Crystal Structures of Two Perylenediimides: A Study of Bay-Substitution

Abstract

The crystal structures of N,N-bis(2,6-diisopropylphenyl)-3,4,9,10-perylenetetracarboxylic diimide (PDI-1) and 1,6,7,12-tetrakis(4-tert-butylphenoxy)-N,N-bis(2,6-diisopropylphenyl)-3,4,9,10-perylenetetracarboxylic diimide (PDI-2) are reported for the first time. The -conjugated perylene skeleton of PDI-1 is nearly planar while the tetra tert-butylphenoxy substitution on bay positions give rise to highly twisted perylene skeleton in PDI-2. Density functional theory and the Boltzmann transport equation has been applied to calculate the semiclassical thermoelectric transport properties of crystalline PDI-1 and PDI-2 as a function of solid-state packing, and the effect of bay-substitution have been investigated. [GRAPHICS] .