Synthesis of Polymer Microspheres with Mercapto Groups by Polycondensation of 1,3-Propanedithiol and 1,6-Dibromohexane in the Presence of a Poly[styrene-alkylacrylamide] Latex

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Polymer microspheres with mercapto groups were synthesized by the polycondensation of 1,3-propanedithiol and 1,6-dibromohexane in the presence of a poly[styrene (S)?alkylacrylamide (RAM)] latices. Monodisperse microspheres were obtained in quantitative yields by using seed particles with hydrophilic surface [PS-N-(hydroxymethyl)acrylamide (HMAM), PS-acrylamide (AM), PS-methacrylamide (MAM), and PS-N,N-dimethylacrylamide (DMAM)]. While using seed particles with hydrophobic surface [PS-N-isopropylacrylamide (NIPAM)], all of the polymer was coagulated and no polymer particles were obtained after the polycondensation. The particles prepared with large excess dithiol monomers had high mercapto group contents. The distribution of mercapto group on the particle was estimated by Ellman method using both N,N-dimethylformamide (DMF) and a mixture of ethanol and water as solvents, indicating that most of mercapto groups were localized on the surface, in the particles with high mercapto group contents. In methanol, the mercapto groups near the surface were preferentially oxidized with iodine, while in KI aq. Solution, the internal mercapto groups of particles were mainly oxidized.
社団法人高分子学会の論文
2004-01-15