Radical Polymerization Behavior of 2, 4, 6-Tribromophenyl Acrylate, Pentabromophenyl Acrylate and 2, 4, 6-Tribromophenyl Methacrylate

Abstract

The radical polymerizations and copolyrnerizations of 2, 4, 6-tribromophenyl acrylate (TBPA), pentabrornophenyl acrylate(PBPA)and 2, 4, 6-tribromophenyl methacrylate (TBPMA) were investigated. TBPA and PBPA were .easily polymerized in the presence of ev, al-azobisisobutyronitrile, but TBPMA was hardly homopolymerized (Table 1). From the results of their copolymerizatio.ns with styrene (M2) at 600C (Fig.1), the following copolymerization parameters were obtained (Table 2):
TBPA and PBPA (Ma):ri=O.10, r2=O.20, Qi=1.03, ei=1.18
TBPMA(Mi):ri=0.20, r2=O.15, Qi=1.48, ei=LO7
It was also found from the results of the copolymerizations of TBPMA with styrene or methyl methacrylate (M2) in substituted benzene solvents (Table 3) that the copolymerization parameters changed with solvents used: 1/ri increased with increase in electron density of benzene nucleus of the solveints, while 1/r2 was almost unchanged. These results might be explained by assuiming interactions between the tribromophenyl nucleus of TBPMA and thebenzene nucleus of the solvents.