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Journal of Sulfur Chemistry · 2020 · IF 1.963

Binuclear iron butane-1,2-dithiolate compounds with cyclohexyldiphenylphosphine or dicyclohexylphenylphosphine: Synthetic, spectroscopic, crystal structural, and electrochemical studies

Lin Yan,Jun Yang,Xu-Feng Liu,Yu-Long Li,Xing-Hai Liu,Zhong-Qing Jiang

In this article, two new binuclear iron compounds [Fe2(CO)5PPh(C6H11)2{µ-SCH2CH(CH2CH3)S}] (2) and [Fe2(CO)5PPh2(C6H11){µ-SCH2CH(CH2CH3)S}] (3), which can be regarded as the biomimics for the active site of [FeFe]-H2ases, have been synthesized by CO exchange of compound [Fe2(CO)6{μ-SCH2CH(CH2CH3)S}] (1) with cyclohexyldiph-enylphosphine or dicyclohexylphenylphosphine and their structures have been confirmed by spectroscopy, elemental analysis, and X-ray crystallography. They also exhibited good electrocatalytic activities for the generation of H2.

研究领域: 无机化学 · 材料科学 · 生物无机化学
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JOURNAL OF RARE EARTHS · 2024 · IF 5.2

Enhancing separation of cerium(IV) and thorium(IV) from sulfate medium by introducing cyclohexyl group into molecule of an aminophosphorus extractant

Songsong Li,Jinglu Han,Yanling Li,Wuping Liao

Enlarging the steric hindrance to the molecular structures of extractants is a common way to improve their selectivity. To improve the separation factor of thorium(IV) and cerium(IV), cyclic groups having large steric hindrance such as phenyl, cyclohexyl, and benzyl were introduced into the α -aminophosphonate extractant molecules. Bis(2-ethylhexyl) ((phenylamino)methyl) phosphonate (PAMP), bis(2-ethylhexyl) ((cyclohexylamino)methyl) phosphonate (CAMP), and bis(2-ethylhexyl) ((benzylamine)methyl) phosphate (BAMP) were synthesized and applied in the separation and recovery of thorium(IV) and cerium(IV) from sulfuric acid solution. The separation ability between cerium(IV) and thorium(IV) descends in the order of CAMP > BAMP ≈ Cextrant230 > DEHAMP >> PAMP, which is consistent with the decreasing order of steric hindrance. Nearly non-extraction of both cerium(IV) and thorium(IV) and the lowest separation ability for PAMP will be due to the conjugation of the lone pair of the amino N atom and benzene ring in PAMP. Furthermore, the extraction of REs(Ⅲ) by CAMP is lower than that of thorium(IV). Thermodynamic parameters ( ΔG 0 , ΔH 0 , ΔS 0 ) and extraction equilibrium constants were determined. An extraction process was developed to separate and retrieve thorium(IV) and cerium(IV) from a bastnaesite leaching solution. The final product purity of CeO 2 and ThO 2 is 99% and 98.4%, respectively, and the yields are 90.2% and 97.6%, respectively.

CAS / MDL: 62-53-3 108-91-8 50-00-0
研究领域: 化学 · 材料科学
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CATALYSIS LETTERS · 2022 ·Vol. 153 ·期 5 ·1300-1307 · IF 2.936

Aerobic Selective Oxidation of Cyclohexylbenzene Over Organocatalysis with Pairs of Nitrogenous Hydroxyl Precursors and Anthraquinones

Zhu Guozhi,Shi Song,Feng Xiao,Zhao Li,Cao Jieqi,Wang Yinwei,Sun Zhiqiang,Gao Jin,Xu Jie

Selective oxidation of cyclohexylbenzene is a potentially promising process in industrial application. Herein, we reported an organocatalytic system to achieve the selective oxidation of C α –H bonds in cyclohexylbenzene and transformation of active intermediate C α peroxide by an oxidation then decomposition method. The pair of N -hydroxyphthalimide and 2-Chlorothraquinone (NHPI/AQ-Cl) as metal-free organic catalysts showed the highest efficient in selective oxidation of cyclohexylbenzene to C α peroxide and C α alcohol. And the base modified covalent triazine frameworks could facilitate the C α peroxide decomposition to the C α alcohol. Up to 8.8% conversion of substrate and 80% selectivity of 1-phenylcyoclohexanol were achieved under the optimized conditions. This work provided a new organocatalytic strategy to achieve the aerobic selective oxidation of C α –H bonds in cyclohexylbenzene. Graphical Abstract

研究领域: 化学 · 工业化学
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CATALYSIS TODAY · 2020 · IF 5.825

Improving low-temperature properties of lignin-derived jet-fuel-ranged hydrocarbons via hydroisomerization

Genkuo Nie,Yiying Dai,Junjian Xie,Xiangwen Zhang,Lun Pan,Ji-Jun Zou

Fuel blending generally exhibits better low-temperature flow properties (i.e. low viscosity, low freezing point) than pure component fuel. Here, a fuel bending containing bicyclohexane and (cyclopentylmethyl)cyclohexane was synthesized directly by hydroisomerization of cyclohexylphenol to reduce the freezing point. The selectivity of (cyclopentylmethyl)cyclohexane formed by isomerization is enhanced through inhibiting the quick hydrogenation of intermediates using mixing acid catalyst and metal catalyst. Zeolite with strong Brønsted acid site and big surface area, such as HZSM-5 is better for the isomerization. Catalyzed by mixture of Pd/C and HZSM-5, the obtained fuel blending improves the freezing point from 2.6 °C to−22 °C compared with pure bicyclohexane, meanwhile keep the high density of 0.880 g/mL unchanged. The improved low-temperature property is contributed to the formation of (cyclopentylmethyl)cyclohexane. Moreover, the pathways of isomerization and its competition with hydrodeoxygenation are also investigated.

CAS / MDL: 108-93-0 591-49-1
研究领域: 化学工程 · 能源科学
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JOURNAL OF POLYMER RESEARCH · 2017 ·Vol. 24 ·期 10 ·1-10 · IF 1.615

Synthesis and property investigation of poly(arylene ether)s with pendant cyclohexyl units

Lu Jiehong,Yan Guangming,Zhang Gang,Yang Jie

A series of poly(arylene ether)s with pendant cyclohexyl units had been prepared by solution polycondensation of 4,4′-cyclohexane-1,1′-diyldiphenol (CHDP) and 4,4′-difluorobenzophenone (DFBP) (or 4,4′-difluorodiphenylsulfone (DFDPS)). The inherent viscosities of obtained poly(arylene ether)s were in the range of 0.49–0.97 dLg −1 . They were found to have high glass transition temperatures (T g ) of 158–208 °C, and good thermal stability with 5% weight-loss temperature (T 5% ) of 442–484 °C. The tensile test and dynamic mechanical analysis results indicate the good mechanical properties of poly(arylene ether)s. Their Young’s Mdoulus were found to be 2.2–2.3 GPa, tensile strengths were 81.0–97.7 MPa, storage mdoulus were over 1.5 GPa even near glass transition temperature. The complex viscosities of the resultant polymers melt maintained a narrow range of 308–313 Pas at 260 °C or 2700–4600 Pas at 340 °C during the testing time. That indicates the resultant resins have good melt flowability and stability. In addition, these poly(arylene ether)s were found to have good solubility in various solvents such as CHCl 3 , THF, NMP, DMAc, DMI, etc., and have good optical transmittance (>80%) at 450 nm. It suggests that the obtained poly(arylene ether)s not only can be processed by melt method, but also can be applied with solution method easily, and can be applied to tough and transparent films.

研究领域: 材料科学 · 高分子化学
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POLYMER · 2024 · IF 4.1

Utilizing N-cyclohexyl imine as a protecting group enables faster fabrication of solvent-resistant PEK membranes

Huiting Yu,Xi Sun,Zheng Liu,Heguo Han,Jianhang Qiu,Qifeng Zhang,Yuxuan Sun,Shenghai Li,Suobo Zhang

Semi-crystalline poly (ether ketone) (PEK) materials with intrinsic solvent resistance are ideal materials for the preparation of organic solvent nanofiltration (OSN) membranes. Although some precursor materials have been developed for soluble processing through group protection strategies, these precursors are difficult to hydrolyze, limiting their practical applications. In this work, we designed an easily hydrolyzable N-cyclohexyl-poly (ether ketone ether imide) (CYH-PEKEI) precursor that could be converted to PEK by acid treatment at 80°C within 1 h. The results showed that the prepared membrane was stable in various organic solvents, with a permeance of 1.29 L m −2  h −1 bar −1 in N, N-Dimethylformamide (DMF), a molecular weight cutoff of 320 g/mol, and good long-term operational stability. Additionally, the membrane demonstrated excellent aging resistance during variable temperature DMF operation. This work has stimulated the potential of PEK membranes for OSN applications by optimizing the precursor structure.

研究领域: 材料科学 · 化学工程
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MICROCHEMICAL JOURNAL · 2024 · IF 4.9

Selective and sensitive detection of cyclamate in beverages using a portable pressure meter: A specific reaction-based analytical kit

Jing Xiao,Dali Zhuo,Jiayuan Tang,Jihong Chen,Chao Tan,Shu Zhang,Shichao Li,Zhirong Zou

The analysis of cyclamate in food samples holds a significant implication for human health, necessitating the development of a selective, sensitive and user-friendly analytical method for analysis of cyclamate. Herein, a pressure meter-based analytical kit was established and applied to selective and sensitive detection of cyclamate. Cyclamate undergoes a selective reaction with NaNO 2 within a hermetically sealed reaction vessel. The reaction produces cyclohexene and N 2 , leading to a discernible pressure change that can be accurately measured using a portable gas pressure meter. Within the concentration range of 20–1000 mg/L, gas pressure values exhibit a proportional relationship with cyclamate concentrations, with a limit of detection of 5.6 mg/L. This analytical kit was further applied to assess cyclamate levels in various beverages and a standard quality control sample (BWQ8791-2016), with recoveries of 93–108 %. It is a simple, easy used, selective and sensitive analytical system for analysis of cyclamate in beverages.

研究领域: 食品安全 · 分析化学
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JOURNAL OF CHEMICAL THERMODYNAMICS · 2020 · IF 2.888

Isobaric vapour-liquid equilibrium for binary system of cyclohexanol + cyclohexylbenzene at (5, 10, 15, 20 and 25) kPa

Chunhao Guo,Yang Tang,Jinru Wan,Yue Zuo,Yong Wang,Yichang Wang,Xunqiu Wang

The isobaric vapour–liquid equilibrium (VLE) data for the binary system of cyclohexanol + cyclohexylbenzene were determined at (5, 10, 15, 20 and 25) kPa with a dynamic recirculating apparatus and the temperature ranged from 358.10 K to 456.43 K, and the thermodynamic consistency of the experimental data was checked by the Herington area method and Van Ness method. Afterwards, the experimental data was correlated with NRTL, Wilson and UNIQUAC model, and the corresponding interaction of thermodynamic models of the binary system parameters were obtained through the Aspen software. The results indicated that all three models represent the experimental values quite well, while the NRTL model provided a slightly better result than Wilson model and UNIQUAC model. The maximum root mean square deviation of the temperature and vapour phase mole fraction for the NRTL model was less than 0.4 K and 0.004, respectively.

CAS / MDL: 827-52-1
研究领域: 化学工程 · 热力学
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JOURNAL OF SEPARATION SCIENCE · 2013 · IF 2.591

Sensitive determination of the potential biomarker sarcosine for prostate cancer by LC–MS with N,N′-dicyclohexylcarbodiimide derivatization

Jing Chen,Juan Zhang,Wenpeng Zhang,Zilin Chen

Sarcosine, a potential biomarker of prostate cancer, has drawn great attention in recent years. However, controversial research keeps arising about its role as a biomarker that might come from the two isomers (α-alanine and β-alanine) of sarcosine due to their same molecular weight and similar properties, which could interfere with the accurate detection of sarcosine. In this study, a simple and sensitive method was developed for the detection of sarcosine and the two isomers by LC with ion-trap MS through a novel derivatization reagent N , N ′-dicyclohexylcarbodiimide. N , N ′-Dicyclohexylcarbodiimide is usually considered as a condensation reagent, however, it was directly used as a derivatization reagent through a rearrangement side reaction in this study. The proposed method not only improved the chromatographic retention behavior of sarcosine and its two isomers, which was a benefit to their separation, but also dramatically enhanced the detection sensitivity of sarcosine, which was more favorable for real sample analysis. The factors affecting the productivity of the derivatization reaction, such as reaction time and amount of derivatization reagent, were systematically optimized. The method shows good linearity ( R 2 > 0.99), sensitivity with LODs of sarcosine as low as 1 ng/mL, and repeatability with the RSD < 6.07%. The developed method was applied to the analysis of urine.

CAS / MDL: 60-27-5 107-97-1
研究领域: 分析化学 · 医学 · 肿瘤学
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JOURNAL OF POROUS MATERIALS · 2024 · IF 2.5

Direct thermal reduction of Ni/Hβ and its improved catalytic performance with stability in hydroalkylation of benzene

Xue Changhao,Hou Xiaohui,Sun Weijie,Yuan Xia

The acidic molecular sieve carrier Hβ supported non-noble metal catalyst Ni/Hβ was prepared by equal volume impregnation method and applied to the hydroalkylation of benzene to cyclohexylbenzene. The effects of calcination procedures on the particle size of Ni and the dispersion degree of metal on the carrier were investigated. Compared with the samples reduced by hydrogen after calcination, the active site Ni of Ni/Hβ obtained by direct thermal reduction in hydrogen is mainly dispersed on the surface of the carrier, with better metal dispersion and smaller particle size of Ni. Under the optimized reaction conditions, the initial pressure of H 2 is 2.5 MPa, the amount of catalyst is 4% of the total reaction liquid, and at the reaction temperature 190 °C for 3 h, the conversion of benzene is 38.4%, the selectivity of cyclohexylbenzene is 72.8%, the selectivity of cyclohexane is 5.2%, the selectivity of dicyclohexylbenzene is 16.5%, and the selectivity of other by-products decreased to 5.5%. After the catalyst was reused for 5 times, the conversion of benzene and selectivity of cyclohexylbenzene were both have a slight decrease. Characterization results showed that the structure of the recovered catalyst was stable, but the specific surface area and pore volume decreased significantly, the resulted problem of catalyst pore blockage can be restored through calcination treatment.

CAS / MDL: 124-18-5
研究领域: 催化化学 · 材料科学
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TOXICOLOGY · 2025 · IF 4.6

Dicyclohexyl phthalate derails trophoblast function and lipid metabolism through NDRG1 by targeting PPARα:RXRα

Yu Zhang,Yanqing Geng,Yan Zhang,Yidan Ma,Xin Yin,Zhuxiu Chen,Xinyi Mu,Rufei Gao,Xuemei Chen,Fangfang Li,Junlin He

Phthalates (PAEs) can impair trophoblast cell and subsequent placental development, adversely affecting pregnancy. The effects of dicyclohexyl phthalate (DCHP), the main PAE homologue in urban household dust, on trophoblast function and placental development are unknown. In this study, we investigated the effects and potential mechanisms of DCHP on trophoblast function and placental development by constructing in vitro trophoblast (10, 20, 30 μM) and in vivo mouse pregnancy (25, 50, 100 mg/kg bw) exposure models. We found that exposure to DCHP during pregnancy led to the accumulation of placental lipid droplets and foetal weight gain. Consistently, DCHP induced the uptake of fatty acids by HTR-8/SVneo cells, leading to intracellular lipid droplet accumulation and mitochondrial dysfunction while inhibiting cell migration and invasion. This suggests that metabolic processes can serve as important links for environmental pollutants to interfere with bodily functions. Knocking down N-myc Downstream-Regulated Gene 1 (NDRG1) can alleviate lipid metabolism abnormalities caused by DCHP exposure while restoring cell migration and invasion abilities. Further research has found that the enhanced transcriptional activity of PPARα:RXRα is an important molecular initiating event for the role of DCHP, which promotes the transcription of downstream target gene NDRG1 by binding to PPARα:RXRα. These findings fill the research gap regarding the effects and related mechanisms of DCHP exposure on the placenta, help explore prevention and treatment strategies for DCHP reproductive toxicity, and provide new insights into toxicological research on environmental pollutants.

CAS / MDL: 84-61-7
研究领域: 毒理学 · 生殖生物学 · 分子生物学
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Catalysis Science & Technology · 2022 ·Vol. 12 ·期 21 ·6416-6426 · IF 6.177

Mild and highly selective hydrogenation of cyclohexyl acetate to cyclohexanol over Cu(I) coordinated amino-functionalized poly(ionic liquid)s

Binxiong Guang,Wei Zhang,Yiwei Zhang,Yahui Xiao,Yong Liu

A novel, efficient and economical process of cyclohexanol (CHOL) production based on cyclohexene esterification–hydrogenation has become a research hotspot in recent years. Wherein, hydrogenation of cyclohexyl acetate (CHA) derived from the esterification of cyclohexene with acetic acid is a crucial step. Combining the advantages of metal complexes and heterogeneous catalysts, the robust Cu(I) coordinated amino-functionalized poly(ionic liquid)s (PILs-Cu(I)) were, in this research, synthesized for use in the mild and highly selective hydrogenation of CHA to CHOL. The results of FT-IR, UV-vis, BET, XPS and SEM-EDS confirmed that the Cu(I) was dominant in the PILs-Cu(I), and was homogeneously and stably coordinated on the amino-functionalized poly(ionic liquid)s. Benefiting from that, the PILs-Cu(I) was endowed with an unprecedented performance in the mild and highly selective hydrogenation of CHA to CHOL. Specifically, 95.6% CHA conversion with 96.6% selectivity of CHOL, and 97.0% selectivity of ethanol was obtained under extremely mild conditions of 80 °C and 2 MPa H2. Furthermore, no significant activity loss was observed over the PILs-Cu(I) after recycling for at least five times, delivering excellent stability and reusability.

CAS / MDL: 75-05-8
研究领域: 化学工程 · 催化材料
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