Journal of Dental Research, Vol 68, 484-488, Copyright © 1989 by International & American Associations for Dental Research Online Journals
Oligomers with pendant isocyanate groups as adhesives for dentin and other tissues
C. H. Lee and G. M. Brauer
Dental and Medical Materials Group, National Institute of Standards and Technology, Gaithersburg, Maryland 20899.
Oligomers containing pendant isocyanate groups were synthesized from
various vinyl monomers, m-isopropenyldimethylbenzyl isocyanate (TMI), and
2-isocyanatoethyl methacrylate (IEM). The liquids were characterized by
their refractive indices, infrared spectra, and percentage of isocynate
groups in the molecule. Adhesive properties of these compounds were
compared with those of oligomers prepared from methacrylate esters, IEM,
and/or TMI which had been synthesized previously. Bond strengths of the
sodium salt of ethylenediamine-tetraacetic acid (Na2EDTA adjusted to pH
7.4) and glutaraldehyde-treated dentin cemented to composite resin with
dilute solutions of the oligomers and then stored in water were determined
by the procedure of Kemper and Kilian (1975). These adhesive compositions,
especially formulations synthesized from vinyl monomers, adhered at least
as well to dentin as did other dentin bonding agents. Oligomers synthesized
with methacrylate esters bonded more strongly to bone than did other
hard-tissue adhesives. These oligomeric compositions are also excellent
soft-tissue adhesives. For example, they provide a strong bond between a
collagenous substrate (such as calfskin) and cured denture-base resin.
Provided that their biological properties prove satisfactory, these
compositions could find many applications as hard- and soft-tissue
adhesives in clinical dentistry.
