Syntheses and Structures of Novel Heteroarene-Fused Coplanar π-Conjugated Chromophores

Abstract

We have synthesized a series of novel coplanar chromophores in which heteroarenes, namely, thiophene, benzothiophene, and carbazole, were fused to neighboring phenylene ring(s) through intramolecular annulation via sp(3)-hybridized carbon atoms bearing two p-tolyl groups as peripheral substituents. The molecular configurations of the pi-conjugated backbones were determined by X-ray crystallographic analysis; the heteroarene-fused molecular frameworks of these novel molecules exhibit nearly coplanar conformations. [structure: see text]

Synthesis, Characterization, and Photovoltaic Properties of Novel Semiconducting Polymers with Thiophene−Phenylene−Thiophene (TPT) as Coplanar Units

“…11 Recently, Wong et al have designed and synthesized a novel coplanar chromophore that feature phenylene ring(s) fused to thiophene, namely, phenylene-thiophene-phenylene (TPT) derivatives. 12 The molecular configurations of the π-conjugated backbones are confirmed through X-ray crystallography, and the heteroarene-fused molecular frameworks of the TPT unit exhibit nearly coplanar conformations. In this paper, we present a series of novel coplanar semiconducting polymers, which are the first new class of copolymers utilizing a TPT derivative as the fused coplanar unit in the polymer chain.…”

Dispirofluorene–Indenofluorene Derivatives as New Building Blocks for Blue Organic Electroluminescent Devices and Electroactive Polymers

“…These structural features may reduce the excimer formation in solid film as already observed for similar structures. [75,76] Thermal properties of DSF-IF derivatives: Thermal properties were examined using thermogravimetric (TGA) and differential scanning calorimetry (DSC) analyses. The glass transition (T g ), melting transition (T m ), crystallisation (T c ) and decomposition (T d ) temperatures are summarised in Table 1.…”

Recent Development on Narrow Bandgap Conjugated Polymers for Polymer Solar Cells

“…Indacenodithiophene (IDT) has been paid much attention in the design of new conjugated copolymers for the application in the solar cells [110]. The coplanarity of the IDT unit could enhance the interchain interaction of the polymers and be expected to have higher hole mobility [111]. A polymer P53 composed of BT jointing with alkyl-substituted indacenodithiophene was presented by Zhang et al P53 revealed a better solubility in many organic solvents.…”