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Preparation of ion-exchange resins containing macrocyclic host compounds with lipophilic-hydrophilic repulsion for critical metal separation

Research Project

Project/Area Number 25410192
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeMulti-year Fund
Section一般
Research Field Green/Environmental chemistry
Research InstitutionSaga University

Principal Investigator

OHTO Keisuke  佐賀大学, 工学(系)研究科(研究院), 教授 (70243996)

Project Period (FY) 2013-04-01 – 2016-03-31
Project Status Completed (Fiscal Year 2015)
Budget Amount *help
¥5,200,000 (Direct Cost: ¥4,000,000、Indirect Cost: ¥1,200,000)
Fiscal Year 2015: ¥1,430,000 (Direct Cost: ¥1,100,000、Indirect Cost: ¥330,000)
Fiscal Year 2014: ¥910,000 (Direct Cost: ¥700,000、Indirect Cost: ¥210,000)
Fiscal Year 2013: ¥2,860,000 (Direct Cost: ¥2,200,000、Indirect Cost: ¥660,000)
Keywordsレアメタル分離 / 大環状化合物 / 選択性 / 分離メカニズム / リチウム / イオン交換 / レアメタル / イオン認識 / 大環状ホスト分子 / イオン交換樹脂 / 抽出 / 分離剤
Outline of Final Research Achievements

Various types of trialkyl-monoacetic acid derivatives of calix[4]arene were prepared to investigate extraction property as extraction reagents, adsorption property as ion-exchange resins, and potential response property as ion-selective electrodes. Although lipophilic - hydrophilic repulsion was expected for lithium selectivity using trialkyl-monoacetic acid derivatives of calix[4]arene, result for 1H-NMR spectra showed that affinity for hydrogen bond between water molecules remaining in lithium ion and phenoxy oxygen atoms of calixarenes is related to selectivity. The extraction reagent-impregnated resin still exhibited lithium selectivity due to effect of hydrogen bond, while methylene crosslinked resin did not show lithium selectivity due to less hydrogen bond. The lithium selectivity was also observed using trialkyl-monoacetoamide derivatives of calix[4]arene, which is also attributed to hydrogen bond.

Report

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

    (35 results)

All 2016 2015 2014 2013 Other

All Int'l Joint Research (2 results) Journal Article (11 results) (of which Int'l Joint Research: 1 results,  Peer Reviewed: 11 results,  Acknowledgement Compliant: 2 results,  Open Access: 1 results) Presentation (17 results) (of which Int'l Joint Research: 4 results,  Invited: 3 results) Book (1 results) Remarks (4 results)

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

    • Related Report
      2015 Annual Research Report
  • [Int'l Joint Research] ガジャマダ大学(インドネシア)

    • Related Report
      2015 Annual Research Report
  • [Journal Article] Comprehensive Comparison of Alkali Metal Extraction with a Series of Calix[4]arene Derivatives with Propyl and/or Acetic Acid Groups2015

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

      J. Incl. Phenom. Macrocycl. Chem.

      Volume: 84(1) Issue: 1-2 Pages: 87-97

    • DOI

      10.1007/s10847-015-0586-8

    • Related Report
      2015 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] 進歩総説 貴金属イオンに対する抽出試薬開発の動向2015

    • Author(s)
      上田祐生、大渡啓介
    • Journal Title

      ぶんせき

      Volume: 492(12) Pages: 534-544

    • NAID

      40020740859

    • Related Report
      2015 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Synthesis of a cross phosphonic acid type calix[4]arene with two different spacers and its extractive separation of rare earth metals2015

    • Author(s)
      M. Tanaka, S. Morisada, H. Kawakita, K. Inoue, K. Ohto
    • Journal Title

      J. Incl. Phenom. Macrocycl. Chem.

      Volume: 82(1-2) Issue: 1-2 Pages: 33-41

    • DOI

      10.1007/s10847-015-0490-2

    • Related Report
      2015 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Intramolecular synergism for group separation extraction of trivalent rare earths with a cross type calix[4]arene with phosphonic and carboxylic acid bifunctionality2015

    • Author(s)
      A. B. Chetry, T. Matsufuji, B. B. Adhikari, S. Morisada, H. Kawakita, K. Ohto, T. Oshima, Jumina
    • Journal Title

      J. Incl. Phenom. Macrocycl. Chem.

      Volume: 81(3) Issue: 3-4 Pages: 301-310

    • DOI

      10.1007/s10847-014-0457-8

    • Related Report
      2015 Annual Research Report
    • Peer Reviewed / Int'l Joint Research / Acknowledgement Compliant
  • [Journal Article] Allosteric Coextraction of Sodium and Metal Iions with Calix[4]arene Derivatives 3. –Effect of Propyl Groups on Size-discrimination for the Second Coextracted Ion-2015

    • Author(s)
      H. Sadamatsu, S. Morisada, H. Kawakita, K. Ohto
    • Journal Title

      Solvent Extr. Ion Exch.,

      Volume: 33(3) Issue: 3 Pages: 264-277

    • DOI

      10.1080/07366299.2015.1008282

    • Related Report
      2014 Research-status Report
    • Peer Reviewed
  • [Journal Article] Molecular Design and Metal Extraction Behavior of Calixarene Compounds as Host Extractants2014

    • Author(s)
      K. Ohto
    • Journal Title

      Ion Exch. Solv. Extr.

      Volume: 21 Pages: 81-127

    • Related Report
      2014 Research-status Report
    • Peer Reviewed
  • [Journal Article] Selective Extraction of Ga(III) with p-t-Butylcalix[4]arene Tetrahydroxamic Acid2014

    • Author(s)
      A. B. Chetry, B. B. Adhikari, S. Morisada, H. Kawakita, K. Ohto
    • Journal Title

      Solvent Extr. Res. Dev., Jpn.,

      Volume: 22(1) Pages: 25-35

    • NAID

      130005071504

    • Related Report
      2014 Research-status Report
    • Peer Reviewed / Open Access
  • [Journal Article] p-tert-Butylcalix[6]arene hexacarboxylic acid conformational switching and octahedral coordination with Pb(II) and Sr(II)2014

    • Author(s)
      B. B. Adhikari, K. Ohto, M. P. Schramm
    • Journal Title

      Chem. Commun.

      Volume: 50 Issue: 15 Pages: 1903-1905

    • DOI

      10.1039/c3cc48465c

    • Related Report
      2013 Research-status Report
    • Peer Reviewed
  • [Journal Article] Molecular Design and Metal Extraction Behavior of Calixarene Compounds as Host Extractants2013

    • Author(s)
      K.Ohto
    • Journal Title

      Ion Exch. Solv. Extr.

      Volume: 21 Pages: 81-127

    • Related Report
      2013 Research-status Report
    • Peer Reviewed
  • [Journal Article] The effect of phenoxy oxygen atoms on extremely high extraction ability and less separation efficiency of trivalent rare earth elements with tetraphosphonic acid derivative of calix[4]arene2013

    • Author(s)
      K. Ohto, A. Takedomi, A. B. Chetry, S. Morisada, H. Kawakita, T. Oshima
    • Journal Title

      J. Incl. Phenom. Macrocycl. Chem.

      Volume: 21 Issue: 1-4 Pages: 1-11

    • DOI

      10.1007/s10847-012-0255-0

    • Related Report
      2013 Research-status Report
    • Peer Reviewed
  • [Journal Article] Highly selective and efficient extraction of two Pb2+ ions with a p-tert-butylcalix[6]arene hexaacarboxylic acid ligand: an allosteric effect in extraction2013

    • Author(s)
      B. B. Adhikari, M. Gurung, A. B. Chetry, H. Kawakita, K. Ohto
    • Journal Title

      RSC Advances

      Volume: 3 Issue: 48 Pages: 25950-25959

    • DOI

      10.1039/c3ra44289f

    • Related Report
      2013 Research-status Report
    • Peer Reviewed
  • [Presentation] カリックス[4]アレーン誘導体によるリチウムの選択的抽出とイオン選択性電極への応用2016

    • Author(s)
      大渡啓介、中本光、池田那奈、下條健典、川喜田英孝、森貞 真太郎
    • Organizer
      化学工学会 第81年会
    • Place of Presentation
      関西大学
    • Year and Date
      2016-03-14
    • Related Report
      2015 Annual Research Report
  • [Presentation] Metal separation property of macrocyclic and pseudomacrocyclic compounds as extraction reagents2015

    • Author(s)
      K. Ohto
    • Organizer
      Pacifichem2015
    • Place of Presentation
      Hilton Hawaiian Village (Hawaii, USA)
    • Year and Date
      2015-12-20
    • Related Report
      2015 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] 金属抽出試薬としてのカリックスアレーン誘導体の分子設計2015

    • Author(s)
      大渡啓介
    • Organizer
      日本化学会九州支部設立100周年記念講演会
    • Place of Presentation
      九州大学
    • Year and Date
      2015-11-27
    • Related Report
      2015 Annual Research Report
    • Invited
  • [Presentation] 2-エチルホスホン酸型三脚状分子による希土類金属の抽出2015

    • Author(s)
      大渡啓介、村上浩、福元大輔、森貞真太郎、川喜田英孝
    • Organizer
      第34回溶媒抽出討論会
    • Place of Presentation
      金沢工業大学
    • Year and Date
      2015-10-24
    • Related Report
      2015 Annual Research Report
  • [Presentation] Solvent extraction of trivalent rare earths with phosphoric acid derivative of tripodal molecule2015

    • Author(s)
      K. Ohto, H. Murashima, S. Morisada, H. Kawakita
    • Organizer
      The 7th ISNSC (International Symposium on Nano & Supramolecular Chemistry
    • Place of Presentation
      Kosin University (Busan, Korea)
    • Year and Date
      2015-08-15
    • Related Report
      2015 Annual Research Report
    • Int'l Joint Research
  • [Presentation] Function of calix[4]arene framework as host compounds for extractive metal separation2015

    • Author(s)
      K. Ohto
    • Organizer
      3rd international symposium on host compounds for separation and functionality in Saga
    • Place of Presentation
      Saga University (Japan)
    • Year and Date
      2015-07-29
    • Related Report
      2015 Annual Research Report
    • Int'l Joint Research
  • [Presentation] Selective Extraction of Lithium with Tripropyl-monoacetic Acid Derivative of Calix[4]arene2015

    • Author(s)
      Haruno Kuroiwa, Hirotoshi Sadamatsu, Hidetaka Kawakita, Keisuke Ohto
    • Organizer
      3rd international symposium on host compounds for separation and functionality in Saga
    • Place of Presentation
      Saga University (Japan)
    • Year and Date
      2015-07-29
    • Related Report
      2015 Annual Research Report
    • Int'l Joint Research
  • [Presentation] 連結型カリックス[4]アレーンによる金属の抽出分離2015

    • Author(s)
      大渡 啓介、花田 拓也、 森貞 真太郎、川喜田 英孝
    • Organizer
      化学工学会事務局 第80年会
    • Place of Presentation
      芝浦工業大学
    • Year and Date
      2015-03-19 – 2015-03-21
    • Related Report
      2014 Research-status Report
  • [Presentation] トリアルキルーモノ酢酸型カリックス[4]アレーンによるリチウムの選択的抽出と樹脂化への応用2014

    • Author(s)
      大渡啓介、定松浩俊、ビスワス・ビプロブ・クマール、森貞真太郎、川喜田英孝
    • Organizer
      第33回溶媒抽出討論会
    • Place of Presentation
      ホテルプラザ神戸
    • Year and Date
      2014-12-11 – 2014-12-12
    • Related Report
      2014 Research-status Report
  • [Presentation] Lithium Selective Adsorption on Impregnated Resin with Trialkyl - Monoacetic Acid Derivative of Calix[4]arene2014

    • Author(s)
      Keisuke Ohto, Hirotoshi Sadamatsu, Takuya Hanada, Shintaro Morisada, Hidetaka Kawakita
    • Organizer
      ICIE 2014 (International Conference of Ion Exchange)
    • Place of Presentation
      沖縄コンベンションセンター
    • Year and Date
      2014-11-09 – 2014-11-12
    • Related Report
      2014 Research-status Report
  • [Presentation] Cross-linking of monoacetic acid derivative of calix[4]arenes for alkali earth metal extraction2014

    • Author(s)
      T. Hanada, S. Morisada, H. Kawakita, K. Ohto
    • Organizer
      The International Symposium on Preparative Chemistry of Advanced Matrials, 2014
    • Place of Presentation
      Liaoning University, China
    • Year and Date
      2014-10-13
    • Related Report
      2014 Research-status Report
  • [Presentation] トリアルキルーモノ酢酸型カリックス[4]アレーン含浸樹脂によるリチウムの選択的固相抽出2014

    • Author(s)
      大渡啓介、定松浩俊、ビスワス・ビプロブ・クマール、森貞真太郎、川喜田英孝
    • Organizer
      化学工学会第 46 回秋季大会
    • Place of Presentation
      九州大学伊都キャンパス
    • Year and Date
      2014-09-17 – 2014-09-19
    • Related Report
      2014 Research-status Report
  • [Presentation] Selective extraction of lithium with calix[4]arene derivatives2014

    • Author(s)
      Keisuke Ohto
    • Organizer
      Microsymposium on Solvent Extraction at TU Dresden
    • Place of Presentation
      TU Dresden, Department of Chemistry and Food Chemistry
    • Year and Date
      2014-09-12
    • Related Report
      2014 Research-status Report
    • Invited
  • [Presentation] Lithium Discriminating Extraction with Tripropyl-Monoacetic Acid Derivative of Calix[4]arene2014

    • Author(s)
      Keisuke Ohto, Hirotoshi Sadamatsu, Shintaro Morisada, Hidetaka Kawakita
    • Organizer
      ISEC2014 (20th International Solvent Extraction Conference 2014)
    • Place of Presentation
      Conference Center Würzburg (CCW) · Germany
    • Year and Date
      2014-09-08 – 2014-09-11
    • Related Report
      2014 Research-status Report
  • [Presentation] EFFECT OF COORDINATIVELY-INERT ALKYL GROUPS ON SIZE-DISCRIMINATING EXTRACTION OF ALKALI METAL IONS WITH PROPYL-ACETIC ACID CROSSED TYPE CALIX[4]ARENE2013

    • Author(s)
      K.Ohto, H.Sadamatsu, S.Morisada, H.Kawakita
    • Organizer
      2nd International conference on methods and materials for separation processes SEPARATION SCIENCE - THEORY AND PRACTICE 2013
    • Place of Presentation
      Bialy Kamie Hotel, SWIERADOW ZDROJ, Poland
    • Related Report
      2013 Research-status Report
  • [Presentation] メチレン架橋型大環状樹脂によるアルカリ金属の吸着2013

    • Author(s)
      花田拓也、定松浩俊、森貞真太郎、川喜田英孝、大渡啓介
    • Organizer
      第50回化学関連支部合同大会
    • Place of Presentation
      九州国際会議場およびAIMビル
    • Related Report
      2013 Research-status Report
  • [Presentation] カリックス[4]アレーンプロピル-酢酸誘導体によるアルカリ金属抽出特性2013

    • Author(s)
      定松浩俊、森貞真太郎、川喜田英孝、大渡啓介
    • Organizer
      第32回溶媒抽出討論会
    • Place of Presentation
      名古屋大学ES総合館
    • Related Report
      2013 Research-status Report
  • [Book] トコトンやさしいイオン交換2013

    • Author(s)
      大渡啓介
    • Publisher
      日刊工業新聞社
    • Related Report
      2013 Research-status Report
  • [Remarks] 佐賀大学大学院工学系研究科 循環物質化学専攻&先端融合工学専攻 化学工学研究室

    • URL

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

    • Related Report
      2015 Annual Research Report
  • [Remarks] 国立大学54工学系学部のサイト 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
      2015 Annual Research Report
  • [Remarks] 佐賀大学 大学院 工学系研究科 循環物質化学専攻&先端融合工学専攻 化学工学研究室

    • URL

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

    • Related Report
      2014 Research-status Report
  • [Remarks] 佐賀大学 大学院工学系研究科 循環物質化学専攻&先端融合工学専攻 化学工学研究室

    • URL

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

    • Related Report
      2013 Research-status Report

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Published: 2014-07-25   Modified: 2019-07-29  

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