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Syntheses and radical polymerizations of methacrylamides derived from optically active amino alcohols

โœ Scribed by Emiko Koyama; Fumio Sanda; Takeshi Endo

Publisher
John Wiley and Sons
Year
1997
Tongue
English
Weight
522 KB
Volume
198
Category
Article
ISSN
1022-1352

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โœฆ Synopsis

Syntheses and radical polymerizations of methacrylamides derived from optically active amino alcohols were carried out. The monomers were prepared by condensation of optically active amino alcohols and methacrylic acid using l-ethyl-3-(3-dimethylamino-propy1)carbodiimide hydrochloride (EDC -HCl). Radical polymerizations of the monomers were carried out in the presence of 2,2-azoisobutyronitrile (AIBN) (3 mol-%) in methanol and N,N-dimethylformamide (DMF) as solvents, resulting with good yields in polymers with an's in the range 17 800-81 000. The monomer reactivity ratios of N-(1hydroxy-4-methyl-2-pentyl)methacrylamide (MA-Lol) and methyl methacrylate (MMA) in the copolymerization were estimated to be 0.50 and 2.38, respectively. The lower reactivity of MA-Lo1 in comparison with MMA is similar to common methacrylamide derivatives. The hydrophilicity of the polymers was evaluated by the heat of fusion of water using differential scanning calorimetry (DSC). The determined order poly(MA-Aol) > poly(MA-Lol) > poly(MA-Fol) reflects the bulkiness of the side chains.

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