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N-containing heterocyclic compound and application thereof in organic light-emitting device and panel

A heterocyclic compound and monocyclic technology, applied in the field of organic electroluminescent materials, can solve the problems of unbalanced carrier transport of devices, low electron mobility of Alq3, etc. The effect of lowering the injection barrier

Pending Publication Date: 2022-05-17
SHANGHAI TIANMA MICRO ELECTRONICS CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0002] The electron transport material used in traditional electroluminescent devices is Alq3, but the electron mobility of Alq3 is relatively low (about l0 -6 cm 2 / Vs), making the carrier transport of the device unbalanced

Method used

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  • N-containing heterocyclic compound and application thereof in organic light-emitting device and panel
  • N-containing heterocyclic compound and application thereof in organic light-emitting device and panel
  • N-containing heterocyclic compound and application thereof in organic light-emitting device and panel

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0068] The preparation of embodiment 1 substrate

[0069] Preparation of Sub1

[0070]

[0071] Add mid1-1 (20g, 90.4mmol), 4,4,5,5-tetramethyl-2-vinyl-1,3,2-dioxaborane (27.8g, 180.8mmol) into a 1L reaction vessel ), dioxane (400ml) and PdCl 2 (dtbpf) (5.92g, 9mmol), first react 0.5h under nitrogen atmosphere, then inject K 3 PO 4 Solution (0.576g / ml, 100ml), and heated to 80°C, reacted overnight, followed by TCL until the raw material point disappeared. The reaction mixture was filtered through celite and the filtrate was concentrated to dryness. The residue was purified by silica gel column chromatography, eluting with ethyl acetate / petroleum ether (10%, v / v), to give mid1-2 (10 g, 65%).

[0072] In a reaction vessel, add 250ml of dimethylsulfoxide, 2-iodoxybenzoic acid (28g, 100mmol) and I 2 (25.4g, 100mmol), stirred at room temperature for 20min to dissolve, then added mid1-2 (8.5g, 50mmol) and 10ml of glacial acetic acid, first reacted at 70°C for 30 minutes, th...

experiment example 1-11

[0153] An organic light-emitting device was manufactured by the same method as in the comparative example except that the compound synthesized in Example 1 was used instead of the compound [ET] according to the above-mentioned comparative example.

[0154] For the organic light-emitting devices manufactured using the respective compounds as electron transport layers in the above experimental examples and comparative examples, at 10mA / cm 2 The driving voltage and luminous efficiency were measured under the current density, at 20mA / cm 2 The time required for the initial luminance to become 95% (LT95) was measured at a current density of . The results are shown in Table 2 below.

[0155] Table 2

[0156] name electron transport layer Voltage (V) Current efficiency (cd / A) LT95(h) comparative example ET 5.14 4.12 94 Experimental example 1 E1 5.10 4.02 105 Experimental example 2 E2 5.23 4.78 81 Experimental example 3 E3 5.20 4.7...

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Abstract

The invention provides an N-containing heterocyclic compound which has a structure as shown in a formula I. The N-containing heterocyclic compound provided by the invention has proper HOMO and LUMO values, can reduce the injection barrier and effectively balance the transmission of carriers, has high electron mobility, excellent stability and film-forming property, and is beneficial to improving the electron transmission rate, balancing electron and hole injection, improving the luminous efficiency of a device, prolonging the service life of the device and reducing the operating voltage of the device.

Description

technical field [0001] The invention relates to the technical field of organic electroluminescent materials, in particular to an N-containing heterocyclic compound and its application in organic light-emitting devices and panels. Background technique [0002] The electron transport material used in traditional electroluminescent devices is Alq3, but the electron mobility of Alq3 is relatively low (about l0 -6 cm 2 / Vs), making the carrier transport of the device unbalanced. With the commercialization of electroluminescent devices, people hope to obtain ETL materials with higher electron mobility and better performance. In this field, researchers have done a lot of exploratory work. [0003] Design and develop stable and efficient electron transport materials and / or electron injection materials that can simultaneously have high electron mobility and high glass transition temperature, and are effectively doped with metal Yb or Liq, reduce threshold voltage, improve device ef...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D409/14C07D401/10C07D405/14C07D403/10C07D471/04C07D413/14C07D471/10C07D401/14H01L51/54
CPCC07D409/14C07D401/10C07D405/14C07D403/10C07D471/04C07D413/14C07D471/10C07D401/14H10K85/654H10K85/6576H10K85/6574H10K85/6572H10K85/657Y02E10/549
Inventor 陆婷婷
Owner SHANGHAI TIANMA MICRO ELECTRONICS CO LTD