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Polymers 2017, 9(2), 37; doi:10.3390/polym9020037

Polycondensation Resins by Flavonoid Tannins Reaction with Amines

1
LERMAB, University of Lorraine, 27 rue Philippe Seguin, 88000 Epinal, France
2
Department of Physics, King Abdulaziz University, 21589 Jeddah, Saudi Arabia
3
Institut de Science des Matériaux de Mulhouse, CNRS LRC 7228, 15, rue Jean Starcky, BP 2488, 68057 Mulhouse Cedex, France
4
Institute Jean Lamour, University of Lorraine, 27 rue Philippe Seguin, 88000 Epinal, France
*
Author to whom correspondence should be addressed.
Academic Editor: Naozumi Teramoto
Received: 6 December 2016 / Revised: 12 January 2017 / Accepted: 20 January 2017 / Published: 25 January 2017
(This article belongs to the Special Issue Renewable Polymeric Adhesives)

Abstract

Reaction of a condensed flavonoid tannin, namely mimosa tannin extract with a hexamethylene diamine, has been investigated. For that purpose, catechin was also used as a flavonoid model compound and treated in similar conditions. Solid-state cross-polarisation/magic-angle spinning (CP-MAS) carbon 13 nuclear magnetic resonance (13C NMR) and matrix assisted laser desorption ionisation time of flight (MALDI-ToF) mass spectroscopy studies revealed that polycondensation compounds leading to resins were obtained by the reaction of the amines with the phenolic hydroxy groups of the tannin. Simultaneously, a second reaction leading to the formation of ionic bonds between the two groups occurred. These new reactions have been shown to clearly lead to the reaction of several phenolic hydroxyl groups, and flavonoid unit oligomerisation, to form hardened resins. View Full-Text
Keywords: flavonoid tannin amines reactions; oligomers distribution; resins; MALDI-ToF; CP-MAS 13C NMR flavonoid tannin amines reactions; oligomers distribution; resins; MALDI-ToF; CP-MAS 13C NMR
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MDPI and ACS Style

Santiago-Medina, F.-J.; Pizzi, A.; Basso, M.C.; Delmotte, L.; Celzard, A. Polycondensation Resins by Flavonoid Tannins Reaction with Amines. Polymers 2017, 9, 37.

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