Wisconsin Alumni Research Foundation

Clean Technology
Clean Technology
Synthesis of Bio-Based Polyurethanes and Polyesters
WARF: P210122US01

Inventors: George Huber, Hochan Chang, James Dumesic

The Wisconsin Alumni Research Foundation (WARF) is seeking commercial partners interested in developing a method to produce a promising new platform chemical from fructose – a sustainable feedstock. The chemical, di-((5-hydroxymethyl) furan-2-ethenyl) ketone, (abbreviated HAH) is a useful intermediary for making polyurethanes, polyesters, organic dyes and polymers.
Overview
Plant biomass remains a promising renewable source of important platform chemicals currently derived from petroleum. These include the chemical building blocks used to make polyurethanes (commonly found in insulators, foams, paints, inks, etc.) and polyesters (found in packaging, adhesives, biomedical products and more).

However, despite surging interest in eco-friendly processes, key challenges in leveraging biomass include cost and incompatibility with current infrastructure. Researchers have long sought to develop a versatile biomass-derived platform chemical that can satisfy the quality criteria demanded by commercial purchasers of high-value chemicals. These criteria include not just cost but also high purity and shelf stability. Further, the hazardous solvents and costly noble metal catalysts typically used in biomass conversion need to be replaced with green and economical alternatives. To date, these longstanding issues have hindered biomass opportunities in the chemicals markets
The Invention
UW–Madison researchers have developed a method to produce a promising new platform chemical from fructose – a sustainable feedstock. The chemical, di-((5-hydroxymethyl) furan-2-ethenyl) ketone, (abbreviated HAH) is a useful intermediary for making polyurethanes, polyesters, organic dyes and polymers. It is produced by optimizing the catalytic reactions, using green solvents and non-noble metal catalysts, and a simple purification strategy.

A techno-economic analysis indicates that HAH-based polyurethanes are price-competitive with existing polyurethanes and are renewable, functional and compatible with other compounds. The minimum selling price of HAH product was calculated to be $1,958 per ton (2021, USD). At that price, HAH is price competitive with the high-value chemicals anthraquinone ($3,200-$3,900 per ton) and bisphenol-A ($1,360-$1,720 per ton).
Applications
  • Bio-based chemicals production
Key Benefits
  • Harnesses sustainable feedstock
  • Yields new platform chemical useful in various high-value chemicals markets
  • Economically viable process
Additional Information
For More Information About the Inventors
For current licensing status, please contact Jennifer Gottwald at [javascript protected email address] or 608-960-9854

WARF