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SEPARATION AND PURIFICATION TECHNOLOGY · 2024 · IF 8.1

Selective adsorption of aldehyde impurities from propylene oxide using perethylated pillar[5]arene enabled by spatial size matching effect

Minlei Yin,Shiyin Huang,Yuxin Lin,Xuanjie Chen,Zhaoyang Qi,Jie Chen,Ting Qiu

Effective removal of acetaldehyde and propionaldehyde from propylene oxide is important for polyether industry but remains a significant challenge due to their similar molecular sizes and relatively close volatilities. Herein, we studied flexible molecular materials, perethylated pillar[n]arene crystals (n = 5, 6), which can be used to separate acetaldehyde and propionaldehyde in propylene oxide. Through a space size matching effect, perethylated pillar[5]arene demonstrates excellent adsorption selectivity of 95 % and 100 % for aldehydes in ternary mixture and binary mixture of propylene oxide, acetaldehyde and propionaldehyde, respectively. These impressive selective adsorption is achieved based on their differential host–guest interactions. Density functional theory calculations provide a comprehensive explanation of the adsorption process, revealing that the adsorption mechanisms of perethylated pillar[5]arene for acetaldehyde and propionaldehyde primarily involve C-H···O hydrogen bonding and C-H···π interactions. This study also provides a novel method for achieving one-step purification of propylene oxide in industrial applications.

CAS / MDL: 122-95-2 1493-13-6
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CHEMISTRY & BIODIVERSITY · 2024 ·Vol. 21 ·期 6 ·e202400150 · IF 2.3

Production of Aromatic Hydrocarbons from Co-Hydropyrolysis of Biomass Components and HDPE with Application of Modified HZSM-5 Catalyst

Long Ren,Yupu Xu,Wenjun Chen,Changsen Zhang

Experiments were conducted in this study on the co-hydropyrolysis of three components of biomass (cellulose, hemicellulose, and lignin) and HDPE by using SR-Pd/Trap-HZ-5 as catalyst. To control the variable, we use the same experiment conditions in co-hydropyrolysis: Si/Al ratio of 50, Pd load 1 %, catalyst to reactant ratio of 1 : 10, 1 MPa, 400 °C, reaction time 1 h. Use XRD, TEM, BET, and NH 3 -TPD to confirm catalyst successful synthesis; use pine sawdust (PW) co-hydropyrolysis with HDPE to analyse catalytic activity; and use GC/MS to characterize the chemical composition of the bio-oil from the co-hydropyrolysis of biomass components and HDPE. The results show that cellulose has a significant synergistic effect with aromatic hydrocarbon production, whose selectivity was 93.3 %; hemicellulose has a synergistic effect; aromatic selectivity can reach 75.1 %; and a negative synergistic effect between lignin and HDPE was shown as the selectivity of aromatic hydrocarbons decreased from 62.1 % to 15.6 %. Graphical

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BIOMASS & BIOENERGY · 2024 · IF 5.8

Production of 5-hydroxymethylfurfural and 2,5-dimethylfuran from fructose using wine lees-derived C-SO3H and Pt5Fe5/C catalyst

Yong Liu,Jirong Long,Zhijiao Huang,Lungang Chen,Chenguang Wang,Xinghua Zhang,Longlong Ma

Direct production of 2,5-dimethylfuran (DMF) from fructose is crucial for developing biomass-derived fuels, yet it presents significant challenges due to the need for multifunctional active sites for dehydration and hydrodeoxygenation. Meanwhile, the disposal of wine lees, a major winemaking by-product, incurs substantial costs. Herein, a hybrid catalyst system of sulfonated wine lees carbon (WLC-SO 3 H) and PtFe/C was introduced, achieving a DMF yield of 66.4 % directly from fructose. WLC-SO 3 H, with enhanced Brønsted acidity, demonstrated high activity in dehydrating fructose to 5-hydroxymethylfurfural (HMF) with a 98.2 % yield. PtFe/C effectively catalyzed the hydrodeoxygenation of HMF to DMF, driven by the strong interaction between Pt and Fe species. This interaction was confirmed through in situ DRIFTS and theoretical calculations, highlighting the system's superior catalytic performance.

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AICHE JOURNAL · 2024 · IF 3.5

Production of jet fuel cycloalkanes from 5-(hydroxymethyl)furfural via cascade catalysis on Mg(Al)(Zr)O supported CuCo

Yanru Zhu,Zhen Zhang,Yunfei Zou,Jian Zhang,Zhe An,Xin Shu,Hongyan Song,Jing He

Catalytic conversion of biomass-derived 5-(hydroxymethyl)furfural (5-HMF) into carbon-increased hydrocarbons as drop-in energy-rich biofuels has received a great deal of concern for the development of sustainable chemical industry. Here, we demonstrate a one-pot conversion of 5-HMF into C 9 -alkanes on one single catalyst, acidic–basic layered double oxides (Mg(Al)(Zr)O) supported CuCo alloy. The well-defined multifunctional catalytic sites with harmonious combination carry out cascade catalysis, affording C 9 -alkanes (including 30% of more value-added branched-cycloalkanes) in 83% yield. The basic–acidic sites on Mg(Al)(Zr)O show high activity for aldol condensation of 5-HMF and acetone, producing 4-[5-(hydroxymethyl)-2-furanyl]-3-buten-2-one (HAc) in a yield of >99%. The engineered Co–Cu–Co linkages on supported CuCo perform efficient hydrodeoxygenation, affording C 9 -alkanes in a selectivity of 96% from HAc. C 9 -cycloalkanes are generated from the cyclization of the corresponding monohydric alcohol intermediates by the synergy of acidic and CuCo sites in the hydrodeoxygenation reaction.

CAS / MDL: 14985-18-3
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BMC Pharmacology & Toxicology · 2024 ·Vol. 25 ·期 1 ·1-15 · IF 2.8

Pharmacokinetic/Pharmacodynamic modelling of Saxagliptin and its active metabolite, 5-hydroxy Saxagliptin in rats with Type 2 Diabetes Mellitus

Wang Tianyan,Tao Ting,Liu Yi,Dong Jie,Ni Shanhong,Liu Yun,Li Yanli,Xu Ning,Sun Zengxian

Background and purposes It is unclear whether the parent Saxagliptin (SAX) in vivo is the same as that in vitro, which is twice that of 5-hydroxy Saxagliptin (5-OH SAX). This study is to construct a Pharmacokinetic-Pharmacodynamic (PK-PD) link model to evaluate the genuine relationship between the concentration of parent SAX in vivo and the effect. Methods First, we established a reliable Ultra Performance Liquid Chromatography-Mass Spectrometry (UPLC-MS/MS) method and DPP-4 inhibition ratio determination method. Then, the T2DM rats were randomly divided into four groups, intravenous injection of 5-OH SAX (0.5 mg/kg) and saline group, intragastric administration of SAX (10 mg/kg) and Sodium carboxymethyl cellulose (CMC-Na) group. Plasma samples were collected at different time points for subsequent testing. Finally, we used the measured concentrations and inhibition ratios to construct a PK-PD link model for 5-OH SAX and parent SAX. Results A two-compartment with additive model showed the pharmacokinetic process of SAX and 5-OH SAX, the concentration-effect relationship was represented by a sigmoidal E max model and sigmoidal E max with E 0 model for SAX and 5-OH SAX, respectively. Fitting parameters showed SAX was rapidly absorbed after administration ( T max =0.11 h, t 1/2, ka =0.07 h), widely distributed in the body (V ≈ 20 L/kg), plasma exposure reached 3282.06 ng*h/mL, and the elimination half-life was 6.13 h. The maximum plasma dipeptidyl peptidase IV (DPP-4) inhibition ratio of parent SAX was 71.47%. According to the final fitting parameter EC 50 , EC 50, 5−OH SAX =0.46EC 50, SAX(parent) , it was believed that the inhibitory effect of 5-OH SAX was about half of the parent SAX, which is consistent with the literature. Conclusions The PK-PD link model of the parent SAX established in this study can predict its pharmacokinetic process in T2DM rats and the strength of the inhibitory effect of DPP-4 based on non-clinical data.

CAS / MDL: 274901-16-5 68-04-2
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KOREAN JOURNAL OF CHEMICAL ENGINEERING · 2016 ·Vol. 33 ·期 7 ·2097-2106 · IF 1.408

Coupling conversion of methanol and 1-butylene to propylene on HZSM-5 molecular sieve catalysts prepared by different methods

Bai Ting,Zhang Xin,Liu Xiling,Chen Tengfei,Fan Wentao

A series of HZSM-5 catalysts were synthesized by different methods. The physicochemical properties of the HZSM-5 catalysts were characterized by XRD, SEM, N2 isothermal adsorption-desorption, NH3-TPD, Py-IR and TGA, respectively. The results indicated that different preparation conditions lead to different morphologies, textures and the distribution of acid sites. The nanosized HZSM-5 catalysts exhibited better catalytic reactivity and coke capacity than the micro-sized HZSM-5 because nanosized HZSM-5 had larger specific surface area, higher pore volume, more exposed channels and more accessible acid sites. The large particles of NZ-3 in a reasonable range and the smooth surface were conducive to product diffusion; therefore, NZ-3 exhibited higher specific propylene yield and stability than the other nanosized catalysts. The moderate density and distribution of acid sites on NZ-3 also favored the formation of propylene.

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Royal Society Open Science · 2019 ·Vol. 6 ·期 6 · IF 2.515

Development of a hypoxic nanocomposite containing high-Z element as 5-fluorouracil carrier activated self-amplified chemoradiotherapy co-enhancement

Cui Yang,Shan Peng,Yingming Sun,Hongtao Miao,Meng Lyu,Shijing Ma,Yuan Luo,Rui Xiong,Conghua Xie,Hong Quan

The synergetic effect of chemoradiotherapy achievement is encouraging but significantly hampered by the prevalence of hypoxia, leading to drug/radiation resistance in solid tumours. To address the problem and improve the efficiency of cancer therapy, a lamellar-structure multifunctional graphene oxide (GO) drug-delivery system with an average size of 243 nm, co-delivering of metronidazole (MI), 5-fluorouracil (5-FU) and FePt magnetic nanoparticles (MNPs), was successfully designed and synthesized in the study. The integration of hypoxic drug carrier loading radiosensitizers and chemotherapeutic drugs simultaneously, combines the properties of hypoxia-sensitivity and chemoradiotherapy co-enhancement within a single nanoplatform, which is expected to provide new ideas for cancer treatment. Through in vitro tests, the hypoxia-sensitivity and cytotoxicity of intracellular reactive oxygen species (ROS) of the nanocomposites (NCs) were proved. Moreover, the additive effect between MI, 5-FU and FePt MNPs in cytotoxicity and radiation sensitization aspects is disclosed. It performs an enhanced cell proliferation inhibition and makes up a self-amplified radiotherapy enhancement system that improves radiation efficiency and cell radiosensitivity simultaneously. In conclusion, the study recommended a novel and promising multifunctional nanoplatform which performed a self-amplified effect that activated chemoradiotherapy co-enhancement.

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Biomaterials Advances · 2022 · IF 0

Utilization of pillar[5]arene-based ICT probes embedded into proteins for live-cell imaging and traceable drug delivery

Qing Wang,Xiaoyan Bian,Hang Yao,Xiaohui Yuan,Ying Han,Chaoguo Yan

Three protein microenvironment-sensitive pillar[5]arene-based fluorescent probes (3/4/5C-B) were designed and synthesized based on intramolecular charge transfer (ICT) mechanism. Unlike the majority of micromolecular ICT probes, the aforementioned probes displayed differentiated sensitivity to multiple proteins. The 7-(diethylamino)coumarin-3-formic acid (DCCA) group in the probes was essential for their sensitivity. The presence of a pillar[5]arene group was also crucial as they benefit 3/4/5C-B form complexes with the proteins, although it changed the electron density distribution of the DCCA group. 3/4/5C-B exhibited favorable carrier ability for regorafenib (REG). 4C-B had the best spatial structure for complexation. The 3/4/5C-B-REG complexes would assemble into high drug-loading fluorescent nanoparticles in a physiological environment (pH = 7.4). Such nanoparticles exhibited pH-triggered enrichment ability, which rapidly enriched REG in the acidic environment (pH = 6.0). Moreover, the complexation between 3/4/5C-B and REG maintained the live-cell membrane imaging property of the probes and the excellent targeted anticancer activity of the drug.

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JOURNAL OF ANALYTICAL AND APPLIED PYROLYSIS · 2017 · IF 3.471

Study on aromatics production via the catalytic pyrolysis vapor upgrading of biomass using metal-loaded modified H-ZSM-5

Yunwu Zheng,Fei Wang,Xiaoqin Yang,Yuanbo Huang,Can Liu,Zhifeng Zheng,Jiyou Gu

The main objective of this work was to study aromatics production via the catalytic pyrolysis upgrading of biomass using metal-loaded modified H-ZSM-5. M-ZSM-5 catalysts were prepared through the impregnation method with Zn, Ga, Ni, Co, Mg and Cu. The prepared M-ZSM-5 catalysts were evaluated by x-ray diffraction, thermal desorption spectroscopy and scanning electron microscopy. The properties, composition and product distribution of bio-oil were also analysed. Results showed that the M-ZSM-5 catalysts yielded a higher amount of non-condensable gas at the expense of the liquid yields. The Ga-ZSM-5 catalysts produced the highest yields of bio-oil (25.76   wt%), but the lowest amount of coke (22.08   wt%) compared with the unmodified ZSM-5 catalyst (33.38   wt%). The content of the single-ring aromatics prepared by using the Zn-ZSM-5 catalysts was the highest at 90.28   wt%, whereas that of the polycyclic aromatic hydrocarbon prepared by the Ni-ZSM-5 catalysts was the highest at 31.36   wt%. Moreover, the selectivity of the single-ring aromatic hydrocarbons, such as C7 and C8, were significantly affected by the use of the M-ZSM-5 catalysts. The Zn-ZSM-5 catalysts were the most selective for toluene and xylenes with contents of 36.52   wt% and 35.32   wt%, respectively, whereas the Co-based catalysts were the most selective for indene. The Ni-based catalysts can obviously improve the selectivities of benzene production and C10+ polycyclic aromatic hydrocarbons. Zn-ZSM-5 was the most effective catalyst that can be used in the production of aromatic hydrocarbons.

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ChemSusChem · 2019 ·Vol. 12 ·期 5 ·978-982 · IF 7.804

Synthesis of MCM-41-Supported Metal Catalysts in Deep Eutectic Solvent for the Conversion of Carbohydrates into 5-Hydroxymethylfurfural

Yunchao Feng,Guihua Yan,Ting Wang,Wenlong Jia,Xianhai Zeng,Jonathan Sperry,Yong Sun,Xing Tang,Tingzhou Lei,Lu Lin

Graphical MCM's grand : A series of MCM-41 supported metal catalysts (denoted M/D41) were prepared by using the deep eutectic solvent (DES)-mediated ionothermal synthesis strategy. Al/D41 showed excellent performance in the conversion of carbohydrates into 5-hydroxymethylfurfural (HMF). Production of HMF from glucose could be performed at high concentrations in choline chloride aqueous solution. A series of MCM-41 supported metal catalysts (denoted M/D41) were prepared by using the deep eutectic solvent (DES)-mediated ionothermal synthesis strategy. Al/D41 was found to have excellent performance in the conversion of carbohydrates into 5-hydroxymethylfurfural (HMF). Furthermore, the production of HMF from glucose could be performed at high concentrations in choline chloride aqueous solution (CAS; 32 wt %, relative to the reaction phase) and as a result, CAS is a more promising solvent than water and DES for HMF production.

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POLYMER SCIENCE SERIES B · 2014 ·Vol. 56 ·期 2 ·148-153 · IF 0.633

Synthesis and photopolymerization kinetics of a single-molecular hydrogen-abstract free radical photoinitiator 1,3-Benzodioxole-5-yl-Methyl-Maleimide

Wang Kemin,Lu Yuhui,Yin Ruixue,Jiang Yan,Yu Qiang

1,3-benzodioxole-5-yl-methyl-maleimide (BDOMM), a type of hydrogen-abstraction photoinitiator with both hydrogen donor and acceptor in one molecule for free radical photopolymerization, was synthesized through the reaction of piperonyl amine and maleic anhydride and characterized by IR, UV and 1H NMR spectroscopy. The results obtained indicated that the introduction of BDOMM could avoid the use of additional amine coinitiator, decrease the leachablity of photoinitiator and maintain high photo-initiation efficiency.

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Frontiers of Chemical Science and Engineering · 2022 ·Vol. 16 ·期 10 ·1505-1513 · IF 4.803

Catalytic hydrogenation of insoluble organic matter of CS2/Acetone from coal over mesoporous HZSM-5 supported Ni and Ru

Abuduwayiti Reyila,Ma Feng-Yun,Fan Xing

Four supported catalysts, nickel and ruthenium on a HZSM-5 support, were prepared by equal volume impregnation and in-situ decomposition of carbonyl nickel. The properties of catalysts were investigated by catalytic hydro-conversion of 2,2′-dinaphthyl ether as the model compound and extraction residue of Naomaohu lignite as the sample under an initial H 2 pressure of 5 MPa and temperature at 150 °C. According to the catalytic hydro-conversion results of the model compound, Ni—Ru/HZSM-5 exhibited the best catalytic performance. It not only activated H 2 into H⋯H, but also further heterolytically split H⋯H into immobile H − attached on the acidic centers of Ni—Ru/HZSM-5 and relatively mobile H + . Catalytic hydro-conversion of the extraction residue from Naomaohu lignite was further examined over the optimized catalyst, Ni—Ru/HZSM-5. Detailed molecular compositions of products from the extraction residue with and without hydrogenation were characterized by Fourier transform infrared spectroscopy and gas chromatography/mass spectrometry. The analytical results showed that the oxygen-containing functional groups in products of hydrogenated extraction residue were obviously reduced after the catalytic treatment. The relative content of oxygenates in the product with catalytic treatment was 18.57% lower than that in the product without catalytic treatment.

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