Unlock instant, AI-driven research and patent intelligence for your innovation.

Compound based on diaryl ketone, and applications thereof on organic electroluminescent devices

A technology of diaryl ketones and light-emitting devices, which is applied to compounds containing diaryl ketones and the application field of organic light-emitting diodes. It can solve the problem of high exciton utilization, high fluorescence radiation efficiency, and low S1 state radiation transition rate. , Efficiency roll-off and other issues, achieve good fluorescence quantum efficiency, realize reverse intersystem crossing, and increase the effect of orbital overlap

Pending Publication Date: 2019-11-19
JIANGSU SUNERA TECH CO LTD
View PDF2 Cites 0 Cited by
  • 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

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Compound based on diaryl ketone, and applications thereof on organic electroluminescent devices
  • Compound based on diaryl ketone, and applications thereof on organic electroluminescent devices
  • Compound based on diaryl ketone, and applications thereof on organic electroluminescent devices

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0058] Embodiment 1: the synthesis of compound 1

[0059] The concrete synthetic route of this compound is provided now:

[0060]

[0061] In a 250ml four-neck flask, under a nitrogen atmosphere, add 0.01mol A1, 0.025mol B1, 0.03mol sodium tert-butoxide, 1×10-4mol Pd2(dba)3, 1×10-4mol tri-tert-butyl Phosphine, 150ml of toluene, heated to reflux for 24 hours, sampling plate, the reaction was complete; naturally cooled, filtered, the filtrate was rotary evaporated, and passed through a silica gel column to obtain the target product with a purity of 99.5% and a yield of 70.3%.

[0062] Elemental analysis structure (molecular formula C57H52N2O): theoretical value C, 87.65; H, 6.71; N, 3.59; O, 2.05; test value: C, 87.69; H, 6.70; N, 3.58; O, 2.03.

[0063] HPLC-MS: The molecular weight of the material is 781.06, and the measured molecular weight is 780.32.

Embodiment 2

[0064] Embodiment 2: the synthesis of compound 13

[0065] The concrete synthetic route of this compound is provided now:

[0066]

[0067] The synthesis steps of compound 13 are similar to those of compound 1, except that compound B1 is replaced by compound B2;

[0068] Elemental analysis structure (molecular formula C75H54N4O): theoretical value C, 87.69; H, 5.30; N, 5.45; O, 1.56; test value: C, 86.68; H, 5.26; N, 5.41; O, 1.53.

[0069] HPLC-MS: The molecular weight of the material is 1027.28, and the measured molecular weight is 1026.85.

Embodiment 3

[0070] Embodiment 3: the synthesis of compound 21

[0071] The concrete synthetic route of this compound is provided now:

[0072]

[0073] The synthesis steps of compound 21 are similar to those of compound 1, except that compound B1 is replaced by compound B3;

[0074] Elemental analysis structure (molecular formula C63H44N2O3S2): theoretical value C, 80.40; H, 4.71; N, 2.98; O, 5.10; S, 6.81;

[0075] Test values: C, 80.49; H, 4.69; N, 2.96; O, 5.08; S, 6.78.

[0076] HPLC-MS: The molecular weight of the material is 941.18, and the measured molecular weight is 940.72.

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

PropertyMeasurementUnit
Thicknessaaaaaaaaaa
Thicknessaaaaaaaaaa
Thicknessaaaaaaaaaa
Login to View More

Abstract

The invention discloses a compound based on diaryl ketone, and applications thereof on organic electroluminescent devices. The compound possesses following characteristics that intermolecular crystallization and aggregation are not easily caused, and film forming performance is excellent; and rigid groups in molecules are capable of improving material heat stability. The compound is applied in organic electroluminescent devices as a luminescent layer material. The luminescent devices containing the compound possess excellent photoelectric property, and application requirements of panel manufacturing enterprises can be satisfied preferably.

Description

technical field [0001] The invention relates to the technical field of semiconductors, in particular to a compound containing diaryl ketone and its application as a light-emitting layer material in an organic light-emitting diode. Background technique [0002] Organic electroluminescence (OLED: Organic Light Emission Diodes) device technology can be used to manufacture new display products and lighting products, which is expected to replace the 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-orbi...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
IPC IPC(8): C07D209/80C07D209/86C07D209/94C07D401/14C07D487/04C07D487/14C07D491/044C07D491/048C07D491/052C07D491/056C07D491/153C07D497/04C07D497/14C07D498/04C07D498/14C07D519/00C09K11/06H01L51/54
CPCC07D209/86C07D209/80C07D491/048C07D519/00C07D491/153C07D209/94C07D487/04C07D487/14C07D491/056C07D497/04C07D497/14C07D498/04C07D498/14C07D491/052C07D491/044C07D401/14C09K11/06C09K2211/1029C09K2211/1088H10K85/626H10K85/657H10K85/6572
Inventor 李崇赵四杰张兆超庞羽佳
Owner JIANGSU SUNERA TECH CO LTD