1,5-Diazocine-Based Diaryl Ketones: Design, Synthesis, and Optoelectronic Properties
Anjitha Sebastian
Chemical Sciences and Technology Division, CSIR-NIIST, Thiruvananthapuram, Kerala, India
Academy of Scientific Innovative Research (AcSIR), Ghaziabad, India
Search for more papers by this authorVibhu Darshan
Academy of Scientific Innovative Research (AcSIR), Ghaziabad, India
Centre for Sustainable Energy Technologies, CSIR-NIIST, Thiruvananthapuram, Kerala, India
Search for more papers by this authorCorresponding Author
Bijoy Nharangatt
Department of Condensed Matter and Material Physics, S. N. Bose National Centre for Basic Sciences, Kolkata, West Bengal, India
Correspondence:
Bijoy Nharangatt ([email protected])
Ishita Neogi ([email protected])
Search for more papers by this authorVijay Kumar Maka
School of Chemistry, IISER, Thiruvananthapuram, Kerala, India
Search for more papers by this authorAmrutham Linet
Chemical Sciences and Technology Division, CSIR-NIIST, Thiruvananthapuram, Kerala, India
Academy of Scientific Innovative Research (AcSIR), Ghaziabad, India
Search for more papers by this authorSimi Achankunju
Chemical Sciences and Technology Division, CSIR-NIIST, Thiruvananthapuram, Kerala, India
Academy of Scientific Innovative Research (AcSIR), Ghaziabad, India
Search for more papers by this authorMasaki Nagaoka
Department of Applied Chemistry, Graduate School of Engineering, Osaka Metropolitan University, Osaka, Japan
Search for more papers by this authorShigeyuki Yagi
Department of Applied Chemistry, Graduate School of Engineering, Osaka Metropolitan University, Osaka, Japan
Search for more papers by this authorNarayanan Unni K. N.
Academy of Scientific Innovative Research (AcSIR), Ghaziabad, India
Centre for Sustainable Energy Technologies, CSIR-NIIST, Thiruvananthapuram, Kerala, India
Search for more papers by this authorCorresponding Author
Ishita Neogi
Chemical Sciences and Technology Division, CSIR-NIIST, Thiruvananthapuram, Kerala, India
Academy of Scientific Innovative Research (AcSIR), Ghaziabad, India
Correspondence:
Bijoy Nharangatt ([email protected])
Ishita Neogi ([email protected])
Search for more papers by this authorAnjitha Sebastian
Chemical Sciences and Technology Division, CSIR-NIIST, Thiruvananthapuram, Kerala, India
Academy of Scientific Innovative Research (AcSIR), Ghaziabad, India
Search for more papers by this authorVibhu Darshan
Academy of Scientific Innovative Research (AcSIR), Ghaziabad, India
Centre for Sustainable Energy Technologies, CSIR-NIIST, Thiruvananthapuram, Kerala, India
Search for more papers by this authorCorresponding Author
Bijoy Nharangatt
Department of Condensed Matter and Material Physics, S. N. Bose National Centre for Basic Sciences, Kolkata, West Bengal, India
Correspondence:
Bijoy Nharangatt ([email protected])
Ishita Neogi ([email protected])
Search for more papers by this authorVijay Kumar Maka
School of Chemistry, IISER, Thiruvananthapuram, Kerala, India
Search for more papers by this authorAmrutham Linet
Chemical Sciences and Technology Division, CSIR-NIIST, Thiruvananthapuram, Kerala, India
Academy of Scientific Innovative Research (AcSIR), Ghaziabad, India
Search for more papers by this authorSimi Achankunju
Chemical Sciences and Technology Division, CSIR-NIIST, Thiruvananthapuram, Kerala, India
Academy of Scientific Innovative Research (AcSIR), Ghaziabad, India
Search for more papers by this authorMasaki Nagaoka
Department of Applied Chemistry, Graduate School of Engineering, Osaka Metropolitan University, Osaka, Japan
Search for more papers by this authorShigeyuki Yagi
Department of Applied Chemistry, Graduate School of Engineering, Osaka Metropolitan University, Osaka, Japan
Search for more papers by this authorNarayanan Unni K. N.
Academy of Scientific Innovative Research (AcSIR), Ghaziabad, India
Centre for Sustainable Energy Technologies, CSIR-NIIST, Thiruvananthapuram, Kerala, India
Search for more papers by this authorCorresponding Author
Ishita Neogi
Chemical Sciences and Technology Division, CSIR-NIIST, Thiruvananthapuram, Kerala, India
Academy of Scientific Innovative Research (AcSIR), Ghaziabad, India
Correspondence:
Bijoy Nharangatt ([email protected])
Ishita Neogi ([email protected])
Search for more papers by this authorFunding: This work was supported by the Department of Science and Technology, Ministry of Science and Technology, India (DST/INT/DAAD/P-12/2023(G)).
ABSTRACT
Three novel heterocyclic host based on diaryl ketone-tethered 1,5-diazocines were designed and synthesized for applications in phosphorescent organic light-emitting diodes (PhOLEDs). The hosts were derived by anchoring the naphthyl ketone (TBN), anthryl ketone (TBA), and phenanthryl ketone (TBP) to the 1,5-diazocine core. The materials were successfully characterized using spectroscopic techniques. TBN and TBP exhibited low external quantum efficiency of 1.5% and 1.9% when explored as hosts in PhOLED devices. Among the series, TBP exhibited the highest luminance of 4160 cd/m2, maximum luminance efficiency of 6.3 cd/A, and power efficiency of 3.21 lm/w, when doped with Ir(ppy)3 in PhOLED. Nevertheless to our surprise, TBA manifested the lowest device performance than other TBs as a host due to low carrier mobility caused by a highly twisted structure as deciphered from the comparative analysis of single-crystal structure that could impede carrier transport crucial for efficient electroluminescence. The outcomes of electroluminescence were validated and explained with analysis of single-crystal structure, and also with the aid of density functional theory.
Open Research
Data Availability Statement
The data that supports the findings of this study are available in the Supporting Information of this article.
Supporting Information
| Filename | Description |
|---|---|
| jhet4915-sup-0001-supinfo.docxWord 2007 document , 9.8 MB |
Data S1 Supporting Information. |
Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.
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