Synthesis and Exploration of Tetra-Substituted Porphyrins for Use in a Single-Molecule Organic Solar Cell
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open in viewerThis report proposes a new single-molecule organic photovoltaic cell. Primarily discussed in this report is the synthesis of the light absorbing molecule, a functionalized porphyrin. We synthesized trans-5,15-bis(4-aminophenyl)-10,20-bis(4-carbomethoxyphenyl) porphyrin (TA2CM2PP) via a [2+2] condensation with 4-nitrophenyldipyrromethane and 4-carboxymethyl-benzaldehyde followed by oxidation by DDQ to yield trans-5,15-bis(4-nitrophenyl)-10,20-bis(4-carbomethoxyphenyl) porphyrin as confirmed by 1H-NMR. Finally, a tin chloride reduction yielded the desired aminophenyl porphyrin. Silicon surface experiments were conducted with a newly synthesized zinc porphyrin-perylene derivative. XP spectra confirm the attachment of porphyrin-perylene derivatives on Si surfaces.
- This report represents the work of one or more WPI undergraduate students submitted to the faculty as evidence of completion of a degree requirement. WPI routinely publishes these reports on its website without editorial or peer review.
- Creator
- Publisher
- Identifier
- E-project-042419-193920
- Advisor
- Year
- 2019
- Date created
- 2019-04-24
- Resource type
- Major
- Rights statement
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