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Photoinvertible Chiral Liquid Crystal that Affords Helicity‐Controlled Aromatic Conjugated Polymers

Satoru Yoshida, Santa Morikawa, Kenta Ueda, Masatomo Hidaka, Kosuke Kaneko, Kimiyoshi Kaneko, Tomonori Hanasaki, Kazuo Akagi

2020Advanced Optical Materials47 citationsDOI

Abstract

Abstract Photoinvertible chiral compounds are synthesized by linking a photoresponsive bisbenzothienylethene moiety with an axially chiral binaphthyl moiety and used as chiral dopants to prepare a photoinvertible chiral nematic liquid crystal (N*‐LC) field. Subsequently, electrochemical polymerizations of ethylenedioxythiophene (EDOT) in the N*‐LC field to synthesize helical poly(ethylenedioxythiophene)s (H‐PEDOTs) are achieved. The H‐PEDOTs show not only spiral morphologies resembling the fingerprinted texture of N*‐LC in polarizing optical microscope but also bisignate Cotton effects in circular dichroism spectra, indicating the formation of a helically π‐stacked structure in terms of the main chains of H‐PEDOT. In addition, the signs of the bisignate Cotton effect are strictly determined by the helicity of the N*‐LC. The present N*‐LC is the first reaction field exhibiting photoinvertible chirality with extremely high fatigue resistance and serves as an asymmetric medium for electrochemical polymerization, leading to dynamic helicity control of conjugated polymers.

Topics & Concepts

Materials scienceLiquid crystalMoietyChirality (physics)PEDOT:PSSDopantCircular dichroismPolymerizationConjugated systemPolymerCrystallographyPolymer chemistryOrganic chemistryDopingChiral symmetry breakingComposite materialChemistryOptoelectronicsNambu–Jona-Lasinio modelQuantum mechanicsQuarkPhysicsPhotochromic and Fluorescence ChemistryLiquid Crystal Research AdvancementsSynthesis and Properties of Aromatic Compounds
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