华南理工大学学报(自然科学版) ›› 2017, Vol. 45 ›› Issue (11): 57-62.doi: 10.3969/j.issn.1000-565X.2017.11.008

• 材料科学与技术 • 上一篇    下一篇

含碘甲基丙烯酸酯单体的合成及在牙科树脂中的应用

刘芳 朱文彬 何经纬   

  1. 华南理工大学 材料科学与工程学院,广东 广州 510640
  • 收稿日期:2017-03-22 修回日期:2017-04-18 出版日期:2017-11-25 发布日期:2017-10-01
  • 通信作者: 何经纬(1982-),男,博士,讲师,主要从事牙科复合树脂研究. E-mail:msjwhe@scut.edu.cn
  • 作者简介:刘芳(1964-),男,博士,教授,博士生导师,主要从事生物医用材料研究. E-mail:mcfliu@scut.edu.cn
  • 基金资助:
    广东省自然科学基金资助项目(2015A030310338)

Synthesis of Iodine-Containing Methacrylate Monomer and its Application in Dental Resin

LIU Fang ZHU Wen-bin HE Jing-wei   

  1. School of Materials Science and Engineering,South China University of Technology,Guangzhou 510640,Guangdong,China
  • Received:2017-03-22 Revised:2017-04-18 Online:2017-11-25 Published:2017-10-01
  • Contact: 何经纬(1982-),男,博士,讲师,主要从事牙科复合树脂研究. E-mail:msjwhe@scut.edu.cn
  • About author:刘芳(1964-),男,博士,教授,博士生导师,主要从事生物医用材料研究. E-mail:mcfliu@scut.edu.cn
  • Supported by:
    Supported by the Natural Science Foundation of Guangdong Province(2015A030310338)

摘要: 合成了含碘的甲基丙烯酸酯单体 1-(2,3,5-三碘苄基)-N-甲基丙烯酰氧乙基氨 基甲酸酯(TIMEC),通过核磁共振氢谱( 1 H-NMR)和傅里叶变换红外光谱(FT-IR)确认其 结构与设计结构相符. 将 TIMEC 加入到双酚 A 甲基丙烯酸缩水甘油酯/聚三乙二醇二甲 基丙烯酸酯(Bis-GMA/TEGDMA)光固化树脂体系中制备 X 射线阻射性牙科树脂,研究了 单体含量(质量分数)对树脂的相对 X 射线阻射性(RXO)、双键转化率、体积收缩率、吸水 率、溶解率和力学性能的影响;发现:与对照组相比,含 TIMEC 的树脂的相对 X 射线阻射 性显著提高,吸水率、溶解率以及收缩率也有不同程度的改善;虽然某些配方的树脂的双 键转化率和力学性能有所下降,但含 20% TIMEC 的树脂的各项性能都较为优良,RXO 值 达 113%,双键转化率为 57. 5%,体积收缩率为 6. 41%,吸水率为 2. 65%,溶解率为 0. 49%,弯曲模量为 3038MPa,弯曲强度为 123. 1MPa,除双键转化率外均优于对照组,表 明含 TIMEC 的树脂具较大的应用潜力.

关键词: 牙科树脂, 甲基丙烯酸酯单体, 物理化学性能, 造影剂, X 射线阻射性

Abstract: 2,3,5-triiodobenzyl methacryloyloxyethylcarbamate (TIMEC),an iodine-containing methacrylate mono- mer,was synthesized,and the consistency of its structure with the designed one was confirmed by means of 1 H- NMR and FT-IR. Then,the monomer was incorporated into the Bis-GMA/TEGDMA light-curable dental resin sys- tem to prepare a X-ray radio-opaque dental resin,and the effects of the monomer mass concentration on the relative radiopacity (RXO),double bond conversion (DC),volumetric shrinkage (VS),water sorption (WS),solubili- ty (SL) and mechanical properties of the TIMEC-containing resin formulations were investigated.It is found that,as compared with the control resin,namely the Bis-GMA/TEGDMA without TIMEC,the TIMEC-containing resins are of higher RXO and lower WS,SL and VS.Moreover,although the DC and mechanical properties of part resins are moderately reduced,the resin containing 20% TIMEC is excellent in each index,specifically,its RXO,DC,VS,WS,SL,flexural modulus and flexural strength are 113%,57. 5%,6. 41%,2. 65%,0. 49%,3038MPa and 123. 1MPa respectively,all of which are superior to those of the control resin except the DC.The results show that TIMEC is of potential application prospects.

Key words: dental resin, methacrylate monomer, physicochemical properties, contrasting agents, X-ray radiopacity

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