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Facile synthesis of allyl resinate monomer in an aqueous solution under microwave irradiation

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Abstract

We have developed a facile method for production of allyl resinate monomer (allyl rosin ester) via a phase transfer reaction under microwave irradiation. The synthesis of allyl resinate was conducted using allyl chloride and sodium resinate as starting materials in aqueous solution at 50° for 30 min with a yield of 94.7%, which is 20% higher than conventional heating method. The products precipitated spontaneously from the aqueous phase after reaction, which significantly facilitated the subsequent separation of monomer products. The synthesized monomer product appeared as a viscous liquid, with a viscosity of 460 mPa ⋅s at 25° and a density of 1.0469 g/cm3. The physical and chemical properties suggested that the synthesized monomer has great potential for free radical polymerization.

A facile method for production of allyl resinate monomer via a phase transfer reaction was developed. Microwave irradiation could significantly improve the formation of allyl resinate monomer. The replacement of solvents with water has potential to reduce the production cost of the monomers.

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Acknowledgements

This research was supported by the National Non-profit Institute Research Grant of CAFINT (Grant No. CAFINT2013C01) and the National Natural Science Foundation of China (Grant No. 31370575).

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Authors and Affiliations

  1. Institute of Chemical Industry of Forest Products, CAF; National Engineering Laboratory for Biomass Chemical Utilization; Key and Open Laboratory on Forest Chemical Engineering, SFA; Key Laboratory of Biomass Energy and Material, Jiangsu Province, Nanjing, 210042, China

    YANJU LU, MIXIA WANG, ZHENDONG ZHAO, YUXIANG CHEN, SHICHAO XU, JING WANG & LIANGWU BI

  2. Research Institute of Forestry New Technology, CAF, Beijing, 100091, China

    YANJU LU, ZHENDONG ZHAO, YUXIANG CHEN, JING WANG & LIANGWU BI

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  1. YANJU LU
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  2. MIXIA WANG
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  3. ZHENDONG ZHAO
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  4. YUXIANG CHEN
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  5. SHICHAO XU
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  6. JING WANG
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  7. LIANGWU BI
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Correspondence to ZHENDONG ZHAO.

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LU, Y., WANG, M., ZHAO, Z. et al. Facile synthesis of allyl resinate monomer in an aqueous solution under microwave irradiation. J Chem Sci 127, 1183–1190 (2015). https://doi.org/10.1007/s12039-015-0879-x

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  • DOI: https://doi.org/10.1007/s12039-015-0879-x

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