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Synthesis and Characterization of N ‐Propargyl Cinnamamide Polymers and Copolymers
Author(s) -
Deng Jianping,
Wang Jianmin,
Zhao Weiguo,
Zhang Zhigang,
Yang Wantai
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.200600346
Subject(s) - monomer , copolymer , polymer chemistry , polymerization , polymer , dispersity , chemistry , solubility , solvent , norbornadiene , catalysis , organic chemistry
This paper deals with synthesis and characterization of a novel poly( N ‐propargylamide) containing cinnamamide groups (poly( 1 )) in its side chains. Monomer 1 , CHCCH 2 NHCOCHCH(C 6 H 5 ), was synthesized and polymerized with a rhodium catalyst, (nbd)Rh + B − (C 6 H 5 ) 4 (nbd = 2,5‐norbornadiene). Effects of some factors on polymerization of monomer 1 such as solvent, temperature, and the ratio of monomer/catalyst were investigated in detail; polymers with moderate number‐average molecular weights ( $\overline M _{\rm n}$ ) and low index of polydispersity ( $\overline M _{\rm w} /\overline M _{\rm n}$ ) were obtained. To improve the polymers' solubility and to elucidate whether poly( 1 ) could form helical conformation, another N ‐propargylamide monomer 2 , CHCCH 2 NHCOCH(CH 2 CH 3 ) 2 , was employed to accomplish copolymerization with monomer 1 . Copolymerization with monomer 2 improved obviously the solubility of the (co)polymers; the copolymers with certain monomer ratios could form helices under the examined conditions according to the related UV‐vis spectra.