Optically Active Methacrylic Polymers Bearing in the Side Chain the (S)-3-Hydroxypyrrolidinyl Group Linked to trans-bisazoaromatic Chromophore: Synthesis and Characterization

The synthesis by radical homopolymerization of a novel optically active methacrylic polymer containing a side-chain chiral moiety linked to a photochromic bisazoaromatic chromophore has been carried out starting from the related monomer (S)-3-methacryloyloxy-1-4′-phenylazo-(4-azobenzene)]-pyrrolidine (S)- MPAAP ]. The polymeric derivate has been fully characterized and its spectroscopic properties compared to those of the monomer and of the corresponding homopolymer bearing only one azoaromatic chromophore in the side chain. The optical activity displayed by the bisazo polymer is discussed in terms of extent of chiral conformation assumed by the macromolecules as a consequence of dipole-dipole interactions between the bisazoaromatic chromophores.