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Integrating a Triplet-triplet Annihilation Up-conversion System to Enhance Dye-sensitized Solar Cell Response to Sub-bandgap Light
Published on: September 12, 2014
In-Flow Heterogeneous Triplet-Triplet Annihilation Upconversion
Jorge Castellanos-Soriano1, Francisco Garnes-Portolés2, M Consuelo Jiménez1
1Departamento de Química, Universitat Politècnica de València (UPV), Camino de Vera, S/N 46022 Valencia, Spain.
Photon upconversion using triplet-triplet annihilation (TTA-UC) is now effective with solid catalysts. A BOPHY dye on silica enables efficient Mizoroki-Heck coupling in flow conditions for aromatic compound synthesis.
Area of Science:
- Photochemistry
- Organic Synthesis
- Materials Science
Background:
- Photon upconversion via triplet-triplet annihilation (TTA-UC) is a valuable wavelength conversion technique.
- Current TTA-UC applications are primarily in homogeneous phase organic synthesis.
- The integration of TTA-UC with solid catalysts remains an underexplored area.
Purpose of the Study:
- To develop a solid-state TTA-UC system for catalysis.
- To investigate the use of a BOPHY dye anchored on silica as a sensitizer.
- To apply this system to catalyze Mizoroki-Heck coupling reactions under in-flow conditions.
Main Methods:
- Covalent anchoring of a BOPHY dye onto a silica support.
- Utilizing the functionalized silica as a sensitizer in a TTA-UC system.
- Performing Mizoroki-Heck coupling reactions under continuous in-flow conditions.
- Employing transient absorption spectroscopy for mechanistic studies.
Main Results:
- A BOPHY dye-silica conjugate was successfully synthesized and characterized.
- The developed system demonstrated efficient catalysis of Mizoroki-Heck coupling reactions.
- The TTA-UC process enabled the synthesis of various aromatic compounds.
- Mechanistic insights into the catalytic cycle were obtained via spectroscopic analysis.
Conclusions:
- Solid-state TTA-UC catalysis is feasible using dye-functionalized silica.
- This approach facilitates in-flow synthesis of aromatic compounds.
- The study provides a foundation for developing heterogeneous TTA-UC catalytic systems.
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