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Chemistry and Industry of Forest Products ›› 2015, Vol. 35 ›› Issue (5): 65-70.doi: 10.3969/j.issn.0253-2417.2015.05.011

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Synthesis and Characterization of A Novel Lignin Model Compound Named Guaiacylglycerol-β-guaiacyl Ether

YANG Xiao-hui1,2,3, XIAO Guo-min1, JIANG Jian-chun2,3, ZHOU Yong-hong2,3   

  1. 1. School of Chemistry and Chemical Engineering, Southeast University, Nanjing 211189, China;
    2. Jiangsu Qianglin Biomass Energy and Materials Co., Ltd., Liyang 213364, China;
    3. Institute of Chemical Industry of Forest Products, CAF, Nanjing 210042, China
  • Received:2014-06-30 Online:2015-10-25 Published:2015-10-24

Abstract: A novel lignin model compound named guaiacylglycerol-β-guaiacyl ether (SG) was synthesized from acetosyringone via bromination, substitution, hydroxyl methylation and reduction reaction. Its structure was characterized by FT-IR, 1H NMR, 13C NMR, HRMS and single-crystal X-ray diffraction. Single-crystal X-ray diffraction analysis showed that the compound was of triclinic system, space group P-1 with a=0.724 20(14), b=1.077 0(2), c=1.2054(2) nm, β=90.43(3)°, V=0.858 0(3) nm3, Z=2, Mr=350.36, F(000)=372, μ(MoKα)=0.104 mm-1, DC=1.356 g/cm3, λ=0.071 073 nm, the final R=0.060 2 and wR=0.162 1. In addition, the dimer was formed through intermolecular hydrogen bonds in crystal packing of the title compound.

Key words: lignin, model compound, synthesis, structure characterization, single-crystal X-ray diffraction

CLC Number: