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Dimethacrylates derived from hydroxybenzoic acids.

J M Antonucci, R L Bowen

    Journal of Dental Research
    |January 1, 1976
    PubMed
    Summary
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    New aromatic ether-ester dimethacrylate monomers offer improved color stability and durability for dental composites and sealants. These innovative materials avoid discoloration issues common with existing resin formulations.

    Area of Science:

    • Polymer Chemistry
    • Dental Materials Science

    Background:

    • Current composite and pit and fissure sealant resins exhibit limitations in color stability and durability.
    • There is a need for improved resin formulations in restorative dentistry.

    Purpose of the Study:

    • To synthesize and evaluate novel crystalline dimethacrylate monomers for enhanced resin properties.
    • To address the color instability and durability issues in dental resins.

    Main Methods:

    • Preparation of three crystalline dimethacrylate monomers from isomeric hydroxybenzoic acids and 2-bromo-ethyl methacrylate.
    • Purification by crystallization and liquefaction by admixture to achieve desired viscosity.
    • Evaluation of color stability, particularly the absence of charge-transfer complex formation with amine accelerators.

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    Main Results:

    • Synthesized dimethacrylate monomers possess low melting points and can be formulated into polymerizable liquids.
    • These aromatic ether-ester dimethacrylates do not form colored complexes with tertiary aromatic amine accelerators, unlike phthalic acid-derived analogs.
    • The resulting polymers are expected to exhibit enhanced color stability and durability.

    Conclusions:

    • Novel aromatic ether-ester dimethacrylate monomers present a promising alternative for dental composites and pit and fissure sealants.
    • These monomers offer improved aesthetic and longevity properties compared to existing materials.
    • Further evaluation for clinical application in dental restorative materials is warranted.