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Cationic polymerization monomers, and synthesis and application thereof

A technology of compound and carbon atom, which is applied in the field of cationic polymerization monomer and its synthesis and application, can solve the problems of severe polymerization inhibition, inconvenient operation, volume shrinkage, etc.

Active Publication Date: 2016-12-07
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

Method used

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  • Cationic polymerization monomers, and synthesis and application thereof
  • Cationic polymerization monomers, and synthesis and application thereof
  • Cationic polymerization monomers, and synthesis and application thereof

Examples

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preparation example Construction

[0036] Therefore, in a variant of the preparation method of the present invention, there is provided a method for the preparation of a compound of formula (I) or (II), comprising

[0037] 1) reacting the compound of formula (I') or (II') with a hydride base selected from alkali metal hydrides and alkaline earth metal hydrides under anhydrous conditions, and then reacting with the compound of formula (IV) under anhydrous conditions ,

[0038]

[0039] Obtain formula (I ") or (II ") compound respectively,

[0040]

[0041]

[0042] as well as

[0043] 2) make the fluorine-containing alcohol of formula OH-Y react with the hydride base selected from alkali metal hydride and alkaline earth metal hydride under anhydrous conditions, and then react with formula (I ") or (II) under anhydrous conditions ") compound reaction, obtain formula (I) or (II) compound respectively,

[0044] where the variable R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , Y, X, m and n are as defi...

Embodiment 1

[0080] Embodiment 1: the synthesis of monomer A-1

[0081] Method 1 (method including step a) and step b): under nitrogen atmosphere, add 2.232g (0.012mol) 2,2,3,3,4,4,4-heptafluorobutanol and 70mL anhydrous toluene Stir evenly in a 250mL three-necked bottle. Under an ice-water bath, 0.52 g (0.013 mol) of potassium hydride was added into the three-necked flask three times at intervals of 2 minutes each time and stirred rapidly. Then, under an ice-water bath, slowly add a solution of 1.86g (0.01mol) hexafluorobenzene in 100ml of anhydrous toluene dropwise to the three-necked flask at a rate of about 4 drops / s, and drop it in about 20 minutes, then remove the ice-water bath , stirred at room temperature for 22h. After the reaction is completed, add 20ml of water to quench the reaction, the product is washed with water (3*50ml), extracted with petroleum ether (3*50ml), the extract is dried with magnesium sulfate, the petroleum ether is removed by rotary evaporation, and the int...

Embodiment 2

[0085] Embodiment 2: the synthesis of monomer A-2

[0086] Repeat the first method of Example 1, the difference is: 2,2,3,3,4,4,4-heptafluorobutanol is replaced by perfluoroethanol, the solvent is replaced by anhydrous DMF, and potassium hydride is replaced by hydrogenation Calcium, the stirring time at room temperature in the first step was changed to 24h, and the stirring time at room temperature in the second step was changed to 20h. The intermediate product 2g was obtained with a yield of 80%; the final product A-2 was obtained.

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Abstract

The invention relates to cationic polymerization monomer compounds disclosed as Formula (I) or (II), wherein the variables are defined in the specification. The oxacycloalkyl capable of ring-opening polymerization in the compounds is connected to basically perfluorinated alkyl through phenyl as a linking group. Thus, the compounds have high heat stability; when being used as a photocuring system, the compounds can effectively lower the system viscosity; and the photocured film has the advantages of low surface energy, favorable hydrophobicity and oleophobicity, high pollution resistance, high fingerprint resistance, high chemical corrosion resistance, high weather resistance and high aging resistance. The invention also relates to preparation of the cationic polymerization monomer compounds and a polymer obtained from the monomers by ring-opening polymerization. Besides, the invention also relates to a photocurable composition of the cationic polymerization monomers and a photocuring material obtained by photocuring the photocurable composition.

Description

technical field [0001] The present invention relates to a novel cationic polymerizable monomer, which contains not only an oxoheterocycloalkyl group, but also a substantially perfluorinated alkyl group, and the two parts are connected by a benzene ring, so that the obtained The monomer reduces the surface tension, improves the weather resistance and chemical resistance of the cured film, and improves the thermal stability. Pushing role. The present invention also relates to the preparation and application of the aforementioned novel cationic polymerizable monomer. Background technique [0002] UV curing refers to the process in which photoinitiators are excited to become free radicals or cations under the irradiation of ultraviolet rays, thereby initiating the polymerization and curing reaction between monomers. Compared with thermal curing, UV curing technology has the advantages of less environmental pollution, high coating film quality, and low energy consumption, so it...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D305/06C07D407/12C07D303/04C08G65/22
CPCC07D303/04C07D305/06C07D407/12C08G65/226
Inventor 邹应全方舒晴庞玉莲
Owner HUBEI GURUN TECH CO LTD
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