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Novel acylamino ester as well as synthesis method and application thereof

A primary amino group and alkyl group technology, which is applied in the preparation of carboxylic acid amides, chemical instruments and methods, and the preparation of organic compounds, etc., can solve the problems of unsuitable for industrial production, scarce sources of isomaleimide, and complicated synthesis methods And other issues

Active Publication Date: 2015-02-18
郁维铭 +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0019] But, according to described in US6469199, the synthetic raw material isomaleimide source of reaction formula three is rare, and cost is high; The synthetic method process of reaction formula four is complex, and aftertreatment troubles, so they are not suitable for industrial production

Method used

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  • Novel acylamino ester as well as synthesis method and application thereof
  • Novel acylamino ester as well as synthesis method and application thereof
  • Novel acylamino ester as well as synthesis method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

example 1

[0073] The synthetic 1 of example 1 unsaturated amide ester

[0074] In a 1000ml autoclave, 344 grams of diethyl maleate and 2.3 grams of sodium methylate catalyst were added, and then 108.2 grams of dimethylamine with a purity greater than or equal to 99% were introduced. Under stirring, slowly raise the temperature to 170°C. At this time, the pressure is 1.8-2.2Mpa. Keep the temperature and continue the reaction for 4 hours. After the pressure drops below 0.5Mpa., lower the temperature and pressure to end the reaction. Then the reactant was moved to a glass flask, and the remaining amine and alcohol were removed under vacuum, then neutralized with sodium hydroxide solution and washed with distilled water until the reactant was neutral. Finally, it is dehydrated by vacuum distillation, so that the moisture content is less than 0.1%, and the product obtained is N,N-dimethylmaleamide ethyl ester.

[0075]

example 2

[0076] The synthetic 2 of example 2 unsaturated amide esters

[0077]In a 1000ml autoclave, 288 grams of dimethyl maleate and 2.0 grams of sodium methoxide catalyst were added, and then 108.2 grams of dimethylamine with a purity greater than or equal to 99% were introduced. Under stirring, slowly raise the temperature to 170°C. At this time, the pressure is 1.8-2.2Mpa. Keep the temperature and continue the reaction for 4 hours. After the pressure drops below 0.5Mpa., lower the temperature and pressure to end the reaction. Then the reactant was moved to a glass flask, and the remaining amino alcohol was removed under vacuum, then neutralized with sodium hydroxide solution and washed with distilled water until the reactant was neutral. Finally, it is dehydrated by vacuum distillation, so that the moisture content is less than 0.1%, and the product obtained is N,N-dimethylmaleamide methyl ester.

[0078]

example 3

[0079] Synthesis of Example 3 Polyasparaginate 1

[0080] In the 1000ml glass three-necked flask that electric stirrer, thermometer and reflux condenser tube are housed, add the Jeffamine D230 (purchased from HUNTSMAN) methanol solution of 462 gram 50% concentration, under stirring, 342 gram example 1 synthesized N in half an hour , N-dimethylmaleamide ethyl ester was added dropwise into the reaction flask, and the temperature was kept at 70°C. The reaction was continued for 20 hours, and the polyasparagine product was obtained after removing methanol, which was designated as E3.

[0081]

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Abstract

The invention relates to polyasparagines ester and a synthesis method thereof, as well as a polyurea coating and a polyurethane coating prepped from the novel compound. A secondary-amino compound is characterized in that the structural formula is as shown in the specification, in the structural formula, R2, R5 and R6 are alkyl with different carbon atom numbers; R3 and R4 are respectively alkyl, aryl or hydrogen; X is alkyl, alkylene, phenyl or arylidene. According to the invention, the rapid curing speed of a coating at normal temperature is ensured, and the curing speed can be effectively controlled according to practical demands, so that the construction quality is ensured.

Description

technical field [0001] The present invention patent has invented a kind of polyasparagine ester and its synthetic method, and utilizes the polyurea coating and the polyurethane coating that this new compound is manufactured. Background technique [0002] Two-component polyurea coatings composed of polyamino compounds and polyisocyanate compounds, due to their fast reaction speed, convenient construction, and superior physical and mechanical properties, corrosion resistance, and aging resistance of the coatings, make this polyurea coating The field of application has been greatly developed. But in spite of this, the construction performance of polyurea coatings still has shortcomings that are difficult to overcome. Because the reaction speed of amino compounds and isocyanates is too fast, and special high-pressure spraying equipment is required during construction, many defects and deficiencies have been caused, such as The adhesion between the coating and the base surface o...

Claims

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Application Information

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IPC IPC(8): C07C237/06C07C231/12C08G65/00C09D175/02C09D175/04C09D7/12
Inventor 郁维铭
Owner 郁维铭
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