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JOURNAL OF CHEMICAL AND ENGINEERING DATA · 2020 · IF 2.369

Solubility of Dimethyl 2,2′-Azobis(2-methylpropionate) in 15 Pure Solvents and in a Methanol + Water Binary Solvent System

Yang Li,Yang Zhang,Xue Zhong Wang

The solubility of dimethyl 2,2′-azobis(2-methylpropionate) (AIBME) was determined in 15 pure solvents, including cyclohexane, dichloromethane, diethyl ether, acetone, tetrahydrofuran, ethyl acetate, tetrachloromethane, acetonitrile, methylbenzene, methanol, ethanol, n-propyl alcohol, isopropanol, n-butyl alcohol, and iso-butyl alcohol, and in a binary solvent system (methanol + water) at the temperature range from 253.15 to 293.15 K at atmospheric pressure. Between 278.15 and 293.15 K, the solubility of AIBME is more sensitive to temperature in alcohol solvents than in other solvents. However, the solubility of AIBME in nonalcoholic solvents decreased more rapidly than in alcohol solvents below 278.15 K. The AIBME solubility in the binary solvent system (methanol + water) is positive to temperature and the initial mole fraction of methanol. The measured solubility data of AIBME in pure solvents were correlated by the modified Apelblat equation, the λh equation, the nonrandom two-liquid (NRTL) model, and the Wilson model. The measured solubility data of AIBME in binary solvent systems were correlated by the modified Apelblat equation, the nonrandom two-liquid (NRTL) model, and the Wilson model. Among the four models, the NRTL model is the best model to fit the solubility of AIBME, especially in alcohol solvents. In addition, the mixing properties of AIBME in 15 pure solvents, including standard mixing Gibbs energy, mixing enthalpy, and mixing entropy, were calculated and discussed. The results provide useful information for practical optimization of AIBME crystallization processes.

CAS / MDL: 78-67-1 2589-57-3
研究领域: 化学工程 · 物理化学
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BIOSENSORS & BIOELECTRONICS · 2011 · IF 5.361

Selective fluorometric detection of pyrophosphate and stringent alarmone with copper(II)–2,6-bis(2-benzimidazolyl)pyridine complex

Xi Juan Zhao,Cheng Zhi Huang

Pyrophosphate (PPi) is involved in lots of anabolism and bioenergetic processes in organisms and possesses important biological functions so that its detection is very significant. Here, we developed a selective fluorometric detection method for PPi with a copper(II) complex of 2,6-bis(2-benzimidazolyl)pyridine (bbimp), and then applied it to the detection of bacterial alarmone ppGpp. bbimp has the fluorescence emission at 395   nm, but the bbimp–Cu 2+ complex is hardly fluorescent because the intrinsic fluorescence of bbimp is effectively quenched by Cu 2+ . With the addition of PPi, however, the fluorescence emission of bbimp turns on with a 2   nm red-shift, and has a linear relationship with PPi in the range of 3–90   μmol/L. This method has good selectivity for PPi over other anions especially those phosphate-containing anions such as ATP, UTP, CTP, GTP, GDP, and PO 4 3− .

研究领域: 生物化学 · 分析化学
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JOURNAL OF RADIOANALYTICAL AND NUCLEAR CHEMISTRY · 2024 · IF 1.5

Preparation and characterization of a mesoporous silica-based copolymer loaded with bis(2-ethylhexyl) phosphate for the efficient separation of trace radium from natural thorium

He Xuexiang,Liao Linyuan,Tang Jing,Chen Lifeng,Lv Lidan,He Dongqiao,Yin Xiangbiao,Li Wenlong,Ning Shunyan,Wei Yuezhou

A silica-supported copolymer loaded with bis (2-ethylhexyl) phosphate was prepared and first investigated for the separation of trace radium from natural 232 Th. Results showed that the adsorbent was prepared successfully with ultrahigh selectivity and ultrafast adsorption kinetics towards thorium, making the separation easy and convenient. The chemical recovery rate to radium reached 96.7%, and the decontamination factor to thorium exceeded 10 5 . Generally, this work demonstrated the feasibility of using this material and method to directly separate 228 Ra and 224 Ra from 232 Th, rendering it significant in the future preparation and application of 212 Pb.

CAS / MDL: 1321-74-0
研究领域: 材料科学 · 核化学 · 环境科学
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Molecular Catalysis · 2025 · IF 4.9

Production of 5,5′(oxy-bis(methylene)) bis-2-furfural from 5-hydroxymethylfurfural through the hydrogen-bonding catalysis of ionic liquids

Wanqing Sun,Jilei Xu,Lei Li,Zhu Liu,Zuoyi Xiao,Qingda An,Jiahui Huang

5,5′(oxy-bis(methylene)) bis-2-furfural (OBMF) is an important biobased chemical that can be synthesized through the self-etherification of 5-hydroxymethylfurfural (HMF) in the presence of either homogeneous acid or solid acid catalysts, such as p-toluenesulfonic acid (PTSA) and molecular sieves. In previous studies, all authors believed that this process follows an acid-catalyzed mechanism, even though some argued that acid strength is not the key factor in the formation of OBMF. In this work, we present a new route for the synthesis of OBMF from HMF, utilizing hydrogen-bonding catalysis with protonated ionic liquids under metal-free conditions. [NMPH][OTf] featuring a cationic hydrogen bond donor and an anionic hydrogen bond acceptor, is effective for the self-etherification of HMF. Under the optimal conditions, the yield of OBMF reached approximately 92.4 %. Based on the results of Attenuated Total Reflectance Infrared Spectroscopy (ATR-IR), Nuclear Magnetic Resonance (NMR) and Density Functional Theory (DFT) calculation, it is determined that the cations and anions of ILs could activate the C O and O H bonds of HMF via hydrogen bonds respectively. This synergistically facilitates the self-etherification of two HMF molecules to form OBMF. After recycling the catalyst four times, the yield of OBMF did not decrease significantly. According to the Arrhenius law, the apparent activation energy and reaction order for [NMPH][OTf] in the self-etherification of HMF to OBMF are determined 40.7 kJ/mol and 1.0, respectively. The results suggested that [NMPH][OTf] is an excellent catalyst for the generation of OBMF from HMF. Therefore, this study offers a simple and environmentally friendly method for the production of OBMF, which holds promising potential for broad application prospect in the future.

CAS / MDL: 1634-04-4 187863-42-9
研究领域: 化学工程 · 绿色化学 · 可再生资源利用
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CHEMICAL ENGINEERING JOURNAL · 2025 · IF 13.2

Closed-loop recycling for poly(ethylene terephthalate) (PET) plastic: depolymerization, monomer separation, and recycled PET (rPET)

Taishun Yang,Qingming Fan,Hao He,Chuang Gao,Zixu Yang,Jing Xu

Closed-loop chemical recycling offers a promising solution to the end-of-life challenges of plastic waste. However, efficiently cleaving bonds to generate value-added products and develop chemically recyclable polymers remains a considerable challenge. We have developed a closed-loop upcycling strategy that depolymerizes poly(ethylene terephthalate) (PET) into bis(2-hydroxyethyl) terephthalate (BHET), followed by polycondensation to produce recycled PET (rPET). A series of xMn/Zn (x = 0, 0.5, 1, 2) catalysts, where x represents the molar ratio of Mn and Zn, were synthesized and employed to depolymerize PET plastic into the BHET monomer. The efficient PET glycolysis approach, utilizing the high surface area and weak acid sites of the 1Mn/Zn catalyst, achieved complete depolymerization of PET plastic with a BHET yield of 93.6 %. The recovered monomers can be utilized to remanufacture rPET, which exhibits competitive molecular weight, thermal stability, and rheological properties. The energy efficiency and techno-economic feasibility of the strategy for recycling PET waste plastic were assessed by constructing a lab-scale 5.0 g-grade process and simulating a 1-ton-grade process. This work introduces a closed-loop “PET-BHET-rPET” process, addressing end-of-use challenges, offering a cost-effective method, and providing a sustainable solution for upcycling plastic waste.

研究领域: 材料科学 · 环境科学 · 化学工程
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JOURNAL OF PORPHYRINS AND PHTHALOCYANINES · 2021 · IF 1.811

Synthesis of 5,15-meso-bis(2-chlorothiophen-3-yl)porphyrin as a building block for further functional materials

Safi Ullah,Keisuke Ogumi,Xuelin Zhen,Huan Wang,Yutaka Matsuo

A Suzuki–Miyaura coupling reaction was performed to synthesize 5,15- meso -bis(2-chlorothiophen-3-yl)porphyrins in order to obtain a building block for further functional porphyrins. Photophysical and electrochemical properties were investigated to understand the effect of 2-chloro substituted thiophenes which are connected at their 3-position to the meso -position of the porphyrin. A computational calculation with counterpoise method was demonstrated to estimate the relative intermolecular interaction in order to compare solubility. Installed chloro atoms at the 2-position of thiophen-3-yl decreased in intermolecular interaction which caused an increase in solubility.

研究领域: 有机化学 · 材料科学 · 计算化学
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JOURNAL OF POROUS MATERIALS · 2016 ·Vol. 23 ·期 3 ·663-669 · IF 1.385

Hybrid gels of Bis(benzimidazole)-base ligand with perchlorate salts driven by squaric acid: synthesis, characterization and dye adsorption

Hu Ai B.,Zhou Hong,Pan Zhi Q.,Cheng Qing R.

2,6-bis(2-benzimidazyl)pyridine ligand (L) with or without squaric acid in the presence of Zn(II) or Ni(II) has been found to form gel-like materials (GLs). The GLs have been characterized by infrared spectroscopy, optical microscopy, scanning electron microscope (SEM) and transmission electron microscope (TEM).The results show that the mixture of L, squaric acid and Zn(II) or Ni(II) was found to gelate N,N-dimethylformamide to generate hybrid gels. The synergetic effect of the coordination and hydrogen bonding in the mixture is the key factor to form gels. Needle shaped samples observed in optical microscopy turned out to be different morphologies in SEM and TEM measurements. Network structures formed by strands and fibers have better dye absorption properties than those of networks formed by fibers and nanospheres. Dye absorption monitored by UV–Vis has been done to investigate the properties of the gels. The dye absorption amounts are in the range of 12.15–15.38 mg·g −1 . Moreover, the model for self-aggregation of the sample has been proposed.

研究领域: 化学 · 材料科学
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JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY · 2017 · IF 3.154

Facile Synthesis of Novel Vanillin Derivatives Incorporating a Bis(2-hydroxyethyl)dithhioacetal Moiety as Antiviral Agents

Jian Zhang,Lei Zhao,Chun Zhu,Zengxue Wu,Guoping Zhang,Xiuhai Gan,Dengyue Liu,Jianke Pan,Deyu Hu,Baoan Song

A series of vanillin derivatives incorporating a bis(2-hydroxyethyl)dithioacetal moiety was designed and synthesized via a facile method. A plausible reaction pathway was proposed and verified by computational studies. Bioassay results demonstrated that target compounds possessed good to excellent activities against potato virus Y (PVY) and cucumber mosaic virus (CMV), of which, compound 6f incorporating a bis(2-hydroxyethyl)dithioacetal moiety, exhibited the best curative and protection activities against PVY and CMV in vivo, with 50% effective concentration values of 217.6, 205.7 μg/mL and 206.3, 186.2 μg/mL, respectively, better than those of ribavirin (848.0, 808.1 μg/mL and 858.2, 766.5 μg/mL, respectively), dufulin (462.6, 454.8 μg/mL and 471.2, 465.4 μg/mL, respectively), and ningnanmycin (440.5, 425.3 μg/mL and 426.1, 405.3 μg/mL, respectively). Current studies provide support for the application of vanillin derivatives incorporating bis(2-hydroxyethyl)dithioacetal as new antiviral agents.

研究领域: 有机化学 · 植物病理学 · 药物化学
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SCIENCE OF THE TOTAL ENVIRONMENT · 2024 · IF 8.2

Multi-omics analysis of the toxic effects on gill tissues of crucian carp (Carassius auratus) from chronic exposure to environmentally relevant concentrations of Di(2-ethylhexyl) phthalate (DEHP)

Yang Yang,Yingjie Liu,Song Wu,Lin Han,Yanchun Sun

The pervasive use of the plasticizer di(2-ethylhexyl) phthalate (DEHP) poses potential risks to global aquatic ecosystems. This study systematically evaluated the adverse effects of chronic exposure to environmentally relevant concentrations of DEHP on gill tissues of crucian carp, utilizing histological examination, metabolomic, and transcriptomic analysis. The results demonstrated that DEHP induced significant histopathological alterations in gill tissues, with significant enrichment observed in multiple pathways associated with amino acid, hormone, lipid, and xenobiotic metabolism. Metabonomics-transcriptomics analyses indicated that DEHP-induced significantly over-activation of cytochrome P450 1B1-like ( p   <   0.001 ) and cytochrome P450 3A30-like ( p   <   0.05 ) via the nuclear xenobiotic receptors pathway was a key factor contributing to the disruption of tryptophan metabolism and steroid hormone biosynthesis, as well as inducing circadian rhythm disruption. Moreover, circadian rhythm disruption further exacerbated the imbalance of cytochrome P450 (CYP450) enzyme system as well as linoleic acid, arachidonic acid, sphingolipid, and glycerophospholipid metabolism. Overall, the feedback regulation between the CYP450 enzyme system and circadian rhythms emerged as the primary mechanism underlying DEHP-induced metabolic and transcriptional disruptions, ultimately resulting in gill toxicity. This study not only enriched the toxic effects on aquatic organisms of chronic exposure to DEHP, but provided potential biomarkers for the environmental risk assessment of DEHP.

CAS / MDL: 67-68-5
研究领域: 环境毒理学 · 分子生物学 · 水产科学
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POLYMER DEGRADATION AND STABILITY · 2022 · IF 5.204

Efficient glycolysis of recycling poly(ethylene terephthalate) via combination of organocatalyst and metal salt

Wenyan Chen,Maoxin Li,Xinchen Gu,Liang Jin,Wenxing Chen,Shichang Chen

s The recycling of discarded polyethylene terephthalate (PET) is an effective way of catering to global sustainable economic development strategies. It is well known that catalysts play a crucial role in the degradation of PET, based on the fact that most of the currently available catalysts have some disadvantages, including complex preparation process, severe reaction conditions and insufficient reaction efficiency. Herein, we report a combination of metal catalyst and organoazacyclic 1,8-diazabicyclo [5.4.0]undec-7-ene (DBU) as cooperating catalysts were used to depolymerize waste polyethylene terephthalate into bis(2-hydroxyethyl) terephthalate (BHET) directly. Screening of several metal salts under optimal conditions showed that zinc acetate ((Zn(OAc) 2) was the most effective co-catalyst. The waste PET could be completely depolymerized at 180 °C for 77 min with the weight ratio of EG/PET was 3:1 and the molar ratio of Zn(OAc) 2 /DBU was 1:2, and the content of BHET in the recrystallized product reached 78.2%. Kinetic studies showed that the activation energy of depolymerization of PET was 115.48 kJ/mol. It was speculated that the hydrogen bond formed by Zn(OAc) 2 /DBU and EG exhibited excellent catalytic effect in the glycolysis process. Therefore, it is hopeful that this simple and mild composite catalyst can provide industrial ideas for recycling other waste polyesters.

研究领域: 材料科学 · 化学工程 · 环境科学
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CHROMATOGRAPHIA · 2019 ·Vol. 82 ·期 10 ·1579-1583 · IF 1.552

Detection of 2,2′-Azobis(2-amidinopropane) Dihydrochloride in Polyvinylpyrrolidone by Capillary Electrophoresis with Field-Amplified Sample Injection

Lou Chunli,Zheng Mengmeng,Xu Yao,Shen Yuting,Kang Jingwu

A sensitive method was developed for detecting 2,2′-azobis(2-amidinopropane) dihydrochloride in polyvinylpyrrolidone by capillary electrophoresis with indirect UV detection. The detection sensitivity was improved significantly using the field-amplified sample injection technique. The background electrolyte was composed of 25 mM imidazole-HCl solution (pH 4.0), in which imidazole acted as the cation probe for the indirect detection at UV 214 nm. Effects of the experimental parameters including pH, the concentration of imidazole as well as the sample injection time on sample preconcentration were investigated and optimized. Under the optimized conditions, baseline separation of 2,2′-azobis(2-amidinopropane) ion with other ions in the polyvinylpyrrolidone samples was achieved within 8 min. The RSD% for the repeatability of the migration time and the peak area were determined as 0.95% and 3.47%, respectively. The limit of detection (LOD, S / N  = 3) and the limit of quantitation (LOQ, S / N  = 10) were determined as 1.11 × 10 −5 M and 2.77 × 10 −5 M, respectively. The measured recovery at three concentration levels was in the range of 101–104%. This method was successfully applied to detect 2,2′-azobis(2-amidinopropane) in the commercial polyvinylpyrrolidone samples.

研究领域: 分析化学 · 制药工程
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JOURNAL OF CHROMATOGRAPHY A · 2017 · IF 3.981

Dispersive solid-phase microextraction with graphene oxide based molecularly imprinted polymers for determining bis(2-ethylhexyl) phthalate in environmental water

Lidong Cheng,Shuihong Pan,Chuyuan Ding,Jun He,Chengjun Wang

A novel graphene oxide-molecularly imprinted polymers (GO-MIPs) was prepared and applied for selective extraction and preconcentration of bis(2-ethylhexyl) phthalate (DEHP) in environmental water samples by using the dispersive solid-phase microextraction (DSPME) method. The GO-MIPs was synthesized via precipitation polymerization using GO, DEHP, methacrylic acid, and ethylene dimethacrylate as supporting materials, template molecules, functional monomer, and cross-linker, respectively. The prepared GO-MIPs were characterized by scanning electron microscope and Fourier transform infrared spectroscopy. The GO-MIPs-DSPME conditions including type and volume of elution solvents, adsorbents amount, initial concentration of DEHP, pH and ionic strength of water samples were investigated. Under optimized conditions, the DEHP was selectively and effectively extracted in real water samples and enrichment factors of over 100-fold were achieved. Good linearity was obtained with correlation coefficients (R 2 ) over 0.999 and the detection limit (S/N   =   3) was 0.92   ng   mL −1 . The average recoveries of the spiked samples at three concentration levels of DEHP ranged from 82% to 92% with the relative standard deviations less than 6.7%. The results indicated that the proposed GO-MIPs-DSPME extraction protocol combined with HPLC-UV determination could be applied for selective and sensitive analysis of trace DEHP phthalate in environmental water samples.

CAS / MDL: 78-67-1 7782-42-5
研究领域: 分析化学 · 环境科学
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