Preparation, Electronic and Liquid Crystalline Properties of Electron-Accepting Azaacene Derivatives

[Image: see text] A series of electron-accepting azaacene-type materials 1–4 with different kinds and degrees of intermolecular interactions were synthesized. Simple modification of the terminal substituents significantly modulated the photophysical and electrochemical properties. The degree of weak...

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Autores principales: Takeda, Takashi, Ikemoto, Tomohiro, Yamamoto, Shunsuke, Matsuda, Wakana, Seki, Shu, Mitsuishi, Masaya, Akutagawa, Tomoyuki
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2018
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6645422/
https://www.ncbi.nlm.nih.gov/pubmed/31458070
http://dx.doi.org/10.1021/acsomega.8b01943
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author Takeda, Takashi
Ikemoto, Tomohiro
Yamamoto, Shunsuke
Matsuda, Wakana
Seki, Shu
Mitsuishi, Masaya
Akutagawa, Tomoyuki
author_facet Takeda, Takashi
Ikemoto, Tomohiro
Yamamoto, Shunsuke
Matsuda, Wakana
Seki, Shu
Mitsuishi, Masaya
Akutagawa, Tomoyuki
author_sort Takeda, Takashi
collection PubMed
description [Image: see text] A series of electron-accepting azaacene-type materials 1–4 with different kinds and degrees of intermolecular interactions were synthesized. Simple modification of the terminal substituents significantly modulated the photophysical and electrochemical properties. The degree of weak intermolecular interaction determined the emergence of a liquid crystalline (LC) phase for each compound. Dipole–dipole interaction, π–π interaction, and van der Waals interaction all contributed to stabilize the LC phase of 1 and 2. The introduction of strong hydrogen bonding interaction enabled the formation of a highly ordered LC phase in 4. Charge-transport properties of 1, 2, and 4 were also investigated.
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spelling pubmed-66454222019-08-27 Preparation, Electronic and Liquid Crystalline Properties of Electron-Accepting Azaacene Derivatives Takeda, Takashi Ikemoto, Tomohiro Yamamoto, Shunsuke Matsuda, Wakana Seki, Shu Mitsuishi, Masaya Akutagawa, Tomoyuki ACS Omega [Image: see text] A series of electron-accepting azaacene-type materials 1–4 with different kinds and degrees of intermolecular interactions were synthesized. Simple modification of the terminal substituents significantly modulated the photophysical and electrochemical properties. The degree of weak intermolecular interaction determined the emergence of a liquid crystalline (LC) phase for each compound. Dipole–dipole interaction, π–π interaction, and van der Waals interaction all contributed to stabilize the LC phase of 1 and 2. The introduction of strong hydrogen bonding interaction enabled the formation of a highly ordered LC phase in 4. Charge-transport properties of 1, 2, and 4 were also investigated. American Chemical Society 2018-10-19 /pmc/articles/PMC6645422/ /pubmed/31458070 http://dx.doi.org/10.1021/acsomega.8b01943 Text en Copyright © 2018 American Chemical Society This is an open access article published under a Creative Commons Non-Commercial No Derivative Works (CC-BY-NC-ND) Attribution License (http://pubs.acs.org/page/policy/authorchoice_ccbyncnd_termsofuse.html) , which permits copying and redistribution of the article, and creation of adaptations, all for non-commercial purposes.
spellingShingle Takeda, Takashi
Ikemoto, Tomohiro
Yamamoto, Shunsuke
Matsuda, Wakana
Seki, Shu
Mitsuishi, Masaya
Akutagawa, Tomoyuki
Preparation, Electronic and Liquid Crystalline Properties of Electron-Accepting Azaacene Derivatives
title Preparation, Electronic and Liquid Crystalline Properties of Electron-Accepting Azaacene Derivatives
title_full Preparation, Electronic and Liquid Crystalline Properties of Electron-Accepting Azaacene Derivatives
title_fullStr Preparation, Electronic and Liquid Crystalline Properties of Electron-Accepting Azaacene Derivatives
title_full_unstemmed Preparation, Electronic and Liquid Crystalline Properties of Electron-Accepting Azaacene Derivatives
title_short Preparation, Electronic and Liquid Crystalline Properties of Electron-Accepting Azaacene Derivatives
title_sort preparation, electronic and liquid crystalline properties of electron-accepting azaacene derivatives
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6645422/
https://www.ncbi.nlm.nih.gov/pubmed/31458070
http://dx.doi.org/10.1021/acsomega.8b01943
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