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Fluorine contained aromatic polymerizing monomer with vinyl ether serving as end group and synthetic method

A technology of vinyl ether and synthetic method, which is applied in the direction of ether preparation, ester reaction to prepare ether, organic chemistry, etc. It can solve the problems of severe polymerization inhibition, poor surface curing, inconvenient operation, etc., and achieve the reduction of surface tension, storage and transportation Convenience, effects of improving weather resistance and chemical resistance

Inactive Publication Date: 2012-07-18
HUBEI GURUN TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] Compared with the cationic photopolymerization system, the free radical photopolymerization system has some serious disadvantages: firstly, the free radical photopolymerization oxygen polymerization is seriously inhibited, and it is easy to cause poor surface curing, and it is often cured under an inert atmosphere, which is inconvenient to operate; secondly, Radical photopolymerization is usually accompanied by a large volume shrinkage
However, there are no products and synthetic methods that introduce fluorine into vinyl ether monomers in the market at present.

Method used

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  • Fluorine contained aromatic polymerizing monomer with vinyl ether serving as end group and synthetic method
  • Fluorine contained aromatic polymerizing monomer with vinyl ether serving as end group and synthetic method
  • Fluorine contained aromatic polymerizing monomer with vinyl ether serving as end group and synthetic method

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0066]Synthetic method of monomer A-1 (pentafluorophenoxyethyl vinyl ether):

[0067] Under anhydrous and oxygen-free conditions, 5.82g (66.1mmol) of ethylene glycol monovinyl ether and 2.64g (66.1mmol) of NaH were added to 50mL of DMF, placed in an ice-water bath, and mechanically stirred for 40min. A DMF (100 mL) solution of 12.29 g (66.1 mmol) of hexafluorobenzene was added dropwise, placed in an ice-water bath, and mechanically stirred for 40 min. The ice-water bath was removed, and stirring was continued at room temperature for 24 h. The reacted mixture was poured into ice water, extracted with diethyl ether (3*50mL), the obtained organic phase was washed with water (2*30mL), and then washed with anhydrous MgSO 4 dry. The diethyl ether was removed by rotary evaporation to obtain the crude product of the fluoromonomer as a pale yellow liquid. After the crude product was distilled under reduced pressure, it was left to stand for suction filtration, and then purified by c...

Embodiment 2

[0069] The synthesis method of monomer A-2 (pentafluorophenoxyethoxyethyl vinyl ether):

[0070] Use hydroxyethoxy ethyl vinyl ether to replace ethylene glycol monovinyl ether in [Example 1], and the remaining reagents and dosages are the same as [Example 1].

Embodiment 3

[0072] The synthesis method of monomer A-3 (pentafluorophenoxybutyl vinyl ether):

[0073] Use 4-hydroxybutyl vinyl ether to replace ethylene glycol monovinyl ether in [Example 1], and the remaining reagents and dosages are the same as [Example 1].

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Abstract

The invention relates to a fluorine contained aromatic polymerizing monomer with vinyl ether serving as an end group and a synthetic method. A constitutional formula of the monomer is that processing steps comprises enabling alkali and hydroxyalkyl vinyl ether to be added in a solvent, conducting ice-water bath, mechanically blending for 40 min, dropping in fluorine contained aromatic compound mixed solution diluted by the solvent, conducting the ice-water bath, mechanically blending, removing the ice-water bath and continuously blending at normal temperature; extracting by using organic solvent and drying; and conducting rotary evaporation and purification separation. The fluorine contained aromatic polymerizing monomer has the advantages that the fluorine contained monomer serves as photocureable coating to be capable of improving weather resistance and chemicals resistance. Fluorine chains reduce surface tension, enable viscosity to be lower, and enable film forming uniformity to be improved. The monomer is stable to visible light, and enables storage and transportation to be convenient. In addition, the synthetic method is simple in process, high in yield and low in cost, and reduces environmental pollution.

Description

technical field [0001] The technical field of the present invention is the field of novel functional materials for imaging information recording materials, and specifically relates to a method for synthesizing organic fluorine cationic polymerizable monomers whose end groups are vinyl ethers connected by ether bonds. Background technique [0002] UV curing refers to a method in which photoinitiators are excited to become free radicals or cations under the irradiation of ultraviolet rays, thereby initiating a polymerization and curing reaction between monomers. Compared with thermal curing, UV curing technology has the advantages of less environmental pollution, high film quality, and low energy consumption, so it is widely used in the fields of photocuring coatings, adhesives, and ink printing. Moreover, with the increasingly stringent control on the emission of organic volatile components, UV curing technology will have broader development prospects. [0003] Compared with...

Claims

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Application Information

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IPC IPC(8): C07C43/225C07C43/247C07C41/16
Inventor 李伟邹应全何长华
Owner HUBEI GURUN TECH CO LTD
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