Synthesis, Purification and Characterization of Polymerizable Multifunctional Quaternary Ammonium Compounds

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 reso...

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Bibliographic Details
Published in:Molecules (Basel, Switzerland) Switzerland), 2019-04, Vol.24 (8), p.1464
Main Authors: Okeke, Ugochukwu C, Snyder, Chad R, Frukhtbeyn, Stanislav A
Format: Article
Language:English
Subjects:
Ammonium
Ammonium compounds
Ammonium salts
antibacterial dental materials
Antiinfectives and antibacterials
antimicrobial monomers
Calorimetry
Carbon
Coherence
Cold
composites
Cooling
Copolymers
Crystallization
Dental caries
Differential scanning calorimetry
Infrared spectroscopy
Magnetic resonance spectroscopy
Mass spectrometry
Mass spectroscopy
Menschutkin reaction
Nitrogen
NMR
NMR spectroscopy
Nuclear magnetic resonance
Phase transitions
Quantum phenomena
Quaternary ammonium compounds
Quaternary ammonium salts
resins
Roads & highways
Salts
Solvents
Thermal properties
Thermogravimetric analysis
tooth caries inhibition
Yield
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Summary: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.
ISSN:1420-3049
1420-3049
DOI:10.3390/molecules24081464