Phthalocyanines and porphyrins as materials

Several recent studies of phthalocyanines and porphyrins as materials in emerging technologies are reviewed here. Emphasis is placed on the use of these materials as components in building materials where the symmetry, optical and electrical properties of the molecule are important. Aggregates or polymers of these molecules have been known for some time to possess interesting electrical conductivities, and more recently interesting optical properties. Their optical properties as isolated species in condensed phases have also recently become interesting, and their ability to form new hybrid materials, by mixing or by thin film deposition, with other molecules with different electron affinities and ionization potentials, now appears to be extremely attractive. Device technologies in which we can anticipate these molecules appearing in the near future include organic light-emitting diodes, organic field effect transisitors, organic photovoltaics, optical limiters and optically based chemical sensors.

[1]  N. Armstrong,et al.  Reduction of Indicator Leaching from Doped Sol-Gels by Attachment of Macromolecular Carriers , 1999 .

[2]  G. Wegner,et al.  Electrical transport in monolayers of phthalocyanine molecular wires and AFM imaging of a single wire bridging two electrodes , 1997 .

[3]  R. A. Collins,et al.  The effect of NO2 on optical absorption in Langmuir–Blodgett films of octa-substituted amphiphilic copper phthalocyanine molecules , 1998 .

[4]  Jonathan S. Lindsey,et al.  Template-Directed Synthesis, Excited-State Photodynamics, and Electronic Communication in a Hexameric Wheel of Porphyrins , 1999 .

[5]  F. Josse,et al.  Phthalocyanines as sensitive materials for chemical sensors , 1996 .

[6]  C. D. England,et al.  RHEED and optical characterization of ordered multilayers of phthalocyanine⧸C60 and phthalocyanine/perylene-tetracarboxylicdianhydride (PTCDA) , 1994 .

[7]  S. Forrest,et al.  Highly efficient phosphorescent emission from organic electroluminescent devices , 1998, Nature.

[8]  T. Marks Electrically Conductive Metallomacrocyclic Assemblies , 1985, Science.

[9]  G. Wegner CONTROL OF MOLECULAR AND SUPRAMOLECULAR ARCHITECTURE OF POLYMERS, POLYMER SYSTEMS AND NANOCOMPOSITES , 1993 .

[10]  Supramolecular fibers from a liquid crystalline octa‐substituted copper phthalocyanine , 1996 .

[11]  M. Fujiwara,et al.  SYNTHESIS OF FULLERENE-PORPHYRIN COMPLEX , 1998 .

[12]  G. Wegner,et al.  The structure of langmuir–blodgett films from substituted phthalocyaninato-polysiloxanes , 1990 .

[13]  K. W. Hipps,et al.  Scanning Tunneling Microscopy of Metal Phthalocyanines: d6 and d8 Cases , 1997 .

[14]  J. Simon,et al.  Substituted bis(phthalocyanines): electrochemical properties and probe beam deflection (mirage) studies , 1999 .

[15]  J. Simon,et al.  A MESOMORPHIC AMPHIPHILIC PHTHALOCYANINE DERIVATIVE USED FOR THE FUNCTIONALIZATION OF THE GRID SURFACE OF A FIELD EFFECT TRANSISTOR , 1998 .

[16]  N. Armstrong,et al.  Spectroscopic and Electrochemical Characterization of Langmuir−Blodgett Films of (2,3,9,10,16,17,23,24-Octakis((2-benzyloxy)ethoxy)phthalocyaninato)copper and Its Metal-free Analogue , 1997 .

[17]  D. A. Russell,et al.  Surface plasmon resonance of self-assembled phthalocyanine monolayers: possibilities for optical gas sensing , 1996 .

[18]  Takuzo Aida,et al.  A Cyclic Dimer of Metalloporphyrin Forms a Highly Stable Inclusion Complex with C60 , 1999 .

[19]  Kamjou Mansour,et al.  Organic Optical Limiter with a Strong Nonlinear Absorptive Response , 1996, Science.

[20]  K. Maitra,et al.  Interaction of Curved and Flat Molecular Surfaces. The Structures of Crystalline Compounds Composed of Fullerene (C60, C60O, C70, and C120O) and Metal Octaethylporphyrin Units , 1999 .

[21]  Tomás Torres,et al.  Phthalocyanines and related compounds:organic targets for nonlinear optical applications , 1998 .

[22]  M. Liess,et al.  Photoinduced charge transfer in complex architectured films of c60 and donor-like molecules , 1999 .

[23]  K. Nebesny,et al.  Highly Ordered Thin Films of Octasubstituted Phthalocyanines , 1999 .

[24]  Xiaojun Wang,et al.  Optical limiting and upconverted luminescence in metalloporphyrin-doped sol-gels , 1998 .

[25]  Dongho Kim,et al.  Interplay of Orbital Tuning and Linker Location in Controlling Electronic Communication in Porphyrin Arrays , 1999 .

[26]  K. Nebesny,et al.  HOMO/LUMO Alignment at PTCDA/ZnPc and PTCDA/ClInPc Heterointerfaces Determined by Combined UPS and XPS Measurements , 1999 .

[27]  John A. Rogers,et al.  Printing Process Suitable for Reel-to-Reel Production of High-Performance Organic Transistors and Circuits , 1999, Advanced Materials.

[28]  S. Mashiko,et al.  Organic molecular beam epitaxial growth of substituted phthalocyanine thin films – tetrapyridotetraazaporhyrins on alkali halide (100) surfaces , 1998 .

[29]  John A. Rogers,et al.  Printable organic and polymeric semiconducting materials and devices , 1999 .

[30]  C. D. England,et al.  Visible absorption and photocurrent spectra of epitaxially deposited phthalocyanine thin films: interpretation of exciton coupling effects , 1993 .

[31]  G. Spruce,et al.  Comparison between the optical limiting behavior of chloroaluminum phthalocyanine and a cyanine dye , 1997 .

[32]  C. Reed,et al.  π-Arene/Cation Structure and Bonding. Solvation versus Ligand Binding in Iron(III) Tetraphenylporphyrin Complexes of Benzene, Toluene, p-Xylene, and [60]Fullerene , 1999 .

[33]  K. C. Mundim,et al.  Macrocycle-Macrocycle Interactions within One-dimensional Cu Phthalocyanine Chains , 1999 .

[34]  R. Friend,et al.  Liquid crystalline phthalocyanines in organic solar cells , 1999 .

[35]  K. W. Hipps,et al.  Scanning Tunneling Microscopy of Metal Phthalocyanines: d7 and d9 Cases , 1996 .

[36]  R. Nolte,et al.  Self-assembly of disk-shaped molecules to coiled-coil aggregates with tunable helicity , 1999, Science.