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Bioadvantaged Nylon: Polycondensation of 3-Hexenedioic Acid with Hexamethylenediamine

Ames Laboratory

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Technology Marketing Summary
 
Iowa State University researchers have developed a flexible pathway to turn glucose into nylon or PET using inexpensive catalysts and moderate reaction conditions.
Description
 
Using a combination of biological, electrochemical, and catalytic processes, ISU researchers have developed a pathway to convert glucose into precursors for both nylon and PET manufacture.  The first phase utilizes an engineered strain of Saccharomyces cerevisiae to produce high levels of muconic acid from a glucose feedstock (a titer of 752mg/L).  Next, muconic acid can be partially hydrogenated to hexenedioic acid or fully hydrogenated to adipic acid via an electrochemical process.  Both hexenedioic acid and adipic acid can be combined with hexaminediamine to make Nylon 6,6.  If hexenedioic acid is used in the nylon backbone, the remaining double bond can be further modified using controlled radical polymerization to create a functionalized nylon with potential applications in packaging and other areas.  Alternately the muconic acid can undergo a series of reactions to produce terephthalic acid (one of the building blocks for PET, the most common thermoplastic polyester). These steps include electrocatalytically isomerizing the cis,cis- or cis,trans- muconic acid to the trans,trans- variant for PET and other high-value chemical production.  This suite of technologies enables the production of a variety of similar polymers with different physical characteristics that can be targeted toward specialized end products.
 

 

Benefits
 
• Eliminates the use of petrochemicals in the production of a wide array of commonly used industrial and consumer products
• Tunable at several steps to produce similar polymers with different physical characteristics
• Inexpensive catalysts, moderate reaction conditions and high conversion rates
• Flexible pathway between nylon and PET
• Biomass byproducts have additional market value
 
Applications and Industries

Plastics, Clothing, Packaging, Containers

 
More Information

Patent applied for. 

ISURF Direct Link: http://isurftech.technologypublisher.com/technology/20750

Technology Status
Technology IDDevelopment StageAvailabilityPublishedLast Updated
4357PrototypeAvailable12/06/201712/06/2017

Contact AMES About This Technology

To: Craig Forney<licensing@iastate.edu>