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Multifunctional 2-(2-hydroxyphenyl)benzoxazoles: Ready synthesis,mechanochromism, fluorescence imaging, and OLEDs

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摘要 Triphenylamine(TPA)-containing 2-(2-hydroxyphenyl)benzoxazoles(2a-2c)have been synthesized via a highly efficient rhodium-catalyzed C–H/C–H cross-coupling reaction.Compound 2a is a novel mechanofluorochromic material with blue-shifted mechanochromic properties.Compounds 2b and 2c presented opposite mechanochromic trends.For 2b,the enol-form emission enhanced,and the ketoform emission blue-shift after grinding.In contrast,2c exhibited the weak enol-form emission disappeared and the keto-form emission slightly red-shift after grinding treatments.The estrone-containing2b-based water-dispersed nanoparticles(NPs)exhibit apparent dual-emission and were applied for fluorescence images.In addition,bis(TPA)-containing 2c-based devices exhibit dual-emission with good performance and a singlet exciton yield of 92%,which breaks through the theoretical upper limit of 25%in conventional fluorescent OLEDs.This is one of the highest exciton utilization values recorded for the ESIPT molecules with a dual emission system.
出处 《Chinese Chemical Letters》 SCIE CAS CSCD 2024年第10期223-227,共5页 中国化学快报(英文版)
基金 Jiangsu Key Laboratory of Advanced Catalytic Materials and Technology(No.BM2012110) the fundamental research funds for the central universities(No.2023CDJYGRH-YB17) the Venture&Innovation Support Program for Chongqing Overseas Returnees(No.cx2022061) the Natural Science Foundation of Chongqing(No.CSTB2022NSCQ-MSX1123) the Chongqing Talents:Exceptional Young Talents Project(No.cstc2021ycjh-bgzxm0067) Changzhou University,Advanced Catalysis and Green Manufacturing Collaborative Innovation Center(No.ACGM2022–10–10) National Natural Science Foundation of China(Nos.21702019,62174160)for financial support。
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