4.7 Article

Lipase-Catalyzed Synthesis, Properties Characterization, and Application of Bio-Based Dimer Acid Cyclocarbonate

Journal

POLYMERS
Volume 10, Issue 3, Pages -

Publisher

MDPI
DOI: 10.3390/polym10030262

Keywords

glycerol carbonate; dimer acid; esterification; lipase; cyclocarbonate; bio-based non-isocyanate polyurethane

Funding

  1. National Natural Science Foundation of China [31070089, 31170078, J1103514]
  2. National High Technology Research and Development Program of China [2011AA02A204, 2013AA065805]
  3. National Natural Science Foundation of Hubei Province [2015CFA085]
  4. Fundamental Research Funds for Huazhong University of Science and Technology (HUST) [2014NY007]

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Dimer acid cyclocarbonate (DACC) is synthesized from glycerol carbonate (GC) and Sapium sebiferum oil-derived dimer acid (DA, 9-[(Z)-non-3-enyl]-10-octylnonadecanedioic acid). Meanwhile, DACC can be used for synthetic materials of bio-based non-isocyanate polyurethane (bio-NIPU). In this study, DACC was synthesized by the esterification of dimer acid and glycerol carbonate using Novozym 435 (Candida antarctica lipase B) as the biocatalyst. Via the optimizing reaction conditions, the highest yield of 76.00% and the lowest acid value of 43.82 mg KOH/g were obtained. The product was confirmed and characterized by Fourier transform-infrared spectroscopy (FTIR) and nuclear magnetic resonance spectroscopy (NMR). Then, the synthetic DACC was further used to synthesize bio-NIPU, which was examined by FTIR, thermogravimetric analysis (TGA), and differential scanning calorimetry (DSC), indicating that it possesses very good physio-chemical properties and unique material quality with a potential prospect in applications.

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