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Blue light semi-conductor material containing diindazolepyrene and preparation method as well as organic light emitting apparatus made from material

A diindazole and semiconductor technology, applied in the field of organic light-emitting devices, can solve the problems of device spectral instability, and achieve the effects of good electron transport performance, high stability and improved mobility

Active Publication Date: 2015-01-07
奥来德(上海)光电材料科技有限公司
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] The present invention aims to solve the technical problem that the spectrum of devices made of existing pyrene-based blue-light materials is unstable under long-term or high-voltage conditions, and provides a blue-light semiconductor material containing bisindazolopyrene, a preparation method thereof, and organic light emitting device

Method used

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  • Blue light semi-conductor material containing diindazolepyrene and preparation method as well as organic light emitting apparatus made from material
  • Blue light semi-conductor material containing diindazolepyrene and preparation method as well as organic light emitting apparatus made from material
  • Blue light semi-conductor material containing diindazolepyrene and preparation method as well as organic light emitting apparatus made from material

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Experimental program
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Effect test

Embodiment 1

[0037] Embodiment 1: the synthesis of compound 1

[0038]

[0039] Under nitrogen protection, put 100mmol of bisindazolopyrene intermediate, 220mmol of 9-bromo-9H-carbazole, 5mmol of tris(dibenzylideneacetone)dipalladium, 400mmol of sodium tert-butoxide, and 20mmol of tri-tert-butylphosphine into a reaction vessel, and dissolved with 500ml of toluene, 110 ° C reflux reaction for 24h, with thin layer chromatography (TLC) to determine the end point of the reaction, the reaction is complete, cooled to room temperature, through a silica gel funnel, rinsed with dichloromethane, spin-dried, dichloromethane / Petroleum ether was recrystallized, filtered with suction, and dried to obtain 88 mmol of compound 1 with a yield of 88%.

Embodiment 2

[0040] Embodiment 2: the synthesis of compound 2

[0041]

[0042] Under nitrogen protection, put 100mmol of bisindazolopyrene intermediate, 215mmol of 2-bromonaphthalene, tris(dibenzylideneacetone) dipalladium (5mmol), 409mmol of sodium tert-butoxide, and 20mmol of tri-tert-butylphosphine into the reaction In the container, dissolve it with 500ml toluene, reflux at 110°C for 24h, determine the end point of the reaction with thin layer chromatography (TLC), after the reaction is complete, cool to room temperature, pass through a silica gel funnel, rinse with dichloromethane, spin dry, dichloromethane / petroleum ether After recrystallization, suction filtration and drying, 79 mmol of compound 2 was obtained with a yield of 79%.

Embodiment 3

[0043] Embodiment 3: the synthesis of compound 3

[0044]

[0045]Under nitrogen protection, put 102mmol of bisindazolopyrene intermediate, 219mmol of 3-bromophenanthrene, 5mmol of tris(dibenzylideneacetone)dipalladium, 404mmol of sodium tert-butoxide, and 20mmol of tri-tert-butylphosphine into a reaction vessel , and dissolved in 500ml of toluene, reflux at 110°C for 24h, use thin-layer chromatography (TLC) to determine the end point of the reaction, after the reaction is complete, cool to room temperature, pass through a silica gel funnel, rinse with dichloromethane, spin dry, dichloromethane / petroleum ether recrystallization , filtered by suction, and dried to obtain 74mmol of compound 3, with a yield of 73%.

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Abstract

The invention relates to a blue light semi-conductor material containing diindazolepyrene and a preparation method as well as an organic light emitting apparatus made from the material, which solves the technical problem that the spectrum of the existing apparatus which is made from the pyrene blue light material is unstable for a long time or under the condition of high voltages. The blue light semi-conductor material containing diindazolepyrene provided by the invention is a diindazolepyrene derivative with an R substituent generated by virtue of a reaction of diindazolepyrene and a bromide containing the R group. The prepared blue light semi-conductor material containing diindazolepyrene is high in light emitting efficiency which means that the compound can be used as a light emitting material or a light emitting main body material, especially a phosphorescent blue main body material. The blue light semi-conductor material containing diindazolepyrene for an organic electroluminescence device shows high efficiency, high brightness and long service life and has the advantage of relatively low manufacturing cost, and the manufacturing cost of the organic electroluminescence device is lowered.

Description

technical field [0001] The invention relates to the field of organic photoelectric materials, in particular to a blue-light semiconductor material containing bisindazolopyrene, a preparation method thereof, and an organic light-emitting device made of the material. Background technique [0002] An organic electroluminescent EL device is hereinafter referred to as an "organic EL device" and generally consists of two opposing electrodes and at least one layer of organic light-emitting compound interposed between the two electrodes. Charges are injected into the organic layer formed between the anode and cathode to form electron and hole pairs, which cause light emission from organic compounds having fluorescent or phosphorescent properties. [0003] Organic light-emitting diode (OLED) is a new type of flat-panel display device, which has the characteristics of energy saving, fast response, stable color, strong environmental adaptability, no radiation, long life, light weight a...

Claims

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Application Information

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IPC IPC(8): C07D487/06C07D519/00C09K11/06H01L51/54
CPCC09K11/06C07D487/06C07D519/00C09K2211/1037C09K2211/1044C09K2211/1088C09K2211/1029C09K2211/1011C09K2211/1007H10K85/631H10K85/626H10K85/657H10K85/6574H10K85/6572
Inventor 尹恩心林文晶
Owner 奥来德(上海)光电材料科技有限公司
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