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Frontiers in Chemistry · 2021 · IF 5.221

Crystallization Control of N,N′-Dioctyl Perylene Diimide by Amphiphilic Block Copolymers Containing poly(3-Hexylthiophene) and Polyethylene Glycol

Yang Xiaohui,Lu Wanlong,Cao Jingning,Zhai Chenyang,Li Weili,Zha Fangwen,Lu Guanghao,Tian Hongkun,Yu Demei,Bu Laju

The preparation of micron- to nanometer-sized functional materials with well-defined shapes and packing is a key process to their applications. There are many ways to control the crystal growth of organic semiconductors. Adding polymer additives has been proven a robust strategy to optimize semiconductor crystal structure and the corresponding optoelectronic properties. We have found that poly(3-hexylthiophene) (P3HT) can effectively regulate the crystallization behavior of N,N′-dioctyl perylene diimide (C8PDI). In this study, we combined P3HT and polyethylene glycol (PEG) to amphiphilic block copolymers and studied the crystallization modification effect of these block copolymers. It is found that the crystallization modification effect of the block copolymers is retained and gradually enhanced with P3HT content. The length of C8PDI crystals were well controlled from 2 to 0.4 μm, and the width from 210 to 35 nm. On the other hand, due to the water solubility of PEG block, crystalline PEG-b-P3HT/C8PDI micelles in water were successfully prepared, and this water phase colloid could be stable for more than 2 weeks, which provides a new way to prepare pollution-free aqueous organic semiconductor inks for printing electronic devices.

CAS / MDL: 7787-70-4
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INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH · 2020 · IF 3.573

Fast, Large-Scale, and Stable Preparation of η-Al2O3 Microspheres by Fully Utilizing N,N-Dimethylformamide at Room Temperature

Zhichao Yang,Weiquan Cai,Jinpeng Zhou,Qing Xia,Tielin Wang

A fast, large-scale, and stable preparation method was successfully developed to obtain η-Al2O3 microspheres with particle sizes of 3–10 μm from cheap and widely sourced NaAlO2 solution using N,N-dimethylformamide (DMF) as a morphological modifier and a precipitant simultaneously at room temperature. The yield of alumina increases from 33.3 to 77.3% by increasing the dose of DMF from 100 to 400 mL. The utilization efficiency of DMF significantly increased by adding fresh NaAlO2 into the reused filtrate after separating the bayerite precipitate (precursor of η-Al2O3). Importantly, the η-Al2O3 microspheres obtained from the filtrate-reuse experiments show the stable phase structures, morphologies, and pore structure properties. Furthermore, the typical η-Al2O3 microspheres supported Pd catalyst presents a higher catalytic activity of 10.6 g/L for the hydrogenation of anthraquinone than that of the commercial γ-Al2O3-supported Pd catalyst (8.5 g/L), suggesting that the as-prepared η-Al2O3 microspheres have good application prospects for catalytic hydrogenation and related fields.

CAS / MDL: 1344-28-1 84-51-5
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JOURNAL OF MOLECULAR LIQUIDS · 2020 · IF 5.065

Density, viscosity and excess properties of N, N-dimethylethanolamine +2-(ethylamino) ethanol +H2O at T = (293.15 to 333.15) K

Chunying Zhu,Xiaojie Liu,Taotao Fu,Xiqun Gao,Youguang Ma

The densities and viscosities of the binary solutions EAE (2-(Ethylamino) ethanol) + H 2 O, DMEA ( N -dimethylethanolamine) + H 2 O, EAE + DMEA and ternary solution EAE + DMEA + H 2 O were measured at T  = (293.15–333.15) K. Furthermore, the excess molar volume , partial molar volume , apparent molar volume, limiting partial molar volume and viscosity deviation were calculated. Based on the volumetric properties and viscosity properties of the solutions, the solute-solute and solvent-solute interactions were analyzed.

CAS / MDL: 110-73-6
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BIOORGANIC & MEDICINAL CHEMISTRY · 2016 · IF 2.923

Discovery of novel N,N-3-phenyl-3-benzylaminopropionanilides as potent inhibitors of cholesteryl ester transfer protein in vivo

Honglei Xie,Yiqun Li,Changlin Bai,Ruifeng Wang,Chunchi Liu,Chenzhou Hao,Bin Lin,Maosheng Cheng,Dongmei Zhao

Epidemiological studies have identified that the risk of cardiovascular events increases due to the decreased levels of high density lipoprotein-cholesterol and the elevated levels of low density lipoprotein-cholesterol. Herein, we report a novel series of N , N -3-phenyl-3-benzylaminopropionanilide derivatives, which were identified as potent cholesteryl ester transfer protein (CETP) inhibitor. The initial lead compound L10 (IC 50 8.06   μM) was found by pharmacophore-based virtual screening (Dong-Mei Zhao et al., Chin. Chem. Lett. 2014 , 25 , 299). After systematic structure variation and biological testing against CETP, two different series were identified as scaffolds for potent CETP inhibitors. One is N , N -3-phenyl-3-benzylaminopropanamide derivatives, which were investigated in our previous paper ( Bioorg. Med. Chem. 2015 , doi: http://dx.doi.org/10.1016/j.bmc.2015.12.010 ). The most potent compound HL16 in that series has the IC 50 of 0.69   μM. The other series is N , N -3-phenyl-3-benzylaminopropionanilide derivatives, which was investigated in current study. Further optimization of the structure–activity relationship (SAR) resulted in H16 (IC 50 0.15   μM), which was discovered as a potent CETP inhibitor in vitro by BODIPY-CE fluorescence assay . In addition, the results of pharmacodynamics studies showed that H16 exhibited both favorable HDL-C enhancement and LDL-C reduction in vivo by hamster. It also has an excellent stability in rat liver microsomal.

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FUEL PROCESSING TECHNOLOGY · 2023 · IF 7.5

Enhanced stability of Pt@S-1 with the aid of potassium ions for n-hexane and n-heptane aromatization

Ke Li,Mengxia Yan,Haili Wang,Lifen Cai,Ping Wang,Huimin Chen

As a typical high-efficient alkane aromatization catalyst, Pt/KL is prone to deactivation due to the sintering growth of Pt on the outer surface of KL and the channel blockage caused by carbon deposition , which is further exacerbated by the one-dimensional channel structure of KL. Therefore, a series of encapsulated catalysts combining the three-dimensional channel structure advantages of S-1 with the role of potassium are prepared and evaluated. It is shown that the encapsulated catalyst KPt@S-1-02 modified by moderate potassium exhibits extremely superior stability and no significant deactivation is observable after n-heptane aromatization for 180 h under harsh conditions. On the one hand, encapsulation structure enables a strong anti-agglomeration ability of Pt and the topological structure of S-1 endows the encapsulation catalysts less susceptible to channel blockage, which has been demonstrated by HAADF-STEM and N 2 -adsorption. On the other hand, characterizations involving NH 3 -TPD, CO-DRIFT and HAADF-STEM verify that the modification by an appropriate amount of K can inhibit acid sites of catalysts and improve Pt dispersion and electron density, thus enhance the stability of catalysts. However, excessive K can serve as weak acid sites, poison of active sites and inhibitor of H 2 adsorption on Pt surface, leading to deactivation of the catalyst.

CAS / MDL: 7447-40-7
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CHEMICAL RESEARCH IN CHINESE UNIVERSITIES · 2019 ·Vol. 35 ·期 4 ·674-679 · IF 1.071

Converting Thiophene in Simulated Coking Crude Benzene to N, N-Dimethyl-2-thiophenecarboxamide by Dimethylcarbamyl Chloride Under Mild Conditions

Shen Xizhou,Song Hao,Fang Liuya,Deng Hang,Gan Feng,Shen Zhi

Since the content of thiophene in coking crude benzene is high, it is necessary to remove it from coking crude benzene for efficient utilization. In this study, an important intermediate, N, N -dimethyl-2-thiophenecar-boxamide, was synthesized from thiophene and dimethylcarbamyl chloride. The influences of the dosages of dimethylcarbamyl chloride and ZnCl 2 catalyst, reaction temperature and time on the removal rate were further explored based on the reaction kinetics. The structure of the target product was characterized by means of MS, 1 H NMR and 13 C NMR. The removal rate of thiophene was 98.14% after the reaction for 2 h and thiophene was almost removed after the reaction for 3 h under the optimal reaction conditions[a molar ratio of n (thiophene): n (dimethylcarbamyl chloride): n (ZnCl 2 )=1:12:10, 300 r/min, 318 K and 101.325 kPa]. The acylation of thiophene with dimethylcarbamyl chloride was approximately in accord with the first order kinetic equation at 303–323 K. The activation energy was 53.9850 kJ/mol and the pre-exponential factor was 1.4521×10 9 h −1 .

CAS / MDL: 611-74-5
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APPLIED SURFACE SCIENCE · 2019 · IF 5.155

Core@shell β-FeOOH@polypyrolle derived N, S-codoped Fe3O4@N-doped porous carbon nanococoons for high performance supercapacitors

Maiyong Zhu,Qi Chen,Jingjing Tang,Wenjing Wei,Songjun Li

The combination of carbon and iron oxide has recently attracted increasing research interest in energy conversion and storage . Here, the hybrid nanostructure with N, S-codoped Fe 3 O 4 supported/embedded on/in N-doped porous carbon (NS-Fe 3 O 4 @N-PC) nanococoon was prepared via direct pyrolysis of core@shell β-FeOOH@Polypyrrole (β-FeOOH@PPy) composite. Benefiting from the synergistic effect of high redox activity of NS-Fe 3 O 4 and excellent electrical conductivity as well as good mechanical stability of N-PC, the obtained NS-Fe 3 O 4 @N-PC exhibited an enhanced specific capacitance of 866 F/g at 1 A/g along with excellent rate capability (383 F/g at 10 A/g) and improved cycling stability (78.2% of initial capacitance retained after 5000 cycles test) while applied as electrode materials of supercapacitor . Significantly, the asymmetric supercapacitor devices assembled using NS-Fe 3 O 4 @N-PC as anodes and commercial carbon nanotubes as cathodes can achieve a large stack energy density of 38.9 Wh/Kg at a stack power density of 700.2 W/Kg along with good stability (only 8.4% decay of initial capacitance after 5000 cycles at 4 A/g). The present work may provide a general approach for fabricating other metal oxide@carbon hybrid nanomaterials for various applications.

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BIOPOLYMERS · 2019 ·Vol. 110 ·期 9 ·e23318 · IF 1.845

Dual stimuli-responsive polypeptide prepared by thiol-ene click reaction of poly(l-cysteine) and N, N-dimethylaminoethyl acrylate

Yan Xiao,Chenna Tang,Yang Chen,Meidong Lang

Stimuli-responsive polymers that can undergo conformational changes with external triggers have enabled themselves as smart materials for various utilizations, among which biodegradability is of particular importance to be engineered for biomedical application. In this study, a thermo and pH dual responsive polypeptide ( N , N -dimethylaminoethyl acrylate-modified poly( l -cysteine)) (PLC- g -DMAEA) was prepared by the combination of N -carboxyanhydride ring-open polymerization and thiol-ene click chemistry. The biodegradable poly( l -cysteine) (PLC) with pendant thiol groups provided an easily clickable backbone for postmodification, which was demonstrated by reacting with a well-known monomer of N , N -dimethylaminoethyl acrylate (DMAEA) to achieve both temperature and pH responsiveness. The irreversible thermo-response of PLC- g -DMAEA could be attributed to the ordered β-sheets formed upon heating, leading to the trapped side groups with poor water accessibility. Moreover, this copolymer precipitated at pH ranging from 7.5 to 9.7, but protonation of tertiary amine groups (pH < 7.5) and salt forming of masked thiol groups (pH > 9.7) rendered it soluble in water. Our results revealed that a ready available vinyl monomer could be easily clicked onto the biodegradable PLC and its stimuli responsiveness would be reserved. Moreover, the primary and secondary structures of PLC might influence the conformation, thus leading to the unique responsive behavior of the resulted copolymer. Graphical

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Asian Journal of Organic Chemistry · 2018 ·Vol. 7 ·期 12 ·2527-2533 · IF 2.496

Reaction of Quinoline N-Oxides and Pyridine N-Oxides with Arylzinc Reagents: Synthesis of 2-Arylquinolines and 2-Arylpyridines

Wei-Ze Li,Zhong-Xia Wang

Graphical Reaction of quinoline N -oxides and pyridine N -oxides with arylzinc reagents under transition-metal-free conditions was studied. The reaction was carried out in toluene (for quinoline N -oxides) or THF (for pyridine N -oxides) at 100 °C and required 2 equiv. of arylzinc loadings and the presence of 2.5 equiv. of TFAA, affording 2-arylquinolines and 2-arylpyridines, respectively, in 24% to 95% yields. Reaction of quinoline N -oxides and pyridine N -oxides with arylzinc reagents under transition-metal-free conditions was studied. The reaction was carried out in toluene (for quinoline N -oxides) or THF (for pyridine N -oxides) at 100 °C and required 2 equiv. of arylzinc loadings and the presence of 2.5 equiv. of TFAA, affording 2-arylquinolines and 2-arylpyridines, respectively, in 24% to 95% yields. Functional groups OMe, F, Cl, Br, CF 3 , C(O)NH 2 , COOR and NO 2 were tolerated. Mechanistic studies showed that the reaction of quinoline N -oxides proceeded via a 2-arylquinolin-1(2 H )-olate intermediate, and the reaction of pyridine N -oxides via a 5-arylpenta-2,4-dienal oxime intermediate.

CAS / MDL: 7439-95-4
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JOURNAL OF CHEMICAL AND ENGINEERING DATA · 2017 · IF 2.323

Solid–Liquid Phase Equilibrium of N,N′-Piperazinebis(neopentylglycol)phosphoramidate in Selected Solvents from T = (293.15 to 333.15) K

Dong-Fang Zhao,Li-Sheng Wang,Jian Sun,Chuan-Ming Chen

A phosphorus flame retardant named N,N′-piperazinebis(neopentylglycol)phosphoramidate (PBNGP) was synthesized and characterized by elemental analysis, Fourier transform infrared spectroscopy, mass spectra, and nuclear magnetic resonance. Its thermal properties were evaluated via thermogravimetric analysis and differential scanning calorimetry. The solubilities of PBNGP in selected solvents at T = (293.15 to 333.15) K and atmospheric pressure were measured via a static-analytic method. The experimental data were correlated with Scatchard–Hildebrand, Buchowski-Ksiazczak, Wilson, nonrandom two liquid, and universal quasichemical equations. The calculated results showed that all of these models can reproduce the experimental data well, and the Wilson model gives the best correlation, with an overall relative standard deviation of 0.70%. The solubility parameter of PBNGP was calculated using the Scatchard–Hildebrand methodology.

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BIOORGANIC & MEDICINAL CHEMISTRY · 2013 · IF 2.903

Design and synthesis of N-alkyl-N′-substituted 2,4-dioxo-3,4-dihydropyrimidin-1-diacylhydrazine derivatives as ecdysone receptor agonist

Xiu Liu,Ling Zhang,Jin-Guo Tan,Han-Hong Xu

Based on the discovery of thymine as an ecdysteroid agonist, a series of 1,4-disubstituted diacylhydrazine derivatives with a thymine moiety were designed and synthesized. The activities of these compounds against Spodoptera litura (Fabricius) were evaluated by the insect immersion method. Results showed that compound 2h with an N -cyclohexylmethyl substituent exhibits the most potent agonist activity with a median lethal concentration of 23.21   μg/mL. This compound also caused malformation of molting larvae and adults. Compound 2h was further demonstrated as an ecdysteroid agonist by reporter gene assay on the Spodoptera frugiperda cell line (Sf9 cells). A molecular docking study indicated that hydrophobic interactions and the formation of hydrogen bonds between the compounds and the ecdysone receptor play critical roles in promoting the binding affinity of the compound. The structure of compound 2h may serve as a favorable template for the development of new ecdysteroid agonists with a pyrimidinedione moiety.

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HIGH PERFORMANCE POLYMERS · 2015 · IF 1.286

Facile synthesis of novel poly(arylene ether)s containing N-arylenebenzimidazolyl groups via C–N/C–O coupling reaction

Yewei Xu,Yi Sun,Yonglin Lei,Jichuan Huo,Lin Zhang

This article presents a convenient polymerization route to synthesize poly(arylene ether)s containing N-arylenebenzimidazolyl groups. The novel polymers were prepared by a catalyst-free nucleophilic substitution reaction, in which the N–H and O–H sites were removed from 2-(2-hydroxyphenyl)-1H-benzimidazole with different activated difluorides containing carbonyl groups in sulfolane. The reaction was carried out in the presence of anhydrous potassium carbonate at 210°C. The structures of the polymers were characterized using Fourier transform infrared spectroscopy, proton nuclear magnetic resonance spectroscopy, and elemental analysis. The results show good agreement with the proposed structure. All resulting polymers show essentially amorphous patterns. Moreover, differential scanning calorimetry and thermogravimetric measurements show that the polymers have high glass transition temperatures (>209°C), good thermostability, and high decomposition temperatures (>425°C). Furthermore, the polymers also exhibit excellent solubility in common organic solvents.

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