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Conjugated polymer photoelectric material containing amine oxide group and application thereof

A technology of conjugated polymers and optoelectronic materials, applied in circuits, electrical components, organic chemistry, etc., can solve the problem of reducing the life and stability of organic light-emitting diode devices, low electrical conductivity, and poor PVK hole injection/transport performance Good and other problems, to achieve the effect of avoiding adverse effects and high conductivity

Active Publication Date: 2015-05-20
HAIMEN BIWEI INTPROP SERVICE 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 the OLED device.
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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  • Conjugated polymer photoelectric material containing amine oxide group and application thereof
  • Conjugated polymer photoelectric material containing amine oxide group and application thereof
  • Conjugated polymer photoelectric material containing amine oxide group and application 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 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

[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, and 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 a conjugated polymer photoelectric material containing an amine oxide group and application thereof in an organic light-emitting diode device. The conjugated polymer photoelectric material containing an amine oxide group is a polyelectrolyte material containing no counter ions, and can avoid the adverse effect of counter ions which can move freely in the common polyelectrolyte on the organic light-emitting diode device.

Description

technical field [0001] The invention relates to the field of organic semiconductor photoelectric materials, in particular to a conjugated polymer photoelectric material containing amine oxide groups and its application in the hole injection layer of organic light emitting diode devices. Background technique [0002] like figure 1 As shown, the organic light emitting diode 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 organic light-emitting diode device, usually indium tin oxide (ITO) is firstly arranged on the substrate 5 as the anode 4, and then the hole injection layer (HIL) 3 is arranged on the ITO anode 4, and then on the hole injection layer 3 A luminescent layer 2 is provided, and finally a metal cathode 1 is vapor-deposit...

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 HAIMEN BIWEI INTPROP SERVICE CO LTD
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