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Improved Lignin Polyurethane Properties with Lewis Acid Treatment

Chung, Hoyong and Washburn, Newell R. (2012) Improved Lignin Polyurethane Properties with Lewis Acid Treatment. ACS Applied Materials & Interfaces, 4 (6). pp. 2840-2846. ISSN 1944-8244. https://resolver.caltech.edu/CaltechAUTHORS:20120724-114012820

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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 improvements in mechanical properties of modified lignin polyurethanes were observed, with a 6.5-fold increase in modulus, which were attributed to better integration of the modified lignin into the covalent polymer network due to the higher concentration of hydroxyl groups. This research indicates that chemical modification strategies can lead to significant improvements in the properties of lignin-based polymeric materials using a higher fraction of an inexpensive lignin monomer from renewable resources and a lower fraction an expensive, petroleum-derived isocyanate monomer to achieve the required material properties.


Item Type:Article
Related URLs:
URLURL TypeDescription
http://dx.doi.org/10.1021/am300425xDOIUNSPECIFIED
http://pubs.acs.org/doi/abs/10.1021/am300425xPublisherUNSPECIFIED
Additional Information:© 2012 American Chemical Society. Published In Issue June 27, 2012; Article ASAP May 16, 2012; Just Accepted Manuscript May 10, 2012; Received March 09, 2012; Accepted May 10, 2012. The authors would like to thank Joseph Prata and Allison Elder for help with mechanical testing. The authors declare no competing financial interest.
Subject Keywords:renewable resources; lignin; Lewis acid; polyurethane
Issue or Number:6
Record Number:CaltechAUTHORS:20120724-114012820
Persistent URL:https://resolver.caltech.edu/CaltechAUTHORS:20120724-114012820
Official Citation:Improved Lignin Polyurethane Properties with Lewis Acid Treatment Hoyong Chung and Newell R. Washburn ACS Applied Materials & Interfaces 2012 4 (6), 2840-2846
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:32675
Collection:CaltechAUTHORS
Deposited By: Aucoeur Ngo
Deposited On:24 Jul 2012 20:07
Last Modified:03 Oct 2019 04:03

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