ChemicalBook--->CAS DataBase List--->116-71-2

116-71-2

116-71-2 Structure

116-71-2 Structure
IdentificationMore
[Name]

DIBENZANTHRONE
[CAS]

116-71-2
[Synonyms]

DIBENZANTHRONE
VAT BLUE 20
VIOLANTHRONE
5,10-Violanthrenedione
Ahcovat Dark Blue BO
ahcovatdarkbluebo
Amanthrene Dark Blue BO
Amanthrene Supra Dark Blue BO
amanthrenedarkbluebo
amanthrenesupradarkbluebo
anthra(9,1,2-cde)benzo(rst)pentaphene-5,10-dione
Anthra[9,1,2-cde]benzo[rst]pentaphene-5,10-dione
Anthra[9.1.2-cde]benzo[rst]pentaphen-dichinon-(5.10.16.17)
Anthravat Dark Blue BO
anthravatdarkbluebo
Belanthrene Dark Blue BO
belanthrenedarkbluebo
Benzadone Dark Blue BOA
Benzadone Dark Blue BOR
Benzadone Dark Blue BORI
[EINECS(EC#)]

204-152-0
[Molecular Formula]

C34H16O2
[MDL Number]

MFCD00046330
[Molecular Weight]

456.49
[MOL File]

116-71-2.mol
Chemical PropertiesBack Directory
[Melting point ]

338-339 °C
[Boiling point ]

522.64°C (rough estimate)
[density ]

1.1055 (rough estimate)
[refractive index ]

1.4875 (estimate)
[storage temp. ]

Sealed in dry,Room Temperature
[Appearance]

Brown to black Solid
[CAS DataBase Reference]

116-71-2(CAS DataBase Reference)
[NIST Chemistry Reference]

Dibenzanthrone(116-71-2)
[EPA Substance Registry System]

116-71-2(EPA Substance)
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Potassium hydroxide-->Nitrogen-->Sodium acetate-->Sodium acetate trihydrate-->Sodium chlorate-->Naphthalene-->Benzanthrone-->Diffusing agent-->Triethylene glycol-->[4,4'-bi-7H-benz[de]anthracene]-7,7'-dione-->7H-Benz[de]anthracen-7-one, 2-chloro--->[3,3'-bi-7H-benz[de]anthracene]-7,7'-dione-->Anthra[9,1,2-cde]benzo[rst]pentaphene-->4,4'-dibenzoyl-1,1'-binaphtyl-->Vat Violet 10-->3-Bromobenzanthrone-->Anthracen-9-ol-->4,4'-dibenzoyl-1,1'-binaphtyl
[Preparation Products]

Vat Black 9-->Indanthrene black BBN-->Vat Dark Blue VB-->vat black 16-->Anthra[9,1,2-cde]benzo[rst]pentaphene-5,10-dione, chloro derivs.-->Indanthrene black BBN-->vat black 16
Safety DataBack Directory
[TSCA ]

TSCA listed
[REACH Registrations]

Active
Hazard InformationBack Directory
[General Description]

Bluish-black to black powder.
[Air & Water Reactions]

Insoluble in water.
[Fire Hazard]

Flash point data for this chemical are not available. VAT BLUE 20 is probably combustible.
[Description]

Violanthrone, Indanthren Dark Blue BOA,is generated by potash fusion of benzanthrone , . Direct potash fusion leads to side products, such as isoviolanthrone and 4-hydroxybenzanthrone. The crude product may be used directly or in mixtures with other dyes in vat dyeing. It is also used to generate violanthrone derivatives. Several processes have been developed to decrease the amounts of undesirable side products of the direct potash fusion of benzanthrone or to purify the bibenzanthronyl or the crude violanthrone . Especially effective is the addition of high-boiling solvents such as naphthalene, the so-called low carbazole anthracene residues, or sodium acetate to the melt. The quality of the products prepared by these methods is satisfactory for the production of almost all violanthrone dyes.
[Uses]

DIBENZANTHRONE is mainly used for dyeing and printing cotton fibers and fabrics. It has good affinity, fast color uptake, and moderate leveling properties. It is rarely used alone for printing, but more often for color matching. It can also be used for dyeing silk, viscose fiber, viscose cotton, and vinylon, as well as for hot-melt dyeing of polyester-cotton blended fabrics with disperse dyes in the same bath. It is also used to prepare organic pigments.
[Flammability and Explosibility]

Notclassified
[Synthesis]

Violanthrone of high purity is obtained from 4,4'-bibenzanthronyl (153) by alkaline or acid ring closure, preferably in the presence of oxidizing agents , . If this ring closure is carried out in sulfuric acid with an excess of manganese dioxide, the 16,17- violanthronequinone (155) is obtained. This can be reduced readily with sodium hydrogen sulfite to 16,17-dihydroxyviolanthrone (156). Subsequent alkylation of the hydroxy groups yields very fast navy-blue to brilliant-green vat dyes. The dimethyl ether (157) is the well-known dye Caledon Jade Green or Indanthren Brilliant Green B and FFB (extremely pure form).
Synthesis_116-71-2
[Properties and Applications]

TEST ITEMS

SPECIFICATION

APPEARANCE

BLUE POWDER

SHADE

REDDISH

HEAT RESISTANCE

300 °C min

LIGHT FASTNESS

8

ACID RESISTANCE

5

ALKALI RESISTANCE

5

FASTNESS TO BLEEDING

5

OIL ABSORPTION

40-50%

SPECIFIC SURFACE

27 m 2 /g

DENSITY

1.60 g/cm 3

RESIDUE ON 80 MESH

5.0% max

WATER SOLUBLE

1.0% max

VOLATITE 105 °C

1.0% max

TINTING STRENGTH

100-105 %

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