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Brightening up Circularly Polarized Luminescence of Monosubstituted Polyacetylene by Conformation Control: Mechanism, Switching, and Sensing

Sheng Wang, Deping Hu, Xiaoyan Guan, Siliang Cai, Ge Shi, Zhigang Shuai, Jie Zhang, Qian Peng, Xinhua Wan

2021Angewandte Chemie25 citationsDOI

Abstract

Abstract The first example of luminescent monosubstituted polyacetylenes (mono‐PAs) is presented, based on a contracted cis‐cisoid polyene backbone. It has an excellent circularly polarized luminescence (CPL) performance with a high dissymmetric factor (up to the order of 10 −1 ). The luminescence stems from the helical cis‐cisoid PA backbone, which is tightly fixed by the strong intramolecular hydrogen bonds, thereby reversing the energy order of excited states and enabling an emissive energy dissipation. CPL switches are facilely achieved by the solvent and temperature through reversible conformational transition. By taking advantages of fast response and high sensitivity, the thin film of mono‐PAs could be used as a CPL‐based probe for quantitative detection of trifluoroacetic acid with a wider linear dynamic range than those of photoluminescence and circular dichroism. This work opens a new avenue to develop novel smart CPL materials through modulating conformational transition.

Topics & Concepts

LuminescenceIntramolecular forcePhotoluminescenceCircular dichroismChemistryTrifluoroacetic acidExcited statePhotochemistryHydrogen bondStokes shiftMaterials scienceCrystallographyStereochemistryOptoelectronicsOrganic chemistryMoleculePhysicsAtomic physicsSynthesis and Properties of Aromatic CompoundsLuminescence and Fluorescent MaterialsPolydiacetylene-based materials and applications