Concentration effects in the base-catalyzed hydrolysis of oligo(ethylene glycol)- and amine-containing methacrylic monomers

Oleg A Kazantsev; Dmitry V Orekhov; Alexey P Sivokhin; Denis M Kamorin; Maria V Savinova

doi:10.1080/15685551.2016.1231034

Concentration effects in the base-catalyzed hydrolysis of oligo(ethylene glycol)- and amine-containing methacrylic monomers

Des Monomers Polym. 2016 Sep 14;20(1):136-143. doi: 10.1080/15685551.2016.1231034. eCollection 2017.

Authors

Oleg A Kazantsev^{1

2}, Dmitry V Orekhov¹, Alexey P Sivokhin¹, Denis M Kamorin¹, Maria V Savinova¹

Affiliations

¹ Department of Chemical Engineering, Nizhny Novgorod State Technical University n.a. R.E. Alekseev, Nizhny Novgorod, Russia.
² Department of Macromolecular Compounds and Colloid Chemistry, Lobachevsky State University of Nizhny Novgorod, Nizhny Novgorod, Russia.

Abstract

Concentration effects in the base-catalyzed hydrolysis of water-soluble methacrylates (3-(N,N-dimethylaminoethyl) methacrylate (DMAEMA), 2-hydroxyethyl methacrylate (HEMA) and oligo(ethylene glycol) methacrylates (OEGMAs)) have been studied. These monomers are rapidly hydrolyzed in the presence of bases at the room temperature in dilute aqueous solutions, but the reaction rate decreases sharply in highly concentrated solutions. A clear correlation was found between a form of the viscosity isotherm for DMAEMA solutions and the concentration dependence of the autocatalytic hydrolysis rate which indicates the connection of process kinetics with the structure of solutions. These data should be considered when carrying out homo- and copolymerization of the previously mentioned monomers in aqueous solutions.

Keywords: 2-hydroxyethyl methacrylate; 3-(N,N-dimethylaminoethyl) methacrylate; Oligo(ethylene glycol) methacrylates; base-catalyzed hydrolysis; kinetics; structure of a solution.