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Development of unique process for transformation of sugars using solid acid catalyst

Research Project

Project/Area Number 25709077
Research Category

Grant-in-Aid for Young Scientists (A)

Allocation TypePartial Multi-year Fund
Research Field Catalyst/Resource chemical process
Research InstitutionThe University of Tokyo

Principal Investigator

Takagaki Atsushi  東京大学, 工学(系)研究科(研究院), 助教 (30456157)

Project Period (FY) 2013-04-01 – 2016-03-31
Project Status Completed (Fiscal Year 2015)
Budget Amount *help
¥26,000,000 (Direct Cost: ¥20,000,000、Indirect Cost: ¥6,000,000)
Fiscal Year 2015: ¥3,250,000 (Direct Cost: ¥2,500,000、Indirect Cost: ¥750,000)
Fiscal Year 2014: ¥4,550,000 (Direct Cost: ¥3,500,000、Indirect Cost: ¥1,050,000)
Fiscal Year 2013: ¥18,200,000 (Direct Cost: ¥14,000,000、Indirect Cost: ¥4,200,000)
Keywords固体酸触媒 / バイオマス / 金属酸化物 / 脱水反応 / エピ化 / 反応機構 / 糖類
Outline of Final Research Achievements

Layered niobium molybdate (HNbMoO6) was used in the aqueous-phase dehydration of sorbitol and was found to exhibit remarkable selectivity toward its monomolecular-dehydrated intermediate 1,4-sorbitan. This was attributed to the selective intercalation of sorbitol within the interlayers with strong Bronsted acid sites.
In addition, HNbMoO6, H-ZSM5 and Amberlyst-15 were found to catalyze 1,4-cyclodehydration of C4 diols in water. Although HNbMoO6 exhibited moderate activity for 1,4-butanediol dehydration, it exhibited the highest activity for erythritol dehydration, which followed a mechanism with two successive irreversible steps. The larger value of the pre-exponential factor for erythritol over 1,4-butanediol can be ascribed to the larger mobility of the activated complex due to the accessibility in the layered structure.
Moreover, the oxide efficiently catalyze the epimerization of sugars in water. The layered mixed oxides functioned as heterogeneous catalysts and could be reused.

Report

(4 results)
  • 2015 Annual Research Report   Final Research Report ( PDF )
  • 2014 Annual Research Report
  • 2013 Annual Research Report
  • Research Products

    (37 results)

All 2016 2015 2014 2013

All Journal Article (9 results) (of which Peer Reviewed: 9 results,  Acknowledgement Compliant: 3 results,  Open Access: 1 results) Presentation (27 results) (of which Int'l Joint Research: 3 results,  Invited: 3 results) Book (1 results)

  • [Journal Article] Kinetic Analysis of Aqueous-phase Cyclodehydration of 1,4-Butanediol and Erythritol over a Layered Niobium Molybdate Solid Acid2016

    • Author(s)
      Atsushi Takagaki
    • Journal Title

      Catalysis Science and Technology

      Volume: 6 Issue: 3 Pages: 791-799

    • DOI

      10.1039/c5cy01126d

    • Related Report
      2015 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Sn-Beta Zeolite Catalysts with High Sn Contents Prepared from Sn-Si Mixed Oxide Composites2015

    • Author(s)
      Takayuki Iida, Atsushi Takagaki, Shinji Kohara, Tatsuya Okubo, Toru Wakihara
    • Journal Title

      ChemNanoMat

      Volume: 1 Issue: 3 Pages: 155-158

    • DOI

      10.1002/cnma.201500038

    • Related Report
      2015 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Efficient epimerization of aldoses using layered niobium molybdates2015

    • Author(s)
      Atsushi Takagaki, Shogo Furusato, Ryuji Kikuchi, S. Ted Oyama
    • Journal Title

      ChemSusChem

      Volume: 8 Issue: 22 Pages: 3769-3772

    • DOI

      10.1002/cssc.201501093

    • Related Report
      2015 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Intercalation-controlled cyclodehydration of sorbitol in water over layered niobium molybdate solid acid catalyst2014

    • Author(s)
      Yuya Morita, Shogo Furusato, Atsushi Takagaki, Shigenobu Hayashi, Ryuji Kikuchi, S. Ted Oyama
    • Journal Title

      ChemSusChem

      Volume: 7 Issue: 3 Pages: 748-752

    • DOI

      10.1002/cssc.201300946

    • Related Report
      2014 Annual Research Report 2013 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Sonication assisted rehydration of hydrotalcite catalyst for isomerization of glucose to fructose2014

    • Author(s)
      Gihoon Lee, Yeojin Jeong, Atsushi Takagaki, Ji Chul Jung
    • Journal Title

      Journal of Molecular Catalysis A: Chemical

      Volume: 393 Pages: 289-295

    • DOI

      10.1016/j.molcata.2014.06.019

    • Related Report
      2014 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Solid Lewis acid property of boehmite γ-AlOOH and its catalytic activity for transformation of sugars in water2014

    • Author(s)
      Atsushi Takagaki, Ji Chul Jung, Shigenobu Hayashi
    • Journal Title

      RSC Advances

      Volume: 4 Issue: 82 Pages: 43785-43791

    • DOI

      10.1039/c4ra08061k

    • Related Report
      2014 Annual Research Report
    • Peer Reviewed / Open Access / Acknowledgement Compliant
  • [Journal Article] Characterization, Synthesis and Catalysis of Hydrotalcite-related Materials for Highly Efficient Materials Transformations2013

    • Author(s)
      Shun Nishimura, Atsushi Takagaki, Kohki Ebitani
    • Journal Title

      Green Chemistry

      Volume: 15 Issue: 8 Pages: 2026-2042

    • DOI

      10.1039/c3gc40405f

    • NAID

      120005440052

    • Related Report
      2013 Annual Research Report
    • Peer Reviewed
  • [Journal Article] 固体触媒を用いたバイオマス関連物質の酸化的変換反応2013

    • Author(s)
      海老谷幸喜、西村俊、高垣敦
    • Journal Title

      触媒

      Volume: 55 Pages: 283-286

    • NAID

      10031200229

    • Related Report
      2013 Annual Research Report
    • Peer Reviewed
  • [Journal Article] 新規深度脱酸素触媒としての遷移金属リン化物2013

    • Author(s)
      高垣敦、菊地隆司、S. Ted Oyama
    • Journal Title

      触媒

      Volume: 55 Pages: 294-299

    • NAID

      10031200231

    • Related Report
      2013 Annual Research Report
    • Peer Reviewed
  • [Presentation] Epimerization of Sugars Using Layered Niobium Molybdates2016

    • Author(s)
      Atsushi Takagaki, Shogo Furusato, Ryuji Kikuchi, S. Ted Oyama
    • Organizer
      The 16th International Congress on Catalysis
    • Place of Presentation
      China National Convention Center, 北京(中国)
    • Year and Date
      2016-07-03
    • Related Report
      2015 Annual Research Report
    • Int'l Joint Research
  • [Presentation] Kinetic analysis of cyclodehydration of 1,4-diols over a layered niobium molybdate solid acid2016

    • Author(s)
      Atsushi Takagaki, S. Ted Oyama
    • Organizer
      Pre-symposium of ICC16: Novel Catalysts for Energy and Environmental Issues
    • Place of Presentation
      北海道札幌市、北海道大学
    • Year and Date
      2016-06-30
    • Related Report
      2015 Annual Research Report
    • Int'l Joint Research
  • [Presentation] Reaction Mechanism of Cyclodehydration of Sugar Alcohols over a Layered Niobium Molybdate Solid Acid2015

    • Author(s)
      Atsushi Takagaki, S. Ted Oyama
    • Organizer
      The 8th Sino-US Joint Conference of Chemical Engineering
    • Place of Presentation
      East China University of Science and Technology, 上海(中国)
    • Year and Date
      2015-10-12
    • Related Report
      2015 Annual Research Report
    • Int'l Joint Research
  • [Presentation] Utilization of Interlayer Spaces of Protonated Layered Transition Metal Oxides for Transformations of Biomass-derivatives2015

    • Author(s)
      A. Takagaki, S. Hayashi, R. Kikuchi, S.T. Oyama
    • Organizer
      15th ROC-Japan Joint Symposium on Catalysis
    • Place of Presentation
      高雄国際会議中心、高雄(台湾)
    • Year and Date
      2015-04-19 – 2015-04-23
    • Related Report
      2014 Annual Research Report
    • Invited
  • [Presentation] 固体酸触媒を用いた環化脱水反応の速度論的解析2015

    • Author(s)
      高垣敦、菊地隆司、Oyama S. Ted
    • Organizer
      日本化学会第95春季年会
    • Place of Presentation
      日本大学(千葉県)
    • Year and Date
      2015-03-26 – 2015-03-29
    • Related Report
      2014 Annual Research Report
  • [Presentation] 層状NbMo酸化物による糖類エピ化の反応機構2015

    • Author(s)
      高垣敦、菊地隆司、Oyama S. Ted
    • Organizer
      第115回触媒討論会
    • Place of Presentation
      成蹊大学(東京都)
    • Year and Date
      2015-03-23 – 2015-03-24
    • Related Report
      2014 Annual Research Report
  • [Presentation] シリカ担持金属酸化物触媒によるトリオースからの乳酸生成2015

    • Author(s)
      後藤広志、高垣敦、菊地隆司、Oyama S. Ted
    • Organizer
      第115回触媒討論会
    • Place of Presentation
      成蹊大学(東京都)
    • Year and Date
      2015-03-23 – 2015-03-24
    • Related Report
      2014 Annual Research Report
  • [Presentation] 表面修飾による層状金属酸化物のソルビトール脱水反応活性への影響2015

    • Author(s)
      森田裕也、高垣敦、菊地隆司、林繁信、Oyama S. Ted
    • Organizer
      第115回触媒討論会
    • Place of Presentation
      成蹊大学(東京都)
    • Year and Date
      2015-03-23 – 2015-03-24
    • Related Report
      2014 Annual Research Report
  • [Presentation] 層状遷移金属酸化物による糖類の各種変換反応2014

    • Author(s)
      高垣敦
    • Organizer
      第2回EnMaCh拠点形成講演会
    • Place of Presentation
      熊本大学(熊本県)
    • Year and Date
      2014-11-18
    • Related Report
      2014 Annual Research Report
    • Invited
  • [Presentation] 層状モリブデン系酸化物を用いた糖類のエピ化2014

    • Author(s)
      高垣敦、菊地隆司、Oyama S Ted
    • Organizer
      第114回触媒討論会
    • Place of Presentation
      広島大学(広島県)
    • Year and Date
      2014-09-25
    • Related Report
      2014 Annual Research Report
  • [Presentation] Selective Cyclodehydration of Sorbitol over Layered Niobium/Tantalum Molybdate2014

    • Author(s)
      A. Takagaki, Y. Motira, S. Furusato, S. Hayashi, R. Kikuchi, S.T. Oyama
    • Organizer
      8th International Symposium on Group Five Elements
    • Place of Presentation
      Barcelo Malaga, マラガ(スペイン)
    • Year and Date
      2014-07-26
    • Related Report
      2014 Annual Research Report
  • [Presentation] 層状金属酸化物固体酸によるソルビトール脱水反応機構の検討2014

    • Author(s)
      森田裕也、高垣敦、菊地隆司、林繁信、Oyama S. Ted
    • Organizer
      石油学会第57回年会
    • Place of Presentation
      タワーホール船堀(東京都)
    • Year and Date
      2014-05-27 – 2014-05-28
    • Related Report
      2014 Annual Research Report
  • [Presentation] HNbMoO6によるグルコースのエピ化2014

    • Author(s)
      高垣敦、古里省吾、菊地隆司、S. Ted Oyama
    • Organizer
      日本化学会第94回春季年会
    • Place of Presentation
      名古屋大学(愛知県)
    • Related Report
      2013 Annual Research Report
  • [Presentation] ベーマイトを用いたトリオ―スからの乳酸合成2014

    • Author(s)
      高垣敦、菊地隆司、S. Ted Oyama
    • Organizer
      第113回触媒討論会
    • Place of Presentation
      ロワジールホテル豊橋(愛知県)
    • Related Report
      2013 Annual Research Report
  • [Presentation] 固体酸触媒との混合粉砕によるセルロース糖化前処理技術の開発2014

    • Author(s)
      古里省吾、高垣敦、菊地隆司、S. Ted Oyama
    • Organizer
      第9回バイオマス科学会議
    • Place of Presentation
      高知会館(高知県)
    • Related Report
      2013 Annual Research Report
  • [Presentation] 層状金属酸化物固体酸によるソルビトール脱水反応機構の検討2014

    • Author(s)
      森田裕也、高垣敦、菊地隆司、林繁信、S. Ted Oyama
    • Organizer
      第113回触媒討論会
    • Place of Presentation
      ロワジールホテル豊橋(愛知県)
    • Related Report
      2013 Annual Research Report
  • [Presentation] 層状金属酸化物固体酸を用いたメカノキャタリシスによるセルロースの分解反応2014

    • Author(s)
      古里省吾、高垣敦、菊地隆司、OYAMA, S. Ted
    • Organizer
      第113回触媒討論会
    • Place of Presentation
      ロワジールホテル豊橋(愛知県)
    • Related Report
      2013 Annual Research Report
  • [Presentation] 層状金属酸化物を用いたバイオマス原料の変換反応2014

    • Author(s)
      高垣敦
    • Organizer
      第341回触媒化学研究センターコロキウム
    • Place of Presentation
      北海道大学触媒化学研究センター(北海道)
    • Related Report
      2013 Annual Research Report
    • Invited
  • [Presentation] Cyclodehydration of sugar alcohols in water using a layered metal oxide as a water-tolerant solid acid catalyst2013

    • Author(s)
      Atsushi Takagaki, Yuya Morita, Ryuji Kikuchi, Shigenobu Hayashi, S. Ted Oyama
    • Organizer
      The sixteenth International Symposium on Relations between Homogeneous and Heterogeneous Catalysis (ISHHC-16)
    • Place of Presentation
      北海道大学(北海道)
    • Related Report
      2013 Annual Research Report
  • [Presentation] Aqueous-phase cyclodehydration of sugar alcohols using protonated layered metal oxide as solid acids2013

    • Author(s)
      Atsushi Takagaki, Yuya Morita, Shigenobu Hayashi, Ryuji Kikuchi, S. Ted Oyama
    • Organizer
      The 6th Asia-Pacific Congress on Catalysis (APCAT-6)
    • Place of Presentation
      Taipei International Convention Center, 台北 (台湾)
    • Related Report
      2013 Annual Research Report
  • [Presentation] 層状金属酸化物による水中での糖アルコール類の脱水反応2013

    • Author(s)
      森田裕也、高垣敦、林繁信、菊地隆司、Oyama S Ted
    • Organizer
      石油学会第56回年会第62回研究発表会
    • Place of Presentation
      タワーホール船堀(東京都)
    • Related Report
      2013 Annual Research Report
  • [Presentation] HTaMoO6を用いた水中でのソルビトール脱水反応2013

    • Author(s)
      森田裕也、高垣敦、林繁信、菊地隆司、Oyama S Ted
    • Organizer
      第112回触媒討論会
    • Place of Presentation
      秋田大学(秋田県)
    • Related Report
      2013 Annual Research Report
  • [Presentation] 層状金属酸化物固体酸との混合粉砕によるセルロースの分解反応2013

    • Author(s)
      古里省吾、高垣敦、林繁信、菊地隆司、Oyama S Ted
    • Organizer
      第112回触媒討論会
    • Place of Presentation
      秋田大学(秋田県)
    • Related Report
      2013 Annual Research Report
  • [Presentation] Aqueous-phase cyclodehydration by using a water-tolerant solid acid catalyst for transformation of biomass derivatives2013

    • Author(s)
      Atsushi Takagaki, Yuya Morita, Ryuji Kikuchi, S. Ted Oyama
    • Organizer
      7th International Symposium on Acid-Base Catalysis (ABC-7)
    • Place of Presentation
      TKPガーデンシティ(東京都)
    • Related Report
      2013 Annual Research Report
  • [Presentation] Aqueous-phase dehydration of sorbitol by a layered niobium molybdate as a water-tolerant solid acid catalyst2013

    • Author(s)
      Atsushi Takagaki, Yuya Morita, Shogo Furusato, Ryuji Kikuchi, S. Ted Oyama
    • Organizer
      8th International Mesostructured Materials Symposium
    • Place of Presentation
      淡路夢舞台国際会議場(兵庫県)
    • Related Report
      2013 Annual Research Report
  • [Presentation] Decomposition of cellulose into water-soluble sugars by dry ball milling in the presence of layered HNbMoO6 solid acid catalyst2013

    • Author(s)
      Shogo Furusato, Atsushi Takagaki, Shigenobu Hayashi, Ryuji Kikuchi, S. Ted Oyama
    • Organizer
      7th International Symposium on Acid-Base Catalysis (ABC-7)
    • Place of Presentation
      TKPガーデンシティ(東京都)
    • Related Report
      2013 Annual Research Report
  • [Presentation] Sorbitol Dehydration in Water using Layered Metal Oxides2013

    • Author(s)
      Yuya Morita, Atsushi Takagaki, Shigenobu Hayashi, Ryuji Kikuchi, S. Ted Oyama
    • Organizer
      The 14th Japan-Korea Symposium on Catalysis
    • Place of Presentation
      ウィンク愛知(愛知県)
    • Related Report
      2013 Annual Research Report
  • [Book] “Mechanistic studies of solid acid and base catalyzed clean technologies”,in Heterogeneous Catalysts for Clean Technology2014

    • Author(s)
      Atsushi Takagaki, Shun Nishimura, Kohki Ebitani
    • Total Pages
      478
    • Publisher
      Wiely-VCH
    • Related Report
      2013 Annual Research Report

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Published: 2013-05-21   Modified: 2019-07-29  

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