EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
·
2023
·Vol. 26
·期 20
·e202300278
·
IF 2.8
Yonghang Mu,Zi Wang,Linhua Song,Kun Ma,Yao Chen,Peixun Li,Zifeng Yan
Graphical We report a gram-scale synthesis of sphingosines with different deuterated chains. The synthesis of highly stereoselective chain deuterated sphingosine was accomplished in five steps which started from hydrothermal platinum-catalyzed hydrogen/deuterium (H/D) exchange of protiated fatty acids. The subsequent synthesis of the deuterated-chain derivatives are also described. They were all characterized with deuterated content above 94 %. Sphingosine plays crucial roles in various cellular functions. Deuterated molecules are widely used as the important tools to explore the structure, property, and function of biochemical materials. We here report a gram-scale synthesis of sphingosines with different deuterated chains. The synthesis started from different protiated fatty acids, which underwent hydrothermal platinum-catalyzed hydrogen/deuterium (H/D) exchange to produce the deuterated chains with different length. The Horner–Wadsworth–Emmons (HWE) coupling of a chiral amino acid derivative with the deuterated chains generated the unsaturated ketone precursors. The following stereoselective reduction via cyclic Felkin–Anh transition led to the desired anti- amino alcohol geometry. This efficient protocol enabled the gram-scale synthesis of the chain-deuterated sphingosines. The subsequent synthesis of the chain-deuterated derivatives, i. e. ceramide, sphinganine and sphingosine-1-phosphate, is also described. Their deuterium content was simultaneously characterized by 1 H NMR and high-resolution mass spectrum (HRMS).
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JOURNAL OF STRUCTURAL CHEMISTRY
·
2018
·Vol. 59
·期 3
·744-747
·
IF 0.521
Sun S.-W.,Wang G.-F.
The synthesis of a novel Cu(I) complex with V-shaped bidentate ligands {[Cu(BIPMO)]×[CuBr 2 ]} n where BIPMO = bis(4-(1 H -imidazol-1-yl)phenyl)methanone is reported. It is characterized by IR spectroscopy, elemental analysis, and single crystal X-ray diffraction. Copper(I) ions in the complex are in a distorted environment in which donor atoms are provided by the bromide anion and nitrogen atoms of BIPMO ligands, respectively. Infinite anion chains formed by CuX 4 (X = Br or N) polyhedra are linked by BIPMO ligands to give rise to layers. Furthermore, the layers are linked into 3D networks through weak intermolecular interactions.
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JOURNAL OF NANOSCIENCE AND NANOTECHNOLOGY
·
2018
·Vol. 18
·期 4
·2914-2920
·
IF 1.354
Li Jie,Zhang Jia,Chen Lianxi,Wang Yu,Liu Zhenhui
A new effective surface poly(1-vinyl-2-pyrrolidone) (PVP) grafted layer protected selective etching strategy has been used for preparing vinyl functionalized porous silica nanospheres (V-PSNSs). The main reaction mechanism was relied on the vinyl groups distributed on the surface of
outer vinyl silica nanospheres (V-SiO2) which can be polymerized with another vinyl monomer, such as 1-vinyl-2-pyrrolidone (VP), in the presence of initiator. It was observed from the research results that only grafting PVP on the surface of outer vinyl silica nanospheres (V-SiO2)
can V-PSNSs be obtained, because grafting PVP was able to protect outer V-SiO2 from being etched prior to inner pure silica (sSiO2). In addition, effect of the amounts of sSiO2@V-SiO2 as another monomer substrate on the formation of PVP grafted sSiO2@V-SiO2
(sSiO2@V-SiO2/PVP) was discussed. The results showed that the less of the sSiO2@V-SiO2 amounts, the thinner of the PVP grafted layer on the surface of sSiO2@V-SiO2, the poorer protection ability of the surface. In the present
study, V-PSNSs with 29 m2g−1 of BET surface areas and 0.1 cm3g−1 pore volumes were successfully synthesized by grafting 0.3 g of VP on the surface of 0.3 g of sSiO2@V-SiO2 and subsequent etching.
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CHINESE JOURNAL OF CATALYSIS
·
2014
·
IF 1.552
Zhongkui Zhao,Renzhi Li,Yu Li
A clean and highly efficient synthesis of 1-amino-2-acetylanthraquinone via reductive isoxazole ring cleavage of 3-methylanthra[1,2- c ]isoxazole-6,11-dione catalyzed by trace copper using hydrazine hydrate as a clean reducing agent and water as a green reaction medium under mild reaction conditions was investigated. Various transition-metal catalysts were screened for the reductive ring-opening reaction, and Cu(NO 3 ) 2 was shown to be an excellent catalyst. A conversion of 97.2% and 1-amino-2-acetylanthraquinone selectivity greater than 95% were obtained in the presence of 2.6 mol% Cu(NO 3 ) 2 (turnover number 38) with 1.3 equiv. of hydrazine hydrate for 2 h in water. The structure of the product was confirmed by 1 H nuclear magnetic resonance spectroscopy and mass spectrometry ; the main byproduct was hydroxyl-substituted 1-amino-2-acetylanthraquinone. A possible reaction mechanism for the copper-catalyzed ring cleavage of 3-methylanthra[1,2- c ]isoxazole-6,11-dione with hydrazine hydrate was proposed.
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CHEMICAL ENGINEERING SCIENCE
·
2023
·
IF 4.7
Youbing Zhu,Xiangfei Ding,Jian Chen,Hongyan Wang,Hui Wang
One-dimensional microporous zeolite, EU-1, has tighter restriction for bulky intermediates, exhibiting more favorable selectivity of propylene than ZSM-5 in catalytic cracking. However, the diffusion limitation accelerates coke generation, passivates acid sites and deactivates the zeolite. In this study, a strategy was proposed to etch amorphous species between EU-1 nanocrystals using NH 4 F solution to improve the diffusion property. It was found that the etching process occurred on the crystal surface and mesopores were introduced. Catalytic performance evaluation in n-hexane cracking demonstrated that the maximum propylene selectivity over parent EU-1 was 33.6 wt% ( vs . 5.7 wt% for ZSM-5). The n-hexane conversion was increased by 24 wt% over EU-1 etched in 20 wt% NH 4 F solution. Moreover, the introduction of mesopores provides accommodation space for coke. This study developed hierarchical EU-1 zeolite with favorable diffusion ability and reported a feasible strategy to improve the catalytic performance of EU-1 for propylene production.
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ACS Sustainable Chemistry & Engineering
·
2022
·
IF 9.224
Kun-Hao Liang,Zhong-Wu Lu,Cai-Xia Ren,Jie Wei,Da-Wei Fang
As an improvement on imidazolium amino acid ionic liquids, three ionic liquids, 1-ethyl-4-butyl-1,2,4-triazolium acetylglycine [Taz(2,4)][Acgly], 1-ethyl-4-butyl-1,2,4-triazolium acetylalanine [Taz(2,4)][Acala], and 1-ethyl-4-butyl-1,2,4-triazolium acetylcysteine [Taz(2,4)][Accys], were first synthesized for future application as heat-transfer media. The density, surface tension, isobaric heat capacity, and thermal conductivity were measured in different experimental temperature ranges. Based on the above experimental data, the isobaric thermal expansibility and isentropic and isothermal compressibility, as well as the isochoric heat capacity and heat-storage density, were also calculated. Compared with several popular commercial heat-transfer fluids, it was found that the ionic liquids studied in this work have better performance in terms of heat-storage density of ∼2.38 MJ·cm–3·K–1 and thermal conductivity of ∼0.197 W·m–1·K–1. In addition, the viscosity was also determined, and the results showed an unexpected reduction by the introduction of a small amount of water for ionic liquids and almost no influence on other thermophysical properties. Finally, we selected a specific heat-transfer process and calculated the heat-transfer coefficient and the heat-transfer area based on the thermophysical properties. Meanwhile, the lower liquid temperature limit (∼229 K) and the nontoxic, environmentally friendly anion could provide a wider and safer environment for the application of ionic liquids. Given this, the ionic liquids studied in this work, especially the [Taz(2,4)][Acgly], could be considered as promising heat-transfer fluid candidates by appropriate adjustment of the water content.
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JOURNAL OF ALLOYS AND COMPOUNDS
·
2021
·
IF 5.316
Xiao-Yu Zhong,Gui-Wei Yan,Zhi-Hui Chen
Lead-free ferroelectric ceramics of (1-x)Ba 0.98 Li 0.02 TiO 3 -xBi(Mg 1/2 Sn 1/2 )O 3 (abbreviated as (1-x)BLT-xBMS, x = 0, 0.02, 0.04, 0.05, 0.06, 0.08) were synthesized through conventional solid-state sintering method. The effects of Bi(Mg 1/2 Sn 1/2 )O 3 addition on the phase transition, microstructure, the dielectric properties and the energy storage properties were investigated. All the BLT-BMS samples exhibited single phase perovskite structure. XRD and Roman spectrum confirmed the coexistence of the orthorhombic phase and tetragonal phase in the samples with x = 0.00–0.05, which turned to the coexistence of orthorhombic and cubic phase in the samples with x > 0.05. All the samples display dense microstructures with clear grain boundaries. The average grain size of the samples increases and the relaxor characteristics become stronger with the addition of BMS. The existence of orthorhombic phase apparently promotes the energy storage performance. The maximum energy density of 0.16 J/cm 3 and the largest energy efficiency of 70.42% were achieved with orthorhombic/tetragonal ratio of 53/47 at x = 0.05.
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SEPARATION AND PURIFICATION TECHNOLOGY
·
2019
·
IF 5.107
Rui Wang,Xingang Li,Jian Na,Yan Wu,Runnan Zhao,Yutao Yan,Hong Li,Xin Gao
Reversible reaction-assisted technology for ethanediol (EG) and 1, 2-butanediol(1,2-BDO) azotropic mixture separation was proved effective. However, the missing acetalization kinetic parameters hinder the process design and industrialization. This paper addresses the competitive kinetics of EG and 1,2-BDO mixture towards propyl aldehyde. The reaction mechanism was illustrated, and the impacts of feed composition, temperature and solution inhomogeneity were explored. The pseudo-homogeneous model was derived for the system, and the kinetic parameters were obtained. Results demonstrated that the aldehyde and 2-ethyl-1,3-dioxione (2ED) inputs were crucial manipulation variables for reversible reaction-assisted separating (RRAS) process design. The RRAS process was proposed, based on the competitive kinetics, to evaluate the techno-economic performance of RRAS. Two promising processes, which differed in the conversion of EG, were proposed to implement the separation. The economic evaluation revealed that the flowsheet with EG and 1,2-BDO both being converted to acetals and EG then being recovered through 2ED hydrolyzation, has more potential for industrial application.
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ENERGY & FUELS
·
2019
·
IF 3.021
Yuhao Zhang,Haoran Gao,Mengxuan Wang,Liang Zhao,Jinsen Gao,Chunming Xu
Recent studies have investigated the separation of olefins from fluid catalytic cracking naphtha by solvent treatment to produce motor gasoline. This study explored the effect of the structure and group of six solvents on the separation of the 1-hexene–benzene and 1-hexene–thiophene systems. Solvents with a chain structure, such as N-methyl diethanolamine (MDEA) and tetraethylene glycol, showed satisfactory separation performance for olefins but poor performance for benzene and thiophene. This result can be ascribed to the weak polarity of the chain structure for the low solubility of benzene and thiophene. By contrast, solvents with a ring structure separated 1-hexene by enhancing the solubility of the mixture for the solvent, especially the dissolution of benzene and thiophene. The selective dissolution of benzene and thiophene by the solvent containing a ring structure was generally greater than that by the solvent containing a chain structure. At the highest 1-hexene content, the solubility of N-methyl diethanolamine for benzene and thiophene was higher than 11, whereas that of MDEA with the chain structure was only 7. The highly electronegative sulfoxide group improved the selectivity for olefins. The selectivity θ of 1-hexene by sulfolane and dimethyl sulfoxide in separating 1-hexene from benzene or thiophene was about 2–14 times that of alcohol amine solvents. Therefore, the ring structure primarily enhanced the processing capacity of the solvents in the separation of the olefins–aromatics/sulfide system, whereas the sulfoxide group improved the selectivity of the solvents in the separation of olefins.
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MOLECULES
·
2023
·Vol. 28
·期 7
·3068
·
IF 4.6
Yuanyuan Ma,Wanting Liu,Zhifang Li,Yuhang Sun,Mingyuan Shi,Zheng Nan,Ruotong Song,Liying Wang,Jingqi Guan
TS-1 zeolite with desirable pore structure, an abundance of acidic sites, and good thermal stability promising as a support for the selective catalytic reduction of NO with NH3(NH3-SCR). Herein, a series of Mn–Fe/TS-1 catalysts have been synthesized, adopting tetraethylenepentamine (TEPA) as a metal complexing agent using the one-pot hydrothermal method. The introduced TEPA can not only increase the loading of active components but also prompts the formation of a hierarchical structure through decreasing the size of TS-1 nanocrystals to produce intercrystalline mesopores during the hydrothermal crystallization process. The optimized Mn–Fe/TS-1(R-2) catalyst shows remarkable NH3-SCR performance. Moreover, it exhibits excellent resistance to H2O and SO2at low temperatures. The characterization results indicate that Mn–Fe/TS-1(R-2) possesses abundant surface Mn4+and Fe2+and chemisorbed oxygen, strong reducibility, and a high Brønsted acid amount. For comparison, Mn–Fe/TiO2displays a narrower active temperature window due to its poor thermostability.Keywords:Mn-Fe/TS-1;one-pot synthesis;NH3-SCR;metal complexing;resistance to H2O and SO2
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JOURNAL OF MATERIALS SCIENCE-MATERIALS IN ELECTRONICS
·
2018
·Vol. 29
·期 23
·20017-20032
·
IF 2.324
Chen Gang,Peng Xiaodong,Fu Chunlin,Cai Wei,Gao Rongli,Fan Peigeng,Zhang Xiaoya,Yi Xin,Ji Cong,Yang Hongqi,Yong Hualei
(1− x ) BaTiO 3 – x BiYbO 3 (abbreviated as (1− x ) BT− x BY, x = 0, 0.03, 0.06 and 0.09) ferroelectric ceramics have been fabricated by conventional sintering (CS) and microwave sintering (MWS) methods. The microstructure, dielectric and ferroelectric properties of (1− x ) BT– x BY ceramics have been investigated systematically. X-ray diffraction patterns indicate all samples possess single perovskite phase and the crystal structure transforms from tetragonal to pseudo-cubic phase with increasing x . It can be also found that denser microstructure and finer grains can be obtained by MWS compared to CS as indicated by scanning electron microscopy. Dielectric measurements reveal that the addition of BY can lead to an obvious relaxation behavior in all samples, and the relaxation characteristics of MWS samples are stronger than those of CS samples. Moreover, the dielectric constant decreases with increasing BY content and the temperature stability and frequency stability of dielectric properties can be enhanced by using MWS method and addition of BY. P – E hysteresis loops become slimmer with the increase of BY content, and the ferroelectric properties of MWS samples are similar to those of CS samples. The leakage current of MWS sample is smaller than that of CS sample from J – E curve. The energy storage efficiency ( η ) increases with increasing BY content, while the energy storage density ( U ) increases and then decreases, U max is obtained at x = 0.06. These results demonstrate that MWS technique and moderate BY content are effective methods to prepare materials for energy storage application.
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Journal of Functional Foods
·
2023
·
IF 5.6
Xiawen Yang,Wenting Ji,Zhihong Zhou,Junfeng Wang,Zheng Cui,Xianglin Pan,Huiping Hu,Zihao He,Zhijing Wu,Yu Zhang,Kaiping Wang
Liver fibrosis is a result of chronic liver disease; without treatment, it can progress to cirrhosis and even liver cancer. The occurrence and development of liver fibrosis is closely related to the activation of hepatic stellate cells (HSCs). Many events, including induction of the hedgehog signal and angiogenesis, occur during HSCs activation. Transforming growth factor-β (TGF-β) acts as a critical regulator of HSCs activation. We found that Dendrobium officinale polysaccharide (DOP) markedly reduced the level of hepatic fibrosis in carbon tetrachloride (CCl 4 )-treated rats and TGF-β-stimulated HSC-T6 cells. DOP significantly inhibited smooth (SMO) protein expression and Gli1 transcription into the nucleus. Moreover, DOP inhibited the expression of angiogenesis-related proteins and angiogenesis markers. In conclusion, our results indicated that DOP might ameliorate CCl 4 -induced liver fibrosis and TGF-β-induced HSC-T6 cells activation by the SMO/Gli 1 pathway, suggesting that DOP could be used as a potential functional food.
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