Quinoline yellow

This mixture is known as Quinoline Yellow A [8003-22-3] (Cl 47000) and is most widely used with polyester fibers (109). Upon sulfonation, the water-soluble Quinoline Yellow S or Acid Yellow 3 [8004-92-0] (Cl 47005) is obtained. This dye is used with wool and its aluminum salt as a pigment. Foron Yellow SE-3GL (Cl Disperse Yellow 64) is the 3-hydroxy-4-bromo derivative. Several other quinoline dyes are commercially available and find apphcations as biological stains and analytical reagents (110). 

Chinolin, n. quinoline, -blau, n. quinoline blue, -gclb, n. quinoline yellow, -ium, n qmnolinium. -rot, n. quinoline red. -saure, /. quinolinic acid. 

Solid phase spectrophotometry proved to be an appropriate technique for the determination of colorants in foods dne to its simplicity, selectivity, reasonable cost, low detection limits, and use of conventional instrnmentation. This simple, sensitive, and inexpensive method allowed simnltaneons determinations of Snnset Yellow FCF (SY), Quinoline Yellow, and their nnsnlfonated derivatives [Sndan I (SUD) and Quinoline Yellow Spirit Soluble (QYSS)] in mixtnres. Mixtnres of food colorants containing Tartrazine, Sunset Yellow, Ponceau 4R, Amaranth, and Brilliant Blue were simultaneously analyzed with Vis spectrophotometry without previous chemical separation. ... 

Direct and derivative spectrophotometric and IP-RP-HPLC methods were applied to identify and determine synthetic dyes and follow their degradation processes. " The dyes considered were Tartrazine (E 102), Quinoline Yellow (E 104), Sunset Yellow (E 110), Carmosine (E 122), Amaranth (E 123), New Coccine (E 124), Patent Blue Violet (E 131), and Brillant Blue ECE (E 133). All are considered representative additives for soft drinks. 

Quinophthalon dyes Quinoline yellow Xanthene dyes Erythrosine (see below)... 

Quinoline yellow (E 104, Cl Food Yellow 13) is a quinophthalone dye consisting of a mixture of disulfonates (minimum 80%), monosulfonates (maximum 15%), and trisulfonates (maximum 7%) as sodium salts, obtained by the sulfonation of 2-(2-quinolyl)-l,3-indandione. The calcium and potassium salts are also permitted. Quinoline yellow is a yellow powder or granules, soluble in water, sparingly soluble in ethanol. The absorption maximum is at 411 nm in aqueous acetic acid solution, pH 5, = 865. It is not permitted as food colorant in the US. "... 

Common additives in food are sulfur S(IV) oxospecies. Quinoline Yellow and Tartrazine show excellent stability toward S(IV) oxospecies while erythrosine. Red 2G, and Green S show good stability. - All other colorants show fair stability, except indigotine, which fades. In the presence of metabisulflte. Sunset Yellow FCF is degraded to a lemon yellow compound identified as l-(4 -sulfo-l-phenylhydrazo)-keto-3,3,4-trihydronaphtalene-4,6-disulfonic acid by NMR and FAB-MS techniques. ... 

Orange or Quinoline Yellow E104 Not permitted Quinoline... 

E104 Quinoline Yellow Yellow 13 Yellow 3 Quinophthalone... 

Quinophthalone (6.229) and its derivatives [86] also fall into the methine category, although they appear in the Colour Index under quinoline colouring matters. The parent compound was discovered in 1882 by Jacobsen, who condensed 2-methylquinoline (quinaldine) with phthalic anhydride. The product, quinoline yellow, is used as a solvent dye (Cl Solvent Yellow 33). The light fastness is improved by the presence of a hydroxy group in the quinoline ring system. Derivatives of this type provide greenish yellow disperse dyes for polyester. The moderate sublimation fastness of Cl Disperse Yellow 54 (6.230 R = H) is improved by the introduction of an adjacent bromine atom in Cl Disperse Yellow 64 (6.230 R = Br). 

The beneficial effect of the change of the flow rate of the mobile phase has also been exploited for the improvement of CCC purification of the components of the dye Quinoline yellow (Colour Index No. 47005). The chemical structures of the components of Quinoline yellow are shown in Fig. 3.121. The two-phase system used for the purification consisted of tm-butyl methyl ether-l-butanol-ACN-0.1 M TFA (1 3 1 5 v/v). The column... 

Fig. 3.121. Structures of the isolated quinoline yellow components. Fraction 4, = S03Na,...

Fig. 3.122. Separation of quinoline yellow components by HSCCC. For HSCCC conditions see text. Reprinted with permission from H. Oka et al. [174].

Fig. 3.138. Electropherogams showing the separation of caffeine (1), aspartame (2), brilliant blue FCF (3), green S (4), sorbic acid (5), benzoic acid (6), saccharin (7), acesulfame K (8), sunset yellow FCF (9), quinoline yellow (10), carmoisine (11), ponceau 4R (12), black PN (13), using 20 mM carbonate buffer, pH 9.5 containing (a) no SDS, (b) 50 mM SDS, (c) 75 mM SDS. A 48.5 X 50 /tm I.D. fused-silica capillary was used and absorbance was measured at 200 nm. Reprinted with permission from R. A. Frazier et al. [184],...

A. Weisz, E. P. Mazzola, J.E. Matusik and Y. Ito, Preparative separation of isomeric 2-(2-quinolinyl)-lH-indene-l,3(2H)-dione monosulfonic acids (6SA and 8SA) of the color additive D C Yellow No. 10 (Quinoline Yellow) by pH-zone refining counter-current chromatography./. Chromatogr.A, 923 (2001) 87-96. 

H. Oka, K.-I. Harada, M. Suzuki, K. Fujii, M. Iwaya, Y. Ito, T. Goto, H. Matsumoto andY. Ito, Purification of quinoline yellow components using high-speed counter-current chromatography by stepwise increasing the flow-rate of the mobile phase. J. Chromatogr.A, 989 (2003) 249-255. 

Condensation of quinaldine with phthalic anhydride in the presence of zinc chloride gives the dye Quinoline Yellow (55), used mainly in oils and varnishes (Scheme 43). 

This mixture is known as Quinoline Yellow A and is most widely used with polyester fibers. Several other quinoline dyes are commercially available and find applications as pigments, biological stains, and analytical reagents. 

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