Abstract
Three new benzothiadiazole (BTD)-containing luminophores with different configurations of aryl linkers have been prepared via Pd-catalyzed cross-coupling Suzuki and Buchwald–Hartwig reactions. Photophysical and electroluminescent properties of the compounds were investigated to estimate their potential for optoelectronic applications. All synthesized structures have sufficiently high quantum yields in film. The BTD with aryl bridged carbazole unit demonstrated the highest electrons and holes mobility in a series. OLED with light-emitting layer (EML) based on this compound exhibited the highest brightness, as well as current and luminous efficiency. The synthesized compounds are not only luminophores with a high photoluminescence quantum yield, but also active transport centers for charge carriers in EML of OLED devices.
Highlights
The BTD derivatives have widely been used as π-conjugated organic materials for two-photon absorption, photoinduced intramolecular charge transfer (ICT), organic light-emitting diodes (OLED), and solar cells [4,22,23,24,25,26,27,28,29]
In summary, an efficient synthetic procedure for the preparation of three new luminophores with different configuration of aryl linker has been elaborated via combination of Pd-catalyzed Suzuki and double Buchwald–Hartwig cross-coupling reactions
It was revealed that the mCP composites based on compounds D2 and D3 with benzothiadiazole and carbazole units demonstrate enhanced electrons and holes mobility reaching the best magnitudes in the case of D3
Summary
The studies on covalently linked donor–acceptor (D-A) molecular systems have attracted considerable interest in different organic electronic applications [1,2,3,4,5,6,7,8,9,10,11,12,13,14,15,16,17,18,19,20,21]. The use of appropriately positioned, easy to oxidize donor and easy to reduce acceptor molecules promotes the possibility of D-to-A charge transfer extending their absorption well into the visible and near-IR regions that can be exploited in organic optoelectronic devices. In recent years the 2,1,3-benzothiadiazole (BTD) as a good acceptor unit installed in the multimodular D-A systems has gained significant attention due to its several advantages such as favorable reduction potential, a prominent bathochromic shift of the charge transfer absorption band, and strong electron affinity. All compounds D1, D2, D3 were isolated by flash chromatography on silica gel and purified by sublimation (200–220 ◦C/0.1 Torr). Their structures were characterized using 1H NMR, 13C NMR, and HRMS (see the Supplementary Materials)
Sign-in/Register to view highlights & summary Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callDisclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
