JP2005511690A5 - - Google Patents
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- Publication number
- JP2005511690A5 JP2005511690A5 JP2003549334A JP2003549334A JP2005511690A5 JP 2005511690 A5 JP2005511690 A5 JP 2005511690A5 JP 2003549334 A JP2003549334 A JP 2003549334A JP 2003549334 A JP2003549334 A JP 2003549334A JP 2005511690 A5 JP2005511690 A5 JP 2005511690A5
- Authority
- JP
- Japan
- Prior art keywords
- producing
- epoxide
- silica
- bromide
- epoxide according
- 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.)
- Granted
Links
- 150000002118 epoxides Chemical class 0.000 claims 26
- 238000004519 manufacturing process Methods 0.000 claims 21
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 claims 18
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims 15
- 239000000377 silicon dioxide Substances 0.000 claims 12
- 239000003054 catalyst Substances 0.000 claims 10
- 239000002904 solvent Substances 0.000 claims 10
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 claims 9
- 239000000203 mixture Substances 0.000 claims 9
- 229910052763 palladium Inorganic materials 0.000 claims 9
- 239000010936 titanium Substances 0.000 claims 9
- 229910052719 titanium Inorganic materials 0.000 claims 9
- 150000001336 alkenes Chemical class 0.000 claims 7
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 7
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims 7
- 229910052760 oxygen Inorganic materials 0.000 claims 7
- 239000001301 oxygen Substances 0.000 claims 7
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 claims 6
- MCMNRKCIXSYSNV-UHFFFAOYSA-N Zirconium dioxide Chemical compound O=[Zr]=O MCMNRKCIXSYSNV-UHFFFAOYSA-N 0.000 claims 6
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 claims 6
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 claims 6
- 229910021536 Zeolite Inorganic materials 0.000 claims 5
- 238000000034 method Methods 0.000 claims 5
- 239000010457 zeolite Substances 0.000 claims 5
- CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 claims 4
- 229910001513 alkali metal bromide Inorganic materials 0.000 claims 4
- 229910001616 alkaline earth metal bromide Inorganic materials 0.000 claims 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 4
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 3
- 125000005210 alkyl ammonium group Chemical group 0.000 claims 3
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims 3
- 229910052794 bromium Inorganic materials 0.000 claims 3
- 229910052799 carbon Inorganic materials 0.000 claims 3
- 239000003795 chemical substances by application Substances 0.000 claims 3
- 229910052739 hydrogen Inorganic materials 0.000 claims 3
- 239000001257 hydrogen Substances 0.000 claims 3
- 229910000476 molybdenum oxide Inorganic materials 0.000 claims 3
- 229910000484 niobium oxide Inorganic materials 0.000 claims 3
- URLJKFSTXLNXLG-UHFFFAOYSA-N niobium(5+);oxygen(2-) Chemical compound [O-2].[O-2].[O-2].[O-2].[O-2].[Nb+5].[Nb+5] URLJKFSTXLNXLG-UHFFFAOYSA-N 0.000 claims 3
- QGLKJKCYBOYXKC-UHFFFAOYSA-N nonaoxidotritungsten Chemical compound O=[W]1(=O)O[W](=O)(=O)O[W](=O)(=O)O1 QGLKJKCYBOYXKC-UHFFFAOYSA-N 0.000 claims 3
- PQQKPALAQIIWST-UHFFFAOYSA-N oxomolybdenum Chemical compound [Mo]=O PQQKPALAQIIWST-UHFFFAOYSA-N 0.000 claims 3
- BPUBBGLMJRNUCC-UHFFFAOYSA-N oxygen(2-);tantalum(5+) Chemical compound [O-2].[O-2].[O-2].[O-2].[O-2].[Ta+5].[Ta+5] BPUBBGLMJRNUCC-UHFFFAOYSA-N 0.000 claims 3
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims 3
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims 3
- 229910001936 tantalum oxide Inorganic materials 0.000 claims 3
- 229910001930 tungsten oxide Inorganic materials 0.000 claims 3
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 claims 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims 2
- SWLVFNYSXGMGBS-UHFFFAOYSA-N ammonium bromide Chemical compound [NH4+].[Br-] SWLVFNYSXGMGBS-UHFFFAOYSA-N 0.000 claims 2
- 150000001450 anions Chemical class 0.000 claims 2
- 150000001768 cations Chemical class 0.000 claims 2
- 150000001875 compounds Chemical class 0.000 claims 2
- 150000002148 esters Chemical class 0.000 claims 2
- 229910000042 hydrogen bromide Inorganic materials 0.000 claims 2
- 150000002576 ketones Chemical class 0.000 claims 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 claims 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims 1
- BTBUEUYNUDRHOZ-UHFFFAOYSA-N Borate Chemical compound [O-]B([O-])[O-] BTBUEUYNUDRHOZ-UHFFFAOYSA-N 0.000 claims 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 claims 1
- KRKNYBCHXYNGOX-UHFFFAOYSA-K Citrate Chemical compound [O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O KRKNYBCHXYNGOX-UHFFFAOYSA-K 0.000 claims 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 1
- BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 claims 1
- 229910019142 PO4 Inorganic materials 0.000 claims 1
- 150000001298 alcohols Chemical class 0.000 claims 1
- 229910052783 alkali metal Inorganic materials 0.000 claims 1
- 150000001340 alkali metals Chemical class 0.000 claims 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims 1
- 150000001342 alkaline earth metals Chemical class 0.000 claims 1
- 229910000323 aluminium silicate Inorganic materials 0.000 claims 1
- LYQFWZFBNBDLEO-UHFFFAOYSA-M caesium bromide Chemical compound [Br-].[Cs+] LYQFWZFBNBDLEO-UHFFFAOYSA-M 0.000 claims 1
- 150000002170 ethers Chemical class 0.000 claims 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims 1
- 239000010452 phosphate Substances 0.000 claims 1
- XNGIFLGASWRNHJ-UHFFFAOYSA-L phthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC=C1C([O-])=O XNGIFLGASWRNHJ-UHFFFAOYSA-L 0.000 claims 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US09/997,152 US6403815B1 (en) | 2001-11-29 | 2001-11-29 | Direct epoxidation process using a mixed catalyst system |
| PCT/US2002/031668 WO2003048143A1 (en) | 2001-11-29 | 2002-10-03 | Direct epoxidation process using a mixed catalyst system pretreated with a bromide containing agent |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2005511690A JP2005511690A (ja) | 2005-04-28 |
| JP2005511690A5 true JP2005511690A5 (https=) | 2006-01-05 |
| JP4342313B2 JP4342313B2 (ja) | 2009-10-14 |
Family
ID=25543700
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2003549334A Expired - Fee Related JP4342313B2 (ja) | 2001-11-29 | 2002-10-03 | 臭化物含有剤で前処理された混合触媒系を使用する直接エポキシ化方法 |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US6403815B1 (https=) |
| EP (1) | EP1456190B1 (https=) |
| JP (1) | JP4342313B2 (https=) |
| KR (1) | KR100911029B1 (https=) |
| CN (1) | CN1274680C (https=) |
| AT (1) | ATE348822T1 (https=) |
| AU (1) | AU2002334830A1 (https=) |
| BR (1) | BR0214569A (https=) |
| CA (1) | CA2465556A1 (https=) |
| DE (1) | DE60216968T2 (https=) |
| ES (1) | ES2274127T3 (https=) |
| WO (1) | WO2003048143A1 (https=) |
Families Citing this family (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE19717320A1 (de) * | 1997-04-24 | 1998-10-29 | Basf Ag | Einstufiges Verfahren zur Herstellung von Glykolmonoethern aus Olefinen |
| US6939979B2 (en) * | 2003-11-10 | 2005-09-06 | Scientific Design Co., Inc. | Oxidation process and catalyst |
| US6884898B1 (en) * | 2003-12-08 | 2005-04-26 | Arco Chemical Technology, L.P. | Propylene oxide process |
| US20050171365A1 (en) * | 2004-02-03 | 2005-08-04 | Grey Roger A. | Epoxidation process using a mixed catalyst system |
| US7256149B2 (en) * | 2004-02-24 | 2007-08-14 | Lyondell Chemical Technology, L.P. | Catalyst regeneration process |
| US7030255B2 (en) * | 2004-03-09 | 2006-04-18 | Lyondell Chemical Technology, L.P. | Oxidation process with in-situ H202 generation and polymer-encapsulated catalysts therefor |
| US6958405B2 (en) * | 2004-03-09 | 2005-10-25 | Arco Chemical Technology, L.P. | Polymer-encapsulated titanium zeolites for oxidation reactions |
| US7276464B2 (en) * | 2004-06-17 | 2007-10-02 | Lyondell Chemical Technology, L.P. | Titanium zeolite catalysts |
| JP2006021100A (ja) * | 2004-07-07 | 2006-01-26 | Nippon Gas Gosei Kk | 液化石油ガス製造用触媒、および、この触媒を用いた液化石油ガスの製造方法 |
| US7615654B2 (en) * | 2005-10-20 | 2009-11-10 | Lyondell Chemical Technology, L.P. | Direct epoxidation process |
| US7288237B2 (en) * | 2005-11-17 | 2007-10-30 | Lyondell Chemical Technology, L.P. | Epoxidation catalyst |
| US7381675B1 (en) * | 2006-12-19 | 2008-06-03 | Lyondell Chemical Technology, L.P. | Direct epoxidation catalyst |
| CN101274765B (zh) | 2007-03-30 | 2011-11-30 | 中国石油化工股份有限公司 | 一种含贵金属的微孔钛硅材料及其制备方法 |
| US20090042718A1 (en) * | 2007-08-10 | 2009-02-12 | Kaminsky Mark P | Direct epoxidation catalyst and process |
| JP2010095510A (ja) * | 2008-09-19 | 2010-04-30 | Oita Univ | 炭化水素の接触部分酸化法 |
| US20100152022A1 (en) * | 2008-12-17 | 2010-06-17 | Qi Sun | Catalyst regeneration method |
| CN102029174A (zh) * | 2010-11-25 | 2011-04-27 | 邵素英 | 生产燃料油用催化剂 |
| JP2013006806A (ja) * | 2011-06-27 | 2013-01-10 | Sumitomo Chemical Co Ltd | アルキレンオキサイドの製造方法及びそれに用いられるパラジウム含有触媒 |
| CN113087611A (zh) * | 2021-04-14 | 2021-07-09 | 天津鼎晟新化科技有限公司 | 对叔丁基苯甲酸的合成工艺 |
Family Cites Families (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3351635A (en) | 1966-03-14 | 1967-11-07 | Halcon International Inc | Epoxidation process |
| US4367342A (en) * | 1969-04-02 | 1983-01-04 | Shell Oil Company | Olefin epoxidation |
| 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 |
| IT1152299B (it) | 1982-07-28 | 1986-12-31 | Anic Spa | Procedimento per l'espossidazione di composti olefinici |
| US4772458A (en) * | 1986-11-19 | 1988-09-20 | E. I. Du Pont De Nemours And Company | Catalytic process for making hydrogen peroxide from hydrogen and oxygen employing a bromide promoter |
| IT1216500B (it) | 1988-03-23 | 1990-03-08 | Eniricerche S P A Milano Enich | Procedimento per la preparazione di materiali sintetici cristallini porosi costituiti da ossidi di silicio e titanio. |
| US5194242A (en) * | 1990-09-11 | 1993-03-16 | E. I. Du Pont De Nemours And Company | Process for the production of hydrogen peroxide from hydrogen and oxygen |
| JP3044836B2 (ja) | 1991-05-28 | 2000-05-22 | 東ソー株式会社 | プロピレンオキシドの製法 |
| JP2615432B2 (ja) | 1994-10-28 | 1997-05-28 | 工業技術院長 | 金−酸化チタン含有触媒による炭化水素の部分酸化方法 |
| DE19623609A1 (de) * | 1996-06-13 | 1997-12-18 | Basf Ag | Oxidationskatalysator und Verfahren zur Herstellung von Epoxiden aus Olefinen, Wasserstoff und Sauerstoff unter Verwendung des Oxidationskatalysators |
| EP0917532B1 (en) | 1996-07-01 | 2002-02-13 | The Dow Chemical Company | Process for the direct oxidation of olefins to olefin oxides |
| US6008388A (en) | 1998-04-16 | 1999-12-28 | Arco Chemical Technology, L.P. | Epoxidation process |
| IT1301999B1 (it) | 1998-08-05 | 2000-07-20 | Enichem Spa | Catalizzatore, processo per la produzione di acqua ossigenata esuo impiego in processi di ossidazione. |
| DE19845975A1 (de) * | 1998-08-27 | 2000-03-02 | Wolfgang Hoelderich | Verfahren zur Herstellung von Epoxiden aus Olefinen und Sauerstoff in Gegenwart von Wasserstoff |
| US6063942A (en) * | 1999-09-27 | 2000-05-16 | Arco Chemical Technology, L.P. | Catalyst preparation and epoxidation process |
| US6307073B1 (en) * | 2000-07-25 | 2001-10-23 | Arco Chemical Technology, L.P. | Direct epoxidation process using a mixed catalyst system |
-
2001
- 2001-11-29 US US09/997,152 patent/US6403815B1/en not_active Expired - Fee Related
-
2002
- 2002-10-03 EP EP02804397A patent/EP1456190B1/en not_active Expired - Lifetime
- 2002-10-03 WO PCT/US2002/031668 patent/WO2003048143A1/en not_active Ceased
- 2002-10-03 KR KR1020047007898A patent/KR100911029B1/ko not_active Expired - Fee Related
- 2002-10-03 BR BR0214569-3A patent/BR0214569A/pt not_active Application Discontinuation
- 2002-10-03 DE DE60216968T patent/DE60216968T2/de not_active Expired - Lifetime
- 2002-10-03 AU AU2002334830A patent/AU2002334830A1/en not_active Abandoned
- 2002-10-03 ES ES02804397T patent/ES2274127T3/es not_active Expired - Lifetime
- 2002-10-03 AT AT02804397T patent/ATE348822T1/de not_active IP Right Cessation
- 2002-10-03 CA CA002465556A patent/CA2465556A1/en not_active Abandoned
- 2002-10-03 JP JP2003549334A patent/JP4342313B2/ja not_active Expired - Fee Related
- 2002-10-03 CN CNB028233883A patent/CN1274680C/zh not_active Expired - Fee Related
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