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A facile and convenient synthesis and photovoltaic characterization of novel thieno[2,3-b]indole dyes for dye sensitized solar cells R. A. Irgashev, A. A. Karmatsky, S. A. Kozyukhin [et.al.]

Contributor(s): Irgashev, Roman A | Kozyukhin, Sergey A | Ivanov, Vladimir K | Sadovnikov, Alexey A | Kozik, Vladimir V | Grinberg, Vitaly A | Emets, Viktor V | Rusinov, Gennady L | Charushin, Valery N | Karmatsky, Arseny A | Томский государственный университет Химический факультет Кафедра неорганической химииMaterial type: ArticleArticleSubject(s): индолы | тиофен | красители | фотоэлектрические характеристикиGenre/Form: статьи в журналах Online resources: Click here to access online In: Synthetic metals Vol. 199. P. 152-158Abstract: Two novel dyes IK-1,2 bearing the 8-alkyl-8H-thieno[2,3-b]indole unit as an electron-donating part of the push–pull system have been designed and prepared, as promising sensitizers for solar cells. The key steps of the synthesis involve the crotonic condensation of 1-alkylisatins with 2-acetylthiophene, followed by reduction of the Cdouble bond; length as m-dashC double bond and further cyclization through the Paal–Knorr reaction with the Lawesson reagent, thus leading to the formation of 2-(thien-2-yl) substituted thieno[2,3-b]indole derivatives. The optical and electrochemical properties of these dyes have been investigated by using spectrophotometry and cyclic voltammetry respectively, while their photovoltaic performance was evaluated by a device fabrication study. The DSSCs based on IK-1 and IK-2 have demonstrated an efficiency of η = 0.37% (FF = 73%) and η = 0.79% (FF = 69%) under 100 mW cm−2 simulated AM 1.5 G solar irradiation, respectively.
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Two novel dyes IK-1,2 bearing the 8-alkyl-8H-thieno[2,3-b]indole unit as an electron-donating part of the push–pull system have been designed and prepared, as promising sensitizers for solar cells. The key steps of the synthesis involve the crotonic condensation of 1-alkylisatins with 2-acetylthiophene, followed by reduction of the Cdouble bond; length as m-dashC double bond and further cyclization through the Paal–Knorr reaction with the Lawesson reagent, thus leading to the formation of 2-(thien-2-yl) substituted thieno[2,3-b]indole derivatives. The optical and electrochemical properties of these dyes have been investigated by using spectrophotometry and cyclic voltammetry respectively, while their photovoltaic performance was evaluated by a device fabrication study. The DSSCs based on IK-1 and IK-2 have demonstrated an efficiency of η = 0.37% (FF = 73%) and η = 0.79% (FF = 69%) under 100 mW cm−2 simulated AM 1.5 G solar irradiation, respectively.

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