Self-aggregation and antimicrobial activity of imidazolium and pyridinium based ionic liquids in aqueous solution

Cornellas, Anna; Pérez, Lourdes; Comelles, F.; Ribosa, Isabel; Manresa, Ángeles; Garcı́a, M. Teresa

doi:10.1016/j.jcis.2010.11.063

Cited by 386 publications

(308 citation statements)

References 56 publications

(69 reference statements)

Supporting

Mentioning

260

Contrasting

Unclassified

Order By: Relevance

“…These results are in agreement with results obtained previously, which indicates that the optimal activity toward a variety of bacterial species for numerous structural variations of water soluble surfactants occurs with an alkyl chain between 10 and 14 carbon atoms. These results are in agreement with those reported elsewhere [36][37][38][39].…”

Section: Antimicrobial Activitysupporting

confidence: 94%

Biocidal activity and corrosion inhibition of some cationic surfactants derived from Thiol polyurethane.

Zaky

Sabbah²,

Negm

et al. 2017

Egypt. J. Chem.

View full text Add to dashboard Cite

SIX series of cationic polyurethane surfactants were synthesized by the reaction between different six esters (which prepared by condensation of fatty alcohols namely: octanol, decanol, dodecanol, tetradecanol, hexadecanol and octadecanol with bromoacetic acid) and polyurethane as quaternizing agent. The chemical structures of these surfactants were confirmed using elemental analysis, FTIR spectra, + HNMR and UV analysis. The surface activities of the synthesized cationic thiol polyurethane surfactants showed their tendency towards adsorption at the air/water interface. The adsorption tendency was estimated from the values of surface tension and the depression of surface tension at the critical micelle concentration. The studied surfactants were evaluated as antimicrobial agents against pathogenic and sulfur reducing bacteria using inhibition zone diameters and minimum inhibition concentration values. The synthesized cationic thiol polyurethane surfactants showed good antimicrobial activities against the tested microorganisms including Gram positive, Gram negative as well as fungi. The synthesized compounds were tested for the activity as corrosion inhibitors against carbon steel corrosion in 2N H 2 SO 4 at 50, 100, 200, 400 and 600 ppm. The inhibition efficiencies of the tested compounds showed good inhibition and protection of the carbon steel. The corrosion inhibition tendency correlated to the surface activity and chemical structure of the compounds.Keywords: Cationic surfactants, Surface activity, Adsorption , Antimicrobial activity, Corrosion inhibition, Polyurethane. IntoductionCorrosion inhibitors are added to prevent metal dissolution during its surface cleaning from oxides and other adherent materials [1]. Also, corrosion inhibitors may be liquids or powder form that effectively reduces the corrosion rate by adsorbing on the metal surface [2,3]. Corrosion inhibition efficiency of organic compounds is related to their adsorption properties [4]. Corrosion protection of steel in acidic media is of great importance for both industrial facilities and theoretical aspects [5]. The adsorption of these molecules depends mainly on certain physicochemical properties of the inhibitor molecule such as the presence of heteroatoms including: oxygen, sulfur, nitrogen atoms and multiple bonds in the molecule through which they are adsorbed on the metal surface [6][7][8][9][10].Heteroatoms such as nitrogen, oxygen, and sulfur are capable of forming coordinate covalent bond with metal owing to their free electron pairs and thus acting as inhibitor. Compounds with π bonds generally exhibit good inhibitive properties due to the interaction of π orbital with metal surface [11][12][13]. The selection of a suitable inhibitor for a particular system is a difficult task because of the selectivity of the inhibitors and wide variety of corrosive environment. As a result, several types of corrosion inhibitors were developed to fit the different types of corrosion processes and also the medium where the corrosion takes place. Cor...

show abstract

Section: Antimicrobial Activitysupporting

confidence: 94%

Biocidal activity and corrosion inhibition of some cationic surfactants derived from Thiol polyurethane.

Zaky

Sabbah²,

Negm

et al. 2017

Egypt. J. Chem.

View full text Add to dashboard Cite

show abstract

“…In the case of the cationic surfactant hexadecyltrimethylammonium bromide (CTAB) the effect of ILs on the surfactant cmc confirms the trend above described [8][9][10][11][12][13]. However, when IL posses surface activity as reported for long alkyl chain ionic liquids [14][15][16][17][18][19][20][21] and some short alkyl chain ILs [22,23] the ionic liquid / surfactant mixture behaves as a typical binary surfactant system [24][25][26]. In these binary systems the mixed micelle composition X 1 M as well as the  M interaction parameter quantifying the synergism can be obtained by applying the equations of the Regular Solution Theory [27].…”

Section: Introductionsupporting

confidence: 73%

Catanionic surfactant formation from the interaction of the cationic surfactant hexadecyltrimethylammonium bromide (CTAB) and the ionic liquid 1-butyl-3-methylimidazolium octyl sulfate (bmim-octyl SO4) in aqueous solution

Comelles

Ribosa

González

et al. 2015

Colloids and Surfaces A: Physicochemical and Engineering Aspect

Self Cite

View full text Add to dashboard Cite

The interaction between the cationic surfactant Hexadecyltrimethylammonium bromide (CTAB) and the ionic liquid 1-butyl-3-methylimidazolium octyl sulfate (bmim-octylSO 4 ) in aqueous solution has been investigated at two total concentrations (0.5 and 10 mM) and different CTAB mole fractions ( CTAB ).Samples of different physical appearance were obtained depending on  CTAB suggesting different kind of aggregates. Bluish solutions ( CTAB from 0.1 to 0.6) were assigned to vesicles of the catanionic surfactant formed (CTA-octylSO 4 ), whereas clear and isotropic solutions ( CTAB  0.6) corresponded to mixed micelles. Surface tension, electrical conductivity, absorbance and dynamic light scattering (DLS) measurements were performed with the aim of correlating properties changes with the aggregation structures. The critical aggregation concentration (cac) and the surface tension value at the cac ( cac ) were much lower for the mixtures than for the individual components. Thiis finding reveals the 3 exceptional surface activity of these mixtures, attributable to the formation of the CTA-octylSO 4 catanionic surfactant. Once the catanionic surfactant is formed it makes no sense to consider anymore the initial CTAB / bmim-octylSO 4 binary system but a new one composed by CTA-octylSO 4 and the excess of bmimoctylSO 4 or CTAB. On the basis of this consideration the surface activity parameters have been recalculated.

show abstract

“…Surface tension measurements were carried out at 25 ºC in accordance with the Wilhelmy plate method [21] using a K12 Krüss tensiometer. A stock solution of 1 mg/ml in water (pH = 6) was prepared from which different solutions were obtained for cmc determination.…”

Section: Surface Tension Measurementsmentioning

confidence: 99%

“…The nature and the intensity are extremely dependent on the polarity of the environment. The ratio of the first to the third vibronic peaks, i.e., I 1 /I 3, shows the greatest solvent dependency, and can be used to obtain the cmc of the surfactant solutions [21]. A pyrene aqueous solution of 10 -6 M (pH = 6) was used.…”

Section: Spectrofluorimetrymentioning

confidence: 99%

See 1 more Smart Citation

Valorization of tannery wastes: Lipoamino acid surfactant mixtures from the protein fraction of process wastewater

Bautista

Pérez

Garcı́a

et al. 2015

Chemical Engineering Journal

View full text Add to dashboard Cite

The first stages of the transformation process of hides into leather (beamhouse process) generate an important waste in the tanning industry, since a considerable fraction of solubilised proteins ends up in waste water with the corresponding increase in contamination parameters, especially when the process is carried out without hair recovery (hair-pulping process). The objective of this work was the valorisation of this waste (the separated protein fraction) which conveniently hydrolyzed to amino acid level constituted the starting material for the production of biodegradable surfactants.The lipoamino acid surfactants were obtained by acylation of the amino acids from the protein hydrolisate. These surfactants were characterized and their physico-chemical and biological properties evaluated. They exhibit very low cmc values (about 40 mg/L).These surfactants are readily biodegradable and present an aquatic toxicity significantly lower than many common commercial surfactants derived whether from renewable or petrochemical feedstock. The mixtures of surfactants obtained are able to form oil/water emulsions that remain stable for at least one year. The results obtained in this work confirmed that it is possible the production of biodegradable and efficient lipoamino acid surfactant mixtures from the protein fraction present in beamhouse process wastewaters. This study constitutes a promising approach for the reduction of the pollution load from industrial tannery wastes and its valorisation as raw material for the production of surfactants with excellent environmental properties and good technical properties.

show abstract

Self-aggregation and antimicrobial activity of imidazolium and pyridinium based ionic liquids in aqueous solution

Cited by 386 publications

References 56 publications

Biocidal activity and corrosion inhibition of some cationic surfactants derived from Thiol polyurethane.

Biocidal activity and corrosion inhibition of some cationic surfactants derived from Thiol polyurethane.

Catanionic surfactant formation from the interaction of the cationic surfactant hexadecyltrimethylammonium bromide (CTAB) and the ionic liquid 1-butyl-3-methylimidazolium octyl sulfate (bmim-octyl SO4) in aqueous solution

Valorization of tannery wastes: Lipoamino acid surfactant mixtures from the protein fraction of process wastewater

Contact Info

Product

Resources

About