title: Theoretical Study on Charge Transport Properties of Intra- and Extra-Ring Substituted Pentacene Derivatives.
abstract: A series of pentacene derivatives, halogen-substituted and thiophene- and pyridine-substituted, have been studied with a focus on the electronic properties and charge transport properties using density functional theory and classical Marcus charge-transfer theory. The transport properties of holes and electrons have been studied to get insight into the effect of halogenation and heteroatom substitution on transport and injection of charge carriers. The calculation results revealed that fluorination and chlorination can effectively lower the lowest unoccupied molecular orbital (LUMO) level, modulate the hole and electron reorganization energy, improve the stacking mode of the crystal structure, and enhance the ambipolar characteristic. Chlorination gives a better ambipolar characteristic. On the basis of halogen substitution, the substitution of terminal benzene ring of triisopropyl-silylethynyl-pentacene (TIPS-PEN) by a thiophene or pyridine will greatly lower the LUMO level and improve the stacking mode, leading to more suitable ambipolar materials. Hence, both intra- and extra-ring substitution are favorable to enhance the ambipolar transport property of TIPS-PEN.
authors.affiliation: Institute of Theoretical Chemistry, Jilin University , Changchun 130023, China.|College of Chemistry and Life Science, Weinan Normal University , Weinan 714000, China.
authors.forename: Jian-Xun
authors.initials: JX
authors.lastname: Fan
authors.affiliation: Institute of Theoretical Chemistry, Jilin University , Changchun 130023, China.
authors.forename: Xian-Kai
authors.initials: XK
authors.lastname: Chen
authors.affiliation: Institute of Theoretical Chemistry, Jilin University , Changchun 130023, China.
authors.forename: Shou-Feng
authors.initials: SF
authors.lastname: Zhang
authors.affiliation: Institute of Theoretical Chemistry, Jilin University , Changchun 130023, China.
authors.forename: Ai-Min
authors.initials: AM
authors.lastname: Ren