杨木自水解液中溶解木质素和胶体木质素的结构特征

doi:10.3969/j.issn.0253-2417.2017.04.009

Abstract

Abstract: The dissolved and colloidal lignin (DCL) under different autohydrolysis levels were isolated and purified from the poplar woodchips autohydrolysis liquor, and their structural features were characterized by series of instrumental analysis, i.e. Fourier transform infrared (FT-IR), ¹H,quantitative ¹³C, 2D HSQC, and ³¹P nuclear magnetic resonance (NMR) spectroscopies, and gel permeation chromatography/multi-angle laser light scattering (GPC-MALLS). The condensation of DCL in the poplar autohydrolysis liquor remarkably increased with increasing autohydrolysis temperature (T_max>170℃). Comparing with functional groups of the lignin in the autohydrolyzed poplar woodchips, the DCL had less aliphatic-OH groups, containing more condensed phenolic-OH and more non-condensed phenolic-OH groups, and appearing with higher syringyl OH/guaiacyl OH ratios. These results indicated that DCL underwent more sufficient dehydration of side-chain aliphatic-OH, hydrolysis reaction of β-O-4 linkages, and condensation reaction between each lignin units.

Key words: poplar, autohydrolysis, dissolved and colloidal lignin, structure characterization, condensation of lignin

CLC Number:

TQ35
TS71

WANG Peng, QIN Ying, FU Yingjuan, WANG Zhaojiang, ZHANG Fengshan. Structural Character of Dissolved and Colloidal Lignin in Hydrolysate from Poplar Woodchips Autohydrolysis[J]. Chemistry and Industry of Forest Products, 2017, 37(4): 59-66.

References

[1] DEUTSCHMANN R,DEKKER R F H.From plant biomass to bio-based chemicals:Latest developments inxylan research[J].Biotechnology Advances,2012,30(6):1627-1640.
[2] VAN HEININGEN A.Converting akraft pulp mill into an integrated forest biorefinery[J].Pulp and Paper Canada,2006,107(6):38-43.
[3] YU G,YANO S,INOUE H,et al.Pretreatment of rice straw by a hot-compressed water process for enzymatic hydrolysis[J].Applied Biochemistry and Biotechnology,2010,160(2):539-551.
[4] BRASCH D J,FREE K W.Prehydrolysis-Kraft pulping of Pinus radiata grown in New Zealand[J].Tappi Journal,1965,48(4):245-248.
[5] LESCHINSKY M,ZUCKERSTÄTTER G,WEBER H K,et al.Effect of autohydrolysis of Eucalyptus globulus wood on lignin structure.Part 1:Comparison of different lignin fractions formed during water prehydrolysis[J].Holzforschung,2008,62(6):645-652.
[6] LI J B,GELLERSTEDT G.Improved lignin properties and reactivity by modifications in the autohydrolysis process of aspen wood[J].Industrial Crops and Products,2008,27(2):175-181.
[7] GULLÓN P,CONDE E,MOURE A,et al.Selected process alternatives for biomass refining:A review[J].The Open Agriculture Journal,2010,4:135-144.
[8] ZHU J Y,PAN X J.Woody biomass pretreatment for cellulosic ethanol production:Technology and energy consumption evaluation[J].Bioresource Technology,2010,101(13):4992-5002.
[9] WEN J L,SUN S L,XUE B L,et al.Quantitative structures and thermal properties of birch lignins after ionic liquid pretreatment[J].Journal of Agricultural and Food Chemistry,2013,61(3):635-645.
[10] WANG Z J,JIANG J G,WANG X J,et al.Selective removal of phenolic lignin derivatives enables sugars recovery from wood prehydrolysis liquor with remarkable yield[J].Bioresource Technology,2014,174:198-203.
[11] WANG Z J,WANG X J,FU Y J,et al.Colloidal behaviors of lignin contaminants:Destabilization and elimination for oligosaccharides separation from wood hydrolysate[J].Separation and Purification Technology,2015,145:1-7.
[12] WANG X J,ZHUANG J S,JIANG J G,et al.Separation and purification of hemicellulose-derived saccharides from wood hydrolysate by combined process[J].Bioresource Technology,2015,196:426-430.
[13] CASTRO E,CONDE E,MOURE A,et al.Antioxidant activity of liquors from steam explosion of Olea europea wood[J].Wood Science and Technology,2008,42(7):579-592.
[14] EL HAGE R,BROSS N,CHRUSCIEL L,et al.Characterization of milled wood lignin and ethanol organosolv lignin from miscanthus[J].Polymer Degradation and Stability,2009,94(10):1632-1638.
[15] WEN J L,SUN S L,XUE B L,et al.Recent advances in characterization of lignin polymer by solution-state nuclear magnetic resonance (NMR) methodology[J].Materials,2013,6(1):359-391.
[16] SETTE M,WECHSELBERGER R,CRESTINI C.Elucidation of lignin structure by quantitative 2D NMR[J].Chemistry-A European Journal,2011,17(34):9529-9535.
[17] GUO Y Z,ZHOU J H,WEN J L,et al.Structural transformations of triploid of Populus tomentosa Carr.lignin during auto-catalyzed ethanol organosolv pretreatment[J].Industrial Crops and Products,2015,76(15):522-529.
[18] WANG K,JIANG J X,XU F,et al.Effects of incubation time on the fractionation and characterization of lignin during steam explosion pretreatment[J].Industrial and Engineering Chemistry Research,2012,51(6):2704-2713.
[19] SUN S N,LI H Y,CAO X F,et al.Structural variation of eucalyptus lignin in a combination of hydrothermal and alkali treatments[J].Bioresource Technology,2015,176:296-299.
[20] XIAO L P,SHI Z J,XU F,et al.Characterization of MWLs from Tamarix ramosissima isolated before and after hydrothermal treatment by spectroscopical and wet chemical methods[J].Holzforschung,2012,66(3):295-302.
[21] WANG P,FU Y J,SHAO Z Y,et al.Structural changes to aspen wood lignin during autohydrolysis pretreatment[J].Bioresources,2016,11(2):4086-4103.
[22] KIM J Y,SHIN E J,EOM I Y,et al.Structural features of lignin macromolecules extracted with ionic liquid from poplar wood[J].Bioresource Technology,2011,102(19):9020-9025.
[23] LESCHINSKY M,ZUCKERSTÄTTER G,WEBER H K,et al.Effect of autohydrolysis of Eucalyptus globulus wood on lignin structure.Part 2:Influence of autohydrolysis intensity[J].Holzforschung,2008,62(6):653-658.
[24] EL HAGE R,CHRUSCIEL L,DESHARNAIS L,et al.Effect of autohydrolysis of Miscanthus×giganteus on lignin structure and organosolv delignification[J].Bioresource Technology,2010,101(23):9321-9329.
[25] RAUHALA T,KING A W T,ZUCKERSTÄTTER G,et al.Effect of autohydrolysis on the lignin structure and the kinetics of delignification of birch wood[J].Nordic Pulp and Paper Research Journal,2011,26(4):386-391.

Structural Character of Dissolved and Colloidal Lignin in Hydrolysate from Poplar Woodchips Autohydrolysis

PDF (PC)

Knowledge

Abstract

Cite this article

share this article

References

Related Articles 15

Recommended Articles

Metrics

Comments

[1]	WANG Pengfei, REN Hao, ZHAI Huamin. P-factor Regulation of Characteristics in the Auto Hydrolysis ofPoplar Carbohydrate [J]. Chemistry and Industry of Forest Products, 2019, 39(4): 65-71.
[2]	MA Hongliang, CHEN Jian, JIAO Jian, DENG Yongjun, KONG Zhenwu, FANG Guigan. Preparation and Characterization of Long-chain Silanes Modified Poplar Wood Fiber [J]. Chemistry and Industry of Forest Products, 2019, 39(3): 25-33.
[3]	MA Hongliang, CHEN Jian, JIAO Jian, DENG Yongjun, KONG Zhenwu, FANG Guigan. Preparation and Characterization of Organosiloxane Modified Poplar Wood Fiber [J]. Chemistry and Industry of Forest Products, 2018, 38(6): 20-26.
[4]	HUANG Jing, BAO Han, ZHANG Xia, MO Yue, LUO Jinyue, LIU Zuguang. Synthesis and Characterization of 3'-(3,3-Dimethylbicyclo[2.2.1] hept-2-ylidene)-5'-phenyl-isoxazoline [J]. Chemistry and Industry of Forest Products, 2018, 38(6): 110-116.
[5]	FENG Nianjie, WANG Jiming, XIE Yimin, YANG Xin, LIU Da'an. Regulating Effect of P-factor on Lignin Mass Concentration in Prehydrolysis Liquor of Triploid Poplar [J]. Chemistry and Industry of Forest Products, 2018, 38(4): 35-40.
[6]	CHEN Shurun, SHA Jiulong, HE Jing, WANG Chen, SHEN Jun, ZHANG Hui. Influence of Addition of CMC Before Refining on the Yield Stress of Refined Poplar APMP Pulp Fiber Suspension [J]. Chemistry and Industry of Forest Products, 2017, 37(2): 108-114.
[7]	LI Feng-feng, CHEN Jia-chuan, ZHANG Zhi-li, YANG Gui-hua, PANG Zhi-qiang. Solubility of Poplar Powder in 1-Ethyl-3-methyl Imidazole Acetate [J]. Chemistry and Industry of Forest Products, 2015, 35(5): 22-28.
[8]	YANG Xiao-hui, XIAO Guo-min, JIANG Jian-chun, ZHOU Yong-hong. Synthesis and Characterization of A Novel Lignin Model Compound Named Guaiacylglycerol-β-guaiacyl Ether [J]. Chemistry and Industry of Forest Products, 2015, 35(5): 65-70.
[9]	SHEN Li-hong, YANG Gui-hua, CHEN Jia-chuan. Cellulase Pretreatment on Poplar APMP and Its Impact on Papermaking [J]. Chemistry and Industry of Forest Products, 2014, 34(6): 105-110.
[10]	BO Cai-ying, ZHENG Guang-yao, GAO Li-ping, ZHANG Jian-hua, DAI Hai-jing. Extraction and Purification of Flavonoids from Poplar Buds with Subcritical Water Extraction Coordinated with Macroporous Resin Adsorption [J]. Chemistry and Industry of Forest Products, 2014, 34(4): 107-112.
[11]	DONG Chang-qing;ZHANG Zhi-bo;LIAO Hang-tao;LU Qiang. Comparison of Fast Pyrolysis of Poplar and Pine Woods on the Basis of Py-GC-MS Analysis [J]. , 2013, 33(6): 41-47.
[12]	CHEN Jian;KONG Zhen-wu;JIAO Jian;FANG Gui-gan;WU Guo-min;HUO Shu-ping. Preparation and Characterization of Graft Modified Poplar Wood Powder by 4,4'-Methylenebis (Phenyl Isocyanate)/γ-Aminopropyltriethoxysilane [J]. , 2013, 33(1): 1-7.
[13]	HUANG Zhi-yi;FENG Yong-shun;YU Zhi-ming;MU Jun. Kinetic Mechanism of Pyrolysis Reaction Using Poplar Particleboards as Raw Material [J]. , 2012, 32(5): 83-87.
[14]	KANG Neng;LIU Zhong;HUI Lan-feng;LU Xiu-juan;MIAO Hong. Effect of Steam Explosion and Organosolv Pretreatment on the Hydrolysis of Poplar Substrate [J]. , 2012, 32(4): 43-46.
[15]	CHEN Jian;KONG Zhen-wu;JIAO Jian;FANG Gui-gan;WU Guo-min;HUO Shu-ping;NIE Ming-cai. Properties of Epoxy Resin Composites Reinforced with Poplar Wood Fiber Modified by Methyl Eleostearate Maleic Anhydride Adduct [J]. , 2011, 31(6): 25-28.