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

A technology of acidic groups and esters, which is applied in the field of preparation of organic phosphorus-nitrogen esters with acidic groups in the solid state, and in the field of melt condensation preparation, which can solve the problems of environmental pollution, low content of functional elements, difficulties in storage and use during the preparation process and other problems to achieve the effect of overcoming easy migration, simple method, and environmental protection

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 phosphorus-nitrogen esters with acidic groups at the end

Method used

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

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0045] A method for preparing an organic phosphorus-nitrogen ester compound whose end group is a phosphoric acid group, the steps are as follows:

[0046] 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:

[0047]

[0048] 2) Mix phenylphosphonic acid and ethylene glycol in a molar ratio of 1:1, add 4-methylbenzenesulfonic acid, the molar ratio of phenylphosphonic acid and 4-methylbenzenesulfonic acid is 1:0.01, in Under the conditions of nitrogen protection and mechanical stirring,...

Embodiment 2

[0059] A method for preparing an organic phosphorus-nitrogen ester compound whose end group is a phosphoric acid group, the steps are as follows:

[0060] 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 315rpm, 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:

[0061]

[0062] 2) Mix phenylphosphonic acid and propylene glycol at a molar ratio of 1:1, add 4-methylbenzenesulfonic acid, the molar ratio of phenylphosphonic acid and 4-methylbenzenesulfonic acid is 1:0.01, and protect Carry out the melt condensation reaction under the condition o...

Embodiment 3

[0073] A method for preparing an organic phosphorus-nitrogen ester compound whose end group is a phosphoric 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 333rpm, the melting esterification reaction The temperature is 182°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 methylphosphonic acid and 1,4-butanediol at a molar ratio of 1:1, add 4-methylbenzenesulfonic acid, the molar ratio of methylphosphonic acid to 4-methylbenzenesulfonic acid is 1 : 0.01, under the conditions of argon protection and mechanical stirring, carry out th...

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Abstract

The invention relates to an organic phosphorus-nitrogen-containing ester compound taking an acidic 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 functional elements, and pentaerythritol to react to prepare DAPER taking carboxyl as the terminal group; taking organic binary acid containing functional elements, and dibasic alcohol to react to prepare DADA with the acidic 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 phosphorus-nitrogen-containing ester compound taking the acidic 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 final product is a solid-state ester compound with high molecular weight and the terminal group of a molecule is a carboxylic group or a phosphate group and contains 7.54 weight percent to 15.45 weight percent of phosphorus and nitrogen elements; the organic phosphorus-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 phosphorus-nitrogen-containing ester compound whose end group is an acidic group and a preparation method thereof, in particular to an organic phosphorus-nitrogen ester compound whose solid end group is an acidic group and It is a melt condensation preparation method based on the difference in the reactivity of the multifunctional groups of the reactants. 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 ha...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F9/58C07F9/6503C07F9/6506C07F9/6574C08K5/5313C08K5/5353
CPCC07F9/58C07F9/65031C07F9/6506C07F9/65746C08K5/5313C08K5/5353
Inventor 孙宾朱美芳周哲相恒学滕伟张任春
Owner DONGHUA UNIV
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