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MACROMOLECULAR MATERIALS AND ENGINEERING · 2021 ·Vol. 307 ·期 3 ·2100747 · IF 4.367

Preparation of Bio-Based Polybenzoxazine/Pyrogallol/Polyhedral Oligomeric Silsesquioxane Nanocomposites: Low Dielectric Constant and Low Curing Temperature

Yudi Zhao,Manlin Yuan,Litong Wang,Xin Lu,Zhong Xin

In this work, a bio-based benzoxazine monomer (C-s) is synthesized from cardanol, stearylamine, and paraformaldehyde through solvent-free method. Pyrogallol is used as a curing catalyst for the ring-opening polymerization of benzoxazine. Differential scanning calorimeter (DSC) results reveal that doping with pyrogallol reduces the exothermic peak temperature ( T p ) of C-s from 256 to 174 °C. The polybenzoxazine/pyrogallol/polyhedral oligomeric silsesquioxane (PC-s/py/POSS) nanocomposites are prepared via thermal curing. The doping of aminopropyl isobutyl POSS (POSS-NH 2 ) can reduce the dielectric constant of polybenzoxazine. The dielectric constant of PC-s/py/POSS is 2.64 at 1 MHz when the doping amount of POSS-NH 2 is 10 wt%. The results of thermogravimetric analysis (TGA) and water absorption test indicate that the PC-s/py/POSS nanocomposites possess good thermal stability and water resistance. In summary, the PC-s/py/POSS nanocomposites with low curing temperature and low dielectric constant are expected to be applied to the low dielectric materials for microelectronic applications.

CAS / MDL: 87-66-1
研究领域: 材料科学 · 化学工程
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Nanoscale · 2025 · IF 5.1

Single-atom iron nanozyme with oxidase-like activity for ultrasensitive polyphenol detection

Yue Hong,Zhiliang Gao,Ziyu Chen,Qiang Li,Jiwei Cui,Mingdong Dong

Colorimetric sensors based on nanozymes hold significant potentials in the fields of analysis and sensing. However, most nanozymes have poor selectivity and relatively low catalytic activity, which limits their practical applicability. Herein, Fe–N–C single-atom nanozyme (Fe-SAzyme) with excellent catalytic activity was synthesized through a ZIF-templated and pyrolytic strategy. The as-synthesized Fe-SAzyme can mimics oxidase-like activity by catalyzing the oxidation of 3,3’,5,5’-tetramethylbenzidine to generate distinctive color reactions. Additionally, the Fe-SAzyme was successfully utilized in colorimetric detection and discrimination of various polyphenols based on nanozyme inhibition. Furthermore, a colorimetric sensor with a detection limit of 0.04 μg/mL was developed for the quantitative detection of pyrogallol. This work provided a new sensing technique for detecting polyphenolic compounds using single-atom iron nanozymes, demonstrating promising potential in the fields of food safety and environment protection.

CAS / MDL: 67-68-5 693-98-1
研究领域: 分析化学 · 纳米生物技术 · 食品科学 · 环境监测 · 分子诊断
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Frontiers in Pharmacology · 2020 · IF 4.225

A Novel Antioxidant Protects Against Contrast Medium-Induced Acute Kidney Injury in Rats

Huang Shuo,Tang Yanyan,Liu Tianjun,Zhang Ning,Yang Xueyan,Yang Dingwei,Hong Ge

Many studies proposed that oxidative stress and apoptosis are key mechanisms in the pathogenesis of contrast-induced acute kidney injury (CI-AKI). Xylose-pyrogallol conjugate (XP) is an original effective antioxidant that showed decent antioxidant and anti-apoptosis effect before. Thus the therapeutic effect and mechanism of XP in preventing CI-AKI in the short and long term were investigated in this research. Renal function and histological grade were evaluated to determine the severity of renal injury. Kidney samples were then collected for the measurement of oxidative stress markers and the detection of apoptosis. Transmission electron microscopy (TEM) and western blot of mitochondrial protein were utilized for the analysis of the mitochondrial conditions. The results demonstrated that the CI-AKI rats caused a significant decrease in renal function accompanied by a remarkable increase in Malondialdehyde (MDA), bax, caspase-3, cytochrome c (Cyt C) level, TdT-mediated dUTP nick end labeling (TUNEL) positive apoptotic cells, and damaged mitochondria, while a decline in antioxidase activities and mitochondrial superoxide dismutase 2 (SOD2) expression compared with the control rats. However, when XP (50 or 100 or 200 mg/kg/day) was given orally for consecutive 7 days before CI-AKI modeling, XP (200 mg/kg) showed a better capability to restore renal dysfunction, histopathological appearance, the level of apoptosis, mitochondrial damage, oxidative stress, and fibrosis generation without interference in computed tomographic imaging. Our study indicated that antioxidant XP played a nephroprotective role probably via antiapoptotic and antioxidant mechanisms. Besides, XP may regulate the mitochondria pathway via decreasing the ratio of bax/bcl-2, inhibiting caspase-3 expression, cytochrome c release, and superoxide dismutase 2 activity. Overall, XP as a high-efficient antioxidant may have the potentials to prevent CI-AKI.

CAS / MDL: 51298-62-5
研究领域: 药理学 · 肾病学 · 氧化应激与氧化还原生物学
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COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS · 2020 · IF 3.99

Copolymer of eugenol-based and pyrogallol-based benzoxazines: Low curing temperature and enhanced corrosion resistance

Chen Chen,Yuzhu Cao,Xin Lu,Xiu Li,Hongjie Yao,Zhong Xin

In this work, eugenol/stearylamine-based benzoxazine (E-s) and pyrogallol/furfurylamine-based benzoxazine (PY-f) were synthesized from renewable raw materials and mixed to prepare a series of copolymers. The curing behavior of E-s/PY-f mixtures were characterized by differential scanning calorimetry (DSC). The result shows that the curing temperature decreased obviously with the increase of PY-f content. When the mass ratio of E-s to PY-f was 8:2, the exothermic peak temperature ( T p ) of the sample (EP20) dropped to 194 ℃, which was 70 ℃ lower than that of E-s. Then, the representative copolymerization mechanism of E-s and PY-f was proposed. Furthermore, EP20 was adopted to prepare the copolymer coating (PEP) on mild steel (MS) for anti-corrosion application. The results of electrochemical impedance spectroscopy (EIS) indicated that PEP-coated MS well kept its corrosion resistance after being immersed in 3.5 wt% NaCl aqueous solution for 30 days. Hence, the copolymer of bio-based benzoxazines is promising for preparing superior anti-corrosion material with low curing temperature.

CAS / MDL: 141-78-6 87-66-1
研究领域: 材料科学 · 化学工程 · 腐蚀科学
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ULTRASONICS SONOCHEMISTRY · 2023 · IF 8.4

Effect of polyphenolic structure and mass ratio on the emulsifying performance and stability of emulsions stabilized by polyphenol-corn amylose complexes

Huan Xie,Xianling Wei,Xiaoyan Liu,Weidong Bai,Xiaofang Zeng

O/W emulsions stabilized by polyphenol/amylose (AM) complexes with several polyphenol/AM mass ratios and different polyphenols (gallic acid (GA), epigallocatechin gallate (EGCG) and tannic acid (TA)) were prepared by a high-intensity ultrasound emulsification technique. The effect of the pyrogallol group number of polyphenols and the mass ratio of polyphenols/AM on polyphenol/AM complexes and emulsions was studied. The soluble and/or insoluble complexes gradually formed upon adding polyphenols into the AM system. However, insoluble complexes were not formed in the GA/AM systems because GA has only one pyrogallol group. In addition, the hydrophobicity of AM could also be improved by forming polyphenol/AM complexes. The emulsion size decreased with increasing pyrogallol group number on the polyphenol molecules at a fixed ratio, and the size could also be controlled by the polyphenol/AM ratio. Moreover, all emulsions presented various degrees of creaming, which was restrained by decreasing emulsion size or the formation of a thick complex network. The complex network was enhanced by increasing the ratio or pyrogallol group number on the polyphenol molecules, which was because the increasing number of complexes was adsorbed onto the interface. Altogether, compared to GA/AM and EGCG/AM, the TA/AM complex emulsifier had the best hydrophobicity and emulsifying properties, and the TA/AM emulsion had the best emulsion stability.

研究领域: 食品科学 · 胶体与表面化学 · 化学工程
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JOURNAL OF COLLOID AND INTERFACE SCIENCE · 2021 · IF 8.128

Insight into the synergistic adsorption-reduction character of chromium(VI) onto poly(pyrogallol-tetraethylene pentamine) microsphere in synthetic wastewater

Yan Zhang,Qiang Liu,Wei Ma,Hanxiao Liu,Jingwen Zhu,Likai Wang,Hongchang Pei,Qinze Liu,Jinshui Yao

Facile fabrication of the ultra-high-performance adsorbent can effectively ameliorate the Cr(VI)-pollution elimination in sewage control. Herein, a simple synthesis strategy is proposed to tap a versatile chelating resin poly(pyrogallol-tetraethylene pentamine) (PPTA) with respect to Cr(VI) removal from solution. Multiple changing factors which affect the adsorption behavior of PPTA are explored sequentially, such as initial pH, adsorbate concentration, adsorbent dosage, temperature, foreign ions, etc . The microstructure and functional mechanism of synthetic adsorbent are investigated systematically by means of various characterizations including TEM, EDS, FT-IR, XPS, etc . Consequently, the as-prepared PPTA-3 microsphere by reactant ratio of 1: 1 represents a brilliant synergistic adsorption and reduction result for Cr(VI) by the drastic electrostatic interaction of –NH 3 + and –OH 2 + groups, including satisfactory removal efficiency which closes to 100 % in low concentration, favorable specificity for the influence from coexistent ions (Mo(VI), Mn(VII), Cl - , Cr(III), etc ), and passable recyclability. Following the surpassingly fitting with Langmuir isotherm model, its maximum capacity reaches 714.29 mg g −1 at 30 °C. The removal performance is essentially in agreement with the pseudo-second-order kinetics, simultaneously, suffers the rate-limiting impact depending on intra-particle diffusion process. In brief, this newly developed chelating resin presents an effective means with regard to the Cr(VI)-wastewater treatment or other uses in the future.

CAS / MDL: 72909-34-3 7722-64-7
研究领域: 环境科学 · 材料科学 · 化学工程
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ACS Applied Materials & Interfaces · 2022 · IF 10.383

Adhesive, Antibacterial, Conductive, Anti-UV, Self-Healing, and Tough Collagen-Based Hydrogels from a Pyrogallol-Ag Self-Catalysis System

Min Zhang,Qili Yang,Tianshuo Hu,Lele Tang,Yonghao Ni,Lihui Chen,Hui Wu,Liulian Huang,Cuicui Ding

Recently, versatile hydrogels with multifunctionality have been widely developed with emerging applications as wearable and implantable devices. In this work, we reported novel versatile hydrogels by self-catalyzing the gelation of an interpenetrating polymer network consisting of acrylic acid (AA) monomers and GA-modified collagen (GCOL) in situ decorated silver nanoparticles (AgNPs). The resultant hydrogel, namely AgNP@GCOL/PAA, has many desirable features, including good mechanical properties (such as 123 kPa, 916%, and 1961 J m−2 for the fracture stress, strain and tearing energy) that match with those of animal skin, excellent self-healing performance, favorable conductivity and strain sensitivity as a flexible biosensor, and excellent antibacterial and anti-UV properties, as well as the strong adhesiveness on skin. Moreover, AgNP@GCOL/PAA showed excellent biocompatibility via in vitro cell culture. Remarkably, AgNP@GCOL/PAA displayed superior hemostatic properties with sharply decreasing blood loss for a mouse liver incision, closely related to its strong self-adhesion which produced anchoring strength to the bleeding site and thus formed a network barrier with liver tissue. This study provides new opportunities for the facile preparation of widely used multifunctional collagen-based hydrogels based on a simple pyrogallol-Ag system.

研究领域: 材料科学 · 生物医学工程 · 化学 · 纳米技术 · 伤口愈合 · 组织工程
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INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES · 2024 · IF 7.7

Multiscale structure changes and mechanism of polyphenol-amylose complexes modulated by polyphenolic structures

Xianling Wei,Huan Xie,Ziqing Hu,Xiaofang Zeng,Hao Dong,Xiaoyan Liu,Weidong Bai

This study was designed to investigate the effect of polyphenolic structure on the interaction strength and process between polyphenols (gallic acid (GA), epigallocatechin gallate (EGCG) and tannic acid (TA)) and amylose (AM). The results of Fourier transform infrared spectroscopy, isothermal titration calorimetry, X-ray photoelectron spectroscopy and molecular dynamic simulation (MD) suggested that the interactions between the three polyphenols and AM were noncovalent, spontaneous, low-energy and driven by enthalpy, which would be enhanced with increasing amounts of pyrogallol groups in the polyphenols. The results of turbidity, particle size and appearance of the complex solution showed that the interaction process between polyphenols and AM could be divided into three steps and would be advanced by increasing the number of pyrogallol groups in the polyphenols. At the same time, MD was intuitively employed to exhibit the interaction process between amylose and polyphenols, and it revealed that the interaction induced the aggregation of amylose and that the agglomeration degree of amylose increased with increasing number of pyrogallol groups at polyphenols. Last, the SEM and TGA results showed that TA/AM complexes had the tightest structure and the highest thermal stability (TA/AM˃EGCG/AM˃GA/AM), which could be attributed to TA having five pyrogallol groups.

CAS / MDL: 7440-55-3
研究领域: 食品科学 · 化学 · 材料科学
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CARBOHYDRATE POLYMERS · 2024 · IF 10.7

Hydroxypropyl chitosan/ε-poly-l-lysine based injectable and self-healing hydrogels with antimicrobial and hemostatic activity for wound repair

Shuting Peng,Sen Niu,Qin Gao,Ruiyuan Song,Zhengxiao Wang,Ziyun Luo,Xi Zhang,Xiaofei Qin

The biggest obstacle to treating wound healing continues to be the production of simple, inexpensive wound dressings that satisfy the demands associated with full process of repair at the same time. Herein, a series of injectable composite hydrogels were successfully prepared by a one-pot method by utilizing the Schiff base reaction as well as hydrogen bonding forces between hydroxypropyl chitosan (HCS), ε-poly- l -lysine (EPL), and 2,3,4-trihydroxybenzaldehyde (TBA), and multiple cross-links formed by the reversible coordination between iron (III) and pyrogallol moieties. Notably, hydrogel exhibits excellent physicochemical properties, including injectability, self-healing, water retention, and adhesion, which enable to fill irregular wounds for a long period, providing a suitable moist environment for wound healing. Interestingly, the excellent hemostatic properties of the hydrogel can quickly stop bleeding and avoid the serious sequelae of massive blood loss in acute trauma. Moreover, the powerful antimicrobial and antioxidant properties also protect against bacterial infections and reduce inflammation at the wound site, thus promoting healing at all stages of the wound. The study of biohydrogel with multifunctional integration of wound treatment and smart medical treatment is clarified by this line of research.

CAS / MDL: 2144-08-3
研究领域: 材料科学 · 生物材料 · 伤口愈合 · 生物医学工程 · 药剂学
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INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES · 2023 · IF 8.2

Tunicate-mimetic antibacterial hydrogel based on metal ion crosslinking and chitosan functionalization for wound healing

Manyue Zhang,Wenxin Xu,Xiaodan Li,Guixia Ling,Peng Zhang

With the increasing prevalence of drug-resistant bacterial infections and frequent occurrences of slow wound healing, the development of novel antibacterial wound dressings has become a serious challenge. Hydrogel dressings have attracted extensive attention on wound healing due to their unique three-dimensional network structures and properties. However, it is a challenge to develop natural long-acting antibacterial hydrogels with multiple functions such as excellent cell affinity, wet adhesion and mechanical properties. Inspired by the wound healing mechanism and adhesion characteristics of tunicates , a series of biomimetic antibacterial hydrogels were prepared by utilizing pyrogallol-modified chitosan (GACS) and polyvinyl alcohol (PVA) as matrix, zinc ions (Zn 2+ ) as crosslinking and antibacterial agents, and ethyl N -lauroyl l -arginate hydrochloride (LAE) as the antibacterial active ingredient. The morphology, swelling, water retention, degradability, wet adhesion, biocompatibility, mechanical and rheological properties of PVA/GACS/Zn 2+ /LAE hydrogels were evaluated. And the adhesion ability conferred by the pyrogallol structures enabled the hydrogel with enhanced antibacterial effect and hemostatic ability. Moreover, the in vivo experiments on rat models with full-thickness infected wounds confirmed that PVA/GACS/Zn 2+ /LAE hydrogels could efficiently kill bacteria, significantly improve the wound microenvironment, greatly promote fibroblast proliferation and collagen deposition and ultimately accelerate wound healing. In a word, this study provided a feasible and simple way for the development of biomimetic antibacterial hydrogel dressings applied in infected wounds, which could not only seal wounds with various shapes and provide a moist and antibacterial environment for wounds, but also have certain mechanical strength, excellent wound adhesion, good biocompatibility and hemostatic performance.

CAS / MDL: 25952-53-8 6066-82-6
研究领域: 生物材料 · 伤口愈合 · 抗菌材料 · 生物医学工程 · 材料科学
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FOOD CHEMISTRY · 2023 · IF 8.8

Thermal degradation of (2R, 3R)-dihydromyricetin in neutral aqueous solution at 100 ℃

Haolin Zhang,Shiye Lin,Ruiwei Xie,Weizhi Zhong,Hui Wang,Mohamed A. Farag,Hidayat Hussain,Randolph R.J. Arroo,Xiaojia Chen,Jianbo Xiao

In the field of thermal degradation of flavonoids, current studies mainly focused on flavonols. However, the thermal degradation of dihydroflavonols in aqueous solution has received limited attention compared to flavonols. The single C2-C3 bonds of dihydroflavonols, which differs from the C2-C3 double bond in flavonols, may cause different degradation mechanisms. Dihydromyricetin (DMY) is a typical dihydroflavonol with six hydroxyl groups, and possesses various health effects. We explored the thermal degradation of DMY in neutral aqueous solution (pH 7) at 100 ℃. Ultra-performance liquid chromatography combined with photodiode array and electrospray ionization quadrupole-time-of-flight tandem mass spectrometric detection (UPLC-PDA-ESI-QTOF–MS/MS) provided suitable platform for exploring DMY degradation pathways, and negative ion mode was applied. Thermal treatment led to a decline in DMY level with time, accompanied by the appearance of various degradation products of DMY. Degradation mechanisms of DMY included isomerization, oxidation, hydroxylation, dimerization and ring cleavage. The pyrogallol-type ring B of DMY might be initially oxidized into ortho -quinone, which could further attack another DMY to form dimers. In addition, hydroxylation is likely to occur at C-2, C-3 of DMY or DMY dimers, which then further yields ring-cleavage products via breakage of the O1-C2 bond, C2-C3 bond, or C3-C4 bond. The 3-hydroxy-5-(3,3,5,7-tetrahydroxy-4-oxochroman-2-yl) cyclohexa-3,5-diene-1, 2-dione ( m / z 333.0244) and unknown compound m / z 435.0925 were annotated as key intermediates in DMY degradation. Four phenolic acids, including 3,4,5-trihydroxybenzoic acid ( m / z 169.0136, RT 1.4 min), 2,4,6-trihydroxyphenylglyoxylic acid ( m / z 197.0084, RT 1.7 min), 2-oxo-2-(2,4,6-trihydroxyphenyl) acetaldehyde ( m / z 181.0132, RT 2.4 min), and 2,4,6-trihydroxybenzoic acid ( m / z 169.0139, RT 2.5 min) were identified as the major end products of DMY degradation. In addition, 5-((3,5dihydroxyphenoxy) methyl)-3-hydroxycyclohexa-3,5-diene-1,2-dione (m / z 261.0399, RT 11.7 min) and unidentified compound with m / z 329.0507 (RT 1.0 min) were also suggested to be end products of DMY degradation. These results provide novel insights on DMY stability and degradation products. Moreover, the heat treatment of DMY aqueous solution was found to gradually reduce the antioxidant activities of DMY, and even destroy the beneficial effect of DMY on the gut microbiota composition.

研究领域: 药学化学 · 分析化学 · 食品科学 · 药理学
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Journal of Water Process Engineering · 2022 · IF 7.34

Phenolation of lignin for polycatecholamines to remove Cr (VI)

Zongying Zhang,Qinze Liu,Tingting Gao,Congde Qiao,Jinshui Yao,Changbin Zhang

Alkaline lignin, a by-product of the paper-pulping process, can undergo phenolation by pyrogallol in the presence of acetone and sulfuric acid to prepare phenolated-alkaline-lignin (PAL). PAL can be further reacted with tetraethylenepentamine (TEPA) to prepare lignin-based catecholamine (PAL-TEPA), which exhibits excellent ability to remove hazardous Cr (VI) from simulated wastewater. In this study, PAL and PAL-TEPA were systematically investigated by SEM, FT-IR, 1 H NMR, TGA, and XPS. The conditions for the preparation of PAL and the various variables affecting the adsorption behavior of PAL-TEPA were optimized sequentially. The adsorption process followed the pseudo-second-order model and fitted to the Langmuir isotherm equation. The maximum adsorption amount reached 600 mg g −1 ( R  = 75 %) under optimized conditions (pH = 2.0, C 0  = 200 mg L −1 , V = 100 mL, T = 30 °C, dos. = 25 mg, t = 24 h). Toxic Cr (VI) ions were successfully converted to harmless Cr (III) ions and removed by PAL-TEPA adsorbent. This approach opens new avenues for the utilization of lignin and new kinds of adsorbent for Cr (VI) removal.

研究领域: 环境科学 · 化学工程 · 材料科学
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