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Reactive phosphorus flame retardant containing DOPO and active double bond and preparation method and application thereof

A reactive flame retardant technology, which is applied in chemical instruments and methods, compounds of group 5/15 elements of the periodic table, organic chemistry, etc., can solve the problems of low flame retardant efficiency and complicated preparation steps, and achieve good results. Flame retardant effect, easy post-treatment process, good flame retardant effect

Active Publication Date: 2013-05-01
苏州安鸿泰新材料有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

But its disadvantage is that the flame retardant efficiency is not high, and the preparation steps are complicated

Method used

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  • Reactive phosphorus flame retardant containing DOPO and active double bond and preparation method and application thereof
  • Reactive phosphorus flame retardant containing DOPO and active double bond and preparation method and application thereof
  • Reactive phosphorus flame retardant containing DOPO and active double bond and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0053] In a 250ml three-neck flask equipped with a mechanical stirrer and a constant pressure dropping funnel, add 21.1g (0.1mol) phenyl phosphate dichloride (PPDC) and 80ml tetrahydrofuran, and stir for 10 minutes under ice bath and nitrogen protection. Then add 21.2g (0.2mol) of triethylamine, and slowly add a mixture of 11.6g (0.1mol) of hydroxyethyl acrylate and 30ml of tetrahydrofuran dropwise within 3 hours under continuous stirring, and continue to react for 5 hours, and then DOPO-HQ10.8g (0.05mol) was added to the above reaction system, and the reaction was continued for 12 hours. Afterwards, the triethylamine salt was removed by suction filtration under reduced pressure, and the solvent tetrahydrofuran was distilled off under reduced pressure, and the obtained colorless viscous transparent liquid was the product of the present invention. The yield was 90%.

[0054] The synthetic route is as follows:

[0055]

[0056] Get the product obtained in this embodiment and ...

Embodiment 2

[0060] Add 19.5g (0.1mol) of phenylphosphoryl dichloride (PDCP) and 80ml of dichloromethane to a 250ml three-necked flask equipped with a mechanical stirrer and a constant pressure drop hole, and stir for 10 minutes under ice bath and nitrogen protection , then add 15.8g (0.2mol) of pyridine, and slowly add 11.6g (0.1mol) of hydroxyethyl acrylate and 30ml of dichloromethane dropwise within 1 hour under continuous stirring, continue to react for 2 hours, and then add DOPO -HQ10.8g (0.05mol) was added to the above reaction system, and the reaction was continued for 8 hours. After that, vacuum filtration was performed to remove pyridine, and the solvent dichloromethane was distilled off under reduced pressure, and the obtained colorless viscous transparent liquid was the product of the present invention. The yield was 88%.

[0061] The synthetic route is as follows:

[0062]

[0063] Get the product obtained in this embodiment and carry out infrared analysis, 584-541cm in ph...

Embodiment 3

[0067] In a 250ml three-neck flask equipped with a mechanical stirrer and a constant-pressure drop hole, add 19.5g (0.1mol) of phenylphosphoryl dichloride (PDCP) and 80ml of tetrahydrofuran, stir for 10 minutes under ice bath and nitrogen protection, and add 21.2g (0.2mol) of triethylamine, slowly add 11.6g (0.1mol) of hydroxyethyl acrylate and 30ml tetrahydrofuran mixture dropwise within 1 hour under continuous stirring, and react for another 2 hours, then add DOPO-HB11.5g (0.05mol) was added to the above reaction system, and the reaction was continued for 12 hours. Afterwards, the triethylamine salt was removed by suction filtration under reduced pressure, and the solvent tetrahydrofuran was distilled off under reduced pressure, and the obtained colorless viscous transparent liquid was the product of the present invention. The yield was 87%.

[0068] The synthetic route is as follows:

[0069]

[0070] Get the product obtained in this embodiment and carry out infrared a...

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Abstract

The invention discloses a reactive phosphorus flame retardant containing DOPO and an active double bond and a preparation method and application thereof. Dichloro replaces phosphate to react with polyhydric alcohols or polyhydric phenol acidifying with propylene or partial methyl propene and then with DOPO modified aryl-dihydric phenol and DOPO modified aryl-dihydric alcohol, and a reactive flame retardant monomer molecule capable of being cured and provided with active double bonds and a DOPO flame retardant group are obtained and can be used in various flame retardants of epoxyacrylates and unsaturated polyester resins and the like containing unsaturated double bond polymer resins. The flame retardant overcomes defects that the compatibility between an additive flame retardant and a matrix is poor, the additive flame retardant and the matrix are easy to lose, the water resistance is poor, and the like, and the LOI (limit oxygen index) value of resins can be improved remarkably and the flame-resistant effect is good when the flame retardant is used for flame retarding in the epoxyacrylates and the unsaturated polyester resins.

Description

technical field [0001] The invention belongs to the field of flame retardant design, and specifically relates to a reactive phosphorus-containing flame retardant containing DOPO and active double bonds and a preparation method thereof, and the use of the flame retardant in polymers such as epoxy resin and unsaturated polyester resin. applications in substrates. Background technique [0002] Due to its rich sources, easy processing, variety, superior performance and low price, polymer materials have been widely used in many fields such as aerospace, electronic information, household appliances, and automobile industry. However, most polymer materials are flammable materials, which are easy to cause fire and cause serious loss of human life and property. Therefore, the flame retardancy of polymer materials is an urgent problem to be solved. At present, the widely used flame retardant method of polymer materials is to add flame retardants to polymers during processing to impr...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08K5/5313C07F9/6574C08L63/10C08L67/06
Inventor 钱晓东胡源
Owner 苏州安鸿泰新材料有限公司
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