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6647287 
Journal Article 
Amidomethylation of vinyl aromatic polymers with N-methylol-2-chloroacetamide 
Teramoto, K; Nakamoto, Y; , 
2002 
1 
Polymer Journal
ISSN: 0032-3896 
SOC POLYMER SCIENCE JAPAN 
TOKYO 
363-369 
WOS:000176899000009 
New vinyl aromatic compound polymers containing 2-chloroacetamidomethyl groups have been prepared from the corresponding polymers by amidomethylation with N-methylol-2-chloroacetamide (NMCA). The reaction proceeds in nitrobenzene or nitropropane in the presence of sulfuric acid as catalyst at temperature of 10 to 25degreesC. When 1.1 molar or less than 0.3 molar of NMCA to a molar of polystyrene is used, a soluble polymer is obtained. From poly(4-methyl styrene) or poly(4-tert-butylstyrene), soluble polymers containing 2-chloro-acetamidomethyl group are also obtained by the same reaction. H-1 NMR, C-13 NMR, FT-IR spectroscopy, and elemental analysis identifies the structures. These polymers are soluble in DMF or chloroform. In the case of poly (4- methyl styrene), NMR analysis shows that meta substituted product is exclusively obtained, although there are two possibilities of ortho- and meta-substituted products.