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重氮辛衍生物:一类用于光致变色且具有高度增强开启荧光的偶氮苯化合物。

Diazocine Derivatives: A Family of Azobenzenes for Photochromism with Highly Enhanced Turn-On Fluorescence.

作者信息

Zhu Qian, Wang Suning, Chen Pangkuan

机构信息

Beijing Key Laboratory of Photoelectronic/Electrophotonic Conversion Materials, Key Laboratory of Cluster Science of the Ministry of Education, School of Chemistry and Chemical Engineering , Beijing Institute of Technology of China , Beijing 102488 , People's Republic of China.

Department of Chemistry , Queen's University , Kingston , Ontario K7L 3N6 , Canada.

出版信息

Org Lett. 2019 Jun 7;21(11):4025-4029. doi: 10.1021/acs.orglett.9b01215. Epub 2019 May 14.

DOI:10.1021/acs.orglett.9b01215
PMID:31084009
Abstract

π-Conjugated azobenzene derivatives were reported to couple azo moieties with aryl fluorophore. Using the photochemistry of the C-bridged azobenzene, we have accomplished two diazocine-based photoswitching molecules (cAz1 and cAz2). In addition to remarkable photochromic properties, they show a turn-on fluorescence, and the emission was highly enhanced with quantum efficiency increasing up to 0.22 for cAz1. The emission remains persistent and can only be switched off via thermal deactivation. They display greater optical responses, compared with the linear analogues (Az1-Az4). This work may provide a new scaffold toward advanced light-emitting materials using photoswitchable systems.

摘要

据报道,π共轭偶氮苯衍生物可将偶氮部分与芳基荧光团连接起来。利用C桥连偶氮苯的光化学性质,我们制备了两种基于重氮辛因的光开关分子(cAz1和cAz2)。除了具有显著的光致变色特性外,它们还呈现出开启型荧光,并且对于cAz1,随着量子效率提高至0.22,发射强度显著增强。发射保持持久,并且只能通过热失活来关闭。与线性类似物(Az1 - Az4)相比,它们表现出更大的光学响应。这项工作可能为使用光开关系统的先进发光材料提供一种新的支架。

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