Organic electroluminescence material with spiral structure and application thereof

A spiro-ring structure and luminescence technology, which is applied in luminescent materials, organic chemistry, circuits, etc., can solve the problems that the development of blue light devices is not mature enough, the color purity, efficiency and life of blue light devices need to be improved, and achieve good device efficiency, good Effect of film stability

Active Publication Date: 2015-12-09
VALIANT CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In small molecule OLED devices, compared with red light devices and green light devices, the development of blue light

Method used

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  • Organic electroluminescence material with spiral structure and application thereof
  • Organic electroluminescence material with spiral structure and application thereof
  • Organic electroluminescence material with spiral structure and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0036] The preparation of embodiment 1 intermediate 7

[0037]

[0038]

[0039] Preparation of Compound 1: In a 2L three-necked flask, add 1,8-dibromonaphthalene (71.2g, 0.25mol), 2-methoxycarbonylphenylboronic acid (36g, 0.2mol), potassium carbonate (41g, 0.3mol), Toluene (680g), deionized water (230g), under nitrogen protection, add Pd(PPh 3 ) 4 (3.20g), heat up to reflux, keep the temperature for 16h, cool down to 30°C, separate the liquid, and remove the solvent from the organic phase. The obtained crude product is purified by silica gel column chromatography, and the eluent is petroleum ether:ethyl acetate=5:1 (v / v), compound 1 was obtained, 52.2 g of off-white solid, yield 76.5%, MS (m / s): 340.0.

[0040] Preparation of Compound 2: In a 2L three-neck flask equipped with a constant pressure dropping funnel, magnesium strips (8.0g, 0.33mol) were added, methyl iodide (46.8g, 0.33mol) was dissolved in 220mL of dry ether, and then In the constant pressure dropping f...

Embodiment 2

[0045] The preparation of embodiment 2 compound C01

[0046]

[0047] In a 250mL three-necked flask, add compound 7 (2.96g, 5mmol) prepared in Example 1, phenylboronic acid (1.46g, 12mmol), K 2 CO 3 (5.5g, 40mmol), toluene (85mL), deionized water (24mL), N 2 protection, adding Pd(PPh 3 ) 4 (320 mg), heated to reflux, reacted for 16 hours, stopped the reaction, lowered the temperature, separated, washed once with 50 mL deionized water, collected the organic phase, and removed the solvent. The obtained crude product was purified by silica gel column chromatography, and the eluent was n-hexane : Dichloromethane=8:1 (V / V), obtain target object C01, crude product weight 2.4g, use chemical vapor deposition system for further sublimation purification, sublimation temperature 350 ℃, obtain 1.8g target object C01, yield 61.4%.

[0048] High resolution mass spectrometry, ESI source, positive ion mode, molecular formula C 46 h 34 , The theoretical value is 586.2661 and the test ...

Embodiment 3

[0049] The preparation of embodiment 3 compound C03

[0050]

[0051] Using compound 7 and 3-biphenylboronic acid prepared in Example 1 as raw materials, according to the method described in Example 2, compound C03 was synthesized with a yield of 61.1%.

[0052] High resolution mass spectrometry, ESI source, positive ion mode, molecular formula C 58 h 42 , theoretical value 738.3287 test value 738.3282. Elemental analysis (C 58 h 42 ), theoretical value C: 94.27, H: 5.73, measured value C: 94.25, H: 5.75.

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Abstract

The invention relates to an organic electroluminescence material and application thereof. The organic electroluminescence material is of the molecular structure shown in the formula (I), has the good thin film stability and appropriate molecular energy level and can be used as a luminescent material to be applied in the organic electroluminescence field.

Description

technical field [0001] The invention relates to an organic electroluminescence material with a spiro ring structure and an application thereof, belonging to the field of organic electroluminescence. Background technique [0002] Organic electroluminescent diode (OLED) was produced in the 1980s. After more than 20 years of development, this technology has gradually matured. At present, organic electroluminescent technology is mainly used in two fields, namely For full-color display and white lighting, products based on OLED display technology have been gradually industrialized. For example, this technology has been widely used in products such as smart phones and curved TVs. [0003] In order to realize full-color display, the display panel needs to have display units of three colors of red, green and blue at the same time. Among small molecule OLED devices, compared with red and green devices, the development of blue devices is not mature enough, and the color purity, effic...

Claims

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Application Information

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IPC IPC(8): C09K11/06H01L51/54C07C1/32C07C13/72C07C17/263C07C25/22C07D209/86
Inventor 盛磊沈朝祥张鑫鑫高树坤石宇孟凡民
Owner VALIANT CO LTD
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