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Fusing porphyrins with polycyclic aromatic hydrocarbons and heterocycles for optoelectronic applications

Patent ·
OSTI ID:1210220
A compound that can be used as a donor material in organic photovoltaic devices comprising a non-activated porphyrin fused with one or more non-activated polycyclic aromatic rings or one or more non-activated heterocyclic rings can be obtained by a thermal fusion process. The compounds can include structures of Formula I: ##STR00001## By heating the reaction mixture of non-activated porphyrins with non-activated polycyclic aromatic rings or heterocyclic rings to a fusion temperature and holding for a predetermined time, fusion of one or more polycyclic rings or heterocyclic rings to the non-activated porphyrin core in meso,.beta. fashion is achieved resulting in hybrid structures containing a distorted porphyrin ring with annulated aromatic rings. The porphyrin core can be olygoporphyrins.
Research Organization:
The University of Southern California, Los Angeles, CA (United States)
Sponsoring Organization:
USDOE
Assignee:
The University of Southern California (Los Angeles, CA)
Patent Number(s):
9,113,535
Application Number:
12/985,439
OSTI ID:
1210220
Country of Publication:
United States
Language:
English

References (27)

A High‐Performance Organic Field‐Effect Transistor Based on Platinum(II) Porphyrin: Peripheral Substituents on Porphyrin Ligand Significantly Affect Film Structure and Charge Mobility journal July 2008
Fused Pyrene-Diporphyrins: Shifting Near-Infrared Absorption to 1.5 μm and Beyond journal July 2010
Synthesis of Symmetrical Tetraaryltetranaphtho[2,3]porphyrins journal June 2005
Effects of molecular organization on exciton diffusion in thin films of bioinspired light-harvesting molecules journal January 2009
Luminescent Zn and Pd Tetranaphthaloporphyrins journal July 2003
The Mechanism of Long-Range Exciton Diffusion in a Nematically Organized Porphyrin Layer journal September 2008
Multicarbocycle Formation Mediated by Arenoporphyrin 1,4-Diradicals: Synthesis of Picenoporphyrins journal September 2001
Meso-β Doubly Linked Zn(II) Porphyrin Trimers: Distinct anti -versus- syn Effects on Their Photophysical Properties journal July 2009
Efficient Exciton Transport in Layers of Self-Assembled Porphyrin Derivatives
  • Huijser, Annemarie; Suijkerbuijk, Bart M. J. M.; Klein Gebbink, Robertus J. M.
  • Journal of the American Chemical Society, Vol. 130, Issue 8 https://doi.org/10.1021/ja075162a
journal February 2008
Synthetic routes to porphyrins bearing fused rings journal October 2006
Exceptional Redox and Photophysical Properties of a Triply Fused Diporphyrin–C60 Conjugate: Novel Scaffolds for Multicharge Storage in Molecular Scale Electronics journal October 2003
Pyrene-Fused Porphyrins: Annulation Reactions of meso -Pyrenylporphyrins journal January 2004
Synthesis and Bergman cyclization of a β-extended porphyrenediyne journal January 2004
Photoinduced electron transfer in supramolecular systems for artificial photosynthesis journal May 1992
Thiophene-linked porphyrin derivatives for dye-sensitized solar cells journal January 2009
Large π-Aromatic Molecules as Potential Sensitizers for Highly Efficient Dye-Sensitized Solar Cells journal November 2009
Novel unsymmetrically π-elongated porphyrin for dye-sensitized TiO 2 cells journal January 2007
Bis-Anthracene Fused Porphyrins: Synthesis, Crystal Structure, and Near-IR Absorption journal May 2010
Comparative Photophysics of [26]- and [28]Hexaphyrins(1.1.1.1.1.1):  Large Two-Photon Absorption Cross Section of Aromatic [26]Hexaphyrins(1.1.1.1.1.1) journal September 2005
A strategy for constructing photosynthetic models: porphyrin-containing modules assembled around transition metals journal January 1996
Expanding the Porphyrin π-System by Fusion with Anthracene journal September 2008
Synthesis, photophysical, electrochemical, and electrochemiluminescent properties of 5,15-bis(9-anthracenyl)porphyrin derivatives journal January 2009
Naphthyl-Fused π-Elongated Porphyrins for Dye-Sensitized TiO 2 Cells journal September 2008
Organic Photovoltaics Using Tetraphenylbenzoporphyrin Complexes as Donor Layers journal April 2009
Small molecular weight organic thin-film photodetectors and solar cells journal April 2003
Artificial Enzymes journal January 1996
Probing the Efficiency of Electron Transfer through Porphyrin-Based Molecular Wires journal April 2007

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