A thermally activated delayed fluorescent material

A technology of heat-activated delayed and fluorescent materials, applied in the direction of luminescent materials, organic chemistry, chemical instruments and methods, etc., can solve the problems of high price, low efficiency, and unsolved lifespan of blue light materials, and achieve low price and simple synthesis Effect

Active Publication Date: 2020-01-24
TSINGHUA UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0002] In the selection of OLED materials, singlet light-emitting fluorescent materials have a long life and low price, but low efficiency; triplet light-emitting phosphorescent materials have high efficiency, but are expensive, and the life of blue light materials has not been solved.

Method used

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  • A thermally activated delayed fluorescent material
  • A thermally activated delayed fluorescent material
  • A thermally activated delayed fluorescent material

Examples

Experimental program
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Effect test

Embodiment 1

[0089] Synthesis of C1. Under a nitrogen atmosphere, 1 mol of potassium tert-butoxide was dissolved in 20 ml of DML and stirred for 1 hour, and then the DML solution with 1 mol of carbazole dissolved in it was added dropwise, and after all was added, it was stirred for 1 hour. Subsequently, a DMF solution containing 0.2 mol of 2,3,4,5,6-pentafluorobenzonitrile was added dropwise and stirred for 5 hours. Then the reaction liquid was poured into water and filtered to obtain a solid. Separate with a chromatographic column. C1 was obtained, and the yield was 90%.

[0090] Mass spectrum: 929.

[0091] Elemental analysis: C: 86.60, H: 4.35, N: 9.05.

Embodiment 2

[0093] Synthesis of C2. The reactant carbazole was replaced with tert-butyl carbazole, and C2 was obtained through the same synthesis method as in Example 1, with a yield of 91%.

[0094] Mass spectrum: 1490.

[0095] Elemental analysis: C: 86.20, H: 8.16, N: 5.64.

Embodiment 3

[0097] Synthesis of C3. The reactant carbazole was replaced with phenylcarbazole, through the same synthesis method as in Example 1, C3 was obtained with a yield of 91%.

[0098] Mass spectrum: 1689.

[0099] Elemental analysis: C: 90.20 H: 4.83 N: 4.97.

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Abstract

The invention discloses a thermally activated delayed fluorescent material, which has a structure as shown in formula I, wherein, R 1 ~R 5 At most two of them are H, and the rest are electron-donating groups. The molecular formula of the thermally activated delayed fluorescent material of the present invention only contains one cyano group and at most two H, and the rest are electron-donating groups. The advantages of this structure are: 1) The electron-withdrawing ability of a single cyano group is relatively weak, which can obtain more Materials with a wide bandgap (2.5ev‑3.5ev) are helpful for the construction of blue light materials; 2) The LUMO energy level of a single cyano-based material is shallower (about 2.7eV), and the dependence on the host material is weaker; 3) Raw materials The synthesis is simpler and cheaper.

Description

Technical field [0001] The invention belongs to the field of OLED light-emitting layer materials, and specifically relates to a thermally activated delayed fluorescent material. Background technique [0002] In the selection of OLED materials, singlet-emitting fluorescent materials have good lifespan, low price, but low efficiency; triplet-emitting phosphorescent materials have high efficiency, but are expensive, and the lifetime problem of blue light materials has not been solved. Adachi of Kyushu University in Japan proposed a new class of organic light-emitting materials, namely thermally activated delayed fluorescence (TADF) materials. The singlet-triplet energy gap (ΔE ST )very small( <0.3 eV), triplet excitons can be converted into singlet excitons through reverse intersystem crossing (RIST), so the internal quantum efficiency of the device can reach 100%. Summary of the invention [0003] The present invention provides a novel thermally activated delayed fluorescent mat...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D209/82C07D209/86C07D209/88C07D265/38C07D279/22C07D219/14C07D241/48C09K11/06H01L51/54
CPCC09K11/06C07D209/82C07D209/86C07D209/88C07D219/14C07D241/48C07D265/38C07D279/22C09K2211/1033C09K2211/1037C09K2211/1044C09K2211/1007C09K2211/1029H10K85/657H10K85/6572
Inventor 段炼张东东朱映光张国辉刘嵩
Owner TSINGHUA UNIV
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