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Molecular design of extraction reagents and their ion discrimination property by considering undehydrated water molecules and their hydrogen bonds in metal complexes

Research Project

Project/Area Number 16K00612
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeMulti-year Fund
Section一般
Research Field Environmental conscious materials and recycle
Research InstitutionSaga University

Principal Investigator

OHTO Keisuke  佐賀大学, 理工学部, 教授 (70243996)

Research Collaborator KUROIWA Haruno  
MURAKAMI Hiroshi  
YAMAMOTO Masashi  
Project Period (FY) 2016-04-01 – 2019-03-31
Project Status Completed (Fiscal Year 2018)
Budget Amount *help
¥4,940,000 (Direct Cost: ¥3,800,000、Indirect Cost: ¥1,140,000)
Fiscal Year 2018: ¥1,430,000 (Direct Cost: ¥1,100,000、Indirect Cost: ¥330,000)
Fiscal Year 2017: ¥1,820,000 (Direct Cost: ¥1,400,000、Indirect Cost: ¥420,000)
Fiscal Year 2016: ¥1,690,000 (Direct Cost: ¥1,300,000、Indirect Cost: ¥390,000)
Keywordsレアメタル回収 / 分子設計 / 未脱水和水 / カリックスアレーン誘導体 / 三脚状分子 / ジホスホン酸 / 金属資源リサイクル / イオン認識 / ホストゲスト化学 / 大環状化合物 / レアメタル分離 / 抽出機構 / 選択性 / 環境材料 / 分子認識
Outline of Final Research Achievements

As new concept to prepare recovering reagents for critical metal resources, we have focused on “undehydrated water” molecules remaining on the extracted metal ion to improve extraction ability and separation efficiency by using hydrogen bonds between “undehydrated water” molecules and coordinating atoms of ligand. Various spectroscopic studies and measurement of water contents after the loading of lithium or sodium ion on tripropyl-monoacetic acid and tetraacetic acid derivatives of calix[4]arene were carried out. It was found that the lithium ion was loaded on tripropyl-monoacetic acid derivative with two “undehydrated water” molecules, consequently abnormal lithium selectivity over sodium with calix[4]arene derivative was observed. New tripodal reagents with phosphoric acid donor groups and a diphosphonic acid reagent with alcoholic hydroxyl group have been prepared to extract a series of rare earth ions to investigate the relation of “undehydrated water” molecules.

Academic Significance and Societal Importance of the Research Achievements

金属資源に乏しく先端産業の盛んな日本にとって金属資源確保は重要であり、都市鉱山に関心が高まっているが、微量かつ数多くの金属資源があり、選択的に個々の金属を回収することは困難である。乾式や湿式の多くの技術が利用されているが容易ではない。本研究は湿式技術のうち、溶媒抽出試薬の新たな分子設計概念として、抽出された金属イオンに残る水分子と抽出試薬との水素結合に着目しており、この弱い相互作用を分子設計概念に組み込むことで、従来法では困難であった分離が見直される。本研究の結果によって見いだされた新たな分子設計の学術的意義によって、金属資源確保が容易になることは大きな社会的意義がある。

Report

(4 results)
  • 2018 Annual Research Report   Final Research Report ( PDF )
  • 2017 Research-status Report
  • 2016 Research-status Report
  • Research Products

    (41 results)

All 2019 2018 2017 2016 Other

All Int'l Joint Research (5 results) Journal Article (11 results) (of which Int'l Joint Research: 8 results,  Peer Reviewed: 11 results,  Open Access: 5 results) Presentation (19 results) (of which Int'l Joint Research: 10 results,  Invited: 12 results) Book (1 results) Remarks (4 results) Patent(Industrial Property Rights) (1 results)

  • [Int'l Joint Research] ドレスデン工科大学(ドイツ)

    • Related Report
      2018 Annual Research Report
  • [Int'l Joint Research] ガジャ・マダ大学(インドネシア)

    • Related Report
      2018 Annual Research Report
  • [Int'l Joint Research] ドレスデン工科大学(ドイツ)

    • Related Report
      2017 Research-status Report
  • [Int'l Joint Research] ガジャ・マダ大学(インドネシア)

    • Related Report
      2017 Research-status Report
  • [Int'l Joint Research] ドレスデン工科大学(ドイツ)

    • Related Report
      2016 Research-status Report
  • [Journal Article] "A rapid and efficient lithium-ion recovery from seawater with tripropylmonoacetic acid calix[4]arene derivative employing droplet-based microreactor system"2019

    • Author(s)
      Y. S. Kurniawan, R. R. Sathuluri, K. Ohto, W. Iwasaki, H. Kawakita, S. Morisada, M. Miyazaki, Jumina,
    • Journal Title

      Sep. Pur. Technol.

      Volume: 211 Pages: 925-934

    • DOI

      10.1016/j.seppur.2018.10.049

    • Related Report
      2018 Annual Research Report
    • Peer Reviewed / Open Access / Int'l Joint Research
  • [Journal Article] Extractive Separation of Trivalent Rare Earth Metal Ions with Phenylphosphoric Acid Type of Trident Molecule for Rare Metal Recovery2018

    • Author(s)
      K. Ohto, H. Murashima, S. Morisada,H. Kawakita, M. Wenzel, J. J. Weigand, K. Gloe
    • Journal Title

      International Journal of the Society of Materials Engineering for Resources

      Volume: 23 Issue: 1 Pages: 36-41

    • DOI

      10.5188/ijsmer.23.36

    • NAID

      130007622226

    • ISSN
      1347-9725, 1884-6629
    • Year and Date
      2018-03-31
    • Related Report
      2018 Annual Research Report
    • Peer Reviewed / Open Access / Int'l Joint Research
  • [Journal Article] Silver Extraction with Sulfide Type Trident Compounds2018

    • Author(s)
      K. Ohto, T. Yoshinaga, H. Furugou, S. Morisada,H. Kawakita, K. Inoue
    • Journal Title

      Solvent Extraction Research and Development, Japan

      Volume: 25 Issue: 2 Pages: 71-78

    • DOI

      10.15261/serdj.25.71

    • NAID

      130006733825

    • ISSN
      1341-7215, 2188-4765
    • Related Report
      2018 Annual Research Report
    • Peer Reviewed / Open Access
  • [Journal Article] Comparison of interfacial behavior and silver extraction kinetics withvarious types calix[4]arene derivatives at heterogeneous liquid-liquidinterfaces2018

    • Author(s)
      J.-Y. Kim, S. Morisada, H. Kawakita, K. Ohto
    • Journal Title

      J. Chromatogr. A

      Volume: 1558 Pages: 107-114

    • DOI

      10.1016/j.chroma.2018.04.013

    • Related Report
      2018 Annual Research Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Microfluidic reactor for Pb(II) ion extraction and removal with amide derivative of calix[4]arene supported by spectroscopic studies,2018

    • Author(s)
      Y. S. Kurniawan, R. R. Sathuluri, W. Iwasaki, S. Morisada, H. Kawakita, K. Ohto*, M. Miyazaki, Jumina,
    • Journal Title

      Microchem. J.

      Volume: 142 Pages: 377-384

    • DOI

      10.1016/j.microc.2018.07.001

    • Related Report
      2018 Annual Research Report
    • Peer Reviewed / Open Access / Int'l Joint Research
  • [Journal Article] Droplet-based microreactor system for stepwise recovery of precious metal ions from real metal waste with calix[4]arene derivatives2018

    • Author(s)
      R. R. Sathuluri, Y. S. Kurniawan, J.-Y. Kim, M. Maeki, W. Iwasaki, S. Morisada, H. Kawakita, M. Miyazaki, K. Ohto
    • Journal Title

      Separation Science and Technology

      Volume: 53 Issue: 8 Pages: 1261-1272

    • DOI

      10.1080/01496395.2017.1366518

    • Related Report
      2017 Research-status Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] New Trident Molecule with Phosphoric Acid Functionality for Trivalent Rare Earth Extraction2018

    • Author(s)
      K. Ohto, H. Murashima, H. Murakami, S. Morisada,H. Kawakita, M. Wenzel, J. J. Weigand, K. Gloe
    • Journal Title

      Indonesian Journal of Chemistry

      Volume: 17 Pages: 491-499

    • Related Report
      2017 Research-status Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Extractive Separation of Trivalent Rare Earths Metal Ions with Phenylphosphoric Acid Type of Trident Molecule for Rare Metal Recovery2018

    • Author(s)
      K. Ohto, H. Murashima, S. Morisada,H. Kawakita, M. Wenzel, J. J. Weigand, K. Gloe
    • Journal Title

      International Journal of the Society of Materials Engineering for Resources

      Volume: 印刷中

    • NAID

      130007622226

    • Related Report
      2017 Research-status Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] "Synthesis of a Novel Dibenzylamide Derivative of p-tert-Octylcalix[4]arene and its Extraction Properties Towards Noble Metal Ions"2017

    • Author(s)
      J.-Y. Kim, Y. Priastomo, S. Morisada,H. Kawakita, K. Ohto, Y. Kim,
    • Journal Title

      Aust. J. Chem.,

      Volume: 印刷中 Issue: 5 Pages: 450-455

    • DOI

      10.1071/ch16180

    • Related Report
      2017 Research-status Report 2016 Research-status Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Precious Metal Extraction with Thiol and Dithioether Derivatives of a Trident Molecule2017

    • Author(s)
      K. Ohto, H. Furugou, T. Yoshinaga, S. Morisada, H. Kawakita, K. Inoue
    • Journal Title

      Solvent Extraction Research and Development, Japan

      Volume: 24 Issue: 2 Pages: 77-88

    • DOI

      10.15261/serdj.24.77

    • NAID

      130005689393

    • ISSN
      1341-7215, 2188-4765
    • Related Report
      2017 Research-status Report
    • Peer Reviewed
  • [Journal Article] Precious Metal Extraction with Thiol and Dithioether Derivatives of Trident Molecule2017

    • Author(s)
      K. Ohto, H. Furugou, T. Yoshinaga, S. Morisada, H. Kawakita
    • Journal Title

      Solvent Extr. Res. Dev., Jpn.,

      Volume: 24

    • NAID

      130005689393

    • Related Report
      2016 Research-status Report
    • Peer Reviewed / Open Access
  • [Presentation] 各種レアメタル分離剤の開発2018

    • Author(s)
      大渡啓介
    • Organizer
      イノベーション・ジャパン2018-大学見本市
    • Related Report
      2018 Annual Research Report
  • [Presentation] Selective extraction of scandium over other rare earth elements with acetic acid derivative of new tripodal compound2018

    • Author(s)
      Keisuke Ohto, Nako Fuchiwaki, Shintaro Morisada, Hidetaka Kawakita
    • Organizer
      The 10h ISNSC (International Symposium on Nano & Supramolecular Chemistry)
    • Related Report
      2018 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Precious metal extraction with amide compounds2018

    • Author(s)
      K. OHTO, M. Hashiguchi, T. Sato, S. Morisada, H. Kawakita, Y. Ueda
    • Organizer
      43rd International Conference on Coordination Chemistry (ICCC 2018 Sendai Japan)
    • Related Report
      2018 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Separation of Pb(II) Ion with Tetraacetic Acid Derivative of Calix[4]arene by using Droplet-based Microreactor System2018

    • Author(s)
      Keisuke Ohto, Mizuki Ryu, Yehezkiel Steven Kurniawan, Ramachandra Rao Sathuluri, Shintaro Morisada, Hidetaka Kawakita, Wataru Iwasaki, Masaya Miyazaki, Masatoshi Maeki, Jumina
    • Organizer
      7th INTERNATIONAL CONFERENCE ON ION EXCHANGE 2018 (7th ICIE 2018)
    • Related Report
      2018 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] カリックスアレーン誘導体によるアルカリ金属の抽出に及ぼす未脱水和水の効果2018

    • Author(s)
      大渡啓介、黒岩春乃、森貞真太郎、川喜田英孝
    • Organizer
      第36回溶媒抽出討論会
    • Related Report
      2018 Annual Research Report
  • [Presentation] アミド化合物による貴金属類の湿式精錬分離2018

    • Author(s)
      大渡啓介
    • Organizer
      第36回環境資源工学会シンポジウム「リサイクル設計と分離精製技術」:レアメタル等湿式分離精製技術の最前線
    • Related Report
      2018 Annual Research Report
    • Invited
  • [Presentation] Structural effects of caliarene derivatives for metal extraction2017

    • Author(s)
      Keisuke Ohto
    • Organizer
      The 3rd International Conference on Science and Technology (ICST 2017)
    • Related Report
      2017 Research-status Report
    • Int'l Joint Research / Invited
  • [Presentation] Recovery of precious metals with calix[4]arene derivatives as extraction reagents using the droplet microreactor system2017

    • Author(s)
      K. Ohto, Y.S. Kurniawan, R.R. Sathuluri, H. Kawakita, S. Morisada, W. Iwasaki, M. Miyazaki
    • Organizer
      The 5th International Symposium & Exhibition on Aqua Science and Water Resources (ISASWR'17)
    • Related Report
      2017 Research-status Report
    • Int'l Joint Research / Invited
  • [Presentation] 金属の抽出分離のためのカリックスアレーンの構造効果2017

    • Author(s)
      大渡啓介
    • Organizer
      第101回原子力基礎工学研究セミナー
    • Related Report
      2017 Research-status Report
    • Invited
  • [Presentation] Size-discriminative allosteric extraction of alkali metals with propyl-acetic acid crossed type calix[4]arene2017

    • Author(s)
      Keisuke Ohto
    • Organizer
      The 9th ISNSC (International Symposium on Nano & Supramolecular Chemistry
    • Related Report
      2017 Research-status Report
    • Int'l Joint Research / Invited
  • [Presentation] 架橋型カリックス[4]アレーン樹脂による貴金属の吸着2017

    • Author(s)
      大渡 啓介, Yoga_Priastomo, 森貞 真太郎, 川喜田 英孝
    • Organizer
      化学工学会第 49 回秋季大会
    • Related Report
      2017 Research-status Report
  • [Presentation] Extractive Separation of Rare Earth Metals with Trident Phosphonic Acid Derivatives2017

    • Author(s)
      Keisuke OHTO, Hiroshi MURAKAMI, Shintaro MORISADA, Hidetaka KAWAKITA, Karsten GLOE, Jan WEIGAND
    • Organizer
      ICMR 2017 (8th International Conference on Materials Engineering for Resources)
    • Related Report
      2017 Research-status Report
    • Int'l Joint Research / Invited
  • [Presentation] Stepwise Extractive Separation of Precious Metals with Macrocyclic Compounds Using Microreactor System2017

    • Author(s)
      Keisuke Ohto, Yehezkiel S. Kurniawan, Ramachandra R. Sathuluri, Masatoshi Maeki, Wataru Iwasaki, Shintaro Morisada, Hidetaka Kawakita, and Masaya Miyazaki
    • Organizer
      ISEC2017 (21th International Solvent Extraction Conference 2017)
    • Related Report
      2017 Research-status Report
    • Int'l Joint Research / Invited
  • [Presentation] Platinum extraction with fluorinated secondary amide compound2017

    • Author(s)
      Keisuke Ohto
    • Organizer
      2017 International Symposium on Separation Science and Technology
    • Related Report
      2017 Research-status Report
    • Int'l Joint Research / Invited
  • [Presentation] Elucidation for role of undehydrated water molecules on alkali metal extraction for new molecular design2017

    • Author(s)
      H. Kuroiwa, Shintaro Morisada, Hidetaka Kawakita, Keisuke Ohto
    • Organizer
      The 30th International Symposium on Chemical Engineering(ISChE 2017)
    • Related Report
      2017 Research-status Report
    • Int'l Joint Research
  • [Presentation] 金属分離剤の分子設計のための構造効果と弱い相互作用に対する理解と応用2017

    • Author(s)
      大渡啓介
    • Organizer
      第3回「貴金属抽出分離研究会」
    • Place of Presentation
      東北大学多元物質科学研究所
    • Related Report
      2016 Research-status Report
    • Invited
  • [Presentation] アミドおよびウレア型抽出試薬による塩酸媒体からの白金(Ⅳ)の抽出 - 工業的な観点における研究2016

    • Author(s)
      大渡啓介、上田祐生、森貞真太郎、川喜田英孝、近江健太郎、藤田光晴
    • Organizer
      第35回溶媒抽出討論会
    • Place of Presentation
      産総研つくばセンター
    • Year and Date
      2016-11-28
    • Related Report
      2016 Research-status Report
  • [Presentation] カリックス[4]アレーン誘導体をもちいたアルカリ金属抽出における構造解析2016

    • Author(s)
      黒岩春乃,森貞真太郎,川喜田英孝,大渡啓介
    • Organizer
      第33回九州分析化学若手の会 夏季セミナー
    • Place of Presentation
      大分県日田市みるきーすぱサンビレッヂ
    • Year and Date
      2016-07-29
    • Related Report
      2016 Research-status Report
  • [Presentation] カリックス[4]アレーンモノホスホン酸誘導体によるアルカリ金属抽出挙動の検討2016

    • Author(s)
      黒岩春乃,森貞真太郎,川喜田英孝,大渡啓介
    • Organizer
      第53回化学関連支部合同大会
    • Place of Presentation
      北九州国際会議場
    • Related Report
      2016 Research-status Report
  • [Book] Silver Recovery from Assorted Spent Sources: Toxicology of Silver Ion2018

    • Author(s)
      K. Ohto, Y. Ueda, R. R. Sathuluri, H. Kawakita, S. Morisada, K. Inoue
    • Total Pages
      364
    • Publisher
      World Scientific Net
    • Related Report
      2018 Annual Research Report
  • [Remarks] 佐賀大学化学工学研究室

    • URL

      http://chemeng.chem.saga-u.ac.jp/index.html

    • Related Report
      2018 Annual Research Report
  • [Remarks] 佐賀大学教員活動データベース

    • URL

      http://research.dl.saga-u.ac.jp/profile/ja.fe088428f908723d.html

    • Related Report
      2018 Annual Research Report
  • [Remarks] 佐賀大学大学院工学系研究科 化学工学研究室HP

    • URL

      http://chemeng.chem.saga-u.ac.jp/Introduction.html

    • Related Report
      2017 Research-status Report 2016 Research-status Report
  • [Remarks] 国立大学54工学系学部ホームページ 環境への取り組み 資源循環型社会構築のためのレアメタル分離剤開発

    • URL

      http://www.mirai-kougaku.jp/eco/pages/150115.php

    • Related Report
      2017 Research-status Report 2016 Research-status Report
  • [Patent(Industrial Property Rights)] 白金抽出剤、白金の抽出方法、及び白金の回収方法、2016

    • Inventor(s)
      大渡啓介、上田祐生、近江健太郎、藤田光晴
    • Industrial Property Rights Holder
      大渡啓介、上田祐生、近江健太郎、藤田光晴
    • Industrial Property Rights Type
      特許
    • Industrial Property Number
      2016-225239
    • Filing Date
      2016-11-18
    • Related Report
      2016 Research-status Report

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Published: 2016-04-21   Modified: 2020-03-30  

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