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基于苯并噻唑衍生物的颜色可调且受激发态分子内质子转移(ESIPT)启发的固态荧光团:聚集诱导发光、强溶剂化显色效应及白光发射

Color-Tunable and ESIPT-Inspired Solid Fluorophores Based on Benzothiazole Derivatives: Aggregation-Induced Emission, Strong Solvatochromic Effect, and White Light Emission.

作者信息

Chen Yahui, Fang Yu, Gu Hao, Qiang Jian, Li Haidong, Fan Jiangli, Cao Jianfang, Wang Fang, Lu Sheng, Chen Xiaoqiang

机构信息

State Key Laboratory of Materials-Oriented Chemical Engineering, College of Chemical Engineering, Jiangsu National Synergetic Innovation Center for Advanced Materials (SICAM), Nanjing Tech University, Nanjing 211816, China.

State Key Laboratory of Fine Chemicals, Dalian University of Technology, 2 Linggong Road, Dalian 116024, China.

出版信息

ACS Appl Mater Interfaces. 2020 Dec 9;12(49):55094-55106. doi: 10.1021/acsami.0c16585. Epub 2020 Nov 20.

Abstract

Organic solid materials with color-tunable emissions have been extensively applied in various fields. However, a rational design and facile synthesis of an ideal fluorophore are still challenging due to the undesirable aggregation-caused quenching effect in concentrated solution and solid form. Herein, we have developed a series of 2-(2'-hydroxyphenyl)benzothiazole ()-derived color-tunable solid emitters by switching functional groups at the ortho-position of a hydroxyl group via formylation and an aldol condensation reaction. By tuning the electron-withdrawing ability and the π-conjugated framework introduced by the functional groups, fluorophores emit light covering the full-color range from blue to near-infrared regions with high quantum yields in their solid form and show a significant solvatochromic effect in polar solvents. The aggregation-induced emission (AIE) or aggregation-induced emission enhancement (AIEE) and excited-state intramolecular proton transfer (ESIPT) involving fluorescence mechanism, along with their inter/intramolecular interactions in crystals, are elucidated to depict the key factors for tunable emissions and high emitting efficiency. Furthermore, high-quality white-light-emitting materials are obtained in various solvents and polydimethylsiloxane (PDMS) films with combined fluorophores. Overall, these studies report a promising strategy for the construction of organic solid materials with color-tunable emission and shed light on methods for obtaining desirable emission efficiency.

摘要

具有颜色可调发射的有机固体材料已广泛应用于各个领域。然而,由于在浓溶液和固体形式中存在不良的聚集诱导猝灭效应,合理设计和简便合成理想的荧光团仍然具有挑战性。在此,我们通过甲酰化和羟醛缩合反应在羟基的邻位切换官能团,开发了一系列2-(2'-羟基苯基)苯并噻唑衍生的颜色可调固体发光体。通过调节官能团引入的吸电子能力和π共轭骨架,荧光团在其固体形式下发射覆盖从蓝色到近红外区域的全色范围的光,并且在极性溶剂中表现出显著的溶剂化显色效应。阐明了涉及荧光机制的聚集诱导发光(AIE)或聚集诱导发光增强(AIEE)以及激发态分子内质子转移(ESIPT),以及它们在晶体中的分子间/分子内相互作用,以描述可调发射和高发射效率的关键因素。此外,通过组合荧光团在各种溶剂和聚二甲基硅氧烷(PDMS)薄膜中获得了高质量的白色发光材料。总体而言,这些研究报告了一种构建具有颜色可调发射的有机固体材料的有前景的策略,并为获得理想发射效率的方法提供了启示。

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