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Organic nitrogen-containing ester compound taking carboxylic group as terminal group and preparation method thereof

A technology of carboxylic acid groups and esters, which is applied in the field of flame retardants, can solve the problems of environmental pollution in the preparation process, low content of functional elements, and difficulties in storage and use, and achieve the goals of easy migration, simple method, and environmental protection Effect

Active Publication Date: 2017-06-20
DONGHUA UNIV +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] The purpose of the present invention is to overcome the disadvantages of traditional liquid esters such as difficulty in storage and use, pollution of the environment during the preparation process, low content of functional elements, and low molecular weight, and to prepare a product with less pollution in the preparation process, high content of functional elements and low molecular weight. High solid organic nitrogen-containing ester compound with carboxylic acid group at the end

Method used

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  • Organic nitrogen-containing ester compound taking carboxylic group as terminal group and preparation method thereof
  • Organic nitrogen-containing ester compound taking carboxylic group as terminal group and preparation method thereof
  • Organic nitrogen-containing ester compound taking carboxylic group as terminal group and preparation method thereof

Examples

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Effect test

Embodiment 1

[0043] A method for preparing an organic nitrogen-containing ester compound whose end group is a carboxylic acid group, the steps are as follows:

[0044] 1) Mix side group nitrogen-containing dicarboxylic acid and pentaerythritol with a molar ratio of 4:1, carry out melt esterification reaction under nitrogen protection and mechanical stirring, the stirring speed of mechanical stirring is 300rpm, the melting esterification reaction The temperature is 180°C, and the reaction time is 1 hour. After the reaction, the product is collected, dissolved, filtered and dried to obtain DAPER whose end group is carboxyl group. The structural formula of the side group nitrogen-containing dicarboxylic acid is:

[0045]

[0046] 2) Mix organic nitrogen-containing dicarboxylic acid and ethylene glycol at a molar ratio of 1:1, add 4-methylbenzenesulfonic acid, the molar ratio of organic nitrogen-containing dicarboxylic acid to 4-methylbenzenesulfonic acid The ratio is 1:0.01, and the meltin...

Embodiment 2

[0058] A method for preparing an organic nitrogen-containing ester compound whose end group is a carboxylic acid group, the steps are as follows:

[0059] 1) Mix side group nitrogen-containing dicarboxylic acid and pentaerythritol with a molar ratio of 4:1, carry out melt esterification reaction under nitrogen protection and mechanical stirring, the stirring speed of mechanical stirring is 320rpm, the melting esterification reaction The temperature was 181°C, and the reaction time was 1 hour. After the reaction, the product was collected, dissolved, filtered and dried to obtain DAPER with a carboxyl group at the end. The structural formula of the side nitrogen-containing dicarboxylic acid is:

[0060]

[0061] 2) Mix organic nitrogen-containing dicarboxylic acid and propylene glycol at a molar ratio of 1:1, add 4-methylbenzenesulfonic acid, and the molar ratio of organic nitrogen-containing dicarboxylic acid to 4-methylbenzenesulfonic acid is 1 : 0.01, under the conditions ...

Embodiment 3

[0073] A method for preparing an organic nitrogen-containing ester compound whose end group is a carboxylic acid group, the steps are as follows:

[0074] 1) Mix side group nitrogen-containing dicarboxylic acid and pentaerythritol with a molar ratio of 4:1, carry out melt esterification reaction under nitrogen protection and mechanical stirring, the stirring speed of mechanical stirring is 345rpm, the melting esterification reaction The temperature is 183°C, and the reaction time is 1 hour. After the reaction, the product is collected, dissolved, filtered and dried to obtain DAPER with a carboxyl group at the end. The structural formula of the side nitrogen-containing dicarboxylic acid is:

[0075]

[0076] 2) Mix organic nitrogen-containing dicarboxylic acid and 1,4-butanediol at a molar ratio of 1:1, add 4-methylbenzenesulfonic acid, organic nitrogen-containing dicarboxylic acid and 4-methylbenzenesulfonic acid The molar ratio of the acid is 1:0.01, the melt condensation ...

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Abstract

The invention relates to an organic nitrogen-containing ester compound taking a carboxylic group as a terminal group and a preparation method thereof. The preparation method comprises the following steps: firstly, taking dicarboxylic acid with a side group containing nitrogen, and pentaerythritol to react to prepare DAPER taking carboxyl as the terminal group; taking organic nitrogen-containing dicarboxylic acid, and dibasic alcohol to react to prepare DADA with the carboxylic group at one and the carboxyl at the other end; finally, taking the DAPER and the DADA to react to obtain a final product. According to the preparation method provided by the invention, the organic nitrogen-containing ester compound taking the carboxylic group as the terminal group is finally prepared based on the difference of multifunctional group reaction activity of reactants, and the disadvantages that a traditional liquid ester compound is difficult to store and use, the structure is simple so that the usage is single, the environment is polluted by a preparation process and the like are overcome; the organic nitrogen-containing ester compound taking the carboxylic group as the terminal group is a solid-state ester compound with high molecular weight and the terminal group of a molecule is the carboxylic group and internally contains 12.02 weight percent to 13.21 weight percent of a nitrogen element; the organic nitrogen-containing ester compound has the advantages of high heat stability, wide application and the like.

Description

technical field [0001] The invention belongs to the field of flame retardants, and relates to an organic nitrogen-containing ester compound whose end group is a carboxylic acid group and a preparation method thereof, in particular to a solid-state organic nitrogen-containing ester compound whose end group is a carboxylic acid group and its reactant Preparation method of melt condensation with difference in reactivity of multifunctional groups. Background technique [0002] With the development of my country's synthetic material industry and the continuous expansion of application fields, it has been widely used in various fields such as chemical building materials, electronic appliances, transportation, aerospace, daily furniture, interior decoration, basic necessities of life, etc. But most of them are flammable materials, which are easy to cause fire and pose a great threat to life and property safety. Therefore, the flame retardancy of polymer materials has become an urg...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D213/73C07D233/56C07D231/12C07D401/14C07D403/14C08K5/3432C08K5/3445
Inventor 孙宾沈黎张任春杜军江晓泽相恒学
Owner DONGHUA UNIV