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Derivative containing triphenylene structure, preparation method thereof, and organic light emitting diode

An electroluminescent device, a technology of triphenylene, applied in the direction of electric solid-state devices, electrical components, luminescent materials, etc., can solve the problems of reduced luminous efficiency, reduced luminous efficiency of emitted light, and cannot be improved.

Inactive Publication Date: 2018-04-06
CHANGCHUN HYPERIONS TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] At present, the hole transport host materials (Hole Transport Layer) in organic electroluminescent devices mostly have a diphenylamine or carbazole structure. The disadvantage of this type of structure is that the improvement of the luminosity of emitted light is accompanied by a significant decrease in luminous efficiency, especially, in the absence of In the case of source drive, for practical applications, thousands of cd / m are needed instantly 2 or higher luminance, and an increase in luminous efficiency is important in the high luminance region
However, since the triplet deactivation dominates in the high-brightness region, the decrease in luminous efficiency cannot be improved under the conditions of the currently applied hole-transport materials.

Method used

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  • Derivative containing triphenylene structure, preparation method thereof, and organic light emitting diode
  • Derivative containing triphenylene structure, preparation method thereof, and organic light emitting diode
  • Derivative containing triphenylene structure, preparation method thereof, and organic light emitting diode

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0047] Preparation of compound 1

[0048]

[0049] Preparation of Compound 1-3

[0050] Under the protection of nitrogen, 1-1 (46.52g, 100.05mmol), 1-2 (12.20g, 100.05mmol), potassium carbonate (1.24g, 9.00mmol), and toluene 200mL were added to a 2L reactor and stirred.

[0051] The temperature in the reactor was raised to 70°C, and Pd(PPh 3 ) 4 (1.04g, 0.90mmol), stirred with 100mL distilled water, stirred and refluxed for 11h, fully reacted.

[0052] After adding 70mL of distilled water to terminate the reaction, filter under reduced pressure, wash the solid with distilled water, and then use acetone, toluene, THF to recrystallize, after the solid is obtained, sublimate, and toluene recrystallize to obtain 44.65g of intermediate 1-3, with a yield of 83.55 %.

[0053] Preparation of Compound 1-5

[0054] Under the protection of nitrogen, 1-4 (31.78g, 100.05mmol), 1-2 (12.19g, 100.01mmol), potassium carbonate (1.24g, 9.00mmol), and toluene 200mL were added to a 2L reac...

Embodiment 2

[0066] Preparation of compound 2

[0067]

[0068] R in Example 1 1 , R 2 , R 3 , R 4 、Ar 1 The group is replaced by R as indicated above 1 , R 2 , R 3 , R 4 、Ar 1 Group, other steps are the same as in Example 1 to obtain compound 2. Mass Spectrum m / z: 802.98 (calculated: 802.97). Theoretical element content (%)C 59 h 38 N 4 : C, 88.25; H, 4.77; N, 6.98. Measured element content (%): C, 88.26; H, 4.76; N, 6.97.

Embodiment 3

[0070] Preparation of compound 16

[0071]

[0072] R in Example 1 1 , R 2 , R 3 , R 4 、Ar 1 The group is replaced by R as indicated above 1 , R 2 , R 3 , R 4 、Ar 1 group, other steps were the same as in Example 1 to obtain compound 16. Mass Spectrum m / z: 883.02 (calculated: 883.03). Theoretical element content (%)C 63 h 38 N 4 o 2 : C, 85.69; H, 4.34; N, 6.35; O, 3.62. Measured element content (%): C, 83.21; H, 4.56; N, 4.52; O, 2.57.

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Abstract

The invention provides a derivative containing a triphenylene structure, a preparation method thereof, and an organic light emitting diode, and belongs to the technical field of organic photo-electricmaterials. The compound has the structure represented as the formula (I). In the invention, hole movement degree is increased by combining the triphenylene and triazine structures, so that the compound has maximized hole transport and light-emitting effects. By structurally regulating the R1, R2, R3 and R4 groups, the light-emitting effect of the compound is further improved. The derivative containing the triphenylene structure is applied to the OLEDs, is high in light-emitting efficiency and is an organic light-emitting material having excellent performance.

Description

technical field [0001] The invention relates to the technical field of organic photoelectric materials, in particular to a derivative containing a triphenylene structure, a preparation method thereof, and an organic electroluminescent device. Background technique [0002] With the progress of the information industry, traditional displays can no longer meet people's requirements, such as: cathode ray tube (CRT) displays have large volume and high driving voltage; liquid crystal displays (liquid crystal display, LCD) have low brightness and narrow viewing angles. , The operating temperature range is small; the plasma display panel (PDP) is expensive, the resolution is not high, and the power consumption is large. [0003] Organic light-emitting diodes (organic light-emitting diodes, OLEDs) as a new display technology has unparalleled advantages in various performances of existing display technologies, such as full solid state, self-luminous, high brightness, high resolution ...

Claims

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Application Information

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IPC IPC(8): C07D251/22C07D401/14C07D403/12C07D405/12C07D405/14C07D409/04C07D409/14C07D405/04C09K11/06H01L51/50H01L51/54
CPCC09K11/06C07D251/22C07D401/14C07D403/12C07D405/04C07D405/12C07D405/14C07D409/04C07D409/14C09K2211/1059C09K2211/1007C09K2211/1011C09K2211/1029C09K2211/1088C09K2211/1092H10K85/622H10K85/626H10K85/654H10K85/6576H10K85/6574H10K85/6572H10K50/15
Inventor 张弘蔡辉
Owner CHANGCHUN HYPERIONS TECH CO LTD
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