Synthesis method of solvent green 3

Abstract

The invention discloses a synthesis method of a solvent green 3. According to the synthesis method, a target product is obtained by taking 1,4-dihydroxy anthraquinone and p-toluidine as raw materials, ethanol as a solvent, boric acid as a catalyst, a 1,4-dihydroxy anthraquinone leuco body as an initiator, sodium hydrogensulfite as an antioxidant and benzene as an azeotrope agent of a system through condensation reaction. According to the synthesis method, the ethanol with a low boiling point is used as the solvent and the solvent green 3 is hardly dissolved in the ethanol, so that the yield of a product is improved and the recycling energy consumption of the solvent is also reduced; the 1,4-dihydroxy anthraquinone leuco body is used as the initiator, has the effect of a reaction initiator and also has a catalytic action in a reaction process; the activity of the 1,4-dihydroxy anthraquinone leuco body can be guaranteed in the presence of the antioxidant, namely the sodium hydrogensulfite, and the initiation and catalysis effects are improved.

Description

technical field

[0001] The invention relates to a synthesis method of solvent green 3, which belongs to the technical field of chemical dye synthesis. Background technique

[0002] Solvent Green 3, also known as Transparent Green 5B, has a chemical name of 1,4-bis(4-methylphenyl)aminoanthraquinone, and is a blue-black powder. It is blue in concentrated sulfuric acid and produces a blue-green precipitate after dilution with water. Insoluble in water, soluble in chloroform, benzene, chlorobenzene, xylene, DMF and other organic solvents. Solvent Green 3 is mainly used in the coloring of plastic resin and polyester fiber pulp, and can also be used in the coloring of daily-use plastics, plexiglass, PVC packaging materials, industrial oils, inks, colored masterbatches, petroleum products, coatings, etc.

[0003] Its molecular formula is C 28 h 22 N 2 o 2 , the molecular weight is 418.49, and the structural formula is:

[0004]

[0005] The main synthetic route of solvent...

Examples

Embodiment 1

[0026] In a 500mL four-necked flask with mechanical stirring and a thermometer, add 120g of ethanol, 60g of benzene, 2g of boric acid, 40g of 1,4-dihydroxyanthraquinone, 2g of sodium bisulfite, and 1,4-dihydroxyanthraquinone leuco After stirring evenly, 24 g of p-toluidine was added, and the temperature was raised to 64±2°C for dehydration reaction, and the reaction time was 12 hours. After the reaction, cool down to 20°C, filter, wash, and dry to obtain the target product 82.32g Solvent Green 3, with a purity of 98.5% and a yield of 97% (with 1,4-dihydroxyanthraquinone and 1,4-dihydroxyanthraquinone Anthraquinone leucosome total), shade (DC0.0, DH0.2, intensity 100.0), filter value 0.02.

Embodiment 2

[0028] In a 500mL four-neck flask equipped with mechanical stirring and a thermometer, add 160g of ethanol, 80g of benzene, 4g of boric acid, 40g of 1,4-dihydroxyanthraquinone, 4g of sodium bisulfite, and 1,4-dihydroxyanthraquinone leuco After stirring evenly, 23 g of p-toluidine was added, and the temperature was raised to 64±2°C for dehydration reaction, and the reaction time was 14 hours. After the reaction, cool down to 20°C, filter, wash, and dry to obtain 83.48g of the target product, Solvent Green 3, with a purity of 98.9% (based on the total of 1,4-dihydroxyanthraquinone and 1,4-dihydroxyanthraquinone leucosome ), the yield is 96.8%, shade (DC0.3, DH0.2, intensity 100.0), filter value 0.03.

Embodiment 3

[0030] In a 500mL four-necked flask with mechanical stirring and a thermometer, add 200g of ethanol, 100g of benzene, 6g of boric acid, 40g of 1,4-dihydroxyanthraquinone, 6g of sodium bisulfite, and 1,4-dihydroxyanthraquinone leuco After stirring evenly, 22 g of p-toluidine was added, and the temperature was raised to 64±2°C for dehydration reaction, and the reaction time was 16 hours. After the reaction, cool down to 20°C, filter, wash, and dry to obtain the target product 84.20g Solvent Green 3 with a purity of 99.5% (based on the total of 1,4-dihydroxyanthraquinone and 1,4-dihydroxyanthraquinone leucosome ), the yield is 96.3%, shade (DC0.6, DH0.4, intensity 100.0), filter value 0.01.

technical field

[0001] The invention relates to a synthesis method of solvent green 3, which belongs to the technical field of chemical dye synthesis. Background technique

[0002] Solvent Green 3, also known as Transparent Green 5B, has a chemical name of 1,4-bis(4-methylphenyl)aminoanthraquinone, and is a blue-black powder. It is blue in concentrated sulfuric acid and produces a blue-green precipitate after dilution with water. Insoluble in water, soluble in chloroform, benzene, chlorobenzene, xylene, DMF and other organic solvents. Solvent Green 3 is mainly used in the coloring of plastic resin and polyester fiber pulp, and can also be used in the coloring of daily-use plastics, plexiglass, PVC packaging materials, industrial oils, inks, colored masterbatches, petroleum products, coatings, etc.

[0003] Its molecular formula is C 28 h 22 N 2 o 2 , the molecular weight is 418.49, and the structural formula is:

[0004]

[0005] The main synthetic route of solvent...

Examples

Embodiment 1

[0026] In a 500mL four-necked flask with mechanical stirring and a thermometer, add 120g of ethanol, 60g of benzene, 2g of boric acid, 40g of 1,4-dihydroxyanthraquinone, 2g of sodium bisulfite, and 1,4-dihydroxyanthraquinone leuco After stirring evenly, 24 g of p-toluidine was added, and the temperature was raised to 64±2°C for dehydration reaction, and the reaction time was 12 hours. After the reaction, cool down to 20°C, filter, wash, and dry to obtain the target product 82.32g Solvent Green 3, with a purity of 98.5% and a yield of 97% (with 1,4-dihydroxyanthraquinone and 1,4-dihydroxyanthraquinone Anthraquinone leucosome total), shade (DC0.0, DH0.2, intensity 100.0), filter value 0.02.

Embodiment 2

[0028] In a 500mL four-neck flask equipped with mechanical stirring and a thermometer, add 160g of ethanol, 80g of benzene, 4g of boric acid, 40g of 1,4-dihydroxyanthraquinone, 4g of sodium bisulfite, and 1,4-dihydroxyanthraquinone leuco After stirring evenly, 23 g of p-toluidine was added, and the temperature was raised to 64±2°C for dehydration reaction, and the reaction time was 14 hours. After the reaction, cool down to 20°C, filter, wash, and dry to obtain 83.48g of the target product, Solvent Green 3, with a purity of 98.9% (based on the total of 1,4-dihydroxyanthraquinone and 1,4-dihydroxyanthraquinone leucosome ), the yield is 96.8%, shade (DC0.3, DH0.2, intensity 100.0), filter value 0.03.

Embodiment 3

[0030] In a 500mL four-necked flask with mechanical stirring and a thermometer, add 200g of ethanol, 100g of benzene, 6g of boric acid, 40g of 1,4-dihydroxyanthraquinone, 6g of sodium bisulfite, and 1,4-dihydroxyanthraquinone leuco After stirring evenly, 22 g of p-toluidine was added, and the temperature was raised to 64±2°C for dehydration reaction, and the reaction time was 16 hours. After the reaction, cool down to 20°C, filter, wash, and dry to obtain the target product 84.20g Solvent Green 3 with a purity of 99.5% (based on the total of 1,4-dihydroxyanthraquinone and 1,4-dihydroxyanthraquinone leucosome ), the yield is 96.3%, shade (DC0.6, DH0.4, intensity 100.0), filter value 0.01.

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