Name | N-(2,3-dihydro-2-oxo-1H-benzimidazol-5-yl)-3-hydroxy-4-[[2-methoxy-5-[(phenylamino)carbonyl]phenyl]azo]naphthalene-2-carboxamide |
Synonyms | 12515 Pigment Red 176 C.I. Pigment Red 176 3-hydroxy-4-[2-methoxy-5-(phenylcarbamoyl)phenyl]azo-N-(2-oxo-1,3-dihydrobenzimidazol-5-yl)naphthalene-2-carboxamide N-(2,3-dihydro-2-oxo-1H-benzimidazol-5-yl)-3-hydroxy-4-[[2-methoxy-5-[(phenylamino)carbonyl]phenyl]azo]naphthalene-2-carboxamide 2-Naphthalenecarboxamide, N-(2,3-dihydro-2-oxo-1H-benzimidazol-5-yl)-3-hydroxy-4-(2-(2-methoxy-5-((phenylamino)carbonyl)phenyl)diazenyl)- (4Z)-4-{2-[2-methoxy-5-(phenylcarbamoyl)phenyl]hydrazinylidene}-3-oxo-N-(2-oxo-2,3-dihydro-1H-benzimidazol-5-yl)-3,4-dihydronaphthalene-2-carboxamide |
CAS | 12225-06-8 |
EINECS | 235-425-2 |
InChI | InChI=1/C32H24N6O5/c1-43-27-14-11-19(30(40)33-20-8-3-2-4-9-20)16-26(27)37-38-28-22-10-6-5-7-18(22)15-23(29(28)39)31(41)34-21-12-13-24-25(17-21)36-32(42)35-24/h2-17,39H,1H3,(H,33,40)(H,34,41)(H2,35,36,42) |
Molecular Formula | C32H24N6O5 |
Molar Mass | 572.58 |
Density | 1.43g/cm3 |
Boling Point | 667.2°C at 760 mmHg |
Flash Point | 357.3°C |
Vapor Presure | 2.05E-18mmHg at 25°C |
pKa | 11.52±0.30(Predicted) |
Storage Condition | Room Temprature |
Refractive Index | 1.721 |
Physical and Chemical Properties | hue or color: brilliant blue and red density/(g/cm3):1.45 Bulk density/(lb/gal):11.2-11.6 melting point/℃:345-355 average particle size/μm:120 particle shape: Rod shape specific surface area/(m2/g):61;75-79 pH value/(10% slurry):5.5 oil absorption/(g/100g):70-88 hiding power: transparent diffraction curve: reflection curve: Blue red. Light resistance was grade 6. The thermal stability was above 300 ℃. Resistance to organic solvents can reach 4~5, no migration phenomenon. |
Use | This pigment gives the ratio C.I. Pigment Red 187 and 208 are more blue than C.I. Pigment Red 185 slightly yellow blue red, hue 2.1 degrees (1/3SD,HDPE). In the soft PVC has excellent migration resistance, light resistance to 6-7 (1/3SD), heat resistance up to 200 ℃, for cable and synthetic leather coloring; Transparent polystyrene coloring stable at 280 ℃; it is used for laminating plastic film decorative printing ink, and the color light conforms to the standard of four-color printing ink; The light resistance of pan pulp is grade 6-7; It is also used for polypropylene pulp coloring, and the heat resistance is 300 ℃/min(1/3SD).. It is mainly used for the coloring of plastics. |
Raw Materials | 1,2-Dichlorobenzene 3-Hydroxy-2-naphthoic acid 5-Nitrobenzimidazole 3-Hydroxy-N-(2-oxo-1,3-dihydrobenzoimidazol-5-yl)naphthalene-2-carboxamide 3-Amino-4-methoxybenzanilide |
EPA chemical information | C. I. Pigment Red 176 (12225-06-8) |
features
Pigment red 176 has excellent sun resistance, heat resistance, solvent resistance, acid and alkali resistance, and processing and application properties.
Performance
pigment red 176 has bright color and strong coloring power. Sun resistance: grade 7-8.
Production method
add 42 parts of water, 0.67 parts of hydrochloric acid and 2 parts of iron powder to a four-mouth bottle, add about 4.5 parts of 5-nitrobenzimidazol-2-one in batches, raise the temperature to reflux, add 4.0 parts of iron powder, when the yellow infiltration ring disappears, then reflux for 2 hours, adjust the pH value of sodium hydroxide to 8-9, decolorise and filter, and concentrate the filtrate to obtain a crude product with lime exhausted color and viscous shape, the crude product is added to 180 parts of o-dichlorobenzene, stirred and heated to 100 ℃ and 169 parts of 2-hydroxy -3-naphthoic acid are added, 1.8 parts of phosphorus trichloride are added dropwise under stirring and refluxed at 170-180 ℃ for 1h, cooled to 100 ℃, then 1.8 parts of phosphorus trichloride are added dropwise for 5h, the end point is controlled by low chromatography, and the reaction is cooled with sodium 10% carbonate solution to the pH value of 9-10, and the solvent is disti, filter the precipitate washed with water, dissolve it in sodium hydroxide solution, and wash with acid and water to obtain the product, and the product is coupled with KD bass to obtain the pigment.