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CHINESE JOURNAL OF ANALYTICAL CHEMISTRY · 2021 · IF 1.134

A feasible processing-omics strategy for comprehensive evaluation of mechanisms of chemical transformation in processing Polygalae Radix

Ning-Ning ZHAO,Zhi-Qiang LIU,Mei-Ling FAN,Zi-Feng PI,Feng-Rui SONG,Shu LIU

Traditional processing methods have been used to relieve toxicity and enhance a calming effect of Polygalae Radix (PR). However, up to now, there is no comprehensive study on the changes of saponins , aromatic acids, and so on (from relatively big molecules to small molecules). Here, a novel processing-omics (PO) strategy was reported. It cleverly integrated the non-targeted and targeted chemomics technology, and the simulated processing method of compounds for mining original markers, to rapidly and comprehensively evaluate mechanisms of chemical transformation among PR, PR with refined honey (HP), and PR with licorice (LP). In this strategy, the advanced ultra-high performance liquid chromatography coupled with quadrupole time-of-flight data-independent mass spectrometry (UHPLC-Q-TOF-MS E ) and HPLC platform were employed to study and collect chemical composition data of PR processing. And the combination of QI and UNIFI TM software was designed to analyze relatively big molecules for PR, HP and LP sequentially, avoiding a waste of time for the identification of extra non-markers. A total of 57 relatively big markers were identified. Six small aromatic acids were quantified by targeted chemomics, as critical markers. Importantly, the hydrolysis mechanisms of saponins, isomerization of xanthones and glycolipids , and intact mechanisms of transformation, were reported by a combination of above chemomics and the simulated processing method. This study provided a rapid and comprehensive guidance to further study on processing procedures, chemical mechanisms, and construction of quality standards.

研究领域: 中药学 · 分析化学 · 植物化学
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NEW JOURNAL OF CHEMISTRY · 2023 ·Vol. 47 ·期 36 ·17072-17079 · IF 3.3

Catalytic oxidative conversion of C/G-type lignin coexisting in Tung nutshells to aromatic aldehydes and acids

Hongmei Xie,Guozhi Zhu,Dawei Ye,Weiquan Cai,Junjie Zhang,Kangping Huang,Yuliang Mai,Bing Liao,Jiazhi Chen

Catechyl lignin (C-lignin) is a unique and attractive natural biopolymer used as raw material for the production of chemicals and materials due to its homogeneous linear aromatic structure. Tung nutshells, an important component of industrial solid waste, are rich in C/G-type Lignin. Herein, for the first time, we report that the catalytic oxidation strategy is effective for the conversion of Tung nutshell lignin to value-added C/G-type aromatic monomers using the commercially available CuCl2 catalyst. The reaction conditions, including solvent, temperature, and catalyst dosage, were comprehensively investigated. The optimal yield of 60.8 mg g−1 (or 12.9 wt% Klason lignin) C/G-type aromatic aldehydes and acids was obtained using the CuCl2 catalyst in the CH3CN/H2O (8/2, v/v) solvent mixture at 190 °C for 4 h. The C-type aromatic monomers were formed with an yield of 7.7 mg g−1 (or 1.6 wt%) in the initial 0.2 h and gradually decreased as the reaction progressed. The less amount of C-type lignin-derived aromatic monomers can be attributed to their lower thermal stability under oxidative conditions. The structural evolution study of lignin by GPC and HSQC NMR reveals that the C/G units are effectively depolymerized and transformed into aromatic aldehydes and acids by the CuCl2/CH3CN/H2O catalytic oxidative system.

研究领域: 化学工程 · 生物质能 · 有机化学
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JOURNAL OF MOLECULAR STRUCTURE · 2021 · IF 3.196

Preparation and characterization of eight crystalline supramolecular salts from 4-dimethylaminopyridine and aromatic acids

Ronghui Wu,Zhuoran Chen,Xingjun Gao,Xinlei Chen,Shouwen Jin,Li He,Bin Chen,Daqi Wang

Cocrystallization of the ordinarily accessible 4-dimethylaminopyridine (DMAP), with a series of aromatic acids gave a gross of eight anhydrous and hydrous multicomponent molecular salts. The eight salts have been characterised by XRD, IR and EA, their melting points were also reported. Their structural and supramolecular manners are fully evaluated. The result unveils that among all the crystals only the ring N at the DMAP moieties are protonated with the organic acids deprotonated, giving the ion pair. Apart from salt 8 , all the crystal packing is interpreted by the strong charge-assisted N-H⋯O H-bonds from the NH + and the deprotonated acidic groups. The O-H•••O H-bonds were also found at 3 – 8 . All compounds are organic salt, the cation and anion were at 1:1 for 1 – 5 and 7 - 8 , salt 6 has the ratio of 2:1. Further analysis on the crystal packing showed that a different sets of additional CH-N, CH-O/CH 3 -O, CH-S, CH 3 -CH, CH 3 -CH 3 , CH 3 -C π , CH-π/CH 3 -π, I-π, O-S, I-I and π-π contacts contribute to the stabilization and expansion of the total 2D/3D structures. For the synergism of the various weak forces these salts took homo/hetero supramolecular synthons or both.

研究领域: 化学 · 材料科学
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CHEMICAL ENGINEERING JOURNAL · 2019 · IF 8.355

Preparation of mesoporous silica materials functionalized with various amino-ligands and investigation of adsorption performances on aromatic acids

Houmei Liu,Hui Yu,Pian Jin,Mi Jiang,Guozheng Zhu,Yu Duan,Ziyuan Yang,Hongdeng Qiu

In this study, mesoporous silica-based adsorbents functionalized with four kinds of amino groups, namely (3-aminopropyl)trimethoxysilane, trimethoxy[3-(methylamino)propyl]silane, N -[3-(trimethoxysilyl)propyl]ethylenediamine and 3-[(trimethoxysilyl)propyl]diethylenetriamine, were prepared using post-synthesis method and named as SiO 2 -N, SiO 2 -N-, SiO 2 -2N and SiO 2 -3N, respectively. Infrared spectrum , elemental analysis, water contact angle and adsorption/desorption measurements were applied to evaluate the characteristics of these materials. Five kinds of aromatic acids (gallic acid, chlorogenic acid, caffeic acid, p -coumaric acid and rosmarinic acid) were chosen as probe molecules to evaluate adsorption properties of the four adsorbents. Their adsorption performances were evaluated by two strategies of dynamic solid phase extraction (SPE) adsorption and static adsorption under individual and mixed two modes. Through a series of adsorption experiments, the results clearly illustrated adsorption capacities conformed to SiO 2 -N < SiO 2 -N- < SiO 2 -2N < SiO 2 -3N. For the five probe molecules, their adsorption amounts were affected by adsorption strategies, adsorption modes, structure-activity relationship, steric hindrance and interaction forces. By this work, it helped us to have a better understanding about adsorption processes and provided us inspirations and impossibility to develop new amino-group based adsorbents.

研究领域: 材料科学 · 分析化学
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TALANTA · 2017 · IF 4.162

Selective determination of aromatic acids by new magnetic hydroxylated MWCNTs and MOFs based composite

Wen-kui Li,Juan Chen,Hai-xia Zhang,Yan-ping Shi

A novel, efficient, and high-selectivity magnetic solid-phase extraction (MSPE) adsorbent based on Fe 3 O 4 nanoparticles , hydroxylated multi-walled carbon nanotubes (MWCNTs-OH) and metal-organic frameworks (MOFs) was prepared and applied for trace aromatic acids determination in solid samples by applying a template-free in situ strategy. The morphology, configuration and magnetic behavior of the adsorbent were characterized by scanning electron microscopy (SEM), transmission electron microscope (TEM), X-ray diffraction (XRD), Fourier transform infrared (FTIR) spectra, and vibrating sample magnetometer (VSM). The adsorbent can achieve the selective extraction of aromatic acids from the aromatic mixture in apple samples, which was mainly promoted by intermolecular hydrogen bonding and π-π electron-donor-acceptor (EDA) interaction. The potential application of the adsorbent was evaluated by MSPE of trace 1-naphthylacetic acid (NAA), cinnamic acid (CA) and terephthalic acid (TPA) from apple samples under the optimal conditions which were investigated. Satisfactory linearities were obtained in a range of 5–500   ng/g and the recoveries of three aromatic acids at three spiked levels ranged from 91.2% to 98.0% with the relative standard deviations (RSD) of less than 5.5%. The limits of detection (LODs) for CA, TPA and NAA were 0.17, 0.61, and 0.86   ng/g. The satisfactory results confirmed the great potential of the novel adsorbent for the selective extraction of aromatic acids from complex sample matrices.

研究领域: 分析化学 · 材料科学
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Journal of Inorganic and Organometallic Polymers and Materials · 2016 ·Vol. 26 ·期 3 ·648-659 · IF 1.308

Four New Metal–Organic Supramolecular Networks Based on Aromatic Acid and Flexible Bis(imidazole) Ligand: Synthesis, Structures and Luminescent Properties

Zhou Yong-Hong,Wang Zhe-Yu

Four new metal–organic supramolecular networks, namely, [Zn(H 2 pdc) 2 (H 2 O) 2 ]·2H 2 O·bbi ( 1 ), {[Cd(Hpdc) 2 ]·2H 2 O 2 ·H 2 bbi} n ( 2 ), [Zn(BA) 2 (bbi)] n ( 3 ), and {[Cd(BA) 2 (bbi)]·H 2 O} n ( 4 ) (H 3 pdc = 3,5-pyrazoledicarboxylic acid, HBA = 3-hydroxybenzoic acid and bbi = 1,1′-(1,4-butanediyl)bis(imidazole)) have been synthesized under hydrothermal conditions and characterized by IR spectra, elemental analyses, and single-crystal X-ray diffraction analyses. Compound 1 possesses zero-dimensional (0D) structure, which is finally extended into a two-dimensional (2D) supramolecular network via O–H···O and C–H···O hydrogen bonds. Complex 2 displays a 2D network structure built from Cd 2+ atoms interconnected by Hpdc 2− ligands. The adjacent networks are further assembled into three-dimensional (3D) supramolecular structure through O–H···O hydrogen bonds. Compounds 3 and 4 show similar one-dimensional (1D) chains, in which four-coordinated Zn(II) atoms and six-coordinated Cd(II) atoms are bridged by bbi ligands. Through O–H···O and C-H···O hydrogen bonding interactions, the 1D chains are further packed into 2D and 3D supramolecular frameworks for 3 and 4 , respectively. Obviously, the structural differences among compelxes 1 – 4 are attributed to the different central metal atoms and organic ligands. In addition, compounds 1 – 4 exhibit blue fluorescent emission in the solid state at room temperature.

研究领域: 化学 · 材料科学 · 晶体学
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APPLIED SURFACE SCIENCE · 2017 · IF 3.387

Selective adsorption of aromatic acids by a nanocomposite based on magnetic carboxylic multi-walled carbon nanotubes and novel metal-organic frameworks

Wen-kui Li,Hai-xia Zhang,Yan-ping Shi

A novel magnetic adsorbent was designed and synthesized for adsorption and determination of hazardous aromatic acids (AAs) based on the zeolite imidazolate frameworks of Eu (ZIF-Eu), Fe 3 O 4 and carboxyl multi-walled carbon nanotubes (MWCNTs-COOH). ZIF-Eu was fabricated for the first time, and Fe 3 O 4 nanoparticles were encapsulated in MWCNTs-COOH, which made the separation procedure simple and easy-realizable. Adsorption experiments indicated that the adsorbent had superior affinity and selectivity to adsorbates with multi-ring, multi-carboxylic and electron-withdrawing group substituted structures, and it can achieve the selective adsorption of AAs from the aromatic mixture, the mechanism of which was evaluated and attributed to the intermolecular π-π electron-donor-acceptor (EDA) and hydrogen-bonding interactions. Seven AAs with different substituents were selected as target adsorbates to investigate the influences of critical experimental conditions on the adsorption efficiencies. Adsorption isotherms and kinetics were investigated and indicated that Dubinin-Ashtakhov model and pseudo-second-order model could well describe the adsorption of AAs on the nanocomposite. Adsorption thermodynamics study suggested that the adsorption reactions were spontaneous, endothermic and thermodynamically favorable. In addition, desorption conditions for AAs, and reusability of the novel adsorbent was evaluated, which confirmed the recyclability of the novel adsorbent.

研究领域: 环境科学 · 材料科学
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JOURNAL OF CHROMATOGRAPHY A · 2013 · IF 4.612

Preparation of a dibenzylated 1,4-diazacyclohexane-derived strong anion-exchange stationary phase

Juxiang Ruan,Xiongjun Zuo,Qiwei Lang,Zhijian Zeng,Chao Li

This paper reports the preparation of a novel, silica-based, strong anion-exchange stationary phase from a 1,4-diazacyclohexane derivative. To prepare the difunctional strong anion-exchange stationary phase, activated silica beads were first bonded with 3-chloropropyltriethoxysilane and then reacted with 1-methylpiperazine followed by benzyl chloride . The silica beads, the strong anion-exchange stationary phase and its precusors were instrumentally characterized. Aromatic acids were separated with non-aqueous anion-exchange chromatography. After elution with eluant prepared in mixed solvents of water and methanol, the resulting 1,4-diazacyclohexane-derived, difunctional, strong anion-exchange stationary phase exhibited good separation and selectivity for the aromatic acids investigated. The effects of eluant pH, eluant ion concentration and solvent composites on the separations were investigated. Organic acids with different substituents were eluted in order of decreasing dissociation coefficients, with no observable peak shape differences.

CAS / MDL: 100-44-7 109-01-3
研究领域: 分析化学 · 色谱技术
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COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS · 2025 · IF 5.4

Experimental study on the emulsification and interfacial properties of modified nano-silica fluids: Effects of fatty acids, dicarboxylic acids, fatty amines, and aromatic acids

Meiming He,Wanfen Pu,Zhiwu He,Lijun Zheng,Xuerui Yang,Wei Qian

The low permeability and strong heterogeneity of low-permeability reservoirs result in low recovery rates from water flooding, making it challenging for conventional methods to effectively extract crude oil. Nano-SiO 2 , with its advantages of small particle size, low cost, and ease of modification, has garnered significant attention in the field of enhanced oil recovery. This study systematically investigates the emulsification performance, interfacial tension, and interfacial viscoelasticity of nano- SiO 2 modified with fatty acids, fatty amines, and aromatic carboxylic acids through multiscale experimental methods, revealing the structure-property relationships between the modifier’s molecular structure and the resulting interfacial performance. The experimental results demonstrate that the modified nano-SiO 2 significantly enhances emulsion stability and interfacial activity. Notably, the benzoic acid-modified nano-SiO 2 exhibits the best performance, achieving an internal phase inversion point (IPIP) of 85 %, reducing interfacial tension to 5.61 mN/m, and yielding a comprehensive modulus of 25.26 mN/m. The carbon chain length, functional group type, and number of aromatic rings significantly influence emulsification performance and interfacial tension. Composite modification with benzoic acid and dodecanoic acid (4:1) further optimizes emulsion stability. This study provides a theoretical foundation and technical support for developing efficient and stable nano-emulsifiers, offering new strategies for enhancing oil recovery in low-permeability reservoirs.

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JOURNAL OF CHROMATOGRAPHY A · 2022 · IF 4.601

Preparation and evaluation of two silica-based hydrophilic-hydrophobic and acid-base balanced stationary phases via in-situ surface polymerization

Chao Fan,Jia Chen,Hui Li,Kaijun Quan,Hongdeng Qiu

Two new hydrophilic-hydrophobic and acid-base balanced liquid chromatographic stationary phases were obtained by using two long-chain monomers including undecylenic acid (UA) and oleic acid (OA) combined with short-chain 4-vinyl pyridine (Py) in-situ polymerized on silica microspheres surfaces, respectively. These two stationary phases can be used for reversed-phase liquid chromatography (RPLC) and hydrophilic interaction liquid chromatography (HILIC) modes. Hydrophilic, hydrophobic, acidic and basic analytes can be separated on two new stationary phases in RPLC or HILIC mode. Compared with commercial hydrophobic C18 columns and other HILIC columns, two new stationary phases have excellent selectivity and separation performance in the separation of 9 polycyclic aromatic hydrocarbons, 10 aromatic acids, 10 anilines and 5 oxazolidinones, respectively. This novel polymer-functionalized silica design strategy has opened up new ideas for the future of mixed-mode stationary phases with multiple functions and specificity.

研究领域: 分析化学 · 材料科学 · 色谱学
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MICROCHIMICA ACTA · 2020 ·Vol. 187 ·期 7 ·1-11 · IF 6.232

β-Cyclodextrin covalent organic framework–modified organic polymer monolith as a stationary phase for combined hydrophilic and hydrophobic aqueous capillary electrochromatographic separation of small molecules

Ma Mingxuan,Du Yingxiang,Zhang Liu,Gan Jie,Yang Jiangxia

A β-Cyclodextrin covalent organic framework (β-CD COF) was successfully prepared under ambient temperature with a mild chemistry strategy from heptakis(6-amino-6-deoxy)-β-cyclodextrin and terephthalaldehyde. It was embedded into the poly[(glycidyl methacrylate)-co-(ethylene dimethacrylate)] [poly(GMA-co-EDMA)] monolith and served as the β-CD COF material–incorporated monolith. The synthetic materials were characterized by field emission scanning electron microscopy, energy-dispersive X-ray mapping analysis, transmission electron microscopy, thermogravimetric analysis, Fourier transform infrared spectroscopy, and N 2 adsorption-desorption isotherm. The β-CD COF material–incorporated monolith achieved baseline separation in capillary electrochromatographic separation of three amides, three amino acids, three nucleosides, four aromatic acids, and three positional isomers (with resolution values of three amides, 1.75 and 1.54; three amino acids, 5.24 and 1.75; three nucleosides, 2.56 and 1.77; four aromatic acids, 6.96, 2.74, and 1.64; three positional isomers, 1.61 and 1.50). In comparison with the original monolith, the β-CD COF material–incorporated monolith shows significantly enhanced resolution for mixed molecules. The effect of pH and concentration of buffer and applied voltage were discussed in detail. The fabricated monolith showed good stability and reproducibility (relative standard deviation (RSD) < 6.9%). Molecular modeling illuminated the interactions between the small molecules and stationary phase, and provided a sufficient theoretical basis for experimental data. Schematic presentation of the preparation of β-cyclodextrin covalent organic framework (β-CD COF) material–incorporated organic polymer monolith for separating the amides, amino acids, nucleosides, aromatic acids, and positional isomers. β-CD COF materials were synthesized and incorporated into the monolith as the stationary phase. Then, the incorporated monolith was applied in the capillary electrochromatography system for separating small molecules.

研究领域: 分析化学 · 材料科学 · 分离科学 · 高分子化学
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