title: Charge transfer emission of T-shaped π-conjugated molecules: impact of quinoid character on the excited state properties.
abstract: We investigate the impact of quinoid character of a π-conjugation system on the emission properties of T-shaped cross-conjugated molecules. Three π-conjugated systems with different quinoid nature including benzothiophene, 2-phenylthiophene, and 2-phenylthieno[3,2-b]thiophene were connected orthogonally to a π-conjugated bis(phenylethynyl)arylene with an acid responsive N-methylbenzimidazole junction. The enhancement of quinoid character of a vertical π-system effectively suppressed the twisted intramolecular charge transfer (TICT) emission, leading to a more planar ICT state with enhanced emission intensity as well as a shortened Stokes shift.
authors.affiliation: Graduate School of Materials Science, Nara Institute of Science and Technology, NAIST , Ikoma, Nara 630-0192, Japan.
authors.forename: Toshifumi
authors.initials: T
authors.lastname: Inouchi
authors.forename: Takuya
authors.initials: T
authors.lastname: Nakashima
authors.forename: Tsuyoshi
authors.initials: T
authors.lastname: Kawai
mesh_terms: D001562:Benzimidazoles / Q000737:chemistry*; D015394:Molecular Structure; D011809:Quinones / Q000138:chemical synthesis / Q000737:chemistry*; D013876:Thiophenes / Q000737:chemistry*
chemical_list: D001562:Benzimidazoles; D011809:Quinones; D013876:Thiophenes; C088015:benzothiophene