A Bifunctional Bulky Thienothiophene Derivative; Synthesis, Electronic-Optical Properties and OLED Applications

Recep Isci; Emine Tekin; Selin P. Mucur; Turan Ozturk

doi:10.1002/slct.202003273

A Bifunctional Bulky Thienothiophene Derivative; Synthesis, Electronic-Optical Properties and OLED Applications

Recep Isci, Emine Tekin, Selin P. Mucur, Turan Ozturk^*

^*Corresponding author for this work

Department of Chemistry

Research output: Contribution to journal › Article › peer-review

26 Citations (Scopus)

Abstract

Applying thienothiophenes (TT) as a linker, a bulky bifunctional thienothiophene, TT-TPA-TPE3, possessing triphenylamine (TPA) and tetraphenylethylene (TPE) units, was designed, synthesized, and fully characterized. Its optical and electronic properties were explained by UV-Vis spectroscopy, cyclic voltammetry (CV) and Aggregation-Induced Emission (AIE) study. TT-TPA-TPE3 exhibited positive solvatochromism in the range of solvent polarities from DMF to toluene, displaying emissions from yellowish to bluish between 480–525 nm. Utilizing TT-TPA-TPE3 as a hole-transporting layer, its organic light emitting devices (OLEDs) were fabricated and their performances were investigated. The synthesized emitter exhibited green and blue emissions in device applications. A mega Stoke's shift of 114 nm in THF and a large Stoke's shift of 78 nm on ITO were observed. A maximum luminance of 580 cd m⁻² and a turn-on voltage of 7.01 V were obtained, indicating that TT-TPA-TPE3 has a good hole-transporting ability.

Original language	English
Pages (from-to)	13091-13098
Number of pages	8
Journal	ChemistrySelect
Volume	5
Issue number	42
DOIs	https://doi.org/10.1002/slct.202003273
Publication status	Published - 13 Nov 2020

Bibliographical note

Publisher Copyright:
© 2020 Wiley-VCH GmbH

Keywords

Bifunctional material
Material science
Organic electronics
Thienothiophenes

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abstract = "Applying thienothiophenes (TT) as a linker, a bulky bifunctional thienothiophene, TT-TPA-TPE3, possessing triphenylamine (TPA) and tetraphenylethylene (TPE) units, was designed, synthesized, and fully characterized. Its optical and electronic properties were explained by UV-Vis spectroscopy, cyclic voltammetry (CV) and Aggregation-Induced Emission (AIE) study. TT-TPA-TPE3 exhibited positive solvatochromism in the range of solvent polarities from DMF to toluene, displaying emissions from yellowish to bluish between 480–525 nm. Utilizing TT-TPA-TPE3 as a hole-transporting layer, its organic light emitting devices (OLEDs) were fabricated and their performances were investigated. The synthesized emitter exhibited green and blue emissions in device applications. A mega Stoke's shift of 114 nm in THF and a large Stoke's shift of 78 nm on ITO were observed. A maximum luminance of 580 cd m−2 and a turn-on voltage of 7.01 V were obtained, indicating that TT-TPA-TPE3 has a good hole-transporting ability.",

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PY - 2020/11/13

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N2 - Applying thienothiophenes (TT) as a linker, a bulky bifunctional thienothiophene, TT-TPA-TPE3, possessing triphenylamine (TPA) and tetraphenylethylene (TPE) units, was designed, synthesized, and fully characterized. Its optical and electronic properties were explained by UV-Vis spectroscopy, cyclic voltammetry (CV) and Aggregation-Induced Emission (AIE) study. TT-TPA-TPE3 exhibited positive solvatochromism in the range of solvent polarities from DMF to toluene, displaying emissions from yellowish to bluish between 480–525 nm. Utilizing TT-TPA-TPE3 as a hole-transporting layer, its organic light emitting devices (OLEDs) were fabricated and their performances were investigated. The synthesized emitter exhibited green and blue emissions in device applications. A mega Stoke's shift of 114 nm in THF and a large Stoke's shift of 78 nm on ITO were observed. A maximum luminance of 580 cd m−2 and a turn-on voltage of 7.01 V were obtained, indicating that TT-TPA-TPE3 has a good hole-transporting ability.

AB - Applying thienothiophenes (TT) as a linker, a bulky bifunctional thienothiophene, TT-TPA-TPE3, possessing triphenylamine (TPA) and tetraphenylethylene (TPE) units, was designed, synthesized, and fully characterized. Its optical and electronic properties were explained by UV-Vis spectroscopy, cyclic voltammetry (CV) and Aggregation-Induced Emission (AIE) study. TT-TPA-TPE3 exhibited positive solvatochromism in the range of solvent polarities from DMF to toluene, displaying emissions from yellowish to bluish between 480–525 nm. Utilizing TT-TPA-TPE3 as a hole-transporting layer, its organic light emitting devices (OLEDs) were fabricated and their performances were investigated. The synthesized emitter exhibited green and blue emissions in device applications. A mega Stoke's shift of 114 nm in THF and a large Stoke's shift of 78 nm on ITO were observed. A maximum luminance of 580 cd m−2 and a turn-on voltage of 7.01 V were obtained, indicating that TT-TPA-TPE3 has a good hole-transporting ability.

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A Bifunctional Bulky Thienothiophene Derivative; Synthesis, Electronic-Optical Properties and OLED Applications

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