Multifunctional Amine Modifiers for Selective Dehydration of Methyl Lactate to Acrylates

Yutong Pang; ChoongSze Lee; Bess Vlaisavljevich; Christopher P. Nicholas; Paul J. Dauenhauer

doi:10.1021/jacsau.2c00513

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Multifunctional Amine Modifiers for Selective Dehydration of Methyl Lactate to Acrylates

Journal article

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Multifunctional Amine Modifiers for Selective Dehydration of Methyl Lactate to Acrylates

Yutong Pang, ChoongSze Lee, Bess Vlaisavljevich, Christopher P. Nicholas and Paul J. Dauenhauer

JACS Au, Vol.3(2), pp.368-377

02/27/2023

DOI: 10.1021/jacsau.2c00513

PMCID: PMC9976339

PMID: 36873694

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Abstract

Dehydration of methyl lactate to acrylic acid and methyl acrylate was experimentally evaluated over a Na-FAU zeolite catalyst impregnated with multifunc-tional 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 degrees 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.

Chemistry

Chemistry, Multidisciplinary

Physical Sciences

Science & Technology

Details

Title: Subtitle: Multifunctional Amine Modifiers for Selective Dehydration of Methyl Lactate to Acrylates
Creators: Yutong Pang - University of Minnesota
ChoongSze Lee - University of Minnesota
Bess Vlaisavljevich - University of Minnesota
Christopher P. Nicholas - Lakril Technol Corp, Chicago, IL 60612 USA
Paul J. Dauenhauer - University of Minnesota
Resource Type: Journal article
Publication Details: JACS Au, Vol.3(2), pp.368-377
Publisher: Amer Chemical Soc
DOI: 10.1021/jacsau.2c00513
PMID: 36873694
PMCID: PMC9976339
ISSN: 2691-3704
eISSN: 2691-3704
Number of pages: 10
Grant note: CHE-1901635 / NSF Center for Sustainable Polymers, an NSF Center for Chemical Innovation at the University of Minnesota
Language: English
Date published: 02/27/2023
Academic Unit: Chemistry
Record Identifier: 9984618506802771

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