Molecular design and characterizations of new calixarene-based gelators of organic fluids

Aoki, Masayoshi; Nakashima, Kiyotaka; Kawabata, Hirosuke; Tsutsui, Satoru; Shinkai, Seiji

doi:10.1039/p29930000347

Cited by 69 publications

(55 citation statements)

References 12 publications

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“…Nevertheless, the method for the evidence of thermal transitions at moderate concentrations (42,47) remains attractive. With concentrated systems (C ≈ 7 wt%) or certain deuterated liquids, the "internal reference" peak cannot be so favorably distinguished, which may also constitute a limitation of the protocol.…”

Section: Discussionmentioning

confidence: 99%

On the Measurement of Phase Transition Temperatures in Physical Molecular Organogels

Térech

Rossat

Volino

2000

Journal of Colloid and Interface Science

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Section: Discussionmentioning

confidence: 99%

On the Measurement of Phase Transition Temperatures in Physical Molecular Organogels

Térech

Rossat

Volino

2000

Journal of Colloid and Interface Science

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“…In fact, such a phenomenon has already been reported for a related gel system. [19] We have measured the of the PhCH methine proton is nearly constant above the T gel , while it increases with falling temperature below the T gel. The results imply that the mobility of gelator molecules is significantly suppressed in the gel phase, whereas it is comparable with that of the homogeneous solution in the sol phase.…”

mentioning

confidence: 98%

Sugar-Integrated Gelators of Organic Solvents—Their Remarkable Diversity in Gelation Ability and Aggregate Structure

Yoza¹,

Amanokura²,

Ono³

et al. 1999

Chem. Eur. J.

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207

134

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Five 1-O-methyl-4,6-O-benzylidene derivatives of the monosaccharides d-glucose, d-galactose, and dmannose were synthesized. The b-isomer of the d-glucose derivative was sparingly soluble in most organic solvents, whereas the a-isomer of the dmannose derivative was soluble in many organic solvents. The a-isomer of the dglucose derivative and the a-and bisomers of the d-galactose derivative acted as versatile gelators of various organic solvents; this indicates that saccharides are useful as potential templates for the molecular design of chiral gelators. In particular, the two d-galactose-based gelators behaved as ªexcel-lent gelatorsº. It is very surprising that a change in the configuration of only one carbon atom results in such a drastic change in the solubility and the gelation properties. The possible relationship between the saccharide structure and the gelation properties is discussed on the basis of FT-IR and 1 H NMR spectroscopic data, differential scanning calorimetric (DSC) measurements, scanning electron microscopy (SEM) observations, and computational studies. FT-IR spectroscopy showed that the gelation properties are related to the formation of ªmoderateº intermolecular hydrogen bonds. The SEM observations showed that the gelators can form various fibrous structures (straight, puckered, and helical). The present study shows that this saccharide family is a potential combinatorial library of organic gelators and more generally, of molecular assembly systems.

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“…[39] In Kieselgel eingeschlossene Cavitanden wurden für Umweltüberwachung [40] und Chromatographie eingesetzt. [41] In den frühen 90er Jahren haben Shinkai und Mitarbeiter [42,43] [45][46][47] wird eine Vielzahl von möglichen Wirt-Gast-Elementen für solche supramolekularen Polymere aufgezeigt (Abbildung 1).…”

Section: Introductionunclassified

Bausteine mit Hohlräumen in supramolekularen Gelen

Foster

Steed

2010

Angewandte Chemie

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Der Einsatz supramolekularer Gelatoren mit Hohlräumen eröffnet eine Reihe von Möglichkeiten, die bei anderen Gelsystemen nicht zur Verfügung stehen. Mit der bekannten Wirt‐Gast‐Chemie von Cavitanden können Gelstrukturen auf‐ und abgebaut, reaktionsfähige Funktionalitäten eingeführt und die Selektivität bei Anwendungen wie Katalyse oder Extraktion potenziell verbessert werden. Gelatoren mit Hohlräumen zeigen beispielhaft, wie verschiedene Aspekte der supramolekularen Chemie verwendet werden können, um gezielt reaktionsfähige Materialien herzustellen.

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Molecular design and characterizations of new calixarene-based gelators of organic fluids

Abstract: We have found that certain calix[n]arenes having long acyl groups at the p-positions (e.g.,

Cited by 69 publications

References 12 publications

On the Measurement of Phase Transition Temperatures in Physical Molecular Organogels

On the Measurement of Phase Transition Temperatures in Physical Molecular Organogels

Sugar-Integrated Gelators of Organic Solvents—Their Remarkable Diversity in Gelation Ability and Aggregate Structure

Bausteine mit Hohlräumen in supramolekularen Gelen

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