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Route to Renewable PET: Reaction Pathways and Energetics of Diels–Alder and Dehydrative Aromatization Reactions Between Ethylene and Biomass-Derived Furans Catalyzed by Lewis Acid Molecular Sieves
| Content Provider | Semantic Scholar |
|---|---|
| Author | Pacheco, Joshua J. Labinger, Jay A. Sessions, Alex L. Davis, Mark E. |
| Copyright Year | 2015 |
| Abstract | Silica molecular sieves that have the zeolite beta topology and contain framework Lewis acid centers (e.g., Zr-β, Sn-β) are useful catalysts in the Diels–Alder and dehydrative aromatization reactions between ethylene and various renewable furans for the production of biobased terephthalic acid precursors. Here, the main side products in the synthesis of methyl 4-(methoxymethyl)benzene carboxylate that are obtained by reacting ethylene with methyl 5-(methoxymethyl)-furan-2-carboxylate are identified, and an overall reaction pathway is proposed. Madon–Boudart experiments using Zr-β samples of varying Si/Zr ratios clearly indicate that there are no transport limitations to the rate of reaction for the synthesis of p-xylene from 2,5-dimethylfuran and ethylene and strongly suggest no mass transport limitations in the synthesis of methyl p-toluate from methyl 5-methyl-2-furoate and ethylene. Measured apparent activation energies for these reaction-limited systems are small (<10.5 kcal/mol), suggesting that appa... |
| Starting Page | 5904 |
| Ending Page | 5913 |
| Page Count | 10 |
| File Format | PDF HTM / HTML |
| DOI | 10.1021/acscatal.5b01309 |
| Alternate Webpage(s) | http://web.gps.caltech.edu/~als/research-articles/2015/pacheco-et-al-acs-catalysis.pdf |
| Alternate Webpage(s) | http://authors.library.caltech.edu/60229/2/cs5b01309_si_001.pdf |
| Alternate Webpage(s) | http://authors.library.caltech.edu/60229/3/acscatal.5b01309.pdf |
| Alternate Webpage(s) | https://doi.org/10.1021/acscatal.5b01309 |
| Volume Number | 5 |
| Language | English |
| Access Restriction | Open |
| Content Type | Text |
| Resource Type | Article |