Aggregation and reactivity in aqueous solutions of cationic surfactants and aromatic anions across concentration scales

Buurma, Niklaas J.

doi:10.1016/j.cocis.2017.10.005

Cited by 15 publications

(9 citation statements)

References 52 publications

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“…Occurrence of positively charged fragments in amphiphilic scaffold is responsible for their attractiveness in nanotechnological applications as antimicrobial and bioimaging agents [5,6], corrosion inhibitors [7], supramolecular catalysts [8], stabilizers of nanoparticles and nanocarriers [9,10], and, especially as, drug and gene nanocarriers [11]. Cationic head groups of surfactants provide their high affinity toward biopolyanions, such as DNA [12,13], cell membranes, and intracellular organelles, such as mitochondrion, thereby initiating the development of perspective field of therapy, the so-called mitochondrion medicine [14,15].…”

Section: Introductionmentioning

confidence: 99%

Cationic Surfactants: Self-Assembly, Structure-Activity Correlation and Their Biological Applications

Zakharova

Pashirova

Doktorovová

et al. 2019

IJMS

115

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The development of biotechnological protocols based on cationic surfactants is a modern trend focusing on the fabrication of antimicrobial and bioimaging agents, supramolecular catalysts, stabilizers of nanoparticles, and especially drug and gene nanocarriers. The main emphasis given to the design of novel ecologically friendly and biocompatible cationic surfactants makes it possible to avoid the drawbacks of nanoformulations preventing their entry to clinical trials. To solve the problem of toxicity various ways are proposed, including the use of mixed composition with nontoxic nonionic surfactants and/or hydrotropic agents, design of amphiphilic compounds bearing natural or cleavable fragments. Essential advantages of cationic surfactants are the structural diversity of their head groups allowing of chemical modification and introduction of desirable moiety to answer the green chemistry criteria. The latter can be exemplified by the design of novel families of ecological friendly cleavable surfactants, with improved biodegradability, amphiphiles with natural fragments, and geminis with low aggregation threshold. Importantly, the development of amphiphilic nanocarriers for drug delivery allows understanding the correlation between the chemical structure of surfactants, their aggregation behavior, and their functional activity. This review focuses on several aspects related to the synthesis of innovative cationic surfactants and their broad biological applications including antimicrobial activity, solubilization of hydrophobic drugs, complexation with DNA, and catalytic effect toward important biochemical reaction.

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Section: Introductionmentioning

confidence: 99%

Cationic Surfactants: Self-Assembly, Structure-Activity Correlation and Their Biological Applications

Zakharova

Pashirova

Doktorovová

et al. 2019

IJMS

115

View full text Add to dashboard Cite

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“…Hence, the picture observed by us is rather typical. Moreover, like other aromatic ions, the dye ions may be considered as large organic counterions with high affinity to the surfactant ion . However, these experiments were not accompanied by DLS measurements.…”

Section: Resultsmentioning

confidence: 99%

Kinetics of alkaline fading of methyl violet in micellar solutions of surfactants: Comparing Piszkiewicz's, Berezin's, and pseudophase ion‐exchange models

Laguta

El'tsov

Mchedlov‐Petrossyan

2018

Int J of Chemical Kinetics

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The micellar effect of surfactants of various types on the rate of the reaction between methyl violet and hydroxide ion is studied. The absorption spectra show that the cation of methyl violet is bound by micelles of all types at proper concentrations of surfactants. The observed rate constant in micellar systems containing nonionic Brij‐35, zwitterionic 3‐(dimethyldodecylammonio)‐propanesulfonate, cationic cetyltrimethylammonium bromide and hydroxide surfactants is higher, whereas in solutions of the anionic surfactant sodium dodecylsulfate is lower than that one in the surfactant‐free system. Piszkiewicz's, Berezin's, and pseudophase ion‐exchange models of the kinetic micellar effect are used for the treatment of the dependences of the above‐mentioned constants on the surfactant concentration. The values of the corresponding kinetic parameters are compared and discussed. The influence of nonionic, zwitterionic, and anionic micelles on the reaction rate is discussed on the basis of medium and concentration kinetic effects. The character of the cationic micelles effect is somewhat paradoxical. Although the observed pseudo–first‐order reaction rate constant substantially increases in the presence of such micelles, the second order‐rate constant in these micelles is lower than the corresponding value in surfactant‐free aqueous solution. As a possible explanation, the decrease in the reactivity of the HO– ions is proposed, owing to their electrostatic association with the cationic headgroups (“diverting effect”).

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“…In general, the solubilization of hydrophobic solute in water increases with the increase in hydrotrope concentration. However, surfactants form abundant well‐defined micellar structures at high concentration, at which the heterogeneous solvent system may impair the solubilization and subsequent reactivity of solute [62] . In comparison with chaotrope, hydrotropes exhibit an MHC above which hydrophobic solutes can be dissolved in aqueous hydrotropic solution and below which solutes can be precipitated.…”

Section: Mechanism Of Acid Hydrotropic Fractionation Of Lignocellulosesmentioning

confidence: 99%

Acid Hydrotropic Fractionation of Lignocelluloses for Sustainable Biorefinery: Advantages, Opportunities, and Research Needs

2021

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This Minireview provides a comprehensive discussion on the potential of using acid hydrotropes for sustainably fractionating lignocelluloses for biorefinery applications. Acid hydrotropes are a class of acids that have hydrotrope properties toward lignin, which helps to solubilize lignin in aqueous systems. With the capability of cleaving ether and ester bonds and even lignin‐carbohydrate complex (LCC) linkages, these acid hydrotropes can therefore isolate lignin embedded in the plant biomass cell wall and subsequently solubilize the isolated lignin in aqueous systems. Performances of two acid hydrotropes, that is, an aromatic sulfonic acid [p‐toluenesulfonic acid (p‐TsOH)] and a dicarboxylic acid [maleic acid (MA)], in terms of delignification and dissolution of hemicelluloses, and reducing lignin condensation, were evaluated and compared. The advantages of lignin esterification by MA for producing cellulosic sugars through enzymatic hydrolysis and lignin‐containing cellulose nanofibrils (LCNFs) through mechanical fibrillation from the fractionated water insoluble solids (WIS), and for obtaining less condensed lignin with light color, were demonstrated. The excellent enzymatic digestibility of maleic acid hydrotropic fractionation WISs was also demonstrated by comparing with WISs from other fractionation processes. The recyclability and reusability of acid hydrotropes were also reviewed. Finally, perspectives on future research needs to address key technical issues for commercialization were also provided.

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Aggregation and reactivity in aqueous solutions of cationic surfactants and aromatic anions across concentration scales

Cited by 15 publications

References 52 publications

Cationic Surfactants: Self-Assembly, Structure-Activity Correlation and Their Biological Applications

Cationic Surfactants: Self-Assembly, Structure-Activity Correlation and Their Biological Applications

Kinetics of alkaline fading of methyl violet in micellar solutions of surfactants: Comparing Piszkiewicz's, Berezin's, and pseudophase ion‐exchange models

Acid Hydrotropic Fractionation of Lignocelluloses for Sustainable Biorefinery: Advantages, Opportunities, and Research Needs

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