Modeling and simulation of curing kinetics for the cardanol-based vinyl ester resin by means of non-isothermal DSC measurements

Sultania, Minakshi; Rai, J.S.P.; Srivastava, Deepak

doi:10.1016/j.matchemphys.2011.11.022

Cited by 42 publications

(19 citation statements)

References 56 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…In addition, CNSL has a considerable cost benefit . Recent interests using CNSL have been focused on the polymer resins including phenolic, epoxy, polyurethane, vinyl ester, and benzoxazine resins . However, these resins are fabricated using formaldehyde which is hazardous to human health (e.g., causes sick house syndrome).…”

Section: Introductionmentioning

confidence: 99%

Preparation and characterization of cardanol‐based epoxy resin for coating at room temperature curing

Kanehashi

Yokoyama

Masuda

et al. 2013

J of Applied Polymer Sci

View full text Add to dashboard Cite

Novel organic solvent-free bio-based epoxy resin for coating was prepared from cashew nut shell liquid which is one of renewable resources. The epoxy coating was fabricated by the reaction between amine compounds and epoxy cardanol prepolymer (ECP). The drying, physical, and thermal properties of the epoxy were investigated and compared with those of the commercial cashew coating. The ECP was synthesized by thermal polymerization under the various conditions. Based on the FT-IR analysis, hydroxyl and carbonyl groups were generated, and viscosity increased with increasing heating temperature and time. On the other hand, the NMR analysis showed decrease in the degree of unsaturation in the side group of cardanol. Based on these results, the polymerization of the ECP could be autoxidized in the unsaturated group in the side chains. The drying time until harden dry of the ECP coating took about 2.5 h at room temperature, which is faster than that of the commercial cashew coating. This is because that the curing of ECP coating was based on the prepolymer (i.e., high molecular weight) and crosslink reaction between epoxy and amine groups. The ECP coating was rubbery state due to the flexible side chains of cardanol. Furthermore, the ECP coating improved chemical stability compared with the commercial cashew.

show abstract

Section: Introductionmentioning

confidence: 99%

Preparation and characterization of cardanol‐based epoxy resin for coating at room temperature curing

Kanehashi

Yokoyama

Masuda

et al. 2013

J of Applied Polymer Sci

View full text Add to dashboard Cite

show abstract

“…Interestingly, reactions of most of the substrates with amines having electron-neutral, -donating and -withdrawing groups were executed smoothly and the corresponding aminated cardano-glycerols were obtained in good to excellent yields and are illustrated in Table 1. However, the reactions of cardanol-epoxide 1 with deactivated 4-nitroaniline and 2-nitroaniline were not successful (Table 1, entries 16,17). Usually, it is necessary a catalyst to perform epoxide aminolysis with poor nucleophiles.…”

Section: Resultsmentioning

confidence: 99%

“…Its derivatives present many biological activities such as: fungicidal, bactericidal, molluscicidal, larvicidal, anti-inflammatory, antioxidant and, towards serious disorders like cancer and obesity. [2][3][4][5][6][7][8][9] It is also described in the literature in recent years, that cardanol frameworks are involved to build phenolic resins, [10][11][12] bio-based polymers, 13 epoxy curing resins, [14][15][16] reactive diluents, Cardanol and glycerol can be starting materials to prepare β-amino alcohols which is a vital interesting class of organic intermediates due to their abundant existence in nature and they are useful in the preparation of wide range of biologically active natural and synthetic frameworks, pharmaceuticals (e.g. β-blockers), unnatural β-amino acids, pesticides and chiral auxiliaries.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Antibacterial and Antitubercular Evaluation of Cardanol and Glycerol‑Based β-Amino Alcohol Derivatives

Manda

Prasad

Thatikonda

et al. 2017

J. Braz. Chem. Soc.

View full text Add to dashboard Cite

The synthesis of novel amino alcohol derivatives based on cardanol and glycerol were achieved in good yields and characterized by 1 H and 13 C NMR (nuclear magnetic resonance) and MS (mass spectrometry). In addition, we evaluated the in vitro antimicrobial activity against Gram-positive (Staphylococcus aureus, standard and clinical strains), Gram-negative (Escherichia coli) and M. tuberculosis bacterial strains. The bioassay results indicated that four compounds showed activity against S. aureus, including the clinical resistant strain, with MIC (minimum inhibitory concentration) ranging from 3.90 to 15.60 µg mL -1 and M. tuberculosis, with MIC 90 (minimum inhibitory concentration required to inhibit the growth of 90% of organisms) ranging from 3.18 to 7.36 µg mL -1 .Keywords: CNSL, cardanol, amino alcohols, epoxide ring opening, antimicrobial activity IntroductionThe synthesis of fine chemicals from natural renewable resources has received great interest in synthetic community and is becoming a significant and challenging theme for researchers of both the academic and industrial sectors. Among the renewable materials, cardanol has attracted considerable attention due to its unique nature.1 Cardanol is a low cost, naturally occurring renewable non-isoprenoic phenolic lipid-mixture of cashew nut shell liquid (CNSL). The structural benefits of cardanol are carrying reactive phenolic group and hydrophobic alkyl/alkenyl side chain at meta-position of phenolic group. With these unique structural features, cardanol and its derivatives are renowned amphiphilic building blocks and precursors of high-value fine chemicals and supramolecular structures. Its derivatives present many biological activities such as: fungicidal, bactericidal, molluscicidal, larvicidal, anti-inflammatory, antioxidant and, towards serious disorders like cancer and obesity. [2][3][4][5][6][7][8][9] It is also described in the literature in recent years, that cardanol frameworks are involved to build phenolic resins, 10-12 bio-based polymers, 13 epoxy curing resins, 14-16 reactive diluents, 17,18 and fluorescent compounds. 19,20 Similarly, glycerol is another important renewable material used in the synthesis of higher value-added fine chemicals through green chemistry procedures in the last years. It may be applied, for instance, to generate hydrogen gas, 21 Synthesis, Antibacterial and Antitubercular Evaluation of Cardanol and Glycerol-Based β-Amino Alcohol Derivatives J. Braz. Chem. Soc. 640 Cardanol and glycerol can be starting materials to prepare β-amino alcohols which is a vital interesting class of organic intermediates due to their abundant existence in nature and they are useful in the preparation of wide range of biologically active natural and synthetic frameworks, pharmaceuticals (e.g. β-blockers), unnatural β-amino acids, pesticides and chiral auxiliaries. [29][30][31][32] Additionally, β-amino alcohols have many applications as antibiotics, anti-bacterial drugs and, steroids.33 One of the most classical approaches toward the syn...

show abstract

“…29,30 Note that in this reaction the olefins in cardanol are shifted in position and not destroyed. Thus, various modification reactions, such as epoxidation and polymerization, reported in the literature for cardanol, [3][4][5][6][7][8] can potentially be carried out on the cardanol-DEAD adduct.…”

Section: Resultsmentioning

confidence: 99%

“…Indeed a large number of cardanol derivatives and applications have been published in recent years, including phenolic resins from cardanol and formaldehyde, [3][4][5] epoxy curing resins, [6][7][8] flame retardants, 9,10 polyurethanes, [11][12][13][14] coatings, [15][16][17][18] biobased polymers, 19 and reactive diluents. 20,21 More derivatives have been given in a recent review.…”

Section: Introductionmentioning

confidence: 99%

Derivatives of Cardanol through the Ene Reaction with Diethyl Azodicarboxylate

Biswas¹,

Alves²,

Trevisan³

et al. 2016

Journal of the Brazilian Chemical Society

View full text Add to dashboard Cite

Cardanol is an alkyl/alkenyl phenolic material obtained from cashew nut shell liquid (CNSL), which is a byproduct of cashew nut processing. In an effort to develop new uses, cardanol was derivatized for the first time with diethyl azodicarboxylate (DEAD) through the ene reaction. The reaction was facile and required only the application of heat without a catalyst. Both conventional heating and microwave heating were shown to be effective; the latter entailed much shorter reaction time and substantial energy savings. The reaction product (a hydrazino-ester derivative of cardanol) was characterized by nuclear magnetic resonance (NMR). The product increased in viscosity with time and may be useful as a viscosifier in oil-based commercial formulations and as a synthon for further organic reactions.

show abstract

Modeling and simulation of curing kinetics for the cardanol-based vinyl ester resin by means of non-isothermal DSC measurements

Cited by 42 publications

References 56 publications

Preparation and characterization of cardanol‐based epoxy resin for coating at room temperature curing

Preparation and characterization of cardanol‐based epoxy resin for coating at room temperature curing

Synthesis, Antibacterial and Antitubercular Evaluation of Cardanol and Glycerol‑Based β-Amino Alcohol Derivatives

Derivatives of Cardanol through the Ene Reaction with Diethyl Azodicarboxylate

Contact Info

Product

Resources

About