title: Effects of heteroatoms of tetracene and pentacene derivatives on their stability and singlet fission.
abstract: The effects of the introduction of an sp(2)-hybridized nitrogen atom (═N-) and thiophene ring on the structure geometries, frontier molecular orbital energies, and excited state energies related to singlet fission (SF) for some tetracene and pentacene derivatives were theoretically investigated by quantum chemical methods. The introduction of a nitrogen atom significantly decreases the energies of frontier molecular orbitals and hence improves their stabilities in air and light illumination. More importantly, it is helpful for reducing the energy loss of the exothermic singlet fission of pentacene derivatives. For fused benzene-thiophene structures, the (α, β) connection pattern could stabilize the frontier molecular orbitals, while the (β, β) connection pattern can promote the thermodynamic driving force of singlet fission. These facts provide a theoretical ground for rational design of SF materials.
authors.affiliation: Key Laboratory of Colloid and Interface Chemistry, Ministration of Education, Department of Chemistry, Shandong University , Shandong, China , 250100.
authors.forename: Yuhan
authors.initials: Y
authors.lastname: Chen
authors.forename: Li
authors.initials: L
authors.lastname: Shen
authors.forename: Xiyou
authors.initials: X
authors.lastname: Li