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Preparation method of flame retardant dimethyl chloropropoxysilyloxyhalopropyl isocyanurate compound

A technology of dimethylchloropropoxysilyloxyhalopropyl isocyanurate and isocyanurate tri, which is applied in the field of flame retardant plasticizers and can solve problems such as easy generation of harmful gases and application restrictions , to achieve the effect of large molecular weight, good symmetry and strong water resistance

Active Publication Date: 2017-10-17
HUZHOU RUIGAO NEW MATERIALS CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Due to the defect that halogenated flame retardants are prone to produce harmful gases when burned, their application in some fields is limited

Method used

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  • Preparation method of flame retardant dimethyl chloropropoxysilyloxyhalopropyl isocyanurate compound
  • Preparation method of flame retardant dimethyl chloropropoxysilyloxyhalopropyl isocyanurate compound
  • Preparation method of flame retardant dimethyl chloropropoxysilyloxyhalopropyl isocyanurate compound

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0027] Example 1 In a 250ml four-necked bottle equipped with a stirrer, a thermometer and a condenser tube, and a drying tube on the top of the condenser tube, replace the air in the bottle with nitrogen, and add 9.91g (0.0333mol) of isocyanurate Acetate triglycidyl ester, 50ml dioxane and 12.91g (0.1mol) dimethyldichlorosilane, heat up to 90°C for 1h, keep the temperature for 6h; cool down to below 40°C, connect the hydrogen chloride absorption device to the drying tube, Add 9.45g (0.1mol) of chloropropanol dropwise, and control the reaction temperature not to exceed 50°C with the dropping rate. The pH of the system was 5-6, suction filtered, and the filtrate was distilled off under reduced pressure to remove the solvent and a small amount of low boilers to obtain dimethylchloropropoxysilyloxychloropropyl isocyanurate with a yield of 93.7%.

Embodiment 2

[0028] Example 2 In a 250ml four-necked bottle equipped with a stirrer, a thermometer and a condenser tube, and a drying tube on the top of the condenser tube, replace the air in the bottle with nitrogen, and add 9.91g (0.0333mol) of isocyanurate Acetate triglycidyl ester, 70ml diethylene glycol dimethyl ether and 12.91g (0.1mol) dimethyldichlorosilane, heat up to 100°C for 1h, keep the temperature for 5h; cool down to below 40°C, connect hydrogen chloride to the drying tube Absorption device, add 10.08g (0.1067mol) chloropropanol dropwise, control the reaction temperature not to exceed 50°C with the drop rate, raise the temperature to 100°C after dropping, and keep the temperature for 5 hours; after the HCl gas is released, add 0.57g melamine, Adjust the pH of the system to 5-6, filter with suction, and distill off the filtrate under reduced pressure to remove the solvent, excess chloropropanol (recovered for use) and a small amount of low boiling point substances to obtain di...

Embodiment 3

[0029]Example 3 In a 250ml four-necked bottle equipped with a stirrer, a thermometer and a condenser tube, and a drying tube on the top of the condenser tube, replace the air in the bottle with nitrogen, and add 9.91g (0.0333mol) of isocyanurate Acetate triglycidyl ester, 85ml acetonitrile and 12.91g (0.1mol) dimethyl dichlorosilane, heat up to 70°C, keep warm for 7 hours; cool down to below 40°C, connect a hydrogen chloride absorption device to the drying tube, add 11.03g dropwise (0.1167mol) chloropropanol, the reaction temperature is controlled by the drop rate to not exceed 50°C, after the drop is completed, the temperature is raised to 75°C, and the temperature is kept for 8 hours; after the HCl gas is released, add 0.86g trimethylamine to adjust the pH of the system to 5~ 6. Suction filtration, the filtrate is distilled off under reduced pressure to remove solvent, excess chloropropanol (recycling) and a small amount of low boiling point matter to obtain dimethyl chloropr...

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Abstract

The present invention relates to a kind of preparation method of flame retardant dimethyl chloropropoxy silyloxy halopropyl isocyanurate compound, the structure of the compound is shown in the following formula: where OC3H6Cl is OCH2CHClCH3 or OCH(CH2Cl ) CH3; n=0 when m=1, n=1 when m=0; X=Cl or Br. The preparation method is: dissolve triglycidyl isocyanurate in an organic solvent, add dimethyldihalosilane, react at 50°C-100°C for 4-10 hours; add a certain mole of chloropropanol dropwise, after the drop React at 50°C to 100°C for 5 to 10 hours; after purification, dimethyl chloride propoxysilyloxyhalopropyl isocyanurate can be obtained. 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 preparation method of a flame retardant dimethyl chloropropoxy silyloxy halopropyl isocyanurate compound, which is suitable for polyvinyl chloride, polyurethane, epoxy resin, unsaturated resin and other flame retardant plasticizers. Background technique [0002] Due to its high flame retardant efficiency, rich source of raw materials, and reasonable price, halogenated flame retardants have developed rapidly in application and are also the most mature flame retardants. However, with the development of science and technology, the enhancement of environmental protection and safety awareness, the new development requirements for flame retardants or flame retardant materials have been transformed into low-smoke, non-toxic, and polymeric directions. Due to the defect that halogenated flame retardants are prone to produce harmful gases during combustion, their application in certain fields is limited. Although there is a high dema...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F7/18C08K5/544C08L27/06
Inventor 翟忠杰司马陈杨海军王彦林
Owner HUZHOU RUIGAO NEW MATERIALS CO LTD
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