title: Selenium-Containing Fused Bicyclic Heterocycle Diselenolodiselenole: Field Effect Transistor Study and Structure-Property Relationship.
abstract: The first application of the diselenolodiselenole (C4Se4) heterocycle as an active organic field effect transistor materials is demonstrated here. C4Se4 derivatives (2a-2d) were obtained by using a newly developed straightforward diselenocyclization protocol, which includes the reaction of diynes with selenium powder at elevated temperature. C4Se4 derivatives exhibit strong donor characteristics and planar structure (except 2d). The atomic force microscopic analysis and thin-film X-ray diffraction pattern of compounds 2a-2d indicated the formation of distinct crystalline films that contain large domains. A scanning electron microscopy study of compound 2b showed development of symmetrical grains with an average diameter of 150 nm. Interestingly, 2b exhibited superior hole mobility, approaching 0.027 cm(2) V(-1) s(-1) with a transconductance of 9.2 μS. This study correlate the effect of π-stacking, Se···Se intermolecular interaction, and planarity with the charge transport properties and performance in the field effect transistor devices. We have shown that the planarity in C4Se4 derivatives was achieved by varying the end groups attached to the C4Se4 core. In turn, optoelectronic properties can also be tuned for all these derivatives by end-group variation.
authors.affiliation: Department of Chemical Sciences, Indian Institute of Science Education and Research (IISER) Kolkata, Mohanpur 741246, India.
authors.forename: Sashi
authors.initials: S
authors.lastname: Debnath
authors.affiliation: Polymer Science and Engineering Division, CSIR-National Chemical Laboratory, CSIR-Network of Institutes for Solar Energy , Dr Homi Bhabha Road, Pune 411008, India.
authors.forename: Sundaresan
authors.initials: S
authors.lastname: Chithiravel
authors.affiliation: Physical Sciences Division, Institute of Advanced Study in Science and Technology (IASST) , Paschim Boragaon, Guwahati 781035, India.
authors.forename: Sagar
authors.initials: S
authors.lastname: Sharma
authors.affiliation: Department of Chemical Sciences, Indian Institute of Science Education and Research (IISER) Kolkata, Mohanpur 741246, India.
authors.forename: Anjan
authors.initials: A
authors.lastname: Bedi
authors.affiliation: Polymer Science and Engineering Division, CSIR-National Chemical Laboratory, CSIR-Network of Institutes for Solar Energy , Dr Homi Bhabha Road, Pune 411008, India.
authors.forename: Kothandam
authors.initials: K
authors.lastname: Krishnamoorthy
authors.affiliation: Department of Chemical Sciences, Indian Institute of Science Education and Research (IISER) Kolkata, Mohanpur 741246, India.
authors.forename: Sanjio S
authors.initials: SS
authors.lastname: Zade
keywords: charge transport; diselenocyclization; diselenolodiselenole; organic field effect transistor; selenium; spectroelectrochemistry