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Nitrogen and phosphorus containing flame retardant agent and preparation method thereof as well as application thereof

A flame retardant, nitrogen and phosphorus technology, applied in the field of flame retardant, can solve problems such as poor resistance to dripping, and achieve the effects of being beneficial to environmental protection, improving physical and mechanical properties, and improving compatibility

Active Publication Date: 2012-03-28
SHENZHEN GRADUATE SCHOOL TSINGHUA UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the experimental results show that the epoxy resin alone uses DOPO flame retardants with poor anti-dripping performance.

Method used

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  • Nitrogen and phosphorus containing flame retardant agent and preparation method thereof as well as application thereof
  • Nitrogen and phosphorus containing flame retardant agent and preparation method thereof as well as application thereof
  • Nitrogen and phosphorus containing flame retardant agent and preparation method thereof as well as application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0033] N , N' -di[(10'-oxo-10'-hydrogen-9'-oxa-10' lambda 5 -Phosphaphenanthrene-10'-yl)-phenyl-methyl]-phenyl-1,4-diamine synthesis, the steps are as follows:

[0034] Add 10.8g of p-phenylenediamine, 21.2g of benzaldehyde, and 128g of ethanol into a three-necked flask equipped with a stirrer and a reflux condenser, stir, control the reaction temperature at 80°C, cool after 2 hours of reaction, and then filter the reaction mixture , washed, and dried in an oven at 80°C for 6 hours to obtain an imine intermediate product; the stirring speed in this condensation reaction is 50-400 rpm.

[0035]Add 28.4g of the yellow solid obtained above, 43.2g of DOPO, and 286.4g of ethanol into a three-necked flask equipped with a stirrer and a reflux condenser, stir and control the reaction temperature at 80°C, react for 4 hours and then cool, and then the product Filter, wash, and dry in an oven at 100°C for 8 hours to obtain a nitrogen-phosphorus-containing flame retardant solid; in th...

Embodiment 2

[0045] Synthesis of 4,4'-{1'',4''-phenylene-bis[amino-(10'''-oxo-10'''-hydrogen-9'''-oxa-10''' lambda 5 -phosphaphenanthrene-10'''-yl)-methyl]}-diphenol, the steps are as follows:

[0046] Add 10.8g of p-phenylenediamine, 24.4g of p-hydroxybenzaldehyde, and 352g of ethanol into a three-necked flask equipped with a stirrer and a reflux condenser, stir, control the reaction temperature at 0°C, and cool after reacting for 5 hours, then react The mixture was filtered, washed, and dried in an oven at 80° C. for 6 hours to obtain an imine intermediate.

[0047] Add 31.6g of imine, 43.2g of DOPO, and 748g of ethanol obtained above into a three-necked flask equipped with a stirrer and a reflux condenser, stir and control the reaction temperature at 50°C, react for 10 hours, cool down, and then filter the product , washed, and dried in an oven at 60° C. for 8 hours to obtain a solid flame retardant containing nitrogen and phosphorus.

[0048] The resulting product was tested by infr...

Embodiment 3

[0056] Synthesis of 2,2'-{1'',4''-phenylene-bis[amino-(10'''-oxo-10'''-hydrogen-9'''-oxa-10''' lambda 5 -phosphaphenanthrene-10'''-yl)-methyl]}-diphenol, the steps are as follows:

[0057] Add 10.8g of p-phenylenediamine, 24.4g of salicylaldehyde, and 704g of ethanol into a three-necked flask equipped with a stirrer and a reflux condenser, stir, control the reaction temperature at 40°C, and cool the reaction mixture after 10 hours. Filter, wash, and dry in an oven at 80° C. for 6 hours to obtain an imine intermediate product.

[0058] Add 31.6g of imine, 43.2g of DOPO, and 1496g of ethanol obtained above into a three-necked flask equipped with a stirrer and a reflux condenser, stir and control the reaction temperature at 0°C, react for 24 hours, cool down, and then filter the product , washed, and dried in an oven at 80° C. for 8 hours to obtain a solid nitrogen-phosphorus-containing flame retardant.

[0059] The resulting product was tested by infrared spectroscopy, NMR, a...

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Abstract

The invention relates to a preparation method of a nitrogen and phosphorus containing flame retardant agent, the nitrogen and phosphorus containing flame agent and application thereof. The preparation method comprises the following steps of: carrying out condensation reaction on phenylene diamine and aromatic aldehyde, then carrying out addition reaction with DOPO (9, 10-Dihydro-9-oxa-10-phosphaphenanthrene 10-oxide) to obtain solid nitrogen and phosphorus containing flame retardant agent molecules. The preparation method has the advantages of easiness in control, good repeatability, high yield and suitability for expanded production. The obtained flame retardant agent molecules have amino groups and phenolic hydroxyl active groups and can further react with matters containing expoxy group functional groups. The flame retardant agent molecules contain nitrogen and phosphorus elements and have good expansion char forming characteristic and very good flame retardant effect in the burning process; when the flame retardant agent molecules resist the flaming of the epoxy resin, the flame retardant agent molecules can further undergo cross-linking reaction with resin, thereby increasing the glass transition temperature, the bonding strength, the mechanical property and the like of the resin; meanwhile, the flame retardant agent molecules have good flame retardant property; the limiting oxygen index of the flame retardant agent molecules is substantially increased; and the vertical burning grade of the flame retardant agent molecules reaches a UL-94V-0 grade.

Description

technical field [0001] The present invention relates to 10-oxo-10-hydrogen-9-oxa-10 lambda 5 -Nitrophosphorous flame retardant of phosphaphenanthrene-10-group and its preparation method, the flame retardant is a flame retardant molecule containing active functional groups, which can be added to polymers in various ways, and can improve the polymer Flame retardant, mechanical and other properties belong to the field of flame retardant technology. Background technique [0002] Polymer materials have been widely used in many technical fields such as aerospace, electronic information, household appliances, and automobile industry due to the advantages of abundant raw material sources, easy processing, many varieties, and excellent comprehensive performance. However, most of them are flammable materials, which are easy to cause fire and pose a major threat to life and property safety. [0003] At present, the addition of flame retardants is widely used in various polymers to i...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08K5/5313C07F9/6574C08L63/00
Inventor 姚有为孙德朝
Owner SHENZHEN GRADUATE SCHOOL TSINGHUA UNIV
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