Effects of surface-active resins on dentin/composite bonds.
Effective dentin bonding systems based on para-PMDM diadduct of pyromellitic dianhydride and 2-hydroxyethyl methacrylate (HEMA) have been developed (Bowen et al., 1982). Para-PMDM, a solid of limited solubility, is usually applied from an acetone solution to dentin that has been preconditioned with acid and N-phenylglycine. The feasibility of using a liquid, surface-active bonding resin to substitute for or to supplement para-PMDM was explored. Mono(2-methacryloyloxy)ethyl phthalate (MMEP), a liquid, monofunctional homolog of para-PMDM (derived from the reaction of phthalic anhydride with HEMA) was used to formulate several bonding resin systems and solutions. Dentin surfaces were pretreated according to several variations of a three-step bonding protocol involving sequential application of 6.8 w/o ferric oxalate in 2.5 w/o HNO3, N-phenylglycine in acetone, and an experimental bonding resin before placement of a chemically cured composite restorative material. Tensile bond strengths were tested after 24 h storage in distilled water at 23 degrees C. The results suggest that solutions based on MMEP and/or para-PMDM in acetone or in other monomers, especially those containing HEMA, can effectively promote bonding to dentin. A new mechanism for the observed self-polymerization of MMEP or para-PMDM with N-phenylglycine is proposed.
Schumacher
G E
GE
Commissioned Officers Dental Clinic, National Institutes of Health, Bethesda, Maryland.
Eichmiller
F C
FC
Antonucci
J M
JM
D000096:Acetone / Q000737:chemistry; D000704:Analysis of Variance; D001565:Benzoates / Q000737:chemistry*; D003188:Composite Resins / Q000737:chemistry*; D001840:Dental Bonding; D003804:Dentin; D017220:Dentin-Bonding Agents / Q000737:chemistry*; D005998:Glycine / Q000031:analogs & derivatives / Q000737:chemistry; D006801:Humans; D008422:Materials Testing; D008689:Methacrylates / Q000737:chemistry*; D010795:Phthalic Acids / Q000737:chemistry*; D013501:Surface-Active Agents / Q000737:chemistry; D013718:Tensile Strength
D001565:Benzoates; D003188:Composite Resins; D017220:Dentin-Bonding Agents; D008689:Methacrylates; D010795:Phthalic Acids; D013501:Surface-Active Agents; C043042:pyromellitic acid dianhydride-2-hydroxyethyl methacrylate adduct; D000096:Acetone; C079977:mono(2-methacryloyloxy)ethyl phthalate; C021316:N-phenylglycine; C005044:hydroxyethyl methacrylate; D005998:Glycine