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Indigo

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Products Intro: Product Name:Indigo
CAS:482-89-3
Purity:99% Package:100g,500g,1KG,10KG,100KG
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Products Intro: Product Name:Indigo
CAS:482-89-3
Company Name: Shanghai Zheyan Biotech Co., Ltd.
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Products Intro: Product Name:Indigo
CAS:482-89-3
Purity:HPLC>=98% Package:20mg
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Products Intro:Product Name:Indigo (synthetic)
CAS:482-89-3
Purity:97.0%(N) Package:25G
Indigo Basic information
Chemical properties Uses Production method Hazards & Safety Information
Product Name:Indigo
Synonyms:(2,2’-biindoline)-3,3’-dione;(2,2'-Biindoline)-3,3'-dione;(delta(2,2’(3h,3’h))-biindole)-3,3’-dione;(delta(2,2’)-biindoline)-3,3’-dione;(delta(sup2,2’)-biindoline)-3,3’-dione;(delta2,2'(3H,3'H)-Biindole)-3,3'-dione;(delta2,2'-Biindoline)-3,3'-dione;11669 Blue
CAS:482-89-3
MF:C16H10N2O2
MW:262.26
EINECS:207-586-9
Product Categories:Organics;chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract;Inhibitors
Mol File:482-89-3.mol
Indigo Structure
Indigo Chemical Properties
Melting point >300 °C(lit.)
Boiling point 405.51°C (rough estimate)
density 1.01 g/mL at 20 °C
refractive index 1.5800 (estimate)
Fp >220℃
Colour Index 73000
form Powder
color Dark blue to violet
Water Solubility <0.1 g/100 mL
Merck 14,4943
Stability:Stable. Incompatible with strong oxidizing agents.
CAS DataBase Reference482-89-3(CAS DataBase Reference)
NIST Chemistry Referencec.i. Vat blue 1(482-89-3)
EPA Substance Registry System3H-Indol-3-one, 2-(1,3-dihydro-3-oxo-2H-indol- 2-ylidene)-1,2-dihydro-(482-89-3)
Safety Information
Hazard Codes Xi,Xn
Risk Statements 36/38-36/37/38-48/20/21/22
Safety Statements 26-36
RIDADR UN 3264 8/PG 3
WGK Germany 1
RTECS DU2988400
Hazardous Substances Data482-89-3(Hazardous Substances Data)
MSDS Information
ProviderLanguage
Indigo English
SigmaAldrich English
ACROS English
Indigo Usage And Synthesis
Chemical propertiesIt appears as blue powder, being odorless and slightly soluble in water, ethanol, glycerol and propylene glycol, insoluble in oil. At 25 ℃, the solubility is 1.6% (water), 0.5% (25% ethanol), 0.6% (25% propylene glycol). The 0.05% aqueous solution exhibits dark blue. It has poor performance on all the following aspects: light resistance, heat resistance, acid resistance, alkali resistance, salt tolerance, oxidation resistance and resistance to bacteria. Upon reduction, the color will fade, but the dye is good. The maximum absorption wavelength (610 ± 2) nm. Rat oral LD50: 2g/kg, mice oral LD50 2.5g/kg, ADI 0-5mg/kg (FAO/WHO, 1994).
Indigo Aluminum precipitate is a fine powder with violet blue color, being odorless. It can’t dissolve in water and organic solvents with better light resistance and heat resistance than indigo.
Uses1.  It can be used as food coloring agent with the provisions of China being able to be used in red and green silk and the maximum usage amount of 0.02g/kg; it can be used in the juice (flavor) beverages, carbonated beverages, wine, candy, pastry coloring, dyeing cherry can decorative) and green plum with the maximum usage amount of 0.10g/kg; the maximal usage amount in the dipping pickles of 0.01g/kg.
2.  It is mainly used for the dyeing of cotton yarn, cotton, wool or silk.
3.  Reduced indigo is mainly used for dyeing cotton yarn and cotton cloth, being the major dye for blue dye denim. It is also used for wool, silk dyeing and as food coloring and organic pigments.
4.  Edible blue pigment;
5.  It is mainly used for dyeing cotton yarn, cotton cloth, wool or silk. Pure product can be used for the manufacturing of food dyes, or processed into organic pigments.
Production methodIt is a kind of edible natural blue pigment made from the leaves of Polygonum tinctorium. The indigo leaves are piled up and frequently subject to watering, to ferment 2 to 3 months to become a black clod like. After ramming using mortar, it is known as the ball indigo with the indigo pigment being 2% to 10%. The wood ash, lime and bran are incorporated into ball indigo and further subject to water mixing, heated to 30~40 ℃, exposed to the air to become insoluble blue indigo.
Phenylglycine is taken as raw material and form indole phenol after subjecting to alkali melting, followed by air oxidation to derive the products. There are many ways to synthesize phenylglycine. In our country, the condensation method of aniline and chloroacetic acid is adopted. For the convenience of the refining of phenylglycine, we can first make its insoluble iron salt to remove the impurities before converting into soluble sodium salt and entering into alkali melting process. .
(1) indigo preparation. Edible indigo is actually indigo disulfonic acid disodium. Indigo is subject to sulfonation with concentrated sulfuric acid, followed by dilution with and then soda ash neutralization. Finally add sodium chloride for salting out, filter, wash and dry to get the finished product.
(2) Preparation of indigo aluminum precipitate. First have aluminum chloride and aluminum sulfate have reaction with alkali such as sodium carbonate for preparation of aluminum hydroxide. Then add it to the indigo water solution for precipitation to derive the products.
Hazards & Safety InformationCategory : Toxic substances
Toxic classification :  poisoning
Acute toxicity :  Oral-mouse LD50> 32000 mg/kg; celiac-mouse LD50: 2200 mg/kg
Flammability and Hazardous properties :  being Combustible with combustion producing toxic nitrogen oxide fumes
Storage and transportation characteristics:  Ventilated, low temperature and drying
Fire extinguishing agent :  dry powder, foam, sand, carbon dioxide, mist water
Chemical Propertiesdark violet powder
UsesAs textile dye. In sutures.
General DescriptionDark blue powder with coppery luster. Occurs in isomeric forms (cis and trans). In solid state Indigo is in the trans form.
Air & Water ReactionsInsoluble in water.
Health HazardACUTE/CHRONIC HAZARDS: Indigo may cause irritation of the skin and mucous membranes.
Fire HazardFlash point data for Indigo are not available but Indigo is probably combustible.
Purification MethodsFirst reduce indigo in alkaline solution with sodium hydrosulfite, and filter. The filtrate is then oxidised by air, and the resulting precipitate is filtered off, dried at 65-70o, ground to a fine powder, and extracted with CHCl3 in a Soxhlet extractor. Evaporation of the CHCl3 extract gives the purified dye. [Brode et al. J Am Chem Soc 76 1034 1954; spectral characteristics are listed, Beilstein 24 II 233, 24 III/IV 1791.]
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