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Biobased Aromatic-Aliphatic Polyols by Thiol-Ene Reactions of Propoxylated Mercaptanized Cardanol

Maha L. Shrestha1,2,*, Mihail Ionescu1, Xianmei Wan1, Thomas Upshaw3
Kansas Polymer Research Center, Pittsburg State University, 1701 South Broadway, Pittsburg, Kansas, USA 667621
Department of Chemistry, Pittsburg State University, 1701 South Broadway, Pittsburg, Kansas, USA 66762
Chevron Phillips Chemical Company LP, Bartlesville Technology Center, Bartlesville, Oklahoma, USA 74003
*Corresponding author:

Journal of Renewable Materials 2018, 6(6), 630-641. https://doi.org/10.7569/JRM.2018.634106

Abstract

Aromatic-aliphatic polyols were obtained previously from the thiol-ene reactions of propoxylated cardanol with hydroxyalkyl mercaptans; these aromatic-aliphatic polyols were then utilized in the preparation of rigid polyurethane foams with excellent properties. The current work describes a variant of cardanol polyol synthesis by thiol-ene reactions in three steps. The first step is propoxylation of cardanol by reacting cardanol with propylene oxide; the second step is mercaptanization of propoxylated cardanol by reacting double bonds with hydrogen sulfide; and the third step involves the addition of the thiol groups of mercaptanized propoxylated cardanol to the double bonds of allyl alcohol, glycerol-1-allyl ether, and trimethylolpropane allyl ether. Thus, obtained polyols were characterized by standard analytical methods. Rigid polyurethane foams prepared from these polyols show promising physical-mechanical properties. The rigid polyurethane foams can be used for various applications such as thermo-insulation of freezers, storage tanks and pipes for food and chemical industries, wood substitutes and flotation materials.

Keywords

Cardanol, mercaptanized propoxylated cardanol, photochemical thiol-ene reaction, allyl alcohol, glycerol-1-allyl ether, trimethylolpropane allyl ether

Cite This Article

Shrestha, M. L., Ionescu, M., Wan, X., Upshaw, T. (2018). Biobased Aromatic-Aliphatic Polyols by Thiol-Ene Reactions of Propoxylated Mercaptanized Cardanol. Journal of Renewable Materials, 6(6), 630–641.



This work is licensed under a Creative Commons Attribution 4.0 International License , which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
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