Characterization and acid-catalysed depolymerization of condensed tannins derived from larch bark

doi:10.1039/c7ra03410e

	Characterization and acid-catalysed depolymerization of condensed tannins derived from larch bark
	Zhang, Aibin 1; Li, Jiongjiong 1; Zhang, Shifeng 1; Mu, Youbing2 ; Zhang, Wei 1; Li, Jianzhang 1
	2017
发表期刊	RSC ADVANCES
卷号	7 期号:56 页码:35135-35146
摘要	Condensed tannins from larch bark extracts are a natural renewable and eco-friendly material and are potential substitutes for phenolic petrochemicals. However, the wide application of tannin is restricted by its low reactivity. Therefore, the goal of this study was to enhance the reactivity of larch tannin by depolymerization and determine optimal reaction conditions. The structures of larch tannin and depolymerized larch tannin were characterized by Fourier transform infrared (FT-IR) spectroscopy, solid phase C-13-NMR and matrix-assisted laser desorption ionization time-of-flight (MALDI-TOF) mass spectrometry. The thermal stability of larch tannin before and after depolymerization was evaluated by thermogravimetric analysis (TGA). The results indicated that the monomeric units of larch tannin were mainly composed of catechin/epicatechin, gallocatechin/epigallocatechin, catechin-gallocatechin esters, and stilbene glucosides. The presence of a catechin gallate dimer that had lost both gallic acid residues and a hydroxy group and a small amount of fisetinidin units were also observed. Additionally, a series of peaks corresponding to oligomers of larch tannin of up to 11 repeating units were observed from the MALDI-TOF MS data. Depolymerization treatment, especially using 2-mercaptoethanol as a nucleophilic reagent, was found to be beneficial to the enhancement of thermal stability. The optimization of the depolymerization reaction allowed the reaction to be completed in two hours, at 60 degrees C, using 2-mercaptoethanol as a nucleophile and 0.1 mol L-1 HCl. Many compounds of molecular weight less than 600 Da, mainly dimers and monomers, were obtained under these reaction conditions.
文章类型	Article
WOS标题词	Science & Technology ; Physical Sciences
DOI	10.1039/c7ra03410e
关键词[WOS]	MANGROVE POLYFLAVONOID TANNINS ; TOF MASS-SPECTROMETRY ; PINE BARK ; RESINS ; PROANTHOCYANIDINS ; ADHESIVE ; EXTRACTS ; WOOD ; PROCYANIDINS ; PERFORMANCE
收录类别	SCI
语种	英语
WOS研究方向	Chemistry
项目资助者	Fundamental Research Funds for the Central Universities(2016ZCQ01) ; CAS Key Laboratory of Bio-based Materials(KLBM2016002) ; Chinese National Science and Technology Support Program(2015BAD14B0302)
WOS类目	Chemistry, Multidisciplinary
WOS记录号	WOS:000405811400024
引用统计
文献类型	期刊论文
条目标识符	http://ir.qibebt.ac.cn/handle/337004/9610
专题	生物基及仿生高分子材料团队（过去）
作者单位	1.Beijing Forestry Univ, MOE Key Lab Wooden Mat Sci & Applicat, Beijing Key Lab Wood Sci & Engn, 35 Qinghua East Rd, Beijing 100083, Peoples R China 2.Chinese Acad Sci, CAS Key Lab Biobased Mat, Qingdao Inst Bioenergy & Bioproc Technol, Qingdao 266101, Peoples R China
推荐引用方式 GB/T 7714	Zhang, Aibin,Li, Jiongjiong,Zhang, Shifeng,et al. Characterization and acid-catalysed depolymerization of condensed tannins derived from larch bark[J]. RSC ADVANCES,2017,7(56):35135-35146.
APA	Zhang, Aibin,Li, Jiongjiong,Zhang, Shifeng,Mu, Youbing,Zhang, Wei,&Li, Jianzhang.(2017).Characterization and acid-catalysed depolymerization of condensed tannins derived from larch bark.RSC ADVANCES,7(56),35135-35146.
MLA	Zhang, Aibin,et al."Characterization and acid-catalysed depolymerization of condensed tannins derived from larch bark".RSC ADVANCES 7.56(2017):35135-35146.