CN114561041B - Method for curing epoxy resin by degrading amine through microwaves - Google Patents
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- C08J11/00—Recovery or working-up of waste materials
- C08J11/04—Recovery or working-up of waste materials of polymers
- C08J11/10—Recovery or working-up of waste materials of polymers by chemically breaking down the molecular chains of polymers or breaking of crosslinks, e.g. devulcanisation
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- C08J11/04—Recovery or working-up of waste materials of polymers
- C08J11/10—Recovery or working-up of waste materials of polymers by chemically breaking down the molecular chains of polymers or breaking of crosslinks, e.g. devulcanisation
- C08J11/18—Recovery or working-up of waste materials of polymers by chemically breaking down the molecular chains of polymers or breaking of crosslinks, e.g. devulcanisation by treatment with organic material
- C08J11/22—Recovery or working-up of waste materials of polymers by chemically breaking down the molecular chains of polymers or breaking of crosslinks, e.g. devulcanisation by treatment with organic material by treatment with organic oxygen-containing compounds
- C08J11/26—Recovery or working-up of waste materials of polymers by chemically breaking down the molecular chains of polymers or breaking of crosslinks, e.g. devulcanisation by treatment with organic material by treatment with organic oxygen-containing compounds containing carboxylic acid groups, their anhydrides or esters
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- C08J11/00—Recovery or working-up of waste materials
- C08J11/04—Recovery or working-up of waste materials of polymers
- C08J11/10—Recovery or working-up of waste materials of polymers by chemically breaking down the molecular chains of polymers or breaking of crosslinks, e.g. devulcanisation
- C08J11/18—Recovery or working-up of waste materials of polymers by chemically breaking down the molecular chains of polymers or breaking of crosslinks, e.g. devulcanisation by treatment with organic material
- C08J11/28—Recovery or working-up of waste materials of polymers by chemically breaking down the molecular chains of polymers or breaking of crosslinks, e.g. devulcanisation by treatment with organic material by treatment with organic compounds containing nitrogen, sulfur or phosphorus
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- C08J2363/00—Characterised by the use of epoxy resins; Derivatives of epoxy resins
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- Y02W—CLIMATE CHANGE MITIGATION TECHNOLOGIES RELATED TO WASTEWATER TREATMENT OR WASTE MANAGEMENT
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Abstract
The invention discloses a method for degrading amine-cured epoxy resin by microwaves, belonging to the field of solid waste material recovery. The invention mainly solves the problems of harsh degradation conditions, high temperature and pressure, high catalyst cost and the like in the existing method for degrading the amine-cured epoxy resin. The invention takes organic strong acid as hydrogen bond donor and prepares eutectic solvent (DES) with hydrogen bond acceptor; immersing amine cured epoxy resin in a eutectic solvent as a degradation system, and placing the amine cured epoxy resin in a microwave reactor for degradation reaction; and after the reaction is finished, separating and purifying to obtain degradation products of the epoxy resin. The invention has the advantages of mild reaction condition, low cost, simple process, normal pressure degradation and convenient separation of products.
Description
Technical Field
The invention belongs to the technical field of recycling of solid waste, and particularly relates to a method for degrading amine-cured epoxy resin by microwaves.
Background
The epoxy resin is generally an organic high molecular compound containing two or more active epoxy groups in the molecule, is thermoplastic resin with a linear structure, can be subjected to crosslinking reaction with the epoxy groups in an amine curing agent by the active epoxy groups in the molecule to form a polymer which is not melted and has a three-dimensional network structure, has good physical and chemical properties as a thermosetting resin after curing, and can be widely applied to various fields of electronic power, transportation and the like, and the material compounded with carbon fiber/glass fiber has huge market demand. However, the used waste materials are increasingly increased and the quantity is huge while the epoxy resin composite material is rapidly produced and applied. These wastes are discarded, landfilled, or incinerated, causing environmental pollution. The method has the advantages that the amine cured epoxy resin composite material is quickly and efficiently depolymerized under mild conditions, so that the high-added-value fiber is effectively recycled, the environmental pollution is reduced, the recycled fiber can be reused, the production cost is reduced, and the method has important economic significance.
The existing treatment methods for thermosetting resin composite materials mainly comprise a mechanical treatment method, a heat treatment method and a chemical recovery method. The mechanical treatment method is to recycle the epoxy resin composite material as filler after mechanical crushing, and the fiber with high added value in the material can not be effectively recycled and utilized, and the recycling value is low. The heat treatment method is to pyrolyze the epoxy resin composite material under the high temperature condition to generate pyrolysis gas and pyrolysis oil, and the method needs to consume a large amount of energy, and the chemical bonds in the material are not selectively destroyed in the high temperature process to generate a large amount of micromolecular products, so that the components are complex, the separation and the recovery are difficult, and the serious environmental pollution is caused. The chemical recovery method is characterized in that part of chemical bonds of resin in the composite material are selectively broken under the action of an added catalyst in a certain solvent system, so that the energy consumption is low, the damage to fibers is small, and the method is the most effective method at present. Patent CN 109897216A discloses recycling of waste thermosetting resin and composite material thereofThe method comprises the steps of mechanically crushing or soaking waste thermosetting resin and composite materials thereof in organic amine or polyhalogenated substituted alkane for treatment, and then mixing the waste thermosetting resin and composite materials with polyamine or a mixture of polyamine and an organic solvent for heating degradation to obtain a usable degradation product. The process requires pretreatment and complex degradation process of the epoxy resin composite material. Patent CN 102181071a discloses a method for recovering carbon fiber reinforced epoxy resin composite material, in which thermosetting resin composite material is placed in supercritical CO 2 And (3) reacting the organic solvent mixed system for 1 to 24 hours at the temperature of between 100 and 250 ℃ and under the pressure of between 7.5 and 25.0MPa by using strong acid, and obtaining the carbon fiber in the composite material through washing, drying and other processes after the reaction is finished. The process requires high pressure conditions, has long reaction time and severe conditions, and has large equipment investment. Patent CN 110105619a discloses a method for recovering polyurethane by controllable degradation, namely, the waste polyurethane is controllably degraded in a eutectic solvent, and the degradation products are separated and purified to obtain polymer polyol and amine. However, due to the difference of the resin structure and the crosslinking degree, experiments show that the system can not degrade the amine cured epoxy resin under the same condition, and the traditional heating mode has longer reaction time and low efficiency, and meanwhile, the pressure vessel is needed, so that the system has certain limitation. In summary, the existing degradation recovery method for the amine cured epoxy resin has the problems of high degradation cost, harsh reaction conditions, complex process, low product quality and the like.
Disclosure of Invention
Aiming at the problems of high degradation cost, harsh reaction conditions, complex process and low product quality of the existing degradation recovery method for the amine cured epoxy resin, the invention provides a method for degrading the amine cured epoxy resin by microwaves, which has the advantages of high efficiency, mild conditions, simple process and low cost.
In order to achieve the above purpose, the present invention adopts the following technical scheme:
a method for curing epoxy resin by degrading amine with microwave, comprising the following steps: preparing eutectic solvent (DES) by using organic strong acid as hydrogen bond donor and hydrogen bond acceptor; immersing amine cured epoxy resin in a eutectic solvent as a degradation system, and placing the amine cured epoxy resin in a microwave reactor for degradation reaction; and after the reaction is finished, separating and purifying to obtain degradation products of the epoxy resin.
Many carbon-heteroatom bonds (C-X bonds) exist in amine cured epoxy resins, and chemical depolymerization of amine cured epoxy resins is accomplished by selectively cleaving the C-X bonds in the resin, leaving the C-C bonds in the resin. The eutectic solvent DES is a eutectic mixture formed by hydrogen bond donors HBD and hydrogen bond acceptors HBA through intermolecular hydrogen bonds, can be used as a substitute of ionic liquid, and can be used as a catalyst to interact with hetero atoms in resin by selecting hydrogen bond acceptors such as choline chloride and the like and hydrogen bond donors such as p-toluenesulfonic acid, trifluoromethanesulfonic acid and the like to form a DES system with different hydrogen bond actions, so that selective breaking of chemical bonds is achieved, and depolymerization of amine cured epoxy resin is realized. The technology adopts a microwave heating method, directly acts on materials, has no extra heat energy loss, extremely high heat efficiency and obviously improved production environment, and is more energy-saving and efficient compared with the conventional heating method; the microwave heating does not need a heat conduction process, so that an object can be uniformly heated in a very short time, and the reaction time is greatly shortened; compared with the conventional heating method, the method has the advantages of advanced process, degradation under normal pressure, instant equipment use, convenient and simple operation, adjustable power and transmission rate, no waste gas or waste water in the heating process, safety, no harm and environmental protection.
Further, the amine-cured epoxy resin comprises pure amine-cured epoxy resin, amine-cured epoxy resin-based carbon fiber reinforced composite material or amine-cured epoxy resin-based glass fiber reinforced composite material. The strength of the recycled fiber with high added value in the composite material is kept good, the recycled fiber can be reused, the production cost is reduced, and the composite material has important economic significance.
Further, the hydrogen bond acceptor is one of quaternary ammonium salt and quaternary phosphonium salt. The quaternary ammonium salt comprises choline chloride and any one or mixture of any proportion of tetrabutylammonium bromide, tetramethyl ammonium chloride, tetramethyl ammonium bromide, tetraethyl ammonium bromide and tetraethyl ammonium chloride; the quaternary phosphine salt comprises any one or a mixture of any proportion of methyl triphenylphosphine bromide, ethyl triphenylphosphine chloride, butyl triphenylphosphine chloride and tetrabutylphosphine bromide;
further, the hydrogen bond donor is any one of sulfonic acid and aqueous solution thereof, carboxylic acid and aqueous solution thereof. The hydrogen bond donor is preferably a sulfonic acid group or carboxyl group-containing organic strong acid capable of ionizing hydrogen ions, including any one of methanesulfonic acid, trifluoromethanesulfonic acid, trichloromethanesulfonic acid, dodecylbenzenesulfonic acid, trichloroacetic acid, trifluoroacetic acid, benzenesulfonic acid, p-toluenesulfonic acid, squaric acid or a mixture of any proportions.
The weak interaction between the hydrogen bond acceptor and the hydrogen bond donor can stabilize the active group provided by the hydrogen bond donor to selectively break partial chemical bonds in the resin, so as to achieve the degradation effect; the eutectic solvent formed by the hydrogen bond acceptor and the hydrogen bond donor is not only a reaction solvent but also a catalyst, and other catalysts are not needed to be added in the degradation process, so that the preparation is simple, environment-friendly, stable in property, good in swelling promoting effect, good in solubility in water, convenient to recycle;
further, the mass ratio of the amine cured epoxy resin to the eutectic solvent is 1:3-15. The effect of the mass range on degrading the epoxy resin is highest, and the economic applicability is good. The eutectic solvent content is too low to fully submerge the resin, and the amine cured epoxy resin cannot be degraded; the eutectic solvent content is too high, the economy is poor, and the cost is high.
Further, in the degradation reaction, the reaction time is 30 s-20 min, and the reaction temperature is 60-200 ℃. The conditions under the temperature and time range are mild, the catalytic reaction in the degradation process of the amine cured epoxy resin is facilitated, and the degradation effect is good. When the reaction time is too short and the temperature is too low, the resin cannot be degraded; when the reaction time is long and the temperature is too high, the degradation is excessive, the side reaction is more, the product is complex and can not be separated, and the resin is easy to be carbonized.
Further, when the amine-cured epoxy resin is pure amine-cured epoxy resin, adding water into the degradation liquid after the reaction is finished until substances are separated out, centrifuging and filtering to obtain filtrate and a filter cake, recovering water and eutectic solvent after vacuum rotary evaporation of the filtrate, and drying the filter cake to obtain degradation products of the resin; when the amine cured epoxy resin is an amine cured epoxy resin-based carbon fiber reinforced composite material or an amine cured epoxy resin-based glass fiber reinforced composite material, the separation mode is that after the reaction is finished, the degradation liquid is separated from the fiber, and an organic solvent is added to wash, filter and dry the fiber; adding water into the separated degradation liquid until substances are separated out, centrifuging and filtering to obtain filtrate and filter cake, and recovering water and eutectic solvent after vacuum rotary evaporation of the filtrate; and drying the filter cake to obtain degradation products of the resin. The separation method is simple and convenient, and the recycled eutectic solvent can be recycled.
Further, the organic solvent is any one or a mixture of any proportion of halohydrocarbon, ketone, alcohol and ether. The organic solvent has good treatment effect on the fibers, the strength of the treated fibers is kept good, the surfaces are clean, no residues exist, and the fibers can be reused.
Compared with the prior art, the invention has the following advantages:
(1) The degradation system is a eutectic solvent, is a reaction solvent and a catalyst, has low cost, is not easy to volatilize, is simple to prepare, is easy to separate and recycle, is environment-friendly and can be recycled.
(2) The degradation device is a microwave reactor, and compared with the conventional heating method, the degradation device is more energy-saving, high-efficiency, short in time, safe, harmless, simple and easy to operate, easy to control, normal-pressure degradation and mild in condition.
(3) The separation process is simple and convenient, the surface of the recycled fiber is clean and harmless, the strength is kept good, and the degradation products are convenient to recycle.
Drawings
FIG. 1 is a schematic diagram showing the comparison of the epoxy resin-based glass fiber reinforced composite cured by amine before and after degradation;
fig. 2 SEM image of recovered fibers of an amine cured epoxy resin based carbon fiber reinforced composite.
Detailed Description
The following description of the embodiments of the present invention will be made clearly and completely with reference to the accompanying drawings, in which it is apparent that the embodiments described are only some embodiments of the present invention, but not all embodiments. All other embodiments, which can be made by those skilled in the art based on the embodiments of the invention without making any inventive effort, are intended to be within the scope of the invention.
Example 1
2g of tetramethyl ammonium chloride and 6g of oxalic acid are mixed in a 50mL double-neck round bottom flask to form a eutectic solvent, the mass ratio of the pure amine cured epoxy resin to the eutectic solvent is 1:8, 1g of pure amine cured epoxy resin and a condensing reflux pipe are added into the flask to form a degradation device, the degradation device reacts in a microwave reactor, and the degradation condition is observed every 30 seconds. Resin degradation rate after 20min of reaction at a temperature of 198.6 ℃): 0%.
Example 2
1g of choline chloride and 3g of trifluoromethane sulfonic acid are mixed in a 50mL double-neck round-bottom flask to form a eutectic solvent, the mass ratio of the pure amine cured epoxy resin to the eutectic solvent is 1:4, 1g of pure amine cured epoxy resin and a condensing reflux pipe are added into the flask to form a degradation device, the degradation device reacts in a microwave reactor, and the degradation condition is observed every 30 seconds. Resin degradation rate after 8min reaction at 80.5 ℃): 100%. And after the reaction is finished, adding water into the degradation liquid until substances are separated out, centrifuging and filtering to obtain filtrate and a filter cake, recovering water and eutectic solvent after vacuum rotary evaporation of the filtrate, and drying the filter cake to obtain degradation products of the resin.
Example 3
1g of methyl triphenylphosphine bromide and 1g of trichloromethane sulfonic acid are mixed in a 50mL double-neck round bottom flask to form a eutectic solvent, the mass ratio of the amine cured epoxy resin-based glass fiber reinforced composite material to the eutectic solvent is 1:2, 1g of the amine cured epoxy resin-based glass fiber reinforced composite material and a condensing reflux pipe are added into the flask to form a degradation device, the degradation device reacts in a microwave reactor, and the degradation condition is observed every 30 seconds. At the temperature of 192.8 ℃, the degradation rate of the resin is 30% after 20min of reaction, and the resin is not effectively degraded.
Example 4
1g of choline chloride and 2g of trifluoromethane sulfonic acid are mixed in a 50mL double-neck round-bottom flask to form a eutectic solvent, the mass ratio of the pure amine cured epoxy resin to the eutectic solvent is 1:3, 1g of pure amine cured epoxy resin and a condensing reflux pipe are added into the flask to form a degradation device, the degradation device reacts in a microwave reactor, and the degradation condition is observed every 30 seconds. The degradation rate of the resin is 100% after 10min of reaction at the temperature of 102.8 ℃. After the reaction was continued until the temperature was 260.9 ℃and the time was 25 minutes, the color of the solution in the flask was observed to be black, and the resin was carbonized.
Example 5
4g of tetraethylammonium bromide and 10g of dodecylbenzene sulfonic acid are mixed in a 50mL double-neck round bottom flask to form a eutectic solvent, the mass ratio of the amine cured epoxy resin based carbon fiber reinforced composite material to the eutectic solvent is 1:14, 1g of the amine cured epoxy resin based carbon fiber reinforced composite material and a condensing reflux pipe are added into the flask to form a degradation device, the degradation device reacts in a microwave reactor, and the degradation condition is observed every 30 seconds. The degradation rate of the resin is 100% after the reaction is carried out for 10min at the temperature of 113.8 ℃. Separating the degradation liquid from the carbon fiber after the reaction is finished, adding absolute ethyl alcohol to wash, filter and dry the carbon fiber; adding water into the separated degradation liquid until substances are separated out, centrifuging and filtering to obtain filtrate and filter cake, and recovering water and eutectic solvent after vacuum rotary evaporation of the filtrate; and drying the filter cake to obtain degradation products of the resin.
Example 6
2g of choline chloride and 4g of trifluoromethane sulfonic acid are mixed in a 50mL double-neck round-bottom flask to form a eutectic solvent, the mass ratio of the amine cured epoxy resin-based glass fiber reinforced composite material to the eutectic solvent is 1:6, 1g of the amine cured epoxy resin-based glass fiber reinforced composite material and a condensing reflux pipe are added into the flask to form a degradation device, the degradation device reacts in a microwave reactor, and the degradation condition is observed every 30 seconds. The degradation rate of the resin is 100% after the reaction for 6min at the temperature of 62.8 ℃. Separating the degradation liquid from the glass fiber after the reaction is finished, adding absolute ethyl alcohol to wash, filter and dry the glass fiber to obtain clean glass fiber (shown in figure 1 b); adding water into the separated degradation liquid until substances are separated out, centrifuging and filtering to obtain filtrate and filter cake, and recovering water and eutectic solvent after vacuum rotary evaporation of the filtrate; and drying the filter cake to obtain degradation products of the resin.
Example 7
1g of butyl triphenylphosphine chloride and 4g of trifluoroacetic acid are mixed in a 50mL double-neck round bottom flask to form a eutectic solvent, the mass ratio of the amine cured epoxy resin-based glass fiber reinforced composite material to the eutectic solvent is 1:5, 1g of the amine cured epoxy resin-based glass fiber reinforced composite material and a condensing reflux pipe are added into the flask to form a degradation device, the degradation device is reacted in a microwave reactor, and the degradation condition is observed every 30 seconds. The degradation rate of the resin is 100% after 8min of reaction at the temperature of 83.8 ℃. Separating the degradation liquid from the glass fiber after the reaction is finished, adding acetone to wash, filter and dry the glass fiber; adding water into the separated degradation liquid until substances are separated out, centrifuging and filtering to obtain filtrate and filter cake, and recovering water and eutectic solvent after vacuum rotary evaporation of the filtrate; and drying the filter cake to obtain degradation products of the resin.
Example 8
0.5g of water, 1g of choline chloride and 3g of trifluoromethane sulfonic acid are mixed in a 50mL double-neck round bottom flask to form a eutectic solvent, the mass ratio of the amine cured epoxy resin-based glass fiber reinforced composite material to the eutectic solvent is 1:4.5, 1g of the amine cured epoxy resin-based glass fiber reinforced composite material and a condensing reflux pipe are added into the flask to form a degradation device, the degradation device is reacted in a microwave reactor, and the degradation condition is observed every 30 seconds. The degradation rate of the resin is 100% after 11min of reaction at the temperature of 113.2 ℃. Separating the degradation liquid from the glass fiber after the reaction is finished, adding absolute ethyl alcohol to wash, filter and dry the glass fiber; adding water into the separated degradation liquid until substances are separated out, centrifuging and filtering to obtain filtrate and filter cake, and recovering water and eutectic solvent after vacuum rotary evaporation of the filtrate; and drying the filter cake to obtain degradation products of the resin.
Example 9
0.5g of water, 1g of ethyl triphenylphosphine chloride and 5g of trichloroacetic acid are mixed in a 50mL double-neck round bottom flask to form a eutectic solvent, the mass ratio of the amine cured epoxy resin based carbon fiber reinforced composite material to the eutectic solvent is 1:6.5, 1g of the amine cured epoxy resin based carbon fiber reinforced composite material and a condensing reflux pipe are added into the flask to form a degradation device, the degradation device is reacted in a microwave reactor, and the degradation condition is observed every 30 seconds. The degradation rate of the resin is 100% after 9min of reaction at 92.8 ℃. Separating the degradation liquid from the carbon fiber after the reaction is finished, adding absolute ethyl alcohol to wash, filter and dry the carbon fiber to obtain the carbon fiber for characterization (shown in figure 2); adding water into the separated degradation liquid until substances are separated out, centrifuging and filtering to obtain filtrate and filter cake, and recovering water and eutectic solvent after vacuum rotary evaporation of the filtrate; and drying the filter cake to obtain degradation products of the resin.
Example 10
1g of water, 2g of choline chloride and 6g of methanesulfonic acid are mixed in a 50mL double-neck round-bottom flask to form a eutectic solvent, the mass ratio of the amine-cured epoxy resin-based glass fiber reinforced composite material to the eutectic solvent is 1:9, 1g of the amine-cured epoxy resin-based glass fiber reinforced composite material and a condensing reflux pipe are added into the flask to form a degradation device, the degradation device is reacted in a microwave reactor, and the degradation condition is observed every 30 seconds. The degradation rate of the resin is 100% after 7min of reaction at 73.6 ℃. Separating the degradation liquid from the glass fiber after the reaction is finished, adding acetone to wash, filter and dry the glass fiber; adding water into the separated degradation liquid until substances are separated out, centrifuging and filtering to obtain filtrate and filter cake, and recovering water and eutectic solvent after vacuum rotary evaporation of the filtrate; and drying the filter cake to obtain degradation products of the resin.
What is not described in detail in the present specification belongs to the prior art known to those skilled in the art. While the foregoing describes illustrative embodiments of the present invention to facilitate an understanding of the present invention by those skilled in the art, it should be understood that the present invention is not limited to the scope of the embodiments, but is to be construed as protected by the accompanying claims insofar as various changes are within the spirit and scope of the present invention as defined and defined by the appended claims.
Claims (5)
1. A method for curing epoxy resin by degrading amine with microwave, which is characterized in that: the method comprises the following steps: organic strong acid is used as a hydrogen bond donor and is prepared into a eutectic solvent with a hydrogen bond acceptor; immersing amine cured epoxy resin in a eutectic solvent as a degradation system, and placing the amine cured epoxy resin in a microwave reactor for degradation reaction; after the reaction is finished, the degradation products of the epoxy resin are obtained through separation and purification;
the hydrogen bond acceptor is one of quaternary ammonium salt or quaternary phosphonium salt;
the hydrogen bond donor is any one of sulfonic acid and aqueous solution thereof, carboxylic acid and aqueous solution thereof;
the mass ratio of the amine cured epoxy resin to the eutectic solvent is 1:3-15;
in the degradation reaction, the reaction temperature is 60-200 ℃, and the reaction time is 30 s-20 min.
2. A method of curing an epoxy resin by microwave degradation of an amine according to claim 1, wherein: the amine cured epoxy resin comprises pure amine cured epoxy resin, amine cured epoxy resin-based carbon fiber reinforced composite material or amine cured epoxy resin-based glass fiber reinforced composite material.
3. A method of curing an epoxy resin by microwave degradation of an amine according to claim 1, wherein: the quaternary ammonium salt is selected from any one or mixture of any proportion of choline chloride and tetrabutylammonium bromide, tetramethyl ammonium chloride, tetramethyl ammonium bromide, tetraethyl ammonium bromide and tetraethyl ammonium chloride; the quaternary phosphine salt is selected from any one or mixture of any proportion of methyl triphenylphosphine bromide, ethyl triphenylphosphine chloride, butyl triphenylphosphine chloride and tetrabutylphosphine bromide.
4. A method of curing an epoxy resin by microwave degradation of an amine according to claim 1, wherein: when the amine-cured epoxy resin is pure amine-cured epoxy resin, adding water into the degradation liquid after the reaction is finished until substances are separated out, centrifuging and filtering to obtain filtrate and a filter cake, recovering water and eutectic solvent after vacuum rotary evaporation of the filtrate, and drying the filter cake to obtain degradation products of the resin; when the amine cured epoxy resin is an amine cured epoxy resin-based carbon fiber reinforced composite material or an amine cured epoxy resin-based glass fiber reinforced composite material, the separation mode is that after the reaction is finished, the degradation liquid is separated from the fiber, and an organic solvent is added to wash, filter and dry the fiber; adding water into the separated degradation liquid until substances are separated out, centrifuging and filtering to obtain filtrate and filter cake, and recovering water and eutectic solvent after vacuum rotary evaporation of the filtrate; and drying the filter cake to obtain degradation products of the resin.
5. The method for curing epoxy resin by using microwave degradation amine according to claim 4, wherein the method comprises the following steps: the organic solvent is any one or a mixture of any proportion of halohydrocarbon, ketone, alcohol and ether.
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