Original scientific paper

pπ-Molecular Orbitals of Conjugated Linear Polyene Molecules as Molecular Orbital Functional Groups in the Design of Near-infrared Dyes

Jerry Ray Dias orcid.org/0000-0001-7772-4283 ; Department of Chemistry, University of Missouri, Kansas City, MO 64110-2499, USA
Gamil A. Guirgis ; Bayer Corporation, P. O. Box 118088, Charleston, SC 29423-8088, USA

Abstract

While reviewing molecular orbital models for the pπ-electronic sys-tem of conjugated polyene molecules new examples on embedding of higher linear polyenes will be presented. It is shown that embedding (Hali subgraphs) and right-hand mirror-plane (McClelland subgraphs) fragments are MO functional groups of importance in molecular modeling of near IR absorbing pigments. The major new result reported in this paper is the recognition that the HOMO/LUMO gap for perylene-3,4:9,10-bis(carboximide) and poly(peri-naphthalene) related materials is determined by the embedding fragment which circumvents the need to do a full molecule calculation.

Keywords

MO functional groups; embedding fragments; right-hand mirror-plane fragments; linear polyenes; HOMO - LUMO; perylene-3,4:9,10-bis(dicarboximide); near IR pigments; poly(peri-naphthalene)

Hrčak ID:

127541

URI

https://hrcak.srce.hr/127541

Publication date:

3.6.2002.

Visits: 1.098 *