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

A technology of epoxy resin curing and aromatic amines, 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: 2013-08-21
ADESSO ADVANCED MATERIALS WUXI CO LTD
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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 amines and organic aromatic ammonium salts latent epoxy resin curing agent and application
  • Degradable organic amines and organic aromatic ammonium salts latent epoxy resin curing agent and application
  • Degradable organic amines and organic aromatic ammonium salts latent epoxy resin curing agent and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0102] Embodiment 1: the preparation of curing agent i

[0103]

[0104] method 1:

[0105] In a 1-liter three-necked round-bottom flask, dissolve 100 grams of potassium 4-nitrophenoxide and 98.3 grams of dibromomethane in 400 milliliters of N,N-dimethylformamide (DMF), and heat the resulting solution at 120°C for 18 hours After that, the DMF was recovered by vacuum concentration. After the residue was cooled, water was added until a yellow solid was precipitated, filtered, and the solid was dried in vacuum to obtain 70 g of 4,4'-dinitrodiphenoxymethane.

[0106] In a 2-liter three-necked round-bottomed flask, the intermediate 4,4'-dinitrodiphenol-methane 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 hours, cooling and suction filtration to recover 10% Pd / C, and after the mother liquor was rotary evaporated to dryness, the residue was recrystallized with petroleum ether / et...

Embodiment 2

[0112] Embodiment 2: the 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-nitrophenoxide.

[0115] Dissolve this solid and 56 g of dibromomethane in 500 ml of DMF, react at 120°C for 18 hours, concentrate under reduced pressure to recover DMF, add water to the residue after cooling until a yellow solid precipitates, collect the precipitated solid by filtration, and dry in vacuo to obtain 80 g of bis (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% Hydrazine hydrate, and heated to reflux for 10 hours, suction filtered, reclaimed Ra...

Embodiment 3

[0119] Embodiment 3: the preparation of curing agent iii

[0120]

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

[0122] In a 2-liter three-necked round-bottomed flask, dissolve the intermediate in 1.5 liters of dioxane, add 7 grams of Raney-Ni, and add 140 grams of 80% hydrazine hydrate dropwise under heating and reflux. After the addition is completed, TLC monitors Reaction progress, until the end of the reaction, filter with suction, recover Raney-Ni, concentrate the mother liquor in vacuo, and recrys...

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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 its application, especially to latent type degradable organic aromatic amines and organic aromatic ammonium salt latent epoxy resin curing agent, and the polymer synthesized by the curing agent and epoxy resin . Reinforced composite material and degradation of said polymer and reinforced composite material. Background technique [0002] Epoxy resin is an important thermosetting compound. They are widely used in adhesives, structural materials, painting, ceramic manufacturing, printed circuit boards, microelectronics packaging, aerospace industry, etc. Epoxy resins can undergo curing or hardening crosslinking reactions by one of the three methods described below, and the curing chemistry is explained in detail in the Composites Handbook (published by Chapman & Hall in 1998, edited by S.T. Peter, Chapter 3, 48~74 pages), the choice of curing agent structure and curing method has a great infl...

Claims

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Application Information

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IPC IPC(8): C08G59/50C07C217/84C07C213/02C08L63/00C08J5/04C08J11/16
CPCY02W30/62
Inventor 覃兵李欣梁波
Owner ADESSO ADVANCED MATERIALS WUXI CO LTD
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