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Borane derivative and preparation method thereof and electroluminescent devices

A technology of electroluminescent devices and derivatives, applied in the direction of electric solid devices, luminescent materials, electrical components, etc., to achieve the effects of avoiding interface miscibility, avoiding interface erosion, and low cost

Active Publication Date: 2020-08-04
GUANGDONG JUHUA PRINTING DISPLAY TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] Based on this, it is necessary to provide a borane derivative for the problems of interface miscibility and interface erosion in the preparation of OLED and QLED devices by solution processing method

Method used

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  • Borane derivative and preparation method thereof and electroluminescent devices
  • Borane derivative and preparation method thereof and electroluminescent devices
  • Borane derivative and preparation method thereof and electroluminescent devices

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preparation example Construction

[0065] Another embodiment of the present invention also provides a method for preparing borane derivatives, comprising the following steps:

[0066] Substituting the compound of formula (a) with the compound of formula (b) to generate a borane derivative of formula (I);

[0067] The structural formulas of formula (a) compound, formula (b) compound and formula (I) borane derivative are as follows respectively:

[0068]

[0069] In formula (I), the structure of R is Ar 1 —Ar 2 , and Ar 2 Linked to the vinyl group in formula (I);

[0070] Among them, Ar 1 is a substituted or unsubstituted electron-deficient aromatic heterocyclic group, Ar 2 is a substituted or unsubstituted electron-rich aromatic ring group.

[0071] Specifically, using the compound of formula (a) and the boronic acid vinyl derivative of formula (b) as raw materials, tris(dibenzylideneacetone) dipalladium as a catalyst, and tricyclohexylphosphine as a ligand, in an inert protective atmosphere , under or...

Embodiment 1

[0098] The synthesis of embodiment 1 borane derivatives

[0099] The first step: Synthesis of bromobenzene derivatives (1)

[0100]

[0101] First vacuumize the 50mL two-necked bottle and change the nitrogen gas operation, repeat three times, so that the pressure tube is in a nitrogen atmosphere, and then add 9mmol and 25mL of anhydrous tetrahydrofuran (THF), dissolved, placed at a low temperature of -78°C for 15min, then added 9mmol of n-butyl lithium (n-BuLi) dropwise, and carried out a constant temperature reaction at -78°C for 3h, the reaction ended After that, add 3mmol boron fluoride diethyl ether (BF 3 O(C 2 h 5 ) 2 ), and kept at -78°C for 12 hours. After the reaction was completed, the product was separated and purified with a silica gel chromatography column, using n-hexane / dichloromethane as eluent, and the product bromobenzene derivative (1) was collected by rotary evaporation and solvent removal, and finally vacuum-dried at room temperature for 12 hours a...

Embodiment 2

[0143] Embodiment 2 A kind of electroluminescent device

[0144] The device structure of this embodiment is: ITO / ZnO(35nm) / crosslink-M1(20nm) / mCP:Ir(ppy) 2 acac, 7wt% (30nm) / TAPC(30nm) / NPB(10nm) / HAT-CN(10nm) / Al(120nm).

[0145] Among them, the cathode is ITO; ZnO is used as the material of the electron injection layer; the cross-linked borane derivative M1 is used as the material of the electron transport layer; mCP and Ir(ppy) 2 acac is used as the light-emitting layer material, among which, mCP is used as the host material, and Ir(ppy) 2 acac as the guest material, Ir(ppy) 2 The doping concentration of acac is 7wt%; TAPC is used as the material of one layer in the hole transport layer, NPB is used as the material of the other layer in the hole transport layer; HAT-CN is used as the material of the hole injection layer; Al is used as the anode.

[0146]

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Abstract

The invention relates to a borane derivative and a preparation method thereof and electroluminescent devices, wherein the borane derivative has a structure represented by the following general formula(I), wherein in the formula (I), the structure of R is Ar1-Ar2; Ar1 is a substituted or unsubstituted electron-deficient aromatic heterocyclic group, Ar2 is a substituted or unsubstituted electron-rich aromatic ring group, and Ar2 is connected with vinyl in the general formula (I). The borane derivative has good solubility and film-forming property, is formed on a cross-linked polymer film insoluble in a conventional solvent in a thermal cross-linking manner, and is not easily dissolved by a solvent of a next functional layer after film formation, so that the problems of interface miscibilityand interface erosion can be avoided. Therefore, the borane derivative is particularly suitable for processing and manufacturing large-area and low-cost electroluminescent devices by using a solutionmethod.

Description

technical field [0001] The invention relates to the technical field of electron transport materials, in particular to a borane derivative, a preparation method thereof, and an electroluminescent device. Background technique [0002] Organic light emitting diode (OLED) devices and quantum dot light emitting (QLED) devices are stacked together by an electron injection layer, an electron transport layer and a light emitting layer. OLED and QLED devices are prepared by solution method, which is not only low cost, but also can prepare large-size display panels, which has broad application prospects and commercial value. [0003] Since the polymer materials of each functional layer in general commercialization have similar solubility, that is, polymer light-emitting materials, electron injection / transport materials, etc. , tetrahydrofuran, etc. have good solubility properties. Therefore, when preparing multilayer organic light-emitting diodes by solution method, it is difficult t...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F5/02C09K11/06H01L51/54H01L51/50
CPCC07F5/027C09K11/06C09K2211/1029C09K2211/1014C09K2211/1433C09K2211/1466H10K85/141H10K85/654H10K50/11H10K50/16Y02E10/549
Inventor 郑江波
Owner GUANGDONG JUHUA PRINTING DISPLAY TECH CO LTD
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