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Oxaphosphaphenanthrene fire retardant containing cyclotriphosphazene and cup [4] aromatic ring structures as well as preparation method and application of oxaphosphaphenanthrene fire retardant

A technology of cyclotriphosphazene and oxaphosphaphenanthrene, which is applied in the field of phosphorus-nitrogen synergistic flame-retardant compounds, can solve the problems of not being able to meet the processing temperature of polymer materials, and achieve easy industrial production, good thermal stability, and high phosphorus content Effect

Active Publication Date: 2015-01-07
湖北君邦新材料科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the direct use of DOPO monomer for flame retardancy of polymer materials has the disadvantage that it begins to decompose at 180°C, which cannot meet the processing temperature of most polymer materials.

Method used

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  • Oxaphosphaphenanthrene fire retardant containing cyclotriphosphazene and cup [4] aromatic ring structures as well as preparation method and application of oxaphosphaphenanthrene fire retardant
  • Oxaphosphaphenanthrene fire retardant containing cyclotriphosphazene and cup [4] aromatic ring structures as well as preparation method and application of oxaphosphaphenanthrene fire retardant
  • Oxaphosphaphenanthrene fire retardant containing cyclotriphosphazene and cup [4] aromatic ring structures as well as preparation method and application of oxaphosphaphenanthrene fire retardant

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0029] Compound A preparation method of an oxaphosphaphenanthrene flame retardant containing cyclotriphosphazene and a calix[4] aromatic ring structure, the steps are:

[0030] Dissolve 8.62g (10.0mmol) of hexa-hydroxyphenoxy cyclotrimeric phosphazene and 10.8g (50.0mmol) of DOPO in 100mL of methanol-chlorobenzene (V 甲醇 / V 氯苯 =1:1), stirring, reflux, cooling, filtering, recrystallization, and drying to obtain the crude product, the crude product was recrystallized with an equal volume of dichloromethane-petroleum ether mixed solvent to obtain the oxaphosphaphenanthrene intermediate containing the cyclotriphosphazene structure Body I (white solid), yield 89.2%.

[0031] Add 4.44 g (6.0 mmol) of p-tert-butylcalix[4]arene and 1.65 g (12.0 mmol) of potassium carbonate into a three-necked flask with 100 mL of acetonitrile, stir at room temperature for 2.0 h, and then add p-toluenesulfonate group 1.92 g (6.0 mmol) of ethoxy-p-benzaldehyde was refluxed for 45 hours while stirring. ...

Embodiment 2

[0040] The solvent was changed into 100mL ethanol-chlorobenzene (V乙醇 / V 氯苯 =1:1), the others are the same as Example 1, the yield of intermediate I is 86.1%, and the melting point is 212-213°C.

[0041] The solvent was changed into 100mL tetrahydrofuran-chlorobenzene (V 四氢呋喃 / V 氯苯 =1:1), the others are the same as Example 1, the yield of intermediate I is 83.2%, and the melting point is 212-214°C.

Embodiment 3

[0043] The solvent was changed to 100 mL of chloroform and 100 mL of absolute ethanol, and the others were the same as in Example 1. The yield of the target compound was 85.7%, and the melting point was 1 and the melting point was 212-214° C.

[0044] The solvent was changed to 100 mL of chloroform and 100 mL of tetrahydrofuran, and the others were the same as Example 1. The yield of the target compound was 82.1%, and the melting point was 212-214° C.

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Abstract

The invention provides an oxaphosphaphenanthrene fire retardant containing cyclotriphosphazene and cup [4] aromatic ring structures as well as a preparation method and application of the oxaphosphaphenanthrene fire retardant. The preparation method comprises the steps that hexa-p-hydroxy phenoxy cyclotripolyphosphazene and DOPO react in an organic solvent to obtain an oxaphosphaphenanthrene intermediate I containing a cyclotriphosphazene structure; p-toluenesulfonate ethoxyl p-tolualdehyde and p-tertiary butyl cup [4] aromatic hydrocarbon react under the action of acetonitrile-K2CO3 to obtain an intermediate II; the intermediate I, the intermediate II and hydrazine hydrate react in the organic solvent to obtain the oxaphosphaphenanthrene fire retardant containing the cyclotriphosphazene and cup [4] aromatic ring structures. The oxaphosphaphenanthrene fire retardant containing the cyclotriphosphazene and cup [4] aromatic ring structures is white in appearance, melting point is 212-214 DEG C, thermal stability is good, flame retardant rate is high, and purity is 99.1%; the used raw materials are available, a technology is advanced, and industrial production can be easily realized. The oxaphosphaphenanthrene fire retardant containing the cyclotriphosphazene and cup [4] aromatic ring structures can be taken as a reactive type fire retardant and can also be taken as an additive flame retardant when being used after being grafted to thermosetting resins of epoxy resin, polyurethane and the like, so as to meet the halogen-free fire retardant requirement of engineering plastics, with high heat resistance requirement on fire retardant, such as ABS, nylon and the like.

Description

technical field [0001] The invention belongs to the technical field of phosphorus-nitrogen synergistic flame-retardant compounds, and specifically relates to an oxaphosphaphenanthrene flame retardant containing cyclotriphosphazene and a calix[4] aromatic ring structure. The flame retardant can be used as a reactive flame retardant It can be used as an additive flame retardant to prepare halogen-free flame retardant resin, and can be used as a halogen-free flame retardant for engineering plastics. Background technique [0002] When traditional halogen-containing flame-retardant materials burn, there are secondary hazards such as smoke, toxic or corrosive gas emissions, which pose a serious threat to personal safety. One of the latest research and development hotspots of halogen-free flame retardants in the world is to make use of the synergistic effect of various flame retardant elements to make up for the deficiency of a single flame retardant method, and the hexachlorocyclo...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08K5/5399C07F9/6593C08L63/00C08L75/04C08L55/02
Inventor 李德江刘义稳龚大春陈卫丰刘杨
Owner 湖北君邦新材料科技有限公司
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