4.4 Article

Epoxidation of Methanol-Soluble Kraft Lignin for Lignin-Derived Epoxy Resin and Its Usage in the Preparation of Biopolyester

Journal

JOURNAL OF WOOD CHEMISTRY AND TECHNOLOGY
Volume 37, Issue 6, Pages 433-442

Publisher

TAYLOR & FRANCIS INC
DOI: 10.1080/02773813.2017.1310901

Keywords

Biopolyester; lignin; lignin epoxidation; lignin epoxy resin; methanol-soluble lignin

Funding

  1. R&D Program of the Ministry of Trade, Industry & Energy (MOTIE)/Korea Evaluation Institute of Industrial Technology (KEIT) [10049675]
  2. C1 Gas Refinery Program through the National Research Foundation of Korea (NRF) - Ministry of Science, ICT & Future Planning [2015M3D3A1A01064882]

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Most commercial epoxy resins have been produced using toxic bisphenol A. Lignin can be utilized as green substitute for bisphenol A to produce bio-epoxy resins. Methanol-soluble kraft lignin was extracted by methanol fractionation for lignin epoxidation, and epoxidized into lignin-derived epoxy resin via two-step epoxidation consisting of epichlorohydrin addition and epoxide ring restructuring. Epoxidized lignin was selectively separated from non- or less-reacted lignin based on their solubility differences in organic solvents. The existence of epoxide groups in the lignin-derived epoxy resin was confirmed using FT-IR, H-1-NMR, and TGA analyses. Epoxidized lignin was used as a reactive lignin macromonomer to prepare biopolyester. The characteristics of the synthesized biopolyester were analyzed using FT-IR, and the thermal properties were analyzed by TGA. The thermal decomposition temperature of 5% weight loss (T-d5) was determined to be 257.1 degrees C, which is comparable to epoxy resins that are used in electronic applications.

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