title: Effect of substitution on the optical properties and HOMO-LUMO gap of oligomeric paraphenylenes.
abstract: A series of dialkyl amino benzophenone dimers with various alkyl chain lengths is presented. Gaussian B3LYP/6-31G(d) calculations show that the band gap decreases within the dimer series as a function of the donor group efficiency. Theoretical calculations show that the interaction between phenyl-phenyl rings is more important than simple donor-acceptor effects. We report the experimental and electro-optical properties of one of these dimers, N,N-(dibutyl)-4-amino-benzophenone. The experimental and theoretical results enabled us to design a new dimer. Altogether, side chain substituents reported herein tune the theoretical band gap of paraphenylene based dimers by over 8.86 eV.
authors.affiliation: North Carolina School of Science and Math, 1219 Broad Street, Durham, North Carolina 27705, United States.
authors.forename: Brian D
authors.initials: BD
authors.lastname: Koepnick
authors.forename: Jeremy S
authors.initials: JS
authors.lastname: Lipscomb
authors.forename: Darlene K
authors.initials: DK
authors.lastname: Taylor