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Quaternary ammonium salt group containing conjugated polyelectrolyte photoelectric material and applications thereof

A technology of conjugated polyelectrolyte and quaternary ammonium salt group, applied in the direction of circuits, electrical components, electrical solid devices, etc., can solve the problem of low conductivity, reduced life and stability of OLED devices, and PVK hole injection/transport performance Not too good and other problems, to achieve the effect of high conductivity

Active Publication Date: 2014-11-12
广东星帮尼科技股份有限公司
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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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  • Quaternary ammonium salt group containing conjugated polyelectrolyte photoelectric material and applications thereof
  • Quaternary ammonium salt group containing conjugated polyelectrolyte photoelectric material and applications thereof
  • Quaternary ammonium salt group containing conjugated polyelectrolyte photoelectric material and applications thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0022] Preparation of 4,4-dibromo-2-nitrobiphenyl (1)

[0023] 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

[0025] Preparation of 2,7-dibromocarbazole (2)

[0026] 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 excess solvent was distilled off from the reaction liquid under reduced pressure, and the residue was dissolved with a small amount of dichloromethane, then precipitated with petroleum ether to obtain the initial product, and then a white solid (9.28 g, yield 62%) was obtained by silica gel / petroleum ether column chromatography. 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

[0028] Preparation of p-methylphenyl-1-bromo-6-hexyl ether (3)

[0029] 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 to 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 a quaternary ammonium salt group containing conjugated polyelectrolyte photoelectric material and applications thereof in OLED (organic light emitting diode) devices. Through introducing the quaternary ammonium salt group containing conjugated polyelectrolyte photoelectric material as a hole injection layer material into an OLED device, the performance of the OLED device is greatly improved.

Description

technical field [0001] The invention relates to the field of organic semiconductor photoelectric materials, in particular to a conjugated polyelectrolyte photoelectric material containing a quaternary ammonium salt group and its application in a hole injection layer of an OLED device. Background technique [0002] Such as 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, usually on the substrate 5, indium tin oxide (ITO) is first set as the anode 4, 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 o...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G61/12C07D209/86H01L51/54
Inventor 不公告发明人
Owner 广东星帮尼科技股份有限公司
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