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Head‐to‐Tail Zig‐Zag Packing of Dipolar Merocyanine Dyes Affords High‐Performance Organic Thin‐Film Transistors
Author(s) -
Lv Aifeng,
Stolte Matthias,
Würthner Frank
Publication year - 2015
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201504190
Subject(s) - merocyanine , materials science , thiophene , antiparallel (mathematics) , dimer , acceptor , organic semiconductor , zigzag , cyanine , crystallography , molecule , thin film transistor , dipole , photochromism , photochemistry , chemistry , optoelectronics , nanotechnology , layer (electronics) , fluorescence , organic chemistry , condensed matter physics , optics , physics , quantum mechanics , magnetic field , geometry , mathematics
Attachment of bulky substituents at both thiophene donor (D) and thiazole acceptor (A) heterocycles of a dipolar ( μ g =10.4 D) D‐π‐A merocyanine dye affords a more than 1 Å expansion of the common antiparallel supramolecular dimer motif in the solid state, enabling very close π‐contacts (3.36 Å) to two other neighbor molecules on each of the two remaining π‐faces. This unusual packing motif leads to three‐dimensional percolation pathways for hole transport and affords thin‐film transistors with mobility up to 0.64 cm 2 V −1 s −1 .