Abstract
The photopolymerization of methyl methacrylate (MMA) with 1-benzyl-1,4-dihydronicotinamide (BNAH) was investigated in the presence of CCl4. The rate of photopolymerization of MMA with BNAH was remarkably accelerated by the addition of CCl4. The fluorescence spectra of BNAH in the presence of various concentrations of CCl4 showed that the photoexcited BNAH (BNAH*) was quickly quenched by CCl4. The spectral change of BNAH-CCl4 system during UV-irradiation indicated that the absorption band (λmax, 350 nm) of BNAH disappeared and the pyridinium band appeared at 260 nm. These results suggest that the polymerization is initiated by the following mechanism. Hydrogen transfers from BNAH* to CCl4, and consequently 1-benzylnicotinamide radical (BNA·) and CCl3· are generated. The BNA· quickly reacts with CCl4 to produce 1-benzylnicotinamide chloride (BNA +Cl−) together with CCl3· radical. The produced BNA +Cl− also photodecomposes into BNA· and Cl· radical. The CCl3· and Cl· are able to initiate the polymerization. This photopolymerization could be performed in aqueous-organic two-phase system, and three components BNA +Cl−-Na2S2O4-CCl4 were found to act as a cyclic phase-transfer photoinitiator system.
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Shimada, S., Nakagawa, K. & Tabuchi, K. Photopolymerization of Methyl Methacrylate with 1-Benzyl-1,4-dihydronicotinamide in the Presence of Carbon Tetrachloride. Polym J 21, 275–279 (1989). https://doi.org/10.1295/polymj.21.275
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DOI: https://doi.org/10.1295/polymj.21.275