4.8 Article

Renewable Isoprene by Sequential Hydrogenation of Itaconic Acid and Dehydra-Decyclization of 3-Methyl-Tetrahydrofuran

Journal

ACS CATALYSIS
Volume 7, Issue 2, Pages 1428-1431

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acscatal.6b03335

Keywords

isoprene; itaconic acid; zeolite; phosphorus; hydrogenation

Funding

  1. National Science Foundation through the University of Minnesota Center for Sustainable Polymers [CHE-1413862]
  2. Division Of Chemistry
  3. Direct For Mathematical & Physical Scien [1413862] Funding Source: National Science Foundation

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Catalytic hydrogenation of itaconic acid (obtained from glucose fermentation) yields 3-methyl-tetrahydrofuran (3-MTHF), which then undergoes catalytic dehydra-decyclization to isoprene. It is demonstrated that a one-pot cascade reaction converts itaconic acid to 3-MTHF at similar to 80% yield with Pd-Re/C catalyst and 1000 psig H-2. Subsequent gas-phase catalytic ring opening and dehydration of 3-MTHF with phosphorus-containing zeolites including P-BEA, P-MFI, and P-SPP (self-pillared pentasil) exhibits 90% selectivity to dienes (70% isoprene, 20% pentadienes) at 20-25% conversion.

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