Molecular design featuring carbazole-decorated 15H-diindolo[2,3-b:1′,2′,3′-lm]carbazole for improved efficiency and lifetime of thermally activated delayed fluorescence emitters

In this report, we developed a novel electron donor named 12-(9-phenyl-9H-carbazol-3-yl)-15H-diindolo[2,3-b:1′,2′,3′-lm]carbazole (CzDICz) by introducing a carbazole unit into the rigid 15H-diindolo[2,3-b:1′,2′,3′-lm]carbazole (DICz) donor for designing a stable green thermally activated delayed flu...

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Veröffentlicht in:Journal of materials chemistry. C, Materials for optical and electronic devices Materials for optical and electronic devices, 2020-01, Vol.8 (7), p.2491-2499
Hauptverfasser: Konidena, Rajendra Kumar, Kyung Hyung Lee, Lee, Jun Yeob
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Lee, Jun Yeob
description In this report, we developed a novel electron donor named 12-(9-phenyl-9H-carbazol-3-yl)-15H-diindolo[2,3-b:1′,2′,3′-lm]carbazole (CzDICz) by introducing a carbazole unit into the rigid 15H-diindolo[2,3-b:1′,2′,3′-lm]carbazole (DICz) donor for designing a stable green thermally activated delayed fluorescence (TADF) emitter, 5-(4,6-diphenyl-1,3,5-triazin-2-yl)-2-(12-(9-phenyl-9H-carbazol-3-yl)-15H-diindolo[2,3-b:1′,2′,3′-lm]carbazol-15-yl)benzonitrile (CzDICzTrz). The effect of the additional carbazole unit in the CzDICz donor on photophysical and electroluminescence properties was unveiled by comparing the CzDICzTrz with the control molecule viz. 2-(15H-diindolo[2,3-b:1′,2′,3′-lm]carbazol-15-yl)-5-(4,6-diphenyl-1,3,5-triazin-2-yl)benzonitrile (DICzTrz) featuring the DICz donor. Photophysical analysis revealed that the CzDICzTrz exhibited small singlet–triplet energy splitting, a short delayed fluorescence lifetime (td), fast reverse intersystem crossing (RISC) and high photoluminescence quantum efficiency compared to DICzTrz. Therefore, the organic light emitting diode fabricated with CzDICzTrz showed superior device performance with a maximum external quantum efficiency (EQE) of 19.9% and a current efficiency of 62.3 cd A−1 compared to its congener DICzTrz, which showed a maximum EQE of 12.9% and a current efficiency of 38.6 cd A−1. Moreover, CzDICzTrz based devices achieved 40 times extended operational lifetime up to 80% of its initial luminance (L0 = 1000 cd m−2) of 446 h compared to 11 h of DICzTrz due to its stable CzDICz donor, short td and fast RISC. We believe that the CzDICz donor can contribute to the development of efficient TADF emitters with long operational stability and uncompromised EQE.
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The effect of the additional carbazole unit in the CzDICz donor on photophysical and electroluminescence properties was unveiled by comparing the CzDICzTrz with the control molecule viz. 2-(15H-diindolo[2,3-b:1′,2′,3′-lm]carbazol-15-yl)-5-(4,6-diphenyl-1,3,5-triazin-2-yl)benzonitrile (DICzTrz) featuring the DICz donor. Photophysical analysis revealed that the CzDICzTrz exhibited small singlet–triplet energy splitting, a short delayed fluorescence lifetime (td), fast reverse intersystem crossing (RISC) and high photoluminescence quantum efficiency compared to DICzTrz. Therefore, the organic light emitting diode fabricated with CzDICzTrz showed superior device performance with a maximum external quantum efficiency (EQE) of 19.9% and a current efficiency of 62.3 cd A−1 compared to its congener DICzTrz, which showed a maximum EQE of 12.9% and a current efficiency of 38.6 cd A−1. Moreover, CzDICzTrz based devices achieved 40 times extended operational lifetime up to 80% of its initial luminance (L0 = 1000 cd m−2) of 446 h compared to 11 h of DICzTrz due to its stable CzDICz donor, short td and fast RISC. We believe that the CzDICz donor can contribute to the development of efficient TADF emitters with long operational stability and uncompromised EQE.</description><identifier>ISSN: 2050-7526</identifier><identifier>EISSN: 2050-7534</identifier><identifier>DOI: 10.1039/c9tc05855a</identifier><language>eng</language><publisher>Cambridge: Royal Society of Chemistry</publisher><subject>Benzonitrile ; Carbazoles ; Current efficiency ; Efficiency ; Electroluminescence ; Emitters ; Emitters (electron) ; Fluorescence ; Organic light emitting diodes ; Photoluminescence ; Quantum efficiency</subject><ispartof>Journal of materials chemistry. 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C, Materials for optical and electronic devices</title><description>In this report, we developed a novel electron donor named 12-(9-phenyl-9H-carbazol-3-yl)-15H-diindolo[2,3-b:1′,2′,3′-lm]carbazole (CzDICz) by introducing a carbazole unit into the rigid 15H-diindolo[2,3-b:1′,2′,3′-lm]carbazole (DICz) donor for designing a stable green thermally activated delayed fluorescence (TADF) emitter, 5-(4,6-diphenyl-1,3,5-triazin-2-yl)-2-(12-(9-phenyl-9H-carbazol-3-yl)-15H-diindolo[2,3-b:1′,2′,3′-lm]carbazol-15-yl)benzonitrile (CzDICzTrz). The effect of the additional carbazole unit in the CzDICz donor on photophysical and electroluminescence properties was unveiled by comparing the CzDICzTrz with the control molecule viz. 2-(15H-diindolo[2,3-b:1′,2′,3′-lm]carbazol-15-yl)-5-(4,6-diphenyl-1,3,5-triazin-2-yl)benzonitrile (DICzTrz) featuring the DICz donor. Photophysical analysis revealed that the CzDICzTrz exhibited small singlet–triplet energy splitting, a short delayed fluorescence lifetime (td), fast reverse intersystem crossing (RISC) and high photoluminescence quantum efficiency compared to DICzTrz. Therefore, the organic light emitting diode fabricated with CzDICzTrz showed superior device performance with a maximum external quantum efficiency (EQE) of 19.9% and a current efficiency of 62.3 cd A−1 compared to its congener DICzTrz, which showed a maximum EQE of 12.9% and a current efficiency of 38.6 cd A−1. Moreover, CzDICzTrz based devices achieved 40 times extended operational lifetime up to 80% of its initial luminance (L0 = 1000 cd m−2) of 446 h compared to 11 h of DICzTrz due to its stable CzDICz donor, short td and fast RISC. 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C, Materials for optical and electronic devices</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Konidena, Rajendra Kumar</au><au>Kyung Hyung Lee</au><au>Lee, Jun Yeob</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Molecular design featuring carbazole-decorated 15H-diindolo[2,3-b:1′,2′,3′-lm]carbazole for improved efficiency and lifetime of thermally activated delayed fluorescence emitters</atitle><jtitle>Journal of materials chemistry. C, Materials for optical and electronic devices</jtitle><date>2020-01-01</date><risdate>2020</risdate><volume>8</volume><issue>7</issue><spage>2491</spage><epage>2499</epage><pages>2491-2499</pages><issn>2050-7526</issn><eissn>2050-7534</eissn><abstract>In this report, we developed a novel electron donor named 12-(9-phenyl-9H-carbazol-3-yl)-15H-diindolo[2,3-b:1′,2′,3′-lm]carbazole (CzDICz) by introducing a carbazole unit into the rigid 15H-diindolo[2,3-b:1′,2′,3′-lm]carbazole (DICz) donor for designing a stable green thermally activated delayed fluorescence (TADF) emitter, 5-(4,6-diphenyl-1,3,5-triazin-2-yl)-2-(12-(9-phenyl-9H-carbazol-3-yl)-15H-diindolo[2,3-b:1′,2′,3′-lm]carbazol-15-yl)benzonitrile (CzDICzTrz). The effect of the additional carbazole unit in the CzDICz donor on photophysical and electroluminescence properties was unveiled by comparing the CzDICzTrz with the control molecule viz. 2-(15H-diindolo[2,3-b:1′,2′,3′-lm]carbazol-15-yl)-5-(4,6-diphenyl-1,3,5-triazin-2-yl)benzonitrile (DICzTrz) featuring the DICz donor. Photophysical analysis revealed that the CzDICzTrz exhibited small singlet–triplet energy splitting, a short delayed fluorescence lifetime (td), fast reverse intersystem crossing (RISC) and high photoluminescence quantum efficiency compared to DICzTrz. Therefore, the organic light emitting diode fabricated with CzDICzTrz showed superior device performance with a maximum external quantum efficiency (EQE) of 19.9% and a current efficiency of 62.3 cd A−1 compared to its congener DICzTrz, which showed a maximum EQE of 12.9% and a current efficiency of 38.6 cd A−1. Moreover, CzDICzTrz based devices achieved 40 times extended operational lifetime up to 80% of its initial luminance (L0 = 1000 cd m−2) of 446 h compared to 11 h of DICzTrz due to its stable CzDICz donor, short td and fast RISC. We believe that the CzDICz donor can contribute to the development of efficient TADF emitters with long operational stability and uncompromised EQE.</abstract><cop>Cambridge</cop><pub>Royal Society of Chemistry</pub><doi>10.1039/c9tc05855a</doi><tpages>9</tpages></addata></record>
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source Royal Society Of Chemistry Journals 2008-
subjects Benzonitrile
Carbazoles
Current efficiency
Efficiency
Electroluminescence
Emitters
Emitters (electron)
Fluorescence
Organic light emitting diodes
Photoluminescence
Quantum efficiency
title Molecular design featuring carbazole-decorated 15H-diindolo[2,3-b:1′,2′,3′-lm]carbazole for improved efficiency and lifetime of thermally activated delayed fluorescence emitters
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