Radical polymerization of new functional monomers: Mono- and dimethacryloyl isocyanate containing bisphenol-A and its derivatives

• Published in: Journal of applied polymer science Vol. 59; no. 10; pp. 1529 - 1538
• Main Authors: Liaw, Der-Jang, Ou, Dung-Lang
• Format: Journal Article
• Language: English
• Published: New York Wiley Subscription Services, Inc., A Wiley Company 07.03.1996; Wiley
• Subjects: Applied sciences; Exact sciences and technology; Organic polymers; Physicochemistry of polymers; Polymerization; Preparation, kinetics, thermodynamics, mechanism and catalysts; Solvent effect; Photochemical crosslinking; Bifunctional compound; Experimental study; Methyl methacrylate copolymer; Reactivity ratio; Solution polymerization; Thermal stability; Allylation; Methacrylamide derivative polymer; Methacrylamide derivative copolymer; Chemical modification; Free radical polymerization; Light sensitive polymer; Reactivity; Crosslinked polymer; Kinetics; Radical copolymerization
• ISSN: 0021-8995; 1097-4628
• DOI: 10.1002/(SICI)1097-4628(19960307)59:10<1529::AID-APP5>3.0.CO;2-O

New functional monomers mono‐and dimethacryloyl isocyanate containing bisphenol‐A were prepared on reaction of methacryloyl isocyanate (MAI) with bisphenol‐A (BPA) and its derivatives at low temperature. The monomers thus obtained were characterized with IR, UV, and 1H‐ and 13C‐NMR spectra. Radical polymerization of mono‐and dimethacryloyl isocyanate containing bisphenol‐A and its derivatives was studied in terms of the rate of polymerization, solvent effect, copolymerization, thermal properties, and kinetic measurements of photocrosslinking. Polar solvents such as DMSO and NMP were found to slow the polymerization. Copolymerization of BPA‐MAI (M1) with MMA (M2) in DMF was studied at 90°C. The monomer reactivity ratio was calculated to be r1 = 0.17 and r2 = 1.34 according to the method of Fineman–Ross. Functional polymers containing the allyl group were successfully modified and photocrosslinked on irradiation in the presence of benzoin isopropyl ether. The photocrosslinking process follows second‐order kinetics. © 1996 John Wiley & Sons, Inc.