Bio-based Aromatic Amines from Lignin-Derived Monomers
| Autor: | Enguerrand Blondiaux, Michał Smoleń, Ludo Diels, Bert U. W. Maes, Nadya Kaval, Bert F. Sels, Filip Lemière, Jeroen Bomon, Sergey Sergeyev |
|---|---|
| Jazyk: | angličtina |
| Rok vydání: | 2019 |
| Předmět: |
Technology
Engineering Chemical ISOCYANIDES General Chemical Engineering Chemistry Multidisciplinary Bio based CATALYSTS 02 engineering and technology 010402 general chemistry 01 natural sciences CARBON chemistry.chemical_compound Engineering Beckmann rearrangement Anilines Environmental Chemistry Lignin Organic chemistry Propionates Green & Sustainable Science & Technology Alkyl Green Metrics HYDROGENOLYSIS chemistry.chemical_classification Catechol Bioaromatics Science & Technology Renewable Energy Sustainability and the Environment Chemistry DERIVATIVES FRACTIONATION General Chemistry 021001 nanoscience & nanotechnology 0104 chemical sciences CONVERSION Monomer BOND FORMATION DEPOLYMERIZATION Green metrics Physical Sciences Science & Technology - Other Topics FRAGMENTATION 0210 nano-technology Benzylic oxidation Engineering sciences. Technology Biorenewable chemicals |
| Zdroj: | ACS Sustainable Chemistry and Engineering |
| ISSN: | 2168-0485 |
| Popis: | A new approach to synthesize valuable 3,4- dialkoxyanilines and alkyl propionates from lignin-derived 4- propylguaiacol and -catechol with overall isolated yields up to 65% has been described. The strategy is based on the introduction of nitrogen via a Beckmann rearrangement. Amino introduction therefore coincides with a C-defunctionalization reaction; overall a replacement of the propyl chain by an amino group is obtained. The process only requires cheap bulk chemicals as reagents/reactants and does not involve column chromatography to purify the reaction products. Furthermore, all carbon atoms from the biorenewable lignin-derived monomers are transformed into valuable compounds. Greenness was assessed by performing a Green Metrics analysis on two dialkoxyanilines. A comparison was made with literature routes for these compounds starting from a petrochemical substrate. ispartof: ACS Sustainable Chemistry & Engineering vol:7 issue:7 pages:6906-6916 status: published |
| Databáze: | OpenAIRE |
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