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Perylenemonoimide-Naphthalenediimide (PMI-NDI)
James Rhodes and
Matthew Brickey
Overview of DSSCs: n-type vs p-type
• n-type DSSCs • Sensitizer donates electrons to semiconductor
• p-type DSSCs • Sensitizer donates positive holes to semiconductor
n-type vs p-type
Organic Sensitizer: PMI-NDI
• Possesses PMI group and NDI group • PMI is a sensitizer in itself
• NDI added substituent
• Added NDI allows further separation of charge and acts as an electron acceptor
NDI PMI
• PMI only • Gains an electron in 5
picoseconds
• Recombines in 100-500 picoseconds
• PMI with NDI
• Gains an electron in 5 picoseconds
• Recombines in 5-50 microseconds
• PMI Dye • HOMO and LUMO
evenly distributed over PMI
• PMI-NDI • HOMO on PMI group
• LUMO on NDI group
Ana Morandeira; Jrme Fortage; Tomas Edvinsson; Loc Le Pleux; Errol Blart; Gerrit Boschloo; Anders Hagfeldt; Leif Hammarstrm; Fabrice Odobel; J. Phys. Chem. C 2008, 112, 1721-1728.
Synthesis of PMI-NDI
13C NMR Spectra of PMI-NDI
HNMR Spectra of PMI-NDI
UV-Vis Spectra of PMI-NDI
Ana Morandeira; Jrme Fortage; Tomas Edvinsson; Loc Le Pleux; Errol Blart; Gerrit Boschloo; Anders Hagfeldt; Leif Hammarstrm; Fabrice Odobel; J. Phys. Chem. C 2008, 112, 1721-1728.
Legend Bold Line: PMI-NDI dyad
Dotted Line: PMI dyad Thin Line: “reference” to NDI group
Why Does It Matter?
• Current overall efficiencies are less than 1% for p-DSSCs • Inadequate redox pairs
• NiO semiconductor
• p-DSSCs can be used to assemble tandem DSSCs • Efficiencies could theoretically exceed 15%