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Organic blue light-emitting material and preparation method thereof

A blue light-emitting material, organic technology, applied in the direction of light-emitting materials, chemical instruments and methods, etc., can solve the problems of low glass transition temperature, device performance degradation, aggregation and crystallization, etc., and achieve stable physical and chemical properties and high glass transition Temperature, the effect of increasing the glass transition temperature

Inactive Publication Date: 2017-05-10
NEIJIANG NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] There are four main categories of polymer luminescent materials: the first category, copolymerized polymers of π-conjugated monomers, such as copolymerized polymers obtained by copolymerizing fluorene with alkylbenzene, thiophene, carbazole, etc., have the advantage of emitting light Wide range, good solubility and thermal stability, but poor hole injection and transport properties
The second type is the polymer material obtained by copolymerization of π-conjugated monomers and non-conjugated monomers. The rigid conjugated structural units and flexible segments on the molecular chain are arranged alternately. It has good solubility, adjustable energy gap, and excitons. The range of motion is reduced and it is not easy to be quenched, and some have self-assembly ability to form supramolecular luminescent materials, but such materials are often complex in structure, difficult to synthesize, and high in cost
The third category is polymer materials obtained by copolymerization between σ monomers, such as polysilane, polysilacyclopentadiene, polygermane, etc. Polysilane is used more, and its advantages are good solubility and melting properties, and the hole High mobility, large nonlinear optical coefficient, etc., but its electron transport ability is poor, and Si-Si photolysis is prone to occur, and the luminescence stability is poor
The fourth category is polymer materials obtained by copolymerization between π-conjugated monomers and σ-monomers. For example, structures such as benzene rings, thiophenes, and fluorenes are introduced into polysilane chains. Such materials have poor luminescence stability.
However, the disadvantage of this kind of small molecule luminescent material is that the glass transition temperature of the molecule is low, and it is easy to gather and crystallize due to heating when the device is working, resulting in a sharp decline in the performance of the device.

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0032] Synthesis of 1,3-Di-p-nitrophenylpropenone

[0033]Add 3.22g (0.021mol) of p-nitrobenzaldehyde and 20mL of absolute ethanol to a 100mL three-necked flask, then add 4mL of concentrated sulfuric acid, install a water flow condenser, control the temperature of the water bath at about 72 ° C, and stir the 3.30 g (0.02mol) p-nitroacetophenone was added to the reactor, and the reaction was continued for 12 hours after the addition was completed, neutralized to neutral with 20% sodium hydroxide solution after cooling, the solid was collected by suction filtration, washed with 50% ethanol, The crude product was obtained, recrystallized from absolute ethanol, and dried in vacuo to obtain an orange solid with a yield of 53.2%;

[0034] Synthesis of 1-phenyl-3,5-di-p-nitrophenylpyrazoline

[0035] Add 2.98g (0.01mol) of 1,3-di-p-nitrophenylpropenone and 25mL of ethylene glycol monoethyl ether into a three-necked flask equipped with a condenser tube, and then add 1.44g (0.013mol) ...

Embodiment 2

[0042] Synthesis of 1,3-Di-p-nitrophenylpropenone

[0043] Add 3.22g (0.021mol) of p-nitrobenzaldehyde and 20mL of absolute ethanol to a 100mL three-necked flask, then add 4mL of concentrated sulfuric acid, install a water flow condenser, control the temperature of the water bath at 72°C, and dissolve 3.30g of (0.02mol) p-nitroacetophenone is added in the reactor, continue to react for 12h after adding, neutralize to neutrality with 20% sodium hydroxide solution after cooling, collect solid by suction filtration, wash with 50% ethanol, obtain Crude. Recrystallized from absolute ethanol and dried in vacuo to obtain an orange solid with a yield of 53.2%;

[0044] Synthesis of 1-phenyl-3,5-di-p-nitrophenylpyrazoline

[0045] Add 2.98g (0.01mol) of 1,3-di-p-nitrophenylpropenone and 25mL of ethylene glycol monoethyl ether into a three-necked flask equipped with a condenser tube, and then add 1.44g (0.013mol) of phenylhydrazine, under nitrogen protection, 100 ° C constant tempera...

Embodiment 3

[0052] Synthesis of 1,3-Di-p-nitrophenylpropenone

[0053] Add 3.22g (0.021mol) of p-nitrobenzaldehyde and 20mL of absolute ethanol to a 100mL three-necked flask, then add 4mL of concentrated sulfuric acid, install a water flow condenser, control the temperature of the water bath at about 72 ° C, and stir the 3.30 g (0.02mol) p-nitroacetophenone was added to the reactor, and the reaction was continued for 12 hours after the addition was completed, neutralized to neutral with 20% sodium hydroxide solution after cooling, the solid was collected by suction filtration, washed with 50% ethanol, The crude product was obtained, recrystallized from absolute ethanol, and dried in vacuo to obtain an orange solid with a yield of 53.2%;

[0054] Synthesis of 1-phenyl-3,5-di-p-nitrophenylpyrazoline

[0055] Add 2.98g (0.01mol) of 1,3-di-p-nitrophenylpropenone and 25mL of ethylene glycol monoethyl ether into a three-necked flask equipped with a condenser tube, and then add 1.44g (0.013mol)...

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Abstract

The invention relates to an organic blue-fluorescent material and a preparation method thereof. The method comprises the following steps: compounding 1, 3-di-p-nitrophenyl acrylketone; compounding 1-phenyl-3,5-di-p-nitrophenyl pyrazoline; compounding 1-phenyl-3,5-di-p-aminophenyl pyrazoline; compounding a polymer. The preparation method of the organic blue-fluorescent material provided by the invention is simple in preparation technology, easy for purification and low in cost, and the prepared polymer is excellent in solubleness, good in film-forming property and high in fluorescence intensity, and can emit blue light; the luminescent functional group of the organic blue-fluorescent material is locked in a functional film to avoid concentration quenching, so that the service life of a luminescent device is prolonged, and the further development and application of the series of materials are possible.

Description

technical field [0001] The invention belongs to the field of organic photoelectric display device materials, and in particular relates to an organic blue light-emitting material and a preparation method thereof. Background technique [0002] Luminescent materials involve the research fields of many disciplines such as chemistry, physics, electronics, etc. Organic luminescent materials are developing rapidly due to their higher luminous efficiency, wider range of luminescent color options and the advantages of easy large-scale film formation. Correspondingly, it has brought huge scientific and commercial value to organic light-emitting technology. Flexible display is a new technology that has only been born in recent years. As soon as the flexible display came out, it showed its good application prospects and attracted much attention. Therefore, the polymer light-emitting materials closely related to this technology have become a hot research field from synthesis to light-em...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G69/26C08G69/28C08G69/32C08L77/06C08L77/10C09K11/06
Inventor 雷光东廖立敏邱德敏
Owner NEIJIANG NORMAL UNIV
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