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Circularly Polarized Luminescence from Solvent‐Free Chiral Organic π‐Liquids

Xue Bai, Yimeng Sun, Yuqian Jiang, Guangjiu Zhao, Jian Jiang, Chenhuan Yuan, Minghua Liu

2020Angewandte Chemie International Edition60 citationsDOI

Abstract

Abstract The solvent‐free organic π‐liquids have been attracting increasing attentions owing to the inherent optoelectronic properties accompanied by the advantages of non‐volatility and high processability. Herein, we reported a series of naphthalene derivatives substituted with chiral branched alkyl chains, which are present as liquids ( Nap1 – 3 ) or solid ( Nap4 ) at room temperature, depending on the substitution positions. Circular dichroism (CD) and circularly polarized luminescence (CPL) were only observed for enantiomeric Nap2 (2,3‐substituted) liquid. It is suggested that the chiral aggregation in the π‐liquid leads to the CD signal and the chiral excimer resulting in the CPL performance. When achiral anthracene or pyrene was dissolved in Nap2 , the π‐liquid could serve as chirality and energy transfer media in which both CD and CPL emerged from the achiral anthracene. A CPL dissymmetry factor (|g lum |) of anthracene reached to 5.2×10 −2 when dissolved in chiral Nap2 liquid, which is nearly two orders of magnitude higher than that of the pure Nap2 π‐liquid.

Topics & Concepts

AnthraceneCircular dichroismChirality (physics)LuminescencePyreneAlkylEnantiomerPhotochemistryFluorescenceSolventMaterials scienceChemistryCrystallographyOrganic chemistryOptoelectronicsOpticsChiral symmetry breakingPhysicsNambu–Jona-Lasinio modelQuarkQuantum mechanicsSynthesis and Properties of Aromatic CompoundsLuminescence and Fluorescent MaterialsSupramolecular Self-Assembly in Materials