RU2282624C2 - Получение соединений оксирана - Google Patents
Получение соединений оксирана Download PDFInfo
- Publication number
- RU2282624C2 RU2282624C2 RU2003121243/04A RU2003121243A RU2282624C2 RU 2282624 C2 RU2282624 C2 RU 2282624C2 RU 2003121243/04 A RU2003121243/04 A RU 2003121243/04A RU 2003121243 A RU2003121243 A RU 2003121243A RU 2282624 C2 RU2282624 C2 RU 2282624C2
- Authority
- RU
- Russia
- Prior art keywords
- alkylaryl
- compound
- catalyst
- oxirane
- hydroperoxide
- Prior art date
Links
- 150000002924 oxiranes Chemical class 0.000 title abstract description 7
- 239000003054 catalyst Substances 0.000 claims abstract description 52
- -1 alkylaryl hydroperoxide Chemical compound 0.000 claims abstract description 45
- 238000000034 method Methods 0.000 claims abstract description 34
- 125000002877 alkyl aryl group Chemical group 0.000 claims abstract description 25
- 150000001875 compounds Chemical class 0.000 claims abstract description 21
- 239000007795 chemical reaction product Substances 0.000 claims abstract description 13
- 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 abstract description 10
- 150000001336 alkenes Chemical class 0.000 claims abstract description 10
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims abstract description 10
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 5
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 5
- 239000001257 hydrogen Substances 0.000 claims abstract description 5
- QQONPFPTGQHPMA-UHFFFAOYSA-N Propene Chemical compound CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims description 12
- 238000005984 hydrogenation reaction Methods 0.000 claims description 10
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 6
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 5
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 claims description 3
- 239000000377 silicon dioxide Substances 0.000 claims description 3
- 239000010936 titanium Substances 0.000 claims description 3
- 229910052719 titanium Inorganic materials 0.000 claims description 3
- JECYNCQXXKQDJN-UHFFFAOYSA-N 2-(2-methylhexan-2-yloxymethyl)oxirane Chemical compound CCCCC(C)(C)OCC1CO1 JECYNCQXXKQDJN-UHFFFAOYSA-N 0.000 claims description 2
- 230000001590 oxidative effect Effects 0.000 claims description 2
- BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 claims 1
- 230000003647 oxidation Effects 0.000 abstract description 7
- 238000007254 oxidation reaction Methods 0.000 abstract description 7
- 230000015572 biosynthetic process Effects 0.000 abstract description 3
- 239000000126 substance Substances 0.000 abstract description 3
- 238000003786 synthesis reaction Methods 0.000 abstract 2
- 230000000694 effects Effects 0.000 abstract 1
- 238000000926 separation method Methods 0.000 abstract 1
- 239000000047 product Substances 0.000 description 18
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 12
- RWGFKTVRMDUZSP-UHFFFAOYSA-N cumene Chemical compound CC(C)C1=CC=CC=C1 RWGFKTVRMDUZSP-UHFFFAOYSA-N 0.000 description 8
- 229910052751 metal Inorganic materials 0.000 description 8
- 239000002184 metal Substances 0.000 description 8
- 238000006243 chemical reaction Methods 0.000 description 6
- 229910052802 copper Inorganic materials 0.000 description 6
- 239000010949 copper Substances 0.000 description 6
- DLINORNFHVEIFE-UHFFFAOYSA-N hydrogen peroxide;zinc Chemical compound [Zn].OO DLINORNFHVEIFE-UHFFFAOYSA-N 0.000 description 6
- 239000000203 mixture Substances 0.000 description 6
- 229940105296 zinc peroxide Drugs 0.000 description 6
- MHAJPDPJQMAIIY-UHFFFAOYSA-M hydroperoxide group Chemical group [O-]O MHAJPDPJQMAIIY-UHFFFAOYSA-M 0.000 description 5
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 4
- 239000003085 diluting agent Substances 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 3
- 229910052782 aluminium Inorganic materials 0.000 description 3
- 239000006227 byproduct Substances 0.000 description 3
- 125000004432 carbon atom Chemical group C* 0.000 description 3
- 238000004821 distillation Methods 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 229910052761 rare earth metal Inorganic materials 0.000 description 3
- 150000002910 rare earth metals Chemical class 0.000 description 3
- 125000001424 substituent group Chemical group 0.000 description 3
- 238000010555 transalkylation reaction Methods 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- 229910052726 zirconium Inorganic materials 0.000 description 3
- WAPNOHKVXSQRPX-UHFFFAOYSA-N 1-phenylethanol Chemical compound CC(O)C1=CC=CC=C1 WAPNOHKVXSQRPX-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 description 2
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- XPNGNIFUDRPBFJ-UHFFFAOYSA-N alpha-methylbenzylalcohol Natural products CC1=CC=CC=C1CO XPNGNIFUDRPBFJ-UHFFFAOYSA-N 0.000 description 2
- 230000018044 dehydration Effects 0.000 description 2
- 238000006297 dehydration reaction Methods 0.000 description 2
- 238000006735 epoxidation reaction Methods 0.000 description 2
- 150000002432 hydroperoxides Chemical class 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- GQNOPVSQPBUJKQ-UHFFFAOYSA-N 1-hydroperoxyethylbenzene Chemical compound OOC(C)C1=CC=CC=C1 GQNOPVSQPBUJKQ-UHFFFAOYSA-N 0.000 description 1
- BDCFWIDZNLCTMF-UHFFFAOYSA-N 2-phenylpropan-2-ol Chemical compound CC(C)(O)C1=CC=CC=C1 BDCFWIDZNLCTMF-UHFFFAOYSA-N 0.000 description 1
- FRIBMENBGGCKPD-UHFFFAOYSA-N 3-(2,3-dimethoxyphenyl)prop-2-enal Chemical compound COC1=CC=CC(C=CC=O)=C1OC FRIBMENBGGCKPD-UHFFFAOYSA-N 0.000 description 1
- 206010067484 Adverse reaction Diseases 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- 239000005749 Copper compound Substances 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- SPAGIJMPHSUYSE-UHFFFAOYSA-N Magnesium peroxide Chemical compound [Mg+2].[O-][O-] SPAGIJMPHSUYSE-UHFFFAOYSA-N 0.000 description 1
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 description 1
- 230000006838 adverse reaction Effects 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 238000001354 calcination Methods 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 150000001880 copper compounds Chemical class 0.000 description 1
- IJKVHSBPTUYDLN-UHFFFAOYSA-N dihydroxy(oxo)silane Chemical compound O[Si](O)=O IJKVHSBPTUYDLN-UHFFFAOYSA-N 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 238000007327 hydrogenolysis reaction Methods 0.000 description 1
- 230000003301 hydrolyzing effect Effects 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 238000009434 installation Methods 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 229960004995 magnesium peroxide Drugs 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 229910052763 palladium Inorganic materials 0.000 description 1
- 230000000737 periodic effect Effects 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 150000003377 silicon compounds Chemical class 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- XJDNKRIXUMDJCW-UHFFFAOYSA-J titanium tetrachloride Chemical compound Cl[Ti](Cl)(Cl)Cl XJDNKRIXUMDJCW-UHFFFAOYSA-J 0.000 description 1
- 150000003682 vanadium compounds Chemical class 0.000 description 1
- 150000003752 zinc compounds Chemical class 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
- C07D301/19—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds with organic hydroperoxides
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Epoxy Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US09/736,522 US6455712B1 (en) | 2000-12-13 | 2000-12-13 | Preparation of oxirane compounds |
| US09/736,522 | 2000-12-13 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| RU2003121243A RU2003121243A (ru) | 2004-12-27 |
| RU2282624C2 true RU2282624C2 (ru) | 2006-08-27 |
Family
ID=24960203
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2003121243/04A RU2282624C2 (ru) | 2000-12-13 | 2001-12-13 | Получение соединений оксирана |
| RU2003121244/04A RU2282625C2 (ru) | 2000-12-13 | 2001-12-13 | Получение соединений оксирана |
| RU2003121245/04A RU2282623C2 (ru) | 2000-12-13 | 2001-12-13 | Способ получения соединений оксирана, фенола, кетонов и/или альдегидов |
Family Applications After (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2003121244/04A RU2282625C2 (ru) | 2000-12-13 | 2001-12-13 | Получение соединений оксирана |
| RU2003121245/04A RU2282623C2 (ru) | 2000-12-13 | 2001-12-13 | Способ получения соединений оксирана, фенола, кетонов и/или альдегидов |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US6455712B1 (enExample) |
| EP (3) | EP1343776A2 (enExample) |
| JP (3) | JP2004517841A (enExample) |
| KR (3) | KR100843780B1 (enExample) |
| CN (3) | CN1232516C (enExample) |
| AU (6) | AU2002216112B2 (enExample) |
| BR (3) | BR0116099A (enExample) |
| RU (3) | RU2282624C2 (enExample) |
| TW (3) | TWI247743B (enExample) |
| WO (3) | WO2002048125A2 (enExample) |
Families Citing this family (39)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE10105527A1 (de) * | 2001-02-07 | 2002-08-08 | Basf Ag | Verfahren zur Herstellung eines Epoxids |
| US7757452B2 (en) | 2002-04-03 | 2010-07-20 | Valinge Innovation Ab | Mechanical locking system for floorboards |
| US6844454B2 (en) | 2002-04-12 | 2005-01-18 | Shell Oil Company | Process |
| US7125819B2 (en) | 2002-12-02 | 2006-10-24 | Shell Oil Company | Catalyst preparation |
| US7358411B2 (en) * | 2003-06-30 | 2008-04-15 | Shell Oil Company | Hydrocracking of diphenylalkanes |
| US7193093B2 (en) * | 2003-06-30 | 2007-03-20 | Shell Oil Company | Process for producing alkylene oxide |
| CN1329351C (zh) * | 2003-06-30 | 2007-08-01 | 国际壳牌研究有限公司 | 制备烷基苯的方法 |
| AU2004264394B2 (en) | 2003-08-19 | 2008-01-03 | Shell Internationale Research Maatschappij B.V. | Process for the preparation of alkylene oxide |
| DE202004021867U1 (de) | 2004-10-22 | 2011-12-27 | Välinge Innovation AB | Mechanische Verriegelung für Bodenpaneele |
| US7454875B2 (en) | 2004-10-22 | 2008-11-25 | Valinge Aluminium Ab | Mechanical locking system for floor panels |
| ATE535660T1 (de) | 2004-10-22 | 2011-12-15 | Vaelinge Innovation Ab | Verfahren zur anbringung eines mechanischen verriegelungssystems auf fussbodenpaneele |
| US7841144B2 (en) | 2005-03-30 | 2010-11-30 | Valinge Innovation Ab | Mechanical locking system for panels and method of installing same |
| KR100589063B1 (ko) * | 2004-12-15 | 2006-06-12 | 현인기술 주식회사 | 머리 마사지기 구조 |
| US8061104B2 (en) | 2005-05-20 | 2011-11-22 | Valinge Innovation Ab | Mechanical locking system for floor panels |
| BRPI0710696A2 (pt) | 2006-05-02 | 2011-08-23 | Shell Internacionale Res Mij B V | processo para a preparação de um catalisador de titánio, catalisador, e, processo para a preparação de óxido de alquileno |
| SE533410C2 (sv) | 2006-07-11 | 2010-09-14 | Vaelinge Innovation Ab | Golvpaneler med mekaniska låssystem med en flexibel och förskjutbar tunga samt tunga därför |
| US8689512B2 (en) | 2006-11-15 | 2014-04-08 | Valinge Innovation Ab | Mechanical locking of floor panels with vertical folding |
| SE531111C2 (sv) | 2006-12-08 | 2008-12-23 | Vaelinge Innovation Ab | Mekanisk låsning av golvpaneler |
| CN101910528B (zh) | 2007-11-07 | 2012-07-25 | 瓦林格创新股份有限公司 | 通过竖直卡合折叠实现的地板镶板的机械锁定和连接这种镶板的安装方法 |
| CN101932780B (zh) | 2008-01-31 | 2012-10-17 | 瓦林格创新比利时股份有限公司 | 地板镶板的机械锁定,安装和拆卸镶板的方法,生产锁定系统的方法和设备,将可位移榫舌与镶板和榫舌凹槽连接的方法 |
| EP2304126B1 (en) | 2008-05-15 | 2019-07-03 | Välinge Innovation AB | Floor panels with a mechanical locking system activated by a magnetic field |
| CN102695838B (zh) | 2010-01-12 | 2016-01-20 | 瓦林格创新股份有限公司 | 地板镶板的机械锁定系统 |
| US8776473B2 (en) | 2010-02-04 | 2014-07-15 | Valinge Innovation Ab | Mechanical locking system for floor panels |
| US9003735B2 (en) | 2010-04-15 | 2015-04-14 | Spanolux N.V.—Div. Balterio | Floor panel assembly |
| US8664412B2 (en) | 2010-07-19 | 2014-03-04 | Shell Oil Company | Epoxidation process |
| UA109938C2 (uk) | 2011-05-06 | 2015-10-26 | Механічна фіксуюча система для будівельних панелей | |
| UA114715C2 (uk) | 2011-07-05 | 2017-07-25 | Сералок Інновейшн Аб | Механічна фіксація панелей настилу підлоги до язичка з нанесеним шаром клею |
| US9725912B2 (en) | 2011-07-11 | 2017-08-08 | Ceraloc Innovation Ab | Mechanical locking system for floor panels |
| US8650826B2 (en) | 2011-07-19 | 2014-02-18 | Valinge Flooring Technology Ab | Mechanical locking system for floor panels |
| US8857126B2 (en) | 2011-08-15 | 2014-10-14 | Valinge Flooring Technology Ab | Mechanical locking system for floor panels |
| US9216541B2 (en) | 2012-04-04 | 2015-12-22 | Valinge Innovation Ab | Method for producing a mechanical locking system for building panels |
| EP3613920B1 (en) | 2012-11-22 | 2024-01-31 | Ceraloc Innovation AB | Mechanical locking system for floor panels |
| PT3014034T (pt) | 2013-06-27 | 2019-11-29 | Vaelinge Innovation Ab | Painel de construção com um sistema de encaixe mecânico |
| BR112016025214B1 (pt) | 2014-05-14 | 2022-06-07 | Vãlinge Innovation Ab | Conjunto de painéis de construção com um sistema de travamento mecânico |
| US10246883B2 (en) | 2014-05-14 | 2019-04-02 | Valinge Innovation Ab | Building panel with a mechanical locking system |
| EP3023402A1 (en) | 2014-11-20 | 2016-05-25 | Shell Internationale Research Maatschappij B.V. | Improvements relating to hydrogenolysis of phenyl alcohols |
| CA2968208C (en) | 2014-11-27 | 2022-12-06 | Valinge Innovation Ab | Mechanical locking system for floor panels |
| WO2017080962A1 (en) | 2015-11-09 | 2017-05-18 | Shell Internationale Research Maatschappij B.V. | Catalyst preparation |
| CN110913902A (zh) * | 2017-02-10 | 2020-03-24 | 蜻蜓疗法股份有限公司 | 结合psma、nkg2d和cd16的蛋白质 |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0345856A1 (en) * | 1988-06-08 | 1989-12-13 | Shell Internationale Researchmaatschappij B.V. | A process for the preparation of an oxirane compound |
| US6160137A (en) * | 1997-11-07 | 2000-12-12 | Sumitomo Chemical Company, Limited | Method for producing propylene oxide |
Family Cites Families (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3350422A (en) | 1966-02-01 | 1967-10-31 | Halcon International Inc | Catalytic epoxidation of an olefinically unsaturated compound using an organic hydroperoxide as an epoxidizing agent |
| US4400558A (en) * | 1981-04-17 | 1983-08-23 | Atlantic Richfield Company | Recovery of 2-phenylethanol |
| US5017729A (en) * | 1988-09-30 | 1991-05-21 | Mitsui Petrochemical Industries, Ltd. | Phenol preparation process and propylene recovery therefrom |
| RU1839668C (ru) * | 1988-11-28 | 1993-12-30 | МИЦУИ ПЕТРОКЕМИКАЛ ИНДАСТРИЗ, Лтд (JP) | Способ получени фенола |
| US5371305A (en) * | 1992-12-31 | 1994-12-06 | Hercules Incorporated | Process for producing phenol from cumene |
| EP0689685A1 (en) | 1993-03-15 | 1996-01-03 | Minnesota Mining And Manufacturing Company | Ballasted leuco dyes and photothermographic element containing same |
| US5475159A (en) | 1994-11-07 | 1995-12-12 | Shell Oil Company | Process for the direct hydrogenation of methyl esters |
| US5723637A (en) * | 1995-12-06 | 1998-03-03 | Sumitomo Chemical Company, Limited | Process for producing propylene oxide |
| US6011162A (en) * | 1997-05-05 | 2000-01-04 | Arco Chemical Technology, L.P. | Epoxidation process using improved heterogeneous catalyst composition |
| RU2140896C1 (ru) * | 1998-08-17 | 1999-11-10 | ОАО "Нижнекамскнефтехим" | Способ очистки от легкокипящей фракции углеводородов возвратного этилбензола производства оксида пропилена со стиролом |
| JP2001031662A (ja) | 1999-07-14 | 2001-02-06 | Sumitomo Chem Co Ltd | プロピレンオキサイドの製造方法 |
| JP2001270877A (ja) | 2000-03-24 | 2001-10-02 | Sumitomo Chem Co Ltd | プロピレンオキサイドの製造方法 |
| JP2001270872A (ja) | 2000-03-24 | 2001-10-02 | Sumitomo Chem Co Ltd | プロピレンオキサイドの製造方法 |
| JP2001270879A (ja) | 2000-03-24 | 2001-10-02 | Sumitomo Chem Co Ltd | オキシラン化合物の製造方法 |
| JP2001270871A (ja) | 2000-03-24 | 2001-10-02 | Sumitomo Chem Co Ltd | オキシラン化合物の製造方法 |
| JP2001270876A (ja) | 2000-03-24 | 2001-10-02 | Sumitomo Chem Co Ltd | プロピレンオキサイドの製造方法 |
| JP2001270874A (ja) | 2000-03-24 | 2001-10-02 | Sumitomo Chem Co Ltd | プロピレンオキサイドの製造方法 |
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2000
- 2000-12-13 US US09/736,522 patent/US6455712B1/en not_active Expired - Lifetime
-
2001
- 2001-12-13 BR BR0116099-0A patent/BR0116099A/pt not_active Application Discontinuation
- 2001-12-13 KR KR1020037007770A patent/KR100843780B1/ko not_active Expired - Fee Related
- 2001-12-13 RU RU2003121243/04A patent/RU2282624C2/ru not_active IP Right Cessation
- 2001-12-13 KR KR10-2003-7007771A patent/KR20030075151A/ko not_active Abandoned
- 2001-12-13 KR KR10-2003-7007769A patent/KR20030059334A/ko not_active Abandoned
- 2001-12-13 CN CNB018205771A patent/CN1232516C/zh not_active Expired - Fee Related
- 2001-12-13 WO PCT/EP2001/014748 patent/WO2002048125A2/en not_active Ceased
- 2001-12-13 AU AU2002216112A patent/AU2002216112B2/en not_active Ceased
- 2001-12-13 AU AU2002238433A patent/AU2002238433B2/en not_active Ceased
- 2001-12-13 RU RU2003121244/04A patent/RU2282625C2/ru not_active IP Right Cessation
- 2001-12-13 AU AU2002217114A patent/AU2002217114B2/en not_active Ceased
- 2001-12-13 EP EP01986878A patent/EP1343776A2/en not_active Withdrawn
- 2001-12-13 JP JP2002549656A patent/JP2004517841A/ja not_active Withdrawn
- 2001-12-13 WO PCT/EP2001/014750 patent/WO2002048126A2/en not_active Ceased
- 2001-12-13 RU RU2003121245/04A patent/RU2282623C2/ru not_active IP Right Cessation
- 2001-12-13 BR BR0116101-6A patent/BR0116101A/pt not_active Application Discontinuation
- 2001-12-13 CN CNB01820578XA patent/CN1213041C/zh not_active Expired - Fee Related
- 2001-12-13 JP JP2002549657A patent/JP2004517842A/ja active Pending
- 2001-12-13 TW TW090130929A patent/TWI247743B/zh not_active IP Right Cessation
- 2001-12-13 WO PCT/EP2001/014751 patent/WO2002048127A2/en not_active Ceased
- 2001-12-13 AU AU1711402A patent/AU1711402A/xx active Pending
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- 2001-12-13 BR BR0116100-8A patent/BR0116100A/pt not_active Application Discontinuation
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Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0345856A1 (en) * | 1988-06-08 | 1989-12-13 | Shell Internationale Researchmaatschappij B.V. | A process for the preparation of an oxirane compound |
| US6160137A (en) * | 1997-11-07 | 2000-12-12 | Sumitomo Chemical Company, Limited | Method for producing propylene oxide |
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Effective date: 20081214 |