JP2011529780A5 - - Google Patents
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- Publication number
- JP2011529780A5 JP2011529780A5 JP2011521415A JP2011521415A JP2011529780A5 JP 2011529780 A5 JP2011529780 A5 JP 2011529780A5 JP 2011521415 A JP2011521415 A JP 2011521415A JP 2011521415 A JP2011521415 A JP 2011521415A JP 2011529780 A5 JP2011529780 A5 JP 2011529780A5
- Authority
- JP
- Japan
- Prior art keywords
- metal
- catalyst
- precursor
- silica
- organosilica
- 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
- 239000003054 catalyst Substances 0.000 claims description 33
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 22
- 238000006243 chemical reaction Methods 0.000 claims description 17
- 239000000377 silicon dioxide Substances 0.000 claims description 11
- 239000000203 mixture Substances 0.000 claims description 4
- 229910052709 silver Inorganic materials 0.000 claims description 4
- 229910052741 iridium Inorganic materials 0.000 claims description 3
- 229910052751 metal Inorganic materials 0.000 claims 25
- 239000002184 metal Substances 0.000 claims 25
- 239000002243 precursor Substances 0.000 claims 7
- 238000000034 method Methods 0.000 claims 6
- 125000000217 alkyl group Chemical group 0.000 claims 3
- 238000006555 catalytic reaction Methods 0.000 claims 3
- 239000003638 chemical reducing agent Substances 0.000 claims 3
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims 2
- 229910052804 chromium Inorganic materials 0.000 claims 2
- 229910052802 copper Inorganic materials 0.000 claims 2
- 229910052737 gold Inorganic materials 0.000 claims 2
- 229910052738 indium Inorganic materials 0.000 claims 2
- 229910052742 iron Inorganic materials 0.000 claims 2
- 238000004519 manufacturing process Methods 0.000 claims 2
- 229910052759 nickel Inorganic materials 0.000 claims 2
- 229910052697 platinum Inorganic materials 0.000 claims 2
- 239000000376 reactant Substances 0.000 claims 2
- 229910052703 rhodium Inorganic materials 0.000 claims 2
- 229910052707 ruthenium Inorganic materials 0.000 claims 2
- 229910052710 silicon Inorganic materials 0.000 claims 2
- 239000010703 silicon Substances 0.000 claims 2
- 229910052718 tin Inorganic materials 0.000 claims 2
- 229910052726 zirconium Inorganic materials 0.000 claims 2
- 229910002808 Si–O–Si Inorganic materials 0.000 claims 1
- 125000003118 aryl group Chemical group 0.000 claims 1
- 125000000732 arylene group Chemical group 0.000 claims 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 1
- 230000003197 catalytic effect Effects 0.000 claims 1
- 238000009833 condensation Methods 0.000 claims 1
- 230000005494 condensation Effects 0.000 claims 1
- 150000004696 coordination complex Chemical group 0.000 claims 1
- 150000004678 hydrides Chemical class 0.000 claims 1
- 230000003301 hydrolyzing effect Effects 0.000 claims 1
- 230000003647 oxidation Effects 0.000 claims 1
- 238000007254 oxidation reaction Methods 0.000 claims 1
- 230000000737 periodic effect Effects 0.000 claims 1
- 150000003839 salts Chemical class 0.000 claims 1
- 239000007787 solid Substances 0.000 claims 1
- 239000002904 solvent Substances 0.000 claims 1
- 229910052723 transition metal Inorganic materials 0.000 claims 1
- 150000003624 transition metals Chemical group 0.000 claims 1
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 9
- 239000000758 substrate Substances 0.000 description 9
- 238000002290 gas chromatography-mass spectrometry Methods 0.000 description 7
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 5
- 238000002360 preparation method Methods 0.000 description 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 4
- 239000012298 atmosphere Substances 0.000 description 4
- 239000001257 hydrogen Substances 0.000 description 4
- 229910052739 hydrogen Inorganic materials 0.000 description 4
- JFDZBHWFFUWGJE-UHFFFAOYSA-N benzonitrile Chemical compound N#CC1=CC=CC=C1 JFDZBHWFFUWGJE-UHFFFAOYSA-N 0.000 description 3
- KXDAEFPNCMNJSK-UHFFFAOYSA-N Benzamide Chemical compound NC(=O)C1=CC=CC=C1 KXDAEFPNCMNJSK-UHFFFAOYSA-N 0.000 description 2
- 229910018530 Si-Ag Inorganic materials 0.000 description 2
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 2
- 229910008383 Si—Ag Inorganic materials 0.000 description 2
- 238000002441 X-ray diffraction Methods 0.000 description 2
- 239000012300 argon atmosphere Substances 0.000 description 2
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 2
- 238000005984 hydrogenation reaction Methods 0.000 description 2
- IVSZLXZYQVIEFR-UHFFFAOYSA-N m-xylene Chemical group CC1=CC=CC(C)=C1 IVSZLXZYQVIEFR-UHFFFAOYSA-N 0.000 description 2
- PCLURTMBFDTLSK-UHFFFAOYSA-N nickel platinum Chemical compound [Ni].[Pt] PCLURTMBFDTLSK-UHFFFAOYSA-N 0.000 description 2
- PXXKQOPKNFECSZ-UHFFFAOYSA-N platinum rhodium Chemical compound [Rh].[Pt] PXXKQOPKNFECSZ-UHFFFAOYSA-N 0.000 description 2
- 239000004332 silver Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 238000000408 29Si solid-state nuclear magnetic resonance spectroscopy Methods 0.000 description 1
- 241001120493 Arene Species 0.000 description 1
- DYUQAZSOFZSPHD-UHFFFAOYSA-N Phenylpropanol Chemical compound CCC(O)C1=CC=CC=C1 DYUQAZSOFZSPHD-UHFFFAOYSA-N 0.000 description 1
- 229910002845 Pt–Ni Inorganic materials 0.000 description 1
- 229910018879 Pt—Pd Inorganic materials 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- 238000009903 catalytic hydrogenation reaction Methods 0.000 description 1
- 238000006356 dehydrogenation reaction Methods 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- 230000036571 hydration Effects 0.000 description 1
- 238000006703 hydration reaction Methods 0.000 description 1
- 238000007327 hydrogenolysis reaction Methods 0.000 description 1
- GKOZUEZYRPOHIO-UHFFFAOYSA-N iridium atom Chemical compound [Ir] GKOZUEZYRPOHIO-UHFFFAOYSA-N 0.000 description 1
- 125000000449 nitro group Chemical class [O-][N+](*)=O 0.000 description 1
- 229910052763 palladium Inorganic materials 0.000 description 1
- KDLHZDBZIXYQEI-UHFFFAOYSA-N palladium Substances [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 1
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Substances [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US8602208P | 2008-08-04 | 2008-08-04 | |
| US61/086,022 | 2008-08-04 | ||
| PCT/CA2009/001098 WO2010015081A1 (en) | 2008-08-04 | 2009-08-04 | Metal-containing organosilica catalyst; process of preparation and use thereof |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2011529780A JP2011529780A (ja) | 2011-12-15 |
| JP2011529780A5 true JP2011529780A5 (enExample) | 2012-09-27 |
| JP5758802B2 JP5758802B2 (ja) | 2015-08-05 |
Family
ID=41663249
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2011521415A Active JP5758802B2 (ja) | 2008-08-04 | 2009-08-04 | 金属含有有機シリカ触媒、その製造方法及び使用 |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US20110190115A1 (enExample) |
| EP (1) | EP2318134A4 (enExample) |
| JP (1) | JP5758802B2 (enExample) |
| CN (1) | CN102202788B (enExample) |
| WO (1) | WO2010015081A1 (enExample) |
Families Citing this family (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP5910873B2 (ja) * | 2012-04-09 | 2016-04-27 | 三菱レイヨン株式会社 | α，β−不飽和カルボン酸の製造方法 |
| EP3142966B1 (en) | 2014-05-12 | 2020-01-29 | Virdia, Inc. | Hydrogenation of oxygenated molecules from biomass refining |
| WO2016094820A1 (en) | 2014-12-12 | 2016-06-16 | Exxonmobil Research And Engineering Company | Adsorbent for heteroatom species removal and uses thereof |
| CA2964385C (en) | 2014-12-12 | 2021-06-01 | Exxonmobil Research And Engineering Company | Aromatic hydrogenation catalysts and uses thereof |
| WO2016094803A1 (en) | 2014-12-12 | 2016-06-16 | Exxonmobil Research And Engineering Company | Membrane fabrication methods using organosilica materials and uses thereof |
| US10207249B2 (en) | 2014-12-12 | 2019-02-19 | Exxonmobil Research And Engineering Company | Organosilica materials and uses thereof |
| US10351639B2 (en) | 2014-12-12 | 2019-07-16 | Exxonmobil Research And Engineering Company | Organosilica materials for use as adsorbents for oxygenate removal |
| WO2016094769A1 (en) | 2014-12-12 | 2016-06-16 | Exxonmobil Research And Engineering Company | Aromatic hydrogenation catalysts and uses thereof |
| WO2016094843A2 (en) | 2014-12-12 | 2016-06-16 | Exxonmobil Chemical Patents Inc. | Olefin polymerization catalyst system comprising mesoporous organosilica support |
| US10155826B2 (en) | 2014-12-12 | 2018-12-18 | Exxonmobil Research And Engineering Company | Olefin polymerization catalyst system comprising mesoporous organosilica support |
| CN105859495B (zh) * | 2016-05-05 | 2018-03-06 | 陕西师范大学 | 炔酮促进CuI催化Sonogashira偶联反应的方法 |
| EP3468712A1 (en) | 2016-06-10 | 2019-04-17 | Exxonmobil Research And Engineering Company | Organosilica polymer catalysts and methods of making the same |
| US10435514B2 (en) | 2016-06-10 | 2019-10-08 | Exxonmobil Research And Engineering Company | Organosilica materials, methods of making, and uses thereof |
| CN110050118B (zh) * | 2016-10-05 | 2022-08-19 | 孟山都技术公司 | 催化剂再生期间的排放物控制 |
| US10179839B2 (en) | 2016-11-18 | 2019-01-15 | Exxonmobil Research And Engineering Company | Sulfur terminated organosilica materials and uses thereof |
| CN109320398B (zh) * | 2018-08-28 | 2022-03-18 | 浙江工业大学 | 一种由二苯甲酮催化加氢合成二苯甲醇的方法 |
| CN112661618B (zh) * | 2019-10-16 | 2024-04-09 | 中国石油化工股份有限公司 | 一种环戊酮的铜催化制备方法 |
| JP2022166739A (ja) * | 2021-04-21 | 2022-11-02 | 千代田化工建設株式会社 | 水素化触媒ならびにこれを用いたフロー式有機合成システム及び水素化有機化合物の製造方法 |
| CN114471540B (zh) * | 2022-02-22 | 2023-08-08 | 北京化工大学 | 一种亚纳米Pt选择性加氢催化剂、制备方法及其应用 |
| CN116139879B (zh) * | 2023-02-14 | 2024-01-26 | 安徽大学 | 二氧化硅负载铱镍催化剂IrNi/SiO2及其高选择性催化苯甲腈、巴豆醛和苄叉丙酮中的加氢方法和应用 |
Family Cites Families (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS62193647A (ja) * | 1986-02-20 | 1987-08-25 | Shimadzu Corp | 多孔質貴金属触媒および製造法 |
| EP0328715B1 (en) * | 1988-02-19 | 1992-08-05 | Tohru Yamamoto | A catalyst for sol-gel method using metal alkoxide and sol-gel method using the same |
| US5047380A (en) * | 1990-03-23 | 1991-09-10 | University Of South Carolina | Ceramic materials, method of preparing the same and hydrogenation and oxidation processes using the same |
| DE4035032C1 (enExample) * | 1990-11-03 | 1992-04-30 | Degussa Ag, 6000 Frankfurt, De | |
| JPH0747129B2 (ja) * | 1991-07-02 | 1995-05-24 | 株式会社コロイドリサーチ | 触媒金属化合物を担持した多孔質ゲルの製造方法 |
| JP3476497B2 (ja) * | 1993-04-15 | 2003-12-10 | 科学技術振興事業団 | 分散性に優れたシリカ担持物の製造方法 |
| JP3590854B2 (ja) * | 1994-03-09 | 2004-11-17 | 勝彦 若林 | 担持触媒の製造方法 |
| US6391808B1 (en) * | 1994-04-12 | 2002-05-21 | California Institute Of Technology | Metal-silica sol-gel materials |
| US5935895A (en) * | 1994-09-22 | 1999-08-10 | Roche Vitamins Inc. | Heterogeneous catalysts |
| DE19545042A1 (de) * | 1995-12-02 | 1997-06-05 | Studiengesellschaft Kohle Mbh | Amorphe mikroporöse Mischoxidkatalysatoren mit kontrollierter Oberflächenpolarität für die selektive heterogene Katalyse Adsorption und Stofftrennung |
| TWI276604B (en) * | 2001-12-27 | 2007-03-21 | Tokuyama Corp | Silica composite oxide particles and method of producing the same |
| JP4200001B2 (ja) * | 2001-12-27 | 2008-12-24 | 株式会社トクヤマ | シリカ系複合酸化物粒子およびその製造方法 |
| WO2005037745A1 (en) * | 2003-10-16 | 2005-04-28 | Conocophillips Company | Silica-alumina catalyst support with bimodal pore distribution, catalysts, methods of making and using same |
| JP5048253B2 (ja) * | 2006-02-24 | 2012-10-17 | 日本碍子株式会社 | 多孔質構造体 |
-
2009
- 2009-08-04 CN CN200980130708.6A patent/CN102202788B/zh active Active
- 2009-08-04 JP JP2011521415A patent/JP5758802B2/ja active Active
- 2009-08-04 WO PCT/CA2009/001098 patent/WO2010015081A1/en not_active Ceased
- 2009-08-04 US US13/057,521 patent/US20110190115A1/en not_active Abandoned
- 2009-08-04 EP EP09804423A patent/EP2318134A4/en not_active Withdrawn
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