Environment-sensitive emission of anionic hydrogen-bonded urea-derivative-acetate-ion complexes and their aggregation-induced emission enhancement

阴离子氢键脲衍生物乙酸根离子复合物的环境敏感发射及其聚集诱导的发射增强

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作者:Masaki Takahashi, Nozomu Ito, Naoki Haruta, Hayato Ninagawa, Kohei Yazaki, Yoshihisa Sei, Tohru Sato, Makoto Obata

Abstract

Anions often quench fluorescence (FL). However, strong ionic hydrogen bonding between fluorescent dyes and anion molecules has the potential to control the electronic state of FL dyes, creating new functions via non-covalent interactions. Here, we propose an approach, utilising ionic hydrogen bonding between urea groups and anions, to control the electronic states of fluorophores and develop an aggregation-induced emission enhancement (AIEE) system. The AIEE ionic hydrogen-bonded complex (IHBC) formed between 1,8-diphenylnaphthalene (p-2Urea), with aryl urea groups at the para-positions on the peri-phenyl rings, and acetate ions exhibits high environmental sensitivities in solution phases, and the FL quantum yield (QY) in ion-pair assemblies of the IHBC and tetrabutylammonium cations is more than five times higher than that of the IHBC in solution. Our versatile and simple approach for the design of AIEE dye facilitates the future development of environment-sensitive probes and solid-state emitting materials.

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