Tuning the Electronic Properties of Bridged Dithienyl-, Difuryl-, Dipyrrolyl-Vinylene as Precursors of Small-Bandgap Conjugated Polymer.

Optoelectronic properties of linear π-conjugated polymers/oligomers are of great importance for the fabrication of organic photonic and electronic devices. To this end, the π-conjugated polymers/oligomers need to meet both optoelectronic and key structural properties in order to fulfill their implementation as active components. In particular, they need to possess low bandgap and high thermal, conformational, and photochemical stabilities. So far, several strategies have been developed to attain such requirements including the covalent and non-covalent rigidification concepts of the π-conjugated systems. On the basis of these findings, we describe herein the theoretical studies of novel series of covalently bridged derivatives demonstrating the benefits of the strategy. Comparison of these derivatives with compounds previously described in the literature highlights enhanced optoelectronic properties and behaviors that would be beneficial for the construction and development of new linear π-conjugated polymers.