Rational design of reversibly photochromic molecules with aggregation-induced emission by introducing photoactive thienyl and benzothienyl groups

Rational design of reversibly photochromic molecules with aggregation-induced emission by introducing photoactive thienyl and benzothienyl groups
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通过引入光活性噻吩基和苯并噻吩基合理设计具有聚集诱导发光的可逆光致变色分子

DOI:
10.1039/d0tc02297g
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发表时间:
2020
影响因子:
6.4
通讯作者:
Feng Hui
Feng Hui
中科院分区:
材料科学2区
文献类型:
--
作者:
Zhou Shasha;Guo Sidan;Liu Weidong;Yang Qiaoying;Sun Huili;Ding Riqing;Qian Zhaosheng;Feng Hui

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具有固态荧光的可逆光致变色分子在各种涉及表面的实际应用中具有重要的价值和前景。在此,我们提出了一个通用的策略,通过引入光活性噻吩基和苯并噻吩基到AIE活性分子骨架设计具有固态荧光的可逆光致变色分子。噻吩基或苯并噻吩基与三苯乙烯以正确的方式组合使得分子能够具有独特的聚集诱导发射性质以及固态下颜色和荧光的可逆光控变化。理论分析表明,光引发的环化反应和环化反转反应是导致可逆光致变色和光致荧光转换的主要原因,引入的光敏单元共轭度的增大可以显著促进环化反应和光致变色过程.这些光致变色分子在光开关图案纸中具有聚集诱导发射活性和钞票防伪的多重加密的优异性能表明它们非常适合于涉及表面的光控应用,例如信息存储和数据加密。
Reversible photochromic molecules with solid-state fluorescence are of great value and perspective in various surface-involved practical applications. Herein, we propose a general strategy to design reversible photochromic molecules with solid-state fluorescence by introducing photoactive thienyl and benzothienyl groups into an AIE-active molecular skeleton. The combination of a thienyl or benzothienyl group and a triphenylethene in the right manner enables the molecules to possess unique aggregation-induced emission properties and reversible photo-controlled changes in color and fluorescence in solid state. Theoretical analysis reveals that photo-triggered cyclization and cycloreversion reactions are responsible for the reversible photochromism and photoinduced fluorescence switching, and the enlargement of the conjugation of the introduced photoactive units can significantly promote the cyclization reactions and the photochromic processes. The excellent performance of these photochromic molecules with aggregation-induced emission activity in a photoswitchable patterning paper and multiple encryption of anti-counterfeiting of a banknote demonstrates that they are perfectly suited for surface-involved photo-controlled applications such as information storage and data encryption.