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Ponceau 4R
"Descrizione"
by Ark90 (12417 pt)
2023-Mar-23 14:08

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Ponceau 4R or E124 is a chemical compound, one of the rarely allowed synthetic azo dyes and is frequently used in the dyeing of beverages, food, medicines, cosmetics, tobacco, textiles. It takes the number CI 16255  and is also known as Acid red 18.

It has hundreds of synonyms as it is the generic name for a family of azo dyes.

Safety. The problem with azo dyes (monoazo or diazo) is photocatalytic degradation leading to oxidation and the subsequent formation of impurities such as aromatic amines, some of which have carcinogenic activity.

It is usually obtained by a chemical synthesis process from aromatic hydrocarbons; it is stable to heat, light and acid, but fades in the presence of ascorbic acid.

Applications

bakery products, flavors and pharmaceuticals, meat, snacks, beverages, condiments, ink-jet inks, textile, paint colors etc.

Typical features of Ponceau 4R commercial dye:

Physicval appearanceFine red powder
Pure dye content82%-91.81%
Volatile matter at 135°C & chlorides and sulfatesMax 11%-15%
Subsidiary Dyes1%-0.3%
Ether extraction0.2%-0.13%
Non-sulfonated aromatic amines0.001%-<0.01%
Water-insoluble matter0.20%-0.02%
Chlorides and sulfates % by mass13%-6.02%
Loss on drying at 135°C, 1 hour5% - 3.75%
Pb<2PPM
As<2PPM
Hg<2PPM


Relevant studies

Ponceau 4R is used as a coloring agent in many different products, such as food, drinks, medicines, cosmetics and tobacco. However, ponceau 4R also shows carcinogenic, teratogenic and mutagenic behavior in high doses. In this work, standard Raman, theoretical Raman and surface-enhanced Raman scattering (SERS) spectra have been used to investigate ponceau 4R. More specifically, density functional theory (DFT) calculations have been used to calculate the optimized Raman spectrum of ponceau 4R at the B3LYP/6-31G(d) level. This has provided a better understanding of the optimized geometry and vibrational frequencies of this dye. In addition, the experimental spectrum of ponceau 4R has been compared with the theoretical spectrum; good agreement was obtained. Finally, it has shown that using SERS the detection limit of the ponceau 4R solution can be as low as 5 μg/mL. This has been achieved by SERS measurements of ponceau 4R on a substrate of gold nanoparticles. The SERS peaks at 1030, 1236, 1356 and 1502 cm(-1) were chosen as index for semi-quantitative analysis, showing that the SERS technique provided a useful ultrasensitive method for the detection of ponceau 4R (1).

The synthetic food dyes studied were rose bengal (RB), phroxine (PL), amaranth, erythrosine B (ET), allura red, new coccine, acid red (AR), tartrazine, sunset yellow FCF, brilliant blue FCF, and indigo carmine...  Result suggests that superoxide anions, originating on dyes by light irradiation, must attack drug-metabolizing enzymes. It is possible that red cosmetics containing phloxine, erythrosine, or rose bengal react with proteins on skin under lighting and may lead to rough skin (2).

Dyes are one of the most important existing pollutants in textile industrial wastewater. These compounds are often toxic, carcinogenic, and mutagenic to living organisms, chemically and photochemically stable, and non-biodegradable. Acid red 18 is one of the azo dyes that are currently used in the textile industries (3).

Ponceau 4R studies

Molecular Formula: C20H11N2Na3O10S3

Molecular Weight: 604.461 g/mol

UNII: Z525CBK9PG

CAS: 2611-82-7    11138-24-2  12000-58-7  161628-34-8  39470-82-1  39471-00-6  51811-48-4  247151-36-6

EC Number: 220-036-2

PubChem Substance ID 329751631

MDL number MFCD00004084

Beilstein Registry Number 4122340

Synonyms: 

  • Ponceau 4R
  • E 124
  • C.I. Food Red 7
  • New coccine
  • Acid red 18
  • 2611-82-7
  • Food Red No. 102
  • Victoria Scarlet 3R
  • SX Purple
  • Zolfosol
  • Brilliant Scarlet 3R
  • Cochineal Red A
  • Food Red 102
  • Coccin Red
  • New Coccin
  • Purple Red
  • Atul Scarlet F
  • Crimson SX
  • Purple SX
  • Acid Ponceau 4R
  • Acid Scarlet 4R
  • Java Scarlet 3R
  • Neklacid Red 3R
  • Neklacid Red 4R
  • Scarlet 4R
  • Ponceau 4RE
  • Ponceau 4RF
  • Ponceau 4RT
  • Scarlet 4RA
  • C.I. Acid Red 18
  • C.I. Acid Red 28
  • Cochineal Red 4R
  • Kiton Scarlet 4R
  • Acid Scarlet 3RZ
  • Acid Brilliant Scarlet 3R
  • Cilefa Ponceau 4R
  • Fenazo Scarlet 3R
  • Coccine
  • HD Ponceau 4R
  • Neucoccin
  • Neucoccin [German]
  • Ponceau 4RE.FQ
  • Colacid Ponceau 4R
  • Food Red 7
  • Hexacol Ponceau 4R
  • Pontacyl Scarlet RR
  • Acilan Scarlet V3R
  • Victoria Scarlet Red
  • Strawberry Red
  • Brilliant Ponceau 4R
  • Brilliant Ponceau 5R
  • Brilliant Scarlet 4R
  • Certicol Ponceau 4RS
  • Curol Bright Red 4R
  • Brilliant Ponceau 3R
  • HD Ponceau 4R Supra
  • L-Rot 4 [German]
  • Strawberry Red A Geigy
  • Acid Scarlet 3R
  • 1,3-Naphthalenedisulfonic acid,7-hydroxy-8-[(4-sulfo-1-naphthalenyl)azo]-, trisodium salt
  • sodium (E)-7-hydroxy-8-((4-sulfonatonaphthalen-1-yl)diazenyl)naphthalene-1,3-disulfonate
  • trisodium 7-hydroxy-8-[(4-sulfonato-1-naphthyl)diazenyl]naphthalene-1,3-disulfonate
  • trisodium 7-oxo-8-[(4-sulfonato-1-naphthyl)hydrazono]naphthalene-1,3-disulfonate
  • trisodium 7-oxo-8-[(4-sulfonatonaphthalen-1-yl)hydrazinylidene]naphthalene-1,3-disulfonate
  • trisodium;7-hydroxy-8-[(E)-(4-sulfonatonaphthalen-1-yl)diazenyl]naphthalene-1,3-disulfonate
  • tripotassium 7-hydroxy-8-[2-(4-sulfonatonaphthalen-1-yl)diazen-1-yl]naphthalene-1,3-disulfonate
  • Brilliant Scarlet
  • Atul Acid Scarlet 3R
  • Brilliant Ponceau 3RF
  • Brilliant Ponceau 4RC
  • Food Red Number 102
  • Naphthalene Scarlet 4RS
  • Naphthalene Ink Scarlet 4R
  • Sugai Brilliant Scarlet 3R
  • Cerven kysela 18 [Czech]
  • Edicol Supra Ponceaux 4 RS
  • Rakuto Brilliant Scarlet 3R
  • Aizen Brilliant Scarlet 3RH
  • Cerven kosenilova A [Czech]
  • Bucacid Brilliant Scarlet 3R
  • L-Red 4
  • Edicol Supra Ponceau 4R
  • Eurocert Cochineal Red A
  • Hidacid Fast Scarlet 3R
  • Red Dye No. 102

References__________________________

(1) Xie Y, Li Y, Sun Y, Wang H, Qian H, Yao W. Theoretical calculation (DFT), Raman and surface-enhanced Raman scattering (SERS) study of ponceau 4R. Spectrochim Acta A Mol Biomol Spectrosc. 2012 Oct;96:600-4. doi: 10.1016/j.saa.2012.06.055. 

(2) Mizutani T. Toxicity of xanthene food dyes by inhibition of human drug-metabolizing enzymes in a noncompetitive manner. J Environ Public Health. 2009;2009:953952. doi: 10.1155/2009/953952. 

(3) Jorfi S, Barkhordari MJ, Ahmadi M, Jaafarzadeh N, Moustofi A, Ramavandi B. Photodegradation of Acid red 18 dye by BiOI/ZnO nanocomposite: A dataset. Data Brief. 2017 Nov 24;16:608-611. doi: 10.1016/j.dib.2017.11.068.

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