Photoelectric function material with N-P=S resonant structure, preparation method and application

A technology of optoelectronic functional materials and resonant structures, which is applied in the fields of luminescent materials, chemical instruments and methods, circuits, etc., can solve the problems of high concentration quenching, reduced device efficiency, triplet-triplet annihilation, etc., and achieves low cost and low cost. Start-up voltage, enhanced transfer and recombination effects

Active Publication Date: 2014-12-17
NANJING UNIV OF POSTS & TELECOMM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, in PhOLEDs, when the concentration of the excited triplet state is too high, triplet-triplet annihilation and high-concentration quenching often occur. The appearance of this phenomenon will reduce the device efficiency. In order to avoid this phenomenon, host-guest doping structure

Method used

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  • Photoelectric function material with N-P=S resonant structure, preparation method and application
  • Photoelectric function material with N-P=S resonant structure, preparation method and application
  • Photoelectric function material with N-P=S resonant structure, preparation method and application

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Experimental program
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Effect test

Embodiment 1

[0034] Embodiment 1: Synthesis of photoelectric functional material NCzPS

[0035] Add 1.67g carbazole to the reaction bottle, vacuumize, blow nitrogen repeatedly three times, add 20ml of anhydrous tetrahydrofuran (THF) under nitrogen protection, and then put the device into a dry ice / acetone bath at -78°C to cool for 10min. Measure 7.5ml of n-butyllithium n-hexane solution with a syringe, add it dropwise into the reaction flask, react at -78°C for 1h under nitrogen protection, then add 2.3ml of diphenylphosphorus chloride, and react at room temperature for 8h. The reaction solution was quenched with 10ml of water, extracted with 3×30mL of dichloromethane solution, and the organic phase was collected and dried over anhydrous sodium sulfate. The dichloromethane solution was spun out with a rotary evaporator. Then the crude product was dissolved in 50ml of dichloromethane, and 0.32g of sulfur element was added and stirred for 8h. Extract with 3×30mL solution, collect the organ...

Embodiment 2

[0037] Embodiment 2: the synthesis of photoelectric functional material NBuCzPS

[0038]Add 2.79g of tert-butyl carbazole to the reaction bottle, vacuumize, blow nitrogen repeatedly three times, add 20ml of anhydrous tetrahydrofuran (THF) under nitrogen protection, and then put the device into a dry ice / acetone bath at -78°C to cool for 10min . Measure 7.5ml of n-butyllithium n-hexane solution with a syringe, add it dropwise into the reaction flask, react at -78°C for 1h under nitrogen protection, then add 2.3ml of diphenylphosphorus chloride, and react at room temperature for 8h. The reaction solution was quenched with 10ml of water, extracted with 3×30mL of dichloromethane solution, and the organic phase was collected and dried over anhydrous sodium sulfate. The dichloromethane solution was spun out with a rotary evaporator. Then the crude product was dissolved in 50ml of dichloromethane, and 0.32g of sulfur element was added and stirred for 8h. Extract with 3×30mL soluti...

Embodiment 3

[0040] Embodiment 3: Synthesis of photoelectric functional material DNCzPS

[0041] Add 1.0 g of carbazole to the reaction flask, vacuumize and blow nitrogen three times, add 10 ml of anhydrous tetrahydrofuran (THF) under nitrogen protection, and then place the device in a dry ice / acetone bath at -78°C for 10 minutes to cool. Use a syringe to measure 4.5ml of 1.6M n-butyllithium n-hexane solution, add dropwise to the reaction flask, react at -78°C for 1h under nitrogen protection, then add 0.41ml of phenylphosphorous dichloride, and then react at room temperature for 8h . The reaction solution was quenched with 10ml of water, extracted with 3×30mL of dichloromethane solution, and the organic phase was collected and dried over anhydrous sodium sulfate. The dichloromethane solution was spun out with a rotary evaporator. Then the crude product was dissolved in 50ml of dichloromethane, and 0.1g of sulfur was added and stirred for 8h. Extract with 3×30mL solution, collect the or...

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Abstract

The invention relates to a photoelectric function material with a N-P=S resonant structure, a preparation method and application. The structure of the material is shown as a formula (I) in the specification, and in the formula (I), Ar represents carbazole or t-butyl carbazole, and Ph is phenyl. The photoelectric function material, which possesses the N-P=S resonant structure, dynamically-adjustable electricity performances, high triplet state energy level and bipolar transmission property, has the advantages of cheap raw materials, simple and convenient synthetic method, and good dissolvability, film-forming ability and stability. By introducing the N-P=S resonant structure, the material is obviously improved in carrier transmission capability and is endowed with excellent cavity transmission and electron transmission capability. Electroluminescent devices prepared from the material have high efficiency, relatively low turn-on voltage and stable electroluminescent performances. The technical scheme has important meaning on development of efficient stable organic light-emitting diodes.

Description

technical field [0001] The invention relates to a photoelectric functional material containing an N-P=S resonance structure, a preparation method and an application, and belongs to the technical field of electroluminescence. Background technique [0002] Organic light-emitting diodes (Organic light-emitting diodes, OLEDs) are devices that use organic materials as active layers to emit light under the action of an electric field. Due to the advantages of high brightness, wide viewing angle, fast response and simple process, OLED has received extensive attention in modern scientific research. In electroluminescence (EL), the organic molecules excited by the recombination of electrons and holes are not limited by the law of spin. Theoretically, according to the statistical distribution, the ratio of excited triplet state to excited singlet state is 3 :1. Therefore, if other possible energy losses are not considered in electroluminescence, fluorescence electroluminescence only...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09K11/06C07F9/572H01L51/54
Inventor 陈润锋黄维陶冶马力
Owner NANJING UNIV OF POSTS & TELECOMM
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