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Construction of Molecular Separation and Condensation Systems Based on Host-Guest Chemistry in the Crystalline State

Research Project

Project/Area Number 16H04130
Research Category

Grant-in-Aid for Scientific Research (B)

Allocation TypeSingle-year Grants
Section一般
Research Field Functional solid state chemistry
Research InstitutionKanazawa University

Principal Investigator

Ogoshi Tomoki  金沢大学, ナノ生命科学研究所, 教授 (00447682)

Co-Investigator(Kenkyū-buntansha) 山岸 忠明  金沢大学, 物質化学系, 教授 (90220251)
Project Period (FY) 2016-04-01 – 2019-03-31
Project Status Completed (Fiscal Year 2018)
Budget Amount *help
¥17,810,000 (Direct Cost: ¥13,700,000、Indirect Cost: ¥4,110,000)
Fiscal Year 2018: ¥4,030,000 (Direct Cost: ¥3,100,000、Indirect Cost: ¥930,000)
Fiscal Year 2017: ¥4,810,000 (Direct Cost: ¥3,700,000、Indirect Cost: ¥1,110,000)
Fiscal Year 2016: ¥8,970,000 (Direct Cost: ¥6,900,000、Indirect Cost: ¥2,070,000)
Keywordsピラー[n]アレーン / 結晶 / 分離 / 濃縮 / ピラーアレーン / アゾベンゼン / 面性不斉 / キラル液体 / 炭化水素 / 二置換ベンゼン / ホスト-ゲスト / 末端認識 / 蛍光発光 / 分離剤 / アルカン / 有機結晶 / 濃縮・分離システム
Outline of Final Research Achievements

The research octane number was dramatically improved from a low research octane number(17%) to a high research octane number (>99%) using the activated crystals of pillar[6]arene. Colored crystals of pillar[5]arene containing one benzoquinone unit were found to exhibit alkane-shape-selective vapochromic behavior. Activated pillar[5]arene crystals, prepared by removing solvated methanol from pillar[5]arene crystals, changed color from dark-brown to light-red after exposure to linear alkane vapors; however, no color changes were observed on exposure to branched or cyclic alkanes. The activated pillar[5]arene crystals are immersed in melted PEO, causing the crystals to selectively take up PEO with high mass fraction. The high mass fractionation is caused by the greater number of attractive CH/π interactions between PEO C-H groups and the π-electron-rich 1D channel of
the pillar[5]arene with increasing PEO chain length.

Academic Significance and Societal Importance of the Research Achievements

ガソリングレードはガソリン中のイソオクタンとn-ヘプタンの混合物に対して測定されるオクタン価によって評価される。しかし、イソオクタンの沸点(99度)はn-ヘプタンの沸点(98度)とほぼ等しく、石油蒸留による分離は非常に困難であり、多くの製造工程が必要となる。本研究では17%イソオクタン蒸気を用いた場合には、>99%純度にまでイソオクタンの純度を向上させることができた。

Report

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

    (21 results)

All 2019 2018 2017 2016 Other

All Int'l Joint Research (1 results) Journal Article (8 results) (of which Int'l Joint Research: 6 results,  Peer Reviewed: 8 results,  Open Access: 2 results,  Acknowledgement Compliant: 3 results) Presentation (10 results) (of which Int'l Joint Research: 8 results,  Invited: 10 results) Remarks (1 results) Patent(Industrial Property Rights) (1 results)

  • [Int'l Joint Research] グラスゴー大学(英国)

    • Related Report
      2016 Annual Research Report
  • [Journal Article] Molecular weight fractionation by confinement of polymer in one-dimensional pillar[5]arene channels2019

    • Author(s)
      Ogoshi, T.; Sueto, R.; Yagyu, M.; Kojima, R.; Kakuta, T.; Yamagishi, T.; Doitomi, K.; Tummanapelli, A. K.; Hirao, H.; Sakata, Y.; Akine, S.; Mizuno, M.
    • Journal Title

      Nat. Commun.

      Volume: 10 Issue: 1 Pages: 479-479

    • DOI

      10.1038/s41467-019-08372-1

    • Related Report
      2018 Annual Research Report
    • Peer Reviewed / Open Access / Int'l Joint Research
  • [Journal Article] Host-Guest Complexation Using Pillar[5]arene Crystals: Crystal-Structure Dependent Uptake, Release, and Molecular Dynamics of an Alkane Guest2019

    • Author(s)
      Ogoshi, T.; Hamada, Y.; Sueto, R.; Sakata, Y.; Akine, S.; Moeljadi, A. M. P.; Hirao, H.; Kakuta, T.; Yamagishi, T.; Mizuno, M.
    • Journal Title

      Chem. Eur. J.

      Volume: 25 Issue: 10 Pages: 2497-2502

    • DOI

      10.1002/chem.201805733

    • Related Report
      2018 Annual Research Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Ring shape-dependent self-sorting of pillar[n]arenes assembled on a surface2018

    • Author(s)
      Ogoshi T, Takashima S, Inada N, Asakawa H, Fukuma T, Shoji Y, Kajitani T, Fukushima T, Tada T, Dotera T, Kakuta T, Yamagishi T
    • Journal Title

      Communications Chemistry

      Volume: 1 Issue: 1 Pages: 92-92

    • DOI

      10.1038/s42004-018-0094-z

    • Related Report
      2018 Annual Research Report
    • Peer Reviewed / Open Access / Int'l Joint Research
  • [Journal Article] Separation of Linear and Branched Alkanes Using Host-Guest Complexation of Cyclic and Branched Alkane Vapors by Crystal State Pillar[6]arene2018

    • Author(s)
      Ogoshi, T. Saito, K. Sueto, R. Kojima, R. Hamada, Y. Akine, S. Moeljadi, A. M. P. Hirao, H. Kakuta, T. Yamagishi, T.
    • Journal Title

      Angew. Chem. Int. Ed.

      Volume: 57 Issue: 6 Pages: 1592-1595

    • DOI

      10.1002/anie.201711575

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Alkane-length sorting using activated pillar[5]arene crystals2017

    • Author(s)
      Ogoshi, T. Sueto, R. Hamada, Y. Doitomi, K. Hirao, H. Sakata, Y. Akine, S. Kakuta, T. Yamagishi, T. A.
    • Journal Title

      Chem. Commun.

      Volume: 53 Issue: 61 Pages: 8577-8580

    • DOI

      10.1039/c7cc04454b

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Supramolecular Chemistry of Pillar[n]arenes Functionalised by Copper(I)-Catalysed Alkyne-Azide Cycloaddition “Click” Reaction2017

    • Author(s)
      Kakuta, T.; Yamagishi, T. ; Ogoshi, T.*
    • Journal Title

      Chem. Commun. 2017

      Volume: 印刷中 Issue: 38 Pages: 5250-5266

    • DOI

      10.1039/c7cc01833a

    • Related Report
      2016 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] The aqueous supramolecular chemistry of cucurbiturils, pillar[n]arenes and deep-cavity cavitands2017

    • Author(s)
      Murray, J.; Kim, K.*; Ogoshi, T.*; Yao. W.; Gibb. B. C.*
    • Journal Title

      Chem. Soc. Rev.

      Volume: 印刷中 Issue: 9 Pages: 2479-2496

    • DOI

      10.1039/c7cs00095b

    • Related Report
      2016 Annual Research Report
    • Peer Reviewed / Int'l Joint Research / Acknowledgement Compliant
  • [Journal Article] Spherical Vesicles Formed by Co-Assembly of Cyclic Pentagonal Pillar[5]quinone with Cyclic Hexagonal Pillar[6]arene2016

    • Author(s)
      Ogoshi, T.*; Sueto, R.; Yoshikoshi, K.; Yasuhara, K.; Yamagishi, T.
    • Journal Title

      J. Am. Chem. Soc.

      Volume: 138 Issue: 26 Pages: 8064-8067

    • DOI

      10.1021/jacs.6b04125

    • Related Report
      2016 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Presentation] Supramolecular Assemblies Based on Pillar-Shaped Macrocyclic Compounds “Pillar[n]arenes”2019

    • Author(s)
      Ogoshi, T.
    • Organizer
      1st International Conference of Polymeric and Organic Materials in Yamagata Univ. (IPOMY)
    • Related Report
      2018 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Molecular-Scale Porous Materials Based on Pillar[n]arenes2018

    • Author(s)
      Ogoshi, T.
    • Organizer
      Symposium on Supramolecular Chemistry
    • Related Report
      2018 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Supramolecular Assemblies Based on Pillar-shaped Macrocyclic Compounds “Pillar[n]arenes”2018

    • Author(s)
      Ogoshi, T.
    • Organizer
      255th ACS National Meeting & Exposition
    • Related Report
      2017 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] 柱型環状分Pillar[n]areneの合成と超空間材料への展開2017

    • Author(s)
      生越 友樹
    • Organizer
      日本化学会第 97 春季年会(2017)特別企画超分子化学におけるシナジー現象の最前線
    • Place of Presentation
      慶應義塾大学日吉キャンパス(神奈川・横浜市)
    • Year and Date
      2017-03-19
    • Related Report
      2016 Annual Research Report
    • Invited
  • [Presentation] Assembly of Pillar[n]arenes Based on Geometric Design2017

    • Author(s)
      Ogoshi, T.
    • Organizer
      FIMPART 2017
    • Related Report
      2017 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Bulk Supramolecular Materials by Assembly of Pillar[n]arenes2017

    • Author(s)
      Ogoshi, T.
    • Organizer
      ICCAS International Symposium on Macrocyclic and Supramolecular Chemistry
    • Related Report
      2017 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Assembly of Pillar[n]arenes Based on Geometric Design2017

    • Author(s)
      Ogoshi, T.
    • Organizer
      The 14th International Conference on Calixarenes
    • Related Report
      2017 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Pillar[n]arenes: from Simple Molecular Receptors to Bulk-State Supramolecular Materials2016

    • Author(s)
      Ogoshi, T.
    • Organizer
      2nd International Symposium on Center of Excellence for Innovative Material Sciences Based on Supramolecules
    • Place of Presentation
      Ishikawa Prefectural Bunkyo Hall, Kanazawa, Ishikawa, Japan
    • Year and Date
      2016-10-26
    • Related Report
      2016 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Pillar[n]arenes: Simple Molecular Receptors to Bulk-State Supramolecular Materials2016

    • Author(s)
      Ogoshi, T.
    • Organizer
      ICREA Conference on Functional Nanocontainers
    • Place of Presentation
      CalixaForum Auditorium Tarragona, Spain
    • Year and Date
      2016-10-20
    • Related Report
      2016 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] 柱型環状分子Pillar[n]areneの合成と超空間材料への展開2016

    • Author(s)
      生越 友樹
    • Organizer
      第27回基礎有機化学討論会
    • Place of Presentation
      広島国際会議場(広島・広島市)
    • Year and Date
      2016-09-02
    • Related Report
      2016 Annual Research Report
    • Invited
  • [Remarks] 京都大学 機能化学 生越研究室

    • URL

      http://www.sbchem.kyoto-u.ac.jp/ogoshi-lab/

    • Related Report
      2018 Annual Research Report
  • [Patent(Industrial Property Rights)] 会合体、包接体、発光材料2016

    • Inventor(s)
      生越友樹、土田啓、丸山圭佑、角田貴洋、山岸忠明
    • Industrial Property Rights Holder
      生越友樹、土田啓、丸山圭佑、角田貴洋、山岸忠明
    • Industrial Property Rights Type
      特許
    • Industrial Property Number
      2016-175615
    • Filing Date
      2016-09-08
    • Related Report
      2016 Annual Research Report

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Published: 2016-04-21   Modified: 2022-01-31  

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