Synthesis,thermal properties,conductivity and lifetime of proton conductors based on nanocrystalline cellulose surface-functionalized with triazole and imidazole

A new proton conductor based on 1H-1,2,3-triazole doped nanocrystalline cellulose (2.66 CNC-Tri) has been synthesized for possible use as an electrolyte in proton exchange membrane (PEM) cells. The physicochemical properties of 2.66 CNC-Tri were determined and compared with those of imidazole-doped nanocrystalline (1.17 CNC-Im) and pure nanocrystalline cellulose (CNC). The composites were obtained in the form of a film and their synthesis proceeded under vacuum. The maximum conductivity of 2.66 CNC-Tri was measured to be 0.1 × 10⁻⁴ S/m at 175 °C and that of 1.17 CNC-Im to be 1.6 × 10⁻² S/m at 155 °C, in the anhydrous state. The composite 2.66 CNC-Tri, compared to 1.17 CNC-Im, has much better thermal properties manifested as stability of the matrix and durability of the heterocyclic molecule. The lifetimes of 2.66 CNC-Tri fulfills the requirements of the U.S. Department of Energy for the minimum lifetimes of a PEM based fuel cell for cars.     

Structural Consequences of the 1,2,3-Triazole as an Amide Bioisostere in Analogues of the Cystic Fibrosis Drugs VX-809 and VX-770

Although the 1,2,3-triazole is a commonly used amide bioisostere in medicinal chemistry, the structural implications of this replacement have not been fully studied. Employing X-ray crystallography and computational studies, we report the spatial and electronic consequences of replacing an amide with the triazole in analogues of cystic fibrosis drugs in the VX-770 and VX-809 series. Crystallographic analyses quantify subtle differences in the relative positions and conformational preferences of the R¹ and R² substituents attached to the amide and triazole bioisosteres. Computational studies derived from the X-ray data highlight the improved hydrogen bonding donor and acceptor capabilities of the amide in comparison to the triazole. This analysis of the spatial and electronic differences between the amide and 1,2,3-triazole will inform medicinal chemists as they consider using the triazole as an amide bioisostere.     

An exploration of corrosion inhibition of mild steel in sulphuric acid solution through experimental study and Monte Carlo simulations

Abstract

4-[4-(1H-imidazol-1-yl)methyl)-1H-1,2,3-triazol-1-yl]methylbenzophenone (ITBP) and 4[4-(1H-1,2,4-triazol-1-yl)methyl)-1H-1,2,3-triazol-1-yl]methylbenzophenone (TTBP) are synthesized as new heterocyclic compounds of the triazole derivative family and tested successfully as potential inhibitors for MS in 1?M H₂SO₄ corrosive medium by using gravimetric analysis, electrochemical impedance spectroscopy, potentiodynamic polarization, and energy dispersive X-ray spectroscopy (EDX). Polarization curves show that the tested inhibitors are mixed-type inhibitors. Scanning electron microscopy (SEM) affirmed the existence of an adsorbed film on the steel surface. Monte Carlo simulations were in excellent agreement with the experimental tests.

Abbreviation: PDP: Potentiodynamic Polarization; EIS: Electrochemical impedance spectroscopy; DFT: Density functional theory; MC: Monte Carlo     

Intensity enhancement of photoluminescent polyesters by photocrosslinking

A series of polyesters with alkylated triazole heterocyclic rings at the branches were designed and synthesized via the polycondensation reaction. The synthesized polyesters were examined with various spectroscopic methods such as Fourier transform IR, ¹H NMR and ¹³C NMR. The alkyl chain length at the branch was found to affect the thermal stability of the polyesters, which decreased with longer alkyl chain. These polyesters possessed an aggregation‐induced emission enhancement characteristic evidenced by the transformation of the clear solutions in tetrahydrofuran with weak greenish blue emission to cloudy solutions with enhanced blue emission when water was added to promote aggregation. Furthermore, enhancement in the photoluminescence intensity was observed when the polyesters underwent photocrosslinking upon UV irradiation and appeared as self‐assembled aggregates. The formation of aggregates in the water ? tetrahydrofuran solutions and after photocrosslinking was confirmed via TEM analysis. The SEM images showed that the photocrosslinked polyesters were highly porous which may enhance the π ? π stacking interaction that improved the photoluminescence intensity. © 2015 Society of Chemical Industry     

Highly size- and shape-controlled synthesis of silver nanoparticles via a templated Tollens reaction

A mild, facile one-step synthetic strategy for the preparation of size- and shape-controlled silver nanoparticles (AgNPs) is presented. The high degree of size- and shape-control of these AgNPs is achieved by the use of triazole sugar ligands scaffolded by a central resorcinol ether core. Both the triazoles and the resorcinol ether core mediate the nucleation, growth, and passivation phases of the preparation of AgNP in the presence of the Tollens reagent as the silver source. Kinetic and (1)H NMR titration data is presented describing the nature of the interactions between the Tollens reagent and these ligands.     

Chemical modification of chloromethylated polysulfones via click reactions

A new approach to the modification of azidomethyl polyethersulfones using click reactions with acetylenic derivatives in the presence of CuBr as catalyst is presented. An azidomethyl polyethersulfone was prepared by the reaction of chloromethylated polysulfone with sodium azide in dimethylformamide. By the Cu(I)‐catalysed Huisgen 1,3‐dipolar cycloaddition reaction of the azidomethyl polyethersulfone to acetylenic derivatives, new polyethersulfones containing 1,2,3‐triazole rings were obtained. The structures of the polymers were confirmed using attenuated total reflectance Fourier transform infrared and NMR spectroscopy. The polymers were characterized using dynamic mechanical analysis, thermogravimetric analysis, stress‐strain and water contact angle measurements and solubility tests. The polymers bearing 1,2,3‐triazole rings having OH or COOH as substituents exhibited static contact angles smaller than that of the parent polyethersulfone. Copyright © 2010 Society of Chemical Industry     

三唑衍生物的合成及性质研究

本文利用双酰肼与PCl5反应得到α,α’-二氯双腙,继而与芳胺缩合关环的方法合成了一系列新的三唑类衍生物,并用核磁共振氢谱表征分析了化合物的结构。通过Gaussian03程序,采用B3LYP方法,在6-31G基组下对其中的2个三唑衍生物在中性、阴离子态下分别进行几何结构优化,并分别计算出它们的电子亲和势,从理论计算方面证明此类化合物适于作为电致发光材料,为开发具有特定性能与特定应用领域的电子传输材料提供了理论基础。     

3-氨基-1H-1，2，4-三氮唑膦酸的合成

介绍了用3-氨基-1H-1，2,4-三氮唑与醛类、亚磷酸反应合成一种新的含氮杂环类膦酸化合物，主要对反应条件、合成方法进行了探讨和系统分析，并用^31PNMR对所合成的化合物进行了表征，讨论了化合物的结构。     

3,5-二硝氨基-1,2,4-三唑钾盐的晶体结构

用Ｘ线单晶衍射方法测定题称化合物晶体结构。它属单斜晶系，Ｐａ空间群，晶胞参数为：ａ＝６．５９７（２）Ａ，ｂ＝５．１６７（２）Ａ，ｃ＝１０．４２７（５）Ａ，β＝９５．２３０，晶胞中分子数Ｚ＝２，吸收因子为７．４９１，最终偏离因子Ｒ＝０．０３９。     

Fatty acid triazoles: Novel corrosion inhibitors for oil well steel (N-80) and mild steel

Three fatty acid triazoles, namely, 3-undecane-4-aryl-5-mercapto-1,2,4-triazole (triazole 1), 3(heptadeca-8-ene)-4-aryl-5-mercapto-1,2,4-triazole (triazole 2), and 3(deca-9-ene)-4-aryl-5-mercapto-1,2-4-triazole (triazole 3) were synthesized and their corrosion-inhibiting action in 15% hydrochloric acid was evaluated by weight-loss method and electrochemical techniques. Electrochemical polarization studies at room temperature indicated that all the triazoles are mixed-type inhibitors, i.e., they inhibit both anodic and cathodic reactions. The adsorption of these compounds onto mild steel from 15% HCl followed Temkin's adsorption isotherm.