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 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.

Download Full-text

Systematic Characterization of Different Quaternary Ammonium Salts to be Used in Organoclays

Materials Science Forum ◽

10.4028/www.scientific.net/msf.727-728.1552 ◽

2012 ◽

Vol 727-728 ◽

pp. 1552-1556

Author(s):

Renata Barbosa ◽

Dayanne Diniz Souza ◽

Edcleide Maria Araújo ◽

Tomás Jefférson Alves de Mélo

Keyword(s):

Thermal Stability ◽

Quaternary Ammonium ◽

Chemical Structure ◽

Quaternary Ammonium Salts ◽

Ammonium Salts ◽

Degradation Mechanisms ◽

Scanning Calorimetry ◽

Higher Temperature ◽

Thermal Stability Of

Studies of degradation have verified that the decomposition of some quaternary ammonium salts can begin to be significant at the temperature of about 180 ° C and like most thermoplastics are processed at least around this temperature, the thermal stability of the salt in clay should always be considered. Some salts are more stable than others, being necessary to study the degradation mechanisms of each case. In this work, four quaternary ammonium salts were characterized by differential scanning calorimetry (DSC) and thermogravimetry (TG). The results of DSC and TG showed that the salts based chloride (Cl-) anion begin to degrade at similar temperatures, while the salt based bromide (Br-) anion degrades at higher temperature. Subsequently, a quaternary ammonium salt was chosen to be used in organoclays, depending on its chemical structure and its thermal behavior.

Download Full-text

Synthesis of Amidation Agents and their Reactivity in Condensation Reactions

Synthesis ◽

10.1055/a-1334-6916 ◽

2020 ◽

Author(s):

Roberto Sole ◽

Vanessa Gatto ◽

Silvia Conca ◽

Lodovico Agostinis ◽

Noemi Bardella ◽

...

Keyword(s):

Quaternary Ammonium ◽

Quaternary Ammonium Salts ◽

Ammonium Salts ◽

The Novel ◽

Reaction Conditions ◽

1H And 13C Nmr ◽

Full Characterization ◽

Ft Ir

Nowadays, the development of new approaches which smartly bypass the use of harsh reaction conditions and hazardous chemicals covers a pivotal role. In this research paper the synthesis, characterization and application of novel libraries of triazine bis-quaternary ammonium salts, employed as coupling agents to produce amides, is reported. Full characterization of the novel compounds by 1H and 13C NMR, FT-IR spectroscopy, ESI-HRMS and elemental analysis (EA) is provided. Furthermore, a comparison in terms of activity of the preformed triazine compounds versus in situ formulations has been evaluated for the formation of amides in the presence of phenylethylamine and different aliphatic or aromatic acids. A possible correlation between the chemical structure of the triazine and their reactivity for the formation of the triazine bis-quaternary ammonium salts is also reported. Moreover, best performing condensation agents have been further tested for the cross-linking of collagen powder as possible wet white tanning systems, for sustainable and environmentally friendly leather tanning.

Download Full-text

Synthesis and Correlation of Aggregation and Antimicrobial Properties of Homochiral Quaternary Ammonium Bromides Derived from Camphoric Acid

European Pharmaceutical Journal ◽

10.2478/afpuc-2020-0017 ◽

2021 ◽

Vol 0 (0) ◽

Author(s):

R. Mikláš ◽

N. Miklášová ◽

M. Bukovský

Keyword(s):

Quaternary Ammonium ◽

Cationic Surfactants ◽

Antifungal Agents ◽

Inhibitory Concentration ◽

Antimicrobial Properties ◽

Quaternary Ammonium Salts ◽

Ammonium Salts ◽

The Novel ◽

Benzalkonium Bromide ◽

Camphoric Acid

Abstract A group of homochiral quaternary ammonium salts bearing hydrophobic camphoric acid-derived moiety was synthesized and characterized. The aggregation properties of the prepared compounds were evaluated by surface tension measurements, and the critical micelle concentration (CMC) was calculated. The novel quaternary ammonium bromides were tested as antimicrobial and antifungal agents, and their minimal inhibitory concentration (MIC) was evaluated and compared to clinically used benzalkonium bromide (BAB). Correlation of MIC with CMC reveals that monomers of prepared cationic surfactants, instead of micelles, are primarily responsible for antimicrobial activity.

Download Full-text