Tris(2-dimethylbromoethoxysilyloxyethyl) isocyanurate compound and preparation method thereof

A technology of dimethylbromoethoxysilyloxyethyl and isocyanuric acid three, which is applied in the field of flame retardant plasticizers, can solve environmental and human health hazards, restrictions on the use of halogenated flame retardants, The impact of mechanical processing performance is small, and it is beneficial to environmental protection, good economic and environmental benefits, and good compatibility.

Active Publication Date: 2018-07-31
HUZHOU RUIGAO NEW MATERIALS CO LTD
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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.
However, due to the excellent comprehensive cost performance of halogen flame retardants, high flame retardant efficiency, little impact on the machinability of materials, and it is difficult to find ideal substitutes

Method used

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  • Tris(2-dimethylbromoethoxysilyloxyethyl) isocyanurate compound and preparation method thereof
  • Tris(2-dimethylbromoethoxysilyloxyethyl) isocyanurate compound and preparation method thereof
  • Tris(2-dimethylbromoethoxysilyloxyethyl) isocyanurate compound and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0027] Embodiment 1 In the 250ml four-necked bottle that stirrer, thermometer and condensation tube are equipped with, and drying tube and hydrogen bromide absorption device are equipped with at the top of condensation tube, replace the air in the bottle with nitrogen, add 8.74g ( 0.0333mol) tris (2-hydroxyethyl) isocyanurate and 80ml dioxane, add 21.8g (0.1mol) dimethyldibromosilane, heat up to 50°C, keep warm for 5h; Finally, lower the temperature to below 5°C, replace the drying tube with a highly expandable sealing sleeve, and introduce 4.41g (0.1mol) of ethylene oxide under the liquid surface, and control the reaction temperature not higher than 15°C at the rate of introduction. 2 hours after the completion of the passage, the temperature was raised to 40°C, and the temperature was kept for 4 hours; the solvent and a small amount of low boiling point were removed by distillation under reduced pressure to obtain tris(2-dimethylbromoethoxysilyloxyethyl) isocyanurate, which p...

Embodiment 2

[0028] Embodiment 2 In the 250ml four-necked bottle that stirrer, thermometer and condensation tube are equipped with, and drying tube and hydrogen bromide absorption device are equipped with at the top of condensation tube, replace the air in the bottle with nitrogen, add 8.74g ( 0.0333mol) tris (2-hydroxyethyl) isocyanurate and 100ml tetrahydrofuran, add 21.8g (0.1mol) dimethyldibromosilane, heat up to 30°C, keep warm for 9h; after the HBr is released, cool down When the temperature is lower than 5°C, replace the drying tube with a highly expandable sealing sleeve, and introduce 4.70g (0.1067mol) of ethylene oxide under the liquid surface, and control the reaction temperature at a rate not higher than 15°C. Reaction at 15°C for 8 hours; normal pressure distillation to remove excess ethylene oxide, and then vacuum distillation to remove solvent and a small amount of low boiling point substances to obtain tris(2-dimethylbromoethoxysilyloxyisocyanurate) Ethyl) ester, yield 93.7...

Embodiment 3

[0029] Embodiment 3 In the 250ml four-necked bottle that stirrer, thermometer and condensation tube are equipped with, and drying tube and hydrogen bromide absorption device are equipped with at the top of condensation tube, replace the air in the bottle with nitrogen, add 8.74g ( 0.0333mol) tris (2-hydroxyethyl) isocyanurate and 120ml acetonitrile, add 21.8g (0.1mol) dimethyldibromosilane, heat up to 45°C, keep warm for 6h; after the HBr is released, cool down When the temperature is lower than 5°C, replace the drying tube with a highly expandable sealing sleeve, and inject 5.14g (0.1167mol) of ethylene oxide under the liquid surface, and control the reaction temperature at the rate of introduction to not exceed 15°C. Heat up to 25°C for 1 hour, keep warm for 6 hours; remove excess ethylene oxide by distillation under normal pressure, and then remove solvent and a small amount of low boiling point by distillation under reduced pressure to obtain tris(2-dimethylbromoethoxysilan...

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Abstract

The invention relates to a tris(2-dimethylbromoethoxysilyloxyethyl) isocyanurate compound and a preparation method thereof. The structure of the compound is shown in the following formula: the preparation method is as follows: three ( 2‑Hydroxyethyl) isocyanurate is dissolved in an organic solvent, and dimethyldibromosilane, which is 3 times molar to tris (2‑hydroxyethyl) isocyanurate, is added at 30°C to 50°C React for 5-9 hours; after the HBr is released, cool down to below 5°C, pass a certain mole of ethylene oxide under the liquid surface, raise the temperature to 15°C-40°C after 1-2 hours, and keep warm for 4-8 hours; Tris(2-dimethyl bromoethoxysilyloxyethyl) isocyanurate was obtained after purification. The flame retardant of the invention has high flame retardant efficiency and good compatibility with polymer materials, is suitable for use as a flame retardant plasticizer for polyvinyl chloride, polyurethane, epoxy resin, unsaturated resin, etc., and has simple production process and low cost , easy to realize industrial production.

Description

technical field [0001] The invention relates to a synergistic flame retardant tris(2-dimethylbromoethoxysilyloxyethyl) isocyanurate compound of silicon, nitrogen and bromine and a preparation method thereof. The compound is suitable for use as Flame retardant plasticizer for polyvinyl chloride, polyester, epoxy resin, unsaturated resin, etc. Background technique [0002] With the continuous improvement of people's living standards, the awareness of fire prevention and environmental protection and safety has been continuously enhanced, which has promoted the rapid development of the flame retardant industry. The European Union announced in 1986 that polybrominated diphenyl ether flame retardants produced carcinogen dioxin when burned, which would cause harm to the environment and human health. After that, the use of halogenated flame retardants was restricted. However, because halogenated flame retardants have excellent comprehensive performance-to-price ratio and high flame...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F7/18C08K5/5465C08K5/544
Inventor 王彦林杨海军
Owner HUZHOU RUIGAO NEW MATERIALS CO LTD
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