JP2002187885A - メソポ−ラスなゼオライトの存在下に炭化水素を接触的選択的酸化する方法 - Google Patents
メソポ−ラスなゼオライトの存在下に炭化水素を接触的選択的酸化する方法Info
- Publication number
- JP2002187885A JP2002187885A JP2001291134A JP2001291134A JP2002187885A JP 2002187885 A JP2002187885 A JP 2002187885A JP 2001291134 A JP2001291134 A JP 2001291134A JP 2001291134 A JP2001291134 A JP 2001291134A JP 2002187885 A JP2002187885 A JP 2002187885A
- Authority
- JP
- Japan
- Prior art keywords
- mesoporous
- zeolite
- titanium
- peroxide
- zeolite catalyst
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 239000010457 zeolite Substances 0.000 title claims abstract description 45
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 title claims abstract description 40
- 229910021536 Zeolite Inorganic materials 0.000 title claims abstract description 39
- 150000002430 hydrocarbons Chemical class 0.000 title claims abstract description 23
- 229930195733 hydrocarbon Natural products 0.000 title claims abstract description 14
- 238000000034 method Methods 0.000 title claims description 23
- 230000001590 oxidative effect Effects 0.000 title claims description 7
- 239000003054 catalyst Substances 0.000 claims abstract description 32
- 239000010936 titanium Substances 0.000 claims abstract description 25
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 claims abstract description 24
- 229910052719 titanium Inorganic materials 0.000 claims abstract description 24
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims abstract description 16
- 239000013078 crystal Substances 0.000 claims abstract description 16
- 239000011159 matrix material Substances 0.000 claims abstract description 10
- 238000000634 powder X-ray diffraction Methods 0.000 claims abstract description 9
- 150000002978 peroxides Chemical class 0.000 claims abstract description 8
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims abstract description 7
- 229910052799 carbon Inorganic materials 0.000 claims abstract description 7
- 239000004215 Carbon black (E152) Substances 0.000 claims abstract description 5
- 238000002425 crystallisation Methods 0.000 claims abstract description 4
- 230000008025 crystallization Effects 0.000 claims abstract description 4
- 238000006243 chemical reaction Methods 0.000 claims description 8
- 150000001336 alkenes Chemical class 0.000 claims description 5
- 238000002485 combustion reaction Methods 0.000 claims description 4
- 150000001298 alcohols Chemical class 0.000 claims description 3
- 230000001747 exhibiting effect Effects 0.000 claims description 3
- 238000004090 dissolution Methods 0.000 claims description 2
- 238000001704 evaporation Methods 0.000 claims description 2
- 230000008020 evaporation Effects 0.000 claims description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 claims description 2
- 150000001451 organic peroxides Chemical class 0.000 claims description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 claims 2
- 150000001299 aldehydes Chemical class 0.000 claims 1
- 150000001335 aliphatic alkanes Chemical class 0.000 claims 1
- 229910021529 ammonia Inorganic materials 0.000 claims 1
- 150000002576 ketones Chemical class 0.000 claims 1
- 239000000843 powder Substances 0.000 claims 1
- 238000007254 oxidation reaction Methods 0.000 abstract description 11
- KWKAKUADMBZCLK-UHFFFAOYSA-N methyl heptene Natural products CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 description 17
- HGCIXCUEYOPUTN-UHFFFAOYSA-N cyclohexene Chemical compound C1CCC=CC1 HGCIXCUEYOPUTN-UHFFFAOYSA-N 0.000 description 10
- 238000006735 epoxidation reaction Methods 0.000 description 10
- 230000003647 oxidation Effects 0.000 description 10
- 239000000047 product Substances 0.000 description 10
- TVMXDCGIABBOFY-UHFFFAOYSA-N n-Octanol Natural products CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 9
- 230000003197 catalytic effect Effects 0.000 description 7
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 239000011148 porous material Substances 0.000 description 6
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 5
- 239000000203 mixture Substances 0.000 description 5
- 239000002245 particle Substances 0.000 description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- 239000006229 carbon black Substances 0.000 description 4
- 238000009792 diffusion process Methods 0.000 description 4
- 239000011164 primary particle Substances 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- 238000001914 filtration Methods 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- OSBSFAARYOCBHB-UHFFFAOYSA-N tetrapropylammonium Chemical compound CCC[N+](CCC)(CCC)CCC OSBSFAARYOCBHB-UHFFFAOYSA-N 0.000 description 3
- 238000004458 analytical method Methods 0.000 description 2
- 238000009826 distribution Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 150000002118 epoxides Chemical class 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 230000033444 hydroxylation Effects 0.000 description 2
- 238000005805 hydroxylation reaction Methods 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000002808 molecular sieve Substances 0.000 description 2
- 150000002894 organic compounds Chemical class 0.000 description 2
- 239000007800 oxidant agent Substances 0.000 description 2
- 239000011163 secondary particle Substances 0.000 description 2
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 2
- RZVAJINKPMORJF-UHFFFAOYSA-N Acetaminophen Chemical compound CC(=O)NC1=CC=C(O)C=C1 RZVAJINKPMORJF-UHFFFAOYSA-N 0.000 description 1
- 101100456282 Caenorhabditis elegans mcm-4 gene Proteins 0.000 description 1
- BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 description 1
- 238000001069 Raman spectroscopy Methods 0.000 description 1
- 229910004298 SiO 2 Inorganic materials 0.000 description 1
- BOTDANWDWHJENH-UHFFFAOYSA-N Tetraethyl orthosilicate Chemical compound CCO[Si](OCC)(OCC)OCC BOTDANWDWHJENH-UHFFFAOYSA-N 0.000 description 1
- 229910010413 TiO 2 Inorganic materials 0.000 description 1
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 1
- 238000002441 X-ray diffraction Methods 0.000 description 1
- GNKTZDSRQHMHLZ-UHFFFAOYSA-N [Si].[Si].[Si].[Ti].[Ti].[Ti].[Ti].[Ti] Chemical compound [Si].[Si].[Si].[Ti].[Ti].[Ti].[Ti].[Ti] GNKTZDSRQHMHLZ-UHFFFAOYSA-N 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 238000003421 catalytic decomposition reaction Methods 0.000 description 1
- 238000012512 characterization method Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000002178 crystalline material Substances 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 238000003795 desorption Methods 0.000 description 1
- 150000004985 diamines Chemical class 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- XGZNHFPFJRZBBT-UHFFFAOYSA-N ethanol;titanium Chemical compound [Ti].CCO.CCO.CCO.CCO XGZNHFPFJRZBBT-UHFFFAOYSA-N 0.000 description 1
- 238000007701 flash-distillation Methods 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- 238000000024 high-resolution transmission electron micrograph Methods 0.000 description 1
- 238000000703 high-speed centrifugation Methods 0.000 description 1
- 238000005216 hydrothermal crystallization Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
- 230000000640 hydroxylating effect Effects 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 239000013335 mesoporous material Substances 0.000 description 1
- 239000002105 nanoparticle Substances 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 229910017464 nitrogen compound Inorganic materials 0.000 description 1
- 150000002830 nitrogen compounds Chemical class 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- 150000002898 organic sulfur compounds Chemical class 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000001055 reflectance spectroscopy Methods 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 238000004626 scanning electron microscopy Methods 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000002336 sorption--desorption measurement Methods 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 238000000967 suction filtration Methods 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- JMXKSZRRTHPKDL-UHFFFAOYSA-N titanium(IV) ethoxide Substances [Ti+4].CC[O-].CC[O-].CC[O-].CC[O-] JMXKSZRRTHPKDL-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D301/00—Preparation of oxiranes
- C07D301/02—Synthesis of the oxirane ring
- C07D301/03—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds
- C07D301/12—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds with hydrogen peroxide or inorganic peroxides or peracids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B41/00—Formation or introduction of functional groups containing oxygen
-
- 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
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S977/00—Nanotechnology
- Y10S977/70—Nanostructure
- Y10S977/773—Nanoparticle, i.e. structure having three dimensions of 100 nm or less
- Y10S977/775—Nanosized powder or flake, e.g. nanosized catalyst
-
- 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
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S977/00—Nanotechnology
- Y10S977/70—Nanostructure
- Y10S977/832—Nanostructure having specified property, e.g. lattice-constant, thermal expansion coefficient
- Y10S977/835—Chemical or nuclear reactivity/stability of composition or compound forming nanomaterial
-
- 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
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S977/00—Nanotechnology
- Y10S977/84—Manufacture, treatment, or detection of nanostructure
- Y10S977/88—Manufacture, treatment, or detection of nanostructure with arrangement, process, or apparatus for testing
- Y10S977/881—Microscopy or spectroscopy, e.g. sem, tem
-
- 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
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S977/00—Nanotechnology
- Y10S977/84—Manufacture, treatment, or detection of nanostructure
- Y10S977/895—Manufacture, treatment, or detection of nanostructure having step or means utilizing chemical property
- Y10S977/896—Chemical synthesis, e.g. chemical bonding or breaking
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Inorganic Chemistry (AREA)
- Catalysts (AREA)
- Epoxy Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DK200001410 | 2000-09-25 | ||
| DKPA200001410 | 2000-09-25 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2002187885A true JP2002187885A (ja) | 2002-07-05 |
| JP2002187885A5 JP2002187885A5 (enExample) | 2008-09-04 |
Family
ID=8159733
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2001291134A Pending JP2002187885A (ja) | 2000-09-25 | 2001-09-25 | メソポ−ラスなゼオライトの存在下に炭化水素を接触的選択的酸化する方法 |
Country Status (4)
| Country | Link |
|---|---|
| US (1) | US6476275B2 (enExample) |
| EP (1) | EP1195368A3 (enExample) |
| JP (1) | JP2002187885A (enExample) |
| CN (1) | CN1220688C (enExample) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2004339517A (ja) * | 2003-05-17 | 2004-12-02 | Haldor Topsoe As | オキシジェネートを炭化水素に転化する方法及びそれに使用される組成物 |
| JP2005538828A (ja) * | 2002-09-16 | 2005-12-22 | ビーエーエスエフ アクチェンゲゼルシャフト | エポキシ化反応のための改良された触媒 |
| JP2011021006A (ja) * | 2009-06-18 | 2011-02-03 | Sumitomo Chemical Co Ltd | オキシムの製造方法 |
| JP2015511945A (ja) * | 2012-02-17 | 2015-04-23 | ローディア オペレーションズ | 芳香族化合物のヒドロキシル化のための方法、ヒドロキシル化触媒および触媒を調製するための方法 |
Families Citing this family (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7485282B2 (en) * | 2004-03-26 | 2009-02-03 | Board Of Trustees Of Michigan State University | Method for the preparation of metal oxides in nanometric particle form |
| US7589041B2 (en) | 2004-04-23 | 2009-09-15 | Massachusetts Institute Of Technology | Mesostructured zeolitic materials, and methods of making and using the same |
| US7786318B2 (en) * | 2005-04-12 | 2010-08-31 | Lyondell Chemical Technology, L.P. | Catalyst preparation |
| US7211239B2 (en) | 2005-04-22 | 2007-05-01 | Basf Aktiengesellschaft | Process for preparing a nanosized zeolitic material |
| ES2319007B1 (es) * | 2006-12-07 | 2010-02-16 | Rive Technology, Inc. | Metodos para fabricar materiales zeoliticos mesoestructurados. |
| US8206498B2 (en) | 2007-10-25 | 2012-06-26 | Rive Technology, Inc. | Methods of recovery of pore-forming agents for mesostructured materials |
| US8524625B2 (en) | 2009-01-19 | 2013-09-03 | Rive Technology, Inc. | Compositions and methods for improving the hydrothermal stability of mesostructured zeolites by rare earth ion exchange |
| EP2379449B1 (en) | 2009-01-19 | 2021-04-21 | W.R. Grace & CO. - CONN. | INTRODUCTION OF MESOPOROSITY IN LOW Si/Al ZEOLITES |
| US8685875B2 (en) | 2009-10-20 | 2014-04-01 | Rive Technology, Inc. | Methods for enhancing the mesoporosity of zeolite-containing materials |
| EP2586765A1 (en) * | 2010-06-25 | 2013-05-01 | University College Cardiff Consultants Limited | Selective oxidation of hydrocarbons using heterogeneous catalysts |
| US9580328B2 (en) | 2011-04-08 | 2017-02-28 | Rive Technology, Inc. | Mesoporous framework-modified zeolites |
| GB201110868D0 (en) * | 2011-06-27 | 2011-08-10 | Jones Susan H | Zeolites and composites incorporating zeolites |
| US9376324B2 (en) | 2012-01-13 | 2016-06-28 | Rive Technology, Inc. | Introduction of mesoporosity into zeolite materials with sequential acid, surfactant, and base treatment |
| EP2802534A4 (en) | 2012-01-13 | 2015-11-18 | Rive Technology Inc | INTRODUCTION OF MESOPOROSITY IN POOR SILICA ZEOLITES |
| US8765660B1 (en) | 2013-03-08 | 2014-07-01 | Rive Technology, Inc. | Separation of surfactants from polar solids |
| US9662640B2 (en) | 2013-12-27 | 2017-05-30 | Rive Technology, Inc. | Introducing mesoporosity into zeolite materials with a modified acid pre-treatment step |
| CN107001056B (zh) | 2014-12-11 | 2019-04-02 | 瑞弗科技有限公司 | 以减少的处理制备介孔沸石 |
| US10626019B2 (en) | 2014-12-30 | 2020-04-21 | W. R. Grace & Co.-Conn. | Methods for preparing zeolites with surfactant-templated mesoporosity and tunable aluminum content |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5951273A (ja) * | 1982-07-28 | 1984-03-24 | エニーケム・シンテシース・エセ・ピ・ア | オレフイン化合物のエポキシ化法 |
| WO1996029297A1 (en) * | 1995-03-23 | 1996-09-26 | Michigan State University | Catalytic applications of mesoporous metallosilicate molecular sieves and methods for their preparation |
| WO1998000415A1 (en) * | 1996-07-01 | 1998-01-08 | The Dow Chemical Company | Process for the direct oxidation of olefins to olefin oxides |
| US5811599A (en) * | 1994-12-30 | 1998-09-22 | Council Scient Ind Res | Process for the selective oxidation of hydrocarbons and their derivatives |
| WO2001072635A1 (es) * | 2000-03-28 | 2001-10-04 | Universitat De Valencia | Procedimiento de preparacion de oxidos mixtos porosos, materiales asi obtenidos y sus usos |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IT1127311B (it) | 1979-12-21 | 1986-05-21 | Anic Spa | Materiale sintetico,cristallino,poroso costituito da ossidi di silicio e titanio,metodo per la sua preparazione e suoi usi |
| DE3780476T2 (de) | 1986-01-28 | 1992-12-17 | Enichem Sintesi | Verfahren zur epoxydation von olefinischen verbindungen. |
| EP0638362B1 (en) | 1993-08-11 | 2001-03-21 | Mitsubishi Gas Chemical Company, Inc. | Titanosilicate catalyst particle |
| US6054112A (en) | 1996-10-25 | 2000-04-25 | Degussa-Huls Ag | Process for the preparation of titanium containing molecular sieves |
| DE19731627A1 (de) | 1997-07-23 | 1999-01-28 | Degussa | Granulate, enthaltend Titansilikalit-l |
| IT1293496B1 (it) | 1997-07-29 | 1999-03-01 | Enichem Spa | Procedimento per la sintesi di fenolo da benzene |
| PT987259E (pt) | 1998-03-26 | 2002-11-29 | Repsol Quimica Sa | Processo de epoxidacao de compostos olefinicos com peroxido de hidrogenio |
| US6037484A (en) | 1998-09-22 | 2000-03-14 | Arco Chemical Technology, L.P. | Epoxidation process |
| AU2001249606A1 (en) | 2000-03-27 | 2001-10-08 | Marcus E. Rajchel | Method of cyanide salt production |
-
2001
- 2001-09-07 EP EP01121417A patent/EP1195368A3/en not_active Withdrawn
- 2001-09-21 US US09/961,019 patent/US6476275B2/en not_active Expired - Lifetime
- 2001-09-25 JP JP2001291134A patent/JP2002187885A/ja active Pending
- 2001-09-25 CN CNB011408987A patent/CN1220688C/zh not_active Expired - Fee Related
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5951273A (ja) * | 1982-07-28 | 1984-03-24 | エニーケム・シンテシース・エセ・ピ・ア | オレフイン化合物のエポキシ化法 |
| US5811599A (en) * | 1994-12-30 | 1998-09-22 | Council Scient Ind Res | Process for the selective oxidation of hydrocarbons and their derivatives |
| WO1996029297A1 (en) * | 1995-03-23 | 1996-09-26 | Michigan State University | Catalytic applications of mesoporous metallosilicate molecular sieves and methods for their preparation |
| WO1998000415A1 (en) * | 1996-07-01 | 1998-01-08 | The Dow Chemical Company | Process for the direct oxidation of olefins to olefin oxides |
| WO2001072635A1 (es) * | 2000-03-28 | 2001-10-04 | Universitat De Valencia | Procedimiento de preparacion de oxidos mixtos porosos, materiales asi obtenidos y sus usos |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2005538828A (ja) * | 2002-09-16 | 2005-12-22 | ビーエーエスエフ アクチェンゲゼルシャフト | エポキシ化反応のための改良された触媒 |
| JP2004339517A (ja) * | 2003-05-17 | 2004-12-02 | Haldor Topsoe As | オキシジェネートを炭化水素に転化する方法及びそれに使用される組成物 |
| JP2011021006A (ja) * | 2009-06-18 | 2011-02-03 | Sumitomo Chemical Co Ltd | オキシムの製造方法 |
| JP2015511945A (ja) * | 2012-02-17 | 2015-04-23 | ローディア オペレーションズ | 芳香族化合物のヒドロキシル化のための方法、ヒドロキシル化触媒および触媒を調製するための方法 |
| US9682909B2 (en) | 2012-02-17 | 2017-06-20 | Rhodia Operations | Process for hydroxylation of aromatic compounds, hydroxylation catalyst and process for preparing same |
Also Published As
| Publication number | Publication date |
|---|---|
| US20020038057A1 (en) | 2002-03-28 |
| CN1346868A (zh) | 2002-05-01 |
| EP1195368A3 (en) | 2002-05-15 |
| US6476275B2 (en) | 2002-11-05 |
| EP1195368A2 (en) | 2002-04-10 |
| CN1220688C (zh) | 2005-09-28 |
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