Synthesis of graft terpolymers by addition reaction of amino-terminated polyether to poly(methacrylate)s bearing five-membered cyclic dithiocarbonate moieties and application of the graft terpolymers as modifiers for wool

摘要

Graft terpolymers bearing polyether side chains and poly(methacrylate) stems were synthesized by the graft-onto reaction of monoamino-terminated poly(PO _9-co-EO _1) to poly{[5-(methacryloyloxy)methyl-1,3- oxathiolane-2-thione]-co-n-butyl methacrylate} [poly(DTCMMA-co-BuMA)]. The grafting reaction proceeded via the nucleophilic addition of the terminal amino groups to the five-membered cyclic dithiocarbonate moieties giving thiol moieties, although the grafting efficiency was low (9-34%) due to the steric hindrance of the side chains. The T _g values of the poly{[DTCMMA-graft-poly(PO _9-co-EO _1)]-co-BuMA} ranged 27-47 °C, depending on the amounts of flexible poly(PO 9-co-EO 1) chains introduced lowering the T g values. Poly{[DTCMMA-graft-poly(PO _9-co-EO _1)]-co-BuMA}s bearing thiol groups were applied for the modification of wool via the disulfide exchange reaction. The modified wool had better dye ability toward a pigment from safflower than the original wool owing to the hydrophilic nature of poly{[DTCMMA-graft-poly(PO _9-co-EO _1)]-co-BuMA} introduced.