TY - JOUR
T1 - Preparation, Electronic and Liquid Crystalline Properties of Electron-Accepting Azaacene Derivatives
AU - Takeda, Takashi
AU - Ikemoto, Tomohiro
AU - Yamamoto, Shunsuke
AU - Matsuda, Wakana
AU - Seki, Shu
AU - Mitsuishi, Masaya
AU - Akutagawa, Tomoyuki
N1 - Funding Information:
This work was partly supported by JSPS KAKENHI Grant Number JP17K05769, a Grant-in-Aid for Scientific Research on Innovative Areas “π-Figuration: Control of Electron and Structural Dynamism for Innovative Functions” (Area 2601) from MEXT, and an IMRAM project grant for intramural cooperative study of young scientists (FY 2016 and 2017).
Publisher Copyright:
Copyright © 2018 American Chemical Society.
PY - 2018/10/19
Y1 - 2018/10/19
N2 - 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.
AB - 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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U2 - 10.1021/acsomega.8b01943
DO - 10.1021/acsomega.8b01943
M3 - Article
AN - SCOPUS:85055321895
SN - 2470-1343
VL - 3
SP - 13694
EP - 13703
JO - ACS Omega
JF - ACS Omega
IS - 10
ER -