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Cardanol and Eugenol Based Flame Retardant Epoxy Monomers for Thermostable Networks

Epoxy materials have attracted attention for many applications that require fireproof performance; however, the utilization of hazardous reagents brings about potential damage to human health. Eugenol and cardanol are renewable, harmless resources (according to ECHA) that allow the achievement of sy...

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Autores principales: Ecochard, Yvan, Decostanzi, Mélanie, Negrell, Claire, Sonnier, Rodolphe, Caillol, Sylvain
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6540237/
https://www.ncbi.nlm.nih.gov/pubmed/31083463
http://dx.doi.org/10.3390/molecules24091818
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author Ecochard, Yvan
Decostanzi, Mélanie
Negrell, Claire
Sonnier, Rodolphe
Caillol, Sylvain
author_facet Ecochard, Yvan
Decostanzi, Mélanie
Negrell, Claire
Sonnier, Rodolphe
Caillol, Sylvain
author_sort Ecochard, Yvan
collection PubMed
description Epoxy materials have attracted attention for many applications that require fireproof performance; however, the utilization of hazardous reagents brings about potential damage to human health. Eugenol and cardanol are renewable, harmless resources (according to ECHA) that allow the achievement of synthesis of novel phosphorylated epoxy monomers to be used as reactive flame retardants. These epoxy building blocks are characterized by (1)H NMR and (31)P NMR (nuclear magnetic resonance) and reacted with a benzylic diamine to give bio-based flame-retardant thermosets. Compared to DGEBA (Bisphenol A Diglycidyl Ether)-based material, these biobased thermosets differ by their cross-linking ratio, the nature of the phosphorylated function and the presence of an aliphatic chain. Eugenol has led to thermosets with higher glass transition temperatures due to a higher aromatic density. The flame-retardant properties were tested by thermogravimetric analyses (TGA), a pyrolysis combustion flow calorimeter (PCFC) and a cone calorimeter. These analyses demonstrated the efficiency of phosphorus by reducing significantly the peak heat release rate (pHRR), the total heat release (THR) and the effective heat of combustion (EHC). Moreover, the cone calorimeter test exhibited an intumescent phenomenon with the residues of phosphorylated eugenol thermosets. Lastly, the higher flame inhibition potential was highlighted for the phosphonate thermoset.
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spelling pubmed-65402372019-05-31 Cardanol and Eugenol Based Flame Retardant Epoxy Monomers for Thermostable Networks Ecochard, Yvan Decostanzi, Mélanie Negrell, Claire Sonnier, Rodolphe Caillol, Sylvain Molecules Article Epoxy materials have attracted attention for many applications that require fireproof performance; however, the utilization of hazardous reagents brings about potential damage to human health. Eugenol and cardanol are renewable, harmless resources (according to ECHA) that allow the achievement of synthesis of novel phosphorylated epoxy monomers to be used as reactive flame retardants. These epoxy building blocks are characterized by (1)H NMR and (31)P NMR (nuclear magnetic resonance) and reacted with a benzylic diamine to give bio-based flame-retardant thermosets. Compared to DGEBA (Bisphenol A Diglycidyl Ether)-based material, these biobased thermosets differ by their cross-linking ratio, the nature of the phosphorylated function and the presence of an aliphatic chain. Eugenol has led to thermosets with higher glass transition temperatures due to a higher aromatic density. The flame-retardant properties were tested by thermogravimetric analyses (TGA), a pyrolysis combustion flow calorimeter (PCFC) and a cone calorimeter. These analyses demonstrated the efficiency of phosphorus by reducing significantly the peak heat release rate (pHRR), the total heat release (THR) and the effective heat of combustion (EHC). Moreover, the cone calorimeter test exhibited an intumescent phenomenon with the residues of phosphorylated eugenol thermosets. Lastly, the higher flame inhibition potential was highlighted for the phosphonate thermoset. MDPI 2019-05-10 /pmc/articles/PMC6540237/ /pubmed/31083463 http://dx.doi.org/10.3390/molecules24091818 Text en © 2019 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Ecochard, Yvan
Decostanzi, Mélanie
Negrell, Claire
Sonnier, Rodolphe
Caillol, Sylvain
Cardanol and Eugenol Based Flame Retardant Epoxy Monomers for Thermostable Networks
title Cardanol and Eugenol Based Flame Retardant Epoxy Monomers for Thermostable Networks
title_full Cardanol and Eugenol Based Flame Retardant Epoxy Monomers for Thermostable Networks
title_fullStr Cardanol and Eugenol Based Flame Retardant Epoxy Monomers for Thermostable Networks
title_full_unstemmed Cardanol and Eugenol Based Flame Retardant Epoxy Monomers for Thermostable Networks
title_short Cardanol and Eugenol Based Flame Retardant Epoxy Monomers for Thermostable Networks
title_sort cardanol and eugenol based flame retardant epoxy monomers for thermostable networks
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6540237/
https://www.ncbi.nlm.nih.gov/pubmed/31083463
http://dx.doi.org/10.3390/molecules24091818
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