Ditz, Daniel and Sackers, Nina M. and Mueller, Felix and Zobel, Mirijam and Bergwinkl, Sebastian and Nuernberger, Patrick and Haeser, Leonie Sophie and Brettschneider, Sarah and Wisser, Florian M. and Bannwarth, Christoph and Palkovits, Regina (2024) Covalent triazine-based frameworks - switching selectivity in HMF photooxidation. GREEN CHEMISTRY, 26 (6). pp. 3397-3405. ISSN 1463-9262, 1463-9270
Full text not available from this repository. (Request a copy)Abstract
Covalent triazine-based frameworks (CTFs) - a class of porous organic polymers - excel as photocatalysts due to their chemical and thermal robustness, their highly conjugated and nitrogen rich nature, facile syntheses, and most important unprecedented structural variability. This allows the design of tailor-made photocatalysts. Here, we present how a controlled modification of the CTF allows us to switch the selectivity of 5-hydroxymethylfurfural (HMF) oxidation into two different valuable biomass-based molecules which can substitute oil-based products in existing value chains. Two reaction mechanisms can be chosen by the choice of the CTF's building block depending on the activation mechanism of molecular oxygen: either oxygen is reduced and HMF is directly oxidized to 2,5-diformylfuran (DFF) or molecular oxygen is photoactivated to singlet oxygen which reacts in a cycloaddition with HMF to yield 5-hydroxy-5-hydroxymethyl-furan-2-one (H2MF). Extensive characterization of the optoelectronic properties combined with quantum chemical calculations and detailed investigation of the reaction mechanism allowed us to elucidate the origin of this switch in selectivity. Switching the HMF photooxidation pathway is possible by tailoring the CTF photocatalyst.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | MOLECULAR-OXYGEN; OXIDATION; CATALYSTS; POLYMERS; WATER; PHOTOCATALYSIS; PERFORMANCE; ACTIVATION; ALCOHOLS; CO2 |
| Subjects: | 500 Science > 540 Chemistry & allied sciences |
| Divisions: | Chemistry and Pharmacy > Institut für Physikalische und Theoretische Chemie > Chair of Physical Chemistry I > Prof. Dr. Patrick Nürnberger Chemistry and Pharmacy > Institut für Physikalische und Theoretische Chemie > Chair of Chemistry III - Physical Chemistry (Molecular Spectroscopy and Photochemistry) > Prof. Dr. Bernhard Dick |
| Depositing User: | Dr. Gernot Deinzer |
| Date Deposited: | 03 Dec 2025 07:49 |
| Last Modified: | 03 Dec 2025 07:49 |
| URI: | https://pred.uni-regensburg.de/id/eprint/65271 |
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