Flame retardant tri(chloropropyl)tribromophenoxychloropropoxyl silicate compound and preparation method thereof

Abstract

The invention relates to a synergic flame retardant tri(chloropropyl)tribromophenoxychloropropoxyl silicate compound with silicon, chlorine and bromine. The compound has the structural formula shown in the specification, wherein OC3H6Cl is OCH2CHClCH3, OCH2CH2CH2Cl or OCH2(CH3)CH2Cl. The preparation method comprises the following steps of: at 20 DEG C, dropwise adding the organic solvent solution of tribromophenylepoxypropyl ester into silicon tetrachloride with an equal molar ratio; keeping the temperature at 60-80 DEG C and reacting for 4-6 hours; cooling to 35 DEG C; dropwise adding chloropropanol with a certain molar ratio; keeping the temperature at 50-80 DEG C and reacting for 4-8 hours; and purifying to obtain light yellow liquid tri(chloropropyl)tribromophenoxychloropropoxyl silicate. The compound is suitable to be used as a flame-retardant plasticizer of polyvinyl chloride, polyurethane, epoxy resin, unsaturated resin and the like; and the production technology is simple, the equipment investment is low, the cost is low, and the industrial production is easy to realize.

Description

technical field

[0001] The invention relates to a flame retardant tris(chloropropyl)tribromophenoxychloropropyl silicate compound and a preparation method thereof. Tris(chloropropyl)tribromophenoxychloropropyl silicate belongs to silicon It is a high-efficiency flame retardant synergistically composed of chlorine, bromine and three elements, suitable for flame retardant plasticizers of polyvinyl chloride, polyurethane, epoxy resin, unsaturated resin, etc. Background technique

[0002] Due to the rapid development of synthetic polymer materials, their applications are becoming more and more widespread, but their flammability often causes fires, which poses a serious threat to people's lives and property, thus promoting the research of flame retardant technology and flame retardant plasticizers. The rapid development of the industry. In the processing of plastics, a large amount of more flammable plasticizers are often added, that is, due to the addition of flammable plastici...

Examples

Embodiment 1

[0029] Example 1 In a 100ml three-necked flask equipped with a stirrer, a thermometer, and a high-efficiency reflux condenser, 10ml of tetrahydrofuran and 0.03mol (5.1g) of silicon tetrachloride were added, and at 20°C, 0.03 mol (11.6g) solution of tribromophenylglycidyl ether, the dropwise addition process controls the temperature not to exceed 35°C, after the drop is completed, the temperature rises to 60°C within 1 hour, keeps the temperature for 6 hours, and then cools down to 35°C, under cooling conditions , add 0.09mol (8.51g) of 2-chloropropanol dropwise within 1 hour, and control the temperature at a rate not exceeding 45°C. After dropping, raise the temperature to 50°C for 8 hours, cool down to 40°C, and add about 0.5g of triethylamine Acid-binding agent, adjusted to pH = 5-6, stirred for 1 h, filtered, the filtrate was distilled to remove the organic solvent (for recycling), and then evaporated under reduced pressure to remove a small amount of low boiling point matte...

Embodiment 2

[0030]Example 2 In a 100ml three-necked flask equipped with a stirrer, a thermometer, and a high-efficiency reflux condenser, 10ml of chloroform and 0.03mol (5.1g) of silicon tetrachloride were added, and at 20°C, 0.03 mol (11.6g) solution of tribromophenylglycidyl ether, the dropwise addition process controls the temperature not to exceed 35°C, after the drop is completed, the temperature is raised to 60°C within 1 hour, kept for 5 hours, and then cooled to 35°C, under cooling conditions , add 0.099mol (9.36g) of 2-chloropropanol dropwise within 1h, and control the temperature at a rate not exceeding 45°C. After dropping, raise the temperature to 60°C for 7h, cool down to 40°C, and add about 0.5g N, N -Dimethylaniline acid-binding agent, adjusted to pH = 5-6, stirred for 1 hour, filtered, the filtrate was distilled to remove the organic solvent (for recycling), and then distilled under reduced pressure to remove excess chloropropanol (for recycling) and a small amount of low b...

Embodiment 3

[0031] Example 3 In a 100ml three-necked flask equipped with a stirrer, a thermometer, and a high-efficiency reflux condenser, add 10ml of acetonitrile, 0.03mol (5.1g) of silicon tetrachloride, and dropwise add 0.03mol (5.1g) of silicon tetrachloride dissolved in 50ml of acetonitrile at 20°C within 50min. mol (11.6g) solution of tribromophenylglycidyl ether, the dropwise addition process controls the temperature not to exceed 35°C, after the drop is completed, the temperature is raised to 70°C within 1 hour, kept for 4 hours, and then cooled to 35°C, under cooling conditions , add 0.108mol (10.21g) of 3-chloropropanol dropwise within 1 hour, and control the temperature at a rate not exceeding 45°C. After dropping, raise the temperature to 70°C for 6 hours, cool down to 40°C, and add about 0.5g of pyridine-bound acid agent, adjusted to pH = 5-6, stirred for 1 h, filtered, the filtrate was distilled to remove the organic solvent (for recycling), and then distilled off excess chlo...

technical field

[0001] The invention relates to a flame retardant tris(chloropropyl)tribromophenoxychloropropyl silicate compound and a preparation method thereof. Tris(chloropropyl)tribromophenoxychloropropyl silicate belongs to silicon It is a high-efficiency flame retardant synergistically composed of chlorine, bromine and three elements, suitable for flame retardant plasticizers of polyvinyl chloride, polyurethane, epoxy resin, unsaturated resin, etc. Background technique

[0002] Due to the rapid development of synthetic polymer materials, their applications are becoming more and more widespread, but their flammability often causes fires, which poses a serious threat to people's lives and property, thus promoting the research of flame retardant technology and flame retardant plasticizers. The rapid development of the industry. In the processing of plastics, a large amount of more flammable plasticizers are often added, that is, due to the addition of flammable plastici...

Examples

Embodiment 1

[0029] Example 1 In a 100ml three-necked flask equipped with a stirrer, a thermometer, and a high-efficiency reflux condenser, 10ml of tetrahydrofuran and 0.03mol (5.1g) of silicon tetrachloride were added, and at 20°C, 0.03 mol (11.6g) solution of tribromophenylglycidyl ether, the dropwise addition process controls the temperature not to exceed 35°C, after the drop is completed, the temperature rises to 60°C within 1 hour, keeps the temperature for 6 hours, and then cools down to 35°C, under cooling conditions , add 0.09mol (8.51g) of 2-chloropropanol dropwise within 1 hour, and control the temperature at a rate not exceeding 45°C. After dropping, raise the temperature to 50°C for 8 hours, cool down to 40°C, and add about 0.5g of triethylamine Acid-binding agent, adjusted to pH = 5-6, stirred for 1 h, filtered, the filtrate was distilled to remove the organic solvent (for recycling), and then evaporated under reduced pressure to remove a small amount of low boiling point matte...

Embodiment 2

[0030]Example 2 In a 100ml three-necked flask equipped with a stirrer, a thermometer, and a high-efficiency reflux condenser, 10ml of chloroform and 0.03mol (5.1g) of silicon tetrachloride were added, and at 20°C, 0.03 mol (11.6g) solution of tribromophenylglycidyl ether, the dropwise addition process controls the temperature not to exceed 35°C, after the drop is completed, the temperature is raised to 60°C within 1 hour, kept for 5 hours, and then cooled to 35°C, under cooling conditions , add 0.099mol (9.36g) of 2-chloropropanol dropwise within 1h, and control the temperature at a rate not exceeding 45°C. After dropping, raise the temperature to 60°C for 7h, cool down to 40°C, and add about 0.5g N, N -Dimethylaniline acid-binding agent, adjusted to pH = 5-6, stirred for 1 hour, filtered, the filtrate was distilled to remove the organic solvent (for recycling), and then distilled under reduced pressure to remove excess chloropropanol (for recycling) and a small amount of low b...

Embodiment 3

[0031] Example 3 In a 100ml three-necked flask equipped with a stirrer, a thermometer, and a high-efficiency reflux condenser, add 10ml of acetonitrile, 0.03mol (5.1g) of silicon tetrachloride, and dropwise add 0.03mol (5.1g) of silicon tetrachloride dissolved in 50ml of acetonitrile at 20°C within 50min. mol (11.6g) solution of tribromophenylglycidyl ether, the dropwise addition process controls the temperature not to exceed 35°C, after the drop is completed, the temperature is raised to 70°C within 1 hour, kept for 4 hours, and then cooled to 35°C, under cooling conditions , add 0.108mol (10.21g) of 3-chloropropanol dropwise within 1 hour, and control the temperature at a rate not exceeding 45°C. After dropping, raise the temperature to 70°C for 6 hours, cool down to 40°C, and add about 0.5g of pyridine-bound acid agent, adjusted to pH = 5-6, stirred for 1 h, filtered, the filtrate was distilled to remove the organic solvent (for recycling), and then distilled off excess chlo...

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