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Electrically stimulated switching of a charge injection barrier at theinterface between an organic semiconductor and an electrode modified with adisordered monolayer (DM) is studied by using various benzenethiol derivativesas DM molecules. The switching behavior is induced by a structural change inthe DM molecules, and is manifested as a reversible inversion of the polarityof DM-modified Au electrode/rubrene/DM-modified Au electrode diodes. Theswitching direction is found to be dominantly determined by the push-backeffect of the thiol bonding group, while the terminal group modulates theswitching strength. A device with 1,2-benzenedithiol DMs exhibited the highestswitching ratios of 20, 100, and 1000 for the switching voltages of 3, 5, and 7V, respectively. A variation in the tilt angle of benzenethiol DMs owing to theapplication of 7 V is estimated to be smaller than 23.6 degrees by modelcalculations. This study offers an understanding for obtaining highly stableoperations of organic electronic devices, especially with molecularmodification layers.

acs nano

Substituent-Controlled Reversible Switching of Charge-Injection-Barrier  Heights at Metal/Organic-Semiconductor Contacts Modified with Disordered  Molecular Monolayers