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Dark blue photo-thermal cross-linking type thermal activation delayed fluorescence material, and preparation method and application thereof

A technology of thermally activated delayed and fluorescent materials, applied in the fields of luminescent materials, chemical instruments and methods, semiconductor/solid-state device manufacturing, etc., can solve the problem of low deep blue TADF polymer materials, simplify the device manufacturing process and improve the utilization rate , Strong anti-solvent erosion effect

Active Publication Date: 2020-09-01
山西穿越光电科技有限责任公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

It is worth noting that most of the published TADF polymer materials currently have emission wavelengths in the range of 470-610 nm, which is very important for the development of deep blue TADF polymer materials.

Method used

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  • Dark blue photo-thermal cross-linking type thermal activation delayed fluorescence material, and preparation method and application thereof
  • Dark blue photo-thermal cross-linking type thermal activation delayed fluorescence material, and preparation method and application thereof
  • Dark blue photo-thermal cross-linking type thermal activation delayed fluorescence material, and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0036] Preparation of deep blue photothermal cross-linking thermally activated delayed fluorescent material molecules, the structural formula of which is:

[0037] .

[0038] The synthesis method is:

[0039](1) At room temperature, add 3-methoxycarbazole (2 g, 10.07 mmol) into 20 mL of anhydrous tetrahydrofuran and stir to dissolve, then slowly add sodium hydride (0.28 g, 12 mmol). After reacting for 30 minutes, 3,6-difluorobenzonitrile (0.56 g, 4.0 mmol) was added. The reaction was carried out under the protection of nitrogen, the temperature was 60 °C, and the reaction time was 24 hours. After the reaction, the crude product was passed through the column layer Purification by analytical method (eluent is a mixed solution of petroleum ether and dichloromethane) to obtain the product: 2,6-bis(3-methoxy-9hydro-carbazolyl-9-yl)benzonitrile, yield 88 %.

[0040] (2) Take 2,6-bis(3-methoxy-9hydro-carbazolyl-9-yl)benzonitrile (1.50 g, 3.04 mmol) from step (1) and add it into ...

Embodiment 2

[0058] In this example, the dark blue photothermal crosslinking type thermally activated delayed fluorescent material and its preparation method and application are the same as those in Example 1, the difference is that the dark blue photothermally crosslinkable thermally activated delayed fluorescent material is prepared in the full wet method of deep blue organic light emitting When the diode is used, the thermal crosslinking temperature in step 3 is changed to 120 °C.

[0059] The obtained device performance is as follows: the turn-on voltage is 5.0 V, and the maximum brightness is 2445 cd / m 2 , the maximum emission wavelength of the electroluminescence spectrum is 447 nm, and the maximum external quantum efficiency is 6.5%.

Embodiment 3

[0061] In this example, the dark blue photothermal crosslinking type thermally activated delayed fluorescent material and its preparation method and application are the same as those in Example 1, the difference is that the dark blue photothermally crosslinkable thermally activated delayed fluorescent material is prepared in the full wet method of deep blue organic light emitting The thermal crosslinking temperature in step 3 is changed to 200 °C for diodes.

[0062] The obtained device performance is as follows: the turn-on voltage is 5.6 V, and the maximum brightness is 1188 cd / m 2 , the maximum emission wavelength of the electroluminescent spectrum is 448 nm, and the maximum external quantum efficiency is 2.5%.

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Abstract

The invention discloses a dark blue photo-thermal crosslinking type thermal activation delayed fluorescence material, and a preparation method and application thereof, and belongs to the field of organic photoelectric materials and organic light-emitting diode devices. The dark blue photo-thermal crosslinking type thermal activation delayed fluorescence material is DV-2CzBN, and the structural formula of the dark blue photo-thermal crosslinking type thermal activation delayed fluorescence material is shown in the specification. The preparation method disclosed by the invention is simple; the temperature of a polymer formed by thermal crosslinking of the prepared material is low; the thermally crosslinked polymer film has good film-forming property; the preparation method has the advantagesof simple process, good stability, strong solvent corrosion resistance and the like, further spin coating of an electron transport material is facilitated, the utilization rate of the material is improved, the manufacturing cost of the device is reduced, and the full-wet organic light emitting diode device prepared based on the material has an electrogenerated spectrum wavelength of 448 nm and external quantum efficiency as high as 7.8%.

Description

technical field [0001] The invention relates to the fields of organic photoelectric materials and organic light-emitting diode devices, in particular to a deep blue thermally activated delayed fluorescent material and its preparation method and application. Background technique [0002] Thermally activated delayed fluorescence (TADF) materials have become the latest generation of fluorescent materials in the application of organic light-emitting diodes (OLEDs) because they do not contain noble metals and can capture singlet and triplet excitons to achieve 100% theoretical internal quantum efficiency. So far, a large number of high-efficiency evaporation OLEDs based on TADF small molecule materials have been reported. Especially in view of the high cost, strong toxicity and poor luminescence stability of deep blue phosphorescent materials, researchers have made great efforts in the development of new deep blue TADF materials and achieved good results. Adachi et al. (Angew,...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D209/88C09K11/06H01L51/50H01L51/54H01L51/56
CPCC07D209/88C09K11/06C09K2211/1007C09K2211/1029H10K85/1135H10K85/654H10K85/6572H10K50/11H10K71/00
Inventor 孙开涌周璐瑶滕玉玲蔡超逸邹永斌蔡照胜
Owner 山西穿越光电科技有限责任公司
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