Structural analysis of residual and technical lignins by 1H-13C correlation 2D NMR-spectroscopy

被引:67
作者
Capanema, EA
Balakshin, MY
Chen, CL
Gratzl, JS
Gracz, H
机构
[1] N Carolina State Univ, Dept Wood & Paper Sci, Raleigh, NC 27695 USA
[2] N Carolina State Univ, Dept Biochem, Raleigh, NC 27695 USA
[3] Univ Fed Minas Gerais, Dept Quim, Belo Horizonte, MG, Brazil
关键词
technical lignin; residual lignin; 2D NMR spectra; diarylmethane structure;
D O I
10.1515/HF.2001.050
中图分类号
S7 [林业];
学科分类号
0829 ; 0907 ;
摘要
Structural analysis was conducted on residual lignin from pine Kraft AQ pulp, Eucalyptus Kraft lignin from Eucalyptus globulus and Repap Organosolv lignin by 2D C-13-H-1 correlation NMR spectroscopic techniques such as HMQC sequence. These lignins contain a rather wide variety of saturated aliphatic groups. The HMQC NMR spectra of the lignins do not verify the presence of diarylmethane moieties in any lignin investigated. The type and amount of other condensed structures depend on the nature of lignin preparation. All the lignins investigated still contained beta -O-4', pino- and syringayresinol (beta-beta') and phenylcoumarane (beta -5') structures. Stilbene structures were also identified. Vinyl ether structures were present only in Eucalyptus Kraft lignin. All the lignins contain a-carbonyl groups conjugated to aromatic moieties as terminal side chains rather than involving beta -O-4' structures. No coniferyl alcohol and coniferyl aldehyde type structures are detected in the lignins after pulping. The spectra of kraft lignins show some new signals, the origin of which is discussed.
引用
收藏
页码:302 / 308
页数:7
相关论文
共 17 条
[1]   LIGNIN CHEMISTRY - PAST, PRESENT AND FUTURE [J].
ADLER, E .
WOOD SCIENCE AND TECHNOLOGY, 1977, 11 (03) :169-218
[2]  
ARGYROPOULOS DS, 1999, P 10 INT S WOOD PULP, V1, P340
[3]  
Chang H.-m, 1992, Methods in Lignin Chemistry, P71, DOI DOI 10.1007/978-3-642-74065-7-5
[4]  
CHEN CL, 1998, ACS SYM SER, V697, P255
[5]  
CHEN CL, 1988, METHODS ENZYMOLOGY B, V161, P137
[6]   Structural modifications induced during biodegradation of wheat lignin by Lentinula edodes [J].
Crestini, C ;
Sermanni, GG ;
Argyropoulos, DS .
BIOORGANIC & MEDICINAL CHEMISTRY, 1998, 6 (07) :967-973
[7]   STRUCTURAL-CHANGES IN LIGNIN DURING KRAFT COOKING .7. QUANTITATIVE C-13 NMR ANALYSIS OF KRAFT LIGNINS [J].
GELLERSTEDT, G ;
ROBERT, D .
ACTA CHEMICA SCANDINAVICA SERIES B-ORGANIC CHEMISTRY AND BIOCHEMISTRY, 1987, 41 (07) :541-546
[8]  
Gratzl JS, 2000, ACS SYM SER, V742, P392
[9]  
Griggs B.F., 1985, THESIS N CAROLINA ST
[10]   SYNTHESIS OF BETA-ARYL LIGNIN MODEL COMPOUNDS [J].
HISE, RG ;
CHEN, CL ;
GRATZL, JS .
JOURNAL OF WOOD CHEMISTRY AND TECHNOLOGY, 1985, 5 (03) :379-390