157432-87-6Relevant academic research and scientific papers
Preparation of the ferrocene-substituted 1,3-distal p-tert-butylcalix[4]arene based QCM sensors array and utilization of its gas-sensing affinities
Sayin, Serkan,Ozbek, Cebrail,Okur, Salih,Yilmaz, Mustafa
, p. 9 - 13 (2014)
The article describes the synthesis of the new ferrocene-substituted calix[4]arene derivative 4 as sensitive layer, and suggests that the immobilization of it is on a quartz crystal microbalance gold electrode via the drop-casting method in order to produce the calix[4]arene-based QCM sensor. In addition, sensor response of the calix[4]arene-based QCM sensor was investigated towards carbon dioxide (CO2) and carbon monoxide (CO). The sensing and selectivity studies show that the ferrocene-substituted calix[4]arene-based QCM sensor is an effective gas sensor toward both carbon dioxide and carbon monoxide.
Synthesis of environmentally friendly, efficient and highly recyclable Lewis acid-type calix[4]arene catalysts containing flexible or bulky groups for the Mannich reaction
Sayin, Serkan,Yilmaz, Mustafa
, p. 10748 - 10756 (2017)
Two new calix[4]arene-based Lewis acid-type catalysts containing flexible and bulky groups (2 and 3) were successfully synthesized. Their structures were characterized using FTIR, 1H-NMR, COSY-NMR, 13C-NMR, APT-NMR, and elemental ana
Feeding a Molecular Squid: A Pliable Nanocarbon Receptor for Electron-Poor Aromatics
Bury, Wojciech,Cybińska, Joanna,Frydrych, Rafa?,Lis, Tadeusz,St?pień, Marcin
, p. 15604 - 15613 (2020)
A hybrid nanocarbon receptor consisting of a calix[4]arene and a bent oligophenylene loop ("molecular squid"), was obtained in an efficient, scalable synthesis. The system contains an electron-rich cavity with an adaptable shape, which can serve as a host
Columnar self-assembly, gelation and electrochemical behavior of cone-shaped luminescent supramolecular calix[4]arene LCs based on oxadiazole and thiadiazole derivatives
Sharma, Vinay S.,Shah, Akshara P.,Sharma, Anuj S.,Athar, Mohd
, p. 1910 - 1925 (2019)
A new class of blue light-emitting supramolecular liquid crystalline cone or bowl-shaped compounds were synthesized from substituted 1,3,4-oxadiazoles and 1,3,4-thiadiazoles inbuilt with ester groups containing substituted alkoxy side chains (-OC4H9,-OC8H17) at the lower rim of calix[4]arene. These supramolecular compounds were investigated by polarizing optical microscopy (POM), differential scanning calorimetry (DSC), thermogravimetric analysis (TGA), high-temperature X-ray diffraction (XRD), cyclic voltammetry (CV) and photophysical behavior studies. It was observed that the 1,3,4-thiadizole calix[4]arene-based derivatives are more capable of stabilizing the hexagonal columnar phase over a broad thermal range compared to the 1,3,4-oxadiazole calix[4]arene derivatives. The cone-shaped calixarene-based LCs with terminally substituted alkyl chains are packed into columns with enhanced intermolecular interactions. Moreover, the 1,3,4-oxadiazole calix[4]arene derivatives show deeper blue emissions compared to the 1,3,4-thidiazole calix[4]arene derivatives in solution as well as in thin films. The thermal and photophysical behaviors of the synthesized bowl-shaped supramolecular derivatives are extremely dependent on the terminal substituted alkoxy chains on the lower rim of calix[4]arene. Due to their hexagonal columnar phases and the emissive nature of their supramolecular liquid crystal and xerogel states, these molecules are favourable for application in emissive electronic displays. The 1,3,4-thiadiazole calix[4]arene derivatives display lower band gaps than the 1,3,4-oxadiazole calix[4]arene derivatives and are considered to be promising entities for applications in organic light emitting diodes (OLEDs).
Fabrication of calixarene based protein scaffold by electrospin coating for tissue engineering
Cagil, Esra Maltas,Ozcan, Fatih,Ertul, Seref
, p. 5292 - 5298 (2018)
In this study, calixarene was synthesized by using different functional groups as p-tert-butyl- Calix[4]arene ester and amides. Calixarene nanofibers were produced by electrospin coating. Protein immobilization onto the calixarene nanofibers was carried out with human serum albumin (HSA). The maximum amount of binding on produced three different calixarene nanofibers (DE, 2-AMP and 3-AMP) was compared by using a fluorescence technique for protein analysis. Result showed that maximum binding amount was found to be as 177.85 mg cm-2 for 3-AMP surface. The protein binding was also characterized by using SEM, TEM, AFM and FT-IR. From obtained results, calixarene-albumin nanofiber was also fabricated by spin coating using 3-AMP which has ability max binding of protein.
Preparation and Application of Chemically Bonded Silica Supported Calix[4]arene as Reinforced Filler in NR/BR Blend Based Rubber Compounds
Mohamadi, Hediye,Motiee, Fereshte,Saber Tehrani, Mandana,Taghvaei-Ganjali, Saeed
, p. 809 - 816 (2019)
In this study, we tried to reduce polarization of silica surface by chemically bonding cholorosulfonyl calix[4]arene (CSC[4]A) and silica (Si–O–Cl) to improve dispersion between filler and elastomer. To confirm synthesis of CSC[4]A, 1H NMR, 13C NMR, and IR spectrophotometry were used. Obtained composite of chemically bonded silica and CSC[4]A was characterized by TGA. Compounds (contained silica, silica and silane, silica-calix system) were prepared to investigate the effect of silica-calix system (CSC[4]A-SiO2) on the rheological and mechanical properties of rubber compounds based on natural rubber/cis-butadiene rubber (NR/BR) blend in tire tread formulation. The rheological and mechanical properties of three samples were investigated by different devices and a surface morphology was evaluated by FESEM technique. The results revealed that the curing behavior of the compound with CSC[4]A-SiO2 did not significantly differ from other compounds, while reversion was considerably reduced compared with that to other compounds. Also, the mechanical properties of compound with CSC[4]A-SiO2 were improved dramatically especially in fatigue resistance.
Preparation of thermosensitive, calix[4]arene incorporated P(NIPAM-co-HBCalix) hydrogel as a reusable adsorbent of nickel(II) ions
Yan, Fanyong,Wang, Meng,Cao, Donglei,Guo, Shanshan,Chen, Li
, p. 2401 - 2408 (2013)
A calix-conjugated thermo-responsive hydrogel containing 15% tetra(5-hexenyloxy)-p-tert-butylcalix[4]arene (HBCalix), P(NIPAM-co-HBCalix), was used to remove nickel(II) ions from water. Both thermo-sensitive properties and the Ni2+-adsorption capabilities of the prepared P(NIPAM-co-HBCalix) hydrogels are investigated. Introduction of the monomer HBCalix considerably enhanced the adsorption of Ni2+ onto the hydrogel by chelation between hexenyloxy groups and metal ion. When HBCalix units capture Ni2+ and forms HBCalix/Ni2+ host-guest complexes, the lower critical solution temperature of the hydrogel shifts to a higher temperature due to both the repulsion between charged HBCali/Ni 2+ groups and the osmotic pressure within the hydrogel. Adsorption studies were carried out by varying contact time, counter ion and initial concentration of Ni2+. The evaluation of adsorption properties showed that the hydrogel exhibited better correlation with Langmuir isotherm model. P(NIPAM-co-HBCalix) could be used repeatedly with little loss in adsorption capacity by simply changing the environmental temperature. This kind of ion-recognition hydrogel is promising as a novel adsorption material for adsorption and separation of Ni2+ ions.
Application of sulfonamide derivative of calixarene for improvement of mechanical properties and thermal stability of polyurethane composite
Taghvaei-Ganjali, Saeed,Rasouli-Saniabadi, Mona,Mirmoeini, Maryam Sadat
, p. 45 - 52 (2015)
A calixarene derivative, 5,11,17,23-tetrakis (hydroxyl ethyl sulfonamide) calix[4]arene, was synthesized through a linear reaction from parent calix[4]arene. This sulfonamide calixarene derivative was used as a precursor to produce calixarene-polyurethane composite. Structural properties of calixarene-based synthesized precursors were studied using spectroscopic techniques such as 1H-NMR, 13C-NMR, and IR. Also, mechanical properties of produced polyurethane composite such as fracture elongation, modulus, and tensile strength were studied which indicated that these properties were deeply dependent upon calixarene ratio in composite. An increase in calixarene ratio resulted in a decrease the fracture elongation. In contrast, an increase in calixarene ratio caused a considerable decrease of modulus and tensile strength. The modulus and tensile strength were increased by 16.98 and 20 % as the calixarene/polyol ratio reached 3 %. Finally, TGA and DSC studies showed that calixarene ratio considerably enhanced the thermal stability of polyurethane.
Synthesis of macrocyclic polyphenol resin by methylene crosslinked calix[4]arene (MC-[4]H) for the adsorption of palladium and platinum ions
Priastomo, Yoga,Morisada, Shintaro,Kawakita, Hidetaka,Ohto, Keisuke,Jumina
, p. 8015 - 8023 (2019)
A novel macrocyclic polyphenol resin, a calix[4]arene derivative, namely, a methylene crosslinked calix[4]arene (MC-[4]H), was successfully synthesised by demethylation of MC-[4]CH3. MC-[4]CH3 was prepared by crosslinking [4]CH3 with s-trioxane under acidic conditions. Methylation of calix[4]arene ([4]H) is strongly required to protect the oxygen atoms on the phenolic groups. It was found that the adsorption of palladium and platinum optimally occurred at low pH. The maximum loading capacity of palladium on the resin was found to be 0.41 mol kg-1 while that of platinum was 0.23 mol kg-1. The stoichiometries of metal ions were found to be 5:1 of the calix[4]arene unit in MC-[4]H to Pd(ii) and 3:1 of that in MC-[4]H to Pt(iv), respectively.
Synthesis of p-tert-butylcalix[4]arene derivatives with trans-alkyl substituents on opposite methylene bridges
Simaan, Samah,Biali, Silvio E.
, p. 3634 - 3639 (2003)
Reaction of the bis(spirodiene) calixarene derivative 9 possessing exocyclic double bonds with tetraethylammonium fluoride or chloride afforded bis(spirodienone) calixarene derivatives substituted by the corresponding halogen atoms (11 and 12). Reaction of 9 with alkyl cuprates yielded in one step p-tert-butylcalix[4]arene derivatives with opposite methylene groups substituted in a trans fashion by identical alkyl substituents (methyl, ethyl, or isopropyl). The isopropyl derivative 16 displayed the largest cone-to-cone inversion barrier of the series.
