skip to main content
OSTI.GOV title logo U.S. Department of Energy
Office of Scientific and Technical Information

Title: Bio-based polymers from raw lignocellulosic biomass

Patent ·
OSTI ID:1986918

Disclosed herein is a method of making polymerizable bio-based monomers containing one phenolic hydroxyl group which has been derivatized to provide at least one polymerizable functional group which is an ethylenically unsaturated functional group (such as a [meth]acrylate group), where the precursors of the polymerizable bio-based monomers are derived from raw lignin-containing biomass. Also disclosed herein are bio-based copolymers prepared from such bio-based monomers and a co-monomer, and methods of making and using such bio-based copolymers. In particular, the bio-based copolymers can be used as pressure sensitive adhesives, binders, and polymer electrolytes.

Research Organization:
Univ. of Delaware, Newark, DE (United States)
Sponsoring Organization:
USDOE; National Science Foundation (NSF)
DOE Contract Number:
CHE-1507010; SC0001004; SC0014458
Assignee:
University of Delaware (Nonatum Mills, DE)
Patent Number(s):
11,525,024
Application Number:
16/243,718
OSTI ID:
1986918
Resource Relation:
Patent File Date: 01/09/2019
Country of Publication:
United States
Language:
English

References (71)

Bright Side of Lignin Depolymerization: Toward New Platform Chemicals journal January 2018
Lignin Valorization: Two Hybrid Biochemical Routes for the Conversion of Polymeric Lignin into Value-added Chemicals journal August 2017
High-Performance Pressure-Sensitive Adhesives from Renewable Triblock Copolymers journal July 2015
Polymerization behavior of 2,6-dimethoxystyrene journal June 1969
Repositionable pressure-sensitive adhesive tape patent August 1992
Substituted Amide Compound patent-application July 2012
Biochemical transformation of lignin for deriving valued commodities from lignocellulose journal June 2017
Synthesis of poly(methyl methacrylate)-b-poly(n-butyl acrylate)-b-poly(methyl methacrylate) triblocks and their potential as thermoplastic elastomers journal March 2000
Recent synthetic approaches and emerging bio-inspired strategies for the development of sustainable pressure-sensitive adhesives derived from renewable building blocks: ARTICLE journal March 2014
Composites Having Leather-Like Characteristics patent-application December 2013
Lignin-Based Bio-Oil Mimic as Biobased Resin for Composite Applications journal February 2013
Reductive lignocellulose fractionation into soluble lignin-derived phenolic monomers and dimers and processable carbohydrate pulps journal January 2015
The Chemistry of Stable Phenoxy Radicals journal October 1967
Tunable Thermosetting Epoxies Based on Fractionated and Well-Characterized Lignins journal March 2018
Catalytic Biorefining of Plant Biomass to Non-Pyrolytic Lignin Bio-Oil and Carbohydrates through Hydrogen Transfer Reactions journal June 2014
Bio-Based Foam from Natural Oils patent-application November 2012
Lignin Model Compounds as Bio-Based Reactive Diluents for Liquid Molding Resins journal April 2012
Synthesis, solution properties and chain flexibility of poly(2,6-dimethylphenyl methacrylate) journal May 1990
Monomers and Polymers Having Energy Absorbing Moieties of Use in Desorption/Ionization of Analytes patent-application November 2003
Vanillin-based resin for use in composite applications journal January 2012
Biobased building blocks for the rational design of renewable block polymers journal January 2014
Polymers prepared from functionalized dimethoxyphenol monomers patent April 2019
Lignin Depolymerization into Aromatic Monomers over Solid Acid Catalysts journal November 2014
Hydrogenolysis of lignosulfonate into phenols over heterogeneous nickel catalysts journal April 2012
Negative type image recording material patent September 1999
Turning renewable resources into value-added polymer: development of lignin-based thermoplastic journal January 2012
Structure and rheology of di- and triblock copolymers of polystyrene and poly(n-butyl acrylate) journal March 2011
Properties of Thermosets Derived from Chemically Modified Triglycerides and Bio-Based Comonomers journal December 2013
Selective production of 4-ethylphenolics from lignin via mild hydrogenolysis journal August 2012
The future of reversible addition fragmentation chain transfer polymerization journal September 2008
Determination of Solvent–Polymer and Polymer–Polymer Flory–Huggins Interaction Parameters for Poly(3-hexylthiophene) via Solvent Vapor Swelling journal August 2013
Living Radical Polymerization by the RAFT Process journal January 2005
Effect of Methoxy Substituent Position on Thermal Properties and Solvent Resistance of Lignin-Inspired Poly(dimethoxyphenyl methacrylate)s journal July 2017
From models to lignin: Transition metal catalysis for selective bond cleavage reactions journal January 2016
Softwood Lignin-Based Methacrylate Polymers with Tunable Thermal and Viscoelastic Properties journal February 2016
Sustainable glucose-based block copolymers exhibit elastomeric and adhesive behavior journal January 2016
Furylated Flavonoids: Fully Biobased Building Blocks Produced by Condensed Tannins Depolymerization journal November 2017
Characteristic Ratio and Plateau Modulus of 1,2-Polybutadiene. A Comparison with Other Rubbers journal November 1990
Biobased Epoxy Resins from Deconstructed Native Softwood Lignin journal July 2017
Selective [2 + 2]-Cycloaddition in Methacrylic Stilbene Polymers without Interference from E/Z-Isomerization journal November 2011
Pressure-Sensitive Adhesives: An Introductory Course journal June 2003
Syringyl Methacrylate, a Hardwood Lignin-Based Monomer for High- T g Polymeric Materials journal April 2016
Total synthesis of alboatrin, a phytotoxic metabolite from Verticillium alboatrum journal March 2008
Renewable Thermoplastics Based on Lignin-Derived Polyphenols journal April 2017
Adhesive properties of acrylate copolymers: Effect of the nature of the substrate and copolymer functionality journal April 2012
The Influence of Hydrogen Bonding Side-Groups on Viscoelastic Behavior of Linear and Network Polymers journal January 2014
The preparation of high conversion polymeric systems containing eugenol residues and their rheological characterization journal November 2007
Cinchona based squaramide catalysed enantioselective Michael addition of α-nitrophosphonates to aryl acrylates: enantioselective synthesis of quaternary α-aminophosphonates journal December 2013
Pressure-Sensitive Adhesives from Renewable Triblock Copolymers journal January 2011
Chemistry of lignin-based materials journal September 2013
Formaldehyde stabilization facilitates lignin monomer production during biomass depolymerization journal October 2016
Towards high-yield lignin monomer production journal January 2017
Thermochemical conversion of lignin to functional materials: a review and future directions journal January 2015
Palladium-catalyzed cross-coupling reactions of highly hindered, electron-rich phenol triflates and organostannanes journal January 1992
Novel Copolymers of Styrene. 3. Oxy Ring-disubstituted 2-cyano-3-phenyl-2-propenamides journal January 2013
RAFT polymerization and associated reactivity ratios of methacrylate-functionalized mixed bio-oil constituents journal January 2015
Low Ceiling Temperature in Radical Polymerization of 2, 6-Dimethylphenyl Methacrylate journal January 1981
A Facile Method for Generating Designer Block Copolymers from Functionalized Lignin Model Compounds journal January 2014
Chemical modification of lignins: Towards biobased polymers journal July 2014
Acrylic Triblock Copolymers Incorporating Isosorbide for Pressure Sensitive Adhesives journal May 2016
Fast pyrolysis of Kraft lignin—Vapor cracking over various fixed-bed catalysts journal March 2013
Model hydrocarbon polymers: rheological properties of linear polyisoprenes and hydrogenated polyisoprenes journal December 1984
Bio-Based Block Polymers Derived from Lignin and Fatty Acids patent-application September 2014
The effect of molecular weight and temperature on tack properties of model polyisobutylenes journal August 2004
High modulus polymers and composites from plant oils patent September 2000
Medical Devices Having Bioactive Surfaces patent-application November 2007
Methods and Compositions for Control of Cabbage Looper, Trichoplusia Ni patent-application May 2013
Fatty acid monomers to reduce emissions and toughen polymers patent April 2009
Tack and viscoelastic properties of an acrylic block copolymer/tackifier system journal December 2009
Biphasic extraction of mechanocatalytically-depolymerized lignin from water-soluble wood and its catalytic downstream processing journal January 2017
Preparation and Characterization of a Renewable Pressure-Sensitive Adhesive System Derived from ε-Decalactone, l -Lactide, Epoxidized Soybean Oil, and Rosin Ester journal August 2015

Similar Records

From Tree to Tape: Direct Synthesis of Pressure Sensitive Adhesives from Depolymerized Raw Lignocellulosic Biomass
Journal Article · Tue May 15 00:00:00 EDT 2018 · ACS Central Science · OSTI ID:1986918

Enzymatic synthesis of kraft lignin-acrylate copolymers using an alkaline tolerant laccase
Journal Article · Fri Apr 22 00:00:00 EDT 2022 · Applied Microbiology and Biotechnology · OSTI ID:1986918

Novel Environmentally Friendly Superabsorbent Hydrogel Hybrids from Synthesized Star-Shaped Bio-based Monomers and Acrylic Acid
Journal Article · Sun Sep 01 00:00:00 EDT 2019 · Journal of Polymers and the Environment · OSTI ID:1986918

Related Subjects