Tris[2-tris(3-bromopropoxy)silyloxyethyl]isocyanurate compound and preparation method thereof

A technology of silyloxyethyl and isocyanurate, which is applied in the direction of silicon organic compounds, can solve problems such as difficulty in finding substitutes and health hazards, and achieve high molecular weight, prevent secondary combustion, and low volatility Effect

Active Publication Date: 2016-04-27
山东产研中科高端化工产业技术研究院有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The European Union announced in 1986 that the carcinogen dioxin was produced when polybrominated diphenyl ether flame retardants were burned, which would cause harm to the environment and human health. After that, the use of halogenated flame retardants was restricted, but due to the Flame retardants have excellent comprehensive cost performance, high flame retardant performance, little impact on the machinability of materials, and it is difficult to find ideal substitutes. Although the calls for halogen-free environmentally friendly flame retardants are high, halogen-free is still a long process. Therefore, the development of high-efficiency halogenated flame retardants to reduce the amount of flame retardants and reduce their toxicity has become an important research direction for halogenated flame retardants.

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  • Tris[2-tris(3-bromopropoxy)silyloxyethyl]isocyanurate compound and preparation method thereof
  • Tris[2-tris(3-bromopropoxy)silyloxyethyl]isocyanurate compound and preparation method thereof
  • Tris[2-tris(3-bromopropoxy)silyloxyethyl]isocyanurate compound and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0031]Example 1 In a 250ml four-neck flask equipped with a stirrer, a thermometer and a high-efficiency reflux condenser, and a drying tube on the upper mouth of the condenser, replace the air in the bottle with nitrogen, add 20ml of dichloroethane and 8.5 g (5.67ml, 0.05mol) of silicon tetrachloride, under stirring, cooled with a cold water bath to lower the temperature of the reaction system below 25°C, add 6.95g (4.52ml, 0.05mol) of 3-bromopropanol dropwise, During the addition process, the reaction temperature should not be higher than 30°C. After the dripping, raise the temperature to 45°C, and keep it warm for 2 hours; Put it into a four-necked flask, control the reaction temperature not higher than 65°C at the rate of addition, raise the temperature to 80°C after the drop, and react for 11 hours; after the HCl gas is released, cool the system down to below 50°C, and add 14.039g (9.13ml, 0.101mol) 3-bromopropanol, control the reaction temperature not higher than 65°C at ...

Embodiment 2

[0032] Example 2 In a 250ml four-necked flask equipped with a stirrer, a thermometer and a high-efficiency reflux condensing tube, and a drying tube on the condensing tube, replace the air in the bottle with nitrogen, and add 20ml of dioxane and 8.5 g (5.67ml, 0.05mol) of silicon tetrachloride, under stirring, cooled with a cold water bath to lower the temperature of the reaction system below 25°C, add 6.95g (4.52ml, 0.05mol) of 3-bromopropanol dropwise, During the addition process, the reaction temperature should not be higher than 30°C. After dripping, raise the temperature to 45°C and keep it warm for 2 hours; Put it into a four-necked flask, control the reaction temperature not higher than 65°C at the rate of addition, raise the temperature to 90°C after the drop, and react for 9 hours. After the HCl gas is released, cool the system down to below 50°C and add 15.29g (9.95ml, 0.11mol) 3-bromopropanol, control the reaction temperature not higher than 65°C at the rate of addi...

Embodiment 3

[0033] Example 3 In a 250ml four-neck flask equipped with a stirrer, a thermometer and a high-efficiency reflux condensing tube, and a drying tube on the top of the condensing tube, replace the air in the bottle with nitrogen, add 20ml tetrachloroethane and 8.5 g (5.67ml, 0.05mol) of silicon tetrachloride, under stirring, cooled with a cold water bath to lower the temperature of the reaction system below 25°C, add 6.95g (4.52ml, 0.05mol) of 3-bromopropanol dropwise, During the addition process, the reaction temperature should not be higher than 30°C. After the dripping, raise the temperature to 45°C, and keep the temperature for 2 hours. Put it into a four-necked flask, control the reaction temperature at a rate not higher than 65°C, raise the temperature to 95°C after the drop, and react for 8 hours. After the HCl gas is released, cool the system down to below 50°C and add 16.68g (10.85ml, 0.12mol) 3-bromopropanol, control the reaction temperature not higher than 65°C with th...

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Abstract

The invention relates to a flame retardant of a tris[2-tris(3-bromopropoxy)silylacyloxyethyl]isocyanurate compound and a preparation method of the compound. The structure of the compound is represented by a formula shown in the specification. The preparation method of the compound comprises the following steps: reacting silicon tetrachloride with 3-bromopropanol, which are equal in mole fraction, in an organic solvent at the temperature lower than 25 DEG C; dropwise adding an organic solution of trihydroxyethylisocyanurate, the mole fraction of which is 1 / 3 that of the silicon tetrachloride, into the reaction solution; heating to 80-95 DEG C for reaction for 8-11 hours after the dropwise addition is finished; dropwise adding 3-bromopropanol, the mole fraction of which is 2-3 times that of the silicon tetrachloride; preserving the temperature at 80-90 DEG C for reaction for 8-10 hours; adding in an acid-binding agent; preserving the temperature while stirring for 1 hour; purifying the resulting product to obtain the flame retardant of the tris[2-tris(3-bromopropoxy)silylacyloxyethyl]isocyanurate compound. The flame retardant of the compound provided by the invention is high in flame retardant performance, is suitable for the materials of polyvinyl chloride, polyurethane, epoxy resin, unsaturated polyester resin and the like, and is simple in preparation process, low in cost and easy for realization of industrial production.

Description

technical field [0001] The invention relates to a flame retardant tris[2-tris(3-bromopropoxy)silyloxyethyl]isocyanurate compound and a preparation method thereof. The compound can be used as polyvinyl chloride, unsaturated Flame retardant for materials such as polyester, polyurethane and epoxy resins. Background technique [0002] With the continuous improvement of people's living standards, the awareness of safety and fire prevention has been continuously enhanced, which has promoted the rapid development of the flame retardant industry. The European Union announced in 1986 that the carcinogen dioxin was produced when polybrominated diphenyl ether flame retardants were burned, which would cause harm to the environment and human health. After that, the use of halogenated flame retardants was restricted, but due to the Flame retardants have excellent comprehensive cost performance, high flame retardant performance, little impact on the machinability of materials, and it is d...

Claims

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Application Information

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Patent Type & AuthorityPatents(China)
IPC IPC(8): C07F7/04C08L27/06C08K5/544C08K3/22
Inventor王彦林董信
Owner山东产研中科高端化工产业技术研究院有限公司