Dimeric and monomeric surfactants derived from sulfur-containing amino acids

Faustino, Célia; Calado, António R. T.; García‐Río, Luis

doi:10.1016/j.jcis.2010.08.007

Cited by 54 publications

(68 citation statements)

References 41 publications

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“…The increased aggregation behaviour (vesicles formation, organogelators) was confirmed for fluorinated amphiphilic urea derivatives [12,13]. Single chain and double chain urea-based anionic surfactants (-alanine derivatives) [14] and anionic gemini surfactants derived from cysteine [15] showed better tendency to adsorb at the air/water interface than to form micelles. Urea-based gemini surfactants with octyl chains displayed cmc values comparable to other carboxylate surfactants of higher hydrocarbon chain length (decyl and dodecyl chains) [15] which is attributed to the hydrogen bonding ability of urea group [16].…”

Section: Introductionmentioning

confidence: 81%

“…Single chain and double chain urea-based anionic surfactants (-alanine derivatives) [14] and anionic gemini surfactants derived from cysteine [15] showed better tendency to adsorb at the air/water interface than to form micelles. Urea-based gemini surfactants with octyl chains displayed cmc values comparable to other carboxylate surfactants of higher hydrocarbon chain length (decyl and dodecyl chains) [15] which is attributed to the hydrogen bonding ability of urea group [16]. Increase of micelle ionization degree and decrease in anion selectivity of cetyltrimethylammonium bromide and cetyltrimethylammonium chloride micelles in presence of urea indicates a preferential headgroup solvation by urea squeezing the counterions out of the Stern layer [17].…”

Section: Introductionmentioning

confidence: 99%

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Urea-based gemini surfactants: Synthesis, aggregation behaviour and biological activity

Pisárčik

Pupák

Devı́nsky

et al. 2016

Colloids and Surfaces A: Physicochemical and Engineering Aspect

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Section: Introductionmentioning

confidence: 81%

Section: Introductionmentioning

confidence: 99%

Urea-based gemini surfactants: Synthesis, aggregation behaviour and biological activity

Pisárčik

Pupák

Devı́nsky

et al. 2016

Colloids and Surfaces A: Physicochemical and Engineering Aspect

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“…In the present study, we calculated the value of Γ max on the basis of n 3, where complete dissociation of the surfactant and the two bromide counterions is assumed 4,25,36,37 . R is the gas constant and N A is Avogadro s number.…”

Section: Surface Tensionmentioning

confidence: 99%

Solution Properties of Gemini Surfactant of Decanediyl-1-10-bis (dimethyltetradecylammonium bromide) in Aqueous Medium

et al. 2013

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“…Surfactants derived from sulfur-based amino acids such as cysteine have been found to show very interesting and unique physicochemical properties [9][10][11]. N-alkylamine surfactants derived from cystine and cysteine have been reported to form micelles and small lamellar vesicles in aqueous solutions [12].…”

Section: Introductionmentioning

confidence: 99%

Synthesis and physicochemical properties of non-ionic and cationic surfactants derived from methionine

Joondan

Radhan

Laulloo

et al. 2017

Proceedings of the 21st International Electronic Conference on Synthetic Organic Chemistry

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Amino acid based surfactants have been widely used as alternative to classical surfactants due to their interesting physicochemical properties, biological activities, biodegradability and low toxicity. The study of the physicochemical properties of surfactants such as critical micelle concentration (CMC) and Krafft temperature is an important aspect in determining their use in detergents or pharmaceutical compositions. In this study, a series of non-ionic and cationic surfactants with varying chain lengths (C8-C12), namely the O-alkyl esters of methionine and their hydrochloride derivatives respectively were synthesized and characterized by spectral data.In view of systematically studying the effect of the head group and chain length on the physicochemical properties, the critical micelle concentrations of both series were evaluated using conductivity measurements and pyrene fluorescence spectroscopy. The Krafft temperatures of selected synthesized methionine-based surfactants were also evaluated. The methionine surfactants were synthesized in good to moderate yield (54 -81%). For both ester and the hydrochloride series, the CMC of the surfactants were found to decrease with chain length, as commonly observed for all surfactants. The non-ionic O-alkyl esters of methionine displayed relatively lower CMC values compared to their ester hydrochloride derivatives for all the chain length studied. The ester hydrochloride derivatives showed an increase in the Krafft temperature with increasing chain length showing that the surfactants with longer chain length has a tendency to micellise at a much higher temperature.

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Dimeric and monomeric surfactants derived from sulfur-containing amino acids

Cited by 54 publications

References 41 publications

Urea-based gemini surfactants: Synthesis, aggregation behaviour and biological activity

Urea-based gemini surfactants: Synthesis, aggregation behaviour and biological activity

Solution Properties of Gemini Surfactant of Decanediyl-1-10-bis (dimethyltetradecylammonium bromide) in Aqueous Medium

Synthesis and physicochemical properties of non-ionic and cationic surfactants derived from methionine

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