T. Nakahira et al., Effects of side-chain structure and solvent on intramolecular hydrogen bonding in isotactic poly(methacrylamide)s, POLYM J, 30(11), 1998, pp. 910-914
Intramolecular hydrogen bonding in isotactic poly(methacrylamide)s, i.e., p
oly[(S)-1-phenylethyl methacrylamide] (1) and isotactic poly[(S)-1-(1-napht
hyl)ethyl methacrylamide] (2), was examined by IR,H- 1 NMR, and CD in non-h
ydrogen bonding and hydrogen bonding solvents and in mixtures thereof Isota
ctic 1 was found to form intramolecular hydrogen bonds more extensively tha
n isotactic 2; the former even forms a stable hydrogen-bonded structure in
a hydrogen bonding solvent, i.e., dioxane, suggesting that the phenyl group
s as well as the methyl groups in the side chains provide adequate steric e
ffects for stabilization of the hydrogen-bonded structure. Formation. in so
lution, of helical structures of one prevailing handedness with specific ch
romophore orientation is suggested. The hydrogen-bonded structures were fou
nd to break down on addition of a helix-breaking solvent. trifluoroacetic a
cid.