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Dendritic thermal activation delay fluorescence material and synthesizing method thereof

A thermal activation delay, fluorescent material technology, applied in the direction of luminescent materials, chemical instruments and methods, organic chemistry, etc., can solve the problems of easy phase separation, difficult material purification, low efficiency roll-off, etc., to achieve easy separation and purification, The preparation method is simple and effective

Inactive Publication Date: 2016-06-08
SOUTH CHINA UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, the former two have some disadvantages: the blending method is prone to phase separation; and the introduction of complexes into polymers through chemical bonds has difficulties in material purification, and the polymerization process is prone to structural defects.
[0007] Based on the new blue light material reported by Adachi et al. on NatruePhotonics in 2014, the maximum external quantum efficiency EQE of the device reaches 19.5%, the color purity is high, and the efficiency roll-off under high brightness is small; but rarely reported

Method used

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  • Dendritic thermal activation delay fluorescence material and synthesizing method thereof
  • Dendritic thermal activation delay fluorescence material and synthesizing method thereof
  • Dendritic thermal activation delay fluorescence material and synthesizing method thereof

Examples

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Embodiment 1

[0030] (1) Synthesis of 1-(benzyloxy)-4-bromobenzene

[0031] Weigh sodium hydride (2.4g, 60mmol, 60%), 70mL of dry DMF in a 250mL three-necked flask, change nitrogen for three times, and cool to 5°C in an ice water bath. P-bromophenol (8.651g, 50mmol) was quickly added to the system, and the reaction was stirred for 30 minutes until no bubbles emerged. Benzyl bromide (8.551 g, 50 mmol) was injected into a constant pressure funnel and slowly dropped into the system. After dripping, the ice-water bath was removed, and it was naturally raised to room temperature to react and stir for 2 hours. After the reaction, it was poured into ice-saturated ammonium chloride solution for quenching, stirred for half an hour, and a large amount of white solid was precipitated. Filter with sand core funnel and wash with ice methanol. The filter cake was recrystallized with ethanol to obtain 11.678 g of pure white fine needle-like solid, melting point: 62-64°C, yield: 89%.

[0032] (2) Synthesis ...

Embodiment 2

[0054] (1) Synthesis of 1-[4-(N-(Diphenylamino)phenyl)methoxy]-6-bromohexane

[0055] The synthetic route is shown in the following formula:

[0056]

[0057] The specific synthesis steps are as follows:

[0058] Weigh diphenylamino-4-benzyl alcohol (5.5g, 20mmol) and sodium hydride (2.4g, 60mmol, 60%) in a 250mL three-neck flask, change nitrogen for three times, inject 50mL tetrahydrofuran, and stir at room temperature to react for 1 hour until no bubbles Pop up. Weigh 1,6-dibromohexane (19.517g, 80mmol) in another 250mL single-neck flask, change nitrogen for three times, inject 50mL dry tetrahydrofuran, and heat to 65°C. Pour the prepared sodium alkoxide into the constant pressure funnel and add slowly. After the addition, react at 65°C overnight. After the reaction is over, cool to room temperature, pour into ice ammonium chloride solution for quenching, extract with ethyl acetate, combine the organic layers, wash with saturated sodium chloride solution, and dry with anhydrous...

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Abstract

The invention belongs to the technical field of organic light-emitting materials and discloses a dendritic thermal activation delay fluorescence material and a synthesizing method thereof. The fluorescence material has a general molecular formula as shown in formula (1), wherein L is a linking base group, and H is a hole-transporting base group. According to the dendritic thermal activation delay fluorescence material and the synthesizing method thereof, the hole-transporting base group of the dendritic structure is connected to the periphery of the thermal activation delay fluorescence material through a chemical method; carbazole and triphenylamine branch units effectively inhibit gathering of light-emitting nuclear, and meanwhile excellent hole-transporting performance is provided for the material; accordingly, it is beneficial to lower drive voltage of a device, light-emitting efficiency is improved, and the problem that the high current density is lowered is improved.

Description

Technical field [0001] The invention belongs to the technical field of organic light-emitting materials, and specifically relates to a dendritic thermally activated delayed fluorescent material and a synthesis method thereof. Background technique [0002] The phenomenon of organic electroluminescence can be traced back to 1963. The Pope group and the Visco group found that applying a DC voltage of not less than 400V to micron-thick anthracene single crystals can observe blue light emission. Until 1987, Dr. Qingyun Deng of Kodak, USA, and others invented a sandwich type organic double-layer thin-film electroluminescent device, using 8-hydroxyquinoline aluminum as the light-emitting layer material, and the device's luminous brightness reached 1000cd / when driven by a voltage of less than 10V. m 2 , The external quantum efficiency was increased to 1%, and the efficiency was 1.51m / W, which stimulated the research upsurge of organic electroluminescent materials and devices. Burroughe...

Claims

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Application Information

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IPC IPC(8): C09K11/06C07D401/14C07D219/02
CPCC07D219/02C07D401/14C09K11/06C09K2211/1007C09K2211/1014C09K2211/1022C09K2211/1029
Inventor 莫越奇
Owner SOUTH CHINA UNIV OF TECH
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