title: Thiophene-functionalized isoindigo dyes bearing electron donor substituents with absorptions approaching the near infrared region.
abstract: A series of six new, highly soluble N,N'-dialkylated isoindigo derivatives bearing different electron donating thiophene units at the 6,6'-positions were synthesized by Stille cross-coupling reaction. The optical and electrochemical properties of these dyes were studied by UV-vis spectroscopy and cyclic voltammetry, revealing a good tunability of their electronic properties by peripheral substituents with amino groups leading to strong absorption reaching the NIR region. The DFT calculations of the frontier molecular orbitals of these dyes corroborate the observed substituent effect on absorption and redox properties.
authors.affiliation: Universität Würzburg, Institut für Organische Chemie and Röntgen Research Center for Complex Material Systems, Am Hubland, 97074 Würzburg, Germany.
authors.forename: David
authors.initials: D
authors.lastname: Bialas
authors.forename: Sabin-Lucian
authors.initials: SL
authors.lastname: Suraru
authors.forename: Ralf
authors.initials: R
authors.lastname: Schmidt
authors.forename: Frank
authors.initials: F
authors.lastname: Würthner