Imidazopyrrole derivative and organic light-emitting device using same

A technology of organic light-emitting devices and pyrrole derivatives, applied in light-emitting materials, organic chemistry, electro-solid devices, etc., can solve the problems of luminous efficiency and lifespan that hinder the commercialization of OLEDs, and achieve good industrialization prospects, high thermal stability performance, long life effect

Inactive Publication Date: 2018-03-13
CHANGCHUN HYPERIONS TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

People have done a lot of research work on various aspects of luminescent materials, preparation technology, luminescent mechanism, device structure, etc., and the photoelectric performance of the device has been significantly improved, but the luminous efficiency and life of the device are still the bottlenecks that hinder the commercialization of OLEDs. one

Method used

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  • Imidazopyrrole derivative and organic light-emitting device using same
  • Imidazopyrrole derivative and organic light-emitting device using same
  • Imidazopyrrole derivative and organic light-emitting device using same

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0059] Embodiment 1: the synthesis of compound 1

[0060]

[0061] (1) Add compound I-1 (21.85g, 73.8mmol), compound II-1 (20.88g, 73.8mmol), t-BuONa (10.7g, 111mmol), Pd(OAc) in turn to the round bottom flask 2 (0.33g, 1.47mmol) and ultrasonically deoxygenated toluene (1.5L), refluxed under the protection of nitrogen, treated with ethyl acetate and water after the reaction solution was cooled, and the obtained organic layer was treated with MgSO 4 After drying, the solvent was evaporated under reduced pressure to obtain the crude product of compound III-1. With silica gel as the stationary phase and dichloromethane / hexane as the eluent, the crude product was subjected to column chromatography to obtain compound III-1 (40.58 g, 78 %).

[0062] (2) Compound III-1 (35.25g, 50mmol) was added into a round bottom flask, then an appropriate amount of anhydrous THF was added to dissolve it, and at a temperature of -78°C, n-BuLi( 4.9ml, 60mmol), after reacting for 0.5h, quickly d...

Embodiment 2

[0065] Embodiment 2: the synthesis of compound 5

[0066] According to the synthetic method of compound 1, compound 5 (9.93 g, 63%) was obtained.

[0067]

[0068] Mass Spectrum m / z: 525.23 (calculated: 525.22). Theoretical element content (%)C 38 h 27 N 3 : C, 86.83; H, 5.18; N, 7.99 Measured element content (%): C, 86.83; H, 5.19; N, 7.98. The above results confirmed that the obtained product was the target product.

Embodiment 3

[0069] Embodiment 3: the synthesis of compound 8

[0070] According to the synthetic method of compound 1, compound 8 (10.72 g, 65%) was obtained.

[0071]

[0072] Mass Spectrum m / z: 549.23 (calculated: 549.22). Theoretical element content (%)C 40 h 27 N 3 : C, 87.40; H, 4.95; N, 7.64 Measured element content (%): C, 87.41; H, 4.94; N, 7.64. The above results confirmed that the obtained product was the target product.

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PUM

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Abstract

The invention provides an imidazopyrrole derivative and an organic light-emitting device using the same, and belongs to the technical field of organic light-emitting materials. Through introduction offused ring-type rigid and dense structures, the obtained imidazopyrrole derivative is high in heat stability and good in film-forming property; the imidazopyrrole derivative can be used for preparingthe organic light-emitting device, especially as a hole transport material in the organic light-emitting device; the organic light-emitting device has the advantages of high efficiency and long service life, and is superior to the existing common OLED (organic light-emitting diode) device. The obtained imidazopyrrole derivative has a good application effect in the OLED device and has a good industrialization prospect.

Description

technical field [0001] The invention relates to the technical field of organic photoelectric materials, in particular to an imidazopyrrole derivative and an organic light-emitting device thereof. Background technique [0002] Since 1987, aromatic diamine derivatives were used as hole transport materials for the first time, and 8-hydroxyquinoline aluminum (Alq3) was used as the light-emitting layer material to prepare organic light-emitting diodes (Organic Light Emitting Diodes) with high efficiency, high brightness and low driving voltage. Since -Emitting Diode (OLED), due to its low power consumption, high brightness, wide viewing angle, fast response and many other characteristics, it has received great attention. The research on organic electroluminescence (Emissive Layer, EL) has become the current Displays one of the hotspots in the field. People have done a lot of research work on various aspects of luminescent materials, preparation technology, luminescent mechanism,...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D487/04C09K11/06H01L51/54
CPCC09K11/06C07D487/04C09K2211/1088C09K2211/1092C09K2211/1044H10K85/623H10K85/615H10K85/622H10K85/624H10K85/653H10K85/631H10K85/636H10K85/633H10K85/654H10K85/655H10K85/6576H10K85/6574H10K85/6572
Inventor 蔡辉韩春雪
Owner CHANGCHUN HYPERIONS TECH CO LTD
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