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JOURNAL OF MATERIALS SCIENCE · 2024 ·Vol. 59 ·期 45 ·21027-21039 · IF 3.5

Constructing PdZn alloy in Pd/ZnO catalyst for selective hydrogenation of anthracene to symmetrical octahydroanthracene

Zhang Peng,Guo Mengya,Wang Fujiang,Tang Qiong,Ge Hui,Guo Shuke,Zhou Ligong,Li Xuekuan,Dong Jinxiang,Tang Mingxing,Liu Lei

Selective hydrogenation is an effective approach to utilize coal tar and slurry oil to produce high value-added fine chemicals. However, how to efficiently improve the selectivity of the target product and the stability of the catalyst is difficult. Herein, the PdZn alloy catalyst was synthesized by the assistance of strong interaction between active metal (Pd) and support (ZnO) for hydrogenation of anthracene to symmetrical octahydro anthracene (sym-OHA). The PdZn alloy catalyst reduced at 400 °C was found to exhibit a 100% conversion of the anthracen with 84.77% selectivity to sym-OHA under the optimized conditions (200 °C, 1 MPa). The characterization analysis indicated that the PdZn alloy with electron-rich Pd active sites is more efficient in the selective hydrogenation than the pure Pd metal. The study of the deep hydrogenation of sym-OHA (Hydrogenation of sym-OHA to perhydroanhtracene) showed that PdZn alloy catalysts were inactive to further hydrogenation of sym-OHA. Additionally, due to the strong interaction between Pd and ZnO, the Pd/ZnO(400) catalyst shows high stability for five cycles. These findings are of practical significance for the selective hydrogenation of polycyclic aromatic hydrocarbons (PAHs) to produce high value-added products.

研究领域: 催化化学 · 材料科学
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ENERGY & FUELS · 2022 · IF 4.654

Selective Hydrogenation of Anthracene to Symmetrical Octahydroanthracene over Al2O3-Supported Pt and Rh Catalysts Prepared by Strong Electrostatic Adsorption

Xiuhong Zhang,Dong Wang,Xiao Chen,Longwei Meng,Changhai Liang

The hydrogenation of polycyclic aromatic hydrocarbons (PAHs) over highly efficient and stable catalysts to fine chemicals and intermediates for producing chemical materials is an effective approach to realize the high value-added utilization of coal tar and slurry oil. Herein, two kinds of Al2O3-supported Pt and Rh catalysts are synthesized by strong electrostatic adsorption (SEA) and used to catalyze the hydrogenation of anthracene. Compared with the traditional catalysts synthesized by wet impregnation, the Pt/Al2O3-SEA and Rh/Al2O3-SEA catalysts have smaller active metal particle sizes and higher dispersion, which can expose more active centers, showing higher catalytic activity. Interestingly, anthracene may be preferentially adsorbed on the surface of the Pt/Al2O3 catalyst in a parallel manner but on the surface of the Rh/Al2O3 catalyst in a lateral manner, which leads to the different hydrogenation routes. 9,10-Dihydroanthracene is an initial product for the hydrogenation of anthracene, which is rearranged into tetrahydroanthracene and subsequently hydrogenated to symmetrical octahydroanthracene (sym-OHA) over the Pt/Al2O3 catalyst. The high selectivity to sym-OHA (93%) with the conversion of anthracene near 100% can be achieved in the hydrogenation of anthracene at 240 °C and 7 MPa for 10 h. Additionally, due to the strong anchoring effect, the Pt/Al2O3-SEA catalyst shows high stability for six cycles. This work supplies a new tactic to develop high-performance catalysts for selective hydrogenation of PAHs to important monomers for synthesizing chemical materials.

研究领域: 催化化学 · 材料科学
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AICHE JOURNAL · 2017 ·Vol. 64 ·期 6 ·2160-2167 · IF 2.836

Determination of crystalline thermodynamics and behavior of anthracene in different solvents

Cui-Ping Ye,Xiao-Xiao Ding,Wen-Ying Li,Hai Mu,Wei Wang,Jie Feng

To screen suitable solvents for anthracene crystallization, the solubilities of anthracene and metastable zone width were determined in four different solvents, N,N-dimethyl formamide (DMF), xylene, tetrachloroethylene, and diethylene glycol dimethyl ether from 30 to 80 °C at atmospheric pressure using a self-made crystallizer. The cooling modes, solvents, and the effects of carbazole on the solvent crystallization process of anthracene were also investigated. The composition of mother liquors and solid products were measured by gas chromatography; the solids were analyzed by scanning electron microscope, X-ray diffractometer, differential scanning calorimetry, granulometer, and fluorescence spectrometer. The results showed that a uniform anthracene crystal was obtained when using DMF under the forced circulation cooling mode. Solid solution of anthracene and carbazole was initially detected in solvent crystallization. The existence of carbazole in solution has an obvious effect on the crystal morphology of anthracene, to some extent, is beneficial to the crystal growth of anthracene. © 2018 American Institute of Chemical Engineers AIChE J , 64: 2160–2167, 2018

CAS / MDL: 120-12-7 86-74-8
研究领域: 化学工程 · 材料科学
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Scientific Reports · 2021 ·Vol. 11 ·期 1 ·1-11 · IF 4.38

Enhancement and analysis of Anthracene degradation by Tween 80 in LMS-HOBt

Yang Zuoyi,Mao Xingchen,Cui Jiahao,Wang Yujie,Zhang Yaping

This study examines the specific effect of Tween 80 on the conversion of anthracene (ANT) in laccase medium system regarding surfactant chemical changes and mechanism. The conversion rate and degradation products of ANT were investigated in different concentrations of Tween 80 solution. Between Tween 80 concentration 0–40 critical micelle concentrations (CMC), the kinetic parameter-k (h −1 ) and corresponding half-life T 1/2 decreased with increasing concentration. When Tween 80 was above 20 CMC the laccase-medium system converted > 95% of ANT to anthraquinone within 12 h. During the entire enzymatic reaction, the laccase activity in the system increased with increasing Tween 80 concentration. Combined with GC/MS analysis of the product, it was speculated that hydrogens belonging to the ether-oxygen bond and carbon–carbon double bond α-CH of Tween 80, were removed by the laccase-media system, promoting its degradation. Additionally, enhanced activity caused by oxygen free radicals (ROS) such as RO• and ROO•, continuously oxidized Tween 80, which in turn produced free radicals while converting ANT. This study provides new theoretical support toward the application of surfactants in the elimination of polycyclic aromatic hydrocarbons.

研究领域: 环境科学 · 生物化学
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POLYMER · 2021 · IF 4.43

Polysulfone grafted with anthraquinone-hydroanthraquinone redox as a flexible membrane electrode for aqueous batteries

Xiaojiao Li,Hong-bin Sun,Xudong Sun

Polymeric membranes obtained much attention for decades owing to low cost, ease of process, and operation for battery separators, water purification , medical, etc., especially for the preparation of portable device materials. In this paper, we designed a membrane with polysulfone (PSF) grafted anthraquinone-hydroanthraquinone, namely the PSFAQ membrane. Various characterization (such as field emission scanning electron microscopy , transmission electron microscopy , etc.) and battery performance (such as galvanostatic charge/discharge test, cyclic voltammetry , etc.) indicated that the PSFAQ polymer membrane as an electrode can improve its electrochemical performance through pores and exposed anthraquinone-hydroanthraquinone redox couple. Zinc ion battery (ZIB) was assembled with PSFAQ membrane and metallic zinc as the electrode pair. This research proposes a new, safe, and inexpensive material that can be used for water system energy storage.

研究领域: 材料科学 · 电化学 · 能源存储
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JOURNAL OF SEPARATION SCIENCE · 2015 ·Vol. 38 ·期 8 ·1263-1270 · IF 2.737

Synthesis and evaluation of dummy molecularly imprinted microspheres for the specific solid-phase extraction of six anthraquinones from slimming tea

Xingqiang Wu,Shuxuan Liang,Xusheng Ge,Yunkai Lv,Hanwen Sun

Dummy molecularly imprinted microspheres with danthron as template were synthesized and their performance was evaluated. Accelerated solvent extraction can rapidly and effectively remove template molecules from the microspheres. The microspheres were applied as a specific sorbent for solid-phase extraction of six anthraquinones from slimming tea, showing excellent affinity and high selectivity to danthron and the target analytes. The molecular recognition mechanisms were discussed by the experimental validation with IR spectroscopy. The sample was treated using accelerated solvent extraction followed by dummy molecularly imprinted microspheres solid-phase extraction. Under the optimized ultra high performance liquid chromatographic conditions, the six target analytes can be baseline separated in 8 min, and good linearity was obtained in a range of 0.1–40 μg/mL with the correlation coefficient ( r 2 ) of ≥0.9998. The method limit of quantification was in a range of 1–2 mg/kg, it can ensure analysis of anthraquinones at mg/kg level. The intra- and interday precision (RSD, n = 6) for the analysis of the six analytes in a slimming tea was less than 4.5 and 5.4%, respectively. The developed method can be applied for the selective extraction, effective separation, and rapid determination of six anthraquinones in slimming tea.

研究领域: 分析化学 · 药物分析
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HIGH PERFORMANCE POLYMERS · 2016 · IF 1.045

Synthesis and characterization of three different structures of polyacene quinone radical polymers

Wenfeng Guo,Xin Mao,Chengzhang Li,Jie Yang,Lirong Du,Xianzhong Tang

Three types of polyacene quinone radical (PAQR) polymers were synthesized by the step-growth polymerization of naphthalene, anthracene, or anthraquinone reacting with pyromellitic dianhydride via solution polymerization under a temperature gradient. Zinc chloride was used as the catalyst, and nitrobenzene was the solvent. The different structures of PAQR polymers were analyzed by infrared, X-ray diffraction, and scanning electron microscopy. The thermal properties of PAQR polymers were described by thermal gravimetric analysis, and the electrical performances were investigated by a precision LCR meter and a digital high insulation meter.

研究领域: 材料科学 · 化学
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CHINESE JOURNAL OF CHEMICAL ENGINEERING · 2020 · IF 2.627

Purification of carbazole by solvent crystallization under two forced cooling modes

Cui-Ping Ye,Ya-Fei Qiao,Rui-Nan Wang,Wen-Ying Li

To identify the effect of solvents and anthracene on the purification of carbazole, the solvent crystallization of carbazole was investigated with xylene, chlorobenzene and tetrachloroethylene (TCE) as solvents under two forced circulation cooling (FCC) modes. The co-crystalline experimental data were obtained from runs carried out at different anthracene levels between 1% (mass) and 10% (mass). The results showed that a uniform flake carbazole crystal obtained when using xylene and chlorobenzene under the FCC-1 mode with gradual cooling rate. Nevertheless, fine flake crystals grown under shock cooling of FCC-2 mode. It is beneficial to improving the purity of carbazole with chlorobenzene as solvent under cooling mode of FCC-1. Anthracene could promote the growth of carbazole in solution, and it has a significant influence on the purification of carbazole.

研究领域: 化学工程 · 材料科学
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JOURNAL OF MOLECULAR STRUCTURE · 2025 · IF 4.7

NMR studies of intermolecular interaction for the separation of carbazole and anthracene by deep eutectic solvents

Wanting Guo,Christian Marcus Pedersen,Zhihui Liu,Wenbo Dong,Lingyu Jia,Shuwei Chen,Yingxiong Wang,Yan Qiao

Carbazole (CAR) and anthracene (AN) are high value compounds derived from coal tar, but their separation is challenging due to their structural similarity. Promising results, using deep eutectic solvents (DESs) for the separation, have recently been obtained. However, choosing the optimal DESs for the separation of CAR and AN is difficult due to a lack of knowledge about the interaction of DESs with CAR and AN. Herein, the interactions between CAR and AN with seven DESs containing ethylene glycol (EG) as the hydrogen bond donor (HBD) were investigated by nuclear magnetic resonance (NMR). The interaction between CAR and tetrabutylammonium chloride/ ethylene glycol (TBAC/EG) was investigated using various NMR methods such as chemical shift titration, variable temperature NMR (VT-NMR), relaxation time measurements and diffusion-ordered spectroscopy (DOSY). From the chemical shift differences of the N H proton of CAR, a strong interaction between CAR and the DES consisting of TBAC and EG, was revealed. TBAC/EG was therefore proposed as a promising solvent for the separation of CAR and AN. In addition, VT-NMR showed that the hydrogen bonding interaction between CAR and TBAC/EG increased with decreasing temperature. The changes in relaxation time (T 1 , T 2 ), molecular correlation time (τ c ) and the molecular self-diffusion coefficients (D) supported the existence of interactions between CAR and TBAC/EG, presumably dominated by hydrogen bonding between the N H and the chloride ion. This study introduces an efficient method for screening solvents to separating CAR and AN, and it can also be applied to other fields of separating complex mixtures.

CAS / MDL: 120-12-7 86-74-8
研究领域: 化学 · 分离科学 · 材料科学
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SCIENCE OF THE TOTAL ENVIRONMENT · 2021 · IF 7.963

Effects of hydroxyl group content on adsorption and desorption of anthracene and anthrol by polyvinyl chloride microplastics

Zhen-Zong Bao,Zhi-Feng Chen,Si-Qi Lu,Guangzhao Wang,Zenghua Qi,Zongwei Cai

Pollutant-attached microplastics have received increasing attention in recent years. However, information regarding the influence of hydroxyl group content of pollutants on the adsorption and desorption behavior is unclear, which affects their fate and risks in the aquatic environment. In this study, we investigated the adsorption and desorption behavior of anthracene (ANT) and its hydroxy derivatives (OHAs), including 2-hydroxyanthracene (MOHA), 2,6-dihydroxyanthracene (DOHA), and 1,8,9-trihydroxyanthracene (TOHA) on polyvinyl chloride (PVC) microplastics, and their interaction mechanism through the batch, characterization, and computational experiments. The results showed that the adsorption of ANT and OHAs on PVC microplastics conformed to the pseudo-second-order kinetic model and was exothermic spontaneously. The adsorption efficiency on PVC followed the order of ANT > MOHA > DOHA > TOHA, indicating that increase in hydroxyl group substitution degree will inhibit pollutant adsorption on PVC microplastics. Conversely, the release amounts of MOHA from PVC into simulated gastric fluids were higher than those of ANT. Experimental and computational results suggested that the affinity of ANT/OHAs to PVC microplastics was the most likely outcome in hydrophobic effect, electrostatic repulsion, and CH-π interaction forces. These findings help elucidate the mechanisms of pollutant adsorption on microplastics and evaluate the risk of pollutant-attached microplastics in the aquatic environment.

研究领域: 环境科学 · 污染生态学
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SEPARATION AND PURIFICATION TECHNOLOGY · 2022 · IF 9.136

High-performance Fe3O4-terephthalaldehyde magnetic-nanocomposite for removal phenanthrene and 9-phenanthrol: A comprehensive experimental and theoretical analysis

Zhengwen Wei,Yifan Du,Xiang-fei Lü,Wei Wang,Roberta Del Sole,Giuseppe Mele,Zhen-Yi Jiang

Ascribing to the serious environmental and health risks caused by phenanthrene (PENE) and its dangerous degradation intermediate, 9-phenanthrol (9-PENE), solving their contamination problem was extremely urgent. In this work, a novel Fe 3 O 4 -terephthalaldehyde (Fe 3 O 4 -TERE) magnetic nanomaterial was fabricated by introducing aromatic rings onto Fe 3 O 4 nanoparticles through encapsulation and grafting technique. The Fe 3 O 4 core provided convenience for the subsequent recycling and regeneration. The grafted aromatic carbons could act as adsorption active sites to form π–π interaction with PENE/9-PENE’s aromatic rings, thus improving the capture performance. The properties of the prepared magnetic nanomaterials were investigated via multiple characterization techniques. As expected, the Fe 3 O 4 -TERE could be utilized for effectively reducing the contamination risk of PENE and 9-PENE. Furthermore, the Fe 3 O 4 -TERE possessed with excellent regeneration performance. The abundant homogeneous reaction sites of Fe 3 O 4 -TERE provided possibility for the monolayer adsorption of PENE and 9-PENE. There were multiple microscopic interactions and driving forces jointly or individually participated the multi-stage adsorption reaction. Moreover, density functional theory calculations not only analyzed the validity and existence form of the π–π interaction under different adsorption configuration modes, but also provided deeply perspectives related to the microscopic bonding mechanism. This work proposed a promising fabrication strategy for magnetic nanomaterials used for removing and remediation of polycyclic aromatic hydrocarbons contamination, as well as provided profound theoretical perspectives for analyzing the adsorption mechanism.

研究领域: 环境科学 · 材料科学 · 理论化学
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JOURNAL OF MOLECULAR LIQUIDS · 2025 · IF 5.2

Dissolution of anthracene in aromatics: Solubility, correlation and thermodynamic analysis

Yixuan Wang,Zhenmin Cheng,Quanjie Liu,Chao Yang,Liming Jia,Chen Yang,Hongxin Bai

Anthracene is characterized by its unique electronic and organic properties as the cornerstone for various applications. Particularly in the synthesis of anthraquinone derivatives, anthracene serves as the key raw materials in the alkylation and oxidation, acting as the hydrogen carrier for hydrogen peroxide production via AO process. However, inadequate knowledge about its dissolution behavior in solvents has been one of the main limitations for its purification and practical applications, commonly resulting in its unsatisfactory commercial products and thus leads to insufficient efficiency of chemical synthesis. In this study, the solubility behavior of anthracene in various solvents was specifically investigated by the synthetic method at temperatures ranging from 304.15 to 338.15 K under atmospheric pressure. To facilitate decent solvent s screening, aromatics such as benzene and its derivatives were specifically exploited as the working solution components in this work. The experimental solubility values and their corresponding activity coefficient of anthracene were analyzed and correlated on the basis of modified Apelblat and λ-h models. Furthermore, thermodynamic analysis, including the changes of enthalpy, entropy, and Gibbs free energy, was subsequently conducted using the modified Van’t Hoff equation. As a result, the dissolution of anthracene is an endothermic and entropy-driven process in studied solvents, among which chlorobenzene seems to be the most actively interactive with anthracene and thus results to the best dissolving capacity for anthracene.

CAS / MDL: 120-12-7
研究领域: 化学工程 · 物理化学
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