106750-70-3Relevant academic research and scientific papers
Path to Industrial Production of Calix[8 and 4]arenes
Haase, Cornelius Heinz Werner
, p. 603 - 611 (2020)
A highly selective and high yield synthesis for the production of calix[8]arenes in concentrated reaction masses is described. Obtained purities are >98% and yields of >80%, with isolation by simple filtration. The developed approach allows for subsequent
Calix[8]arene-based Ni(II) complexes for electrocatalytic CO2 reduction
Reyes-Mata, Carlos A.,Castillo, Ivan
, (2020)
The electrochemical behavior and catalytic activity for the electroreduction of CO2 of complexes of Ni(II) containing phenanthroline-based ligands, with or without a calixarene scaffold, were tested. The complexes were characterized by spectroscopic techniques, and their electrocatalytic properties determined by cyclic voltammetry. With water as proton source the complex [(1,5-(2,9-dimethyl-1,10-phenanthro)-p-tert-butylcalix[8]arene)NiCl2] (1) presented a significant increase in current at E = ?2.36 V (relative to Ag/AgCl reference electrode) when reduced under an atmosphere of CO2, indicating that an electrocatalytic process occurs. Thus, calix[8]arenes that feature a phenanthroyl moiety as bidentate N-ligands, and an intramolecular proton source in the phenolic –OH groups, afford Ni(II) electrocatalysts for the reduction of CO2.
Improved Synthesis of 5,11,17,23,29-Penta-t-butylcalixarene-31,32,33,34,35-pentol and Immobilization of the Conformation by O-Alkylation
Iwamoto, Koji,Araki, Koji,Shinkai, Seiji
, p. 1499 - 1502 (1994)
The synthetic method of the title compound was improved to 16.1percent yield.The 1H NMR studies established that the oxygen-through-the-annulus rotation is not inhibited by the bulkier octyl group.
Supramolecular polymeric complexes of calix[8]arenes
Ten'kovtsev,Abramova,Dudkina
, p. 1494 - 1499 (2006)
Formation of ionic complexes of calix[8]arenes with polymers of various basicities was studied, and previously unknown ternary polymeric complexes of calix[8]arenes of the ion-ion (polymer-calixarene-uranyl ion) and ion-hydrophilic molecule-hydrophobic molecule (polymer-calixarene-fullerene) types were prepared.
Interaction between Langmuir and Langmuir-Blodgett films of two calix[4]arenes with aqueous copper and lithium ions
Supian, Faridah L.,Richardson, Tim H.,Deasy, Mary,Kelleher, Fintan,Ward, James P.,McKee, Vickie
, p. 10906 - 10912 (2010)
The binding interactions between aqueous copper (Cu2+) and lithium (Li+) ions and Langmuir monolayers and Langmuir-Blodgett (LB) multilayers have been investigated by studying surface pressure-area (π-A) isotherms and surface potential-area (ΔV-A) behavior in order to find the effective dipole moment, μ⊥, of the calixarene molecules in the uncomplexed and complexed states. The orientation of both calix[4]arenes, namely, 5,11,17,23-tetra-tert-butyl-25,27-diethoxycarbonyl methyleneoxy-26,28- dihydroxycalix[4]arene and 5,17-(9H-fluoren-2-yl)methyleneamino)-11,23-di-tert- butyl-25,27-diethoxycarbonyl methyleneoxy-26,28-dihydroxycalix[4]arene, is such that the plane of the calix ring is parallel with the plane of the water surface regardless of the ion content of the subphase. The Gibbs equation was used to interpret the adsorption of ions with both calix[4]arenes as a function of the concentration. Effective dipole moments have been calculated from surface potential values using the Helmholtz equation. In this work, new LB films have been prepared employing two novel amphiphilic calix[4]arene derivatives bearing different upper rim substituents. Thus, the effect of modifiying the upper rim has been observed. The results have shown that these calixarenes may be useful components of ion sensors.
Enhanced catalysis and enantioselective resolution of racemic naproxen methyl ester by lipase encapsulated within iron oxide nanoparticles coated with calix[8]arene valeric acid complexes
Sayin, Serkan,Akoz, Enise,Yilmaz, Mustafa
, p. 6634 - 6642 (2014)
In this study, two types of nanoparticles have been used as additives for the encapsulation of Candida rugosa lipase via the sol-gel method. In one case, the nanoparticles were covalently linked with a new synthesized calix[8]arene octa valeric acid derivative (C[8]-C4-COOH) to produce new calix[8]arene-adorned magnetite nanoparticles (NP-C[8]-C4-COOH), and then NP-C[8]-C4-COOH was used as an additive in the sol-gel encapsulation process. In the other case, iron oxide nanoparticles were directly added into the sol-gel encapsulation process in order to interact electrostatically with both C[8]-C4-COOH and Candida rugosa lipase. The catalytic activities and enantioselectivities of two novel encapsulated lipases (Enc-NP-C[8]-C4-COOH and Enc-C[8]-C4-COOH@Fe 3O4) in the hydrolysis reaction of racemic naproxen methyl ester were evaluated. The results showed that the activity and enantioselectivity of the lipase were improved when the lipase was encapsulated in the presence of calixarene-based additives. Indeed, the encapsulated lipases have an excellent rate of enantioselectivity, with E = 371 and 265, respectively, as compared to the free enzyme (E = 137). The lipases encapsulated with C[8]-C4-COOH and iron oxide nanoparticles (Enc-C[8]-C 4-COOH@Fe3O4) retained more than 86% of their initial activities after 5 repeated uses and 92% with NP-C[8]-C 4-COOH. This journal is the Partner Organisations 2014.
Preparation of macrocyclon analogues: calix[8]arenes with extended polyethylene glycol chains
Loiseau, Fran?ois A.,Hill, Alison M.,(Mimi) Hii, King Kuok
, p. 9947 - 9959 (2007)
A one-pot methodology has been developed for the preparation of macrocyclon mimics, i.e., calix[8]arenes containing hydrophobic alkyl substituents on the upper rim and hydrophilic polyethylene glycol chains on the lower rim. Compounds containing PEG chains of up to 24 repeating ethylene oxide (EO) units can be prepared. With increasing molecular weight, these amphiphilic compounds can be classified as macromolecules, and can be difficult to characterise as single molecules. The limitations of conventional analytical techniques are discussed.
Phase solubility studies of poorly soluble drug molecules by using O -phosphorylated calixarenes as drug-solubilizing agents
Bayrakc, Mevluet,Ertul, Seref,Yilmaz, Mustafa
, p. 233 - 239 (2012)
This study is the first report on the solubilizing effect of O-phosphorylated calix[n]arenes that form complexes with neutral molecules such as nifedipine, niclosamide, and furosemide by host-guest complexation. These complexation studies were carried out by using the phase solubility technique. From the obtained results, it was observed that the solubility of guest molecules such as nifedipine, niclosamide, and furosemide was significantly increased in the presence of host molecules tetrakis-O-(diethoxyphosphoryl)-p- tert-butylcalix[4]arene (1), tetrakis-O-(diethoxyphosphoryl)-calix[4]arene (2), bis-O-(diethoxyphosphoryl)-p-tert-butylcalix[4]arene (3), bis-O- (diethoxyphosphoryl)-calix[4]arene (4), and octakis-O-(diethoxyphosphoryl)-p- tert-butylcalix[8]arene (5). The increase in solubility of drugs by the calixarene host 1 to 5 was most probably due to inclusion complexation between drug molecules and cavities of the calixarene skeleton similar to drug-cyclodextrin complexes.
Efficient removal of pentachlorophenol from aqueous solution by 4-: Tert -butylcalix[8]arene modified thermally sensitive hydrogels
Guo, Ying,Liao, Bing,Wang, Kun,Zhao, Yangyang,Yong, Qiwen,Zhao, Hongwei,Pang, Hao
, p. 6840 - 6848 (2018)
We prepared poly(N-isopropylacrylamide-co-4-tert-butylcalix[8]arene) (PNIPAM-TBCX) hydrogels by copolymerization of N-isopropylacrylamide (NIPAM) with 4-tert-butylcalix[8]arene (TBCX) to capture hazardous pentachlorophenol (PCP) from aqueous solution. Adsorption experiments showed that the adsorption capacities of PNIPAM-TBCX hydrogels reached 1.96, 2.08 and 2.02 mg PCP per 1 g of hydrogel, while the molar percentage ratio of TBCX in the hydrogels was as low as 0.5%, 0.7% and 1%. The equilibrium adsorption of PCP on the hydrogels was studied using different adsorption models. In addition, the PNIPAM-TBCX hydrogel still retained its performance when regenerated several times by immersing in water at 323 K.
Molecular recognition of 1,5 diamino anthraquinone by p-tert-butyl-calix(8) arene
Suganthi,Meenakshi,Ramakrishnan
, p. 1017 - 1022 (2010)
The molecular recognition properties of p-tert-butyl-calix(8)arene with 1,5-diamino anthraquinone (1,5 DAAQ) were studied by using UV-Visible and Fluorescence spectroscopic techniques. The binding constant was determined by using the Benesi-Hilde brand expression. It was found that the host-guest complex was formed between 1,5 DAAQ and p-tert-butyl- calix(8)arene in the 1:2 Stoichiometry ratio. Springer Science+Business Media, LLC 2010.
