A hybridized local and charge transfer excited state for solution-processed non-doped green electroluminescence based on oligo(-phenyleneethynylene)

We herein report a new highly efficient green emissive hot-exciton molecule, 1,4-bis((4′-diphenylamino-3-cyano-[1,1′-biphenyl]-4-yl)ethynyl)-2,5-bis(2-ethylhexyloxy)benzene ( 2EHO-TPA-CNPE ) that consists of an extended D′-π′-A-π-D-π-A-π′-D′ molecular π-system with diphenylamino end units (D′) and e...

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Veröffentlicht in:Journal of materials chemistry. C, Materials for optical and electronic devices Materials for optical and electronic devices, 2020-06, Vol.8 (24), p.847-86
Hauptverfasser: Usta, Hakan, Alimli, Dilek, Ozdemir, Resul, Tekin, Emine, Alkan, Fahri, Kacar, Rifat, Altas, Ahu Galen, Dabak, Salih, Gürek, Ay e Gül, Mutlugun, Evren, Yazici, Ahmet Faruk, Can, Ayse
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container_issue 24
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container_title Journal of materials chemistry. C, Materials for optical and electronic devices
container_volume 8
creator Usta, Hakan
Alimli, Dilek
Ozdemir, Resul
Tekin, Emine
Alkan, Fahri
Kacar, Rifat
Altas, Ahu Galen
Dabak, Salih
Gürek, Ay e Gül
Mutlugun, Evren
Yazici, Ahmet Faruk
Can, Ayse
description We herein report a new highly efficient green emissive hot-exciton molecule, 1,4-bis((4′-diphenylamino-3-cyano-[1,1′-biphenyl]-4-yl)ethynyl)-2,5-bis(2-ethylhexyloxy)benzene ( 2EHO-TPA-CNPE ) that consists of an extended D′-π′-A-π-D-π-A-π′-D′ molecular π-system with diphenylamino end units (D′) and ethynylene/phenylene spacers (π/π′). The new molecule exhibits high photoluminescence (PL) quantum efficiencies ( Φ PL = 0.95 (solution) and 0.45 (spin-coated neat thin-film)), and a strong PL solvatochromic behavior revealing significant changes in excited state energies/characteristics (locally excited (LE) → hybridized local and charge transfer (HLCT) → charge-transfer (CT)) depending on solvent polarity. Highly efficient (radiative exciton yield ( η r ) = 50-59% > 25%) green-emitting OLEDs were fabricated in a conventional device architecture by employing (non-)doped thin-films reaching a maximum current efficiency (CE max ) of 12.0 cd A −1 and a maximum external quantum efficiency (EQE max ) of 5.5%. The emission profile of the non-doped OLED has CIE 1976 ( u ′, v ′) chromaticity coordinates of (0.10, 0.55) corresponding to a night vision imaging system (NVIS) compatible Green A region. 2EHO-TPA-CNPE -based OLED devices of industrial relevance were also fabricated by ink-jet printing the emissive layer and by fabricating an inverted architecture, which possessed respectable device performances of 2.4-6.1 cd A −1 . The solid-state solvation effect in OLED devices yields HLCT electronic behavior resulting in high η r 's, which is confirmed by TDDFT to originate from energetically/spatially favorable reverse intersystem crossings (RISCs) (T 2/3 → S 1 ). As a unique observation, delayed fluorescence due to this RISC was evident in the PL decay lifetime measurement with a ns-scale lifetime of ∼10 ns. These results clearly allow a better understanding of the structure-photophysical property-electroluminescence relationships in this new class of oligo( p -phenyleneethynylene)-based hot-exciton molecules, and it could open up new opportunities for high-performance solution-processed optoelectronic/sensing applications. A novel oligo( p -phenyleneethynylene)-based hot-exciton molecule with hybridized local and charge transfer (HLCT) excited states was developed to yield high radiative exciton yields in OLEDs.
doi_str_mv 10.1039/d0tc01266a
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The new molecule exhibits high photoluminescence (PL) quantum efficiencies ( Φ PL = 0.95 (solution) and 0.45 (spin-coated neat thin-film)), and a strong PL solvatochromic behavior revealing significant changes in excited state energies/characteristics (locally excited (LE) → hybridized local and charge transfer (HLCT) → charge-transfer (CT)) depending on solvent polarity. Highly efficient (radiative exciton yield ( η r ) = 50-59% &gt; 25%) green-emitting OLEDs were fabricated in a conventional device architecture by employing (non-)doped thin-films reaching a maximum current efficiency (CE max ) of 12.0 cd A −1 and a maximum external quantum efficiency (EQE max ) of 5.5%. The emission profile of the non-doped OLED has CIE 1976 ( u ′, v ′) chromaticity coordinates of (0.10, 0.55) corresponding to a night vision imaging system (NVIS) compatible Green A region. 2EHO-TPA-CNPE -based OLED devices of industrial relevance were also fabricated by ink-jet printing the emissive layer and by fabricating an inverted architecture, which possessed respectable device performances of 2.4-6.1 cd A −1 . The solid-state solvation effect in OLED devices yields HLCT electronic behavior resulting in high η r 's, which is confirmed by TDDFT to originate from energetically/spatially favorable reverse intersystem crossings (RISCs) (T 2/3 → S 1 ). As a unique observation, delayed fluorescence due to this RISC was evident in the PL decay lifetime measurement with a ns-scale lifetime of ∼10 ns. 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Highly efficient (radiative exciton yield ( η r ) = 50-59% &gt; 25%) green-emitting OLEDs were fabricated in a conventional device architecture by employing (non-)doped thin-films reaching a maximum current efficiency (CE max ) of 12.0 cd A −1 and a maximum external quantum efficiency (EQE max ) of 5.5%. The emission profile of the non-doped OLED has CIE 1976 ( u ′, v ′) chromaticity coordinates of (0.10, 0.55) corresponding to a night vision imaging system (NVIS) compatible Green A region. 2EHO-TPA-CNPE -based OLED devices of industrial relevance were also fabricated by ink-jet printing the emissive layer and by fabricating an inverted architecture, which possessed respectable device performances of 2.4-6.1 cd A −1 . The solid-state solvation effect in OLED devices yields HLCT electronic behavior resulting in high η r 's, which is confirmed by TDDFT to originate from energetically/spatially favorable reverse intersystem crossings (RISCs) (T 2/3 → S 1 ). 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C, Materials for optical and electronic devices</jtitle><date>2020-06-28</date><risdate>2020</risdate><volume>8</volume><issue>24</issue><spage>847</spage><epage>86</epage><pages>847-86</pages><issn>2050-7526</issn><eissn>2050-7534</eissn><abstract>We herein report a new highly efficient green emissive hot-exciton molecule, 1,4-bis((4′-diphenylamino-3-cyano-[1,1′-biphenyl]-4-yl)ethynyl)-2,5-bis(2-ethylhexyloxy)benzene ( 2EHO-TPA-CNPE ) that consists of an extended D′-π′-A-π-D-π-A-π′-D′ molecular π-system with diphenylamino end units (D′) and ethynylene/phenylene spacers (π/π′). The new molecule exhibits high photoluminescence (PL) quantum efficiencies ( Φ PL = 0.95 (solution) and 0.45 (spin-coated neat thin-film)), and a strong PL solvatochromic behavior revealing significant changes in excited state energies/characteristics (locally excited (LE) → hybridized local and charge transfer (HLCT) → charge-transfer (CT)) depending on solvent polarity. Highly efficient (radiative exciton yield ( η r ) = 50-59% &gt; 25%) green-emitting OLEDs were fabricated in a conventional device architecture by employing (non-)doped thin-films reaching a maximum current efficiency (CE max ) of 12.0 cd A −1 and a maximum external quantum efficiency (EQE max ) of 5.5%. The emission profile of the non-doped OLED has CIE 1976 ( u ′, v ′) chromaticity coordinates of (0.10, 0.55) corresponding to a night vision imaging system (NVIS) compatible Green A region. 2EHO-TPA-CNPE -based OLED devices of industrial relevance were also fabricated by ink-jet printing the emissive layer and by fabricating an inverted architecture, which possessed respectable device performances of 2.4-6.1 cd A −1 . The solid-state solvation effect in OLED devices yields HLCT electronic behavior resulting in high η r 's, which is confirmed by TDDFT to originate from energetically/spatially favorable reverse intersystem crossings (RISCs) (T 2/3 → S 1 ). As a unique observation, delayed fluorescence due to this RISC was evident in the PL decay lifetime measurement with a ns-scale lifetime of ∼10 ns. These results clearly allow a better understanding of the structure-photophysical property-electroluminescence relationships in this new class of oligo( p -phenyleneethynylene)-based hot-exciton molecules, and it could open up new opportunities for high-performance solution-processed optoelectronic/sensing applications. 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source Royal Society Of Chemistry Journals 2008-
subjects Absorption spectra
Benzene
Charge transfer
Chemical synthesis
Chromaticity
Computer architecture
Coupling (molecular)
Current density
Current efficiency
Efficiency
Electroluminescence
Electronic devices
Emissivity
Excitation
Excitons
Fluorescence
Inkjet printing
Molecular orbitals
Night vision
Photoluminescence
Polarity
Quantum efficiency
Solvation
Solvents
Thin films
title A hybridized local and charge transfer excited state for solution-processed non-doped green electroluminescence based on oligo(-phenyleneethynylene)
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