| Name | 2,2-(1,3,4-oxadiazole-2,5-diyl)bis[1-aminoanthraquinone] |
| Synonyms | Mikethrene Red F3B Dycosthren Red F-3B Novatic Brilliant Red 5B. 2,2-(1,3,4-oxadiazole-2,5-diyl)bis[1-aminoanthraquinone] 2,2-(1,3,4-Oxadiazole-2,5-diyl)bis(1-amino-9,10-anthracenedione) |
| CAS | 52591-25-0 |
| EINECS | 258-029-1 |
| InChI | InChI=1/C30H16N4O5/c31-23-19(11-9-17-21(23)27(37)15-7-3-1-5-13(15)25(17)35)29-33-34-30(39-29)20-12-10-18-22(24(20)32)28(38)16-8-4-2-6-14(16)26(18)36/h1-12H,31-32H2 |
| Molecular Formula | C30H16N4O5 |
| Molar Mass | 512.479 |
| Physical and Chemical Properties | Chemical properties dark red powder. It is sauce-colored in alkaline reducing solution and yellow-brown in acidic solution. |
| Use | Reduced red F3B is suitable for cotton fiber dyeing and cotton printing, with good levelness and affinity. It is also used for dyeing silk, cotton, etc. It is also used to spell gray or brown with red light. |
| Raw Materials | Potassium permanganate Chlorobenzene Sulfur dioxide PH TEST STRIPS PH RANGE 0-14.0 1-amino-9,10-dihydro-9,10-dioxo-2-anthracenecarboxylicaci |
| EPA chemical information | 9,10-Anthracenedione, 2,2'-(1,3,4-oxadiazole-2,5-diyl)bis[1-amino- (52591-25-0) |
Using 1-aminoanthraquinonecarboxylic acid (2-anthraquinonecarboxylic acid, 1-amino) as raw material, in dichlorobenzene medium, after ammoniation with thionyl chloride, it is condensed with hydrazine hydrate, and then closed-loop with fuming sulfuric acid to obtain the product. The finished product is filtered, crushed and dried..
1870g of dichlorobenzene, 93.5g of 1-aminoanthraquinone -2-carboxyl ester, 55.5g of thionyl chloride (industrial product, 90%) and 1.5g of dimethylformamide were sequentially added to a 2000mL four-mouth flask, and a large amount of hydrogen chloride gas was generated and discharged slowly to 95 ℃. Keep the reaction at 95-100 ℃ for 2 hours until the reaction liquid is transparent. Then bubble into dry air, discharge a large amount of sulfur dioxide and hydrogen chloride gas, unreacted thionyl chloride is also evaporated at the same time, until the test paper wetted with potassium permanganate solution to determine that there is no sulfur dioxide in the airflow (the test paper does not fade). Then cool the reaction liquid to 30°C, and drip 8g of ethanol (industrial product) within 5min to decompose the residual chlorinated fine sulfone. Then 83g of 10% hydrazine hydrate ethanol solution was dripped, and the dripping was completed within 1h. After dripping, sodium bicarbonate aqueous solution (prepared with 35g of sodium bicarbonate and 350mL of water) was added every 5-10min. The pH value was measured at 30 ℃ for 6h, and kept at 8-9. Filter at the end of the reaction (the filtrate is used to recover dichlorobenzene). Place the filter cake in a 2000mL round bottom flask, add 800mL of water and 10g of sodium carbonate, and carry out steam distillation until dichlorobenzene is evaporated, and filter while hot. Wash with hot water until neutral and dry to get a reddish brown product.
Add 1000g of 4% fuming sulfuric acid and 50g of the above-mentioned "dihydrazine" into a 1000mL four-mouth flask in sequence. At this time, the internal temperature automatically rises to about 50 ℃. After stirring for 15min, the "dihydrazine" is completely dissolved. Then slowly raise the temperature to 80 ℃ within 30min, keep the temperature at 80-85 ℃ for 1h, then cool to 30 ℃, slowly drip, until the acidity of the feed liquid is 72%. Continue to cool to 30 ℃, filter, wash the filter cake with hot water until neutral, dry, and grind the product 38-40g.