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Optically Active Methacrylic Copolymers Bearing Side‐Chain Bisazoaromatic and Bulky Achiral Moieties
Author(s) -
Angiolini Luigi,
Benelli Tiziana,
Giorgini Loris,
Mauriello Francesco,
Salatelli Elisabetta
Publication year - 2007
Publication title -
macromolecular chemistry and physics
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.57
H-Index - 112
eISSN - 1521-3935
pISSN - 1022-1352
DOI - 10.1002/macp.200700175
Subject(s) - copolymer , side chain , azobenzene , polymer chemistry , moiety , monomer , chromophore , methacrylate , photochromism , chemistry , steric effects , azo compound , photochemistry , methyl methacrylate , macromolecule , polymer , materials science , organic chemistry , biochemistry
The synthesis of two novel series of optically active methacrylic copolymers that contain a side‐chain chiral moiety linked to a photochromic bisazoaromatic chromophore has been carried out by radical copolymerization of the monomer ( S )‐3‐methacryloyloxy‐1‐[4′‐phenylazo‐(4‐azobenzene)]pyrrolidine with highly sterically hindered monomers such as tert‐ butyl methacrylate or triphenylmethyl methacrylate with the aim to investigate the effect on the optical activity of the resulting derivatives. The copolymeric products have been fully characterized and their spectroscopic and thermal properties compared to those of the related optically active homopolymer and the copolymers with methyl methacrylate, previously reported. The optical activity displayed by the polymers is discussed in terms of extent of chiral conformations assumed by the macromolecules as a consequence of the insertion of co‐monomers capable of affecting the dipole‐dipole interactions that occur in these derivatives between the side‐chain bisazoaromatic chromophores disposed according to a mutual chiral arrangement.