M. Coskun et al., SYNTHESIS, CHARACTERIZATION, AND POLYMERIZATION OF NEW HYDROXYETHYL METHACRYLATE CONTAINING CYCLOBUTANE RING, Journal of macromolecular science. Pure and applied chemistry, A34(3), 1997, pp. 429-438
2-(3-Chloro-3-methylcyclobutyl)-2-hydroxyethyl methacrylate was prepar
ed from the reaction of methacrylic acid with the oxirane compound obt
ained from the chlorhydrin formed in the cyclization of 1-chloro-2, 3-
epoxy-5-methyl-5-hexene. This is a new methacrylate ester. Polymerizat
ion of this monomer was carried out in 1,4-dioxane solution at 60 degr
ees C using benzoyl peroxide as the initiator. Activation energy for t
he polymerization was found to be 7.33 kcal/mol from experiments done
at three different temperature. Weight-average molecular weight of the
polymer obtained at 60 degrees C was determined to be 67,572 by the G
PC technique. The DSC curve showed a glass transition at 83 degrees C.
infrared, proton, and carbon-13 nuclear magnetic resonance techniques
were used in characterization of the monomer and its homopolymer. The
TGA curve of the polymer was investigated by comparing it with that o
f poly(2-hydroxyethyl methacrylate).