JOURNAL OF MOLECULAR STRUCTURE
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2019
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IF 2.12
Maocai Yan,Zhen Zhang,Jinhui Zhou,Wei Li,Chunyan Zhang,Jingchang Zhang,Huannan Wang,Xuelu Yang,Shuai Fan,Zhaoyong Yang
Maleimide skeleton distributes widely in a great many substances, and maleimides are very useful building blocks in organic synthesis and many related disciplines, like bioconjugation . As an excellent leaving group, tosyloxy (-OTs) group are very popular in organic synthesis; however, reports on use of -OTs group on maleimide scaffold are very rare. In this study, 3-tosyloxymaleimide was prepared from l -tartaric acid and used to react with various phenols or naphthols under PTC condition to give 3-aryloxymaleimides through nucleophilic substitutions. Yields of the reaction were not high due to a competitive transesterification reaction; however, this reaction would be practical if the side-reaction could be suppressed by appropriate reaction conditions. The reaction mechanism was investigated by theoretical computation. The intermediates and transition states of the reaction, as well as the potential barrier and reaction free energy , were calculated using density functional theory (DFT), and influencing factors of the reaction were discussed. Theoretical computations showed that this nucleophilic substitution is favorable both kinetically and thermodynamically, while electron-withdrawing groups on phenols are harmful to such reactions. This study will provide new knowledge and insights on the chemical properties of maleimide and tosyloxy group, as well as the related chemical reactions.
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JOURNAL OF CHROMATOGRAPHY A
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2018
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IF 3.716
Jianlin Peng,Meiling Qi
This work describes the investigation of utilizing a chain-typed thiophene-based π-conjugated polymer, i . e ., poly(3-hexylthiophene) (P3HT), as the stationary phase for gas chromatography (GC). The P3HT column was statically prepared and investigated for its column efficiency, polarity, separation performance, repeatability and thermal stability. As a result, it showed moderate polarity and column efficiencies of 3260, 3310 and 3790 plates/m for 1-octanol, naphthalene and n -dodecane, respectively. As evidenced, it exhibited high-resolution performance for aliphatic and aromatic isomers, including those critical pairs such as phenanthrene/anthracene and p -/ m -benzenediol isomers. Moreover, it displayed stronger retention for alkanes, alcohols and phenols in comparison to the polysiloxane stationary phase with close polarity. Also, the P3HT column had good repeatability and reproducibility with the RSD values less than 0.05% for run-to-run, 0.17–0.54% for day-to-day and 2.7–5.2% for column-to-column, and good thermal stability up to 260 °C. This work demonstrates the promising future of the thiophene-based polymer and its derivatives in separation science.
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JOURNAL OF CHROMATOGRAPHY A
·
2018
·
IF 3.716
Yinhui Yang,Meiling Qi,Jinliang Wang
This work describes the separation performance of a star-shaped truxene-based material (denoted as EDOTT) as the stationary phase for capillary gas chromatography (GC). The EDOTT capillary column achieved the column efficiency of 5920 plates/m by n -dodecane, 4890 plates/m by naphthalene and 3960 plates/m by 1-octanol at 120 ℃. Its selectivity and retention behaviour were investigated by a number of mixtures of diverse analytes and their isomers. As a result, it showed advantageous performance for separations of apolar to polar analytes, especially phenols and alcohols, over its analogous TTT, TDT and TFT stationary phases. In addition, the EDOTT capillary column was investigated for its column loadability, repeatability and thermal stability, and was finally applied for the determination of isomer impurities in real samples. This work provides an alternative truxene-based stationary phase with high selectivity for polar analytes and demonstrates the key role of structural modification in developing a family of stationary phases with specific selectivity for targeted analytes.
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ACS Sustainable Chemistry & Engineering
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2019
·
IF 6.97
Hongjing Wang,Dandan Yang,Songliang Liu,Shuli Yin,You Xu,Xiaonian Li,Ziqiang Wang,Liang Wang
The Au catalyst is attractive for electrochemical ammonia synthesis. The design of Au catalyst with favorable morphology and composition is significant for enhancing its performance. Herein, an effective and universal synthetic method is proposed to fabricate unique metal–nonmetal AuPdP nanowires (AuPdP NWs), which is simply performed by the solvothermal reaction of Au nanowires with Pd(PPh3)4. The facile hydrogen adsorption at Pd sites and weak binding to Au sites favor the selective hydrogenation of N2 to NH3. Moreover, phosphorus doping provides more sites for the nitrogen reduction reaction due to its rich valence electrons. Therefore, the AuPdP NWs exhibit superior electrocatalytic performance for electrochemical ammonia synthesis with high NH3 yield, faradic efficiency, and stability. The presented synthetic method provides an attractive strategy for the simultaneous incorporation of Pd and P into metallic catalysts with controlled morphology for various electrocatalytic applications.
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ENVIRONMENTAL SCIENCE & TECHNOLOGY
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2017
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IF 6.198
Xin Xiao,Baoliang Chen,Lizhong Zhu,Jerald L. Schnoor
A sugar cane-converted graphene-like material (FZS900) was fabricated by carbonization and activation. The material exhibited abundant micropores, water-stable turbostratic single-layer graphene nanosheets, and a high BET-N2 surface area (2280 m2 g–1). The adsorption capacities of FZS900 toward naphthalene, phenanthrene, and 1-naphthol were 615.8, 431.2, and 2040 mg g–1, respectively, which are much higher than those of previously reported materials. The nonpolar aromatic molecules induced the turbostratic graphene nanosheets to agglomerate in an orderly manner, forming 2–11 graphene layer nanoloops, while polar aromatic compounds induced high dispersion or aggregation of the graphene nanosheets. This phase conversion of the nanosized materials after sorption occurred through coassembly of the aromatic molecules and the single-layer graphene nanosheets via large-area π–π interactions. An adsorption-induced partition mechanism was further proposed to explain the nanosize effect and nanoscale sorption sites observed. This study indicates that commonly available biomass can be converted to graphene-like material with superhigh sorption ability in order to remove pollutants from the environment via nanosize effects and a coassembly mechanism.
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MICROCHEMICAL JOURNAL
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2025
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IF 5.1
Xingyue Luo,Chun Ji,Xiao Wang,Laping He,Yuangen Wu,Han Tao
Organophosphorus pesticides (OPs) can inhibit cholinesterase activity, posing great risks to human health. This work presents a new plant esterase-catalyzed pesticide detection strategy based on the indirect modulation of the electrochemical signal of 2,6-dichlorophenolindophenol by OPs. In this strategy, 2,6-dichlorophenolindophenol was employed as signal probe to generate a quantifiable cathodic peak. 1-naphthol, a product of 1-naphthyl acetate hydrolysis catalyzed by white kidney bean esterase (WKBE), can reduce 2,6-dichlorophenolindophenol, leading to a decrease in the electrochemical signal. However, in the presence of OPs, the activity of WKBE was inhibited, which suppressed the production of 1-naphthol, so that the electrochemical signal of 2,6-dichlorophenolindophenol could be restored to some extent. Notably, the degree of signal recovery was positively correlated with the amount of pesticide. Moreover, an iron single-atom catalyst dispersed in N-doped porous carbon (FeSAC-NPC) was prepared and utilized as an electrocatalyst to modify the electrode. Due to the atomically dispersed iron sites, along with the porous structure and high specific surface area of the carbon support, FeSAC-NPC exhibited superior catalytic performance to enhance the sensing signal. Under optimal conditions, the sensor showed good performance in detecting trichlorfon, with a wide linear range of 5 ng/L to 1 × 10 5 ng/L and a low detection limit of 1.04 ng/L. The recoveries in actual samples varied from 92.96 % to 107.20 %, indicating the method’s practicality. This research presents a new “2,6-dichlorophenolindophenol-WKBE” assay system for simple and cost-effective detection of trace OPs residues in food, also offers a single-atom catalyst capable of promoting electrochemical sensor performance.
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JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY
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2024
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IF 5.7
Yongmei Chang,Weihuan Xu,Shan Wang,Mengyao Zhu,Yanan Ru,Zhiheng Xu,Guangyou Chen,Yongqiang Li
Helicoverpa armigera Hübner (Lepidoptera: Noctuidae) is a globally devastating pest and has evolved with varying levels of resistance to a broader spectrum of insecticides. CarEs are major enzymes involved in insecticide detoxification and metabolic resistance. Four CarE genes were identified and cloned from H. armigera, and the expression pattern analyses indicated that they were predominantly expressed in the detoxifying tissues and larval feeding periods. The insecticide inductive assays further suggested that these CarE genes with expressions were significantly upregulated after beta-cypermethrin, lambda-cyhalothrin, malathion, and chlorpyrifos exposures. The purified recombinant proteins of both CarE016B and CarE016C by bacterial expression exhibited significantly higher catalytic efficiency toward α-naphthyl acetate and also showed relatively stronger binding with both β-cypermethrin and λ-cyhalothrin compared to the CarE006C and CarE015A. In vitro metabolism assay with HPLC suggests that CarE016B and CarE016C have the ability to metabolize β-cypermethrin, λ-cyhalothrin, and malathion with varying hydrolase activities. GC-MS/MS analysis identified 3-phenoxybenzaldehyde (3-PBAld) as the metabolite of both β-cypermethrin and λ-cyhalothrin. Homology modeling and molecular docking analyses further indicate that these three types of insecticides could be anchored into the active pocket of both CarEs. Collectively, these results demonstrate that both CarE016B and CarE016C play a critical role in the detoxification of pyrethroid and organophosphate insecticides in H. armigera. This study provides the foundations for a comprehensive understanding of the role of the CarEs family in insecticide detoxification and resistance in H. armigera.
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ChemCatChem
·
2015
·Vol. 7
·期 16
·2485-2492
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IF 4.556
Guangyue Xu,Jianhua Guo,Ying Zhang,Yao Fu,Jinzhu Chen,Longlong Ma,Qingxiang Guo
Graphical Phosphate aids palladium: A highly reactive, selective, compatible, stable and low-cost catalytic system for selective hydrogenation of phenol to cyclohexanone is described, which consists of well-dispersed Pd nanoparticles anchored to the hydroxylapatite surface that supports the specificity through its basic sites. The production of pure cyclohexanone under mild conditions over catalysts with high reactivity, selectivity, compatibility, stability, and low cost is still a great challenge. Here we report a hydroxyapatite-bound palladium catalyst (Pd–HAP) to demonstrate its excellent performance on phenol hydrogenation to cyclohexanone. Based on catalyst characterization, the Pd nanoclusters (≈0.9 nm) are highly dispersed and bound to phosphate in HAP. Only basic active sites on HAP surface are detected. At 25 °C and ambient H 2 pressure in water, phenol can be 100 % converted into cyclohexanone with 100 % selectivity. This system shows a universal applicability to temperature, pH, solvent, low H 2 purity, and pressure. The catalyst reveals high stability to be recycled without deactivation or morphology change; and Pd nano-clusters barely aggregate even at 400 °C. During the reaction, HAP adsorbs phenol, and Pd nanoclusters activate and spillover H 2 . The mechanism is also investigated, proposed, and verified.
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ELECTROPHORESIS
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2017
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IF 2.744
Meng Ruan,Qiqin Wang,Huihui Wu,Yuqiang Wang,Hai Han,Zhengjin Jiang
In this study, a novel functional monomer N -[1-( α -naphthyl)ethylaminocarbonyl]-D- tert -leucine-[2-(methacryloyloxy)ethyl] amide (NA-D- tert -Leu-MA) was synthesized, and then employed to prepare polymeric monoliths (240 mm × 100 μm id) functionalized with tert -leucine derivative through a single step thermo-initiated co-polymerization approach or a multi-step post-modification approach. The multi-step approach involves the post-modification of a thiol-containing monolith with NA-D- tert -Leu-MA via “thiol-ene”click reaction. The physicochemical properties of the resulting monoliths were characterized by scanning electron microscopy, energy-dispersive X-ray spectrometry and micro-liquid chromatography. Good column stability, permeability, efficiency and reproducibility were obtained for the optimized monoliths. The poly (NA-D- tert -Leu-MA- co -ethylene dimethacrylate) monolith prepared through the single step co-polymerization approach exhibited satisfactory achiral separation performance for various analytes, including phenols, aniline derivatives and intact proteins, while its enantioseparation ability is rather poor. In contrast to that, the monolith prepared through the multi-step post-modification approach showed much higher enantioselectivity for 7-nitro-2,1,3-benzoxadiazole (NBD)-derivatized amino acids. Three NBD-derivatized amino acids (theanine, proline and norleucine) could be baseline enantioseparated.
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JOURNAL OF CHROMATOGRAPHY A
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2016
·
IF 3.926
Xiaohong Yang,Changxia Li,Meiling Qi,Liangti Qu
This work presents the separation performance of graphene-ZIF8 (G-Z) composite material as stationary phase for capillary gas chromatography (GC). The G-Z stationary phase achieved high column efficiency of 5000 plates/m determined by n -dodecane ( k = 1.22) at 120 °C and showed weakly polar nature. Importantly, it exhibited high selectivity and resolving capability for branched alkane isomers and aromatic positional isomers, showing clear advantages over the reported neat graphene and ZIF8. In addition, it attained high resolution for geometric cis -/ trans -isomers. The G-Z column exhibited good column thermal stability up to 300 °C and column repeatability with RSD values of retention times in the range of 0.01–0.19% for intra-day, 0.05–0.88% for inter-day and 0.66–5.6% for between-column, respectively, Moreover, the G-Z column was employed for the determination of minor impurity isomers in real reagent samples, which demonstrates its promising potential in GC applications .
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JOURNAL OF CHROMATOGRAPHY A
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2016
·
IF 3.926
Li-Shun Zhang,Pei-Yao Du,Wen Gu,Qing-Li Zhao,Yan-Ping Huang,Zhao-Sheng Liu
A new lanthanide metal-organic frameworks NKU-1 have successfully incorporated into poly (BMA- co -EDMA) monolith and evaluated by capillary electrochromatography (CEC). Lanthanide metal-organic frameworks [Eu 2 (ABTC) 1.5 (H 2 O) 3 (DMA)] (NKU-1) were synthesized by self-assembly of Eu(III) ions and 3,3′,5,5′-azo benzene tetracarboxylic acid ligands have been fabricated into poly(BMA- co -EDMA) monoliths. 1-Butyl-3-methylimidazolium tetrafluoroborate and N , N -dimethylformamide were developed as binary porogen obtaining homogeneous dispersibility for NKU-1 and high permeability for monolithic column. The successful incorporation of NKU-1 into poly(BMA- co -EDMA) was confirmed and characterized by FT-IR spectra, scanning electron microscopy, X-ray diffraction, energy dispersive spectrometer area scanning, and transmission electron microscopy. Separation ability of the NKU-1-poly (BMA- co -EDMA) monoliths was demonstrated by separating four groups of analytes in CEC, including alkylbenzenes, polycyclic aromatic hydrocarbon, aniline series and naphthyl substitutes. Compared with bare monolithic (column efficiency of 100,000 plates/m), the NKU-1-poly (BMA- co -EDMA) monoliths have displayed greater column efficiency (maximum 210,000 plates/m) and higher permeability, as well as less peak tailing. The results showed that the NKU-1-poly (BMA- co -EDMA) monoliths are promising stationary phases for CEC separations.
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ANALYTICAL CHEMISTRY
·
2016
·
IF 5.886
Langjun Zhou,Yuling Hu,Gongke Li
Conjugated microporous polymers (CMPs), linked by a covalent bond to form an extension of the aromatic ring skeleton, are microporous materials characterized by a highly conjugated structure and high stability. The present study reported on a novel strategy for the synthesis of CMPs with built-in magnetic nanoparticles for excellent enrichment of trace hydroxylated polycyclic aromatic hydrocarbons (OH-PAHs) in human urine. We modified Fe3O4 nanoparticles with boronic acid groups and then reacted the nanoparticles with reactive monomers of polyphenylene conjugated microporous polymer (PP-CMP) to anchor the magnetic components in the PP-CMP framework. Chemical bonding between Fe3O4 nanoparticles and PP-CMP networks, together with equally firm covalent linkage and rigidity of the PP-CMP network, endows the magnetic PP-CMP with remarkable chemical stability and durability, even in harsh conditions. Magnetic PP-CMP has the characteristics of high conjugation ability, highly porous structure, and magnetism, which makes it an ideal magnetic adsorbent for trace analytes with aromatic conjugation structure. The adsorption mechanism of OH-PAHs on magnetic PP-CMP was investigated and demonstrated that hydrophobic interaction was important for the contribution of interaction between adsorbents and target analytes, together with the assistance of π–π stacking interaction. For the application, the magnetic PP-CMP was used for the enrichment of trace OH-PAHs in human urine of both smokers and nonsmokers in combination with high-performance liquid chromatography with fluorescence detection (HPLC-FLD). It showed good selectivity and excellent sensitivity to these OH-PAHs. Their detection limits were low and in the range of 0.01–0.08 μg·L–1. The OH-PAHs were detected with different amounts from 0.054 to 0.802 μg·L–1 in urine samples from smokers and nonsmokers. The recoveries were found to be 76.0%–107.8%. The results indicate that the magnetic PP-CMP offers an efficient enrichment method for trace OH-PAHs in human urine.
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