Radical polymerization of new functional monomers derived from methacryloyl isocyanate and urea

✍ Scribed by Der-Jang Liaw; Hui-Chuan Sang

• Publisher: John Wiley and Sons
• Year: 1999
• Tongue: English
• Weight: 160 KB
• Volume: 37
• Category: Article
• ISSN: 0887-624X
• DOI: 10.1002/(sici)1099-0518(19990615)37:12<1789::aid-pola8>3.0.co;2-7

✦ Synopsis

The two new functional monomers, UMAI and UDMAI, having amide groups were prepared on reaction of methacryloyl isocyanate (MAI) with urea at low temperature. The monomers thus obtained were characterized by elemental analysis, as well as infrared, ultraviolet, 1 H and 13 C-NMR (nuclear magnetic resonance) spectra. Radical polymerization of UMAI monomer was studied in terms of the rate of polymerization, solvent effect, thermal properties, solubility, and polymer modifications. The rate of polymerization for UMAI is larger than that of polymerization for bisphenol A-MAI (BPA-MAI), irrespective of the polymerization method. The rate of thermal polymerization of UDMAI was three times that of UMAI. Copolymerization of UMAI (M 1 ) and methyl methacrylate (M 2 ) in dimethylsulfoxide (DMSO) at 90°C also proceeded. The monomer reactivity ratio was calculated to be r 1 ϭ 0.28 Ϯ 0.05, r 2 ϭ 3.50 Ϯ 0.08, according to the Kelen-Tu ¨dos method. The thermal properties of polyUMAI (PUMAI) for glass transition temperature (T g ) and 10% weight loss temperature (T d 10% ) could be enhanced by reaction with sulfonyldiphathalic anhydride. The solubility of PUMAI could be improved by introducing N-alkylation because of reducing the association of hydrogen bonds.