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Phosphorus-containing triazine cyclic salt compound and its preparation method and application

A compound and triazine ring technology are applied to phosphorus-containing flame retardant compounds and their preparation and application fields, which can solve the problems of unfavorable environmental protection and industrialized production, cumbersome preparation process, low flame retardant efficiency, etc. Realize the effect of industrialized production, simple and fast reaction process and good flame retardant effect

Active Publication Date: 2019-11-12
SICHUAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Even so, on the one hand, most nitrogen- and phosphorus-containing compounds have low flame retardant efficiency and large additions, which lead to serious damage to the mechanical properties of polymer materials; on the other hand, because these nitrogen- and phosphorus-containing compounds are It is a covalent bond connection, so its preparation process is often more complicated, which is not conducive to industrial production
[0003] Such as CN 101092503A discloses a kind of phosphate ester bismelamine salt that is used in epoxy resin with pentaerythritol, phosphorus oxychloride and melamine as raw material preparation, this phosphate ester bismelamine salt not only preparation process is loaded down with trivial details, and by-product is more, preparation There are many organic solvents used in the process, which are highly toxic, which is not conducive to environmental protection and industrial production, and the flame retardant efficiency is low. When used, it needs to be compounded with organically modified montmorillonite, and the addition amount is also large, such as When the compounding amount in epoxy resin is 20wt%, its limiting oxygen index can only reach 28%, and the vertical burning test reaches V-1 level, only when the compounding amount is 40wt%, its limiting oxygen index can reach 32%, the vertical burning test can reach the V-0 level
Such a large amount of addition will undoubtedly greatly affect the mechanical properties of the epoxy resin, but the patent application only gives the thermomechanical properties of the prepared composite material - the storage modulus, but does not give its conventional Mechanical properties such as bending strength and impact strength may not be mentioned because these performance indicators are not ideal
[0004] Another example is CN 101805620A which discloses a polymeric phosphorus-containing flame retardant used in flexible polyurethane foam. When the amount of addition in the soft polyurethane foam reaches 12wt%, the vertical burning test can reach the V-0 level, and its mechanical properties are also reduced, the tensile strength is reduced from 78kpa to 72kpa, and the elongation at break is reduced from 150 % dropped to 132% (see Table 8 of its specification)

Method used

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  • Phosphorus-containing triazine cyclic salt compound and its preparation method and application
  • Phosphorus-containing triazine cyclic salt compound and its preparation method and application
  • Phosphorus-containing triazine cyclic salt compound and its preparation method and application

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Experimental program
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Effect test

Embodiment 1

[0026] At room temperature, add 21.8g (0.1mol) of diphenyl hypophosphorous acid to 100ml of water, add 12.6g (0.1mol) of melamine while stirring until the mixture is uniform, then raise the temperature to 90°C for 8 hours, cool to room temperature, and filter to remove Water to obtain a white solid, which is the final product after drying. Yield 98%.

Embodiment 2

[0028] At room temperature, add 21.8g (0.1mol) of diphenylphosphinic acid to 100ml of water, and add 12.8g (0.1mol) of 2-amino-4,6-dihydroxy-s-triazine while stirring until the mixture is uniform, and then heat up React at 80°C for 3 hours, cool to room temperature, filter to remove water to obtain a white solid, and dry it to obtain the final product. Yield 99%.

Embodiment 3

[0030] At room temperature, add 21.8g (0.1mol) of diphenylphosphorous acid to 100ml of ethanol, and add 12.7g (0.1mol) of 4,6-diamino-2-hydroxy-1,3,5-tri oxazine until mixed evenly, then heated to 70 ° C for 4 hours, cooled to room temperature, filtered to remove ethanol to obtain a white solid, dried, which is the final product. Yield 99%.

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Abstract

The invention discloses a phosphorus-containing triazine ring salt compound which is formed by adding a phosphorus-containing organic acid and a triazine ring compound to ethanol or / and water through one-step reaction, wherein the general molecular formula is as shown in the specification. The phosphorus-containing triazine ring salt compound is an ionized compound, has high flame retardant efficiency and good dispersity in a high polymer material, is uniform in distribution, free of aggregation and good in compatibility with the polymer material, is small in additive amount and good in flame retardant effect when applied to flame retarding of a polymer material, especially epoxy resin and polyurethane foam and does not affect the mechanical property of a base material, and the mechanical property is improved. The phosphorus-containing triazine ring salt compound is simple and fast in reaction process, easy to control, high in yield, low in energy consumption, free of side products, and beneficial to environmental protection and implementation of industrial production.

Description

technical field [0001] The invention belongs to the technical field of phosphorus-containing flame-retardant compounds and their preparation and application, and in particular relates to a phosphorus-containing triazine cyclic salt compound and its preparation method and application. Background technique [0002] Today, flame retardants have become the most used additives in synthetic materials after plasticizers. With the progress of society and the improvement of people's awareness of safety and environmental protection, traditional halogenated flame retardants are gradually banned because their products will produce a large amount of toxic and harmful gases when burned, which will seriously affect the human body and the environment. The halogen-free flame retardants that appeared later were widely used due to their environmental friendliness. For example, flame retardants containing nitrogen and phosphorus compounds have low smoke, low toxicity, good flame retardancy, dis...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F9/09C07F9/12C07F9/30C07F9/40C07D251/46C07D251/52C07D251/54C08K5/523C08K5/5313C08K5/5333C08L75/08C08L63/00
CPCC07D251/46C07D251/52C07D251/54C07F9/094C07F9/12C07F9/304C07F9/4021C08K5/523C08K5/5313C08K5/5333C08L2201/02C08L2203/14C08L75/08C08L63/00
Inventor 王玉忠饶文辉沈聃徐英俊赵丹廖望
Owner SICHUAN UNIV