Hydrogenated and Fluorinated Host–Guest Surfactants: Complexes of Cyclodextrins with Alkanes and Fluoroalkyl‐Grafted Alkanes

Zhang, Dou; Xing, Hang; Xiao, Jin‐Xin

doi:10.1002/chem.201003443

Cited by 9 publications

(3 citation statements)

References 65 publications

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“…Figure 1a shows the macroscopic phase behaviour of β-CD solutions before and after addition of dodecane. The solution of β-CD is transparent at the concentration of 16 mM, whereas white precipitate was created upon the addition of 8 mM dodecane, indicating the formation of inclusion complexes between β-CD and dodecane 21 22 . The quantity of precipitates was almost doubled as the amount of dodecane was increased to 16 mM.…”

Section: Resultsmentioning

confidence: 99%

Self-Assembly of Channel Type β-CD Dimers Induced by Dodecane

Zhou

Cheng

Zhao

et al. 2014

Sci Rep

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Cyclodextrins (CDs) can hardly self-assemble into well-defined structures. Here we report if they preassemble into channel type dimers assisted by dodecane, well-defined vesicles and bricks can be formed. Unlike the traditional self-assembly of amphiphilic molecules driven by hydrophobic effect, the self-assembly of the channel type dodecane@2β-CD supramolecular building block is predoninantly driven by hydrogen-bonds. More water molecules are found in the lyophilized vesicles than in the bricks, suggesting water molecules play an important role in the self-assembly of the channel-type dimers of β-CD. The amount of structural water in the self-assembly is closely related to the curvature of the final self-assembled structures. Our work reveals that the channel-type dimer of β-CD may represent a new sort of building block for advanced structures.

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Section: Resultsmentioning

confidence: 99%

Self-Assembly of Channel Type β-CD Dimers Induced by Dodecane

Zhou

Cheng

Zhao

et al. 2014

Sci Rep

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“…According to the Young equation (Equation (1)), a decrease in the oil/water interfacial tension (γ ow ) will lead to a decrease in the contact angle, rendering the surface more water-wet, as observed here. The inclusion complexes between the CDs and linear alkanes display amphiphilic character, with the CD as the polar head and a portion of the linear chain protruding out from the cavity as the apolar tail (Scheme 2), and can therefore be regarded as pseudo-surfactants [25,[30][31][32], being an environmentally friendly alternative to the surfactants generally used in EOR. Another possible effect of the CDs is the formation of inclusion complexes with the octadecyl groups anchored at the C 18 -quartz surface, since in our experimental arrangement the CD was already present prior to the deposition of the hydrocarbon drop.…”

Section: According To the Young Equation (Equationmentioning

confidence: 99%

Evaluation of Cyclodextrins as Environmentally Friendly Wettability Modifiers for Enhanced Oil Recovery

Cruz

Sanches

Miranda

et al. 2018

Colloids and Interfaces

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In the present work, the use of Cyclodextrins (CDs) as wettability modifiers for enhanced oil recovery (EOR) was evaluated. Cyclodextrins (CDs) are cyclic oligosaccharides that form inclusion complexes with various organic molecules, including n-alkanes. Wettability was evaluated through the contact angle (θ) of an n-dodecane drop in contact with a quartz surface and immersed in a 0.6 M NaCl aqueous solution containing the CDs. The quartz surface was functionalized with octadecyltrichlorosilane (OTS), rendering the surface oil-wet (C 18 -quartz). Here, the n-dodecane, the saline solution and the C 18 -quartz represent the oil, the reservoir brine and an oil-wet rock surface, respectively. In the absence of CDs, the n-dodecane drops spread well over the C 18 -quartz, showing that the surface was oleophilic. In the presence of CDs, remarkable effects on the wettability were observed. The most dramatic effects were observed with α-cyclodextrin (α-CD), in which case the C 18 -quartz surface changed from oil-wet (θ = 162 • ) in the absence of CD to water-wet (θ = 33 • ) in the presence of 1.5% (w/v) α-CD. The effects of the CDs can be explained by the formation of surface-active inclusion complexes between the CDs and n-dodecane molecules. The CD inclusion complexes can be regarded as pseudo-surfactants, which are less harmful to the environment than the traditional surfactants employed by the petroleum industry.

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“…Meanwhile, -cyclodextrin (BCD) is a cyclic oligosaccharide containing 7 glucopyranose units, which are linked together by (1)(2)(3)(4) connection creating a torus-shaped ring structure with a hydrophilic exterior and a hydrophobic cavity [8,9]. BCD is basically nanosized material with outer diameter of 154 nm and cavity diameter of 60∼65 nm [10,11] and the most interesting ability of BCD is to make inclusion complexes with different organic molecules and metal substances into its hydrophobic cavity through host-guest interactions [8]. These fascinating properties make them auspicious for applications in drug carrier systems, nanoreactors, bioactive supramolecular assemblies, molecular recognition, metal extractors, and so forth [8][9][10][11][12].…”

Section: Introductionmentioning

confidence: 99%

Development of Polymer Based Nanocomposites as a Marker of Cadmium in Complex Matrices

Asiri

Akhtar

Seo

et al. 2015

Journal of Nanomaterials

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Poly(propylene carbonate)/β-cyclodextrin (PPC-BCD) nanocomposites were developed as effective extractor for a specific extraction and separation of cadmium(II) by use of inductively coupled plasma-optical emission spectrometry. The selectivity of nanocomposites with different wt% of BCD (PPC-BCD 0.5, PPC-BCD 1, PPC-BCD 3, PPC-BCD 5, or PPC-BCD 10) was investigated toward Cd(II). Based on selectivity and pH studies, Cd(II) was the most quantitatively adsorbed on PPC-BCD 5 phase at pH 6, indicating that PPC-BCD 5 was the most selective toward Cd(II) among other nanocomposites. On the basis of adsorption isotherm study, the superior adsorption capacity of PPC-BCD 5 phase for Cd(II) was found to be 149.25 mg·g−1, following the Langmuir adsorption isotherm model. The kinetic of adsorption for Cd(II) has been examined by pseudo-first- and second-order models. The kinetic exploration suggested a pseudo-second-order kinetic model for the adsorption of Cd(II) on the PPC-BCD 5. Additionally, results of thermodynamic investigation demonstrated favorable spontaneous process for the adsorption mechanism of PPC-BCD 5 toward Cd(II).

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Hydrogenated and Fluorinated Host–Guest Surfactants: Complexes of Cyclodextrins with Alkanes and Fluoroalkyl‐Grafted Alkanes

Cited by 9 publications

References 65 publications

Self-Assembly of Channel Type β-CD Dimers Induced by Dodecane

Self-Assembly of Channel Type β-CD Dimers Induced by Dodecane

Evaluation of Cyclodextrins as Environmentally Friendly Wettability Modifiers for Enhanced Oil Recovery

Development of Polymer Based Nanocomposites as a Marker of Cadmium in Complex Matrices

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