Flame retardant tris[2-tris(chloropropoxy)silyloxyethyl]isocyanurate compound and preparation method thereof

Abstract

The invention relates to a fire retardant tris[2-tri(chloropropoxy) silicon acyloxy ethyl] isocyanurate compound and a preparation method thereof. The structure of the compound is represented as follows: -OC3H6Cl in the formula is a mixture of 2-chloro-1-propoxy or 1-chloro-2-propoxy or 2-chloro-1-propoxy and 1-chloro-2-propoxy. The preparation method comprises the following steps of dropwise adding chloropropanol with equal mole in an organic solution of silicon tetrachloride at a temperature below 20 DEG C, and reacting for 2 hours at 40 DEG C; dropwise adding the organic solution of tris(hydroxyethyl) isocyanurate which is 1 / 3 time of the mole of the silicon tetrachloride, and reacting for 8-12 hours at 75-85 DEG C; and dropwise adding chloropropanol which is 2-3 times of the mole of the silicon tetrachloride, reacting for 6-10 hours at 75-85 DEG C, then adding an acid-binding agent, preserving heat and stirring for 1 hour, and purifying to obtain the fire retardant tris[2-tri(chloropropoxy) silicon acyloxy ethyl] isocyanurate compound. The compound disclosed by the invention is suitable for fire retardants, such as polyvinyl chloride, polyurethane, epoxy resin and unsaturated resin; the preparation process is simple, low in cost and easy for industrial production.

Description

technical field

[0001] The invention relates to a flame retardant tris[2-tris(chloropropoxy)silyloxyethyl]isocyanurate compound and a preparation method thereof. The compound can be used as polyvinyl chloride, unsaturated polyester, Flame retardant for materials such as polyurethane and epoxy resins. Background technique

[0002] Due to the extensive use of flammable organic synthetic polymer materials, the research and technology development of flame retardant materials has been promoted. Traditional halogenated flame retardants have been developed earlier and their application technologies are relatively mature, but they release harmful gases during the combustion of materials, so they are limited in some application fields. Due to the high overall cost performance of halogenated flame retardants, it is still difficult to find completely suitable substitutes. Research and develop multi-element synergistic high-efficiency halogen flame retardants, reduce the amount of fla...

Examples

Embodiment 1

[0034]Example 1 In a 250ml four-neck flask equipped with a stirrer, a thermometer and a high-efficiency reflux condensing tube, and a drying tube at the top of the condensing tube, replace the air in the bottle with nitrogen, 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 20°C, and dropwise added 4.725g (4.24ml, 0.05mol) of chloropropanol, the dropwise addition process Control the reaction temperature not to be higher than 30°C. After dripping, raise the temperature to 40°C, and keep it warm for 2 hours; after the HCl gas is released, dissolve 4.358g (0.0167mol) Cycla in 50ml of dioxane dropwise into the In the four-necked flask, the reaction temperature was controlled by the dropping speed to not be higher than 60°C, and after the dropping, the temperature was raised to 85°C, and the reaction was carried out for 8 hours; ml, 0.14mol) of chloropropanol...

Embodiment 2

[0035] Example 2 In a 250ml four-neck flask equipped with a stirrer, a thermometer and a high-efficiency reflux condenser, and a drying tube at the top 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 20°C, and dropwise added 4.725g (4.24ml, 0.05mol) of chloropropanol, the dropwise addition process Control the reaction temperature not to be higher than 30°C. After dripping, raise the temperature to 40°C, and keep the temperature for 2 hours; In the four-necked flask, the reaction temperature was controlled by the dropping rate to not be higher than 60°C. After the dropping, the temperature was raised to 80°C, and the reaction was carried out for 10 hours. ml, 0.101mol) of chloropropanol, the reaction temperature is controlled by the dropping rate not to be higher than 60°C, after the d...

Embodiment 3

[0036] Embodiment 3 In the 250ml four-necked flask that stirrer, thermometer and high-efficiency reflux condenser are equipped with, and drying tube is housed on the condenser upper mouth, replace the air in the bottle with nitrogen, add 20ml acetonitrile and 8.5g (5.67 ml, 0.05mol) of silicon tetrachloride, under stirring, cooled with a cold water bath to lower the temperature of the reaction system below 20°C, add 4.725g (4.24ml, 0.05mol) of chloropropanol dropwise, and control the reaction temperature during the dropwise addition Not higher than 30°C, after dropping, raise the temperature to 40°C, and keep it warm for 2 hours; after the HCl gas is released, drop 4.358g (0.0167mol) of Cycla in 50ml of acetonitrile into a four-necked flask to The dropping speed controls the reaction temperature not to be higher than 60°C. After the dropping, the temperature is raised to 80°C and reacted for 11 hours. After the HCl gas is released, the temperature of the system is lowered to be...

technical field

[0001] The invention relates to a flame retardant tris[2-tris(chloropropoxy)silyloxyethyl]isocyanurate compound and a preparation method thereof. The compound can be used as polyvinyl chloride, unsaturated polyester, Flame retardant for materials such as polyurethane and epoxy resins. Background technique

[0002] Due to the extensive use of flammable organic synthetic polymer materials, the research and technology development of flame retardant materials has been promoted. Traditional halogenated flame retardants have been developed earlier and their application technologies are relatively mature, but they release harmful gases during the combustion of materials, so they are limited in some application fields. Due to the high overall cost performance of halogenated flame retardants, it is still difficult to find completely suitable substitutes. Research and develop multi-element synergistic high-efficiency halogen flame retardants, reduce the amount of fla...

Examples

Embodiment 1

[0034]Example 1 In a 250ml four-neck flask equipped with a stirrer, a thermometer and a high-efficiency reflux condensing tube, and a drying tube at the top of the condensing tube, replace the air in the bottle with nitrogen, 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 20°C, and dropwise added 4.725g (4.24ml, 0.05mol) of chloropropanol, the dropwise addition process Control the reaction temperature not to be higher than 30°C. After dripping, raise the temperature to 40°C, and keep it warm for 2 hours; after the HCl gas is released, dissolve 4.358g (0.0167mol) Cycla in 50ml of dioxane dropwise into the In the four-necked flask, the reaction temperature was controlled by the dropping speed to not be higher than 60°C, and after the dropping, the temperature was raised to 85°C, and the reaction was carried out for 8 hours; ml, 0.14mol) of chloropropanol...

Embodiment 2

[0035] Example 2 In a 250ml four-neck flask equipped with a stirrer, a thermometer and a high-efficiency reflux condenser, and a drying tube at the top 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 20°C, and dropwise added 4.725g (4.24ml, 0.05mol) of chloropropanol, the dropwise addition process Control the reaction temperature not to be higher than 30°C. After dripping, raise the temperature to 40°C, and keep the temperature for 2 hours; In the four-necked flask, the reaction temperature was controlled by the dropping rate to not be higher than 60°C. After the dropping, the temperature was raised to 80°C, and the reaction was carried out for 10 hours. ml, 0.101mol) of chloropropanol, the reaction temperature is controlled by the dropping rate not to be higher than 60°C, after the d...

Embodiment 3

[0036] Embodiment 3 In the 250ml four-necked flask that stirrer, thermometer and high-efficiency reflux condenser are equipped with, and drying tube is housed on the condenser upper mouth, replace the air in the bottle with nitrogen, add 20ml acetonitrile and 8.5g (5.67 ml, 0.05mol) of silicon tetrachloride, under stirring, cooled with a cold water bath to lower the temperature of the reaction system below 20°C, add 4.725g (4.24ml, 0.05mol) of chloropropanol dropwise, and control the reaction temperature during the dropwise addition Not higher than 30°C, after dropping, raise the temperature to 40°C, and keep it warm for 2 hours; after the HCl gas is released, drop 4.358g (0.0167mol) of Cycla in 50ml of acetonitrile into a four-necked flask to The dropping speed controls the reaction temperature not to be higher than 60°C. After the dropping, the temperature is raised to 80°C and reacted for 11 hours. After the HCl gas is released, the temperature of the system is lowered to be...

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