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Design of metal/oxide interface for reductive conversion of carbon dioxide and biomass into chemicals

Research Project

Project/Area Number 17H01341
Research Category

Grant-in-Aid for Scientific Research (A)

Allocation TypeSingle-year Grants
Section一般
Research Field Catalyst/Resource chemical process
Research InstitutionHokkaido University

Principal Investigator

Kenichi Shimizu  北海道大学, 触媒科学研究所, 教授 (60324000)

Co-Investigator(Kenkyū-buntansha) 古川 森也  北海道大学, 触媒科学研究所, 准教授 (10634983)
Siddiki Hakim  北海道大学, 触媒科学研究所, 特任助教 (60722650)
鳥屋尾 隆  北海道大学, 触媒科学研究所, 助教 (80775388)
Project Period (FY) 2017-04-01 – 2021-03-31
Project Status Completed (Fiscal Year 2020)
Budget Amount *help
¥43,030,000 (Direct Cost: ¥33,100,000、Indirect Cost: ¥9,930,000)
Fiscal Year 2020: ¥10,270,000 (Direct Cost: ¥7,900,000、Indirect Cost: ¥2,370,000)
Fiscal Year 2019: ¥10,270,000 (Direct Cost: ¥7,900,000、Indirect Cost: ¥2,370,000)
Fiscal Year 2018: ¥10,270,000 (Direct Cost: ¥7,900,000、Indirect Cost: ¥2,370,000)
Fiscal Year 2017: ¥12,220,000 (Direct Cost: ¥9,400,000、Indirect Cost: ¥2,820,000)
Keywords二酸化炭素 / バイオマス / 固体触媒 / 水素化反応 / 化学品合成 / 触媒 / 水素化 / 反応機構 / 反応場 / 天然炭素資源
Outline of Final Research Achievements

We developed effective catalytic methods for the following reactions (1) to (8) to selectively synthesize chemicals by reacting carbon resources that can be obtained directly from natural products and CO2 with easily available light molecules: (1) Alcohol synthesis by hydrogenation of carboxylic acid, (2) Alkane synthesis by hydrogenation of carboxylic acid (fat), (3) C-C bond formation using methanol as a methylating agent, (4) Lactam synthesis from levulinic acid and nitrile, (5) Amide synthesis from fats and oils and NH3, (6) Nitrile synthesis from fats and oils and NH3, (7) Amine synthesis from fats and oils, NH3, and hydrogen, (8) Methanol synthesis by CO2 hydrogenation.

Academic Significance and Societal Importance of the Research Achievements

地球温暖化の原因と言われている二酸化炭素(以下CO2)を削減するだけでなく、発電や産業で排出されるCO2や大気中のCO2を回収し、回収したCO2を利用する技術「CCU(Carbon dioxide Capture & Utilization)」が注目されている。本研究では入手容易なバイオマスや小分子とCO2から有用化学品を選択的に合成する反応に有効な固体触媒を開発した。2050年までにCCUを達成するための要素技術として応用展開が期待される。

Report

(5 results)
  • 2020 Annual Research Report   Final Research Report ( PDF )
  • 2019 Annual Research Report
  • 2018 Annual Research Report
  • 2017 Annual Research Report
  • Research Products

    (34 results)

All 2021 2020 2019 2018 2017 Other

All Journal Article (24 results) (of which Int'l Joint Research: 7 results,  Peer Reviewed: 24 results,  Open Access: 3 results,  Acknowledgement Compliant: 1 results) Presentation (7 results) (of which Int'l Joint Research: 4 results,  Invited: 7 results) Remarks (3 results)

  • [Journal Article] Reverse Water-Gas Shift Reaction via Redox of Re Nanoclusters Supported on TiO22021

    • Author(s)
      Kah Wei Ting, Zen Maeno, S. M. A. Hakim Siddiki, Ken-ichi Shimizu, Takashi Toyao
    • Journal Title

      Chemistry Letters

      Volume: 50 Issue: 1 Pages: 158-161

    • DOI

      10.1246/cl.200692

    • NAID

      130007965965

    • Related Report
      2020 Annual Research Report
    • Peer Reviewed / Open Access
  • [Journal Article] Catalytic Methylation of Aromatic Hydrocarbons using CO2/H2 over Re/TiO2 and H‐MOR Catalysts2020

    • Author(s)
      Ting Kah Wei、Kamakura Haruka、Poly Sharmin S.、Toyao Takashi、Hakim Siddiki S. M. A.、Maeno Zen、Matsushita Koichi、Shimizu Ken‐ichi
    • Journal Title

      ChemCatChem

      Volume: 12 Issue: 8 Pages: 2215-2220

    • DOI

      10.1002/cctc.202000036

    • NAID

      120007026929

    • Related Report
      2020 Annual Research Report
    • Peer Reviewed
  • [Journal Article] High-silica Hβ zeolite catalyzed methanolysis of triglycerides to form fatty acid methyl esters (FAMEs)2020

    • Author(s)
      Jamil Md.A.R.、Touchy Abeda Sultana、Poly Sharmin Sultana、Rashed Md. Nurnobi、Siddiki S.M.A. Hakim、Toyao Takashi、Maeno Zen、Shimizu Ken-ichi
    • Journal Title

      Fuel Processing Technology

      Volume: 197 Pages: 106204-106204

    • DOI

      10.1016/j.fuproc.2019.106204

    • Related Report
      2019 Annual Research Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Acetalization of glycerol with ketones and aldehydes catalyzed by high silica Hβ zeolite2019

    • Author(s)
      Poly Sharmin Sultana、Jamil Md.A.R.、Touchy Abeda S.、Yasumura Shunsaku、Siddiki S.M.A. Hakim、Toyao Takashi、Maeno Zen、Shimizu Ken-ichi
    • Journal Title

      Molecular Catalysis

      Volume: 479 Pages: 110608-110608

    • DOI

      10.1016/j.mcat.2019.110608

    • Related Report
      2019 Annual Research Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Mechanistic study of the selective hydrogenation of carboxylic acid derivatives over supported rhenium catalysts2019

    • Author(s)
      Takashi Toyao, Kah Wei Ting, S. M. A. Hakim Siddiki, Abeda S. Touchy, Wataru Onodera, Zen Maeno, Hiroko Ariga-Miwa, Yasuharu Kanda, Kiyotaka Asakura and Ken-ichi Shimizu
    • Journal Title

      Catal. Sci. Technol.

      Volume: 9 Issue: 19 Pages: 5413-5424

    • DOI

      10.1039/c9cy01404g

    • NAID

      120006890338

    • Related Report
      2019 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Heterogeneous Pt and MoOx Co-Loaded TiO2 Catalysts for Low-Temperature CO2 Hydrogenation To form CH3OH2019

    • Author(s)
      Takashi Toyao, Shingo Kayamori, Zen Maeno, S. M. A. Hakim Siddiki, and Ken-ichi Shimizu
    • Journal Title

      ACS Catal. 2019

      Volume: 9 Issue: 9 Pages: 8187-8196

    • DOI

      10.1021/acscatal.9b01225

    • Related Report
      2019 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Direct Phenolysis Reactions of Unactivated Amides into Phenolic Esters Promoted by a Heterogeneous CeO 2 Catalyst2019

    • Author(s)
      Rashed Md. Nurnobi、Siddiki S. M. A. Hakim、Touchy Abeda Sultana、Jamil Md. A. R.、Poly Sharmin Sultana、Toyao Takashi、Maeno Zen、Shimizu Ken‐ichi
    • Journal Title

      Chemistry A European Journal

      Volume: 25 Issue: 45 Pages: 10594-10605

    • DOI

      10.1002/chem.201901446

    • Related Report
      2019 Annual Research Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Selective Transformations of Triglycerides into Fatty Amines, Amides, and Nitriles by using Heterogeneous Catalysis2019

    • Author(s)
      Md. A. R. Jamil, S. M. A. Hakim Siddiki, Abeda Sultana Touchy, Md. Nurnobi Rashed, Sharmin Sultana Poly, Yuan Jing, Kah Wei Ting, Takashi Toyao, Zen Maeno, Ken-ichi Shimizu
    • Journal Title

      ChemSusChem

      Volume: 12 Issue: 13 Pages: 3115-3125

    • DOI

      10.1002/cssc.201900365

    • NAID

      120006866528

    • Related Report
      2019 Annual Research Report
    • Peer Reviewed
  • [Journal Article] N-Methylation of Amines and Nitroarenes with Methanol Using Heterogeneous Platinum Catalysts2019

    • Author(s)
      Md. A. R. Jamil, A. S. Touchy, Md. N. Rashed, K. W. Ting, SMA. H. Siddiki, T. Toyao, Z. Maeno, K. Shimizu
    • Journal Title

      J. Catal.

      Volume: 371 Pages: 47-56

    • DOI

      10.1016/j.jcat.2019.01.027

    • Related Report
      2018 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Acceptorless Dehydrogenative Synthesis of Pyrimidines from Alcohols and Amidines Catalyzed by Supported Pt Nanoparticles2018

    • Author(s)
      S. S. Poly, SMA H. Siddiki, A. S. Touchy, K. W. Ting, T. Toyao, Z. Maeno, Y. Kanda, K. Shimizu
    • Journal Title

      ACS Catalysis

      Volume: 8 Issue: 4 Pages: 11330-11341

    • DOI

      10.1021/acscatal.8b04821

    • Related Report
      2019 Annual Research Report 2018 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Lewis Acid Catalysis of Nb2O5 for Reactions of Carboxylic Acid Derivatives in the Presence of Basic Inhibitors2018

    • Author(s)
      Siddiki S. M. A. Hakim、Rashed Md. Nurnobi、Ali Md. Ayub、Toyao Takashi、Hirunsit Pussana、Ehara Masahiro、Shimizu Ken-ichi
    • Journal Title

      ChemCatChem

      Volume: 11 Issue: 1 Pages: 383-396

    • DOI

      10.1002/cctc.201801239

    • Related Report
      2019 Annual Research Report 2018 Annual Research Report
    • Peer Reviewed / Open Access / Int'l Joint Research
  • [Journal Article] High-silica Hβ zeolites for catalytic hydration of hydrophobic epoxides and alkynes in water2018

    • Author(s)
      Sultana Poly Sharmin、Hakim Siddiki S.M.A.、Touchy Abeda S.、Yasumura Shunsaku、Toyao Takashi、Maeno Zen、Shimizu Ken-ichi
    • Journal Title

      Journal of Catalysis

      Volume: 368 Pages: 145-154

    • DOI

      10.1016/j.jcat.2018.10.004

    • Related Report
      2018 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Combined theoretical and experimental study on alcoholysis of amides on CeO 2 surface: A catalytic interplay between Lewis acid and base sites2018

    • Author(s)
      Kamachi Takashi、Siddiki S.M.A. Hakim、Morita Yoshitsugu、Rashed Md. Nurnobi、Kon Kenichi、Toyao Takashi、Shimizu Ken-ichi、Yoshizawa Kazunari
    • Journal Title

      Catalysis Today

      Volume: 303 Pages: 256-262

    • DOI

      10.1016/j.cattod.2017.09.006

    • Related Report
      2018 Annual Research Report 2017 Annual Research Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Acceptorless dehydrogenative coupling reactions with alcohols over heterogeneous catalysts2018

    • Author(s)
      Hakim Siddiki S. M. A.、Toyao Takashi、Shimizu Ken-ichi
    • Journal Title

      Green Chemistry

      Volume: 20 Issue: 13 Pages: 2933-2952

    • DOI

      10.1039/c8gc00451j

    • Related Report
      2018 Annual Research Report
    • Peer Reviewed
  • [Journal Article] The Catalytic Reduction of Carboxylic Acid Derivatives and CO2 by Metal Nanoparticles on Lewis-Acidic Supports2018

    • Author(s)
      Toyao Takashi、Hakim?Siddiki S. M. A.、Kon Kenichi、Shimizu Ken-ichi
    • Journal Title

      The Chemical Record

      Volume: 18 Issue: 10 Pages: 1374-1393

    • DOI

      10.1002/tcr.201800061

    • Related Report
      2018 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Esterification of Tertiary Amides by Alcohols Through C-N Bond Cleavage over CeO22018

    • Author(s)
      Toyao Takashi、Nurnobi?Rashed Md.、Morita Yoshitsugu、Kamachi Takashi、Hakim?Siddiki S. M. A.、Ali Md. A.、Touchy A. S.、Kon Kenichi、Maeno Zen、Yoshizawa Kazunari、Shimizu Ken-ichi
    • Journal Title

      ChemCatChem

      Volume: 11 Issue: 1 Pages: 449-456

    • DOI

      10.1002/cctc.201801098

    • Related Report
      2018 Annual Research Report
    • Peer Reviewed / Open Access
  • [Journal Article] C-Methylation of Alcohols, Ketones, and Indoles with Methanol Using Heterogeneous Platinum Catalysts2018

    • Author(s)
      Siddiki S. M. A. Hakim、Touchy Abeda S.、Jamil Md. A. R.、Toyao Takashi、Shimizu Ken-ichi
    • Journal Title

      ACS Catalysis

      Volume: 8 Issue: 4 Pages: 3091-3103

    • DOI

      10.1021/acscatal.7b04442

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Direct Synthesis of Lactams from Keto Acids, Nitriles, and H2 by Heterogeneous Pt Catalysts2018

    • Author(s)
      Siddiki S. M. A. H.、Touchy Abeda S.、Bhosale Ashvini、Toyao Takashi、Mahara Yuji、Ohyama Junya、Satsuma Atsushi、Shimizu Ken-ichi
    • Journal Title

      ChemCatChem

      Volume: 10 Issue: 4 Pages: 789-795

    • DOI

      10.1002/cctc.201701355

    • NAID

      120006577373

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Rhenium-loaded TiO2: A highly versatile and chemoselective catalyst for the hydrogenation of carboxylic acid derivatives and the N-methylation of amines using H2 and CO22017

    • Author(s)
      Takashi Toyao, SMAH Siddiki, Yoshitsugu Morita, Takashi Kamachi, Abeda. S. Touchy, Wataru Onodera, Kenichi Kon, Shinya Furukawa, Hiroko Ariga, Kiyotaka Asakura, Kazunari Yoshizawa, Ken-ichi Shimizu
    • Journal Title

      Chemistry A European Journal

      Volume: 23 Issue: 59 Pages: 14848-14859

    • DOI

      10.1002/chem.201702801

    • NAID

      120006531086

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Hydrodeoxygenation of Fatty Acids, Triglycerides, and Ketones to Liquid Alkanes by a Pt-MoOx/TiO2 Catalyst2017

    • Author(s)
      Kon Kenichi、Toyao Takashi、Onodera Wataru、Siddiki S. M. A. H.、Shimizu Ken-ichi
    • Journal Title

      ChemCatChem

      Volume: 9 Issue: 14 Pages: 2822-2827

    • DOI

      10.1002/cctc.201700219

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Oxidant-free Dehydrogenation of Glycerol to Lactic Acid by Heterogeneous Platinum Catalysts2017

    • Author(s)
      Siddiki S. M. A. Hakim、Touchy Abeda S.、Kon Kenichi、Toyao Takashi、Shimizu Ken-ichi
    • Journal Title

      ChemCatChem

      Volume: 9 Issue: 14 Pages: 2816-2821

    • DOI

      10.1002/cctc.201700099

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Oxidant-free Dehydrogenation of Glycerol to Lactic Acid by Heterogeneous Platinum Catalysts2017

    • Author(s)
      Md. N. Rashed, S.M.A.H. Siddiki, Md. A. Ali, Sondomoyee K. Moromi, Abeda S. Touchy, Kenichi Kon, Takashi Toyao, Ken-ichi Shimizu
    • Journal Title

      ChemCatChem

      Volume: 9 Issue: 14 Pages: 3238-3242

    • DOI

      10.1039/c7gc00538e

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Promotional Effect of Water on Direct Dimethyl Ether Synthesis from Carbon Monoxide and Hydrogen Catalyzed by Cu-Zn/Al2O32017

    • Author(s)
      Takeishi Kaoru、Wagatsuma Yutaro、Ariga Hiroko、Kon Kenichi、Shimizu Ken-ichi
    • Journal Title

      ACS Sustainable Chem. Eng.

      Volume: 5 Issue: 5 Pages: 3675-3680

    • DOI

      10.1021/acssuschemeng.6b02915

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Interface Effects in Hydrogen Elimination Reaction from Isopropanol by Ni13 Cluster on θ-Al2O3(010) Surface2017

    • Author(s)
      Andrey Lyalin, Ken-ichi Shimizu, and Tetsuya Taketsugu
    • Journal Title

      J. Phys. Chem. C

      Volume: 121 Issue: 6 Pages: 3488-3495

    • DOI

      10.1021/acs.jpcc.7b00839

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed / Int'l Joint Research / Acknowledgement Compliant
  • [Presentation] Heterogeneous catalysis for selective transformations of alcohols, carboxylic acid derivatives and CO22019

    • Author(s)
      清水研一
    • Organizer
      IUPAC 2019, Paris, France
    • Related Report
      2019 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Ceria-catalyzed transformations of amides, esters, and nitriles2019

    • Author(s)
      清水研一
    • Organizer
      ACS Fall 2019 National Meeting, San Diego, USA
    • Related Report
      2019 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] 不均一系遷移金属触媒の活性種と作用機構―ケーススタディ―2018

    • Author(s)
      清水研一
    • Organizer
      第48回石油・石油化学討論会
    • Related Report
      2018 Annual Research Report
    • Invited
  • [Presentation] Heterogeneous Catalysis for Selective Transformations of Carboxylic Acid Derivatives and CO22018

    • Author(s)
      清水研一
    • Organizer
      International Symposium on Catalysis and Fine Chemicals 2018
    • Related Report
      2018 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] マテリアルズインフォマティクスの触媒への展開2018

    • Author(s)
      清水研一
    • Organizer
      第 121 回触媒討論会,特別シンポジウム
    • Related Report
      2017 Annual Research Report
    • Invited
  • [Presentation] 酸化ニオブのルイス酸性を利用した不均一系触媒作用2017

    • Author(s)
      清水研一
    • Organizer
      第7回CSJ化学フェスタ2017
    • Related Report
      2017 Annual Research Report
    • Invited
  • [Presentation] Reductive Transformations of Carboxylic Acid Derivatives and CO2 by Lewis Acid-Assisted Catalysis of Metal Nanoparticles2017

    • Author(s)
      Kenichi Shimizu
    • Organizer
      TU/e-ICAT Joint International Symposium on Catalysis for Sustainable Society
    • Related Report
      2017 Annual Research Report
    • Int'l Joint Research / Invited
  • [Remarks] 触媒材料研究部門

    • URL

      http://www.cat.hokudai.ac.jp/shimizu/index.html

    • Related Report
      2019 Annual Research Report
  • [Remarks] 北海道大学 触媒科学研究所 触媒材料研究部門

    • URL

      http://www.cat.hokudai.ac.jp/shimizu/

    • Related Report
      2018 Annual Research Report
  • [Remarks] 北海道大学触媒科学研究所 触媒材料研究部門 清水研究室

    • URL

      http://www.cat.hokudai.ac.jp/shimizu/

    • Related Report
      2017 Annual Research Report

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Published: 2017-04-28   Modified: 2022-01-27  

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