Thermally activated delayed fluorescence 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 low efficiency, high price, and unresolved lifespan of blue light materials, and achieve simple synthesis and low price Effect

Active Publication Date: 2017-01-11
TSINGHUA UNIV
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  • 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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Examples

Experimental program
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Effect test

Embodiment 1

[0089] Synthesis of C1. Under a nitrogen atmosphere, dissolve 1 mol of potassium tert-butoxide into 20 ml of DML and stir for 1 hour, then add 1 mol of carbazole in the DML solution dropwise, and stir for 1 hour after all the addition is complete. Then, a DMF solution in which 0.2 mol of 2,3,4,5,6-pentafluorobenzonitrile was dissolved was added dropwise and stirred for 5 hours. Then the reaction solution was poured into water and filtered to obtain a solid. Separation with a chromatographic column. C1 was obtained with a yield of 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 by 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 by phenylcarbazole, and C3 was obtained through the same synthesis method as in Example 1, 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 fluorescence material, which has a structure shown as formula I in the specification. In the formula I, a maximum of two of R1-R5 are H, and the balance are electron-donating groups. The molecular formula of the thermally activated delayed fluorescence material contains one cyano group and at most two H, and the balance are electron-donating groups. The structure has the advantages that: 1) single cyano group has weak electron-withdrawing ability, wider band gap (2.5ev-3.5ev) materials can be obtained, thus being conducive to construction of blue-light emitting materials; 2) single cyano material has shallower LUMO energy level (about 2.7eV), and has weaker dependence on the main material; and 3) the raw material synthesis is easier, and the price is cheaper.

Description

technical field [0001] The invention belongs to the field of OLED light-emitting layer materials, and in particular relates to a heat-activated delayed fluorescent material. Background technique [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 problem of the life 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 ) is very small (<0.3 eV), the triplet excitons can be transformed into singlet excitons to emit light through reverse intersystem crossing (RIST), so the internal quantum efficiency of the device can reach 100%. Contents of the invention [0003] The invention provides a novel therm...

Claims

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Application Information

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Patent Type & Authority Applications(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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