标题（中文）：新型的D-π-A哌啶-1-基-取代的异喹啉衍生物的压致变色，多晶态和热致变色性质

标题（英文）：Mechanofluorochromism, polymorphism and thermochromism of novel D-π-A piperidin-1-yl-substitued isoquinoline derivatives

刊物名称及期号、页码：Journal of Materials Chemistry C

作者姓名（中文）：陈亚婷，张心宇，王梦竹，彭静清，周云兵，黄小波，高文霞，刘妙昌，吴华悦

作者姓名（英文）：Yating Chen, Xinyu Zhang, Mengzhu Wang, Jingqing Peng, Yunbing Zhou, Xiaobo Huang*, Wenxia Gao, Miaochang Liu and Huayue Wu *

摘要（英文）：Two novel D-π-A isoquinoline derivatives IQ-TPA and IQ-PC using triphenylamine and 9-phenyl-9H-carbazole as anelectron donor, respectively, were synthesized to investigate their applications in mechanofluorochromic (MFC) materials. The design was inspired by an accidentally obtained piperidine-1-substituted isoquinoline intermediate emitting strong blue solid-state fluorescence, which was obtained from the reaction of a 4H-pyran derivative with piperidine by a complex ring-opening/closing mechanism. These two compounds with highly twisted conformations both had two crystalline polymorphs in which the piperidin-1-yl group was located on different sides of the isoquinoline core. The different emissions of the polymorphs were confirmed to originate from their different molecular conformations. For IQ-TPA, yellow-emitting IQ-TPA-y could be converted into green-emitting IQ-TPA-g and exhibited hypsochromic MFC and thermochromic properties by the transformation between different crystalline states, respectively. In view of IQ-PC, the two polymorphs did not exhibit MFC activities owing to the strong intermolecular interactions in crystalline state, while the transition from green-emitting IQ-PC-g to yellow-emitting IQ-PC-y could be achieved by an annealing treatment. This indicated that different electron-donating groups led to different solid-state fluorescence stimulus-responsive properties. This work provides some useful information for the development of traditional fluorescent molecules with MFC polymorphic, and thermochromic properties.

原文链接： https://doi.org/10.1039/C9TC03942B