Five different colours solid-state fluorescence of azastilbenes: a new push�?�pull �?-conjugated system

Bulletin of materials science

Nawong Boonnak²  Suchada Chantrapromma¹  Pumsak Ruanwas¹ 

[1] Department of Chemistry and Center of Excellence for Innovation in Chemistry, Faculty of Science, Prince of Songkla University, Hat-Yai, Songkhla 90112, Thailand$$Department of Chemistry and Center of Excellence for Innovation in Chemistry, Faculty of Science, Prince of Songkla University, Hat-Yai, Songkhla 90112, ThailandDepartment of Chemistry and Center of Excellence for Innovation in Chemistry, Faculty of Science, Prince of Songkla University, Hat-Yai, Songkhla 90112, Thailand$$;Department of Chemistry, Faculty of Science, Thaksin University, Pattalung 93110, Thailand$$Department of Chemistry, Faculty of Science, Thaksin University, Pattalung 93110, ThailandDepartment of Chemistry, Faculty of Science, Thaksin University, Pattalung 93110, Thailand$$

关键词: Dipole interaction;    multi-colour fluorescence;    pushâ€�?�pull azastilbene;    quantum yield;    solid-state fluorescence.;   

DOI  :  

学科分类：材料工程

来源: Indian Academy of Sciences

【 摘 要 】

Five pushâ€�?�pull azastilbene derivatives [R = −OH (1), −OCH₃ (2), −OCH₂CH₃ (3), −N(CH₃)₂ (4) and −N(CH₂CH₃)₂ (5)] have been synthesized and successfully characterized by ¹H NMR, ultravioletâ€�?�visible (UVâ€�?�Vis) and Fourier-transform infrared (FT-IR) spectroscopy. Compounds 1â€�??5 possess solid-state fluorescence in five different colours ranging from blue to orange (ðœ�?_ex at 400 nm) in which blue (ðœ�?_em at 474 nm) for 1, bright-blue (ðœ�?_ex at 469 nm) for 2, green (ðœ�?_ex at 537 nm) for 3, yellow (ðœ�?_ex at 568 nm) for 4 and orange (ðœ�?_em at 540, 630 nm) for 5. Compounds 4 and 5 exhibited strong fluorescence with quantum yield values 0.61 and 0.84, respectively, higher than those of 1â€�??3. Moreover, liquid-state fluorescence performed in non-polar solvent in order to investigate the effect of dipolar intermolecular interactions on their fluorescence properties, the results revealed that the emission spectra of 1âˆ�?5 in liquid state are similar to those of solid state, indicating that no significant dipolar interactions were observed. Therefore, the substituent with electron-donating group as N- or O-donor and electron-withdrawing group as â€�?�SO₃H, on the azastilbene skeleton play a major role on their solid-state fluorescence.

【 授权许可】

Unknown