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Complex and OLED (organic light emitting device)

A technology of organic light-emitting devices and complexes, which is applied in the direction of light-emitting materials, organic chemistry, and electric solid-state devices. It can solve the problems of poor thermal stability, low luminous efficiency, and high driving voltage, and achieve low driving voltage and high luminous efficiency. The effect of production costs

Inactive Publication Date: 2018-10-19
CHANGCHUN HYPERIONS TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] Organic complexes have good luminous properties, many of which have been extensively studied in the research and industrial production of OLEDs and other electroluminescent technologies, but there are still deficiencies. Phosphorescent materials generally have poor thermal stability and low luminous efficiency. However, the fundamental factor determining the performance of organic electroluminescent devices is the choice of materials. Therefore, it is urgent to design and develop an organic complex with higher luminous efficiency and lower driving voltage.

Method used

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  • Complex and OLED (organic light emitting device)
  • Complex and OLED (organic light emitting device)
  • Complex and OLED (organic light emitting device)

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0076] Example 1: Preparation of compound 3

[0077]

[0078] Preparation of intermediate A3

[0079] Take compound b3 (5.92g, 20mmol), isopropyl iodide (3.40g, 20mmol), activated copper powder (2.56g, 40mmol), sodium hydroxide (1.6g, 40mmol), 140ml of xylene, and reflux for 24h under nitrogen atmosphere . After filtering, the filtrate is decompressed to recover the solvent and recrystallized with ethanol to obtain compound c3.

[0080] The compound c3 (7.34 g, 21.7 mmol), 50 ml of tetrahydrofuran, and nitrogen atmosphere were cooled to -75° C.-85° C., n-butyl lithium (18 ml, 36 mmol) was added dropwise, and the reaction was incubated for 1 h. Tributyl borate (10 g, 43.4 mmol) was added dropwise, and the temperature began to rise after the reaction was kept for 1 hour. After the reaction system rises to 0°C, the reaction solution is slowly poured into the vigorously stirred cold dilute hydrochloric acid, filtered and drained, and dried under vacuum to obtain a white compound d3.

...

Embodiment 2

[0088] Example 2: Preparation of Compound 6

[0089] The isopropyl iodide in Example 1 was replaced with equimolar a6, and the other steps were the same as the synthesis of Example 1, to obtain the target compound 6 (6.60 g, 29%).

[0090]

[0091] Mass spectrum m / z: 1137.40 (calculated value: 1137.39). Theoretical element content (%) C 65 H 52 IrN 8 : C, 68.64; H, 4.61; Ir, 16.90; N, 9.85 Measured element content (%): C, 68.65; H, 4.60; Ir, 16.90; N, 9.85. The above results confirm that the obtained product is the target product.

Embodiment 3

[0092] Example 3: Preparation of compound 11

[0093] The isopropyl iodide in Example 1 was replaced with equimolar a11, and the other steps were the same as the synthesis of Example 1, to obtain the target compound 11 (7.17 g, 29%).

[0094]

[0095] Mass spectrum m / z: 1237.44 (calculated value: 1237.43). Theoretical element content (%) C 73 H 56 IrN 8 : C, 70.85; H, 4.56; Ir, 15.53; N, 9.05 Measured element content (%): C, 70.86; H, 4.55; Ir, 15.53; N, 9.05. The above results confirm that the obtained product is the target product.

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Abstract

The invention discloses a complex and an OLED (organic light emitting device), and relates to the technical field of an organic photoelectric material. Fused ring carbazole derivatives in the complexstructure has high triplet state energy level, high rigidity and great molecular weight; the complex has high stability; meanwhile, an electron-rich dinitrogen coordination structure is favorable forstabilizing center trivalent metal positive ions; the electron cloud distribution on metal iridium can be influenced; further, great influence can be generated on the photoelectric property of the whole complex molecule; a four-membered ring formed by a ligand of the dinitrogen coordination structure and metal has higher rigidity; the unnecessary vibration energy loss is favorably reduced; the efficient light emitting performance is realized. By regulating substitutional groups, the complex has better heat stability and chemical property. The complex is prepared into a device and is particularly used as a doping material; the device shows the advantages of low driving voltage and high light emitting efficiency, and is superior to the existing common OLED device.

Description

Technical field [0001] The present invention relates to the technical field of organic photoelectric materials, in particular to a complex and an organic light-emitting device. Background technique [0002] In recent years, organic electroluminescent diodes (OLEDs) have been favored due to their ultra-thin, flexible, self-luminous, and wide viewing angles. Among them, organic transition complexes (such as iridium, platinum, etc.) can simultaneously use singlet and triplet excitons to emit light through spin coupling due to the existence of their own heavy atoms, and theoretically achieve 100% internal quantum efficiency, which has caused widespread s concern. Currently, phosphorescent materials are mainly used as doping materials in the light-emitting layer of organic electroluminescent devices, most of which are organic complexes. [0003] Since Tang et al. used 8-hydroxyquinoline aluminum (Alq3) as the light-emitting layer in 1987, low-voltage DC-driven high-brightness organic ...

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 韩春雪蔡辉
Owner CHANGCHUN HYPERIONS TECH CO LTD
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