Isci Recep, Unal Melis, Kucukcakir Gizem, Gurbuz Naime A, Gorkem Sultan F, Ozturk Turan
Chemistry Department, Istanbul Technical University, 34469 Maslak, Istanbul, Turkey.
Chemistry Department, Eskisehir Technical University, 26470 Eskisehir, Turkey.
J Phys Chem B. 2021 Dec 9;125(48):13309-13319. doi: 10.1021/acs.jpcb.1c09448. Epub 2021 Nov 22.
A wide series of 10 new triphenylamine (TPA)/4,4'-dimethoxytriphenylamine (TPA(OMe))-functionalized thieno[3,2-]thiophene (TT) fluorophores, and , bearing different electron-donating and electron-withdrawing substituents (-PhCN, -PhF, -PhOMe, -Ph, and -CH) at the terminal thienothiophene units were designed and synthesized by the Suzuki coupling reaction. Their optical and electrochemical properties were investigated by experimental and computational studies. Solid-state fluorescent quantum yields were recorded to be from 20 to 69%, and the maximum solution-state quantum efficiency reached 97%. Moreover, the photophysical characterization of the novel chromophores demonstrated a significant Stokes shift, reaching 179 nm with a bathochromic shift. They exhibited tuning color emission from orange to dark blue in solution and showed fluorescence lifetime reaching 4.70 ns. The relationship between triphenylamine (TPA)/4,4'-dimethoxytriphenylamine (TPA(OMe))-derived triarylamines and different functional groups on thieno[3,2-] thiophene units was discussed.
通过铃木偶联反应设计并合成了一系列包含10种新型三苯胺（TPA）/4,4'-二甲氧基三苯胺（TPA(OMe)）官能化的噻吩并[3,2 -]噻吩（TT）荧光团，即 和 ，它们在末端噻吩并噻吩单元带有不同的供电子和吸电子取代基（-PhCN、-PhF、-PhOMe、-Ph和-CH）。通过实验和计算研究对它们的光学和电化学性质进行了研究。记录到固态荧光量子产率为20%至69%，溶液态最大量子效率达到97%。此外，新型发色团的光物理表征显示出显著的斯托克斯位移，红移达到179 nm。它们在溶液中呈现从橙色到深蓝色的发射颜色调谐，荧光寿命达到4.70 ns。讨论了三苯胺（TPA）/4,4'-二甲氧基三苯胺（TPA(OMe)）衍生的三芳基胺与噻吩并[3,2 -]噻吩单元上不同官能团之间的关系。
