New water-soluble host molecules derived from calix[6]arene

Shinkai, Seiji; Mori, Seiichi; Tsubaki, Takayuki; Sone, Takaaki; Manabe, Osamu

doi:10.1016/s0040-4039(01)81592-6

Cited by 215 publications

(213 citation statements)

References 11 publications

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“…The QCM works with oscillation frequencies between 7.995 and 7.950 MHz. The density ( ) of the crystal is 2.684 g/cm 3 , and the shear modulus ( ) of quartz is 2.947 × 10 11 g/cm s 2 . Around oscillation frequency of 7.995 MHz, a net change of 1 Hz corresponds to 1.34 ng of materials adsorbed or desorbed onto the crystal surface of an area of 0.196 cm 2 .…”

Section: Humidity Measurement Techniquementioning

confidence: 99%

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Humidity adsorption kinetics of water soluble calix[4]arene derivatives measured using QCM technique

Okur

Kuş

Özel

2010

Sensors and Actuators B: Chemical

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a b s t r a c tWe report on the optimization and characterization of water soluble calix [4]arene derivative as a humidity sensor based on quartz crystal microbalance technique. The moisture adsorption and desorption kinetics of calix[4]arene were investigated. The Langmuir model was used to determine the kinetic parameters such as adsorption, desorption rates and Gibbs free energy between relative humidity between 29% and 78%. Reproducible experimental results were obtained showing that water soluble calix[4]arene films have a great potential for humidity sensing applications at room temperature operations.

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Section: Humidity Measurement Techniquementioning

confidence: 99%

“…Calixarenes are generally soluble in organic solvents; however water soluble ones are also synthesized and reported by many authors. Several derivatives of water soluble calixarenes were synthesized and used in many applications [3][4][5][6][7][8]. Thin films of calixarenes have been widely used in chemical sensors.…”

Section: Introductionmentioning

confidence: 99%

Humidity adsorption kinetics of water soluble calix[4]arene derivatives measured using QCM technique

Okur

Kuş

Özel

2010

Sensors and Actuators B: Chemical

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“…As they are poorly soluble in water, the necessity of appending ionic functional groups, such as carboxylic acid (-COOH) or sulfonic acid (-SO 3 H) groups at the para-position of the phenolic units has been reported in literature (see [3,4] and Chapter 24 in [1]). Sulfonated calix [n]arenes are consequently versatile water-soluble binding agents able to bind with a significant selectivity a large set of interesting species, whether these latter are molecular or mono-atomic, ionic or neutral, and organic, inorganic or biological [5].…”

Section: Introductionmentioning

confidence: 99%

Correlation between ion-exchange properties and swelling/shrinking processes in hexasulfonated calix[6]arene doped polypyrrole films: ac-electrogravimetry and electrochemical atomic force microscopy investigations

Kim¹,

Gabrielli²,

Pailleret³

et al. 2011

Electrochimica Acta

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. Correlation between ion-exchange properties and swelling/shrinking processes in hexasulfonated calix [6]arene doped polypyrrole films: ac-electrogravimetry and electrochemical atomic force microscopy investigations. Electrochimica Acta, Elsevier, 2011Elsevier, , 56 (10), pp.3516-3525. <10.1016Elsevier, /j.electacta.2010 -00811845> 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 31 32 33 34 Unexpectedly, within the potential range encompassing this process, K + cations were found to be exchanged for more cathodic potentials whereas H 3 O + are exchanged for more anodic potentials. EC-AFM investigations revealed substantial shrinking and swelling during the oxidation (doping) and reduction (undoping) processes respectively. An obvious correlation can easily be built between these observations: the oxidation of the polymer films provokes an expulsion of the cations, as expected from cation exchanger polymer films, and therefore a decrease of the volume (and thickness) of these films whereas their reduction causes an insertion of cations and an increase of their volume (and thickness). This electromechanical mechanism is amplified by the simultaneous exchange of free water molecules. Suggestions based on these observations, on structural characteristics of polypyrrole films, and on complexation ability of hexasulfonated calix [6]arenes incorporated in the films are discussed to explain i) the change of the identity of the exchanged cations as a function of the potential, ii) the exchange of free water molecules and, iii) the exchange of small amounts of nitrate ions.

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“…They must be functionalized with suitable groups in order to make them soluble and relevant for studies in drug solubilization. Shinkai et al first reported the synthesis of water-soluble calix[n]arenes bearing sulfonate functional groups on the upper rim and alkyloxy groups on the lower rim [32][33][34][35]. The interior cavity of calix[n]arenes and calix [4]resorcinarenes in the cone conformation is typically hydrophobic and this can be exploited to form reversible host-guest complexes with small organic molecules via non-covalent interactions.…”

Section: Calix[n]arene Structurementioning

confidence: 99%

Simple Calix[n]arenes and Calix[4]resorcinarenes as Drug Solubilizing Agents

Hoskins

Curtis²

2015

JNMR

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Many drug molecules have low solubility in aqueous media and, hence, poor bioavailability. The formation of a host-guest complex with some other compound which has a good solubility profile can facilitate solubilization of hydrophobic drugs. Complex formation relies upon the formation of non-covalent interactions between the host molecule and the drug guest. The use of calix[n]arenes, a wellcharacterized class of cyclic oligomers, has been investigated for their ability to form complexes with a variety of ionic and molecular species. This review highlights those studies which have demonstrated the potential of calix[n]arenes as host molecules in novel drug delivery systems.

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New water-soluble host molecules derived from calix[6]arene

Cited by 215 publications

References 11 publications

Humidity adsorption kinetics of water soluble calix[4]arene derivatives measured using QCM technique

Humidity adsorption kinetics of water soluble calix[4]arene derivatives measured using QCM technique

Correlation between ion-exchange properties and swelling/shrinking processes in hexasulfonated calix[6]arene doped polypyrrole films: ac-electrogravimetry and electrochemical atomic force microscopy investigations

Simple Calix[n]arenes and Calix[4]resorcinarenes as Drug Solubilizing Agents

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