Near-Infrared OLEDs Based on Functional Pyrazinyl Azolate Os(II) Phosphors and Deuteration

Xiaomei Peng; Chia-Hsiu Yeh; Sheng Fu Wang; Jie Yan; Shifeng Gan; Shi-Jian Su; Xiuwen Zhou; Ye-Xin Zhang; Yun Chi

doi:10.1002/adom.202201291

Near-Infrared OLEDs Based on Functional Pyrazinyl Azolate Os(II) Phosphors and Deuteration

Xiaomei Peng (Co-first Author)
, Chia-Hsiu Yeh (Co-first Author)
, Sheng Fu Wang
, Jie Yan
, Shifeng Gan
, Shi-Jian Su^*
, Xiuwen Zhou^*
, Ye-Xin Zhang
, Yun Chi^*

^*Corresponding author for this work

Research output: Journal Publications and Reviews › RGC 21 - Publication in refereed journal › peer-review

31 Citations (Scopus)

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Abstract

Near-infrared (NIR) emitting Os(II) complexes [Os(L1)₂(PPhMe₂)₂] (tz1), [Os(L2)₂(PPhMe₂)₂] (tz2), and [Os(L3)₂(PPhMe₂)₂] (tz3), bearing dual (1H-1,2,4-triazol-5-yl)pyrazine chromophoric chelates, are successfully developed. These pyrazine chelates tzn (n = 1, 2, 3) differ by the location and number of 4-(trifluoromethyl)phenyl appendage(s) on pyrazine, and the associated Os(II) complexes exhibit bathochromic shifted emission, higher quantum yield, and increased radiative lifetime in comparison to parent complex [Os(fprtz)₂(PMe₂Ph)₂] (tz0). Moreover, partially deuterated pyrazine chelate L1-d is prepared using post-synthetic deuteration, from which the Os(II) complex tz1 shows a photoluminescence quantum yield (PLQY) of 12.2% in co-doped 4,4′-bis(N-carbazolyl)biphenyl (CBP) thin film at 3 wt%. Further, the partially deuterated tz1-d exhibits a notable increase in PLQY to 17.8% upon co-deposited into CBP thin film, confirming the influence of C-H(D) stretching vibrations on the non-radiative transition processes. Finally, tz1-d is demonstrated to be suitable in the fabrication of efficient NIR organic light-emitting diodes (OLEDs), from which max. external quantum efficiency of 3.77% and max. radiance of 24.1 W sr^-1 m^-2 are recorded for emission with peak maximum at 776 nm. These experiments confirm the suppression of C–H vibration caused quenching by deuteration, which should be broadly applicable to the OLED emitters, especially in the NIR region.

Original language	English
Article number	2201291
Journal	Advanced Optical Materials
Volume	10
Issue number	20
Online published	17 Jul 2022
DOIs	https://doi.org/10.1002/adom.202201291
Publication status	Published - 18 Oct 2022

Funding

This work was partially funded by Ministry of Science and Technology (MOST) and featured areas research program within the framework of the Higher Education Sprout Project administrated by Ministry of Education (MOE) of Taiwan and, partially from Research Grant Council of Hong Kong (CityU 11300319). SJS is supported by the National Natural Science Foundation of China (No. 51625301 and 91833304). XZ is supported by an Australian Research Council Discovery Early Career Researcher Award (ARC DECRA DE190100144) and a computing grant from the National Computational Infrastructure of Australia.

Research Keywords

deuteration
near-infrared emission
organic light emitting diodes
phosphorescence
pyrazine

Publisher's Copyright Statement

COPYRIGHT TERMS OF DEPOSITED POSTPRINT FILE: This is the peer reviewed version of the following article: Peng, X., Yeh, C-H., Wang, S. F., Yan, J., Gan, S., Su, S-J., Zhou, X., Zhang, Y-X., & Chi, Y. (2022). Near-Infrared OLEDs Based on Functional Pyrazinyl Azolate Os(II) Phosphors and Deuteration. Advanced Optical Materials, 10(20), [2201291], which has been published in final form at https://doi.org/10.1002/adom.202201291.
This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Use of Self-Archived Versions. This article may not be enhanced, enriched or otherwise transformed into a derivative work, without express permission from Wiley or by statutory rights under applicable legislation. Copyright notices must not be removed, obscured or modified. The article must be linked to Wiley’s version of record on Wiley Online Library and any embedding, framing or otherwise making available the article or pages thereof by third parties from platforms, services and websites other than Wiley Online Library must be prohibited.

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@article{408d2a0ca50443989029cd9f543e29b4,

title = "Near-Infrared OLEDs Based on Functional Pyrazinyl Azolate Os(II) Phosphors and Deuteration",

abstract = "Near-infrared (NIR) emitting Os(II) complexes [Os(L1)2(PPhMe2)2] (tz1), [Os(L2)2(PPhMe2)2] (tz2), and [Os(L3)2(PPhMe2)2] (tz3), bearing dual (1H-1,2,4-triazol-5-yl)pyrazine chromophoric chelates, are successfully developed. These pyrazine chelates tzn (n = 1, 2, 3) differ by the location and number of 4-(trifluoromethyl)phenyl appendage(s) on pyrazine, and the associated Os(II) complexes exhibit bathochromic shifted emission, higher quantum yield, and increased radiative lifetime in comparison to parent complex [Os(fprtz)2(PMe2Ph)2] (tz0). Moreover, partially deuterated pyrazine chelate L1-d is prepared using post-synthetic deuteration, from which the Os(II) complex tz1 shows a photoluminescence quantum yield (PLQY) of 12.2\% in co-doped 4,4′-bis(N-carbazolyl)biphenyl (CBP) thin film at 3 wt\%. Further, the partially deuterated tz1-d exhibits a notable increase in PLQY to 17.8\% upon co-deposited into CBP thin film, confirming the influence of C-H(D) stretching vibrations on the non-radiative transition processes. Finally, tz1-d is demonstrated to be suitable in the fabrication of efficient NIR organic light-emitting diodes (OLEDs), from which max. external quantum efficiency of 3.77\% and max. radiance of 24.1 W sr-1 m-2 are recorded for emission with peak maximum at 776 nm. These experiments confirm the suppression of C–H vibration caused quenching by deuteration, which should be broadly applicable to the OLED emitters, especially in the NIR region.",

keywords = "deuteration, near-infrared emission, organic light emitting diodes, phosphorescence, pyrazine",

author = "Xiaomei Peng and Chia-Hsiu Yeh and Wang, \{Sheng Fu\} and Jie Yan and Shifeng Gan and Shi-Jian Su and Xiuwen Zhou and Ye-Xin Zhang and Yun Chi",

year = "2022",

month = oct,

day = "18",

doi = "10.1002/adom.202201291",

language = "English",

volume = "10",

journal = "Advanced Optical Materials",

issn = "2195-1071",

publisher = "John Wiley \& Sons",

number = "20",

}

TY - JOUR

T1 - Near-Infrared OLEDs Based on Functional Pyrazinyl Azolate Os(II) Phosphors and Deuteration

AU - Peng, Xiaomei

AU - Yeh, Chia-Hsiu

AU - Wang, Sheng Fu

AU - Yan, Jie

AU - Gan, Shifeng

AU - Su, Shi-Jian

AU - Zhou, Xiuwen

AU - Zhang, Ye-Xin

AU - Chi, Yun

PY - 2022/10/18

Y1 - 2022/10/18

N2 - Near-infrared (NIR) emitting Os(II) complexes [Os(L1)2(PPhMe2)2] (tz1), [Os(L2)2(PPhMe2)2] (tz2), and [Os(L3)2(PPhMe2)2] (tz3), bearing dual (1H-1,2,4-triazol-5-yl)pyrazine chromophoric chelates, are successfully developed. These pyrazine chelates tzn (n = 1, 2, 3) differ by the location and number of 4-(trifluoromethyl)phenyl appendage(s) on pyrazine, and the associated Os(II) complexes exhibit bathochromic shifted emission, higher quantum yield, and increased radiative lifetime in comparison to parent complex [Os(fprtz)2(PMe2Ph)2] (tz0). Moreover, partially deuterated pyrazine chelate L1-d is prepared using post-synthetic deuteration, from which the Os(II) complex tz1 shows a photoluminescence quantum yield (PLQY) of 12.2% in co-doped 4,4′-bis(N-carbazolyl)biphenyl (CBP) thin film at 3 wt%. Further, the partially deuterated tz1-d exhibits a notable increase in PLQY to 17.8% upon co-deposited into CBP thin film, confirming the influence of C-H(D) stretching vibrations on the non-radiative transition processes. Finally, tz1-d is demonstrated to be suitable in the fabrication of efficient NIR organic light-emitting diodes (OLEDs), from which max. external quantum efficiency of 3.77% and max. radiance of 24.1 W sr-1 m-2 are recorded for emission with peak maximum at 776 nm. These experiments confirm the suppression of C–H vibration caused quenching by deuteration, which should be broadly applicable to the OLED emitters, especially in the NIR region.

AB - Near-infrared (NIR) emitting Os(II) complexes [Os(L1)2(PPhMe2)2] (tz1), [Os(L2)2(PPhMe2)2] (tz2), and [Os(L3)2(PPhMe2)2] (tz3), bearing dual (1H-1,2,4-triazol-5-yl)pyrazine chromophoric chelates, are successfully developed. These pyrazine chelates tzn (n = 1, 2, 3) differ by the location and number of 4-(trifluoromethyl)phenyl appendage(s) on pyrazine, and the associated Os(II) complexes exhibit bathochromic shifted emission, higher quantum yield, and increased radiative lifetime in comparison to parent complex [Os(fprtz)2(PMe2Ph)2] (tz0). Moreover, partially deuterated pyrazine chelate L1-d is prepared using post-synthetic deuteration, from which the Os(II) complex tz1 shows a photoluminescence quantum yield (PLQY) of 12.2% in co-doped 4,4′-bis(N-carbazolyl)biphenyl (CBP) thin film at 3 wt%. Further, the partially deuterated tz1-d exhibits a notable increase in PLQY to 17.8% upon co-deposited into CBP thin film, confirming the influence of C-H(D) stretching vibrations on the non-radiative transition processes. Finally, tz1-d is demonstrated to be suitable in the fabrication of efficient NIR organic light-emitting diodes (OLEDs), from which max. external quantum efficiency of 3.77% and max. radiance of 24.1 W sr-1 m-2 are recorded for emission with peak maximum at 776 nm. These experiments confirm the suppression of C–H vibration caused quenching by deuteration, which should be broadly applicable to the OLED emitters, especially in the NIR region.

KW - deuteration

KW - near-infrared emission

KW - organic light emitting diodes

KW - phosphorescence

KW - pyrazine

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UR - https://www.scopus.com/record/pubmetrics.uri?eid=2-s2.0-85134420030&origin=recordpage

U2 - 10.1002/adom.202201291

DO - 10.1002/adom.202201291

M3 - RGC 21 - Publication in refereed journal

SN - 2195-1071

VL - 10

JO - Advanced Optical Materials

JF - Advanced Optical Materials

IS - 20

M1 - 2201291

ER -

Near-Infrared OLEDs Based on Functional Pyrazinyl Azolate Os(II) Phosphors and Deuteration

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Near-Infrared OLEDs Based on Functional Pyrazinyl Azolate Os(II) Phosphors and Deuteration

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