A kind of dopo derivative flame retardant containing nitrogen and phosphorus and preparation method thereof

A technology of derivatives and flame retardants, applied in the field of nitrogen and phosphorus-containing DOPO derivative flame retardants and their preparation, can solve problems such as adverse material properties and influence, and achieve low cost, simple process and high flame retardancy. Effect

Active Publication Date: 2019-01-15
惠州盛世达科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although it has good flame retardant properties, as the amount added increases, it will have some adverse effects on the properties of the material itself

Method used

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  • A kind of dopo derivative flame retardant containing nitrogen and phosphorus and preparation method thereof
  • A kind of dopo derivative flame retardant containing nitrogen and phosphorus and preparation method thereof
  • A kind of dopo derivative flame retardant containing nitrogen and phosphorus and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0030] The synthetic steps of a kind of DOPO derivative flame retardant containing nitrogen and phosphorus are:

[0031] (1) 11.1 g of tris (4-aminophenyl) phosphate and 20.3 g of 8-trifluoromethylquinoline-2-carbaldehyde were heated in 157 g of ethanol at 75° C. for 4 hours. After the reaction, the intermediate The reaction system of product I;

[0032] (2) Add 19.5g of DOPO to the reaction system containing intermediate product I obtained in step (1) and heat it at 75°C for 4h. After the reaction is finished, wash and dry to obtain a nitrogen-phosphorus-containing DOPO derivative flame-retardant agent, yield 84.6%.

[0033] The infrared test results are as follows:

[0034] FTIR (KBr): N-H stretching vibration peak 3415cm -1 , C-H stretching vibration peak 3080cm -1 , C-N characteristic peak 1288cm -1 , C-F characteristic peak 1100cm -1 , P-O-C characteristic peak 1032cm -1 , P-O-Ph characteristic peak 1231cm -1 , P-Ph characteristic peak 1595cm -1 , P=O characteris...

Embodiment 2

[0038] The synthetic steps of a kind of DOPO derivative flame retardant containing nitrogen and phosphorus are:

[0039] (1) 18.6g of tris (4-aminophenyl) phosphate and 33.8g of 8-trifluoromethylquinoline-2-carbaldehyde were heated in 419g of DMF at 75°C for 6h. The reaction system of product I;

[0040] (2) Add 32.4g of DOPO to the reaction system containing intermediate product I obtained in step (1) and heat it at 75°C for 6h. After the reaction is finished, wash and dry to obtain a nitrogen-phosphorus-containing DOPO derivative flame-retardant agent, yield 85.1%.

[0041] The infrared test results are as follows:

[0042] FTIR (KBr): N-H stretching vibration peak 3415cm -1 , C-H stretching vibration peak 3065cm -1 , C-N characteristic peak 1285cm -1 , C-F characteristic peak 1100cm -1 , P-O-C characteristic peak 1035cm -1 , P-O-Ph characteristic peak 1231cm -1 , P-Ph characteristic peak 1595cm -1 , P=O characteristic peak 1212cm -1 , the out-of-plane bending vibr...

Embodiment 3

[0044] The synthetic steps of a kind of DOPO derivative flame retardant containing nitrogen and phosphorus are:

[0045] (1) 37.1g of tris (4-aminophenyl) phosphate and 67.6g of 8-trifluoromethylquinoline-2-carbaldehyde were heated in 1151g of DMSO at 75°C for 8h. The reaction system of product I;

[0046] (2) Add 64.9g of DOPO to the reaction system containing intermediate product I obtained in step (1) and heat it at 75°C for 8h. After the reaction is over, wash and dry to obtain a nitrogen-phosphorus-containing DOPO derivative flame-retardant agent, the yield was 84.9%.

[0047] The infrared test results are as follows:

[0048] FTIR (KBr): N-H stretching vibration peak 3410cm -1 , C-H stretching vibration peak 3070cm -1 , C-N characteristic peak 1285cm -1 , C-F characteristic peak 1100cm -1 , P-O-C characteristic peak 1040cm -1 , P-O-Ph characteristic peak 1230cm -1 , P-Ph characteristic peak 1595cm -1 , P=O characteristic peak 1212cm -1 , the out-of-plane bendin...

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Abstract

The invention relates to the technical field of flame retardants and in particular relates to a DOPO (9,10-bihydro-9-oxa-10-phosphaphenanthrene-10-oxide) derivative flame retardant containing nitrogen and phosphorus. A structural formula of the DOPO derivative flame retardant is shown in the description. A preparation method of the DOPO derivative flame retardant containing the nitrogen and the phosphorus comprises the following steps: (1) heating tri(4-aminophenyl) phosphate and 8-trifluoromethylquinoline-2-formaldehyde in a solvent, and reacting to obtain a reaction system containing an intermediate product I; and (2) adding DOPO into the reaction system containing the intermediate product I, which is obtained by the step (1), and heating, and after reacting, washing and drying to obtain the DOPO derivative flame retardant containing the nitrogen and the phosphorus. According to the derivative flame retardant containing the nitrogen and the phosphorus and the preparation method thereof, the flame retarding property of cured products is increased along the increasing of the content of phosphorus in the cured products; and when the content of the flame retardant reaches 5 percent to 10 percent, the cured products can reach UL-94, grade V-0.

Description

technical field [0001] The invention relates to the technical field of flame retardants, in particular to a DOPO derivative flame retardant containing nitrogen and phosphorus and a preparation method thereof. Background technique [0002] Halogenated flame retardants are a class of flame retardants that contain halogen elements and use halogen elements as a flame retardant. The four halogen elements of the halogen series, fluorine (F), chlorine (Cl), bromine (Br), and iodine (I), all have flame retardancy, and the flame retardancy effect is enhanced in the order of F, Cl, Br, and I. Iodine-based flame retardants are the strongest. In production, only chlorine and bromine flame retardants are widely used. Fluorine and iodine flame retardants are rarely used because the C-F bond in fluorine-containing flame retardants is too strong to effectively capture free radicals. And The C-I bond of the I-containing flame retardant is too weak and easy to be destroyed. It affects the p...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08K5/5313C08L25/06C07F9/6574
CPCC07F9/657172C08K5/5313C08L25/06
Inventor 徐再徐惠凤徐靖丁磊赵琴芬卢路平
Owner 惠州盛世达科技有限公司
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