Design, synthesis and aggregation induced emission properties of two bichromophores with a triphenylamine-coumarin dyad structure

作者：Yan Han; Meng Xinlei; Li Baoyan; Ge Shusheng; Lu Yun^*

来源：Dyes and Pigments, 2017, 146: 479-490.

DOI：10.1016/j.clyepig.2017.07.046

• Coumarin
• Aggregation induced emission
• Push-pull chromophores
• Solvatochromism
• TICT
• Density function theory

On the basis of molecular design about the donor-acceptor (D-A) triphenylamine-coumarin (TPAcoumarin) dyad, two new bichromophores 7-butoxy-644-(diphenylamino)pheny1)-4,8-dimethyl-2Hchromen-2-one (TC) and 7-butoxy-6-(4-(diphenylamino)pheny1)-8-methy1-4-(trifluoromethyl)-2Hchromen-2-one (TF), were synthesized and characterized by using IR, 1H NMR,13C NMR and HRMS. Both TC and TF exhibited the expected solid-state fluorescence emission due to the aggregation induced emission effect and different degrees of positive solvatochromism due to their different molecular conformations in various solvents. Owing to the different push-pull electronic effects of substituents on the coumarin moiety, TC and TF, acting as the D -A compounds, showed different HOMO-LUMO gaps and a variable red -shifted emission in their solid-state, substantiating the possibility to effectively tune the photophysical properties of these bichromophores by rational molecular design.

• 出版日期2017-11
• 单位南京大学