Benzoselenadiazole and benzotriazole directed electrophilic C–H borylation of conjugated donor–acceptor materials. Issue 3 (4th January 2019)

• Record Type: Journal Article
• Authors: Dash, Barada P.; Hamilton, Iain; Tate, Daniel J.; Crossley, Daniel L.; Kim, Ji-Seon; Ingleson, Michael J.; Turner, Michael L.
• Is Part Of: Journal of materials chemistry. Volume 7:Issue 3(2019)
• Page Start: 718
• Page End: 724
• Publication Date: 2019-01-04
• Subjects: Materials -- Periodicals; Chemistry, Analytic -- Periodicals; Optical materials -- Research -- Periodicals; Electronics -- Materials -- Research -- Periodicals; 543.0284
• DOI: 10.1039/c8tc05131c
• Languages: English
• ISSNs: 2050-7526

Abstract

Abstract : Borylative fusion of BSe and BTz containing donor–acceptor oligomers gives fused boracycles with a reduction in the energy of the LUMO by up to 0.65 eV. This leads to a red shift in emission of ca. 200 nm and the use of these materials for the fabrication of NIR OLEDs. Abstract : Benzoselenadiazole and benzotriazole directed electrophilic borylation using BCl3 results in the C–H functionalization of an adjacent aromatic unit and produces fused boracycles. Subsequent arylation at boron afforded air and moisture stable products displaying large bathochromic shifts and significantly reduced LUMO energy levels. OLEDs fabricated containing borylated benzoselenadiazole derivatives showed emission centered at 723 nm in the near infra-red region of the spectrum.