Restoration of Conductivity with TTF‐TCNQ Charge‐Transfer Salts

The formation of the conductive TTF-TCNQ (tetrathiafulvalene–tetracyanoquinodimethane) charge-transfer salt via rupture of microencapsulated solutions of its individual components is reported. Solutions of TTF and TCNQ in various solvents are separately incorporated into poly(urea-formaldehyde) core–shell microcapsules. Rupture of a mixture of TTF-containing microcapsules and TCNQ-containing microcapsules results in the formation of the crystalline salt, as verified by FTIR spectroscopy and powder X-ray diffraction. Preliminary measurements demonstrate the partial restoration of conductivity of severed gold electrodes in the presence of TTF-TCNQ derived in situ. This is the first microcapsule system for the restoration of conductivity in mechanically damaged electronic devices in which the repairing agent is not conductive until its release.

[1]  N. Sottos,et al.  Autonomic healing of polymer composites , 2001, Nature.

[2]  Scott R. White,et al.  Autonomic Healing of Polymers , 2008 .

[3]  John P. Ferraris,et al.  Electron transfer in a new highly conducting donor-acceptor complex , 1973 .

[4]  N. Sottos,et al.  In situ poly(urea-formaldehyde) microencapsulation of dicyclopentadiene , 2003 .

[5]  Puligandla Viswanadham,et al.  Failure Modes and Mechanisms in Electronic Packages , 1997 .

[6]  D. D. Perrin,et al.  Purification of laboratory chemicals , 1966 .

[7]  Lifang Jiao,et al.  Study on the silicon doped lithium trivanadate as cathode material for rechargeable lithium batteries , 2007 .

[8]  Mary M. Caruso,et al.  Mechanically-induced chemical changes in polymeric materials. , 2009, Chemical reviews.

[9]  R. Lawler,et al.  Photo-CIDNP [chemically induced dynamic nuclear polarization] detection of transient intermediates. Enol of acetophenone , 1973 .

[10]  R. Huggins Solid State Ionics , 1989 .

[11]  Scott R White,et al.  A new self-healing epoxy with tungsten (VI) chloride catalyst , 2008, Journal of The Royal Society Interface.

[12]  Kyle A. Williams,et al.  Towards electrically conductive, self-healing materials , 2007, Journal of The Royal Society Interface.

[13]  H. Gerischer,et al.  Electron Transfer Reactions at n‐GaP (100) and (111) in Acetonitrile Solutions Facilitated by Cation Adsorption , 1984 .

[14]  Y. Tokura,et al.  Organic metal electrodes for controlled p- and n-type carrier injections in organic field-effect transistors , 2006 .

[15]  R. Rosenfeld Nature , 2009, Otolaryngology--head and neck surgery : official journal of American Academy of Otolaryngology-Head and Neck Surgery.

[16]  Alan J. Heeger,et al.  Superconducting fluctuations and the Peierls instability in an organic solid , 1993 .

[17]  K. Ishikawa,et al.  Air stability of n-channel organic transistors based on nickel coordination compounds , 2007 .

[18]  D. Jérome Organic conductors: from charge density wave TTF-TCNQ to superconducting (TMTSF)2PF6. , 2004, Chemical reviews.

[19]  N. Sottos,et al.  In situ poly(urea-formaldehyde) microencapsulation of dicyclopentadiene , 2003, Journal of microencapsulation.

[20]  Milton Ohring,et al.  Reliability and Failure of Electronic Materials and Devices, Second Edition , 1998 .

[21]  W. Mahler,et al.  Substituted Quinodimethans. II. Anion-radical Derivatives and Complexes of 7,7,8,8-Tetracyanoquinodimethan , 1962 .

[22]  Toshikazu Yamada,et al.  On‐Substrate Synthesis of Molecular Conductor Films and Circuits , 2007 .

[23]  Alexandra M. Landry,et al.  Microcapsules containing suspensions of carbon nanotubes , 2009 .

[24]  Nancy R. Sottos,et al.  Full Recovery of Fracture Toughness Using a Nontoxic Solvent‐Based Self‐Healing System , 2008 .

[25]  Y. Tokura,et al.  High Mobility Organic Field-Effect Transistor Based on Hexamethylenetetrathiafulvalene with Organic Metal Electrodes , 2007 .

[26]  Nancy R. Sottos,et al.  Microcapsules filled with reactive solutions for self-healing materials , 2009 .

[27]  Nancy R. Sottos,et al.  Polydimethylsiloxane‐Based Self‐Healing Materials , 2006 .

[28]  K. Yase,et al.  Growth Mechanism of Thin Films of A Charge Transfer Complex, TTF-TCNQ, Formed on Alkali Halide , 1994 .

[29]  D. C. Green,et al.  Charge transfer equilibria in TTF‐TCNQ solutions , 1974 .

[30]  Formation of TTF-TCNQ charge-transfer complex in co-evaporated films , 1995 .

[31]  H. B. Milner Endeavour , 1965, Nature.