Synthesis and photo-polymerization of bio-based furanic compounds functionalized by 2-hydroxypropyl methacrylate group(s)

Authors

  • Jaewon Jeong,

    1. Green Process and Materials R&D Group, Korea Institute of Industrial Technology, 35-3 Hongchon-Ri, Ipjang-Myeon, Seobuk-Gu, Cheonan, Chungnam 331-825, South Korea
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  • Bora Kim,

    1. Green Process and Materials R&D Group, Korea Institute of Industrial Technology, 35-3 Hongchon-Ri, Ipjang-Myeon, Seobuk-Gu, Cheonan, Chungnam 331-825, South Korea
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  • Seunghan Shin,

    1. Green Process and Materials R&D Group, Korea Institute of Industrial Technology, 35-3 Hongchon-Ri, Ipjang-Myeon, Seobuk-Gu, Cheonan, Chungnam 331-825, South Korea
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  • Baekjin Kim,

    1. Green Process and Materials R&D Group, Korea Institute of Industrial Technology, 35-3 Hongchon-Ri, Ipjang-Myeon, Seobuk-Gu, Cheonan, Chungnam 331-825, South Korea
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  • Jae-Soung Lee,

    1. Department of Life Chemistry, College of Natural Science, Catholic University of Daegu, 13-13 Hayang-Ro, Hayang-Eup, Gyeongsan, Gyeongbuk 712-702, South Korea
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  • Sang-Hyeup Lee,

    1. Department of Life Chemistry, College of Natural Science, Catholic University of Daegu, 13-13 Hayang-Ro, Hayang-Eup, Gyeongsan, Gyeongbuk 712-702, South Korea
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  • Jin Ku Cho

    Corresponding author
    1. Green Process and Materials R&D Group, Korea Institute of Industrial Technology, 35-3 Hongchon-Ri, Ipjang-Myeon, Seobuk-Gu, Cheonan, Chungnam 331-825, South Korea
    • Green Process and Materials R&D Group, Korea Institute of Industrial Technology, 35-3 Hongchon-Ri, Ipjang-Myeon, Seobuk-Gu, Cheonan, Chungnam 331-825, South Korea
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Abstract

Bio-based compounds (FmHPM and FdHPM) with a furan backbone and photo-polymerizable 2-hydroxypropyl methacrylate (HPM) group(s) were synthesized from carbohydrate-derived furanyl alcohols (furan-2-methanol and furan-2,5-dimethanol) and their photo-polymerizing behaviors and mechanical properties after photo-polymerization were investigated. Half time values (t1/2) of bio-based FmHPM and FdHPM were 10.4 s and 3.0 s and their shrinkage ratios were 3.0 and 6.1% during photo-polymerization, respectively. Tensile-shear strength of glass and polycarbonate joints bonded by bio-based furanic compounds appeared in range of 0.2–0.6 MPa and pencil hardness of film coated by bio-based furanic compounds after photo-polymerization showed 2H–3H. Newly synthesized bio-based furanic compounds allowed the feasibility to alternate petroleum-based Bis-GMA/TEGDMA, photo-polymerizable composition widely utilized in a variety of applications. © 2012 Wiley Periodicals, Inc. J. Appl. Polym. Sci., 2013

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