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| - Synthesis and Characterization of Novel Optically ActivePolyarylene Vinylenes with Controlled Effective ConjugationLength
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| - New chiral and soluble binaphthyl derivatives (12 and 13) endowed with carboxaldehyde orcyanomethyl functional groups have been prepared as suitable building blocks for the synthesis byKnoevenagel condensation of a series of optically active block copolymers (1−7) with controlledeffective conjugation length. A variety of functionalized co-monomers (14−19) have been preparedby different synthetic procedures to be used in further polymerization reactions with binaphthylderivatives 12 and 13. Depending upon the nature of the co-monomers, it is possible to tune thewavelength of the new polymers, which is very close to that of the respective repeating units.Fluorescence measurements on polymers 1−3 reveal a strong blue-green emission with Stokes shiftsof 74−107 nm. Theoretical calculations at the semiempirical AM-1 level have been carried out onmodel compounds, and the calculated torsion angles are in agreement with the electronic spectradata. Finally, the redox properties of the polymers prepared (1−7) were determined by cyclicvoltammetry, and an amphoteric behavior with oxidation potentials ranging from 1.1 to 1.6 V andreduction potentials close to −1.5 V was found.
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