The functionality inherent in lignin-derivable bisguaiacols/bissyringols can improve the processability and performance of the resulting polymers. Herein, non-isocyanate polyurethanes (NIPUs) were synthesized from bisguaiacols/bissyringols with varying degrees of methoxy substitution and differing bridging groups. Notably, the presence of increasing numbers of methoxy groups (0, 2, and 4) in bisphenol F (BPF)-, bisguaiacol F (BGF)-, and bissyringol F (BSF)-NIPUs led to higher percentages of hydrogen-bonded -OH/-NH groups (, ∼65%, ∼85%, ∼95%, respectively). Increased hydrogen bonding between chains improved the elongation-at-break () and toughness of lignin-derivable NIPUs over their petroleum counterparts without a reduction in Young's moduli and tensile strengths. For example, BSF-NIPU exhibited the highest ∼210% and toughness ∼62 MJ m, followed by BGF-NIPU ( ∼185% and toughness ∼58 MJ m), and then BPF-NIPU ( ∼140% and toughness ∼42 MJ m). Similar trends were found in the dimethyl-substituted analogues, particularly for the bisphenol A-NIPU and bisguaiacol A-NIPU. Importantly, the melt rheology of the lignin-derivable NIPUs was comparable to that of the petroleum-derived analogues, with a slightly lower viscosity (, improved melt flow) for the bio-derivable NIPUs. These findings suggested that the added functionalities (methoxy groups) derived from lignin precursors improved thermomechanical stability while also offering increased processability. Altogether, the structure-property-processing relationships described in this work can help facilitate the development of sustainable, performance-advantaged polymers.

Download full-text PDF

Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC11075619PMC
http://dx.doi.org/10.1039/d4ma00039kDOI Listing

Publication Analysis

Top Keywords

non-isocyanate polyurethanes
8
petroleum-derived analogues
8
methoxy groups
8
lignin-derivable nipus
8
toughness
5
lignin-derivable
4
lignin-derivable thermoplastic
4
thermoplastic non-isocyanate
4
polyurethanes increased
4
increased hydrogen-bonding
4

Similar Publications

Want AI Summaries of new PubMed Abstracts delivered to your In-box?

Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!