Hyperbranched polymer with 2,4,6-tribromo-1-alkoxybenzene as matrix and preparation method thereof

A technology of hyperbranched polymer and alkoxybenzene, which is applied in the directions of ether preparation, ester reaction preparation of ether, organic chemistry, etc., and achieves the effects of high yield, good processing performance, and simple and feasible operation.

Inactive Publication Date: 2015-03-11
WUHAN INSTITUTE OF TECHNOLOGY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, linear electroluminescent polymers are more common organic polymer electroluminescent materials, while hyperbranched polymer electroluminescent materials are less studied

Method used

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  • Hyperbranched polymer with 2,4,6-tribromo-1-alkoxybenzene as matrix and preparation method thereof
  • Hyperbranched polymer with 2,4,6-tribromo-1-alkoxybenzene as matrix and preparation method thereof
  • Hyperbranched polymer with 2,4,6-tribromo-1-alkoxybenzene as matrix and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0024] The preparation of the hyperbranched polymer of 2,4,6-tribromo-1-octyloxybenzene and 9-hexylcarbazole, the reaction formula is as follows:

[0025]

[0026] The specific synthesis process is as follows:

[0027] i. Synthesis of 2,4,6-tribromo-1-octyloxybenzene

[0028] Add 5mmol (1.654g) 2,4,6-tribromophenol and 6~7ml methanol into a 50ml double-necked flask, stir; add 10mmol (0.400g) NaOH after dissolving, and heat up to 50°C; after reflux for 1h, dropwise Inject 1.728g bromooctane (10mmol, 99% analytically pure), and reflux for 24h. When a white solid appears at the bottom of the flask, add a small amount of methanol to redissolve it. After reflux for 24 hours, extract the product with chloroform. After evaporating the solvent, use n-hexane as the eluent for column purification, and dry the product in a vacuum oven. Finally, 1.552 g of colorless transparent liquid 2,4,6-tribromo-1-octyloxybenzene was obtained, yield: 70.6%.

[0029] ii. Synthesis of 2,4,6-tribro...

Embodiment 2

[0035] The preparation of 2,4,6-tribromo-1-octyloxybenzene and 9,9-dioctylfluorene hyperbranched polymer, the reaction formula is as follows:

[0036]

[0037] The specific synthesis process is as follows:

[0038] The preparation process of 2,4,6-tribromophenoxy n-octane is the same as in Example 1;

[0039] Take 0.2mmol (88mg) 2,4,6-tribromo-1-octyloxybenzene, 0.32mmol (206mg) 9,9-dioctylfluorene-2,7-diboronate, 8.9mg catalyst Pd ( PPh 3 ) 4 , 2~3 drops of phase transfer catalyst CH 3 (C 8 h 17 ) 3 N + Cl -, into a 50ml round bottom flask. Connect the device and seal it, pass the inert gas Ar10min to remove the air in the device. Finally, 8ml of toluene and 1.9ml of sodium carbonate solution (2mol / L) were added, and gas was introduced for 5 minutes to remove the oxygen in the liquid to ensure that the reaction was carried out under the condition of cutting off the air. Start heating and stirring, and gradually raise the temperature to 90°C for reflux. After ref...

Embodiment 3

[0045] The preparation of 2,4,6-tribromo-1-octyloxybenzene and 9,9-dihexylbenzosilole hyperbranched polymer, the reaction formula is as follows:

[0046]

[0047] The preparation process of 2,4,6-tribromophenoxy n-octane is the same as in Example 1;

[0048] Take 0.2mmol (88mg) 2,4,6-tribromo-1-octyloxybenzene, 0.33mmol (199mg) 9,9-dihexylbenzosilole-2,7-diboronate, 9mg catalyst Pd (PPh 3 ) 4 , 2~3 drops of phase transfer catalyst CH 3 (C 8 h 17 ) 3 N + Cl - , into a 50ml round bottom flask. Connect the device and seal it, pass the inert gas Ar10min to remove the air in the device. Finally, 9ml of toluene and 2ml of sodium carbonate solution (2mol / L) were added, and gas was introduced for 5 minutes to remove the oxygen in the liquid, so as to ensure that the reaction was carried out under the condition of cutting off the air. Start heating and stirring, and gradually increase the temperature to 90°C for reflux. After reflux for 24 hours, inject a toluene solution ...

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Abstract

The invention relates to a hyperbranched polymer with 2,4,6-tribromo-1-alkoxybenzene as a matrix and a preparation method thereof. The hyperbranched polymer has the general formula shown in the specification. The preparation process comprises the following steps of: taking borate of arylidene and 2,4,6-tribromo-1-alkoxybenzene, then taking a catalyst and a phase transfer agent trioctyl methyl ammonium chloride, adding the materials to a flask containing methyl benzene, raising the temperature to carry out reflux, then adding borate of arylidene again to cap the end, carrying out reflux, adding bromobenzene and then carrying out reflux to cap the end to obtain mixed liquor; and then precipitating the mixed liquor with methanol, after filtering and drying, carrying out column passing and purification on the precipitate with methyl benzene as an eluent, precipitating the liquor with methanol after concentration and then filtering and drying the precipitate, thus obtaining the hyperbranched polymer. The hyperbranched polymer and the preparation method have the advantages that the hyperbranched polymer can be well dissolved in an organic solvent, is convenient for forming films, has good processability, can emit stronger fluorescence and becomes a promising OLED (organic light emitting diode) material; and the polymerization method is simple to operate, is feasible and is higher in yield.

Description

technical field [0001] The invention relates to an organic polymer used in the field of photoelectric devices, more specifically to a hyperbranched polymer with 2,4,6-tribromo-1-alkoxybenzene as a parent and a preparation method thereof. Background technique [0002] Since the discovery of organic electroluminescent materials by Dr. Deng Qingyun in the 1970s, considerable progress has been made. A display based on OLED (Organic Light Emitting Diode) is a typical representative of the application of organic electroluminescent materials. It has the following characteristics: ①Manufacturing. The structure is simple, the yield rate is high, and the cost is low; no background light source and filter are required, and thus ultra-thin, light-weight, and easy-to-carry products can be manufactured. ②Display aspect. Active light, wide viewing angle range; fast response, stable image; high brightness, rich colors, high resolution. ③ Working conditions. The drive voltage is low, the...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G61/00C07C41/16C07C43/225
Inventor 刘治田於国伟柳斌王延安徐奕廷
Owner WUHAN INSTITUTE OF TECHNOLOGY
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