Synthesis and characterization of a monofunctional analog to BIS‐GMA: A dental monomer

K. Tamareselvy, F. A. Rueggeberg

Research output: Contribution to journalArticle

8 Citations (Scopus)

Abstract

A new monofunctional BIS‐GMA monomer, 4‐(2‐phenyl isopropyl)‐3‐phenoxy‐2‐hydroxy propyl methacrylate (monofunctional‐BIS‐GMA, hereafter abbreviated as MF‐BIS‐GMA) was synthesized as an adduct of 4‐cumylphenol and glycidyl methacrylate for use as a dental monomer. The new monomer was characterized by FTIR, 1H, 13C (attached proton test, APT), UV, HPLC, and GPC. The viscosity and solubility of the new resin are also presented. The results were compared with the difunctional analog, BIS‐GMA (2,2‐bis[4‐(2‐hydroxy‐3‐methacryloyloxypropoxy)]phenyl propane), which is commercially available and currently used in dental restorative materials. Both monomers were light‐cured using 0.3% camphorquinone and 0.75% 2‐(dimethylamino)ethyl methacrylate as photoinitiators. The extent of monomer conversion and the potential for residual monomer leachability were compared between the two cured resins. The monofunctional resin was found to yield higher monomer conversion values (74 vs. 39%) and lower leachable components (0.03 vs. 30.6 mol %) than those of the difunctional analog. © 1995 John Wiley & Sons, Inc.

Original languageEnglish (US)
Pages (from-to)705-716
Number of pages12
JournalJournal of Applied Polymer Science
Volume57
Issue number6
DOIs
StatePublished - Aug 8 1995

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Monomers
Resins
Dental materials
Propane
Methacrylates
Protons
Solubility
Viscosity

ASJC Scopus subject areas

  • Chemistry(all)
  • Surfaces, Coatings and Films
  • Polymers and Plastics
  • Materials Chemistry

Cite this

Synthesis and characterization of a monofunctional analog to BIS‐GMA : A dental monomer. / Tamareselvy, K.; Rueggeberg, F. A.

In: Journal of Applied Polymer Science, Vol. 57, No. 6, 08.08.1995, p. 705-716.

Research output: Contribution to journalArticle

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abstract = "A new monofunctional BIS‐GMA monomer, 4‐(2‐phenyl isopropyl)‐3‐phenoxy‐2‐hydroxy propyl methacrylate (monofunctional‐BIS‐GMA, hereafter abbreviated as MF‐BIS‐GMA) was synthesized as an adduct of 4‐cumylphenol and glycidyl methacrylate for use as a dental monomer. The new monomer was characterized by FTIR, 1H, 13C (attached proton test, APT), UV, HPLC, and GPC. The viscosity and solubility of the new resin are also presented. The results were compared with the difunctional analog, BIS‐GMA (2,2‐bis[4‐(2‐hydroxy‐3‐methacryloyloxypropoxy)]phenyl propane), which is commercially available and currently used in dental restorative materials. Both monomers were light‐cured using 0.3{\%} camphorquinone and 0.75{\%} 2‐(dimethylamino)ethyl methacrylate as photoinitiators. The extent of monomer conversion and the potential for residual monomer leachability were compared between the two cured resins. The monofunctional resin was found to yield higher monomer conversion values (74 vs. 39{\%}) and lower leachable components (0.03 vs. 30.6 mol {\%}) than those of the difunctional analog. {\circledC} 1995 John Wiley & Sons, Inc.",
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