Abstract

A convenient and economic one-step synthesis of 2-ferrocenylethyl alcohol was developed, which led to the high yield monomer synthesis of 2-ferrocenylethyl acrylate, 2-ferrocenylethyl methacrylate, 2-ferrocenylethylacrylamide, and 2-ferrocenylethylmethacrylamide. Using AIBN as initiator, the homopolymerization or copolymerization of these monomers with N-isopropylacrylamide in toluene or THF under various conditions resulted in high molar mass homopolymers or thermally sensitive copolymers. They were characterized by 1H NMR and IR spectroscopies as well as by a combination of static and dynamic laser light scattering. Our results showed that for poly(2-ferrocenylethyl acrylate) and poly(2-ferrocenylethyl methacrylate) homopolymers the z-average translational diffusion coefficient 〈D〉 can be scaled to the weight-average molar mass (Mw) as 〈D〉 = 1.3 × 105Mw-0.57 and 〈D〉 = 1.9 × 10-5Mw-0.52, respectively, indicating that these polymer chains are flexible and have a coil conformation in toluene. The collapse and swelling of poly[(N-2-ferrocenylethylacrylamide)-co-(N-isopropylacrylamide)] copolymers in water led to a convenient way to alternate the average interdistance between ferrocene groups.

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