Issue 47, 2020

Nitroaromatics as n-type organic semiconductors for field effect transistors

Abstract

The nitro group (NO2) is one of the most common electron-withdrawing groups but it has rarely been used in the design of organic semiconductors (OSCs). Herein, we report the n-type semiconducting behavior of simple fluorenone derivatives functionalized with NO2 and CN groups. While the electron mobilities measured in the thin film field-effect transistors are modest (10−6–10−4 cm2 V−1 s−1), the nitrofluorenone OSCs offer excellent air-stability and remarkable tunability of energy levels via facile modification of the substitution pattern. We study the effect of substituents on the electrochemical properties, molecular and crystal structure, and the charge transport properties of nitrofluorenones to revitalize the underestimated potential of NO2 functionalization in organic electronics.

Graphical abstract: Nitroaromatics as n-type organic semiconductors for field effect transistors

Supplementary files

Article information

Article type
Communication
Submitted
16 Feb 2020
Accepted
28 Apr 2020
First published
28 Apr 2020

Chem. Commun., 2020,56, 6432-6435

Nitroaromatics as n-type organic semiconductors for field effect transistors

M. R. Niazi, E. Hamzehpoor, P. Ghamari, I. F. Perepichka and D. F. Perepichka, Chem. Commun., 2020, 56, 6432 DOI: 10.1039/D0CC01236J

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