Indanthrone Indanthrone
Structural formula
| Business number | 01SD |
|---|---|
| Molecular formula | C28H14N2O4 |
| Molecular weight | 442.42 |
| label |
Pigment blue 60, Restore blue RD, Restoration Blue RS, Restore blue RSN, Shihlin Blue RS, Shilin blue RSN, Indanthrene Blue RSN, indanthrone, anthraquinone blue, Vat Blue 4 |
Numbering system
CAS number:81-77-6
MDL number:None
EINECS number:201-375-5
RTECS number:CB8761100
BRN number:None
PubChem ID:None
Physical property data
1. Properties: Dark blue powder
2. Density (g/mL, 25/4℃): Undetermined
3. Relative vapor density (g/mL, Air=1): Undetermined
4. Melting point (ºC): Undetermined
5. Boiling point (ºC, normal pressure): Undetermined
6 . Boiling point (ºC, 5.2kPa): Not determined
7. Refractive index: Not determined
8. Flash point (ºC): Not determined
9 . Specific rotation (º): Undetermined
10. Autoignition point or ignition temperature (ºC): Undetermined
11. Vapor pressure (kPa, 25ºC): Undetermined
12. Saturated vapor pressure (kPa, 60ºC): Undetermined
13. Heat of combustion (KJ/mol): Undetermined
14. Critical temperature (ºC): Undetermined
15. Critical pressure (KPa): Undetermined
16. Log value of oil-water (octanol/water) partition coefficient: Undetermined
17. Explosion upper limit (%, V/V): Undetermined
18. Explosion lower limit (%, V/V): Undetermined
19. Solubility : Insoluble in water, acetic acid, ethanol, pyridine, xylene, and toluene, slightly soluble in chloroform (heat), o-chlorophenol, and quinoline. It turns brown in concentrated sulfuric acid and produces blue precipitate after dilution. It appears blue in alkaline solution of insurance powder and red-blue in acidic solution.
Toxicological data
1. Acute toxicity
Rat caliber LD: 2 mg/kg; rat trachea LD50: 250 mg/kg;
Ecological data
None yet
Molecular structure data
1. Molar refractive index: 120.71
2. Molar volume (cm3/mol): 297.4
3. Isotonic specific volume (90.2K): 859.7
4. Surface tension (dyne/cm): 69.8
5. Polarizability (10-24cm3 ): 47.85
Compute chemical data
1. Reference value for hydrophobic parameter calculation (XlogP): 4.9
2. Number of hydrogen bond donors: 2
3. Number of hydrogen bond acceptors: 6
4. Number of rotatable chemical bonds: 0
5. Number of tautomers: 28
6. Topological molecule polar surface area 92.3
7. Number of heavy atoms: 34
8. Surface charge: 0
9. Complexity: 857
10. Number of isotope atoms: 0
11. Determine the number of atomic stereocenters: 0
12. Uncertain number of atomic stereocenters: 0
13. Determine the number of chemical bond stereocenters: 0
14. Number of uncertain chemical bond stereocenters: 0
15. Number of covalent bond units: 1
Properties and stability
None yet
Storage method
Keep sealed in a cool place.
Synthesis method
Method 1: Melting method.
Using 2-aminoanthraquinone as raw material, after alkali fusion with warm alkali, the product is refined with insurance powder solution. Or use 2-aminoanthraquinone as raw material, dimethyl sulfoxide as solvent, perform alkali fusion reaction with potassium hydroxide, and then refine the product with insurance powder solution. .
Add 595kg of anhydrous mixed alkali (potassium hydroxide accounting for 68%) into the condensation pot. After heating and melting, add 131kg of sodium acetate (98%) and 1.5kg of oleic acid (industrial product). Close the condensation pot and heat to 185-190°C. At the same time, use nitrogen to drive away the air so that the reaction solution is under nitrogen protection. Add 263kg of 2-aminoanthraquinone within 30 minutes. Control the temperature not to exceed 215°C. After adding, keep it warm for 1 hour before adding 25kg sodium nitrite (98%), control the temperature not to exceed 230°C, and add it in about 2 hours. Continue stirring for 20 minutes to complete the alkali fusion reaction.
Put 5000L of water into the refining pot, add nitrogen to drive away the air, add alkali fusion materials, and stir for 2 hours; cool to about 51°C, add 110kg of insurance powder, stir slowly, and crystallize when cooled to 45°C. Precipitate. Filter, wash the filter cake with an aqueous solution of sodium chloride (washing water is prepared from 20L liquid alkali, 20kg sodium chloride, and 5000L water), then wash with 45°C warm water until the filtrate turns slightly blue, and drain it to obtain a dye leuco body wet material. .
Add the dye leuco wet material into the beater, beat with an appropriate amount of water, and add air to oxidize at 60°C for 6 hours. Then add 150kg of diffusing agent NNO for sanding and spray drying to obtain the finished product. Each batch is approximately 138kg (100%).
Method 2: Solvent method.
Add 15L dimethyl sulfoxide and 6.802kg 2-aminoanthraquinone into the condensation pot, and heat it to 132°C in about 1 hour. When 2-aminoanthraquinone is basically dissolved, continue to heat up to 130-150°C for 30 minutes. Let it dissolve completely. At this time, stop heating, introduce air, the temperature drops to approximately 128°C, and add 4.4L potassium hydroxide solution (39.8%) within 10 minutes. And continue to introduce air, and keep the reaction at (125±2)℃ for 4 hours. Then add 20L of water, lower the temperature of the material to about 80°C and filter. Use 40L of water at 50-60°C to wash the condensation pot, use it to wash the filter cake, and drain it.
Add 380L water into the refining pot, beat the above filter cake for 1 hour, add 27kg alkali (43% sodium hydroxide), raise the temperature to 56-57°C, add 5.44kg insurance powder (85%), and maintain the temperature for 20min. Then cool down to 52℃ within 40min, crystallize and filter. Wash the filter cake with washing water at about 50℃ [prepared with 410L water, 5.8kg sodium hydroxide (43%), 0.82kg insurance powder (85%)], and then use Wash with clean water and drain.
Add 100L of water to the acidification pot, add the refined filter cake, beat for 2 hours, add water to adjust the volume to 200L, add sulfuric acid to adjust the pH to 2-3 (approximately 10kg of 12.34% sulfuric acid). Stir for 20 minutes, filter, wash with water until neutral, and blow dry. The finished product is obtained by sanding.
Purpose
1. Vat blue RSN is mainly used for cotton fiber dyeing and cotton printing. It is also used for two-bath overdying of vinyl cotton and polyester-cotton fabrics. Dyeing viscose fiber gives a lighter color. Can be combined with restored blue, brown, olive, etc. to create blue, dark gray, etc. Also used in the manufacture of pigments for inks.
2. It is widely used for leuco dyeing of yarn. The ultra-fine powder can be used for suspension rail dyeing of cotton and polyester/cotton. It can also be used for the dyeing of linen, viscose, vinylon and fibers and their fabrics. Dye printing. It is also used for dyeing viscose cotton, Victoria-cotton blended fabrics and nylon. Fabrics printed and dyed using this product are treated with urea-formaldehyde, cyanide-formaldehyde, DMEU or 2D resin, and the color and light changes will be minimal. If it is finished with BHES resin, the color will turn green and dark.
