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Diphenyl ether
ENERGY & FUELS · 2026 · IF 5.3

Catalytic Cleavage of the C–O Bonds in Diphenyl Ether over a High-Performance Ni–Ru Bimetallic Solid Superacid Catalyst

Chuang Zhang,Yue Wang,Xin Hu,Wei Jiang,Xiao-Yan Zhao,Chen Xu Chen,Wen Li,Jing-Pei Cao

Selective hydrogenolysis of C–O bonds in lignin is widely regarded as the most promising strategy for generating high-value chemicals and clean liquid fuels. Ni–Ru bimetallic catalyst supported on solid superacid was successfully synthesized and applied to the cleavage of C–O bonds in diphenyl ether (DPE) and alkali lignin. The catalytic hydrogenolysis of DPE over a 10%Ni–0.5%Ru–S2O82–/ZrO2 catalyst produced 88.0% cyclohexanol. Additionally, 10%Ni–0.5%Ru–S2O82–/ZrO2 catalyzed the depolymerization of alkali lignin in high yields of phenolic compounds, primarily including guaiacol and methoxyphenol. The synergistic effect between Ni and Ru promoted electron transfer from Ni to Ru. The incorporation of Ru improved the dispersion of Ni and reduced the average particle size of metallic Ni. The strong acidity of the solid superacid support provided abundant acidic sites, facilitating hydrogen atom adsorption and thereby promoting C–O bonds cleavage.

CAS / MDL: 101-84-8
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CATALYSIS LETTERS · 2025 ·Vol. 155 ·期 7 ·1-14 · IF 2.4

Selective Hydrogenolysis of Diphenyl Ether and Lignin to Monoaromatics Over a Highly Efficient and Stable Ni-Pt/HZSM-5 Catalyst

Ren Xiaohong,Bao Zien,Wang Yong,Yu Xiaoqiang,Rong Zeming

To address the low hydrogenolysis efficiency of 4-O-5 bonds in lignin catalytic conversion, Ni-Pt/HZSM-5 bimetallic catalyst with a Ni/Pt molar ratio of 47:1 was developed using diphenyl ether (DPE) as a model compound. The results revealed that electron transfer from Ni to Pt induced a positive charge on the Ni surface, significantly enhancing its adsorption and activation capacity toward electron-rich 4-O-5 bonds. At 100 °C and 5 bar H 2 , the conversion of DPE reached 90.3% with 93.1% selectivity (phenol and benzene) and Ni-Pt/HZSM-5 retained stable over five cycles of use. When Ni-Pt/HZSM-5 was applied to pine sulfate lignin depolymerization at 220 °C and 5 bar H 2 , with yields of 12.9 wt% for phenol and 4-propylphenol and 16.3 wt% for methoxy phenolic compounds. Overall, this study would promote the application and development of high-efficiency bimetallic catalysts for the production of valuable chemicals from biomass. Graphical

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PEST MANAGEMENT SCIENCE · 2024 · IF 3.8

3D-QSAR model-oriented optimization of Pyrazole β-Ketonitrile derivatives with diphenyl ether moiety as novel potent succinate dehydrogenase inhibitors

Liangliang Cheng,Cong Zhou,Qinglong Yuan,Letian Zhang,Xusheng Shao,Xiaoyong Xu,Zhong Li,Jiagao Cheng

BACKGROUND Succinate dehydrogenase inhibitor (SDHI) fungicides play important roles in the control of plant fungal diseases. However, they are facing serious challenges from issues with resistance and cross-resistance, primarily attributed to their frequent application and structural similarities. There is an urgent need to design and develop SDHI fungicides with novel structures. RESULTS Aiming to discover novel potent SDHI fungicides, 31 innovative pyrazole β -ketonitrile derivatives with diphenyl ether moiety were rationally designed and synthesized, which were guided by a 3D-QSAR model from our previous study. The optimal target compound A23 exhibited not only outstanding in vitro inhibitory activities against Rhizoctonia solani with a half-maximal effective concentration (EC 50 ) value of 0.0398 μg mL −1 comparable to that for fluxapyroxad (EC 50 = 0.0375 μg mL −1 ), but also a moderate protective efficacy in vivo against rice sheath blight. Porcine succinate dehydrogenase (SDH) enzymatic inhibitory assay revealed that A23 is a potent inhibitor of SDH, with a half-maximal inhibitory concentration of 0.0425 μ m . Docking study within R. solani SDH indicated that A23 effectively binds into the ubiquinone site mainly through hydrogen-bonds, and cation–π and π–π interactions. CONCLUSION The identified β -ketonitrile compound A23 containing diphenyl ether moiety is a potent SDH inhibitor, which might be a good lead for novel fungicide research and optimization. © 2024 Society of Chemical Industry.

CAS / MDL: 75-05-8
研究领域: 植物保护学 · 药物化学 · 分子生物学
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JOURNAL OF HAZARDOUS MATERIALS · 2019 · IF 7.65

Biochar combined with compost to reduce the mobility, bioavailability and plant uptake of 2,2',4,4'-tetrabrominated diphenyl ether in soil

Leilei Xiang,Hongjie Sheng,Chenggang Gu,Redmile-Gordon Marc,Yu Wang,Yonrong Bian,Xin Jiang,Fang Wang

Biochar application to soil is recognised for its capacity to immobilise pollutants (through sorption) while composted inputs can accelerate the biodegradation of organic pollutants. However, little is known about the influence of combined incorporation on plant uptake of organic pollutants. Therefore, we investigated the effects of maize straw-derived biochar (MSB), compost derived from maize straw and pig manure (SMC), and their combination (MSB-SMC) as soil amendments on bioavailability of 2,2',4,4'-tetrabrominated diphenyl ether (BDE-47) and carrot ( Daucus carota L. ) uptake in a horticultural soil. We found that biochar alone performed well in reducing BDE-47 bioavailability, but was less effective at degrading the pollutant. Conversely, addition of compost stimulated BDE-47 biodegradation. MSB-SMC enhanced BDE-47 biodegradation in soil, reduced contamination of carrot roots, and caused significant reductions in soil extractable BDE-47. The combination of contrasting approaches to remediation thus resulted in the most favorable outcome for a contaminated soil: immobilisation of contaminant from vegetable crops (via biochar) with simultaneous bioremediation of the growing medium. These findings point towards an effective strategy for reducing plant uptake of PDBEs through the combined use of biochar and compost as soil amendment – reducing mobility and facilitating degradation of the accessible contaminant fractions.

CAS / MDL: 68855-54-9 91053-39-3
研究领域: 环境科学 · 农业科学
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ENVIRONMENTAL SCIENCE AND POLLUTION RESEARCH · 2019 ·Vol. 26 ·期 10 ·10136-10147 · IF 2.914

The humic acid influenced the behavior and reactivity of Ni/Fe nanoparticles in the removal of deca-brominated diphenyl ether from aqueous solution

Yi Yunqiang,Wu Juan,Tu Guoquan,Zhao Dongye,Fang Zhanqiang,Tsang Pokeung Eric

The removal of contaminants by iron-based nanomaterials was inevitably affected by the natural organic matter (NOM), which is one of the most abundant material on earth and exists in natural waters. This study was performed to investigate the main influence of humic acid (HA, representing NOM) on the behavior and reactivity of Ni/Fe nanoparticles in the removal of deca-brominated diphenyl ether (BDE209). Generally, the inhibitory effect of HA on the removal of BDE209 by Ni/Fe showed greater significance with an increase of HA concentration. The zeta potential and sedimentation experiments showed that the HA enhanced the dispersion and stabilization of Ni/Fe particles; however, the removal of BDE209 was found to be inhibited. Moreover, the corrosion capacity of the Ni/Fe nanoparticles showed a positive correlation with the effect of HA on the reactivity of Ni/Fe nanoparticles. Meanwhile, typical quinone compounds in HA had an adverse effect on the removal of BDE209. Additionally, the competitive adsorption experiments and characterization illustrated that the adsorption of HA by Ni/Fe nanoparticles was superior to BDE209. Overall, it was proposed that the corrosion of Ni/Fe was reduced as the contact between the nanoparticles and H 2 O was hindered due to the surface of Ni/Fe was occupied by the adsorbed HA, and thus inhibited the reactivity of Ni/Fe nanoparticles in the removal of BDE209.

CAS / MDL: 1415-93-6
研究领域: 环境科学 · 纳米材料科学
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Coatings · 2023 ·Vol. 13 ·期 6 ·985 · IF 3.4

Mechanism of Sodium Dodecyl Diphenyl Ether Disulfonate Filled Hydrotalcite Inhibiting the Photo-Degradation of Polyvinyl Chloride under Different Ranges of Ultraviolet Wavelength Irradiation

Enguo Zhou,Yuan Liu,Huajin Yuan,Xiaoling Cheng,Yuanhong Zhong,Jiebing He,Xi Lu

This content introduces a novel Ultraviolet (UV)-shielding material, Zn2Al-MADS-LDH (MADS-LDH), which was synthesized through co-precipitation method to insert sodium dodecyl diphenyl ether disulfonate (MADS) into the interlayer of Zn2Al-LDH layered double hydroxide (LDH), to improve the photoaging resistance of polyvinyl chloride (PVC). The characterization results indicated that MADS-LDH had a host-guest interaction between the LDH host layer and MADS guest anion, and it exhibited superior UV absorption capabilities than Zn2Al-CO3-LDH (CO3-LDH) and a broader absorption spectrum compared to MADS. A series of LDHs/PVC film composite materials containing LDHs nanosheets were prepared by incorporating the prepared LDHs into a PVC matrix via a solvent casting method. As expected, the MADS-LDH/PVC film composite materials exhibited enhanced photoaging resistance. The results of photoaging tests indicated that MADS-LDH inhibits the rate of carbonyl generation during photoaging of MADS-LDH/PVC film composite materials, resulting in a decrease in the carbonyl index (ΔCl) and relative degradation rate (RDR) compared to pristine PVC film and CO3-LDH/PVC film composite materials. Furthermore, the study evaluated the influence of different UV light wavelength ranges, such as UVB (280~315 nm), UVC (200~280 nm), and UV (200~400 nm), on the aging performance of PVC film and LDHs/PVC film composite materials. The results demonstrated that UV had the highest aging effect on PVC composite films, followed by UVC and UVB. Therefore, the MADS-LDH is a highly efficient and promising UV-shielding material with excellent potential for wide applications in the field of PVC.Keywords:hydrotalcite;polyvinyl chloride;intercalation;UV-shielding materials;film composite materials

CAS / MDL: 119345-04-9
研究领域: 材料科学 · 高分子化学 · 光化学 · 纳米技术
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JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY · 2026 · IF 6.7

Design and Synthesis of Novel N-(Pyrazol-4-yl)benzamide Derivatives Featuring a Diphenylamine or Diphenyl Ether Scaffold as Potential Broad-Spectrum SDH Inhibitors

Bo Luo,Yanbing Wu,Xiaoyang Zhao,Huanxi Cui,Wenjing Niu,Zhanghan Gao,Xiaoyu Feng,Dan Li,Yi Zhao,Yuchen Tao,Xinyue Hu,Yinge Wang,Yihan Hu,Jianqi Chai

A series of novel N-(pyrazol-4-yl)benzamide derivatives featuring diphenylamine or diphenyl ether scaffolds was synthesized and evaluated for antifungal activities. Remarkably, compound 6i demonstrated potent broad-spectrum efficacy against five fungal species, particularly Sclerotinia sclerotiorum, with a half maximal effective concentration (EC50) value of 0.44 μg/mL, outperforming Boscalid (EC50 = 0.71 μg/mL) and nearing Fluxapyroxad (EC50 = 0.26 μg/mL). Additionally, compound 6i exhibited substantial protective effects against S. sclerotiorum on oilseed rape leaves, Rhizoctonia solani on rice leaves, and Valsa mali on apple fruits at 100 μg/mL. Scanning electron microscopy (SEM) analysis further confirmed that 6i could inflict significant damage to S. sclerotiorum hyphae. Further succinate dehydrogenase (SDH) enzymatic inhibition assays, molecular docking, and molecular dynamics (MD) simulations indicated that compound 6i could potentially act as a succinate dehydrogenase inhibitor (SDHI). These findings suggested that 6i held significant promise as an innovative broad-spectrum SDHI for crop protection, warranting further investigation.

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MICROCHEMICAL JOURNAL · 2023 · IF 4.8

A novel doped metal–organic skeleton MnDUT-52 as a sorbent for dispersive solid phase extraction of diphenyl ether herbicides in the water environment

Miao Li,Jiaqi Li,Junjie Chen,Yiwei Lu,Linan Guo,Qian Wang,Manman Wang,Yulan Hao

A manganese doped metal–organic framework composite (MnDUT-52) was fabricated by a facile solvothermal method and applied as an adsorbent for dispersive solid phase extraction (DSPE) of trace diphenyl ether herbicides (Des) in water samples. The doped material exhibited large surface area (527.3 m 2 /g) and a higher zeta potential (43.2 mV) compared with its precursor (8.57 mV). And the quantitative parameters affecting the DSPE process (i.e., adsorbent amount, adsorption time, pH, ionic strength, desorption solvent and desorption volume) were optimized in detail. Under the optimal conditions, MnDUT-52 exhibited good reusability (6 times reuse, RSDs ≤ 5.8 %). Notably, the conjugation, hydrophobic and electrostatic interactions contributed to the good adsorption of Des by MnDUT-52. Finally, a method coupled with high-performance liquid chromatography-ultraviolet (HPLC-UV) was developed. It provided wide linear range (0.2–300 ng/mL), low detection limits (0.06–0.10 ng/mL) and extraction recovery (82.4–102.5 %). The developed method was successfully applied for the fast and sensitive determination of Des in water samples.

研究领域: 环境科学 · 分析化学
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ENVIRONMENTAL SCIENCE & TECHNOLOGY · 2023 · IF 11.4

Novel Insights into Uptake, Translocation, and Transformation Mechanisms of 2,2′,4,4′-Tetra Brominated Diphenyl Ether (BDE-47) in Wheat (Triticum aestivum L.): Implication by Compound-Specific Stable Isotope and Transcriptome Analysis

Guoguang Wang,Xu Wang,Yu Liu,Shuaihao Liu,Ziao Xing,Pengxu Guo,Chuanyuan Li,Haixia Wang

The uptake, translocation, and transformation of 2,2′,4,4′-tetra brominated diphenyl ether (BDE-47) in wheat (Triticum aestivum L.) were comprehensively investigated by hydroponic experiments using compound-specific stable isotope analysis (CSIA) and transcriptome analysis. The results indicated that BDE-47 was quickly adsorbed on epidermis of wheat roots and then absorbed in roots via water and anion channels as well as an active process dependent on energy. A small fraction of BDE-47 in roots was subjected to translocation acropetally, and an increase of δ13C values in shoots than roots implied that BDE-47 in roots had to cross at least one lipid bilayer to enter the vascular bundle via transporters. In addition, accompanied by the decreasing concentrations, δ13C values of BDE-47 showed the increasing trend with time in shoots, indicating occurrence of BDE-47 transformation. OH-PBDEs were detected as transformation products, and the hydroxyl group preferentially substituted at the ortho-positions of BDE-47. Based on transcriptome analysis, genes encoding polybrominated diphenyl ether (PBDE)-metabolizing enzymes, including cytochrome P450 enzymes, nitrate reductases, and glutathione S-transferases, were significantly upregulated after exposure to BDE-47 in shoots, further evidencing BDE-47 transformation. This study first reported the stable carbon isotope fractionation of PBDEs during translocation and transformation in plants, and application of CSIA and transcriptome analysis allowed systematically characterize the environmental behaviors of pollutants in plants.

研究领域: 环境科学 · 植物学 · 分子生物学
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