Shear-aligned large-area organic semiconductor crystals through extended π-π interaction

Song Zhang, Felix Talnack, Tanguy Jousselin-Oba, Vinayak Bhat, Yilei Wu, Yusheng Lei, Yoko Tomo, Huaxin Gong, Lukas Michalek, Donglai Zhong, Can Wu, Abderrahim Yassar, Stefan Mannsfeld, Chad Risko, Michel Frigoli, Zhenan Bao

Research output: Contribution to journalArticlepeer-review


Small molecule-based organic semiconductors are of broad interest in organic field-effect transistors (OFETs) due to their potential for high crystallinity and electrical performance. The 2D molecule, TIPS-peri-pentacenopentacene (TIPS-PPP), which is the vertical extension of the 1D TIPS-pentacene (TIPS-PEN) molecule, offers a lower bandgap, higher aromaticity, and an enhanced π-π interaction with neighboring molecules in the solid state when compared to TIPS-PEN. However, an in-depth understanding of the relationship between the molecule structure, solid-state molecular packing, and the electronic properties has not been reported due to poor control over the TIPS-PPP crystallite size. In this work, we successfully engineered highly oriented large-area TIPS-PPP crystals through the solution shear coating technique. Compared with narrow ribbon-like TIPS-PEN crystals, TIPS-PPP crystals can grow centimeters long and over 500 μm wide. TIPS-PPP molecules are less susceptible to forming metastable polymorphs than TIPS-PEN molecules upon fast evaporation. The crystal structure of TIPS-PPP is also thermally stable at 250 °C. Notably, the anisotropic charge carrier mobility of TIPS-PPP crystals is resolved through fabricating bottom-gate top-contact devices, with a hole mobility of 3.1 cm2 V−1 s−1 along the preferred packing direction. Further device optimization using top-gate bottom-contact devices improved the mobility up to 6.5 cm2 V−1 s−1, which is among the highest for pentacene-derivative-based organic semiconductors.

Original languageEnglish
Pages (from-to)8992-9001
Number of pages10
JournalJournal of Materials Chemistry C
Issue number26
StatePublished - Jun 9 2023

Bibliographical note

Publisher Copyright:
© 2023 The Royal Society of Chemistry.

ASJC Scopus subject areas

  • General Chemistry
  • Materials Chemistry


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