Paper
Synthesis of end-functionalized (1 → 6)-2,5-anhydro-D-glucitols via anionic cyclopolymerization of 1,2:5,6-dianhydro-3,4-di-O-methyl-D-mannitol for preparing graft copolymers
Published Dec 1, 1997 · T. Satoh, Takahiro Miura, Takeshi Hatakeyama
Macromolecular Rapid Communications
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Abstract
End-functionalized (16)-2,5-anhydro-3,4-di-O-methyl-D-glucitols (3a–c) were synthesized by the anionic cyclopolymerization of 1,2:5,6-dianhydro-3,4-di-O-methyl-D-mannitol (1), followed by treatment with a terminating agent such as 4-vinylbenzyl (2a), oxetanyl (2b), and methacryloyl group (2c). The end-functionalization proceeded in a high efficiency at 73–98%. The radical copolymerization of styrene with 3a yielded a polymer (5a) whose GPC trace exhibited a unimodal peak. 5a was polystyrene with (16)-2,5-anhydro-3,4-di-O-methyl-D-glucitol as pendant groups whose structure was confirmed by the 1H NMR spectrum.
End-functionalized 2,5-anhydro-D-glucitols can be efficiently synthesized for preparing graft copolymers with high efficiency, resulting in polymers with unique unimodal peak peaks.
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