Development of Novel Polymerizable Antibacterial Monomer and Its Antibacterial Effects on Dental Adhesive †

doi:10.7503/cjcu20190138

Chem. J. Chinese Universities ›› 2019, Vol. 40 ›› Issue (9): 2028.doi: 10.7503/cjcu20190138

• Polymer Chemistry • Previous Articles Next Articles

Development of Novel Polymerizable Antibacterial Monomer and Its Antibacterial Effects on Dental Adhesive ^†

XU Jiajia¹,LI Xiaojun¹,ZHU Weipu²,DUAN Zhuhui¹,MAO Yingjie¹,LI Xiaodong^1,^*()

^1. The Affiliated Stomatology Hospital, College of Medicine
^2. Department of Polymer Science and Engineering, Zhejiang University, Hangzhou 310006, China

Received:2019-03-05 Online:2019-09-10 Published:2019-07-16
Contact: LI Xiaodong E-mail:cisarli@zju.edu.cn
Supported by:
? Supported by the National Natural Science Foundation of China(31670971, 81600835);the Zhejiang Province Nature Science Foundation of China(LZ16H140001, LY18C100001);the Zhejiang Medical and Health Science and Technology Program, China(015KYB228)

Abstract

Abstract:

The object of the present study was to Functionalize adhesive system with antibacterial activity without interfering the bonding effect, to kill bacteria residue on cavity and prevent bacteria from colonization on the margins of bonding. The fluorine-containing imidazolium salt antibacterial monomer was synthesized by the combination reaction of 1-chlorododecane and 1-vinylimidazole, and the replacement reaction to introduce fluoride ion. The synthesized intermediate product and final product were characterized by nuclear magnetic resonance spectroscopy. Fluoride ion was introduced into the bonding system in the form of organic fluorine, and the release behavior of fluoride ion from the functionalized adhesive was studied. The antibacterial experiment showed that the functionalized adhesive was endowed with good antibacterial property, which realized targeted anti-caries ability. The bond strength test indicated that the functionalization with the fluorine-containing imidazolium salt monomer did not affect the bonding performance of the adhesive. These results suggested that adhesive functionalized with the fluorine-containing imidazolium salt monomer had potential for reducing the occurrence of clinical secondary caries.

Key words: Fluorine-containing imidazolium salt, Antibacterial monomer, Bonding effectiveness, Dental adhesive

TrendMD:

XU Jiajia, LI Xiaojun, ZHU Weipu, DUAN Zhuhui, MAO Yingjie, LI Xiaodong. Development of Novel Polymerizable Antibacterial Monomer and Its Antibacterial Effects on Dental Adhesive ^†[J]. Chem. J. Chinese Universities, 2019, 40(9): 2028.

Figures/Tables 6

Fig.1 1H NMR spectra of the fluorine-containing imidazolium

Fig.2 Fluorine-release from the cured fluorine-containing imidazolium modified adhesive

Fig.3 Antibacterial effects of the fluorine-containing imidazolium modified adhesive (A) Staphylococcus aureus; (B) Escherichia coli; (C) Streptococcus mutans UA159. a. Blank glass slide; b. glass slide coated with Prime & Bond NT; c. glass slide coated with Optibond S; d. glass slide coated with Single-bond Universal; e. glass slide coated with functional monomer-modified adhesion. The glass slides of group e show obvious bacterial inhibition zone.

Fig.4 Bonding effectiveness of the functional monomer-modified adhesion

References 17

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Development of Novel Polymerizable Antibacterial Monomer and Its Antibacterial Effects on Dental Adhesive ^†

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