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A Novel Method of Self-Cross-Linking of Syringaldehyde with Activated Methoxy Groups via Cross-Coupling for Lignin-Based Wood Adhesives.
- Source :
-
ACS omega [ACS Omega] 2024 Jun 20; Vol. 9 (26), pp. 28167-28175. Date of Electronic Publication: 2024 Jun 20 (Print Publication: 2024). - Publication Year :
- 2024
-
Abstract
- As steric hindrance, methoxy groups are limiting the valorization of hardwood lignin. This paper reports a novel method of self-cross-linking of the syringaldehyde with activated methoxy groups (-OCH <subscript>3</subscript> ) via cross-coupling reaction to obtain thermosetting polymers for lignin-based wood adhesives. The methoxy groups of syringaldehyde have been activated via cross-coupling reaction by substituting Ar-OCH <subscript>3</subscript> with Ar-CH <subscript>2</subscript> -SiMe <subscript>3</subscript> , and dichloromethane, leading to cross-linking via methylene bridges to build a thermosetting polymer. FTIR spectra showed a decrease in the intensity of a -CH <subscript>3</subscript> and -OH group, owing to the substitution of the methoxy group. <superscript>13</superscript> C NMR spectra also supported these results with the -SiMe <subscript>3</subscript> signal that disappeared after the cross-linking reaction. Furthermore, cross-linking between the activated methoxy groups was confirmed with a strong exothermic peak at 130 °C, resulting in an increase in the adhesion strength as hot-pressing temperature increased from 160 to 180 °C. These results suggest that the cross-linking between the activated methoxy groups of syringaldehyde is an important understanding of valorizing hardwood lignin via building thermosetting polymers for lignin-based adhesives.<br />Competing Interests: The authors declare no competing financial interest.<br /> (© 2024 The Authors. Published by American Chemical Society.)
Details
- Language :
- English
- ISSN :
- 2470-1343
- Volume :
- 9
- Issue :
- 26
- Database :
- MEDLINE
- Journal :
- ACS omega
- Publication Type :
- Academic Journal
- Accession number :
- 38973923
- Full Text :
- https://doi.org/10.1021/acsomega.4c01267