Scale-up chemical synthesis of thermally-activated delayed fluorescence emitters based on the dibenzothiophene-S,S-dioxide core

Vybornyi, Oleh and Findlay, Neil J. and Skabara, Peter J. (2017) Scale-up chemical synthesis of thermally-activated delayed fluorescence emitters based on the dibenzothiophene-S,S-dioxide core. Journal of Visualized Experiments, 2017 (128). e56501. ISSN 1940-087X

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    Abstract

    We report a procedure to linearly scale-up the synthesis of 2,8-bis(3,6-di-tert-butyl-9H-carbazol-9-yl)dibenzothiophene-S,S-dioxide (compound 4) and 2,8-bis(10H-phenothiazin-10-yl)dibenzothiophene-S,S-dioxide (compound 5) using Buchwald-Hartwig cross-coupling reaction conditions. In addition, we demonstrate a scaled-up synthesis of all non-commercially available starting materials that are required for the amination cross-coupling reaction. In the present article, we provide the detailed synthetic procedures for all of the described compounds, alongside their spectral characterization. This work shows the possibility to produce organic molecules for optoelectronic applications on a large scale, which facilitates their implementation into real world devices.

    Creators(s): Vybornyi, Oleh, Findlay, Neil J. ORCID logoORCID: https://orcid.org/0000-0002-1417-3311 and Skabara, Peter J.;
    Item type:Article
    ID code:62709
    Keywords:Buchwald-Hartwig amination, chemistry, fluorescence, Pd cross-coupling, OLED, synthesis, TADF, Chemistry, Chemical engineering, Neuroscience(all), Chemical Engineering(all), Biochemistry, Genetics and Molecular Biology(all), Immunology and Microbiology(all)
    Subjects:Science > Chemistry
    Technology > Chemical engineering
    Department:Faculty of Science > Pure and Applied Chemistry
    Technology and Innovation Centre > Photonics
    Depositing user: Pure Administrator
    Date deposited:22 Dec 2017 07:34
    Last modified:21 Jan 2021 09:45
    Related URLs:
    URI:https://strathprints.strath.ac.uk/id/eprint/62709
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