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Oleic Acid
INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH · 2016 · IF 2.567

Magnetic Material Grafted Poly(phosphotungstate-based acidic ionic liquid) As Efficient and Recyclable Catalyst for Esterification of Oleic Acid

Zuowang Wu,Chong Chen,Lei Wang,Hui Wan,Guofeng Guan

A magnetically recyclable catalyst was prepared by embedding magnetic nanoparticle in poly(phosphotungstate-based ionic liquid) matrix. The obtained hybrid material was characterized by XRD, FT-IR, SEM, TEM, TGA, and VSM. The results indicated that Fe3O4 was successfully implanted in multilayer poly(ionic liquid), and the catalyst possessed open active sites (see SEM) to reactants and a high magnetization value. The combination of poly(ionic liquid) matrix with magnetic nanoparticle enhanced the structure stability and favored the separation performance. Esterification of oleic acid with ethanol was conducted in the presence of prepared catalyst, and the Box–Behnken response surface methodology was applied for maximizing the oleic acid conversion by optimizing process variables at 90 °C. Under the optimum conditions (reaction time, 5 h; catalyst amount, 13 wt %; alcohol/acid molar ratio, 12:1), the conversion of oleic acid reached 93.4%. Besides, the catalyst presented fine reusability after six runs and could be facilely recovered in magnetic field based on its superparamagnetism property.

✓ 已验证 产品关联 DOI 高影响因子
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LWT-FOOD SCIENCE AND TECHNOLOGY · 2019 · IF 3.714

Oxidative stabilities of olive and camellia oils: Possible mechanism of aldehydes formation in oleic acid triglyceride at high temperature

Jun Cao,Xin Jiang,Qianyuan Chen,Hao Zhang,Huihui Sun,Wei-Min Zhang,Chuan Li

Olive and camellia oils were monitored and compared during heating at 120 °C, 150 °C and 180 °C for 24 h to determine the possible thermal oxidation mechanism of oleic acid triglyceride. The results demonstrated that octanal, nonanal, decanal, 2-decenal and 2-undecenal were the characteristic carbonyls for oleic acid-rich oils. The oxidation rule of oil was easily determined at 120 °C, at which point changes in the acid value, peroxide value , anisidine value and carbonyl compounds corresponded to changes in fatty acids and tocopherols . However, the oxidation rule of oil was different at higher temperatures. According to the evolution of five characteristic aldehydes, four types of oxidation pathways of oleic acid triglyceride were obtained: Decanal and 2-undecenal came from the homolysis of 8- hydroperoxide. Nonanal was from the homolysis of 10- hydroperoxide and 9- hydroperoxide. Octanal was from the homolysis of 11- hydroperoxide. 2-Decenal was from the homolysis of 9- hydroperoxide. Homolysis B-scission of 10-hydroperoxide (nonanal), 11-hydroperoxide (octanal) and 8- hydroperoxide (decanal) was predominant at 120 °C, but was weakened as the temperature increased to 180 °C. Hence, the temperature had a significant effect on the formation and decomposition of hydroperoxide positional isomers.

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JOURNAL OF RARE EARTHS · 2017 · IF 2.429

OH− ions-controlled synthesis and upconversion luminescence properties of NaYF4:Yb3+,Er3+ nanocrystals via oleic acid-assisted hydrothermal process

Song LI,Song YE,Xiao CHEN,Tianhua LIU,Zhuang GUO,Deping WANG

Yb 3+ and Er 3+ ions co-doped NaYF 4 nanocrystals were synthesized with different amounts of NaOH via oleic acid (OA)-assisted hydrothermal process. X-ray diffraction (XRD), scanning electron microscopy (SEM), transmission electron microscopy (TEM), Fourier transform infrared spectroscopy (FTIR), and photoluminescence spectra were used to characterize the products. The result indicated that the introduction of NaOH into the initial reaction solution effectively promoted the cubic (α-) to hexagonal (β-) phase transition of NaYF 4 :Yb 3+ ,Er 3+ nanocrystals, while excessive amount of NaOH favored the formation of α-NaYF 4 :Yb 3+ ,Er 3+ nanocrystals. Besides, with the increase of NaOH amount, the morphologies of β-NaYF 4 :Yb 3+ ,Er 3+ nanocrystals varied from irregular nanobranch to uniform nanorod. Further investigation revealed that the addition of NaOH could facilitate the deprotonation of OA, leading to the formation of oleate (OA − ), and meanwhile increased the concentration of OH − ions, inducing consequently the phase transition and morphology evolution of NaYF 4 :Yb 3+ ,Er 3+ nanocrystals. Moreover, the upconversion luminescence properties of NaYF 4 :Yb 3+ ,Er 3+ nanocrystals were systematically investigated. It was found that the upconversion emissions not only depended on the phase and morphology but also were influenced by the surface groups.

✓ 已验证 DOI 高影响因子
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Bioresources and Bioprocessing · 2025 ·Vol. 12 ·期 1 ·1-13 · IF 5.1

Tea leaf exosome-like nanoparticles (TELNs) improve oleic acid-induced lipid metabolism by regulating miRNAs in HepG-2 cells

Lei Xuanhao,Li Haonan,Chen Sibei,Li Bing,Xia Huili,Li Jun,Guan Feng,Ge Jian

Tea is a widely consumed beverage globally, but the tea industry faces a significant waste management challenge. In this study, we developed tea leaf exosome-like nanoparticles (TELNs) with an average size of 274 ± 24.7 nm and a zeta potential of -20.6 ± 0.78 mV, using polyethylene glycol (PEG) 6000 precipitation followed by ultracentrifugation. Structural analysis confirmed that TELNs are composed of lipids, proteins, and RNAs. In vitro assays on HepG-2 cells revealed that TELNs are non-toxic at concentrations up to 300 µg/mL and can be efficiently internalized. TELNs exhibited significant antioxidant capacity and were able to significantly ameliorate H 2 O 2 -induced oxidative stress, increase the viability and reduce the accumulation of ROS in Hepg-2 cells. Notably, TELNs significantly alleviated OA-induced lipid metabolic disorders and hepatocellular injury. Further molecular analysis revealed that TELNs downregulated the expression of miR-21-5p, miR-17-3p, and miR-107, leading to the upregulation of their target genes PPARα, CYP7A1, and CPT-1A, which contributed to the improvement of lipid metabolism. This study is the first to demonstrate the lipid metabolism regulation potential of TELNs, providing new insights into their underlying mechanisms and helping to develop new therapeutic strategies for lipid metabolism-related diseases. Furthermore, it expands the scope of tea use and helps to reuse tea residues. Graphical

CAS / MDL: 112-80-1 7722-84-1
✓ 已验证 产品关联 DOI PubMed 高影响因子
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CLINICAL AND EXPERIMENTAL PHARMACOLOGY AND PHYSIOLOGY · 2024 ·Vol. 51 ·期 4 ·e13845 · IF 2.4

Scutellarin inhibits oleic acid induced vascular smooth muscle foam cell formation via activating autophagy and inhibiting NLRP3 inflammasome activation

Wen-Cong Gao,Tie-Hua Yang,Bin-Bao Wang,Qian Liu,Qing Li,Xiao-Huan Zhou,Chang-Bo Zheng,Peng Chen

Abnormalities in vascular smooth muscle cells (VSMCs) are pivotal in the pathogenesis of cardiovascular pathologies such as atherosclerosis and hypertension. Scutellarin (Scu), a flavonoid derived from marigold flowers, exhibits a spectrum of biological activities including anti-inflammatory, antioxidant, antitumor, immunomodulatory and antimicrobial effects. Notably, Scu has demonstrated the capacity to mitigate vascular endothelial damage and prevent atherosclerosis via its antioxidative properties. Nevertheless, the influence of Scu on the formation of VSMC-derived foam cells remains underexplored. In this study, Scu was evidenced to efficaciously attenuate oleic acid (OA)-induced lipid accumulation and the upregulation of adipose differentiation-associated protein Plin2 in a dose- and time-responsive manner. We elucidated that Scu effectively diminishes OA-provoked VSMC foam cell formation. Further, it was established that Scu pretreatment augments the protein expression of LC3B-II and the mRNA levels of Map1lc3b and Becn1, concurrently diminishing the protein levels of the NLRP3 inflammasome compared to the OA group. Activation of autophagy through rapamycin attenuated NLRP3 inflammasome protein expression, intracellular lipid droplet content and Plin2 mRNA levels. Scu also counteracted the OA-induced decrement of LC3B-II levels in the presence of bafilomycin-a1, facilitating the genesis of autophagosomes and autolysosomes. Complementarily, in vivo experiments revealed that Scu administration substantially reduced arterial wall thickness, vessel wall cross-sectional area, wall-to-lumen ratio and serum total cholesterol levels in comparison to the high-fat diet model group. Collectively, our findings suggest that Scu attenuates OA-induced VSMC foam cell formation through the induction of autophagy and the suppression of NLRP3 inflammasome activation.

✓ 已验证 DOI PubMed 高影响因子
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FUEL PROCESSING TECHNOLOGY · 2018 · IF 3.956

Solvent-free catalytic deoxygenation of oleic acid via nano-Ni/HZSM-5: Effect of reaction medium and coke characterization

Shiyou Xing,Pengmei Lv,Che Zhao,Ming Li,Lingmei Yang,Zhongming Wang,Yong Chen,Shijun Liu

Non-H 2 and solvent-free catalytic conversion of waste lipids to liquid hydrocarbons is of great interest because of the associated low-cost, full-safety, and easy-operability. In this work, a solvent-free catalytic process for deoxygenating oleic acid was performed in H 2 and non-H 2 (N 2 , CH 4 , and CO 2 ) media over nano-Ni/HZSM-5. 8-Heptadecene, a primary product obtained at 320 °C in four media, was derived from the straightforward decarboxylation of oleic acid. In non-H 2 medium at 360 °C, the formation of C 8 –C 15 alkanes was enhanced, with yields of ca. 65.05 mol%, 70.71 mol%, and 73.09 mol% for N 2 , CH 4 , and CO 2 , respectively. A low yield of 49.67 mol% C 8 –C 15 alkanes in H 2 medium suggested that the H 2 medium reduced catalytic cracking . This was due to the preferential formation of stable heptadecane from 8-heptadecene in the presence of abundant H 2 . The absence of H 2 favored the cracking of 8-heptadecene. These cracked products were further converted to C 8 –C 15 alkanes, for which a mass supply of hydrogen was mandatory. Gas-phase reactions including methanation , Fisher-Tropsch (F-T) synthesis, and water-gas shift (WGS) reactions between deoxygenated gas products and reaction media provided significant pathways for the hydrogen required for the formation of alkanes. The CH 4 medium also acted as a hydrogen source due to its decomposition, catalyzed by nano-Ni/HZSM-5. Coke was substantially formed in all the four media. It was highlighted that the medium of H 2 favored the formation of aliphatic cokes, whereas the non-H 2 media, particularly the CO 2 medium, facilitated aromatic coke species on account of its weak oxidizability. Additionally, there was a severe loss of loaded Ni nanoparticles under H 2 medium but a slight Ni loss in CO 2 medium, which was proposed to the reason of aromatic cokes formation at the catalyst surface , acting as a trap for the loaded Ni nanoparticles.

✓ 已验证 DOI 高影响因子
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POLYMERS FOR ADVANCED TECHNOLOGIES · 2026 ·Vol. 37 ·期 2 ·e70521 · IF 3.8

Preparation of Thermoplastic Polyurethane/Oleic Acid Modified Mn2O3@Mn5O8 Composite Fiber Membrane and Its Fenton Degradation on Semi-Coking Wastewater

Xu Zheng,Mingzhu Chen,Jun Zhang,Weijun Zhen,Yufeng Guo

The treatment of semi-coking wastewater generated during the semicoke production process has long been a bottleneck restricting the development of the coal chemical industry. The Fenton reaction is recognized as one of the most effective strategies for addressing water pollution; however, the susceptibility to mineralization and poor reusability of highly active catalysts has limited their practical application. Herein, a thermoplastic polyurethane (TPU) doped with oleic acid modified Mn 2 O 3 @Mn 5 O 8 (Mn 2 O 3 @Mn 5 O 8 -OA) composite fiber membrane was prepared via melt-blown spinning and blending using a melt-blown pilot setup. This composite was employed to activate peroxymonosulfate (PMS) for the degradation of semi-coking wastewater, achieving a maximum chemical oxygen demand (COD) removal efficiency of 72.4%. Material characterization confirmed successful catalyst immobilization and enhanced surface properties. Theoretical calculations provided molecular-level insights into the adsorption behavior of phenol and its degradation intermediates. The TPU-based membrane significantly improved catalyst stability and reusability while maintaining high catalytic activity, offering an effective strategy for advanced oxidation processes in complex wastewater treatment.

✓ 已验证 产品关联 DOI 高影响因子
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FUEL · 2023 · IF 7.4

Selective hydrogenation of oleic acid over Flower-like Ni-Fe/SiO2-ZrO2 catalyst to produce fatty alcohol: Effect of SiO2

Fei Wang,Songyin Yu,Hui Xu,Junfeng Feng,Feihong Guo,Xiaoxiang Jiang,Jianchun Jiang

To solve the problem of harsh reaction conditions in lipid hydrogenation into fatty alcohol over Cu based bimetallic catalysts, the cheap Ni-base catalyst with high activity was synthesized. By using the hydrothermal method, the flower-like SiO 2 -ZrO 2 support was prepared. The Ni-Fe/SiO 2 -ZrO 2 catalyst was further prepared by the impregnation method and utilized in the fatty acid hydrogenation to produce fatty alcohol. Under the reaction conditions (240 °C, initial H 2 pressure: 2 MPa and reaction time: 3 h), the Ni-Fe/0.13SiO 2 -ZrO 2 catalyst attained 96.0% conversion and 86.4% fatty alcohol yield, much higher than that of Ni-Fe/ZrO 2 without SiO 2 (conversion 86.1% and fatty alcohol yield 61.9%). The high catalytic activity of Ni-Fe/0.13SiO 2 -ZrO 2 was ascribed to the increase of surface area, reduction of NiO grain size, and formation of flower-like morphology. The high selectivity to fatty alcohol over Ni-Fe/0.13SiO 2 -ZrO 2 was related to the increase of Lewis acidity (extra active sites) and the decrease of oxygen vacancy which weakened the adsorption of aldehyde (enol) on the catalyst and thus facilitated the formation of fatty alcohol.

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Materials Today Chemistry · 2023 · IF 7.3

In-situ formation of oleic acid amide ligand boosts persistent luminescence of zinc gallate nanoparticles toward efficient latent fingermark detection

T. Hu,H. Cheng,D. Yang,K. Shao,Y. Teng,Z. Pan

Cr 3+ -doped zinc gallate (ZnGa 2 O 4 :Cr 3+ , ZGOC) nanomaterials feature with near-infrared emission and long afterglow properties. However, simultaneously controlling nanoparticle size and afterglow performance of ZGOC remains very challenging. A novel organic amine-stimulated solvothermal synthesis method for preparing ZGOC nanoparticles was demonstrated in this paper. Controllable synthesis of ZGOC nanoparticles was realized for uniform particle size distribution and excellent afterglow properties via adding different amines in organic phase system. Among them, by the triethylamine-stimulated solvothermal method, ZGOC nanoparticles are subsphaeroidal and narrow size distributed with an average particle size of about 11 nm. The near-infrared luminescence intensity of the nanoparticles was enhanced more than 7 times. The underneath organic amines stimulation mechanism was clarified as the in-situ formation of oleic acid amide ligand, consequently, enhancing the afterglow properties via combination results of surface defects passivation and ligand antenna effect. Furthermore, uniform particle size distribution and excellent afterglow properties make the prepared nanoparticles show great visualization in latent fingermark detection. The current finding of in-situ formation of oleic acid amide ligand offers guidance for the controllable synthesis of nanoparticles by the organic amines-stimulated solvothermal method.

CAS / MDL: 108503-47-5 14783-68-7
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INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES · 2022 · IF 8.025

Effects of NaCl and sucrose on the structural and functional properties of debranched quinoa starch-oleic acid complexes under baking

Jing Li,Guangxin Liu,Xinyue Zhu,Mengting Wang,Weiqi Li,Wei Wang,Aijun Hu,Jie Zheng

The effects of different dosage of NaCl and sucrose on the structural and functional properties of debranched quinoa starch-oleic acid complexes (DQS-OA) under baking were investigated. The results showed that the resistant starch content of the baked DQS-OA increased by 17.15 % than DQS-OA. The addition of NaCl destroyed the thermal stability, short-range molecular order and crystalline structure of the complexes. The results of particle size, SEM and amylose content showed that NaCl accelerated the degradation of starch granules, which reduced the enzyme resistance of starch. In contrast, the enthalpy (7.28 J/g-7.78 J/g) and crystallinity (54.29 %–56.69 %) of the samples with sucrose significantly increased, and the molecular structure of the complexes became more ordered. Furthermore, with the increase of sucrose concentration, the resistant starch content also increased from 28.80 % to 31.41 %.

CAS / MDL: 112-80-1
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PACKAGING TECHNOLOGY AND SCIENCE · 2023 ·Vol. 36 ·期 11 ·941-950 · IF 2.6

Dual natural antioxidant-loaded chitosan-graft-oleic acid micelles by ultrasound-assisted self-assembly: Potential additives for antioxidant active packaging

Wenjiao Ge,Han Yu,Xiaohui Wang

Natural antioxidants are beneficial additives for active packaging due to their ability to resist oxidative damage. Polymeric micelles are effective in delivering natural antioxidants in aqueous environments. However, individual encapsulation of a single antioxidant may not be sufficient to meet the needs of modern food packaging. A dual natural antioxidant-loaded micellar system (i.e., vitamin E [VE] and curcumin [Cur]) was developed to achieve combined functionality and high loading concentration. Chitosan-graft-oleic acid (CSOA) micelles were employed as carriers to co-encapsulate VE and Cur through a facile ultrasound-assisted self-assembly method. The prepared VE and Cur co-loaded micelles (CSOA/VE/Cur) exhibited a uniform spherical structure with an average particle size of 210.6 nm and a zeta potential of +29.5 mV. Moreover, the co-encapsulation of VE and Cur showed a significant enhancement in both entrapment efficiency, loading capacity and stability as compared to the individual encapsulation of either VE or Cur. In addition, the CSOA/VE/Cur micelles showed improved antioxidant activity than free VE/Cur at the same concentrations, as evidenced by 2,2-diphenyl-1-picrylhydrazyl (DPPH) and ferric reducing antioxidant power (FRAP) assays. Moreover, the micellar materials were utilized to fabricate regenerated cellulose (RC) films with antioxidant properties, highlighting their potential as additives for antioxidant active packaging.

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CHEMICAL ENGINEERING JOURNAL · 2021 · IF 13.273

Phosphotungstic acid and propylsulfonic acid bifunctionalized ordered mesoporous silica: A highly efficient and reusable catalysts for esterification of oleic acid

Zhengfei Yu,Xifeng Chen,Yibo Zhang,Hongyu Tu,Pen Pan,Shuai Li,Yuxiang Han,Minjun Piao,Jianglei Hu,Fengwei Shi,Xia Yang

In phosphotungstic acid aqueous solution, the ordered mesoporous silica molecular sieve (HPW/OMS-SO 3 H) simultaneously functionalized by phosphotungstic acid (HPW) and propyl sulfonic acid groups (- pr -SO 3 H) was successfully prepared via a one-pot co-condensation method. The skeleton of the materials was formed based on the simultaneous hydrolysis and co-condensation of 3-mercaptopropyltriethoxysilane (MPTES) and tetraethoxysilane (TEOS) using in situ oxidation of the thiol groups to sulfoacid groups with H 2 O 2 . The materials with an ordered 2D hexagonal mesoporous structure and a high specific surface area were confirmed by the results of small-angle XRD, N 2 adsorption–desorption, and TEM. The spectroscopy of FT-IR, UV–Vis DRS, XPS, and Raman indicated that the active component of HPW and propylsulfonic acid groups successfully immobilized on the OMS support and a strong interaction existed among silicon hydroxyl and propylsulfonic acid groups with HPW. The esterification reaction of oleic acid with methanol to produce biodiesel over prepared catalyst showed excellent catalytic activity due to the synergistic effect between the HPW and propylsulfonic acid groups. The biodiesel yield of 95.3% was obtained by 0.3HPW/OMS-SO 3 H-5 catalyst under the optimum reaction conditions. The catalytic performance was not reduced significantly even after five cycles reused, because the strong interaction prevented acid-active component loss from the support. The activation energy of the reaction by the 0.3HPW/OMS-SO 3 H-5 materials was investigated, which obeyed the first-order kinetics.

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