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A compound, organic optoelectronic device and electronic device

A technology for organic optoelectronic devices and compounds, applied in the fields of compounds, organic optoelectronic devices and electronic equipment, can solve problems such as performance to be improved, and achieve the effects of reducing device voltage, reducing overlap, and improving device efficiency

Active Publication Date: 2022-03-11
WUHAN TIANMA MICRO ELECTRONICS CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, few TADF materials have been found so far, and the performance needs to be improved.

Method used

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  • A compound, organic optoelectronic device and electronic device
  • A compound, organic optoelectronic device and electronic device
  • A compound, organic optoelectronic device and electronic device

Examples

Experimental program
Comparison scheme
Effect test

Synthetic example 1

[0104] This synthesis example provides the preparation method of compound M1, specifically as follows:

[0105]

[0106] (1) Add 13.75g (50mmol) of compound A, 150mL of DCM and 5g (50mmol) of triethylamine in a 250mL three-necked flask in sequence, cool down to 0°C in an ice bath, and slowly drop in 50mL of DCM dissolved in a constant pressure dropping funnel. 10.31g (50mmol) of compound B, after the dropwise addition, was raised to room temperature and stirred, and TCL was used to monitor the reaction progress. After the reaction was complete, it was quenched by adding ice water, extracted with DCM, combined the organic phases, removed the solvent, and recrystallized from Tol / EtOH to obtain product C.

[0107] 1 H NMR (400MHz, Chloroform) δ: 8.02(d, J=7.3Hz, 2H), 7.77(s, 1H), 7.43(d, J=12.0Hz, 3H), 7.29(s, 1H), 7.04(s , 1H), 6.89(s, 1H), 6.21(s, 1H), 5.53(s, 1H), 4.31(s, 1H), 3.68(s, 1H).

[0108] 13 C NMR (100MHz, Chloroform) δ: 169.66(s), 140.32(s), 138.21(s), 136.11...

Synthetic example 2

[0119] This synthesis example provides the preparation method of compound M2, specifically as follows:

[0120]

[0121]

[0122] (1) Add 13.75g (50mmol) of compound A, 150mL of DCM and 5g (50mmol) of triethylamine in a 250mL three-necked flask in sequence, cool down to 0°C in an ice bath, and slowly drop in 50mL of DCM dissolved in a constant pressure dropping funnel. 9.95g (50mmol) of compound B, after the dropwise addition, was stirred at room temperature, and the reaction progress was monitored by TCL. After the reaction was complete, it was quenched by adding ice water, extracted with DCM, combined the organic phases, removed the solvent, and recrystallized from Tol / EtOH to obtain product C.

[0123] 1 H NMR (400MHz, Chloroform) δ: δ7.63(s, 1H), 6.80(s, 1H), 6.60(s, 2H), 6.06(s, 1H), 5.18(s, 1H), 4.65(s, 1H), 3.63(s, 1H), 2.26(s, 3H), 2.13(s, 6H).

[0124] 13 C NMR (100MHz, Chloroform) δ: 169.66(s), 139.71(s), 138.90(s), 137.92(s), 135.96(s), 128.27(s), 126.77(s...

Synthetic example 3

[0135] This synthesis example provides the preparation method of compound M3, specifically as follows:

[0136]

[0137] (1) Add 13.75g (50mmol) of compound A, 150mL of DCM and 5g (50mmol) of triethylamine in a 250mL three-necked flask in sequence, cool down to 0°C in an ice bath, and slowly drop in 50mL of DCM dissolved in a constant pressure dropping funnel. 11.66g (50mmol) of compound B, after the dropwise addition was completed, rose to room temperature and stirred, and TCL monitored the reaction progress. After the reaction was complete, it was quenched by adding ice water, extracted with DCM, combined the organic phases, removed the solvent, and recrystallized from Tol / EtOH to obtain product C.

[0138] 1 H NMR (400MHz, Chloroform) δ: 8.35(s, 2H), 7.75(s, 4H), 7.49(s, 3H), 7.40(d, J=8.0Hz, 6H), 6.85(s, 2H), 6.37 (s, 4H), 6.14(s, 2H), 5.51(s, 2H), 4.71(s, 2H), 3.75(s, 2H).

[0139] 13 C NMR (100MHz, Chloroform) δ: 169.66(s), 140.75(s), 140.35(s), 138.01(s), 135.12(...

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Abstract

The invention relates to a compound, an organic photoelectric device and an electronic device, the compound has a structure shown in formula (I); the organic photoelectric device comprises an anode, a cathode and an organic thin layer between the anode and the cathode, the The organic thin layer contains any one or a combination of at least two of the compounds; the electronic device includes the organic photoelectric device. The compound provided by the invention has the characteristic of TADF, and can use the triplet state excitons forbidden by the transition of traditional fluorescent molecules to emit light, so that the device has higher luminous efficiency and lower operating voltage.

Description

technical field [0001] The invention relates to the technical field of organic electroluminescence materials, in particular to a compound, an organic photoelectric device and electronic equipment. Background technique [0002] Organic light-emitting materials can be roughly divided into four categories according to the light-emitting mechanism: traditional fluorescent materials, phosphorescent materials, triplet-triplet annihilation (TTA) materials, and thermally activated delayed fluorescence (TADF) materials. Among them, the highest internal quantum efficiency of traditional fluorescent materials is only 25%, and the theoretical maximum internal quantum yield of TTA materials does not exceed 62.5%. Although the theoretical maximum internal quantum yield of phosphorescent materials can reach 100%, they usually contain rare and precious metals, resulting in high prices. Expensive, poor device stability, serious device efficiency decline and other issues have further limited ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F5/02C09K11/06H01L51/54
CPCC07F5/02C09K11/06C09K2211/1044C09K2211/1059C09K2211/1088C09K2211/1092C09K2211/1007C09K2211/1011H10K85/656H10K85/654H10K85/657
Inventor 汪奎
Owner WUHAN TIANMA MICRO ELECTRONICS CO LTD
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