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Updated: Jun 25, 2025
An Electrochemical Cholesteric Liquid Crystalline Device for Quick and Low-Voltage Color Modulation
Published on: February 27, 2019
Structural-Change-Induced Two-Stage Redox Behavior of Pentacenebisquinodimethane with Tricolor Chromism
Yusuke Ishigaki1, Shin-Ichi Mizuno1, Takashi Harimoto1
1Department of Chemistry, Faculty of Science, Hokkaido University, N10 W8, North-ward, Sapporo, Hokkaido, 060-0810, JAPAN.
Abstract:
Tricolor electrochromism was realized through the interconversion among the neutral (yellow), dicationic (green), and tetracationic (blue) states, even though only one kind of chromophore is generated upon oxidation. Both dicationic and tetracationic states were isolated as stable salts, and their different colors come from the effective inter-chromophore interaction only in the tetracationic state but not in the dicationic state. Despite the negligible Coulombic repulsion in the tetracationic state with four cyanine-type chromophores, pentacenebisquinodimethane undergoes stepwise two-stage two-electron oxidation when radical-stabilizing 5-(4-octyloxyphenyl)-2-thienyl groups are attached on the exomethylene bonds. A contribution from the biradical form only in the neutral state but not in the dicationic state is the reason for the observed negative cooperativity during the electrochemical oxidation.
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