Convergent Synthesis of the Precursors to Thiophene-Based Quinoids

Abstract

Experimental procedures, characterization of products, spectroscopic data, and crystal data (PDF)Accession Codes CCDC 2240716 and 2249135 contain the supplementary crystallographic data for this paper. These data can be obtained free of charge via www.ccdc.cam.ac.uk

Effect of different side chains on alternating copolymers of benzodithiophene and thiophene in organic solar cells

“…Combining BDT and Th units in an alternating copolymer, in addition to forming a relatively simple structure, could present a synergy of properties, resulting in a great photovoltaic effect. The Th unit causes a stabilization of the quinoid structure, which leads to a low bandgap, exhibiting efficient absorption in the region of greater photon flux of the solar spectrum (≅700 nm) 8,26 . The rigid structure of BDT allows a π–π stack to form more easily, inducing more intense electronic transitions throughout the visible range.…”

“…The Th unit causes a stabilization of the quinoid structure, which leads to a low bandgap, exhibiting efficient absorption in the region of greater photon flux of the solar spectrum (ffi700 nm). 8,26 The rigid structure of BDT allows a π-π stack to form more easily, inducing more intense electronic transitions throughout the visible range. In addition, it is expected to obtain a more ordered crystalline structure, which facilitates the self-organization of the conjugated polymer chains.…”

Synthesis and Characterization of Conjugated Polymers Based on Thieno[3,4‐b]Thiophene Quinoidal Unit

“…[43] These polymers showed low bandgaps and hole transport properties. Most recently, our group has developed a new type of quinoidal compounds with indandione as the termini, [44][45][46][47] in which the terminal benzene rings provide an opportunity to introduce polymerization atoms Br, thus enabling the construction of CPs by palladium-catalyzed polycondensation. Importantly, such quinoidal compounds exhibited significantly lower-lying LUMO energy levels compared with the reported polymerization quinoidal units.…”