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Toward Utilization of Lignin-Derivatized Monomers: Development of Degradable Vanillin-Based Polyurethane Materials

Huali Luo, Xuewen Hua, Wenrui Liu, Yecheng Xu, Fengxiang Cao, Saeid Nikafshar, Zhen Fang

2023ACS Applied Polymer Materials20 citationsDOI

Abstract

Utilization of biomass-derived monomeric building blocks to formulate polyurethane materials can significantly reduce the complexity of the target network generated by the uncertainty of raw biomass. Herein, in this study, four cleavable vanillin-based polyols were prepared from vanillin and two sustainable feedstocks, 2,5-furandicarboxylic acid (FDCA) and terephthalic acid (TPA), followed by the cross-linking with two different isocyanates. The resulting polyurethane samples exhibited reasonable mechanical strength, thermostability, and solvent resistance. Of great importance is that the inherent ester bonds in the network endowed these samples with outstanding degradability, evidenced by the impressive weight loss in aqueous NaOH solution at room temperature (weight loss of up to ∼35% after 24 h). Notably, the glass-transition temperature ( T g ) of these materials can be tunable by using different isocyanates, ranging from 26 to 101 °C in this work, which could potentially meet application requirements in different fields. This study provides an encouraging first step in formulating mechanically strong, thermally stable, and easily degradable polyurethane samples that are potentially useful in practical applications (i.e., coating and packaging).

Topics & Concepts

VanillinPolyurethaneLigninTerephthalic acidMonomerRaw materialMaterials scienceBiomass (ecology)SolventCoatingGlass transitionAqueous solutionPolymerPolymer chemistryChemical engineeringOrganic chemistryPolyesterChemistryComposite materialGeologyEngineeringOceanographyLignin and Wood ChemistryPolymer composites and self-healingBiochemical and biochemical processes