Volpe Research Center, American Dental Association Foundation, 100 Bureau Dr., Stop 8546, Gaithersburg, MD 20899, USA.
Materials Science and Engineering Division, National Institute of Standards and Technology, 100 Bureau Dr., Stop 8546, Gaithersburg, MD 20899, USA.
Molecules. 2019 Apr 13;24(8):1464. doi: 10.3390/molecules24081464.
Methacrylate analogs of quaternary ammonium salts functionalized with carboxylic (AMadh1 68.8% yield, AMadh2 53.2% yield) and methoxysilane (AMsil1 94.8% yield, AMsil2 36.0% yield) groups were synthesized via Menschutkin reaction. Fourier-transform infrared spectroscopy (FTIR), nuclear magnetic resonance spectroscopy (H, C and 2D H-C heteronuclear single quantum coherence (HSQC) NMR), mass spectrometry, thermogravimetric analysis (TGA) and differential scanning calorimetry (DSC) were utilized to validate structures and characterize thermal properties of the novel multifunctional quaternary ammonium salts synthesized. The potential adhesive, coupling and antimicrobial properties of these multifunctional monomers encourage their further comprehensive evaluation in conventional and experimental copolymers and composites.
通过曼尼希反应合成了带有羧酸(AMadh1 收率 68.8%,AMadh2 收率 53.2%)和甲氧基硅烷(AMsil1 收率 94.8%,AMsil2 收率 36.0%)官能团的季铵盐甲基丙烯酸酯类似物。利用傅里叶变换红外光谱(FTIR)、核磁共振波谱(H、C 和二维 H-C 异核单量子相干(HSQC)NMR)、质谱、热重分析(TGA)和差示扫描量热法(DSC)对合成的新型多功能季铵盐的结构进行了验证,并对其热性能进行了表征。这些多功能单体具有潜在的胶粘剂、偶联剂和抗菌性能,鼓励进一步在传统和实验共聚物及复合材料中对其进行全面评估。