Perfluoropentacene:  High-Performance p−n Junctions and Complementary Circuits with Pentacene

Abstract

We report the synthesis and characterization of perfluoropentacene as an n-type semiconductor for organic field-effect transistors (OFETs). Perfluoropentacene is a planar and crystalline material that adopts a herringbone structure as observed for pentacene. OFETs with perfluoropentacene were constructed using top-contact geometry, and an electron mobility of 0.11 cm2 V-1 s-1 was observed. Bipolar OFETs with perfluoropentacene and pentacene function at both negative and positive gate voltages. The improved p-n junctions are probably due to the similar d-spacings of both acenes. Complementary inverter circuits were fabricated, and the transfer characteristics exhibit a sharp inversion of the output signal with a high-voltage gain.

Description of the Charge Transfer States at the Pentacene/C60 Interface: Combining Range-Separated Hybrid Functionals with the Polarizable Continuum Model

“…36,37 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 31 32 33 34 35 36 37 38 39 40 41 42 43 44 45 46 47 48 49 50 51 52 53 54 55 56 57 58 59 60 9 The energies of the lowest excited state of pentacene, C 60 , and the P/C 60 complex derived at both TDDFT and TDA-TDDFT levels, are shown in Table 2. The experimental value for the pentacene lowest excited singlet state (S 1 ) energy is about 2.10 eV in solution, 38 1.85 eV in the solid state, 39,40 and 2.31 eV in the gas phase. 41 The fluorescence spectra for an isolated C 60 molecule suggest that the origin of the S 0 →S 1 transition is at ca.…”

Fingerprint of Fractional Charge Transfer at the Metal/Organic Interface

“…[3,4,[14][15][16][17][18][19][20] These properties can be tuned, according to specific technological needs, for example, by fluorination, turning, e.g., pentacene into the ntype semiconductor perfluoropentacene. [13,21,22] In this Letter, we investigate F4PEN molecules deposited on Au(110) single crystals by using X-ray photoelectron spectroscopy (XPS), ultraviolet photoelectron spectroscopy (UPS), and near edge X-ray absorption fine structure (NEXAFS) spectroscopy. The simultaneous use of this variety of techniques, in combination with controlled in-situ deposition, gives the opportunity not only to explore the complete electronic structure of the systems (occupied and unoccupied states, or orbitals) but to avoid possible artefacts and discrepancies due to slightly different preparations that could impact the morphology and the structure of the assemblies and consequently their electronic structure.…”

Noncovalent Interactions in Organic Electronic Materials

“…77 For example, appending fluorine atoms to pentacene converts the crystal packing from herringbone to a π-stacked motif (Figure 2). 78,79 Figure 2. Chemical structures of pentacene (top, left) and perfluoropentacene (top, right) and illustrations of the crystal structure packing of pentacene 78 (bottom, left) and perfluoropentacene 79 (bottom, right).…”