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Synthesis of multifunctional monomers from rosin for the properties enhancement of soybean-oil based thermosets

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Abstract

Two kinds of rosin derivatives, (2-hydroxy-3-(methacryloyloxy)propyl 7-isopropyl-1,4a-dimethyl-1,2,3,4,4a,4b,5,6,10,10a-decahydrophenanthrene-1-carboxylate) (HMPIDDC) and (((7-isopropyl-1,4a-dimethyl-1,2,3,4,4a,9,10,10a-octahydrophenanthren-1-yl)methyl)azanediyl)bis(2-hydroxypropane-3,1-diyl)bis(2-methylacrylate) (IDOMAHM) were synthesized under mild and easy to implement conditions. The two derivatives were employed as the rigid monomers to copolymerize with acrylated epoxidized soybean oil (AESO), as so to improve the performance of the cured resins. The chemical structures of HMPIDDC and IDOMAHM were confirmed by nuclear magnetic resonance (NMR) and Fourier Transform Infrared (FT-IR) before copolymerization. The curing behaviors of pristine AESO, AESO/HMPIDDC blend, and AESO/IDOMAHM blend were monitored by differential scanning calorimetry (DSC). Moreover, the thermal and mechanical properties of the cured resins were evaluated by universal mechanical testing, dynamic mechanical analysis (DMA) and thermogravimetric analysis (TGA). The results demonstrated that after the introduction of HMPIDDC and IDOMAHM, the glass transition temperature and mechanical properties of the copolymerized resin were significantly increased. In one word, HMPIDDC and IDOMAHM showed dramatic potential to be used as bio-based compounds to improve the properties of soybean-oil based thermosets.

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Authors and Affiliations

  1. Ningbo Institute of Material Technology and Engineering, Chinese Academy of Sciences, Ningbo, 315201, China

    Yuan Liu, Chao Li, JinYue Dai, YanHua Jiang, XiaoQing Liu & Jin Zhu

  2. Engineering Research Center for Materials Protection of Wear and Corrosion of Guizhou Province, Guiyang University, Guiyang, 550005, China

    Yuan Liu

  3. University of Chinese Academy of Sciences, Beijing, 100049, China

    Yuan Liu

Authors
  1. Yuan Liu
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  2. Chao Li
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  3. JinYue Dai
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  4. YanHua Jiang
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  5. XiaoQing Liu
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  6. Jin Zhu
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Correspondence to XiaoQing Liu.

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Liu, Y., Li, C., Dai, J. et al. Synthesis of multifunctional monomers from rosin for the properties enhancement of soybean-oil based thermosets. Sci. China Technol. Sci. 60, 1332–1338 (2017). https://doi.org/10.1007/s11431-016-0777-5

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  • DOI: https://doi.org/10.1007/s11431-016-0777-5

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