A 6h-naphtho[2,1,8,7-klmn]acridine derivative and its application

A derivative, naphthyl technology, applied in the field of organic compounds, can solve the problems of low electron mobility, poor stability, affecting device efficiency and life, etc., and achieve high electron mobility, thermal stability performance guarantee, and good thermal stability. Effect

Active Publication Date: 2016-12-28
KUNSHAN VISIONOX DISPLAY TECH +2
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, CBP still has obvious defects: the glass transition temperature Tg is very low, only 62°C, and as a hole-type transport material, the corresponding electron transport ability of CBP is not balanced enough, which affects the efficiency and life of the device.
[0006] The traditional electron transport material is 8-trihydroxyquinoline aluminum (AlQ 3 ), but AlQ 3 Has many disadvantages: (1) Electron mobility is relatively low (about 10 -6 cm / Vs), which leads to higher voltage and thus lower power efficiency; (2) poor stability and partially decomposes at sublimation temperature; (3) has high hygroscopicity, which affects the lifetime of the device ; (4) It has color, and the color shift is caused by reabsorption and re-emission phenomenon, which affects the color purity of the device
Devices based on this hybrid electron transport layer have improved efficiency and lifetime, but increase the complexity of the device manufacturing process, which is not conducive to reducing the cost of OLEDs

Method used

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  • A 6h-naphtho[2,1,8,7-klmn]acridine derivative and its application
  • A 6h-naphtho[2,1,8,7-klmn]acridine derivative and its application
  • A 6h-naphtho[2,1,8,7-klmn]acridine derivative and its application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0071] This example prepares the precursor S1 of intermediates S11 and S12:

[0072]

[0073] The preparation route is:

[0074]

[0075] The preparation method is:

[0076] Preparation of Compound I: Under nitrogen protection, add aniline (9.3g, 0.1mol), o-bromoiodobenzene (70.8g, 0.25mol), sodium tert-butoxide (48g, 0.5mol) and 300ml of water toluene, then add Pd(dba) 2 (0.57g, 1mmol) and tri-tert-butylphosphine (2ml 10% toluene solution, 2mmol), the reaction system was heated to reflux for 24 hours, and the silica gel plate was spotted to track the completion of the reaction. After the system cooled to room temperature, the solution was covered with silica gel and silicon After filtration through algal earth, the solvent (toluene) was drained, and the crude product was separated by column chromatography (petroleum ether / ethyl acetate) to obtain 28 g of white solid compound I with a yield of about 70%.

[0077] Preparation of Compound II: Under nitrogen protection, ...

Embodiment 2

[0083] This example prepares the precursor S2 of intermediates S21 and S22:

[0084]

[0085] The preparation route is:

[0086]

[0087] The preparation method is as follows: the preparation method is the same as in Example 1, except that the raw material aniline in the first step is replaced with 3-aminonaphthalene, and other raw materials and preparation methods are the same.

Embodiment 3

[0089] This example prepares the precursor S3 of intermediates S31 and S32:

[0090]

[0091] The preparation route is:

[0092]

[0093] The preparation method is as follows: the preparation method is the same as in Example 1, except that the raw material aniline in the first step is replaced with 2-aminonaphthalene, and other raw materials and preparation methods are the same.

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Abstract

The present invention relates to a class of compounds as shown in formula (1), wherein: n is 1 or 2; Ar1 ​​and Ar2 are independently aryl or heteroaryl; R1‑R5 are five substitutions at different positions on Ar2 The bases are the same or different from each other, and are independently selected from H atoms, C1-C20 aliphatic straight-chain or branched hydrocarbon groups, and aromatic groups; A is N atom or CH; L is a single bond, selected from C4-C20 C10 aromatic ring or aromatic heterocyclic ring. The present invention also protects the application of such compounds in organic electroluminescent devices, especially as electron transport materials and / or light-emitting host materials of OLEDs.

Description

technical field [0001] The invention relates to an organic compound, in particular to a 6H-naphtho[2,1,8,7-klmn]acridine derivative used in an organic electroluminescent device and its application in the organic electroluminescent device. Background technique [0002] Electroluminescence (Electroluminescence, EL) refers to the phenomenon that luminescent materials are excited by current and electric field under the action of an electric field to emit light. It is a luminescence process that directly converts electrical energy into light energy. There are many solid materials that can produce electroluminescence, and those that have been studied more and can reach the level of use are mainly inorganic semiconductor materials. However, the production cost of inorganic EL devices is high, the processing is difficult, the efficiency is low, the luminous color is not easy to meet, it is difficult to realize full-color display, and it is difficult to realize large-area flat-panel ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D401/14C07F5/02C07F5/04H01L51/54
CPCC07D401/14C07F5/025H10K85/636H10K85/615H10K85/654H10K85/6572
Inventor 邱勇张暑光李银奎段炼任雪艳
Owner KUNSHAN VISIONOX DISPLAY TECH
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