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Chemistry for Sustainable Development

2024 year, number 4

Synthesis and Properties of Furanyl-Substituted [1]Benzothieno[3,2-b][1]benzothiophene Derivatives

E. D. TOLKACHEV, C. S. BECKER, A. A. SONINA, A. D. KUIMOV, M. S. KAZANTSEV
Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, Novosibirsk, Russia
Keywords: [1]benzothieno[3, 2-b][1]benzothiophene, organic electronics, furan, photoluminescence, bromination

Abstract

[1]Benzothieno[3,2-b][1]benzothiophene (BTBT) derivatives attract attention in the field of organic optoelectronics due to their stability in air, 2D film formation ability and high charge-carrier mobility. Here we present approaches to the synthesis of new furanyl-substituted BTBT derivatives. The physicochemical properties of the target compounds were studied. It is shown that all materials have high quantum yields of photoluminescence. A thorough analysis of BTBT bromination has been carried out, and the reaction conditions were optimised. It has been shown that a mixture of regioisomers is always formed in this process, but this does not necessarily interfere with further synthesis. A significant reduction in the total reaction time from 48 to 6 hours has been achieved.