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%