Fast Curing Bio-Based Phenolic Resins via Lignin Demethylated under Mild Reaction Condition

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Jiongjiong Li ; Jizhi Zhang ; Shifeng Zhang ; Qiang Gao ; Jianzhang Li ; Wei Zhang (2017)
  • Publisher: MDPI AG
  • Journal: Polymers (issn: 2073-4360)
  • Related identifiers: doi: 10.3390/polym9090428
  • Subject: demethylation efficiency | Organic chemistry | QD241-441 | bio-based phenolic resins | demethylation mechanism | alkali lignin
    mesheuropmc: complex mixtures | technology, industry, and agriculture

Demethylation technique has been used to enhance lignin reactivity for preparation of phenolic resins. However, the demethylation efficiency and the demethylated lignin (DL) reactivity were still unsatisfactory. To improve the demethylation efficiency, alkali lignin was demethylated under different mild conditions using sodium sulfite as a catalyst. Lignin and DL were characterized by 1H-NMR (nuclear magnetic resonance) and Fourier transform infrared (FT-IR) spectroscopy to determine the demethylation mechanism. With the demethylation of lignin, the methoxyl group content decreased from 1.93 m mol/g to 1.09 m mol/g, and the phenolic hydroxyl group content increased from 0.56 m mol/g to 0.82 m mol/g. These results revealed that methoxyl groups were attacked by SO32−, and some methoxyl groups were converted to phenolic hydroxyl groups by a nucleophilic substitution reaction, generating DL with high reactivity. The chemical properties of lignin-based phenolic resins were studied by 13C-NMR and FT-IR spectroscopy, and their physical properties were also investigated. The results indicated that lignin-based phenolic resins exhibited faster curing rate and shorter gel time. In addition, the bonding strength increased from 0.92 MPa to 1.07 MPa, and the formaldehyde emission decreased from 0.58 mg/L to 0.22 mg/L after lignin demethylated at the optimum condition.
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