Abstract
The influences of the conjugation length and of side chains with various electronic character on the electro-optical properties of oligo(phenylenevinylene)s end-capped with diphenylamino groups are investigated. Horner-Olefinations were used for the synthesis of chromophores with 3–7 rings in the conjugated system, additionally, Pd-catalysed amination of bromo-OPVs is a useful route to introduce the end groups. Compared with the “electronically neutral” alkyl side chains, electron donating ethers and, more pronounced, electron withdrawing sulfonyl side chains shift the absorption and emission spectra to longer wavelengths. The elongation of the π-system from 3 to 5 and 7 rings has a similar effect. Whereas alkoxy groups slightly facilitate the electrochemical oxidation, sulfones shift the first oxidation step to a higher potential.
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