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Tris [2-(dimethylthiopepaoxysilyloxy) ethyl] isocyanurate compound and preparation method thereof

A technology of tris and dimethyl thioisocyanurate, applied in the field of tris{2-[dimethylsilyloxy]ethyl} isocyanurate compounds and preparation thereof, can solve application limitations, The problem of releasing harmful gases, etc., achieves the effect of large molecular weight, low volatility, and prevention of secondary combustion

Active Publication Date: 2018-02-02
HUZHOU RUIGAO NEW MATERIALS CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At the same time, due to the defect of releasing harmful gases during combustion, halogenated flame retardants have been questioned by people, and their application in some fields has been restricted.

Method used

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  • Tris [2-(dimethylthiopepaoxysilyloxy) ethyl] isocyanurate compound and preparation method thereof
  • Tris [2-(dimethylthiopepaoxysilyloxy) ethyl] isocyanurate compound and preparation method thereof
  • Tris [2-(dimethylthiopepaoxysilyloxy) ethyl] isocyanurate compound and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0029] Embodiment 1 In the 250ml four-necked bottle that stirrer, thermometer and condensation tube are equipped with, and drying tube and hydrogen chloride 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, 90ml dioxane and 12.91g (0.1mol) dimethyldichlorosilane, heat up to 70°C, keep warm for 5h; after the HCl gas is released, Cool down to below 30°C, add 19.61g (0.1mol) of SPEPA, heat up to 100°C, keep warm for 6 hours; after the HCl gas is released, add 0.36g of melamine, adjust the pH of the system to 5-6, filter with suction, and depressurize the filtrate Distill off the solvent and a small amount of low-boiling matter, add 100ml of distilled water, stir for 0.5h, filter with suction, and dry in vacuo to obtain tris[2-(dimethylthioPEPAoxysilyloxy)ethyl]isocyanurate , yield 87.8%.

Embodiment 2

[0030] Embodiment 2 In the 250ml four-necked bottle that agitator, thermometer and condensation tube are equipped with, and drying tube and hydrogen chloride absorption device are equipped with on the top of condensation tube, replace the air in the bottle with nitrogen, add 8.74g (0.0333mol ) Tris (2-hydroxyethyl) isocyanurate, 120ml acetonitrile and 12.91g (0.1mol) dimethyldichlorosilane, heat up to 60°C, keep warm for 8h; after the HCl gas is released, cool down to 30 Below ℃, add 20.92g (0.1067mol) SPEPA, raise the temperature to 70℃, and keep it warm for 14h; after the HCl gas is released, add 0.5g melamine, adjust the pH of the system to 5-6, filter with suction, and distill the filtrate to remove the solvent under reduced pressure and a small amount of low boiling point matter, add 100ml of distilled water, stir for 0.5h, filter with suction, and dry in vacuo to obtain tris[2-(dimethylthioPEPAoxysilyloxy)ethyl]isocyanurate, the yield 90.4%.

Embodiment 3

[0031]Embodiment 3 In the 250ml four-necked bottle that stirrer, thermometer and condensation tube are equipped with, and drying tube and hydrogen chloride 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, 150ml acetonitrile and 12.91g (0.1mol) dimethyldichlorosilane, heat up to 70°C, keep warm for 5h; after the HCl gas is released, cool down to 30°C Below ℃, add 22.88g (0.1167mol) SPEPA, raise the temperature to 80℃, keep warm for 10h; after the HCl gas is released, add 0.8g melamine, adjust the pH of the system to 5-6, filter with suction, and distill the filtrate to remove the solvent under reduced pressure and a small amount of low boiling point matter, add 120ml of distilled water, stir for 0.5h, filter with suction, and dry in vacuo to obtain tris[2-(dimethylthioPEPAoxysilyloxy)ethyl]isocyanurate, the yield 93.2%.

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Abstract

The invention relates to a tris[2-(dimethylthioPEPAoxysilyloxy)ethyl] isocyanurate compound and a preparation method thereof. The structure of the compound is shown in the following formula: the preparation method is: Dissolve tris(2-hydroxyethyl)isocyanurate in an organic solvent, add dimethyldihalosilane which is 3 times molar relative to tris(2-hydroxyethyl)isocyanurate, and heat up to 50°C ~70°C, keep warm for 5~9h; cool down to below 30°C, add a certain mole of SPEPA, heat up to 70°C~100°C, keep warm for 6~14h; after purification, tris[2‑(2 MethylthioPEPAoxysilyloxy)ethyl] ester. The flame retardant of the invention has high flame retardant efficiency and good char formation performance, is suitable for use as a flame retardant for polyolefin, polyester, epoxy resin, unsaturated resin, etc., has simple production process, low cost, and is easy to realize industrialized production.

Description

technical field [0001] The invention relates to a synergistic flame retardant tris[2-(dimethylthioPEPAoxysilyloxy)ethyl] isocyanurate compound of phosphorus, nitrogen, silicon and sulfur and a preparation method thereof. Specifically related to tris{2-[dimethyl(1-thiophospha-2,6,7-trioxabicyclo[2.2.2]octyl<4>-methyleneoxy)silylisocyanurate An acyloxy]ethyl} ester compound and a preparation method thereof, the compound is suitable for use as a flame retardant for polyolefins, polyesters, epoxy resins, unsaturated resins and the like. Background technique [0002] With the advancement of science and technology, synthetic polymer materials have been widely used in various fields. Since most polymer materials are flammable, fires often occur, causing great harm to human beings, thus promoting the research and development of flame retardants and flame retardant materials. At the same time, due to the defect of releasing harmful gas during combustion, halogenated flame ret...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F9/6574C08K5/548
Inventor 王彦林杨海军
Owner HUZHOU RUIGAO NEW MATERIALS CO LTD
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