Blue light ionic type iridium complex as well as preparation method and application thereof

An iridium complex and ion-type technology, which is applied in the direction of indium organic compounds, platinum group organic compounds, chemical instruments and methods, etc., can solve the problems of material waste, achieve easy purification and separation, promote carrier transport, and have good solubility Effect

Inactive Publication Date: 2018-09-28
NANJING UNIV OF POSTS & TELECOMM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, most high-efficiency phosphorescent materials are small molecules of iridium complexes, and the preparation method usually adopts the method of vacuum evaporation, which will cause serious waste of materials.
Small molecule iridium complexes are not suitable for the preparation of OLEDs by solution method

Method used

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  • Blue light ionic type iridium complex as well as preparation method and application thereof
  • Blue light ionic type iridium complex as well as preparation method and application thereof
  • Blue light ionic type iridium complex as well as preparation method and application thereof

Examples

Experimental program
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preparation example Construction

[0050] The preparation method of the blue light ionic iridium complex of the present invention comprises the following steps:

[0051] Step 1, under the condition of inert gas nitrogen, in 2-ethoxyethanol solvent system, react difluorobipyridine derivatives with polyhydrated iridium trichloride in a molar ratio of 2.2:1 at 110-140°C to obtain iridium ( III) chlorine-bridged dimers;

[0052] Step 2, in the solvent system of dichloromethane and methanol, in the presence of anhydrous potassium carbonate, the iridium (III) chlorine bridge dimer and tetrabutylammonium cyanide, pyridine, 2,2'-bipyridine or 1 , One of the 10-phenanthrolines reacts at 30-60° C. in a molar ratio of 1:1.5-10 to obtain a blue-light iridium (III) complex.

[0053] Specifically, the synthetic route and synthetic steps are:

[0054]

[0055] Step 11, add compound 1, borate of D, and tetrakistriphenylphosphopalladium into a light-proof reaction bottle, and add tetrabutylammonium bromide, toluene, K 2 C...

Embodiment 1

[0062] Synthesis of dimer 4:

[0063]

[0064] The specific steps are implemented as follows:

[0065] Step 1: Mix 4-(2-ethylhexyloxy)-2,6-dimethylphenylboronate (7.2g, 19.98mmol), 2-chloro-4-bromopyridine (3.85g, 20.01mmol) , Tetraphenylphosphopalladium (0.693g, 0.61mmol) and TBAB (0.64g, 20mmol) are put into 250mL reaction bottle, add 60mL toluene and 30mL concentration successively after changing nitrogen and be the K of 2mol / L 2 CO 2 Add it into a 250mL reaction bottle, and react at 85°C for 24h. After the reaction, it is concentrated and purified by chromatographic column to obtain a light yellow liquid (4.75g, 68.7%), which is compound 2.

[0066] Step 2: Compound 2 (3.5g, 10.12mmol), 2,6-difluoropyridine-3-boronic acid (1.93g, 12.14mmol), tetrakistriphenylphosphopalladium (0.346g, 0.3mmol) obtained in step 1 Put it into a 250mL reaction bottle, add 30mL of toluene and 10mL of K with a concentration of 4mol / L in sequence after replacing nitrogen 2 CO 2 React with...

Embodiment 2

[0073] The synthetic steps of dimer 4 are the same as in Example 1;

[0074] Synthesis of D1Ir-Py:

[0075]

[0076] The specific steps are implemented as follows:

[0077] Reaction conditions: put dimer 4 (100mg, 0.048mmol) and pyridine (37.66mg, 0.48mmol) in a 50mL reaction tube, after pumping nitrogen, add 10mL dichloromethane and 5mL methanol into the reaction tube, and react at room temperature for 12h , after the reaction was completed, D1Ir-Py (43mg, 45.5%) was obtained by concentration and column purification. D1Ir-Py: 1 H NMR (400MHz, CDCl 3 ,δ):8.48(d,J=5.7Hz,2H),8.09(s,1H),7.16(dd,J=5.9,1.7Hz,1H),6.76(d,J=3.3Hz,2H),5.68 (s,1H),3.90(d,J=5.1Hz,2H),2.17(d,J=15.4Hz,6H),1.91(s,3H),1.75(dd,J=11.8,5.8Hz,1H) ,1.54–1.42(m,4H),1.40–1.31(m,5H),0.94(dd,J=13.0,7.3Hz,6H).

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Abstract

The invention relates to a blue light ionic type iridium complex as well as a preparation method and application thereof. The complex takes an iridium complex as a luminescent center and is formed bythe coordination of a main ligand and an auxiliary ligand. The complex takes iridium as a luminescent center, is formed by the coordination of a main ligand and an auxiliary ligand, and has a generalstructural formula shown in formula 1 (as described in the specification), wherein the structure of D is shown in formula 2; the auxiliary ligand N^N may independently be one of tetrabutylammonium cyanide, pyridine, 2,2'-bipyridine, and 1,10-phenanthroline; (as described in the specification), wherein n is more than or equal to 1 and less than or equal to 20, and is a natural number; and * is a connection position. The blue light ionic type iridium complex provided by the invention is simple in material preparation, easy in control of a reaction process, easy in purification and separation ofa product, and high in yield and purity. This kind of material has good solubility and can be used to prepare efficient organic light-emitting diodes and organic light-emitting electrochemical cell devices by a solution method; and the obtained devices show good thermal stability and film-forming stability and have a potential application value in the aspect of organic light-emitting devices.

Description

technical field [0001] The invention belongs to the field of optoelectronic materials, and specifically relates to an organic electroluminescent material, and more specifically relates to a blue-light ion-type iridium complex and its preparation method and application. Background technique [0002] The internal quantum efficiency (IQE) of the phosphorescent material can be 100% in theory, which greatly improves the device efficiency, and the application prospect is very broad. Iridium complexes in phosphorescent materials are widely used in phosphorescent organic light-emitting diodes (OLEDs) due to the advantages of adjustable emission color, high emission quantum efficiency, high thermal stability and short emission lifetime. At present, most high-efficiency phosphorescent materials are small molecules of iridium complexes, which are usually prepared by vacuum evaporation, which will cause serious waste of materials. Small molecule iridium complexes are not suitable for t...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F15/00C09K11/06H01L51/50H01L51/54
CPCC09K11/06C07F15/0033C09K2211/185H10K85/342H10K50/11
Inventor 赖文勇吕鹏黄维
Owner NANJING UNIV OF POSTS & TELECOMM
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