522-75-8

Basic information

• Product Name: Vat Red 41
• Synonyms: 2-(3-oxobenzo[b]thien-2(3h)-ylidene)-benzo[b]thiophene-3(2h)-one;FLUORESCENT DYE, RED;FLUORESCENT RED DYE;C.I. 73300;c.i. disperse red 364;C.I. Solvent Red 242;THIOINDIGO;VAT RED 41
• CAS NO: 522-75-8
• Molecular Formula: C₁₆H₈O₂S₂
• Molecular Weight: 296.36
• EINECS: 208-336-1
• Product Categories: Azobenzene, etc. (Photochromic Compounds);Functional Materials;Photochromic Compounds;Solvent Dyestuff
• Mol File: 522-75-8.mol
• Article Data: 0

Chemical Properties

• Melting Point: 280°C(lit.)
• Boiling Point: 407.96°C (rough estimate)
• Flash Point: 177 °C
• Appearance: /
• Density: 1.3686 (rough estimate)
• Vapor Pressure: 6.62E-07mmHg at 25°C
• Refractive Index: 1.5341 (estimate)
• Water Solubility: 1mg/L
• CAS DataBase Reference: Vat Red 41(CAS DataBase Reference)
• NIST Chemistry Reference: Vat Red 41(522-75-8)
• EPA Substance Registry System: Vat Red 41(522-75-8)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36
• RTECS: DT4330000
• Hazardous Substances Data: 522-75-8(Hazardous Substances Data)

Usage

Description

Vat Red 41 is a type of vat dye that is known for its excellent fastness properties, including ironing fastness, light fastness, perspiration fastness, and washing fastness. It is characterized by its ability to resist fading and staining, making it a popular choice for various applications.

Uses

Used in Textile Industry:
Vat Red 41 is used as a colorant for dyeing textiles, particularly for fabrics that require high fastness properties. Its ability to resist fading and staining makes it suitable for use in garments and other textile products that are frequently exposed to light, washing, and perspiration.
Used in AATCC Standards:
Vat Red 41 is also used in the American Association of Textile Chemists and Colorists (AATCC) standards, where it is tested for its fastness properties. The dye has been assigned a rating of 5, indicating that it has excellent fastness properties in various conditions, such as ironing, light exposure, and washing.

Flammability and Explosibility

Notclassified

Purification Methods

Adsorb it on silica gel from CCl4/*benzene (3:1), elute with *benzene, evaporate, crystallise the residue from CHCl3 and dry it at 60-65o [Wyman & Brode J Am Chem Soc 73 1487 1951; this paper also gives details of purification of other thioindigo dyes]. [Beilstein 19 H 137, 19 I 690, 19 II 192, 19 III/IV 2091.]

Standard

Ironing Fastness

Fading

Stain

AATCC

5

InChI:InChI=1/C16H8O2S2/c17-13-9-5-1-3-7-11(9)19-15(13)16-14(18)10-6-2-4-8-12(10)20-16/h1-8H/b16-15+

Synthetic route

thioindigo (522-75-8) → 2-amino-1-benzenesulfonic acid (88-21-1)

Conditions	Yield
With (2,2':6',2''-terpyridine)(pyridine-2-carboxylate)iron(II)chloride; sodium hydroxide In water; acetonitrile	95%

thioindigo (522-75-8) + C98H80O24S6(6-)*6Na(1+) → C16H8O2S2*C98H80O24S6(6-)*6Na(1+)

Conditions	Yield
In water at 20℃; for 0.666667h; Sonication;	36%

bis(acetonitrile)bis(2,4-pentanedionato)ruthenium(II) + thioindigo (522-75-8) → C26H22O6RuS2 + C36H36O10Ru2S2

Conditions	Yield
In tetrahydrofuran for 6h; Reflux; Inert atmosphere;	A 35% B 30%

thioindigo (522-75-8) → 3,3'-bis-sulfooxy-[2,2']bi[benzo[b]thiophenyl] (804448-33-7)

Conditions	Yield
With chlorosulfonic acid; sodium acetate; zinc In ethyl acetate at 40℃; for 0.5h;

thioindigo (522-75-8) + ethyl chlorocarbonylacetate (36239-09-5) → C26H22O8S2

Conditions	Yield
With sodium acetate; zinc In ethyl acetate at 40℃;

thioindigo (522-75-8) + ethyl chlorocarbonylacetate (36239-09-5) → C21H16O5S2

Conditions	Yield
With sodium acetate; zinc In ethyl acetate at 40℃; for 0.5h;

4-(chlorocarbonyl)pyridine (14254-57-0) + thioindigo (522-75-8) → C28H16N2O4S2

Conditions	Yield
With sodium acetate; zinc In ethyl acetate at 40℃; for 0.5h;

Downstream Products

• 88-21-1 2-amino-1-benzenesulfonic acid