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A compound with xanthone as the core, its preparation method and its application in oled

A technology of xanthone and compound, applied in the application field of OLED, can solve the problems of difficult and high exciton utilization rate, high fluorescence radiation efficiency, low S1 state radiation transition rate, efficiency roll-off, etc., to avoid aggregation effect. , good industrialization prospects, the effect of improving the service life

Active Publication Date: 2021-10-22
JIANGSU SUNERA TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] Although theoretically TADF materials can achieve 100% exciton utilization, there are actually the following problems: (1) The T1 and S1 states of the designed molecules have strong CT characteristics, and the very small S1-T1 state energy gap, although it can A high T1→S1 state exciton conversion rate is achieved through the TADF process, but at the same time it leads to a low S1 state radiative transition rate. Therefore, it is difficult to achieve both (or simultaneously) high exciton utilization efficiency and high fluorescence radiation efficiency; (2) even Doped devices have been used to alleviate the T-exciton concentration quenching effect, and most devices made of TADF materials have a serious efficiency roll-off at high current densities

Method used

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  • A compound with xanthone as the core, its preparation method and its application in oled
  • A compound with xanthone as the core, its preparation method and its application in oled
  • A compound with xanthone as the core, its preparation method and its application in oled

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Experimental program
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Effect test

Embodiment 1

[0055] The preparation of embodiment 1 intermediate A

Embodiment 1-1

[0056] The preparation of embodiment 1-1 intermediate A1

[0057]

[0058] In a 250mL three-neck flask, blow nitrogen, add 0.01mol raw material M1, 0.012mol raw material N1, 150mL mixed solvent of toluene and ethanol (toluene 100mL, ethanol 50mL) and stir to mix, then add 0.02mol potassium carbonate solution (2M) , 1×10 -4 mol Pd(PPh 3 ) 4 , heated to 120°C, reflux reaction for 24h, sampling plate, showing no bromide remaining, the reaction was complete; naturally cooled to room temperature, filtered, and the filtrate was subjected to vacuum rotary evaporation (-0.09MPa, 85°C), and passed through a neutral silica gel column , to obtain intermediate 1;

[0059] Dissolve 0.01mol of intermediate 1 in 100mL of o-dichlorobenzene, add triphenylphosphine, react at 180°C for 12-24h, cool to room temperature after the reaction, filter, spin the filtrate, and pass through a silica gel column to obtain the intermediate A1.

[0060] The HPLC purity 99.78% of intermediate A1, yield...

Embodiment 1-2

[0061] The preparation of embodiment 1-2 intermediate B1

[0062]

[0063] In a 250mL three-necked flask, nitrogen was introduced, 0.01mol of intermediate AI, 0.012mol of raw material VI, 150mL of toluene were stirred and mixed, and then 6×10 -5 mol Pd 2 (dba) 3 , 6×10 -5 mol of triphenylphosphine, 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, passed Neutral silica gel column to obtain intermediate XI;

[0064] Under nitrogen protection, 0.01mol intermediate XI, 0.0075mol bis(pinacolate) diboron, 0.0005mol Pd(dppf)Cl 2 1. Dissolve 0.025 mol of potassium acetate in toluene, react at 105°C for 24 hours, take a sample and point the plate, react completely, cool naturally, filter, and spin evaporate the filtrate to obtain a crude product, pass through a neu...

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Abstract

The invention discloses a compound with xanthone as the core, its preparation method and its application in OLED. The core and the branched chain form a D‑A structure, with a small △Est, which is conducive to the energy backgap jumping, with a deep HOMO energy level and high electron mobility, suitable for application as a hole blocking material or an electron transport material; The structure of the present invention contains hole groups, which can balance the electrons and holes of the material, so that the material can be used as the main material of the electron-biased light-emitting layer; in addition, the compound group of the present invention is relatively rigid, and has the properties that it is not easy to crystallize between molecules, and is not easy to Aggregation and good film-forming properties. After being used as an organic electroluminescent functional layer material in an OLED device, the current efficiency, power efficiency and external quantum efficiency of the device are greatly improved; at the same time, the device life is significantly improved.

Description

technical field [0001] The invention belongs to the technical field of semiconductors, and in particular relates to a compound with xanthone as the core, its preparation method and its application in OLED. Background technique [0002] Organic electroluminescent (Organic Light Emission Diodes, OLED) device technology can be used to manufacture new display products and lighting products, and is expected to replace existing liquid crystal display and fluorescent lighting, and has a wide application prospect. [0003] However, traditional organic fluorescent materials can only use 25% of the singlet excitons formed by electrical excitation to emit light, and the internal quantum efficiency of the device is low (up to 25%). The external quantum efficiency is generally lower than 5%, and there is still a big gap with the efficiency of phosphorescent devices. Although phosphorescent materials enhance intersystem crossing due to the strong spin-orbit coupling at the center of heav...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D471/04C07D491/052C07D487/04C07D471/14C07D491/147C07D495/14C09K11/06H01L51/50H01L51/54
CPCC07D471/04C07D491/052C07D487/04C07D471/14C07D491/147C07D495/14C09K11/06C09K2211/1007C09K2211/1029C09K2211/1088C09K2211/1092C09K2211/1044H10K85/6574H10K85/6572H10K85/657H10K50/16C07D519/00
Inventor 李崇吴秀芹唐丹丹张兆超庞羽佳
Owner JIANGSU SUNERA TECH CO LTD
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