1 / 12

BODIPY Compounds as Non-Innocent π -Spacers for DSSC Dyes

BODIPY Compounds as Non-Innocent π -Spacers for DSSC Dyes. Devin D. Machin , Catherine Bonnier, Bryan D. Koivisto *. Science at the Interface August 14, 2012 Department of Chemistry and Biology Ryerson University. The Opportunities For Solar Technology.

sereno
Télécharger la présentation

BODIPY Compounds as Non-Innocent π -Spacers for DSSC Dyes

An Image/Link below is provided (as is) to download presentation Download Policy: Content on the Website is provided to you AS IS for your information and personal use and may not be sold / licensed / shared on other websites without getting consent from its author. Content is provided to you AS IS for your information and personal use only. Download presentation by click this link. While downloading, if for some reason you are not able to download a presentation, the publisher may have deleted the file from their server. During download, if you can't get a presentation, the file might be deleted by the publisher.

E N D

Presentation Transcript

  1. BODIPY Compounds as Non-Innocentπ-Spacers for DSSC Dyes Devin D. Machin, Catherine Bonnier, Bryan D. Koivisto* Science at the Interface August 14, 2012 Department of Chemistry and Biology Ryerson University

  2. The Opportunities For Solar Technology • Crystalline silicon photovoltaics (PV’s) dominate the solar technology market • They are a mature technology, efficient and robust • However, they are expensive and have limited design potential. Solar energy has promising potential

  3. The Dye Sensitized Solar Cell (DSSC) • The DSSC is a promising next generation PV technology • 1. A photon is absorbed • 2. The excited e- is injected into TiO2 • 3. The e- enters the circuit • 4. The dye molecule is reduced by the electrolyte

  4. The Dye Molecule • The dye molecule is the powerhouse of the DSSC • Sun, L. et al., J. Org. Chem., 2007, 9550. • Organic dyes typically follow a Donor-π-spacer-Acceptor motif • The use of BODIPY and a non-innocent π-spacer for DSSC dyes is explored

  5. Boron-Dipyrromethene(BODIPY) • A robust moiety, that is redox stable and therefore can be used to increase the absorption envelope and long-term stability of DSSC dyes. Conjugation is interrupted by the orientation of the Indicated phenyl group • Mau, M. et al., Dyes Pigments., 2012, 231. Indicated group is a poor electron donor Erten-Ela, S. et al., Org. Lett., 2008, 3300.

  6. Target molecules • A family of BODIPY dyes with modified conjugation lengths for red-shifted absorption

  7. Synthesis of Target 2a & 2b • Fluorescence of BODIPY is quenched through the addition of donor and anchor groups • 2b in DCM

  8. Synthesis of Target 5a & 5b • 5bin DCM

  9. Cyclic Voltammetryand DFT HOMO LUMO Calibrated vsFerrocene (not shown) B3LYP/6-31G

  10. UV-vis Spectra Comparison • Dyes 2b and 5b show red shifted absorptions tailing off to 630 nm • Hagfelt, A. et al., Chem Rev., 2010, 6595.

  11. Summary and Future work • 6 of 8 target molecules were successfully synthesized. • These dye molecules have promising physical properties (UV-vis, CV) • Dyes will be used in prototype devices to determine conversion efficiency • Future synthesis utilizing other organic frameworks as non-innocent π-spacers

  12. 12 Acknowledgements People Current Group Dr. Bryan Koivisto (PI) Dr. Catherine Bonnier (PDF) Devin Machin (BSc) Omar Abdi (BSc) Muhammad Yousaf (MSc) Left to Right: Devin, Catherine, Bryan, Muhammad, & Omar Funding

More Related