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Iridium complex containing 4-phenylpyrimidine structure and application of iridium complex

A technology of phenylpyrimidine and iridium complexes is applied in optoelectronic materials and application fields to achieve the effects of high-efficiency white electroluminescence performance, reduction of molecular energy gap, and improvement of device performance

Inactive Publication Date: 2015-05-13
SUZHOU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Nowadays, the existing technology discloses a variety of substances as guest materials, but the technology of combining white luminescence regulation and guest material design is still vacant. Here we propose to use 4-phenylpyrimidine as the basic structural unit to construct a synthetic orange luminescence Compounds, and through a certain ratio to adjust the organic light-emitting device similar to the color of incandescent light

Method used

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  • Iridium complex containing 4-phenylpyrimidine structure and application of iridium complex
  • Iridium complex containing 4-phenylpyrimidine structure and application of iridium complex
  • Iridium complex containing 4-phenylpyrimidine structure and application of iridium complex

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Experimental program
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Effect test

Embodiment 1

[0046] Step 1: Add 4.00 g of 2,4-dichloropyrimidine and 6.87 g of 3,4,5-trimethyl-phenylboronic acid into a 50 ml flask, add the catalyst Pd(PPh 3 ) 4 650 mg, 30 ml of tetrahydrofuran, 2M K 2 CO 3 The solution was 10 ml, refluxed under argon atmosphere for 24 hours. After cooling, it was extracted with dichloromethane. The organic layer was dried over anhydrous sodium sulfate and spin-dried. Then, it was passed through the column with dichloromethane / petroleum ether=1:3 (volume ratio) and swirled. After drying, 5.1 g of 2,4-diphenylpyrimidine was obtained, and the yield was 82.0%.

[0047] Step 2: Add 4.00 g of 2,4-diphenylpyrimidine and 2.57 g of iridium trichloride hydrate into a 50 ml flask, add 30 ml of diethylene glycol, 5.0 ml of water, and heat to 120°C under argon atmosphere to reflux 24 After hours, the solid obtained after cooling was washed with water, methanol, diethyl ether and n-hexane in sequence to obtain the dichloro bridge substitution complex.

[0048] Step 3: V...

Embodiment 2

[0050] Step 1: Add 4.00 g of 2,4-dichloropyrimidine and 7.67 g of 4-methylphenylboronic acid into a 50 ml flask, add the catalyst Pd(PPh 3 ) 4 650 mg, 30 ml of tetrahydrofuran, 2M K 2 CO 3 The solution was 10 ml, refluxed under argon atmosphere for 24 hours. After cooling, it was extracted with dichloromethane. The organic layer was dried over anhydrous sodium sulfate and spin-dried. Then, it was passed through the column with dichloromethane / petroleum ether=1:3 (volume ratio) and swirled. 6.0 g of 2,4-bis-(4-methylphenyl)pyrimidine was obtained by drying, and the yield was 86.0%.

[0051] Step 2: Add 4.00 g of 2,4-bis-(4-methylphenyl) pyrimidine and 2.29 g of iridium trichloride hydrate into a 50 ml flask, add 30 ml of diethylene glycol, 5.0 ml of water, and heat to Reflux under argon atmosphere at 120°C for 24 hours. After cooling, the solid obtained was washed with water, methanol, diethyl ether and n-hexane in sequence to obtain the dichloro bridge substitution complex.

[00...

Embodiment 3

[0054] Step 1: Add 4.00 g of 2,4-dichloropyrimidine and 8.03 g of 3,5-dimethylphenylboronic acid into a 50 ml flask, add the catalyst Pd(PPh 3 ) 4 650 mg, 30 ml of tetrahydrofuran, 2M K 2 CO 3 The solution was 10 ml, refluxed under argon atmosphere for 24 hours. After cooling, it was extracted with dichloromethane. The organic layer was dried over anhydrous sodium sulfate and spin-dried. Then, it was passed through the column with dichloromethane / petroleum ether=1:3 (volume ratio) and swirled. 6.8 g of 2,4-bis(3,5-dimethyl-phenyl)pyrimidine was obtained by drying, and the yield was 88.0%.

[0055] Step 2: Add 4.00g of 2,4-bis(3,5-dimethylphenyl)pyrimidine and 2.57g of iridium trichloride hydrate into a 50ml flask, add 30ml of diethylene glycol and 5.0ml of water, Heat to 120°C under argon atmosphere and reflux for 24 hours. After cooling, the solid obtained is washed with water, methanol, diethyl ether and n-hexane in sequence to obtain the dichloro bridge substitution complex.

...

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Abstract

The invention belongs to the technical field of optoelectronic materials and application, and discloses an iridium complex containing an orange light-emitting 4-phenylpyrimidine structure shown in the description and application of iridium complex in electrophosphorescence devices. A1-A6 are independently hydrogen, fluorine, cyano, methyl, ethyl, isopropyl, t-butyl, phenyl, 4-biphenyl, 3-biphenyl, 2-biphenyl, 2-thienyl or 3-thienyl. According to the invention, 4-phenylpyrimidine is used as a basic structure unit; different iridium complexes are formed by adjusting substituents on phenyl; such molecular design can effectively implement efficient luminescence; more importantly, the formed white color can be closer to the color coordinates and color temperature of an incandescent lamp by being combined with blue dye; compared with the conventional orange phosphorescent guest materials, the performance of phosphorescent OLED devices is effectively improved; the iridium complex is widely applicable to the field of organic electroluminescence.

Description

technical field [0001] The invention belongs to the technical field of photoelectric materials and applications, and relates to an orange light-emitting iridium complex with 4-phenylpyrimidine as a basic structural unit and its application, which is mainly used in organic light-emitting diode devices. Background technique [0002] Daily lighting occupies a considerable share in my country's electricity energy consumption. According to statistics, 12% of the electricity is used for lighting. At present, the main lighting sources are incandescent lamps and fluorescent lamps. However, incandescent lamps have low efficiency and most of the energy is wasted in the form of heat. Although fluorescent lamps are more efficient, they contain mercury, which can cause environmental pollution. Therefore, how to effectively reduce energy consumption and protect the environment has become an important research topic in the field of scientific research in today's vigorously promoting energ...

Claims

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Application Information

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IPC IPC(8): C07F15/00C09K11/06H01L51/54
CPCC09K11/06C07F15/0033C09K2211/185H10K85/342
Inventor 廖良生蒋佐权崔林松
Owner SUZHOU UNIV
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