High‐Performance Solution‐Processable N‐Shaped Organic Semiconducting Materials with Stabilized Crystal Phase

Abstract

N-shaped organic semiconductors are synthesized via four steps from a readily available starting material. Such semiconductors exhibit preferable ionization potential for p-type operation, thermally stable crystalline phase over 200 °C, and high carrier mobility up to 16 cm(2) V(-1) s(-1) (12.1 cm(2) V(-1) s(-1) on average) with small threshold voltages in solution-crystallized field-effect transistors.

Zigzag‐Elongated Fused π‐Electronic Core: A Molecular Design Strategy to Maximize Charge‐Carrier Mobility

“…The molecular and packing structures of ChDT , C 10 –ChDT , and C 10 –Th–ChDT are summarized in Figures S7–S12 (Supporting Information), Figure 3 , and Table S2 (Supporting Information). As shown in Figure 3, the ChDT unit in the C 10 –Th–ChDT molecule exhibits a bent conformation (Figure 3a, side view), which is similar to those of decyl‐substituted V‐ ( C 10 –DNT–VW ) and N‐shaped molecules ( C 10 –DNBDT–NW ) 5, 16. A dihedral angle of 7.2° was observed between the decylthienyl and the terminal thiophene moieties of the ChDT π‐core of C 10 –Th–ChDT .…”

“…Notably, the m || * of C 10 –Th–ChDT ( m || * = 1.06 m 0 ) is much smaller than that of ChDT (1.19 m 0 ), while the absolute t values of C 10 –Th–ChDT are smaller than those of ChDT . Furthermore, the m || * value of C 10 –Th–ChDT (1.06 m 0 ) is comparable to that of C 10 –DNBDT–NW ( m || * = 1.05 m 0 ), which exhibits a high carrier mobility (μ ≤ 16 cm 2 V −1 s −1 ) 16. Accordingly, the results of the band calculations indicate that the increase of the distance between the intermolecular centroids of C 10 –Th–ChDT compensates for the reduction of the transfer integral, resulting in a small effective mass.…”

The emergence of charge coherence in soft molecular organic semiconductors via the suppression of thermal fluctuations

“…Subsequently, materials as dinaphtho[2,3-b:2',3'-f]thieno [3,2-b] thiophene (DNTT), alkylated DNTT, pentacene derivatives and N,N'-1H,1H-perfluorobutyldicyanoperylene-carboxydi-imide (PDIF-CN 2 ) turned out to satisfy the same condition, and coherent band transport was observed at room temperature. [12][13][14][15] We then focused on pentacene field-effect transistors (FET), in which we found that only half of the Hall voltage appeared at room temperature, indicating an incomplete coherence. At lower temperatures, we found the coherence increased; however, even at 150 K, charge transport was only partially coherent.…”

Remarkably low flicker noise in solution-processed organic single crystal transistors

“…Their potential as an electronic element is recently rediscovered not only for their unique processability, but also for their excellent performance [1][2][3] . Particularly, an improvement of field-effect mobility of singlecrystalline organic semiconductors (up to 15 cm 2 V −1 s −1 ) allows for a large-scale production of high-density integrated circuits such as multi-bit logic circuits 4,5 , analog-to-digital (AD) converters 6,7 , radio-frequency identification (RF-ID) tags [8][9][10] .…”

“…In striking contrast to such disordered organic compounds, solutionprocessed single crystals composed of organic molecules exhibit an excellent mobility of up to 15 cm 2 V −1 s −1 ref. [1][2][3]8 , which has motivated intensive research to explore not only the coherent (band-like) charge transport physics 27,28 , but also functionalities for next-generation (opto)electronic applications 29,30 . However, a subject under consideration still remains: how the charge carrier transport mechanism correlates to the 1/f noise, and to what extent the noise level can be reduced in a practical electronic circuit.…”