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带有空穴传输乙炔配体的磷光二吡啶并[3,2-;2'3'-]吩嗪-铂(II)配合物的合成、光致发光和电致发光

Synthesis, Photoluminescence, and Electroluminescence of Phosphorescent Dipyrido[3,2-;2'3'-]phenazine-Platinum(II) Complexes Bearing Hole-Transporting Acetylide Ligands.

作者信息

Matsuura Hiroki, Okamura Naoki, Nagaoka Masaki, Suzuki Naoya, Kodama Shintaro, Maeda Takeshi, Yagi Shigeyuki

机构信息

Department of Applied Chemistry, Graduate School of Engineering, Osaka Prefecture University, 1-1 Gakuen-cho, Naka-ku, Sakai 599-8531, Osaka, Japan.

Department of Applied Chemistry, Graduate School of Engineering, Osaka Metropolitan University, 1-1 Gakuen-cho, Naka-ku, Sakai 599-8531, Osaka, Japan.

出版信息

Molecules. 2024 Aug 14;29(16):3849. doi: 10.3390/molecules29163849.

DOI:10.3390/molecules29163849
PMID:39202928
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC11356835/
Abstract

In this study, novel phosphorescent dipyrido[3,2-;2'3'-]phenazine (dppz)-platinum(II)-phenylacetylide complexes were developed to fabricate non-doped organic light-emitting diodes (OLED) by solution-processing. To facilitate the charge carrier injection into the emitting layer (EML), 3,6-di--butylcarbazole-functinalized phenylacetylides were employed. As for the dppz ligand, 9,9-dihexylfluoren-2-yl and 4-hexylthiophen-2-yl side-arms were introduced to the 2,7-positions, which led to reddish orange and red photoluminescence (PL), respectively, in solution and film states (PL wavelength: ca. 600 and ca. 625 nm, respectively). The carbazole-appended phenylacetylide ligands hardly affected the emission color, although unsubstituted phenylacetylides gave rise to aggregate- or excimer-based near-infrared PL with a low quantum yield. Two types of non-doped OLEDs were fabricated: single-layer and multilayer devices. In both devices, the organic layers were fabricated by spin-coating, and the EML consisted of a neat film of the corresponding platinum(II) complex. Therein, electroluminescence spectra corresponding to those of PL were observed. The single-layer devices exhibited low device efficiencies due to a deteriorated charge carrier balance. The multilayer devices possessed hole- and electron-transporting layers on the anode and cathode sides of the EML, respectively. Owing to an improved charge carrier balance, the multilayer devices exhibited higher device performance, affording considerably improved values of luminance and external quantum efficiency.

摘要

在本研究中,开发了新型磷光二吡啶并[3,2 - ;2',3'-]菲咯嗪(dppz)-铂(II)-苯乙炔配合物,通过溶液处理制备非掺杂有机发光二极管(OLED)。为了促进电荷载流子注入发光层(EML),采用了3,6 - 二 - 丁基咔唑功能化的苯乙炔。至于dppz配体,在2,7位引入了9,9 - 二己基芴 - 2 - 基和4 - 己基噻吩 - 2 - 基侧链,这分别导致在溶液和薄膜状态下呈现红橙色和红色光致发光(PL)(PL波长分别约为600和625 nm)。尽管未取代的苯乙炔会产生基于聚集或激基复合物的近红外PL且量子产率较低,但咔唑取代的苯乙炔配体几乎不影响发射颜色。制备了两种类型的非掺杂OLED:单层和多层器件。在这两种器件中,有机层通过旋涂制备,EML由相应铂(II)配合物的纯膜组成。在其中观察到了与PL相对应的电致发光光谱。由于电荷载流子平衡恶化,单层器件表现出较低的器件效率。多层器件在EML的阳极和阴极侧分别具有空穴传输层和电子传输层。由于电荷载流子平衡得到改善,多层器件表现出更高的器件性能,亮度和外量子效率的值有显著提高。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fa8c/11356835/f994991b7976/molecules-29-03849-g009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fa8c/11356835/1040cec944e4/molecules-29-03849-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fa8c/11356835/33f6e00cf31d/molecules-29-03849-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fa8c/11356835/930dd169190a/molecules-29-03849-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fa8c/11356835/0bbb369c6284/molecules-29-03849-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fa8c/11356835/6acc4f6cad99/molecules-29-03849-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fa8c/11356835/a6b303c0dce0/molecules-29-03849-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fa8c/11356835/dae026e6b861/molecules-29-03849-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fa8c/11356835/52b07c5ac3b0/molecules-29-03849-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fa8c/11356835/ee03cc5e55b1/molecules-29-03849-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fa8c/11356835/f994991b7976/molecules-29-03849-g009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fa8c/11356835/1040cec944e4/molecules-29-03849-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fa8c/11356835/33f6e00cf31d/molecules-29-03849-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fa8c/11356835/930dd169190a/molecules-29-03849-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fa8c/11356835/0bbb369c6284/molecules-29-03849-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fa8c/11356835/6acc4f6cad99/molecules-29-03849-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fa8c/11356835/a6b303c0dce0/molecules-29-03849-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fa8c/11356835/dae026e6b861/molecules-29-03849-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fa8c/11356835/52b07c5ac3b0/molecules-29-03849-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fa8c/11356835/ee03cc5e55b1/molecules-29-03849-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fa8c/11356835/f994991b7976/molecules-29-03849-g009.jpg

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