Synthesis of New Antibacterial Acrylic Monomer and Its Application in Dental Restoration Resin-based

doi:10.7503/cjcu20120644

Abstract

Abstract:

Two acrylic monomers 2-(methacryloyloxy) ethyl 6-bromohexanoate pyridinium(MEBH-Py) and 2-(methacryloyloxy) ethyl 11-bromoundecanoate pyridinium(MEBU-Py) with antibacterial property were synthesized and copolymerized with the commercial dental restorative resin Single Bond Ⅱ adhesive(3M ESPE dental products) to prepare modified binding agent with antibacterial activity to prevent second caries. The two monomers had good solubility in common solvents such as water, methanol. They could be dissolved in methyl methacrylate, hydroxyethyl methacrylate and other common dental resin. The results showed the two monomers could be copolymerized with commercial resin based restoratives. The monomers MEBH-Py and MEBU-Py got decomposed at 267.6 and 247.9 ℃ respectively and the minimal inhibitory concentration(MIC) of MEBH-Py and MEBU-Py were 6 and 1 mg/mL for E. coli JM05, respectively. The surface antibacterial efficiency for E. coli JM05 of the modified cured systems containing 1.49%—5.58% monomers were all up to 98%. The residual unpolymerized MEBH-Py or MEBU-Py were detected scarcely in the solution dipped out of the modified binder by UV-Vis analysis. The pyridinium salt groups were enriched on the surface of the modified binder by X-ray photoelectron spectroscopy(XPS) which could be the reason of high antibacterial efficiency while low content of MEBH-Py or MEBU-Py. Thus, the two monomers have good thermal stability, good bactericidal activity and polymerizable property; they may be used in many other fields to achieve antibacterial materials.

Key words: Dental material, Antibacterial activity, Pyridinium salt, Acrylate

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ZHAO Zhong-Ling, LIAN Yan-Qing. Synthesis of New Antibacterial Acrylic Monomer and Its Application in Dental Restoration Resin-based[J]. Chem. J. Chinese Universities, 2013, 34(3): 708.

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Synthesis of New Antibacterial Acrylic Monomer and Its Application in Dental Restoration Resin-based

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