{"title":"具有增强抗氧化性能的生物酚类生物润滑剂的合成","authors":"Zichen Shang, Jingzhou Liu, Sifan Jiang, Keyi Bao, Zeni Zheng, Sheng Han, Jincan Yan","doi":"10.1002/aocs.12963","DOIUrl":null,"url":null,"abstract":"<div>\n \n <p>The main challenge to the use of vegetable oils as green lubricants is their oxidative stability. In this work, biolubricants with efficient antioxidant properties have been specifically designed and synthesized with the aim of maximizing the oxidative stability of vegetable oils by combining biophenols (p-coumaric, ferulic, and sinapic acids) with epoxidized ring-opened soybean oil in a single molecule. The synthetic products were named OIS-ESO-PCA (epoxidized ring-opened soybean oil grafted with p-coumaric acid), OIS-ESO-FA (epoxidized ring-opened soybean oil grafted with ferulic acid), and OIS-ESO-SA (epoxidized ring-opened soybean oil grafted with sinapic acid), respectively. Biophenols improve biolubricant antioxidant properties, addressing energy, and environmental challenges. The modified samples were characterized by Fourier transform infrared spectroscopy (FT-IR) and nuclear magnetic resonance (NMR). The free radical scavenging activity of the oil samples was evaluated using the DPPH (1,1-diphenyl-2-trinitrophenylhydrazine) method and was found to be much higher than that of the soybean oil (SBO). The oxidation resistance and thermo-oxidative stability of the oil samples were evaluated based on pressure differential scanning calorimetry (PDSC), rotary bomb oxidation test (RBOT), and thermogravimetry (TGA). Compared with SBO, the oxidative induction time of OIS-ESO-PCA, OIS-ESO-FA, and OIS-ESO-SA increased by 118%, 296%, and 384%. The modified oils showed excellent antioxidant properties compared to the SBO. Therefore, biophenolic acid can be effectively used to improve the antioxidant properties of vegetable oils.</p>\n </div>","PeriodicalId":17182,"journal":{"name":"Journal of the American Oil Chemists Society","volume":"102 9","pages":"1389-1398"},"PeriodicalIF":2.4000,"publicationDate":"2025-06-29","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Synthesis of Biophenol-Derived Biolubricants With Enhanced Antioxidant Properties\",\"authors\":\"Zichen Shang, Jingzhou Liu, Sifan Jiang, Keyi Bao, Zeni Zheng, Sheng Han, Jincan Yan\",\"doi\":\"10.1002/aocs.12963\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div>\\n \\n <p>The main challenge to the use of vegetable oils as green lubricants is their oxidative stability. In this work, biolubricants with efficient antioxidant properties have been specifically designed and synthesized with the aim of maximizing the oxidative stability of vegetable oils by combining biophenols (p-coumaric, ferulic, and sinapic acids) with epoxidized ring-opened soybean oil in a single molecule. The synthetic products were named OIS-ESO-PCA (epoxidized ring-opened soybean oil grafted with p-coumaric acid), OIS-ESO-FA (epoxidized ring-opened soybean oil grafted with ferulic acid), and OIS-ESO-SA (epoxidized ring-opened soybean oil grafted with sinapic acid), respectively. Biophenols improve biolubricant antioxidant properties, addressing energy, and environmental challenges. The modified samples were characterized by Fourier transform infrared spectroscopy (FT-IR) and nuclear magnetic resonance (NMR). The free radical scavenging activity of the oil samples was evaluated using the DPPH (1,1-diphenyl-2-trinitrophenylhydrazine) method and was found to be much higher than that of the soybean oil (SBO). The oxidation resistance and thermo-oxidative stability of the oil samples were evaluated based on pressure differential scanning calorimetry (PDSC), rotary bomb oxidation test (RBOT), and thermogravimetry (TGA). Compared with SBO, the oxidative induction time of OIS-ESO-PCA, OIS-ESO-FA, and OIS-ESO-SA increased by 118%, 296%, and 384%. The modified oils showed excellent antioxidant properties compared to the SBO. Therefore, biophenolic acid can be effectively used to improve the antioxidant properties of vegetable oils.</p>\\n </div>\",\"PeriodicalId\":17182,\"journal\":{\"name\":\"Journal of the American Oil Chemists Society\",\"volume\":\"102 9\",\"pages\":\"1389-1398\"},\"PeriodicalIF\":2.4000,\"publicationDate\":\"2025-06-29\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Journal of the American Oil Chemists Society\",\"FirstCategoryId\":\"97\",\"ListUrlMain\":\"https://aocs.onlinelibrary.wiley.com/doi/10.1002/aocs.12963\",\"RegionNum\":4,\"RegionCategory\":\"农林科学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q3\",\"JCRName\":\"CHEMISTRY, APPLIED\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of the American Oil Chemists Society","FirstCategoryId":"97","ListUrlMain":"https://aocs.onlinelibrary.wiley.com/doi/10.1002/aocs.12963","RegionNum":4,"RegionCategory":"农林科学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"CHEMISTRY, APPLIED","Score":null,"Total":0}
Synthesis of Biophenol-Derived Biolubricants With Enhanced Antioxidant Properties
The main challenge to the use of vegetable oils as green lubricants is their oxidative stability. In this work, biolubricants with efficient antioxidant properties have been specifically designed and synthesized with the aim of maximizing the oxidative stability of vegetable oils by combining biophenols (p-coumaric, ferulic, and sinapic acids) with epoxidized ring-opened soybean oil in a single molecule. The synthetic products were named OIS-ESO-PCA (epoxidized ring-opened soybean oil grafted with p-coumaric acid), OIS-ESO-FA (epoxidized ring-opened soybean oil grafted with ferulic acid), and OIS-ESO-SA (epoxidized ring-opened soybean oil grafted with sinapic acid), respectively. Biophenols improve biolubricant antioxidant properties, addressing energy, and environmental challenges. The modified samples were characterized by Fourier transform infrared spectroscopy (FT-IR) and nuclear magnetic resonance (NMR). The free radical scavenging activity of the oil samples was evaluated using the DPPH (1,1-diphenyl-2-trinitrophenylhydrazine) method and was found to be much higher than that of the soybean oil (SBO). The oxidation resistance and thermo-oxidative stability of the oil samples were evaluated based on pressure differential scanning calorimetry (PDSC), rotary bomb oxidation test (RBOT), and thermogravimetry (TGA). Compared with SBO, the oxidative induction time of OIS-ESO-PCA, OIS-ESO-FA, and OIS-ESO-SA increased by 118%, 296%, and 384%. The modified oils showed excellent antioxidant properties compared to the SBO. Therefore, biophenolic acid can be effectively used to improve the antioxidant properties of vegetable oils.
期刊介绍：
The Journal of the American Oil Chemists’ Society (JAOCS) is an international peer-reviewed journal that publishes significant original scientific research and technological advances on fats, oils, oilseed proteins, and related materials through original research articles, invited reviews, short communications, and letters to the editor. We seek to publish reports that will significantly advance scientific understanding through hypothesis driven research, innovations, and important new information pertaining to analysis, properties, processing, products, and applications of these food and industrial resources. Breakthroughs in food science and technology, biotechnology (including genomics, biomechanisms, biocatalysis and bioprocessing), and industrial products and applications are particularly appropriate.
JAOCS also considers reports on the lipid composition of new, unique, and traditional sources of lipids that definitively address a research hypothesis and advances scientific understanding. However, the genus and species of the source must be verified by appropriate means of classification. In addition, the GPS location of the harvested materials and seed or vegetative samples should be deposited in an accredited germplasm repository. Compositional data suitable for Original Research Articles must embody replicated estimate of tissue constituents, such as oil, protein, carbohydrate, fatty acid, phospholipid, tocopherol, sterol, and carotenoid compositions. Other components unique to the specific plant or animal source may be reported. Furthermore, lipid composition papers should incorporate elements of yeartoyear, environmental, and/ or cultivar variations through use of appropriate statistical analyses.
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