WO2009060886A1 - 金属触媒担持炭素によるニトロ基の選択的還元方法 - Google Patents

金属触媒担持炭素によるニトロ基の選択的還元方法 Download PDF

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Publication number
WO2009060886A1
WO2009060886A1 PCT/JP2008/070182 JP2008070182W WO2009060886A1 WO 2009060886 A1 WO2009060886 A1 WO 2009060886A1 JP 2008070182 W JP2008070182 W JP 2008070182W WO 2009060886 A1 WO2009060886 A1 WO 2009060886A1
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WIPO (PCT)
Prior art keywords
supported carbon
metal catalyst
compound containing
nitro group
nitro
Prior art date
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PCT/JP2008/070182
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English (en)
French (fr)
Inventor
Mutsumi Sato
Keiji Oono
Hironao Sajiki
Tomohiro Maegawa
Yasunari Monguchi
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Wako Pure Chemical Industries, Ltd.
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Application filed by Wako Pure Chemical Industries, Ltd. filed Critical Wako Pure Chemical Industries, Ltd.
Priority to JP2009540074A priority Critical patent/JP5560715B2/ja
Publication of WO2009060886A1 publication Critical patent/WO2009060886A1/ja

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
    • C07C209/30—Preparation of compounds containing amino groups bound to a carbon skeleton by reduction of nitrogen-to-oxygen or nitrogen-to-nitrogen bonds
    • C07C209/32—Preparation of compounds containing amino groups bound to a carbon skeleton by reduction of nitrogen-to-oxygen or nitrogen-to-nitrogen bonds by reduction of nitro groups
    • C07C209/36—Preparation of compounds containing amino groups bound to a carbon skeleton by reduction of nitrogen-to-oxygen or nitrogen-to-nitrogen bonds by reduction of nitro groups by reduction of nitro groups bound to carbon atoms of six-membered aromatic rings in presence of hydrogen-containing gases and a catalyst
    • 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
    • B01J21/18—Carbon
    • 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
    • B01J23/42—Platinum
    • 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
    • B01J23/44—Palladium
    • 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
    • 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
    • B01J23/464—Rhodium
    • 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
    • B01J23/466—Osmium
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
    • C07C227/04—Formation of amino groups in compounds containing carboxyl groups

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Catalysts (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

　本発明は、ニトロスチレン誘導体等の還元されやすい基を有するニトロ化合物を、アミノスチレン誘導体等の還元されやすい基を有するアミノ化合物へ選択的に還元することを可能とする、新規な選択的還元方法の提供を課題とする。 　本発明は、「白金担持炭素、オスミウム担持炭素、ルテニウム担持炭素、パラジウム担持炭素及びロジウム担持炭素から選ばれる金属触媒担持炭素１種の存在下、還元性基を有するニトロ芳香族化合物と、ヒドラジン又は水素から選ばれる還元剤とを反応させることを特徴とする、還元性基を有するニトロ芳香族化合物中のニトロ基の選択的還元方法（但し、還元剤が水素の場合、金属触媒担持炭素はオスミウム担持炭素、ルテニウム担持炭素或いは白金担持炭素である）」に関する。
PCT/JP2008/070182 2007-11-09 2008-11-06 金属触媒担持炭素によるニトロ基の選択的還元方法 WO2009060886A1 (ja)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP2009540074A JP5560715B2 (ja) 2007-11-09 2008-11-06 金属触媒担持炭素によるニトロ基の選択的還元方法

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
JP2007291755 2007-11-09
JP2007-291755 2007-11-09
JP2008076518 2008-03-24
JP2008-076518 2008-03-24

Publications (1)

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WO2009060886A1 true WO2009060886A1 (ja) 2009-05-14

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JP (1) JP5560715B2 (ja)
WO (1) WO2009060886A1 (ja)

Cited By (18)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2012026504A1 (en) 2010-08-24 2012-03-01 Canon Kabushiki Kaisha Polyester, pigment composition, and toner
WO2012026378A1 (en) 2010-08-27 2012-03-01 Canon Kabushiki Kaisha Azo compound, pigment dispersant containing the azo compound, pigment composition, pigment dispersion, and toner
WO2012032717A1 (ja) 2010-09-07 2012-03-15 キヤノン株式会社 アゾ化合物、該アゾ化合物を含有する顔料分散剤、顔料組成物、顔料分散体およびトナー
EP2581790A1 (en) 2011-10-12 2013-04-17 Canon Kabushiki Kaisha Toner including compound having bisazo skeleton
WO2013054938A1 (en) 2011-10-12 2013-04-18 Canon Kabushiki Kaisha Compound having bisazo skeleton, pigment dispersant containing the compound, pigment composition, pigment dispersion, ink and resist composition for color filter
RU2485094C1 (ru) * 2012-06-07 2013-06-20 Федеральное государственное бюджетное учреждение науки Институт высокомолекулярных соединений Российской академии наук Способ получения 4-аминостирола
EP2634633A1 (en) 2012-02-29 2013-09-04 Canon Kabushiki Kaisha Cyan toner containing compound having azo skeleton
EP2634632A1 (en) 2012-02-29 2013-09-04 Canon Kabushiki Kaisha Black toner containing compound having azo skeleton
EP2634635A1 (en) 2012-02-29 2013-09-04 Canon Kabushiki Kaisha Magenta toner containing compound having azo skeleton
JP2014062083A (ja) * 2012-03-02 2014-04-10 Osaka Univ 選択的水素化方法、その方法に使用する触媒
JP2015121727A (ja) * 2013-12-25 2015-07-02 株式会社リコー 静電像現像用トナー及びその製造方法
EP2927284A1 (en) 2014-04-01 2015-10-07 Canon Kabushiki Kaisha Method for producing compound having colorant structure at main chain terminal of polymer, and pigment dispersant, pigment composition, pigment dispersion and toner containing compound obtained by the production method
EP2927285A1 (en) 2014-04-01 2015-10-07 Canon Kabushiki Kaisha Method of producing a compound having a colorant structure, and toner containing a compound obtained by the production method
US9593243B2 (en) 2013-08-28 2017-03-14 Canon Kabushiki Kaisha Compound, pigment dispersing agent, pigment composition, pigment dispersion and toner containing said compound
US9618867B2 (en) 2015-02-20 2017-04-11 Canon Kabushiki Kaisha Pigment dispersion and toner
US9625845B2 (en) 2013-04-30 2017-04-18 Canon Kabushiki Kaisha Compound having azo skeleton structure, pigment-dispersing agent, pigment composition, pigment dispersion, and toner
US10087328B2 (en) 2013-08-29 2018-10-02 Canon Kabushiki Kaisha Compound having azo skeleton, pigment dispersant, pigment composition, pigment dispersion, and toner
CN114471540A (zh) * 2022-02-22 2022-05-13 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

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH02170862A (ja) * 1988-10-28 1990-07-02 L'oreal Sa ５―置換オルト―アミノフェノール、その製造方法、および染色組成物
JPH06321871A (ja) * 1993-04-20 1994-11-22 Hoechst Ag 芳香族アミン類およびジアゾニウム塩類の製造方法
JPH0717923A (ja) * 1993-06-30 1995-01-20 Asahi Glass Co Ltd ３，５−ジフルオロアニリンの製造方法
JPH1036325A (ja) * 1996-07-18 1998-02-10 Fuji Photo Film Co Ltd アミノフェニルアセチレン化合物の製造方法
JP2003292476A (ja) * 2002-04-02 2003-10-15 Nissan Chem Ind Ltd ジアミノレゾルシノール化合物の製造法

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH02170862A (ja) * 1988-10-28 1990-07-02 L'oreal Sa ５―置換オルト―アミノフェノール、その製造方法、および染色組成物
JPH06321871A (ja) * 1993-04-20 1994-11-22 Hoechst Ag 芳香族アミン類およびジアゾニウム塩類の製造方法
JPH0717923A (ja) * 1993-06-30 1995-01-20 Asahi Glass Co Ltd ３，５−ジフルオロアニリンの製造方法
JPH1036325A (ja) * 1996-07-18 1998-02-10 Fuji Photo Film Co Ltd アミノフェニルアセチレン化合物の製造方法
JP2003292476A (ja) * 2002-04-02 2003-10-15 Nissan Chem Ind Ltd ジアミノレゾルシノール化合物の製造法

Cited By (26)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2012026504A1 (en) 2010-08-24 2012-03-01 Canon Kabushiki Kaisha Polyester, pigment composition, and toner
US9097999B2 (en) 2010-08-24 2015-08-04 Canon Kabushiki Kaisha Polyester, pigment composition, and toner
WO2012026378A1 (en) 2010-08-27 2012-03-01 Canon Kabushiki Kaisha Azo compound, pigment dispersant containing the azo compound, pigment composition, pigment dispersion, and toner
US8815485B2 (en) 2010-08-27 2014-08-26 Canon Kabushiki Kaisha Azo compound, pigment dispersant containing the azo compound, pigment composition, pigment dispersion, and toner
US8377616B2 (en) 2010-09-07 2013-02-19 Canon Kabushiki Kaisha AZO compound, and pigment dispersant, pigment composition, pigment dispersion and toner including the azo compound
WO2012032717A1 (ja) 2010-09-07 2012-03-15 キヤノン株式会社 アゾ化合物、該アゾ化合物を含有する顔料分散剤、顔料組成物、顔料分散体およびトナー
WO2013054938A1 (en) 2011-10-12 2013-04-18 Canon Kabushiki Kaisha Compound having bisazo skeleton, pigment dispersant containing the compound, pigment composition, pigment dispersion, ink and resist composition for color filter
EP2581790A1 (en) 2011-10-12 2013-04-17 Canon Kabushiki Kaisha Toner including compound having bisazo skeleton
US8815484B2 (en) 2011-10-12 2014-08-26 Canon Kabushiki Kaisha Toner including compound having bisazo skeleton
US8962726B2 (en) 2011-10-12 2015-02-24 Canon Kabushiki Kaisha Compound having bisazo skeleton, pigment dispersant containing the compound, pigment composition, pigment dispersion, ink and resist composition for color filter
EP2634633A1 (en) 2012-02-29 2013-09-04 Canon Kabushiki Kaisha Cyan toner containing compound having azo skeleton
EP2634632A1 (en) 2012-02-29 2013-09-04 Canon Kabushiki Kaisha Black toner containing compound having azo skeleton
EP2634635A1 (en) 2012-02-29 2013-09-04 Canon Kabushiki Kaisha Magenta toner containing compound having azo skeleton
JP2014062083A (ja) * 2012-03-02 2014-04-10 Osaka Univ 選択的水素化方法、その方法に使用する触媒
RU2485094C1 (ru) * 2012-06-07 2013-06-20 Федеральное государственное бюджетное учреждение науки Институт высокомолекулярных соединений Российской академии наук Способ получения 4-аминостирола
US9625845B2 (en) 2013-04-30 2017-04-18 Canon Kabushiki Kaisha Compound having azo skeleton structure, pigment-dispersing agent, pigment composition, pigment dispersion, and toner
US9593243B2 (en) 2013-08-28 2017-03-14 Canon Kabushiki Kaisha Compound, pigment dispersing agent, pigment composition, pigment dispersion and toner containing said compound
US10087328B2 (en) 2013-08-29 2018-10-02 Canon Kabushiki Kaisha Compound having azo skeleton, pigment dispersant, pigment composition, pigment dispersion, and toner
JP2015121727A (ja) * 2013-12-25 2015-07-02 株式会社リコー 静電像現像用トナー及びその製造方法
EP2927284A1 (en) 2014-04-01 2015-10-07 Canon Kabushiki Kaisha Method for producing compound having colorant structure at main chain terminal of polymer, and pigment dispersant, pigment composition, pigment dispersion and toner containing compound obtained by the production method
EP2927285A1 (en) 2014-04-01 2015-10-07 Canon Kabushiki Kaisha Method of producing a compound having a colorant structure, and toner containing a compound obtained by the production method
US9556290B2 (en) 2014-04-01 2017-01-31 Canon Kabushiki Kaisha Method for producing compound having colorant structure at main chain terminal of polymer, and pigment dispersant, pigment composition, pigment dispersion and toner containing compound obtained by the production method
US9715187B2 (en) 2014-04-01 2017-07-25 Canon Kabushiki Kaisha Method of producing a compound having a colorant structure, and toner containing a compound obtained by the production method
US9618867B2 (en) 2015-02-20 2017-04-11 Canon Kabushiki Kaisha Pigment dispersion and toner
CN114471540A (zh) * 2022-02-22 2022-05-13 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
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

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JP5560715B2 (ja) 2014-07-30

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