Zwitterionic polymers show high hydrophilicity, biocompatibility, and oil repellency in water. Although most sulfobetaine polymers were synthesized by radical polymerization of sulfobetaine (meth)acrylate, few studies have been conducted on the synthesis of sulfobetaine polymers by polycondensation. In this study, an aromatic polyester having a sulfobetaine structure was synthesized by a post-polymerization reaction. Poly(<i>N</i>-methyldiethylamino terephthalate) having tertiary amino groups on their main chain was synthesized by polycondensation of terephthaloyl chloride and 2,2'-methyliminodiethanol. The sulfobetaine-containing polyester, poly(diethylsulfobetaine terephthalate) (PDSBT), was obtained by ring-opening of 1,3-propanesultone with PMDAT. By changing the amount of 1,3-propanesultone concentration in the feed solution, the sulfobetaine contents of the resulting PDSBT were controlled between 0 to 98 mol%. The contact angle of hexadecane onto the PDSBT in water increased with increasing the sulfobetaine content of PDSBT. In addition, hexadecane did not adsorb onto the PDSBT containing 95 and 98 mol% of sulfobetaine in water. These results indicate that the PDSBT is a good candidate for constructing oil repellable materials.

Design of polyester having zwitterionic structure for oil repellent material

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