Flavanthrone CAS 475-71-8

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Flavanthrone CAS 475-71-8

CAS: 475-71-8
Molecular Formula: C28H12N2O2
Molecular Weight: 408.41
EINECS: 207-498-0
HS Code: /

Synonyms: FLAVANTHRONE; PIGMENT YELLOW 24; benzo[h]benz[5,6]acridino[2,1,9,8-klmna]acridine-8,16-dione; C.I.Vatyellow1; VatyellowG;Vat Yellow 1; Vat Yellow G(super fine powder); Flavantfrone Y-G (Pigment Yellow 24)

What is Flavanthrone CAS 475-71-8?

Flavanthrone CAS 475-71-8, also known as C.I. Vat Yellow 1 or Pigment Yellow 24, is a brownish-yellow needle-like crystalline compound that operates as an insoluble vat dye, applied through reduction to a soluble leuco form in alkaline media followed by oxidation for color fixation on fabrics; it is synthesized from anthraquinone derivatives and exhibits excellent fastness properties but requires careful handling due to potential irritancy and environmental persistence.

Specification

Item Value
Boiling Point 730.1±55.0 °C(Predicted)
Density 1.575±0.06 g/cm3(Predicted)
pka -0.82±0.20(Predicted)
Color Yellow
Form Powder
Storage Temp. Sealed in dry, Room Temperature

Feature

  • Physical Properties: Brownish-yellow crystalline powder with a molecular weight of 408.41 g/mol, density of 1.50 g/cm³, and high thermal stability with minimal volatility at 105°C; insoluble in water but dispersible in organic solvents.
  • Chemical Reactivity: Features a conjugated polycyclic structure enabling reversible reduction-oxidation for dyeing; highly resistant to acids, alkalis, and bleeding (rated 5 on standard scales), with low water solubility and oil absorption of 45-50%.
  • Synthesis: Prepared from 1-chloro-2-phthalimidoanthraquinone via intermediate formation and copper-catalyzed cyclization in trichlorobenzene, followed by alkaline ring closure with sodium hydroxide.
  • Safety Profile: May cause respiratory, skin, or eye irritation upon inhalation or contact; handle with protective equipment in well-ventilated areas, and dispose via controlled incineration to mitigate environmental release; limited toxicity data but noted for potential bioaccumulation.

Application

  • Textile Dyeing: Used as a vat dye for cellulosic fibers like cotton and rayon, providing brilliant yellow shades with superior wash, light, and chemical fastness in fabrics and prints.
  • Pigments and Coatings: Incorporated into paints, printing inks, and varnishes for durable yellow coloration in industrial and artistic applications.
  • Organic Electronics: Explored as a semiconductor material in organic light-emitting diodes (OLEDs), photovoltaic cells, and fluorescence studies due to its photophysical and charge transport properties.
  • Research and Analysis: Employed in analytical chemistry for compound detection, biological assays for cellular processes, and material science investigations into photostability and conjugated systems.

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