Lignin-derivable alternatives to petroleum-derived non-isocyanate polyurethane thermosets with enhanced toughness
| Author(s) | Mhatre, Sampanna V. | |
| Author(s) | Mahajan, Jignesh S. | |
| Author(s) | Epps, Thomas H., III | |
| Author(s) | Korley, LaShanda T. J. | |
| Date Accessioned | 2023-02-08T21:25:16Z | |
| Date Available | 2023-02-08T21:25:16Z | |
| Publication Date | 2022-11-30 | |
| Description | This article was originally published in Materials Advances. The version of record is available at: https://doi.org/10.1039/D2MA00895E | |
| Abstract | The structural similarities between lignin-derivable bisguaiacols and petroleum-derived bisphenol A/F (BPA/BPF) suggest that bisguaiacols could be ideal biobased alternatives to BPA/BPF in non-isocyanate polyurethane (NIPU) thermosets. Herein, bisguaiacol/bisphenol-derived cyclic carbonates with variations in methoxy content and bridging-carbon substitution were cured with two triamines of different chain lengths, and the impact of these differences on the thermomechanical properties of NIPU networks was examined. The methoxy groups present in the lignin-derivable cyclic carbonates led to thermosets with significantly improved toughness (∼49–59 MJ m−3) and elongation at break (εb ∼195–278%) vs. the BPA/BPF-based benchmarks (toughness ∼ 26–35 MJ m−3, εb ∼ 86–166%). Furthermore, the addition of dimethyl substitution on the bridging carbon resulted in increased yield strength (σy) – from ∼28 MPa for networks with unsubstituted bridging carbons to ∼45 MPa for the dimethyl-substituted materials. These enhancements to mechanical properties were achieved while retaining essential thermoset properties, such as application-relevant moduli and thermal stabilities. Finally, the triamine crosslinkers provided substantial tunability of thermomechanical properties and produced NIPUs that ranged from rigid materials with a high yield strength (σy ∼ 65–88 MPa) to flexible and tough networks. Overall, the structure-property relationships presented highlight a promising framework for the design of versatile, bio-derivable, NIPU thermosets. | |
| Sponsor | This work was supported by a National Science Foundation grant (NSF DMR POL 2004682) awarded to L. T. J. K. and T. H. E. The authors thank the University of Delaware (UD) Advanced Materials Characterization Laboratory for the use of the ATR-FTIR, DSC, and TGA instruments, and the UD NMR facility and UD Mass Spectrometry facility for the use of NMR and Mass Spectrometers. The authors also thank the Center for Plastics Innovation, an Energy Frontier Research Center funded by the U.S. Department of Energy (DOE), Office of Science, Basic Energy Sciences (BES), under award DE-SC0021166, for the use of a Parr reactor and the RSA-G2 instrument. | |
| Citation | Mhatre, Sampanna V., Jignesh S. Mahajan, Thomas H. Epps, and LaShanda T. J. Korley. “Lignin-Derivable Alternatives to Petroleum-Derived Non-Isocyanate Polyurethane Thermosets with Enhanced Toughness.” Materials Advances 4, no. 1 (2023): 110–21. https://doi.org/10.1039/D2MA00895E. | |
| ISSN | 2633-5409 | |
| URL | https://udspace.udel.edu/handle/19716/32248 | |
| Language | en_US | |
| Publisher | Materials Advances | |
| Title | Lignin-derivable alternatives to petroleum-derived non-isocyanate polyurethane thermosets with enhanced toughness | |
| Type | Article |
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