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Degrading and recovering method of epoxy resin composite material

A technology of epoxy resin and recycling method, applied in the field of epoxy resin, can solve the problems of difficulty in removing, recycling and reusing epoxy resin, strong acid corrosion, low operation safety, etc.

Active Publication Date: 2014-01-22
ADESSO ADVANCED MATERIALS WUXI CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At the same time, the cross-network structure of cured epoxy makes it particularly difficult to remove, recycle and reuse
The cross-linking reactions that typically occur with polyamines compounded with epoxy resins are inherently irreversible, therefore, the material cannot be remelted, reshaped without loss, or easily dissolved
Fiber-reinforced composite materials can be prepared by combining thermosetting epoxy resin matrix with fibers. The cured epoxy resin is difficult to decompose and melt. Correspondingly, fiber-reinforced epoxy resin composite materials are not easy to recycle.
[0006] At present, there are roughly the following recycling processes for fiber-reinforced composite materials: 1. High-temperature thermal degradation (Thermochimica Acta2007 (454): 109-115), which can be recycled to obtain clean fillers and fibers, but it needs to be carried out under high temperature conditions. High requirements on equipment; 2. Fluidized bed (Applied surface science2008(254): 2588-2593) also requires high temperature to recover clean fibers; 3. Supercritical fluid (water (Materials and design2010(31): 999- 1002), alcohol (Ind.eng.chem.res.2010 (49): 4535-4541), carbon dioxide (CN102181071), etc.) have also achieved the degradation of the redox resin system, but they are all in the laboratory stage, far from the real There is still a long way to go for industrialization; 4. Use nitric acid (Journal of applied polymer science, 2004(95): 1912-1916) to degrade epoxy resin and recover fibers with clean surfaces, but strong acids such as nitric acid are highly corrosive , high requirements on equipment, low operational safety, high recycling cost, and difficult post-processing
In general, these methods have their limitations to varying degrees, such as fiber shortening, performance degradation, environmental pollution, and high recycling costs.

Method used

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  • Degrading and recovering method of epoxy resin composite material
  • Degrading and recovering method of epoxy resin composite material
  • Degrading and recovering method of epoxy resin composite material

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0109] Embodiment 1: the preparation of curing agent A

[0110]

[0111] 1000 grams of N-hydroxyethylphthalimide, 157 grams of paraformaldehyde, 6.8 grams of anhydrous p-toluenesulfonic acid, and 1.5 liters of toluene were mixed at room temperature, DEAN-STARK was refluxed to separate water, and reacted for 20 hours. Finish, lower to room temperature, add 2 liters of petroleum ether with a boiling range of 60-90, filter, wash the solid with 1 liter of petroleum ether with a boiling range of 60-90 ° C, and dry the solid to obtain 950 grams of crude product, add 3.4 liters of 20% NaOH solution, Heat to reflux for 10 hours, cool, add chloroform / isopropanol for extraction, separate layers, dry the organic phase with anhydrous sodium sulfate, and collect fractions with a boiling range of 71-72°C under vacuum at 70 Pa to obtain 200 grams of colorless liquid a. 1H NMR (CDCl3, 400MHz): 4.74(s, 2H), 3.59(t, J=5.2Hz, 4H), 2.89(t, J=5.2Hz, 4H).

Embodiment 2

[0112] Embodiment 2: the preparation of curing agent B

[0113]

[0114] 1000 grams of N-hydroxyethylphthalimide, 280 grams of 2,2-dimethoxypropane, 8 grams of anhydrous p-toluenesulfonic acid, 1.5 liters of toluene were mixed at room temperature, DEAN-STARK was refluxed to separate water , reacted for 20 hours, the reaction was completed, lowered to room temperature, added 2 liters of petroleum ether with a boiling range of 60-90°C, filtered, washed the solid with 1 liter of petroleum ether with a boiling range of 60-90°C, and dried the solid to obtain 900 grams of crude product, adding 460 grams of 80% hydrazine hydrate and 600 milliliters of ethanol were heated and refluxed for 10 hours, cooled, filtered, ethanol and dichloromethane washed the solids respectively, and the organic phase was dried with anhydrous sodium sulfate and collected by distillation under reduced pressure at 80Pa under vacuum conditions, 61-64 °C boiling range fraction to obtain 200 g of colorless l...

Embodiment 3

[0115] Embodiment 3: Preparation of degradable carbon fiber composite material

[0116] At room temperature, mix 20 grams of curing agent A with 112 grams of bisphenol A epoxy resin 828 (epoxy equivalent 185-192) and stir evenly, penetrate into three layers of carbon fiber cloth (3K) by hand lay-up method, and heat at 80 degrees for 2 hours. Heat at 125 degrees for 1 hour until fully cured, and prepare a carbon fiber composite material sample.

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Abstract

The invention provides a novel degradable oligomer (polymer) mixed polyamine epoxy resin curing agent and a synthesis method thereof. The curing agent can react with an epoxy resin system to generate a polymerized substance which can be recovered through degradation; the curing agent, the epoxy resin system, reinforcing materials and auxiliary materials can be prepared into a reinforced composite material; and the material can be recovered through degradation. The synthesis method of the degradable oligomer (polymer) mixed polyamine curing agent provided by the invention is mild in reaction conditions, short in production cycle and suitable for industrial mass production; and the cured substance and the reinforced composite material generated by the reaction of the degradable oligomer (polymer) mixed polyamine curing agent and the epoxy resin can be degraded under normal-pressure mild but specific conditions, the degradation process is simple to operate, and industrial mass recovery can be easily realized.

Description

technical field [0001] The invention relates to the technical field of epoxy resin, in particular to a chemical degradation and recovery of a fiber-reinforced thermosetting epoxy resin composite material. Background technique [0002] Epoxy resin is widely used in the fields of composite materials, castings, electronic appliances, coatings and adhesives due to its excellent physical and mechanical properties, electrical insulation properties, bonding properties with various materials and its flexibility in use and processing , plays an important role in various fields of the national economy. [0003] Epoxy resin curing agent is an additive that chemically reacts with epoxy resin to form a network-like three-dimensional polymer, making the linear resin into a tough solid body. As a thermosetting resin, epoxy resin requires a special curing agent when curing. There are many kinds of curing agents, such as basic curing agents, including aliphatic diamines and polyamines, aro...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08J11/16C08J11/26C08J11/28C08L63/00C08G59/50
CPCY02P20/582Y02W30/62
Inventor 覃兵李欣梁波
Owner ADESSO ADVANCED MATERIALS WUXI CO LTD
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