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Hair coloring, or hair dyeing, is the practice of changing the
hair color Human hair color is the pigmentation of human hair follicles due to two types of melanin: eumelanin and pheomelanin. Generally, if more melanin is present, the color of the hair is darker; if less melanin is present, the hair is lighter. The t ...
. The main reasons for this are
cosmetic Cosmetic may refer to: *Cosmetics, or make-up, substances to enhance the beauty of the human body, apart from simple cleaning *Cosmetic, an adjective describing beauty, aesthetics, or appearance, especially concerning the human body *Cosmetic, a t ...
: to cover gray or white hair, to change to a color regarded as more fashionable or desirable, or to restore the original hair color after it has been discolored by hairdressing processes or sun bleaching. Hair coloring can be done professionally by a hairdresser or independently at home. Today, hair coloring is very popular, with 75% of women and 18% of men living in
Copenhagen Copenhagen ( or .; da, København ) is the capital and most populous city of Denmark, with a proper population of around 815.000 in the last quarter of 2022; and some 1.370,000 in the urban area; and the wider Copenhagen metropolitan a ...
having reported using hair dye (according to a study by the
University of Copenhagen The University of Copenhagen ( da, Københavns Universitet, KU) is a prestigious public university, public research university in Copenhagen, Copenhagen, Denmark. Founded in 1479, the University of Copenhagen is the second-oldest university in ...
). At-home coloring in the United States reached $1.9 billion in 2011 and was expected to rise to $2.2 billion by 2016.


History

Diodorus Siculus Diodorus Siculus, or Diodorus of Sicily ( grc-gre, Διόδωρος ;  1st century BC), was an ancient Greek historian. He is known for writing the monumental universal history '' Bibliotheca historica'', in forty books, fifteen of which ...
, a Greek historian, described in detail how
Celtic Celtic, Celtics or Keltic may refer to: Language and ethnicity *pertaining to Celts, a collection of Indo-European peoples in Europe and Anatolia **Celts (modern) *Celtic languages **Proto-Celtic language *Celtic music *Celtic nations Sports Foo ...
people dyed their hair blonde: "Their aspect is terrifying... They are very tall in stature, with rippling muscles under clear white skin. Their hair is blond, but not naturally so: they bleach it, to this day, artificially, washing it in lime and combing it back from their foreheads. They look like wood-demons, their hair thick and shaggy like a horse's mane. Some of them are clean-shaven, but others—especially those of high rank—shave their cheeks but leave a moustache that covers the whole mouth...". The dyeing of hair is an ancient art that involves treatment of the hair with various
chemical A chemical substance is a form of matter having constant chemical composition and characteristic properties. Some references add that chemical substance cannot be separated into its constituent elements by physical separation methods, i.e., w ...
compounds. In ancient times, the dyes were obtained from plants. Some of the most well known are
henna Henna is a dye prepared from the plant ''Lawsonia inermis'', also known as the henna tree, the mignonette tree, and the Egyptian privet, the sole species of the genus ''Lawsonia''. ''Henna'' can also refer to the temporary body art resulting fr ...
(''Lawsonia inermis''),
indigo dye Indigo dye is an organic compound with a distinctive blue color. Historically, indigo was a natural dye extracted from the leaves of some plants of the ''Indigofera'' genus, in particular '' Indigofera tinctoria''; dye-bearing ''Indigofera'' pl ...
, '' Cassia obovata'', senna,
turmeric Turmeric () is a flowering plant, ''Curcuma longa'' (), of the ginger family, Zingiberaceae, the rhizomes of which are used in cooking. The plant is a perennial, rhizomatous, herbaceous plant native to the Indian subcontinent and Southeast ...
and amla. Others include katam (''buxus dioica''), black walnut hulls,
red ochre Ochre ( ; , ), or ocher in American English, is a natural clay earth pigment, a mixture of ferric oxide and varying amounts of clay and sand. It ranges in colour from yellow to deep orange or brown. It is also the name of the colours produced ...
and
leek The leek is a vegetable, a cultivar of '' Allium ampeloprasum'', the broadleaf wild leek ( syn. ''Allium porrum''). The edible part of the plant is a bundle of leaf sheaths that is sometimes erroneously called a stem or stalk. The genus '' Al ...
s. In the 1661 book ''Eighteen Books of the Secrets of Art & Nature'', various methods of coloring hair black, gold, green, red, yellow, and white are explained. The development of synthetic dyes for hair is traced to the 1860s discovery of the reactivity of
para-phenylenediamine ''p''-Phenylenediamine (PPD) is an organic compound with the formula C6H4(NH2)2. This derivative of aniline is a white solid, but samples can darken due to air oxidation. It is mainly used as a component of engineering polymers and composites l ...
(PPD) with air. Eugène Schueller, the founder of
L'Oréal L'Oréal S.A. () is a French personal care company headquartered in Clichy, Hauts-de-Seine with a registered office in Paris. It is the world's largest cosmetics company and has developed activities in the field concentrating on hair color, ...
, is recognized for creating the first synthetic hair dye in 1907. In 1947 the German cosmetics firm Schwarzkopf launched the first home color product, "Poly Color". Hair dyeing is now a multibillion-dollar industry that involves the use of both plant-derived and synthetic dyes.


Application techniques


Off-scalp

Hair color was traditionally applied to the hair as one overall color. The modern trend is to use several colors to produce streaks or gradations, but not all work on top of a single base color. These are referred to as: * ''Highlighting'', where sections of hair are treated with lighteners * ''Lowlighting'', where sections of hair are treated with darker hair colors * ''Splashlighting'', a horizontal band of bleached hair from ear to ear There are also newer coloring techniques such as ombré, shatush, balayage, airtouch, in which hair is dark on the crown and bit by bit becomes lighter toward the ends. These are off-the-scalp techniques, and can be applied by the following methods: * ''Foiling'', where pieces of foil or plastic film are used to separate the hair to be colored. Employed especially when more than one color is to be applied, this method ensures that only the desired hair strands are colored, and the rest spared. * ''Cap'', when a plastic cap is placed tightly on the head and strands are pulled through with a hook, a method infrequently practiced other than for applying highlights to short hair. * ''Balayage'', where hair color is painted directly onto sections of the hair with no foils used to keep the color contained, a method growing in popularity due to its observed effect of appearing more natural. The difference between balayage and ombré is that a balayage requires more precise hand-painting sections of hair and typically costs more. * ''Baby lights'', very thin highlights that are created by using a fine color technique, baby light results are very natural and subtle. * '' Dipping or tip dyeing'', where tips of the hair are dipped directly into dye. All coloring techniques can be used with any type of color. For lightening, the hair sometimes has to be bleached before coloring.


On-scalp

Hair coloring can also be applied on the scalp for a more solid level of coverage * ''Root touch-up'', where color is applied only to the most recent section of re-growth (usually the first inch of hair nearest the scalp) Root touch-ups are repeated every 4–6 weeks as the natural color grows in and becomes apparent. People who color their hair to disguise gray often have these root touch-ups. * ''All-over color'', where the person wants all of their hair to be a different solid color * ''Block coloring'', where the person wants two or more colors applied to their hair, resulting in dimension and contrast All coloring techniques can be used with any type of color. For lightening, the hair sometimes has to be bleached before coloring.


Types

The four most common classifications are ''permanent'', ''demi-permanent'' (sometimes called ''deposit only''), ''semi-permanent'', and ''temporary''.


Permanent

Permanent hair color generally contains ammonia and must be mixed with a developer or oxidizing agent in order to permanently change hair color.
Ammonia Ammonia is an inorganic compound of nitrogen and hydrogen with the formula . A stable binary hydride, and the simplest pnictogen hydride, ammonia is a colourless gas with a distinct pungent smell. Biologically, it is a common nitrogenous ...
is used in permanent hair color to open the
cuticle A cuticle (), or cuticula, is any of a variety of tough but flexible, non-mineral outer coverings of an organism, or parts of an organism, that provide protection. Various types of "cuticle" are non- homologous, differing in their origin, structu ...
layer so that the developer and colorants together can penetrate into the cortex. The developer, or oxidizing agent, comes in various volumes. The higher the developer volume, the higher the "lift" will be of a person's natural hair pigment. Someone with dark hair wishing to achieve two or three shades lighter may need a higher developer whereas someone with lighter hair wishing to achieve darker hair will not need one as high. Timing may vary with permanent hair coloring but is typically 30 minutes or 45 minutes for those wishing to achieve maximum color change.


Demi-permanent

(24±4 shampoos typically) Demi-permanent is hair coloring that contains an alkaline agent (e.g. ethanolamine,
sodium carbonate Sodium carbonate, , (also known as washing soda, soda ash and soda crystals) is the inorganic compound with the formula Na2CO3 and its various hydrates. All forms are white, odourless, water-soluble salts that yield moderately alkaline solutions ...
) other than ammonia, and while always employed with a developer, the concentration of
hydrogen peroxide Hydrogen peroxide is a chemical compound with the formula . In its pure form, it is a very pale blue liquid that is slightly more viscous than water. It is used as an oxidizer, bleaching agent, and antiseptic, usually as a dilute solution (3 ...
in that developer may be lower than used with a permanent hair color. These products provide almost no lightening of hair's color during dyeing, since the alkaline agents employed in demi-permanent colors are less effective in removing the natural pigment of hair than ammonia. As the result, they cannot color hair to a lighter shade than it was before dyeing and are less damaging to hair than their permanent counterpart. Demi-permanents are much more effective at covering gray hair than semi-permanents, but less so than permanents. Demi-permanents have several advantages as compared with permanent color. Because there is essentially no lifting (i.e., removal) of natural hair color, the final color is less uniform/homogeneous than a permanent and therefore more natural looking; they are gentler on hair and therefore safer, especially for damaged hair; and they wash out over time (typically 20 to 28 shampoos), so root regrowth is less noticeable and if a change of color is desired, it is easier to achieve. Demi-permanent hair colors are not permanent but the darker shades in particular may persist longer than indicated on the packet.


Semi-permanent

(6±2 shampoos typically)
Semi- Numeral or number prefixes are prefixes derived from numerals or occasionally other numbers. In English and many other languages, they are used to coin numerous series of words. For example: * unicycle, bicycle, tricycle (1-cycle, 2-cycle, 3-cyc ...
permanent hair coloring cannot lighten the hair either; Because it involves no developer (hydrogen peroxide) or ammonia, it is thus less damaging to hair strands than their demi-permanent counterpart. There will be subtle variations in shade across the entire head, because of hair's color and porosity along the length of a hair strand. The final color of each strand of hair will depend on its original color and porosity. This variation gives a more natural looking result than the solid all over color of a permanent. Because gray or white hairs have a different starting color than other hair, they will not appear as the same shade as the rest of the hair when treated with semi-permanent color. If there are only minimal grey/white hairs, the effect will usually be enough for them to blend in, but as the gray spreads, there will come a point where it will not be disguised as well. In this case, the move to demi-permanent as a base can be used sometimes adding highlights, to delay permanent coloring. Semi-permanent hair color uses compounds of lower
molecular weight A molecule is a group of two or more atoms held together by attractive forces known as chemical bonds; depending on context, the term may or may not include ions which satisfy this criterion. In quantum physics, organic chemistry, and bio ...
than are found in temporary hair color dyes. These dyes are only able to wedge under the cuticle layer of the hair shaft only. For this reason, the color will survive limited washing, typically 4–8 shampoos. Semi-permanents may still contain the suspected
carcinogen A carcinogen is any substance, radionuclide, or radiation that promotes carcinogenesis (the formation of cancer). This may be due to the ability to damage the genome or to the disruption of cellular metabolic processes. Several radioactive sub ...
p-phenylenediamine (PPD) or other related colorant carcinogens. The U.S. Environmental Protection Agency reported chronic exposure to PPD in the diet of rats and mice depressed body weight of the animals, with no other clinical signs of toxicity observed in several studies.


Temporary color

Temporary hair color is available in various forms including rinses,
shampoo Shampoo () is a hair care product, typically in the form of a viscous liquid, that is used for cleaning hair. Less commonly, shampoo is available in solid bar format. Shampoo is used by applying it to wet hair, massaging the product into the ...
s, gels, sprays, and foams. Temporary hair color is typically brighter and more vibrant than semi-permanent and permanent hair color. It is most often used to color hair for special occasions such as
Christmas Christmas is an annual festival commemorating the birth of Jesus Christ, observed primarily on December 25 as a religious and cultural celebration among billions of people around the world. A feast central to the Christian liturgical year ...
and
Halloween Halloween or Hallowe'en (less commonly known as Allhalloween, All Hallows' Eve, or All Saints' Eve) is a celebration observed in many countries on 31 October, the eve of the Western Christian feast of All Saints' Day. It begins the observan ...
costume parties. The pigments in temporary hair color are high molecular weight and cannot penetrate the cuticle layer. The color particles remain adsorbed (closely adherent) to the surface of the hair shaft and are easily removed with a single shampooing. Temporary hair color can persist on hair that is excessively dry or damaged in a way that allows for migration of the pigment to the interior of the hair shaft.


Alternative color

Alternative hair coloring products are designed to create hair colors not typically found in nature. These are also referred to as "vivid color" in the hairstyling industry. The available colors are diverse, such as the colors green and fuchsia. Permanent alternatives in some colors are available. More recently, blacklight-reactive hair dyes have been brought to market that fluoresce under blacklights, such as those often used at nightclubs. The chemical formulae of alternative color dyes typically contain only tint and have no developer. This means that they will only create the bright color of the packet if they are applied to light blond hair. Darker hair (medium brown to black) would need to be bleached in order for these pigment applications to take to the hair desirably. Some types of fair hair may also take vivid colors more fully after bleaching. Gold, yellow and orange undertones in hair that has not been lightened enough can muddy the final hair color, especially with pink,
blue Blue is one of the three primary colours in the RYB colour model (traditional colour theory), as well as in the RGB (additive) colour model. It lies between violet and cyan on the spectrum of visible light. The eye perceives blue when ...
and green dyes. Although some alternative colors are semi-permanent, such as blue and purple, it could take several months to fully wash the color from bleached or pre-lightened hair.


Hair bleaching

Hair is given a lighter color by
bleaching Bleach is the generic name for any chemical product that is used industrially or domestically to remove color (whitening) from a fabric or fiber or to clean or to remove stains in a process called bleaching. It often refers specifically, to ...
it.
Melanin Melanin (; from el, μέλας, melas, black, dark) is a broad term for a group of natural pigments found in most organisms. Eumelanin is produced through a multistage chemical process known as melanogenesis, where the oxidation of the amino ...
pigments, which give hair a darker color, can be broken down with
oxidation Redox (reduction–oxidation, , ) is a type of chemical reaction in which the oxidation states of substrate change. Oxidation is the loss of electrons or an increase in the oxidation state, while reduction is the gain of electrons or ...
. The oxidizing agent used to bleach hair is
hydrogen peroxide Hydrogen peroxide is a chemical compound with the formula . In its pure form, it is a very pale blue liquid that is slightly more viscous than water. It is used as an oxidizer, bleaching agent, and antiseptic, usually as a dilute solution (3 ...
. It is mixed with
ammonia Ammonia is an inorganic compound of nitrogen and hydrogen with the formula . A stable binary hydride, and the simplest pnictogen hydride, ammonia is a colourless gas with a distinct pungent smell. Biologically, it is a common nitrogenous ...
to create an
alkaline In chemistry, an alkali (; from ar, القلوي, al-qaly, lit=ashes of the saltwort) is a basic, ionic salt of an alkali metal or an alkaline earth metal. An alkali can also be defined as a base that dissolves in water. A solution of a ...
solution and to speed up the reaction. When melanin is oxidized,
oxygen Oxygen is the chemical element with the symbol O and atomic number 8. It is a member of the chalcogen group in the periodic table, a highly reactive nonmetal, and an oxidizing agent that readily forms oxides with most elements ...
gas is released. Products for bleaching one's hair at home usually contain a 6%
solution Solution may refer to: * Solution (chemistry), a mixture where one substance is dissolved in another * Solution (equation), in mathematics ** Numerical solution, in numerical analysis, approximate solutions within specified error bounds * Solutio ...
of hydrogen peroxide, while products for use in a hair salon can contain up to 9%. Peroxide bleached hair can have undesirable
brass Brass is an alloy of copper (Cu) and zinc (Zn), in proportions which can be varied to achieve different mechanical, electrical, and chemical properties. It is a substitutional alloy: atoms of the two constituents may replace each other wi ...
y or yellow hue. A product known as a toner is used to slightly alter the hair color's undertones. Purple shampoo (shampoo with purple coloring agents) can also be used to counteract brassy undertones.


Maintaining hair color

There are many ways that people can maintain their hair color, such as: * Using color-protecting shampoos and conditioners * Using sulfate-free shampoo * Using purple shampoos and conditioners to maintain or enhance the blond color in their hair * Using leave-in treatments with UV absorbents * Getting deep-conditioning treatments to smooth and add luster * Avoiding chlorine * Using heat protecting products before using styling appliances


Adverse effects

Hair coloring involves the use of chemicals capable of removing, replacing, and/or covering up pigments naturally found inside the hair shaft. Use of these chemicals can result in a range of adverse effects, including temporary skin irritation and allergy, hair breakage, skin discoloration and unexpected hair color results. According to the
International Agency for Research on Cancer The International Agency for Research on Cancer (IARC; french: Centre International de Recherche sur le Cancer, CIRC) is an intergovernmental agency forming part of the World Health Organization of the United Nations. Its role is to conduct and ...
(IARC), in vitro and in vivo studies (in exposed human populations) have shown that some hair dyes and many chemicals used in the hair dyeing process can be considered
mutagenic In genetics, a mutagen is a physical or chemical agent that permanently changes genetic material, usually DNA, in an organism and thus increases the frequency of mutations above the natural background level. As many mutations can cause cancer i ...
and
carcinogenic A carcinogen is any substance, radionuclide, or radiation that promotes carcinogenesis (the formation of cancer). This may be due to the ability to damage the genome or to the disruption of cellular metabolic processes. Several radioactive sub ...
.


Skin irritation and allergy

In certain individuals, the use of hair coloring can result in allergic reactions and/or skin irritation. Individuals allergic to gluten for example, will need to be cautious when purchasing hair color since certain hair dye includes gluten. Gluten does not need to be ingested for it to cause an allergy. Skin contact with gluten may cause a reaction; therefore, leading to an allergy. Symptoms of these reactions can include redness, sores, itching, burning sensation and discomfort. Symptoms will sometimes not be apparent immediately following the application and processing of the tint, but can also arise after hours or even a day later. To help prevent or limit allergic reactions, the majority of hair color products recommend that the client conduct a patch test before using the product. This involves mixing a small quantity of tint preparation and applying it directly to the skin for a period of 48 hours. If irritation develops, manufacturers recommend that the client not use the product. European dermatologists have, however, strongly advised against such pre-use testing, as it entails additional sensitisation (allergy) risk and the interpretation by lay people may not be sufficiently accurate.


Skin discoloration

Skin and fingernails are made of a similar type of keratinized protein as hair. That means that drips, slips and extra hair tint around the hairline can result in patches of discolored skin. This is more common with darker hair colors and persons with dry absorbent skin. That is why it is recommended that latex or nitrile gloves be worn to protect the hands. This discoloration will disappear as the skin naturally renews itself and the top layer of skin is removed (typically takes a few days or at most a week). Ways of preventing skin discoloration are to wear latex or nitrile gloves to protect the hands and also by applying a thin layer of petroleum jelly or oil-based preparation around the hairline. Gentle abrasives such as moist baking soda or a small amount of toothpaste applied with a toothbrush may also help remove the uppermost layer of skin and dye (neither removes just the dye). Acetone and nail polish remover are not considered effective; laundry detergent may sometimes work as may moist cigarette ash rubbed into the stained area.


Unintended results

Several factors influence the final color of the hair following the coloring process. * For semi-permanent and demi-permanent color, the final color is a blend of the natural color of the hair and the dye color. * Bleached hair will often require pre-pigmentation before a color application. Dyeing bleached hair brown can result in grey or very ashy (grey sheen) hair. * Previously color treated hair can react unpredictably with subsequent color treatments. * Previous use of shampoos which deposit a layer of plastic on the hair can block the action of the dye. * Presence of minerals, salts, chlorine or other contaminants in the water used in the coloring process * Certain prescription drugs can alter hair chemistry * Coloring dark hair to achieve a desirable shade of blond requires bleaching, followed by a secondary color treatment. Bleached hair can still have a yellow or coppery shade. A violet-based color can cancel out yellow tones, and a blue-based shade will cancel out coppery orange. * Porosity of hair can affect the final shade. Porous hair often absorbs more color, which sometimes results darker than expected


Health concerns

* The salt lead acetate (formerly the active ingredient in gradual darkening products such as Grecian formula) is toxic. Lead acetate trihydrate has also been shown to cause reproductive toxicity. * Articles link the development of some forms of
cancer Cancer is a group of diseases involving abnormal cell growth with the potential to invade or spread to other parts of the body. These contrast with benign tumors, which do not spread. Possible signs and symptoms include a lump, abnormal b ...
(including
leukemia Leukemia ( also spelled leukaemia and pronounced ) is a group of blood cancers that usually begin in the bone marrow and result in high numbers of abnormal blood cells. These blood cells are not fully developed and are called ''blasts'' or ...
, non-Hodgkin's lymphoma, bladder cancer, blood cancer, and multiple myeloma) with use of hair color. More specifically, prolonged use of permanent dark hair dyes can double a person's risk of getting some types of blood cancer.Hair Dye Linked to Blood Cancer
Webmd.com. Retrieved on 2010-12-21.
*In 2004 a known human carcinogen,
4-aminobiphenyl 4-Aminobiphenyl (4-APB) is an organic compound with the formula C6H5C6H4NH2. It is an amine derivative of biphenyl. It is a colorless solid, although aged samples can appear colored. 4-Aminobiphenyl was commonly used in the past as a rubber anti ...
or 4-ABP, was found in some commercial hair dyes. However, evidence is limited and inconsistent for the link between cancer from hair dye. *Phenylenediamine is known to cause health concerns, such as skin irritation. Exposure to phenylenediamine can occur during manufacturing or during the use of hair dyes. According to the Product Safety Summary Sheet by DuPont, Para-Phenyenediamine (PPD) is labeled as toxic and can cause adverse effects on aquatic organisms and could cause long-term effects in aquatic environments. In October 2017, the leading breast surgeon Professor
Kefah Mokbel Professor Kefah Mokbel FRCS is the lead consultant breast surgeon at the London Breast Institute of the Princess Grace Hospital, Professor (Honorary) of Breast Cancer Surgery at Brunel University London, an honorary consultant breast surgeon at ...
published a
meta-analysis A meta-analysis is a statistical analysis that combines the results of multiple scientific studies. Meta-analyses can be performed when there are multiple scientific studies addressing the same question, with each individual study reporting m ...
showing that use of hair dyes might increase the risk of developing breast cancer by 20% among users.


Chemistry of permanent hair coloring

Permanent hair coloring requires three components: (1) 1,4-diaminobenzene (historically) or 2,5-diaminotoluene (currently), (2) a coupling agent, and (3) an oxidant. The process is typically performed under basic conditions. The mechanism of oxidation dyes involves three steps: 1) Oxidation of 1,4-diaminobenzene derivative to the quinone state. 2) Reaction of this diimine with a coupler compound (more detail below). 3) Oxidation of the resulting compound to give the final dye. The preparation (dye precursors) is in the leuco (colorless) form. Oxidizing agents are usually
hydrogen peroxide Hydrogen peroxide is a chemical compound with the formula . In its pure form, it is a very pale blue liquid that is slightly more viscous than water. It is used as an oxidizer, bleaching agent, and antiseptic, usually as a dilute solution (3 ...
, and the alkaline environment is usually provided by ammonia. The combination of hydrogen peroxide and ammonia causes the natural hair to be lightened, providing a "blank canvas" for the dye. Ammonia opens the hair shaft pores so that the dye can actually diffuse inside the fiber. These dye intermediates and coupler compounds can undergo oxidation and coupling reaction as shown in the scheme below to form high molecular weight products, which are trapped in the hair matrix and cannot be readily removed through washing. Various combinations of primary intermediates and coupler compounds provide a spectrum of shades of hair colors. The primary intermediates are aromatic para compounds, such as 1,4-diaminobenzene or 4-aminophenol. The coupler compounds (couplers) are meta-substituted derivatives of
aniline Aniline is an organic compound with the formula C6 H5 NH2. Consisting of a phenyl group attached to an amino group, aniline is the simplest aromatic amine. It is an industrially significant commodity chemical, as well as a versatile starti ...
. They come in three major classes based on the color that they produce when they react with the primary intermediate. : *Blue couplers include 1,3-diaminobenzene and its derivatives. *Red couplers include phenols and naphthols, such as 3-aminophenol (CAS#591-27-5), 5-amino-2-methylphenol (CAS#2835-95-2) and 1-naphthol (CAS#90-15-3). The combination of 2,5-diaminotoluene with the coupler 3-aminophenol gives a magenta-brown dye, while the combination of 2,5-diaminotoluene with the coupler 1-naphthol gives a purple dye. *Yellow-green couplers include resorcinol, 4-chlororesorcinol, and benzodioxoles. These compounds produce broad-band absorption when they react to form dyes, allowing for more natural-looking hair colors. The combination of 2,5-diaminotoluene with the coupler resorcinol gives a greenish brown dye. The first step shows the oxidation of p-phenylenediamine to the quinonediimine (C6H4(NH)2): :: This species exists in equilibrium with the monoprotonated form (C6H4(NH)(NH2)+) (not shown). The second step involves the attack of this quinonediimine on the coupler. In
organic chemistry Organic chemistry is a subdiscipline within chemistry involving the scientific study of the structure, properties, and reactions of organic compounds and organic materials, i.e., matter in its various forms that contain carbon atoms.Clayden, J ...
, this reaction is called
electrophilic aromatic substitution Electrophilic aromatic substitution is an organic reaction in which an atom that is attached to an aromatic system (usually hydrogen) is replaced by an electrophile. Some of the most important electrophilic aromatic substitutions are aromatic n ...
: : In the third and final step, the product from the quinonediimine-coupler reaction oxidizes to the final hair dye. : It was once believed that the dye forms in the above reaction bonds to hair permanently."Hair Preparations," Ullmann's Encyclopedia of Industrial Chemistry. Wiley-VCH, Weinheim (2006). It was later shown that the main reason that this reaction imparts a permanent color on hair is that it produces larger dye molecules, which is locked inside the hair.


Plant-based dyes

Henna Henna is a dye prepared from the plant ''Lawsonia inermis'', also known as the henna tree, the mignonette tree, and the Egyptian privet, the sole species of the genus ''Lawsonia''. ''Henna'' can also refer to the temporary body art resulting fr ...
is an orange dye commonly used as a deposit-only hair color whose active component, lawsone, binds to
keratin Keratin () is one of a family of structural fibrous proteins also known as ''scleroproteins''. Alpha-keratin (α-keratin) is a type of keratin found in vertebrates. It is the key structural material making up Scale (anatomy), scales, hair, Nail ...
. It is therefore considered semi-permanent to permanent, depending on a person's hair type. Most people will achieve a permanent color from henna, especially after the second dye. With repeated use the orange color builds up into red and then auburn. While "natural" henna is generally a red color, variations exist. These variations usually contain ingredients from other plants and even synthetic dyes. Indigo is natural dye from a plant (''
Indigofera tinctoria ''Indigofera tinctoria'', also called true indigo, is a species of plant from the bean family that was one of the original sources of indigo dye. Description True indigo is a shrub one to two meters high. It may be an annual plant, annual, bi ...
'', '' I. suffructicosa, or '' I. arrecta'')'' that can be added to henna or layered on top of it to create brown to black colors in the hair. Henna is orange, and indigo is blue, so as complementaries on a standard color wheel, the two colors' combined effect is to create brown tones. Like henna, indigo may fade after one application, but it becomes permanent on the hair with repeated use. Using a plant-based color such as henna can cause problems later when trying to do a perm or permanent hair color. Some store-bought henna contains metallic salts which reacts to hydrogen peroxide that is used in hair lightening. This may lead to unpredictable results, such as green or blue tones in the hair. Henna is a healthy way to color hair, as long as no metallic salts are used. In 2018, a system for making semi-permanent hair dyes from renewable waste
blackcurrant The blackcurrant (''Ribes nigrum''), also known as black currant or cassis, is a deciduous shrub in the family Grossulariaceae grown for its edible berries. It is native to temperate parts of central and northern Europe and northern Asia, whe ...
(Ribes nigrum L.) fruit skins from the fruit pressing industry was developed.
Anthocyanin Anthocyanins (), also called anthocyans, are water-soluble vacuolar pigments that, depending on their pH, may appear red, purple, blue, or black. In 1835, the German pharmacist Ludwig Clamor Marquart gave the name Anthokyan to a chemical com ...
pigments were extracted from the blackcurrant skin waste and formulated into hair dyes. The dyes showed high buildup on hair and gave an intense blue color, which was stable to multiple washes.


Nanomaterial dyes

In the late 2010s and early 2020s, researchers at
Northwestern University Northwestern University is a private research university in Evanston, Illinois. Founded in 1851, Northwestern is the oldest chartered university in Illinois and is ranked among the most prestigious academic institutions in the world. Charte ...
have explored potential alternative forms of hair dye using
nanotechnology Nanotechnology, also shortened to nanotech, is the use of matter on an atomic, molecular, and supramolecular scale for industrial purposes. The earliest, widespread description of nanotechnology referred to the particular technological goal ...
. Concepts using
graphene oxide An oxide () is a chemical compound that contains at least one oxygen atom and one other element in its chemical formula. "Oxide" itself is the dianion of oxygen, an O2– (molecular) ion. with oxygen in the oxidation state of −2. Most of ...
and synthetic
melanin Melanin (; from el, μέλας, melas, black, dark) is a broad term for a group of natural pigments found in most organisms. Eumelanin is produced through a multistage chemical process known as melanogenesis, where the oxidation of the amino ...
nanoparticles A nanoparticle or ultrafine particle is usually defined as a particle of matter that is between 1 and 100 nanometres (nm) in diameter. The term is sometimes used for larger particles, up to 500 nm, or fibers and tubes that are less than 10 ...
have been tested; however, , neither has been released commercially.


Legal restrictions

Hair dyes are cosmetic compounds that make contact with the skin during application. Because of this skin contact, there exists some health risk associated with use of hair dyes. Thus, hair dyes are regulated in the commercial marketplace and, as new toxicity data is generated for some hair dyes and health risks are discovered, some of these hair dyes are being legally restricted from the cosmetic marketplace. The
European Union The European Union (EU) is a supranational union, supranational political union, political and economic union of Member state of the European Union, member states that are located primarily in Europe, Europe. The union has a total area of ...
is particularly stringent with regard to health regulations. To ensure that hair dyes contain only safe substances, the
European Commission The European Commission (EC) is the executive of the European Union (EU). It operates as a cabinet government, with 27 members of the Commission (informally known as "Commissioners") headed by a President. It includes an administrative body ...
adopted the Directive 2012/21/EU to restrict the use of around 45 chemicals in hair dyes. The directive on dyes is part of a general and comprehensive set of regulations, the EU
Cosmetics Directive Council Directive 76/768/EEC of 27 July 1976 on the approximation of the laws of the Member States relating to cosmetic productssahabah The Companions of the Prophet ( ar, اَلصَّحَابَةُ; ''aṣ-ṣaḥāba'' meaning "the companions", from the verb meaning "accompany", "keep company with", "associate with") were the disciples and followers of Muhammad who saw or m ...
, permitted the use of black dye. As narrated in a
hadith Ḥadīth ( or ; ar, حديث, , , , , , , literally "talk" or "discourse") or Athar ( ar, أثر, , literally "remnant"/"effect") refers to what the majority of Muslims believe to be a record of the words, actions, and the silent approva ...
, the best thing with which to dye gray hair is henna and katam (a plant from Yemen which colors it black tinged with red).


See also

*
Human physical appearance Human physical appearance is the outward phenotype or look of human beings. There are infinite variations in human phenotypes, though society reduces the variability to distinct categories. The physical appearance of humans, in particular those a ...
*
Hairstyle A hairstyle, hairdo, haircut or coiffure refers to the styling of hair, usually on the human scalp. Sometimes, this could also mean an editing of facial or body hair. The fashioning of hair can be considered an aspect of personal groomi ...
* Hair highlighting * Punk fashion * Chapatsu


References


External links

* {{DEFAULTSORT:Hair Coloring