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ENERGY & FUELS · 2021 · IF 3.605

Decarboxylation of Oleic Acid Using Pt@SAPO-11 Catalysts Fabricated by In Situ Encapsulation

Meiqiu Hu,Xiaolong Liu,Hong Yuan,Jingye Ma

An in situ encapsulation process was used to prepare ordered worm-like mesoporous Pt@SAPO-11 catalysts with different Pt loadings. Transmission electron microscopy images showed that Pt nanoparticles encapsulated within the SAPO-11 support mesopores were uniformly distributed and highly dispersed and had a narrow particle size distribution of 2–7 nm. Scanning electron microscopy indicated that increasing the Pt loading from 0.6 to 1.6 wt % did not significantly change the crystalline morphology of the catalyst, although the crystallinity decreased slightly. The specific surface area and average pore diameter of the Pt@SAPO-11 were in the ranges of 72–116 m2/g and 8.1–9.5 nm, respectively, which are determined by the Brunauer–Emmett–Teller method and Barrett–Joyner–Halenda method, respectively. The NH3 thermal-programmed desorption established that increasing the Pt loading gradually decreased the total NH3 desorption and that a loading of 1.2 wt % produced the highest concentration of medium-strong acid sites (6.2 cm3/g STP). X-ray photoelectron spectroscopy and H2 temperature-programmed reduction showed that a Pt loading of 1.2 wt % gave the strongest interaction between Pt nanoparticles and the SAPO-11 support. The Pt@SAPO-11 catalysts were used for the preparation of C8–C17 alkanes by decarboxylation of oleic acid. Employing a reaction temperature of 340 °C, a CO2 atmosphere, a Pt loading on the catalyst of 1.2 wt %, and a reaction time of 4 h, 100% oleic acid conversion was obtained together with an 80% yield of C8–C17 alkanes.

研究领域: 催化化学 · 材料科学
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CRYSTENGCOMM · 2020 ·Vol. 22 ·期 37 ·6189-6194 · IF 3.117

Oleic acid-induced, controllable surface oxidation to enhance the photoresponse performance of Sb2Se3 nanorods

Fan Guan,Linjie Li,Yusong Cui,Tingting Wang,Shaopeng Li,Longhua Li,Junhao Zhang,Junli Wang

Surface oxidation frequently occurs in non-oxide antimony chalcogenides, which is a double-edged sword for their (opto)electronic properties and applications. Here we report that the photoelectronic performance of Sb2Se3 nanorods (NRs) can be improved through an appropriate degree of surface oxidation. During the synthesis, the volume ratio of oleic acid (OA)/oleylamine (OLA) was varied to control the oxidation degrees of the Sb2Se3 NRs, which span 1.20–51.49% with increasing OA ratio as revealed by X-ray photoelectron spectroscopy (XPS) analysis. A medium level of surface oxidation, typically 20–30% found here, is beneficial to the enhancement of the photocurrent, on/off ratios and photostability of the Sb2Se3 NRs when evaluated in a sandwich-type ITO/Sb2Se3/ITO photoconductor device. Surface hydroxylation, which is boosted by the presence of Sb–oleate and trace H2O remaining in the reaction system, is suggested to facilitate the formation of Sb–OH bonds and the OA-volume dependent oxidation at the surface of Sb2Se3.

研究领域: 材料科学 · 光电化学
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TRANSACTIONS OF THE INDIAN INSTITUTE OF METALS · 2018 ·Vol. 71 ·期 8 ·1841-1846 · IF 0.91

Effect of Oleic Acid on Froth Properties and Reverse Flotation Performance of Thermal Coal

Shen Liang,Liu Lingyun,Zhu Jinbo,Qiao Erle

Reverse flotation was proposed as a potential method for the upgradation of low rank thermal coal. Higher combustible matter recovery in the float could be obtained using reverse flotation method compared to conventional flotation method. In order to reduce the entrainment of fine particles, oleic acid (OA) was used as froth regulator in coal reverse flotation process. Experimental data showed that the total volume of froth product in the absence of OA was almost 3 times more than that in the presence of 0.45 kg/Mg OA dosage. Reverse flotation results showed that the ash content of froth product increased with the increase of OA dosage which indicated that the entrained coal particles could be decreased by the addition of froth regulator OA.

CAS / MDL: 9004-53-9 7647-01-0
研究领域: 矿物加工工程 · 化学工程
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RENEWABLE ENERGY · 2019 · IF 5.439

Biodiesel production from esterification of oleic acid by a sulfonated magnetic solid acid catalyst

Yi-Tong Wang,Xing-Xia Yang,Jie Xu,Hong-Li Wang,Zi-Bing Wang,Lei Zhang,Shao-Long Wang,Jing-Long Liang

Novel sulfonated magnetic solid acid catalysts (ZrFe-SA-SO 3 H) with both Bronsted and Lewis sites were synthesized, which provided both a high density of surface acidity (4.4–8.4 mmol/g) and considerable magnetization (3.7–8.1 Am 2 /kg). The synthesized catalysts were characterized by elemental analysis, XRD, ICP-OES, FT-IR, BET, SEM-EDX, TEM, TG-DSC, VSM and Boehm titration. The prepared catalysts were tested in the esterification of oleic acid, with high yields of biodiesel (92.7–99.5%) for the first catalytic cycle at 90 °C for 4 h. A High biodiesel yield of 90.3% was still achieved after five cycles of Zr 1.0 Fe 1.0 -SA-SO 3 H. A similar situation was also observed when using sodium carboxymethylcellulose (CMC) to replace SA during catalyst preparation .

CAS / MDL: 13520-92-8 9005-38-3
研究领域: 化学工程 · 催化材料科学
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COLLOIDS AND SURFACES B-BIOINTERFACES · 2016 · IF 3.902

Doxorubicin hydrochloride-oleic acid conjugate loaded nanostructured lipid carriers for tumor specific drug release

Shuangni Zhao,Le Van Minh,Na Li,Vasil M. Garamus,Ulrich A. Handge,Jianwen Liu,Rongguang Zhang,Regine Willumeit-Römer,Aihua Zou

The hydrophilic drug Doxorubicin hydrochloride (DOX) paired with oleic acid (OA) was successfully incorporated into nanostructured lipid carriers (NLCs) by a high-pressure homogenization (HPH) method. Drug nanovehicles with proper physico-chemical characteristics (less than 200   nm with narrow size distribution, spherical shape, layered internal organization, and negative electrical charge) were prepared and characterized by dynamic light scattering, zeta potential measurements, transmission electron microscopy, small-angle X-ray scattering and differential scanning calorimetry. The drug loading and entrapment efficiency of DOX-OA/NLCs were 4.09% and 97.80%, respectively. A pH-dependent DOX release from DOX-OA/NLCs, i.e., fast at pH 3.8 and 5.7 and sustained at pH 7.4, was obtained. A cytotoxicity assay showed that DOX-OA/NLCs had comparable cytotoxicity to pure DOX and were favorably taken up by HCT 116 cells. The intracellular distribution of DOX was also studied using a confocal laser scanning microscope. All of these results demonstrated that DOX-OA/NLCs could be a promising drug delivery system with tumor-specific DOX release for cancer treatment.

研究领域: 药学 · 纳米技术 · 癌症研究 · 药物递送系统
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JOURNAL OF CATALYSIS · 2016 · IF 7.354

Pyrazinium polyoxometalate tetrakaidecahedron-like crystals esterify oleic acid with equimolar methanol at room temperature

Jing Li,Difan Li,Jingyan Xie,Yangqing Liu,Zengjing Guo,Qian Wang,Yinong Lyu,Yu Zhou,Jun Wang

Ionic-liquid-modified polyoxometalate was prepared by self-assembly of Keggin-type heteropolyacids and sulfonated pyrazinium-IL, in which no template, surfactant, or organic solvent was used. The obtained ionic hybrid exhibits uniform morphology of cubic tetrakaidecahedron-like crystals and possesses a larger number of strong acid sites with narrower dispersion of acid strength than its analogues with similar chemical composition but different morphology. Catalytic activity tests reveal its high conversion, stable recycling, and good substrate compatibility for esterification of free fatty acids (FFA) with methanol into biodiesel at room temperature and over a wide range of molar ratios of methanol to FFA (10–50). Even under the ideal stoichiometric conditions (methanol:FFA   =   1:1, a viscous solution), it converts 83% of oleic acid in 24   h. Morphology and performance are discussed, suggesting that the uniform crystals translate into high activity due to improved accessibility of the strong acid sites on the smooth external surface of the catalyst.

CAS / MDL: 39389-20-3 1120-71-4
研究领域: 化学 · 催化科学 · 材料科学
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CHEMICAL ENGINEERING SCIENCE · 2022 · IF 4.889

Synthesis of branched surfactant via ethoxylation of oleic acid derivative and its surface properties

Qingwen Dong,Xu Li,Jinxiang Dong

A new series of bio-based branched nonionic surfactants (ethoxylated dihydroxy stearic acid methyl ester, DMOE n ) was synthesized and characterized. DMOE n was based on a hydroxyoctadecanoic acid methyl ester, which was obtained from renewable oleic acid in waste cooking oil. These new polyoxyethylene surfactants contained double hydrophilic and hydrophobic chains, which shows the surface properties of the branched surfactant. The synthesis rules and reaction kinetics were studied in detail. The physicochemical properties and surface properties of the DMOE n with different degrees of ethoxylation at various concentrations were investigated. Furthermore, the surface tension results indicate that DMOE n reduced the surface tension reduction and increased the diffusion rate in an aqueous solution. The dynamic contact angle, wettability, foaming properties, and emulsifying capacity tests showed that DMOE n exhibited good wetting performance, low foaming, fast defoaming, and excellent emulsifying ability, which shows that the surfactant has potential application in industrial cleaning.

研究领域: 化学工程 · 材料科学
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ACTA PHYSICO-CHIMICA SINICA · 2016 ·Vol. 32 ·期 11 ·2753-2760 · IF 0.844

Synthesis and Properties of a Novel Bio-Based Branched Heptadecylbenzene Sulfonate Derived from Oleic Acid

BIAN Peng-Cheng,ZHANG Da-Peng,GANG Hong-Ze,LIU Jin-Feng,MU Bo-Zhong,YANG Shi-Zhong

Bio-based surfactants have attracted increasing attention because they are made from renewable resources and have excellent surface/interfacial properties. In this study we prepared a novel bio-based branched alkylbenzene sulfonate surfactant by a four-step route using renewable oleic acids as starting materials. We evaluated the surface behavior, wettability, and biodegradability of our surfactant. The surfactant, 4-(1-heptadecyl) benzene sodium sulfonate (9ΦC17S), was synthesized using a facile four-step route involving alkylation, decarboxylation, sulfonation and neutralization, respectively. The chemical structure of 4-(1-heptadecyl) benzene sodium sulfonate was confirmed by infrared (IR) spectroscopy, electrospray ionization high resolution mass spectrometry (ESI HRMS) and 1H nuclear magnetic resonance (1H NMR) spectroscopy. The surfactant demonstrated an excellent surface tension of 32.54 mN·m-1 at the critical micelle concentration (CMC) of 317.5 mg·L-1 and outstanding interfacial tension of ~10-2 mN·m-1 at 8.36×104 mg·L-1 with 8.48×104 mg·L-1 Na2CO3. The surfactant also showed good biodegradability with an ultimate biodegradation score of 2.99. The surfactant had good wettability with an air/water/solid contact angle ( average) of 63.08° for a 0.500 g·L-1 9φC17S solution. This novel bio-based branched surfactant contributes to the structural diversity of biobased surfactants from renewable feedstock.

研究领域: 化学工程 · 环境科学 · 材料科学
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FOOD CHEMISTRY · 2024 · IF 8.5

Esterification of black bean anthocyanins with unsaturated oleic acid, and application characteristics of the product

Mianzhang Zhang,Zixin Huang,Pallavi Jayavanth,Ziming Luo,Hua Zhou,Caihuan Huang,Shiyi Ou,Fu Liu,Jie Zheng

Esterification of anthocyanins with saturated fatty acids have been widely investigated, while that with unsaturated fatty acids is little understood. In this study, crude extract (purity ∼ 35 %) of cyanidin-3- O -glucoside (C3G) from black bean seed coat was utilized as reaction substrate, and enzymatically acylated with unsaturated fatty acid (oleic acid). Optimization of various reaction parameters finally resulted in the highest acylation rate of 54.3 %. HPLC-MS/MS and NMR analyses elucidated the structure of cyanidin-3- O -glucoside-oleic acid ester (C3G-OA) to be cyanidin-3- O -(6″-octadecene)-glucoside. Introduction of oleic acid into C3G improved the lipophilicity, antioxidant ability, and antibacterial activity. Further, the color and substance stability analyses showed that the susceptibility of C3G and C3G-OA to different thermal, peroxidative, and illuminant treatments were highly pH dependent, which suggested individual application guidelines. Moreover, C3G-OA showed lower toxicity to normal cell (QSG-7701) and better inhibitory effect on the proliferation of HepG2 cells than C3G, which indicated its potential anti-tumor bioactivity.

研究领域: 食品科学 · 生物化学 · 营养学
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TRANSITION METAL CHEMISTRY · 2019 ·Vol. 45 ·期 1 ·31-39 · IF 1.016

Polyethyleneimine-oleic acid micelle-stabilized gold nanoparticles for reduction of 4-nitrophenol with enhanced performance

Wang Longgang,Zhang Xuan,Cui Yanshuai,Guo Xiaolei,Chen Shengfu,Sun Haotian,Gao Dawei,Yang Qinghua,Kang Jianxin

Abstract Noble metal nanoparticles have been drawing great attention for the treatment of water pollutants. The catalytic activity of noble metal nanoparticles is usually reduced due to their aggregation. Amphiphilic molecule micelles have potential to stabilize the noble nanoparticles against aggregation. In this study, a novel facile method was reported for preparing polyethyleneimine-oleic acid (PEI-oleic acid) micelle-stabilized gold nanoparticles (PO-AuNPs n ), where the gold nanoparticles (AuNPs) were embedded in the shell area of micelles. When the molar ratio of [N] to [Au] was 50, 100, and 200, the mean diameter of AuNPs was 3.52 ± 0.42, 3.11 ± 0.28, and 2.85 ± 0.48 nm, respectively. The corresponding zeta potential of the PO-AuNPs n was determined to be 26.2, 28.9 and 35.7 mV, respectively. Furthermore, PO-AuNPs n remained stable in aqueous solution at room temperature for more than 1 month. More importantly, PO-AuNPs n had higher catalytic activity for 4-nitrophenol (4-NP) reduction in aqueous solution compared with previous reports, where PO-AuNPs 200 showed a K nor value of 9367 s −1  g −1 . It is believed that PO-AuNPs n showed high catalytic activity because of their small size, high stability, and the location of AuNPs in the shell area, which made it easier for AuNPs to contact with 4-NP. The method described in this report represents a new method to prepare small and stable noble metal nanoparticles for catalytic applications in the future.

研究领域: 材料科学 · 环境科学 · 化学
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ENERGY & FUELS · 2025 · IF 5.3

Hierarchical Meso-Microporous ZSM-5 Zeolite for Producing Light Olefins by Catalytically Cracking Oleic Acid

Haoyu Liu,Yanlin Wang,Hong Yuan

The introduction of mesopores to zeolite crystals via small organic templates has attracted widespread attention. In this study, we used cetylpyridinium bromide (CET–PyBr) to direct the synthesis of hierarchical meso-microporous ZSM-5 zeolite (HMM). By varying the CET–PyBr and sodium sulfate contents in the initial gel, the pore structure and acidity of the HMM were systematically modified. X-ray diffraction (XRD), Fourier-transform infrared (FTIR) spectroscopy, scanning electron microscopy (SEM), transmission electron microscopy (TEM), and N2 adsorption/desorption were utilized to investigate HMM’s mesoporous network. In HMM, mesopore formation was attributed to the assembly of nanocrystal clusters. By optimizing the organic templates, the HMM formation mechanism was elucidated. The acidities of the HMM catalysts were further characterized using temperature-programmed ammonia desorption, magic angle spinning nuclear magnetic resonance, and Py-IR spectroscopy. At 500 °C, the catalytic cracking of oleic acid over HMM yielded up to 54.0% light olefins, and HMM maintained its activity for up to 40 h. HMM’s homogeneous mesopores and moderate acidity contributed to its extended lifespan and enhanced its gaseous product yield.

研究领域: 催化 · 材料科学 · 化学工程 · 纳米技术
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JOURNAL OF CHEMICAL TECHNOLOGY AND BIOTECHNOLOGY · 2024 · IF 2.8

Catalytic cracking of oleic acid to generate aviation kerosene using platinum–modified ZSM–5 nanosheets

Haoyu Liu,Jingye Ma,Hong Yuan,Xiang Shi

BACKGROUND A series of Pt@NZSM–5 and Pt/NZSM–5 nanosheets having different Si/Al ratios were prepared via an in situ synthesis and impregnation method, respectively, using C 22 H 45 –N + (CH 3 ) 2 –C 6 H 12 –N + (CH 3 ) 2 –C 6 H 13 (C 22–6–6 ) as the template agent. The oleic acid decarboxylation reaction was carried out using these materials under CO 2 atmosphere and the oleic acid cracking mechanism was inferred from the product distribution of the C8-C17 alkanes. RESULTS The Pt@NZSM–5 and Pt/NZSM–5 was found to comprise thinner nanosheets and exhibited strong metal–substrate interactions. Pt@NZSM–5 nanosheets with a Si/Al molar ratio of 100 had thicknesses of only 8–9 nm along with a mesopore/micropore capacity ratio of 2.7, an acid content of 11 cm 3 /g STP and a high Pt 0 /PtO x ratio. CONCLUSION The Pt@NZSM-5 and Pt/NZSM-5 nanosheets had an interconnected hierarchical system and a large number of metal active sites that facilitated the decarboxylation of oleic acid. The Pt@NZSM–5 nanosheets demonstrated excellent catalytic activity during the cracking of oleic acid under a CO 2 atmosphere, giving a yield of C8–C17 alkanes as high as 83.8% after 5 h at 320 °C. These Pt@NZSM–5 nanosheets also showed greater stability than the Pt/NZSM–5 specimens. © 2024 Society of Chemical Industry (SCI).

研究领域: 催化化学 · 能源材料科学
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