Characterization and Physicochemical Properties of Condensed Tannins from Acacia catechu

• Published in: Journal of agricultural and food chemistry Vol. 64; no. 8; pp. 1751 - 1760
• Main Authors: Duval, Antoine, Avérous, Luc
• Format: Journal Article
• Language: English
• Published: United States American Chemical Society 02-03-2016
• Subjects: Acacia - chemistry; Chemical Sciences; Magnetic Resonance Spectroscopy; Plant Extracts - chemistry; Polymers; Proanthocyanidins - chemistry; Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization; 1H NMR; tannins; MALDI-TOF; 13C NMR; Acacia catechu; 31P NMR
• ISSN: 0021-8561; 1520-5118
• DOI: 10.1021/acs.jafc.5b05671

Condensed tannins from Acacia catechu were carefully studied to determine their chemical structure and physicochemical properties. The combined use of MALDI-TOF-MS and 13C NMR revealed that catechin and epicatechin are the predominant monomers. Most of the compounds were dimers, as confirmed by size exclusion chromatography measurements. To evaluate their potential as aromatic building block in polymer synthesis, special care was given to the characterization and quantification of the different OH groups. A detailed 31P NMR analysis showed the predominance of catechin, with a catechin/epicatechin ratio of 4.2:1. Two distinct 1H NMR measurements confirmed the quantification. The thermal properties were also determined: the tannins showed a high temperature of degradation (ca. 190 °C) and a high glass transition temperature (ca. 140 °C), allowing for thermal processing or chemical reactions at relatively high temperature. A. catechu tannins thus present interesting features to be used as aromatic building blocks in polymer materials.