Difference between revisions of "Acid dye" - New World Encyclopedia

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'''Acid dye''' is a member of a class of [[dye]] that is applied from an acidic solution. In the home or art studio, the acid used in the dyebath is often vinegar ([[acetic acid]]) or [[citric acid]]. The uptake rate of the dye is controlled with the use of sodium chloride.
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An '''acid dye''' is a type of [[dye]] that is applied from an acidic solution. In the home or art studio, the acid used in the dyebath is often vinegar ([[acetic acid]]) or [[citric acid]]. In [[textile]]s, acid dyes are effective on [[protein]] fibers—particularly [[animal]] [[hair]] fibers such as [[wool]], [[alpaca]], and [[mohair]]. They are also useful for dyeing [[silk]]. They are effective on [[nylon]] but not on most other [[synthetic fiber]]s.
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{{toc}}
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Acid dyes are generally divided into three classes, based on fastness requirements, level dyeing properties, and economy. The classes overlap and generally depend on the type of [[fiber]] to be colored and the process used.
  
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]]. They are effective in dyeing the [[synthetic fiber|synthetic]] fiber [[nylon]] but of minimal interest in dyeing any other synthetic fibers.
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== Chemistry ==
  
Acid dyes are generally divided into three classes which depend on fastness requirements, level dyeing properties and economy. The classes overlap and generally depend on type of [[fiber]] to be colored and also the process used.
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Acid dyes are thought to attach to fibers by [[ionic bond]]s, [[hydrogen bond]]s, and Van der Waals forces. They are normally sold as the [[sodium salt]], therefore they are in the form of [[anion]]s in solution. Animal [[protein]] [[fibers]] and [[synthetic fiber|synthetic]] [[nylon]] fibers contain many [[cationic]] sites, therefore there is an attraction of the anionic dye [[molecule]] to a cationic site on the fiber. The strength (fastness) of this bond is related to the tendency of the dye to remain dissolved in water vis-a-vis its tendency to be fixed to the fiber.
  
Acid dyes are thought to fix to fibers by [[hydrogen bonding]], Van der Waals forces and ionic bonding. They are normally sold as the [[Sodium salt]] therefore they are in solution [[anionic]]. Animal [[protein]] [[fibers]] and [[synthetic fiber|synthetic]] [[Nylon]] fibers contain many [[cationic]] sites therefore there is an attraction of anionic dye [[molecule]] to a cationic site on the fiber. The strength (fastness) of this bond is related to the desire/ chemistry of the dye to remain dissolved in water over fixation to the fiber.  
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The chemistry of acid dyes is quite complex. Dyes are normally very large aromatic molecules consisting of many linked rings. Acid dyes usually have a sulfonyl or amino group on the molecule making them soluble in water. [[Water]] is the medium in which dyeing takes place.  
  
==Structures==
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===Structures===
  
The chemistry of acid dyes is quite complex. Dyes are normally very large aromatic molecules consisting of many linked rings. Acid dyes usually have a sulfonyl or amino group on the molecule making them soluble in water. Water is the medium in which dyeing takes place. Most acid dyes are related in basic structure to the following:  
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Acid dyes are usually related in structure to one of the following basic types:
  
[[Anthraquinone]] type:
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'''[[Anthraquinone]] type:'''
  
 
[[Image:Anthraquinone acsv.svg|thumb|right|Anthraquinone]]
 
[[Image:Anthraquinone acsv.svg|thumb|right|Anthraquinone]]
Many acid dyes are synthesised from chemical intermediates which form anthraquinone-like structures as their final state. Many blue dyes have this structure as their basic shape. The structure predominates in the levelling class of acid dye.
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Many acid dyes are synthesized from chemical intermediates which form anthraquinone-like structures as their final state. Many blue dyes have this structure as their basic shape. The structure predominates in the leveling class of acid dye.
  
[[Azo dye]]s:
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'''[[Azo dye]]s:'''
  
<!-- Unsourced image removed: [[Image:Azobenzene.png|right|Azobeznene]] —>
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The structure of azo dyes is based on azobenzene (Ph-N=N-Ph). Although azo dyes are a separate class of dyestuff, mainly used in the dyeing of cotton (cellulose) fibers, many acid dyes have a similar structure. Most are red in color.  
The structure of azo dyes is based on azobenzene (Ph-N=N-Ph). Although Azo dyes are a separate class of dyesuff mainly used in the dyeing of cotton (cellulose) fibers, many acid dyes have a similar structure, most are red in color.  
 
  
[[Triphenylmethane]] related:
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'''[[Triphenylmethane]] type:'''
 
[[Image:Triphenylmethane.png|right|thumb|Triphenylmethane]]
 
[[Image:Triphenylmethane.png|right|thumb|Triphenylmethane]]
Acid dyes having structures related to triphenylmethane predominate in the milling class of dye. There are many yellow and green dyes commercially applied to fibers that are related to triphenylmethane.
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Acid dyes having structures related to triphenylmethane predominate in the milling class of dyes. There are many yellow and green dyes commercially applied to fibers that are related to triphenylmethane.
  
 
==Classes of acid dyes==
 
==Classes of acid dyes==
Equalizing/leveling acid dyes: Highest level [[dyeing]] properties. Quite combinable in trichromatic shades. Relatively small molecule therefore high migration before fixation. Low wet fastness therefore normally not suited for apparel fabric.
 
  
Milling acid dyes: Medium to high wet fastness. Some milling dyes have poor light fastness in pale shades. Generally not combinable. Used as self shades only.
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* Equalizing/leveling acid dyes: They have the highest level [[dyeing]] properties and are quite combinable in trichromatic shades. Their relatively small molecules allow high migration before fixation. However, they have low wet fastness and are normally not suited for apparel fabric.
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* Milling acid dyes: They have medium to high wet fastness, and some (in pale shades) have poor light fastness. These dyes are generally not combinable.
  
Metal complex acid dyes: More recent chemistry combined transition metals with dye precursors to produce metal complex acid dyes with the highest light fastness and wet fastness. These dyes are also very economical. They produce, however, duller shades.
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* Metal complex acid dyes: More recent chemistry combined transition metals with dye precursors to produce metal complex acid dyes with the highest light fastness and wet fastness. These dyes are also very economical. They, however, produce duller shades.
  
 
==Health and safety==
 
==Health and safety==
Any dyes including acid dyes have the ability to induce sensitization in humans due to their complex [[molecular structure]] and the way in which they are metabolized in the body. This is extremely rare nowadays, as we have a much greater understanding through experience and knowledge of dyestuffs themselves. Some acid dyes are used to color food. We wear fabrics every day exposing our skin to dyes.
 
  
The greatest risk of disease or injury due to dyes is by ingestion or exposure to dye dust. These scenarios are normally confined to textile workers. Whereby the dye itself is normally non toxic, the molecules are metabolized (usually in the liver) where they may be broken back down to the original intermediates used in manufacture. Thus many intermediate chemicals used in dye manufacture have been identified as [[toxic]] and their use restricted. There is a growing trend among governments to ban the importation of dyes synthesized from restricted intermediates. For example: the dye CI Acid red 128 is banned in Europe as it was found to metabolize in the body back to ortho-toluidine, one of its chemical intermediates. Many intermediates used in dye manufacture, such as o-toluidine and [[benzidine]], were found to be [[carcinogenic]]. All the major chemical companies have now ceased to market these dyes. Some, however, are still produced but they are found to be totally safe when on the fiber in its final state. The use of these dyes is declining rapidly, as cheaper and safer alternatives are now easily available.
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Any dye, including any acid dye, has the ability to induce sensitization in humans due to the complex [[molecular structure]] and the way in which it is metabolized in the body. This is extremely rare nowadays, as we have a much greater understanding through experience and knowledge of dyestuffs themselves. Some acid dyes are used to color food. We wear fabrics every day exposing our skin to dyes.
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 +
The greatest risk of illness or injury due to dyes is by ingestion or exposure to dye dust. These scenarios are normally confined to textile workers. Although the dye itself may normally be nontoxic, its metabolic breakdown (usually in the [[liver]]) may produce the original intermediates used in manufacture. Many intermediate chemicals used in dye manufacture have been identified as [[toxic]] and their use has been restricted.
  
The incident concerning the dye [[Sudan 1]] is an example of a suspected [[toxic]] dye finding its way into the food chain. Such incidents are extremely rare.
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There is a growing trend among governments to ban imports of dyes synthesized from restricted intermediates. For example, the dye CI Acid red 128 is banned in Europe, as it was found to metabolize in the body back to ortho-toluidine, one of its chemical intermediates. Many intermediates used in dye manufacture, such as o-toluidine and [[benzidine]], were found to be [[carcinogenic]]. All major chemical companies have now ceased to market these dyes. Some, however, are still produced, but they have been found to be totally safe when on the fiber in its final state. The use of these dyes is declining rapidly, as cheaper and safer alternatives are now readily available.
  
 
{{Dyeing}}
 
{{Dyeing}}
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== References ==
 
== References ==
'''<<Need 3 refs>>'''
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* Delamare, Guineau, and Ber Francois. 2000. ''Colors: The Story of Dyes and Pigments''. New York, NY: Harry N. Abrams. ISBN 0810928728.
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* Richards, Lynne, and Ronald J. Tyrl. 2005. ''Dyes from American Native Plants: A Practical Guide''. Portland, OR: Timber Press. ISBN 088192668X.
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* Noble, Elin. 2003. ''Dyes & Paints: A Hands-On Guide to Coloring Fabric''. Freetown, MA: Elin Noble. ISBN 0972825207.
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==External links==
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All links retrieved June 14, 2023.
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*[http://www.pburch.net/dyeing/aboutdyes.shtml About Dyes].
  
 
[[Category:Physical sciences]]
 
[[Category:Physical sciences]]
[[Category:Textiles technology]]
 
[[Category:Chemical engineering]]
 
  
 
{{credit|160847022}}
 
{{credit|160847022}}

Latest revision as of 07:40, 14 June 2023

An acid dye is a type of dye that is applied from an acidic solution. In the home or art studio, the acid used in the dyebath is often vinegar (acetic acid) or citric acid. In textiles, acid dyes are effective on protein fibers—particularly animal hair fibers such as wool, alpaca, and mohair. They are also useful for dyeing silk. They are effective on nylon but not on most other synthetic fibers.

Acid dyes are generally divided into three classes, based on fastness requirements, level dyeing properties, and economy. The classes overlap and generally depend on the type of fiber to be colored and the process used.

Chemistry

Acid dyes are thought to attach to fibers by ionic bonds, hydrogen bonds, and Van der Waals forces. They are normally sold as the sodium salt, therefore they are in the form of anions in solution. Animal protein fibers and synthetic nylon fibers contain many cationic sites, therefore there is an attraction of the anionic dye molecule to a cationic site on the fiber. The strength (fastness) of this bond is related to the tendency of the dye to remain dissolved in water vis-a-vis its tendency to be fixed to the fiber.

The chemistry of acid dyes is quite complex. Dyes are normally very large aromatic molecules consisting of many linked rings. Acid dyes usually have a sulfonyl or amino group on the molecule making them soluble in water. Water is the medium in which dyeing takes place.

Structures

Acid dyes are usually related in structure to one of the following basic types:

Anthraquinone type:

Anthraquinone

Many acid dyes are synthesized from chemical intermediates which form anthraquinone-like structures as their final state. Many blue dyes have this structure as their basic shape. The structure predominates in the leveling class of acid dye.

Azo dyes:

The structure of azo dyes is based on azobenzene (Ph-N=N-Ph). Although azo dyes are a separate class of dyestuff, mainly used in the dyeing of cotton (cellulose) fibers, many acid dyes have a similar structure. Most are red in color.

Triphenylmethane type:

Triphenylmethane

Acid dyes having structures related to triphenylmethane predominate in the milling class of dyes. There are many yellow and green dyes commercially applied to fibers that are related to triphenylmethane.

Classes of acid dyes

  • Equalizing/leveling acid dyes: They have the highest level dyeing properties and are quite combinable in trichromatic shades. Their relatively small molecules allow high migration before fixation. However, they have low wet fastness and are normally not suited for apparel fabric.
  • Milling acid dyes: They have medium to high wet fastness, and some (in pale shades) have poor light fastness. These dyes are generally not combinable.
  • Metal complex acid dyes: More recent chemistry combined transition metals with dye precursors to produce metal complex acid dyes with the highest light fastness and wet fastness. These dyes are also very economical. They, however, produce duller shades.

Health and safety

Any dye, including any acid dye, has the ability to induce sensitization in humans due to the complex molecular structure and the way in which it is metabolized in the body. This is extremely rare nowadays, as we have a much greater understanding through experience and knowledge of dyestuffs themselves. Some acid dyes are used to color food. We wear fabrics every day exposing our skin to dyes.

The greatest risk of illness or injury due to dyes is by ingestion or exposure to dye dust. These scenarios are normally confined to textile workers. Although the dye itself may normally be nontoxic, its metabolic breakdown (usually in the liver) may produce the original intermediates used in manufacture. Many intermediate chemicals used in dye manufacture have been identified as toxic and their use has been restricted.

There is a growing trend among governments to ban imports of dyes synthesized from restricted intermediates. For example, the dye CI Acid red 128 is banned in Europe, as it was found to metabolize in the body back to ortho-toluidine, one of its chemical intermediates. Many intermediates used in dye manufacture, such as o-toluidine and benzidine, were found to be carcinogenic. All major chemical companies have now ceased to market these dyes. Some, however, are still produced, but they have been found to be totally safe when on the fiber in its final state. The use of these dyes is declining rapidly, as cheaper and safer alternatives are now readily available.

See also

References
ISBN links support NWE through referral fees

  • Delamare, Guineau, and Ber Francois. 2000. Colors: The Story of Dyes and Pigments. New York, NY: Harry N. Abrams. ISBN 0810928728.
  • Richards, Lynne, and Ronald J. Tyrl. 2005. Dyes from American Native Plants: A Practical Guide. Portland, OR: Timber Press. ISBN 088192668X.
  • Noble, Elin. 2003. Dyes & Paints: A Hands-On Guide to Coloring Fabric. Freetown, MA: Elin Noble. ISBN 0972825207.

External links

All links retrieved June 14, 2023.

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