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JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY · 2025 · IF 6.2

Synthesis and Properties of Site-Specific Acetylated Anthocyanins: Focusing on Cyanidin-3-O-glucoside and Malvidin-3-O-glucoside

Jun Hu,Chujie Liang,Jinchao Xiao,Mu Chen,Kuanchen Huang,Yue Li,Shulin Deng,Xusheng Li,Jianxia Sun,Weibin Bai

Anthocyanins are widely used water-soluble pigments with various activities, which are attributed to their flavylium salt and polyhydroxy structure. However, this also leads to low lipid solubility and stability. Acylation modification has always been an attempt by researchers to improve it. In this study, two site-specific acylated anthocyanins, cyanidin-3-O-(2″-acetyl)-glucoside (C3AG) and malvidin-3-O-(2″-acetyl)-glucoside (M3AG), were prepared by optimizing the removal conditions of the protecting group through the general anthocyanin total synthesis route established in the early stage. The accurate positioning of the acylation is determined by MS/MS and 2D NMR. By comparing the oil–water partition coefficient, antioxidant activity, color, and thermal stability of the two acylated anthocyanins, it was found that the 2″ acylated anthocyanin achieved better lipid solubility and stability, but the antioxidant activity showed variability. These results together prove that these acylated anthocyanins have been optimized in application scenarios with little impact on the original activity. Therefore, this work not only provides a reference method for the acylation modification of anthocyanins but also promotes their application in the food and cosmetics industries.

CAS / MDL: 7646-69-7
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JOM · 2024 ·Vol. 76 ·期 5 ·2478-2490 · IF 2.1

A Novel Chelating Collector with Di-minerophilic Group 5-Methyl Butylxanthate-1,2,4-Triazole-3-Thione: Its Synthesis and Selective Flotation Mechanism of Chalcopyrite from Pyrite

Wang Chengwang,Zhang Ruihan,Li Xingshi,Huang Yaoguo,Chen Linlin

The article presents the synthesis and application of a novel collector, 5-methyl butylxanthate-1,2,4-triazole-3-thione (MBuXTT), for chalcopyrite flotation separation from pyrite. Various interfaces and surface characterization analysis methods were employed to study the flotation separation mechanism. The micro-flotation and contact angle experiments demonstrated a significant enhancement in the surface hydrophobicity of chalcopyrite following treatment with MBuXTT. Within the pH range investigated, MBuXTT effectively enriched chalcopyrite while separating it from pyrite. Compared to the traditional collector sodium butyl xanthate, MBuXTT exhibited superior selectivity and collecting ability towards chalcopyrite. Adsorption of MBuXTT on the chalcopyrite surface was found to be an endothermic-spontaneous chemisorption process. ζ -Potential analyses and UV spectra confirmed specific adsorption of MBuXTT on chalcopyrite rather than pyrite surfaces. Additionally, FTIR, XPS, and DFT calculations were conducted to explore the adsorption mechanism on the chalcopyrite surface, and the results indicated that MBuXTT-Cu complexes can be covered on the chalcopyrite surface with formation of Cu(I)-S and Cu(I)-N bonds along with release of H + and oxidation product formation involving S–S bonds.

研究领域: 矿物加工 · 浮选化学 · 表面化学 · 吸附机理 · 螯合化学 · 计算化学
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NEW JOURNAL OF CHEMISTRY · 2019 ·Vol. 43 ·期 38 ·15115-15119 · IF 3.069

Energetic materials with fluorinated four-membered heterocyclic ring: 3,3′-difluoroazetidine (DFAZ) salts

Jifeng Chen,Yi Yu,Shujuan Zhang,Yuchuan Li,Siping Pang

3,3′-Difluoroazetidinium (DFAZ) possesses a high-tensile four-membered ring and fluorine atoms, which contributes to the specific impulse, detonation pressure and detonation velocity. High-density energetic salts that contain oxygen-rich anions and cations were synthesized. All of the salts were fully characterized by IR spectroscopy, single-crystal X-ray diffraction, elemental analysis, differential scanning calorimetry (DSC) as well as impact and friction sensitivity. Their detonation properties were calculated according to the densities and heats of formation. The results showed that compared to ADN, they all had a relatively high density and low impact sensitivity. The specific impulse of almost all of the salts were higher than that of the propellant component, ammonium dinitramide (ADN, Isp = 202 J). Moreover, the 3,3′-difluoroazetidinium nitroformate salt had the highest specific impulse and was relatively more stable. It is possible to obtain energetic cations with good properties by combining four-membered high-tension rings with fluorine atoms.

研究领域: 化学 · 材料科学
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TETRAHEDRON · 2016 · IF 2.645

Eco-friendly synthesis of 3-etherified estrones

Dong-Qing Zheng,Yu Jing,Bing-Ying Zheng,Yun-Fei Ye,Sheng Xu,Wei-Sheng Tian,Hai-Yan Ma,Kai Ding

The conventional etherification uses toxic or hardly degradable alkylating agents . An eco-friendly tandem etherification/aromatization is presented to prepare estrone 3-secondary ethers from easily available dienone 1 . Three marketed 3-etherified estrogen drugs were synthesized with the method from commercial available starting material.

CAS / MDL: 7440-02-0
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CHEMICAL ENGINEERING SCIENCE · 2026 · IF 5.1

Scalable and streamlined three-step synthesis of 3-(3-pyridyl)acrylic acid enabled by microreaction technology: Process intensification and integration

Letao Guo,Mei Yang,Lixia Yang,Mei Han,Wenna Tang,Guangwen Chen

3-(3-Pyridyl)acrylic acid is a key cap motif in chidamide and related analogues. Conventional strategies, including Knoevenagel condensation, Horner-Wadsworth-Emmons reactions, and Heck couplings, suffer from limitations such as direct pyridine utilization, phosphorus-containing waste, or reliance on expensive palladium catalysts. Here, we presented a scalable, streamlined three-step platform for the synthesis of 3-(3-pyridyl)acrylic acid from ethyl acetate and 3-pyridine aldehyde. The process integrates sequential continuous-flow aldol condensation and hydrolysis with batch dehydration, coupled with online intermediate separation units. Each module was engineered to meet the kinetic and operational requirements of the subsequent step, thereby minimizing overall residence time. The aldol condensation, which typically requires cryogenic conditions and exhibits pronounced scale-up effects in batch reactors, was intensified in microreactors through precise residence time control, enabled room-temperature condensation to afford the β-hydroxy ester intermediate in 99% yield with a productivity of 116  g/h within 1.1  s. In the hydrolysis module, where the rate was constrained by mass transfer in the heterogeneous system, ethanol was introduced as a co-solvent to enhance phase interaction, enabling continuous-flow hydrolysis to deliver the β-hydroxy sodium salt intermediate in > 99% yield with a productivity of 88 g/h within 1  min at 60 °C. Subsequent batch dehydration, conducted at high concentration to maximize the reaction rate and optimized according to the upstream hydrolysis conditions, afforded 3-(3-pyridyl)acrylic acid in 96% yield (84% overall), producing 76 g/batch at 120 °C within 1 h. The product was isolated with ∼ 100% high performance liquid chromatography purity by simple pH-triggered precipitation, eliminating the need for recrystallization.

✓ 已验证 DOI 高影响因子
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JOURNAL OF POLYMERS AND THE ENVIRONMENT · 2022 ·Vol. 30 ·期 8 ·3209-3217 · IF 4.705

Highly toughening modification of Hyperbranched polyester with environment-friendly caprolactone as end group on poly(3-hydroxybutyrate-co-3-hydroxyvalerate)

Han Xiaolong,Jin Yujuan,Huang Jian,Tian Huafeng,Guo Maolin

Hyperbranched polymer with flexible long chains (Ɛ-CL) were synthesized based on hydroxyl terminated hyperbranched polyesters (HBPEs). The prepared HBP-CLs were used to toughen poly(3-hydroxybutyrate-co-3-hydroxyvalerate) (PHBV) by melt-blending. Comparing with pure PHBV, the crystallinity (X c ) of the PHBV/3.0phr HBP-CLs blends decreased by 10.2% (from 67.8 to 60.9%), the impact strength increased by 533.3% (from 5.1 kJ·m − 2 to 32.3 kJ·m − 2 ), and the elongation at break increased by 160.5% (from 1.62 to 4.22%). With the increase of HBP-CLs, the fracture surface of the PHBV/HBP-CLs blends became rough and a significant decrease in crystallization area can be seen from POM images. Even filamentous structures and tiny holes was formed, which further demonstrated that HBP-CLs acted as an excellent toughening effect on PHBV.

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JOURNAL OF THE EUROPEAN CERAMIC SOCIETY · 2020 · IF 4.495

Effects of dielectric thickness on energy storage properties of 0.87BaTiO3-0.13Bi(Zn2/3(Nb0.85Ta0.15)1/3)O3 multilayer ceramic capacitors

Hongxian Wang,Peiyao Zhao,Lingling Chen,Xiaohui Wang

Multilayer Ceramic Capacitors (MLCCs) for energy storage applications require a large discharge energy density and high discharge/charge efficiency. Here, 0.87BaTiO 3 -0.13Bi(Zn 2/3 (Nb 0.85 Ta 0.15 ) 1/3 )O 3 (BTBZNT) powders were synthesized via solid-state reactions, and MLCCs with sub-micron grains were fabricated using a two-step sintering method. The BTBZNT MLCCs, which are well-defined relaxor ferroelectrics, possessed relatively high permittivity, dielectric sublinearity, and negligible hysteresis. An AC breakdown strength ( BDS ) enhancement from 511 to 1047 kV/cm was obtained as the dielectric thickness ( D ) decreased from 26 to 5 μm. The strong correlation between BDS and D , described as B D S ∝ D − 0.368 BDS∝D−0.368 , agreed well with the general macroscopic theory of thermal breakdown in insulators. The enhanced BDS afforded the BTBZNT MLCCs ( D ∼9 μm) with excellent energy storage properties with a maximum discharge energy density of 10.5 J/cm 3 and discharge/charge efficiency of 93.7% under a maximum electric field of 1000 kV/cm. The MLCCs also exhibited excellent thermal stability with discharge energy density variation <±5% over a wide temperature range of −50 to 175 °C under an electric field of 400 kV/cm. These remarkable performances make BTBZNT MLCCs promising for energy storage applications.

CAS / MDL: 85-68-7
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BIOORGANIC & MEDICINAL CHEMISTRY · 2015 · IF 2.793

Design, synthesis and biological evaluation of N,N-3-phenyl-3-benzylaminopropanamide derivatives as novel cholesteryl ester transfer protein inhibitor

Dongmei Zhao,Honglei Xie,Changlin Bai,Chunchi Liu,Chenzhou Hao,Shizhen Zhao,Hongli Yuan,Changqun Luo,Jian Wang,Bin Lin,Jiang Zheng,Maosheng Cheng

A series of N , N -3-phenyl-3-benzylaminopropanamide derivatives were identified as novel CETP (cholesteryl ester transfer protein) inhibitors. In our previous study, lead compound L10 was discovered by pharmacophore-based virtual screening (Dong-Mei Zhao et al., 2014). Based on L10 (IC 50 8.06   μM), compound HL6 (IC 50 10.7   μM) was discovered following systematic structure variation and biological tests. Further optimization of the structure–activity relationship (SAR) resulted in N , N -3-phenyl-3-benzylaminopro panamides derivatives as novel CETP inhibitors. They were synthesized and evaluated against CETP by BODIPY-CE fluorescence assay . Among them, HL16 (IC 50 0.69   μM) was a highly potent CETP inhibitor in vitro. In addition, HL16 exhibited favorable HDL-C enhancement and LDL-C reduction in vivo by hamster. The molecular docking of HL16 into the CETP was performed. The binding mode demonstrated that HL16 occupied the CETP binding site and formed interactions with the key amino acid residues.

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POLYMERS FOR ADVANCED TECHNOLOGIES · 2022 ·Vol. 34 ·期 2 ·676-690 · IF 3.348

Tri(3-alkoxyl-3-oxopropyl) phosphine oxides derived from PH3 tail gas as a novel phosphorus-containing plasticizer for polylactide

Qing-Wen Liu,Yu-Lin Hong,Chang Wang,Yun Liu,Cheng-Mei Liu

Preparing a polylactide (PLA)/plasticizer system has been regarded as an effective solution to improve the ductility of brittle PLA. In this reach, a novel type of alkyl phosphine oxides consisting of three aliphatic ester substituents was prepared from PH 3 tail gas, and its potential to be employed as a PLA plasticizer was studied. Differential scanning calorimeter tests confirmed that the newly-prepared plasticizer decreased the T g of PLA (28 wt% plasticizer) from 52°C (neat PLA) to 11°C, and increased the elongation at break from 11% (neat PLA) to 271% (plasticized PLA). X-ray diffraction results showed that the crystallization degree of PLA (28 wt% plasticizer) increased from 0.12% of neat PLA to 14.04%, while Young's modulus of PLA remained as high as 121.3 MPa, which was much higher than that of the PLA/citrate ester systems with same plasticizer content. These novel phosphorus-containing plasticizers exhibited excellent thermal stability and a weight-loss of the system no more than 2.5% at 180°C; therefore, no unpleasant volatiles were released during processing. In contrast, the weight loss of the PLA/citrate system was as high as 10.8% at 180°C, forming heavy fog with an unpleasant smell during thermal mixing. Scanning electron microscopy was employed to observe the microstructure of the PLA/plasticizer systems, which indicated that the carboxylic butyl ester-containing phosphine oxides was compatible with PLA matrix.

CAS / MDL: 77-94-1 77-90-7
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LANGMUIR · 2023 · IF 3.9

Ordered Porous Layer Interferometry for Dynamic Observation of Non-Specific Adsorption Induced by 1-Ethyl-3-(3-(dimethylamino)propyl) Carbodiimide

Yu Zhang,Lu Wang,Ning Ma,Yizhen Wan,Xueyi Zhu,Weiping Qian

Nonspecific adsorption (NSA) seems to be an impregnable obstacle to the progress of the biomedical, diagnostic, microelectronic, and material fields. The reaction path of bioconjugation can alter the surface charge distribution on products and the interaction of bioconjugates, an ignored factor causing NSA. We monitored exacerbated NSA introduced by a 1-ethyl-3-(3-(dimethylamino)propyl) carbodiimide (EDC) addition reaction, which cannot be resistant to bovine serum albumin (BSA) or polyethylene glycol (PEG) antifouling coating and Tween-20. And the negative effects can be minimized by adding as low as 7.5 × 10–6 M N-hydroxysulfosuccinimide (sulfo-NHS). We applied ordered porous layer interferometry (OPLI) to sensitively evaluate the NSA that is difficult to measure on individual particles. Using the silica colloidal crystal (SCC) film with Fabry–Perot fringes as in situ and real-time monitoring for the NSA, we optimized the surface chemistry to yield a conjugate surface without variational charge distribution. In this work, we propose a novel approach from the perspective of the reaction pathway to minimize the NSA of solely EDC-induced chemistry.

CAS / MDL: 393781-70-9
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International Journal of Environmental Research and Public Health · 2017 ·Vol. 14 ·期 11 ·1414 · IF 2.101

Acute Toxicity and Ecological Risk Assessment of Benzophenone-3 (BP-3) and Benzophenone-4 (BP-4) in Ultraviolet (UV)-Filters

Yang Du,Wen-Qian Wang,Zhou-Tao Pei,Fahmi Ahmad,Rou-Rou Xu,Yi-Min Zhang,Li-Wei Sun

Ultraviolet (UV)-absorbing chemicals (UV filters) are used in personal care products for the protection of human skin and hair from damage by UV radiation. Although these substances are released into the environment in the production and consumption processes, little is known about their ecotoxicology effects. The acute toxicity and potential ecological risk of UV filters benzophenone-3 (BP-3) and benzophenone-4 (BP-4) onChlorella vulgaris,Daphnia magna, andBrachydanio reriowere analyzed in the present study. The EC50values (96 h) of BP-3 and BP-4 onC. vulgariswere 2.98 and 201.00 mg/L, respectively. The 48 h-LC50of BP-3 and BP-4 onD. magnawere 1.09 and 47.47 mg/L, respectively. The 96 h-LC50of BP-3 and BP-4 onB. reriowere 3.89 and 633.00 mg/L, respectively. The toxicity of a mixture of BP-3 and BP-4 onC. vulgaris,D. magna, andB. rerioall showed antagonistic effects. The induced predicted no-effect concentrations of BP-3 and BP-4 by the assessment factor method were 1.80 × 10−3and 0.47 mg/L, respectively, by assessment factor (AF) method, which were both lower than the concentrations detected in the environment at present, verifying that BP-3 and BP-4 remain low-risk chemicals to the aquatic ecosystem.Keywords:benzophenone-3;benzophenone-4;UV filters;acute toxicity;ecological risk assessment

CAS / MDL: 4065-45-6 127827-52-5
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POLYMER ENGINEERING AND SCIENCE · 2024 · IF 3.2

Crystallization, thermal, and compatibility performances of poly (butylene succinate) (PBS)/poly((R)-3-hydroxybutyrate-co-(R) 3-hydroxyhexanoate) (PHBHHx) blends

Yanbo Li,Jinsuo Yu,Deyu Wei,Chengkai Liu,Yan Zhao,Junjia Bian,Shulin Sun,Hongwei Pan,Huili Yang,Lijing Han,Huiliang Zhang

Biodegradable materials provide protective properties comparable to conventional plastics while diminishing reliance on nonrenewable resources. Environmentally friendly polymer blends were prepared by melting poly(R)-3-hydroxybutyrate-co-(R)-3-hydroxyhexanoate) (PHBHHx) with poly (butylene succinate) (PBS). PBS was synthesized through esterification and polycondensation using 1,4-butanediol and succinic acid, with tetrabutyltitanate as the catalyst. The PHBHHx is supplied by Bulepha®PHA Company of China, model number BP330. The effects of PHBHHx content on thermal behavior, compatibility, and thermal stability of PBS/PHBHHx blends were systematically investigated. Differential scanning calorimetry (DSC) results indicated that the addition of PHBHHx influenced the crystallization behavior, the crystallization temperature ( T c ) of PBS decreased meanwhile, the crystallization half-time of PBS is reduced to 1.5 min compared with neat PBS (5 min) after isothermal is crystallized at 95°C. Polarized Optical Microscopy (POM) images also revealed that crystallization rate accelerated in the blend with increasing PHBHHx content. Rheological and Scanning Electron Microscopy (SEM) analysis demonstrated that incorporating a significant content of PHBHHx reduced compatibility between PBS and PHBHHx. Mechanical property testing indicates that the addition of PHBHHx reduced the toughness of blends. Additionally, the addition of a small amount of PHBHHx imparts a higher crystallinity (56%) and heat resistance of the PBS/PHBHHx blends (78°C) was higher than neat PBS (74°C). Highlights Laboratory synthesis of high molecular weight PBS. Optimal ratios improved crystallinity and thermal stability of blends. A systematic study of the crystallization properties of blends.

CAS / MDL: 110-63-4 115-86-6
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