Name | 6,15-dihydroanthrazine-5,9,14,18-tetrone |
Synonyms | C.I. 1106 Vat Blue 4 C.I. 69800 Indanthrone Vat Blue RD Vat Blue 4 Vat Blue RSN aticvatbluexrn C.I.Vat Blue 4 pigment blue 60 C.I. wet blue 4 C.I. Vat Blue 4 benzadonebluers bleusolanthrene C.I. Pigment Blue 60 anthraquinonedeepblue blueanthraquinonepigment 14,18-anthrazinetetrone,6,15-dihydro-9 6,15-dihydroanthrazine-5,9,14,18-tetrone 6,15-dihydro-5,9,14,18-anthrazinetetrone 6,15-Dihydro-5,9,14,18-anthrazinetetrone, Pigment Blue 60 |
CAS | 81-77-6 |
EINECS | 201-375-5 |
InChI | InChI=1/C28H14N2O4/c31-25-13-5-1-3-7-15(13)27(33)21-17(25)9-11-19-23(21)29-20-12-10-18-22(24(20)30-19)28(34)16-8-4-2-6-14(16)26(18)32/h1-12,29-30H |
Molecular Formula | C28H14N2O4 |
Molar Mass | 442.42 |
Density | 1.3228 (rough estimate) |
Melting Point | 470-500°C |
Boling Point | 553.06°C (rough estimate) |
Flash Point | 253.9°C |
Water Solubility | <0.1 g/100 mL at 21 ºC |
Vapor Presure | 8.92E-22mmHg at 25°C |
Appearance | blue needle |
Color | Dark red to Dark purple to Dark blue |
Merck | 14,4934 |
pKa | -1.40±0.20(Predicted) |
Storage Condition | Sealed in dry,Room Temperature |
Stability | Incompatible with strong oxidizing agents. |
Refractive Index | 1.5800 (estimate) |
MDL | MFCD00046964 |
Physical and Chemical Properties | Appearance: Blue paste or dry powder or blue-black fine particles solubility: slightly soluble in hot chloroform, O-chlorophenol, quinoline, insoluble in acetone, pyridine (heat), alcohol, toluene, xylene and acetic acid; Brown in concentrated sulfuric acid, diluted blue precipitation; Blue in alkaline powder solution, plus acid into red blue. hue or color: Red relative density: 1.45-1.54 Bulk density/(lb/gal):12.1-12.8 melting point/℃:300 average particle size/μm:0.08 specific surface area/(m2/g):40-57 pH value/(10% slurry):6.1-6.3 oil absorption/(g/100g):27-80 hiding power: translucent diffraction curve: reflex curve: |
Use | There are 31 brands of commercial dosage forms, red and Blue, close to the red light of δ-CuPc, excellent light fastness, high transparency and solvent fastness, and the specific surface area of Cromophtal Blue A3R is 40 m2/g. Used in automotive coatings and other metal decorative paints, even more light resistant than CuPc; In the light color still has excellent durability, but less than the alpha-type CuPc tint; Can also be used for plastic coloring, the thermal stability in polyolefin is 300 ℃/5min(1/3SD HDPE sample 300, the color difference ΔE at 200 ℃ is only 1.5); Soft PVC has excellent migration resistance, light fastness to 8 (1/3SD); Also used in high-grade coins ink. Mainly used for automotive original topcoat |
Risk Codes | 20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. |
Safety Description | S22 - Do not breathe dust. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. |
RTECS | CB8761100 |
Toxicity | LD50 oral in rat: 2gm/kg |
Color index | 69800 |
LogP | 1.78 at 20℃ |
EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
Use | reduced Blue RSN is mainly used for cotton fiber dyeing and cotton printing, and also used for two-bath dyeing of cotton and polyester cotton fabrics. Dyed viscose fiber was lighter in color. Can be combined with the reduction of blue, brown, olive, blue, dark gray, etc. It is also used in the manufacture of pigments for inks. for cotton fiber dyeing, can also be used for direct printing of cotton, can also be processed into pigment used for dyeing of cotton fabric can replace phthalocyanine blue and permanent Violet RL preparation of red light blue paint |
production method | Method 1: melt method. The product was refined from 2-aminoanthraquinone by alkali fusion with warm alkali and sodium hydrosulfite solution. Or 2-aminoanthraquinone as raw material, dimethyl sulfoxide as solvent, alkali fusion reaction with potassium hydroxide, and then refined by sodium hydrosulfite solution to get the product.. Anhydrous mixed alkali 595kg (potassium hydroxide 68%) was added to the condensation pan, and after heating and melting, 131kg of sodium acetate (98%) and 1.5kg of oleic acid (industrial product) were added. Turn off the condensation pot, heat to 185-190 ℃, while driving the air with nitrogen, so that the reaction solution is under the protection of nitrogen, add 263kg 2-aminoanthraquinone in 30min, control the temperature not to exceed 215 ℃, add 1H, then add 25kg of sodium nitrite (98%), control the temperature not to exceed 230 C, about 2h after adding. Stirring was continued for 20min to complete the alkali melting reaction. Put 5000L of water in the refining Pan, enter nitrogen to drive the air, put in the alkali melting material, stir for 2H; Cool to about 51 ℃, add 110kg of insurance powder, slow mixing, cool to 45 ℃, crystallization. Filter, the filter cake is washed with an aqueous solution of sodium hydrosulfite (the washing water is made up of 20L of liquid alkali, 20kg of sodium hydrosulfite and 5000L of water), then washed with warm water at 45 ℃ until the filtrate is slightly blue, then dried, the dye leuco body wet material was obtained. The dye leuco wet material is added to the beater, and the slurry is made with suitable amount of water. After the air is passed into the beater to oxidize for 6h at 60 ℃, the NNO 150kg is added to Sand Mill, and spray drying is carried out to obtain the finished product. About 138kg per batch (100%). Method 2: solvent method. Add 15L dimethyl sulfoxide and 6.802kg 2-aminoanthraquinone into the condensation pan, and raise the temperature to 132 ℃ at about 1H. After the 2-aminoanthraquinone is basically dissolved, continue to raise the temperature to 130-150 ℃ for 30min, it was completely dissolved. At this time, the heating was stopped, and air was introduced. The temperature was decreased to about 128 ° C., and 4.4L of potassium hydroxide solution (39.8%) was added within 10min. And continue to enter the air, at (125±2) deg C for 4H. Then, 20L of water was added, the temperature of the material was lowered to about 80 ° C., filtered, and the condensation pan was washed with 40L of water at 50-60 ° C., and the filter cake was washed and dried. Add 380L of water in the refining Pan, beat the above filter cake for 1H, add alkali 27kg (43% sodium hydroxide), raise the temperature to 56-57 ℃, add 5.44kg of insurance powder (85%), keep the temperature for 20min, then within 40min cooling to 52 ℃, crystallization precipitation, filtration, filter cake with about 50 ℃ washing water [410L water, 5.8kg sodium hydroxide (43%), 0.82kg powder (85) preparation] Wash, then wash with water and draw dry. 100L of water was added to the acidizing Pan, the refined filter cake was added, and the slurry was made for 2H. The volume was adjusted to 200L by adding water, and the pH value was adjusted to 2-3 by adding sulfuric acid (about 12.34% sulfuric acid). The mixture was stirred for 20min, filtered, washed with water until neutral, and blow-dried. The finished product was obtained by sand grinding. |
toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |