Preparation of poly(2,5-diakoxy-1,4-benzene)

A dialkoxybenzene and dialkoxy technology, applied in the field of polymer photoelectric functional materials, can solve the problems of poor polydialkoxy p-benzene regioregularity and affect material properties, etc. The effect of improving product quality, shortening reaction time and reducing environmental pollution

Inactive Publication Date: 2005-02-23
WUHAN UNIV
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The more important problem is that the regioregularity (regioregularity) of the polydialkoxy group synthesized by the oxidative coupling method to benzene is not good, and the 1,3-position link is generated while forming the 1,4-position link of the benzene ring, which affects the material. performance

Method used

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  • Preparation of poly(2,5-diakoxy-1,4-benzene)

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0021] Example 1: 0.61 g of p-dibutoxybenzene and 1.00 g of anhydrous ferric chloride were weighed into a mortar and ground at room temperature. After milling for 30 minutes, the reaction was stopped. Wash the product in the mortar with ethanol or methanol, and separate the solid and liquid by centrifugation to remove ferric chloride and unreacted monomers. The separated solid was washed with ethanol or methanol, and then dried in a constant temperature oven (50° C.). After drying, dissolve the product completely with a small amount of chloroform, add methanol or ethanol four to five times the amount of chloroform to precipitate the polymer, centrifuge again to separate the solid from the liquid, and dry it in a constant temperature oven (50°C) to obtain the product Poly(2,5-dialkoxy-1,4-benzene) 0.44 g, yield 72%. The number average molecular weight of the polymer as determined by size exclusion chromatography was 30,000. After 300 M NMR analysis, the hydrogen spectrum res...

Embodiment 2

[0022] Example 2: Weigh 0.61 grams of p-dibutoxybenzene and 2.00 grams of mixed anhydrous rare earth chloride (Baotou industrial product, containing La27%, Ce51%, Nd15%, Pr5% in rare earth) and put it into a mortar medium grind. After grinding for 20 minutes, put it into a constant temperature oven (60° C.) for 0.5 hour. After continuing grinding for 10 minutes, the reaction was stopped. Wash the product in the mortar with water, and separate the solid and liquid by filtration to remove the rare earth. The solid was washed twice with ethanol or methanol, and then dried in a constant temperature oven (50° C.). After drying, wash the product with ethanol, then separate the solid from the liquid by centrifugation, pour off the supernatant, and leave the precipitate. Then the precipitate was dried in an oven to obtain the product poly(2,5-dialkoxy-1,4-benzene). After the product is completely dissolved by adding chloroform, blue fluorescence can be seen under the irradiation o...

Embodiment 3

[0023] Example 3: 0.61 g of p-dibutoxybenzene and 0.81 g of anhydrous copper chloride were weighed and ground in a mortar. After grinding for 10 minutes, put it into a constant temperature oven (50° C.) for 1 hour. After continuing grinding for 10 minutes, the reaction was stopped. Wash the product in the mortar with ethanol or methanol, and separate the solid and liquid by centrifugation to remove copper chloride and unreacted monomers. The solid was washed three times with ethanol or methanol, and then dried in a constant temperature oven (50° C.). After drying, the product poly(2,5-dialkoxy-1,4-benzene) was obtained. It is completely dissolved in chloroform, and blue fluorescence can be seen under the irradiation of ultraviolet light. The product has been analyzed by 300 M NMR and Fourier transform infrared spectrum, which proves that the linking mode of the benzene ring is 1, 4 linking, and the polymer has a good regioregular structure.

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Abstract

2,5-dialkyloxy-1,4-benzene is prepared by solid state oxidized coupling polymerization, which includes: selecting p-dialkyloxylbenzene as monomer with C1-18 in alkyloxyl and metal chloride as catalyst, mixing and abrasing at 5-65deg.C and reacting for 10-30 minutes to obtain the crude product, separating and purifying to get poly(2,5- dialkyloxyl-1,4-benzene). Because of no solvent in polymerization, it reduces environment pollution, lower production cost, short polymerization time of only 10-30 minutes to increase productivity, increasing polymerization yield up to 90%. The obtained product has good structure regional mapping orderliness. Between phenyl cycles there are chain connections of contraposition. The obtained polymer has a fluorescence emission peak value of 405 nanometers or so, belonging to blue fluorescence emission materials. The conjugate polymers can be used to make electroluminescence parts of apparatus, organic thin-film transistor and other photoelectric conversion parts of apparatus.

Description

Technical field [0001] The invention relates to a method for preparing a poly(2,5-dialkoxy-1,4-benzene) whose main chain is composed of poly-p-phenylene and whose side chain has alkoxy groups, and belongs to the field of polymer photoelectric functional materials; Or the fields of organic conductors and organic semiconductors; especially related to organic semiconductor materials used as active light-emitting layers in organic electroluminescent devices and organic thin-film transistors. Background technique [0002] Polyparaphenylene (PPP) and its derivatives are main chain conjugated polymers whose main chain is composed of phenyl links in para positions. It has broad applications in organic semiconductor thin film transistors, organic electroluminescent display devices and information technology. application prospects. In particular, it is used as a polymer film light-emitting layer in organic electroluminescent display devices, and has the advantages of low-voltage DC v...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08F232/06
Inventor 詹才茂白卫斌
Owner WUHAN UNIV
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