Antiwear and antioxidant studies of cardanol phosphate ester additives

Mazzetto, Selma Elaine; Oliveira, Lincoln D.M.; Lomonaco, Diego; Veloso, P. A.

doi:10.1590/s0104-66322012000300009

Cited by 16 publications

(15 citation statements)

References 15 publications

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“…Comparison between diphenyl-and diethylphosphate esters of saturated and unsaturated cardanol showed that the phenyl derivatives have a better thermal stability than the ethyl derivatives. 242,249 An interesting study 245 also evaluated the potential of a tris(cardanol) phosphate ester (Figure 7) compared to other phenyl-or ethyl-derivatives. This compound did not display significant differences with other phosphate esters.…”

Section: Applications Of Phosphorylated Cnsl Derivativesmentioning

confidence: 99%

“…However, thiophosphate esters were found to have an even higher antioxidant effect than phosphate esters. 245 The authors employed an oxidative stability analysis, in which the mineral oils samples formulated with the phosphorylated cardanol additive were heated at 100 °C for 164 hours in an O 2 flow of 1000 ml/h. Cardol has the same structure than cardanol but possess a second phenolic hydroxy on the meta position.…”

Section: Applications Of Phosphorylated Cnsl Derivativesmentioning

confidence: 99%

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Phosphorylation of bio-based compounds: the state of the art

et al. 2015

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International audienceOver the last few years, more and more papers have been devoted to phosphorus-containing polymers, mainly due to their fire resistance, excellent chelating and metal-adhesion properties. Nevertheless, sustainability, reduction of environmental impacts and green chemistry are increasingly guiding the development of the next generation of materials. The use of bio-based polymer matrices might allow the reduction of environmental impacts by using renewable carbon and by achieving more easily biodegradable or reusable materials. The aim of this review is to present both fundamental and applied research on the phosphorylation of renewable resources, through reactions on naturally occurring functions, and their use in biobased polymer chemistry and applications. In the first section, different strategies for the introduction of phosphorus-containing functions on organic backbones are described. In the following sections, the main families of chemicals based on renewable resources are covered: namely polysaccharides (cellulose, chitosan, starch, dextran etc.), biophenols (lignins, biobased phenolic compounds, cardanol etc.), triglycerides (oils, glycerol) and hydroxy acid compounds

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Section: Applications Of Phosphorylated Cnsl Derivativesmentioning

confidence: 99%

Section: Applications Of Phosphorylated Cnsl Derivativesmentioning

confidence: 99%

Phosphorylation of bio-based compounds: the state of the art

et al. 2015

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“…Although such peculiar chemical structure allowed the development of many technological products from cardanol [ 9 ] to the best of our knowledge, there is only one published work on anti‐wear additives derived from cardanol, [ 10 ] no other group has further explored the potential of CNSL in the field of lubrication science.…”

Section: Introductionmentioning

confidence: 99%

Development of Fully Bio‐Based Lubricants from Agro‐Industrial Residues under Environmentally Friendly Processes

Almeida

Silva

Kotzebue

et al. 2020

Euro J Lipid Sci & Tech

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Biolubricants are becoming interesting alternatives to mineral lubricants. Despite their advantages, development of lubricants from vegetable oils may compete with food production, turning their use impractical due to socio-economic aspects. Here, cardanol is used as raw material in the synthesis of novel biolubricants under environmentally friendly conditions. These compounds are characterized by NMR and Fourier transform infrared spectroscopy. Thermal-oxidative studies show the elevated stability and higher onset oxidative temperatures. Tribological analyses performed under high-frequency linear-oscillation motion indicate lower coefficients of friction and wear rates compared to a synthetic oil. Therefore, cardanol, under simple, fast, and sustainable processes can be transformed into valuable alternatives for petroleum-based lubricants. Practical Applications: The novel cardanol-based biolubricants presented in this work show interesting chemical and lubricity properties superior to standard synthetic oils, which make them potential substitutes for the current oil-based products used as lubricants. Additionally, the ecofriendly methodologies employed reduce significantly the reaction time as well as eliminating the need for catalysts or solvents, making these processes viable alternatives for the traditional methods reported in literature for the synthesis of this class of compounds.

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“…5,6 Cardanol is a yellow, pale liquid composed of four meta-alkyl phenols differing by degrees of unsaturation of the aliphatic chain (Figure 1): saturated chains (SC) 7 %, monoolefinic (MO) 48 %, diolefinic (DO) 16 % and triolefinic (TO) 29 % of chains. 7,8 The phenolic character of cardanol and the unsaturations in its hydrophobic alkyl side chain attracted attention for the various possible chemical modifications they allow, and make it an important reactive starting material having potential industrial applications such as antioxidants, 9,10 plasticizers, 11,12 flame retardants, 13,14,15 and resins. [16][17][18][19] .…”

Section: Introductionmentioning

confidence: 99%

Phosphonated and methacrylated biobased cardanol monomer: Synthesis, characterization and application

Cuminet

Ladmiral

et al. 2021

Progress in Organic Coatings

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To create adhesive coatings, biobased phosphorylated monomer from cardanol was synthesized and polymerized by UV curing or miniemulsion radical polymerization.Phosphonic ethoxy cardanol methacrylate (CMP) was synthesized from cardanol via hydroxyethylation, followed by phosphorylation radical addition of dimethyl phosphite onto the unsaturations of the C15 aliphatic chain of cardanol prior methacrylation of the hydroxyl ethoxy group. Lastly the cleavage of the phosphonate ester groups was made to generate the targeted phosphonic acid moieties as adhesion promoters. Moreover, the development of a phosphonic latex was successfully achieved by miniemulsion radical copolymerization in water with an additional redox termination to ensure quantitative monomer conversions.Phosphonic cardanol and cardanol (as reference) latexes were characterized by dynamic light scattering. The effects of cardanol derivatives on the performance of protective coatings on steel plates were evaluated in UV-cured coatings as well as in latex coatings in terms of contact angle and adhesion effectiveness. In coatings, increased hydrophobic properties were observed in fomulations containing free cardanol or cardanol methacrylate.On the other side, the incorporation of phosphonic acid groups onto cardanol significantly improved the adhesion effectiveness of the coating, whatever the film-making technique.

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Antiwear and antioxidant studies of cardanol phosphate ester additives

Cited by 16 publications

References 15 publications

Phosphorylation of bio-based compounds: the state of the art

Phosphorylation of bio-based compounds: the state of the art

Development of Fully Bio‐Based Lubricants from Agro‐Industrial Residues under Environmentally Friendly Processes

Phosphonated and methacrylated biobased cardanol monomer: Synthesis, characterization and application

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