| Identification | More | [Name]
Disperse Blue 14 | [CAS]
2475-44-7 | [Synonyms]
1,4-BIS(METHYLAMINO)ANTHRAQUINONE
Celliton Fast Blue B
CI 61500
DISPERSE BLUE 14
SOLVENT BLUE 78
1,4-bis(methylamino)-10-anthracenedione
1,4-bis(Methylamino)-9,10-anthracenedione
1,4-bis(methylamino)-anthraquinon
1,4-bis(N-Methylamino)anthraquinone
1,4-di(Methylamino)anthraquinone
1,4-Di(methyl-amino)anthraquinone
10-Anthracenedione,1,4-bis(methylamino)-9
c.i.disperseblue78
c.i.solventblue78
c.i.solventblue93
diaresinbluek
disperseblue110
disperseblue14(c.i.61500)
disperseblue78
macrolexbluefr | [EINECS(EC#)]
219-602-1 | [Molecular Formula]
C16H14N2O2 | [MDL Number]
MFCD00001198 | [Molecular Weight]
266.29 | [MOL File]
2475-44-7.mol |
| Questions And Answer | Back Directory | [Description]
Disperse blue 14 is also known as transparent blue GP. Its chemical name is 1,4-bis(methylamino)anthraquinone. It is a blue-black powder, insoluble in water, soluble in methanol, ethanol, glacial acetic acid, nitrobenzene, pyridine and toluene. It is reddish brown in concentrated sulfuric acid.
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| Chemical Properties | Back Directory | [Melting point ]
220-222°C | [Boiling point ]
409.5°C (rough estimate) | [density ]
1.1262 (rough estimate) | [refractive index ]
1.6240 (estimate) | [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [solubility ]
soluble in Alcohol,Acetone,Toluene,Nitrobenzene | [Colour Index ]
61500 | [form ]
Powder | [pka]
5.78±0.20(Predicted) | [color ]
Dark purple | [Water Solubility ]
37.28ug/L(25 ºC) | [BRN ]
2220693 | [InChI]
InChI=1S/C16H14N2O2/c1-17-11-7-8-12(18-2)14-13(11)15(19)9-5-3-4-6-10(9)16(14)20/h3-8,17-18H,1-2H3 | [InChIKey]
QOSTVEDABRQTSU-UHFFFAOYSA-N | [SMILES]
C1(NC)=C2C(C(=O)C3=C(C2=O)C=CC=C3)=C(NC)C=C1 | [CAS DataBase Reference]
2475-44-7(CAS DataBase Reference) | [EPA Substance Registry System]
2475-44-7(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [WGK Germany ]
3 | [RTECS ]
CB5750000 | [TSCA ]
Yes | [HS Code ]
29147000 | [Toxicity]
mouse,LD50,intravenous,180mg/kg (180mg/kg),U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#01356, |
| Hazard Information | Back Directory | [Uses]
1,4-Bis(methylamino)anthraquinone can be useful in freshwater production by solar desalination of seawater using two-ply dye modified membrane system. Disperse Blue 14 [1,4-bis(methylamino) anthracene-9,10-dione] has been used in dye formulations to make violet smokes and fireworks in addition to color fabrics and lubricants[1].
| [Application]
Disperse Blue 14 is an important organic dye for the dyeing of polyester, vinegar and polyamide fibres and for transfer printing. It is also suitable for the manufacture of firework colouring components. It can also be used for surface colouring and plastics etc. | [Preparation]
1,4-Dihydroxyanthracene-9,10-dione?by under pressure,?With aqueous Methanamine?and sodium hydrosulfite or zinc processing. Leuco sulfate nitrobenzene oxidation or thermal | [Toxicology]
Disperse Blue 14 has been found to cause behavioral and developmental effects in zebrafish embryos. Disperse Blue 14 had a greater impact than Solvent Red 169 and Disperse Red 9 on the endpoints tested. Disperse Blue 14 had a LOEL of 261.5 μM for mortality, caused yolk sac edema and hypoactivity in the dark phase at all concentrations, and had a LOEL of 133 μM for gene expression, with 314 μM affecting the most DEGs (2454 DEG vs. 18–174 for other treatment groups) at the 133–314 μM range tested. Gene expression analysis indicated that the dye caused toxic effects at all concentrations but few effects on neurodevelopmental processes. The dye causes developmental and behavioral effects at much lower concentrations, with a LOEL of 20.2 μM for developmental effects and hyperactivity in light and 0.66 μM for hypoactivity in the dark[1].
| [Properties and Applications]
bright blue. Blue powder. Soluble in acetone, glacial acetic acid, the difficulties, pyridine and toluene. The strong sulfuric acid to red light brown. Used for polyester, vinegar and polyamide fiber dyeing, also can be used to transfer printing. And is fit for manufacturing fireworks fireworks hair color components. Can also be used in such of surface colouring and plastic.
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Standard(Polyamide)
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Ironing Fastness
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Light Fastness
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Persperation Fastness
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Washing Fastness
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Fading
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Stain
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Fading
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Stain
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Fading
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Stain
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ISO
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4
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2-3
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4-5
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4-5
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2-3
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4
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3-4
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| [Purification Methods]
Purify the anthraquinone by thin-layer chromatography on silica gel plates, using toluene/acetone (3:1) as eluent. The main band is scraped off and extracted with MeOH. The solvent is evaporated and the dye is dried in a drying pistol [Land et al. J Chem Soc, Faraday Trans 1 72 2091 1976]. It crystallises from n-butanol with m 221-222o and has max 539 and 644nm (EtOH). [Beilstein 14 H 198, 14 III 440, 14 IV 459.] | [References]
[1] Edward J Perkins. “Developmental, Behavioral and Transcriptomic Changes in Zebrafish Embryos after Smoke Dye Exposure.” Toxics (2022).
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