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Diphenyl ether
ANALYTICAL SCIENCES · 2017 ·Vol. 33 ·期 2 ·235-238 · IF 1.228

An Analytical Method for Determining Residual Lactide in Polylactide by Gas Chromatography

Xinchao BIAN,Zhiming CHEN,Lidong FENG,Bin SUN,Sheng XIANG,Yanlong LIU,Gao LI,Xuesi CHEN

An analytical method to determine the residual lactide in polylactide (PLA) was proposed using an internal standard method of gas chromatography (GC). PLA samples and diphenyl ether (DPE) as an internal standard were dissolved in dichloromethane, then PLA was precipitated in anhydrous alcohol. The residual lactide and DPE were extracted to alcohol for GC analysis. At room temperature, lactide could react with alcohol and change into ethyl lactoyl lactate (ELL), but the relative response factor of lactide versus DPE could be obtained through a numerical analysis method. Therefore, the residual lactide content could be quantitatively calculated in PLA. The relative standard deviation (RSD) of the measurements is not more than 7.0%, indicating that the method is suitably precise.

CAS / MDL: 101-84-8
研究领域: 分析化学 · 材料科学
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Jove-Journal of Visualized Experiments · 2019 · IF 1.108

Tuning the Acidity of Pt/ CNTs Catalysts for Hydrodeoxygenation of Diphenyl Ether

Weixiang Guan,Chuang Li,Xiao Chen,Xiao-Ying Lu,Chi-Wing Tsang,Haoquan Hu,Hongxu Qi,Changhai Liang

We herein present a method for the synthesis of HNbWO6, HNbMoO6, HTaWO6 solid acid nanosheet modified Pt/CNTs. By varying the weight of various solid acid nanosheets, a series of Pt/xHMNO6/CNTs with different solid acid compositions (x = 5, 20 wt%; M = Nb, Ta; N = Mo, W) have been prepared by carbon nanotube pretreatment, protonic exchange, solid acid exfoliation, aggregation and finally Pt particles impregnation. The Pt/xHMNO6/CNTs are characterized by X-ray diffraction, scanning electron microscopy, transmission electron microscopy and NH3-temperature programmed desorption. The study revealed that HNbWO6 nanosheets were attached on CNTs, with some edges of the nanosheets being bent in shape. The acid strength of the supported Pt catalysts increases in the following order: Pt/CNTs < Pt/5HNbWO6/CNTs < Pt/20HNbMoO6/CNTs < Pt/20HNbWO6/CNTs < Pt/20HTaWO6/CNTs. In addition, the catalytic hydroconversion of lignin-derived model compound: diphenyl ether using the synthesized Pt/20HNbWO6 catalyst has been investigated.

研究领域: 催化化学 · 材料科学
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ChemElectroChem · 2018 ·Vol. 5 ·期 11 ·1509-1515 · IF 4.446

Artificial Interface Derived from Diphenyl Ether Additive for High-Voltage LiNi0.5Mn1.5O4 Cathode

Hong Yun Yue,Zhan Li Han,Liang Liang Tao,Yao Fa Zhang,Lan Wang,Xiang Nan Li,Yan Hong Yin,Wei Guang Yang,Shu Ting Yang

Graphical Protective additive : Diphenyl ether (DPE) is investigated as a film-forming additive to improve the cyclic stability of LiNi 0.5 Mn 1.5 O 4 at high voltage and elevated temperature (55 °C). A robust and uniform film is generated on the LiNi 0.5 Mn 1.5 O 4 surface, alleviating the subsequent electrolyte decomposition and protecting LiNi 0.5 Mn 1.5 O 4 from transition metal dissolution and structural destruction. Diphenyl ether (DPE) is investigated as a film-forming additive to improve the cyclic stability of LiNi 0.5 Mn 1.5 O 4 at high voltage and elevated temperature (55 °C). Addition of DPE in the baseline electrolyte significantly improves the capacity retention of LiNi 0.5 Mn 1.5 O 4 at elevated temperature. Its capacity retention increases from 41.2 % at the baseline electrolyte to 90.5 % after 0.1 vol% DPE is added to the baseline electrolyte in 100 cycles. Calculations demonstrate that DPE is oxidized preferentially to the baseline electrolyte. The experimental results show that a robust and uniform film is generated on the LiNi 0.5 Mn 1.5 O 4 surface, alleviating the subsequent electrolyte decomposition and protecting LiNi 0.5 Mn 1.5 O 4 from transition metal dissolution and structural destruction.

研究领域: 材料科学 · 电化学
✓ 已验证 DOI 高影响因子
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Chinese Journal of Natural Medicines · 2022 · IF 3.887

Four new diphenyl ether derivatives from a mangrove endophytic fungus Epicoccum sorghinum

Jun-Jie ZHU,Qi-Sen HUANG,Sheng-Quan LIU,Wei-Jia DING,Ya-Hong XIONG,Chun-Yuan LI

Four new diphenyl ethers, named epicoccethers K−N ( 1 − 4 ), were purified from the fermentation medium of a fungus Epicoccum sorghinum derived from Myoporum bontioides , and identified through HR-ESI-MS and NMR spectral analysis. Except that compound 1 showed moderate antifungal activity against Penicillium italicum and Fusarium graminearum , the other three compounds showed stronger activity against them than triadimefon. All of them showed moderate or weak antibacterial activity towards Staphylococcus aureus and Escherichia coli with O6 and O78 serotypes except that 3 was inactive to E. coli O6.

CAS / MDL: 38821-53-3 43121-43-3
研究领域: 微生物学 · 天然产物化学 · 药理学
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JOURNAL OF SURFACTANTS AND DETERGENTS · 2025 · IF 1.8

Properties of Mixed Systems of Sodium Dodecyl Diphenyl Ether Disulfonate and Cocamidopropyl Betaine

Nana Wang,Xiumei Tai,Tao Geng,Ying Liu,Mingliang Wu,Sai Li,Lingxiao Guo

The surface activity and a series of application properties of the mixture of anionic surfactant sodium dodecyl diphenyl ether disulfonate (2A1) and amphoteric surfactant cocamidopropyl betaine (CAB) were studied by measuring surface tension, contact angle, foamability and foam stability, zeta potential, as well as the chelation efficiency of trisodium methylglycine diacetate (MGDA) to Cu 2+ . The interaction parameters and thermodynamic micellization parameters of the CAB/2A1 complex system were calculated. The results show that the CAB/2A1 complex system behaves good synergistic effect, such as giving higher surface activity, smaller contact angle, and better foaming performance than the individual surfactants. The CAB and 2A1 molecules show strong interactions in both mixed micelles and mixed monolayer at air-water interface, and thermodynamic parameters calculated confirm that the micellization process is entropy-driven. The mixture gives the smallest contact angle or the best wetting performance at X (CAB) = 0.9, and shows the best foamability and foam stability at X (CAB) = 0.78. In addition, the mixture can significantly enhance chelation of the MGDA to Cu 2+ .

CAS / MDL: 10031-43-3
研究领域: 表面活性剂化学 · 胶体与界面科学 · 物理化学 · 应用化学
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JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY · 2020 · IF 4.192

Design, Synthesis, and Herbicidal Activity of Novel Diphenyl Ether Derivatives Containing Fast Degrading Tetrahydrophthalimide

Li-Xia Zhao,Mao-Jun Jiang,Jia-Jun Hu,Yue-Li Zou,Yuan Cheng,Tao Ren,Shuang Gao,Ying Fu,Fei Ye

To seek new protoporphyrinogen oxidase (PPO) inhibitors with better biological activity, a series of novel diphenyl ether derivatives containing tetrahydrophthalimide were designed based on the principle of substructure splicing and bioisomerization. PPO inhibition experiments exhibited that 6c is the most potential compound, with the half-maximal inhibitory concentration (IC50) value of 0.00667 mg/L, showing 7 times higher activity than Oxyfluorfen (IC50 = 0.0426 mg/L) against maize PPO and similar herbicidal activities to Oxyfluorfen in weeding experiments in greenhouses and field weeding experiments. In view of the inspected bioactivities, the structure–activity relationship (SAR) of this series of compounds was also discussed. Crop selection experiments demonstrate that compound 6c is safe for soybeans, maize, rice, peanuts, and cotton at a dose of 300 g ai/ha. Accumulation analysis experiments showed that the accumulation of 6c in some crops (soybeans, peanuts, and cotton) was significantly lower than Oxyfluorfen. Current work suggests that compound 6c may be developed as a new herbicide candidate in fields.

研究领域: 植物保护学 · 农药化学 · 分子生物学
✓ 已验证 DOI 高影响因子
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RAPID COMMUNICATIONS IN MASS SPECTROMETRY · 2020 ·Vol. 34 ·期 11 ·e8758 · IF 2.2

Compound-specific carbon isotope analysis for mechanistic characterization of debromination of decabrominated diphenyl ether

Xifen Zhu,Yin Zhong,Heli Wang,Dan Li,Yirong Deng,Shutao Gao,Ping'an Peng

Rationale Decabrominated diphenyl ether (BDE-209) is a notorious persistent organic pollutant widely found in the environment. Developing a compound-specific isotope analysis (CSIA) method is much needed in order to trace its transport and degradation processes and to evaluate the effectiveness of the remediation of BDE-209 in the environment. However, the conventional CSIA method, i.e. gas chromatography (GC) combustion isotope ratio mass spectrometry, is not appropriate for BDE-209 because of its high thermal instability and incomplete combustion. Methods We developed a high-performance liquid chromatography (HPLC) method for the separation and purification of BDE-209 that prevents its thermal reactivity as occurred in prior GC-based methods. The δ 13 C value of the purified BDE-209 was determined using offline elemental analyzer isotope ratio mass spectrometry (EA/IRMS). This two-step method was applied to determine the δ 13 C values of BDE-209 in two commercial samples and to characterize carbon isotope fractionation associated with the debromination of BDE-209 via nanoscale zero-valent iron. Results The mean values of daily δ 13 C analyses of six replicates of a BDE-209 standard varied from −27.66‰ to −27.92‰, with a standard deviation ranging from 0.07‰ to 0.16‰, indicating a good reproducibility of EA/IRMS. The EA/IRMS analysis of the purified BDE-209 standard indicated no obvious isotope fractionation during the sample purification. The impurity content in commercial BDE-209 samples may contribute additional variation of the δ 13 C values of BDE-209. The δ 13 C values of BDE-209 gradually changed from −27.47 ± 0.37‰ to −24.59 ± 0.19‰ when 74% of the BDE-209 standard was degraded within 36 h. The estimated carbon isotope enrichment factor was −1.72 ± 0.18‰. Conclusions The two-step method based on HPLC and EA/IRMS avoids the thermal instability of BDE-209 in the traditional CSIA method. It offers a novel approach for elucidating the degradation mechanisms of BDE-209 in the environment and for source identification in contaminated sites.

研究领域: 环境科学 · 分析化学
✓ 已验证 DOI PubMed 高影响因子
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JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY · 2022 · IF 5.895

Design, Synthesis, and Herbicidal Activity of Diphenyl Ether Derivatives Containing a Five-Membered Heterocycle

Li-Xia Zhao,Jian-Feng Peng,Feng-Yi Liu,Yue-Li Zou,Shuang Gao,Ying Fu,Fei Ye

Protoporphyrinogen oxidase (PPO, EC 1.3.3.4) is an important target for discovering novel herbicides, and it causes bleaching symptoms by inhibiting the synthesis of chlorophyll and heme. In this study, the active fragments of several commercial herbicides were joined by substructure splicing and bioisosterism, and a series of novel diphenyl ether derivatives containing five-membered heterocycles were synthesized. The greenhouse herbicidal activity and the PPO inhibitory activity in vitro were discussed in detail. The results showed that most compounds had good PPO inhibitory activity, and target compounds containing trifluoromethyl groups tended to have higher activity. Among them, compound G4 showed the best inhibitory activity, with a half-maximal inhibitory concentration (IC50) of 0.0468 μmol/L, which was approximately 3 times better than that of oxyfluorfen (IC50 = 0.150 μmol/L). In addition, molecular docking indicated that compound G4 formed obvious π–π stacking interactions and hydrogen bond interactions with PHE-392 and ARG-98, respectively. Remarkably, compound G4 had good safety for corn, wheat, rice, and soybean, and the cumulative concentration in crops was lower than that of oxyfluorfen. Therefore, compound G4 can be used to develop potential lead compounds for novel PPO inhibitors.

研究领域: 植物学 · 农业科学 · 药理学
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ENVIRONMENTAL SCIENCE AND POLLUTION RESEARCH · 2021 ·Vol. 29 ·期 3 ·4461-4473 · IF 4.223

Highly efficient debromination of 4,4′-dibrominated diphenyl ether by organic palygorskite–supported Pd/Fe nanoparticles

Shao Jiang,Zhang Yi,Liu Zongtang,Fei Zhenghao,Sun Yufeng,Chen Ziyan,Wen Xiaoju,Shi Weizhong,Wang Dandan,Gu Chenggang

Organic palygorskite (OP)–supported Pd/Fe nanoparticles composite (OP-Pd/Fe) was prepared by stepwise reduction method. The removal capacity of 4,4′-dibrominated diphenyl ether (BDE15) by OP-Pd/Fe was compared with other various materials. For better understanding the possible mechanism, the synthesized and reacted OP-Pd/Fe materials were characterized by TEM, SEM, XRD, and XPS, respectively. The effects of major influencing parameters on the degradation of BDE15 were also studied. Benefit from the synergistic effect of the carrier and bimetallic nanoparticles, BDE15 could be completely debrominated into diphenyl ether (DE) under suitable conditions. A two-stage adsorption/debromination removal mechanism was proposed. The degradation of BDE15 with OP-Pd/Fe was mainly stepwise debromination reaction, and hydrogen transfer mode was assumed as the dominated debromination mechanism. The removal process fitted well to the pseudo first-order kinetic equation. The observed rate constants increased with increasing Pd loading and OP-Pd/Fe dosage while decreased with increasing initial BDE15 concentration, the tetrahydrofuran/water ratio, and the initial pH of the solution. The work provides a new approach for the treatment of PBDEs pollution.

CAS / MDL: 101-84-8
研究领域: 环境科学 · 材料科学
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COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS · 2025 · IF 5.4

Collaborative corrosion inhibition behavior of sodium lauryl diphenyl ether disulfonate and Na2B4O7 on AZ91D magnesium alloy

Yinghui Chen,Meng Peng,Hualiang Huang

This study investigated the collaborative corrosion inhibition behavior of sodium lauryl diphenyl ether disulfonate (SLDED) and Na₂B₄O₇ on AZ91D magnesium alloy in a 3.5 wt% NaCl solution at 30 °C, combining electrochemical experiments, surface characterization techniques, and theoretical calculations. The results showed that the corrosion inhibition efficiency of the compound corrosion inhibitor consisting of SLDED and Na₂B₄O₇ was significantly higher than that when they were used as a single corrosion inhibitor. When the concentrations of both SLDED and Na₂B₄O₇ were 5 g/L, the corrosion inhibition efficiency reached 87.50 %. This might be because the hydrophobic effect of adsorbed SLDED provided a guarantee for the complete precipitation of BO₂⁻, forming a dense insoluble borate precipitation film (MgBO₂(OH) + Mg₂B₂O₅), while the formation of the precipitation film induced by Na₂B₄O₇ could prevent the desorption of adsorbed SLDED and filled the tiny defects in the SLDED film, thereby enhancing the overall protective effect.

CAS / MDL: 1330-43-4 7575-62-4
研究领域: 材料科学 · 腐蚀工程 · 电化学 · 表面化学
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MOLECULES · 2023 ·Vol. 29 ·期 1 ·83 · IF 4.6

Design, Synthesis, and Antifungal Activity of N-(alkoxy)-Diphenyl Ether Carboxamide Derivates as Novel Succinate Dehydrogenase Inhibitors

Bo He,Yanhao Hu,Wang Chen,Xu He,Enpei Zhang,Mengxu Hu,Pu Zhang,Wei Yan,Yonghao Ye

Succinate dehydrogenase (SDH, EC 1.3.5.1) is one of the most promising targets for fungicide development and has attracted great attention worldwide. However, existing commercial fungicides targeting SDH have led to the increasingly prominent problem of pathogen resistance, so it is necessary to develop new fungicides. Herein, we used a structure-based molecular design strategy to design and synthesize a series of novel SDHI fungicides containing anN-(alkoxy)diphenyl ether carboxamide skeleton. The mycelial growth inhibition experiment showed that compoundM15exhibited a very good control effect against four plant pathogens, with inhibition rates of more than 60% at a dose of 50 μg/mL. A structure–activity relationship study found that N-O-benzyl-substituted derivatives showed better antifungal activity than others, especially the introduction of a halogen on the benzyl. Furthermore, the molecular docking results suggested that π–π interactions with Trp35 and hydrogen bonds with Tyr33 and Trp173 were crucial interaction sites when inhibitors bound to SDH. Morphological observation of mycelium revealed thatM15could inhibit the growth of mycelia. Moreover, in vivo and in vitro tests showed thatM15not only inhibited the enzyme activity of SDH but also effectively protected rice from damage due toR. solaniinfection, with a result close to that of the control at a concentration of 200 μg/mL. Thus, theN-(alkoxy)diphenyl ether carboxamide skeleton is a new starting point for the discovery of new SDH inhibitors and is worthy of further investigation.Keywords:succinate dehydrogenase (SDH);antifungal activity;fungicide;N-(alkoxy)diphenyl ether carboxamide

研究领域: 药理学 · 植物病理学 · 化学生物学
✓ 已验证 DOI PubMed 高影响因子
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JOURNAL OF HAZARDOUS MATERIALS · 2021 · IF 10.588

Nucleophilic and redox properties of polybrominated diphenyl ether derived-quinone/hydroquinone metabolites are responsible for their neurotoxicity

Lei Xu,Yuting Wang,Erqun Song,Yang Song

Polybrominated diphenyl ethers (PBDEs) are a category of brominated flame retardants , which were widely used in industrial products since the 1970 s. Our previous studies indicated quinone-type metabolites of PBDEs (PBDE-Qs) cause neurotoxicity, however, their inherent toxicological mechanism remains unclear. Here, we first synthesized PBDE-Qs and corresponding reduced hydroquinone homologous (PBDE-HQs) with different pattern of bromine substitution. Their nucleophilic and redox properties were investigated. PBDE-Qs react with reduced glutathione (GSH) via Michael addition and bromine displacement reaction, whilst PBDE-HQs lack the ability of reacting with GSH. Of note, the displacement reaction only occurs with bromine on the quinone ring of PBDE-Qs but not phenyl ring. Next, electron paramagnetic resonance (EPR) analysis revealed the generation of SQ •− , along with their downstream hydroxyl radical (HO ) and methyl radical ( CH 3 ) through a PBDE quinone/semiquinone/hydroquinone (Q/SQ •− /HQ) futile cycle. In addition, a structure-dependent cytotoxicity pattern was found, the exposure of PBDE-Q/HQ with bromine substitution on the quinone ring resulted in higher level of apoptosis and autophagy in BV2 cells. In conclusion, this work clearly demonstrated that the nucleophilic and redox properties of PBDE-Qs/HQs are responsible for their neurotoxicity, and this finding provide better understanding of neurotoxicity of PBDEs.

研究领域: 环境科学 · 毒理学 · 神经科学 · 化学
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