193340-36-2Relevant academic research and scientific papers
Chiral Methacrylic Polymers Containing Permanent Dipole Azobenzene Chromophores. Synthesis and Characterization
Altomare, Angelina,Ciardelli, Francesco,Ghiloni, Maria Stella,Solaro, Roberto
, p. 143 - 150 (2007/10/03)
(S)-4-amino-4'-cyanoazobenzene (MBAC), a new optically active photochromic monomer having a large permanent dipole momenty was prepared in six steps starting from (S)-2-methyl-1-butanol.Homo- and copolymerization of MBAC with butyl methacrylate was carried out in benzene at 70 deg C in the presence of AIBN as a radical initiator.The polymeric materials, having a molar content of MBAC units between 21 and 100percent, were characterized by an almost random distribution of monomeric units and a glass transition temperature ranging from 70 to 110 degC. 2D COSY analysis allowed to attribute all signals of their rather complex 1H NMR spectra and to suggest that intramolecular charge transfer mesomers significantly contribute to the electronic distribution of the azobenzene chromophore.Asymmetric perturbation of the azobenzene chromophore, that could be at least partially attributed to the presence of short-order segments along the polymer chain, was evidenced by circular dichroism.
