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基于荧光共振能量转移和激发态分子内质子转移的白光发光封端聚酰亚胺的合成与表征

Synthesis and Characterization of White-Light Luminescent End-Capped Polyimides Based on FRET and Excited State Intramolecular Proton Transfer.

作者信息

Tabuchi Atsuko, Hayakawa Teruaki, Kuwata Shigeki, Ishige Ryohei, Ando Shinji

机构信息

Department of Chemical Science & Engineering, Tokyo Institute of Technology, Ookayama 2-12-1, Meguro-ku, Tokyo 152-8552, Japan.

Department of Materials & Chemical Technology, Tokyo Institute of Technology, Ookayama 2-12-1, Meguro-ku, Tokyo 152-8552, Japan.

出版信息

Polymers (Basel). 2021 Nov 22;13(22):4050. doi: 10.3390/polym13224050.

Abstract

-cyclohexylphthalimide-substituted trifluoroacetylamino (CFCONH-) group (3TfAPI), which forms an intramolecular hydrogen bond, was synthesized, and it exhibited a bright yellow fluorescence owing to the excited-state intramolecular proton transfer (ESIPT) in the solution and crystalline states. In addition, CFCONH-substituted phthalic anhydride (3TfAPA) was synthesized, which was attached to the termini of a blue-fluorescent semi-aromatic polyimide (PI) chain. Owing to the efficient Förster resonance energy transfer (FRET) occurring from the main chain to the termini and the suppression of deprotonation (anion formation) at the 3TfAPA moiety by HSO doping, the resulting PI films display bright white fluorescence. Moreover, the enhancement of the chain rigidity by substituting the diamine moiety results in an increase in the quantum yield of white fluorescence () by a factor of 1.7, due to the suppression of local molecular motion. This material design strategy is promising for preparing thermally stable white-light fluorescent PIs applicable to solar spectral convertors, displays, and ICT devices.

摘要

合成了形成分子内氢键的 - 环己基邻苯二甲酰亚胺取代的三氟乙酰氨基(CFCONH-)基团(3TfAPI),它在溶液态和晶态下由于激发态分子内质子转移(ESIPT)而呈现亮黄色荧光。此外,合成了CFCONH取代的邻苯二甲酸酐(3TfAPA),并将其连接到蓝色荧光半芳香族聚酰亚胺(PI)链的末端。由于从主链到末端发生高效的福斯特共振能量转移(FRET)以及通过HSO掺杂抑制了3TfAPA部分的去质子化(阴离子形成),所得的PI薄膜呈现亮白色荧光。此外,通过取代二胺部分增强链刚性,由于抑制了局部分子运动,白色荧光的量子产率()提高了1.7倍。这种材料设计策略对于制备适用于太阳能光谱转换器、显示器和信息通信技术设备的热稳定白光荧光聚酰亚胺具有前景。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0e3a/8621099/14e89cfb8c6c/polymers-13-04050-sch001.jpg

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