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Journal of Bioactive and Compatible Polymers
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Polymerization Kinetics of Poly(amidoamine)s in Different Solvents

Amedea Manfredi

Dipartimento di Chimica Organica e Industriale, Università di Milano, via Venezian 21, 20133 Milano, Italy, CIMAINA, Centro Interdisciplinare Materiali e Interfacce Nanostrutturate, via Golgi 19, 20133 Milano, Italy

Elisabetta Ranucci

Dipartimento di Chimica Organica e Industriale, Università di Milano, via Venezian 21, 20133 Milano, Italy, CIMAINA, Centro Interdisciplinare Materiali e Interfacce Nanostrutturate, via Golgi 19, 20133 Milano, Italy,elisabetta.ranucci{at}unimi.it

Marco Suardi

Dipartimento di Chimica Organica e Industriale, Università di Milano, via Venezian 21, 20133 Milano, Italy, CIMAINA, Centro Interdisciplinare Materiali e Interfacce Nanostrutturate, via Golgi 19, 20133 Milano, Italy

Paolo Ferruti

The polyaddition kinetics of 2-methylpiperazine to 1,4-bisacryloylpiperazine was determined in water, methanol, ethylene glycol, formamide, and dimethylformamide, respectively. In the protic solvents, the polyaddition proceeded through a two-step mechanism, each step involved one of the two different secondary amino groups; the difference in amine reactivity was ascribed to the different steric hindrance by the neighbouring groups. Each step followed pseudo-second-order kinetics; the kinetic constants included the catalytic protonic species. In the case of dimethylformamide, the polyaddition proceeded through third-order kinetics; this accounted for the autocatalytic activity of the amino groups. The apparent kinetic constants in the protic solvents increased with the increase in the autoprotolysis constant values and decreased with the increase of the dipole moment.

Key Words: poly(amidoamine)s • polymerization kinetics • stepwise polyaddition in organic solvents.

Journal of Bioactive and Compatible Polymers, Vol. 22, No. 2, 219-231 (2007)
DOI: 10.1177/0883911507076453
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