Preparation method of trimesoyl chloride

Abstract

The invention relates to the field of organic synthesis, and discloses a preparation method of trimesoyl chloride. The preparation method comprises the following steps: mixing trimesic acid and thionyl chloride, and directly carrying out heating for a reflux reaction under a condition that solvents and catalysts are not added until the reaction liquid is clear and no solid residue exists; carryingout normal-pressure distillation after the reaction is completed, recovering the thionyl chloride, then cooling the filtrate to 30-60 DEG C, adding a weak polar solvent, carrying out cooling to roomtemperature, adding crystal seeds, carrying out cooling to 8-12 DEG C, carrying out heat preservation, continuously carrying out cooling to a temperature range from -5 DEG C to 2 DEG C, carrying out heat preservation, carrying out vacuum suction filtration, and rinsing the filter cake; and concentrating the filtrate, carrying out cooling to a temperature range from -5 DEG C to 2 DEG C again, carrying out suction filtration, carrying out rinsing, then combining the filter cakes, and carrying out vacuumizing and drying to obtain a product. According to the method disclosed by the invention, theindustrial common raw materials are adopted, the reaction conditions are mild, the reaction raw materials are few, additional solvents and catalysts are not added, other impurities are not easily mixed into the product, post-treatment is simple, conditions are mild, generated three wastes (waste gas, waste water and industrial residue) are few, the product purity and yield are high, and the methodis suitable for industrial production.

Description

technical field

[0001] The invention relates to the field of organic synthesis, in particular to a preparation method of trimesoyl chloride. Background technique

[0002] Trimellitic chloride is an important chemical raw material, which can react with various amines to prepare various polyamide reverse osmosis membranes, which are used in various places requiring membrane separation. With the rapid development of polymer chemistry and material chemistry, this raw material is becoming more and more important.

[0003] Regarding its synthesis, it is generally obtained from the reaction of trimesic acid and chlorinating agents, such as phosphorus trichloride, phosphorus pentachloride, thionyl chloride, triphosgene and carbon tetrachloride. Among them, phosphorus trichloride and phosphorus pentachloride have the strongest chlorination ability, but they will inevitably produce phosphorus-containing by-products, which are difficult to handle. It is reported ("Fine Chemical Indus...

Examples

Embodiment 1

[0024] Make sure the 500ml reaction flask is clean and dry. The reaction flask is equipped with a thermometer (0-200°C), mechanical stirring, condenser, and oil bath.

[0025] Add 100 g of trimesic acid and 300 g of thionyl chloride into the reaction flask, start stirring, and heat to reflux temperature (about 88° C.). Insulate the reaction until the reaction solution turns from turbidity to clarity without solid residues.

[0026] After the reaction is completed, thionyl chloride is recovered under normal pressure, until the temperature in the reaction flask reaches about 100°C, no material is evaporated, and the heating is stopped.

[0027] Lower the temperature to 60°C and stir, and add 500 g of cyclohexane to the reaction liquid while stirring under the protection of nitrogen, and keep the temperature at about 60°C during the addition process. The material is in solution state. Continue to cool down to room temperature, add 1g of seed crystals to the material, start to ...

Embodiment 2

[0029] Make sure the 500ml reaction flask is clean and dry. The reaction flask is equipped with a thermometer (0-200°C), mechanical stirring, condenser, and oil bath.

[0030] Add 100 g of trimesic acid and 400 g of thionyl chloride into the reaction flask, start stirring, and heat to reflux temperature (about 83° C.). Insulate the reaction until the reaction solution turns from turbidity to clarity without solid residues.

[0031] After the reaction is completed, thionyl chloride is recovered under normal pressure, until the temperature in the reaction flask reaches about 100°C, no material is evaporated, and the heating is stopped.

[0032] Cool down to 50°C. Stir, and add 450 g of methyl tert-butyl ether to the reaction solution while stirring under the protection of nitrogen, and keep the temperature at about 50°C during the addition process. The material is in solution state. Continue to cool down to room temperature, add 1.5g of seed crystals to the material, and star...

Embodiment 3

[0034] Make sure the 100L reactor is clean and dry. The reaction flask is equipped with a thermometer (0-200°C), mechanical stirring, condenser, and oil bath heating.

[0035] Add 20 kg of trimesic acid and 75 kg of thionyl chloride into the reaction flask, start stirring, and heat to reflux temperature (about 85° C.). Insulate the reaction until the reaction solution turns from turbidity to clarity without solid residues.

[0036] After the reaction is completed, thionyl chloride is recovered under normal pressure, until the temperature in the reaction flask reaches about 110°C, no material is evaporated, and the heating is stopped.

[0037] Cool down to 40°C and stir, and add 50kg of petroleum ether to the reaction liquid while stirring under the protection of nitrogen, and keep the temperature at about 40°C during the addition process. The material is in solution state. Continue to cool down to room temperature, add 0.2kg of seed crystals to the material, start to slowly c...

technical field

[0001] The invention relates to the field of organic synthesis, in particular to a preparation method of trimesoyl chloride. Background technique

[0002] Trimellitic chloride is an important chemical raw material, which can react with various amines to prepare various polyamide reverse osmosis membranes, which are used in various places requiring membrane separation. With the rapid development of polymer chemistry and material chemistry, this raw material is becoming more and more important.

[0003] Regarding its synthesis, it is generally obtained from the reaction of trimesic acid and chlorinating agents, such as phosphorus trichloride, phosphorus pentachloride, thionyl chloride, triphosgene and carbon tetrachloride. Among them, phosphorus trichloride and phosphorus pentachloride have the strongest chlorination ability, but they will inevitably produce phosphorus-containing by-products, which are difficult to handle. It is reported ("Fine Chemical Indus...

Examples

Embodiment 1

[0024] Make sure the 500ml reaction flask is clean and dry. The reaction flask is equipped with a thermometer (0-200°C), mechanical stirring, condenser, and oil bath.

[0025] Add 100 g of trimesic acid and 300 g of thionyl chloride into the reaction flask, start stirring, and heat to reflux temperature (about 88° C.). Insulate the reaction until the reaction solution turns from turbidity to clarity without solid residues.

[0026] After the reaction is completed, thionyl chloride is recovered under normal pressure, until the temperature in the reaction flask reaches about 100°C, no material is evaporated, and the heating is stopped.

[0027] Lower the temperature to 60°C and stir, and add 500 g of cyclohexane to the reaction liquid while stirring under the protection of nitrogen, and keep the temperature at about 60°C during the addition process. The material is in solution state. Continue to cool down to room temperature, add 1g of seed crystals to the material, start to ...

Embodiment 2

[0029] Make sure the 500ml reaction flask is clean and dry. The reaction flask is equipped with a thermometer (0-200°C), mechanical stirring, condenser, and oil bath.

[0030] Add 100 g of trimesic acid and 400 g of thionyl chloride into the reaction flask, start stirring, and heat to reflux temperature (about 83° C.). Insulate the reaction until the reaction solution turns from turbidity to clarity without solid residues.

[0031] After the reaction is completed, thionyl chloride is recovered under normal pressure, until the temperature in the reaction flask reaches about 100°C, no material is evaporated, and the heating is stopped.

[0032] Cool down to 50°C. Stir, and add 450 g of methyl tert-butyl ether to the reaction solution while stirring under the protection of nitrogen, and keep the temperature at about 50°C during the addition process. The material is in solution state. Continue to cool down to room temperature, add 1.5g of seed crystals to the material, and star...

Embodiment 3

[0034] Make sure the 100L reactor is clean and dry. The reaction flask is equipped with a thermometer (0-200°C), mechanical stirring, condenser, and oil bath heating.

[0035] Add 20 kg of trimesic acid and 75 kg of thionyl chloride into the reaction flask, start stirring, and heat to reflux temperature (about 85° C.). Insulate the reaction until the reaction solution turns from turbidity to clarity without solid residues.

[0036] After the reaction is completed, thionyl chloride is recovered under normal pressure, until the temperature in the reaction flask reaches about 110°C, no material is evaporated, and the heating is stopped.

[0037] Cool down to 40°C and stir, and add 50kg of petroleum ether to the reaction liquid while stirring under the protection of nitrogen, and keep the temperature at about 40°C during the addition process. The material is in solution state. Continue to cool down to room temperature, add 0.2kg of seed crystals to the material, start to slowly c...