Organic compound taking fluorene as core and application of organic compound to organic light-emitting device

A technology of electroluminescent devices and organic compounds, applied in organic chemistry, electric solid devices, electrical components, etc., can solve the problems of different performances, and achieve the effects of not easy to aggregate, good film formation, improved current efficiency and lifespan

Pending Publication Date: 2020-10-09
JIANGSU SUNERA TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

In addition, for the collocation of OLED devices with different structures, the photoelectric functional materials used have strong selectivity, and the performance of the same material in devices with different structures may be completely different.

Method used

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  • Organic compound taking fluorene as core and application of organic compound to organic light-emitting device
  • Organic compound taking fluorene as core and application of organic compound to organic light-emitting device
  • Organic compound taking fluorene as core and application of organic compound to organic light-emitting device

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0052] Embodiment 1: the synthesis of intermediate Q

[0053]

[0054] (1) In a 250ml four-necked flask, under a nitrogen atmosphere, add 0.05mol raw material A and 0.055mol Mg powder, 60ml tetrahydrofuran (THF), heat and reflux for 4 hours, the reaction is complete, and Grignard reagent M is generated;

[0055] (2) Weigh 0.05mol raw material B and dissolve it in 50mL tetrahydrofuran (THF), add dropwise 0.075mol Grignard reagent M, react at 60°C for 24 hours, a large amount of white Grignard salt precipitates, add saturated NHCl 4 solution until the precipitation disappears, and the Grignard salt is converted into a tertiary alcohol; after the reaction is completed, extract with 100ml ether, dry the extract with anhydrous sodium sulfate, and remove the solvent by rotary evaporation until there is no fraction, and use a mixed solvent of petroleum ether and dichloromethane (Volume ratio 3:2) was purified by a neutral silica gel column as the eluent to obtain a slightly yellow...

Embodiment 2

[0062] Embodiment 2: the synthesis of compound 2

[0063]

[0064] In a 250ml three-neck flask, under the protection of nitrogen, add 0.01mol intermediate Q-1, 0.012mol raw material D-1, 150ml toluene and stir to mix, then add 5×10 -5 mol Pd 2 (dba) 3 , 5×10 -5 mol of tri-tert-butylphosphine, 0.03mol of sodium tert-butoxide, heated to 105°C, refluxed for 24 hours, sampling plate, showed no remaining bromide, and the reaction was complete; naturally cooled to room temperature, filtered, and the filtrate was rotary evaporated until there was no distillate , through a neutral silica gel column to obtain the target product with a purity of 99.8% and a yield of 75.6%.

[0065] Elemental analysis structure (molecular formula C 49 h 43 N): theoretical value C, 91.12; H, 6.71; N, 2.17; test value: C, 91.08; H, 6.72; N, 2.20. ESI-MS (m / z) (M+): The theoretical value is 645.89, and the measured value is 646.21.

Embodiment 3

[0066] Embodiment 3: the synthesis of compound 7

[0067]

[0068] The synthesis steps of compound 7 are similar to those of compound 2, except that raw material D-1 is replaced by raw material D-2;

[0069] Elemental analysis structure (molecular formula C 51 h 43 NO): Theoretical C, 89.31; H, 6.32; N, 2.04; O, 2.33; Tested: C, 89.26; H, 6.33; N, 2.06; ESI-MS (m / z) (M+): The theoretical value is 685.91, and the measured value is 686.37.

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Abstract

The invention discloses an organic compound taking fluorene as a core and application of the organic compound to an organic light-emitting device. The structure of the organic compound is shown as a general formula (I). The organic compound has high glass transition temperature and molecular thermal stability and appropriate HOMO and LUMO energy levels, is applied to organic light emitting diodesas an electron blocking layer material or a light emitting layer material, and can effectively reduce efficiency roll-off under high current density, reduce device voltage, improve current efficiencyof devices and prolong service lifetime of the devices.

Description

technical field [0001] The invention relates to the technical field of semiconductors, in particular to an organic compound with fluorene as the core and its application in organic electroluminescent devices. Background technique [0002] At present, OLED display technology has been applied in smart phones, tablet computers and other fields, and will further expand to large-size applications such as TVs. However, compared with actual product application requirements, the luminous efficiency and service life of OLED devices Further improvement is needed. The current research on improving the performance of OLED light-emitting devices includes: reducing the driving voltage of the device, improving the luminous efficiency of the device, and improving the service life of the device. In order to realize the continuous improvement of the performance of OLED devices, not only the innovation of OLED device structure and manufacturing process is required, but also the continuous res...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D209/80C07D491/048C07D209/94C07D487/04C07D491/052C07D491/153C07D491/056C07D405/10C07D491/044C07D519/00C09K11/06H01L51/54
CPCC07D209/80C07D491/048C07D209/94C07D487/04C07D491/052C07D491/153C07D491/056C07D405/10C07D491/044C07D519/00C09K11/06C09K2211/1007C09K2211/1011C09K2211/1044C09K2211/1088C09K2211/1092H10K85/623H10K85/622H10K85/626H10K85/615H10K85/6576H10K85/6574H10K85/657H10K85/6572H10K50/11
Inventor 赵四杰张兆超唐丹丹谢丹丹
Owner JIANGSU SUNERA TECH CO LTD
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