Quercitron

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Chemical structure of quercitrin, the active dyeing principle of quercitron Quercitrin.png
Chemical structure of quercitrin, the active dyeing principle of quercitron
Powdered quercitron Quercitron bark.jpg
Powdered quercitron

Quercitron is a yellow natural dye obtained from the bark of the Eastern Black Oak (Quercus velutina), a forest tree indigenous in North America. It was formerly called Dutch pink, English pink, or Italian pink. [1]

The name is a shortened form of quercicitron, from Latin quercus, oak, and citron, lemon, and was invented by Edward Bancroft (1744–1821), who by act of Parliament (25 Geo. 3. c. 38) in 1785 was granted special privileges in regard to the importation and use of the substance. The dyestuff is prepared by grinding the bark in mills after it has been freed from its black epidermal layer, and sifting the product to separate the fibrous matter, the fine yellow powder which remains forming the quercitron of commerce.

The ruddy-orange decoction of quercitron contains quercitannic acid, whence its use in tanning, and an active dyeing principle, quercitrin, C21H20O11. The latter substance is a glycoside, and in aqueous solution under the influence of mineral acids it yields quercetin, C15H10O7, which is precipitated, and the methyl-pentose rhamnose. [2]

Quercetin is a crystalline powder of a brilliant citron yellow color, entirely insoluble in cold water and dissolving only sparingly in hot water, but quite soluble in alcohol. Either by itself or in some form of its glucoside quercitrin, quercetin is found in several vegetable substances, among others in cutch, in Persian berries ( Rhamnus cathartica ), buckwheat leaves (Fagopyrum esculentum), Zante fustic wood ( Rhus cotinus ), and in rose petals. [2]

Chemically, quercetin is a member of a fairly extensive class of natural coloring matters derived from phenyl benzoyl-pyrone or flavone, the constitution of which followed on the researches of Stanisław Kostanecki, A. G. Perkin, Herzig, Goldschmidt and others. Among the related, coloring matters are: chrysin from poplar buds, apigenin from parsley, luteolin from weld, mignonette and dyer's broom, fisetin from young fustic and yellow cypress, galangin from galangal root, and myricetin from Nageia nagi. [2]

In Iowa in the late 1840s and early 1850s, according to the historian Philip Dillon Jordan:

Weld, fustic, and quercitron bark were carried as staple items in drug stores and general merchandise establishments. Sometimes, the physician kept a small supply of dye stuffs. It was not too uncommon, indeed, to find a jar of indigo next to a laudanum bottle and a box of quercitron associating with unrefined quinine. [3]

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<span class="mw-page-title-main">Tannin</span> Class of astringent, bitter plant polyphenolic chemical compounds

Tannins are a class of astringent, polyphenolic biomolecules that bind to and precipitate proteins and various other organic compounds including amino acids and alkaloids.

<i>Quercus alba</i> Species of oak tree

Quercus alba, the white oak, is one of the preeminent hardwoods of eastern and central North America. It is a long-lived oak, native to eastern and central North America and found from Minnesota, Ontario, Quebec, and southern Maine south as far as northern Florida and eastern Texas. Specimens have been documented to be over 450 years old.

<span class="mw-page-title-main">Food coloring</span> Substance used to color to food or drink

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<i>Quercus velutina</i> Species of oak tree

Quercus velutina, the black oak, is a species of oak in the red oak group, native and widespread in eastern and central North America. It is sometimes called the eastern black oak.

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Tannic acid is a specific form of tannin, a type of polyphenol. Its weak acidity (pKa around 6) is due to the numerous phenol groups in the structure. The chemical formula for commercial tannic acid is often given as C76H52O46, which corresponds with decagalloyl glucose, but in fact it is a mixture of polygalloyl glucoses or polygalloyl quinic acid esters with the number of galloyl moieties per molecule ranging from 2 up to 12 depending on the plant source used to extract the tannic acid. Commercial tannic acid is usually extracted from any of the following plant parts: Tara pods (Caesalpinia spinosa), gallnuts from Rhus semialata or Quercus infectoria or Sicilian sumac leaves (Rhus coriaria).

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

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Quercetrin may refer to:

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Phlobaphenes are reddish, alcohol-soluble and water-insoluble phenolic substances. They can be extracted from plants, or be the result from treatment of tannin extracts with mineral acids. The name phlobaphen come from the Greek roots φλoιὀς (phloios) meaning bark and βαφή (baphe) meaning dye.

Stil de grain yellow or sap green is a pigment derived from berries of the buckthorn species Rhamnus saxatilis, which are commonly called Avignon berries or Persian berries after two historical areas of supply; latterly Italy was a major source. The color, whose principal chemical component is rhamnetin, was formerly called pink ; latterly, to distinguish it from light red "pink", the yellow "pink" was qualified as Dutch pink, brown pink, English pink, Italian pink, or French pink — the first three also applied to similar quercitron dyes from the American eastern black oak, Quercus velutina. Other names are Persian berries lake, yellow berries and buckthorn berries.

<i>Reseda luteola</i> Species of flowering plant

Reseda luteola is a flowering plant species in the family Resedaceae. Common names include dyer's rocket, dyer's weed, weld, woold, and yellow weed. A native of Europe and Western Asia, the plant can be found in North America as an introduced species and common weed. While other resedas were used for the purpose, this species was the most widely used source of the natural dye known as weld. The plant is rich in luteolin, a flavonoid which produces a bright yellow dye. The yellow could be mixed with the blue from woad to produce greens such as Lincoln green.

<i>Quercus infectoria</i> Species of oak tree

Quercus infectoria or the Aleppo oak is a species of oak well known for producing galls that have been traditionally used for centuries in Asia medicinally while also used in softening leather and in making black dye and ink.

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<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.

Sì miào wán or the four marvels is a remedy used in Traditional Chinese medicine. It is available in powder and pill form. It contains, among other things, quercetin, berberine, and achyranthine.

References

  1. "pink, sb.5". Oxford English Dictionary. Vol. 7 (1st ed.). p. 885. Retrieved 12 January 2020.
  2. 1 2 3 Chisholm, Hugh, ed. (1911). "Quercitron"  . Encyclopædia Britannica . Vol. 22 (11th ed.). Cambridge University Press. p. 742.
  3. Jordan, Philip D. (1944). "With Dyed Garments". The Palimpsest. 25 (3): 82–89. (quote from p. 86)