Deep-Blue Triplet–Triplet Annihilation Organic Light-Emitting Diode (CIE<sub>y</sub> ≈ 0.05) Using Tetraphenylimidazole and Benzonitrile Functionalized Anthracene/Chrysene Emitters

Herein, new deep-blue triplet-triplet annihilation (TTA) molecules, namely 4-(10-(4-(1,4,5-triphenyl-1H-imidazol-2-yl)phenyl)anthracen-9-yl)benzonitrile (TPIAnCN) and 4-(12-(4-(1,4,5-triphenyl-1H-imidazol-2-yl)phenyl)chrysen-6-yl)benzonitrile (TPIChCN), are designed, synthesized, and investigated as...

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Main Authors: Ruttapol Malatong, Wijitra Waengdongbung, Phattananawee Nalaoh, Nuttapong Chantanop, Pongsakorn Chasing, Chokchai Kaiyasuan, Suangsiri Arunlimsawat, Taweesak Sudyoadsuk, Vinich Promarak
Format: Article
Language:English
Published: MDPI AG 2022-12-01
Series:Molecules
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Online Access:https://www.mdpi.com/1420-3049/27/24/8923
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author Ruttapol Malatong
Wijitra Waengdongbung
Phattananawee Nalaoh
Nuttapong Chantanop
Pongsakorn Chasing
Chokchai Kaiyasuan
Suangsiri Arunlimsawat
Taweesak Sudyoadsuk
Vinich Promarak
author_facet Ruttapol Malatong
Wijitra Waengdongbung
Phattananawee Nalaoh
Nuttapong Chantanop
Pongsakorn Chasing
Chokchai Kaiyasuan
Suangsiri Arunlimsawat
Taweesak Sudyoadsuk
Vinich Promarak
author_sort Ruttapol Malatong
collection DOAJ
description Herein, new deep-blue triplet-triplet annihilation (TTA) molecules, namely 4-(10-(4-(1,4,5-triphenyl-1H-imidazol-2-yl)phenyl)anthracen-9-yl)benzonitrile (TPIAnCN) and 4-(12-(4-(1,4,5-triphenyl-1H-imidazol-2-yl)phenyl)chrysen-6-yl)benzonitrile (TPIChCN), are designed, synthesized, and investigated as emitters for organic light-emitting diodes (OLED). TPIAnCN and TPIChCN are composed of polyaromatic hydrocarbons of anthracene (An) and chrysene (Ch) as the cores functionalized with tetraphenylimidazole (TPI) and benzonitrile (CN) moieties, respectively. The experimental and theoretical results verify their excellent thermal properties, photophysical properties, as well as electrochemical properties. Particularly, their emissions are in the deep blue region, with TTA emissions being observed in their thin films. By utilization of these molecules as emitters, deep blue TTA OLEDs with CIE coordinates of (0.15, 0.05), high external quantum efficiency of 6.84%, and high exciton utilization efficiency (η<sub>s</sub>) of 48% were fabricated. This result manifests the potential use of chrysene as an alternate building block to formulate new TTA molecules for accomplishing high-performance TTA OLEDs.
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spelling doaj.art-2cf066a27cb34badb7e44857ca79eb472023-11-24T16:59:53ZengMDPI AGMolecules1420-30492022-12-012724892310.3390/molecules27248923Deep-Blue Triplet–Triplet Annihilation Organic Light-Emitting Diode (CIE<sub>y</sub> ≈ 0.05) Using Tetraphenylimidazole and Benzonitrile Functionalized Anthracene/Chrysene EmittersRuttapol Malatong0Wijitra Waengdongbung1Phattananawee Nalaoh2Nuttapong Chantanop3Pongsakorn Chasing4Chokchai Kaiyasuan5Suangsiri Arunlimsawat6Taweesak Sudyoadsuk7Vinich Promarak8Department of Materials Science and Engineering, School of Molecular Science and Engineering, Vidyasirimedhi Institute of Science and Technology, Wangchan, Rayong 21210, ThailandDepartment of Materials Science and Engineering, School of Molecular Science and Engineering, Vidyasirimedhi Institute of Science and Technology, Wangchan, Rayong 21210, ThailandDepartment of Materials Science and Engineering, School of Molecular Science and Engineering, Vidyasirimedhi Institute of Science and Technology, Wangchan, Rayong 21210, ThailandDepartment of Materials Science and Engineering, School of Molecular Science and Engineering, Vidyasirimedhi Institute of Science and Technology, Wangchan, Rayong 21210, ThailandDepartment of Materials Science and Engineering, School of Molecular Science and Engineering, Vidyasirimedhi Institute of Science and Technology, Wangchan, Rayong 21210, ThailandDepartment of Materials Science and Engineering, School of Molecular Science and Engineering, Vidyasirimedhi Institute of Science and Technology, Wangchan, Rayong 21210, ThailandDepartment of Materials Science and Engineering, School of Molecular Science and Engineering, Vidyasirimedhi Institute of Science and Technology, Wangchan, Rayong 21210, ThailandDepartment of Materials Science and Engineering, School of Molecular Science and Engineering, Vidyasirimedhi Institute of Science and Technology, Wangchan, Rayong 21210, ThailandDepartment of Materials Science and Engineering, School of Molecular Science and Engineering, Vidyasirimedhi Institute of Science and Technology, Wangchan, Rayong 21210, ThailandHerein, new deep-blue triplet-triplet annihilation (TTA) molecules, namely 4-(10-(4-(1,4,5-triphenyl-1H-imidazol-2-yl)phenyl)anthracen-9-yl)benzonitrile (TPIAnCN) and 4-(12-(4-(1,4,5-triphenyl-1H-imidazol-2-yl)phenyl)chrysen-6-yl)benzonitrile (TPIChCN), are designed, synthesized, and investigated as emitters for organic light-emitting diodes (OLED). TPIAnCN and TPIChCN are composed of polyaromatic hydrocarbons of anthracene (An) and chrysene (Ch) as the cores functionalized with tetraphenylimidazole (TPI) and benzonitrile (CN) moieties, respectively. The experimental and theoretical results verify their excellent thermal properties, photophysical properties, as well as electrochemical properties. Particularly, their emissions are in the deep blue region, with TTA emissions being observed in their thin films. By utilization of these molecules as emitters, deep blue TTA OLEDs with CIE coordinates of (0.15, 0.05), high external quantum efficiency of 6.84%, and high exciton utilization efficiency (η<sub>s</sub>) of 48% were fabricated. This result manifests the potential use of chrysene as an alternate building block to formulate new TTA molecules for accomplishing high-performance TTA OLEDs.https://www.mdpi.com/1420-3049/27/24/8923anthracenechrysenedeep-blue emitterstriplet–triplet annihilationorganic light-emitting diode
spellingShingle Ruttapol Malatong
Wijitra Waengdongbung
Phattananawee Nalaoh
Nuttapong Chantanop
Pongsakorn Chasing
Chokchai Kaiyasuan
Suangsiri Arunlimsawat
Taweesak Sudyoadsuk
Vinich Promarak
Deep-Blue Triplet–Triplet Annihilation Organic Light-Emitting Diode (CIE<sub>y</sub> ≈ 0.05) Using Tetraphenylimidazole and Benzonitrile Functionalized Anthracene/Chrysene Emitters
Molecules
anthracene
chrysene
deep-blue emitters
triplet–triplet annihilation
organic light-emitting diode
title Deep-Blue Triplet–Triplet Annihilation Organic Light-Emitting Diode (CIE<sub>y</sub> ≈ 0.05) Using Tetraphenylimidazole and Benzonitrile Functionalized Anthracene/Chrysene Emitters
title_full Deep-Blue Triplet–Triplet Annihilation Organic Light-Emitting Diode (CIE<sub>y</sub> ≈ 0.05) Using Tetraphenylimidazole and Benzonitrile Functionalized Anthracene/Chrysene Emitters
title_fullStr Deep-Blue Triplet–Triplet Annihilation Organic Light-Emitting Diode (CIE<sub>y</sub> ≈ 0.05) Using Tetraphenylimidazole and Benzonitrile Functionalized Anthracene/Chrysene Emitters
title_full_unstemmed Deep-Blue Triplet–Triplet Annihilation Organic Light-Emitting Diode (CIE<sub>y</sub> ≈ 0.05) Using Tetraphenylimidazole and Benzonitrile Functionalized Anthracene/Chrysene Emitters
title_short Deep-Blue Triplet–Triplet Annihilation Organic Light-Emitting Diode (CIE<sub>y</sub> ≈ 0.05) Using Tetraphenylimidazole and Benzonitrile Functionalized Anthracene/Chrysene Emitters
title_sort deep blue triplet triplet annihilation organic light emitting diode cie sub y sub ≈ 0 05 using tetraphenylimidazole and benzonitrile functionalized anthracene chrysene emitters
topic anthracene
chrysene
deep-blue emitters
triplet–triplet annihilation
organic light-emitting diode
url https://www.mdpi.com/1420-3049/27/24/8923
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