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Oxa-phosphaphenanthrene flame retardant containing cyclotriphosphonitrile structure, and preparation method and application thereof

A technology of oxaphosphaphenanthrene and cyclotriphosphazene, which is applied in the field of phosphorus-nitrogen synergistic flame-retardant compounds, can solve the problems of high cost and inability to meet the processing temperature of polymer materials, and achieve high flame-retardant rate, easy industrial production, Simple operation effect

Active Publication Date: 2012-10-31
HUBEI YAOMEI FLEXIBLE CERAMICS
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, there are certain problems in the direct use of DOPO monomer in the flame retardant of polymer materials: on the one hand, the cost is high, and on the other hand, since DOPO starts to decompose at 180°C, it cannot meet the processing temperature of most polymer materials.

Method used

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  • Oxa-phosphaphenanthrene flame retardant containing cyclotriphosphonitrile structure, and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0027] Compound A preparation method of oxaphosphaphenanthrene flame retardant containing cyclotriphosphazene structure, the steps are: dissolving 18.6 g (0.10 mmol) of 2,2'-biphenol in 300 mL of anhydrous acetone, N 2 Slowly added dropwise under protection to 17.4 g (0.05 mmol) and 27.6 g (0.20 mmol) of anhydrous K containing hexachlorocyclotriphosphazene 2 CO 3 100 mL acetone solution; reflux reaction for 2-3 h, after the completion of the reaction, filter, evaporate the solvent to obtain the crude product, the crude product was recrystallized with an equal volume of dichloromethane-petroleum ether mixed solvent to obtain intermediate I (white solid). The rate is 91.3%.

[0028] Weigh 11.1 g (0.08 mmol) of potassium carbonate and 9.76 g (0.08 mmol) of p-hydroxybenzaldehyde into a three-necked flask, add 150 mL of freshly distilled acetone and stir to dissolve, then slowly add 22.96 g (0.04 mmol) of intermediate I into the flask , reflux reaction for 10-12h, after the react...

Embodiment 2

[0031] Increase the 2,2'-diphenol to 19.53g (0.105mmol), and the other is the same as Example 1, and the yield of intermediate I is 92.1%.

Embodiment 3

[0033] Increase the 2,2'-diphenol to 19.46g (0.11mmol), and the other is the same as Example 1, and the yield of intermediate I is 92.3%.

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Abstract

The invention relates to an oxa-phosphaphenanthrene flame retardant containing cyclotriphosphonitrile structure, and a preparation method and application thereof. The preparation method comprises the following steps: under the actions of K2CO3 and acetone, reacting hexachlorocyclotriphosphonitrile and 2,2'-diphenyldiphenol to obtain an intermediate I, reacting the intermediate I with p-hydroxybenzaldehyde to obtain an intermediate II, and reacting the intermediate II and DOPO (9,10-dihydro-9-oxa-10-phosphaphenanthrene-10-oxide) to obtain the target compound. The appearance of the compound is white, and the melting point is 186-188 DEG C; and the product has the advantages of favorable thermal stability, high flame retardancy and high purity (up to 99%). The invention has the advantages ofaccessible raw materials and advanced technique, and can easily implement industrial production. The flame retardant can be used as a reactive flame retardant to be connected to epoxy resin, polyurethane and other thermosetting resins, and can also be used as an additive flame retardant for halogen-free flame retardancy of ABS (acrylonitrile-butadiene-styrene), nylon and other engineering plastics with high heat resistance requirements.

Description

technical field [0001] The invention belongs to the technical field of phosphorus-nitrogen synergistic flame-retardant compounds, and specifically relates to a oxaphosphine phenanthrene flame retardant containing cyclotriphosphazene, which can be used as a reactive flame retardant to prepare a halogen-free flame-retardant resin, It can also be used as an additive flame retardant in the halogen-free flame retardant of engineering plastics. Background technique [0002] Traditional halogen-based flame retardants have been widely used due to their high flame-retardant efficiency, wide application range, and obvious cost-effective advantages. Personal safety poses a serious threat, so the European Union has made clear restrictions on the application of halogenated flame retardants. At present, one of the latest research and development hotspots of halogen-free flame retardants in the world is to use the synergy of multiple flame retardant elements to make up for the shortcoming...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08K5/5399C07F9/6593C08L63/00C08L75/04C08L55/02C08G59/62C08G18/32
Inventor 李德江龚大春黄永文
Owner HUBEI YAOMEI FLEXIBLE CERAMICS
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