A continuous process for glyoxal valorisation using tailored Lewis-acid zeolite catalysts

Literature Information

Publication Date 2013-12-13
DOI 10.1039/C3GC42353K
Impact Factor 10.182
Authors

Pierre Y. Dapsens, Cecilia Mondelli, Bright T. Kusema, René Verel, Javier Pérez-Ramírez


View Original

Abstract

The aqueous-phase heterogeneously catalysed isomerisation of bio-oil derived glyoxal is herein introduced as a novel route for the sustainable production of glycolic acid. While commercial ultra-stable Y zeolites displayed only moderate performance, their evaluation enabled us to highlight the crucial role of Lewis acidity in the reaction. Gallium incorporation into these zeolites boosted the glycolic acid yield, although the best catalytic results were obtained over tin-containing MFI-type zeolites, reaching 91% yield of the desired product at full conversion. These materials comprised hydrothermally-synthesised Sn-MFI as well as a novel catalyst obtained by the introduction of tin into silicalite-1 by means of a simpler and more scalable method, i.e. alkaline-assisted metallation. In-depth spectroscopic characterisation of these systems uncovered a substantial similarity of the tin centres obtained by the top-down and bottom-up synthetic approaches. NMR spectroscopic studies gave evidence that the reaction follows a 1,2-hydride shift mechanism solely catalysed by Lewis-acid sites. The Sn-MFI analogue could be reused in 5 cycles without the need for intermediate calcination, did not evidence any tin leaching, and demonstrated suitability for utilisation under continuous-flow operation. The tin-based zeolites exhibited remarkable performance also in alcoholic solvents, leading to the one-pot production of relevant alkyl glycolates.

Related Literature

Unravelling the mechanisms of reactive oxygen species formation in nanohybrid systems of porphyrins and enriched (6,5) single-walled carbon nanotubes for photosensitization

Camila S. Monteiro, Daniele C. Ferreira, Gustavo A. M. Sáfar, Rafael N. Gontijo, Cristiano Fantini, Dayse C. S. Martins, Ynara M. Idemori, Maurício V. B. Pinheiro, Klaus Krambrock

2016-07-05 Paper

DOI: 10.1039/C6CP03366K

First-principles analysis of the spectroscopic limited maximum efficiency of photovoltaic absorber layers for CuAu-like chalcogenides and silicon

Marnik Bercx, Nasrin Sarmadian, Rolando Saniz, Bart Partoens, Dirk Lamoen

2016-07-07 Paper

DOI: 10.1039/C6CP03468C

Nonadiabatic dynamics of floppy hydrogen bonded complexes: the case of the ionized ammonia dimer

Jan Chalabala, Petr Slavíček

2016-06-29 Paper

DOI: 10.1039/C6CP02714H

Computational insights into CdSe quantum dots' interactions with acetate ligands

Patrick K. Tamukong, Wadumesthrige D. N. Peiris, Svetlana Kilina

2016-07-04 Paper

DOI: 10.1039/C6CP01665K

Photophysical properties of pyrrolocytosine, a cytosine fluorescent base analogue

Quynh L. Nguyen, Vincent A. Spata, Spiridoula Matsika

2016-05-20 Paper

DOI: 10.1039/C6CP01559J

Flexible band gap tuning of hexagonal boron nitride sheets interconnected by acetylenic bonds

Hongyu Zhang, Youhua Luo, Xiaojuan Feng, Lixia Zhao, Meng Zhang

2015-07-07 Paper

DOI: 10.1039/C5CP02346G

The thermoelectrochemistry of lithium–glyme solvate ionic liquids: towards waste heat harvesting

Jeffrey J. Black, Thomas Murphy, Rob Atkin, Andrew Dolan, Leigh Aldous

2016-07-01 Paper

DOI: 10.1039/C6CP02255C

Effect of Ca2+ codoping on the Eu2+ luminescence properties in the Sr2Si5N8 host lattice: a theoretical approach

Claudio Bulloni, Amador García-Fuente, Werner Urland, Claude Daul

2015-09-07 Paper

DOI: 10.1039/C5CP02915E

TEMPO-mediated oxidized winter melon-based carbonaceous aerogel as an ultralight 3D support for enhanced photodegradation of organic pollutants

Miao Miao, Gangling Wang, Shaomei Cao, Xin Feng, Jianhui Fang, Liyi Shi

2015-08-27 Paper

DOI: 10.1039/C5CP04679C

You might also like

Compound Q&A

What precautions should be taken when handling 4-Methyl-6-(trifluoromethyl)quinoline (CAS: 40716-16-3)?

When handling 4-Methyl-6-(trifluoromethyl)quinoline (CAS: 40716-16-3), safety go...

40716-16-34-Methyl-6-(trifluor...
Compound Q&A

What is 4-(3,5-Difluorophenyl)aniline (CAS: 405058-00-6)?

4-(3,5-Difluorophenyl)aniline is an aromatic organic compound with the CAS numbe...

405058-00-64-(3,5-Difluoropheny...
Compound Q&A

How is 5-{[4-(Trifluoromethyl)phenyl]sulfanyl}-1,2,3-thiadiazole-4-carboxylic acid (CAS: 338982-07-3) typically synthesized?

5-{[4-(Trifluoromethyl)phenyl]sulfanyl}-1,2,3-thiadiazole-4-carboxylic acid can ...

338982-07-35-{[4-(Trifluorometh...
Compound Q&A

What is the market or research trend for 4-Benzylaniline hydrochloride (CAS: 6317-57-3)?

The market for 4-Benzylaniline hydrochloride (CAS: 6317-57-3) is steadily growin...

6317-57-34-Benzylaniline hydr...
Compound Q&A

Is [3-(Diethylsulfamoyl)phenyl]boronic acid (CAS: 871329-58-7) safe?

[3-(Diethylsulfamoyl)phenyl]boronic acid is generally considered safe when handl...

871329-58-7[3-(Diethylsulfamoyl...
Compound Q&A

What are the main uses of 3-Bromo-2,5-dimethoxyaniline (CAS: 115929-62-9)?

3-Bromo-2,5-dimethoxyaniline is mainly used in the pharmaceutical and chemical i...

115929-62-93-Bromo-2,5-dimethox...
Compound Q&A

What regulatory guidelines apply to N-Methyl-1-(5-methyl-1H-indol-3-yl)methanamine (CAS: 915922-67-7)?

N-Methyl-1-(5-methyl-1H-indol-3-yl)methanamine (CAS: 915922-67-7) is subject to ...

915922-67-7N-Methyl-1-(5-methyl...
Compound Q&A

What industries use Carbamic acid, N-[(5S)-5,6-diamino-6-oxohexyl]-, 1,1-dimethylethyl ester (CAS: 24828-96-4)?

This compound is primarily used in the pharmaceutical industry for the synthesis...

24828-96-4Carbamic acid, N-[(5...
Compound Q&A

How should 2-Methyl-2-propanyl [(1S,3R)-3-aminocyclohexyl]carbamate (CAS: 1298101-47-9) be stored?

2-Methyl-2-propanyl [(1S,3R)-3-aminocyclohexyl]carbamate (CAS: 1298101-47-9) sho...

1298101-47-92-Methyl-2-propanyl ...
Compound Q&A

What industries use Ethyl 2-bromo-4,4,4-trifluorobutanoate (CAS: 367-33-9)?

Ethyl 2-bromo-4,4,4-trifluorobutanoate (CAS: 367-33-9) is utilized in the pharma...

367-33-9Ethyl 2-bromo-4,4,4-...

Source Journal

Green Chemistry

Green Chemistry
CiteScore: 16.1
Self-citation Rate: 7.5%
Articles per Year: 944

Green Chemistry provides a unique forum for the publication of innovative research on the development of alternative green and sustainable technologies. The scope of Green Chemistry is based on, but not limited to, the definition proposed by Anastas and Warner (Green Chemistry: Theory and Practice, P T Anastas and J C Warner, Oxford University Press, Oxford, 1998). Green chemistry is the utilisation of a set of principles that reduces or eliminates the use or generation of hazardous substances in the design, manufacture and application of chemical products. Green Chemistry is at the frontiers of this continuously-evolving interdisciplinary science and publishes research that attempts to reduce the environmental impact of the chemical enterprise by developing a technology base that is inherently non-toxic to living things and the environment. Submissions on all aspects of research relating to the endeavour are welcome. The journal publishes original and significant cutting-edge research that is likely to be of wide general appeal. To be published, work must present a significant advance in green chemistry. Papers must contain a comparison with existing methods and demonstrate advantages over those methods before publication can be considered. For more information please see this Editorial. Coverage includes the following, but is not limited to: Design (e.g. biomimicry, design for degradation/recycling/reduced toxicity…) Reagents & Feedstocks (e.g. renewables, CO2, solvents, auxiliary agents, waste utilization…) Synthesis (e.g. organic, inorganic, synthetic biology…) Catalysis (e.g. homogeneous, heterogeneous, enzyme, whole cell…) Process (e.g. process design, intensification, separations, recycling, efficiency…) Energy (e.g. renewable energy, fuels, photovoltaics, fuel cells, energy storage, energy carriers…) Applications (e.g. electronics, dyes, consumer products, coatings, pharmaceuticals, preservatives, building materials, chemicals for industry/agriculture/mining…) Impact (e.g. safety, metrics, LCA, sustainability, (eco)toxicology…) Green chemistry is, by definition, a continuously-evolving frontier. Therefore, the inclusion of a particular material or technology does not, of itself, guarantee that a paper is suitable for the journal. To be suitable, the novel advance should have the potential for reduced environmental impact relative to the state of the art. Green Chemistry does not normally deal with research associated with 'end-of-pipe' or remediation issues.

Recommended Compounds

Recommended Suppliers

Disclaimer
This page provides academic journal information for reference and research purposes only. We are not affiliated with any journal publishers and do not handle publication submissions. For publication-related inquiries, please contact the respective journal publishers directly.
If you notice any inaccuracies in the information displayed, please contact us at support@chemtradehub.com. We will promptly review and address your concerns.