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Chemistry and Industry of Forest Products ›› 2018, Vol. 38 ›› Issue (6): 75-80.doi: 10.3969/j.issn.0253-2417.2018.06.010

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Synthesis and Characterization of Lignin Based Chain Transfer Agent Used for RAFT Polymerization

WANG Guangbin1, CHEN Jiabao1, GU Limin4, WANG Chunpeng1,2,3, XU Yuzhi1,2,3   

  1. 1. Institute of Chemical Industry of Forest Products, CAF;National Engineering Lab. for Biomass Chemical Utilization;Key and Open Lab. of Forest Chemical Engineering, SFA;Key Lab. of Biomass Energy and Material, Jiangsu Province, Nanjing 210042, China;
    2. Research Institute of Forestry New Technology, CAF, Beijing 100091, China;
    3. Jiangsu Co-Innovation Center of Efficient Processing and Utilization of Forest Resources, Nanjing Forestry University, Nanjing 210037, China;
    4. Henan Research Institute of Chemical Industry CO. LTD., Zhengzhou 450052, China
  • Received:2018-04-16 Online:2018-12-25 Published:2018-12-27

Abstract: Lignin based chain transfer agent (lignin-CTA) was synthesized by one-pot reaction with using lignin, carbon disulfide and methyl 2-bromobutyrate as raw materials and was characterized by FT-IR, 1H NMR and 13C NMR spectroscopy, respectively.Then this lignin-CTA was used for performing reversible addition-fragmentation chain transfer polymerization(RAFT) of acrylamide to prepare lignin-acrylamide copolymer(lignin-g-PAM). And the polymerization characteristics of the reaction was studied. In FT-IR spectra of lignin before and after functional modification, the intensity of peak corresponding to hydroxyl group decreased obviously after modification. In addition, the peak at 1148 cm-1 corresponding to CS bond and the peak at 1732 cm-1 corresponding to ester carbanyl groupappeared in the spectrum of lignin-CTA, which indicated that the methyl 2-bromobutyrate was successfully grafted on the lignin. The peak at δ 0.90 in the 1H NMR spectrum of lignin-CTA was corresponded to the protons of end methyl of methyl 2-bromobutyrate and the peak at δ162 in 13C NMR spectrum of lignin-CTA was attrubuted to the carbon atom of -C=S bond. These all proved that methyl 2-bromobutyrate was grafted on lignin successfully. In the RAFT polymerization of acrylamide, number-average molecular weight (Mn) and PDI values vs conversions presented linear relationship and the polydispersity index was low and distributed in a narrow range, indicating that this polymerization process was highly efficient and well controlled.

Key words: lignin, reversible addition-fragmentation chain transfer polymerization (RAFT), chain transfer agent, controlled polymerization

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