Techno-economic Analysis of a Chemical Process to Manufacture Methyl-Îμ -caprolactone from Cresols

David J. Lundberg, Daniel J. Lundberg, Marc A. Hillmyer, Paul J. Dauenhauer

Research output: Contribution to journalArticlepeer-review

24 Scopus citations


Methyl-e-caprolactone is a monomer used in the manufacture of elastomeric biodegradable polymers with enhanced properties. We present here the conceptual process design for the production of methyl-e-caprolactone from para-cresol, a biorenewable feedstock obtained from lignin. The two-reaction process consists of cresol hydrogenation to methyl-cyclohexanone followed by Baeyer-Villiger oxidation to methyl-e-caprolactone. Details for designing an optimized process include unit operation design of two reactors, one decanter, one flash tank, and five distillation columns. Distillation and integrated heat transfer were determined via process simulation, with the objective of optimizing the process for net present value. For cresol obtained at $1.00 kg-1, the minimum selling price of methyl-e-caprolactone (defined as the product selling price that results in a zero net present value of the entire 30 year project) was $3.521, $2.798, and $2.557 kg-1 ($1.600, $1.272, and $1.162 lbm -1) at three process scales of 10, 30, and 60 kton yr-1 of para-cresol feed. A sensitivity analysis of the major process variables identified catalyst selectivity to methyl-e-caprolactone in the Baeyer-Villiger oxidation reaction as the key parameter for improving process economic potential.

Original languageEnglish (US)
Pages (from-to)15316-15324
Number of pages9
JournalACS Sustainable Chemistry and Engineering
Issue number11
StatePublished - Nov 5 2018

Bibliographical note

Funding Information:
This work was supported by the National Science Foundation through the University of Minnesota Center for Sustainable Polymers under award number CHE-1413862. Additional financial support was provided by the Minnesota Corn Growers Association.

Publisher Copyright:
© 2018 American Chemical Society.


  • Caprolactone
  • Cresol
  • Elastomer
  • Hydrogenation
  • Oxidation


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