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Extended Abstract

BODIPY (meso-phenyl-meso) Dimer as Photovoltaic Material †

by
Leonardo F. K. Santos
,
António Aguiar
and
Abílio J. F. N. Sobral
*
The Chemistry Department, Faculty of Sciences and Technology, University of Coimbra, 3004-531 Coimbra, Portugal
*
Author to whom correspondence should be addressed.
†
Presented at the 23rd International Electronic Conference on Synthetic Organic Chemistry, 15 November–15 December 2019; Available Online: https://sciforum.net/conference/ecsoc-23.
Proceedings 2019, 41(1), 25; https://doi.org/10.3390/ecsoc-23-06490
Published: 14 November 2019
(This article belongs to the Proceedings of The 23rd International Electronic Conference on Synthetic Organic Chemistry)
Browse Figure
Versions Notes

Derivatives of boron-dipyrromethene (BODIPY) constitute an important class of chromophores. The BODIPY dyes can be applied in an extensive variety of applications, such as cellular imaging, photodynamic therapy, drug-delivery or organic photovoltaics [1,2,3,4]. BODIPYs are also excellent compounds to be applied as electron-donor materials in organic photovoltaic cells as they have a strong absorption in the visible spectra region, a photochemical and chemical stability, good solubility and a general suitable HOMO/LUMO frontier orbital energy levels (Figure 1).
Following our work on the use of BODIPYs as photovoltaic materials [5], in this communication we present the synthesis and characterization of a meso-meso BODIPY dimer. This BODIPY dimer has all the main properties to work efficiently as electron-donor material since it exhibits strong absorbance in the visible spectrum, good solubility and suitable HOMO and LUMO energy orbitals to work as donor material in the bulky heterojunction BODIPY/PCBM layer, based solar cells.

Acknowledgments

The authors thank the ChemMat PhD program from the Fundação para a Ciência e Tecnologia (FCT, MEC, Portugal) for their general financial support (PD/BD/113702/2015) and to Centro de Química (UID/QUI/00313/2013) of University of Coimbra.

References

  1. Zhang, X.; Wang, C.; Jin, L.; Han, Z.; Xiao, Y. Photostable Bipolar Fluorescent Probe for Video Tracking Plasma Membranes Related Cellular Processes. ACS Appl. Mater. Interfaces 2014, 6, 12372–12379. [Google Scholar] [CrossRef] [PubMed]
  2. Loudet, A.; Burgess, K. BODIPY Dyes and Their Derivatives: Syntheses and Spectroscopic Properties. Chem. Rev. 2007, 107, 4891–4932. [Google Scholar] [CrossRef] [PubMed]
  3. Ulrich, G.; Ziessel, R.; Harriman, A. The Chemistry of Fluorescent Bodipy Dyes: Versatility Unsurpassed. Angew. Chem. Int. Ed. 2008, 47, 1184–1201. [Google Scholar] [CrossRef] [PubMed]
  4. Bessette, A.; Hanan, G.S. Design, synthesis and photophysical studies of dipyrromethene-based materials: insights into their applications in organic photovoltaic devices. Chem. Soc. Rev. 2014, 43, 3342–3405. [Google Scholar] [CrossRef] [PubMed]
  5. Aguiar, A.; Farinhas, J.; Da Silva, W.; Ghica, M.E.; Brett, C.M.; Morgado, J.; Sobral, A.J. Synthesis, characterization and application of meso-substituted fluorinated boron dipyrromethenes (BODIPYs) with different styryl groups in organic photovoltaic cells. Dye. Pigment. 2019, 168, 103–110. [Google Scholar] [CrossRef]
Proceedings 41 00025 g001
Figure 1. Boron-dipyrromethene (BODIPY) (meso-phenyl-meso) dimer and its frontier molecular orbitals.
Figure 1. Boron-dipyrromethene (BODIPY) (meso-phenyl-meso) dimer and its frontier molecular orbitals.
Proceedings 41 00025 g001

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MDPI and ACS Style

Santos, L.F.K.; Aguiar, A.; Sobral, A.J.F.N. BODIPY (meso-phenyl-meso) Dimer as Photovoltaic Material. Proceedings 2019, 41, 25. https://doi.org/10.3390/ecsoc-23-06490

AMA Style

Santos LFK, Aguiar A, Sobral AJFN. BODIPY (meso-phenyl-meso) Dimer as Photovoltaic Material. Proceedings. 2019; 41(1):25. https://doi.org/10.3390/ecsoc-23-06490

Chicago/Turabian Style

Santos, Leonardo F. K., António Aguiar, and Abílio J. F. N. Sobral. 2019. "BODIPY (meso-phenyl-meso) Dimer as Photovoltaic Material" Proceedings 41, no. 1: 25. https://doi.org/10.3390/ecsoc-23-06490

APA Style

Santos, L. F. K., Aguiar, A., & Sobral, A. J. F. N. (2019). BODIPY (meso-phenyl-meso) Dimer as Photovoltaic Material. Proceedings, 41(1), 25. https://doi.org/10.3390/ecsoc-23-06490

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