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Aggregation-induced photodimerization of an alkynylpyrene derivative as a photoresponsive fluorescent ink†
Journal of Materials Chemistry C ( IF 5.7 ) Pub Date : 2019-10-07 , DOI: 10.1039/c9tc03786a
Junying Zhang 1, 2, 3, 4, 5 , Shao-Xiong Tang 1, 2, 3, 4, 5 , Rong Fu 1, 2, 3, 4, 5 , Xing-Dong Xu 1, 2, 3, 4, 5 , Shengyu Feng 1, 2, 3, 4, 5
Affiliation  

Smart luminescent materials can substantially alter their physicochemical properties with various stimuli and thus have long been a point of interest for the development and manufacture of various commodities. In particular, photoresponsive materials have seen much commercial success as sensors and for applications in the paint and coating industry. Herein, we report the design, synthesis, and material processing of a novel alkynylpyrene derivative. The aggregation behavior of this compound can be fine tuned in response to different conditions, such as solvent polarity, concentration, and ratio of good solvents to poor solvents. In addition, the concentration-dependent 1H NMR spectroscopic study and single crystal structure of the model compound revealed that multiple weak intermolecular interactions might be responsible for the formation of highly ordered aggregates. With the formation of highly ordered aggregates through molecular self-assembly, photodimerization can be realized effectively with 400 nm LED irradiation. Owing to the invisible and controlled printable characteristics of the aggregates and the conversion process of the luminescent material, we have demonstrated that our platform can act as a smart luminescent system towards confidential information encryption and decryption with various high-resolution patterns by photolithography and inkjet-printing techniques. In addition, the inherent molecular packing of the materials allows us to quench the luminescence of the as-printed characters easily upon blue visible light irradiation and realize the irreversible erasure of the luminescence signal for multiple information rewritable processes. As a result, the present luminescent material will find applications in the fields of optical information storage, information security protection, and erase/rewrite systems and provide a proof-of-principle application.

中文翻译:

聚集诱导的炔基re衍生物作为光敏荧光油墨的光二聚化

智能发光材料可以在各种刺激下显着改变其理化性质,因此长期以来一直是开发和制造各种商品的兴趣点。尤其是,光敏材料作为传感器以及在油漆和涂料行业中的应用已获得了许多商业上的成功。在这里,我们报告新型炔炔衍生物的设计,合成和材料加工。可以根据不同条件(例如溶剂极性,浓度以及良溶剂与不良溶剂的比例)对这种化合物的聚集行为进行微调。另外,浓度依赖性11 H NMR光谱研究和模型化合物的单晶结构表明,多个弱分子间相互作用可能是形成高度有序的聚集体的原因。通过分子自组装形成高度有序的聚集体,可以在400 nm LED照射下有效实现光二聚化。由于聚集体的隐形和可控制的可打印特性以及发光材料的转换过程,我们证明了我们的平台可以作为智能发光系统,通过光刻和喷墨技术对机密信息进行加密和解密,并具有各种高分辨率图案。印刷技术。此外,材料固有的分子堆积使我们能够在蓝色可见光辐照下轻松淬灭印刷字符的发光,并为多个信息可重写过程实现不可逆的发光信号擦除。结果,本发明的发光材料将在光学信息存储,信息安全保护和擦除/重写系统领域中找到应用,并提供原理验证应用。
更新日期:2019-11-14
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