D-π-D chromophores based on dithieno[3,2-b:2',3'-d]thiophene (DTT): Potential application in the fabrication of solar cell

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• 作者：Chuan-Zeng Wang^a ; Jung-Hee Do^a ; Tahmina Akther^a ; Xing Feng^b ; Lynne Horsburgh^c ; Mark R.J. Elsegood^c ; Carl Redshaw^d ; Takehiko Yamato^a ; ^{yamatot@cc.saga-u.ac.jp}
• 关键词：D-π-D chromophores ; Dithieno[3 ; 2-b ; 2' ; 3'-d]thiophene ; Blue fluorescent ; Photo-physical properties ; Density functional theory
• 刊名：Tetrahedron
• 出版年：2017
• 出版时间：26 January 2017
• 年：2017
• 卷：73
• 期：4
• 页码：307-312
• 全文大小：1100 K
• 卷排序：73

文摘

In this work, four stable dithieno[3,2-b:2',3'-d]thiophene-based π-extended molecules were designed and synthesized via a Pd-catalysed Sonogashira coupling reaction. The structures of these symmetrical compounds, including dithieno[3,2-b:2',3'-d]thiophene (DTT) as the π-center and various donor (D) groups, were determined on the basis of NMR spectral data, elemental analysis, and X-ray crystallography. The photo-physical properties of the DTT-based derivatives 2 were fully investigated in both solution and the solid state. The notable optical features of their solid-state powders showed significant red-shifts in comparison with the luminescence of their dilute dichloromethane solutions. These results combined with the theoretical calculations indicate that they are promising candidates for several applications in electronic and optoelectronic devices, as well as organic dyes for solar cells.