Abstract
The polycondensation reaction of p-nitrophenyl β-amino-β-phenylpropionate was investigated in various solvents. In all cases, the polymers produced were precipitated during the reaction. The polymer yield was higher in chlorobenzene or toluene rather than in DMF or DMSO. The rate of the polycondensation reaction was markedly influenced by the monomer concentration in DMF. The effects of water and amine, the latter of which was used to neutralize the hydrobromide of the monomer, were also investigated. A small amount of water seemed to have little influence in chlorobenzene and in THF, but markedly depressed the polymer yield in DMF. The polymer yield was independent of the excess amount of triethylamine used. In general, the solution viscosity of the polymer obtained was not affected by the reaction conditions. The polycondensation reaction in DMF was followed by measuring spectrophotometrically the concentration of p-nitrophenol liberated or the p-nitrophenyl ester consumed. The kinetic order of the reaction was found to be second. The second order rate constant at 60°C and the apparent activation energy were 1.6×10−3 l/mol·sec and 3.5 kcal/mol, respectively.
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Yuki, H., Taketani, Y., Yamashita, S. et al. Poly(β-amino acid)s. II. Polycondensation of p-Nitrophenyl β-amino-β-phenylpropionate. Polym J 3, 189–195 (1972). https://doi.org/10.1295/polymj.3.189
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DOI: https://doi.org/10.1295/polymj.3.189