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Epoxy terminated polyarylether resins with phthalonitrile side group and curing materials and preparation methods thereof

A technology of phthalonitrile and resin cured product, which is applied in the field of high-performance polymer material synthesis, can solve problems such as unseen preparation methods, and achieve the effects of good processing and molding performance and high viscosity

Inactive Publication Date: 2012-04-25
CENT SOUTH UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

It is worth noting that the polymers containing both epoxy and phthalonitrile crosslinkable groups, especially epoxy-terminated-phthalonitrile-containing side group polyarylether resins, cured products and preparation methods thereof It has not been seen in relevant patent technology reports, nor has it appeared in public publications at home and abroad

Method used

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  • Epoxy terminated polyarylether resins with phthalonitrile side group and curing materials and preparation methods thereof
  • Epoxy terminated polyarylether resins with phthalonitrile side group and curing materials and preparation methods thereof
  • Epoxy terminated polyarylether resins with phthalonitrile side group and curing materials and preparation methods thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0062] Embodiment 1 Epoxy-terminated-containing phthalonitrile side group polyarylether (sulfone nitrile ketone) resin and the preparation and performance of cured product

[0063] Add 0.5 parts of 4-(3,5-dihydroxyphenoxy)phthalonitrile and 2.0 parts of hydroquinone to a dry 100mL three-necked flask equipped with mechanical stirring, reflux condenser, water separator and air duct. 2.6 parts of anhydrous potassium carbonate, 2.0 parts of 4,4'-dichlorodiphenyl sulfone, 2,6-dichlorobenzonitrile, 4,4'-dichlorobenzophenone or their mixture, 20 mL of toluene and Dimethyl sulfoxide (DMSO) 10 mL. Under a nitrogen atmosphere, after azeotropic reflux of toluene with water, the temperature is raised to 140-180°C for about 3-8 hours, and then cooled. Then add 20 parts of 3-chloro-1,2-propylene oxide, and then raise the temperature to 70-90°C for 5-10 hours. After the 3-chloro-1,2-propylene oxide is removed by distillation, the polymer solution is stirred, and boiling water is used as a ...

Embodiment 2

[0076] Example 2 Epoxy-terminated-phthalonitrile side group-containing polyarylene sulfide (sulfone nitrile ketone) resin and the preparation and properties of cured products

[0077] Add 0.5 parts of 4-(3,5-dihydroxyphenoxy)phthalonitrile and 4,4-dicyanonitrile to a dry 100mL three-necked flask equipped with mechanical stirring, reflux condenser, water separator and air duct. 2.0 parts of hydroxydiphenyl sulfide, 2.6 parts of anhydrous potassium carbonate, 4,4'-dichlorodiphenyl sulfone, 2,6-dichlorobenzonitrile, 4,4'-dichlorobenzophenone or their mixture 2.0 parts, toluene 20mL and dimethyl sulfoxide (DMSO) 10mL. Under a nitrogen atmosphere, after azeotropic reflux of toluene with water, the temperature is raised to 140-180°C for about 3-8 hours, and then cooled. Then add 20 parts of 3-chloro-1,2-propylene oxide, and then raise the temperature to 70-90°C for 5-10 hours. After the 3-chloro-1,2-epoxypropane is distilled off, the polymer solution is stirred at high speed, and ...

Embodiment 3

[0080] Example 3 Epoxy-terminated-phthalonitrile side group-containing bisphenol A type polyarylether (sulfone nitrile ketone) resin and the preparation and properties of cured products

[0081] In a dry 100mL three-necked flask equipped with mechanical stirring, reflux condenser, water separator and air duct, add 0.5 parts of 4-(3,5-dihydroxyphenoxy)phthalonitrile and 2,2-bis 2.0 parts of (4-hydroxyphenyl) propane, 2.6 parts of anhydrous potassium carbonate, 4,4'-dichlorodiphenyl sulfone, 2,6-dichlorobenzonitrile, 4,4'-dichlorobenzophenone or their A total of 2.0 parts of the mixture, toluene 20mL and dimethyl sulfoxide (DMSO) 10mL. Under a nitrogen atmosphere, after azeotropic reflux of toluene with water, the temperature is raised to 140-180°C for about 3-8 hours, and then cooled. Then add 20 parts of 3-chloro-1,2-propylene oxide, and then raise the temperature to 70-90°C for 5-10 hours. After the 3-chloro-1,2-epoxypropane is distilled off, the polymer solution is stirred...

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Abstract

The invention belongs to the field of synthesis of high polymer materials and in particular relates to epoxy terminated polyarylether resins with phthalonitrile side group and curing materials and preparation methods thereof. The preparation method of the epoxy terminated polyarylether resins with phthalonitrile side group is characterized by taking 4-(3,5-dihydroxy phenoxy)-phthalonitrile or derivatives thereof and commercial aromatic di-halogen compounds as polycondensation monomers and simultaneously adding other aromatic bisphenol monomers to carry out nucleophilic substitution reaction and then taking 3-chloro-1,2-epoxypropane as a terminator, thus preparing a series of epoxy terminated polyarylether resins with phthalonitrile side group. The method is simple in steps and convenient and feasible. The polyarylether resins show better dissolubility in the common polar solvents, can be processed in various forms and have good adhesive properties and higher curing reaction activities. The resins are precured at 0-200 DEG C in the presence of aromatic diamines and the like and then are heated to 250-350 DEG C to undergo heat treatment, thus obtaining the resin curing materials with stable dimensions, excellent heat resistance and high strength. The epoxy terminated polyarylether resins with phthalonitrile side group are used in such fields as high-temperature resistant coatings, paints, adhesives, thin films, composites and the like and have extensive application prospect.

Description

technical field [0001] The invention belongs to the field of synthesis of high-performance polymer materials. Specifically, it relates to an epoxy-terminated-phthalonitrile side group-containing polyarylether resin, a cured product and a preparation method thereof. Background technique [0002] Epoxy resins have the characteristics of excellent processability, good electrical properties, high adhesive strength and curing reactivity, etc., but usually epoxy resins are brittle after curing and have poor impact resistance. Modification with toughening agents such as reactive liquid rubber often leads to a reduction in heat resistance and media resistance. In recent years, the research on toughening epoxy resins with high-performance thermoplastics such as polyarylethers has attracted much attention. The polyarylether materials that have been used to modify epoxy resins include polyarylether sulfone, polyarylether ketone and polyarylether imide etc. The introduction of polyar...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G65/48C08G65/40C08L71/12C08K5/18C08J3/24C09D171/12C09J171/12
Inventor 喻桂朋潘春跃武绍飞李荣
Owner CENT SOUTH UNIV