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157432-87-6

157432-87-6

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  • Product Description:5,11,17,23-Tetra-t-butyl-25,26,27,28-tetrahydroxycalix-4-arene 97%
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  • Manufacture/Brand:Ambeed
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Relevant articles and documentsAll total 132 Articles be found

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.

Gutsche et al.

, p. 2213 (1979)

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.

Effective Removal of the Direct Black-38 Dye from Wastewater Using a New Silica-Modified Resin: Equilibrium and Thermodynamics Modeling Studies

Junejo, Ranjhan,Memon, Shahabuddin,Kaya, Savas

, p. 4805 - 4814 (2020)

In this study, the synthesis of p-diethanolaminomethylcalix[4]arene and its immobilization on a silica surface have been performed for the removal of the direct black (DB-38) dye from wastewater samples. The newly synthesized p-diethanolaminomethylcalix[4]arene-immobilized silica (DIS) resin has been analyzed and characterized by FTIR spectroscopy and SEM techniques. To check the efficiency of the DIS resin, batch and column adsorption procedures have been applied under the optimized parameters, i.e., resin dosage, pH, and temperature. To validate the experimental data, Langmuir, Freundlich, and D-R models have been applied. The results show that adsorption follows the Freundlich model well with a good correlation coefficient (R2 = 0.999). Moreover, the energy E (kJ/mol) was calculated with the help of the D-R model, which suggested that the adsorption has an ion exchange nature. The DIS resin was also applied to real industrial samples of DB-38 dye wastewater. The results show that the DIS resin removes 99% of the dye successfully. Thermodynamics studies were conducted to know the feasibility and the mechanism of the adsorption reaction. The thermodynamic parameters show that the adsorption is spontaneous and exothermic. The theoretical calculation was performed at the B3LYP/DZP calculation level of the ADF program, and the power of the interaction between adsorbent and dye molecules can be determined in the light of chemical reactivity analysis.

Delayed lanthanide luminescent Tb(III) complexes formed from lower rim amide functionalised calix[4]arenes

Lincheneau, Christophe,Quinlan, Eoin,Kitchen, Jonathan A.,McCabe, Thomas,Matthews, Susan E.,Gunnlaugsson, Thorfinnur

, p. 869 - 880 (2013)

The synthesis and the photophysical studies of a new generation of time resolved luminescent systems based on calix[4] arenes alkylated at the lower rim, capable of hosting lanthanide (III) ions such as terbium and sensitising its emission, are described. Two series of ligands were designed to provide an ideal cavity to host terbium (Tb(III)) and were synthesised in high yields following two novel approaches. The tetra-alkylation, which was achieved in one step using with piperidino- and morpholino-acetamide pendant arms, provides eight donor atoms forming a binding 'pocket' at an ideal distance from the metal core to favour the sensitisation via the antenna effect. Of the two ligand series developed, compounds 3 and 4 possess a short spacer between the calix and the amide receptor site. The second series of ligands 6-7, designed with longer pendant amide arms, was synthesised from 2 in two steps through the ester analogue 5. The crystal structure of 3 (and 6 as shown in Supporting Information, available online) is presented. The synthesis and the photophysical studies of the four resulting complexes 3.Tb, 4.Tb, 6.Tb and 7.Tb are described in detail and in each case, successful sensitisation of the terbium emission occurred upon excitation of the phenolic scaffold of the calixarene.

Luminescent Calix[4]arene-based metallogel formed at different solvent composition

Park, Jaehyeon,Lee, Ji Ha,Jaworski, Justyn,Shinkai, Seiji,Jung, Jong Hwa

, p. 7181 - 7187 (2014)

We have synthesized a calix[4]arene derivative (1) containing terpyridine and showed that gelation occurred in the presence of Pt2+ in DMSO/H2O of varying compositions. Gelation was presumably mediated by the Pt-Pt and π-π stacking interactions. The scanning electron microscopy image of the xerogel showed a spherical structure with diameter of 1.8-2.1 μm. Interestingly, the metallogel showed strong luminescence enhancement, which was dependent on the DMSO/H2O ratio of the solvent. We examined the effects of concentration, temperature, and time resolution on the luminescence emission of both the gel 1-Pt2+ and the sol 1-Pt 2+. The luminescence lifetimes of the metallogel were particularly long, on the order of several microseconds. The luminescence lifetimes were also strongly dependent on the solvent composition. We also determined the thermodynamic parameters for the self-assembly of the gel by the Birks kinetic scheme. Furthermore, the rheological properties of the metallogels in the presence of more than 4.0 equiv of Pt2+ were independent of the concentration of Pt2+ applied.

Synthesis, spectral characterisation and thermal behaviours of some new p-tert-butylcalix[4]arene and calix[4]arene-esters containing acryloyl groups

?zkinali, Sevil,Kocaokutgen, Hasan

, p. 70 - 78 (2013)

The mono-, di-, tri-, and tetra-acryloyl esters of p-tert-butylcalix [4]arene and calix[4]arene were synthesised by reacting acryloyl chloride with sodium salts of p-tert-butylcalix[4]arene and calix[4]arene in THF. The structures of these compounds were characterised by IR, UV-VIS, 1H NMR, and 13C NMR. Thermal behaviour of the compounds were also examined by means of differential thermal analysis (DTA), thermogravimetry (TG), and derivative thermogravimetry (DTG).

p-Nitro-tetradecyloxy-calix[4]arene as a highly selective stationary phase for gas chromatographic separations

Sun, Tao,Shuai, Xiaomin,Bin, Li,Ren, Kaixin,Jiang, Xingxing,Chen, Haipeng,Hu, Shaoqiang,Cai, Zhiqiang

, p. 16960 - 16967 (2019)

Here, we report the first example of the utilization of p-nitro-tetradecyloxy-calix[4]arene (C4A-NO2) as a stationary phase for capillary gas chromatographic (GC) separations. The statically coated C4A-NO2 column exhibited a high column efficiency of 3815 plates per m and moderate polarity. The C4A-NO2 column was investigated for its separation performance and retention behaviours by utilizing a wide variety of isomer mixtures, covering alkylated benzenes and naphthalenes, alkenes, furans, alcohols, benzaldehydes, phenols and halogenated anilines. Importantly, the C4A-NO2 column exhibited high resolving capability for both aliphatic and aromatic isomers. Particularly, it displayed advantageous resolving capability over the commercial DB-17 column for halogenated aniline isomers. This work provides a good reference for designing calixarene derivatives as GC stationary phases, which is important for developing a family of stationary phases with specific selectivity.

Thermodynamic and Kinetic Studies for Adsorption of Reactive Blue (RB-19) Dye Using Calix[4]arene-Based Adsorbent

Junejo, Ranjhan,Memon, Shahabuddin,Memon, Fakhar N.,Memon, Ayaz Ali,Durmaz, Fatih,Bhatti, Asif Ali,Bhatti, Ashfaque Ali

, p. 3407 - 3415 (2019)

A current study demonstrates the removal of Reactive Blue 19 (RB-19) from industrial wastewater by synthesizing p-piperdinocalix[4]arene-immobilized silica resin (PASR). The surface morphology and functional group analysis were performed with scanning electron microscopy and Fourier transform infrared spectroscopy. The dye removal efficiency of PASR was analyzed through adsorption studies. Different parameters were optimized such as the pH value of dye, amount of resin, concentration of dye, and effect of electrolyte on adsorption. The adsorption mechanism was analyzed with Langmuir, Freundlich, and Dubinin-Radushkevich (D-R) isotherms. It was found that experimental data follow the Freundlich isotherm, which suggests multilayer adsorption. The column adsorption study was also evaluated by breakthrough and Thomas models. The Thomas model rate constant kTH (cm3 mg-1 min-1) and maximum solid phase concentration was found to be qo = 2.702 mg·g-1. The thermodynamic study reveals that the adsorption process is exothermic and spontaneous in nature. The kinetic study suggests that the adsorption process follows the pseudo-second-order kinetic model.

Oxidative Cyclization of Calixarene

Litwak, Ariel M.,Biali, Silvio E.

, p. 1943 - 1945 (1992)

p-tert-Butylcalixarene was converted in a single step into a system containing carbonyl and ether binding groups.

Surface-enhanced micro-raman detection and characterization of calix[4]arene-polycyclic aromatic hydrocarbon host-guest complexes

Leyton,Sanchez-Cortes,Campos-Vallette,Domingo,Garcia-Ramos,Saitz

, p. 1009 - 1015 (2005)

Surface-enhanced micro-Raman spectroscopy (micro-SERS) was used to detect traces of the hazardous pollutant polycyclic aromatic hydrocarbons (PAHs) pyrene and benzo[c]phenanthrene deposited onto a calix[4]arene-functionalized Ag colloidal surface. High spectral reproducibility and very low molecular detection limits (10 8 M) were obtained by using 25,27-carboethoxy-26,28- hidroxy-p-tertbutylcalix[4]arene as host molecule. Films of immobilized aggregated Ag nanoparticles, obtained by chemical reduction with hydroxylamine, were prepared by direct adhesion on a glass surface. The influence of the aggregation degree of the initial Ag nanoparticles on the micro-SERS detection effectiveness was checked. Different relative concentrations of the host (calixarene receptor) and the guest (PAHs) were attempted in order to optimize detection of the pollutant. The obtained results indicated that the detection limit is much lower in the case of benzo[c]phenanthrene than in pyrene when exciting with the 785 nm line of a diode laser. A detailed interpretation of the Raman spectra was accomplished in order to obtain more information about the interaction mechanism of the host-guest complex, which could be useful in the future for the design of powerful-detection systems.

Synthesis and properties of novel magnetic nanoparticles grafted with nitropyridine-substituted calix[4]arene derivative as CR6+ extractant

Sayin, Serkan,Dgan, Vildan

, p. 130 - 138 (2015)

A new calix[4]arene derivative, 3, which functionalized at the lower rim with 2-(2-aminoethyl amino)-5-nitropyridine, was synthesized and characterized by a combination of FTIR, 1 H NMR, 13 C NMR, and elemental analysis. Then the calix[4]arene 3 was grafted onto [3-(2,3-epoxypropoxy)propyl]trimethoxysilane-modified Fe 3 O 4- nanoparticles (EPPTMS-MN) to produce new calixarene-adorned magnetic nanoparticles (MN-DiNoPy-Calix (4)). The structure of the calixarene-adorned magnetic nanoparticles 4 was determined by a combination of FTIR, TEM, and elemental analysis. Moreover, a study regarding the removal of toxic HCr 2 O-7 anion from aqueous solution was also carried out with the calixarene-adorned magnetic nanoparticles in solid-liquid extraction studies.

Synthesis and complexation properties of N,N'-bis(calix[4]arenoxyacetyl) hydrazine derivative

Alekseeva, Elena A.,Luk'Yanenko, Aleksandr P.,Gren, Andrei I.

, p. 263 - 264 (2012)

Heating of p-tert-butylcalix[4]arene bearing acethydrazide moiety at the lower rim in MeCN or PriOH (EtOH) affords the corresponding N,N'-bis(calix[4]arenoxyacetyl)hydrazine derivative. The hydrazinolysis of mono(methoxycarbonylmethoxy)-p-tert-

p-tert-butylcalix[4]arene

Gutsche,Iqbal

, p. 234 - 234 (1990)

-

Calix[4]arene-based supramolecular gels with unprecedented rheological properties

Cai, Xiuqin,Liu, Kaiqiang,Yan, Junlin,Zhang, Helan,Hou, Xiaoyu,Liu, Zhang,Fang, Yu

, p. 3756 - 3761 (2012)

A novel calix[4]arene-based dimeric-cholesteryl derivative was synthesized, and its gelation behaviour in thirty organic solvents was investigated. It has been shown that the compound cannot gel any of the pure solvents tested. However, it gels a mixture of solvents n-decane and acetonitrile efficiently, provided the volume ratio of the two solvents in a mixture is within 9:1 and 3:2. AFM and SEM measurements revealed that the molecules of the compound aggregate into micro-/nano-rods first, then fine fibers, and then thick fibers, and finally networked structures in the mixture solvents. Interestingly, the gel with a composition of 1 to 1 (Vn-Decane:VAcetonitrile) and 2.5% (w/v) of the compound exhibits super-smart and fully reversible thixotropic properties, a phenomenon never reported before. Furthermore, the mechanical strength of the gel could be easily adjusted by altering the concentration of the gelator and the composition of the mixture solvents. Further interrogation of the gel revealed that structurally the gel is a gel-emulsion with acetonitrile dispersed in n-decane, a rarely found O/O (oil in oil) gel-emulsion which may find uses in the templated preparation of low-density materials with complicated internal structures.

"Janus" Calixarenes: Double-Sided Molecular Linkers for Facile, Multianchor Point, Multifunctional, Surface Modification

Buttress, James P.,Day, David P.,Courtney, James M.,Lawrence, Elliot J.,Hughes, David L.,Blagg, Robin J.,Crossley, Alison,Matthews, Susan E.,Redshaw, Carl,Bulman Page, Philip C.,Wildgoose, Gregory G.

, p. 7806 - 7813 (2016)

We herein report the synthesis of novel "Janus" calix[4]arenes bearing four "molecular tethering" functional groups on either the upper or lower rims of the calixarene. These enable facile multipoint covalent attachment to electrode surfaces with monolayer coverage. The other rim of the calixarenes bear either four azide or four ethynyl functional groups, which are easily modified by the copper(I)-catalyzed azide-alkyne cycloaddition reaction (CuAAC), either pre- or postsurface modification, enabling these conical, nanocavity reactor sites to be decorated with a wide range of substrates to impart desired chemical properties. Redox active species decorating the peripheral rim are shown to be electrically connected by the calixarene to the electrode surface in either "up" or "down" orientations of the calixarene.

Analytical evaluation of Cu2+ selective behavior of calix[4]arene derivative

Qazi, Mansoor Ahmed,Qureshi, Imdadullah,Memon, Shahabuddin

, p. 1703 - 1711 (2011)

The present article describes the solvatochromic effect including solvent system selection, time study and a detailed complexation study along with exploration of extraction properties of 5,11,17,23-tetrakis[(diethylamino) methyl]-25,26,27,28-tetrahydroxycalix[4]arene (4) that bears nitrogen atom as a donor group available for chelating metal ions. Complexation properties of 4 toward selected transition metal ions have been investigated by UV-visible and fluorescence spectroscopies. The% efficiency of 4 toward selected transition metal ions was found in order Cu2+> Ni2+> Hg 2+> Zn2+> Co2+> Cd2+> Pb2+. It has been noticed that 4 is not only proved to be an efficient Cu2+ selective chromoionophore but also possesses an effective extraction property for transferring Cu2+ ions from an aqueous to dichloromethane layer. The FT-IR spectroscopic method has also been applied for further confirmation of the complexation phenomenon of 4 with Cu2+ ion and found adequate. Springer Science+Business Media, LLC 2009.

Synthesis and characterization of novel nanofiber based calixarene and its binding efficiency towards chromium and uranium ions

?zcan, Fatih,Bayrakc?, Mevlüt,Ertul, ?eref

, p. 49 - 58 (2016)

The objective of this study is to obtain nanofibrous precursor based calixarene with high ion adsorption capacity by electrospinning of blended solution of polyacrylonitrile (PAN) and upper rim functionalized calix[4]arene bearing N-methylglucamine (Calix-NMG). The obtained electrospun fibers were characterized using fourier transform infrared (FT-IR-ATR), scanning electron microscope (SEM) equipped with energy-dispersive X-ray spectrometry (EDX) and thermogravimetric analyses (TGA and DSC). Analysis indicated that preparation of nanofibers based Calix-NMG was successfully achieved. The ion binding studies exhibited that the nanofiber based Calix-NMG could be efficiently used for the binding of chromate anions and uranium cations. Nanofiber based calix[4]arene with N-methylglucamine chelating groups may be a good candidate as a filter material for treatment of a large quantity of wastewater owing to their very large surface area as well as both the inclusion and donor–acceptor complexation capability of all surfaces associated with the calixarene skeleton.

Easy and selective method for the synthesis of various mono-O- functionalized Calix[4]arenes: De-O-functionalization using TiCl4

Bois, Joackim,Espinas, Jeff,Darbost, Ulrich,Felix, Caroline,Duchamp, Christian,Bouchu, Denis,Taoufik, Mostafa,Bonnamour, Isabelle

, p. 7550 - 7558 (2010)

An efficient and selective method for the monofunctionalization of p-tert-butylcalix[4]arene is described. A mono-de-O-functionalization of disubstituted p-tert-butylcalix[4]arenes using titanium tetrachloride was developed to synthesize a series of monosubstituted p-tert-butylcalix[4]arenes with the pendant functions being ethoxycarbonylmethyloxy, 3- ethoxycarbonylpropyloxy, cyanomethyloxy, 3-cyanopropyloxy, 4-bromobutyloxy, 3-hydroxypropyloxy, propyloxy, 2-methylpropyloxy, 3-butynyloxy, and 3-cyanopropyloxy groups. The reaction mechanism of the formation of 5,11,17,23-tetra-tert-butyl-26,27,28-trihydroxy-25-(3-ethoxycarbonylpropyloxy) calix[4]arene was studied by 1H NMR and GC/mass spectroscopy monitoring. Reaction of TiCl4 with the disubstituted p-tert-butylcalix[4]arene produced the corresponding dioxocalix[4]arene titanium dichloride complex, which undergoes elimination of ethyl 4-chlorobutyrate, leading to a trioxocalix[4]arene titanium dichloride complex and to monosubstituted calix[4]arene after hydrolysis. These two complexes were also synthesized, isolated, and fully characterized.

Scaling up the Synthesis of a Hydroxyquinoline-Functionalized p-tert-Butylcalix[4]arene

Roode-Gutzmer, Quirina I.,Holderied, Lara N.,Glasneck, Florian,Kersting, Berthold,Fr?hlich, Peter,Bertau, Martin

, p. 2425 - 2438 (2019)

The optimization for an upscaled technical production of a lower rim-functionalized p-tert-butylcalix[4]arene, furnished with N4O4-donor ligands for superior solvent extraction separation between heavy and light lanthanides, is described. We demonstrate that reducing the polarity of the aprotic solvent in the (1,3)-distal esterification of p-tert-butylcalix[4]arene 1 does not compromise the quality or yield of product 2. It was possible to use the technical quality educt 1, that is, without prior crystallization in toluene, in conjunction with reductions in reaction time and solvent volume. The raw diester product 2 could be used, without prior recrystallization (which originally required 3 days) in the condensation reaction with hydrazine monohydrate to form hydrazide 3. Most importantly, the solvent volume required in the final condensation reaction of 3 with 8-hydroxyquinoline-2-carboxaldehyde could be reduced by an order of magnitude by using chloroform. Not only was the final disubstituted product yield improved but also the purity of the final product could be ensured by preventing the precipitation of the intermediate monosubstituted product during reaction. The filtration characteristics of the final product, as well as its solvation properties during solvent extraction of lanthanides were significantly improved.

Kaemmerer,Happel

, p. 1199,1200,1201,1202 (1978)

Synthesis and DFT calculation of a novel 5,17-di(2-antracenylazo)-25,27-di(ethoxycarbonylmethoxy)-26,28-dihydroxycalix[4]arene

Bayrakdar,Kart,Elcin,Deligoz,Karabacak

, p. 607 - 617 (2015)

In this study, 5,17-di(2-antracenylazo)-25,27-di(ethoxycarbonylmethoxy)-26,28-dihydroxycalix[4]arene has been synthesized from 2-aminoantracene and 25,27-dihydroxy-26,28-diethylacetate calix[4]arene. In order to identify the molecular structure and vibrational features of the prepared azocalix[4]arene, FT-IR and 1H NMR spectral data have been used. FT-IR spectrum of the studied molecule is recorded in the region 4000-400 cm-1. 1H NMR spectrum is recorded for 0.1-0.2 M solutions in DMSO-d6 solution. The molecular geometry, infrared spectrum are calculated by the density functional method employing B3LYP level with different basis sets, including 6-31G(d) and LanL2DZ. The chemical shifts calculation for 1H NMR of the title molecule is calculated by using by Gauge-Invariant Atomic Orbital method by utilizing the same basis sets. The total density of state, the partial density of state and the overlap population density of state diagram analysis are done via GaussSum 3.0 program. Frontier molecular orbital (HOMO-LUMO) and molecular electrostatic potential surface on the title molecule are carried out for various intramolecular interactions that are responsible for the stabilization of the molecule. The experimental results and theoretical calculations have been compared, and they are found to be in good agreement.

Synthesis of the porphyrin-calix[4]arene conjugates via Pd-catalyzed amination and their evaluation as fluorescent chemosensors

Yakushev, Alexei A.,Averin, Alexei D.,Sakovich, Maria V.,Vatsouro, Ivan M.,Kovalev, Vladimir V.,Syrbu, Sergei A.,Koifman, Oskar I.,Beletskaya, Irina P.

, p. 1551 - 1562 (2019)

The synthesis of the porphyrin-calix[4]arene conjugates was carried out using the Pd(0)-catalyzed amination of Zn(II) meso-(3-bromophenyl)porphyrinate with bis(3-aminopropoxy)substituted calix[4]arenes (in cone and 1,3-alternate conformations). One of the conjugates was demetalated to give free porphyrin base derivative. The investigation of the fluorescence of the conjugates was studied in the presence of 18 metal perchlorates. The zinc porphyrinate derivatives were found to quench fluorescence in the presence of Cu(II), Al(III) and Cr(III) cations as well as on protonation. Metal-free conjugate was shown to act as a molecular probe for Zn(II), Cu(II) and Cd(II) cations due to strong and different changes of the emission caused by these metals.

The synthesis of new calix[n]arene quaternary ammonium salts and investigation of their catalytic affinities for three component Mannich-type reactions in water

Sayin, Serkan,Yilmaz, Mustafa

, p. 2219 - 2225 (2014)

Two new calix[n]arenes and a non-cyclic analogue substituted with 1-(2-furoyl)piperazine have been synthesized. Moreover, their quaternary ammonium salts have been prepared by treatment with methyl iodide. All of the new quaternary ammonium salts have been employed as catalysts in one-pot Mannich reactions to afford β-aminocarbonyl compounds. The combination of good to excellent yields, the need for a small amount of catalyst and simple work-up, mean that this route can be considered to be green chemistry.

Synthesis of new anthracene-substituted calix[4]triazacrown-5 as highly sensitive fluorescent chemosensor and extractant against hazardous dichromate anion

Sayin, Serkan

, p. 1716 - 1724 (2021)

A new fluorogenic anthracene functionalized calix[4]triazacrown-5 (Ant-AzClx) was successfully synthesized using a simple Schiff’s base reaction. The 1H-NMR, 13C-NMR, ESI-MS, and elemental analysis techniques were performed to characterize its structure. Excited at 370 nm, Ant-AzClx reveals excimer emission at 418 nm. Therefore, its anion binding properties were investigated against F?, HCO3?, H2PO4?, NO3?, Cr2O72?, and SO42? ions. When hazardous dichromate anion was introduced into medium, the fluorescence intensity of Ant-AzClx was markedly quenched. The binding constant, stoichiometry, the detection limits and Stern–Volmer equation for the complex formed between Ant-AzClx and Cr2O72? ion were determined. Furthermore, the 1H-NMR technique was also performed to assess the mechanism of the complex (Ant-AzClx@Cr2O72?). Apart from its excellent fluorescent chemosensor properties for selective and sensitive recognition of Cr2O72? ion, Ant-AzClx was used as an efficient extractant towards dichromate anion. The extraction results indicated that Ant-AzClx exhibited high extraction capability, leading to it being a promising extractant for the removal of dichromate anions from water.

Convenient one pot procedure for synthesis of formylated calix[n]arenes

Chawla,Santra

, p. 2605 - 2611 (2001)

A convenient one pot procedure for obtaining formyl calix [n]arenes via condensation with 1,1-dichloromethylmethylether is described.

Enzyme-responsive supramolecular nanovalves crafted by mesoporous silica nanoparticles and choline-sulfonatocalix[4]arene [2]pseudorotaxanes for controlled cargo release

Sun, Yu-Long,Zhou, Yue,Li, Qing-Lan,Yang, Ying-Wei

, p. 9033 - 9035 (2013)

Mesoporous silica nanoparticles (MSNs) have been surface-functionalized with choline moieties encircled by sulfonatocalix[4]arenes. Two enzyme cleavable sites are incorporated in the stalks for specific enzymes to regulate the release of loaded cargos from MSNs. These gated materials show a clear enzymatic response and proven orthogonality.

An Elaborate Supramolecular Assembly for a Smart Nanodevice for Ratiometric Molecular Recognition and Logic Gates

Xie, Yu-Jie,Wu, Wen-Yu,Chen, Hao,Li, Xiang,Zhang, Hao-Li,Liu, Liang-Liang,Shao, Xing-Xin,Shan, Chang-Fu,Liu, Wei-Sheng,Tang, Yu

, p. 8339 - 8345 (2016)

Ingenious approaches to supramolecular assembly for fabricating smart nanodevices is one of the more significant topics in nanomaterials research. Herein, by using surface quaternized cationic carbon dots (CDots) as the assembly and fluorescence platform, anionic sulfonatocalix[4]arene with modifiable lower and upper rims as a connector, as well as in situ coordination of Tb3+ions, we propose an elaborate supramolecular assembly strategy for the facile fabrication of a multifunctional nanodevice. The dynamic equilibrium characteristics of the supramolecular interaction can eventually endow this nanodevice with functions of fluorescent ratiometric molecular recognition and as a nano-logic gate with two output channels. A smart nanodevice for ratiometric molecular recognition and nano-logic gates has been successfully fabricated by using an elaborate supramolecular assembly strategy that includes the precise assembly of a bifunctional connector sulfonatocalix[4]arene on quaternized cationic carbon dots by inclusion complexation and electrostatic interactions, and the incorporation of Tb3+ions by in situ coordination.

Absorption of chlorinated hydrocarbons dissolved in water with pellets made of p-tert-butylcalix[4]arene and silica gel

Morohashi, Naoya,Shibata, Ozora,Hattori, Tetsutaro

, p. 1412 - 1413 (2012)

Powdery crystals of p-tert-butylcalix[4]arene (1) pelletized using silica gel as a binder absorb chlorinated hydrocarbons from saturated aqueous solutions by forming inclusion complexes with compound 1.

Andretti et al.

, p. 1005 (1979)

Calix[4]arene based highly efficient fluorescent sensor for Au3+ and I-

Memon, Shahabuddin,Bhatti, Ashfaque Ali,Bhatti, Asif Ali,Ocak, ümmühan,Ocak, Mira?

, p. 1507 - 1515 (2015)

This approach disclose the selective fluorogenic ion sensing ability of 5,11,17,23-tetratertbutyl-25,27-bis((2hydroxynaphthylimino)1,2-ethylenediaminecarbonylmethoxy)-26,28 dihydroxycalix[4]arene (C4NSB). Binding property of receptor probed by using selected various cations and anions with conferring of results that demonstrates 'turn-off' fluorescence response and significantly high chromogenic selectivity toward Au3+ and I-. Furthermore, selective nature of receptor was investigated in the presence of different co-existing competing ions. The limit of detection (LOD) for Au3+ and I- was determined as 1.5∈×∈10-5 and 4.5∈×∈10-6 M respectively. Receptor C4NSB form (1:1) stoichiometric complex with both ions and their binding constants were calculated as 8.0∈×∈102 for Au3+ and 15.6∈×∈102 M-1 for I-. Complexes were also characterized through FT-IR spectroscopy.

Two coordination polymers based on p-tert-butylcalix[4]arene as efficient luminescent sensor for Fe3+ and MnO4? ions

Liu, Ying-Ying,Ma, Jian-Fang,Sun, Ze-Chen

, (2020)

We herein report two coordination polymers [Cd2L(H2O)4]·CH3OH·DMF (1) and [Mn2L(H2O)3(CH3O)]·(NH2CH3)2·3CH3OH·H2O (2) assembled with a novel p-tertbutylcalix[4]arene ligand (H4L = tetrakis [(2-biphenylcarboxyl)oxy]-p-tertbutylcalix[4]arene). Isostructural coordination polymers 1 and 2 feature layer structures, which are further linked by hydrogen bonds to generate supramolecular double layers. The luminescent character of 1 in different ions and anions were explored. The quenching to Fe3+ and MnO4? in water makes 1 into a promising luminescent sensor.

Extraannular fluorinated calixarenes: Regiospecificity of the deoxofluorination reactions of bis(spirodienol) derivatives

Agbaria,Woehnert,Biali

, p. 7059 - 7066 (2001)

A new route for the partial displacement of OH groups of p-tert-butylcalixarene via spirodienol derivatives is described. NaBH4 reduction of the bis(spirodienone) calixarene derivatives 2a-2c afforded the corresponding bis(spirodienols) 3a-3c in stereospecific fashion. 1H NMR NOESY spectroscopy indicated that in the case of 2a, the reaction proceeds by attack at the exo face of the two carbonyls (the face located anti to the spiro C-O bond). The spirodienols readily revert to p-tert-butylcalix[4]arene when heated. The reaction of 3a with the deoxofluorinating agent DAST (Et2NSF3) afforded a mixture of extraannular substituted calixarenes possessing one or two fluoro-substituted dehydroxylated rings. The bisfluorinated calixarene 6a adopts in the crystal a conformation (1,3-alternate) similar to that adopted in solution by the di-dehydroxylated calixarene 6b. An experiment conducted with a selectively deuterated spirodienol derivative indicated that the deoxofluorination reaction involves regiospecific nucleophilic attack at the γ position of the pentadienol subunit.

Bifunctional Calix[4]arene Sensor for Pb(II) and Cr2O 7 2- Ions

Qazi, Mansoor Ahmed,Ocak, ümmühan,Ocak, Mira?,Memon, Shahabuddin,Solangi, Imam Bakhsh

, p. 575 - 590 (2013)

A readily available chromionophore 5,11,17,23-tetra-tert-butyl-25,27- bis(hydrazidecarbonylmethoxy)-26,28-dihydroxycalix[4]arene (HCC4) was employed as a chromogenic sensing probe selective for Pb(II) and Cr2O 7 2- ions among a series of various ions such as Li(I), Na(I), K(I), Rb(I), Ba(II), Sr(II), Al(III), Cd(II), Co(II), Cu(II), Hg(II), Ni(II), Pb(II) and Zn(II) as well as Cr2O7 2-, CH3CO2 -, Br-, Cl-, F-, I-, ClO4 - and NO3 - that have been examined by UV-visible and fluorescence spectroscopic techniques. The HCC4 in DCM-MeCN system forms 2:1 (ligand-metal) complex with Pb(II). It also shows 2:1 stoichiometry with Cr2O 7 2-. The complexation phenomenon has been confirmed by FTIR spectroscopy that favors the selective nature of HCC4 with Pb(II) and Cr2O7 2-. Thermal gravimetric analysis (TGA) also supports its utility in drastic conditions.

A novel calix[4]arene-based dimeric-cholesteryl derivative: Synthesis, gelation and unusual properties

Wu, Ying,Liu, Kaiqiang,Chen, Xiangli,Chen, Yongping,Zhang, Shaofei,Peng, Junxia,Fang, Yu

, p. 639 - 649 (2015)

A calix[4]arene-based dimeric-cholesteryl derivative with naphthalene in the linkers (C2N2C) was designed and synthesized. The gelation behaviors of the compound in 36 liquids were evaluated. It was demonstrated that C2N2C could gel 16 of the liquids tested, which include both polar and apolar liquids. SEM and AFM studies revealed that the morphologies of the gel networks are dependent on the concentrations of C2N2C and the nature of the liquids under study. Importantly, rheological studies revealed that the gel of the compound in benzene possesses sensitive, fast and fully reversible thixotropic property. More importantly, the Tgel of the C2N2C/benzene gel could be at least more than 60 degrees higher than the boiling point of benzene when the gelator concentration is greater than 6% (w/v), a result never reported before. CD measurements revealed the chiral nature of the assemblies of the gel networks. Further investigation by AFM measurements confirmed the right-hand helical structures of the gel networks of C2N2C/benzene gel. As anticipated, hydrogen bonding and π-π stacking are the two main driving forces for the formation of the gels.

Adsorption of phenolic compounds onto calix[4]arene-bonded silica gels from aqueous solutions

Dolaksiz, Yasemin Ekin,Temel, Farabi,Tabakci, Mustafa

, p. 27 - 35 (2018)

This article describes the preparation of calix[4]arene-bonded silica gels (C[4]BS and DMC[4]BS), and their application to the removal of some selected phenolic compounds such as phenol (PHE), p-chlorophenol (PCP), m-nitrophenol (MNP) and p-nitrophenol (PNP) from aqueous solutions by adsorption method. In initial adsorption experiments appeared that C[4]BS was much more effective in adsorption of PNP rather than PHE, PCP and MNP, whereas DMC[4]BS exhibited too little adsorption ability towards all phenols. Herein, it was concluded that the hydrogen bonding capacities of both phenols and calix[4]arene based adsorbents played a predominant role in the interactions between adsorbate and adsorbent within the adsorption mechanism. Thus, in subsequent studies, the C[4]BS was employed as an adsorbent in the adsorption of PNP, and adsorption conditions were optimized. Furthermore, isotherm and kinetic studies were performed to clarify the phenomena of PNP adsorption onto C[4]BS.

Reversible coloring/decoloring reactions of thermochromic leuco dyes controlled by a macrocyclic compound developer

Chaodongbung, Tawatchai,Kaewtong, Chatthai,Pattavarakorn, Datchanee,Saenkham, Audchara,Sriphalang, Sanguansak,Wanno, Banchob

, (2022/03/31)

In this study, we examine macrocyclic compounds to determine whether they can provide a safer replacement and stable complex for BPA in thermochromic dyes. To achieve this objective, a series of macrocyclic compounds, Methyl-N-benzylhexahomotriazacalix[3]arene (MeAC3), p-Chloro-N-benzylhexahomo-triazacalix[3]arene (ClAC3), α-Cyclodexdrin (α-CD), β-Cyclodexdrin (β-CD), p-tert-Butylthiacalix[4]arene (TC4), Calix[4]arene (C4), and Resorcin[4]arene (RC4), were synthesized. Among these macrocyclic compounds, RC4 was determined to be the most appropriate candidate to replace BPA as the developer material used in thermochromic dyes. In tests of prepared thermochromic dyes, RC4 had results similar to those of BPA, achieving the best protonation/deprotonation equilibria and providing a dark contrast with the thermochromic dye. DFT calculations also showed stable complexes between RC4 and CVL via hydrogen-bond interactions.

Synthesis of new anthracene-conjugated calix[4]arene as highly selective fluorescent chemosensor for determination of CN? ion

Sayin, Serkan

, (2022/01/13)

A new calix[4]arene derivative substituted with anthracene at its 1,3-distal position was synthesized via a simple Schiff base reaction, and its structure was fully characterized by using ATR-FTIR, 1H-NMR, 13C-NMR, ESI-MS and elemental analysis techniques. Furthermore, the ion binding feature of the anthracene substituted calix[4]arene (Ant-Calix) was evaluated against Br?, Cl?, F?, HSO4?, NO3? and CN? ions. Various aspects of anion sensing phenomena were deeply assessed, and the findings addressed that Ant-Calix exhibited excellent selectivity for CN? and could detect in a very low detection limit 92.4 nM. Beside, when CN? ion was bound to the probe Ant-Calix, a significant color change from light green to pink color was observed under UV light. The fluorescence data was also employed to calculate the binding stoichiometry and association constant of the complex obtained between Ant-Calix and cyanide ion. In addition, the 1H-NMR technique was also used to elucidate the mechanism of the complex formation between Ant-Calix and CN?.

Inclusion complexes of water-soluble calix[n]arenes with quercetin: preparation, characterization, water solubility, and antioxidant features

Ozyilmaz, Elif,Arpaci, Pembegul Uyar,Sayin, Serkan,Yildirim, Ayse,Ascioglu, Sebahat,Gok, Emine

, p. 201 - 209 (2022/01/20)

This study focuses on the construction of two new inclusion complexes of quercetin with p-sulfonatocalix[4]arene-tetracarboxylic acid and/or p-sulfonatocalix[8]arene-octacarboxylic acid, so that the drug gets soluble in an aqueous media. The structures of

Optimization of toxic metal adsorption on DEA-calix[4]arene appended silica resin using a central composite design

Gul, Samiha,Memon, Fakhar N.,Memon, Shahabuddin

, p. 3448 - 3463 (2022/02/21)

The present study is devoted to the application of Central Composite Design (CCD) to purify water contaminated with toxic metal ions (Pb2+, Cd2+ and Hg2+) using a p-tert-diethanolaminomethylcalix[4]arene (DEA-C4) based silica resin. The synthesized material was characterized using SEM, FTIR and EDX techniques. Three effective parameters (pH, adsorbent dosage and concentration of metal ion) were optimized by assessment with CCD. The data was analyzed using the quadratic model and the obtained results revealed the highest % adsorptions for Pb2+ (92.7), Cd2+ (93.7) and Hg2+ (88.2) at the optimum points for pH (5.4, 3.18 and 3.89), adsorbent dosage (23.8, 25.5 and 26.12 mg) and metal ion concentration (5.3, 7.62 and 7.18 ppm), respectively. Analysis of variance (ANOVA) results show a good fit for the regression model, showing R2 values of 0.99 for Pb2+, 0.99 for Cd2+ and 0.98 for Hg2+. Furthermore, the results from Freundlich adsorption isotherms suggest its favorability, as the values for n are >1 (i.e., 7.06, 8.85 and 13.2) and there are higher values for R2 = 0.97, 0.99 and 0.98 for Pb2+, Cd2+ and Hg2+, respectively. However, for the Langmuir isotherm, the value of the separation factor RL is >1 (1.01, 1.02 and 1.05 for Pb2+, Cd2+ and Hg2+, respectively), revealing its un-favorability. In kinetics, the pseudo-second-order kinetic model (Ho and McKay) shows R2 values of 0.998, 0.999 and 0.999 for Pb2+, Cd2+ and Hg2+, suggesting the chemical reaction seems significant in the rate controlling step. The thermodynamic results concluded that the reaction is spontaneous and exothermic in nature.

Mathematical modeling studies for the adsorptive removal of ciprofloxacin drug from water samples using functionalized silica resin

Elik, Mustafa,Jalbani, Nida Shams,Junejo, Ranjhan,Kaya, Savas,Serdaroglu, Goncagül

, (2022/02/14)

The current research demonstrates the adsorptive removal of ciprofloxacin antibiotic drug from pharmaceutical wastewater samples using functionalized silica (FS) resin through batch adsorption experiments. The adsorption experiments were performed under the optimized parameters such as pH effect, FS-resin amount, ciprofloxacin concentration, equilibrium time and temperature. Results demonstrate that the maximum adsorption of ciprofloxacin was achieved at pH (6.5), while the effective resin dose was 20?mg?L?1. The Langmuir and Freundlich models were applied on equilibrium data, and it has been observed that the adsorption was best fit to the Freundlich model with a good correlation coefficient (R2 = 0.999). Moreover, the thermodynamic and kinetic parameters show that the adsorption of ciprofloxacin is endothermic and spontaneous in nature followed by pseudo-second-order kinetic model. To explore the efficiency of resin, the real wastewater samples were collected and it has been observed that resin has better potential to treat pharmaceutical effluents. Furthermore, the FS-resin and ciprofloxacin interaction were analyzed at a molecular level through quantum chemical calculation. Graphical abstract: [Figure not available: see fulltext.]

Process route upstream and downstream products

Process route

2C<sub>44</sub>H<sub>56</sub>O<sub>4</sub>*C<sub>9</sub>H<sub>20</sub>N<sub>2</sub>
138847-17-3

2C44H56O4*C9H20N2

4-AMINO-2,2,6,6-TETRAMETHYLPIPERIDINE
36768-62-4

4-AMINO-2,2,6,6-TETRAMETHYLPIPERIDINE

5,11,17,23-tetra-t-butyl-25,26,27,28-tetrahydroxycalix-4-arene
157432-87-6,288302-11-4,288302-12-5,60705-62-6

5,11,17,23-tetra-t-butyl-25,26,27,28-tetrahydroxycalix-4-arene

Conditions
Conditions Yield
In acetonitrile; at 25 ℃; Equilibrium constant;
2C<sub>44</sub>H<sub>56</sub>O<sub>4</sub>*C<sub>28</sub>H<sub>52</sub>N<sub>2</sub>O<sub>4</sub>
138847-20-8

2C44H56O4*C28H52N2O4

5,11,17,23-tetra-t-butyl-25,26,27,28-tetrahydroxycalix-4-arene
157432-87-6,288302-11-4,288302-12-5,60705-62-6

5,11,17,23-tetra-t-butyl-25,26,27,28-tetrahydroxycalix-4-arene

bis-(2,2,6,6-tetramethyl-4-piperidinyl) sebacate
52829-07-9

bis-(2,2,6,6-tetramethyl-4-piperidinyl) sebacate

Conditions
Conditions Yield
In acetonitrile; at 25 ℃; Equilibrium constant;
C<sub>44</sub>H<sub>56</sub>O<sub>4</sub>*C<sub>9</sub>H<sub>19</sub>N
138847-16-2

C44H56O4*C9H19N

2,2,6,6-tetramethyl-piperidine
768-66-1

2,2,6,6-tetramethyl-piperidine

5,11,17,23-tetra-t-butyl-25,26,27,28-tetrahydroxycalix-4-arene
157432-87-6,288302-11-4,288302-12-5,60705-62-6

5,11,17,23-tetra-t-butyl-25,26,27,28-tetrahydroxycalix-4-arene

Conditions
Conditions Yield
In acetonitrile; at 25 ℃; Equilibrium constant;
C<sub>44</sub>H<sub>56</sub>O<sub>4</sub>*C<sub>8</sub>H<sub>11</sub>N

C44H56O4*C8H11N

2,4,6-trimethyl-pyridine
108-75-8

2,4,6-trimethyl-pyridine

5,11,17,23-tetra-t-butyl-25,26,27,28-tetrahydroxycalix-4-arene
157432-87-6,288302-11-4,288302-12-5,60705-62-6

5,11,17,23-tetra-t-butyl-25,26,27,28-tetrahydroxycalix-4-arene

Conditions
Conditions Yield
In dichloromethane; Equilibrium constant;
C<sub>44</sub>H<sub>56</sub>O<sub>4</sub>*C<sub>6</sub>H<sub>13</sub>N
138847-14-0

C44H56O4*C6H13N

5,11,17,23-tetra-t-butyl-25,26,27,28-tetrahydroxycalix-4-arene
157432-87-6,288302-11-4,288302-12-5,60705-62-6

5,11,17,23-tetra-t-butyl-25,26,27,28-tetrahydroxycalix-4-arene

cyclohexylamine
108-91-8,157973-60-9

cyclohexylamine

Conditions
Conditions Yield
In acetonitrile; at 25 ℃; Equilibrium constant;
C<sub>44</sub>H<sub>56</sub>O<sub>4</sub>*C<sub>10</sub>H<sub>21</sub>NO
138847-19-5

C44H56O4*C10H21NO

1,2,2,6,6-pentamethyl-piperidin-4-ol
2403-89-6

1,2,2,6,6-pentamethyl-piperidin-4-ol

5,11,17,23-tetra-t-butyl-25,26,27,28-tetrahydroxycalix-4-arene
157432-87-6,288302-11-4,288302-12-5,60705-62-6

5,11,17,23-tetra-t-butyl-25,26,27,28-tetrahydroxycalix-4-arene

Conditions
Conditions Yield
In acetonitrile; at 25 ℃; Equilibrium constant;
C<sub>44</sub>H<sub>56</sub>O<sub>4</sub>*C<sub>5</sub>H<sub>11</sub>N
138847-15-1

C44H56O4*C5H11N

piperidine
110-89-4

piperidine

5,11,17,23-tetra-t-butyl-25,26,27,28-tetrahydroxycalix-4-arene
157432-87-6,288302-11-4,288302-12-5,60705-62-6

5,11,17,23-tetra-t-butyl-25,26,27,28-tetrahydroxycalix-4-arene

Conditions
Conditions Yield
In acetonitrile; at 25 ℃; Equilibrium constant;
C<sub>44</sub>H<sub>56</sub>O<sub>4</sub>*C<sub>9</sub>H<sub>19</sub>NO
138847-18-4

C44H56O4*C9H19NO

4-hydroxy-2,2,6,6-tetramethylpiperidine
2403-88-5

4-hydroxy-2,2,6,6-tetramethylpiperidine

5,11,17,23-tetra-t-butyl-25,26,27,28-tetrahydroxycalix-4-arene
157432-87-6,288302-11-4,288302-12-5,60705-62-6

5,11,17,23-tetra-t-butyl-25,26,27,28-tetrahydroxycalix-4-arene

Conditions
Conditions Yield
In acetonitrile; at 25 ℃; Equilibrium constant;
4-tert-butyl-2,5-bis(hydroxymethyl)phenol
2203-14-7

4-tert-butyl-2,5-bis(hydroxymethyl)phenol

5,11,17,23-tetra-t-butyl-25,26,27,28-tetrahydroxycalix-4-arene
157432-87-6,288302-11-4,288302-12-5,60705-62-6

5,11,17,23-tetra-t-butyl-25,26,27,28-tetrahydroxycalix-4-arene

p-(tert-butyl)hexahomotrioxacalix[3]arene
76543-12-9

p-(tert-butyl)hexahomotrioxacalix[3]arene

3-<3-<3-<3-(Hydroxymethyl)-5-tert-butylsalicyl>-5-tert-butylsalicyl>-5-tert-butylsalicyl>-5-tert-butyl-2-hydroxybenzyl Alcohol
85097-22-9

3-<3-<3-<3-(Hydroxymethyl)-5-tert-butylsalicyl>-5-tert-butylsalicyl>-5-tert-butylsalicyl>-5-tert-butyl-2-hydroxybenzyl Alcohol

Conditions
Conditions Yield
With methanesulfonic acid; In o-xylene; Heating;
4-Bromo-1-butanol
33036-62-3

4-Bromo-1-butanol

toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

2,8,13,19-Tetrakis(1,1-dimethylethyl)-11H,22H-4,6:6,10:15,17:17,21-tetramethanodibenzo<b,k><1,10>dioxacyclooctadecin-23,25-dione
145986-91-0

2,8,13,19-Tetrakis(1,1-dimethylethyl)-11H,22H-4,6:6,10:15,17:17,21-tetramethanodibenzo<1,10>dioxacyclooctadecin-23,25-dione

C<sub>47</sub>H<sub>54</sub>O<sub>7</sub>S
1123288-04-9

C47H54O7S

5,11,17,23-tetra-t-butyl-25,26,27,28-tetrahydroxycalix-4-arene
157432-87-6,288302-11-4,288302-12-5,60705-62-6

5,11,17,23-tetra-t-butyl-25,26,27,28-tetrahydroxycalix-4-arene

5-(4-bromobut-1-oxy)-11,17,23-tris(1,1-dimethylethyl)-25,26,27,28-tetrahydroxycalix[4]arene
1333312-26-7

5-(4-bromobut-1-oxy)-11,17,23-tris(1,1-dimethylethyl)-25,26,27,28-tetrahydroxycalix[4]arene

Conditions
Conditions Yield
In toluene; at 110 ℃; for 6h;
35%
20%
23%

Global suppliers and manufacturers

Global( 1) Suppliers
  • Company Name
  • Business Type
  • Contact Tel
  • Emails
  • Main Products
  • Country
  • Amadis Chemical Co., Ltd.
  • Business Type:Lab/Research institutions
  • Contact Tel:86-571-89925085
  • Emails:sales@amadischem.com
  • Main Products:29
  • Country:China (Mainland)
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