• Search Research Projects
  • Search Researchers
  • How to Use
  1. Back to previous page

Development of oxidation system with molecular oxygen catalyzed by N-hydroxyphthalimide (NHPI)

Research Project

Project/Area Number 08455420
Research Category

Grant-in-Aid for Scientific Research (B)

Allocation TypeSingle-year Grants
Section一般
Research Field 有機工業化学
Research InstitutionKansai University

Principal Investigator

ISHII Yasutaka  Kansai University, Faculty of Engineering, Professor, 工学部, 教授 (50067675)

Co-Investigator(Kenkyū-buntansha) SAKAGUCHI Satoshi  Kansai University, Faculty of Engineering, Assistant, 工学部, 助手 (50278602)
NISHIYAMA Yutaka  Kansai University, Faculty of Engineering, Associate Professor, 工学部, 助教授 (30180665)
Project Period (FY) 1996 – 1997
Project Status Completed (Fiscal Year 1997)
Budget Amount *help
¥5,400,000 (Direct Cost: ¥5,400,000)
Fiscal Year 1997: ¥1,800,000 (Direct Cost: ¥1,800,000)
Fiscal Year 1996: ¥3,600,000 (Direct Cost: ¥3,600,000)
KeywordsN-hydroxyphthalimide / aerobic oxidation / dioxygen / toluene / cyclohexane / isobutane / t-butyl alcohol / benzoic acid / 酸化 / アダマンタン / アジビン酸 / アダマンタノール / アルキルベンゼン
Research Abstract

N-Hydroxyphthalimide (NHPI) was found to be an efficient catalyst for the aerobic oxidation of various alkanes to the corresponding oxygen-containing products such as alcohols, ketones, and carboxylic acids. The oxidation of cyclohexane catalyzed by NHPI combined with a trace amount of transion metal salt such as Mn (acaca)_2 produced adipic acid in good yield. Isobutane was also oxidized by the use of NHPI and Co (acac)_2 as catalyst to give t-butyl alcohol.
Furthermore, the selective oxidation of alkylbenzenes such as toluene and xylene were successfully achieved under normal pressure and temperature. For instance, the oxidation of toluene with dioxygen in the presence of catalytic amount of NHPI and Co (OAc)_2 in acetic acid at room temperature for 20 h formed benzoic acid in 81% selectivity at 84% conversion. Although the oxidation of alkylbenzenes has been so far operated under relatively severe reaction conditions, higher temperature (150゚C) and oxygen (or air) pressure (5-10 atm), the NHPI-catalyzed oxidation system is expected to provide a new methodology in the oxidation processes and promises to enhance commercial potentialities by the achievement of oxidation under ambient conditions.

Report

(3 results)
  • 1997 Annual Research Report   Final Research Report Summary
  • 1996 Annual Research Report
  • Research Products

    (10 results)

All Other

All Publications (10 results)

  • [Publications] 石井,康敬: "Catalytic Oxidation of Alkylbenzenes with Molecular Oxygen under Normal Pressure and Temperature by N-Hydroxy phthalimide Combined with Co(OAc)_2" The Journal of Organic Chemistry. 62巻20号. 6810-6813 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] 石井,康敬: "Selective Aerobic Oxidation of Isophorone Catalyzed by Molybdovanadophosphate Supported on Carbon (NPMoV/C)" Tetrahedron Letters. 38巻32号. 5659-5662 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] 石井,康敬: "An Efficient Aerobic Oxidation of Isobutane to tert-Butyl Alcohol by N-Hydroxyphthalimide (NHPI) Combined with Co(II) Species" Bulletin of the Chemical Society of Japan. 71巻5号(掲載予定). (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] Yasutaka, Ishii et al.: "Catalytic Oxidation of Alkylbenzenes with Molecular Oxygen under Normal Pressure and Temperature by N-Hydroxyphthalimide Combined with Co (OAc)_2" The Journal of Organic Chemistry. 62 (20). 6810-6813 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] Yasutaka, Ishii et al.: "Selective Aerobic Oxidation of Isophorone Catalyzed by Molybdovanadophosphate Supported on Carbon (NPMo V/C)" Tetrahedron Letters. 38 (32). 5659-5662 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] Yasutaka, Ishii et al.: "An Efficient Aerobic Oxidation of Isobutane to t-Butyl Alcohol by N-Hydroxyphthalimide Combined with Co (II) Species" Bulletin of the Chemical Society of Japan. 71 (5) (in press). (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] 石井,康敬: "Catalytic Oxidation of Alkylbenzenes with Molecular Oxygen Under Normal Pressure and Temperature by N-Hydroxyphthalimide Combined with Co(OAc)_2" Journal of Organic Chemistry. 62巻20号. 6810-6813 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] 石井,康敬: "Selective Aerobic Oxidation of Isophorone,Catalyzed by Molybdouanadophosphate Supported on Carbon(NPMOV/C)" Tetrahedron Letters. 38巻32号. 5659-5662 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] 石井,康敬: "An Efficient Aerobic Oxidation of Isobutane to tert-Batyl Alcohol by N-Hydroxyphthalimide(NHPI) Combined with Co(II) Species" Bulletin of the Chemical Society of Japan. 71巻5号(掲載予定). (1998)

    • Related Report
      1997 Annual Research Report
  • [Publications] 石井康敬他: "Hydroxylation of Polycyclic Alkanes with Molecular Oxygen Catalyzed by N-Hydroxyphthalimide (NHPI) Combined with Transition Metal Salts" Tetrahedron Letters. 37. 4993-4996 (1996)

    • Related Report
      1996 Annual Research Report

URL: 

Published: 1996-04-01   Modified: 2016-04-21  

Information User Guide FAQ News Terms of Use Attribution of KAKENHI

Powered by NII kakenhi