Micellization behavior of the ionic liquid lauryl isoquinolinium bromide in aqueous solution

Zhang, Xiaohong; Peng, Xinying; Ge, Lingling; Yu, Lei; Liu, Zhimin; Guo, Rong

doi:10.1007/s00396-013-3151-2

Cited by 16 publications

(6 citation statements)

References 46 publications

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“…Lauryl isoquinolinium bromide, studied by Zhang et al [56], was compared with homologs of different hydrophobicities and with typical surfactant lauryl pyridinium bromide. The CMC value evaluated was treated in term of π-π stacking effect contributed by aromatic rings.…”

Section: Structural Diversity Of Biocompatible and Ecologically Frmentioning

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: Structural Diversity Of Biocompatible and Ecologically Frmentioning

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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show abstract

“…The role of ILs on aggregation behavior of the surfactants/block copolymers has been studied and it could be beneficial to elevate the properties of surfactants/block copolymers and that basically widens its application in related industrial areas. The pyridinium and imidazolium based ILs is considered to be an important class of cations in the surface active ILs family, and their aggregation has been thoroughly studied in aqueous solutions [ 29 , 30 , 31 , 32 , 33 ]. Recently, P. Venkatesu and his co-worker has shown the outcome of 1-alkyl-3-methylimidazolium chloride based ILs on the thermo-responsive triblock copolymer, (PEG-PPG-PEG) by using various methods such as fluorescence spectroscopy, viscosity, dynamic light scattering, and Fourier transform infrared spectroscopy [ 34 ].…”

Section: Introductionmentioning

confidence: 99%

Dependency of Anion and Chain Length of Imidazolium Based Ionic Liquid on Micellization of the Block Copolymer F127 in Aqueous Solution: An Experimental Deep Insight

et al. 2017

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Abstract:The non-ionic triblock copolymer, Pluronic ® F127, has been selected to observe its interaction with ionic liquids (ILs) in aqueous solutions by using DLS, surface tension, and viscosity measurements. The Critical Micelle Concentration (CMC) of F127 increased with the addition of ILs, which appeared logical since it increases the solubility of PPO (and PEO) moiety, making it behaves more like a hydrophilic block copolymer that is micellized at a higher copolymer concentration. The results from DLS data showed good agreement with those obtained from the surface tension measurements. Upon the addition of ILs, the tendency in micellar size reduction was demonstrated by viscosity results, and therefore, intrinsic viscosity decreased compared to pure F127 in aqueous solution. The results were discussed as a function of alkyl chain length and anions of imidazolium based ILs.

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“…It should be mentioned here that various experimental methods may see different thresholds for micellization . The conductivity of the solution decreases at the cmc owing to the lower mobility of the larger micelles, while surface-tension-based cmc is measured because the surface tension is sensitive to the adsorption of surfactant at the surface, which sometimes could lead to the conductivity-based cmc being higher than the surface-tension-based cmc. − …”

Section: Resultsmentioning

confidence: 99%

Micellization of Lactosylammonium Surfactants with Different Counter Ions and Their Interaction with DNA

et al. 2016

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So far, the studies about the physical chemical properties of sugar-based surfactants have been still unsystematic; most of the studies have been focused on nonionic sugar-based surfactants. In the present work, we studied the micellization of four lactose-based surfactants, with the same headgroup (lactosylammonium) and the same hydrophobic alkyl chain (dodecyl) but different counterions (malonate, adipate, propionate, and hexanoate), at 25.0 and/or 50.0 °C. We found that these four surfactants could decrease the surface tension of water to ca. 30 mN/m. When the number of carboxylate groups in the counterion was the same, the counterion having a shorter alkyl chain could lead to a smaller minimum area per surfactant molecule. Moreover, the surfactants with monocarboxylates as counterions had much lower critical micelle concentrations than those with dicarboxylates as counterions, and the micelles from the former surfactants had a lower counterion binding degree. The lactosylammonium surfactants could bind with DNA, and low content of the surfactant could decrease the CD signal of DNA, while high content of the surfactant could make DNA unfold somewhat.

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Micellization behavior of the ionic liquid lauryl isoquinolinium bromide in aqueous solution

Cited by 16 publications

References 46 publications

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

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

Dependency of Anion and Chain Length of Imidazolium Based Ionic Liquid on Micellization of the Block Copolymer F127 in Aqueous Solution: An Experimental Deep Insight

Micellization of Lactosylammonium Surfactants with Different Counter Ions and Their Interaction with DNA

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