JP2008543550A - 水素化可能な基を含む有機化合物の水素化用触媒及び水素化方法 - Google Patents

水素化可能な基を含む有機化合物の水素化用触媒及び水素化方法 Download PDF

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Publication number
JP2008543550A
JP2008543550A JP2008517476A JP2008517476A JP2008543550A JP 2008543550 A JP2008543550 A JP 2008543550A JP 2008517476 A JP2008517476 A JP 2008517476A JP 2008517476 A JP2008517476 A JP 2008517476A JP 2008543550 A JP2008543550 A JP 2008543550A
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catalyst
group
ruthenium
hydrogenation
substituted
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JP2008543550A5 (enExample
Inventor
ラール，フレデリック バン
ベッカー，ミヒャエル
シュヴァプ，エッケハルト
ヘンケルマン，ヨッヘム
ポラネク，ペーター
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BASF SE
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BASF SE
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    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
    • B01J23/38—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals
    • B01J23/40—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals of the platinum group metals
    • B01J23/46—Ruthenium, rhodium, osmium or iridium
    • B01J23/462—Ruthenium
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J21/00—Catalysts comprising the elements, oxides, or hydroxides of magnesium, boron, aluminium, carbon, silicon, titanium, zirconium, or hafnium
    • B01J21/06—Silicon, titanium, zirconium or hafnium; Oxides or hydroxides thereof
    • B01J21/08—Silica
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
    • B01J23/38—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals
    • B01J23/40—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals of the platinum group metals
    • B01J23/46—Ruthenium, rhodium, osmium or iridium
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
    • B01J23/38—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals
    • B01J23/54—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36
    • B01J23/56—Platinum group metals
    • B01J23/64—Platinum group metals with arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium
    • B01J23/656—Manganese, technetium or rhenium
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J37/00—Processes, in general, for preparing catalysts; Processes, in general, for activation of catalysts
    • B01J37/02—Impregnation, coating or precipitation
    • B01J37/0201—Impregnation
    • B01J37/0205—Impregnation in several steps
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B35/00—Reactions without formation or introduction of functional groups containing hetero atoms, involving a change in the type of bonding between two carbon atoms already directly linked
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J35/00—Catalysts, in general, characterised by their form or physical properties
    • B01J35/60—Catalysts, in general, characterised by their form or physical properties characterised by their surface properties or porosity
    • B01J35/61—Surface area
    • B01J35/615—100-500 m2/g

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Catalysts (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
JP2008517476A 2005-06-22 2006-06-20 水素化可能な基を含む有機化合物の水素化用触媒及び水素化方法 Pending JP2008543550A (ja)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE102005029200A DE102005029200A1 (de) 2005-06-22 2005-06-22 Katalysator und Verfahren zur Hydrierung von hydrierbare Gruppen enthaltenden organischen Verbindungen
PCT/EP2006/063323 WO2006136541A2 (de) 2005-06-22 2006-06-20 Ru-katalysator und verfahren zur hydrierung von hydrierbare gruppen enthaltenden organischen verbindungen

Publications (2)

Publication Number Publication Date
JP2008543550A true JP2008543550A (ja) 2008-12-04
JP2008543550A5 JP2008543550A5 (enExample) 2009-07-09

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JP2008517476A Pending JP2008543550A (ja) 2005-06-22 2006-06-20 水素化可能な基を含む有機化合物の水素化用触媒及び水素化方法

Country Status (8)

Country Link
US (1) US8207327B2 (enExample)
EP (1) EP1899051A2 (enExample)
JP (1) JP2008543550A (enExample)
KR (1) KR101354236B1 (enExample)
CN (1) CN101242895B (enExample)
CA (1) CA2612435C (enExample)
DE (1) DE102005029200A1 (enExample)
WO (1) WO2006136541A2 (enExample)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2012518600A (ja) * 2008-12-17 2012-08-16 ビーエーエスエフ ソシエタス・ヨーロピア 置換型シクロヘキシルメタノール類を製造するための連続方法
JP2013519638A (ja) * 2010-02-12 2013-05-30 ビーエーエスエフ ソシエタス・ヨーロピア ４−イソプロピルシクロヘキシルメタノールの製造方法
JP2013525274A (ja) * 2010-03-24 2013-06-20 ビーエーエスエフ ソシエタス・ヨーロピア ４−シクロヘキシル−２−メチル−２−ブタノールの調製方法
JP2021501680A (ja) * 2017-11-06 2021-01-21 ハンファ ケミカル コーポレーションＨａｎｗｈａ Ｃｈｅｍｉｃａｌ Ｃｏｒｐｏｒａｔｉｏｎ 芳香族化合物の水素化反応用触媒及びその製造方法
JP2022097466A (ja) * 2020-12-18 2022-06-30 エボニック オペレーションズ ゲーエムベーハー 水素化触媒の再生方法

Families Citing this family (30)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE102005049568A1 (de) 2005-10-17 2007-04-19 Basf Ag Verfahren zur kontinuierlichen Hydrierung oder hydrierenden Aminierung
EP2049254B1 (de) 2006-07-31 2010-12-15 Basf Se Verfahren zur regenerierung von rutheniumkatalysatoren für die kernhydrierung von phthalaten
US8889936B2 (en) 2006-07-31 2014-11-18 Basf Se Method of regenerating ruthenium catalysts for the hydrogenation of benzene
ES2759627T3 (es) 2006-07-31 2020-05-11 Basf Se Procedimiento integrado consistente en la hidrogenación con catalizadores de rutenio y regeneración de los mismos
DE102007025223A1 (de) 2007-05-31 2008-12-04 Süd-Chemie AG Zirkoniumoxid-dotierter VAM-Schalenkatalysator, Verfahren zu dessen Herstellung sowie dessen Verwendung
DE102007025362A1 (de) 2007-05-31 2008-12-11 Süd-Chemie AG Dotierter Pd/Au-Schalenkatalysator, Verfahren zu dessen Herstellung sowie dessen Verwendung
DE102007025315A1 (de) * 2007-05-31 2008-12-11 Süd-Chemie AG Katalysator zur selektiven Hydrierung acetylenischer Kohlenwasserstoffe und Verfahren zu seiner Herstellung
DE102007025443A1 (de) 2007-05-31 2008-12-04 Süd-Chemie AG Pd/Au-Schalenkatalysator enthaltend HfO2, Verfahren zu dessen Herstellung sowie dessen Verwendung
DE102007025444A1 (de) * 2007-05-31 2008-12-11 Süd-Chemie AG VAM-Schalenkatalysator, Verfahren zu dessen Herstellung sowie dessen Verwendung
DE102007025356A1 (de) * 2007-05-31 2009-01-08 Süd-Chemie AG Verfahren zur Herstellung eines Schalenkatalysators und Schalenkatalysator
DE102007025442B4 (de) 2007-05-31 2023-03-02 Clariant International Ltd. Verwendung einer Vorrichtung zur Herstellung eines Schalenkatalysators und Schalenkatalysator
DE202008017277U1 (de) 2008-11-30 2009-04-30 Süd-Chemie AG Katalysatorträger
US20110144398A1 (en) 2009-12-11 2011-06-16 Basf Se Process for regenerating a ruthenium-containing supported hydrogenation catalyst
WO2011072992A1 (en) 2009-12-15 2011-06-23 Exxonmobil Chemical Patents Inc. Temperature control of an oligomerisation process and reactor
KR101833077B1 (ko) 2009-12-15 2018-02-27 바스프 에스이 방향족 화합물의 수소화를 위한 촉매 및 방법
US8889920B2 (en) 2010-02-12 2014-11-18 Basf Se Process for preparing 4-isopropylcyclohexylmethanol
US8450534B2 (en) 2010-03-24 2013-05-28 Basf Se Process for preparing 4-cyclohexyl-2-methyl-2-butanol
DE102010026462A1 (de) * 2010-07-08 2012-01-12 Süd-Chemie AG Verfahren zur Herstellung eines Schalenkatalysators und Schalenkatalysator
US9056812B2 (en) 2011-09-16 2015-06-16 Basf Se Process for preparing 4-cyclohexyl-2-methyl-2-butanol
CN103796980B (zh) 2011-09-16 2016-08-31 巴斯夫欧洲公司 制备4-环己基-2-甲基-2-丁醇的方法
US9340754B2 (en) 2012-11-27 2016-05-17 Basf Se Process for the preparation of cyclohexyl-substituted tertiary alkanols
CN106338551B (zh) * 2015-07-07 2019-03-08 中国石油化工股份有限公司 重整催化剂中不同形态硫元素含量的分析方法
EP3359290B1 (de) * 2015-10-05 2025-01-01 Basf Se Verfahren zur herstellung von ruthenium/eisen/kohlenstoffträger-katalysatoren
JP6131370B1 (ja) * 2016-06-10 2017-05-17 千代田化工建設株式会社 合成ガス製造触媒用担体及びその製造方法、合成ガス製造触媒及びその製造方法、並びに合成ガスの製造方法
CN109790101A (zh) * 2016-09-09 2019-05-21 埃克森美孚化学专利公司 邻苯二甲酸酯的氢化方法
GB2613281B (en) * 2020-09-29 2025-01-29 Resonac Corp Method for producing ethyl acetate production catalyst
US11918989B2 (en) * 2020-12-18 2024-03-05 Evonik Operations Gmbh Process for regeneration of hydrogenation catalysts
CN114602463B (zh) * 2022-04-13 2023-12-05 宏业生物科技股份有限公司 一种对羟基苯甲酸乙酯加氢催化剂及其制备方法
GB2630272B (en) 2023-05-15 2025-07-02 Johnson Matthey Plc Ruthenium eggshell catalyst
CN117101676A (zh) * 2023-07-12 2023-11-24 安徽香枫新材料股份有限公司 催化剂、制备工艺以及dinp制备dinch的工艺

Citations (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH02738A (ja) * 1988-01-14 1990-01-05 Mobi Corp ４，４’‐ジアミノ‐ジフエニルメタンの接触的水素化による低いトランス‐トランス異性体含量を有する４，４’‐ジアミノ‐ジシクロヘキシルメタンの製造方法
JPH0780305A (ja) * 1993-08-20 1995-03-28 Huels Ag 触媒およびビス−パラ−アミノシクロヘキシルメタンの製法
JPH10101584A (ja) * 1996-06-19 1998-04-21 Basf Ag 担体付ルテニウム触媒の存在下で有機化合物を反応させる方法及び触媒
JPH11222447A (ja) * 1998-02-04 1999-08-17 Mitsubishi Chemical Corp 芳香族化合物の部分水素添加によるシクロオレフィン類の製造方法
JP2004000972A (ja) * 2002-05-31 2004-01-08 Degussa Ag 芳香族アミンを水素化するための方法および触媒
JP2004168777A (ja) * 2002-11-18 2004-06-17 Degussa Ag 芳香族ウレタンの水素化法および担持触媒の使用
JP2004168778A (ja) * 2002-11-18 2004-06-17 Degussa Ag 脂肪族イソシアネートの製造方法
JP2004529200A (ja) * 2001-06-11 2004-09-24 ビーエーエスエフ アクチェンゲゼルシャフト エポキシ基を有する側鎖を有する脂環式化合物（ｉ）の製造方法
US20040199033A1 (en) * 2001-06-11 2004-10-07 Arnd Bottcher Method for hydrogenating organic compounds by means of ru/sio2 catalysts

Family Cites Families (17)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4072628A (en) 1974-11-05 1978-02-07 Ici Americas Inc. Regeneration of supported ruthenium catalyst
BE882279A (fr) 1980-03-18 1980-07-16 Raffinerie Tirlemontoise Sa Procede de reactivation d'un catalyseur, a base de metaux du groupe du platine, pour l'hydrogenation des sucres
US4431750A (en) 1982-05-19 1984-02-14 Phillips Petroleum Company Platinum group metal catalyst on the surface of a support and a process for preparing same
US4923842A (en) * 1988-10-11 1990-05-08 Allied-Signal Inc. Lanthanum containing catalyst for treating automotive exhaust
US5102850A (en) * 1990-10-17 1992-04-07 W. R. Grace & Co. - Conn. Catalyst supports having promoter oxide gradient, resulting catalyst and method of making the supports
FR2689517B1 (fr) * 1992-04-02 1995-07-28 Inst Francais Du Petrole Procede d'hydrogenation selective des hydrocarbures.
US5399535A (en) * 1993-08-17 1995-03-21 Rohm And Haas Company Reticulated ceramic products
US6248924B1 (en) * 1996-06-19 2001-06-19 Basf Aktiengesellschaft Process for reacting an organic compound in the presence of a supported ruthenium catalyst
US6852667B2 (en) * 1998-02-16 2005-02-08 Sumitomo Chemical Company Limited Process for producing chlorine
DE19827844A1 (de) 1998-06-23 1999-12-30 Aventis Res & Tech Gmbh & Co Verfahren zur Herstellung von Schalenkatalysatoren durch CVD-Beschichtung
DE19832087A1 (de) * 1998-07-16 2000-01-20 Basf Ag Verfahren zur Umsetzung von organischen Verbindungen mit boroxidhaltigen, makroporösen Trägerkatalysatoren
CN1117623C (zh) * 2000-11-23 2003-08-13 中国科学院生态环境研究中心 汽车尾气净化三效催化剂及其制备方法
DE10128205A1 (de) 2001-06-11 2002-12-12 Basf Ag Ruthenium-Katalysatoren
US7230035B2 (en) 2002-12-30 2007-06-12 Conocophillips Company Catalysts for the conversion of methane to synthesis gas
DE10361157A1 (de) 2003-12-22 2005-07-21 Basf Ag Ruthenium-Heterogenkatalysator und Verfahren zur Herstellung eines Bisglycidylethers der Formel I
WO2005061106A1 (de) 2003-12-22 2005-07-07 Basf Aktiengesellschaft Ruthenium-heterogenkatalysator, verfahren zur hydrierung einer carbocyclischen aromatischen gruppe und kernhydrierte bisglycidylether der bisphenole a und f
DE10361151A1 (de) 2003-12-22 2005-07-14 Basf Ag Ruthenium-Heterogenkatalysator und Verfahren zur Hydrierung einer carbocyclischen aromatischen Gruppe, insbesondere zur Herstellung eines Bisglycidylethers der Formel I

Patent Citations (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH02738A (ja) * 1988-01-14 1990-01-05 Mobi Corp ４，４’‐ジアミノ‐ジフエニルメタンの接触的水素化による低いトランス‐トランス異性体含量を有する４，４’‐ジアミノ‐ジシクロヘキシルメタンの製造方法
JPH0780305A (ja) * 1993-08-20 1995-03-28 Huels Ag 触媒およびビス−パラ−アミノシクロヘキシルメタンの製法
JPH10101584A (ja) * 1996-06-19 1998-04-21 Basf Ag 担体付ルテニウム触媒の存在下で有機化合物を反応させる方法及び触媒
JPH11222447A (ja) * 1998-02-04 1999-08-17 Mitsubishi Chemical Corp 芳香族化合物の部分水素添加によるシクロオレフィン類の製造方法
JP2004529200A (ja) * 2001-06-11 2004-09-24 ビーエーエスエフ アクチェンゲゼルシャフト エポキシ基を有する側鎖を有する脂環式化合物（ｉ）の製造方法
US20040199033A1 (en) * 2001-06-11 2004-10-07 Arnd Bottcher Method for hydrogenating organic compounds by means of ru/sio2 catalysts
JP2004000972A (ja) * 2002-05-31 2004-01-08 Degussa Ag 芳香族アミンを水素化するための方法および触媒
JP2004168777A (ja) * 2002-11-18 2004-06-17 Degussa Ag 芳香族ウレタンの水素化法および担持触媒の使用
JP2004168778A (ja) * 2002-11-18 2004-06-17 Degussa Ag 脂肪族イソシアネートの製造方法

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
JPN6012025406; Ｍ．　Ｃ．　ＳＣＨＯＥＮＭＡＫＥＲ-ＳＴＯＬＫ　ｅｔ　ａｌ．: 'ＴＨＥ　ＣＡＴＡＬＹＴＩＣ　ＨＹＤＲＯＧＥＮＡＴＩＯＮ　ＯＦ　ＢＥＮＺＥＮＥ　ＯＶＥＲ　ＳＵＰＰＯＲＴＥＤ　ＭＥＴＡＬ　ＣＡＴＡＬＹＳＴＳ．　ＩＩＩ．　ＧＡＳ-ＰＨＡＳＥ　ＨＹＤＲＯＧＥＮＡＴＩＯＮ' Ａｐｐｌｉｅｄ　Ｃａｔａｌｙｓｉｓ Ｖｏｌ．　３０, 1987, Ｐａｇｅｓ　３３９-３５２ *

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2012518600A (ja) * 2008-12-17 2012-08-16 ビーエーエスエフ ソシエタス・ヨーロピア 置換型シクロヘキシルメタノール類を製造するための連続方法
JP2013519638A (ja) * 2010-02-12 2013-05-30 ビーエーエスエフ ソシエタス・ヨーロピア ４−イソプロピルシクロヘキシルメタノールの製造方法
JP2013525274A (ja) * 2010-03-24 2013-06-20 ビーエーエスエフ ソシエタス・ヨーロピア ４−シクロヘキシル−２−メチル−２−ブタノールの調製方法
JP2021501680A (ja) * 2017-11-06 2021-01-21 ハンファ ケミカル コーポレーションＨａｎｗｈａ Ｃｈｅｍｉｃａｌ Ｃｏｒｐｏｒａｔｉｏｎ 芳香族化合物の水素化反応用触媒及びその製造方法
JP7113895B2 (ja) 2017-11-06 2022-08-05 ハンファ ケミカル コーポレーション 芳香族化合物の水素化反応用触媒及びその製造方法
JP2022097466A (ja) * 2020-12-18 2022-06-30 エボニック オペレーションズ ゲーエムベーハー 水素化触媒の再生方法

Also Published As

Publication number Publication date
EP1899051A2 (de) 2008-03-19
CA2612435C (en) 2015-02-24
KR101354236B1 (ko) 2014-01-22
KR20080027871A (ko) 2008-03-28
DE102005029200A1 (de) 2006-12-28
WO2006136541A3 (de) 2007-04-12
CA2612435A1 (en) 2006-12-28
WO2006136541A2 (de) 2006-12-28
US20100152436A1 (en) 2010-06-17
CN101242895A (zh) 2008-08-13
US8207327B2 (en) 2012-06-26
CN101242895B (zh) 2012-01-11

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