Reactivities of alkyl N-(4-substituted pheny1) itaconamates in the radical copolymerizations with styrene or methy1 methacrylate

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概要

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• The radical copolymerizations of alkyl N-(4-substituted phenyl) itaconamates (ARPhIA) (alkyl group: X, I, X=CH_3; II, X=C_2H_5; III, X=n-C_3H_7; IV, X=n-C_4H_9; nuclearsubstituent: R, a, R=OCH_3; b, R=CH_3; c, R=H; d, R=Cl; e, R=COOC_2H_5) (M_1) [chemical formula] with styrene (ST) (M_2), methyl methacrylate (MMA) (M_2), or vinyl acetate (VAc) (M_2) were carried out at 60℃, using azobisisobutyronitrile as an initiator in tetrahydrofuran in order to clarify the polymerization behavior of ARPhIA and the substituent effects on the copolymerizations. From the results obtained, the monomer reactivity ratios (r_1, r_2) and the Q_1 and e_1 values were determined. It was found that the relative reactivities (1/r_2) of itaconamates I, II, and III toward the attack of a polystyryl radical could be correlated not only by the polar substituent constants (σ) of the nuclear-substituents, R, but also by the resonance substituent constants (E_R) in the modified Hammett equation: log(1/r_2)=ρσ+γE_R. According to the above equation, the ρ and γ values were obtained as ρ=0.16, γ=2.0 in the itaconamate I and ST; ρ=0.09, γ=1.5 in the itaconamate II and ST; ρ=0.13, γ=1.5 in the itaconamate III and ST system. While, the ρ and γ values were obtained as ρ=0, γ=0.5 in the itaconamate II and MMA; ρ=-0.06, γ=0.4 in the itaconamate III and MMA system; i.e., the relative reactivities of ARPhIA toward the attack by a poly (MMA) radical could be slightly affected both by the polar character of the nuclear-substituent, R, and by the resonance character. The radical reactivities were found to be also affected by the ester groups, X. It was observed, however, that both the Q_1 and e_1 values for ARPhIA were independent of Hammett's σ-substituent constants and that the number-average molecular weights (M_n) of the ARPhIA copolymer were not affected by the σ-constants or E_R-constants. M_n for the copolymer was found to be as 1.1×10^4-1.6×10^4.

• 山口大学の論文

著者

• OISHI Tsutomu

  Department of Applied Chemistry and Chemical Engineering, Faculty of Engineering, Yamaguchi Universi

• Oishi T

  Industrial Chemistry Technical College

• FUJIMOTO Minoru

  Department of Molecular Medicine, Osaka University Graduate School of Medicine

• Fujimoto Minoru

  Industrial Chemistry Technical College

• Oishi Tsutomu

  Department Of Applied Chemistry & Chemical Engineering Faculty Of Engineering Yamaguchi Universi

• MOMOI Masaaki

  Industrial Chemistry, Technical College

• MOMOI Masaaki

  Department of Industrial Chemistry, Technical College.

• KIMURA Tadashi

  Ube Technical College

• Momoi Masaaki

  Industrial Chemistry Technical College

• Momoi Masaaki

  Department of Chemistry Faculty of Technology Yamaguchi University

• Fujimoto Minoru

  Department of Chemistry Faculty of Technology Yamaguchi University

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