Industrial Organic Chemicals

Wittcoff, Harold; Reuben, Bryan G.; Plotkin, Jeffrey S.

doi:10.1002/9781118229996

Cited by 184 publications

(178 citation statements)

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“…6,26 This route was reported previously using homogeneous catalysis. 26,27 Such catalysts, however, are too expensive for large-scale application.…”

Section: -13mentioning

confidence: 99%

“…In 2012, global acrylic acid production was 4.5 million metric tons, with a growing demand of 4% per year. [4][5][6] It is currently produced through a two-step gas-phase oxidation of propylene via acrolein. 4 This energy intensive process depends on petrobased propylene, the cost of which has been volatile recently.…”

Section: Introductionmentioning

confidence: 99%

“…As such, optimization of the reaction conditions is expected to surpass 90% selectivity. Combining these results with the pyrolysis of 2-APA at elevated temperatures, 6,26 we envisage 80-85% overall acrylic acid yield in the continuous ow reaction.…”

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Catalytic acetoxylation of lactic acid to 2-acetoxypropionic acid, en route to acrylic acid

et al. 2015

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Catalytic acetoxylation of lactic acid to 2-acetoxypropionic acid, en route to acrylic acid Beerthuis, R.; Granollers, M.; Brown, D.R.; Salavagione, H.J.; Rothenberg, G.; Shiju, N.R. Published in: RSC Advances DOI:10.1039/c4ra12695eLink to publication Citation for published version (APA):Beerthuis, R., Granollers, M., Brown, D. R., Salavagione, H. J., Rothenberg, G., & Shiju, N. R. (2015). Catalytic acetoxylation of lactic acid to 2-acetoxypropionic acid, en route to acrylic acid. RSC Advances, 5(6), 4103-4108. DOI: 10.1039/c4ra12695e General rightsIt is not permitted to download or to forward/distribute the text or part of it without the consent of the author(s) and/or copyright holder(s), other than for strictly personal, individual use, unless the work is under an open content license (like Creative Commons). Disclaimer/Complaints regulationsIf you believe that digital publication of certain material infringes any of your rights or (privacy) interests, please let the Library know, stating your reasons. In case of a legitimate complaint, the Library will make the material inaccessible and/or remove it from the website. Please Ask the Library: http://uba.uva.nl/en/contact, or a letter to: Library of the University of Amsterdam, Secretariat, Singel 425, 1012 WP Amsterdam, The Netherlands. You will be contacted as soon as possible. We present an alternative synthetic route to acrylic acid, starting from the platform chemical lactic acid and using heterogeneous catalysis. To improve selectivity, we designed an indirect dehydration reaction that proceeds via acetoxylation of lactic acid to 2-acetoxypropionic acid. This intermediate can then be pyrolized to acrylic acid. Acetic acid is used both as a reagent and a solvent in the first step, and may be recovered in the subsequent pyrolysis step. We tested a range of solid acid catalysts for the acetoxylation step (Y zeolites, sulfated zirconia, ion-exchange resins, sulfonated graphene, and various sulfonated silica gels and mixed oxides). Recycling studies were carried out for the most active catalysts. To enable quantitative analysis using gas chromatography we also developed a reliable silylation derivatization method, which is also reported. These results open opportunities for improving the biorenewable production of acrylic acid.

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“…6,26 This route was reported previously using homogeneous catalysis. 26,27 Such catalysts, however, are too expensive for large-scale application.…”

Section: -13mentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Catalytic acetoxylation of lactic acid to 2-acetoxypropionic acid, en route to acrylic acid

et al. 2015

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“…47,66 This reaction is more selective than the direct dehydration of lactic acid, as it does not involve a carbocation (eqn (12)). 3.2.4.…”

Section: ð12þmentioning

confidence: 99%

“…11,47 Herein, propylene, a side-product of the ethylene and gasoline production, is first oxidized to acrolein using a Bi/Mo-O catalyst at 320°C. Then the reaction mixture is directly converted into acrylic acid in a second reactor, using a Bi/V-O catalyst at 280°C (eqn (3)).…”

Section: ð3þmentioning

confidence: 99%

Catalytic routes towards acrylic acid, adipic acid and ε-caprolactam starting from biorenewables

2015

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et al. 2014

Ullmann's Encyclopedia of Industrial Chemistry

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The article contains sections titled: 1. Introduction 2. Physical Properties 3. Chemical Properties 4. Resources and Raw Materials 5. Upgrading of Butenes 6. Quality Specifications 7. Analysis 8. Storage and Transportation 9. Uses and Economic Data 10. Toxicology

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Industrial Organic Chemicals

Cited by 184 publications

References 0 publications

Catalytic acetoxylation of lactic acid to 2-acetoxypropionic acid, en route to acrylic acid

Catalytic acetoxylation of lactic acid to 2-acetoxypropionic acid, en route to acrylic acid

Catalytic routes towards acrylic acid, adipic acid and ε-caprolactam starting from biorenewables

Butenes

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