Molecular design and synthesis of dicarbazolophane-based centro-symmetric through-space donors for solution-processed thermally activated delayed fluorescence OLEDs

Conjugation-extended carbazolophane donors, dicarbazolophanes ( DCzp ), were designed and synthesized using a multifold stepwise Pd-catalyzed Buchwald–Hartwig amination/ring cyclization process. Furthermore, elaboration of the DCzp core is possible with the introduction of pendant carbazole derivative groups. This provides a way to tune the optoelectronic properties of the thermally activated delayed fluorescence (TADF) compounds DCzpTRZtBu , dtBuCzDCzpTRZtBu , and dMeOCzDCzpTRZtBu . Solution-processed organic light-emitting diodes (OLEDs) were fabricated and achieved a maximum external quantum efficiency (EQEmax) of 8.2% and an EQE of 7.9% at 100 cd/m2.

Citation

Zhang , Z , Diesing , S , Crovini , E , Gupta , A K , Spuling , E , Gua , X , Fuhr , O , Nieger , M , Hassan , Z , Samuel , I D W , Bräse , S & Zysman-Colman , E 2021 , ' Molecular design and synthesis of dicarbazolophane-based centro-symmetric through-space donors for solution-processed thermally activated delayed fluorescence OLEDs ' , Organic Letters , vol. Articles ASAP . https://doi.org/10.1021/acs.orglett.1c02273

Publication

Organic Letters

Status

Peer reviewed

DOI

https://doi.org/10.1021/acs.orglett.1c02273

ISSN

1523-7060

Type

Journal article

Rights

Copyright © 2021 American Chemical Society. This work has been made available online in accordance with publisher policies or with permission. Permission for further reuse of this content should be sought from the publisher or the rights holder. This is the author created accepted manuscript following peer review and may differ slightly from the final published version. The final published version of this work is available at https://doi.org/10.1021/acs.orglett.1c02273

Description

The German Research Foundation (formally Deutsche Forschungsgemeinschaft DFG) in the framework of SFB1176 Co-operative Research Centre “Molecular Structuring of Soft Matter” (CRC1176, A4, B3, C2, C6) and the cluster “3D Matter Made to Order” funded under Germany’s Excellence Strategy 2082/1–390761711 are acknowledged for financial contributions. A. K. G. is thankful to the Royal Society for a Newton International Fellowship NF171163. E. Z.-C. and I. D. W. S. acknowledge support from EPSRC (EP/L017008, EP/P010482/1, EP/R035164/1). E. C. and E. Z.-C. acknowledge the EU Horizon 2020 grant agreement no. 812872 (TADFlife).