Improved lignin polyurethane properties with Lewis acid treatment

ACS Applied Materials & Interfaces
Hoyong Chung, Newell R Washburn

Abstract

Chemical modification strategies to improve the mechanical properties of lignin-based polyurethanes are presented. We hypothesized that treatment of lignin with Lewis acids would increase the concentration of hydroxyl groups available to react with diisocyanate monomers. Under the conditions used, hydrogen bromide-catalyzed modification resulted in a 28% increase in hydroxyl group content. Associated increases in hydrophilicity of solvent-cast thin films were also recorded as evidenced by decreases in water contact angle. Polyurethanes were then prepared by first preparing a prepolymer based on mixtures of toluene-2,4-diisocyanate (TDI) and unmodified or modified lignin, then polymerization was completed through addition of polyethylene glycol (PEG), resulting in mass ratios of TDI:lignin:PEG of 43:17:40 in the compositions investigated here. The mixture of TDI and unmodified lignin resulted in a lignin powder at the bottom of the liquid, suggesting it did not react directly with TDI. However, a homogeneous solution resulted when TDI and the hydrogen bromide-treated lignin were mixed, suggesting demethylation indeed increased reactivity and resulted in better integration of lignin into the urethane network. Significant improvem...Continue Reading

References

Dec 14, 2004·Comptes rendus biologies·Charlyse PouteauPatrice Dole
Mar 12, 2010·Chemical Reviews·Joseph ZakzeskiBert M Weckhuysen

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Citations

Jun 19, 2013·International Journal of Biological Macromolecules·Xiaohuan LiuFuxiang Chu
Jul 3, 2015·Biomacromolecules·Shou Zhao, Mahdi M Abu-Omar
Jun 28, 2016·International Journal of Biological Macromolecules·Xiaohong ZhaoZhenfei Feng
Mar 26, 2014·ACS Applied Materials & Interfaces·Wanshuang LiuXuehong Lu
Sep 18, 2018·Biofuels, Bioproducts & Biorefining : Biofpr·Tao Li, Sudhakar Takkellapati
Jul 9, 2020·Chemical Society Reviews·Sie Shing WongNing Yan
Nov 19, 2020·Macromolecular Rapid Communications·Xiaozhen MaNing Yan
Apr 11, 2021·International Journal of Biological Macromolecules·Xiang ZhenZhenhong Yuan
May 1, 2021·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Akash Gondaliya, Mojgan Nejad
Jul 16, 2021·ACS Applied Materials & Interfaces·Karl Alexander HennMonika Österberg

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