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 |
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Authors: | Mitsuhiro Hirata Takeshi Watanabe Bungo Ochiai Takeshi Endo |
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Institution: | 1. Yamagata Research Institute of Technology, 2‐2‐1 Matsuei, Yamagata, Yamagata 990‐2473, Japan;2. Department of Material Science and Energy Engineering, Graduate School of Science and Engineering, Yamagata University, 4‐13‐16 Jonan, Yonezawa, Yamagata 992‐8510, Japan;3. Molecular Engineering Institute, Kinki University, 11‐6 Kayanomori, Iizuka, Fukuoka 814‐0193, Japan |
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Abstract: | Graft terpolymers bearing polyether side chains and poly(methacrylate) stems were synthesized by the graft‐onto reaction of monoamino‐terminated poly(PO9‐co‐EO1) 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 Tg values of the poly{DTCMMA‐graft‐poly(PO9‐co‐EO1)]‐co‐BuMA} ranged 27–47 °C, depending on the amounts of flexible poly(PO9‐co‐EO1) chains introduced lowering the Tg values. Poly{DTCMMA‐graft‐poly(PO9‐co‐EO1)]‐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(PO9‐co‐EO1)]‐co‐BuMA} introduced. © 2012 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2012 |
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Keywords: | dyes/pigments five‐membered cyclic dithiocarbonate graft terpolymers modification radical polymerization wool |
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