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Lighting up nonbenzenoid acepleiadylene with ultra-narrowband emission through aromaticity modulation

Science China Chemistry 2023年第12期66卷 3506-3510页

作者： Pengcai Liu Xiao-Yu Tang Cheng-Zhuo Du Rui Xue Xing-Yu Chen Jiawen Cao Xiao-Ye Wang State Key Laboratory of Elemento-Organic Chemistry Frontiers Science Center for New Organic MatterCollege of ChemistryNankai UniversityTianjin 300071China

nonbenzenoid polycyclic arenes have attracted great attention because of their unique topological structures and appealing properties;however,they are generally considered as poor luminescent materials due to the ring puckering behavior of the ***(APD),a nonbenzenoid isomer of pyrene,has been demonstrated as an excellent building block for optoelectronic applications,but its poor photoluminescence quantum yield(PLQY)has hampered its application in luminescent *** that the ring puckering character can be suppressed by increasing the rigidity of the nonhexagon rings,herein,we propose a novel strategy for enhancing the aromaticity of the nonhexagons to improve the PLQYs of APD ***-withdrawing cyano groups are introduced on the five-membered ring of APD to enhance the chargeseparated character and thus the aromaticity of the nonhexagons,endowing the cyano-substituted APDs(CNAPD and 2CNAPD)with better ***,the cyano substitution successfully suppresses the nonradiative energy dissipation caused by the ring puckering,improving the PLQY from 2.4%for APD to 14%for CNAPD,and to 63%for *** addition,the enhanced rigidity also suppresses the vibration sideband of the photoluminescence spectra,leading to an ultra-narrowband emission from 2CNAPD with a full-width at half-maximum(FWHM)of 13 nm(47 me V),which is a new record in organic *** results demonstrate that APD derivatives have great potential in highly efficient luminescent materials with high color purity via the aromaticity regulation strategy,which provides a novel concept for designing nonbenzenoid luminescent materials.

关键词： nonbenzenoid arenes luminescence narrowband emission acepleiadylene

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