Polymerization and Characterization of Polyesters Using Furan Monomers from Biomass

Biomass 유래 퓨란계 단량체를 이용한 폴리에스터의 중합 및 특성 연구

  • Seo, Kang-Jin (Green Chemistry & Engineering R&D Department, Korea Institute of Industrial Technology) ;
  • Kim, Myeong-Jun (Green Chemistry & Engineering R&D Department, Korea Institute of Industrial Technology) ;
  • Jeong, Ji-Hea (Green Chemistry & Engineering R&D Department, Korea Institute of Industrial Technology) ;
  • Lee, Young-Chul (Green Chemistry & Engineering R&D Department, Korea Institute of Industrial Technology) ;
  • Noh, Si-Tae (Department of Fine Chemical Engineering, Hanyang University) ;
  • Chung, Yong-Seog (Department of Chemistry, Chungbuk National University)
  • Received : 2011.03.28
  • Accepted : 2011.05.31
  • Published : 2011.11.25

Abstract

Furan-2,5-dicarboxylic acid (FDCA) was synthesized by $KMnO_4$ oxidation of 2,5-dihydroxymethylfuran(DHMF) derived from biomass. Polyesters were synthesized by esterification and polycondensation of FDCA with various diols(ethane-1,2-diol, propane-1,3-diol, butane-1,4-diol, hexane-1,6-diol, decane-1,10-diol). The composition of polyesters was characterized by using $^1H$ NMR. Thermal properties of the polyesters were characterized by DSC and TGA. Intrinsic viscosities(IV) of the polyesters were measured to be 0.78~1.2 dL/g comparable with IV of commercial poly(ethylene terephthalate)(PET). As the chain lengths of diols increased, Young's modulus and strength decreased and elongation-to-break generally increased. Young's modulus and strength of the polyesters were measured to be 3551 MPa and 103 MPa, respectively, comparable with commercial PET.

바이오매스에서 유래된 2,5-dihydroxymethylfuran(DHMF)을 $KMnO_4$ 산화반응으로 furan-2,5-dicarboxylic acid(FDCA)를 합성하였다. 합성한 FDCA와 다이올류를 에스테르화 반응과 축중합 반응을 진행시켜 폴리에스터를 중합하였다. 폴리에스터는 NMR을 통해 조성을 분석하였고 DSC와 TGA를 통해 열적특성을 분석하였다. 합성된 폴리에스터의 고유점도는 0.78~1.2 dL/g으로 상용화된 poly(ethylene terephthalate)(PET)와 비슷하였다. 다이올의 길이가 증가할수록 Young's modulus와 strength는 낮아지고 elongation-to-break는 높아지는 경향을 확인하였다. 합성한 poly(ethylene furandicarboxylate)(PEF)의 Young's modulus는 3551 MPa, strength는 103 MPa로 상용화된 PET와 비슷하였다.

Keywords

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