RU2006132349A - Конверсия углеводородов с применением нанокристаллического цеолита y - Google Patents
Конверсия углеводородов с применением нанокристаллического цеолита y Download PDFInfo
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- RU2006132349A RU2006132349A RU2006132349/04A RU2006132349A RU2006132349A RU 2006132349 A RU2006132349 A RU 2006132349A RU 2006132349/04 A RU2006132349/04 A RU 2006132349/04A RU 2006132349 A RU2006132349 A RU 2006132349A RU 2006132349 A RU2006132349 A RU 2006132349A
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- Prior art keywords
- zeolite
- alkylation
- approximately
- alkylated
- catalyst
- Prior art date
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- 229910021536 Zeolite Inorganic materials 0.000 title claims 15
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 title claims 15
- 239000010457 zeolite Substances 0.000 title claims 15
- 150000002430 hydrocarbons Chemical class 0.000 title claims 6
- 239000004215 Carbon black (E152) Substances 0.000 title claims 5
- 229930195733 hydrocarbon Natural products 0.000 title claims 5
- 238000006243 chemical reaction Methods 0.000 title 1
- 238000000034 method Methods 0.000 claims 27
- 238000005804 alkylation reaction Methods 0.000 claims 8
- 230000029936 alkylation Effects 0.000 claims 6
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims 5
- 239000003054 catalyst Substances 0.000 claims 5
- 229940100198 alkylating agent Drugs 0.000 claims 4
- 239000002168 alkylating agent Substances 0.000 claims 4
- 150000001491 aromatic compounds Chemical class 0.000 claims 4
- 229910052809 inorganic oxide Inorganic materials 0.000 claims 4
- 239000006193 liquid solution Substances 0.000 claims 4
- 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 claims 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims 3
- IAQRGUVFOMOMEM-UHFFFAOYSA-N butene Natural products CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 claims 3
- 239000003795 chemical substances by application Substances 0.000 claims 3
- 239000013078 crystal Substances 0.000 claims 3
- 229910052746 lanthanum Inorganic materials 0.000 claims 3
- 229910052708 sodium Inorganic materials 0.000 claims 3
- 239000011734 sodium Substances 0.000 claims 3
- KVNYFPKFSJIPBJ-UHFFFAOYSA-N 1,2-diethylbenzene Chemical compound CCC1=CC=CC=C1CC KVNYFPKFSJIPBJ-UHFFFAOYSA-N 0.000 claims 2
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical compound CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 claims 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 claims 2
- MCMNRKCIXSYSNV-UHFFFAOYSA-N Zirconium dioxide Chemical compound O=[Zr]=O MCMNRKCIXSYSNV-UHFFFAOYSA-N 0.000 claims 2
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 claims 2
- 239000011230 binding agent Substances 0.000 claims 2
- -1 ethylene, propylene, 1-butene Chemical class 0.000 claims 2
- NNPPMTNAJDCUHE-UHFFFAOYSA-N isobutane Chemical compound CC(C)C NNPPMTNAJDCUHE-UHFFFAOYSA-N 0.000 claims 2
- FZLIPJUXYLNCLC-UHFFFAOYSA-N lanthanum atom Chemical compound [La] FZLIPJUXYLNCLC-UHFFFAOYSA-N 0.000 claims 2
- 239000000463 material Substances 0.000 claims 2
- 229910052761 rare earth metal Inorganic materials 0.000 claims 2
- 150000002910 rare earth metals Chemical class 0.000 claims 2
- OKIRBHVFJGXOIS-UHFFFAOYSA-N 1,2-di(propan-2-yl)benzene Chemical compound CC(C)C1=CC=CC=C1C(C)C OKIRBHVFJGXOIS-UHFFFAOYSA-N 0.000 claims 1
- 229910052684 Cerium Inorganic materials 0.000 claims 1
- 229910052777 Praseodymium Inorganic materials 0.000 claims 1
- 150000001336 alkenes Chemical class 0.000 claims 1
- 239000007864 aqueous solution Substances 0.000 claims 1
- 125000003118 aryl group Chemical group 0.000 claims 1
- 230000015572 biosynthetic process Effects 0.000 claims 1
- 229910052804 chromium Inorganic materials 0.000 claims 1
- 229910052802 copper Inorganic materials 0.000 claims 1
- XNMQEEKYCVKGBD-UHFFFAOYSA-N dimethylacetylene Natural products CC#CC XNMQEEKYCVKGBD-UHFFFAOYSA-N 0.000 claims 1
- 229910052737 gold Inorganic materials 0.000 claims 1
- 229910052735 hafnium Inorganic materials 0.000 claims 1
- 238000010438 heat treatment Methods 0.000 claims 1
- 229910052741 iridium Inorganic materials 0.000 claims 1
- 239000001282 iso-butane Substances 0.000 claims 1
- 229910052751 metal Inorganic materials 0.000 claims 1
- 239000002184 metal Substances 0.000 claims 1
- 150000002739 metals Chemical class 0.000 claims 1
- 229910052750 molybdenum Inorganic materials 0.000 claims 1
- 229910052759 nickel Inorganic materials 0.000 claims 1
- 229910052758 niobium Inorganic materials 0.000 claims 1
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 claims 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims 1
- 229910052763 palladium Inorganic materials 0.000 claims 1
- 239000012188 paraffin wax Substances 0.000 claims 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 1
- 229910052697 platinum Inorganic materials 0.000 claims 1
- 239000011148 porous material Substances 0.000 claims 1
- 229910052703 rhodium Inorganic materials 0.000 claims 1
- 229910052707 ruthenium Inorganic materials 0.000 claims 1
- 239000000377 silicon dioxide Substances 0.000 claims 1
- 229910052709 silver Inorganic materials 0.000 claims 1
- 238000003786 synthesis reaction Methods 0.000 claims 1
- 229910052715 tantalum Inorganic materials 0.000 claims 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 claims 1
- 229910052719 titanium Inorganic materials 0.000 claims 1
- 239000010936 titanium Substances 0.000 claims 1
- 239000004408 titanium dioxide Substances 0.000 claims 1
- 238000010555 transalkylation reaction Methods 0.000 claims 1
- 229910052721 tungsten Inorganic materials 0.000 claims 1
- 229910052720 vanadium Inorganic materials 0.000 claims 1
- 229910052726 zirconium Inorganic materials 0.000 claims 1
Classifications
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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
- C07C2/56—Addition to acyclic hydrocarbons
- C07C2/58—Catalytic processes
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- B01J29/00—Catalysts comprising molecular sieves
- B01J29/04—Catalysts comprising molecular sieves having base-exchange properties, e.g. crystalline zeolites
- B01J29/06—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof
- B01J29/08—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof of the faujasite type, e.g. type X or Y
- B01J29/085—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof of the faujasite type, e.g. type X or Y containing rare earth elements, titanium, zirconium, hafnium, zinc, cadmium, mercury, gallium, indium, thallium, tin or lead
- B01J29/088—Y-type faujasite
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- B01J29/084—Y-type faujasite
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- 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
- C01B39/04—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 using at least one organic template directing agent, e.g. an ionic quaternary ammonium compound or an aminated compound
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- C01B39/20—Faujasite type, e.g. type X or Y
- C01B39/24—Type Y
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- C07C2/64—Addition to a carbon atom of a six-membered aromatic ring
- C07C2/66—Catalytic processes
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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
- C07C6/126—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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- C10G29/00—Refining of hydrocarbon oils, in the absence of hydrogen, with other chemicals
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- C07C2529/16—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof of the faujasite type, e.g. type X or Y containing arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium
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- C—CHEMISTRY; METALLURGY
- 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
- C10G2400/00—Products obtained by processes covered by groups C10G9/00 - C10G69/14
- C10G2400/02—Gasoline
-
- C—CHEMISTRY; METALLURGY
- 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
- C10G2400/00—Products obtained by processes covered by groups C10G9/00 - C10G69/14
- C10G2400/30—Aromatics
-
- 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
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- General Life Sciences & Earth Sciences (AREA)
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- Oil, Petroleum & Natural Gas (AREA)
- Inorganic Chemistry (AREA)
- Crystallography & Structural Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Physics & Mathematics (AREA)
- Thermal Sciences (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
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Claims (22)
1. Способ алкилирования углеводородного соединения, включающий a) получение катализатора, содержащего цеолит Y с размером кристалла не более 100 нм; b) осуществление взаимодействия алкилируемого углеводорода с алкилирующим агентом в присутствии указанного катализатора в условиях реакции алкилирования, приводящих к алкилированному продукту.
2. Способ по п.1, где способ алкилирования представляет собой способ алкилирования олефин/парафин.
3. Способ по п.2, где алкилируемым углеводородом является изобутан и алкилирующим агентом является бутен.
4. Способ по п.3, где алкилированный продукт включает бензин с октановым числом по исследовательскому методу, равным, по меньшей мере, 99,5.
5. Способ по п.1, где способ алкилирования представляет собой ароматическое алкилирование.
6. Способ по п.5, где алкилируемым углеводородом является бензол и алкилирующий агент выбирают из группы, включающей этилен, пропилен, 1-бутен, 2-бутен и изобутен.
7. Способ по п.1, где способ алкилирования включает переалкилирование, алкилируемым углеводородом является ароматическое соединение с "голым" циклом и алкилирующим агентом является полиалкилированное ароматическое соединение.
8. Способ по п.7, где ароматическим соединением с "голым" циклом является бензол и полиалкилированное ароматическое соединение выбирают из группы, включающей диэтилбензол и диизопропилбензол.
9. Способ по п.1, где стадия получения катализатора включает a) получение пористого неорганического оксида, b) пропитку пористого неорганического оксида жидким раствором, содержащим неорганический формирующий микропоры направляющий агент, обеспечивающий гидроксид-ионы, где количество жидкого раствора не превышает 100% от объема пор неорганического оксида и концентрация формирующего микропоры направляющего агента в жидком растворе изменяется в диапазоне приблизительно от 25 до 60 мас.%, и c) нагревание пропитанного пористого неорганического оксида при повышенных температурах синтеза на протяжении времени, достаточного для формирования содержащего цеолит продукта.
10. Способ по п.9, где жидкий раствор неорганического формирующего микропоры направляющего агента представляет собой водный раствор гидроксида натрия.
11. Способ по п.1, где цеолит Y имеет размер кристалла приблизительно не более 50 нм.
12. Способ по п.1, где цеолит Y имеет размер кристалла приблизительно не более 25 нм.
13. Способ по п.1, где цеолит Y имеет содержание натрия приблизительно не более 0,2 мас.%.
14. Способ по п.1, где цеолит Y имеет содержание натрия приблизительно не более 0,1 мас.%.
15. Способ по п.1, где цеолит Y имеет содержание натрия приблизительно не более 0,05 мас.%.
16. Способ по п.1, где катализатор включает тугоплавкий оксидный связующий материал.
17. Способ по п.16, где тугоплавкий оксидный связующий материал состоит из одного или более оксидов, выбираемых из группы, включающей диоксид кремния, оксида алюминия, диоксид кремния-оксида алюминия, диоксид титана и диоксид циркония.
18. Способ по п.1, где цеолит Y содержит один или более металлов, выбираемых из группы, включающей Pt, Pd, Ir, Ru, Rh, Os, Fe, Co, Ni, La, Ce, Pr, Ti, Zr, Hf, V, Nb, Ta, Cr, Mo, W, Cu, Ag и Au.
19. Способ по п.1, где цеолит Y включает лантан и где массовое соотношение лантана и цеолита равно, по меньшей мере, 0,04.
20. Способ по п.1, где цеолит Y имеет объемное соотношение мезопор и микропор приблизительно в пределах от 0,2 до 6,0.
21. Способ по п.1, где катализатор имеет площадь поверхности по БЭТ, по меньшей мере, около 275 м2/г и где цеолит Y содержит компонент редкоземельного металла при массовом соотношении редкоземельного металла и цеолита, равном, по меньшей мере, 0,04, где цеолит имеет объемное соотношение мезопор и микропор приблизительно в пределах от 0,2 до 6,0 и размер элементарной ячейки приблизительно от 24,6 Е до 24,9 Е.
22. Способ по п.1, где условия реакции алкилирования включают температуру приблизительно от -40°C до 250°C, давление приблизительно от 1 бар до 100 бар и WHSV приблизительно от 0,1 до 500 ч-1.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US10/774,774 US7361797B2 (en) | 2002-02-05 | 2004-02-09 | Hydrocarbon conversion using nanocrystalline zeolite Y |
| US10/774,774 | 2004-02-09 |
Publications (2)
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| RU2006132349A true RU2006132349A (ru) | 2008-03-20 |
| RU2327520C1 RU2327520C1 (ru) | 2008-06-27 |
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| EP (1) | EP1713748B1 (ru) |
| JP (1) | JP4869948B2 (ru) |
| KR (2) | KR101121424B1 (ru) |
| CN (1) | CN1918088A (ru) |
| AR (1) | AR047596A1 (ru) |
| BR (1) | BRPI0507362B1 (ru) |
| CA (1) | CA2553682C (ru) |
| DE (1) | DE602005009499D1 (ru) |
| MY (1) | MY140013A (ru) |
| RU (1) | RU2327520C1 (ru) |
| TW (1) | TWI373452B (ru) |
| WO (1) | WO2005077866A1 (ru) |
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| US20080154083A1 (en) | 2008-06-26 |
| RU2327520C1 (ru) | 2008-06-27 |
| TW200528397A (en) | 2005-09-01 |
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| EP1713748A1 (en) | 2006-10-25 |
| KR20060116220A (ko) | 2006-11-14 |
| BRPI0507362A (pt) | 2007-07-03 |
| TWI373452B (en) | 2012-10-01 |
| AR047596A1 (es) | 2006-01-25 |
| US7495143B2 (en) | 2009-02-24 |
| KR101186912B1 (ko) | 2012-10-02 |
| US7361797B2 (en) | 2008-04-22 |
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| JP2007523075A (ja) | 2007-08-16 |
| KR20120001806A (ko) | 2012-01-04 |
| DE602005009499D1 (de) | 2008-10-16 |
| CA2553682C (en) | 2012-09-18 |
| BRPI0507362B1 (pt) | 2014-05-20 |
| US20040162454A1 (en) | 2004-08-19 |
| KR101121424B1 (ko) | 2012-03-15 |
| MY140013A (en) | 2009-11-30 |
| WO2005077866A1 (en) | 2005-08-25 |
| CA2553682A1 (en) | 2005-08-25 |
| EP1713748B1 (en) | 2008-09-03 |
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