Organic semiconductor material and application thereof in organic light-emitting diode (OLED) device

An organic semiconductor and device technology, applied in the field of organic semiconductor materials, can solve the problems of reducing the life and stability of OLED devices, low electrical conductivity, and poor PVK hole injection/transport performance, avoiding adverse effects, high The effect of conductivity

Active Publication Date: 2013-03-27
HUNAN FUTURE ELECTRONICS TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Among them, PEDOT:PSS is the most commonly used, but PEDOT:PSS is actually an acidic solution, which has a certain corrosion effect on the ITO anode, so using PEDOT:PSS as the hole injection layer will reduce the life and stability of OLED devices.
Since PVK is a non-conjugated polymer with a main chain, its electrical conductivity is not high, so the hole injection / transport performance of PVK is not very good, which is also one of the unfavorable factors affecting the performance of OLED devices.

Method used

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  • Organic semiconductor material and application thereof in organic light-emitting diode (OLED) device
  • Organic semiconductor material and application thereof in organic light-emitting diode (OLED) device
  • Organic semiconductor material and application thereof in organic light-emitting diode (OLED) device

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0024] Preparation of 4,4-dibromo-2-nitrobiphenyl (1)

[0025] Dissolve 4,4-dibromobiphenyl (20g, 64mmol) in glacial acetic acid (300mL), heat and stir at 110°C, add concentrated nitric acid (70%, 132mL) dropwise to glacial acetic acid, heat for 6h until solid Slowly dissolve, then cool to room temperature. The reaction solution was filtered, the solid was washed with water, and then recrystallized with ethanol to obtain a yellow solid (17.6g, yield77%). 1 H-NMR (300MHz, CDCl 3 ): (ppm) 8.32 (d, 2H), 8.29 (d, 2H), 7.77 (dd, 2H).

Embodiment 2

[0027] Preparation of 2,7-dibromocarbazole (2)

[0028] Triethyl phosphate (60 mL) added with compound 1 (16.5 g, 46.1 mmol) was heated to reflux for 18 h under nitrogen protection. The reaction liquid was distilled off under reduced pressure to remove excess solvent, and the residue was dissolved in a small amount of dichloromethane, then precipitated with petroleum ether to obtain the initial product, and then silica gel / petroleum ether column chromatography was used to obtain a white solid (9.28g, yield 62%). 1 H-NMR (300MHz, CDCl 3 ): δ (ppm) 8.20 (br, 1H, NH); 7.92 (d, 2H); 7.56 (d, 2H); 7.35 (dd, 2H).

Embodiment 3

[0030] Preparation of p-methylphenyl-1-bromo-6-hexyl ether (3)

[0031] Add p-cresol (28g), 1,6-dibromohexane (220mL), potassium carbonate (60g), tetrabutylammonium bromide (3.8g) and acetone (150mL) into a 500mL flask, heat and stir to reflux 48h. The reaction was cooled to room temperature, filtered, and the filtrate was spun with a circulating water pump until the mass was no longer reduced, then distilled under reduced pressure with an oil pump, and the fraction collected at 210°C~220°C was a colorless oily product (53.5g, yield76.1%). 1 H-NMR (300MHz, CDCl 3 ): δ(ppm)7.10(d,2H); 6.82(d,2H); 3.96(t,2H); 3.45(t,2H); 2.32(s,3H); 1.8(br,8H).

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Abstract

The invention discloses an organic semiconductor material and application of the organic semiconductor material in an OLED device. The organic semiconductor material is a polyelectrolyte material which does not contain countra-ions, and can avoid adverse effect of the countra-ions which can freely move in the polyelectrolyte against the OLED device.

Description

technical field [0001] The invention relates to an organic semiconductor material and its application in a hole injection layer of an OLED device. Background technique [0002] like figure 1 As shown, the OLED device is mainly composed of a cathode 1, a light-emitting layer 2, a hole injection layer (HIL) 3, an anode 4, and a substrate 5 sequentially stacked, and a power source 6 is connected to the cathode 1 and the anode 4. The light-emitting layer 2 is an organic material. When preparing an OLED device, indium tin oxide (ITO) is usually set on the substrate 5 as the anode 4, and then the hole injection layer (HIL) 3 is set on the ITO anode 4, and then the light emitting layer is set on the hole injection layer 3. layer 2, and finally a metal cathode 1 is vapor-deposited on the light-emitting layer 2, for example, a layer of CsF and a layer of metal Al are vacuum-evaporated sequentially as the cathode 1. The method of arranging the luminescent layer 2 usually utilizes a...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G61/12C07D209/86H01L51/54
Inventor 不公告发明人
Owner HUNAN FUTURE ELECTRONICS TECH CO LTD
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