White Phosphorescent Star-Shape Polymers Derived from Poly(fluorene-carbazole) with Green-Yellow Iridium Complex as the Cores

doi:10.11944/j.issn.1000-0518.2020.01.190150

Chinese Journal of Applied Chemistry ›› 2020, Vol. 37 ›› Issue (1): 16-23.DOI: 10.11944/j.issn.1000-0518.2020.01.190150

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White Phosphorescent Star-Shape Polymers Derived from Poly(fluorene-carbazole) with Green-Yellow Iridium Complex as the Cores

ZENG Huijuan,LIN Meijuan(),LIU Chao,CHEN Longjie,ZHANG Yushan,LING Qidan

College of Chemistry and Materials,Fujian Normal University/Fujian KeyLaboratory of Polymer Materials,Fuzhou 350007,China

Received:2019-05-23 Accepted:2019-08-26 Published:2020-01-08 Online:2020-01-08
Contact: LIN Meijuan
Supported by:
Supported by the National Natural Science Foundation of China(No.21374017), and the Natural Science Foundation of Fujian Province(No.2017J01683)

Abstract

Abstract:

An efficient green-yellow light iridium complex based on 2-(4-brominephenyl)-1-octyl-benzimidazole as cyclometalated ligand and 3-bromine-5-(pyridin-2-yl)-1H-1,2,4-triazole as ancillary ligand was synthesized. A series of novel star-shape phosphorescent polymers (P2.5, P5.0 and P10) was synthesized by employing the iridium complex as the core guest and the poly(fluorine-carbazole) as the arm host through Suzuki cross-coupling. The properties of the iridium complex and polymers were studied. The results showed that the iridium complex emitted green-yellow light with peaks at 490,526 and 565 nm and its fluorescent quantum efficiency was 32.06%. Fluorescent lifetimes for the iridium complex and the polymers are in the microsecond regime (1.093.93 s). Such long-lived excited states clearly suggest that the emitting state has triplet phosphorescent emission. The yellow light intensity was enhanced with the increasing of iridium complex content, indicating that there exists partial energy transfer from host to guest, and the emission color of polymers shifts from blue to yellow by adjusting the proportion of the iridium complex. When the mole fraction of iridium complex reached to 2.5%, the white-light polymer (P2.5) was obtained, the CIE1931 chromaticity coordinate was (0.30, 0.32), the highest occupied molecular orbital (HOMO) and lowest unoccupied molecular orbital (LUMO) energy levels were 5.49 and 2.43 eV respectively, fluorescent quantum efficiency was 14.3%, and fluorescent lifetime was 2.22 s. The polymer having good thermal stability can satisfy the requirements of luminescent materials.

Key words: poly(fluorine-carbazole), iridium complex, star-shape polymer, photoluminescence, white-light emission

ZENG Huijuan, LIN Meijuan, LIU Chao, CHEN Longjie, ZHANG Yushan, LING Qidan. White Phosphorescent Star-Shape Polymers Derived from Poly(fluorene-carbazole) with Green-Yellow Iridium Complex as the Cores[J]. Chinese Journal of Applied Chemistry, 2020, 37(1): 16-23.

References

[1]	Ma Z,Chen L,Ding J,et al. Green Electrophosphorescent Polymers with Poly(3,6-Carbazole) as the Backbone:A Linear Structure Does Realize High Efficiency[J]. Adv Mater,2011,23:3726-3729.
[2]	Zhen H,Luo J,Yang W,et al. Novel Light-Emitting Electrophosphorescent Copolymers Based on Carbazole with an Ir Complex on the Backbone[J]. J Mater Chem,2007,17(27):2824-2831.
[3]	Chen Q,Liu N,Ying L,et al. Novel White-Light-Emitting Polyfluorenes with Benzothiadiazole and Ir Complex on the Backbone[J]. Polymer,2009,50(6):1430-1437.
[4]	Cho W,Karthikeyan N S,Kim S,et al. Synthesis and Characterization of White Light-Emitting Polyfluorene-Based Copolymers Containing New Red Iridium Complex in the Main Chain[J]. Synth Met,2013,175:68-74.
[5]	Baschieri A,Monti F,Armaroli N,et al. Luminescent Methacrylic Copolymers with Side-Chain Cyclometalated Iridium(III) Complexes[J]. Dyes Pigm,2019,160:188-197.
[6]	Ma Z,Ding J,Zhang B,et al. Red-Emitting Polyfluorenes Grafted with Quinoline-Based Iridium Complex:“Simple Polymeric Chain, Unexpected High Efficiency”[J]. Adv Funct Mater,2010,20(1):138-146.
[7]	Sun J,Wu D,Gao L,et al. Polyfluorene-Based White Light Conjugated Polymers Incorporating Orange Iridium(III) Complexes:The Effect of Steric Configuration on Their Photophysical and Electroluminescent Properties[J]. RSC Adv,2018,8(3):1638-1646.
[8]	Sun J,Wang H,Xu H,et al. A Novel High-Efficiency White Hyperbranched Polymer Derived from Polyfluorene with Green and Red Iridium(III) Complexes as the Cores[J]. Dyes Pigm,2016,130:191-201.
[9]	Wu D,Zhang T,Sun J,et al. Hyperbranched Polymers with Aggregation-Induced Emission Property for Solution-Processed White Organic Light-Emitting Diodes[J]. Tetrahedron,2018,74(50):7218-7227.
[10]	Chen L,Wang S,Yan Z,et al. An Oligocarbazole-Encapsulated Heteroleptic Red Iridium Complex for Solution-Processed Nondoped Phosphorescent Organic Light-Emitting Diodes with over 10% External Quantum Efficiency[J]. J Mater Chem C,2017,5(23):5749-5756.
[11]	Zhong Z,Wang X,Ma Y,et al. Synthesis and Characterization of Highly Efficient Solution-Processable Orange Ir(III) Complexes for Phosphorescent OLED Applications[J]. Org Electron,2018,57:178-185.
[12]	Feng Z,Tao P,Zou L,et al. Hyperbranched Phosphorescent Conjugated Polymer Dots with Iridium(III) Complex as the Core for Hypoxia Imaging and Photodynamic Therapy[J]. ACS Appl Mater Interfaces,2017,9(34):28319-28330.
[13]	Liu B,Dang F,Tian Z,et al. High Triplet Energy Level Achieved by Tuning the Arrangement of Building Blocks in Phosphorescent Polymer Backbones for Furnishing High Electroluminescent Performances in Both Blue and White Organic Light-Emitting Devices[J]. ACS Appl Mater Interfaces,2017,9(19):16360-16374.
[14]	Zhao Y,Lin Z H,Zhou Z G,et al. White Light-Emitting Devices Based on Star-Shape Like Polymers with Diarylmaleimde Fluorophores on the Side Chain of Polyfluorene Arms[J]. Org Electron,2016,31:183-190.
[15]	Park M J,Kwak J,Lee J,et al. Single Chain White-Light-Emitting Polyfluorene Copolymers Containing Iridium Complex Coordinated on the Main Chain[J]. Macromolecules,2010,43(3):1379-1386.
[16]	YUAN Ting,MENG Ting,LI Shuhua,et al. Recent Development of Electroluminescent Diodes Based on Phosphorescent Materials[J]. Chinese J Appl Chem,2018,35(8):871-880(in Chinese). 袁廷,孟婷,李淑花,等. 基于磷光材料的电致发光二极管研究进展[J]. 应用化学,2018,35(8):871-880.
[17]	Nonoyama M.Benzo[h]quinolin-10-yl-N Iridium(Ⅲ) Complexes[J]. Bull Chem Soc Jpn,1974,47(3):767-768.
[18]	Lin M J,Tang Q,Xing G,et al. The Synthesis and Luminescent Properties of Trichromatic Iridium Complexes Based on 2-(4-Bromophenyl)-1-Hydrogen-Benzimidazole[J]. Synth Met,2017,223:87-93.
[19]	Zhen H,Luo C,Yang W,et al. Electrophosphorescent Chelating Copolymers Based on Linkage Isomers of Naphthylpyridine-Iridium Complexes with Fluorene[J]. Macromolecules,2006,39(5):1693-1700.

White Phosphorescent Star-Shape Polymers Derived from Poly(fluorene-carbazole) with Green-Yellow Iridium Complex as the Cores

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