Benzalkonium Salts of Amino Acids – Physicochemical Properties and Anti-Microbial Activity

Ossowicz, Paula; Januś, Ewa; Błaszak, Magdalena; Zatoń, Kinga; Rozwadowski, Zbigniew

doi:10.3139/113.110524

Cited by 6 publications

(6 citation statements)

References 39 publications

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“…All AAILs were identified by NMR spectroscopy. The complete assignments of 1 H NMR and 13 C NMR were presented only for new tBMA, DDTMA, HDTMA, and ODTMA salts of amino acids because TBA, DDA, BA, Chol, and EMIM salts have been previously described [1,23,24,25,30,31,32,33,34]. However, the spectroscopic and physicochemical data have never been compared to each other.…”

Section: Resultsmentioning

confidence: 99%

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The Relationship between the Structure and Properties of Amino Acid Ionic Liquids

et al. 2019

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Ionic liquids based on different l-amino acids (glycine, l-valine, l-leucine, l-isoleucine, l-histidine, l-methionine, l-tyrosine, l-tryptophan, l-arginine, and l-threonine) and different cations (tetrabutylammonium (TBA), tributylmethylammonium (tBMA), didecyldimethylammonium (DDA), (2-hydroxyethyl)trimethylammonium (choline) (Chol), alkyl(C12-C14) dimethylbenzylammonium (benzalkonium) (BA), dodecyltrimethylammonium (DDTMA), hexadecyltrimethylammonium (HDTMA), octadecyltrimethylammonium (ODTMA) and 1-ethyl-3-methylimidazolium (EMIM)) have been synthesized and characterized by NMR and FTIR. Viscosity, specific rotation, surface activity, thermal stability (TG), and phase transformations (DSC) have been determined and compared with available data. Furthermore, benzalkonium, didecyldimethylammonium, dodecyltrimethylammonium, hexadecyltrimethylammonium, and octadecyltrimethylammonium amino acid ionic liquids have been shown to exhibit surface activity. The dissolution of cellulose in amino acid ionic liquids (AAILs) composed of various cations was also investigated. Cellulose was only dissolved in EMIM salts of amino acids. In particular, the influence of the cation type on selected physicochemical and spectroscopic properties were discussed. The article is a mini review on amino acid ionic liquids.

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Section: Resultsmentioning

confidence: 99%

“…na – not analyzed/not available; a) Data from [35]; b) Data from [34]; c) Data from [36]; d) Data from Supplementary Materials for [26]. …”

Section: Figures Scheme and Tablesmentioning

confidence: 99%

The Relationship between the Structure and Properties of Amino Acid Ionic Liquids

et al. 2019

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“…The selected synthetic methodology to prepare the desired ionic liquids consisted in two followed steps: (i) preparation of hydroxide form of the desired cation, through an anion exchange reaction using a ion exchange resin (Amberlyst A26 (OH)) [52][53][54] and, subsequently, (ii) acid-base reaction using the selected carboxylate acid (acetic, propanoic, hexanoic) as illustrated in Scheme 1. This methodology has the advantage to prepare halide-free ILs, contrarily to the conventional metathesis reaction, which produces inorganic salts as by-product.…”

Section: Synthesis and Structural Analysis Of Ilsmentioning

confidence: 99%

“…The desired ionic liquids were synthesised according to an adapted synthetic procedure already reported in the literature, which avoid the formation of inorganic salts during the ILs synthesis. [52][53][54][55] The ion-exchange resin, Amberlyst A26 (OH) (ca. 1.5 equivalents) was added to the halide salt of the desired cation ([BE]Cl or [DDA]Br, ca.…”

Section: General Procedures For Synthesis Of Ionic Liquidsmentioning

confidence: 99%

Development of cellulose-based polymeric structures using dual functional ionic liquids

et al. 2021

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“…Ossowicz et al [27] explored the potential of benzalkonium quaternary ammonium salts combined with amino acids as anions (see Figure 7) as a non-toxic alternative to counter ions. The antimicrobial and surface activity of each compound and a comparison with benzalkonium chloride was performed.…”

Section: Ionic Systems As Antiseptic and Disinfectantsmentioning

confidence: 99%

Ionic Systems and Nanomaterials as Antiseptic and Disinfectant Agents for Surface Applications: A Review

Faísca¹,

Filipe²,

Petrovski³

et al. 2021

Surfaces

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Antiseptics and disinfectants are extensively used for a variety of topical and hard-surface applications. A wide variety of biocides as active chemical agents is found in these products, including alcohols, phenols, iodine, and chlorine. Many of these active agents demonstrate broad-spectrum antimicrobial activity; however, the mode of action of these agents is not well-documented. This review is focused on several examples of ionic systems based on ionic surfactants and ionic liquids as well as nanomaterials and nanoparticles acting as antiseptics and disinfectants for surfaces. It is important to note that many of these biocides may be used singly or in combination in a variety of products, which vary considerably in activity against microorganisms. Antimicrobial activity can be influenced by several factors such as formulation effects, presence of an organic load, synergy, temperature, dilution, and test method. The most promissory compounds based on ionic systems and nanomaterials published in mainly the last decade is chronologically reported in this review.

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Benzalkonium Salts of Amino Acids – Physicochemical Properties and Anti-Microbial Activity

Cited by 6 publications

References 39 publications

The Relationship between the Structure and Properties of Amino Acid Ionic Liquids

The Relationship between the Structure and Properties of Amino Acid Ionic Liquids

Development of cellulose-based polymeric structures using dual functional ionic liquids

Ionic Systems and Nanomaterials as Antiseptic and Disinfectant Agents for Surface Applications: A Review

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