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On the chirality of polyvinyl compounds, 16 . Optical activity of copolymers consisting of distyryl diads alternating with substituted maleimide or maleic anhydride units
Author(s) -
Wulff G.,
Krieger Stephan
Publication year - 1994
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.1994.021951113
Subject(s) - copolymer , maleimide , polymer chemistry , maleic anhydride , monomer , chemistry , chirality (physics) , polymer , organic chemistry , chiral symmetry breaking , physics , quantum mechanics , nambu–jona lasinio model , quark
The copolymerization of 3,4‐ O ‐cyclohexylidene‐D‐mannitol 1,2 : 5,6‐bis‐ O ‐[(4‐vinylphenyl)‐boronate] ( M1 ) with different N ‐substituted maleimides and with maleic anhydride has been studied. These monomers copolymerize in 1 : 1 proportion, yielding after removal of the template (3,4‐ O ‐cyclohexylidene‐ D ‐mannitol) copolymers with bis(4‐vinylphenylboronic acid) diads alternating with the other comonomeric unit. By deboronation these diads can be transformed to distyryl diads. These diads possess predominantly ( S,S )‐configuration; thus optically active polymers with main‐chain chirality were produced. The chiroptical properties (optical rotation circular dichroism) of the copolymers were studied. Corresponding copolymers with maleic pride units can easily be transformed by polymer analogous reaction with nucleophiles, as exemplified by alcoholysis with fatty alcohols.