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Heterocyclic nitrogen containing organic light-emitting material and application thereof

A technology of luminescent materials and nitrogen heterocyclic rings, which is applied in luminescent materials, organic chemistry, compounds of group 4/14 elements of the periodic table, etc., can solve problems such as insufficient heat resistance, and achieve material stability, easy sublimation processability, Effect of Charge Injection Balance

Inactive Publication Date: 2018-09-28
马鞍山南大高新技术研究院有限公司 +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In organic light-emitting materials, 9-arylcarbazole has been widely used in various OLED material structures, but it has the disadvantage of insufficient heat resistance.

Method used

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  • Heterocyclic nitrogen containing organic light-emitting material and application thereof
  • Heterocyclic nitrogen containing organic light-emitting material and application thereof
  • Heterocyclic nitrogen containing organic light-emitting material and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0063] Embodiment 1: the synthesis of compound 3a:

[0064] Compound 3a was prepared according to the following chemical synthesis route, and a white powder material was obtained. 0.1 g of compound 3a was completely dissolved in 40 ml of dichloromethane. The measured PL of the fluorescence spectrum was 399 nm. The molecular structure was verified by mass spectrometry as shown in Table 3.

[0065]

[0066] (1) Synthesis of Compound 5:

[0067] Compound 4 (12.1g, 50mmol) was completely dissolved in 100ml of DMF, and NBS (8.9g, 50mmol) was added in batches and reacted at 0°C for 10h. After the reaction was completed, the reaction solution was poured into 1L of water. Precipitate, filter, rinse the solid twice with water and ethanol respectively, collect the solid and vacuum-dry it to obtain compound 5 (13.8 g, 40.9 mmol, yield 81.9%).

[0068] (2) Synthesis of compound 6:

[0069] The dried compound 5 (6.9g, 20.4mmol) was dissolved in 100ml of tetrahydrofuran, cooled to -78°...

Embodiment 2

[0074] Embodiment 2: the synthesis of compound 20a:

[0075] Compound 20a was prepared according to the following chemical synthesis route, and a white powder material was obtained. 0.1 gram of compound 20a was completely dissolved in 80 ml of dichloromethane, and the measured fluorescence spectrum was PL=407nm. The molecular structure was verified by mass spectrometry as shown in Table 3.

[0076]

[0077] (1) Synthesis of Compound 8:

[0078] Compound 4 (12.1g, 50mmol) was completely dissolved in 100ml of DMF, and NBS (17.8g, 100mmol) was added in batches and reacted at 0°C for 10h. After the reaction was completed, the reaction solution was poured into 1L of water. Precipitate, filter, rinse the solid twice with water and ethanol respectively, collect the solid and vacuum-dry it to obtain compound 8 (16.1 g, 40.4 mmol, yield 85.2%).

[0079] (2) Synthesis of compound BIK-2B:

[0080] The dried compound 8 (7.96g, 20mmol) was dissolved in 100ml of tetrahydrofuran, cooled...

Embodiment 3

[0085] Embodiment 3: Synthetic preparation of other compounds

[0086] Similarly, according to the above principles of synthetic chemistry, following a certain mass ratio of substances, and under the experimental conditions of compound 3a and compound 20a, the following main materials were synthesized, and the specific listed compounds were verified by mass spectrometry. Fragments, see Table 1 below for details:

[0087] Table 1: Compound synthesis and characterization

[0088]

[0089]

[0090]

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[0092]

[0093]

[0094]

[0095]

[0096] Example of performance evaluation

[0097] Examples of OLED devices

[0098] The light-emitting device provided by the present invention comprises a first electrode, a hole transport layer, a light-emitting layer, an electron transport layer and a second electrode deposited sequentially. Wherein the hole transport layer, the light-emitting layer, and the electron transport layer are all organic layers, and...

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Abstract

The invention belongs to the technical field of electroluminescence materials, and discloses a heterocyclic nitrogen containing organic light-emitting material and application thereof. The heterocyclic nitrogen containing organic light-emitting material is characterized in that pyridine indole carboline is used as a main unit and is combined with other aromatic heterocycte with power supplying orbearing capacity, so that electric charge injection can be more balanced; the material is high in stability; in addition, the component is outstanding in solubleness, and easy to sublimate and process.

Description

technical field [0001] The invention belongs to the technical field of electroluminescent materials, and in particular relates to an organic luminescent material containing a nitrogen heterocycle and an application thereof. Background technique [0002] The use of organic materials to prepare various functional devices, especially for photoelectrically responsive functional devices, such as common organic electroluminescent devices, organic solar cell devices, organic field effect transistor devices and organic photosensitive sensor devices, has attracted more and more attention. . [0003] Organic electroluminescent device is a device technology that realizes electroluminescence by introducing one or more layers of organic films on the cathode and anode. It can achieve ultra-thin, flexible and transparent performance, and is used in flat panel display and lighting industries. increase year by year. [0004] In order to achieve high-efficiency and long-life luminescence, t...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F9/6561C07F7/10C07F9/6596C07D519/00C07D471/16C07D471/22C09K11/06H01L51/50H01L51/54
CPCC09K11/06C07D471/16C07D471/22C07D519/00C07F7/0812C07F7/0814C07F7/0816C07F9/65616C07F9/6596C09K2211/1007C09K2211/1014C09K2211/1029C09K2211/104C09K2211/1048C09K2211/1088C09K2211/1092C09K2211/1096H10K85/657H10K85/6572H10K50/15H10K50/16
Inventor 郝望龙郑佑轩王毅潘毅吕宝源虞磊左景林黄达曹辰辉陈少海
Owner 马鞍山南大高新技术研究院有限公司
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