Orange light thermally activated delayed fluorescence material as well as synthesis method and application thereof

A technology of thermally activated delayed and fluorescent materials, applied in the fields of luminescent materials, chemical instruments and methods, sustainable architecture, etc., can solve difficult to achieve precise control of host-guest content in TADF polymers, research limitations of all-wet OLED devices, purification Process difficulties and other problems, to achieve the effect of improving stability and luminous quality, simplifying the device fabrication process, and simplifying the purification process

Active Publication Date: 2020-04-28
YANCHENG INST OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] However, almost all TADF polymers reported so far use metal-catalyzed systems, which makes the purification process very difficult, and it is difficult to precisely control the content of host and guest in TADF polymers.
At the same time, the development of high-efficiency orange TADF is more backward than that of blue TADF, and the external quantum efficiency of orange TADF reported so far is far lower than that of blue TADF.
In addition, the process of wet processing devices is relatively cumbersome, and it is necessary to screen suitable solvents to dissolve polymers, and then obtain polymer films by spin coating and heating annealing, which further limits the research on all-wet OLED devices.

Method used

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  • Orange light thermally activated delayed fluorescence material as well as synthesis method and application thereof
  • Orange light thermally activated delayed fluorescence material as well as synthesis method and application thereof
  • Orange light thermally activated delayed fluorescence material as well as synthesis method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0041] Prepare orange light TADF:

[0042] Its structural formula is:

[0043] The synthesis method is:

[0044] (1) Take 3g of 5,6-bis(4-bromophenyl)pyrazine-dicarbonitrile and add 30mL N,N-dimethylformamide in a 100mL eggplant-shaped flask, stir to dissolve, add iodine separately Cuprous chloride, 1,10-phenanthroline, potassium carbonate, 3-methoxycarbazole, the ratio of its molar weight to 5,6-bis(4-bromophenyl)pyrazine-dicarbonitrile is 0.1 , 0.1, 2, 2.2, the reaction was carried out under the protection of nitrogen, the temperature was 140°C, and the reaction time was 24 hours. After the reaction, the crude product was purified by column chromatography to obtain product A: 5,6-bis(4-(3-methoxy-9hydro-carbazolyl-9-yl)phenyl)pyrazine-2 ,3-Dicarbonitrile, the eluent is a mixed solution of petroleum ether and dichloromethane, and the yield is 64%.

[0045] (2) Take 1 g of the product A obtained in step (1) and add it to a 100 mL eggplant-shaped bottle with 30 mL of chloroform dis...

Embodiment 2

[0059] The orange light TADF and OLED devices were prepared according to the method of Example 1, except that the mass ratio of DV-CDBP:DV-MOC-DPS:DV-Cz-DCPP in the light-emitting layer of the device was 1:0.1:0.02, respectively.

[0060] The performance of the obtained device is as follows: the lighting voltage is 4.1V, the maximum brightness is 6015cd / m 2 , The color coordinates are (0.33, 0.41) and the maximum external quantum efficiency is 6.5%.

Embodiment 3

[0062] The orange light TADF and OLED devices were prepared according to the method of Example 1, except that the mass ratio of DV-CDBP:DV-MOC-DPS:DV-Cz-DCPP in the light-emitting layer of the device was 1:0.12:0.03.

[0063] The performance of the obtained device is as follows: the lighting voltage is 4.2V, the maximum brightness is 8188cd / m 2 , The color coordinates are (0.33, 0.35) and the maximum external quantum efficiency is 8.1%.

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Abstract

The invention discloses an orange light thermally activated delayed fluorescence material as well as a synthesis method and application thereof, and belongs to the technical field of organic photoelectric materials and devices. The orange light thermally activated delayed fluorescence material is DV-Cz-DCPP and is a thermal crosslinking type TADF molecule, use of a metal catalyst can be avoided inthe polymerization process, further purification treatment is not needed, and the polymer synthesis and purification process is simplified. In the application, a redissolution process of the polymercan be avoided through an in-situ polymerization method, a polymer synthesis process and a light-emitting layer film manufacturing process are combined into one, and the device manufacturing process is simplified; and the proportion of the host-guest content can be accurately controlled, so that the stability and the light-emitting quality of the white light device can be improved. The polymer film subjected to in-situ crosslinking by applying the DV-Cz-DCPP has the characteristics of good film-forming property, good stability, strong solvent corrosion resistance and the like, is convenient for further spin coating of an electron transport material, provides guarantee for a full-wet device, improves the utilization rate of the material, reduces the cost and improves the productivity.

Description

Technical field [0001] The invention belongs to the technical field of organic photoelectric materials and devices, and specifically relates to an orange photothermally activated delayed fluorescent material and a synthesis method and application thereof. Background technique [0002] Organic electroluminescent diodes (OLEDs for short) have the advantages of high efficiency, low power consumption, wide viewing angle, flexibility, and large-area display. They have become the main development direction of next-generation solid-state lighting and information display. After decades of efforts by scientific researchers, OLED's luminous efficiency and stability have met the requirements of small and medium-sized displays, and are widely used in instrumentation and high-end smart phones. At the same time, large-size curved OLED TVs have entered the market. At present, OLEDs that can meet the requirements of commercial applications are implemented based on multi-layer devices, and their...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D403/14C09K11/06H01L51/50H01L51/54
CPCC07D403/14C09K11/06C09K2211/1029C09K2211/1044C09K2211/1007H10K85/6572H10K50/11Y02B20/00
Inventor 孙开涌江剑锋郭伟蔡照胜
Owner YANCHENG INST OF TECH
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