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Small molecular organic electroluminescent material and application thereof

A technology of electroluminescent materials and small molecules, which is applied in the fields of luminescent materials, organic chemistry, circuits, etc., can solve the problems of fluorescent wavelength, poor optical data of luminous efficiency, lack of rigidity of molecules, etc., and achieve excellent color purity and device efficiency Excellent, good film stability effect

Inactive Publication Date: 2016-06-15
VALIANT CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Binaphthyl structure, such as 1,1'-binaphthyl, although the conjugation length of the molecule is extended, but the whole molecule lacks rigidity, so the optical data such as fluorescence wavelength and luminous efficiency are not good

Method used

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  • Small molecular organic electroluminescent material and application thereof
  • Small molecular organic electroluminescent material and application thereof
  • Small molecular organic electroluminescent material and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0047] The preparation of embodiment 1 compound 1

[0048]

[0049] In a 2L three-necked flask, add 1,8-dibromonaphthalene (81.2g, 0.28mol), 1-naphthaleneboronic acid (53.6g, 0.31mol), potassium carbonate (78.4g, 0.57mol), toluene (540g), and Ionized water (200g), absolute ethanol (180g), under nitrogen protection, add Pd(PPh 3 ) 4 (1.1g), heat up to reflux, heat preservation reaction for 10h, cool down to 25°C, separate liquid, wash the organic phase once with 200g deionized water, dry with 100g anhydrous sodium sulfate, filter with suction, collect the organic phase, and pass the organic phase quickly through a 35cm thick The silica gel column was passed through the column solution to remove the solvent, and the obtained crude product was recrystallized using absolute ethanol as a solvent to obtain compound 1, 65 g of light yellow solid, yield 68.7%, MS (m / s): 333.2.

Embodiment 2

[0050] The preparation of embodiment 2 compound C01

[0051]

[0052] Preparation of compound 2: In a 100mL three-necked flask, add compound 1 (3.3g, 0.01mol), dry tetrahydrofuran (35g), cool down to -78°C, drop n-butyllithium in n-hexane solution (4.5mL, 2.2 mol / L, 0.01mol), kept at -78°C for 1h, dissolved dry bis(4-methylphenyl)methanone (2.1g, 0.01mol) in 15mL of dry tetrahydrofuran, and then slowly dropped it into the reaction flask, Incubate at -78°C for 2.5h, move the reaction bottle into a water bath at 25°C, naturally heat up the reaction solution to 10°C, add 15mL of 10% hydrochloric acid aqueous solution, stir for 5min, separate the liquids, collect the organic phase, remove the solvent, 4.5 g of the crude product of compound 2 was obtained, and the crude product of compound 2 was not further refined, and was directly used in the next reaction.

[0053] Preparation of compound C01: In a 100mL three-necked flask, add the crude product of compound 2 (4.5g) obtained...

Embodiment 3

[0055] The preparation of embodiment 3 compound C05

[0056]

[0057] Using bis(4-tert-butylphenyl)methanone instead of bis(4-methylphenyl)methanone as a raw material, compound C05 was prepared according to the method described in Example 2 to obtain 3.3 g of a white solid with a yield of 62.7%.

[0058] High resolution mass spectrometry, ESI source, positive ion mode, molecular formula C 41 h 38 , the theoretical value is 530.2974, and the test value is 530.2979. Elemental analysis (C 41 h 38 ), theoretical value C: 92.78, H: 7.22, measured value C: 92.79, H: 7.21.

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Abstract

The invention relates to a small molecular organic electroluminescent material and an application thereof; the material has a molecular structure represented by the formula (I), has good thin film stability and appropriate molecular energy level, can be used as a functional layer of an organic electroluminescent device, and is applied in the field of organic electroluminescence.

Description

technical field [0001] The invention belongs to the field of organic electroluminescence, relates to a small molecule organic electroluminescence material, and relates to the application of the material in organic electroluminescence devices. Background technique [0002] Organic electroluminescent diode (OLED) was produced in the 1980s. After more than 20 years of continuous development, this technology has gradually matured, and there are a variety of products based on OLED display technology, which have been industrialized. Compared with liquid crystal display technology, OLED display technology has many advantages such as self-illumination, wide viewing angle, wide color gamut, fast response speed, and flexible display. Therefore, OLED display technology is gaining more and more attention and corresponding technology input. [0003] OLED devices are divided into two types: small molecule devices and polymer devices. For now, small molecule devices are going further on t...

Claims

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Application Information

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IPC IPC(8): C07D209/86C07D213/127C07D213/06C07D213/30C07D213/26C07D213/57C07C13/62C07C211/54C07C43/21C07C25/22C07C255/52C09K11/06H01L51/54
CPCC09K11/06C07C13/62C07C25/22C07C43/21C07C211/54C07C255/52C07D209/86C07D213/06C07D213/127C07D213/26C07D213/30C07D213/57C09K2211/1029C09K2211/1014C09K2211/1011H10K85/623H10K85/624H10K85/631H10K85/654H10K85/6572
Inventor 张鑫鑫盛磊王正付海超张江峰胡葆华
Owner VALIANT CO LTD
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