Litcius/Paper detail

Nitroaromatics as n-type organic semiconductors for field effect transistors

Muhammad Rizwan Niazi, Ehsan Hamzehpoor, Pegah Ghamari, Igor F. Perepichka, Dmitrii F. Perepichka

2020Chemical Communications22 citationsDOI

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.

Topics & Concepts

Organic semiconductorField-effect transistorSemiconductorTransistorMaterials scienceCharge (physics)Crystal (programming language)Group (periodic table)OptoelectronicsComputational chemistryChemical physicsChemistryOrganic chemistryComputer scienceElectrical engineeringPhysicsEngineeringQuantum mechanicsVoltageProgramming languageOrganic Electronics and PhotovoltaicsAdvanced Memory and Neural ComputingOrganic and Molecular Conductors Research