Long-Term Air-Stable n-Channel Organic Thin-Film Transistors Using 2,5-Difluoro-1,4-phenylene-bis{2-[4-(trifluoromethyl)phenyl]acrylonitrile}

Abstract

A long-term air-stable n-type organic semiconductor, 2,5-difluoro-1,4-phenylene-bis{2-[4-(trifluoromethyl)phenyl]acrylonitrile}, was synthesized by a high-yield simple procedure of Knoevenagel condensation with aldehyde and acetonitrile derivatives. A fabricated organic thin-film transistor (OTFT) using this compound exhibited good n-channel OTFT properties with a high electron mobility of 0.17 cm(2) V(-1) s(-1) and an on/off current ratio of 10(6) under both vacuum and ambient air operation. After storage in ambient air for 1 year, a stored n-channel OTFT still shows good n-channel OTFT performance with little degradation in ambient air operation.

Trends in molecular design strategies for ambient stable n-channel organic field effect transistors

“…A highly ambient stable fluorinated acrylonitrile derivative 5n was synthesized by Nagamatsu and co-workers. 254 After exposure to air for a day, there was almost no change in the n-channel performance of an OTFT device. The mobility degrades by 40% over one year of ambient air storage.…”

Synthesis of Two Novels-Shaped Dibenzo[c,l] Chrysene Derivatives, Crystal Structure, and the Evaluation of their Photophysical Properties

“…We employed the typical Wittig and iodine-assisted photocyclization strategy for the synthesis of these molecules [17,18]. Earlier, we reported the synthesis of various kinds of polyaromatic compounds and evaluated their organic photoelectronic properties [19][20][21][22]. We believe that this study may be helpful to the material chemists in designing new materials with a view to achieve desired performance in devices and circuits.…”

A Novel Acrylonitrile Derivative Having Photovoltaic Performance

“…The nitrile derivatives (1-3) were obtained by the reaction of appropriate starting materials and characterized by using FT-IR, 1 H NMR, 13 C NMR, and LC-MS spectral data.…”

“…However, most of these molecules have commonly triphenylamine-based structure and are often symmetric [9]. The molecular structure containing heterocyclic system of these type diarylacrylonitriles has been synthesized to investigate their capacity in solar cells as acceptor elsewhere [7,[10][11][12][13].…”