Synthesis and properties of a series of iridium complexes with imidazolo[2,1- b ]thiazole derivatives as primary ligands

3-Methyl-6-phenylimidazo[2,1- b ]thiazole (mpmt) and 3-methyl-6-(4-(trifluoromethyl)phenyl)imidazo[2,1- b ]thiazole (mtfpmt) were easily prepared from thiourea, acetone (or trifluoroacetone), and α-bromoacetophenone as novel primary ligands. These were used to synthesize ten phosphorescent iridium c...

Full description

Saved in:
Bibliographic Details
Published in:New journal of chemistry 2019, Vol.43 (15), p.5849-5856
Main Authors: Yin, Xin-ying, Yang, Zhi-yu, Huang, Guo-li, Bian, Jian-jian, Wang, Deng-qiang, Wang, Qin, Teng, Ming-yu, Wang, Zheng-liang, Zhang, Jie
Format: Article
Language:English
Subjects:
Acetone
Dichloromethane
Electrochemistry
Emission spectra
Emitters
Iridium compounds
Ligands
Light emission
NMR
Nuclear magnetic resonance
Organic light emitting diodes
Phosphorescence
Photoluminescence
Quinoline
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:3-Methyl-6-phenylimidazo[2,1- b ]thiazole (mpmt) and 3-methyl-6-(4-(trifluoromethyl)phenyl)imidazo[2,1- b ]thiazole (mtfpmt) were easily prepared from thiourea, acetone (or trifluoroacetone), and α-bromoacetophenone as novel primary ligands. These were used to synthesize ten phosphorescent iridium complexes with picolinate (pic), isoquinoline-5-carboxylic acid (3-IQA), quinoline-2-carboxylic acid (2-QA), phenyl isoquinoline (piq), and 1,4-difluorophenyl pyrimidine (dfppy) as ancillary ligands. Their structures, photoluminescence, and electrochemistry were investigated. The introduction of trifluoromethyl groups at the phenyl ring of mpmt and to mtfpmt blue shifts the emission spectra of Ir 3+ complexes by about 50 nm, and the corresponding emission peaks in CH 2 Cl 2 , which shifted from 545 to 613 nm, were observed at room temperature with an increase in the corresponding internal quantum efficiencies (IQEs) from 5.8% to 31.6%. Constructed with title complexes as emitters, LED chips based on InGaN chip excitation show good performances. Particularly, a device based on (mpmt) 2 Ir(2-QA) showed the best red light emission with a CIE (0.64, 0.30), a CRI of 72.0, and a color purity that was over 80%. Also, a device based on (mpmt) 2 Ir(3-IQA) provided a maximum luminescence efficiency of 3.01 lm W −1 . These results suggest that the title complexes have potential applications in LED chips and OLEDs.
ISSN:1144-0546
1369-9261
DOI:10.1039/C8NJ06295A