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A deep-red fluorophore based on naphthothiadiazole as emitter with hybridized local and charge transfer and ambipolar transporting properties for electroluminescent devices.


ABSTRACT: Herein, we report the synthesis and characterization of an efficient ambipolar charge-carrier-transporting deep-red fluorophore (TPECNz) based on a donor-acceptor-donor (D-A-D)-type molecule and its application as a non-doped emitter in an organic light-emitting diode (OLED). The fluorophore TPECNz contains naphtho[2,3-c][1,2,5]thiadiazole (Nz) as a strong acceptor unit symmetrically functionalized with N-(4-(1,2,2-triphenylvinyl)phenyl)carbazole as a donor and aggregation-induced emission (AIE) luminogen. The experimental (solvatochromic and emission in THF/water mixtures studies) and theoretical investigations prove that TPECNz retains cooperative hybridized local and charge transfer (HLCT) and weak AIE features. Thanks to its D-A-D-type structure with a proper twist angle between the D and A units, a strong electron deficiency of the Nz unit, and electron-donating and hole-transporting natures of carbazole, TPECNz exhibits a strong deep red emission (λem = 648 nm) with a high fluorescence quantum yield of 96%, outstanding thermal property (Tg = 236 °C), and ambipolar charge-carrier-transporting property with a decent balance of mobility of electrons (1.50 × 10-5 cm2 V-1 s-1) and holes (4.42 × 10-6 cm2 V-1 s-1). TPECNz is successfully employed as a non-doped emitter in an OLED which displays deep red electroluminescent emission peaked at 659 nm with CIE coordinates of (0.664, 0.335)), an EQEmax of 3.32% and exciton utilization efficiency (EUE) of 47%.

SUBMITTER: Arunlimsawat S 

PROVIDER: S-EPMC10630680 | biostudies-literature | 2023

REPOSITORIES: biostudies-literature

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A deep-red fluorophore based on naphthothiadiazole as emitter with hybridized local and charge transfer and ambipolar transporting properties for electroluminescent devices.

Arunlimsawat Suangsiri S   Funchien Patteera P   Chasing Pongsakorn P   Saenubol Atthapon A   Sudyoadsuk Taweesak T   Promarak Vinich V  

Beilstein journal of organic chemistry 20231103


Herein, we report the synthesis and characterization of an efficient ambipolar charge-carrier-transporting deep-red fluorophore (<b>TPECNz</b>) based on a donor-acceptor-donor (D-A-D)-type molecule and its application as a non-doped emitter in an organic light-emitting diode (OLED). The fluorophore <b>TPECNz</b> contains naphtho[2,3-<i>c</i>][1,2,5]thiadiazole (Nz) as a strong acceptor unit symmetrically functionalized with <i>N</i>-(4-(1,2,2-triphenylvinyl)phenyl)carbazole as a donor and aggreg  ...[more]

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