Jw. Stansbury et al., PREPARATION AND CHARACTERIZATION OF CYCLOPOLYMERIZABLE RESIN FORMULATIONS, Journal of dental research, 74(4), 1995, pp. 1110-1115
An amine-catalyzed reaction between acrylates and formaldehyde has bee
n used to convert mono-acrylates to difunctional monomers and di-acryl
ates to multifunctional oligomers by linking the acrylic double bonds
together in 1,6-diene pairs. The resulting monomers and oligomers unde
rgo efficient cyclopolymerization to high conversion with significantl
y less shrinkage than normally found for acrylates. In this study, a c
onvenient single-step process was used with mixtures of mono- and di-a
crylate starting materials to produce a series of resins with potentia
l for effective cyclopolymerization. Incremental changes in the ethyl
acrylate (EA) to ethoxylated bisphenol A diacrylate (EBPAD) ratio dire
ctly supplied cyclopolymerizable resins with a broad range of viscosit
ies and product distributions. Those resins produced from reaction mix
tures rich in EA have low viscosities because of high diluent monomer
contents and limited oligomerization of EBPAD due to end-cap formation
. Resin viscosity and average molecular weight of the oligomeric compo
nent of the resin were inversely related to the amount of EA used in t
he reaction. Through the choice of reactants and their ratio, this sim
ple technique has the potential to provide cyclopolymerizable resins f
or use in a variety of dental polymer applications.