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New electroluminescent material and application thereof

An electroluminescent material, a new type of technology, applied in the direction of luminescent materials, circuits, electrical components, etc., to achieve good performance

Active Publication Date: 2016-06-08
VALIANT CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] The research on organic electroluminescent materials first began in the 1960s, but it has not been paid attention to by people.

Method used

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  • New electroluminescent material and application thereof
  • New electroluminescent material and application thereof
  • New electroluminescent material and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0040] The preparation of embodiment 1 intermediate 7-bromonaphthophenanthroline (M5)

[0041]

[0042] In a 500mL three-necked flask, add 5-bromophenanthroline (10.24g, 0.04mol), pinacol bisboronic acid ester (11.18g, 0.044mol), potassium carbonate (16.60g, 0.12mol), toluene (100g ), industrial methanol (100g), H 2 O (150g), stirred under nitrogen protection for 30min, added Pd(PPh 3 ) 4 (0.46g, 0.4mmol), reflux for 8h. After cooling down to room temperature, the aqueous phase was separated, the organic phase was washed once with 200 g of water, the organic phase was passed through a silica gel column to remove residual catalyst and mechanical impurities, and the column liquid was decompressed to remove the solvent to obtain 10.52 g of intermediate M1 with a crude yield of 86%. Next reaction.

[0043] In a 500mL three-necked flask, add o-bromoiodobenzene (11.28g, 0.04mol), trimethylsilylacetylene (3.92g, 0.04mol), triethylamine (200g), Pd(PPh 3 ) 4 Cl 2 (0.28g, 0.4m...

Embodiment 2

[0047] The preparation of embodiment 2 compound 1

[0048]

[0049] Add intermediate M5 (1.8g, 5mmol) prepared in Example 1, phenylboronic acid (0.67g, 5.5mmol), potassium carbonate (1.38g, 10mmol), tetrakis (triphenylphosphine) palladium (0.28 g) in the 100ml there-necked flask g, 0.25mmol), toluene (15mL), absolute ethanol (15mL), H 2 O (10mL), reflux reaction under nitrogen protection for 8h. After cooling down to room temperature, the reaction solution was spin-dried to obtain 1.28 g of white solid with a yield of 72% by column chromatography. MS (m / z): [M + ]=355.21, molecular formula C 26 h 16 N 2 , the theoretical value is 356.13.

Embodiment 3

[0050] The preparation of embodiment 3 compound 3

[0051]

[0052] In the 100ml there-necked flask, add the intermediate M5 (1.8g, 5mmol) prepared in Example 1, 4-phenyl 1-naphthalene boronic acid (1.36g, 5.5mmol), potassium carbonate (1.38g, 10mmol), tetrakis(triphenyl Phosphine) palladium (0.28g, 0.25mmol), toluene (15mL), absolute ethanol (15mL), H 2 O (10mL), reflux reaction under nitrogen protection for 8h. After cooling down to room temperature, the reaction solution was spin-dried to obtain 1.22 g of a white solid with a yield of 51% by column chromatography. MS (m / z): [M + ]=481.29, molecular formula C 36 h 22 N 2 , the theoretical value is 482.18.

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PUM

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Abstract

The invention relates to a new electroluminescent material and application thereof. According to the new electroluminescent material, naphtho-phenanthroline is taken as a principal part, is linked together with different aryl groups, heteroaryl groups or groups containing nitrogen, a naphtho-phenanthroline derivative provided by the invention has very good electron transport property and hole-blocking property, has a high triplet state energy level at the same time, and can serve as an excellent phosphorescence host material.

Description

technical field [0001] The invention relates to a novel electroluminescent material and its application, in particular to naphthophenanthroline derivatives and its application in organic light-emitting diodes. Background technique [0002] As a new generation of display technology, organic electroluminescent materials (OLED) have the following characteristics: a wide range of material selection, which can realize any color display from red to blue; low driving voltage, only 3-12V DC voltage; luminous brightness and luminous High efficiency; wide luminous viewing angle, fast response speed; in addition, it has the advantages of being ultra-thin and can be made on a flexible panel. [0003] The research on organic electroluminescent materials first began in the 1960s, but has not been paid attention to by people. Until 1987, Tang et al. from EasternKodak Company invented the device with a sandwich structure, using an organic small molecule material with high fluorescence effi...

Claims

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Application Information

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IPC IPC(8): C09K11/06H01L51/54
CPCC09K11/06C09K2211/1018H10K85/00H10K50/11
Inventor 石宇王兵张司南崔明迟鹏利杨腾
Owner VALIANT CO LTD
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