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JOURNAL OF CHEMICAL RESEARCH · 2016 · IF 0.661

Synthesis, Characterisation and Acetylcholinesterase-Inhibition Activities of 5-benzyl-1,3,4-thiadiazol-2-amine Derivatives

Hui-Long Zhu,Yu-Wei Liu,Wei-Wei Liu,Fu-Jun Yin,Zhi-Ling Cao,Juan Bao,Meng Li,Ling-Yan Qin,Da-Hua Shi

Four 5-benzyl-1,3,4-thiadiazol-2-amine derivatives were synthesised from phenylacetic acid derivatives. The structures of the 5-benzyl-1,3,4-thiadiazole derivatives were characterised by NMR spectroscopy and X-ray crystallography. The acetylcholinesterase-inhibition activities were also tested. Among the four compounds, 5- (4-bromobenzyl)-1,3,4-thiadiazol-2-amine showed the best acetylcholinesterase-inhibition activity with an IC50 of 49.86 μM. The docking study performed with AUTODOCK demonstrated that this compound could interact with the catalytic active site of acetylcholinesterase.

✓ 已验证 DOI 高影响因子
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Journal of Biobased Materials and Bioenergy · 2016 ·Vol. 10 ·期 5 ·378-384 · IF 0.635

One Pot Synthesis of Pharmaceutical Intermediate 5-Dimethylaminomethyl-2-Furanmethanol from Bio-Derived Carbohydrates

Chen Wei,Jiang Yetao,Sun Yong,Wang Yanjun,Li Zheng,Wang Xiaoyu,Zeng Xianhai,Liu Shijie,Lin Lu

5-Dimethylaminomethyl-2-Furanmethanol (DMMF) is an essential precursor for the production of ranitidine, a drug for gastropathy. Herein a facile pathway to the value-added pharmaceutical intermediate DMMF from carbohydrates, such as glucose and fructose, was developed for the first time. The reaction was carried out under catalyst-free conditions using N, N-dimethyl formamide (DMF) as the amine donor in formic acid (FA). A plausible reaction mechanism from carbohydrates to DMMF was also proposed.

✓ 已验证 DOI 高影响因子
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MACROMOLECULAR RAPID COMMUNICATIONS · 2021 ·Vol. 42 ·期 21 ·2100431 · IF 5.734

Multiple Stimuli-Responsive Supramolecular Hydrogels Constructed by Decamethylcucurbit[5]uril-para-phenylenediamine Exclusion Complex

Hanling Guo,Shengdu Yang,Long Cao,Lixia Chen,Ruihan Gao,Ying Huang,Bai Xue,Zhu Tao

The hydrogels composed of decamethylcucurbit[5]uril (Me 10 Q[5]) and para -phenylenediamine ( p -PDA) are first reported herein. They are the first Q[5]-based supramolecular hydrogels, the formation of which is driven by portal exclusion between Me 10 Q[5] and p -PDA. The composition, structure, and properties of the Me 10 Q[5]/ p -PDA-based hydrogels are investigated by various techniques. Since the 1D supramolecular chain forms via portal exclusion between Me 10 Q[5] and p -PDA is the key to the formation of the hydrogels, any competitive species, such as metal ions, organic molecules, and amino acids, which can affect the portal exclusion, can change the behavior of the Me 10 Q[5]/ p -PDA-based hydrogels. Hence, the hydrogels can be used for various applications. Importantly, the results may provide a new research direction for the preparation of Q[n]-based hydrogels via portal exclusion of Q[n]s with guests.

✓ 已验证 DOI PubMed 高影响因子
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Journal of the Taiwan Institute of Chemical Engineers · 2017 · IF 4.217

Facile synthesis of hierarchical porous catalysts for enhanced conversion of fructose to 5-hydroxymethylfurfural

Pei Jin,Yunlei Zhang,Yao Chen,Jianming Pan,Xiaohui Dai,Meng Liu,Yongsheng Yan,Chunxiang Li

Facile synthesis of solid acid carbonaceous catalysts with hierarchical pore structure has been reported. As carbonaceous catalyst precursor, MOF-derived carbon (MDC) was prepared by a simple heat-treatment of highly crystalline metal-organic framework-5 (MOF-5) without any complicated process and environmental burden. Subsequently, −SO 3 H groups with high catalytic activity were successfully grafted onto the carbonaceous support by the sulfonation process. The obtained catalysts, MDC-SO 3 H have been systematically studied as acidic heterogeneous catalyst in dehydration of fructose into 5-hydroxymethylfurfural (5-HMF) with isopropanol-mediated DMSO solvent. The experiment results proved that the efficient 5-HMF yield was gained in mixed solvent which a large amount of DMSO was substituted by isopropanol. The highest yield of 5-HMF (89.57%) was obtained at 120 °C for 2   h with the use of 90 vol. % isopropanol as the cosolvent in our experiment. What's more, the catalyst showed excellent recyclability after 5 times catalyze reaction without significant loss of catalytic activity.

✓ 已验证 DOI 高影响因子
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Drug Delivery and Translational Research · 2018 ·Vol. 8 ·期 3 ·645-656 · IF 3.395

Covalently mucoadhesive amphiphilic prodrug of 5-fluorouracil for enhanced permeation and improved oral absorption

Liu Yan,Zhao Dongyang,Sun Mengchi,Wei Wei,Wang Yingli,Zhou Jiahua,Zhang Ruoshi,Wang Jian,Zhang Haotian,He Zhonggui,Kan Qiming,Sun Jin

5-Fluorouracil (5-FU) is one of the important antitumor drugs and is widely used to treat various types of cancers. However, its administration is limited to intravenous route due to poor oral bioavailability. Herein, we hypothesized that the maleimide group-containing 5-FU prodrug (EMC-5-FU) could improve the intestinal mucoadhesion because the maleimide end group can covalently target thiol residues of mucin glycoprotein covering the intestinal enterocytes. In vitro bioadhesion results showed that EMC-5-FU exhibited good affinity to the cysteine-rich subdomains of mucin and NMR studies successfully verified the covalent attachment of EMC-5-FU to mucin. The intestinal perfusion study indicated that the intestinal bioadhesion and membrane permeability are greatly enhanced for EMC-5-FU, in comparison with 5-FU. Mucoadhesion investigations on rat intestine intuitively confirmed increased intestinal retention of 5-FU through maleimide-mediated mucoadhesion. Moreover, AUC 0-24h of the total 5-FU level for EMC-5-FU solution was 2.65-fold higher compared with 5-FU solution. Our study further suggested that the amphiphilic prodrug EMC-5-FU with good mucoadhesion is a promising delivery strategy form to overcome multiple barriers of oral absorption.

✓ 已验证 DOI PubMed 高影响因子
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MOLECULES · 2011 ·Vol. 16 ·期 10 ·8463-8474 · IF 1.988

An Unexpected Reaction between 5-Hydroxymethylfurfural and Imidazolium-Based Ionic Liquids at High Temperatures

Haibo Xie,Zongbao K. Zhao

A new compound was detected during the production of 5-hydroxymethylfurfural (HMF) from glucose and cellulose in the ionic liquid 1-butyl-3-methylimidazolium chloride ([Bmim]Cl) at high temperatures. Further experiments found that it was derived from the reaction of HMF with [Bmim]Cl. The structure of new compound was established as 1-butyl-2-(5’-methyl-2’-furoyl)imidazole (BMI) based on nuclear magnetic resonance and mass spectrometry analysis, and a possible mechanism for its formation was proposed. Reactions of HMF with other imidazolium-based ionic liquids were performed to check the formation of BMI. Our results provided new insights in terms of side reactions between HMF and imidazolium-based ionic liquids, which should be valuable for designing better processes for the production of furans using biomass and related materials.

✓ 已验证 DOI 高影响因子
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Sustainable Energy & Fuels · 2022 ·Vol. 6 ·期 9 ·2368-2376 · IF 6.813

Sulfonic acid covalently grafted halloysite nanotubes for highly efficient synthesis of biofuel 5-ethoxymethylfurfural

Yanping Xiang,Kangyu Zhao,Shuolin Zhou,Wenguang Zhao,Zhijuan Zeng,Xiaoting Zhu,Xianxiang Liu

The catalytic transformation of biomass derived compounds into valuable liquid fuels has received considerable attention in the past few years. In this work, sulfonic acid grafted halloysite nanotubes (HNTs-SO3H) were facilely synthesized via functionalizing the halloysite nanotubes with 1,3-propanesultone, and the physico-chemical properties of the synthesized catalysts were analyzed by Fourier transform infrared spectroscopy (FT-IR), transmission electron microscopy (TEM), X-ray diffraction (XRD), X-ray photoelectron spectroscopy (XPS), N2 adsorption isotherm techniques, etc. The characterization results revealed that the organic–inorganic mesoporous materials preserved the tubular structure of the halloysite nanotubes and were equipped with active sulfonic acid sites. The as-synthesized catalyst was employed for the catalytic conversion of 5-hydroxymethylfurfural (HMF) to biofuel 5-ethoxymethylfurfural (EMF) under solvent-free conditions. Response surface methodology (RSM) with Box–Behnken design (BBD) was used to investigate the influence of the reaction conditions such as reaction temperature, reaction time and catalyst dosage on EMF yield. An excellent EMF yield of 86.4% and HMF conversion of 99.3% could be achieved at 126 °C for 35 minutes over the HNTs-SO3H catalyst. Furthermore, the kinetics of the conversion of HMF to EMF was also studied, and the kinetic modeling results indicated that this reaction follows pseudo-first-order kinetics, and the activation energy obtained was 60.12 kJ mol −1.

✓ 已验证 DOI 高影响因子
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ACS Applied Materials & Interfaces · 2021 · IF 9.229

High-Quality-Factor AlON Transparent Ceramics for 5 GHz Wi-Fi Aesthetically Decorative Antennas

Chao Du,Di Zhou,Shu-Zhao Hao,He-Tuo Chen,Jian Zhang,Shi-Kuan Sun,Tao Zhou,Ming-Zhao Dang,Shao-Fei Wang,Hai-Wen Liu,Long Li,Zhuo Xu

Transparent material has been widely used in product design and has seen a large increase in its use. In this paper, a kind of aesthetically decorative 5 GHz Wi-Fi dielectric resonator antenna (DRA) of aluminum oxynitride (AlON) transparent ceramic has been designed. High-quality-factor AlON transparent dielectric ceramics were fabricated by presintering at 1780 °C and further cold isostatic pressing (CIP) under a 200 MPa argon atmosphere. For a 9.0 mm thick specimen, the in-line light transmittance reached 83%. Optimum dielectric constant (εr = 9.32), quality factor (Qf = 47 960) and temperature coefficient (TCF = −51.7 ppm/°C) was achieved in the AlON transparent ceramic by cold isostatic pressing. As a result, the proposed aesthetically decorative DRA can achieve an impedance bandwidth of 32% (4.48–6.19 GHz), a high radiation efficiency of 85%, and a low cross-polarization discrimination (XPD) of −30 dB. To achieve a broad bandwidth, the proposed antenna was excited in its dominant TE111x mode and higher-order TE113x mode. The proposed antenna is thus an excellent candidate for an indoor decoration Wi-Fi antenna.

✓ 已验证 DOI 高影响因子
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KEY ENGINEERING MATERIALS · 2013 · IF 0

Synthesis of 5-Cyano-3-(4-Chlorobutanoyl) Indole in 1-Buty-3-Methylimidazolium Chloroaluminate

Yun Xia Jiang,Hu Jin Zuo,Yong Jia Shen,Feng Ping Yi

The Friedel-Crafts acylation reaction between 5-cyanoindole and 4-chlorobutyryl chloride was conducted in ionic liquid 1-buty-3-methylimidazolium chloroaluminate ([bmiCl/AlCl3), the major product was 5-cyano-3-(4-chlorobuty) indole. The structure of the product was characterized by Mass and 1H NMR spectra. When the molar ratio of AlCl3 to [bmiCl in [bmiCl/AlCl3 is at 1:1 or less, no 5-cyano-3-(4-chlorobuty) indole could be obtained. The suitable molar ratios of AlCl3 to [bmiCl in [bmiCl/AlCl3 were from 2:1 to 3:1, the yields of the major product were from 68% to 70%, respectively. When the molar ratio of [bmiCl/AlCl3 to 5-cyanoindole was less than 2:1, the acylation reaction was difficult to carry out, because 5-cyanoindole would be not totally dissolve in [bmiCl/AlCl3 under the situation.

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Journal of Materials Chemistry A · 2018 ·Vol. 6 ·期 42 ·21178-21185 · IF 9.931

Controlled synthesis of hierarchical ZSM-5 for catalytic fast pyrolysis of cellulose to aromatics

Hao Chen,Xu Shi,Jianfang Liu,Kecheng Jie,Zihao Zhang,Xiaobing Hu,Yimei Zhu,Xiuyang Lu,Jie Fu,He Huang,Sheng Dai

Zeolite materials play a significant role throughout the oil refining and petrochemical industry. Microporous ZSM-5 has a high degree of crystallinity but low mass transfer, while hierarchical ZSM-5 shows a low degree of crystallinity as well as acidity. In this work, we first report the synthesis of ZSM-5 with a new morphological structure, which has nanocrystalline ZSM-5 particles on the surface of an intact ZSM-5 zeolite. This not only improved the mass transfer in microporosity but also overcame disadvantages of hierarchical ZSM-5 including low degrees of crystallinity and acidity. This new and very efficient structure with both intracrystal microporosity and intercrystal macroporosity, formed by secondary crystallization after the intact ZSM-5 zeolite was synthesized, was verified by transmission electronic microscopy, N2 adsorption and desorption, and X-ray diffraction. The obtained ZSM-5 zeolite showed a uniform size (∼200 nm), high crystallinity acidity, and a suitable hierarchical structure that exhibited excellent properties in the catalytic fast pyrolysis of cellulose to produce aromatics.

✓ 已验证 DOI 高影响因子
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GREEN CHEMISTRY · 2016 ·Vol. 18 ·期 10 ·3075-3081 · IF 8.506

Production of 2,5-hexanedione and 3-methyl-2-cyclopenten-1-one from 5-hydroxymethylfurfural

Dezhang Ren,Zhiyuan Song,Lu Li,Yunjie Liu,Fangming Jin,Zhibao Huo

A novel approach for the production of 2,5-hexanedione (HDN) and 3-methyl-2-cyclopenten-1-one (3-MCO) from 5-hydroxymethylfurfural (HMF) by water splitting with Zn is reported for the first time. The use of high temperature water (HTW) conditions is the key for the efficient conversion of HMF to HDN and 3-MCO. Parameters regarding the Zn amount, temperature and reaction time are optimized and HDN and 3-MCO are produced in 27.3% and 30.5% yields, respectively. The roles of HTW and ZnO obtained by oxidation of Zn in water for the conversion of HMF, together with intermediate structures, are discussed to understand the mechanism of the reaction.

✓ 已验证 DOI 高影响因子
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CATALYSIS TODAY · 2015 · IF 3.893

Effect of acidity and porosity of alkali-treated ZSM-5 zeolite on eugenol hydrodeoxygenation

Jing Xing,Liang Song,Cong Zhang,Mingdong Zhou,Li Yue,Xuebing Li

Upgrading of lignin derived bio-oil is a very promising way to relieve humankind's dependence on traditional fossil fuels. Eugenol, a model compound for lignin monomers with a methoxyl group and a hydroxyl group, was hydrodeoxygenated in aqueous phase with Pd/C as hydrogenation catalyst and ZSM-5 zeolite as hydrolysis and dehydration catalysts. The bulky lignin monomers had difficulty in accessing the acid sites of the micropores of ZSM-5 zeolite, thus we introduced mesopores via alkaline treatment under various conditions. Alkali-treated ZSM-5 zeolites showed higher conversion and hydrocarbon selectivity compared to the parent ZSM-5 zeolite. When ZSM-5 zeolite was treated at 338   K, the conversion and the hydrocarbon selectivity increased by 21% and 24%, respectively. In addition, much more weak acid sites of ZSM-5 zeolites after alkaline treatment also promoted the hydrolysis and dehydration process.

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