Structure in the condensed state and amphiphilic properties of novel copolymers having alkyl chains and phosphatidylcholine analogous groups

N-Stearylacrylamide (SAAm), N-oleylacrylamide (OAAm), and N-laurylacrylamide (LAAm) were synthesized. They were characterized by 1H-NMR, 13C-NMR, FT-IR, melting point measurements, and elemental analysis. The copolymerizations of SAAm, OAAm, and LAAm with 2-[(3-(acrylamido)propyl)dimethylammonio]ethyl 2′-isopropyl phosphate were carried out, and a series of amphiphilic poly(acrylamide)s (1a,b, 2, and 3a,b) were obtained. These copolymers showed polyelectrolyte behavior in their viscous properties in polar solvents. X-ray diffraction analysis indicated that the copolymers 1a,b formed similar stacked bilayers with hydrophilic groups and hydrophobic parts. The polymorphic phase transition of these copolymers was also observed by DSC. In addition, the monolayers as well as LB films of these amphiphilic copolymers were prepared on the surface of water and their π–A isotherms were investigated at different temperatures. © 1999 John Wiley & Sons, Inc. J Polym Sci A: Polym Chem 37: 1293–1302, 1999