Degradable organic aromatic amines and organic aromatic ammonium salt latent epoxy resin curing agent and its application

An epoxy resin curing and aromatic amine technology, applied in the field of epoxy resin curing agent, can solve the problems of difficult recycling of composite materials, environmental pollution, and lack of degradation function.

Active Publication Date: 2016-03-30
长沙艾达索高新材料有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The mixed system of latent curing agent and epoxy resin currently used in composite materials has no degradation function, which makes it difficult to recycle waste composite materials, and simple incineration or landfill treatment will cause huge pollution to the environment

Method used

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  • Degradable organic aromatic amines and organic aromatic ammonium salt latent epoxy resin curing agent and its application
  • Degradable organic aromatic amines and organic aromatic ammonium salt latent epoxy resin curing agent and its application
  • Degradable organic aromatic amines and organic aromatic ammonium salt latent epoxy resin curing agent and its application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0102] Example 1: Preparation of curing agent i

[0103]

[0104] method 1:

[0105] In a 1-liter three-necked round-bottomed flask, 100 g of potassium 4-nitrophenolate and 98.3 g of dibromomethane were dissolved in 400 ml of N,N-dimethylformamide (DMF), and the resulting solution was heated at 120 °C for 18 hours. After that, DMF was concentrated in vacuo to recover DMF. After the residue was cooled, water was added until a yellow solid was precipitated, filtered, and the solid was dried in vacuo to obtain 70 g of 4,4'-dinitrodiphenolylmethane.

[0106] In a 2-liter three-necked round-bottomed flask, the intermediate 4,4'-dinitrodiphenolylmethane was dissolved in 1.5 liters of tetrahydrofuran, 7 grams of 10% Pd / C and 140 grams of 80% hydrazine hydrate were added, and heated to reflux for 10 After 1 hour, 10% Pd / C was recovered by cooling and suction filtration. After the mother liquor was evaporated to dryness, the residue was recrystallized with petroleum ether / ethyl ace...

Embodiment 2

[0112] Example 2: Preparation of curing agent ii

[0113]

[0114] In a 5-liter three-necked round-bottomed flask, 100 grams of 3-methyl-4-nitrophenol and 40 grams of potassium hydroxide were dissolved in 2.5 liters of ethanol, and reacted at room temperature for 5 hours. After the solvent was evaporated to dryness, 120 grams of Potassium 3-methyl-4-nitrophenolate.

[0115] This solid and 56 g of dibromomethane were dissolved in 500 ml of DMF, reacted at 120 ° C for 18 hours, concentrated under reduced pressure to recover DMF, after the residue was cooled, water was added until a yellow solid was precipitated, the precipitated solid was collected by filtration, and dried under vacuum to obtain 80 g of dibromomethane. (3-methyl-4-nitrophenol)methane.

[0116] In a 2-liter three-necked round-bottomed flask, add 80 grams of bis(3-methyl-4-nitrophenol)methane, 1.5 liters of dioxane and 4 grams of Raney-Ni, and add 140 grams of 80% 80% dropwise under heating under reflux. Hydr...

Embodiment 3

[0119] Example 3: Preparation of curing agent iii

[0120]

[0121] In a 1-liter three-necked round-bottomed flask, 100 g of potassium 3-nitrophenolate and 98.3 g of dibromomethane were dissolved in 400 ml of N,N-dimethylformamide (DMF), and the resulting solution was heated at 125 °C for reaction After 10 hours, DMF was recovered by vacuum concentration. After the residue was cooled, water was added until no more yellow solid was precipitated. The precipitated solid was filtered, collected, and dried under vacuum to obtain 70 g of bis(3-nitrophenol)methane.

[0122] In a 2-liter three-necked round-bottomed flask, the intermediate was dissolved in 1.5 liters of dioxane, 7 grams of Raney-Ni was added, and 140 grams of 80% hydrazine hydrate was added dropwise under reflux under heating. After the addition was completed, TLC monitored The progress of the reaction, until the end of the reaction, suction filtration, reclaimed Raney-Ni, the mother liquor was concentrated in vacuo...

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Abstract

The invention provides a degradable organic amines and organic aromatic ammonium salts latent epoxy resin curing agent. The curing agent can be polymerized with epoxy resin to generate a degradable cross-linked polymer, and the degradable cross-linked polymer can be degraded in a mixed system of acid and solvent under the condition of heating and stirring. The invention also provides a prepreg which is composed of the curing agent, the epoxy resin, an auxiliary material and a reinforcing material. The invention also provides a reinforced composite material which is prepared by the curing agent, the epoxy resin, the auxiliary material and the reinforcing material. The reinforced composite material can be prepared by virtue of a prepreg forming method. The reinforced composite material can be degraded in the mixed system of the acid and the solvent under the condition of heating and stirring and recycled after neutralization. The reinforced composite material has excellent mechanical property and is suitable for different composite material application field. The degraded recycling method of the reinforced composite material is simple, economical, temperate in condition and easy to control.

Description

technical field [0001] The present invention relates to epoxy resin curing agent and application thereof, in particular to latent degradable organic aromatic amine and organic aromatic ammonium salt latent epoxy resin curing agent, and polymers synthesized from the curing agent and epoxy resin , Reinforced composites and degradation of said polymers and reinforced composites. Background technique [0002] Epoxy resin is an important thermosetting compound. They are used in a wide variety of applications including adhesives, structural materials, painting, ceramic manufacturing, printed circuit boards, microelectronic packaging, aerospace and more. Epoxy resins can undergo a curing or hardening crosslinking reaction by one of the three methods described below, and the mechanism of the curing chemistry is explained in detail in the Handbook of Composite Materials (published by Chapman & Hall, 1998, edited by S.T. Peter, Chapter 3, 48-74 pages), the choice of curing agent str...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G59/50C07C217/84C07C213/02C08L63/00C08J5/04C08J11/16
CPCY02W30/62
Inventor 覃兵李欣梁波
Owner 长沙艾达索高新材料有限公司
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