含氟抗菌单体的合成和抗菌口腔粘接材料的构建  

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

作　　者：许佳佳 李晓军[1] 朱蔚璞 段铸辉 毛英杰[1] 李晓东[1] XU Jiajia;LI Xiaojun;ZHU Weipu;DUAN Zhuhui;MAO Yingjie;LI Xiaodong(The Affiliated Stomatology Hospital,College of Medicine,Zhejiang University,Hangzhou 310006,China;Department of Polymer Science and Engineering,Zhejiang University,Hangzhou 310006,China)

机构地区：[1]浙江大学医学院附属口腔医院,杭州310006 [2]浙江大学医学院高分子科学与工程学系,杭州310006

出　　处：《高等学校化学学报》2019年第9期2028-2032,共5页Chemical Journal of Chinese Universities

基　　金：国家自然科学基金(批准号:31670971,81600835);浙江省自然科学基金(批准号:LZ16H140001,LY18C100001);浙江省医药卫生科技项目(批准号:015KYB228)资助~~

摘　　要：将1-氯代十二烷与1-乙烯基咪唑进行季铵化反应制备咪唑盐单体,用氟置换氯离子,制得含氟咪唑盐可聚合抗菌单体,利用氢核磁共振波谱对合成的中间产物及含氟咪唑盐可聚合抗菌单体进行表征.将氟离子以有机氟的形式引入粘接系统中,通过释氟试验和接触抗菌实验研究了含氟咪唑盐抗菌单体改性粘接剂的氟离子释放行为和粘接剂的抗菌性能.同时,利用粘接强度测试检测含氟咪唑盐可聚合抗菌单体改性对粘接剂粘接性能的影响.研究结果表明,所合成的含氟咪唑盐可聚合抗菌单体具有良好的抗菌作用,能实现靶向防龋能力,且添加到粘接系统中后不影响粘接剂的粘接性能,具有潜在的临床价值.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.

关 键 词：含氟咪唑盐 可聚合抗菌单体 粘接强度 口腔粘接剂 

分 类 号：O632.2[理学—高分子化学]