Cycloaddition functional polymers from (vinyl)polystyrene

Details Cycloaddition functional polymers from (vinyl)polystyrene Cycloaddition functional polymers from (vinyl)polystyrene

C - Chemistry, Metallurgy

08

F

C08F 8/00 (2006.01) C08F 8/30 (2006.01) C08F 8/46 (2006.01) C08F 290/12 (2006.01)

Patent

CA 2222837

We describe a convenient route towards resins of crosslinked polystyrene bearinglarge numbers of carboxylic acid or anhydride, imide, acyl halide, or perhaloalkyl functional groups. These result from Diels-Alder reactions involving the site-isolated, residual vinylaromatic units in divinylbenzene-rich copolymers (including commercial products). As shown by FT IR, solid-phase NMR, titration and elemental analysis, up to two moles of a good dienophile such as maleic anhydride bind to polymer beads byconsecutive Diels-Alder/Ene reactions (Wagner-Jauregg mechanism), while adducts are also possible from electron-poor dienes like hexachlorocyclopentadiene. Afterwards, the new functional groups themselves prove accessible towards further modification. Optionally, the porous bead substrates can first be loaded with magnetic iron oxide to yield magnetically separable functional polymers.

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