Objectives

A new quaternary ammonium monomer (QAM), triethylaminododecyl acrylate (TEADDA) was synthesized, in which the position of the functional groups was different from that of dimethylaminododecyl methacrylate (DMADDM). The objectives were to: (1) investigate the effect of the changed position of the functional groups on the mechanical properties, anti-biofilm activity and biocompatibility of adhesive resin, and (2) study the anti-bacterial mechanism of QAM to improve the performance of the adhesive system modified by QAM.

Methods

TEADDA and DMADDM were added into adhesives. Microtensile bond strength and surface charge density were measured. Multi-species biofilms were incubated on specimens for 16 h, 48 h and 72 h and analyzed via MTT assay, lactic acid measurement and confocal laser scanning microscopy. The ratio of different species of bacteria was measured by real-time polymerase chain reaction. Cytotoxicity and biocompatibility were analyzed by eluents cytotoxicity test and histological images of H&E staining via an animal study in rats.

Results

The mass fraction of TEDDA allowed to be added into adhesive was higher than that of DMADDM. However, even 10% TEADDA did not yield a strong anti-biofilm effect on biofilm growth, lactic acid production and bacteria compositions. TEADDA added into adhesives showed better mechanical properties but weaker anti-bacterial effect. There was no significant difference on cytotoxicity and biocompatibility between DMADDM and TEADDA.

Significance

The study could be helpful for the investigation of the anti-caries mechanism of QAMs, the design of new QAMs and the improvement of the anti-caries activity of the modified dental materials.

中文翻译：

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季铵单体中官能团位置的影响对牙科胶粘剂树脂的防龋效果

目标

合成了一种新的季铵单体（QAM），即丙烯酸三乙氨基十二烷基酯（TEADDA），其官能团的位置与甲基丙烯酸二甲氨基十二烷基酯的位置不同。目的是：（1）研究官能团位置的变化对胶粘剂树脂的机械性能，抗生物膜活性和生物相容性的影响，以及（2）研究QAM改善性能的抗菌机理。 QAM改良的胶粘剂体系。

方法

将TEADDA和DMADDM添加到粘合剂中。测量了微拉伸粘合强度和表面电荷密度。将多种生物膜在标本上孵育16小时，48小时和72小时，并通过MTT分析，乳酸测量和共聚焦激光扫描显微镜进行分析。通过实时聚合酶链反应测量不同细菌的比例。通过对大鼠的动物研究，通过洗脱液细胞毒性试验和H＆E染色的组织学图像分析了细胞毒性和生物相容性。

结果

允许添加到粘合剂中的TEDDA的质量分数高于DMADDM的质量分数。但是，即使是10％的TEADDA，也不会对生物膜生长，乳酸生成和细菌组成产生强烈的抗生物膜作用。添加到胶粘剂中的TEADDA表现出更好的机械性能，但较弱的抗菌作用。DMADDM和TEADDA在细胞毒性和生物相容性上没有显着差异。

意义

该研究可为研究QAMs的防龋机理，设计新的QAMs以及改善改性牙科材料的抗龋活性提供帮助。