Functional polymers bearing non-metal oxyacid derivatives on...

C - Chemistry – Metallurgy – 08 – F

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C08F 8/00 (2006.01)

Patent

CA 2222833

Many spacer-containing functional polymers were produced by modifying beads of (vinyl)polystyrene, as obtained by free-radical suspension polymerization of commercial 55:45 divinylbenzene:ethylstyrene mixture, or from commercial sources. Thus, in the presence of free-radical initiators, compounds HBr, HPR2, HP(OR)2 and HSR (R = various alkyl, aryl or acyl, some also containing further -COOH/R, -OH/R, -SH/R, -N(H/R)2 groups) underwent anti-Markovnikov addition to the residual vinyl groups. Similar free-radical functionalization with various HSiR3 also proved feasible but more difficult. Other products corresponding to formal anti-Markovnikov addition of H2S, HSO3-, HP(OH)2, H2, HBR2, HOH and HOSO2R were obtained by other mechanisms, or after further modifications. FTIR spectra of the resulting functional polymers often showed complete or near-complete disappearance of initial vinyl groups, and their replacement by the expected spacer-supported functionalities. The polymer products were also characterized by elemental analysis and solid-state NMR. Many of these functionalized beads, or their further derivatives upon functional group modification, could act as stable and effective solid-phase reagents, catalysts, sequestering agents, or protecting groups for solid-phase synthesis.

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