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ChemSusChem ; 9(16): 2135-42, 2016 08 23.
Artigo em Inglês | MEDLINE | ID: mdl-27415143

RESUMO

The natural polyphenolic compound quercetin was functionalized and cross-linked to afford a robust epoxy network. Quercetin was selectively methylated and functionalized with glycidyl ether moieties using a microwave-assisted reaction on a gram scale to afford the desired monomer (Q). This quercetin-derived monomer was treated with nadic methyl anhydride (NMA) to obtain a cross-linked network (Q-NMA). The thermal and mechanical properties of this naturally derived network were compared to those of a conventional diglycidyl ether bisphenol A-derived counterpart (DGEBA-NMA). Q-NMA had similar thermal properties [i.e., glass transition (Tg ) and decomposition (Td ) temperatures] and comparable mechanical properties (i.e., Young's Modulus, storage modulus) to that of DGEBA-NMA. However, it had a lower tensile strength and higher flexural modulus at elevated temperatures. The application of naturally derived, sustainable compounds for the replacement of commercially available petrochemical-based epoxies is of great interest to reduce the environmental impact of these materials. Q-NMA is an attractive candidate for the replacement of bisphenol A-based epoxies in various specialty engineering applications.


Assuntos
Compostos Benzidrílicos/química , Produtos Biológicos/química , Compostos de Epóxi/química , Compostos de Epóxi/síntese química , Resinas Epóxi/química , Fenóis/química , Quercetina/química , Técnicas de Química Sintética , Fenômenos Mecânicos , Temperatura
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