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oleic acid
JOURNAL OF ANALYTICAL AND APPLIED PYROLYSIS · 2023 · IF 6

Novel porous CaO-MgO-promoting γ-Al2O3-catalyzed selective hydrogenation of oleic acid to green hydrocarbon fuels in biogasoline range with methanol as an internal hydrogen source

Jida Wang,Zhangshuai Ding,Feng Shi,Yifei Chen,Defa Hou,Fulin Yang,Can Liu,Yi Lu,Xu Lin,Zhifeng Zheng,Yunwu Zheng

An efficient and highly selective CaO-MgO-promoting γ-Al 2 O 3 decarboxylation catalyst was fabricated with different CaO to MgO ratios via a ball-milling method for regulating product distribution and production of gasoline-kerosene-diesel hydrocarbons via the catalytic copyrolysis of oleic acid (OA) and methanol under hydrogen-generating conditions. In addition, influencing factors, reaction mechanisms, possible reaction pathways and deactivation mechanisms were probed. The results showed that combining Ca, Mg and AlOx was vital for boosting oleic acid conversion, and synergy between metal and acid active sites via strong metal-support interactions enhanced deoxygenation-cracking activity. High-alkalinity CaO boosted C-C/C C bond cleavage, and MgO provided medium-strength Lewis acid sites; additionally, a large BET surface area and mesopore volume suppressed excessive hydrocracking reactions, improving biogasoline yield. Methanol addition provided active hydrogen atoms to enhance biogasoline selectivity at the expense of diesel and heavy oil production via olefinic cycles and aromatic cycle mechanisms and reduced coke deposition. The maximum hydrocarbon and biogasoline yields of 94.53% and 57.59% were achieved at OA/methanol= 5:1 and pyrolysis/catalytic temperature= 450/500 °C with1 g catalyst at a feedstock input rate of 0.1 ml/min.

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FITOTERAPIA · 2026 · IF 2.9

Paeonia delavayi seed oil rich in oleic acid and linolenic acid alleviates UVB-induced inflammation and oxidative stress in keratinocytes through inhibition of PI3K/Akt and NF-κB pathways

Rencong Wang,Peng Xu,Yindi Zhang,Xiaoli Jin,Ziyan Zhao,Liping Qu,Feifei Wang

Excessive exposure to UVB can induce inflammatory responses and oxidative stress, leading to skin damage. Peony seed oil is rich in unsaturated fatty acids and has been reported to possess anti-inflammatory and antioxidant properties. This study investigated the protective effects and underlying mechanisms of Paeonia delavayi seed oil (PDSO) against UVB-induced damage in human keratinocytes. PDSO at 30–120 μg/mL attenuated UVB-induced inflammation by reducing the mRNA expression of TNF , IL6 , CXCL8 , and PTGS2 and suppressing the secretion of IL-6 and IL-8. PDSO also inhibited UVB-induced activation of NF-κB signaling. Regarding oxidative stress, 120 μg/mL PDSO reduced intracellular ROS production, decreased MDA levels by approximately 29.4%, and increased SOD activity by approximately 122.0% compared with the UVB group. PDSO also increased the mRNA expression of antioxidant-related genes, including NFE2L2, HMOX1, SOD1, CAT, GCLC, and GCLM . In addition, PDSO alleviated the UVB-induced reduction in keratinocyte viability and attenuated photoaging-related changes. Transcriptomic analysis identified PI3K/Akt signaling as a candidate pathway associated with PDSO treatment, and western blotting further showed that PDSO inhibited UVB-induced PI3K/Akt signaling. Pharmacological intervention with the PI3K activator 740Y P partially reversed the anti-inflammatory effects of PDSO, whereas LY294002 exerted anti-inflammatory effects and further enhanced those of PDSO. Moreover, oleic acid and linolenic acid alleviated UVB-induced inflammation and oxidative stress. Collectively, PDSO protects keratinocytes against UVB-induced damage, with PI3K/Akt and NF-κB signaling contributing to its protective effects. Download: Download high-res image (117KB) Download: Download full-size image

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PROGRESS IN ORGANIC COATINGS · 2021 · IF 5.161

Developing wide pH-responsive, self-healing, and anti-corrosion epoxy composite coatings based on encapsulating oleic acid/2-mercaptobenzimidazole corrosion inhibitors in chitosan/poly(vinyl alcohol) core-shell nanofibers

Xiaohong Ji,Wei Wang,Jizhou Duan,Xia Zhao,Lifei Wang,Yanli Wang,Ziyang Zhou,Weihua Li,Baorong Hou

In this research, the oleic acid (OA) and 2-mercaptobenzimidazole (MBI) encapsulated in the chitosan/poly(vinyl alcohol) (CS/PVA) core-shell nanofibers are synthesized and used for developing core-shell/epoxy composite coatings on Q235 steel substrate to enhance the service-life of coating systems. The results indicate the successful preparation of the CS/PVA core-shell nanofibers loaded with corrosion inhibitors . The corrosion protection performance of the composite coatings are evaluated by electrochemical impedance spectroscopy , revealing that the maximum inhibition efficiency of OA and MBI is 96.66% and 99.36% after 10 and 20 days immersion in alkaline and acidic electrolyte, respectively. Furthermore, the formation of a self-healing film over the metallic substrate after immersion in corrosive electrolyte is confirmed. The synergistic effect of chitosan protonation and MBI corrosion inhibitor makes the composite coating have high corrosion inhibition efficiency in acidic electrolyte. This pH-responsive self-healing approach is potentially useful for designing next-generation of self-healing coatings with high healing efficiency.

CAS / MDL: 583-39-1 9002-89-5
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JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY · 2020 · IF 4.192

Human Milk sn-2 Palmitate Triglyceride Rich in Linoleic Acid Had Lower Digestibility but Higher Absorptivity Compared with the sn-2 Palmitate Triglyceride Rich in Oleic Acid in Vitro

Niu Zhang,Jun-Peng Zeng,Yan-Ping Wu,Meng Wei,Hong Zhang,Liufeng Zheng,Ze-Yuan Deng,Jing Li

The digestion and absorption of different structural lipids in human milk may be different. Hence, by simulating in vitro infant digestion and Caco-2 cells to explore the effects of 1-oleoyl-2-palmitoyl-3-linoleoylglycerol (OPL)/1,3-dilinoleoyl-2-palmitoylglycerol (LPL)/1,3-dioleoyl-2-palmitoylglycerol (OPO) and their mixtures (M) (OPL/LPL/OPO in M1, M2, and M3 were 1.5/0.5/1, 1.2/1.2/1, and 0.5/0.2/1, respectively) on digestion and absorption. The digestibility of the OPO group was higher than those of the OPL and LPL groups, and the M3 group was higher than the M1 and M2 groups. The synthesis and transport of triglycerides in Caco-2 cells in OPL and LPL groups were higher than the OPO group, and the M1 group was significantly higher than that of M3. The expression of FABP1, PPARα, and MTT protein in OPL and M1 groups was significantly higher than OPO and M3, respectively. There are differences in the digestion and absorption of differently structured lipids from this study.

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RENEWABLE ENERGY · 2020 · IF 6.274

Efficient and stable Ni-Cu catalysts for ex situ catalytic pyrolysis vapor upgrading of oleic acid into hydrocarbon: Effect of catalyst support, process parameters and Ni-to-Cu mixed ratio

Yunwu Zheng,Jida Wang,Can Liu,Yi Lu,Xu Lin,Wenbin Li,Zhifeng Zheng

To eliminate the problematic need for liquid phase, high temperature, and high pressure, as well as the excessive consumption of hydrogen and production of aromatic hydrocarbons, associated with traditional aviation oil preparation processes, Ni–Cu bimetallic catalysts were synthesized and evaluated for ex situ catalytic pyrolysis vapor upgrading of oleic acid under a N 2 atmosphere. The effects of catalyst support (AC, Al 2 O 3 , ZrO 2 , HZSM-5, HUSY, Hβ and MCM-41), pyrolysis process parameters (pyrolysis temperature, catalytic temperature and amount of oleic acid injected), and the mixing ratio of modified metals (Ni:Cu = 0:1,2,1:1,1:2,1:0) on the catalytic conversion of oleic acid to high-quality chemicals were studied. The catalysts were characterized by XRD , BET and NH 3 -TPD. Modified bimetallic catalysts show great potential for green diesel production without the use of H 2 feed. The abundance of Brønsted acid sites favors HDO routes (such as HZSM-5, HUSY, Hβ and MCM-41), while Lewis acid sites (such as ZrO 2 and Al 2 O 3 ) favor hydrogenation and decarbonylation reactions. The addition of Cu enhances the reducibility of Ni and inhibits the cracking reaction and deactivation caused by coke. The addition of Ni effectively promotes the conversion of oleic acid, accelerates the fracture of C–C and effectively improves the production of hydrocarbons. The highest conversion was 100% with 85.68% selectivity towards hydrocarbons under pyrolysis at 450 °C, a catalytic temperature of 500 °C, and a feed quantity of oleic acid of 0.25 ml/min using Ni–2Cu/MCM-41 catalysts, and the oxygen removal efficiency and selectivity of C17 hydrocarbon were the highest (85.68% and 26.77%, respectively). The main products were olefins . In addition, the regenerated catalyst had good stability and could be used for at least 3 reaction cycles without observation of significant deactivation.

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TRIBOLOGY INTERNATIONAL · 2024 · IF 6.1

Dual surface-modification by oleic acid and epoxy-based silane coupling agent providing cerium oxide nanoparticles as additive in pentaerythritol oleate with improved high-temperature adsorption performance and tribological properties

Ting Li,Huanhuan Zhang,Yujuan Zhang,Jiajia Jia,Kun Han,Shengmao Zhang,Shuguang Fan,Chunli Zhang,Guangbin Yang

An epoxy-based silane coupling agent (KH560) was grafted onto the surface of oleic acid-modified cerium oxide (CeO 2 -OA) nanoparticles in order to improve the competitive adsorption ability of the anti-wear additives in ester oils and simultaneously hinder the additive desorption owing to thermal disturbance under high-temperature condition. The as-prepared oleic acid-epoxy silane co-modified cerium oxide (CeO 2 -OA/E) nanoparticles were characterized. The effect of temperature on the adsorption behavior of trityl phosphate (TCP, a commercial high-temperature antifriction agent), CeO 2 -OA and CeO 2 -OA/E in PETO was studied using a dissipative quartz microbalance. Their tribological properties as the additives in pentaerythritol oleate (PETO), a polar ester base oil, were evaluated with a four-ball machine and a ball-on-block friction and wear tester; and their tribomechanism was explored with respect to their adsorption behavior on rubbed steel surfaces at elevated temperatures. It was found that the secondary surface-capping of CeO 2 -OA by the KH560 silane coupling agent resulted in great increases in the surface potential (from 54 mV to 396 mV) and thermal stability as well (the thermal decomposition temperature rose from 185 °C to 254 °C). Among the tesetd lubricant additives, CeO 2 -OA/E exhibited the highest adsorption mass, because of the highest surface potential the chemisorption ascribed to the epoxy group of the silane coupling agent. Particularly, CeO 2 -OA/E added in PETO exhibited better friction reduction and anti-wear properties at 150 °C than CeO 2 -OA and TCP, because CeO 2 -OA/E added in PETO formed tribofilm composed of CeO 2 and SiO 2 with excellent thermal stability as well as friction-reduction and antiwear effects through stable chemical adsorption and tribochemical reaction at elevated temperatures.

CAS / MDL: 919-30-2 10294-41-4
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FOOD CHEMISTRY · 2022 · IF 9.231

Immobilization of Rhizomucor miehei lipase on magnetic multiwalled carbon nanotubes towards the synthesis of structured lipids rich in sn-2 palmitic acid and sn-1,3 oleic acid (OPO) for infant formula use

Michael Kidane Ghide,Kai Li,Jianhua Wang,Saadiah A. Abdulmalek,Yunjun Yan

Nowadays, breast milk is considered as the ideal food for infants owing to the most common oleic acid-palmitic acid-oleic acid (OA-PA-OA) fatty acid distribution of the human milk fat (HMF). This study reports the synthesis of 1,3-dioleoyl-2-palmotoylglycerol (OPO)-rich human milk fat substitutes in a two-step enzymatic acidolysis reaction with Rhizomucor miehei lipase (RML) immobilized on magnetic multi-walled carbon nanotubes(mMWCNTs). The immobilized RML (RML-mMWCNTs) showed better thermal and pH stability, convenient recovery and reusability than the free soluble form. Under optimized reaction conditions (1:8 tripalmitin (PPP)/OA, 10%wt. enzyme, 50 °C, 5 h), PA content at the sn- 2 position and OA incorporation at the sn -1,3 positions reached 93.46% and 59.54%, respectively. Comparison tests have also showed that RML-mMWCNTs has better catalytic activity and reusability than the commercial lipase Lipozyme RM IM. The results suggest that RML-mMWCNTs is a promising biocatalyst for the synthesis of OPO-rich TAGs with potential use in infant formulas.

CAS / MDL: 555-44-2 112-80-1
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FUEL PROCESSING TECHNOLOGY · 2022 · IF 8.129

Efficient and stable Ni-supported novel porous Ca-Mg-Al complex oxide catalyst for catalytic pyrolysis of oleic acid into gasoline-kerosene rich production using methanol as a hydrogen donor: Synthesis methods and process optimization

Jida Wang,Feng Shi,Can Liu,Yi Lu,Xu Lin,Defa Hou,Jirong Li,Dechao Wang,Zhifeng Zheng,Yunwu Zheng

In this study, a series of cost-effective and eco-friendly Ca-Mg-Al and Ni-modified Ca-Mg-Al catalysts were successfully synthesized with different methods (coprecipitation, impregnation and mechanical mixing method) and applied to catalytic pyrolysis vapor upgrading of oleic acid (OA) to produce gasoline-kerosene rich production using methanol as a hydrogen donor . In addition, the effects of the process parameters (catalyst type, OA to methanol ratio, pyrolysis/catalytic temperature, catalyst loading, feedstock injection volume) on the product yield and selectivity were explored, and the reuse properties and deactivation mechanism were also evaluated. Active Ni species coupled with methanol were more conducive to enhancing the catalyst activity and OA conversion and obviously increased the selectivity toward the gasoline-kerosene product. The impregnation method was favorable for the formation of NiAl 2 O 4 species, and coprecipitation method suppressed the formation of NiAl 2 O 4 species. The enhanced activity and deoxygenation selectivity of the coprecipitation method (NiCaMgAl) at lower pyrolysis temperatures was attributed to the abundant higher specific surface area and pore size, higher active metal oxide (Ni 2+ ) and well-active Ni dispersion with a smaller particle size, as well as the lower acidity and partially oxidized Ni, which suppressed the NiAl 2 O 4 spinel phase formation compared with the Ni/Ca-Mg/Al (impregnation) and Ca-Mg-Al (mixing) catalysts, which was beneficial to the decarbonylation/ decarboxylation reaction and inhibited the hydrocracking reaction of C C. Therefore, 100% conversion, 97.12% hydrocarbon yield, 54.53% gasoline and 58.80% kerosene content over NiCaMgAl catalyst were obtained under optimal conditions (pyrolysis/catalytic temperature = 450/500°C, catalyst loading = 1.5 g, feedstock injection volume = 0.1 ml/min and OA to methanol ratio = 3:1). Moreover, NiCaMgAl catalyst also demonstrated good reusability and hydrothermal stability performance due to the lower amount of coke deposition with a lower graphitized structure, which suppressed sintering.

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CHINESE JOURNAL OF CHEMICAL ENGINEERING · 2021 · IF 3.171

Construction of a Brönsted-Lewis solid acid catalyst La-PW-SiO2/SWCNTs based on electron withdrawing effect of La(III) on π bond of SWCNTs for biodiesel synthesis from esterification of oleic acid and methanol

Qing Shu,Xinyuan Liu,Yanting Huo,Yuhui Tan,Caixia Zhang,Laixi Zou

A novel solid Brönsted-Lewis acid catalyst La-PW-SiO 2 /SWCNTs (single-wall carbon nanotubes) was synthesized from the synergistic modification of H 3 PW 12 O 40 (HPW) by single-walled carbon nanotubes functionalized with sidewall hydroxyl groups (SWCNTs–OH) and La 3+ via sol–gel method. The freshly prepared catalyst was characterized by several methods, and the catalytic activity and stability of it were studied from the esterification of oleic acid and methanol. Results showed that the highest conversion of oleic acid was 93.1% (mass) and maintained as high as 88.7% (mass) after six cycles of La-PW-SiO 2 /SWCNTs. The high catalytic activity and stability of La-PW-SiO 2 /SWCNTs can be attributed to the strong electron withdrawing effect of La 3+ on π bond of SWCNTs , because it can facilitate the formation of a large number of strong Lewis acid sites. Therefore, the reduction of catalytic activity of a solid acid catalyst due to the fact that hydration reaction of its Brönsted acid sites can be effectively reduced. La-PW-SiO 2 /SWCNTs can be an efficient and economical catalyst, because it shows good catalytic activity and stability.

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