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A kind of modified polycarbazole and preparation method thereof

A polycarbazole and modification technology, which is applied in the field of modified polycarbazole and its preparation, can solve the problems of poor device stability, short device life, and limited application range of carbazole materials, so as to make up for defects and improve thermal oxygen resistance. The effect of stability

Inactive Publication Date: 2018-04-17
GUANGDONG UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, in addition to the good performance of red light and green light materials in organic electroluminescent materials, blue light materials can only meet the applications in some fields due to problems such as stability, quantum efficiency and color purity.
Carbazole is a class of aromatic heterocyclic compounds containing electron-rich nitrogen atoms, and its derivatives exhibit many excellent photoelectric properties and biological activities, but most polycarbazole light-emitting materials have a low glass transition temperature Tg, making the device The poor stability of carbazole leads to unstable luminescence and short device life, which further limits the application range of carbazole materials.

Method used

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  • A kind of modified polycarbazole and preparation method thereof
  • A kind of modified polycarbazole and preparation method thereof
  • A kind of modified polycarbazole and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0049] The preparation method of the modified polycarbazole of the present embodiment is:

[0050] (1) Preparation of 4,4'-dibromo-2-nitrobiphenyl

[0051] Add 4,4'-dibromobiphenyl (2g, 6.41mmol) and glacial acetic acid (30ml) into the reaction flask, stir magnetically, heat the oil bath to 100°C, add distilled water (0.75mL) dropwise through a constant pressure dropping funnel Mixed solution with fuming nitric acid (9.25mL), continue to stir at 100°C for 0.5h, pour into 500mL of ice water, stir, filter with suction, and vacuum-dry to obtain a solid, which is recrystallized by ethanol to obtain a light yellow solid 4 , 4'-dibromo-2-nitrobiphenyl, the yield is 68.2%;

[0052] (2) Preparation of 2,7-dibromocarbazole

[0053] Add the 4,4'-dibromo-2-nitrobiphenyl (2g, 5.60mmol) and triphenylphosphine (4.40g, 16.80mmol) of step (1) into a 250mL three-necked round-bottomed flask, and add the solvent Dichlorobenzene 125mL, vigorously stirred and heated to 170°C for reflux reaction...

Embodiment 2

[0070] The preparation method of the modified polycarbazole of the present embodiment is:

[0071] (1) Preparation of 4,4'-dibromo-2-nitrobiphenyl

[0072] 4,4'-Dibromobiphenyl (2g, 6.41mmol) and glacial acetic acid (30ml) were added into the reaction flask, stirred by magnetic force, and the temperature of the oil bath was raised to 100°C. A mixed solution of distilled water (0.62 mL) and fuming nitric acid (9.25 mL) was added dropwise through a constant pressure dropping funnel. After continuing stirring at 100° C. for 0.5 h, pour into 500 mL of ice water, stir, filter with suction, and dry the solid in vacuo. The crude product was recrystallized from ethanol to obtain 4,4'-dibromo-2-nitrobiphenyl as a light yellow solid with a yield of 60.2%.

[0073] (2) Preparation of 2,7-dibromocarbazole

[0074] 4,4'-Dibromo-2-nitrobiphenyl (2g, 5.60mmol) and triphenylphosphine (4.00g, 15.30mmol) were added into a 250mL three-neck round bottom flask. 125 mL of the reaction solvent o...

Embodiment 3

[0090] The preparation method of the modified polycarbazole of the present embodiment is:

[0091] (1) Preparation of 4,4'-dibromo-2-nitrobiphenyl

[0092] 4,4'-Dibromobiphenyl (2g, 6.41mmol) and glacial acetic acid (30ml) were added into the reaction flask, stirred by magnetic force, and the temperature of the oil bath was raised to 100°C. A mixed solution of distilled water (0.93 mL) and fuming nitric acid (9.25 mL) was added dropwise through a constant pressure dropping funnel. After continuing stirring at 100° C. for 0.5 h, pour into 500 mL of ice water, stir, filter with suction, and dry the solid in vacuo. The crude product was recrystallized from ethanol to obtain 4,4'-dibromo-2-nitrobiphenyl as a light yellow solid with a yield of 62.8%.

[0093] (2) Preparation of 2,7-dibromocarbazole

[0094] 4,4'-Dibromo-2-nitrobiphenyl (2g, 5.60mmol) and triphenylphosphine (6.00g, 22.91mmol) were added into a 250mL three-neck round bottom flask. 125 mL of the reaction solvent o...

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Abstract

The invention discloses a modified polycarbazole and a preparation method thereof. The molecular structure of the modified polycarbazole includes a structural unit shown as formula 1, wherein x, y and z are respectively the mole percent of corresponding structural units, x+y+z=100%, x is greater than 50% and smaller than or equal to 66%, y is greater than 0 and smaller than or equal to 34%, z is greater than or equal to 0 and smaller than 50%, and R1 and R2 are hydrogen or alkyl with 1-22 carbon atoms. Through modification by substituted rigid large volume molecular adamantane, the thermo oxidative stability of the polymer can be improved, and excessive contact between the carbazole groups can be prevented, thus endowing the polymer with excellent optical properties. (formula (1)).

Description

technical field [0001] The invention belongs to the technical field of polymer synthesis and functional polymer preparation, and relates to a modified polycarbazole and a preparation method thereof. technical background [0002] Organic light-emitting device (Organic Light-emitting Device, OLED), as a new generation of flat panel display technology, has broad application prospects. At present, organic polymer optoelectronic devices are close to commercialization in the field of backlight sources such as liquid crystal displays and car navigation systems. Compared with inorganic materials, organic light-emitting materials have the advantages of low material preparation cost, simple process, good film-forming properties and flexibility, and high fluorescence quantum efficiency. tailoring” to design organic molecules of various luminous colors. However, in addition to the good performance of red light and green light materials among organic electroluminescent materials, blue l...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G61/12C09K11/06
CPCC08G61/124C08G2261/18C08G2261/3241C08G2261/3325C08G2261/522C08G2261/592C09K11/06
Inventor 郭建维柳滢春罗涛
Owner GUANGDONG UNIV OF TECH
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