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Iridium(III) complexes adopting thienylpyridine derivatives for yellow-to-deep red OLEDs with low efficiency roll-off.

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Title: Iridium(III) complexes adopting thienylpyridine derivatives for yellow-to-deep red OLEDs with low efficiency roll-off.
Authors: Niu, Zhi-Gang1,2, Yan, Li-Ping2, Wu, Lei2, Chen, Guang-Ying2, Sun, Wei2, Liang, Xiao1, Zheng, You-Xuan1 yxzheng@nju.edu.cn, Li, Gao-Nan1,2 ligaonan2008@163.com, Zuo, Jing-Lin1
Source: Dyes & Pigments. Mar2019, Vol. 162, p863-871. 9p.
Subjects: Phenyl group, Organic light emitting diodes, Electroluminescent devices, Optoelectronic devices, Quantum efficiency
Abstract: Abstract By introduction of trifluoromethyl and phenyl groups to 2-(2-thienyl)pyridine (thp), four new phosphorescent bis-cyclometalated iridium(III) complexes, (thp) 2 Ir(tpip), (cf 3 thp) 2 Ir(tpip), (cf 3 btp) 2 Ir(tpip) and (3-cf 3 btp) 2 Ir(tpip) (cf 3 thp = 2-(thiophen-2-yl)-4-(trifluoromethyl)pyridine, cf 3 btp = 2-(benzo[ b ]thiophen-2-yl)-4- (trifluoromethyl)pyridine, 3-cf 3 btp = 2-(benzo[ b ]thiophen-3-yl)-4-(trifluoromethyl)pyridine, tpip = tetraphenylimidodiphosphinate), were synthesized and fully characterized. The density functional theory and time-dependent DFT calculations show that the frontier orbitals are mainly localized in the Ir(III) ion and the cyclometalated ligands. Thus, the photophysical properties were dominated by the cyclometalated C∧N ligand, attributed to 3MLCT and 3ILCT transition. These Ir(III) complexes emit in the yellow-to-deep red region with photoluminescence quantum yields in the range 40.5–86.4% in CH 2 Cl 2 solutions at 298 K. The organic light-emitting diodes (OLEDs) using (thp) 2 Ir(tpip), (cf 3 thp) 2 Ir(tpip) and (cf 3 btp) 2 Ir(tpip) as yellow, orange and deep red emitters display good electroluminescent performance with low efficiency roll-off. Notably, the device based on (cf 3 thp) 2 Ir(tpip) possesses very high EL efficiencies with the maximum luminance efficiency and external quantum efficiency (EQE) of 53.9 cd A−1 and 17.9%, respectively. Furthermore, the EQE for this complex could be still retained as 15.4% at a luminance of 1000 cd m−2. Graphical abstract Image 1 Highlights • Four new phosphorescent iridium(III) complexes based on thienylpyridine derivatives were synthesized. • These iridium(III) complexes emit in the yellow-to-deep red region with photoluminescence quantum yields of 40.5–86.4%. • The yellow-to-deep red OLEDs have good performance with low efficiency roll-off. • The best device showed an EQE max of 17.9%, and the EQE remained as 15.4% at a luminance of 1000 cd m−2. [ABSTRACT FROM AUTHOR]
Copyright of Dyes & Pigments is the property of Elsevier B.V. and its content may not be copied or emailed to multiple sites without the copyright holder's express written permission. Additionally, content may not be used with any artificial intelligence tools or machine learning technologies. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract. (Copyright applies to all Abstracts.)
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  Data: Iridium(III) complexes adopting thienylpyridine derivatives for yellow-to-deep red OLEDs with low efficiency roll-off.
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  Data: <searchLink fieldCode="AR" term="%22Niu%2C+Zhi-Gang%22">Niu, Zhi-Gang</searchLink><relatesTo>1,2</relatesTo><br /><searchLink fieldCode="AR" term="%22Yan%2C+Li-Ping%22">Yan, Li-Ping</searchLink><relatesTo>2</relatesTo><br /><searchLink fieldCode="AR" term="%22Wu%2C+Lei%22">Wu, Lei</searchLink><relatesTo>2</relatesTo><br /><searchLink fieldCode="AR" term="%22Chen%2C+Guang-Ying%22">Chen, Guang-Ying</searchLink><relatesTo>2</relatesTo><br /><searchLink fieldCode="AR" term="%22Sun%2C+Wei%22">Sun, Wei</searchLink><relatesTo>2</relatesTo><br /><searchLink fieldCode="AR" term="%22Liang%2C+Xiao%22">Liang, Xiao</searchLink><relatesTo>1</relatesTo><br /><searchLink fieldCode="AR" term="%22Zheng%2C+You-Xuan%22">Zheng, You-Xuan</searchLink><relatesTo>1</relatesTo><i> yxzheng@nju.edu.cn</i><br /><searchLink fieldCode="AR" term="%22Li%2C+Gao-Nan%22">Li, Gao-Nan</searchLink><relatesTo>1,2</relatesTo><i> ligaonan2008@163.com</i><br /><searchLink fieldCode="AR" term="%22Zuo%2C+Jing-Lin%22">Zuo, Jing-Lin</searchLink><relatesTo>1</relatesTo>
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  Data: <searchLink fieldCode="JN" term="%22Dyes+%26+Pigments%22">Dyes & Pigments</searchLink>. Mar2019, Vol. 162, p863-871. 9p.
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  Data: <searchLink fieldCode="DE" term="%22Phenyl+group%22">Phenyl group</searchLink><br /><searchLink fieldCode="DE" term="%22Organic+light+emitting+diodes%22">Organic light emitting diodes</searchLink><br /><searchLink fieldCode="DE" term="%22Electroluminescent+devices%22">Electroluminescent devices</searchLink><br /><searchLink fieldCode="DE" term="%22Optoelectronic+devices%22">Optoelectronic devices</searchLink><br /><searchLink fieldCode="DE" term="%22Quantum+efficiency%22">Quantum efficiency</searchLink>
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  Label: Abstract
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  Data: Abstract By introduction of trifluoromethyl and phenyl groups to 2-(2-thienyl)pyridine (thp), four new phosphorescent bis-cyclometalated iridium(III) complexes, (thp) 2 Ir(tpip), (cf 3 thp) 2 Ir(tpip), (cf 3 btp) 2 Ir(tpip) and (3-cf 3 btp) 2 Ir(tpip) (cf 3 thp = 2-(thiophen-2-yl)-4-(trifluoromethyl)pyridine, cf 3 btp = 2-(benzo[ b ]thiophen-2-yl)-4- (trifluoromethyl)pyridine, 3-cf 3 btp = 2-(benzo[ b ]thiophen-3-yl)-4-(trifluoromethyl)pyridine, tpip = tetraphenylimidodiphosphinate), were synthesized and fully characterized. The density functional theory and time-dependent DFT calculations show that the frontier orbitals are mainly localized in the Ir(III) ion and the cyclometalated ligands. Thus, the photophysical properties were dominated by the cyclometalated C∧N ligand, attributed to 3MLCT and 3ILCT transition. These Ir(III) complexes emit in the yellow-to-deep red region with photoluminescence quantum yields in the range 40.5–86.4% in CH 2 Cl 2 solutions at 298 K. The organic light-emitting diodes (OLEDs) using (thp) 2 Ir(tpip), (cf 3 thp) 2 Ir(tpip) and (cf 3 btp) 2 Ir(tpip) as yellow, orange and deep red emitters display good electroluminescent performance with low efficiency roll-off. Notably, the device based on (cf 3 thp) 2 Ir(tpip) possesses very high EL efficiencies with the maximum luminance efficiency and external quantum efficiency (EQE) of 53.9 cd A−1 and 17.9%, respectively. Furthermore, the EQE for this complex could be still retained as 15.4% at a luminance of 1000 cd m−2. Graphical abstract Image 1 Highlights • Four new phosphorescent iridium(III) complexes based on thienylpyridine derivatives were synthesized. • These iridium(III) complexes emit in the yellow-to-deep red region with photoluminescence quantum yields of 40.5–86.4%. • The yellow-to-deep red OLEDs have good performance with low efficiency roll-off. • The best device showed an EQE max of 17.9%, and the EQE remained as 15.4% at a luminance of 1000 cd m−2. [ABSTRACT FROM AUTHOR]
– Name: AbstractSuppliedCopyright
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  Data: <i>Copyright of Dyes & Pigments is the property of Elsevier B.V. and its content may not be copied or emailed to multiple sites without the copyright holder's express written permission. Additionally, content may not be used with any artificial intelligence tools or machine learning technologies. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract.</i> (Copyright applies to all Abstracts.)
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      – Type: doi
        Value: 10.1016/j.dyepig.2018.11.017
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      – Code: eng
        Text: English
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        PageCount: 9
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    Subjects:
      – SubjectFull: Phenyl group
        Type: general
      – SubjectFull: Organic light emitting diodes
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      – SubjectFull: Electroluminescent devices
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      – SubjectFull: Quantum efficiency
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