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Colored flame retardant tetra(bromophenoxy)p-benzoquinone compound and preparation method thereof

A technology of bromophenoxy and tetrachloro-p-benzoquinone, which is applied in the field of tetra-p-benzoquinone compounds and its preparation, to achieve the effects of cheap raw materials, good compatibility and high decomposition temperature

Active Publication Date: 2018-12-18
SUZHOU UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

With the wide application of flame retardants, it has been found that although halogenated flame retardants have excellent flame retardant effects, they will produce a large amount of hydrogen halide gas when burned, so the application of halogenated flame retardants in a certain range is limited. At the same time, people want to retain the advantages of high cost performance of halogenated flame retardants. Therefore, the development of high-efficiency multifunctional halogenated flame retardants has become an important research topic.

Method used

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  • Colored flame retardant tetra(bromophenoxy)p-benzoquinone compound and preparation method thereof
  • Colored flame retardant tetra(bromophenoxy)p-benzoquinone compound and preparation method thereof
  • Colored flame retardant tetra(bromophenoxy)p-benzoquinone compound and preparation method thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0029] Example 1 In a reactor equipped with a stirrer, a thermometer, and a high-efficiency reflux device, at 20°C, first add 80ml of benzene, then add 10.1g (0.04mol) of 2,4-dibromophenate sodium, and then add 2.46g (0.01mol) tetrachloro-p-benzoquinone, heat preservation reaction at 80°C for 5 hours, change the reflux device to a vacuum distillation device, evaporate benzene to dryness under reduced pressure (recycling), then add 200ml methanol to dissolve the product, filter to remove chlorine NaCl and trace insolubles, the filtrate was concentrated to 100ml, cooled and crystallized, filtered, and dried to obtain a brown solid product tetrakis(2,4-dibromophenoxy)-p-benzoquinone with a yield of 80.0%.

Embodiment 2

[0030] Example 2 In a reactor equipped with a stirrer, a thermometer, and a high-efficiency reflux device, at 20°C, first add 90ml of toluene, then add 10.1g (0.04mol) of 2,4-dibromophenol sodium, and then add 2.46g (0.01mol) tetrachloro-p-benzoquinone, heat preservation reaction at 100°C for 6h, change the reflux device to a vacuum distillation device, evaporate the toluene to dryness under reduced pressure (recycling), then add 200ml methanol to dissolve the product, filter to remove chlorine Sodium chloride and trace insolubles, the filtrate was concentrated to 100ml, cooled and crystallized, filtered, and dried to obtain a brown solid product tetrakis (2,4-dibromophenoxy)-p-benzoquinone with a yield of 82.3%.

Embodiment 3

[0031] Example 3 In a reactor equipped with a stirrer, a thermometer, and a high-efficiency reflux device, at 20°C, first add 100ml of chlorobenzene, then add 11.3g (0.045mol) of 2,4-dibromophenate sodium, and then add 2.46 g (0.01mol) tetrachloro-p-benzoquinone, heat preservation reaction at 110°C for 7 hours, change the reflux device to a vacuum distillation device, evaporate chlorobenzene to dryness under reduced pressure (recycling), then add 200ml of methanol to dissolve the product, filter Sodium chloride and trace insolubles were removed, the filtrate was concentrated to 100ml, cooled, crystallized, filtered, and dried to obtain a brown solid product tetrakis(2,4-dibromophenoxy)-p-benzoquinone with a yield of 86.5%.

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Abstract

The invention relates to a colored flame retardant tetra(bromophenoxy)p-benzoquinone compound and a preparation method thereof. The structure of the compound is shown as the following formula in the specification. The preparation method includes: subjecting tetrachloro-p-benzoquinone and sodium bromophenol to substitution reaction in an organic solvent, then conducting decompression to remove theorganic solvent, adding methanol for dissolving, filtering out insoluble substances, conducting distillation concentration on the filtrate, performing cooling crystallization, and conducting filteringand drying to obtain brown powder tetra(bromophenoxy)p-benzoquinone. The compound provided by the invention has excellent flame retardant performance, also has coloring effect, and is suitable for use as a flame retardant of polyester, polyamide, polyurethane, unsaturated resin, polyolefin, rubber and other materials. Also the preparation method has the characteristics of one-step reaction, simple process and low equipment investment, and is easy to realize industrial production.

Description

technical field [0001] The invention relates to a tetrakis(bromophenoxy)-p-benzoquinone compound and a preparation method thereof. The compound is a new type of high-efficiency flame retardant, which itself is brown. It is suitable as a flame retardant or primary colorant for flame retardant pigments of nylon, polyester, unsaturated resin, epoxy resin, rubber, polyolefin and other materials. Background technique [0002] Due to the development of science and technology and the improvement of people's living standards, people's safety awareness has gradually increased, especially the widespread use of flammable polymer materials, which can cause fires and often pose a threat to people's lives and property, thus promoting flame retardant science and technology. With the rapid development of flame retardant industry. With the wide application of flame retardants, it has been found that although halogenated flame retardants have excellent flame retardant effects, they will pro...

Claims

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Application Information

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IPC IPC(8): C07C50/28C07C46/00C08K5/08C08L27/06C08L67/02C08L77/00C08L63/00C08L21/00C08L23/00
CPCC07C46/00C07C50/28C08K5/08C08L21/00C08L23/00C08L27/06C08L63/00C08L67/02C08L77/00C08L2201/02
Inventor 韩志慧姚晓鸿花宇王彦林
Owner SUZHOU UNIV OF SCI & TECH
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