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Developments of New Ionic Liquids Directed towards Fluorous Chemistry

Research Project

Project/Area Number 15K05585
Research Category

Grant-in-Aid for Scientific Research (C)

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

Principal Investigator

HONDA MITSUNORI  金沢大学, 物質化学系, 准教授 (60242533)

Co-Investigator(Kenkyū-buntansha) 国本 浩喜  金沢大学, 国際基幹教育院, 特任教授 (10242538)
山口 孝浩  金沢大学, 物質化学系, 准教授 (90272947)
Co-Investigator(Renkei-kenkyūsha) SUDA Mitsuhiro  金沢大学, 物質化学系, 助教 (10377400)
Project Period (FY) 2015-04-01 – 2018-03-31
Project Status Completed (Fiscal Year 2017)
Budget Amount *help
¥5,070,000 (Direct Cost: ¥3,900,000、Indirect Cost: ¥1,170,000)
Fiscal Year 2017: ¥910,000 (Direct Cost: ¥700,000、Indirect Cost: ¥210,000)
Fiscal Year 2016: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000)
Fiscal Year 2015: ¥2,600,000 (Direct Cost: ¥2,000,000、Indirect Cost: ¥600,000)
Keywordsグリーンケミストリー / フルオラスケミストリー / イオン液体 / フルオラス
Outline of Final Research Achievements

Fluorous chemistry has been expected as one of the promising fields of green chemistry. In particular the synthesis of fluorous ionic liquids possessing perfluoroalkyl groups has received growing attention. Here, the synthesis of a novel class of fluorous ionic liquids was investigated. The reaction of pyrrolidine or piperidine with an excess amount of perfluoroalkyl iodide proceeded to give the corresponding iodide salts possessing two perfluoroalkyl groups on nitrogen atom in good yields. On the other hand, the reaction of dibromopyridine with perfluoroalkyl iodide and the following treatment with alkyl iodide gave the corresponding pyridinium salts having two perfluoroalkyl groups on pyridine ring. The anion exchange of the resulting iodides gave the ionic liquids with high fluorophilicity. The pyrrolidinium, piperidinium, and pyridinium ionic liquids possessing tri(perfluoroalkyl)silyl group also have a high fluorophilicity regardless of their structures.

Report

(4 results)
  • 2017 Annual Research Report   Final Research Report ( PDF )
  • 2016 Research-status Report
  • 2015 Research-status Report
  • Research Products

    (23 results)

All 2018 2017 2016 2015 Other

All Journal Article (5 results) (of which Int'l Joint Research: 2 results,  Peer Reviewed: 5 results,  Open Access: 4 results,  Acknowledgement Compliant: 2 results) Presentation (16 results) (of which Int'l Joint Research: 3 results) Remarks (2 results)

  • [Journal Article] Aggregation Behavior and Thiol-Thioester Exchange for Cationic Surfactants with Propylthioacetate Side Chain2018

    • Author(s)
      Tsuyoshi Asakawa, Nao Arai, Akina Fujii, Katsunori Takahashi, Kazuki Takakuwa, Mitsunori Honda, Akio Ohta, Hitoshi Asakawa
    • Journal Title

      Journal of Oleo Science

      Volume: 67

    • NAID

      130007429130

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed / Open Access
  • [Journal Article] Synthesis and utility of 3-silylthiophenes having perfluoroalkyl groups2017

    • Author(s)
      Honda Mitsunori、Taniguchi Yusuke、Hayashi Tomohiro、Kunimoto Ko-Ki、Segi Masahito、Yamaguchi Takahiro
    • Journal Title

      Tetrahedron Letters

      Volume: 58 Issue: 48 Pages: 4554-4558

    • DOI

      10.1016/j.tetlet.2017.10.049

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed / Open Access
  • [Journal Article] Synthesis of fluorous pyrrolidinium and piperidinium ionic liquids2017

    • Author(s)
      Honda Mitsunori、Iwamoto Takahiro、Ohnogi Taku、Kunimoto Ko-Ki、Segi Masahito
    • Journal Title

      Tetrahedron Letters

      Volume: 58 Issue: 32 Pages: 3191-3193

    • DOI

      10.1016/j.tetlet.2017.07.012

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed / Open Access
  • [Journal Article] Selective synthesis of caffeoylquinic acids (CQAs) using transesterification of vinyl caffeate2016

    • Author(s)
      La Ode Kadidae, Akira Usami, Takuma Matsui, Mitsunori Honda, Ko-Ki Kunimoto
    • Journal Title

      International Journal of Applied Chemistry

      Volume: 12 Pages: 193-207

    • Related Report
      2016 Research-status Report
    • Peer Reviewed / Open Access / Int'l Joint Research / Acknowledgement Compliant
  • [Journal Article] New route for synthesis of 3- and 5-caffeoylquinic acids (CQAs) via protected quinic acids (QAs)2015

    • Author(s)
      La Ode Kadidae, Akira Usami, Tomoya Koyama, Mitsunori Honda * and Ko‐Ki Kunimoto
    • Journal Title

      European Journal of Chemistry

      Volume: 6 Pages: 363-373

    • Related Report
      2015 Research-status Report
    • Peer Reviewed / Int'l Joint Research / Acknowledgement Compliant
  • [Presentation] pn両ドープ可能な3-シリルペルフルオロアルキルチオフェン電解重合膜の重合構造2017

    • Author(s)
      川端健,山口孝浩,林知宏,本田光典,桑原貴之,髙橋光信
    • Organizer
      電気化学会第84回大会
    • Place of Presentation
      首都大学東京(八王子)
    • Year and Date
      2017-03-25
    • Related Report
      2016 Research-status Report
  • [Presentation] フルオラスなピリジニウム系イオン液体の合成2017

    • Author(s)
      芦澤昂平,本田光典
    • Organizer
      物質化学専攻フォーラム
    • Related Report
      2017 Annual Research Report
  • [Presentation] 定電位電解重合によるポリ(3-トリエチルシリル)チオフェンのnドープ繰り返しによる安定性2017

    • Author(s)
      斉藤一駿,山口孝浩,宮島亮介,本田光典,桑原貴之,高橋光信
    • Organizer
      電気化学会北陸支部秋季大会
    • Related Report
      2017 Annual Research Report
  • [Presentation] Electrochemical characterization of both p- and n-dopable poly3-silylperfluoroalkylthiophene2017

    • Author(s)
      川端健,山口孝浩,宮島亮介,本田光典,桑原貴之,高橋光信
    • Organizer
      電気化学会北陸支部秋季大会
    • Related Report
      2017 Annual Research Report
  • [Presentation] 黒川侑摩,山口孝浩,本田光典,桑原貴之,高橋光信2017

    • Author(s)
      異なる電解重合条件が及ぼすポリチオフェン膜の酸化還元挙動への影響
    • Organizer
      北陸地区講演会と研究発表会
    • Related Report
      2017 Annual Research Report
  • [Presentation] フルオラスなイオン液体の合成2016

    • Author(s)
      芦澤昂平,岩本貴大,本田光典
    • Organizer
      第46回複素環化学討論会
    • Place of Presentation
      金沢歌劇座(金沢)
    • Year and Date
      2016-09-26
    • Related Report
      2016 Research-status Report
  • [Presentation] パーフルオロアルキル基を有する3-シリルチオフェン類の合成とその利用2016

    • Author(s)
      林知宏,谷口勇輔,千木昌人,本田光典
    • Organizer
      第46回複素環化学討論会
    • Place of Presentation
      金沢歌劇座(金沢)
    • Year and Date
      2016-09-26
    • Related Report
      2016 Research-status Report
  • [Presentation] 電解重合によるペルフルオロアルキルチオフェンの高分子量化とその電気化学応答評価2016

    • Author(s)
      川端健, 林知宏, 山口孝浩, 本田光典, 桑原貴之, 高橋光信
    • Organizer
      2016年電気化学会北陸支部秋季大会
    • Place of Presentation
      富山大学工学部(富山市)
    • Year and Date
      2016-09-15
    • Related Report
      2016 Research-status Report
  • [Presentation] フェルラ酸-各種シクロデキストリン包接複合体の形成2016

    • Author(s)
      鈴木瑞季,松沢亮太,國本浩喜,本田光典,須田光広,生田直子,寺尾啓二,松郷誠一
    • Organizer
      第33回シクロデキストリンシンポジウム
    • Place of Presentation
      かがわ国際会議場(高松)
    • Year and Date
      2016-09-08
    • Related Report
      2016 Research-status Report
  • [Presentation] フルオラスなシリルチオフェン類の合成とその利用2016

    • Author(s)
      林 知宏,金谷 崇,川端 健,山口孝浩,本田光典
    • Organizer
      平成28年度北陸地区講演会と研究発表会
    • Place of Presentation
      福井工業大学(福井)
    • Related Report
      2016 Research-status Report
  • [Presentation] n ドープ領域で繰り返し安定性を発現する 3-トリエチルシリルチオフェンの電解重合法と電気化学特性2016

    • Author(s)
      斉藤一駿,川端健,山口孝浩,林知宏,本田光典,桑原貴之,高橋光信
    • Organizer
      平成28年度北陸地区講演会と研究発表会
    • Place of Presentation
      福井工業大学(福井)
    • Related Report
      2016 Research-status Report
  • [Presentation] Novel Synthesis of 1-Substituted Cyclopropyl Silyl Ketones2015

    • Author(s)
      Mitsunori Honda, Kenta Nakae, Tsuyoshi Nishimoto, Ko-Ki Kunimoto, Masahito Segi
    • Organizer
      The 2015 International Chemical Congress of Pacific Basin Societies (PAC CHEM)
    • Place of Presentation
      Hawaii, USA
    • Year and Date
      2015-12-15
    • Related Report
      2015 Research-status Report
    • Int'l Joint Research
  • [Presentation] フルオラスなシリル基をもつチオフェン類の合成とその利用2015

    • Author(s)
      林 知宏,松田 航,本田光典, 国本浩喜, 千木昌人
    • Organizer
      平成27年度北陸地区講演会と研究発表会
    • Place of Presentation
      金沢大学(金沢)
    • Year and Date
      2015-11-27
    • Related Report
      2015 Research-status Report
  • [Presentation] フルオラスなイオン液体の創製2015

    • Author(s)
      岩本貴大,大野木 卓,芦澤昴平,本田光典,国本浩喜
    • Organizer
      平成27年度北陸地区講演会と研究発表会
    • Place of Presentation
      金沢大学(金沢)
    • Year and Date
      2015-11-27
    • Related Report
      2015 Research-status Report
  • [Presentation] Synthesis of Novel Ionic Liquids Possessing Perfluoroalkyl Groups2015

    • Author(s)
      Takahiro Iwamoto, Taku Ohnogi, Mitsunori Honda, Ko-Ki Kunimoto
    • Organizer
      13th International Kyoto Conference on New Aspects of Organic Chemistry (IKCOC-13)
    • Place of Presentation
      Kyoto, Japan
    • Year and Date
      2015-11-09
    • Related Report
      2015 Research-status Report
    • Int'l Joint Research
  • [Presentation] New Route for Synthesis of Caffeoylquinic Acids (CQAs) via Protected Quinic Acids (QAs)2015

    • Author(s)
      La Ode Kadidae, Akira Usami, Tomoya Koyama, Mitsunori Honda, Ko-Ki Kunimoto
    • Organizer
      International Conference on Sciences, Engineering and Technology Innovations (2015 ICSETI)
    • Place of Presentation
      Bali, Indonesia
    • Year and Date
      2015-05-21
    • Related Report
      2015 Research-status Report
    • Int'l Joint Research
  • [Remarks] 分子機能解析化学研究室Webページ

    • URL

      http://kohka.ch.t.kanazawa-u.ac.jp/lab7/index.html

    • Related Report
      2016 Research-status Report
  • [Remarks] 分子機能解析化学研究室ホームページ

    • URL

      http://kohka.ch.t.kanazawa-u.ac.jp/lab7/index.html

    • Related Report
      2015 Research-status Report

URL: 

Published: 2015-04-16   Modified: 2019-03-29  

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