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Efficient blue-emitting molecules by incorporating sulfur-containing moieties into triarylcyclopentadiene: Synthesis, crystal structures and photophysical properties

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Indexed by:Journal Papers

Date of Publication:2016-01-01

Journal:DYES AND PIGMENTS

Included Journals:SCIE、EI

Volume:124

Page Number:145-155

ISSN No.:0143-7208

Key Words:Blue-emitting molecules; Triarylcyclopentadiene; Thiophene; Aggregation-induced emission enhancement; Crystal structures; Organic light emitting diode

Abstract:Three highly fluorescent blue-emitting molecules, namely 1,2-diphenyl-4-thiophenyl-1,3-cyclopentadiene (DPCP 1), 1,2-diphenyl-4-(4-thiophenyl)phenyl)-1,3-cyclopentadiene (DPCP 2) and 1,2-diphenyl-4-(4-dibenzothiphenyl)phenyl)-1,3-cyclopentadiene (DPCP 3), have been synthesized by using aryl-substituted cyclopentadiene and thiophene or dibenzothiphene as ingredients. The single crystal structure analysis reveals that DPCP 1-3 are non-coplanar structures and bulky substituents on cyclopentadiene core imposed a significant reduction on intermolecular interactions, hence leading to their intense blue emission in both solution and solid state. DPCP 1 and DPCP 3 also showed a typical aggregation-induced emission enhancement in mixed water/acetone solution. These compounds exhibited good thermal stability with decomposition temperatures between 239 and 383 degrees C. The nondoped organic light-emitting diodes using DPCP 3 as the emitting layer displayed,a very low turn-on voltage at 3.2 V and pure blue emission with the Commission Internationale de l'Eclairage (CIEx,y) coordinates of (0.16, 0.16) and a maximum luminance of 2277 cd m(-2). (C) 2015 Elsevier Ltd. All rights reserved.

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