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2007 Fiscal Year Final Research Report Summary

Solvent-free cahtic oxidation system using environmentally benign sold-disperse phase

Research Project

Project/Area Number 17510067
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeSingle-year Grants
Section一般
Research Field Environmental technology/Environmental materials
Research InstitutionOsaka University

Principal Investigator

ICHIHARA Junko  Osaka University, Institute of Scientific&Industraial Research, Assistant Professor (60110772)

Co-Investigator(Kenkyū-buntansha) YAMAGUCHI Shunro  Osaka Univeasity, Institute of Scientific&Industrial Research, Assistant Professor (40167698)
SASAKI Yoh  Kinki University, Faculty of Science and Engineering, Associate Professor (70205871)
Project Period (FY) 2005 – 2007
Keywordsgreen chemistry / solvent-free / apatite solid-phase / epoxidation / hydrogen peroxide / recycle system / oxidation of sulfides / polyoxometalates catalysts
Research Abstract

We have recently developed a new approach to solvent-free catalytic oxidation system using `green solid disperse phase'. We studied on the solid-phase oxidation system from the view point of the enhancement of the reactivity-selectivity and the degree of green chemistry. The solvent-free catalytic epoxidation system was carried out at powdery solid-state by using dodecatungstate catalyst ((CetylPy)_<10> [H_2W_<12>O_<42>])/solid disperse phase (fluorapatite(FAp)) with a solid hydrogen peroxide (urea-H_2O_2). The solid catalyst/FAp was reusable and retained its high catalytic activity, although the catalyst was not fixed on the solid-phase. The high efficiency in the system was found to be due to a new peroxo species that retains the framework of the parent cluster with site-specific peroxo group. In a similar way, Keggin-type phosphomolybdate catalyst / FAp solid phase was a reusable solid-phase with high catalytic activity and selectivity for the oxidation of sulfides to sulfoxides. The system enables to make use the structural diversity of polyoxometalates as a catalyst. We also developed a O_2-oxidation-system using Keggin vanadomolybdophosphoric acid (H_<3+n> PVnMo_<12-n>O_<40>: PVn)/FAp. The solid-phase-system was efficiently and repeatedly used for solvent-free oxidative dehydrogenation of α-terpinene to ρ-cymene under mild conditions with 1 atm of molecular oxygen. Our solid phase system is convenient and a green process in the following points: solvent-free catalytic reaction, without heating or cooling, use of a harmless solid phase, reusable solid catalyst phase, and a simple work-up without special apparatus.

  • Research Products

    (56 results)

All 2008 2007 2006 2005 Other

All Journal Article (16 results) (of which Peer Reviewed: 6 results) Presentation (40 results)

  • [Journal Article] フッ素アパタイトを利用した環境に優しい無溶媒触媒反応2007

    • Author(s)
      市原潤子
    • Journal Title

      材料の科学と工学 44

      Pages: 157-162

    • Description
      「研究成果報告書概要(和文)」より
    • Peer Reviewed
  • [Journal Article] Characteristics of apatites as a disperse phase for solid-phase organic oxidation system.2007

    • Author(s)
      Katsuma Iteya
    • Journal Title

      J. Ceram. Process. Res 8

      Pages: 38-42

    • Description
      「研究成果報告書概要(和文)」より
    • Peer Reviewed
  • [Journal Article] Characteristics of apatite solid disperse phase materials for solvent-free reaction.2007

    • Author(s)
      Katsuma Iteya
    • Journal Title

      Material Technology 25

      Pages: 17-23

    • Description
      「研究成果報告書概要(和文)」より
    • Peer Reviewed
  • [Journal Article] New Approach to Environmentally Benign Reaction : Solvent-free Catalytic Reaction Using Fluorapatite2007

    • Author(s)
      Junko, Ichihara
    • Journal Title

      Materials Science and Technology 44

      Pages: 157-162

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] Characteristics of apatites as a disperse phase for solid-phase organic oxidation system2007

    • Author(s)
      Katsuma, Iteya
    • Journal Title

      J., J. Ceram. Process. Res 8

      Pages: 38-42

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] Characteristics of apatite solid disperse phase materials for solvent-free reaction2007

    • Author(s)
      Katsuma, Iteya
    • Journal Title

      Material Technology 25

      Pages: 17-23

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] Participation of new active species in epoxidation with cetylpyridinium dodecatungstate/FAp/urea-H_2O_2 system2006

    • Author(s)
      Junko Ichihara
    • Journal Title

      Catalysis Today 117

      Pages: 120-125

    • Description
      「研究成果報告書概要(和文)」より
    • Peer Reviewed
  • [Journal Article] Vanadomolybdophosphoric acid/fluorapatite solid-phase system for aerobic oxidative dehydrogenation2006

    • Author(s)
      Katsuma Iteya
    • Journal Title

      Catalysis Today 111

      Pages: 349-353

    • Description
      「研究成果報告書概要(和文)」より
    • Peer Reviewed
  • [Journal Article] 固体分散相を用いた無溶媒エポキシ化反応および酸化反応2006

    • Author(s)
      佐々木 洋
    • Journal Title

      化学工業 57

      Pages: 431-436

    • Description
      「研究成果報告書概要(和文)」より
  • [Journal Article] Characteristics of solid-phase epoxidation system using polyoxometalate-apatite disperse phase2006

    • Author(s)
      Junko Ichihara
    • Journal Title

      Catalysts & Catalysis 48

      Pages: 141-143

    • Description
      「研究成果報告書概要(和文)」より
  • [Journal Article] Participation of new active species in epoxidation with cetyl-pyridinium dodecatungstate/ FAp/ urea-H_2O_2 system2006

    • Author(s)
      Junko, Ichihara
    • Journal Title

      Catalysis Today 117

      Pages: 120-125

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] Vanadomolybdophosphoric acid/fluorapatite solid-phase system for aerobic oxidative dehydrogenation2006

    • Author(s)
      Katsuma, Iteya
    • Journal Title

      Catalysis Today 111

      Pages: 349-353

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] Characteristics of solid-phase epoxidation system using polyoxometalate-apalite disperse phase2006

    • Author(s)
      Junko, Ichihara
    • Journal Title

      Catalysts & Catalysis 48

      Pages: 141-143

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] Solvent-free epoxidation and oxidation using solid disperse phase2006

    • Author(s)
      Sasaki, Yoh
    • Journal Title

      Kagaku Kogyo 57

      Pages: 431-436

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] Effective forms of hydroxyapatite disperse phase in solvent-free epoxidation system.2005

    • Author(s)
      Katsuma Iteya
    • Journal Title

      Phophorus Res. Bull 19

      Pages: 142-146

    • Description
      「研究成果報告書概要(和文)」より
    • Peer Reviewed
  • [Journal Article] Effective forms of hydroxyapatite disperse phase in solvent-free epoxidation system2005

    • Author(s)
      Katsuma, Iteya
    • Journal Title

      Phophoms Res. Bull 19

      Pages: 142-146

    • Description
      「研究成果報告書概要(欧文)」より
  • [Presentation] Keggin phosphomolybdate on apatite: an environmentally benign solid catalyst system for selective oxidation of sulfides2008

    • Author(s)
      Junko Ichihara, Yoh Sasaki
    • Organizer
      Fifth Tokyo Conference on Advanced Catalytic Science and Technology(TOCAT5)
    • Place of Presentation
      Tokyo, Japan
    • Year and Date
      20080723-28
    • Description
      「研究成果報告書概要(和文)」より
  • [Presentation] AN ECO-PROCESS; SELECTIVE OXIDATION OF SULFIDE2008

    • Author(s)
      Junko Ichihara, Kiyoko Sakamoto, Ichiro Fujihara
    • Organizer
      2nd International Symposium on the Manipulation of Advanced Smart Materials(ISMASM2008)
    • Place of Presentation
      Hyogo, Japan
    • Year and Date
      20080528-29
    • Description
      「研究成果報告書概要(和文)」より
  • [Presentation] OXIDATIVE DEHYDRATION OF TERPENE BY ECO-PROCESS2008

    • Author(s)
      Junko Ichihara
    • Organizer
      2nd International Symposium on the Manipulation of Advanced Smart Materials(ISMASM2008)
    • Place of Presentation
      Hyogo, Japan
    • Year and Date
      20080528-29
    • Description
      「研究成果報告書概要(和文)」より
  • [Presentation] AN ECO-PROCESS ; SELECTIVE OXIDATION OF SULFIDE2008

    • Author(s)
      Junko, Ichihara
    • Organizer
      2nd International Symposium on the Manipulation of Advanced Smart Materials (ISMASM2008)
    • Place of Presentation
      Hyogo, Japan
    • Year and Date
      20080528-29
    • Description
      「研究成果報告書概要(欧文)」より
  • [Presentation] OXIDATIVE DEHYDRATION OF TERPENE BY ECO-PROCESS2008

    • Author(s)
      Junko, Ichihara
    • Organizer
      2nd International Symposium on the Manipulation of Advanced Smart Materials (ISMASM2008)
    • Place of Presentation
      Hyogo, Japan
    • Year and Date
      20080528-29
    • Description
      「研究成果報告書概要(欧文)」より
  • [Presentation] 無溶媒エポキシ化反応に適したアパタイト系固体分散相の性質2007

    • Author(s)
      桃井香奈, 佐々木 洋、市原潤子
    • Organizer
      日本化学会第87春季年会
    • Place of Presentation
      立教大学
    • Year and Date
      20070325-28
    • Description
      「研究成果報告書概要(和文)」より
  • [Presentation] 無溶媒エポキシ化反応に用いるドデカタングステン酸塩触媒の最適化2007

    • Author(s)
      佐々木洋
    • Organizer
      日本化学会第87春季年会
    • Place of Presentation
      立教大学
    • Year and Date
      20070325-28
    • Description
      「研究成果報告書概要(和文)」より
  • [Presentation] Utility of cetylpyridinium dodecatungstate as a green solid catalyst for epoxidation2007

    • Author(s)
      Yoh Sasaki, Junko Ichihara
    • Organizer
      GSC-AON 2007(Joint Meeting of the 1st Asian-Oceanian Conference on Green and Sustainable Chemistry and the 7th Annual Green and Sustainable Chemistry Symposium)
    • Place of Presentation
      Tokyo, Japan
    • Year and Date
      20070306-09
    • Description
      「研究成果報告書概要(和文)」より
  • [Presentation] Utility of cetylpyridinium dodecatungstate as a green solid catalyst for epoxidation2007

    • Author(s)
      Yoh, Sasaki, Junko, Ichihara
    • Organizer
      GSC-AON 2007 (Joint Meeting of the 1st Asian-Oceanian Conference on Green and Sustainable Chemistry and the 7th Annual Green and Sustainable Chemistry Symposium)
    • Place of Presentation
      Tokyo, Japan
    • Year and Date
      20070306-09
    • Description
      「研究成果報告書概要(欧文)」より
  • [Presentation] アパタイトのフッ素化、触媒反応への応用2006

    • Author(s)
      市原 潤子
    • Organizer
      2006年電気化学秋季大会
    • Place of Presentation
      同志社大学
    • Year and Date
      20060914-15
    • Description
      「研究成果報告書概要(和文)」より
  • [Presentation] Fluoridated Apatite : Its Application to Catalytic Reaction2006

    • Author(s)
      Junko, Ichihara
    • Organizer
      The Electrochemical Society of Japan, 2006 Annual Meeting
    • Place of Presentation
      Kyoto
    • Year and Date
      20060914-15
    • Description
      「研究成果報告書概要(欧文)」より
  • [Presentation] Keggin phosphomolybdate on apatite : an environmentally benign solid catalyst system for selective oxidation of sulfides2006

    • Author(s)
      Junko, Ichihara, Yoh, Sasaki
    • Organizer
      Fifth Tokyo Conference on Advanced Catalytic Science and Technology (TOCATS)
    • Place of Presentation
      Tokyo, Japan
    • Year and Date
      20060723-28
    • Description
      「研究成果報告書概要(欧文)」より
  • [Presentation] タングステート触媒/ハイドロタルサイト分散相を用いる固相系エポキシ化システム2006

    • Author(s)
      星 俊作, 佐々木洋, 野須 勉, 市原潤子
    • Organizer
      日本化学会第86春季年会
    • Place of Presentation
      船橋
    • Year and Date
      20060327-30
    • Description
      「研究成果報告書概要(和文)」より
  • [Presentation] 酸素/リンバナドモリブデン酸/アパタイトシステムによるテルペンの脱水素反応2006

    • Author(s)
      射手矢勝真, 佐々木洋, 市原潤子
    • Organizer
      日本化学会第86春季年会
    • Place of Presentation
      船橋
    • Year and Date
      20060327-30
    • Description
      「研究成果報告書概要(和文)」より
  • [Presentation] アパタイト固相系エポキシ化反応におけるセチルピリジニウムドデカタングステートの触媒特性2006

    • Author(s)
      桃井香奈, 佐々木 洋、市原潤子
    • Organizer
      日本化学会第86春季年会
    • Place of Presentation
      船橋
    • Year and Date
      20060327-30
    • Description
      「研究成果報告書概要(和文)」より
  • [Presentation] ポリ酸触媒/アパタイト-固相系エポキシ化反応システムの特性2006

    • Author(s)
      市原 潤子
    • Organizer
      触媒学会:第97回触媒討論会
    • Place of Presentation
      早稲田大,東京
    • Year and Date
      20060319-20
    • Description
      「研究成果報告書概要(和文)」より
  • [Presentation] Characteristics of solid-phasc cpoxidation system using polyoxometalatc-apatitc dispcrse phase2006

    • Author(s)
      Junko, Ichihara
    • Organizer
      Catalysis Society of Japan,97th CSJ Meeting
    • Place of Presentation
      Tokyo
    • Year and Date
      20060319-20
    • Description
      「研究成果報告書概要(欧文)」より
  • [Presentation] 無溶媒エポキシ化反応に用いる触媒のグリーン合成2006

    • Author(s)
      佐々木 洋
    • Organizer
      第6回GSCシンポジウム
    • Place of Presentation
      東京
    • Year and Date
      20060307-08
    • Description
      「研究成果報告書概要(和文)」より
  • [Presentation] アパタイト分散相を用いる無溶媒型反応システム:テルペンの酸化的脱水素反応2006

    • Author(s)
      射手矢勝真, 佐々木洋, 市原潤子
    • Organizer
      第6回GSCシンポジウム
    • Place of Presentation
      東京
    • Year and Date
      20060307-08
    • Description
      「研究成果報告書概要(和文)」より
  • [Presentation] Green Synthesis of catalyst for solvent-free epoxidation2006

    • Author(s)
      Yoh, Sasaki
    • Organizer
      6th GSC symposium
    • Place of Presentation
      Tokyo
    • Year and Date
      20060307-08
    • Description
      「研究成果報告書概要(欧文)」より
  • [Presentation] Solvent-free reaction system using apatite disperse phase : Oxidative dehydrogenation of terpene2006

    • Author(s)
      Katsuma, Iteya, Yoh, Sasaki, Junko, Ichihara
    • Organizer
      6th GSC symposium
    • Place of Presentation
      Tokyo
    • Year and Date
      20060307-08
    • Description
      「研究成果報告書概要(欧文)」より
  • [Presentation] CREEN SOLID-PHASE EPOXIDATION SYSTEM: PARTICIPATION OF NEW PEROXO-NANOCLUSTER OF POLYOXOMETALTE CATALYST2006

    • Author(s)
      Junko Ichihara
    • Organizer
      Sanken International Symposium 2006 on Advanced Science and Technology for Materials, Biology, and Information by Quantum Beams(SIS-2006)
    • Place of Presentation
      Osaka, Japan
    • Year and Date
      20060208-09
    • Description
      「研究成果報告書概要(和文)」より
  • [Presentation] Green solid-phawse cpoxidation system : Participation of new peroxo-nanocluster of polyoxometalate catalyst2006

    • Author(s)
      Junko, Ichibara
    • Organizer
      Sanken International Symposium 2006 on Advanced Science and Techonology for materials, Biology, and Information by Quantum Beams (SIS-2006)
    • Place of Presentation
      Osaka, Japan
    • Year and Date
      20060208-09
    • Description
      「研究成果報告書概要(欧文)」より
  • [Presentation] 固相系エポキシ化反応に用いるポリ酸塩触媒の合成とその触媒活性比較.2005

    • Author(s)
      佐々木 洋
    • Organizer
      関西地区3学協会合同大会
    • Place of Presentation
      関西大学
    • Year and Date
      20051110-11
    • Description
      「研究成果報告書概要(和文)」より
  • [Presentation] Preparation and Catalytic activity of polyoxometalate catalyst for solid-phase epoxidation2005

    • Author(s)
      Yoh, Sasaki
    • Organizer
      Kansai regional joint meeting
    • Place of Presentation
      Osaka
    • Year and Date
      20051110-11
    • Description
      「研究成果報告書概要(欧文)」より
  • [Presentation] Participation of new active species in epoxidation with cetylpyridinium dodecatungstate/FAp/urea-H_2O_2 system2005

    • Author(s)
      Junko Ichihara
    • Organizer
      5th World Congress on Oxidation Catalysis
    • Place of Presentation
      Sapporo, Japan
    • Year and Date
      20050925-30
    • Description
      「研究成果報告書概要(和文)」より
  • [Presentation] Participation of new active species in epoxidation with cetylpyridinium dodecatungstate /FAp /urea-H_2O_2 system2005

    • Author(s)
      Junko, Ichihara
    • Organizer
      5th World Congress on Oxidation Catalysis, OA2-01
    • Place of Presentation
      Sapporo, Japan
    • Year and Date
      20050925-30
    • Description
      「研究成果報告書概要(欧文)」より
  • [Presentation] Effective forms of hydroxyapatite disperse phase in solvent-free epoxidation system2005

    • Author(s)
      Katsuma Iteya, Yoh Sasaki, Junko Ichihara
    • Organizer
      5th International Symposium on Inorganic Phosphate Materials'05
    • Place of Presentation
      Kasugai, Japan
    • Year and Date
      20050906-08
    • Description
      「研究成果報告書概要(和文)」より
  • [Presentation] Effective forms of hydroxyapatite disperse phase in solvent-free epoxidation system2005

    • Author(s)
      Katsuma, Iteya, Yoh, Sasaki, Junko, Ichihara
    • Organizer
      5th International Symposium on Inorganic Phosphate Materials '05, P47 (Poster)
    • Place of Presentation
      Kasugai, Japan
    • Year and Date
      20050906-08
    • Description
      「研究成果報告書概要(欧文)」より
  • [Presentation] Phosphovanadomolybdate/fluorapatite solid-phase system for aerobic oxidative dehydrogenation2005

    • Author(s)
      Katsuma Iteya, Yoh Sasaki, Junko Ichihara
    • Organizer
      The 10th Japan-Korea Symposium on Catalysis
    • Place of Presentation
      Matsue, Japan
    • Year and Date
      20050510-13
    • Description
      「研究成果報告書概要(和文)」より
  • [Presentation] High efficiency of hydrogen peroxide in fluorapatite solid-phase epoxidation system2005

    • Author(s)
      Kenji Sato, Yoh Sasaki, Junko Ichihara
    • Organizer
      The 10th Japan-Korea Symposium on Catalysis
    • Place of Presentation
      Matsue, Japan
    • Year and Date
      20050510-13
    • Description
      「研究成果報告書概要(和文)」より
  • [Presentation] Solvent-free H_2O_2-epoxidation in tungstate/hydrotalcite solid-phase system2005

    • Author(s)
      Shunsaku Hoshi, Yoh Sasaki, Shunro Yamaguchi, Tsutomu Nosu Junko Ichihara
    • Organizer
      The 10th Japan-Korea Symposium on Catalysis
    • Place of Presentation
      Matsue, Japan
    • Year and Date
      20050510-13
    • Description
      「研究成果報告書概要(和文)」より
  • [Presentation] Phosphovanadomolybdate/ fluorapatite solid-phase system for aerobic oxidative dehydrogenation2005

    • Author(s)
      Katsuma, Iteya, Yoh, Sasaki, Junko, Ichihara
    • Organizer
      The 10th Japan-Korea Symposium on Catalysis
    • Place of Presentation
      Matsue, Japan
    • Year and Date
      20050510-13
    • Description
      「研究成果報告書概要(欧文)」より
  • [Presentation] High Efficiency of hydrogen peroxide in fluorapatite solid-phase epoxidation2005

    • Author(s)
      Kenji, Satoh, Yoh, Sasaki, Junko, Ichihara
    • Organizer
      The 10th Japan-Korea Symposium on Catalysis
    • Place of Presentation
      Matsue, Japan
    • Year and Date
      20050510-13
    • Description
      「研究成果報告書概要(欧文)」より
  • [Presentation] Tungstatc/hydrotalcite-solid-phase system for solvent-free epoxidation

    • Author(s)
      Shunsaku, Hoshi, Yoh, Sasaki, Tsutomu, Nosu, Junko, Ichihara
    • Organizer
      The Chemical Society of Japan, 86th Annual Meeting
    • Place of Presentation
      Funabashi
    • Year and Date
      00000327-30
    • Description
      「研究成果報告書概要(欧文)」より
  • [Presentation] Molecular oxygen phosphovanadomolybdate/apatite system for oxidative dehydrogenation of terpene

    • Author(s)
      Katsuma, Iteya, Yoh, Sasaki, Junko, Ichihara
    • Organizer
      The Chemical Society of Japan, 86th Annual Meeting
    • Place of Presentation
      Funabashi
    • Year and Date
      00000327-30
    • Description
      「研究成果報告書概要(欧文)」より
  • [Presentation] Catalytic property of polyoxometalates for the green synthesis using solvent-free reaction process

    • Author(s)
      Yob, Sasaki
    • Organizer
      The Chemical Society of Japan, 86th Annual Meeting
    • Place of Presentation
      Funabashi
    • Year and Date
      00000327-30
    • Description
      「研究成果報告書概要(欧文)」より
  • [Presentation] Catalytic behavior of Cetylpyridinium Dodecatungstate in apatite-solid phase epoxidation

    • Author(s)
      Kana, Momoi, Yoh, Sasaki, Junko, Ichihara
    • Organizer
      The Chemical Society of Japan, 86th Annual Meeting
    • Place of Presentation
      Funabashi
    • Year and Date
      00000327-30
    • Description
      「研究成果報告書概要(欧文)」より
  • [Presentation] Characteristics of Apatite Disperse Phase for Promoting Solvent-free Epoxidation

    • Author(s)
      Kana, Momoi, Yoh, Sasaki, Junko, Ichihara
    • Organizer
      The Chemical Society of Japan, 87th Annual Meeting
    • Place of Presentation
      Tokyo
    • Year and Date
      00000325-28
    • Description
      「研究成果報告書概要(欧文)」より
  • [Presentation] Optimization of Dodecatungstate catalyst for solvent-free cpoxidation

    • Author(s)
      Yoh, Sasaki
    • Organizer
      The Chemical Society of Japan, 87th Annual Meeting
    • Place of Presentation
      Tokyo
    • Year and Date
      00000325-28
    • Description
      「研究成果報告書概要(欧文)」より

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Published: 2010-02-04  

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