Multifunctional Amine Modifiers for Selective Dehydration of Methyl Lactate to Acrylates

Yutong Pang, Choong Sze Lee, Bess Vlaisavljevich, Christopher P. Nicholas, Paul J. Dauenhauer

Research output: Contribution to journalArticlepeer-review

5 Scopus citations

Abstract

Dehydration of methyl lactate to acrylic acid and methyl acrylate was experimentally evaluated over a Na-FAU zeolite catalyst impregnated with multifunctional diamines. 1,2-Bis(4-pyridyl)ethane (12BPE) and 4,4′-trimethylenedipyridine (44TMDP), at a nominal loading of 40 wt % or two molecules per Na-FAU supercage, afforded a dehydration selectivity of 96 ± 3% over 2000 min time on stream. Although 12BPE and 44TMDP have van der Waals diameters approximately 90% of the Na-FAU window opening diameter, both flexible diamines interact with internal active sites of Na-FAU as characterized by infrared spectroscopy. During continuous reaction at 300 °C, the amine loadings in Na-FAU remained constant for 12BPE but decreased as much as 83% for 44TMDP. Tuning the weighted hourly space velocity (WHSV) from 0.9 to 0.2 h-1 afforded a yield as high as 92% at a selectivity of 96% with 44TMDP impregnated Na-FAU, resulting in the highest yield reported to date.

Original languageEnglish (US)
Pages (from-to)368-377
Number of pages10
JournalJACS Au
Volume3
Issue number2
DOIs
StatePublished - Feb 27 2023

Bibliographical note

Funding Information:
We acknowledge financial support of the NSF Center for Sustainable Polymers, an NSF Center for Chemical Innovation at the University of Minnesota (CHE-1901635). The authors acknowledge the Minnesota Supercomputing Institute (MSI, http://www.msi.umn.edu/) at the University of Minnesota for providing resources that contributed to the research results reported within this paper.

Funding Information:
We acknowledge financial support of the NSF Center for Sustainable Polymers, an NSF Center for Chemical Innovation at the University of Minnesota (CHE-1901635). The authors acknowledge the Minnesota Supercomputing Institute (MSI, http://www.msi.umn.edu/ ) at the University of Minnesota for providing resources that contributed to the research results reported within this paper.

Publisher Copyright:
© 2023 The Authors. Published by American Chemical Society.

Keywords

  • Acrylic Acid
  • Amine
  • Dehydration
  • Lactic Acid
  • Zeolite

PubMed: MeSH publication types

  • Journal Article

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