Unlock instant, AI-driven research and patent intelligence for your innovation.

Preparation method of pentabromobenzyl acrylate

A technology of pentabromobenzyl acrylate and pentabromotoluene, which is applied in the field of compound synthesis, can solve problems such as high cost, complicated separation process, and impact on yield, and achieve the effects of difficult polymerization, high purity, and easy product separation

Inactive Publication Date: 2014-12-24
HENAN UNIV OF SCI & TECH
View PDF4 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] Patent (CN102167762A) has introduced a kind of preparation method of pentabromotoluene acrylate, wherein needs to add polymerization inhibitor hydroquinone when pentabromobenzyl bromide and sodium acrylate esterification reaction, otherwise sodium acrylate or Partial polymerization of pentabromobenzyl acrylate occurs, thus affecting the yield of the reaction
And the method is carried out step by step, the separation process is complicated, and the cost is high

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0022] Add 170ml of chlorobenzene, 100g of pentabromotoluene, 14ml of bromine, 40ml of water, 2g of azobisisobutyronitrile (AIBN) into a 250ml four-necked flask equipped with a condenser, mechanical stirring and a thermometer, and stir for 20min at room temperature. Then, the reaction system was heated to 80°C and stirred for 3 hours. When the reaction system was cooled to room temperature, a certain amount of sodium bisulfite aqueous solution was added to wash until the lotion was colorless and transparent, and the upper aqueous solution was separated. Under the protection of nitrogen, 70ml of 30wt% sodium acrylate aqueous solution and 1.4g of cetyltrimethylammonium bromide (CTAB) were added to the system, heated to 80°C, kept stirring for 4h, and the reaction was completed. When the system was cooled to 5°C, it was filtered to obtain a solid product. The solid product was repeatedly washed with distilled water until the washing solution was colorless and transparent, and the...

Embodiment 2

[0024] Add 170ml of dichloromethane, 100g of pentabromotoluene, 14ml of bromine, 40ml of water, 2g of azobisisobutyronitrile (AIBN) into a 250ml four-neck flask equipped with a condenser, mechanical stirring and a thermometer, and stir for 20min at room temperature , and then the reaction system was heated to 100 ° C and stirred for 2 h. When the reaction system was cooled to room temperature, a certain amount of sodium hydroxide aqueous solution was added to wash until the lotion was colorless and transparent, and the upper aqueous solution was separated. Add 70ml of 30% sodium acrylate aqueous solution and 1.4g of cetyltrimethylammonium chloride (CTAC) to the system under nitrogen protection, heat to 100°C, keep stirring for 3h, and the reaction is completed. When the system was cooled to 0°C, it was filtered to obtain a solid product. The solid product was repeatedly washed with distilled water until the washing solution was colorless and transparent, and the product obtain...

Embodiment 3

[0026] That is, in the 250ml four-necked bottle equipped with condenser tube, mechanical stirring and thermometer, add 170ml dibromoethane, 120g pentabromotoluene, 17.71ml bromine, 48ml water, 1.63g benzoyl peroxide (BPO), Stir at room temperature for 20 minutes. Then the reaction system was heated to 60°C, stirred for 3 hours, and when the reaction system was cooled to room temperature, a certain amount of sodium carbonate aqueous solution was added, washed until the lotion was colorless and transparent, and the upper aqueous solution was separated. Add 110ml of 30% sodium acrylate aqueous solution and 2.68g of methyltrioctylammonium chloride to the system under the protection of nitrogen, heat to 90°C, keep stirring for 4h, and the reaction is completed. When the system was cooled to 5°C, it was filtered to obtain a solid product. The solid product was repeatedly washed with distilled water until the washing solution was colorless and transparent, and the product obtained w...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

The invention discloses a preparation method of pentabromobenzyl acrylate, which comprises the following steps: 1) adding pentabromotoluene, bromine and a free-radical initiator into an inert solvent, adding water, and reacting at 60-100 DEG C for 2-4 hours; 2) after the reaction finishes, adding a bromine remover to remove excess bromine, and taking out the supernatant water phase; and 3) under inert gas shielding, adding sodium acrylate and a phase-transfer catalyst into the inert solvent, and reacting at 80-120 DEG C for 3-5 hours. According to the preparation method of the pentabromobenzyl acrylate, pentabromotoluene and bromine are subjected to bromination reaction on methyl group to generate pentabromobenzyl bromide, and the generated pentabromobenzyl bromide directly reacts with sodium acrylate under the action of the phase-transfer catalyst to prepare the pentabromobenzyl acrylate only after removing the excess bromine without separating and purifying the pentabromobenzyl bromide, thereby simplifying the reaction steps.

Description

technical field [0001] The invention relates to a preparation method of pentabromobenzyl acrylate, belonging to the technical field of compound synthesis. Background technique [0002] Brominated flame retardants have the advantages of the least amount of addition and the best effect, and are one of the most commonly used flame retardants. About 80% of the flame retardants used in electrical and electronic products worldwide are brominated flame retardants. At present, brominated flame retardants are mainly low-molecular-weight additive flame retardants, but because low-molecular brominated flame retardants are easy to precipitate, migrate, have poor thermal stability, and have poor compatibility with the matrix resin, the flame-retardant The performance of the material is greatly reduced, which limits its application. [0003] Pentabromobenzyl acrylate is a monomer for synthesizing polymeric brominated flame retardant polypentabromobenzyl acrylate, and its bromine content ...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
Patent Type & Authority Patents(China)
IPC IPC(8): C07C69/653C07C67/10
Inventor 张玉清张志强刘虎余华宁谢英波朱伸兵
Owner HENAN UNIV OF SCI & TECH