Next Article in Journal
Discovery and Computational Analyses of Novel Small Molecule Zika Virus Inhibitors
Next Article in Special Issue
Hydro/Deutero Deamination of Arylazo Sulfones under Metal- and (Photo)Catalyst-Free Conditions
Previous Article in Journal
Structure–Activity Relationships of the Tetrapeptide Ac-His-Arg-(pI)DPhe-Tic-NH2 at the Mouse Melanocortin Receptors: Modification at the (pI)DPhe Position Leads to mMC3R Versus mMC4R Selective Ligands
 
 
Search for Articles:
Title / Keyword
Author / Affiliation / Email
Journal
Article Type
 
 
Advanced Search
 
Section
Special Issue
Volume
Issue
Number
Page
 
Journals
Molecules
Volume 24
Issue 8
10.3390/molecules24081464
molecules-logo
Submit to this Journal Review for this Journal Propose a Special Issue
► Article Menu

Article Menu

share Share announcement Help format_quote Cite question_answer Discuss in SciProfiles
first_page
settings
Order Article Reprints
Font Type:
Arial Georgia Verdana
Font Size:
Aa Aa Aa
Line Spacing:
Column Width:
Background:
Article

Synthesis, Purification and Characterization of Polymerizable Multifunctional Quaternary Ammonium Compounds

by
Ugochukwu C. Okeke
1,*,
Chad R. Snyder
2 and
Stanislav A. Frukhtbeyn
1,*
1
Volpe Research Center, American Dental Association Foundation, 100 Bureau Dr., Stop 8546, Gaithersburg, MD 20899, USA
2
Materials Science and Engineering Division, National Institute of Standards and Technology, 100 Bureau Dr., Stop 8546, Gaithersburg, MD 20899, USA
*
Authors to whom correspondence should be addressed.
Molecules 2019, 24(8), 1464; https://doi.org/10.3390/molecules24081464
Submission received: 28 February 2019 / Revised: 3 April 2019 / Accepted: 12 April 2019 / Published: 13 April 2019
(This article belongs to the Special Issue Recent Synthetic Aspects on the Chemistry of Nitro, Nitroso and Amino Compounds II)
Browse Figures
Versions Notes

Abstract

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 (1H, 13C and 2D 1H-13C 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.
Keywords: quaternary ammonium salts; antimicrobial monomers; antibacterial dental materials; tooth caries inhibition; Menschutkin reaction; copolymers; composites; resins quaternary ammonium salts; antimicrobial monomers; antibacterial dental materials; tooth caries inhibition; Menschutkin reaction; copolymers; composites; resins
Graphical Abstract

Share and Cite

MDPI and ACS Style

Okeke, U.C.; Snyder, C.R.; Frukhtbeyn, S.A. Synthesis, Purification and Characterization of Polymerizable Multifunctional Quaternary Ammonium Compounds. Molecules 2019, 24, 1464. https://doi.org/10.3390/molecules24081464

AMA Style

Okeke UC, Snyder CR, Frukhtbeyn SA. Synthesis, Purification and Characterization of Polymerizable Multifunctional Quaternary Ammonium Compounds. Molecules. 2019; 24(8):1464. https://doi.org/10.3390/molecules24081464

Chicago/Turabian Style

Okeke, Ugochukwu C., Chad R. Snyder, and Stanislav A. Frukhtbeyn. 2019. "Synthesis, Purification and Characterization of Polymerizable Multifunctional Quaternary Ammonium Compounds" Molecules 24, no. 8: 1464. https://doi.org/10.3390/molecules24081464

APA Style

Okeke, U. C., Snyder, C. R., & Frukhtbeyn, S. A. (2019). Synthesis, Purification and Characterization of Polymerizable Multifunctional Quaternary Ammonium Compounds. Molecules, 24(8), 1464. https://doi.org/10.3390/molecules24081464

Article Metrics

Back to TopTop