1965 Volume 22 Issue 245 Pages 546-551
Vinyl benzoate (I), vinyl α-naphthoate (II), vinyl triphenylacetate (III), vinyl p-chlorobenzoate (IV), vinyl 2, 4-dichlorobenzoate (V), vinyl hexahydrobenzoate (VI), vinyl trimethylacetate (VII), and vinyl dichloroacetate (VIII) were synthesized mainly by means of transesterification of vinyl acetate with the corresponding carboxylic acids.(V) is a new monomer which melts at 38°C and boils at 105-110°C/4mm Hg. It was found that (IV) boils at 62-69°C/5mm Hg, although 115°C/3mm Hg has been reported as a boiling point of the monomer.
These monomers were polymerized mainly in bulk at 60°C with AIBN as an initiator. While (III) gave no polymer and (II) gave only a small amount of polymer, the other monomers than (II) and (III) were polymerized in high yields. Polymerization rates of (IV), (V), (VI), (VII), and (VIII) were nearly the same one another, but the rate of (I) was considerably lower than those of the others. For the every monomer, molecular weights of obtained polymers increased with increase of conversion, and sometimes insoluble polymers were produced. Some discussions were given for these results.
