Sharif Digital Repository

The α-C-H bond dissociation energy (BDE) of phenylcyclopropane (1) was experimentally determined using Hess' law. An equilibrium acidity determination of 1 afforded ΔH°acid = 389.1 ± 0.8 kcal mol-1, and isotopic labeling established that the α-position of the three-membered ring is the favored deprotonation site. Interestingly, the structure of the base proved to be a key factor in correctly determining the proper ionization site (i.e., secondary amide ions are needed, and primary ones and OH- lead to incorrect conclusions since they scramble the deuterium label). An experimental measurement of the electron affinity of 1-phenylcyclopropyl radical (EA = 17.5 ± 2.8 kcal mol-1) was combined... 

Palladium nanoparticles immobilized on the magnetic nanoparticles@2-amino-N-(2-aminoethyl) benzamide (MNPs@A-N-AEB.Pd0) have been presented as an efficient, and reusable magnetically heterogeneous catalyst for the C-O coupling reaction, namely Ullmann condensation reactions in an aqueous medium. This heterogeneous catalyst shows superior reactivity for the C-O arylation of different aryl halide (chloride, bromide, and iodide) with phenol derivatives to afford the desired products in good to excellent yields within short reaction time. Moreover, the catalyst can be easily recovered and reused for seven runs without loss of catalytic activity. The catalyst was characterized by several... 

Abstract: We report robust green synthesis of novel 1,2,3-triazole-based sulfonamides bearing different motifs such as fluorine under click conditions in presence of a copper-based magnetically recoverable and reusable heterogeneous nanocatalyst. The organocopper catalyst at 0.5 mol.% was highly recyclable (up to five times) when recovered using an external magnet without significant loss in catalytic activity. The mild reaction conditions and excellent yields (69–95 %) make this protocol an attractive method for efficient synthesis of the title compounds. The structure of product 3a was determined by Röntgen crystal structure analysis. Graphical Abstract: [Figure not available: see... 

A semi-interpenetrating polymer network (semi-IPN) hydrogel composed of crosslinked chitosan and Polyacrylamide (PAAm) was prepared in the presence of formaldehyde as a crosslinker. The swelling capacity of hydrogel was shown to be affected by the crosslinker and the PAAm/chitosan ratio. The PAAm/chitosan semiIPN hydrogels are swelled at low pHs that attributed to both osmotic pressure and repulsion of -NH3+ groups on chitosan backbones. The swelling of hydrogel in acidic pHs showed that with increasing of chitosan content in the hydrogel, the swelling capacity was increased. But the swelling capacity of hydrogel in neutral pH is reversed, i.e. the higher the PAAm/chitosan ratio, the higher... 

In this paper, attention is paid to synthesis and swelling behavior of a superabsorbent hydrogel based carboxymethylcellulose (CMC) and polyacrylonitrile (PAN). The physical mixture of CMC and PAN was hydrolyzed in NaOH solution to yield hydrogel, CMC-poly(NaAA-co-AAm). During alkaline hydrolysis, the nitrile groups of PAN were completely converted to a mixture of hydrophilic carboxamide and carboxylate groups followed by in situ crosslinking of the grafted PAN chains. A proposed mechanism for hydrogel formation was suggested and the structure of the product was established using FTIR spectroscopy. The reaction variables affecting the swelling capacity of the hydrogel were systematically... 

The Taguchi method, a robust experimental design for optimization, was used for the synthesis of a superabsorbent hydrogel network using γ-rays as an initiator, energy source and crosslinker at the same time. Nine different samples of superabsorbent hydrogels were prepared in various conditions from kappa-carrageenan (κC) and acrylamide by γ-irradiation at room temperature. Considering the results of nine trials and according to analysis of variance (ANOVA), a new experimental condition with the concentrations of κC and acrylamide 1.5 g and 0.028 mol (2 g in total volume of 50 mL H2O), respectively, as well as γ-ray at the optimum total dose (7 kGy) was proposed. After preparing the desired... 

(Chemical Equation Presented) An efficient and simple route is presented to the synthesis of some iminothiazolidinone derivatives. α-Chloro amide derivatives undergo coupling reaction with isothiocyanate in the presence of a mild base, followed by nucleophilic substitution of chlorine by the sulfur atom of isothiocyanate  

Potassium fluoride supported on alumina efficiently catalyzes Michael addition of aromatic and aliphatic thiols to a variety of conjugated alkenes such as α,β-unsaturated carbonyl compounds, carboxylic esters, amides, nitriles and chalcones. The Michael adducts are produced in good to excellent yields and relatively in short times. The catalyst can be recycled for subsequent reactions without any appreciable loss of efficiency. Copyright © Taylor & Francis, Inc  

This article demonstrates the properties of open-cell flexible polyurethane foams incorporating multi-walled carbon nanotubes. Three different types of highly functionalized nanotubes having carboxyl, hydroxyl and amide functional groups were synthesized. Neat polyurethane foam and three nanocomposite foams filled with 0.1 wt% of treated nanotubes were prepared. It was found that thermal stability, mechanical properties and acoustic damping were improved significantly by incorporation of small amounts of nanotubes. The nanotubes modified with carboxyl groups were found to have much more influence compared to the other two functional groups, possibly due to better interfacial interaction and... 

The physical properties and chemical structure of a new biosurfactant (licheniformin) produced by Bacillus licheniformis MS3 were investigated. The purified biosurfactant was identified as a lipopeptide with amino acid sequence of Gly, Ala, Val, Asp, Ser, Gly, Tyr and a lactone linkage between the carboxyl group of Aspargine and hydroxyl group of Tyrosine residue. The fatty acid moiety was attached to N-terminal amino acid residue through an amide bond. The purified licheniformin could lower the surface tension of water from 72 to 38 mN/m at concentrations higher than 15 μg/mL and its relative emulsion volume (EV%) was equal to 36%. It also showed stable surface activity over a wide range of... 

High molecular weight homopolymers of acrylamide (PAM) and (2-methacryloyloxyethyl) trimethyl ammonium chloride (PDMC) and copolymer of DMC with acrylamide (P(AM-co-DMC)) were synthesized using solution polymerization technique. The synthesized polymers were characterized by Fourier transform infrared (FTIR), 1HNMR, 13CNMR spectroscopy and differential scanning calorimetry (DSC) and viscometery. 1HNMR and 13CNMR studies confirmed the structure of the synthesized polymers. The behavior of the synthesized polymers was investigated in water-acetone and water-methanol mixtures. The plot of intrinsic viscosity of either PAM or P(AM-co-DMC) with respect to acetone (methanol)/water ratio in... 

A heterogeneous tungstate-based catalyst has been prepared for selective oxidation of sulfides to sulfoxides in the presence of 30% H2O2. The catalyst was prepared via immobilization of high amounts of WO4 2− onto the cross-linked poly(ammonium ethyl acrylamide) coated magnetic nanoparticles (MNP). FT-IR, TEM, TGA, VSM, XRD, EDX, and CHN analysis were used for characterization of catalyst. Variety of sulfides successfully converted to the related sulfoxides using 1 mol% of catalyst at room temperature in high yields. The catalyst was easily recovered and reused up to 6 times without loss of activity  

The purpose of this study was to produce an intelligent superabsorbent polymer (SAP) to be used as a pH sensitive matrix for the controlled delivery of drugs. Novel types of highly swelling SAPs were prepared by grafting crosslinked acrylic acid-co-acrylamide (AA-co-AAm) chains onto pectin by free-radical polymerization. The superabsorbent formation was confirmed by Fourier transform infrared spectroscopic (FT-IR) and scanning electron microscopy (SEM). The controlled release behavior of ibuprofen (IBU) from the superabsorbent polymer was investigated. SAP structural-property relationships that affect its controlled release behavior were determined. Analysis of the results indicated that it... 

The purpose of this study was the production of copolymers and terpolymers with highly hydrophilic–hydrophobic properties, using inexpensive and available monomers as potential enhancing oil recovery (EOR) and water production control agents for high-temperature and high-salinity (HTHS) oil reservoirs. For this purpose, several copolymers and terpolymers with different molar percentage of acrylamide/styrene, acrylamide/maleic anhydride, and acrylamide/styrene/maleic anhydride were synthesized by the inverse emulsion polymerization technique. The presence of hydrophobic styrene and hydrophilic maleic anhydride monomers in the copolymer and terpolymer structure, provided some unique properties... 

In the past few years, laser-assisted methods have greatly influenced biomedical studies due to less invasive ways of treatment and higher precision. New stimuli-responsive drug carriers are still explored by scientists to achieve a better spatiotemporal control of drug carriers by using visible to NIR light instead of phototoxic ultra-violet irradiation. Due to their biocompatibility and high loading capacity of hydrophilic drugs, hydrogels have been used extensively in this area. However, poor cellular uptake and restricted loading of hydrophobic drugs are challenges that should be addressed. In this study, a previously known nanogel system based on chitosan and poly(N-isopropylacrylamide)... 

Superhydrophobic surfaces have been used for reducing friction in micro- and nanochannels. In the present work, water flow between two carbon walls with nanostructures made of poly(N-isopropylacrylamide) via the molecular dynamics method has been studied. The structure of this polymer can change based on the temperature of the environment, so that by increasing the temperature the structure becomes hydrophobic. This property has been studied and the effect of multiple factors on the slip length is presented. The effects of the number of monomers in the polymer, the distance between the polymers, and the temperature on the flow field are investigated. The results reveal that the slip length... 

The present article deals with super-swelling behavior of crosslinked homopolymer of 2-acrylamido-2-methylpropane sulfonic acid, poly(AMPS), in binary mixtures of dimethyl sulfoxide (DMSO) and various polar solvents including water, mono-, and polyhydric alcohols, and amide solvents such as N-methyl pyrrolidone. Extraordinary phase transition sequences including a new unusual swelling phenomenon, referred to as "overentrant" swelling, was observed for this polymeric organogel in the solvent/DMSO mixtures. The swelling behaviors were preliminarily explained based on the major interactions involved in the solvation process and dielectric constant of the swelling media. It was established that... 

Metal-organic frameworks (MOFs) biocompatible systems can host enzymes/bacteria/viruses. Herein we synthesized a series of fatty acid amide hydrolase (FAAH)-decorated UiO-66-NH2 based on Citrus tangerine leaf extract for drug delivery and biosensor applications. Five chemically manipulated FAAH-like benzamides were localized on the UiO-66-NH2 surface with physical interactions. Comprehensive cellular and molecular analyses were conducted on HEK-293, HeLa, HepG2, PC12, MCF-7, and HT-29 cell lines (cytotoxicity assessment after 24 and 48 h). MTT results proved above 95 and 50% relative cell viability in the absence and presence of the drug, respectively. A complete targeted drug-releasing...