3179-90-6

Usage

Uses

Used in Textile Industry:
DISPERSE BLUE 7 is used as a disperse dye for coloring synthetic fibers such as polyester, nylon, and acrylic. It is valued for its ability to provide a vibrant green light blue color to the fibers, enhancing the aesthetic appeal of the textiles.
Used in Environmental Testing:
In addition to its application in the textile industry, DISPERSE BLUE 7 is also utilized in environmental testing. It serves as a reference dye for evaluating the effectiveness of wastewater treatment processes in removing dye contaminants from industrial effluents.
Standard:
DISPERSE BLUE 7 meets the following standards for various fastness properties:
Ironing Fastness: ISO 5
Light Fastness: 4-5
Perspiration Fastness: 4
Washing Fastness: 5
These standards ensure that the dye provides excellent colorfastness, making it suitable for various applications in the textile industry.

Preparation

(a)1,4,5,8-Tetrahydroxyanthracene-9,10-dione in a small amount insurance powder with existing 2-Aminoethanol?condensation, Then the ammonia and boric acid or sodium hydroxide or oxidized in the presence piperidine;

Air & Water Reactions

Water soluble.

Fire Hazard

Flash point data for DISPERSE BLUE 7 are not available; however DISPERSE BLUE 7 is probably combustible.

Standard

Ironing Fastness

Fading

Stain

ISO

5

InChI:InChI=1/C18H18N2O6/c21-7-5-19-9-1-2-10(20-6-8-22)14-13(9)17(25)15-11(23)3-4-12(24)16(15)18(14)26/h1-4,19-24H,5-8H2

Synthetic route

5,8-Dihydroxy-1,4-bis-(2-hydroxy-ethylamino)-2,3-dihydro-anthraquinone (112996-70-0) → 5,8-dihydroxy-1,4-bis<<2-hydroxyethyl>amino>-9,10-anthracenedione (3179-90-6)

Conditions	Yield
With benzofurazan oxide In various solvent(s) at 70℃; for 16h;	97%

leuco-1,4,5,8-tetrahydroxyanthraquinone (23478-60-6) + ethanolamine (141-43-5) → 5,8-dihydroxy-1,4-bis<<2-hydroxyethyl>amino>-9,10-anthracenedione (3179-90-6)

Conditions	Yield
With sodium dithionite; ethanol; boric acid Erhitzen des Reaktionsprodukts mit SOCl2 und Nitrobenzol;

1,4,5,8-tetrahydro-anthraquinone (71924-08-8) + ethanolamine (141-43-5) → 5,8-dihydroxy-1,4-bis<<2-hydroxyethyl>amino>-9,10-anthracenedione (3179-90-6)

Conditions	Yield
With sodium hydroxide; copper(II) sulfate

1,4,5,8-tetrahydroxy-2,3-dihydro-9,10-anthracenedione (81-59-4) + ethanolamine (141-43-5) → 5,8-dihydroxy-1,4-bis<<2-hydroxyethyl>amino>-9,10-anthracenedione (3179-90-6)

Conditions	Yield
(i) Me2NCH2CH2NMe2, (ii) PhNO2; Multistep reaction;

ethanolamine (141-43-5) + 5.8-dibromo-quinizarine → 5,8-dihydroxy-1,4-bis<<2-hydroxyethyl>amino>-9,10-anthracenedione (3179-90-6)

Conditions	Yield
With pyridine

ethanolamine (141-43-5) + anthracenehexol-(1.4.5.8.9.10) → 5,8-dihydroxy-1,4-bis<<2-hydroxyethyl>amino>-9,10-anthracenedione (3179-90-6)

Conditions	Yield
With air; water; boric acid
anschliessende Oxydation;

5,8-dihydroxy-1,4-bis<<2-hydroxyethyl>amino>-9,10-anthracenedione (3179-90-6) + p-toluenesulfonyl chloride (98-59-9) → 5,8-dihydroxy-1,4-bis<(2-p-toluensulfonyloxyethyl)amino>anthracene-9,10-dione (111228-29-6)

Conditions	Yield
With pyridine for 4h; Ambient temperature;	50%

5,8-dihydroxy-1,4-bis<<2-hydroxyethyl>amino>-9,10-anthracenedione (3179-90-6) → novantrone (70476-82-3)

Conditions	Yield
Multi-step reaction with 2 steps 1: 50 percent / pyridine / 4 h / Ambient temperature 2: 2.) hydrochloric acid / 1.) acetonitrile-DMA, 0.8 h, reflux, 2.) ether View Scheme

5,8-dihydroxy-1,4-bis<<2-hydroxyethyl>amino>-9,10-anthracenedione (3179-90-6) → 1,4-Bis[2-[di(β-hydroxyethyl)amino]ethylamino]-5,8-dihydroxyanthraquinone dihydrochloride

Conditions	Yield
Multi-step reaction with 2 steps 1: 50 percent / pyridine / 4 h / Ambient temperature 2: 2.) hydrochloric acid / 1.) DMA, 1.5 h, reflux, 2.) ether View Scheme

Upstream product

• 23478-60-6 leuco-1,4,5,8-tetrahydroxyanthraquinone 
• 141-43-5 ethanolamine 
• 71924-08-8 1,4,5,8-tetrahydro-anthraquinone 
• 112996-70-0 5,8-Dihydroxy-1,4-bis-(2-hydroxy-ethylamino)-2,3-dihydro-anthraquinone 
• 81-59-4 1,4,5,8-tetrahydroxy-2,3-dihydro-9,10-anthracenedione 

Downstream Products

• 70476-82-3 novantrone 

Relevant academic research and scientific papers

Dehydrogenations using benzofuroxan as oxidant

2-Arylsubstituted benzimidazoles, quinoxalines, in 3,5-position substituted 2,6-dimethylpyridines, and 1,4-bis(alkylamino)-9,10-anthracenediones are easily prepared under mild conditions by means of benzofuroxan as oxidant. Thus, the preparation of 2-arylbenzimidazoles succeeds in acetonitrile at 50°C in yields of 65 to 78%.