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A kind of modified polyvinyl carbazole polymer luminescent material and preparation method thereof

A technology of polyvinyl carbazole and vinyl carbazole, which is applied in the field of organic light-emitting materials, can solve the problem of low polymer chain molecular weight, which cannot solve the material fluorescence self-quenching excimer, and the method conditions are harsh and other problems, to achieve the effect of high fluorescence intensity, good solubility, and easy post-treatment

Inactive Publication Date: 2017-12-22
GUANGDONG UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] It has been reported that Takashi et al. (Journal of the American chemical society, 2012, 134, 8360-8363) obtained straight and extended PVK chains by copolymerizing vinyl carbazole in nanotubes. This configuration avoids the The bending of chain segments improves the fluorescence efficiency and hole conductivity of PVK, but the conditions of this method are relatively harsh, and the molecular weight of the synthesized polymer chain is low; it still cannot solve the problem of material fluorescence self-quenching and Difficulties such as easy formation of excimer associations limit its application in the field of organic light-emitting materials (OLEDs)

Method used

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  • A kind of modified polyvinyl carbazole polymer luminescent material and preparation method thereof
  • A kind of modified polyvinyl carbazole polymer luminescent material and preparation method thereof
  • A kind of modified polyvinyl carbazole polymer luminescent material and preparation method thereof

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Embodiment 1

[0031] (1) Synthesis of 1-phenyladamantane

[0032] Mg (7.22g, 0.297mol) and anhydrous ether (20ml) were added to a 150ml three-necked flask, activated with a small amount of iodine, and anhydrous bromobenzene (28.5g, 0.182 g) diluted with 100ml anhydrous ether was added dropwise under nitrogen atmosphere. mol) mixture was added and stirred at room temperature for 1 h. After the reaction, the liquid phase was carefully transferred to another flask to remove unreacted Mg, and the excess ether solvent was distilled off under reduced pressure. Then add dissolved in 140 ml dry CH under nitrogen flow 2 Cl 2 1-Bromoadamantane (12.9g, 0.060mol) in the mixture was refluxed for 24h. Then cooled to room temperature, slowly poured into 2M hydrochloric acid solution, separated, and the aqueous phase was washed with CH 2 Cl 2 Extracted three times, combined the organic phases, washed the organic layer with water, and then washed it with anhydrous MgSO. 4 Drying and distillation under...

Embodiment 2

[0045] (1) Synthesis of 1-phenyladamantane

[0046] Mg (5.30g, 0.2219mol) and anhydrous ether (15ml) were added to a 150ml three-necked flask, activated with a small amount of iodine, and anhydrous bromobenzene (28.5g, 0.182 g) diluted with eternal 100ml anhydrous ether was added dropwise under nitrogen atmosphere. mol) mixture was added and stirred at room temperature for 2h. After the reaction, the liquid phase was carefully transferred to another flask to remove the remaining Mg, and the excess ether solvent was evaporated under reduced pressure. Then add dissolved in 140 ml dry CH under nitrogen flow 2 Cl 2 1-Bromoadamantane (12.9g, 0.060mol) in the mixture was refluxed for 24h. Then cooled to room temperature, slowly poured into 2M hydrochloric acid solution, separated, and the aqueous phase was washed with CH 2 Cl 2 Extracted three times, combined the organic phases, washed the organic layer with water, and then washed it with anhydrous MgSO. 4 Drying and distillat...

Embodiment 3

[0056] (1) Synthesis of 1-phenyladamantane

[0057] Add Mg (8.85g, 0.365mol) and anhydrous ether (25ml) to a 150ml three-necked flask, activate with a small amount of iodine, and then add dropwise anhydrous bromobenzene ( 28.5g, 0.182mol) mixed solution, after adding, it was stirred at room temperature for 3h. After the reaction was completed, the liquid phase was carefully transferred to another flask to remove residual Mg, and the excess ether solvent was distilled off under vacuum. Then add dissolved in 140 ml dry CH under nitrogen flow 2 Cl 2 1-Bromoadamantane (12.9g, 0.060mol) in the mixture was refluxed for 24h. Then cooled to room temperature, slowly poured into 2M hydrochloric acid solution, separated, and the aqueous phase was washed with CH 2 Cl 2 Extracted three times, combined the organic phases, washed the organic layer with water, and then washed it with anhydrous MgSO. 4 Dry and distilled under reduced pressure to obtain a pale yellow solid, which was pass...

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Abstract

The invention relates to a modified polyvinyl carbazole high-polymer luminescent material and a preparation method thereof, belonging to the technical field of organic luminescent materials. The average molecular weight of the high-polymer luminescent material is 11000, the molecular weight distribution is 1.2 or so, and the decomposition temperature is 410 DEG C. The large-volume steric hindrance of the adamantane derivative structure in the synthesis process is utilized to change the spatial arrangement of the polymer, thereby lowering the randomness of the polymer and further enhancing the fluorescence efficiency. The method comprises the following steps: synthesis of 1-phenyladamantane, synthesis of 1-(4-bromophenyl)adamantane, synthesis of 4-adamantylbenzaldehyde, synthesis of 4-adamantyl styrene, and synthesis of modified polyvinyl carbazole high-polymer luminescent material polymer. The method has the advantages of simple technique, low cost, higher yield, high operability and favorable reproducibility. The synthesized adamantane-derivative-based polyvinyl carbazole structure has high heat stability and high fluorescence intensity. The synthesized organic luminescent material has favorable solubility in organic solvents.

Description

technical field [0001] The invention relates to a light-emitting material and a preparation method thereof, in particular to a modified polyvinylcarbazole-based polymer light-emitting material and a preparation method thereof, belonging to the technical field of organic light-emitting materials. Background technique [0002] Organic / polymer luminescent materials (OLEDs) are an emerging cross-cutting frontier research field after the development of inorganic luminescent materials. Compared with the current popular solid-state lighting LEDs, OLEDs are thinner, lighter, richer in color, High efficiency, fast response speed, high definition, low power consumption, low cost, excellent low temperature resistance and excellent shock resistance and many other advantages have been hailed as a "dream display", which is the future development direction of green lighting sources. OLED is now recognized as a new generation of graphic image display devices after liquid crystal display LED...

Claims

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Application Information

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IPC IPC(8): C08F226/12C08F212/32C09K11/06
CPCC08F226/12C09K11/06C09K2211/1416C09K2211/1466C08F212/32
Inventor 郭建维李雄吴彤彪傅淑琴
Owner GUANGDONG UNIV OF TECH
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