From Tree to Tape: Direct Synthesis of Pressure Sensitive Adhesives from Depolymerized Raw Lignocellulosic Biomass
Abstract
We report a new and robust strategy toward the development of high-performance pressure sensitive adhesives (PSAs) from chemicals directly obtained from raw biomass deconstruction. A particularly unique and translatable aspect of this work was the use of a monomer obtained from real biomass, as opposed to a model compound or lignin-mimic, to generate well-defined and nanostructure-forming polymers. Herein, poplar wood depolymerization followed by minimal purification steps (filtration and extraction) produced two aromatic compounds, 4-propylsyringol and 4-propylguaiacol, with high purity and yield. Efficient functionalization of those aromatic compounds with either acrylate or methacrylate groups generated monomers that could be easily polymerized by a scalable reversible addition–fragmentation chain-transfer (RAFT) process to yield polymeric materials with high glass transition temperatures and robust thermal stabilities, especially relative to other potentially biobased alternatives. These lignin-derived compounds were used as a major component in low-dispersity triblock polymers composed of 4-propylsyringyl acrylate and n-butyl acrylate (also can be biobased). The resulting PSAs exhibited excellent adhesion to stainless steel without the addition of any tackifier or plasticizer. The 180° peel forces were up to 4 N cm–1, and tack forces were up to 2.5 N cm–1, competitive with commercial Fisherbrand labeling tape and Scotch Magic tape, demonstrating themore »
- Authors:
-
- Department of Chemical & Biomolecular Engineering, University of Delaware, Newark, Delaware 19716, United States
- Center for Energy Innovation, University of Delaware, Newark, Delaware 19716, United States
- Department of Chemical & Biomolecular Engineering, University of Delaware, Newark, Delaware 19716, United States, Center for Energy Innovation, University of Delaware, Newark, Delaware 19716, United States
- Department of Chemical & Biomolecular Engineering, University of Delaware, Newark, Delaware 19716, United States, Department of Materials Science & Engineering, University of Delaware, Newark, Delaware 19716, United States
- Publication Date:
- Research Org.:
- Energy Frontier Research Centers (EFRC) (United States). Catalysis Center for Energy Innovation (CCEI); Univ. of Delaware, Newark, DE (United States)
- Sponsoring Org.:
- USDOE Office of Science (SC), Basic Energy Sciences (BES); National Science Foundation (NSF); National Inst. of Health (NIH) (United States)
- OSTI Identifier:
- 1437200
- Alternate Identifier(s):
- OSTI ID: 1498666; OSTI ID: 1508817
- Grant/Contract Number:
- SC0001004; CHE-1507010; 1 P30 GM110758-01
- Resource Type:
- Published Article
- Journal Name:
- ACS Central Science
- Additional Journal Information:
- Journal Name: ACS Central Science Journal Volume: 4 Journal Issue: 6; Journal ID: ISSN 2374-7943
- Publisher:
- American Chemical Society
- Country of Publication:
- United States
- Language:
- English
- Subject:
- 59 BASIC BIOLOGICAL SCIENCES; 37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY; 09 BIOMASS FUELS
Citation Formats
Wang, Shu, Shuai, Li, Saha, Basudeb, Vlachos, Dionisios G., and Epps, III, Thomas H. From Tree to Tape: Direct Synthesis of Pressure Sensitive Adhesives from Depolymerized Raw Lignocellulosic Biomass. United States: N. p., 2018.
Web. doi:10.1021/acscentsci.8b00140.
Wang, Shu, Shuai, Li, Saha, Basudeb, Vlachos, Dionisios G., & Epps, III, Thomas H. From Tree to Tape: Direct Synthesis of Pressure Sensitive Adhesives from Depolymerized Raw Lignocellulosic Biomass. United States. https://doi.org/10.1021/acscentsci.8b00140
Wang, Shu, Shuai, Li, Saha, Basudeb, Vlachos, Dionisios G., and Epps, III, Thomas H. Tue .
"From Tree to Tape: Direct Synthesis of Pressure Sensitive Adhesives from Depolymerized Raw Lignocellulosic Biomass". United States. https://doi.org/10.1021/acscentsci.8b00140.
@article{osti_1437200,
title = {From Tree to Tape: Direct Synthesis of Pressure Sensitive Adhesives from Depolymerized Raw Lignocellulosic Biomass},
author = {Wang, Shu and Shuai, Li and Saha, Basudeb and Vlachos, Dionisios G. and Epps, III, Thomas H.},
abstractNote = {We report a new and robust strategy toward the development of high-performance pressure sensitive adhesives (PSAs) from chemicals directly obtained from raw biomass deconstruction. A particularly unique and translatable aspect of this work was the use of a monomer obtained from real biomass, as opposed to a model compound or lignin-mimic, to generate well-defined and nanostructure-forming polymers. Herein, poplar wood depolymerization followed by minimal purification steps (filtration and extraction) produced two aromatic compounds, 4-propylsyringol and 4-propylguaiacol, with high purity and yield. Efficient functionalization of those aromatic compounds with either acrylate or methacrylate groups generated monomers that could be easily polymerized by a scalable reversible addition–fragmentation chain-transfer (RAFT) process to yield polymeric materials with high glass transition temperatures and robust thermal stabilities, especially relative to other potentially biobased alternatives. These lignin-derived compounds were used as a major component in low-dispersity triblock polymers composed of 4-propylsyringyl acrylate and n-butyl acrylate (also can be biobased). The resulting PSAs exhibited excellent adhesion to stainless steel without the addition of any tackifier or plasticizer. The 180° peel forces were up to 4 N cm–1, and tack forces were up to 2.5 N cm–1, competitive with commercial Fisherbrand labeling tape and Scotch Magic tape, demonstrating the practical significance of our biomass-derived materials.},
doi = {10.1021/acscentsci.8b00140},
journal = {ACS Central Science},
number = 6,
volume = 4,
place = {United States},
year = {Tue May 15 00:00:00 EDT 2018},
month = {Tue May 15 00:00:00 EDT 2018}
}
https://doi.org/10.1021/acscentsci.8b00140
Web of Science
Figures / Tables:
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