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Tailoring the molecular design of twisted dihydrobenzodioxin phenanthroimidazole derivatives for non-doped blue organic light-emitting devices.


ABSTRACT: Three fused polycyclic aryl fragments, namely, naphthyl, methoxynaphthyl, and pyrenyl have been used to construct blue-emissive phenanthroimidazole-functionalized target molecules, i.e., 1-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-2-(naphthalen-1-yl)-1H-phenanthro[9,10-d]imidazole (1), 1-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-2-(1-methoxynaphthalen-4-yl)-1H-phenanthro[9,10-d]imidazole (2), and 1-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-2-(pyren-10-yl)-1H-phenanthro[9,10-d]imidazole (3). The up-conversion of triplets to singlets via a triplet-triplet annihilation (TTA) process is dominant in these compounds due to 2E T1 > E S1. The pyrenyl dihydrobenzodioxin phenanthroimidazole (3)-based nondoped OLED exhibits blue emission (450 nm) with CIE (0.15, 0.14), a luminance of 53 890 cd m-2, power efficiency of 5.86 lm W-1, external quantum efficiency of 5.30%, and current efficiency of 6.90 cd A-1. The efficient device performance of pyrenyl dihydrobenzodioxin phenanthroimidazole is due to the TTA contribution to the electroluminescent process.

SUBMITTER: Jayabharathi J 

PROVIDER: S-EPMC9084391 | biostudies-literature | 2018 Aug

REPOSITORIES: biostudies-literature

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Tailoring the molecular design of twisted dihydrobenzodioxin phenanthroimidazole derivatives for non-doped blue organic light-emitting devices.

Jayabharathi Jayaraman J   Ramya Ramaiyan R   Thanikachalam Venugopal V   Nethaji Pavadai P  

RSC advances 20180814 51


Three fused polycyclic aryl fragments, namely, naphthyl, methoxynaphthyl, and pyrenyl have been used to construct blue-emissive phenanthroimidazole-functionalized target molecules, <i>i.e.</i>, 1-(2,3-dihydrobenzo[<i>b</i>][1,4]dioxin-6-yl)-2-(naphthalen-1-yl)-1<i>H</i>-phenanthro[9,10-<i>d</i>]imidazole (1), 1-(2,3-dihydrobenzo[<i>b</i>][1,4]dioxin-6-yl)-2-(1-methoxynaphthalen-4-yl)-1<i>H</i>-phenanthro[9,10-<i>d</i>]imidazole (2), and 1-(2,3-dihydrobenzo[<i>b</i>][1,4]dioxin-6-yl)-2-(pyren-10-  ...[more]

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