13324-20-4

Basic information

• Product Name: REACTIVE BLUE 4
• Synonyms: Procion(R) Blue MX-R;Reactive blue 4, 1-Amino-4-[3-(4,6-dichlorotriazin-2-ylamino)-4-sulfophenylamino]anthraquinone-2-sulfonic acid;Active Brilliant Sky Blue KKH;Ambifix Blue CR;Ostazin Blue S-R;Rifacion Blue MX-R;Simactive Blue 25006;Triacion Blue C-R
• CAS NO: 13324-20-4
• Molecular Formula: C₂₃H₁₄Cl₂N₆O₈S₂
• Molecular Weight: 637.43
• EINECS: 236-363-9
• Product Categories: Organics;Affinity Chromatography;Dye Resins;Protein Chromatography
• Mol File: 13324-20-4.mol

Chemical Properties

• Boiling Point: 291°C (rough estimate)
• Appearance: /saline suspension
• Density: 1.5315 (rough estimate)
• Refractive Index: 1.6000 (estimate)
• Storage Temp.: 2-8°C
• PKA: -1.22±0.20(Predicted)
• BRN: 602258
• CAS DataBase Reference: REACTIVE BLUE 4(CAS DataBase Reference)
• NIST Chemistry Reference: REACTIVE BLUE 4(13324-20-4)
• EPA Substance Registry System: REACTIVE BLUE 4(13324-20-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 22-24/25-26
• WGK Germany: 3
• RTECS: CB1030000
• Hazardous Substances Data: 13324-20-4(Hazardous Substances Data)

Usage

Uses

Used in Textile Industry:
REACTIVE BLUE 4 is used as a dyeing and printing agent for various types of fibers, including cotton, nylon, wool, silk, and viscose yarn and fabric. Its application in this industry is primarily for dyeing and printing directly onto the fabric, providing a vibrant blue color that enhances the visual appeal of the textiles.
The dye also has specific properties and standards that are important for its performance in the textile industry:
1. Light Fastness: It has a rating of ISO 6, indicating that the color remains relatively stable under normal light exposure.
2. Oxygen Bleaching: The dye has a resistance rating of 3-4, suggesting that it can withstand oxygen bleaching processes to some extent.
3. Perspiration Fastness: With a rating of 4-5, the dye maintains its color well even when exposed to sweat.
4. Soaping: The dye exhibits a fastness rating of 4, indicating that it can endure soaping processes without significant color loss.
5. Fading: The dye has a fading rating of 5, which means it is less likely to fade over time.
6. Staining: The dye has a staining rating of 4 (with a note of "shallow, green"), suggesting that it may cause some staining, particularly with a greenish hue, if not properly handled.
Overall, REACTIVE BLUE 4 is a versatile dye used in the textile industry for its ability to provide a bright blue color to various types of fabrics while maintaining its stability under various conditions. However, its water solubility and pollutant nature also highlight the need for responsible use and disposal to minimize environmental impact.

Preparation

1-Amino-4-bromo-9,10-dioxo-9,10-dihydroanthracene-2-sulfonic acid and 2,4-Diaminobenzenesulfonic acid condensation, and ?2,4,6-Trichloro-1,3,5-triazine condensation and salting-out.

Standard

Light Fastness

Fading

Stain

ISO

6

InChI:InChI=1/C23H14Cl2N6O8S2/c24-21-29-22(25)31-23(30-21)28-12-7-9(5-6-14(12)40(34,35)36)27-13-8-15(41(37,38)39)18(26)17-16(13)19(32)10-3-1-2-4-11(10)20(17)33/h1-8,27H,26H2,(H,34,35,36)(H,37,38,39)(H,28,29,30,31)

Synthetic route

1,3,5-trichloro-2,4,6-triazine (108-77-0) + 1-amino-4-(3-amino-4-sulfophenylamino)anthraquinone-2-sulfonic acid (128-99-4) → Reactive blue 4 (13324-20-4)

Conditions	Yield
With sodium hydroxide In water at 0℃; for 2.75h; pH=5;

sulfuric acid mono-[2-(3-ethylamino-benzenesulfonyl)-ethyl] ester (83574-63-4) + Reactive blue 4 (13324-20-4) → C33H28ClN7O14S4

Conditions	Yield
With sodium carbonate In water at 20℃; pH=7;

gadolinium(III) nitrate + Reactive blue 4 (13324-20-4) → Gd(3+)*C23H13N6O8S2Cl2(1-)*2NO3(1-)*2H2O=Gd(C23H13N6O8S2Cl2)(NO3)2*2H2O

Conditions	Yield
In water stirring for 2 h at 70 ° C;; cooling; sepn. of the product; filtration; elem. anal.;;

chromium(III) chloride (10025-73-7) + Reactive blue 4 (13324-20-4) → Cr(3+)*C23H13N6O8S2Cl2(1-)*2Cl(1-)*2H2O=Cr(C23H13N6O8S2Cl2)Cl2*2H2O

Conditions	Yield
In water stirring for 2 h at 70 ° C;; cooling; sepn. of the product; filtration; elem. anal.;;

Reactive blue 4 (13324-20-4) → 4-(methylamino)butyric acid (1119-48-8) + 2-hydroxy-1-nitropropane (3156-73-8) + Phthalic acid dibutyl ester (84-74-2) + 3-Hydroxybutyric acid (300-85-6, 625-71-8) + para-methylbenzamide (619-55-6)

Conditions	Yield
With sodium sulfate In water for 4h; Inert atmosphere; Electrochemical reaction;

Reactive blue 4 (13324-20-4) → 1-methyl-pyrrolidin-2-one (872-50-4) + 4-(methylamino)butyric acid (1119-48-8) + Phthalic acid dibutyl ester (84-74-2)

Conditions	Yield
With sodium sulfate In water for 20h; Inert atmosphere; Electrochemical reaction;

Reactive blue 4 (13324-20-4) → carbon dioxide (124-38-9) + water (7732-18-5)

Conditions	Yield
With γ-Fe2O3/N,Fe codoped TiO2 Reagent/catalyst; UV-irradiation;

benzyltriphenylphosphonium chloride (1100-88-5) + Reactive blue 4 (13324-20-4) + 2-(2-Aminoethoxy)ethanol (929-06-6) → C31H32N8O12S2(2-)*2C25H22P(1+)

Conditions	Yield
Stage #1: Reactive blue 4; 2-(2-Aminoethoxy)ethanol With sodium hydrogencarbonate In water at 80℃; Stage #2: benzyltriphenylphosphonium chloride In water at 80℃; for 1h;

trihexyl(tetradecyl)phosphonium chloride (258864-54-9) + Reactive blue 4 (13324-20-4) + 2-(2-Aminoethoxy)ethanol (929-06-6) → C31H32N8O12S2(2-)*2C32H68P(1+)

Conditions	Yield
Stage #1: Reactive blue 4; 2-(2-Aminoethoxy)ethanol With sodium hydrogencarbonate In water at 60℃; Stage #2: trihexyl(tetradecyl)phosphonium chloride In water at 60℃; for 1h;

Upstream product

• 108-77-0 1,3,5-trichloro-2,4,6-triazine 
• 128-99-4 1-amino-4-(3-amino-4-sulfophenylamino)anthraquinone-2-sulfonic acid 
• 6258-06-6 sodium 1-amino-4-bromoanthraquinone-2-sulfonate 

Downstream Products

• 1119-48-8 4-(methylamino)butyric acid 
• 3156-73-8 2-hydroxy-1-nitropropane 
• 84-74-2 Phthalic acid dibutyl ester 
• 300-85-6 3-Hydroxybutyric acid 
• 619-55-6 para-methylbenzamide 
• 872-50-4 1-methyl-pyrrolidin-2-one 

Related news

Efficient degradation of REACTIVE BLUE 4 (cas 13324-20-4) in carbon bed electrochemical reactor07/28/2019

A fixed bed electrochemical reactor comprising stainless steel cathode/granular activated carbon (GAC) bed//Carbon anode//GAC bed//stainless steel cathode configuration was fabricated and tested for degradation of Reactive Blue 4 aqueous solutions (RB4). On the basis of measured concentrations o...detailed

Elimination of REACTIVE BLUE 4 (cas 13324-20-4) from aqueous solutions using 3-aminopropyl triethoxysilane modified chitosan beads07/26/2019

The adsorption behavior of chitosan (CS) beads modified with 3-aminopropyl triethoxysilane (APTES) for the removal of reactive blue 4 (RB4) in batch studies has been investigated. The effects of modification conditions, such as the APTES concentration, temperature and reaction time on RB4 remova...detailed

Enhancing REACTIVE BLUE 4 (cas 13324-20-4) adsorption through chemical modification of chitosan with hexadecylamine and 3-aminopropyl triethoxysilane07/24/2019

The adsorption of dye on chitosan and its derivatives is considered as an alternative and environmentally friendly method. Nevertheless, chemical modification of chitosan can lead to a more suitable adsorbent. In this study, the adsorption performance of chemically modified chitosan beads using ...detailed

Synthesis of polymetallic nanoparticles from spent lithium-ion batteries and application in the removal of REACTIVE BLUE 4 (cas 13324-20-4) dye07/23/2019

In this study inedited polymetallic nanoparticles were synthesized from electronic wastes of spent lithium-ion batteries (PN-LIB) and applied in the removal of the dye reactive blue 4 (RB4). Initially, the extraction of metals from batteries was performed using HCl/HNO3 (3:1 v/v). Subsequently, ...detailed

Immobilization of peroxidase on polypyrrole-cellulose-graphene oxide nanocomposite via non-covalent interactions for the degradation of REACTIVE BLUE 4 (cas 13324-20-4) dye07/22/2019

In the present study novel polypyrrole-cellulose-graphene oxide nanocomposite (PCeGONC) was employed for the immobilization of ginger peroxidase (GP) via simple adsorption mechanism. Immobilization of enzyme on the obtained support resulted in enhancement of the enzyme activity. The recovery of ...detailed

Electrochemically-driven mineralization of REACTIVE BLUE 4 (cas 13324-20-4) cotton dye: On the role of in situ generated oxidants07/20/2019

Brazil is the fifth biggest global manufacturer of textiles and the fourth in cotton textile exports. Textile effluents contain organic dyes that are highly recalcitrant and difficult to oxidize by conventional physico-chemical and biological treatments. Mid-sized textile factories require relia...detailed

Chitosan hydrogel beads impregnated with hexadecylamine for improved REACTIVE BLUE 4 (cas 13324-20-4) adsorption07/21/2019

Adsorption performance of chitosan (CS) hydrogel beads was investigated after impregnation of CS with hexadecylamine (HDA) as a cationic surfactant, for the elimination of reactive blue 4 (RB4) from wastewater. The CS/HDA beads formed with 3.8% HDA were the most effective adsorbent. The adsorpti...detailed

Effective biotransformation and detoxification of anthraquinone dye REACTIVE BLUE 4 (cas 13324-20-4) by using aerobic bacterial granules07/19/2019

Treatment of textile wastewater containing anthraquinone dye is quite a huge challenge due to its complex aromatic structure and toxicity. Present study deals with the degradation and detoxification of anthraquinone dye reactive blue 4 using aerobic bacterial granules. Bacterial granules effecti...detailed

Relevant articles and documents

Discovery of potent competitive antagonists and positive modulators of the P2X2 receptor

Evaluation and optimization of anthraquinone derivatives related to Reactive Blue 2 at P2X2 receptors yielded the first potent and selective P2X2 receptor antagonists. The compounds were tested for inhibition of ATP (10 μM) mediated currents in Xenopus oocytes expressing the rat P2X2 receptor. The most potent antagonists were sodium 1-amino-4-[3-(4,6-dichloro[1,3,5]triazine-2- ylamino)phenylamino]- 9,10-dioxo-9,10-dihydroanthracene-2-sulfonate (63, PSB-10211, IC50 8 6 nM) and disodium 1-amino- 4-[3-(4,6-dichloro[1,3, 5]triazine-2-ylamino)-4-sulfophenylamino]-9,10-dioxo-9,10-dihydroanthracene- 2-sulfonate (57, PSB-1011, IC50 79 nM). Compound 57 exhibited a competitive mechanism of action (pA2 7.49). It was >100-fold selective versus P2X4, P2X7, and several investigated P2Y receptor subtypes (P2Y24612); selectivity versus P2X1 and P2X3 receptors was moderate (>5-fold). Compound 57 was >13-fold more potent at the homomeric P2X2 than at the heteromeric P2X2/3 receptor. Several anthraquinone derivatives were found to act as positive modulators of ATP effects at P2X2 receptors, for example, sodium 1-amino-4-(3-phenoxyphenylamino)-9,10-dioxo-9,10- dihydroanthracene-2-sulfonate (51, PSB-10129, EC50 489 nM), which led to about a 3-fold increase in the ATP-elicited current.

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