Synthesis, characterization and application of polyesters from diglycerol and triglycerol as lubricants and additives

IF 1.9 4区农林科学 Q3 CHEMISTRY, APPLIED

Journal of the American Oil Chemists Society Pub Date : 2024-06-04 DOI:10.1002/aocs.12868

Débora Hellen Almeida de Brito, Ana Paula Dantas Schuller, Igor Marques Cavalcante, Natália Rodrigues Castro Rocha, Denise Ramos Moreira, Martin Edmund Maier, César Liberato Petzhold, Nágila Maria Pontes Silva Ricardo

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引用次数: 0

Abstract

Glycerol is produced on a large scale as a byproduct in the biodiesel market. In order to give an application to glycerol, this work uses diglycerol from synthesized polyglycerol and commercial triglycerol in the synthesis of long chain esters obtained from esterification and transesterification reactions with oleic acid, methyl oleate, and epoxidized methyl oleate. Diglycerol tetraoleate (DGMO), epoxidized diglycerol tetraoleate (DGEMO), and triglycerol pentaoleate (TGOA) were synthesized and characterized by ¹H and ¹³C Nuclear Magnetic Resonance (NMR) and infrared (IR) spectroscopy. Polyglycerol esters were evaluated for basic lubrication properties such as density, kinematic viscosity, viscosity index, melting point, and thermo-oxidative stability. The ester that showed best thermo-oxidative stability was DGEMO. In addition, the influence of esters synthesized as additives in a pure paraffinic oil lubricant was evaluated and the TGOA showed greater change in viscosity at 100 and 40°C and in melting point which was increased by 1.56°C.

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二甘油三酯和甘油三酯作为润滑剂和添加剂的合成、表征及其应用

甘油作为一种副产品在生物柴油市场上大规模生产。为了使甘油得到应用，本工作将合成的聚甘油和商品甘油三酯中的二甘油酯与油酸、油酸甲酯和环氧油酸甲酯进行酯化和酯交换反应合成长链酯。合成了四油酸二甘油酯（DGMO）、环氧化四油酸二甘油酯（DGEMO）和五油酸三甘油酯（TGOA），并用1H、13C核磁共振（NMR）和红外（IR）对其进行了表征。评估了聚甘油酯的基本润滑性能，如密度、运动粘度、粘度指数、熔点和热氧化稳定性。热氧化稳定性最好的酯是DGEMO。此外，还评价了酯类添加剂对纯石蜡油润滑油的影响，结果表明，在100℃和40℃时，TGOA的粘度变化较大，熔点提高了1.56℃。

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来源期刊

Journal of the American Oil Chemists Society 工程技术-食品科技

CiteScore

4.10

自引率

5.00%

发文量

审稿时长

2.4 months

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.