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Organic compound based on triazine and application thereof to organic electroluminescence device

An organic compound, triazine technology, applied to organic electroluminescent devices, triazine-based organic compound field, can solve problems such as complex manufacturing process and affecting the angular distribution of OLED radiation spectrum

Active Publication Date: 2019-01-15
JIANGSU SUNERA TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The first two structures will affect the angular distribution of the radiation spectrum of the OLED. The third structure is complicated to manufacture, and the process of using a surface covering layer is simple, and the luminous efficiency is increased by more than 30%, which is particularly concerned by people.

Method used

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  • Organic compound based on triazine and application thereof to organic electroluminescence device
  • Organic compound based on triazine and application thereof to organic electroluminescence device
  • Organic compound based on triazine and application thereof to organic electroluminescence device

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0093] Embodiment 1: the synthesis of intermediate A

[0094]

[0095] Under nitrogen atmosphere, weigh The bromide was dissolved in tetrahydrofuran (THF), and then bis(pinacolyl)diboron, (1,1'-bis(diphenylphosphino)ferrocene)dichloropalladium(II) and potassium acetate were added, The mixture is stirred, and the mixed solution of the above reactants is heated to reflux at a reaction temperature of 70-90° C. for 5-10 hours; after the reaction is completed, water is added to cool, and the mixture is filtered and dried in a vacuum oven. The obtained residue was separated and purified by silica gel column to obtain pinacol borate; the The molar ratio to bis(pinacol radical) diboron is 1:1.0~3, Pd(dppf) 2 Cl 2 and The molar ratio is 0.001~0.04:1, potassium acetate and The molar ratio is 1.0~4.0:1, The ratio of dosage to THF is 1g:10-30ml.

[0096]

[0097] Under a nitrogen atmosphere, weigh raw material A and dissolve it in N,N-dimethylformamide (DMF), and then ...

Embodiment 2

[0122] Embodiment 2: the synthesis of compound 1

[0123]

[0124] In a 250mL three-necked flask, nitrogen gas was introduced, 0.01mol of intermediate A1, 150ml of DMF, 0.03mol of raw material B1, 0.0002mol of palladium acetate were added, stirred, and then 0.02mol of K 3 PO 4 The aqueous solution was heated to 150°C, refluxed for 24 hours, sampled and plated, and the reaction was complete. Cool naturally, extract with 200ml of dichloromethane, separate layers, dry the extract with anhydrous sodium sulfate, filter, rotate the filtrate, and purify through a silica gel column to obtain the target product with a HPLC purity of 99.2% and a yield of 53.6%.

[0125] Elemental analysis structure (molecular formula C 47 h 28 N 6 o 2 ): theoretical value C, 79.65; H, 3.98; N, 11.86; 0, 4.51; test value: C, 79.62; ESI-MS(m / z)(M + ): The theoretical value is 708.23, and the measured value is 708.31.

Embodiment 3

[0126] Embodiment 3: the synthesis of compound 8

[0127]

[0128] The preparation method of compound 8 is the same as that of Example 2, except that intermediate A1 is replaced by intermediate A3. Elemental analysis structure (molecular formula C 41 h 23 N 5 o 3): theoretical value C, 77.71; H, 3.66; N, 11.05; O, 7.57; test value: C, 77.73; ESI-MS(m / z)(M + ): The theoretical value is 633.18, and the measured value is 633.24.

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Abstract

The invention relates to an organic compound based on triazine and application thereof to an OLED (Organic Light Emitting Diode) device. The compound has high glass transition temperature and molecular thermal stability; in the visible light field, the absorption is low; the refraction index is high; after the compound is applied to a CPL layer of the OLED device, the light taking-out efficiency of the OLED device can be effectively improved. The compound also has deep HOMO energy level and high electronic mobility and can be used as a hole blocking / electronic transmission layer material of the OLED device; holes or energy can be effectively blocked from being transmitted from the luminescent layer to one side of the electronic layer, so that the compounding efficiency of holes and electrons in the luminous layer is improved; further, the luminous efficiency of the OLED device is improved; the service life of the OLED device is prolonged.

Description

technical field [0001] The invention relates to the technical field of semiconductors, in particular to a triazine-based organic compound and its application in organic electroluminescent devices. Background technique [0002] Organic electroluminescent (OLED: Organic Light Emission Diodes) device technology can be used to manufacture new display products and also can be used to make new lighting products, which is expected to replace the existing liquid crystal display and fluorescent lighting, and has a wide application prospect. The OLED light-emitting device is like a sandwich structure, including electrode material film layers and organic functional materials sandwiched between different electrode film layers. Various functional materials are superimposed on each other according to the application to form an OLED light-emitting device. OLED light-emitting devices are current devices. When a voltage is applied to the electrodes at both ends, and the positive and negative...

Claims

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Application Information

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IPC IPC(8): C07D413/14C07D417/14H01L51/50H01L51/54
CPCC07D413/14C07D417/14H10K85/654H10K85/6576H10K85/6574H10K85/657H10K85/6572H10K50/16H10K50/00
Inventor 李崇蔡啸张兆超庞羽佳
Owner JIANGSU SUNERA TECH CO LTD
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