Acid dye

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Acid red 88 is an acid dye used to produce red woolen yarns. 2-naphthol red.svg
Acid red 88 is an acid dye used to produce red woolen yarns.

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. [1] Some acid dyes are used as food colorants, [2] [3] and some can also be used to stain organelles in the medical field.

Contents

Acid dyes are anionic, soluble in water and are essentially applied from acidic bath. These dyes possess acidic groups, such as SO3H and COOH and are applied on wool, silk and nylon when ionic bond is established between protonated –NH2 group of fibre and acid group of dye. Overall wash fastness is poor although lightfastness is quite good. As dye and fibre contain opposite electrical nature, strike rate and uptake of acid dye on these fibres is faster; electrolyte at higher concentration is added to retard dye uptake and to form levelled shades. Acid generates cation on fibre and temperature helps to substitute negative part of acid with anionic dye molecules. [4]

Description

Acid dyes are generally divided into three classes according to their fastness requirements, migration ability, and dyeing pH. [5]

Acid dyes affix to fibers by hydrogen bonding, Van der Waals forces [6] and ionic bonding. While some acid dyes work in water, many choose to activate dyes in acid dye-baths instead. According to the Brønsted–Lowry acid–base theory, an acid is a molecule or ion capable of donating a proton, and this is determined by the acid dissociation constant. Compared to most acids, water has a much higher pKa value, meaning that it dissociates to give H+ with more difficulty. In this context, if an acid is used instead of water, then the hydrogen ion (H+) is more easily able to dissociate in order to react with the aniline dye anion, allowing the dye to dissolve.

Animal protein fibers and the synthetic fiber nylon contain many cationic sites that bind anionic dye. The strength (fastness) of this bond reflects the strength of this ionic interaction.

Uses

Fibers

In the laboratory, home, or art studio, the acid used in the dye-bath is often vinegar (acetic acid) or citric acid. The uptake rate of the dye is controlled with the use of sodium chloride. In textiles, acid dyes are effective on protein fibers, i.e. animal hair fibers like wool, alpaca, and mohair. They are also effective on silk. [7] They are effective in dyeing the synthetic fiber nylon, but of minimum interest in dyeing any other synthetic fibers.

Lee's stain used in gallbladder cells. Chronic recurrent cholecystitis, HE 5.JPG
Lee's stain used in gallbladder cells.
PTAH stain used in Human squamous epithelial cells. Nucleus in human cheek cells 3.jpg
PTAH stain used in Human squamous epithelial cells.

Histology

In staining during microscopic examination for diagnosis or research, acid dyes are used to color basic tissue proteins. In contrast, basic dyes are used to stain cell nuclei and some other acidic components of tissues. [8] Regarding cellular structures, acid dyes will stain acidophilic structures that have a net positive charge due to the fact that they have a negatively charged chromophore. Acidophilic structures include the cytoplasm, collagen and mitochondria. The two have an affinity for each other due to the conflicting charges. [9] [10] Examples of acid dyes used in medicine include: [11]

Food Industry

Acid dyes can also be used as food colouring, helping to increase the attractiveness of certain foods, and thus becoming more appealing to customers. Some examples include erythrosine, tartrazine, sunset yellow and allura red, to name a few, many of which are azo dyes. [12] These dyes can be used in frosting, cookies, bread, condiments or drinks. In order to prevent health hazards, a dye must be approved for consumption before it can be marked as edible. Some separation methods that can be used to identify unapproved dyes include the solid phase extraction process, the overpressured thin layer chromatography process, and the use of reversed-phase plates. [13]

Structures

The chemistry of acid dyes is complex and diverse. Most acid dyes are related in basic structure to the following:

Classes of acid dyes

Acidic dyes can be classified according to their dyeing behavior. This includes their wet fastness, migration ability, and dyeing pH: [1]

Safety

Some dyes are mutagenic and carcinogenic, including methyl orange, acid red 26, and trypan blue. [15] [16]

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">Textile</span> Various fiber-based materials

Textile is an umbrella term that includes various fiber-based materials, including fibers, yarns, filaments, threads, different fabric types, etc. At first, the word "textiles" only referred to woven fabrics. However, weaving is not the only manufacturing method, and many other methods were later developed to form textile structures based on their intended use. Knitting and non-woven are other popular types of fabric manufacturing. In the contemporary world, textiles satisfy the material needs for versatile applications, from simple daily clothing to bulletproof jackets, spacesuits, and doctor's gowns.

<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.

Sulfur dyes are the most commonly used dyes manufactured for cotton in terms of volume. They are inexpensive, generally have good wash-fastness, and are easy to apply. Sulfur dyes are predominantly black, brown, and dark blue. Red sulfur dyes are unknown, although a pink or lighter scarlet color is available.

<span class="mw-page-title-main">Dyeing</span> Process of adding color to textile products

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 the 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.

In a reactive dye, a chromophore contains a substituent that reacts with the substrate. Reactive dyes have good fastness properties owing to the covalent bonding that occurs during dyeing. Reactive dyeing is the most important method for coloring cellulose fibers. Reactive dyes can also be applied on wool and nylon; in the latter case they are applied under weakly acidic conditions. Reactive dyes have a low utilization degree compared to other types of dyestuff, since the functional group also bonds to water, creating hydrolysis.

A fabric softener or fabric conditioner is a conditioner that is applied to laundry after it has been washed in a washing machine. A similar, more dilute preparation meant to be applied to dry fabric is known as a wrinkle releaser.

<span class="mw-page-title-main">3,3'-Diaminobenzidine</span> Chemical compound

3,3′-Diaminobenzidine (DAB) is an organic compound with the formula (C6H3(NH2)2)2. This derivative of benzidine is a precursor to polybenzimidazole, which forms fibers that are renowned for their chemical and thermal stability. As its water-soluble tetrahydrochloride, DAB has been used in immunohistochemical staining of nucleic acids and proteins.

<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 there are some that 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.

Vat dyes are a class of dyes that are classified as such because of the method by which they are applied. Vat dyeing is a process that refers to dyeing that takes place in a bucket or vat. The original vat dye is indigo, once obtained only from plants but now often produced synthetically.

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

Bismarck brown Y also called C.I. 21000 and C.I. Basic Brown 1, is a diazo dye with the idealized formula [(H2N)2C6H3N2]2C6H4. The dye is a mixture of closely related compounds. It was one of the earliest azo dyes, being described in 1863 by German chemist Carl Alexander von Martius. It is used in histology for staining tissues.

<span class="mw-page-title-main">Polyester</span> Category of polymers, in which the monomers are joined together by ester links

Polyester is a category of polymers that contain the ester functional group in every repeat unit of their main chain. As a specific material, it most commonly refers to a type called polyethylene terephthalate (PET). Polyesters include naturally occurring chemicals, such as in plants and insects, as well as synthetics such as polybutyrate. Natural polyesters and a few synthetic ones are biodegradable, but most synthetic polyesters are not. Synthetic polyesters are used extensively in clothing.

<span class="mw-page-title-main">Victoria blue BO</span> Chemical compound

Victoria blue BO, also known as C.I. Basic Blue 7 and C.I. 42595, is a chloride salt of a dye with the chemical formula [C33H40N3]Cl. It has the appearance of a reddish blue powder. Victoria Blue BO base, also known as Solvent Blue 5 and C.I. 42595:1, is the hydroxide derivative of the same cation. Its chemical formula is [C33H40N3]OH. Victoria blues are members of the triarylmethane dyes, but unlike most such dyes, the Victoria blues have a naphthylamine group.

<span class="mw-page-title-main">Nigrosin</span> Mixture of synthetic black dyes

In staining dyes, nigrosin is a mixture of black synthetic dyes made by heating a mixture of nitrobenzene, aniline, and hydrochloric acid in the presence of copper or iron. Related to induline, it is a mixture of phenazine-based compounds. Its main industrial uses are as a colorant for lacquers and varnishes and in marker pen inks. Sulfonation of nigrosin yields a water-soluble anionic dye, nigrosin WS.

<span class="mw-page-title-main">Finishing (textiles)</span> Manufacturing process

In textile manufacturing, finishing refers to the processes that convert the woven or knitted cloth into a usable material and more specifically to any process performed after dyeing the yarn or fabric to improve the look, performance, or "hand" (feel) of the finish textile or clothing. The precise meaning depends on context.

<span class="mw-page-title-main">Naphthol Green B</span> Chemical compound

Naphthol Green B is a coordination complex of iron that is used as a dye. The ligand is a sulfonated derivative of 1-nitroso-2-naphthol.

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.

Methine dyes are dyes whose chromophoric system consists of conjugated double bonds (polyenes) flanked by two end groups: an electron acceptor A and an electron donor D.


Structural of methine dyes

Wet Processing Engineering is one of the major streams in Textile Engineering or Textile manufacturing which refers to the engineering of textile chemical processes and associated applied science. The other three streams in textile engineering are yarn engineering, fabric engineering, and apparel engineering. The processes of this stream are involved or carried out in an aqueous stage. Hence, it is called a wet process which usually covers pre-treatment, dyeing, printing, and finishing.

References

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  2. Trowbridge Filippone, Peggy. "Food Color Additives". Archived from the original on April 5, 2015. Retrieved September 8, 2016.
  3. Klaus Hunger, ed. (2003), Industrial Dyes: Chemistry, Properties, Applications (in German), Weinheim: WILEY-VCH Verlag, pp. 276ff, ISBN   978-3-662-01950-4
  4. A K Roy Choudhary, “Textile Preparation and Dyeing”, Science Publishers, USA (2006)
  5. "Mechanism of Dyeing with Acid Dyes". Textile Learner. Mazharul Islam Kiron. Retrieved 2012-01-08.
  6. Clark, Jim (2012). "Intermolecular bonding - van der Waals forces". chemguide.co.uk. Retrieved 15 June 2014.
  7. 1 2 3 4 "How Acid Dye Works" . Retrieved October 21, 2019.
  8. Bruckner, Monica Z. "Basic Cellular Staining" . Retrieved December 12, 2013.
  9. "Staining and Commonly Used Stains". Histology Learning system. Boston University. Retrieved 2019-11-05.
  10. Gokhale, S (2008). Pharmaceutical Biology. Maharashtra, India: Pragati Books Pvt. Ltd.
  11. "Staining and Commonly Used Stains". Histology Learning system. Boston University. Retrieved 2019-11-05.
  12. Frazier, R.A (2007). CAPILLARY ELECTROPHORESIS | Food Additives. Elsevier Ltd.
  13. Vega, M (2000). Encyclopedia of Separation Science. Elsevier Ltd.
  14. Hunger, Klaus; Mischke, Peter; Rieper, Wolfgang; Raue, Roderich; Kunde, Klaus; Engel, Aloys (2005). "Azo Dyes". Ullmann's Encyclopedia of Industrial Chemistry . Weinheim: Wiley-VCH. doi:10.1002/14356007.a03_245. ISBN   3527306730.
  15. Prival, M. J.; Bell, S. J.; Mitchell, V. D.; Peiperl, M. D.; Vaughan, V. L. (1984). "Mutagenicity of benzidine and benzidine-congener dyes and selected monoazo dyes in a modified Salmonella assay". Mutation Research. 136 (1): 33–47. doi:10.1016/0165-1218(84)90132-0. PMID   6371512.
  16. Bansal, Megha; Yadav, Rajesh Kumar (2016). "OCCUPATIONAL HEALTH HAZARDS AND AWARENESS OF OCCUPATIONAL SAFETY AMONG WORKERS OF TEXTILE DYEING INDUSTRIES IN JAIPUR, INDIA". Suresh Gyan Vihar University International Journal of Environment, Science and Technology. 2 (2): 30–38. S2CID   37596329.