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A kind of organic electroluminescent compound and its preparation method and application
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A compound and electroluminescence technology, applied in the fields of organic chemistry, luminescent materials, chemical instruments and methods, can solve the problems of quantum efficiency and service life, and achieve the effect of being suitable for industrial production, high output and high power efficiency
Active Publication Date: 2022-05-06
JILIN OPTICAL & ELECTRONICS MATERIALS
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However, organic EL devices using these materials still have problems in terms of quantum efficiency and lifetime
Method used
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preparation example Construction
[0072] Step 1. Preparation of Intermediate 1
[0073] After adding compound 2 and tetrahydrofuran to the reaction vessel, the vessel was cooled under a nitrogen atmosphere, then n-butyllithium was added dropwise to the mixture, the mixture was stirred, the mixture was stirred at room temperature for reaction, and then cooled; thereafter , Compound 1 dissolved in tetrahydrofuran was added dropwise to the above mixture, the reaction temperature was raised to room temperature, the stirring reaction was continued, then an aqueous ammonium chloride solution was added to the reaction solution to complete the reaction, and extracted with ethyl acetate The reaction solution, then the extracted organic layer was dried using magnesium sulfate, and the solvent was removed using a rotary evaporator, and the remaining material was purified by column chromatography to obtain Intermediate 1;
[0074] Step 2. Preparation of the compound represented by chemical formula 1
[0075] After interm...
Embodiment 1
[0094] Example 1: Preparation of Compound 1
[0095]
[0096] After adding 2-bromo-9,9,10,10-tetramethyl-9,10-dihydroanthracene (60 mmol) and 200 mL of tetrahydrofuran to the reaction vessel, the vessel was cooled to -78°C under nitrogen atmosphere. Then n-butyllithium (2.5M, 60 mmol) was slowly added dropwise to the mixture. After stirring the mixture at -78°C for 30 minutes, it was stirred at room temperature for 3 hours and cooled to -78°C. After this time, 9-fluorenone (60 mmol) dissolved in 200 mL of tetrahydrofuran was slowly added dropwise to the mixture. After the addition, the reaction temperature was slowly warmed to room temperature, and the mixture was stirred for 16 hours. Next, an aqueous ammonium chloride solution was added to the reaction solution to complete the reaction, and the reaction solution was extracted with ethyl acetate. The extracted organic layer was then dried using magnesium sulfate, and the solvent was removed using a rotary evaporator. T...
Embodiment 2
[0098] Example 2: Preparation of Compound 6
[0099]
[0100] Compound 6 was prepared according to the method of Example 1, (81% yield, MW: 719.83). The difference from Example 1 is that Intermediate 1-6 is used instead of Intermediate 1-1.
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Abstract
The invention relates to the technical field of luminescent compounds, in particular to an organic electroluminescent compound, its preparation method and application. In order to solve the problems existing in traditional hole transport materials and obtain ideal materials, the present invention proposes the solution of introducing arylamine and anthracene derivatives to the 9-position of fluorene. By introducing arylamine, hole injection ability / transport ability, high power efficiency, and long life are obtained; by introducing anthracene derivatives, an appropriate glass transition temperature is obtained, thereby obtaining a high-quality organic electroluminescence compound. Devices prepared from the compounds provided by the invention have excellent current efficiency and power efficiency as well as long lifetime. The preparation method of the organic electroluminescent compound provided by the invention is simple and easy to implement, has high yield and is suitable for industrialized production.
Description
technical field [0001] The present invention relates to the technical field of light-emitting compounds, in particular to an organic electroluminescent compound, a preparation method and application thereof. Background technique [0002] Electroluminescent devices (EL devices) are automatic light-emitting devices that have the advantage of providing wider viewing angles, higher contrast ratios, and faster response times. [0003] The organic EL element is a self-luminous element utilizing the principle that by applying an electric field, a fluorescent substance can emit light by the recombination of holes injected from the anode and electrons injected from the cathode. It has the following structure: an anode, a cathode, and an organic layer in between. In order to improve the efficiency and stability of organic EL elements, the organic layer includes multiple layers with different materials, such as hole injection layer (HIL), hole transport layer (HTL), light emitting lay...
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