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Novel electroluminescent material and application thereof

A technology of electroluminescent materials and electroluminescent devices, applied in the direction of luminescent materials, circuits, electrical components, etc., to achieve the effect of good film stability

Active Publication Date: 2014-01-29
VALIANT CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] OLED devices are divided into small-molecule devices and polymer devices. Small-molecule devices often have a multi-layer sandwich structure, and each layer has a different function. This feature brings convenience to the layer-by-layer improvement in the material research and development process. But at the same time, in order to obtain OLED devices with excellent performance, while considering the properties of each functional layer material and its own properties, it is also necessary to ensure the matching between layers, which also brings challenges to the development of small molecule devices.

Method used

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  • Novel electroluminescent material and application thereof
  • Novel electroluminescent material and application thereof
  • Novel electroluminescent material and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0051] Synthesis of 8-(2-methoxy-vinyl)quinoline (compound 1)

[0052] In a 2L three-necked flask, add quinoline-8-carbaldehyde (78.5g, 0.5mol), methoxymethyltriphenylphosphine chloride (205.5g, 0.6mol), toluene (825g), N 2Protection, lower the temperature to the internal temperature <-5°C, dissolve potassium tert-butoxide (67.2g, 0.6mol) in 250g THF, slowly drop into the three-necked bottle, control the internal temperature <5°C, and complete the dropwise addition in about 0.5h. Insulate at -5°C to 5°C for 2 hours. Add 400g deionized water, stir for 10min, separate liquid, wash the organic phase with 400mL X2 water to neutral, remove toluene, add 800g petroleum ether, stir for 0.5h, filter with suction, rinse with 200g petroleum ether, collect the filtrate, remove petroleum ether 82.2 g of 8-(2-methoxy-vinyl)quinoline was obtained, the yield was 88.8%, MS (m / s): 185.1.

Embodiment 2

[0054] Synthesis of Quinoline-8-Etaldehyde (Compound 2)

[0055] In a 1L three-neck flask, add 8-(2-methoxy-vinyl)quinoline (74g, 0.4mol), 170gTHF, N 2 Protection, stirring for 20 minutes, adding 190g of concentrated hydrochloric acid to 150g of water to dilute, then slowly dripping into a three-necked bottle, controlling the internal temperature 2 Cl 2 , stirred for 5min, separated, washed the organic phase with 150mLX2 water, 40g anhydrous Na 2 SO 4 After drying, filtering, and removing the solvent, 69 g of quinoline-8-acetaldehyde was obtained, with a yield of 101%. The obtained product was directly used in the next reaction without further purification.

Embodiment 3

[0057] Synthesis of 7,8,9,10-tetrahydronaphtho[1,2-h]quinoline (compound 3)

[0058] In a 3L three-necked flask, add quinoline-8-acetaldehyde (69g) prepared in the previous step, cyclohexenyl trimethylsilyl ether (81.5g, 0.48mol), dichloromethane (2000g), and cool down to the internal temperature 2 SO 4 Dry, filter, and collect the filtrate. The filtrate quickly passes through a 100g basic alumina column, collects the column liquid, and removes the solvent to obtain a crude product. Using ethyl acetate:petroleum ether=1:1 as the eluent, silica gel column chromatography, 32.5 g of the target product was obtained, with a yield of 34.8%, MS (m / s): 233.1.

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Abstract

The invention relates to a novel electroluminescent material and an application thereof. The material takes naphtho-[1, 2-h] chinoline as the center and has a molecular structure according to a formula (I). The material has better film stability and proper molecular energy level, and can be used as luminescent materials or carrier transport materials to be applied in the field of organic electroluminescence.

Description

technical field [0001] The invention relates to a novel electroluminescent material and its application in organic electroluminescent devices, belonging to the technical field of organic electroluminescent display. Background technique [0002] Organic light-emitting diodes (OLEDs) were produced in the 1980s. Because of their many advantages such as self-illumination, wide viewing angle, fast response speed, and flexible display, they are currently developing rapidly and are very likely to Becoming the best candidate for the next-generation flat panel display technology has attracted great attention from people. [0003] OLED devices are divided into small-molecule devices and polymer devices. Small-molecule devices often have a multi-layer sandwich structure, and each layer has a different function. This feature brings convenience to the layer-by-layer improvement in the material research and development process. But at the same time, in order to obtain OLED devices with e...

Claims

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Application Information

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IPC IPC(8): C09K11/06C07D221/18H01L51/54
Inventor 盛磊高自良周银波艾文李子澍张陆峰
Owner VALIANT CO LTD
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