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Boron-containing organic electroluminescent compound and use thereof

An electroluminescent device and compound technology, applied to the application of organic light-emitting diodes, and the synthesis of fluorescent compounds, can solve the problems of low external quantum efficiency, low internal quantum efficiency, and disparity, so as to improve device efficiency and improve device life. , the effect of color purity improvement

Inactive Publication Date: 2017-03-01
VALIANT CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In addition, for the collocation of OLED devices with different structures, the photoelectric functional materials used have strong selectivity, and the performance of the same material in devices with different structures may be completely different.
[0008] At present, the research on fluorescent materials has made considerable progress, which can meet the needs of industrialization; traditional organic fluorescent materials can only use 25% singlet excitons formed by electrical excitation to emit light, and the internal quantum efficiency of the device is low (up to 25 %), resulting in external quantum efficiency generally lower than 5%; especially in the blue light lifetime, there are still huge challenges

Method used

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  • Boron-containing organic electroluminescent compound and use thereof
  • Boron-containing organic electroluminescent compound and use thereof
  • Boron-containing organic electroluminescent compound and use thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0063] Example 1 (compound 01)

[0064]

[0065] The concrete synthetic route of this compound is provided now:

[0066]

[0067] 250ml four-necked bottle, under nitrogen protection, add 0.01mol intermediate A, 0.025mol phenylboronic acid, 0.05g pd (pph 3 ) 4 (tetraphenyltriphenylphosphine palladium), 60ml each of toluene, ethanol, and water, heated and refluxed for 15 hours, and the reaction was complete; naturally cooled, filtered, and the filtrate was rotary evaporated, passed through a silica gel column, and used toluene:ethanol=2:1 (volume ratio ) mixed solvent for beating, and a white solid was obtained after recrystallization, the purity (HPLC) was 98.5%, and the yield was 70.6%.

[0068] Elemental analysis structure (molecular formula C 36 h 31 B): theoretical value C, 91.14; H, 6.59; B, 2.28;

[0069] Test values: C, 90.85; H, 6.65; B, 2.5.

Embodiment 2

[0070] Example 2 (compound 07)

[0071]

[0072] The concrete synthetic route of this compound is provided now:

[0073]

[0074] 250ml four-necked bottle, under nitrogen protection, add 0.01mol intermediate A, 0.025mol intermediate 1, 0.03mol sodium tert-butoxide, 1×10 -4 mol Pd 2 (dba) 3 , 1×10 -4 mol tri-tert-butylphosphine, 200ml toluene, heated to reflux for 20 hours, the reaction was complete; naturally cooled, filtered, the filtrate was rotary evaporated, passed through a silica gel column, beaten with a mixed solvent of toluene:ethanol=3:1 (volume ratio), and recrystallized 6.59 g of a white solid were obtained with a purity (HPLC) of 98.6% and a yield of 65.8%.

[0075] Elemental analysis structure (molecular formula C 66 h 57 BN 2 o 2 ): theoretical value C, 86.07; H, 6.24; N, 3.04; O, 3.47; B, 1.17

[0076] Test values: C, 86.12; H, 6.15; N, 3.08; O, 3.35; B, 1.30.

Embodiment 3

[0077] Example 3 (compound 18)

[0078]

[0079] The concrete synthetic route of this compound is provided now:

[0080]

[0081] 250ml four-neck flask, under nitrogen protection, add 0.01mol intermediate B, 0.025mol diphenylamine, 0.03mol sodium tert-butoxide, 1×10 -4 mol Pd 2 (dba) 3 , 1×10 -4 mol tri-tert-butylphosphine, 200ml toluene, heated to reflux for 20 hours, the reaction was complete; naturally cooled, filtered, the filtrate was rotary evaporated, passed through a silica gel column, beaten with a mixed solvent of toluene:ethanol=3:1 (volume ratio), and recrystallized 6.59 g of white solid were obtained with a purity (HPLC) of 97.9% and a yield of 64.8%.

[0082] Elemental analysis structure (molecular formula C 45 h 35 BN 2 O): theoretical value C, 85.71; H, 5.59; N, 4.44; O, 2.54; B, 1.71

[0083] Test values: C, 85.62; H, 5.58; N, 4.48; O, 2.35; B, 1.97.

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Abstract

The invention discloses a boron-containing organic electroluminescent compound and a use thereof. The compound has a general structural formula (1). The compound has good fluorescence quantum efficiency and electroluminescent efficiency, easily forms an amorphous film and has good thermal stability. Therefore, the compound can be used as a luminescent layer doping material or a main body material in an organic electroluminescent device.

Description

technical field [0001] The invention relates to the technical field of semiconductors, in particular to the synthesis of a fluorescent compound and its application in organic light-emitting diodes as a host material or a dopant material of a light-emitting layer. 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. [0003] Currently, OLED display technology has been applied in smart phones, tablet computers and other fields, and will further expand to large-size applications such as TVs. However, compared with the actual product application requirements, the luminous efficiency and service life of OLED devices need to be further improved. [0004] The OLED light-emitting device is like a sa...

Claims

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Application Information

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IPC IPC(8): C07F5/02C09K11/06H01L51/54
CPCC09K11/06C07F5/02C09K2211/1096H10K85/657
Inventor 李崇叶中华王立春张兆超徐凯于凯朝
Owner VALIANT CO LTD
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