Patent blue V

Structural formula
General
Surname	Patent blue V
other names	4- [4,4'-bis (diethylamino) -α-hydroxy-benzhydryl] -6-hydroxy-benzene-1,3-disulfonic acid; 2,4-disulfone-5-hydroxy-4 ', 4 "-bis (diethylamino) triphenylcarbinol; Acid Blue 3; CI 42051; E 131 ;
Molecular formula	C 54 H 62 CaN 4 O 14 S 4 ( calcium salt ) ; C 27 H 31 N 2 NaO 7 S 2 ( sodium salt ) ;
Brief description	dark blue solid
External identifiers / databases
EC number	243-654-4
ECHA InfoCard	100,039,671
PubChem	77073
ChemSpider	69519
Wikidata	Q420087
properties
Molar mass	1159.42 g mol −1 (calcium salt) ; 582.66 g mol −1 (sodium salt) ;
Physical state	firmly
solubility	soluble in water and ethanol
safety instructions
GHS labeling of hazardous substances	no GHS pictograms
	no GHS pictograms
H and P phrases	H: no H-phrases
	P: no P-phrases
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Patent blue V ( English patent blue or acid blue 3 ) is a triphenylmethane dye that is mainly used as a food dye (E 131). Patent blue V is one of the patent blue dyes and was developed as the first representative of this group of dyes in 1888 by Meister Lucius & Brüning , later Hoechst AG.

properties

The systematic name is 2,4-disulfone-5-hydroxy-4 ′, 4 ″ -bis (diethylamino) -triphenylcarbinol or 4- [4,4 ′ -Bis (diethylamino) -α-hydroxy-benzhydryl] -6- hydroxy-benzene-1,3-disulfonic acid . The naming of two systematic names is due to the fact that triphenylmethane dyes can be represented as carbenium ions or in quinoid form.

The dark blue powder is easily soluble in water and ethanol . In an acidic solution, Patent Blue V is green-yellow, in a basic solution it is blue.

synthesis

Patent blue V is obtained by condensation of 3-hydroxybenzaldehyde with N , N- diethylaniline , subsequent sulfonation and oxidation with manganese dioxide .

use

Patent blue V is used as a food coloring. It is due to its strong blue color and high brilliance mainly as a dye for sugar confectionery (eg fruit gum.), Glazes, drinks (eg. Blue Curacao - liqueur or together with quinoline in " Woodruff " -Getränken) and Jello , Medicines and Easter eggs use. A disadvantage of Patent Blue V is its poor lightfastness . It is toxicologically safe as in metabolism studies , it was found that after oral hardly recording absorbed is.

Patent blue V is not approved in Australia, the United States, China and Norway because patent blue V is believed to be a trigger for allergies.

In medicine it is used to mark tissue, for example sentinel lymph nodes . Alcohol-based disinfectants such as B. Sterillium , are stained with patent blue.

Web links

Commons : Patentblau V - Collection of images, videos and audio files

Individual evidence

↑ Entry on E 131: Patent Blue V in the European database for food additives, accessed on June 16, 2020.
↑ ^a ^b Data sheet patent Blue V calcium salt from Sigma-Aldrich , accessed on May 29, 2011 ( PDF ).
^ Entry on Patentblau V. In: Römpp Online . Georg Thieme Verlag, accessed on March 7, 2014.
↑ Thomas Gessner, Udo Mayer: Triarylmethane and Diarylmethane Dyes . In: Ullmann's Encyclopedia of Industrial Chemistry . tape 37 . Wiley-VCH Verlag, Weinheim June 15, 2000, p. 425-478 , doi : 10.1002 / 14356007.a27_179 .

[E-Nummer131-1] Entry on E 131: Patent Blue V in the European database for food additives, accessed on June 16, 2020.

[sigma-2] Data sheet patent Blue V calcium salt from Sigma-Aldrich , accessed on May 29, 2011 ( PDF ).

[3] Entry on Patentblau V. In: Römpp Online . Georg Thieme Verlag, accessed on March 7, 2014.

[Gessner-4] Thomas Gessner, Udo Mayer: Triarylmethane and Diarylmethane Dyes . In: Ullmann's Encyclopedia of Industrial Chemistry . tape 37 . Wiley-VCH Verlag, Weinheim June 15, 2000, p. 425-478 , doi : 10.1002 / 14356007.a27_179 .