Undoped red organic electroluminescent material and preparation method and applications thereof

A reaction and compound technology, applied in the field of organic electroluminescence, can solve the problems of energy matching, phase separation and carrier transport imbalance, increase of non-radiative deactivation process, weakening of fluorescence quantum efficiency, etc. Transmission capability, reduction of dipole-dipole interactions, effects of cheap raw materials

Inactive Publication Date: 2011-07-27
PEKING UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, compared with high-performance blue and green luminescent materials, the progress of red electroluminescent materials is obviously lagging behind.
The main reasons are: (1) The energy gap of the red light-emitting material is small, and the non-radiative inactivation of the excited state molecules is relatively easy, thus causing the weakening of the fluorescence quantum efficiency; (2) In the red light material system, the strong π- π interaction or dipole-dipole interaction will lead to strong intermolecular interaction, which will increase the non-radiative inactivation process and reduce the quantum efficiency, that is, the concentration quenching effect
(3) In order to avoid the phenomenon of concentration quenching, doping technology is often used in the preparation of devices, but it brings other problems, such as energy matching between host and guest materials, phase separation and carrier transport imbalance, etc.

Method used

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  • Undoped red organic electroluminescent material and preparation method and applications thereof
  • Undoped red organic electroluminescent material and preparation method and applications thereof
  • Undoped red organic electroluminescent material and preparation method and applications thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0050] Example 1 Preparation of non-doped red organic electroluminescent material TP3 and its properties

[0051] 1. Preparation of 2,4,6-trimethyl-1,3,5-s-triazine (compound 1)

[0052] Mix 24.6g of acetonitrile (0.6mol) and 27.6g of absolute ethanol (0.2mol) in a three-necked flask, and feed hydrogen chloride gas at room temperature until 0.6mol of hydrogen chloride is absorbed, that is, the weight of the reaction solution increases by 14.3g. Stir at room temperature for 16 hours. After the reaction was complete, the crude product was filtered off and dried. After drying, it was added to a vigorously stirred mixture of 50 mL of dichloromethane, 125 mL of water and potassium carbonate (0.6 mol). After stirring for 10 minutes the organic layer was separated. The aqueous solution was extracted twice with 50 mL of dichloromethane (25 mL each time). The organic phases were combined and dried overnight with anhydrous potassium carbonate in the refrigerator. Most of the solven...

Embodiment 2

[0072] Example 2 Preparation of single-layer non-doped red electroluminescent device

[0073] In this example, a non-doped red electroluminescent device was prepared according to the following method:

[0074] a) Cleaning ITO (indium tin oxide) glass: ultrasonically clean the ITO glass with deionized water, acetone, and ethanol for 15 minutes each, and then treat it in a plasma cleaner for 2 minutes;

[0075] b) Spin-coat PEDOT:PSS on anodic ITO glass as a hole injection layer at 4000 rpm, anneal at 200°C for 5 minutes in air, and then anneal at 200°C for 15 minutes in nitrogen. The thickness is 28nm;

[0076] c) Spin-coat the luminescent layer TP3 on the PEDOT:PSS layer, the concentration of TP3 is 12mg / mL, the rotating speed is 2000 rpm, and the thickness is 80nm;

[0077] d) Vacuum evaporation of LiF on the light-emitting layer TP3, the rate Thickness 0.5nm;

[0078] e) A cathode Al is vacuum-evaporated on the LiF with a thickness of 120 nm.

[0079] The structure of ...

Embodiment 3

[0080] Example 3 Preparation of double-layer non-doped red electroluminescent device

[0081] In this example, a non-doped red electroluminescent device was prepared according to the following method:

[0082] a) cleaning ITO glass: ultrasonically clean the ITO glass with deionized water, acetone, and ethanol for 15 minutes respectively, and then process it in a plasma cleaner for 2 minutes;

[0083] b) Spin-coat PEDOT:PSS on anodic ITO glass as a hole injection layer at 4000 rpm, anneal at 200°C for 5 minutes in air, and then anneal at 200°C for 15 minutes in nitrogen. The thickness is 28nm;

[0084] c) Spin-coat the luminescent layer TP3 on the PEDOT:PSS layer, the concentration of TP3 is 9 mg / mL, the rotation speed is 2000 rpm, and the thickness is 40 nm. ;

[0085] d) Vacuum-evaporated electron transport layer Alq on the light-emitting layer TP3 3 (8-hydroxyquinoline aluminum), rate Thickness 30nm;

[0086] e) In the electron transport layer Alq 3 Vacuum-evaporated...

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Abstract

The invention discloses an undoped red organic electroluminescent material and a preparation method and applications thereof, wherein the material is a compound with a symmetrical star-like push and pull electronic structure and consists of a triazine group and three phenothiazine groups the N positions of which are connected with alkyls. The material comprises three intramolecular charge transfer channels, thus improving the carrier transmission capability thereof; and the symmetrical star-like structure formed by three dipole moments reduces the intramolecular dipole-dipole mutual effect and effectively prevents the fluorescent quenching caused by intramolecular cluster. The compound has simple preparation method and low material cost, is easily dissolved in common organic solvents and applicable for being prepared into films by using the spin coating method with lower cost, and is beneficial for the carrier balance in the device and the device efficiency improvement as the compoundcontains the phenothiazine group with hole-transmission capability and the triazine group with teleportation capability when the compound is taken as the light-emitting layer materiel of the undoped red organic electroluminescent devices.

Description

technical field [0001] The invention belongs to the technical field of organic electroluminescence, and in particular relates to a non-doped red organic electroluminescence material, a preparation method thereof, and an application of the material in an organic electroluminescence device (OLED). Background technique [0002] In recent years, organic electroluminescence, as a display technology with great practical prospects, has attracted more and more attention. Because organic electroluminescent devices have the advantages of wide viewing angle, fast response, high brightness, low power consumption, and flexible display, it is considered to be the most favorable competitor in the new generation of display technology. Nowadays, many practical OLED products have appeared on the market, such as MP3 players, mobile phones, digital cameras and so on with OLED displays. Nevertheless, organic electroluminescence still has problems such as high preparation cost and short lifetime...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D417/14C09K11/06H01L51/50H01L51/54
Inventor 肖立新孔胜陈志坚曲波龚旗煌
Owner PEKING UNIV
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