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Charge transport material and organic electroluminescent device

A charge transport, non-replacement technology, applied in the field of organic electroluminescent devices, can solve the problems of shortened life, increased driving voltage, reduced luminous efficiency, etc., and achieve the effect of high charge transfer ability and high stability

Pending Publication Date: 2022-05-17
EVERDISPLAY OPTRONICS (SHANGHAI) CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] When an organic electroluminescent device is manufactured by vacuum deposition, the operation or storage is under high temperature conditions, which will change the emitted light, reduce the luminous efficiency, increase the driving voltage, and shorten the life span

Method used

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  • Charge transport material and organic electroluminescent device
  • Charge transport material and organic electroluminescent device
  • Charge transport material and organic electroluminescent device

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0035] The synthetic method for preparing compound 1 is as follows:

[0036]

[0037] Compound Z

[0038] Add 4g of compound Z, 2g of anhydrous cesium carbonate powder, and 0.3g of Pd in ​​a 200mL three-neck flask 2 dba 3 , then add 100mL of anhydrous 1,4-dioxane and stir well. During the process, nitrogen was supplemented while vacuuming, so that the reaction was in a nitrogen atmosphere. Keep heating at 100°C, add 1.5 g of the compound diphenylamine dropwise, reflux for 24 hours in the dark, and track the plate until the reaction is complete. After recrystallization at lower temperature, 3.1 g of compound 1 was obtained through column chromatography (60% yield).

[0039] Analytical data: Tm 310°C, purity 99.9%, 1H NMR (400MHz, DMSO) δ8.06(m, 1H), 7.61(m, 1H), 7.5(m, 1H), 7.48(m, 1H), 7.44( m,1H),7.4(m,1H),7.34(m,1H),7.24(m,1H),7.2(m,1H),7.15(m,1H),7.1(m,1H),7.01(m ,4H),6.90(m,1H),6.89(m,1H),6.80(m,1H),6.75(m,1H),6.70(m,1H),6.75(m,1H),6.62(m, 2H), 6.46 (m, 4H).

Embodiment 2

[0041] The synthetic method for preparing compound 2 is as follows:

[0042]

[0043] Compound Z

[0044] The synthesis method of compound 2 was similar to that of compound 1, and 3.6 g of compound 2 was obtained (yield 54%).

[0045] Analytical data: Tm 340°C, purity 99.9%, 1H NMR (400MHz, DMSO) δ8.06(m, 1H), 7.84(m, 1H), 7.61(m, 1H), 7.59(m, 1H), 7.55( m,1H),7.5(m,1H),7.48(m,1H),7.44(m,1H),7.4(m,1H),7.38(m,1H),7.34(m,1H),7.28(m ,1H),7.24(m,1H),7.2(m,1H),7.15(m,1H),7.1(m,1H),7.01(m,2H),6.90(m,1H),6.89(m, 1H),6.80(m,1H),6.75(m,2H),6.70(m,1H),6.62(m,1H),6.61(m,1H),6.58(m,1H),6.46(m,2H ), 1.67(s,6H).

Embodiment 3

[0047] The synthetic method for preparing compound 3 is as follows:

[0048]

[0049] Compound Z

[0050] The synthesis method of compound 3 was similar to that of compound 1, and 4.2 g of compound 3 was obtained (yield 53%).

[0051]Analytical data: Tm 313°C, purity 99.9%, 1H NMR (400MHz, DMSO) δ8.24(m, 1H), 7.84(m, 1H), 7.75(m, 2H), 7.74(m, 1H), 7.73( m,1H),7.64(m,1H),7.59(m,1H),7.57(m,1H),7.55(m,2H),7.49(m,2H),7.43(m,1H),7.41(m ,1H),7.39(m,1H),7.38(m,1H),7.37(m,2H),7.31(m,1H),7.24(m,2H),7.18(m,1H),7.08(m, 2H), 7.01(m,1H), 7.00(m,1H), 6.98(m,1H), 6.85(m,1H), 6.82(m,1H), 6.77(m,1H).

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Abstract

The invention provides a charge transport material and an organic electroluminescent device, the charge transport material has a compound, R1 to R6 are respectively and independently hydrogen, deuterium, a substituted or unsubstituted C6-C60 aryl group, a substituted or unsubstituted C6-C60 heteroaryl group and a substituted or unsubstituted C1-C50 alkyl group, and R1 to R6 are independently hydrogen, deuterium, a substituted or unsubstituted C6-C60 heteroaryl group, a substituted or unsubstituted C6-C60 heteroaryl group, a substituted or unsubstituted C6-C60 heteroaryl group and a substituted or unsubstituted C1-C50 alkyl group. L1 to L3 are respectively and independently a directly bonded, substituted or unsubstituted C1-C20 aryl or arylene group, and X1 to X6 are respectively and independently O, S or C. According to the technical scheme, the charge transport material and the organic electroluminescent device with the charge transport material not only have high stability, but also have high efficiency and thermal stability.

Description

technical field [0001] The invention relates to the field of organic electroluminescent devices, in particular to a charge transport material and an organic electroluminescent device having the same. Background technique [0002] Organic light-emitting diode (Organic Light-Emitting Diode, OLED) is also called organic electro-laser display, organic light-emitting semiconductor. OLED display technology has the advantages of self-illumination, wide viewing angle, almost infinitely high contrast, low power consumption, and extremely high response speed. [0003] An organic electroluminescence device is an active light-emitting display device that emits light by recombination of electrons and holes in the organic layer when electric current is applied to the organic layer. The organic electroluminescent device has advantages such as light weight, simple component structure, easy manufacturing process, excellent image quality, wide viewing angle, high color purity, low power cons...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D493/10C07D495/10H01L51/54H01L51/50
CPCC07D493/10C07D495/10H10K85/636H10K85/633H10K85/615H10K85/6574H10K85/657H10K50/155
Inventor 李丹丹
Owner EVERDISPLAY OPTRONICS (SHANGHAI) CO LTD
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