Monomer/oigomer switching upon reversible formation of stable 1,4-diyl dicationic species
| Project/Area Number |
16K13968
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| Research Category |
Grant-in-Aid for Challenging Exploratory Research
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| Allocation Type | Multi-year Fund |
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| Research Field |
Functional solid state chemistry
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| Research Institution | Hokkaido University |
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Principal Investigator |
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| Project Period (FY) |
2016-04-01 – 2019-03-31
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| Project Status |
Completed (Fiscal Year 2018)
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| Budget Amount *help |
¥3,770,000 (Direct Cost: ¥2,900,000、Indirect Cost: ¥870,000)
Fiscal Year 2018: ¥1,170,000 (Direct Cost: ¥900,000、Indirect Cost: ¥270,000)
Fiscal Year 2017: ¥1,300,000 (Direct Cost: ¥1,000,000、Indirect Cost: ¥300,000)
Fiscal Year 2016: ¥1,300,000 (Direct Cost: ¥1,000,000、Indirect Cost: ¥300,000)
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| Keywords | 酸化還元 / カチオン / 色素 / オリゴマー / エレクトロクロミズム / 近赤外吸収 / 炭素陽イオン / 脱重合 |
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| Outline of Final Research Achievements |
Dications with the butan-1,4-diyl unit are highly reactive species and thus only used the reactive intermediates. Our successful design to stabilize such species enabled us to use those class of compounds as novel dicationic dyes. Based on the ditopic-chromophore approach, their redox reactions caused novel switching between monomers and oligomers, which was established in this work based on the electrochemical analyses on a sereis of newly synthesized compounds. It is noteworthy that not only stability but also solubility in water were attained by attaching the hydrophilic substituents on the electon donating amino group.
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| Academic Significance and Societal Importance of the Research Achievements |
シアニン色素に代表される有機π共役型カチオンは、可視領域での大きな吸収や水中での会合能など材料科学的に魅力的なモチーフであり、そのようなカチオン部位が一定の間隔で配列されたポリマーポリカチオンには、集約された状況下で発現する複合的な特性も期待されるものの、その詳細は未だに明らかにされていなかった。本研究は、そのようなa) ポリマーポリカチオンを安定な化学種として発生させる方法論を提供するばかりでなく、b)出発物となるモノマーへの可逆な脱重合が可能な系を確立した。
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Report
(4 results)
Research Products
(35 results)
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[Journal Article] Direct synthesis of aryl-annulated [c]carbazoles by gold(I)-catalysed cascade reaction of azide-diynes and arenes2018
Author(s)
Yuiki Kawada, Shunsuke Ohmura, Misaki Kobayashi, Wataru Nojo, Masaki Kondo, Yuka Matsuda, Junpei Matsuoka, Shinsuke Inuki, Shinya Oishi, Chao Wang, Tatsuo Saito, Masanobu Uchiyama, Takanori Suzuki, Hiroaki Ohno
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Journal Title
Chem. Sci.
Volume: 9
Issue: 44
Pages: 8416-8416
DOI
Related Report
Peer Reviewed / Open Access / Int'l Joint Research
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[Journal Article] Organic Molecular Layer with High Electrochemical Bistability: Synthesis, Structure, and Properties of a Dynamic Redox System with Lipoate Units for Binding to Au(111),2017
Author(s)
E. Ohta, H. Uehara, Y. Han, K. Wada, H. Noguchi, R. Katoono, Y. Ishigaki, H. Ikeda, K. Uosaki, T. Suzuki
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Journal Title
ChemPlusChem
Volume: -
Issue: 7
Pages: 1043-1047
DOI
Related Report
Peer Reviewed / Open Access / Int'l Joint Research / Acknowledgement Compliant
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[Journal Article] xidative Desulfurization of Electron-Donating 5,5,7,7-Tetraaryl-5,7-dihydrodibenzo[c,e]thiepins and the Related Heterocycles: Generation of Dicationic Dyes upon Two-Electron Oxidation2017
Author(s)
T. Suzuki, T. Kuroda, H. Tamaoki, S. Higasa, T. Nehira, R. Katoono, Y. Ishigaki, K. Fujiwara, T. Fukushima, H. Yamada
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Journal Title
Heterocycles
Volume: 95(2),
Issue: 2
Pages: 816-829
DOI
Related Report
Peer Reviewed / Open Access / Acknowledgement Compliant
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[Journal Article] Redox-induced conformational changes in 1,3-propylene- and m-xylylenebis[5-(10-butyl-5,10-dihydrobenzo[a]indolo[2,3-c]carbazole)]: Twin-BIC donors that form sandwich-like dimeric cations exhibiting NIR absorption2016
Author(s)
T. Suzuki, W. Nojo, Y. Sakano, R. Katoono, Y. Ishigaki, H. Ohno, K. Fujiwara,
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Journal Title
Chem. Lett.
Volume: 45
Issue: 7
Pages: 2582-2586
DOI
NAID
Related Report
Peer Reviewed / Int'l Joint Research / Acknowledgement Compliant
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