Bisphthalonitrile resin fiber enhanced material with triphenyl sym-triazine structure and preparation method thereof

A technology of bis-phthalonitrile resin and phthalonitrile resin, which is applied in the field of bis-phthalonitrile resin reinforced fiber material and its preparation, can solve the problem of low heat resistance of resin, not involving preparation and use, etc. problem, to achieve the effect of improving heat resistance, widening application, and high heat resistance level

Active Publication Date: 2017-05-10
DALIAN UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the heat resistance of the resins reported in the literature is low, which limits its use at higher temperatures.
However, based on the research progress of phthalonitrile resins at home and abroad, none of the above inventions and works involve the preparation and use of bisphthalonitrile resin-based composite materials containing triaryl-s-triazine structures in the main chain

Method used

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  • Bisphthalonitrile resin fiber enhanced material with triphenyl sym-triazine structure and preparation method thereof
  • Bisphthalonitrile resin fiber enhanced material with triphenyl sym-triazine structure and preparation method thereof
  • Bisphthalonitrile resin fiber enhanced material with triphenyl sym-triazine structure and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0044] The preparation of the phthalonitrile resin containing triaryl-s-triazine structure shown in embodiment 1 formula a (referred to as resin A)

[0045]

[0046] Among them, the Ar3 group selects (q) structure, R1~R6 groups are all -H, a=1, b=0, the molecular weight of the polymer is 1820 as detected by GPC, and the number n of repeating structural units is 2.4.

[0047] The preparation method is as follows:

[0048] (1) Add 47.6492g of 4-(4-hydroxyphenyl)-2,3-phthalazin-1-one, 34.5108 g 2,4-bis(4-fluorophenyl)-6-phenyl-1,3,5-triazine, 35.8572g anhydrous potassium carbonate, 100mL N-methylpyrrolidone and 50mL toluene; reflux at 150℃ with water After 3 hours, toluene was distilled off; continue to heat up to 190°C and react for 7 hours. During the reaction, add solvent according to the viscosity of the reaction system until the viscosity of the reaction system no longer increases. The amount of added solvent is 3 mL; cool to room temperature to obtain The reaction solu...

Embodiment 2

[0053] The preparation of the phthalonitrile resin containing triaryl-s-triazine structure shown in embodiment 2 formula b (abbreviated as resin B)

[0054]

[0055] Among them, R1~R3 groups are all -H, a=1, b=0, Ar3 group adopts (n) structure, the molecular weight of the polymer is 1297 as detected by GPC, and the number n of repeating structural units is 1.6.

[0056] The preparation method is as follows:

[0057] (1) Add 1.4896g of biphenyldiphenol and 1.3804g of 2,4-bis(4-fluorophenyl)-6-phenyl -1,3,5-Triazine, 1.3456g anhydrous potassium carbonate, 5mL sulfolane and 20mL toluene; after refluxing with water at 150°C for 3 hours, distill the toluene; Additional solvent was added until the viscosity of the reaction system no longer increased, and the amount of added solvent was 3 mL; cooled to room temperature to obtain a reaction solution of an oxophenoxide-capped intermediate.

[0058] (2) Add 1.1620 g of 4-nitrophthalonitrile to the reaction solution of the phenoxy s...

Embodiment 3

[0063] The preparation of the phthalonitrile resin containing triaryl-s-triazine structure shown in embodiment 3 formula c (abbreviated as resin C)

[0064]

[0065] Wherein, R1~R3 groups are all -H, a=0.5, b=0.5, Ar3 group adopts (n) structure, Ar2 adopts (l) structure, and Ar1 adopts (a) structure. The molecular weight of the polymer was detected by GPC as 1980, and the number of repeating structural units n was 4.4.

[0066] The preparation method is as follows:

[0067] (1) Add 1.1173g of biphenol, 0.4404g of hydroquinone, 0.5564g of 2,6-difluorobenzonitrile and 1.3804 g 2,4-bis(4-fluorophenyl)-6-phenyl-1,3,5-triazine, 1.9308g anhydrous potassium carbonate, 10mL dimethyl sulfoxide and 20mL toluene; reflux at 150°C with water After 3 hours, toluene was distilled off; continue to heat up to 190°C and react for 7 hours. During the reaction, add solvent according to the viscosity of the reaction system until the viscosity of the reaction system no longer increases. The am...

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Abstract

The invention provides a bisphthalonitrile resin fiber enhanced material with a triphenyl sym-triazine structure and a preparation method thereof, and belongs to the technical field of polymer materials. The enhanced resin consists of glue and fiber materials according to a mass ratio of (1.0 to 99.9):100; the glue comprises bisphthalonitrile resin of the triphenyl sym-triazine structure, has the general molecular formula shown by the formula I, and also comprises the following ingredients of curing agents, curing accelerating agents and filling materials. The preparation method of the bisphthalonitrile resin fiber enhanced material comprises a glue preparation step, a glue soaking step, a forming step and a curing step. The prepared fiber enhanced material has certain structure intensity and also has a high heat-resistant grade.

Description

technical field [0001] The invention belongs to the field of polymer material science and technology, and relates to the preparation technology of high-performance composite materials, in particular to a bis-phthalonitrile resin reinforced fiber material containing an aryl-s-triazine structure and a preparation method thereof. Background technique [0002] Phthalonitrile resin is a new type of thermosetting resin, which has the advantages of good thermal stability, flame retardancy, radiation resistance and corrosion resistance. It has broad application prospects in high-tech fields such as aerospace, nuclear energy industry and electronic communication. The report on the use of phthalonitrile resin as a high temperature resistant material began with Keller et al. (KELLER T M, PRICE T R.AMINE-CURED BISPHENOL-LINKED PHTHALONITRILE RESINS[J]. JMacrom Sci Chem, 1982, A18(6):931-937.). Subsequently, various types of phthalonitrile resins containing ether bonds with different s...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D403/14C07D251/24C07D405/14C07F9/6521C08G65/40C08K7/06C08K7/14C08K7/24C08K7/10C08L71/10
CPCC07D251/24C07D403/14C07D405/14C07F9/6521C08G65/4037C08G65/4056C08G65/4068C08K7/06C08K7/10C08K7/14C08K7/24C08K2201/011C08J5/04C08J5/042C08J5/043C08J5/046C08J2371/08C08J2467/00C08J2477/10C08J5/0405C08L71/00
Inventor 蹇锡高宗立率王锦艳刘程翁志焕
Owner DALIAN UNIV OF TECH
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