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An organic electroluminescent device

An electroluminescent device and luminescent technology, which is applied in the fields of electric solid-state devices, electrical components, organic chemistry, etc., can solve the problems of unbalanced number of electrons and holes in the light-emitting layer, application limitations, low electron mobility, etc.

Active Publication Date: 2017-01-25
SHANGHIA TAOE CHEM TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

In addition, when the OLED device is operated with an applied voltage, it will generate Joule heat, which makes the organic material easy to crystallize, which affects the life and efficiency of the device. Therefore, it is also necessary to develop stable and efficient organic electroluminescent materials.
[0005] In OLED materials, since most organic electroluminescent materials transport holes faster than electrons, it is easy to cause an imbalance in the number of electrons and holes in the light-emitting layer, so that the efficiency of the device is relatively low.
Tris(8-hydroxyquinoline)aluminum (Alq 3 ) has been widely studied since its invention, but its electron mobility as an electron transport material is still very low, and due to its inherent characteristics of degradation, there will be a voltage drop in devices using it as an electron transport layer At the same time, due to the lower electron mobility, a large number of holes enter the Alq 3 In the layer, the excess holes radiate energy in a non-luminescent form, and when used as an electron-transporting material, its application is limited due to its green-emitting properties.

Method used

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  • An organic electroluminescent device

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0063] Synthesis of Compound 15

[0064]

[0065] Synthesis of compound 15-1

[0066] In a three-necked flask, add phenanthrenequinone (6.24g, 30mmol), concentrated sulfuric acid (50ml), slowly add NBS (11.2g, 63mmol) at 0°C, react for 2 hours, slowly pour the reaction solution into ice water, filter, The resulting solid was recrystallized from dimethyl sulfoxide to obtain 5.6 g of an orange solid with a yield of 50%. 1 H NMR (400MHz, CDCl 3 ,δ):8.25-8.27(d,J=8.8Hz,2H),8.08-8.09(d,2H),7.95-7.98(dd,J=8.4Hz,2H).

[0067] Synthesis of Compound 15-2

[0068] In a three-necked flask, add compound 15-1 (3.66g, 10mmol), o-phenylenediamine (1.2g, 11mmol), acetic acid (40m) and ethanol (80ml), heat and reflux for 3 hours, cool and filter to obtain 4.2g light yellow Solid, 96% yield. 1 H NMR (400MHz, CDCl 3 ,δ):9.53-9.54(d,2H),8.34-8.40(m,4H),7.88-7.93(m,4H).

[0069] Synthesis of Compounds 15-3 and 15-4

[0070] Add N-phenyl-1,2-phenylenediamine (9.2g, 50mmol) and NMP (80ml,...

Embodiment 2

[0077] Synthesis of compound 29

[0078]

[0079] Synthesis of Compound 29-2

[0080] In the flask, add m-bromobenzoic acid (5.9g, 29mmol) and thionyl chloride (6mL), heat to reflux for 2 hours, cool, remove excess thionyl chloride under reduced pressure, add solvent NMP (N-methylpyrrolidone , 50mL), o-aminodiphenylamine (5.3g, 29mmol) and triethylamine (5mL), stirred overnight at room temperature, poured into ice water, filtered, and the filter cake was recrystallized with tetrahydrofuran and methanol, and the resulting solid was added with acetic acid (50mL) Heated to reflux for 12 hours. After the reaction was complete, the solvent was removed under reduced pressure, 25 ml of methanol was added, and filtered to obtain 7.2 g of a white solid with a yield of 71%. 1 H NMR (400MHz, CDCl 3,δ):7.88-7.93(m,2H),7.49-7.58(m,4H),7.29-7.40(m,6H),7.14-7.18(m,1H).

[0081] Synthesis of compound 29-3

[0082] Under nitrogen protection, compound 29-2 (3.8 g, 11 mmol) and dried tetr...

Embodiment 3

[0086] Fabrication of Organic Electroluminescent Devices

[0087] Preparation of OLED using compound 15 of Example 1

[0088] First, the transparent conductive ITO glass substrate 110 (with the anode 120 on it) (China CSG Group Co., Ltd.) is washed with deionized water, ethanol, acetone and deionized water in sequence, and then treated with oxygen plasma for 30 seconds.

[0089] Then, NPB was evaporated to form a hole transport layer 130 with a thickness of 60 nm.

[0090] Then, a 30nm thick compound Alq was evaporated on the hole transport layer 3 as the light emitting layer 140 .

[0091] Then, Compound 15 was vapor-deposited on the light-emitting layer to a thickness of 20 nm as the electron transport layer 150 .

[0092] Finally, 1nm LiF was vapor-deposited as the electron injection layer 160 and 100nm Al as the cathode 170 of the device. Device structure such as image 3

[0093] The prepared device was measured at 200mA / cm by Photo Research PR650 spectrometer 2 Th...

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Abstract

The invention provides an organic electroluminescent device, which comprises an anode, a cathode and an organic layer, and the organic layer comprises one of a hole injection layer, a hole transport layer, a light emitting layer, a blocking layer, an electron injection layer and an electron transport layer Layer or more than one layer, it is characterized in that at least one layer in the organic layer contains the compound of following structural formula (I):

Description

technical field [0001] The invention relates to the field of organic electroluminescence, in particular to an organic electroluminescence device. Background technique [0002] Organic electroluminescent devices (OLEDs) are devices prepared by depositing a layer of organic materials between two metal electrodes by spin coating or vacuum evaporation. A classic three-layer organic electroluminescent device includes a hole transport layer, emissive layer and electron transport layer. The holes generated by the anode pass through the hole transport layer and the electrons generated by the cathode combine to form excitons in the light emitting layer through the electron transport layer, and then emit light. Organic electroluminescent devices can be adjusted to emit various required lights by changing the material of the light-emitting layer as required. [0003] As a new type of display technology, organic electroluminescent devices have self-illumination, wide viewing angles, l...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): H01L51/50H01L51/54C07D401/14C07D403/14C07D405/14C07D409/14
CPCC07D401/14C07D403/14C07D405/14C07D409/14H10K85/623H10K85/624H10K50/16
Inventor 黄锦海苏建华
Owner SHANGHIA TAOE CHEM TECH CO LTD
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