとも1種類の金属を堆積させる工程、および
c) 前記ゼオライトの調製中、もしくは、前記ゼオライトに第10族から選択される少なくとも1種類の金属を堆積させる前または前記ゼオライトに第10族から選択される少なくとも1種類の金属を堆積させた後に、前記ゼオライトをか焼する工程、
を有してなるプロセス。 - 前記ゼオライト上に堆積した金属が白金であることを特徴とする請求項19記載のプロセス。
- 前記ゼオライトがMFI(ZSM−5)であることを特徴とする請求項19記載のプロセス。
- 前記ゼオライトがアルミニウムを含まないことを特徴とする請求項19記載のプロセス。
- 前記ゼオライトが、アルカリ金属またはアルカリ土類金属により塩基交換されて、該ゼオライトが非酸性となっていることを特徴とする請求項19記載のプロセス。
- 炭化水素の転化プロセスであって、
a) 分子当たり2から12の炭素原子を有する、アルカン、オレフィンまたはそれらの混合物を含有する炭化水素流を、少なくとも1種類のゼオライト系触媒と接触させる工程であって、前記ゼオライトが、該ゼオライトの骨格中に組み込まれたホウ素を含有し、第10族から選択された少なくとも1種類の金属が、前記ゼオライト上に堆積されているものである工程、および
b) 生成物を回収する工程、
を有してなるプロセス。 - 前記ゼオライト上に堆積した金属が白金であることを特徴とする請求項24記載のプロセス。
- 前記ゼオライトがMFI(ZSM−5)であることを特徴とする請求項24記載のプロセス。
- 前記ゼオライトがアルミニウムを含まないことを特徴とする請求項24記載のプロセス。
- 前記アルカンまたは前記オレフィンが、直鎖、分岐鎖、または環式またはそれらの混合であることを特徴とする請求項24記載のプロセス。
- 前記ゼオライトが、アルカリ金属またはアルカリ土類金属により塩基交換されて、該ゼオライトが非酸性となっていることを特徴とする請求項24記載のプロセス。
- ゼオライトの骨格中に組み込まれたゲルマニウムおよびスズとホウ素からなる群より選択される少なくとも1種類の元素を有するZSM−5ゼオライトを有してなるゼオライト。
- ゼオライトを合成するプロセスであって、
a) ゼオライトの骨格中に組み込まれたゲルマニウムおよびスズとホウ素からなる群より選択される少なくとも1種類の元素を含有するZSM−5ゼオライトを調製する工程、および
b) 前記ゼオライトをか焼する工程、
を有してなるプロセス。
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US12/125,796 US9221723B2 (en) | 2007-05-24 | 2008-05-22 | Catalyst for conversion of hydrocarbons, process of making and process of using thereof—incorporation-1 |
PCT/US2008/006631 WO2008147543A1 (en) | 2007-05-24 | 2008-05-23 | Catalyst for conversion of hydrocarbons, process of making and process of using thereof - incorporation-1 |
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- 2008-05-23 CN CN200880021428A patent/CN101687184A/zh active Pending
- 2008-05-23 JP JP2010509397A patent/JP5323819B2/ja not_active Expired - Fee Related
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Cited By (3)
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JP2016518249A (ja) * | 2013-04-23 | 2016-06-23 | サウディ ベーシック インダストリーズ コーポレイション | 炭化水素芳香族化触媒を調製する方法、その触媒、およびその触媒の使用 |
JPWO2018051869A1 (ja) * | 2016-09-14 | 2019-06-24 | 住友化学株式会社 | ε−カプロラクタムの製造方法 |
JP7104298B2 (ja) | 2018-02-06 | 2022-07-21 | 東ソー株式会社 | 新規ゼオライト及びこれを含む炭化水素吸着剤 |
Also Published As
Publication number | Publication date |
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CN101687184A (zh) | 2010-03-31 |
KR20100024957A (ko) | 2010-03-08 |
US9221723B2 (en) | 2015-12-29 |
JP5323819B2 (ja) | 2013-10-23 |
WO2008147543A1 (en) | 2008-12-04 |
EP2170509A4 (en) | 2010-09-01 |
EP2170509A1 (en) | 2010-04-07 |
EP2170509B1 (en) | 2015-08-19 |
US20080293989A1 (en) | 2008-11-27 |
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