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Organic compound taking 4-cyanopyridine as core and organic electroluminescent device comprising same

An organic compound, cyanopyridine technology, applied in the field of organic electroluminescence devices, can solve the problems of low fluorescence quantum yield of OLED devices, difficult to achieve high fluorescence quantum yield at the same time, short delayed luminescence lifetime, etc., and achieve good spectral stability. the effect of reducing triplet exciton quenching and short delay lifetime

Pending Publication Date: 2022-03-01
JIANGSU SUNERA TECH CO LTD
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  • Abstract
  • Description
  • Claims
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AI Technical Summary

Problems solved by technology

[0004] Theoretically, TADF materials can realize 100% exciton utilization rate through anti-intersystem jumping from triplet state to singlet state, but in the process of acting as a host or doping in practical applications, the device effect is not good, and its main The following problems: (1) Since the design of TADF materials requires a small S1-T1 band gap, it is difficult to achieve both fast anti-system crossing rate (short delayed luminescence lifetime) and high fluorescence quantum yield; (2) due to Strong CT effect, TADF material has spectral instability caused by different ratios
[0005] Cyanide-modified compounds can be used as dopant materials in the light-emitting layer in the field of organic electroluminescent materials. For example, Wei Huang et al. reported a TADF dopant (4CzCNPy), can realize green light emission, the emission peak is at 524nm, and can reach EQE (DOI:10.1002 / adom.201500016) above 10%; CN110914378A discloses a kind of compound with cyanobenzene as the core, using this type of compound The prepared OLED can reach a high excited state without rapid degradation, but the OLED device prepared by the above disclosed materials has the disadvantage of low fluorescence quantum yield

Method used

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  • Organic compound taking 4-cyanopyridine as core and organic electroluminescent device comprising same
  • Organic compound taking 4-cyanopyridine as core and organic electroluminescent device comprising same
  • Organic compound taking 4-cyanopyridine as core and organic electroluminescent device comprising same

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Experimental program
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Effect test

Embodiment 1

[0071] Embodiment 1: the synthesis of compound 1

[0072]

[0073] (1) Mix raw material 1-1 (1.7mmol), raw material 1-2 (4.2mmol), K 2 CO 3 (17mmol), DMSO (10ml) was added into a three-necked flask, and heated to reflux at 150°C for 12h. Cooled to room temperature and poured into 200ml of water to precipitate a large amount of solid, stirred for 0.5h, filtered with suction to obtain a white solid, purified by column chromatography, the yield was 88.5%, and intermediate 1-1 was obtained.

[0074] (2) Under nitrogen atmosphere, add 0.01mol intermediate 1-1, 0.025mol raw material 1-3, 0.03mol sodium tert-butoxide, 5×10 -5 mol Pd 2 (dba) 3 and 5×10 -5 mol of tri-tert-butylphosphine, then add 150ml of toluene to dissolve it, heat to 100°C, reflux for 24 hours, observe the reaction by TLC until the reaction is complete. Naturally cooled to room temperature, filtered, and the filtrate was rotary evaporated until there was no fraction. The resulting material was purified by ...

Embodiment 8

[0075] Embodiment 8: the synthesis of compound 87

[0076]

[0077] (1) raw material 8-1 (1.7mmol), raw material 8-2 (4.2mmol), K 2 CO 3 (17mmol), DMSO (10ml) was added into a three-necked flask, and heated to reflux at 150°C for 12h. Cooled to room temperature and poured into 200ml of water to precipitate a large amount of solid, stirred for 0.5h, filtered with suction to obtain a white solid, purified by column chromatography, the yield was 88.5%, and intermediate 8-1 was obtained.

[0078] (2) Under a nitrogen atmosphere, add 0.01mol of intermediate 8-1, 0.025mol of raw material 8-3, 0.03mol of sodium tert-butoxide, 5×10 -5 mol Pd 2 (dba) 3 and 5×10 -5 mol of tri-tert-butylphosphine, then add 150ml of toluene to dissolve it, heat to 100°C, reflux for 24 hours, observe the reaction by TLC until the reaction is complete. Naturally cooled to room temperature, filtered, and the filtrate was rotary evaporated until there was no fraction. The resulting material was puri...

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Abstract

The invention relates to an organic compound taking 4-cyanopyridine as a core and an organic light-emitting device comprising the same, belongs to the technical field of semiconductors, and provides a compound with a structure shown in a general formula (1), and also discloses an organic light-emitting device comprising the compound. The compound provided by the invention has relatively high thermal stability, can generate a TADF effect when being used as a luminescent layer material of an OLED luminescent device, has relatively high PLQY and relatively small spectral change, and can effectively improve the photoelectric property of the OLED device and prolong the service life of the OLED device.

Description

technical field [0001] The invention relates to the technical field of semiconductors, in particular to an organic compound with 4-cyanopyridine as the core and an organic electroluminescent device containing it. Background technique [0002] Organic electroluminescent (OLED: Organic Light Emission Diodes) device technology can be used to manufacture new display products and also can be used to make new lighting products, which is expected to replace the existing liquid crystal display and fluorescent lighting, and has a wide application prospect. The OLED light-emitting device is like a sandwich structure, including electrode material film layers, and organic functional materials sandwiched between different electrode film layers. Various functional materials are superimposed on each other according to the application to form an OLED light-emitting device. As a current device, when a voltage is applied to the electrodes at both ends of the OLED light-emitting device, and th...

Claims

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Application Information

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IPC IPC(8): C07D213/84C07D401/14C07D405/14C07D409/14C07D519/00C09K11/06H01L51/50H01L51/54
CPCC07D213/84C07D401/14C07D405/14C07D409/14C07D519/00C09K11/06C09K2211/1029C09K2211/1033C09K2211/1059C09K2211/1088C09K2211/1092C09K2211/1011H10K85/624H10K85/615H10K85/622H10K85/626H10K85/657H10K85/6576H10K85/6574H10K85/6572H10K50/12
Inventor 吴秀芹曹旭东张兆超李崇
Owner JIANGSU SUNERA TECH CO LTD
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