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Iridium complexes containing guanidine group and application of iridium complexes to preparation of electroluminescent devices

A technology of iridium complexes and luminescence, which is applied in the direction of electric solid devices, compounds containing elements of group 8/9/10/18 of the periodic table, electrical components, etc., can solve the problem of high cost, affecting product quality and commercial competitiveness , Poor carrier transport ability and other issues

Inactive Publication Date: 2012-07-11
JILIN UNIV
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, due to the serious triplet-triplet annihilation and poor carrier transport ability of the currently reported phosphorescent complexes, the complexes often need to be in a very low and narrow doping concentration range to achieve high High-performance electroluminescence, which requires relatively harsh device preparation conditions, resulting in higher costs in industrial production and affecting product quality and commercial competitiveness

Method used

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  • Iridium complexes containing guanidine group and application of iridium complexes to preparation of electroluminescent devices
  • Iridium complexes containing guanidine group and application of iridium complexes to preparation of electroluminescent devices
  • Iridium complexes containing guanidine group and application of iridium complexes to preparation of electroluminescent devices

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Embodiment 1

[0015] Embodiment 1: the synthesis of compound 1

[0016] In a 50 mL round bottom flask at -78°C under nitrogen protection, n-BuLi (0.2 mL x 2.5M) was added dropwise to a solution of diisopropylamine (50 mg, 0.5 mmol) in n-hexane (15 mL). After stirring for half an hour, N,N'-diisopropylcarbodiimide (63 mg, 0.5 mmol) was added dropwise to the mixture. After the colorless solution was stirred for another 30 minutes, it was added dropwise to a n-hexane solution (20 mL) of L1 bridged iridium complex (0.25 mmol, 303 mg). After the addition, the temperature was raised to 80° C. and stirred for 8 hours. The reaction solution was cooled to room temperature, the solvent was evaporated under reduced pressure, and the crude product was washed three times with ether (20 mL) to obtain compound 1 (212 mg). Mass spectrometry proves that its molecular weight is 798.9 (C 35 h 40 f 4 IrN 5 ). The elemental analysis results are: C, 52.57; H, 5.08; N, 8.54 (theoretical values: C, 52.62; H,...

Embodiment 2

[0017] Embodiment 2: the synthesis of compound 2

[0018] In a 50 mL round bottom flask at -78°C under nitrogen protection, n-BuLi (0.2 mL x 2.5M) was added dropwise to a solution of diisopropylamine (50 mg, 0.5 mmol) in n-hexane (15 mL). After stirring for half an hour, N,N'-diisopropylcarbodiimide (63 mg, 0.5 mmol) was added dropwise to the mixture. After the colorless solution was stirred for another 30 minutes, it was added dropwise to a n-hexane solution (20 mL) of L2 bridged iridium complex (0.25 mmol, 267 mg), and after the addition, the temperature was raised to 80° C. and stirred for 8 hours. The reaction solution was cooled to room temperature, the solvent was distilled off under reduced pressure, and the crude product was repeatedly washed three times with ether (20mL) to obtain compound 2 (133mg). Mass spectrometry analysis proved that its molecular weight was 726.99 (C 35 h 44 IrN 5 ). The elemental analysis results are: C, 57.83; H, 5.97; N, 9.65 (theoretical...

Embodiment 3

[0019] Embodiment 3: the synthesis of compound 3

[0020] In a 50 ml round bottom flask at -78°C under nitrogen protection, n-BuLi (0.2 mL x 2.5M) was added dropwise to diisopropylamine (50 mg, 0.5 mmol) in n-hexane (15 mL). After stirring for half an hour, N,N'-diisopropylcarbodiimide (63 mg, 0.5 mmol) was added dropwise to the mixture. After the colorless solution was stirred for another 30 minutes, it was added dropwise to a n-hexane solution (20 mL) of L3 bridged iridium complex (0.25 mmol, 292 mg). After the addition, the temperature was raised to 80° C. and stirred for 8 hours. The reaction solution was cooled to room temperature, the solvent was distilled off under reduced pressure, and the crude product was repeatedly washed three times with ether (20mL) to obtain compound 3 (155mg). Mass spectrometry analysis proved that its molecular weight was 774.99 (C 39 h 44 IrN 5 ). The elemental analysis results are: C, 60.24; H, 5.78; N, 8.92 (theoretical values: C, 60.44;...

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Abstract

The invention belongs to the technical field of organic electroluminescence, and in particular relates to iridium complexes containing a guanidine group ligand and application of the iridium complexes to the preparation of electroluminescent devices. The compounds have the advantages that: the compounds are easy to prepare and low in cost, have high electroluminescent properties, and can be further used as luminescent layers of organic electroluminescent devices, and high-performance electroluminescent devices with the emission spectra covering a green light area and a red light area are obtained and can be used in application fields of illuminating sources, signal lamps, alphanumeric displays, signposts, photoelectric couplers, flat panel displays and the like.

Description

technical field [0001] The invention belongs to the technical field of organic electroluminescence, and specifically relates to a class of iridium complexes containing guanidine group ligands and the application of these iridium complexes in preparing electroluminescent devices. Background technique [0002] As a new generation of display technology, organic electroluminescent devices or organic light-emitting diodes (OLEDs) have attracted the attention of many people with their unparalleled advantages. Numerous scientists and major electronics manufacturers at home and abroad have invested a lot of Energy and funds to study it, so that it has entered the stage of practical application. In addition, electroluminescent technology also has a huge potential market in the field of white lighting, and will be used as a new generation of lighting sources in the near future. Looking back on the history of organic electroluminescence, Pope et al. first reported this phenomenon in t...

Claims

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Application Information

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IPC IPC(8): C07F15/00C09K11/06H01L51/50H01L51/54
Inventor 刘宇王悦
Owner JILIN UNIV
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