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Tris(dimethylhalopropoxysilyloxyhalopropyl) isocyanurate compound and preparation method thereof

A technology of dimethylhalopropoxysilyloxyhalopropyl and isocyanurate tris, which is applied in the field of isocyanurate triester compounds and its preparation, and can solve application restrictions and produce harmful and corrosive gases and other problems, to achieve the effects of large molecular weight, environmental protection, and high flame retardant efficiency

Active Publication Date: 2018-05-04
HUZHOU RUIGAO NEW MATERIALS CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, it produces harmful and corrosive gases during combustion, so its application in some fields is limited

Method used

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  • Tris(dimethylhalopropoxysilyloxyhalopropyl) isocyanurate compound and preparation method thereof
  • Tris(dimethylhalopropoxysilyloxyhalopropyl) isocyanurate compound and preparation method thereof
  • Tris(dimethylhalopropoxysilyloxyhalopropyl) isocyanurate compound and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0034] Example 1 In a 250ml four-necked bottle equipped with a stirrer, a thermometer and a condenser tube, and a very expandable sealing sleeve at the top of the condenser tube, replace the air in the bottle with nitrogen, and add 9.91g (0.0333 mol) triglycidyl isocyanurate, 100ml dioxane and 12.91g (0.1mol) dimethyldichlorosilane, heat up to 100°C for 1h, keep warm for 5h; cool down to below 30°C, add 5.81g dropwise (0.1mol) propylene oxide, the reaction temperature is controlled by the drop rate to not be higher than 40°C, and the temperature is raised to 60°C 1h after the drop is completed, and the temperature is kept for 7h; (Dimethylchloropropoxysilyloxychloropropyl) ester, yield 94.9%.

Embodiment 2

[0035] Example 2 In a 250ml four-neck bottle equipped with a stirrer, a thermometer and a condenser tube, and a very expandable sealing sleeve at the top of the condenser tube, replace the air in the bottle with nitrogen, and add 9.91g (0.0333 mol) triglycidyl isocyanurate, 50ml diethylene glycol dimethyl ether and 12.91g (0.1mol) dimethyldichlorosilane, heat up to 95°C for 1h, keep warm for 6h; cool down to below 30°C, drop Add 6.20g (0.1067mol) propylene oxide, control the reaction temperature not higher than 40°C at the rate of addition, raise the temperature to 70°C 1 hour after the drop, keep the temperature for 5 hours; remove excess propylene oxide by atmospheric pressure distillation (recycling), Then, the solvent and a small amount of low boiling point substances were distilled off under reduced pressure to obtain tris(dimethylchloropropoxysilyloxychloropropyl)isocyanurate with a yield of 96.2%.

Embodiment 3

[0036] Example 3 In a 250ml four-neck bottle equipped with a stirrer, a thermometer and a condenser tube, and a very expandable sealing sleeve at the top of the condenser tube, replace the air in the bottle with nitrogen, and add 9.91g (0.0333 mol) triglycidyl isocyanurate, 70ml acetonitrile and 12.91g (0.1mol) dimethyldichlorosilane, heat up to 70°C, keep warm for 7h; cool down to below 30°C, add dropwise 6.78g (0.1167mol) Propylene oxide, control the reaction temperature not higher than 40°C with the rate of addition, and keep it warm for 10 hours at 40°C after dropping; remove excess propylene oxide (recycled) by normal pressure distillation, and then remove the solvent and a small amount by distillation under reduced pressure. The low boiling point was used to obtain tris(dimethylchloropropoxysilyloxychloropropyl) isocyanurate with a yield of 92.7%.

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Abstract

The invention relates to an isocyanuric acid tri (dimethyl halide propoxy silicon acyloxy halide propyl) ester compound and a preparation method thereof. A structural formula of the compound is shown in the specification, wherein OC3H6X in the formula is OCH2CHXCH3 or OCH(CH2X) CH3, when m is equal to one, n is equal to zero, when m is equal to zero, n is equal to one, and X is C1 or Br. The preparation method comprises steps as follows: triglycidyl isocyanurate and three times of moles of dimethyl dichlorosilane have a reaction in an organic solvent at the temperature of 50 DEG C-100 DEG C for 5-8 hours; 3-4 times of moles of epoxypropane is added dropwise and reacts for 5-10 hours at the temperature of 40 DEG C-70 DEG C; isocyanuric acid tri (dimethyl halide propoxy silicon acyloxy halide propyl) ester is obtained after purification processing. A flame retardant is high in flame retardancy, has good compatibility with macromolecular materials and is suitable for being used as a flame-retardant plasticizer of polyvinyl chloride, polyurethane, epoxy resin, unsaturated polyester resin and the like, the production process is simple, the cost is low, and industrial production is easy to realize.

Description

technical field [0001] The invention relates to a tris(dimethyl halopropoxysilyloxy halopropyl) isocyanurate compound and a preparation method thereof. The compound is suitable for polyvinyl chloride, polyurethane, epoxy resin, unsaturated Flame retardant plasticizer for resin etc. Background technique [0002] In the past 30 years, the production and consumption of flame retardants in my country have continued to develop rapidly. At present, flame retardants have developed into the second largest polymer material modification additive after plasticizers. It has broad market prospects in various fields such as chemical building materials, electronic appliances, transportation, aerospace, daily furniture, and interior decoration. Halogenated flame retardants have long been dominant in the research and use of flame retardants due to their high flame retardant efficiency, abundant sources of raw materials, and affordable prices. However, it produces harmful and corrosive gase...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F7/18C08K5/5455C08K5/544
Inventor 王彦林杨海军
Owner HUZHOU RUIGAO NEW MATERIALS CO LTD
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