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

2021 ◽  
Vol 0 (0) ◽  
Author(s):  
R. Mikláš ◽  
N. Miklášová ◽  
M. Bukovský

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.

2014 ◽  
Vol 61 (2) ◽  
pp. 42-48 ◽  
Author(s):  
R. Mikláš ◽  
N. Miklášová ◽  
M. Bukovský ◽  
F. Devínsky

Abstract A group of homochiral imidazolium salts bearing hydrophobic camphor derived moiety and ester or amide functional group were synthesized and characterized. The novel imidazolium bromides were tested as antimicrobial and antifungal agents and their minimal inhibitory concentration (MIC) was evaluated and compared to clinically used benzalkonium bromide (BAB) and carbethopendecinium bromide. The MIC values of amide derivatives 2a and 2b were slightly smaller than those for BAB, indicating their good activity. None of the prepared salts was more effective than carbethopendecinium bromide. The biocidal efficacy of amide derivatives was much higher compared to the ester analogues.


Molecules ◽  
2019 ◽  
Vol 24 (8) ◽  
pp. 1464 ◽  
Author(s):  
Ugochukwu C. Okeke ◽  
Chad R. Snyder ◽  
Stanislav A. Frukhtbeyn

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.


Author(s):  
N. S. Shmakova ◽  
I. A. Kirsh ◽  
V. A. Romanova

When creating filled polymer composite materials, difficulties often arise due to poor compatibility of polymers with modifying additives. To solve such problems, surface-active substances (SAS) are successfully used in many industries, but they are practically not used in polymer processing. This is largely due to the insufficient assortment of surfactants produced that are suitable for introduction into polymers, especially film-forming ones. Anionic and nonionic surfactants are used in the synthesis and processing of elastomers, but they are not used in the production of film materials. As for the use of cationic surfactants, there are still no data at all. They differ from other types of surfactants in a variety of structures, in the number and relative positions of cationic centers and hydrophobic radicals, and also in antimicrobial properties. The prospects of using quaternary ammonium salts for the modification of packaging materials are shown. The expediency of using cationic surfactants for the modification of polymeric materials is proved. It is shown that the use of quaternary ammonium salts improves the physical and mechanical properties of films based on polyethylene and polypropylene. It is proved that cationic surfactants are technologically compatible with polyolefins, which allows the processing of polymer compositions by extrusion. Today, the most common polymers for food packaging are polyethylene and polypropylene. This is due to their low cost, safety in contact with food products, and suitability for processing into films of different thicknesses. More and more attention is being paid to the creation of packaging materials with antimicrobial properties. The imparting of such properties is achieved by introducing an antimicrobial additive into the polymer melt. It is most expedient to introduce additives directly into the melt of the polymer composition during processing, since, for example, during the extrusion process, polymer homogenization with the additive.


1975 ◽  
Vol 9 (1) ◽  
pp. 23-25
Author(s):  
A. A. Gamburyan ◽  
N. A. Babiyan ◽  
Yu. Z. Ter-Zakharyan ◽  
L. A. Shatverova ◽  
O. L. Mndzhoyan

Molecules ◽  
2017 ◽  
Vol 22 (11) ◽  
pp. 1810 ◽  
Author(s):  
Bogumił Brycki ◽  
Anna Koziróg ◽  
Iwona Kowalczyk ◽  
Tomasz Pospieszny ◽  
Paulina Materna ◽  
...  

2021 ◽  
pp. 130103
Author(s):  
Mirela Samardžić ◽  
Mateja Budetić ◽  
Aleksandar Széchenyi ◽  
Dean Marković ◽  
Pavo Živković ◽  
...  

Synthesis ◽  
2020 ◽  
Author(s):  
Roberto Sole ◽  
Vanessa Gatto ◽  
Silvia Conca ◽  
Lodovico Agostinis ◽  
Noemi Bardella ◽  
...  

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.


Sign in / Sign up

Export Citation Format

Share Document