Triphenylethylene derivatives and application thereof

Abstract

The invention discloses triphenylethylene derivatives and an application thereof. The triphenylethylene derivatives have a structure represented by a formula (I), wherein A represents spirofluorene triphenylamine and spirofluorene triphenylamine derivatives in different sites. According to the triphenylethylene derivatives in different sites, the conjugation can be effectively controlled through site regulation, and undoped fluorescent devices with different light colors are obtained; compared with a common fluorescent guest material, the material has the advantages that the structure of an OLED (organic light emitting diode) device utilizing the material as a luminous layer can be effectively simplified, the cost is greatly saved, high-efficiency fluorescent devices are obtained, and the triphenylethylene derivatives can be widely applied to the field of organic electroluminescence.

Description

technical field

[0001] The invention belongs to the technical field of organic photoelectric materials, and specifically relates to a triphenylethylene-like derivative and its application. Background technique

[0002] Organic electroluminescence is considered to be a new generation of flat panel display technology with excellent development prospects. Compared with inorganic electroluminescent materials, organic electroluminescent materials have the advantages of high luminous efficiency, strong luminous brightness, low energy consumption, low driving voltage, and simple manufacture. Designing and synthesizing organic electroluminescent materials that can meet the requirements of commercialization is attracting widespread attention from all walks of life.

[0003] Organic electroluminescent materials are generally divided into singlet fluorescent dyes and triplet phosphorescent dyes. Singlet fluorescent dyes are widely used in fluorescent devices because they can use their...

Examples

Embodiment 1

[0027] 2.0 g of ring-closed triphenylamine-2-boronate, 2.5 g of (2-bromo-1,1,2-phenyl)triphenylethylene, 3.0 g of tripotassium phosphate, 0.24 g of 2-bicyclohexylphosphine-2' , 6'-dimethoxybiphenyl (S-Phos), 0.1 g of tris(dibenzylideneacetone) dipalladium was dissolved in 120 ml of toluene and 12 ml of distilled water, refluxed under argon protection for 48 hours, cooled, washed with water , extracted with dichloromethane, the organic layer was dried with anhydrous sodium sulfate and spin-dried, passed through the column with a mixture of dichloromethane / petroleum ether, recrystallized with ethanol, and obtained 2.0 g of SAF-2-TriPE after sublimation.

Embodiment 2

[0029] 3.0 grams of ring-closed triphenylamine-3-boronate, 3.75 grams of (2-bromo-1,1,2-phenyl)triphenylethylene, 4.5 grams of tripotassium phosphate, 0.36 grams of S-Phos, 0.15 grams of tri( Dibenzylideneacetone) dipalladium was dissolved in 120 milliliters of toluene and 12 milliliters of distilled water, refluxed under argon protection for 48 hours, washed with water after cooling, extracted with dichloromethane, and the organic layer was dried with anhydrous sodium sulfate and spin-dried, and washed with dichloromethane Methyl chloride / petroleum ether mixture was passed through the column, recrystallized with ethanol, and 1.5 g of SAF-3-TriPE was obtained after sublimation.

Embodiment 3

[0031] 3.0 grams of ring-closed triphenylamine-4-boronate, 3.75 grams of (2-bromo-1,1,2-phenyl)triphenylethylene, 4.5 grams of tripotassium phosphate, 0.36 grams of S-Phos, 0.15 grams of tri( Dibenzylideneacetone) dipalladium was dissolved in 120 milliliters of toluene and 12 milliliters of distilled water, refluxed under argon protection for 48 hours, washed with water after cooling, extracted with dichloromethane, and the organic layer was dried with anhydrous sodium sulfate and spin-dried, and washed with dichloromethane The mixture of methyl chloride / petroleum ether was passed through the column, recrystallized with ethanol, and 1.0 g of SAF-4-TriPE was obtained after sublimation.

technical field

[0001] The invention belongs to the technical field of organic photoelectric materials, and specifically relates to a triphenylethylene-like derivative and its application. Background technique

[0002] Organic electroluminescence is considered to be a new generation of flat panel display technology with excellent development prospects. Compared with inorganic electroluminescent materials, organic electroluminescent materials have the advantages of high luminous efficiency, strong luminous brightness, low energy consumption, low driving voltage, and simple manufacture. Designing and synthesizing organic electroluminescent materials that can meet the requirements of commercialization is attracting widespread attention from all walks of life.

[0003] Organic electroluminescent materials are generally divided into singlet fluorescent dyes and triplet phosphorescent dyes. Singlet fluorescent dyes are widely used in fluorescent devices because they can use their...

Examples

Embodiment 1

[0027] 2.0 g of ring-closed triphenylamine-2-boronate, 2.5 g of (2-bromo-1,1,2-phenyl)triphenylethylene, 3.0 g of tripotassium phosphate, 0.24 g of 2-bicyclohexylphosphine-2' , 6'-dimethoxybiphenyl (S-Phos), 0.1 g of tris(dibenzylideneacetone) dipalladium was dissolved in 120 ml of toluene and 12 ml of distilled water, refluxed under argon protection for 48 hours, cooled, washed with water , extracted with dichloromethane, the organic layer was dried with anhydrous sodium sulfate and spin-dried, passed through the column with a mixture of dichloromethane / petroleum ether, recrystallized with ethanol, and obtained 2.0 g of SAF-2-TriPE after sublimation.

Embodiment 2

[0029] 3.0 grams of ring-closed triphenylamine-3-boronate, 3.75 grams of (2-bromo-1,1,2-phenyl)triphenylethylene, 4.5 grams of tripotassium phosphate, 0.36 grams of S-Phos, 0.15 grams of tri( Dibenzylideneacetone) dipalladium was dissolved in 120 milliliters of toluene and 12 milliliters of distilled water, refluxed under argon protection for 48 hours, washed with water after cooling, extracted with dichloromethane, and the organic layer was dried with anhydrous sodium sulfate and spin-dried, and washed with dichloromethane Methyl chloride / petroleum ether mixture was passed through the column, recrystallized with ethanol, and 1.5 g of SAF-3-TriPE was obtained after sublimation.

Embodiment 3

[0031] 3.0 grams of ring-closed triphenylamine-4-boronate, 3.75 grams of (2-bromo-1,1,2-phenyl)triphenylethylene, 4.5 grams of tripotassium phosphate, 0.36 grams of S-Phos, 0.15 grams of tri( Dibenzylideneacetone) dipalladium was dissolved in 120 milliliters of toluene and 12 milliliters of distilled water, refluxed under argon protection for 48 hours, washed with water after cooling, extracted with dichloromethane, and the organic layer was dried with anhydrous sodium sulfate and spin-dried, and washed with dichloromethane The mixture of methyl chloride / petroleum ether was passed through the column, recrystallized with ethanol, and 1.0 g of SAF-4-TriPE was obtained after sublimation.

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