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A kind of imide modified cyanate ester foam adhesive film and preparation method thereof

A technology of cyanate ester and styrofoam, applied in the direction of adhesives, film/sheet adhesives, non-polymer adhesive additives, etc., can solve the problem of fast reaction rate of cyanate esters, limitation, azodiiso To solve the problems of high toxicity of nitrile, etc., to achieve long storage period at room temperature, improve reactivity, and achieve the effect of curing at medium temperature

Active Publication Date: 2022-03-15
山东光轩新材料有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Chinese patent CN 104694069 A discloses a cyanate ester foam film cured at medium temperature. The foaming agent is azobisisobutyronitrile, which is decomposed and released N 2 , to achieve the purpose of foaming, but the toxicity of azobisisobutyronitrile greatly limits its application
However, it is difficult for the catalyst to take into account the catalytic activity and latency, and the small amount of catalyst cannot meet the requirements of medium-temperature curing of cyanate ester; excessive addition of catalyst will lead to a faster reaction rate of cyanate ester while realizing medium-temperature curing of the resin, and the preparation process is more difficult. control and will affect the storage performance of the film at room temperature
Patent CN 102676112 A discloses a cyanate film cured at 120-140°C, using bisphenol compounds, active hydrogen compounds and transition metal complexes as catalysts, the film can be cured at medium temperature, but the film It is mainly suitable for bonded materials that are not resistant to high temperature, and the storage period at room temperature is only 20 days

Method used

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Examples

Experimental program
Comparison scheme
Effect test

specific Embodiment approach 1

[0016] Isocyanate blocking: Add 100 parts by mass of diphenylmethane diisocyanate (MDI) into a three-necked flask with nitrogen protection and a reflux device, add 100 parts of N,N-dimethylformamide, and the mass parts of isocyanate solution After stirring evenly, slowly add 82.7 parts of phenol, wherein n(-OH) / n(-NCO)=1.1 / 1, after mixing the system uniformly, raise the temperature to 110°C, react for about 3 hours, and detect the isocyanate group until When the content is zero, the reaction is stopped, cooled to room temperature, washed and purified to obtain phenol-blocked diphenylmethane diisocyanate.

[0017] Preparation of cyanate ester prepolymer: weigh 100 parts of bisphenol A type cyanate into a three-necked flask, add 10 parts of polyaryletherketone and stir to raise the temperature to 130°C and continue to stir for 6 hours. At this time, the material is at room temperature No white powder is precipitated, add 20 parts of bisphenol A epoxy resin, and continue to stir ...

specific Embodiment approach 2

[0020] Isocyanate blocking: Add 100 parts by mass of isophorone diisocyanate (IPDI) into a three-necked flask with nitrogen protection and a reflux device, add 17.6 parts of N,N-dimethylformamide, and the mass parts of isocyanate solution is 85%, stir and heat up to 80°C, slowly add 157.0 parts of ethyl salicylate, where n(-OH) / n(-NCO)=1.05 / 1, keep warm for 6h, detect free isocyanate groups until the content is zero and stop React, cool to room temperature, wash and purify to obtain ethyl salicylate blocked isophorone diisocyanate.

[0021] Preparation of cyanate ester prepolymer: weigh 100 parts by mass of phenolic cyanate ester and 30 parts of polyethersulfone, add them into a three-necked flask, stir and heat up to 150°C, and react until the material has no white powder at room temperature. Add 5 parts of bisphenol A epoxy resin and stir for 30 minutes to obtain a soft block cyanate prepolymer.

[0022] Preparation of cyanate foamed film: weigh 100 parts by mass of cyanate...

specific Embodiment approach 3

[0024] Isocyanate blocking: Add 100 parts by mass of toluene diisocyanate (TDI) into a three-necked flask with nitrogen protection and a reflux device, add 33.0 parts of N,N-dimethylacetamide, and the mass parts of isocyanate solution is 74%, after stirring evenly, add 101.8 parts of 2-methylimidazole, where n(-NH-) / n(-NCO)=1.08 / 1, after mixing the system evenly, slowly raise the temperature to 75°C, and react for about 3h, Detect the isocyanate group until the content is zero, stop the reaction and cool to room temperature, wash and purify to obtain 2-methylimidazole-blocked toluene diisocyanate.

[0025] Preparation of cyanate ester prepolymer: weigh 60 parts by mass of bisphenol A cyanate, add 40 parts of bisphenol E cyanate into a three-necked flask, add 20 parts of polyethersulfone and stir to raise the temperature to 130°C , react until no white powder is precipitated at room temperature, add 15 parts of bisphenol F epoxy resin, and stir for 30 minutes to obtain a soft b...

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Abstract

An imide-modified cyanate foamed adhesive film and its preparation method, characterized in that: isocyanate and blocking agent are used to prepare isocyanate sealant, and cyanate ester, thermoplastic resin and epoxy resin are used to prepare cyanate prepolymerized film. body, mix cyanate prepolymer, acid anhydride compound and isocyanate blocker to obtain resin for cyanate film, and finally press it into film. The styrofoam film of the present invention does not need to add foaming agent, and the isocyanate and acid anhydride based on the high-temperature unblocking of the isocyanate block react to generate CO 2 , in-situ foaming during the curing process, and the imide ring formed by the reaction at the same time endows the film with good heat resistance. In addition, the isocyanate blocker has no catalytic activity to cyanate at room temperature, and the film has a long storage period at room temperature. The unblocked blocker contains active hydrogen, which can improve the reactivity of cyanate and realize the curing of cyanate at medium temperature.

Description

technical field [0001] The invention relates to an imide-modified cyanate ester foamed rubber film and a preparation method thereof, belonging to the field of composite materials. [0002] technical background [0003] Foam adhesive film is an adhesive that expands and solidifies when heated, and can be applied to splicing, filling, edge sealing, and reinforcement of honeycomb sandwich structures and honeycomb cores. Among them, as a new generation of structural adhesives, cyanate ester foamed film has good manufacturability, heat and humidity resistance and dielectric properties, and is widely used in aviation, aerospace and other fields. At present, the commonly used foaming methods of cyanate ester foam film include chemical foaming and physical foaming. Chinese patent CN 104694069 A discloses a cyanate ester foam film cured at medium temperature. The foaming agent is azobisisobutyronitrile, which is decomposed and released N 2 , to achieve the purpose of foaming, but th...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C09J187/00C09J11/06C09J7/30C08J9/08C08L87/00
CPCC09J187/00C09J11/06C09J7/30C08J9/08C08J2387/00C08J2203/02C08L2201/08C08K5/29C08K5/09
Inventor 高尚兵李刚王丽丽
Owner 山东光轩新材料有限公司
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