Mordant red 19

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Mordant red 19
Mordant red 19.png
Names
IUPAC name
5-Chloro-2-hydroxy-3-(3-methyl-5-oxo-1-phenyl-4,5-dihydro-1H-pyrazol-4-ylazo)-benzenesulfonic acid
Other names
C.I. 18735; Superchrome Red G; Magracrom Red 5G; Chrome Red 3G; Durochrome Red 5G; Eriochrome Red 4G; Metachrome Red 5G; Monochrome Red 5G; Solochrome Fast Red; Eriochromal Red 4G
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.042.925 OOjs UI icon edit-ltr-progressive.svg
PubChem CID
UNII
  • InChI=1S/C16H13ClN4O5S/c1-9-14(16(23)21(20-9)11-5-3-2-4-6-11)19-18-12-7-10(17)8-13(15(12)22)27(24,25)26/h2-8,14,22H,1H3,(H,24,25,26) X mark.svgN
    Key: LSFNRVBPDLEXDS-UHFFFAOYSA-N X mark.svgN
  • InChI=1/C16H13ClN4O5S/c1-9-14(16(23)21(20-9)11-5-3-2-4-6-11)19-18-12-7-10(17)8-13(15(12)22)27(24,25)26/h2-8,14,22H,1H3,(H,24,25,26)
    Key: LSFNRVBPDLEXDS-UHFFFAOYAQ
  • O=C1N(C2=CC=CC=C2)N=C(C)C1/N=N/C3=CC(Cl)=CC(S(O)(=O)=O)=C3O
Properties
C16H13ClN4O5S
Molar mass 408.81 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Mordant red 19 is an organic compound with the chemical formula C16H13ClN4O5S. It is classified as an azo dye. [1]

Contents

It is a mordant used in textile dyeing, usually in combination with chromium. [2] It is usually found as the sodium salt.

Mordant red 19
 
Gtk-dialog-info.svg    Color coordinates
Hex triplet #AE0C00
sRGB B (r, g, b)(174, 12, 0)
HSV (h, s, v)(4°, 100%, 68%)
CIELChuv (L, C, h)(36, 119, 13°)
SourceColorHexa [3]
ISCC–NBS descriptor Deep red
B: Normalized to [0–255] (byte)

See also

Related Research Articles

<span class="mw-page-title-main">Dye</span> Soluble chemical substance or natural material which can impart color to other materials

A dye is a colored substance that chemically bonds to the substrate to which it is being applied. This distinguishes dyes from pigments which do not chemically bind to the material they color. Dye is generally applied in an aqueous solution and may require a mordant to improve the fastness of the dye on the fiber.

<span class="mw-page-title-main">Mordant</span> Substance used for binding dyes to fabrics

A mordant or dye fixative is a substance used to set dyes on fabrics. It does this by forming a coordination complex with the dye, which then attaches to the fabric. It may be used for dyeing fabrics or for intensifying stains in cell or tissue preparations. Although mordants are still used, especially by small batch dyers, it has been largely displaced in industry by directs.

A lake pigment is a pigment made by precipitating a dye with an inert binder, or mordant, usually a metallic salt. Unlike vermilion, ultramarine, and other pigments made from ground minerals, lake pigments are organic. Manufacturers and suppliers to artists and industry frequently omit the lake designation in the name. Many lake pigments are fugitive because the dyes involved are not lightfast. Red lakes were particularly important in Renaissance and Baroque paintings; they were often used as translucent glazes to portray the colors of rich fabrics and draperies.

<span class="mw-page-title-main">Congo red</span> Chemical compound

Congo red is an organic compound, the sodium salt of 3,3′-([1,1′-biphenyl]-4,4′-diyl)bis(4-aminonaphthalene-1-sulfonic acid). It is an azo dye. Congo red is water-soluble, yielding a red colloidal solution; its solubility is greater in organic solvents. However, the use of Congo red has long been abandoned, primarily because of its carcinogenic properties.

<span class="mw-page-title-main">Dyeing</span> Process of adding color to textile products like fibers, yarns, and fabrics

Dyeing is the application of dyes or pigments on textile materials such as fibers, yarns, and fabrics with the goal of achieving color with desired color fastness. Dyeing is normally done in a special solution containing dyes and particular chemical material. Dye molecules are fixed to the fiber by absorption, diffusion, or bonding with temperature and time being key controlling factors. The bond between dye molecule and fiber may be strong or weak, depending on the dye used. Dyeing and printing are different applications; in printing, color is applied to a localized area with desired patterns. In dyeing, it is applied to the entire textile.

<span class="mw-page-title-main">Azo compound</span> Organic compounds with a diazenyl group (–N=N–)

Azo compounds are organic compounds bearing the functional group diazenyl.

<span class="mw-page-title-main">Acid dye</span>

An acid dye is a dye that is typically applied to a textile at low pH. They are mainly used to dye wool, not cotton fabrics. Some acid dyes are used as food colorants, and some can also be used to stain organelles in the medical field.

<span class="mw-page-title-main">Azo dye</span> Class of organic compounds used as dye

Azo dyes are organic compounds bearing the functional group R−N=N−R′, in which R and R′ are usually aryl and substituted aryl groups. They are a commercially important family of azo compounds, i.e. compounds containing the C-N=N-C linkage. Azo dyes are synthetic dyes and do not occur naturally. Most azo dyes contain only one azo group, but some dyes contain two or three azo groups, called "diazo dyes" and "triazo dyes" respectively. Azo dyes comprise 60-70% of all dyes used in food and textile industries. Azo dyes are widely used to treat textiles, leather articles, and some foods. Chemically related derivatives of azo dyes include azo pigments, which are insoluble in water and other solvents.

In organic chemistry, an azo coupling is an organic reaction between a diazonium compound and another aromatic compound that produces an azo compound. In this electrophilic aromatic substitution reaction, the aryldiazonium cation is the electrophile and the activated carbon act as a nucleophile. In most cases, including the examples below, the diazonium compound is also aromatic.

A substantive dye or direct dye is a dye that adheres to its substrate, typically a textile, by non-ionic forces.

Solvent Black 3 is an azo dye. It is a non-fluorescent, relatively thermostable lysochrome diazo dye used for staining of neutral triglycerides and lipids on frozen sections and some lipoproteins on paraffin sections. It has the appearance of a dark brown to black powder with maximum absorption at 596–605 nm and melting point 120–124 °C. It stains blue-black.

<span class="mw-page-title-main">Azorubine</span> Chemical compound

Azorubine is an azo dye consisting of two naphthalene subunits. It is a red solid. It is mainly used in foods that are heat-treated after fermentation. It has E number E122.

<span class="mw-page-title-main">Amaranth (dye)</span> Chemical compound

Amaranth, FD&C Red No. 2, E123, C.I. Food Red 9, Acid Red 27, Azorubin S, or C.I. 16185 is a modified red azo dye used as a food dye and to color cosmetics. The name was taken from amaranth grain, a plant distinguished by its red color and edible protein-rich seeds.

Pyrazolone is 5-membered heterocycle containing two adjacent nitrogen atoms. It can be viewed as a derivative of pyrazole possessing an additional carbonyl (C=O) group. Compounds containing this functional group are useful commercially in analgesics and dyes.

<span class="mw-page-title-main">Sulfanilic acid</span> Chemical compound

Sulfanilic acid (4-aminobenzenesulfonic acid) is an organic compound with the formula H3NC6H4SO3. It is an off-white solid. It is a zwitterion, which explains its high melting point. It is a common building block in organic chemistry.

Turkey red is a dyeing methods that was widely used to give cotton a distringtive bright red colour in the 18th and 19th centuries. It was made using the root of the rubia (madder) plant, through a long and laborious process which originated in the historical Levant region, namely being developed in India and China. Turkey red was brought to Europe in the 1740s and in France was known as rouge d'Andrinople.

<span class="mw-page-title-main">Natural dye</span> Dye extracted from plant or animal sources

Natural dyes are dyes or colorants derived from plants, invertebrates, or minerals. The majority of natural dyes are vegetable dyes from plant sources—roots, berries, bark, leaves, and wood—and other biological sources such as fungi.

<span class="mw-page-title-main">Glossary of dyeing terms</span>

Dyeing is the craft of imparting colors to textiles in loose fiber, yarn, cloth or garment form by treatment with a dye. Archaeologists have found evidence of textile dyeing with natural dyes dating back to the Neolithic period. In China, dyeing with plants, barks and insects has been traced back more than 5,000 years. Natural insect dyes such as Tyrian purple and kermes and plant-based dyes such as woad, indigo and madder were important elements of the economies of Asia and Europe until the discovery of man-made synthetic dyes in the mid-19th century. Synthetic dyes quickly superseded natural dyes for the large-scale commercial textile production enabled by the industrial revolution, but natural dyes remained in use by traditional cultures around the world.

<span class="mw-page-title-main">Acid red 88</span> Chemical compound

Acid red 88 is an azo dye. Due to its intense colour, solid samples appear almost black. It is used to dye cotton textiles red. A closely related acid dye is Acid Red 13.

Disperse dye is a category of synthetic dye intended for polyester and related hydrophobic fibers. Disperse dyes are polar molecules containing anthraquinone or azo groups. It is estimated that 85% of disperse dyes are azos or anthraquinone dyes.

References

  1. Klaus Hunger, Peter Mischke, Wolfgang Rieper, Roderich Raue, Klaus Kunde, Aloys Engel: "Azo Dyes" in Ullmann’s Encyclopedia of Industrial Chemistry, 2005, Wiley-VCH, Weinheim. doi : 10.1002/14356007.a03_245.
  2. DE 1008253,Baumann, Hans&Federkiel, Wilhelm,"Verfahren zum Färben von natürlichen Fasern und Fasern aus Polyamiden oder Polyurethanen [Process for the dyeing of natural fibres and fibres of polyamides or polyurethanes]",published 1957-05-16, assigned to BASF AG
  3. "Mordant red 19 / #ae0c00 hex color". ColorHexa. Retrieved 2023-08-01.