Novel Cycloaliphatic Cashew Nut Shell Liquid Derivatives and their use as Isocyanate Protective Groups

Author(s):  
Pietro Campaner

Cardanol (3-pentadecenyl-phenol), a well-known non-edible natural oil obtained as a by-product of the Cashew Industry, represents a valid alternative to petro-based derivatives, thanks to its peculiar chemical structure. When selected as polymer building block in the synthesis of epoxy curing agents or polyols and diols for polyurethane applications, cardanol can impart unique benefits, like chemical resistance, hydrolytic stability, thermal resistance and balanced mechanical properties. Once used in polyurethane prepolymers, it demonstrates various benefits, including favorable and easily tunable deblocking conditions, lower viscosity of resulting NCO-blocked prepolymers and excellent storage stability in comparison to commonly used phenolic compounds (phenol, nonylphenol, in particular). In this paper, novel cardanol-based fully cycloaliphatic derivatives (e.g. cyclohexanol, oxime, lactam-types) will be presented, investigating their use as innovative isocyanate protective groups with faster reactivity and lower deblocking temperatures than petro-derived benchmarks.

2018 ◽  
Vol 47 (4) ◽  
pp. 281-289 ◽  
Author(s):  
Kunal Wazarkar ◽  
Anagha S. Sabnis

Purpose The purpose of this study is to synthesize structurally different phenalkamines based on cardanol, a renewable material obtained from cashew nut shell liquid, and to evaluate their effect on performance properties of the coatings. Design/methodology/approach For this purpose, the Mannich reaction between cardanol, formaldehyde and various diamines such as diaminodiphenyl methane (DDM), hexamethylene diamine, Jeffamine D400 and Jeffamine T403 were carried out to produce novel phenalkamines. Resultant phenalkamines were used as curing agents for commercial DGEBPA epoxy resin and were evaluated for performance properties. Findings The mechanical, optical, chemical, thermal and anticorrosive properties were evaluated and compared with those of commercial phenalkamine AG141. It was observed that anticorrosive properties evaluated using a salt spray test and electrochemical impedance spectroscopy revealed significant improvement in anticorrosive performance of coatings cured with synthesized phenalkamines based on DDM and T403 as compared to the coatings based on commercial phenalkamine AG141. Research limitations/implications To obtain optimum performance properties of the coatings, a combination of phenalkamines can be used. Practical implications Curing time and gel times of all the phenalkamines can be further studied under wet and humid conditions. In addition, the variation in coating properties under humid conditions can be investigated. Originality/value In this study, newer phenalkamines were synthesized and used as curing agents for epoxy coatings. So far, there have been no reports indicating the synthesis and application of phenalkamines based on polyetheramines, namely, Jeffamine D400 and Jeffamine T403, in coating applications.


RSC Advances ◽  
2016 ◽  
Vol 6 (107) ◽  
pp. 105744-105754 ◽  
Author(s):  
Zhe Ma ◽  
Bing Liao ◽  
Kun Wang ◽  
Yongqiang Dai ◽  
Jianheng Huang ◽  
...  

A new flexible cardanol-based epoxy curing agent with cross-linkable thiourea groups was synthesized from cashew nut shell.


Molecules ◽  
2021 ◽  
Vol 26 (18) ◽  
pp. 5441
Author(s):  
Elisa Uliassi ◽  
Andressa Souza de Oliveira ◽  
Luciana de Camargo Nascente ◽  
Luiz Antonio Soares Romeiro ◽  
Maria Laura Bolognesi

Alzheimer’s disease (AD) is a complex neurodegenerative disorder with a multifaceted pathogenesis. This fact has long halted the development of effective anti-AD drugs. Recently, a therapeutic strategy based on the exploitation of Brazilian biodiversity was set with the aim of discovering new disease-modifying and safe drugs for AD. In this review, we will illustrate our efforts in developing new molecules derived from Brazilian cashew nut shell liquid (CNSL), a natural oil and a byproduct of cashew nut food processing, with a high content of phenolic lipids. The rational modification of their structures has emerged as a successful medicinal chemistry approach to the development of novel anti-AD lead candidates. The biological profile of the newly developed CNSL derivatives towards validated AD targets will be discussed together with the role of these molecular targets in the context of AD pathogenesis.


2021 ◽  
Author(s):  
Narubeth Lorwanishpaisarn ◽  
Natwat Srik ◽  
Kaewta Jetsrisuparb ◽  
Jesper T.N. Knijnenburg ◽  
Somnuk Theerakulpisut ◽  
...  

Abstract Epoxy is extensively used for anti-corrosion coatings on metallic materials. Conventional epoxy coatings have a permanent crosslink network that is unable to repair itself when cracks and damages occur on the coating layer. This study aims to develop self-healing epoxy vitrimer/carbon nanotube (CNTs) nanocomposite for coating. Two bio-based curing agents viz., cashew nut shell liquid (CNSL) and citric acid (CA) were employed to create covalent adaptable networks. The 0-0.5 wt% CNTs were also incorporated into epoxy/CNSL/CA matrix (V-CNT0-0.5). Based on the results of our study, thermomechanical properties of V-CNT nanocomposites increased with increasing CNTs content. The bond exchange reaction of esterification was thermally activated by near infrared (NIR) light. The V-CNT0.5 showed the highest self-healing efficiency in Shore D hardness of 97.37%. The corrosion resistance of coated steel with V-CNT0 and V-CNT0.5 were observed after immersing the samples in 3.5 wt% NaCl for 7 days. The corrosion rate of coated steel with V-CNT0.5 decreased from 9.53 x 102 MPY to 3.12 x 10-5 MPY whereas an increase in protection efficiency of 99.99% was observed. By taking advantages of the superior self-healing and anti-corrosion properties, V-CNT0.5 could prove to be a desirable organic anti-corrosion coating material.


2007 ◽  
Vol 15 (1) ◽  
pp. 75-82 ◽  
Author(s):  
Lubi C. Mary ◽  
Eby Thomas Thachil

2021 ◽  
pp. 009524432199040
Author(s):  
Isabela Pinto Ferreira ◽  
Alex da Silva Sirqueira ◽  
Taiane Andre dos Santos ◽  
Monica Feijo Naccache ◽  
Bluma Guenther Soares

Research on bio-plasticizers is a topic of strategic interest in polymer blends. A bio-plasticizer, cashew nut shell liquid (CNSL), was studied in blends of ethylene-vinyl acetate copolymer (EVA) and styrene-butadiene-styrene copolymer (SBS). In the literature does not report the addition of plasticizers to SBS/EVA blend. Statistical analyses showed that there was a significant difference in mechanical properties (tension at break, hardness and elongation at break) vs. the unplasticized blend. The minimum CNSL concentration required for a statistical difference was 10 phr. The Carreau-Yasuda rheological model was used to obtain rheological parameters in these blends. The plasticizing influence of CNSL was confirmed by rheology. The effects of CNSL on creep and recovery were evaluated for the SBS/EBA blends. Burger´s model explained well SBS/EVA creep compliance. Moreover, its parameters (Newtonian dashpots and Hookean springs) were evaluated as a function of the CNSL concentrations. The bio-plasticizer concentration influenced significant correlations among the rheological creep-recovery tests, thus enabling a considerable increase in the elastic phase. Experimental creep-recovery data and curve fit were in good agreement.


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