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Compound taking cycloheptene as core and application of compound on organic light-emitting devices

A compound, the technology of cycloheptene, applied in the application field of organic electroluminescent devices, can solve different problems

Inactive Publication Date: 2020-01-07
JIANGSU SUNERA TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

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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  • Compound taking cycloheptene as core and application of compound on organic light-emitting devices
  • Compound taking cycloheptene as core and application of compound on organic light-emitting devices
  • Compound taking cycloheptene as core and application of compound on organic light-emitting devices

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0223] Embodiment 1: the synthesis of compound 5:

[0224]

[0225] In a 250ml four-necked flask, add 0.05mol of intermediate A1, 0.06mol of Mg powder, and 60ml of tetrahydrofuran under nitrogen atmosphere, and heat to reflux for 4 hours. The reaction is complete and the Grignard reagent is generated;

[0226] Dissolve 0.05mol of raw material 1 in 50ml of tetrahydrofuran, add the above-mentioned Grignard reagent dropwise, react at 60°C for 24 hours, a large amount of white precipitate is formed, and finally add saturated NHCl 4 Convert the Grignard salt into alcohol; after the reaction, extract with ether, dry and rotary evaporate, and purify on a silica gel column with petroleum ether:dichloromethane mixed solvent (3:2) to obtain a slightly yellow solid tertiary alcohol (83% yield) ; using DEI-MS to identify the compound, formula C 34 h 26 O, ESI-MS (m / z) (M + ): The theoretical value is 450.58, and the measured value is 450.55;

[0227] Take 0.04mol of the above-prepa...

Embodiment 2

[0228] Embodiment 2: the synthesis of compound 25:

[0229]

[0230] The preparation method of compound 25 is the same as that of Example 1, except that raw material 1 is replaced by raw material 2, and intermediate A1 is replaced by intermediate A2.

[0231] Elemental analysis structure (molecular formula C 48 h 46 ): theoretical value C, 92.56; H, 7.44; test value: C, 92.55; H, 7.45. ESI-MS(m / z)(M + ): The theoretical value is 622.90, and the measured value is 622.92.

Embodiment 3

[0232] Embodiment 3: the synthesis of compound 41:

[0233]

[0234] The preparation method of compound 41 is the same as that of Example 1, except that intermediate A1 is replaced by intermediate A3.

[0235] Elemental analysis structure (molecular formula C 40 h 30 ): theoretical value C, 94.08; H, 5.92; test value: C, 94.10; H, 5.90. ESI-MS(m / z)(M + ): The theoretical value is 510.68, and the measured value is 510.70.

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Abstract

The invention discloses a compound taking cycloheptene as a core and an application of the compound on organic light-emitting devices. The compound has strong rigidity due to the cycloheptene structure, and after the compound is connected with a carbazole derivative long-chain branch structure, the compound has the characteristics of difficult crystallization and aggregation performance among molecules, good film-forming property and the like. According to the compound disclosed by the invention, the parent nucleus is bipolar, the branched chains are electron donating groups, and the electrondonating capacities of the branched chain groups are different, so that the material HOMO energy levels are different, and the compound can be used as materials of different functional layers; in addition, the compound provided by the invention has a relatively high triplet state energy level, can effectively block energy loss, and is beneficial to energy transfer. Therefore, after the compound disclosed by the invention is applied to OLED devices as an organic electroluminescent functional layer material, the current efficiency, the power efficiency and the external quantum efficiency of thedevices are greatly improved; and meanwhile, the service life of the devices is obviously prolonged.

Description

technical field [0001] The invention relates to the technical field of semiconductors, in particular to a compound with cycloheptene as the core and its application in organic electroluminescent devices. Background technique [0002] Organic electroluminescence (OLED: Organic Light Emission Diodes) device technology can not only be used to manufacture new display products, but also can be used to make new lighting products, and is expected to replace the existing liquid crystal display and fluorescent lighting, and has a very wide application prospect . The OLED light-emitting device is a sandwich structure, including electrode material film layers, and organic functional materials sandwiched between different electrode film layers. Various functional materials are superimposed on each other according to the application 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, and ...

Claims

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Application Information

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IPC IPC(8): C07C13/66C07D307/77C07D209/80C07D491/048C07D333/50C07D311/78C07C211/61C07D405/04C07D401/04C07D221/18C07D487/04C07D209/88C07D209/94C07D209/86C07D495/04C07D491/052C07D471/04C07D471/10C07D519/00H01L51/50H01L51/54
CPCC07C13/66C07D307/77C07D209/80C07D491/048C07D333/50C07D311/78C07C211/61C07D405/04C07D401/04C07D221/18C07D487/04C07D209/88C07D209/94C07D209/86C07D495/04C07D491/052C07D471/04C07D471/10C07D519/00C07C2603/40C07C2603/32H10K85/622H10K85/626H10K85/615H10K85/6574H10K85/657H10K85/6572H10K50/15H10K50/00
Inventor 李崇吴秀芹张兆超王芳庞羽佳
Owner JIANGSU SUNERA TECH CO LTD
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