17418-58-5

Basic information

• Product Name: Disperse Red 60
• Synonyms: C.I. 60756;Disperse Red 71;disperse red 83;1-Amino-4-hydroxy-2-phenoxy-9,10-anthracenedione;1-amino-2-phenoxy-4-hydroxyanthraquinone;SOLVENT RED 146;1-amino-4-hydroxy-2-phenoxyanthraquinone;disperse Red 3B
• CAS NO: 17418-58-5
• Molecular Formula: C₂₀H₁₃NO₄
• Molecular Weight: 331.32152
• EINECS: 241-442-6
• Product Categories: Dyes and Pigments;electronic
• Mol File: 17418-58-5.mol

Chemical Properties

• Melting Point: 185°C
• Boiling Point: 570.3 °C at 760 mmHg
• Flash Point: 298.7 °C
• Appearance: deep red powder
• Density: 1.438
• Vapor Pressure: 0Pa at 25℃
• PKA: 6.70±0.20(Predicted)
• Water Solubility: 16.42ug/L(25 oC)
• Stability: Stable. Combustible. Incompatible with strong oxidizing agents.
• CAS DataBase Reference: Disperse Red 60(CAS DataBase Reference)
• NIST Chemistry Reference: Disperse Red 60(17418-58-5)
• EPA Substance Registry System: Disperse Red 60(17418-58-5)

Safety Data

• Hazardous Substances Data: 17418-58-5(Hazardous Substances Data)

Usage

Chemical Properties

deep red powder

Uses

Disperse Red 60 can be used as anthraquinone disperse dyes.

Preparation

In alkaline medium 1-Amino-2-bromo-4-hydroxyanthracene-9,10-dione?and phenol condensation

General Description

Fine deep-red powder with white specks.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

An amine. Amines are chemical bases. They neutralize acids to form salts plus water. These acid-base reactions are exothermic. The amount of heat that is evolved per mole of amine in a neutralization is largely independent of the strength of the amine as a base. Amines may be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen is generated by amines in combination with strong reducing agents, such as hydrides.

Fire Hazard

Flash point data for Disperse Red 60 are not available. Disperse Red 60 is probably combustible.

Flammability and Explosibility

Nonflammable

Properties and Applications

Bright red blue light. Purple powder evenly. Soluble in 50% of acetone for red, soluble in four hydrogenated naphthalene and xylene. The strong sulfuric acid solution for yellow, the alkali sensitive. Dyeing met in the copper, iron ion color becomes shallow. This product used for polyester and their blended fabric dyeing and printing, for the bright red light blue light, the sun good fastness, weeks of high temperature and high pressure, the dyeing temperature is 125 ~ 130 ℃, good levelness. Dye polyester/ Wool blended fabric of wool with less color . The sublimation fastness is poorer, melt method only appropriate spell dye light color. When two vinegar fiber dyed with polyester similar color shade, the dyeing speed slow. Good levelness, but dye deep the gender is poorer. Three vinegar is dyed fiber dyed deep sex is better. Dyeing nylon is blue color, the dyeing speed is slow, levelness and dye deep sex medium. So when a black silk ribbon with colored light blue, the dyeing rate is low, soaping fastness is bad two this product can be used for nylon polyester fabric or the direct printing, be not white color, suitable for transfer printing. To calcium, iron ion is very sensitive, dye bath these ions are colored light slant blue: Standard Ironing Fastness Light Fastness Persperation Fastness Washing Fastness Fading Stain Fading Stain Fading Stain AATCC 2-3 6-7 5 5 5 5 ISO 4 2-3 7 5 5 4-5 4

Standard

Ironing Fastness

Fading

Stain

ISO

4

InChI:InChI=1/C20H13NO4/c21-18-15(25-11-6-2-1-3-7-11)10-14(22)16-17(18)20(24)13-9-5-4-8-12(13)19(16)23/h1-10,22H,21H2

Upstream product

• 116-82-5 1-amino-2-bromo-4-hydroxyanthraquinone 
• 108-95-2 phenol 

Downstream Products

• 170865-52-8 1-amino-4-hydroxy-2-(4-fluorosulphonylphenoxy)anthraquinone 
• 55296-99-6 1-amino-2-(3'-phenylpropoxy)-4-hydroxyanthraquinone 
• 76469-57-3 3-phenoxy-5-hydroxy-6-oxo-6H-anthra<1,9-cd>isoxazole 
• 76411-70-6 1-azido-2-phenyloxy-4-hydroxyanthraquinone 
• 35712-58-4 1-anilino-2,4-dihydroxy-anthraquinone 
• 55880-50-7 N-[2-(1-Amino-4-hydroxy-9,10-dioxo-9,10-dihydro-anthracen-2-yloxy)-ethyl]-N-(2-hydroxy-ethyl)-4-methyl-benzenesulfonamide 
• 72363-26-9 disperse red 92 
• 1353279-00-1 C₂₅H₂₄N₂O₄ 
• 1174752-11-4 C₂₄H₁₉NO₆ 
• 882316-92-9 N-(4-hydroxy-9,10-dioxo-2-phenoxy-9,10-dihydroanthracen-1-yl)benzamide 

Relevant articles and documents

Disperse red 60 condensation process

The invention relates to the technical field of dyes, in particular to a disperse red 60 condensation process. The process comprises the following steps: in a condensation kettle, firstly adding phenol and a 1-amino-2-bromo-4-hydroxyanthraquinone dry product, then adding sodium carbonate and a catalyst, heating to 140-160 DEG C, carrying out reactions at a constant temperature; after the reactionis finished, cooling to 90-100 DEG C, adding water within the temperature range, dropwise adding liquid caustic soda, cooling to 50-55 DEG C after dropwise adding is finished, filtering, cleaning, anddrying to obtain 1-amino-2-phenoxy-4-hydroxyanthraquinone, namely disperse red 60. According to the process, a condensed acid-binding agent (potassium carbonate) is directly substituted by sodium carbonate with a lower price, and a certain amount of a proper phase transfer catalyst is added, so that the contact probability and activity of condensation reactions are improved, the aims of improvingthe product quality and yield and reducing the production cost are fulfilled, and the cost of the disperse red 60 can be reduced by 1500 yuan/ton.

Preparation and purification of 1-amino-2-phenoxy-4-hydroxyanthraquinone

Pure 1-amino-2-phenoxy-4-hydroxyanthraquinone is prepared by reacting 1-amino-2-halo-4-hydroxyanthraquinone with phenol in aqueous suspension at pH 9-13 and 130°-160° C., adjusting the reaction mixture pH to 9.5-11.5 after the reaction has ended, separating the reaction product from the liquid phase, and ,washing it with alkaline hypochlorite solution.

Order Parameters of β-Substituted Anthraquinone Dyes I: 1-Amino-4-Hydroxyanthraquinone Derivatives

A study is presented of the optical order parameters and spectroscopic properties of 1-amino-4-hydroxyanthraquinone derivatives containing various substituents in the 2-position in a nematic liquid crystalline mixture composed of cyanophenylcyclohexane derivatives.The results are discussed in terms of the effects of the dye structure on the order parameters.By introducing a -SCH2- group into the 2-position, magneta dyes have been obtained which show high order parameters and solubilities.In addition, preliminary data on the solubility and photostability of the dyes are reported.

Colorants Anthraquinoniques Stables de Parametre D'Ordre Eleve en Solution Dans les Cristaux Liquides

Anthraquinone dyes have been shown to be usable as "Guest" Dyes in dichroic Guest-Host displays.Whereas 1-5-N-alkyl substitution produces solutions of negative order parameter, 1- and 1-5-alkylanilino substitution give blue and violet dyes of acceptable order parameter, although admittedly too low for most industrial applications.Substitution of an anthraquinone in the 2- or 2,6-positions results in stable dyes of high order parameter in liquid crystal mixtures of positive dielectric anisotropy.The colour of the dye depends on the substituents present in the 1-, 4-, 5-, 8-positions as indicated in Table II.Substitution by an alkoxy, alkylthio or phenoxy group gives dyes of acceptable order parameter.The order parameter is greatly increased if the 2 substituting group is an alkoxyphenyl group.The highest order parameter is obtained through simultaneous p-alkoxyphenyl 2,6-substitution.These compounds give order parameters comparable with azo dyes with increased stability, provided that a mobile hydrogen is present on the 1- and/or 5-position.The presence of the dye in a L.C. mixture increases its photochemical stability.Solubility is of the order of 7percent, which allows fabrication of displays of high contrast.The order parameter increases with the alkoxy chain length and with the Host nematic transition temperature, except for mixtures containing esters.This shows the importance of dye-L.C. interactions.