Organic compound taking triazine derivative as core and application thereof

A technology of triazine derivatives and compounds, which is applied in the field of organic compounds, can solve problems such as light leakage of the main body and the influence of device color purity, and achieve the effects of prolonging life, reducing triplet exciton quenching, and good spectral stability

Active Publication Date: 2022-07-29
JIANGSU SUNERA TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

In practical applications, when the TADF material acts as the main body of the fluorescent material, there will be light leakage from the main body (DOI: 10.1021 / acs.chemmater.7b02606, DOI: 10.1002 / adom.202000483, DOI: 10.1038 / s41566-020-00745-z ), this phenomenon of main body light leakage can be well utilized in white light devices (DOI: 10.1002 / adom.201600117), but it is an unfavorable factor in monochromatic light devices, which will have a great impact on the color purity of the device , in order to solve the light leakage of the main body, the doping concentration of the dopant material is often increased, or the spectrum of the TADF material is adjusted to match the dopant material better. These measures can reduce the proportion of light leakage of the main body, but the light leakage of the main body is still relatively prominent

Method used

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  • Organic compound taking triazine derivative as core and application thereof
  • Organic compound taking triazine derivative as core and application thereof
  • Organic compound taking triazine derivative as core and application thereof

Examples

Experimental program
Comparison scheme
Effect test

preparation example Construction

[0110] Preparation of Intermediate A

[0111] The preparation process of intermediate A1:

[0112]

[0113] The starting material C1 (2.50 mmol), B 2 pin 2 (2.75mmol), PdCl 2 (dppf) 2 (0.12 mmol), KOAc (6.55 mmol) and 1,4-dioxane (10 mL) were added to a three-necked flask, and heated under reflux at 110° C. for 2 h in a nitrogen atmosphere. After cooling to room temperature, the reaction mixture was filtered through a pad of celite, rinsed with chloroform, and the resulting filtrate was evaporated in vacuo. The obtained residue was purified by silica gel column chromatography using hexane / ethyl acetate as eluent to give Intermediate A1. LC-MS: found: 248.04 ([M+H] + ), theoretical value: 247.12.

[0114] The synthesis of intermediate A2 to intermediate A3 is similar to the synthesis method of intermediate A1, the difference is that the raw materials used are different. The following table lists the structural formulas of the raw materials and products.

[0115] Tabl...

Embodiment 1

[0125] Example 1 Synthesis of Compound 1

[0126]

[0127] Add intermediate B1 (0.01mol) and intermediate A1 (0.012mol) into a three-necked flask, dissolve with mixed solvent (90ml toluene, 45ml ethanol), then add 1×10 -4 mol Pd (PPh 3 ) 4 , 3mol / L K 2 CO 3 10 mL of the aqueous solution was heated to reflux for 15 hours in a nitrogen atmosphere. Spot the plate to confirm that the reaction is complete. After cooling to room temperature, the reaction mixture was filtered through a pad of celite, rinsed with chloroform, and the resulting filtrate was evaporated in vacuo. The obtained residue was purified by column chromatography on silica gel using hexane / toluene as eluent to yield intermediate M1. LC-MS: found: 532.26 ([M+H] + ), theoretical value: 531.15.

[0128]

[0129] The intermediate M1 (0.90 mol), starting material N1 (1.35 mol), K 2 CO 3 (3.37 mmol) and DMF (10 ml) were added to a three-necked flask, and then heated to 110°C. After stirring for 2 hours,...

Embodiment 3

[0130] Example 3 Synthesis of Compound 35

[0131]

[0132] Add intermediate B2 (0.01mol) and intermediate A2 (0.012mol) into a three-necked flask, dissolve with mixed solvent (90ml toluene, 45ml ethanol), then add 1×10 -4 mol Pd (PPh 3 ) 4 , 3mol / L K 2 CO 3 10 mL of the aqueous solution was heated to reflux for 15 hours in a nitrogen atmosphere. Spot the plate to confirm that the reaction is complete. After cooling to room temperature, the reaction mixture was filtered through a pad of celite, rinsed with chloroform, and the resulting filtrate was evaporated in vacuo. The obtained residue was purified by column chromatography on silica gel using hexane / toluene as eluent to yield intermediate M2. LC-MS: found: 461.17 ([M+H] + ), theoretical value: 460.11.

[0133]

[0134] The intermediate M2 (0.90 mmol), starting material N1 (2.7 mmol), K 2 CO 3 (3.37 mmol) and DMF (10 ml) were added to a three-necked flask, and then heated to 110°C. After stirring for 2 hour...

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Abstract

The invention relates to an organic compound taking a triazine derivative as a core and application of the organic compound, belongs to the technical field of semiconductors, and provides a structure of the compound as shown in a general formula (I). The compound provided by the invention has relatively strong spectral stability, and can improve the energy transfer efficiency and reduce the light leakage rate of a main body material, thereby maintaining the spectral color purity of a doped material.

Description

technical field [0001] The invention relates to the technical field of semiconductors, in particular to an organic compound with a triazine derivative as the core and its application. Background technique [0002] Organic electroluminescence (OLED: Organic Light Emission Diodes) device technology can be used to manufacture new display products and new lighting products. The OLED light-emitting device is like a sandwich structure, including electrode material film layers and organic functional materials sandwiched between different electrode material film layers. Various organic functional materials are superimposed on each other according to the purpose 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, the positive and negative charges in the functional material film layer of the organic layer are acted by the electric field, and the positive and negative charges are further...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D405/14C07D409/14C07D491/048C07B59/00C09K11/06H01L51/54
CPCC07D405/14C07D409/14C07D491/048C07B59/002C09K11/06C09K2211/1029C09K2211/1033C09K2211/1059C09K2211/1088C09K2211/1092C07B2200/05H10K85/654H10K85/6576H10K85/657H10K85/6574H10K85/6572Y02E10/549
Inventor 侯美慧曹旭东张兆超李崇
Owner JIANGSU SUNERA TECH CO LTD
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