Novel glucose derived non-ionic gemini surfactants as reverse micellar systems for encapsulation of d- and l-enantiomers of some aromatic α-amino acids in n-hexane

Sharma, Lalit; Saroj, .

doi:10.1007/s10847-012-0107-y

Cited by 13 publications

(5 citation statements)

References 36 publications

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“…Zhu et al 30 found that gemini amphiphiles with long, completely rigid spacers were more inclined to form vesicles, whereas those with semi-rigid spacers selfassembled into a mixture of micelles and vesicles at low concentration and aggregated vesicles at high concentration. In addition, gemini amphiphiles having imidazolium, 31,32 pyrrolidine, 33,34 pyridine, 35 sulfonate, 12 phosphate 36 and glycose 37 head groups have been synthesized and characterized.…”

Section: Introductionmentioning

confidence: 99%

Self‐assembly of gemini amphiphiles with symmetric tails in selective solvent

Chen

Chen²,

Wan³

et al. 2022

Polymer International

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Gemini amphiphile is a special type of block copolymers formed by connecting two traditional diblock molecules at hydrophilic head groups through spacers. The special structure makes gemini amphiphiles potentially promising for drug delivery and gene delivery. The self-assembly behavior of gemini amphiphiles with tails of equal length in selective solvent was investigated using the dissipative particle dynamics method. The effects of the size of the hydrophilic head group, interaction parameters, concentration and hydrophobic tail chain length on the self-assembled morphology of gemini amphiphiles were examined. By varying these parameters, worm-like micelles, large compound micelles, vesicles, hierarchical rod-like micelles, cylindrical bundles, pomegranate-like micelles and bilayers were obtained. Compared with conventional diblock copolymers, the dominant feature of gemini amphiphiles is the presence of the spacer. By analyzing the distance between two head groups, we explored in depth the influence of spacer length on the self-assembly of gemini amphiphile molecules. Through simulation probes, we hope to improve the understanding of ordered aggregates of gemini amphiphiles in selective solvent, to reveal theoretically the pattern variation of aggregation morphology and to provide guidance for their practical application.

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Section: Introductionmentioning

confidence: 99%

Self‐assembly of gemini amphiphiles with symmetric tails in selective solvent

Chen

Chen²,

Wan³

et al. 2022

Polymer International

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“…Gemini surfactants (1‐6) were synthesized by following a reported procedure (Sharma and Singh, 1995) as detailed elsewhere (Sharma et al, 2014; Sharma and Saroj, 2012) and Gemini surfactants (7‐9) were also synthesized by following a reported procedure (Sharma et al, 2015).…”

Section: Methodsmentioning

confidence: 99%

“…On the basis of this idea, we designed and synthesized two series of Gemini surfactants: Gemini surfactants with rigid aromatic spacer ‐CH 2 ‐Ph‐CH 2 ‐: 6,6′‐( N,N ′‐di(alkyl)‐p‐phenylenedimethylamino)bis(6‐deoxy‐1,2‐ O ‐isopropylidene‐α‐D‐glucofuranose) having chain lengths C 8, C 10, C 12, C 14, C 16 , and C 18, (Sharma et al, 2014; Sharma and Saroj, 2012; Sharma and Singh, 1995) and Gemini surfactants with flexible aliphatic spacer ‐(CH 2 ) 6 ‐: 6,6′‐( N,N ′‐di(2‐hydroxyalkyl)1,6‐hexanediamino)bis(6‐deoxy‐1,2‐ O ‐isopropylidene‐α‐D‐glucofuranose) having chain lengths C 12, C 14, C 16 (Sharma et al, 2015) (scheme 1) .…”

Section: Introductionmentioning

confidence: 99%

Influence of Nature of Spacer and Hydrocarbon Chain Length on Micellar Encapsulation of Polynuclear Aromatic Hydrocarbons by Carbohydrate Derived Non‐Ionic Gemini Surfactants in Aqueous Ethanol Medium

Saroj

Sharma²

2020

J Surfact & Detergents

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Gemini surfactants with rigid aromatic spacer-CH 2-ArCH 2-: 6,6 0-(N,N 0-di(alkyl)-1,4-phenylenedimethyl amino)bis(6-deoxy-1,2-O-isopropylidene-α-D-glucofuranose) and Gemini surfactants with flexible aliphatic spacer-(CH 2) 6-: 6,6 0-(N,N 0-di(2-hydroxyalkyl)-1,6-hexanediamino)bis(6-deoxy-1,2-O-isopropylidene-α-D-glucofuranose) have been synthesized, and their micellar properties for encapsulation of polynuclear aromatic hydrocarbons (PAH) viz. fluorene, anthracene, triptycene, and pyrene in aqueous ethanol medium have been studied by means of electronic spectroscopy. The micellar study reveals that nature of spacer and length of hydrocarbon chain of the surfactant has profound effect on micellar encapsulation of PAH. The surfactants with rigid aromatic spacer show greater encapsulation as compared to surfactants with flexible aliphatic spacer. Moreover, the more hydrophobic surfactant, i.e. the surfactant with a longer hydrocarbon chain, shows greater encapsulation toward PAH which are encapsulated in the order of their smaller size.

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“…Sharma and Saroj found that the gemini surfactant derived from glucose exhibits reverse micelle behaviour in i-hexane, achieving the solubilisation of specific amino acids. 15 As earlier-mentioned, the gemini surfactant prepared from glucose as a hydrophilic chain has unique multifunctional characteristics and eco-environmental protection properties. Therefore, a novel glycosylated nonionic gemini surfactant (GTPEA) was designed and synthesised with glucono-δ-lactone and triethylenetetramine (TETA) as raw materials, epoxy polyether as the hydrophilic segment, and alkyl chain as the hydrophobic segment.…”

Section: Introductionmentioning

confidence: 97%

“…Liu et al 14 synthesised and characterised a novel type of nonionic gemini alkyl O‐glucoside surfactants, exhibiting significant surface activity and intriguing self‐assembly behaviour. Sharma and Saroj found that the gemini surfactant derived from glucose exhibits reverse micelle behaviour in i‐hexane, achieving the solubilisation of specific amino acids 15 …”

Section: Introductionmentioning

confidence: 99%

Synthesis and application of novel glucose derived nonionic gemini surfactant

Cheng

Zhou

2022

Coloration Technology

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A novel group of nonionic gemini surfactant (GTPEA) with ethylidene spacer structure was prepared from glucose-lactone, triethylenetetramine, alkyl epoxy polyether and acyl chloride of different alkyl chain lengths. The chemical structure of GTPEA were characterised by Fourier-transform infrared (FTIR) spectroscopy, nuclear magnetic resonance (NMR) and high-resolution mass spectrometry (HRMS). The thermal properties of the three surfactants were characterised by thermogravimetric analysis (TGA). The critical micelle concentrations (cmc values) of GTPEA with different hydrophobic chain lengths were measured using the Wilhelmy plate method (cmc: 1.58 Â 10 À5 to 5.01 Â 10 À6 mol/L). The solubilisation, emulsification and solubilisation performance tests showed the excellent surface properties of nonionic gemini surfactants. GTPEA-12 with a hydrophobic carbon chain length of 12 carbon atoms was selected to explore the dispersing performance of surfactants on disperse dyes and the levelling performance of polyester fibre disperse dyes. The test results have shown that the dispersion force was 96%, and the particle size of 0.1 g disperse dye was 196 nm in 100 ml of 4 g/L GTPEA-12 solutions. Finally, GTPEA-12 was used as a levelling agent in the dispersion dyeing of polyester fabrics. GTPEA-12 of 0.1 g/L can provide an excellent levelling effect of S(λ) = 0.026 for polyester and has little impact on the colour yield (K/S = 5.0) of polyester fabric.

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Novel glucose derived non-ionic gemini surfactants as reverse micellar systems for encapsulation of d- and l-enantiomers of some aromatic α-amino acids in n-hexane

Cited by 13 publications

References 36 publications

Self‐assembly of gemini amphiphiles with symmetric tails in selective solvent

Self‐assembly of gemini amphiphiles with symmetric tails in selective solvent

Influence of Nature of Spacer and Hydrocarbon Chain Length on Micellar Encapsulation of Polynuclear Aromatic Hydrocarbons by Carbohydrate Derived Non‐Ionic Gemini Surfactants in Aqueous Ethanol Medium

Synthesis and application of novel glucose derived nonionic gemini surfactant

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