Volume 42, Issue 4 pp. 985-998
Article

Synthesis and characterization of a novel, fluoride-releasing dimethacrylate monomer and its dental composite

Xiaoming Xu

Corresponding Author

Xiaoming Xu

Department of Operative Dentistry and Biomaterials, Health Sciences Center, Louisiana State University School of Dentistry, 1100 Florida Avenue, P.O. Box 137, New Orleans, Louisiana 70119

Department of Operative Dentistry and Biomaterials, Health Sciences Center, Louisiana State University School of Dentistry, 1100 Florida Avenue, P.O. Box 137, New Orleans, Louisiana 70119Search for more papers by this author
Long Ling

Long Ling

Department of Operative Dentistry and Biomaterials, Health Sciences Center, Louisiana State University School of Dentistry, 1100 Florida Avenue, P.O. Box 137, New Orleans, Louisiana 70119

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Xingzhe Ding

Xingzhe Ding

Department of Operative Dentistry and Biomaterials, Health Sciences Center, Louisiana State University School of Dentistry, 1100 Florida Avenue, P.O. Box 137, New Orleans, Louisiana 70119

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John O. Burgess

John O. Burgess

Department of Operative Dentistry and Biomaterials, Health Sciences Center, Louisiana State University School of Dentistry, 1100 Florida Avenue, P.O. Box 137, New Orleans, Louisiana 70119

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First published: 06 January 2004
Citations: 18

Abstract

A novel, fluoride-releasing dimethacrylate monomer containing zirconium fluoride chelate for use in dental composites was synthesized by an efficient four-step procedure starting from 4,4-bis-(4-hydroxyphenyl)-pentanoic acid and was characterized by electrospray mass spectrometry, Fourier transform infrared (FTIR), and 1H and 13C NMR spectroscopies. The synthesized monomer was photopolymerized with camphorquinone and 1-phenyl-1,2-propane-dione as initiators and N,N-dimethylaminoethyl methacrylate as an accelerator. The photopolymerization process was investigated by FTIR spectroscopy. The experimental composite containing 13.7 wt % of the synthesized monomer was tested for fluoride release, fluoride recharge, compressive strength, and flexure strength, each in comparison to three commercial flowable dental composites. The results showed that the experimental composite had significantly higher fluoride release and fluoride recharge capabilities than the commercial flowable composites. The flexure strength was comparable to the commercial materials. The water sorption and solubility met the requirements of the International Organization for Standardization 4049 and the American National Standards Institute/American Dental Association Specification Number 27. © 2004 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 42: 985–998, 2004

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