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Chiral Naphthalenediimides with High-Efficiency Fluorescence and Circularly Polarized Luminescence in the Solid State for the Application in Organic Optoelectronics
Authors:Yuping Gao  Liangpeng Wang  Dr Xiaoye Ma  Dr Rizhe Jin  Prof Chuanqing Kang  Prof Lianxun Gao
Institution:1. Laboratory of Polymer Composite and Engineering, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, 5625 Renmin Street, Changchun, 130022 P. R. China

University of Science and Technology of China, Hefei, 230026 P. R. China

Current address: College of Chemistry, Nankai University, Tianjin, 300071 P. R. China

Contribution: Data curation (lead), ​Investigation (lead), Methodology (lead), Writing - original draft (lead);2. Laboratory of Polymer Composite and Engineering, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, 5625 Renmin Street, Changchun, 130022 P. R. China

University of Science and Technology of China, Hefei, 230026 P. R. China

Contribution: Data curation (supporting), ​Investigation (supporting), Methodology (equal), Validation (lead);3. Laboratory of Polymer Composite and Engineering, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, 5625 Renmin Street, Changchun, 130022 P. R. China

Contribution: ​Investigation (supporting), Project administration (supporting), Resources (lead);4. Laboratory of Polymer Composite and Engineering, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, 5625 Renmin Street, Changchun, 130022 P. R. China

Contribution: Methodology (supporting), Project administration (supporting), Resources (supporting), Validation (equal);5. Laboratory of Polymer Composite and Engineering, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, 5625 Renmin Street, Changchun, 130022 P. R. China;6. Laboratory of Polymer Composite and Engineering, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, 5625 Renmin Street, Changchun, 130022 P. R. China

Contribution: Project administration (supporting), Resources (equal), Supervision (equal)

Abstract:Naphthalenediimides (NDIs) have been extensively studied due to their tunable luminescent properties. However, generally, the monomers or aggregates of non-core substituted NDIs exhibit low fluorescence quantum yields (ΦFL<10 %) in the solid state, which limit their applications as light-emitting materials and render their chiral species unsuitable for circularly polarized luminescence (CPL). Herein, a series of non-core substituted chiral NDIs that exhibit high luminous efficiencies (ΦFL up to 56.8 % for racemate and 36.5 % for enantiomer) and a strong CPL behavior in the solid state is reported. These significant improvements are attributed to the unique molecular conformation of the chiral NDIs and the formation of distinctive discrete dimers. The structures of the NDIs were significantly simpler and more accessible than those of other NDIs. The findings evidence that non-core substituted NDIs can exhibit strong fluorescence in the solid state and provide a new pathway to improve photophysical properties of NDIs.
Keywords:circularly polarized luminescence  dimers  naphthalene diimides  photoluminescence  self-assembly
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