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Synthetic method of 4,4-methylene bis(3-chloro-2,6-diethyl) aniline

A methylenebis, diethylacetamido technology, applied in the field of polymer material synthesis, can solve the problems of high energy consumption, low production capacity of raw material CDEA, high corrosiveness, etc., achieve high yield and purity, and enhance international competition force effect

Active Publication Date: 2013-09-11
NANTONG SYNASIA NEW MATERIAL CO LTD
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Problems solved by technology

[0008] The biggest disadvantage of this process is that it is limited by the raw material 3-chloro-2,6-diethylaniline (CDEA), because the synthesis of CDEA is made by reacting chlorobenzene and ethylene under Lewis acid catalysis at high temperature and high pressure. The disadvantage is that it consumes a lot of energy and is highly corrosive, which results in a small production capacity of the raw material CDEA, which cannot meet the production needs of MCDEA.

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  • Synthetic method of 4,4-methylene bis(3-chloro-2,6-diethyl) aniline
  • Synthetic method of 4,4-methylene bis(3-chloro-2,6-diethyl) aniline
  • Synthetic method of 4,4-methylene bis(3-chloro-2,6-diethyl) aniline

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Embodiment Construction

[0027] The present invention will be described in detail below in conjunction with specific embodiments.

[0028] (1) Synthesis of 4,4-methylenebis(2,6-diethylacetamido)benzene

[0029] Dissolve 310 g of 4,4-methylene bis(2,6-diethyl)aniline in 1 kg of acetic acid and slowly add 535 g of acetic anhydride dropwise with constant stirring. After the addition is complete, heat to reflux for 30 mins and vigorously stir, and then The reaction solution was poured into 10 times the volume of cold water and stirred continuously, the precipitated solid was suction filtered and dried to obtain 390 g of the intermediate 4,4-methylenebis(2,6-diethylacetamido)benzene.

[0030] (2) Synthesis of N-chloro-4,4-methylenebis(2,6-diethylacetamido)

[0031] Dissolve 390g of 4,4-methylenebis(2,6-diethylacetamido)benzene in 2L of dichloromethane, add 1500g of sodium hypochlorite solution (available chlorine 10%) twice under stirring and stir overnight at room temperature , the organic phase was sep...

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Abstract

The invention discloses a preparation method of 4,4-methylenebis(3-chloro-2,6-diethyl) aniline, and belongs to the organic preparation method field. The synthesis steps of the inventive 4,4-methylenebis(3-chloro-2,6-diethyl) aniline comprise: taking 4,4-methylenebis(2,6-diethyl) aniline as a raw material and dissolving in acetic acid to react with acetic anhydride, then dissolving the obtained 4,4-methylenebis(2,6-diethyl acetamido) benzene in dichloromethane and then adding sodium hypochlorite solution to react; synthesizing 4,4-methylenebis(3-chloro-2,6-diethyl) acetamidobenzene from the intermediate and the acetic acid; and finally reacting the obtained composition with dilute sulphuric acid, and adding the aqueous solution of caustic soda to the reaction solution to react and obtain the inventive product. The preparation method provided by the invention overcomes the restriction on raw materials, meanwhile the obtained product is high in yield and purity.

Description

[0001] technical field [0002] The invention relates to a method for synthesizing polyurethane (PU) chain extender and epoxy resin (EP) curing agent 4,4-methylenebis(3-chloro-2,6-diethyl)aniline (MCDEA), which belongs to The field of polymer material synthesis. Background technique [0003] 4,4-Methylenebis(3-chloro-2,6-diethyl)aniline (MCDEA) is a white crystalline powder or white to gray crystalline particles, which is an excellent polyurethane (PU) chain extender and epoxy resin (EP) curing agent. Can improve the mechanical and dynamic properties of the product. In addition, it can also be used as the leading compound of polyimide and the intermediate of organic synthesis, suitable for cast elastomer (CPU), RIM elastomer and spray polyurea, adhesive, elastomer foam and thermoplastic polyurethane (TPU). The EP field is suitable for processing, prepregs and chemical anti-corrosion coatings. Its structural formula is as follows: [0004] [0005] As we all know, res...

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Application Information

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IPC IPC(8): C07C211/52C07C209/62
Inventor 邱子皓穆学军孙永敢李钧周文杰
Owner NANTONG SYNASIA NEW MATERIAL CO LTD
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