Bis(arylene-ethynylene)-s-tetrazines: A Promising Family of n-Type Organic Semiconductors?
MORAL, Monica
Departamento de Quımica Fısica [Alicante]
Univ Castilla La Mancha, Renewable Energy Res Inst
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Departamento de Quımica Fısica [Alicante]
Univ Castilla La Mancha, Renewable Energy Res Inst
MORAL, Monica
Departamento de Quımica Fısica [Alicante]
Univ Castilla La Mancha, Renewable Energy Res Inst
Departamento de Quımica Fısica [Alicante]
Univ Castilla La Mancha, Renewable Energy Res Inst
MUCCIOLI, Luca
Laboratoire de Chimie des Polymères Organiques [LCPO]
Team 4 LCPO : Polymer Materials for Electronic, Energy, Information and Communication Technologies
< Reduce
Laboratoire de Chimie des Polymères Organiques [LCPO]
Team 4 LCPO : Polymer Materials for Electronic, Energy, Information and Communication Technologies
Language
en
Article de revue
This item was published in
Journal of Physical Chemistry C. 2015, vol. 119, n° 33, p. 18945-18955
American Chemical Society
English Abstract
We theoretically describe in this work the n-type semiconducting behavior of a set of bis(arylene-ethynylene)-s-tetrazines ((ArCC)(2)Tz), by comparing their electronic properties with those of their parent diaryl-s-tetrazines ...Read more >
We theoretically describe in this work the n-type semiconducting behavior of a set of bis(arylene-ethynylene)-s-tetrazines ((ArCC)(2)Tz), by comparing their electronic properties with those of their parent diaryl-s-tetrazines (Ar(2)Tz) after the introduction of ethynylene bridges. The significantly reduced internal reorganization energy for electron transfer is ascribed to an extended delocalization of the LUMO for (ArCC)(2)Tz as opposite to that for Ar(2)Tz, which was described mostly localized on the s-tetrazine ring. The largest electronic coupling and the corresponding electron transfer rates found for bis(phenyl-ethynylene)-s-tetrazine, as well as for some halogenated derivatives, are comparable to those reported for the best performing n-type organic semiconductor materials such as diimides and perylenes. The theoretical mobilities for the studied compounds turn out to be in the range 0.3-1.3 cm(2) V-1 s(-1), close to values experimentally determined for common n-type organic semiconductors used in real devices. In addition, ohmic contacts can be expected when these compounds are coupled to metallic cathodes such as Na, Ca, and Sm. For these reasons, the future application of semiconducting bis(phenyl-ethynylene)-s-tetrazine and its fluorinated and brominated derivatives in optoelectronic devices is envisioned.Read less <
English Keywords
CHARGE-TRANSPORT PROPERTIES
DENSITY-FUNCTIONAL THEORY
FIELD-EFFECT TRANSISTORS
THIN-FILM TRANSISTORS
PERYLENE BISIMIDE SEMICONDUCTORS
PI-CONJUGATED OLIGOMERS
MOLECULAR MATERIALS
S-TETRAZINES
NONCOVALENT INTERACTIONS
ELECTRON-TRANSFER
Origin
Hal imported