Enhanced chiral recognition by β-cyclodextrin at liquid/liquid interfaces as revealed by chromatographic and interfacial tension measurements

Iimura, Yusuke; Fukuyama, Mao; Hibara, Akihide; Harada, Makoto; Okada, Tetsuo

doi:10.1016/j.jcis.2017.08.073

Cited by 15 publications

(4 citation statements)

References 44 publications

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“…The IFT values observed were insensitive to the chirality of BINAP and relaxed to the same magnitudes as the concentration increased, as expected. More recently, Okada and co-workers [17] applied chromatographic data to reveal enhanced chiral recognition by β-cyclodextrin at liquid/liquid interfaces where the hexanewater IFT changes of β-cyclodextrin under different concentrations were used to establish its interfacial concentration in order to extract the interfacial equilibrium constants. Umemura et al observed the enhanced chiral recognition signal by reorganized the elementary clay mineral platelets in the monolayers or multi-layered nanofilms through the Langmuir-Blodgett approach.…”

Section: Introductionmentioning

confidence: 99%

Chirality Discrimination at Binary Organic|Water Interfaces Monitored by Interfacial Tension Measurements with Preliminary Comparison with Molecular Dynamics Simulations

et al. 2022

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Chirality discrimination at a binary toluene (organic)/ water(aqueous) interface between R-or S-Tol-BINAP (2,2'-Bis(dip-tolylphosphino)-1,1'-binaphthyl) molecules and the watersoluble serine chiral specie is examined for the first time, using a combination of interfacial tension measurements and molecular dynamic simulations. Experimental interfacial measurements exhibit a clear chirality-controlled difference when a homochiral versus a heterochiral enantiomeric pairs are intro-duced at the interfaces. The related molecular dynamics simulations support the experimental results and provide further molecular insight of intermolecular interactions at the interfaces. The results indicate that interfacial tension measurements can capture the preferential interactions which exist between different pairs of enantiomers at the binary interfaces, opening up a new way for probing chirality discrimination at liquid-liquid interfaces.

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Section: Introductionmentioning

confidence: 99%

Chirality Discrimination at Binary Organic|Water Interfaces Monitored by Interfacial Tension Measurements with Preliminary Comparison with Molecular Dynamics Simulations

et al. 2022

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“…Moreover, many vapor channels in the cavities of β-CD in addition to the inclusion of Ch-Sal-ZnO into these cavities may enhance the sensor response of Chs-Sal/ β-CD/ZnO NPs composite[54]. Furthermore, the inner cavity of β-CD may occupied by traces of water vapor from the atmospheric air which may also interact with NH 3 vapor[55,56]. The sensor response and recovery times were 650 s and 350 s, respectively, indicating that Chs-Sal/ β-CD/ZnO NPs composite is suitable for gas sensing applications.…”

mentioning

confidence: 99%

Novel Methodology of Chitosan-Salicaldehdye Polymers: Synthesis, Charactrization, and application in NH3 sensing

Saeed,

Taha,

Dardeer

et al. 2023

Preprint

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Chitosan-salicylaldehyde polymer derivatives were formed via chitosan modification. These polymers were synthesized through inclusion with β-cylcodextrine and doping with ZnO nanoparticles to give pseudopolyrotaxane and Chs-Sal/ZnO NPs composite, respectively. Additionally, the complicated polymer (Chs-Sal/ β-CD/ZnO NPs) was prepared via insertion of generated composite (Chs-Sal/ZnO NPs) through β-cyclodextrin ring. The structural and morphological characterizations of the novel synthesized derivatives were confirmed by utilizing FT-IR, XRD and SEM analysis, respectively. Also, the optical properties and thermal gravimetric analysis of the synthesized polymers were explored. The released results confirmed that using β-CD or ZnO NPs for modification of polymer (chs-sal) dramatically enhanced the thermal stability and optical features of the synthesized polymers. Investigations on the NH3-sensing properties of Chs-Sal/β-CD/ZnO NPs composite were carried out at concentrations down to 10 ppm at RT. It was found that modification by β-CD and doping with ZnO NPs improves effectively the NH3-sensing response of Chs-Sal and exhibited good selectivity and good response-recovery time at RT.

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“…Due to the presence of ZnO NPs on the exterior surface of β-CD in the Chs-Sal/ β-CD/ZnO NPs composite, β-CD enhances the dispersibility and surface area of ZnO NPs which results in the presence of more reactive sites onto the ZnO NPs surface which increases the amount of the adsorbed gas molecules and the response as well31,52 . In addition, the hydrophilic nature of exterior surface of β-CD due to the distribution of hydroxyl groups may also participates in the adsorption of NH 3 molecules53,54 . Moreover, many vapor channels in the cavities of β-CD in addition to the inclusion of Ch-Sal-ZnO into these cavities may enhance the sensor response of Chs-Sal/ β-CD/ZnO NPs composite55 .…”

mentioning

confidence: 99%

Novel methodology of chitosan- salicylaldehyde polymers: synthesis, characterization, and application in NH3 sensing

Saeed,

Taha,

Dardeer

et al. 2023

Preprint

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Chitosan (Ch)-salicylaldehyde (Sal) polymer derivatives were formed via chitosan modification. These polymers were synthesized through inclusion with β-cylcodextrine (β-CD) and doping with zinc oxide nanoparticles (ZnO NPs) to give pseudopolyrotaxane and Chs-Sal/ZnO NPs composite, respectively. Additionally, the complicated polymer (Chs-Sal/ β-CD/ZnO NPs) was prepared via insertion of generated composite (Chs-Sal/ZnO NPs) through β-cyclodextrin ring. The structural and morphological characterizations of the synthesized derivatives were confirmed by utilizing FTIR, XRD and SEM, respectively. Also, the optical properties and thermal gravimetric analysis (TGA) of the synthesized polymers were explored. The obtained results confirmed that using β-CD or ZnO NPs for modification of polymer (chs-sal) dramatically enhanced thermal stability and optical features of the synthesized polymers. Investigations on the NH3-sensing properties of Chs-Sal/β-CD/ZnO NPs composite were carried out at concentrations down to 10 ppm at room temperature (RT) and indicated that modification by β-CD and doping with ZnO NPs effectively improves the NH3-sensing response of Chs-Sal and exhibited good selectivity and good response-recovery time at RT.

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Enhanced chiral recognition by β-cyclodextrin at liquid/liquid interfaces as revealed by chromatographic and interfacial tension measurements

Cited by 15 publications

References 44 publications

Chirality Discrimination at Binary Organic|Water Interfaces Monitored by Interfacial Tension Measurements with Preliminary Comparison with Molecular Dynamics Simulations

Chirality Discrimination at Binary Organic|Water Interfaces Monitored by Interfacial Tension Measurements with Preliminary Comparison with Molecular Dynamics Simulations

Novel Methodology of Chitosan-Salicaldehdye Polymers: Synthesis, Charactrization, and application in NH3 sensing

Novel methodology of chitosan- salicylaldehyde polymers: synthesis, characterization, and application in NH3 sensing

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