52869-33-7

Basic information

• Product Name: 1,4-bis[[3-(dimethylamino)propyl]amino]anthraquinone
• Synonyms: 1,4-bis[[3-(dimethylamino)propyl]amino]anthraquinone
• CAS NO: 52869-33-7
• Molecular Formula: C₂₄H₃₂N₄O₂
• Molecular Weight: 408.53648
• EINECS: 258-228-3
• Mol File: 52869-33-7.mol

Chemical Properties

• Boiling Point: 600.1°Cat760mmHg
• Flash Point: 316.7°C
• Appearance: /
• Density: 1.185g/cm³
• Vapor Pressure: 2.32E-14mmHg at 25°C
• Refractive Index: 1.628
• CAS DataBase Reference: 1,4-bis[[3-(dimethylamino)propyl]amino]anthraquinone(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-bis[[3-(dimethylamino)propyl]amino]anthraquinone(52869-33-7)
• EPA Substance Registry System: 1,4-bis[[3-(dimethylamino)propyl]amino]anthraquinone(52869-33-7)

Safety Data

• Hazardous Substances Data: 52869-33-7(Hazardous Substances Data)

Usage

Chemical family

Belongs to the family of anthraquinone dyes.

Industrial applications

Commonly used as a dye in the textile industry, and also finds applications in the printing and paper industries.

Light fastness

Known for its excellent light fastness, making it a popular choice for dyeing and printing processes.

Color strength

Known for its excellent color strength.

Synthetic dye

It is a synthetic dye.

Solubility

Soluble in organic solvents.

Color

Has a reddish-brown color.

Water solubility

Known for its good water solubility, making it suitable for a wide range of applications in various industrial processes.

Analytical chemistry

Used in analytical chemistry as a pH indicator due to its color change properties at different pH levels.

InChI:InChI=1/C24H32N4O2/c1-27(2)15-7-13-25-19-11-12-20(26-14-8-16-28(3)4)22-21(19)23(29)17-9-5-6-10-18(17)24(22)30/h5-6,9-12,25-26H,7-8,13-16H2,1-4H3

Upstream product

• 81-64-1 1,4-dihydroxy-9,10-anthracenedione 
• 109-55-7 1-amino-3-(dimethylamino)propane 

Relevant articles and documents

Enhancing the solubility of 1,4-diaminoanthraquinones in electrolytes for organic redox flow batteries through molecular modification

1,4-Diaminoanthraquinones (DAAQs) are a promising class of redox-active molecules for use in nonaqueous redox flow batteries (RFBs) because they can have up to five electrochemically accessible and reversible oxidation states. However, most of the commercially available DAAQs have a low solubility in the polar organic solvents that are typically used in RFBs, in particular when supporting electrolyte salts are present. This significantly limits the energy densities that can be achieved. We have functionalized the amino groups in the DAAQ structure with three types of chains, namely alkyl chains, cationic alkyl chains and oligoethylene glycol ether chains, and measured the solubility of these derivatives in various organic solvents by quantitative UV-Vis absorption spectroscopy. The DAAQ derivatives with higher polarity exhibit a significantly higher solubility in commonly used organic electrolytes in comparison to apolar derivatives. Cyclic voltammetry was used to assess the viability of the DAAQs as redox-active species for RFBs. Although the cationic DAAQ derivatives have an enhanced solubility in the electrolytes, the cathodic redox reactions have a poor reversibility, most likely due to an internal decomposition reaction of their reduced forms. The oligoethylene-glycol-ether-functionalized DAAQs are the most promising compounds for use in organic RFB electrolytes because they have the optimal combination of high solubility and a high reversibility of the redox couples. This journal is