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Journal of Chemistry · 2021 · IF 2.506

Bimetallic MOF-Derived Synthesis of Cobalt-Cerium Oxide Supported Phosphotungstic Acid Composites for the Oleic Acid Esterification

Qiuyun Zhang,Xianju Yang,Jiali Yao,Jingsong Cheng

The impregnation of phosphotungstic acid (HPW) with porous cobalt-cerium oxide (HPW@CoCeO) has been prepared by pyrolysis of CoCe-MOF and used for the production of methyl oleate from oleic acid and methanol. FTIR, XRD, SEM, TEM, N2 adsorption/desorption, and NH3-TPD were characterized for the prepared composites. Simultaneously, the effects of reaction time, substrate molar ratio, temperature, and catalyst loading on catalytic activity were highlighted, and the conversion of 67.2% was reached after 4 h at 60°C. Importantly, HPW@CoCeO was reusabe and reused more than eight times, and the oleic acid conversion could be maintained at 61.8% without significant activity loss. Thus, the HPW@CoCeO composite could be used as acid catalysts for sustainable energy production.

研究领域: 化学工程 · 材料科学
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ENERGY & FUELS · 2017 · IF 3.091

Role of Solvent in Catalytic Conversion of Oleic Acid to Aviation Biofuels

Qiurong Tian,Zihao Zhang,Feng Zhou,Kequan Chen,Jie Fu,Xiuyang Lu,Pingkai Ouyang

The role of solvents in the conversion of oleic acid over Pt/C was studied. Three solvent systems (solvent-free, water, and dodecane systems) were employed for the conversion of oleic acid over Pt/C at 350 °C. Decarboxylation, hydrogen transfer, and aromatization were observed in these three reaction systems. In comparison to the non-solvent reaction system, much slower decarboxylation and aromatization rates and fewer heptadecane and aromatic products were observed in the hydrothermal and dodecane reaction systems. The decarboxylation and aromatization rates and yields of heptadecane and aromatics decreased with increased dodecane loading in the dodecane reaction system, and the decarboxylation and aromatization rates and yields of heptadecane and aromatics significantly decreased with the increase of water in the hydrothermal reaction system. The effects of solvent loading, catalyst loading, and reaction time on the reactions (decarboxylation, hydrogen transfer, and aromatization) were investigated. The reaction behaviors of 1-heptadecene with different solvents were studied, and N2 adsorption–desorption and thermogravimetric analysis of fresh and spent Pt/C in the three reaction systems were also performed. The results indicate that the competition of dodecane for the Pt/C active sites is mainly responsible for the slow decarboxylation and aromatization rates. In addition to the similar influencing factor to that in the dodecane system, H+ released from water and hydrogen bonding, which inhibited the ionization of carboxyl groups, was the key influencing factor for the slower decarboxylation and aromatization rates obtained under hydrothermal conditions.

研究领域: 化学工程 · 催化科学
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FUEL · 2025 · IF 7.5

Intensified esterification of oleic acid and n-butanol using a beta zeolite membrane reactor at low temperature

Xiaowei Wu,Yuqin Li,Zhengquan Yang,Mingyu Peng,Tian Gui,Xiangshu Chen,Hidetoshi Kita

A beta zeolite membrane reactor was first applied to improve conversion on the esterification of oleic acid and n-butanol at low temperature by rapidly removing the by-product water. In the pervaporation (PV)-esterification at low temperature of 353 K, the final conversion of oleic acid was significantly improved to 99.2 % in a short reaction time of 4 h. Even at an incredibly low esterification temperature of 333 K, the conversion of oleic acid reached 95.7 % in 4 h. Besides, the beta zeolite membrane reactor exhibited good hydrothermal and acid stabilities with a high oleic acid conversion (maintained above 99 %) after 5 reaction cycles. Through XRD and SEM characterization, it was found that the membrane kept complete crystal structure. Process intensification through a beta zeolite membrane reactor aided by PV was successfully used to enhance the esterification at low temperature in a short time, which was a promising coupling technology.

研究领域: 化学工程 · 材料科学
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AAPS PHARMSCITECH · 2024 ·Vol. 25 ·期 6 ·1-14 · IF 3.4

Effects and Action Mode of Oleic Acid and Azone on Release and Penetration Process of Levothyroxine Sodium Patches

Li Xing,Liang Kaili,Dong Yingying,Li Shen,Gao Zhengnan,Wang Qing

In recent years, there has been a significant increase in the prevalence of thyroid diseases, particularly hypothyroidism. In this study, we investigated the impact and mechanisms of Chemical permeation enhancement(CPE) on transdermal permeation of levothyroxine sodium (L-T4) patches.We found that the combination of oleic acid (OA) and Azone (NZ) yielded the best transdermal permeation effect for L-T4.Subsequently, we also investigated the relevant propermeability mechanism.The results demonstrate that the combined application of OA and NZ significantly enhances the transdermal permeation of L-T4 compared to individual applications,it is attributed to two mechanisms: firstly, OA improves drug release by increasing the flowability of the pressure-sensitive adhesive (PSA) matrix; secondly, both OA and NZ act on the stratum corneum, especially facilitating L-T4 permeation through the hair follicle pathway. No skin irritation or cytotoxicity is observed with these final patches, which exhibit a remarkable therapeutic effect on hypothyroidism. this study contributes to the development of transdermal formulations of L-T4. Graphical Abstract

CAS / MDL: 112-80-1
研究领域: 药剂学 · 皮肤科学 · 内分泌学
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Sustainable Materials and Technologies · 2024 · IF 8.6

Amino-acid-functionalized methanesulfonate ionic liquids as effective and reusable catalysts for oleic acid esterification

Rui Cai,Guangjin Hu,Yujie Chenyang,Zhixing Huang,Xiaohang Wang,Benyong Han

Five new amino-acid-functionalized methanesulfonate ionic liquids ([AAH][CH 3 SO 3 ]-ILs) were prepared using methanesulfonic acid and amino acids (AAs). The catalytic performances of the five synthesized [AAH][CH 3 SO 3 ]-ILs were evaluated for biodiesel synthesis via the esterification of oleic acid with methanol. Among them, IL [GluH][CH 3 SO 3 ] exhibited the optimal catalytic activity in the oleic acid esterification. An experimental design based on the RSM-BBD was used to optimize the reaction conditions. A conversion rate of 96.8 % was attained using the [GluH][CH 3 SO 3 ] catalyst for the oleic acid esterification at a catalyst load of 12 wt%, a molar ratio of 19.6:1, a reaction time of 3.5 h and a temperature of 103 °C. The [GluH][CH 3 SO 3 ]-catalyzed oleic acid esterification followed first-order kinetics with the activation energy and frequency factor of 9.86 kJ·moL −1 and 0.47 min −1 , respectively. The catalytic activity of the [GluH][CH 3 SO 3 ] catalyst did not considerably change during ten consecutive cycles of the esterification reaction. Operational simplicity, high conversion rate along with good reusability makes the IL [GluH][CH 3 SO 3 ] a promising catalyst for replacing traditional catalysts for the biodiesel preparation via the fatty acids esterification.

CAS / MDL: 75-75-2
研究领域: 化学工程 · 催化化学 · 能源科学
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LWT-FOOD SCIENCE AND TECHNOLOGY · 2021 · IF 4.952

Enzymatic lipophilization of d-borneol extracted from Cinnamomum camphora chvar. Borneol seed

Zhe Dong,Yu Zhao,Jinliang Chen,Ming Chang,Xiaosan Wang,Qingzhe Jin,Xingguo Wang

Borneol esters have attracted increasing interest due to their potential application in the food industry. In this study, the extraction of d -borneol from Cinnamomum camphora chvar. borneol seed was carried out via steam distillation to gain highly purified d -borneol (99.66%). The lipase-catalyzed lipophilization of extracted d -borneol with oleic acid was performed in a solvent-free system. The influences of lipase type, substrate molar ratio, lipase loading, reaction temperature and reaction time on d -bornyl oleate yield were evaluated. Among four kinds of commercial lipases screened for their esterification efficiency, CRL (lipase from Candida rugose ) displayed the highest catalytic activity in the synthesis of d -bornyl oleate. The yield of more than 95% was obtained under the optimal conditions: substrate molar ratio 1:2 ( d -borneol/oleic acid), lipase loading 8%, reaction temperature 45 °C, reaction time 48 h. The structural identification of d -borneol and product d -bornyl oleate was performed by gas chromatography mass spectrometry (GC-MS) and proton nuclear magnetic resonance spectroscopy ( 1 H NMR). The results showed that the product was confirmed to be d -bornyl oleate and the purity of which was 97.51%. This study will pave the way for d -borneol and its esters application in food industry.

CAS / MDL: 112-80-1
研究领域: 食品科学 · 生物化学
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Journal of Physical Chemistry C · 2021 · IF 4.126

Operando Investigation of the Aging Mechanism of Lead Sulfide Colloidal Quantum Dots in an Oxidizing Background

Tamara Russ,Zhixiang Hu,Benjamin Junker,Huan Liu,Udo Weimar,Nicolae Barsan

Lead sulfide (PbS) is a p-type semiconductor that is often applied in photodetectors and solar cells. One major problem that researchers are regularly confronted with is the loss of performance when operated in air. The sensitivity to the ambient, however, makes it an interesting material for the application in gas sensors. Although a lot of research has been focused on the aging of PbS, the influencing factors and the associated material changes are still a matter of debate. Resistance measurements of differently prepared PbS samples operated as sensors for the detection of NO2 (a strongly oxidative gas) in combination with surface-sensitive methods (diffuse reflectance infrared Fourier transform spectroscopy and X-ray photoelectron spectroscopy) enabled the investigation of the changes associated with aging and their influence on the sensing mechanism. The aging mechanism was found to be predominantly influenced by the presence of residuals of the stabilizing agent oleic acid that was adsorbed at the surface of the colloidal quantum dots. Additionally, it was found that a byproduct of the consumption of oleic acid enhanced the detected sensor signal.

研究领域: 材料科学 · 表面化学
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JOURNAL OF INDUSTRIAL AND ENGINEERING CHEMISTRY · 2024 · IF 5.9

Bio-based silsesquioxanes nano hybrids for enhancing the tribological performance of silicone oil: A DFT and experimental study

Numan Ahmed,Haq Nawaz Bhatti,Danish Mahmood Baitab,Hassan Iftikhar,Ali Raza Ayub,Khalil ur Rehman,Rashid Farooq,Hong Fan

A novel, eco-friendly nanohybrid solid lubricant additive was synthesized using oleic acid, a readily available green material. By esterifying the 18-carbon chain of ethyl oleate (EO) and subjecting it to hydrosilylation with triethoxysilane (TES), the ethyl 9-(triethoxysilyl)octadecanoate (S2EO) was created. Nanosized Polymethyl silsesquioxanes (PMSQ) particles (P-NPs) were then modified with S2EO to produce the lubricant additive P-NPs-S2EO for enhancing silicone oil’s tribological performance. The synthesis processes were verified by FTIR, H-NMR, SEM, and EDS, while TGA demonstrated the nanohybrid’s superior thermal stability, showing only 1.8% weight loss at 200 °C. Tribological tests using a pin-on-disk tribometer with P-NPs and P-NPs-S2EO in silicone oil revealed a friction reduction of up to 93%, outperforming traditionally used borax and other silicone-based lubricants. The sustainable synthesis of P-NPs-S2EO, confirmed by Density Function Theory (DFT) calculations, underscores its thermal stability and efficiency as a lubricant additive.

研究领域: 材料科学 · 化学工程 · 机械工程
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ENERGY & FUELS · 2019 · IF 3.021

Decarboxylation of Oleic Acid over Ordered Mesoporous Pt/SAPO-11

Meiqiu Hu,Hong Yuan,Wei Liu

Ordered mesoporous SAPO-11 molecular sieves (OMSMS) with a single mesoporous structure were prepared via a one-step hydrothermal method. Metal–acid bifunctional Pt/SAPO-11 (Pt/OMSMS-700) catalysts with Pt loadings of 1% and 2% were synthesized by a deposition–precipitation method using OMSMS-700 as a carrier. The OMSMS and Pt/OMSMS-700 were characterized using transmission electron microscopy (TEM), scanning electron microscopy (SEM), Brunauer–Emmett–Teller (N2-BET) analysis, and X-ray powder diffraction (XRD). TEM and small-angle XRD results revealed that the degree of order in the OMSMS increased as the calcination temperature increased from 500 to 700 °C. The N2-BET analysis revealed that the OMSMS had a mesoporous structure with an average pore diameter of 6.4–7.8 nm and a BET surface area of 149–171 m2/g. The sizes of the Pt nanoparticles supported on OMSMS-700 were in the range of 3 to 6 nm and displayed good dispersibility. The catalytic performance of Pt/OMSMS-700 during the decarboxylation of oleic acid to form C8–C17 alkanes under a CO2 atmosphere was investigated. As the reaction temperature increased from 320 to 360 °C, the total yield of C8–C17 alkanes initially increased and then decreased. Increasing the Pt loading led to an increased yield of C8–C17 alkanes. The total yield of C8–C17 alkanes reached 78% when 2 wt % Pt/OMSMS-700 was used at 340 °C for 3 h.

研究领域: 催化化学 · 能源化学 · 多相催化 · 生物燃料 · 材料化学
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EXPERIMENTAL CELL RESEARCH · 2023 · IF 3.7

Oleic acid improves hepatic lipotoxicity injury by alleviating autophagy dysfunction

Xiaohong Liu,Xiaoyu Li,Shan Su,Yujia Yuan,Wen Liu,Min Zhu,Qing Zheng,Xin Zeng,Fudong Fu,Yanrong Lu,Younan Chen

Lipotoxicity caused by excess free fatty acids , particularly saturated fatty acids (SFAs) such as palmitic acid (PA), is one of the most important pathogenesis of nonalcoholic fatty liver disease (NAFLD). However, unsaturated fatty acids (UFAs), such as oleic acid (OA), are nontoxic and can combat SFA-induced toxicity through alleviation of cell apoptosis, endoplasmic reticulum stress (ER stress) and lipids metabolism disorder. However, whether OA is able to regulate autophagy is largely unknown. So, this study aims to investigate the mechanism underlying OA mediated modulation of autophagy in hepatocytes and mice with NAFLD. In vitro, human hepatoma cell line HepG2 cells, human normal liver cells L-02 and mouse normal liver cells AML12 were treated with palmitic acid (PA)/tunicamycin (TM) or/and OA for 48 h. In vivo, C57/BL6 mice were fed with high fat diet (HFD) to induce NAFLD. And the HFD was partial replaced by olive oil to observe the protective effects of olive oil. We demonstrated that PA/TM impaired cell viability and induced cellular apoptosis in HepG2 cells and L-02 cells. Moreover, PA/TM induced autophagy impairment by reducing the nuclear translocation of transcription factor EB (TFEB) and inhibiting the activity of CTSB. However, OA substantially alleviated PA/TM induced cellular apoptosis and autophagy dysfunction in hepatocytes. Additionally, restoring autophagy function is able to reduce ER stress. Similarly, HFD for 20 weeks successfully established NAFLD model in C57/BL6 mice, and significant autophagy impairment were observed in liver tissues. Noteworthily, 30% replacement of HFD with olive oil had profoundly reversed NAFLD. It significantly impoved steatosis, and reduced autophagy dysfunction, ER stress and apoptosis in liver tissue. Conclusively, these data demonstrated that OA is able to effectively impove autophagy dysfunction under the context of both PA and ER stress inducer induced lipotoxicity, and OA mediated regulation of lysosome dysfunction through TFEB plays an important role, suggesting that the regulation of ER stress-autophagy axis is a critical mechanism in OA driven protection in NAFLD.

CAS / MDL: 112-80-1 57-10-3
研究领域: 肝病学 · 细胞生物学 · 分子生物学
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APPLIED SURFACE SCIENCE · 2015 · IF 2.711

Facile synthesis and shape evolution of oleic acid decorated Cu2O microcrystals

Bin Xu,Xiaohai Cao,Bingchun Zhu,Baiyang Lou,Xiaocun Ma,Xiao Li,Yuguang Wang

A facile synthetic method of oleic acid decorated Cu 2 O microcrystals has been developed by thermal decomposition of copper formate-octylamine complexes in paraffin using oleic acid as dispersing agent. This new method showed many advantages, which include free-reducing agent, enhancing antioxidant properties of Cu 2 O and good dispersity in paraffin, etc . The phase structure and morphology were investigated by means of XRD, SEM and TEM. It is found that the reaction time and temperature play the important roles in the crystallite morphology. With the increase of the reaction time, the Cu 2 O rhombic dodecahedron is gradually transformed into the spherical particle by intraparticle ripening. The shape evolution of Cu 2 O microcrystals can be accelerated with the increase of temperature.

研究领域: 材料科学 · 纳米技术 · 无机化学
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RSC Advances · 2014 ·Vol. 4 ·期 69 ·36875-36881 · IF 3.708

Oleic acid assisted formation mechanism of CuInS2 nanocrystals with tunable structures

Fengcong Gong,Shouqin Tian,Baoshun Liu,Dehua Xiong,Xiujian Zhao

Distinct from the popular opinion that only the zinc-blende CuInS2 phase could be prepared in the presence of oleic acid (OA), CuInS2 nanocrystals with different phase structures and shapes were synthesized by a facile heat-up method through simply adjusting the OA dosage. Zinc-blende CuInS2 quantum dots (QDs) with a triangular pyramidal shape were obtained at a low dosage of OA (<1 mL). With an increase in the OA dosage (∼1.5 mL), wurtzite CuInS2 hexagonal nanoplates were formed accompanied by zinc-blende CuInS2 QDs. A higher OA dosage (2–3 mL) led to the production of wurtzite CuInS2 hexagonal nanoplates. The formation of the CuInS2 nanocrystals with tunable structures was mainly attributed to the role of OA dosage in the formation and transformation of a CuIn(SR)x intermediate. A high OA dosage could facilitate the formation and crystallization of the intermediate, giving a metastable wurtzite CuInS2 structure that could be gradually converted into a stable zinc-blende CuInS2 QDs as the reaction proceeded. However, a low OA dosage would lead to low crystallinity of the intermediate, and thus the intermediate was transformed into a stable zinc-blende CuInS2 phase easily. Therefore, our work could provide guidance for the controllable synthesis of other multi-component chalcogenide nanocrystals.

CAS / MDL: 112-88-9
研究领域: 材料科学 · 化学
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