Perfume(UK:/ˈpɜːfjm/,US:/pərˈfjm/) is a mixture offragrantessential oilsoraroma compounds(fragrances),fixativesandsolvents,usually in liquid form, used to give the human body, animals, food, objects, and living-spaces an agreeablescent.[1]Perfumes can be defined as substances that emit and diffuse a pleasant and fragrant odor. They consist of manmade mixtures of aromatic chemicals and essential oils. The 1939Nobel Laureatefor Chemistry,Leopold Ružičkastated in 1945 that "right from the earliest days of scientific chemistry up to the present time, perfumes have substantially contributed to the development oforganic chemistryas regards methods, systematic classification, and theory. "[2]

Ancient texts and archaeological excavations show the use of perfumes in some of the earliest human civilizations. Modern perfumery began in the late 19th century with the commercial synthesis of aroma compounds such asvanillinorcoumarin,which allowed for the composition of perfumes with smells previously unattainable solely from natural aromatics.

History

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Egyptian scene depicting the preparation of lily perfume, 4th century BC

The wordperfumeis derived from the Latinperfumare,meaning "to smoke through".[3]Perfumery, as the art of making perfumes, began in ancientMesopotamia,Egypt,theIndus Valley civilizationand possiblyAncient China.[4]It was further refined by theRomansand the Muslims.[citation needed]

One of the world's first-recordedchemistsis considered to be a woman namedTapputi,a perfume maker mentioned in acuneiformtablet from the 2nd millennium BC in Mesopotamia.[5]She distilled flowers, oil, andcalamuswith otheraromatics,then filtered and put them back in the still several times.[6]

On theIndian subcontinent,perfume and perfumery existed in theIndus civilization(3300 BC – 1300 BC).[7]

A Byzantinealembicused to distill perfumes
Ancient Egyptian perfume vessel in shape of a monkey; 1550–1295 BC; faience; height: 6.5 cm, width: 3.3 cm, depth: 3.8 cm;Metropolitan Museum of Art(New York City)

In 2003,[8]archaeologists uncovered what are believed[by whom?]to be the world's oldest surviving perfumes inPyrgos,Cyprus.The perfumes dated back more than 4,000 years. They were discovered in an ancient perfumery, a 300-square-meter (3,230 sq ft) factory[8]housing at least 60 stills, mixing bowls, funnels, and perfume bottles. In ancient times people usedherbsandspices,such asalmond,coriander,myrtle,conifer resin,andbergamot,as well asflowers.[9]In May 2018, an ancient perfume "Rodo" (Rose) was recreated for the Greek National Archaeological Museum's anniversary show "Countless Aspects of Beauty", allowing visitors to approach antiquity through theirolfactionreceptors.[10]Romans and Greek extracted perfumes from diverse sources such as flowers, woods, seeds, roots, saps, gums. A temple to Athena in Elis, near Olympia, was said to have saffron blended into its wall plaster, allowing the interior to remain fragrant for 500 years.[11]

In the 9th century theArab chemistAl-Kindi(Alkindus) wrote theBook of the Chemistry of Perfume and Distillations,which contained more than a hundred recipes for fragrantoils,salves,aromatic waters, and substitutes or imitations of costly drugs. The book also described 107 methods and recipes for perfume-making and perfume-making equipment, such as thealembic(which still bears its Arabic name.[12][13][fromGreekἄμβιξ, "cup", "beaker" ][14][15]described bySynesiusin the 4th century[16]).

The Persian chemist Ibn Sina (also known asAvicenna) introduced the process of extracting oils from flowers by means ofdistillation,the procedure most commonly used today. He first experimented with therose.Until his discovery, liquid perfumes consisted of mixtures of oil and crushed herbs or petals, which made a strong blend.Rose waterwas more delicate, and immediately became popular. Both the raw ingredients and the distillation technology significantly influenced western perfumery and scientific developments, particularlychemistry.

There is a controversy on whether perfumery was completely lost inWestern Europeafter thefallof theWestern Roman Empire.That said, the art of perfumery in Western Europe was reinvigorated after the Islamicinvasion of SpainandSouthern Italyin 711 and 827. The Islamic controlled cities of Spain (Al-Andalus) became major producers of perfumes that were traded throughout theOld World.Like in the ancient world,Andalusiansused fragrance in devotion to God. Perfumes added a layer of cleanliness that was needed for their devotion. Andalusian women were also offered greaterfreedomsthan women in other Muslim controlled regions and were allowed to leave their homes and socialize outside. This freedom allowedcourtshipto occur outside of the home. As a result, Andalusian women used perfumes for courtship.[17]

Recipes of perfumes from themonksof Santa Maria Delle Vigne orSanta Maria NovellaofFlorence,Italy, were recorded from 1221.[18]In the east, theHungariansproduced around 1370 a perfume made of scented oils blended in an alcohol solution – best known asHungary Water– at the behest ofQueen Elizabeth of Hungary.[19][20][21]The art of perfumery prospered inRenaissanceItaly, and in the 16th century the personal perfumer toCatherine de' Medici(1519–1589),RenétheFlorentine(Renato il fiorentino), took Italian refinements to France. His laboratory was connected with her apartments by a secret passageway, so that no formulae could be stolen en route. Thanks to Rene, France quickly became one of the European centers of perfume andcosmeticsmanufacture. Cultivation of flowers for their perfume essence, which had begun in the 14th century, grew into a major industry in the south of France.

Between the 16th and 17th centuries, perfumes were used primarily by the wealthy to maskbody odorsresulting from infrequent bathing.[22]In 1693, Italian barber Giovanni Paolo Feminis created a perfume water called Aqua Admirabilis,[23]today best known aseau de cologne;his nephewJohann Maria Farina(Giovanni Maria Farina) took over the business in 1732.[24][25]

By the 18th century theGrasseregion of France,Sicily,andCalabria(in Italy) were growing aromatic plants to provide the growing perfume industry with raw materials. Even today, Italy and France remain the center of European perfume design andtrade.

Dilution classes and terminologies

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OriginalEau de Cologneflacon 1811, fromJohann Maria Farina,Farina gegenüber
Vintage atomizer perfume bottle

Perfume types reflect the concentration of aromatic compounds in a solvent, which in fine fragrance is typicallyethanolor a mix of water and ethanol. Various sources differ considerably in the definitions of perfume types. The intensity and longevity of a fragrance is based on the concentration, intensity, and longevity of the aromatic compounds, or perfume oils, used. As the percentage of aromatic compounds increases, so does the intensity and longevity of the scent. Specific terms are used to describe a fragrance's approximate concentration by the percent of perfume oil in the volume of the final product. The most widespread terms[26]are:

  • ParfumorExtrait(P): 15–40% aromatic compounds (IFRA:typically ~20%). In English, parfum is also known as perfume extract, pure perfume, or simply perfume.
  • Esprit de parfum(ESdP): 15–30% aromatic compounds, a seldom used strength concentration between EdP and parfum.
  • Eau de parfum(EdP) orParfum de toilette(PdT): 10–20% aromatic compounds (typically ~15%). It is sometimes called "eau de perfume" or "millésime."[citation needed]Parfum de toilette is a less common term, most popular in the 1980s, that is generally analogous to eau de parfum.
  • Eau de toilette(EdT): 5–15% aromatic compounds (typically ~10%). This is the staple for most masculine perfumes.
  • Eau de cologne(EdC): 3–8% aromatic compounds (typically ~5%). This concentration is often simply called cologne.
  • Eau fraîche:3% or less aromatic compounds. This general term encompasses products sold as "splashes," "mists," "veils" and other imprecise terms. Such products may be diluted with water rather than oil or alcohol.[26]

Imprecise terminology

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J.B. Filz in Vienna. Perfumeries with long traditions, such as J.B. Filz, created their own scents.[27]

The wide range in the percentages of aromatic compounds that may be present in each concentration means that the terminology of extrait, EdP, EdT, and EdC is quite imprecise with regard to oil concentration. Although an EdP will often be more concentrated than an EdT and in turn an EdC, this is not always the case. Different perfumeries or perfume houses assign different amounts of oils to each of their perfumes. Therefore, although the oil concentration of a perfume in EdP dilution will necessarily be higher than the same perfume in EdT from within a company's same range, the actual amount will vary among companies. An EdT from one house may have a higher concentration of aromatic compounds than an EdP from another.

Furthermore, some fragrances with the sameproduct namebut having a differentconcentrationmay not only differ in their dilutions, but actually use different perfume oil mixtures altogether. For instance, in order to make the EdT version of a fragrance brighter and fresher than its EdP, the EdT oil may be "tweaked" to contain slightly more top notes or fewer base notes.Chanel No. 5is a good example: its parfum, EdP, EdT, and now-discontinued EdC concentrations are in fact different compositions (the parfum dates to 1921, the EdT from the 1950s, and the EdP was not developed until the 1980s). In some cases, words such asextrême,intense,orconcentréethat might indicate a higher aromatic concentration are actually completely different fragrances, related only because of a similar perfumeaccord.An example of this is Chanel'sPour MonsieurandPour Monsieur concentrée.This complexity adds a layer of nuance to the understanding and appreciation of perfumery, where variations in concentration and formulation can significantly alter the olfactory ( "the sense of smell" ) experience.

History of the terms and concentrations

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The terms "perfume" and "cologne" lead to much confusion in English. "Perfume" is often used as a generic, overarching term to refer to fragrances marketed to women, regardless of their exact concentration. The term "cologne" is applied to those sold to men. The actual product worn by a woman may be an eau de parfum rather than an extrait, or by a man an eau de toilette rather than an eau de cologne. The reasons why the terms "perfume" and "cologne" are often used in a generic sense is related to the modern development of perfumery in Europe since the 18th century.

The term "cologne" was first used in Europe in the 18th century to refer to a family of fresh, citrus-based fragrances distilled using extracts from citrus, floral, and woody ingredients. These "classical colognes" were supposedly first developed inCologne, Germany,hence the name. This type of cologne, which is still in production, describes unisex compositions "which are basically citrus blends and do not have a perfume parent."[28]Examples include Mäurer & Wirtz's4711(created in 1799), and Guerlain'sEau de Cologne Impériale(1830). "Toilet water," or eau de toilette, referred to wide range of scented waters not otherwise known as colognes, and were popular throughout the 19th century.

The term "perfume" emerged in the late 19th century. The first fragrance labeled a "parfum" extract with a high concentration of aromatic compounds was Guerlain'sJickyin 1889. In the first half of the 20th century, fragrance companies began offering their products in more than one concentration, often pairing an extrait with a lighter eau de toilette suitable for day wear, which made their products available to a wider range of customers. As this process accelerated, perfume houses borrowed the term "cologne" to refer to an even more diluted interpretation of their fragrances than eau de toilette.Guerlain,for example, offered an eau de cologne version of its flagship perfumeShalimarand many of its other fragrances. In contrast to a classical eau de cologne, this type of modern cologne is a lighter, less concentrated interpretation of a more concentrated product, typically a pure parfum, and is usually the lightest concentration from a line of fragrance products.[28]

The eau de parfum concentration and terminology is the most recent, being originally developed to offer the radiance of an EdT with the longevity of an extrait. Parfum de toilette and EdP began to appear in the 1970s and gained popularity in the 1980s. In the 21st century, EdP is probably the most widespread strength concentration. It is often the first concentration offered when a new fragrance is launched, and usually referred to generically as "perfume."[26]

Historically, women's fragrances tended to have higher levels of aromatic compounds than men's fragrances. Fragrances marketed to men were typically sold as EdT or EdC, rarely as EdP or perfume extracts. This is changing in the modern fragrance world, especially as fragrances are becoming more unisex. Women's fragrances used to be common in all levels of concentration, but in the 21st century are mainly seen in EdP and EdT concentrations. Many modern perfumes are never offered in extrait or eau de cologne formulations, and EdP and EdT account for the vast majority of new launches.[citation needed][29]

Solvent types

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Perfume oils are often diluted with a solvent, though this is not always the case, and its necessity is disputed. By far the most common solvent for perfume-oil dilution is alcohol, typically a mixture of ethanol and water or arectified spirit.Perfume oil can also be diluted by means of neutral-smelling oils such as fractionatedcoconut oil,or liquidwaxessuch asjojoba oilandalmond oil.

Applying fragrances

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The conventional application of pure perfume (parfum extrait) in Western cultures is behind the ears, at the nape of the neck, under the armpits and at the insides of wrists, elbows and knees, so that the pulse point will warm the perfume and release fragrance continuously. According to perfumerSophia Grojsmanbehind the knees is the ideal point to apply perfume in order that the scent may rise.[30]The modern perfume industry encourages the practice of layering fragrance so that it is released in different intensities depending upon the time of the day. Lightly scented products such as bath oil, shower gel, and body lotion are recommended for the morning; eau de toilette is suggested for the afternoon; and perfume applied to the pulse points for evening.[31][self-published source]Cologne fragrance is released rapidly, lasting around 2 hours. Eau de toilette lasts from 2 to 4 hours, while perfume may last up to six hours.[32]

A variety of factors can influence how fragrance interacts with the wearer's own physiology and affect the perception of the fragrance. Diet is one factor, as eating spicy and fatty foods can increase the intensity of a fragrance.[33]The use of medications can also impact the character of a fragrance.[33]The relative dryness of the wearer's skin is important, since dry skin will not hold fragrance as long as skin with more oil.[32]

Describing a perfume

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An original bottle ofFougère RoyalebyHoubigant.Created byPaul Parquetin 1884, it is one of the most important modern perfumes and inspired the eponymousFougèreclass of fragrances.
Fragrance pyramid

The precise formulae of commercial perfumes are keptsecret.Even if they were widely published, they would be dominated by such complex ingredients and odorants that they would be of little use in providing a guide to the general consumer in description of theexperienceof a scent. Nonetheless, connoisseurs of perfume can become extremely skillful at identifying components and origins of scents in the same manner as wine experts.[34]

The most practical way to start describing a perfume is according to the elements of thefragrance notesof the scent or the "family" it belongs to, all of which affect the overall impression of a perfume from first application to the last lingering hint of scent.[35][36]

The trail of scent left behind by a person wearing perfume is called itssillage,after the French word for "wake",as in the trail left by a boat in water.

Fragrance notes

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Perfume is described in a musical metaphor as having three sets ofnotes,making the harmonious scentaccord.The notes unfold over time, with the immediate impression of the top note leading to the deeper middle notes, and the base notes gradually appearing as the final stage. These notes are created carefully with knowledge of the evaporation process of the perfume.

  • Top notes:Also called thehead notes.The scents that are perceived immediately on application of a perfume. Top notes consist of small, light molecules that evaporate quickly. They form a person's initial impression of a perfume and thus are very important in the selling of a perfume. Examples of top notes include mint, lavender and coriander.
  • Middle notes:Also referred to asheart notes.The scent of a perfume that emerges just prior to the dissipation of the top note. The middle note compounds form the "heart"or main body of a perfume and act to mask the often unpleasant initial impression of base notes, which become more pleasant with time. Examples of middle notes include seawater, sandalwood and jasmine.
  • Base notes:The scent of a perfume that appears close to the departure of the middle notes. The base and middle notes together are the main theme of a perfume. Base notes bring depth and solidity to a perfume. Compounds of this class of scents are typically rich and "deep" and are usually not perceived until 30 minutes after application. Examples of base notes include tobacco, amber and musk.

The scents in the top and middle notes are influenced by the base notes; conversely, the scents of the base notes will be altered by the types of fragrance materials used as middle notes. Manufacturers who publish perfume notes typically do so with the fragrance components presented as afragrance pyramid,[37]using imaginative and abstract terms for the components listed.

Olfactive families

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The grouping of perfumes can never be completely objective or definitive. Many fragrances contain aspects of different families. Even a perfume designated as "single flower" will have subtle undertones of other aromatics. There are hardly any true unitary-scent perfumes consisting of a single aromatic material.

The family classification is a starting point to describe a perfume, but does not fully characterize it.

Traditional categories

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A floral bouquet, Joy fromJean Patou

The traditional categories which emerged around 1900:

Modern

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Since 1945, new categories have emerged to describe modern scents, due to great advances in the technology of compound design and synthesis, as well as the natural development of styles and tastes:

  • Bright Floral:Combining single floral and floral bouquet traditional categories. Example:Estée LauderBeautiful.
  • Green:Lighter, more modern interpretation of the Chypre type, with pronounced cut grass, crushed green leaf and cucumber-like scents. Examples: Estée LauderAliage,SisleyEau de Campagne,Calvin KleinEternity.
  • Aquatic,Oceanic,Ozonic:The newest category, first appearing in 1988DavidoffCool Water(1988), Christian DiorDune(1991). A clean smell reminiscent of the ocean, leading to manyandrogynousperfumes. Generally containscalone,a synthetic discovered in 1966, or more recent synthetics. Also used to accent floral, oriental, and woody fragrances.
  • Fruity:Featuring fruits other than citrus, such as peach, cassis (blackcurrant), mango, passionfruit, and others. Example: GinestetBotrytis.
  • Gourmand(French:[ɡuʁmɑ̃]): Scents with "edible" or "dessert-like" qualities, often containing vanilla,tonka bean,andcoumarin,as well as synthetic components designed to resemble food flavors. Example:Thierry Mugler'sAngel.

Fragrance wheel

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Fragrance Wheel perfumeclassification chart,ver. 1983

This newer classification method is widely used in retail and the fragrance industry, created in 1983 by the perfume consultantMichael Edwards.The new scheme simplifies classification and naming, as well as showing the relationships among the classes.[39]

The five main families areFloral,Oriental,Woody,Aromatic Fougère,andFresh,the first four from the classic terminology and the last from the modern oceanic category. Each of these are divided into subgroups and arranged around a wheel. In this scheme,Chanel No.5,traditionally classified as an aldehydic floral, is placed under the Soft Floral sub-group, while amber scents are within the Oriental group.Chypreperfumes are more ambiguous, having affinities with both the Oriental and Woody families. For instance, GuerlainMitsoukois under Mossy Woods, but HermèsRouge,a more floral chypre, is under Floral Oriental.

Aromatics sources

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Plant sources

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Citrus tree blossom
Resins in perfumery includemyrrh
Frankincense

Plants have long been used in perfumery as a source of essential oils and aroma compounds. These aromatics are usuallysecondary metabolitesproduced by plants as protection againstherbivores,infections, as well as to attractpollinators.Plants are by far the largest source of fragrant compounds used in perfumery. The sources of these compounds may be derived from various parts of a plant. A plant can offer more than one source of aromatics, for instance the aerial portions and seeds ofcorianderhave remarkably different odors from each other.Orangeleaves, blossoms, and fruit zest are the respective sources ofpetitgrain,neroli,andorange oils.

Animal sources

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Amuskpod. Extensive hunting of malemusk deerfor their pods in recent history has resulted in the detriment of the species.
Ambergris
  • Ambergris:Lumps ofoxidizedfatty compounds, whose precursors were secreted and expelled by thesperm whale.Ambergris should not be confused withyellow amber,which is used in jewelry. Because the harvesting of ambergris involves no harm to its animal source, it remains one of the few animalic fragrancing agents around which little controversy now exists.
  • Castoreum:Obtained from the odorous sacs of the North American beaver.
  • Civet:Also called civet musk, this is obtained from the odorous sacs of the civets, animals in the familyViverridae,related to themongoose.World Animal Protectioninvestigated African civets caught for this purpose.[41]
  • Hyraceum:Commonly known as "Africa stone", is the petrified excrement of therock hyrax.[42]
  • Honeycomb:From the honeycomb of thehoneybee.Both beeswax and honey can be solvent extracted to produce an absolute. Beeswax is extracted with ethanol and the ethanol evaporated to produce beeswax absolute.
  • Musk:Originally derived from a gland (sac or pod) located between the genitals and the umbilicus of the Himalayan malemusk deerMoschus moschiferus, it has now mainly been replaced by the use ofsynthetic muskssometimes known as "white musk".

Other natural sources

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  • Lichens:Commonly used lichens includeoakmossandtreemossthalli.
  • "Seaweed":Distillates are sometimes used asessential oilin perfumes. An example of a commonly used seaweed isFucus vesiculosus,which is commonly referred to as bladder wrack. Natural seaweed fragrances are rarely used due to their higher cost and lower potency than synthetics.

Synthetic sources

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Many modern perfumes containsynthesizedodorants. Synthetics can provide fragrances which are not found in nature. For instance,Calone,a compound of synthetic origin, imparts a fresh ozonous metallic marine scent that is widely used in contemporary perfumes. Synthetic aromatics are often used as an alternate source of compounds that are not easily obtained from natural sources. For example,linaloolandcoumarinare both naturally occurring compounds that can be inexpensively synthesized fromterpenes.Orchid scents (typicallysalicylates) are usually not obtained directly from the plant itself but are instead synthetically created to match the fragrant compounds found in various orchids.

One of the most commonly used classes of synthetic aromatics by far are thewhite musks.These materials are found in all forms of commercial perfumes as a neutral background to the middle notes. These musks are added in large quantities to laundry detergents in order to give washed clothes a lasting "clean" scent.

The majority of the world's synthetic aromatics are created by relatively fewcompanies.They include:

Each of these companies patents several processes for the production of aromatic synthetics annually.

Characteristics

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Natural and synthetics are used for their different odor characteristics in perfumery

Naturals Synthetics
Variance Natural scents will vary from each supplier based on when and where they are harvested, how they are processed, and the extraction method itself. This means that a certain flower grown in Morocco and in France will smell different, even if the same method is used to grow, harvest, and extract the scent. As such, each perfumer will prefer flowers grown in one country over another, or one extraction method to the next. However, due to a natural scent's mixed composition, it is easy for unscrupulous suppliers to adulterate the actual raw materials by changing itssource(adding Indian jasmine into Grasse jasmine) or thecontents(adding linalool to rosewood) to increase theirprofit margin. Much more consistent than natural aromatics. However, differences in organic synthesis may result in minute differences in concentration of impurities. If these impurities have low smell (detection) thresholds, the differences in the scent of the synthetic aromatic will be significant.
Components Contains many different organic compounds, each adding a different note to the overall scent. Certain naturally derived substances have a long history of use, but this cannot always be used as an indicator of whether they are safe or not. Possible allergenic or carcinogenic compounds. Depending on purity, consists primarily of one chemical compound. Sometimeschiralmixtures of isomers, such as in the case ofIso E Super.[43]Due to the almost pure composition of one chemical compound, the same molecules found diluted in nature will have a different scent and effect on the body, if used undiluted.
Scent uniqueness Reminiscent of its originating material, although extraction may capture a different "layer" of the scent, depending on how the extraction method denatures the odoriferous compounds. Similar to natural scents yet different at the same time. Some synthetics attempt to mimic natural notes, while others explore the entire spectrum of scent. Novel scent compounds not found in nature will often be unique in their scent.
Scent complexity Deep and complex fragrance notes. Soft, with subtle scent nuances. Highly valued for ideal composition. Pure and pronounced fragrance notes. Often monotonous in nature, yet reminiscent of other natural scents.
Price Dependent on extraction method. More expensive, but not always, as prices are determined by the labor and difficulty of properly extracting each unit of the natural materials, as well as its quality. Typically the relationship between, longevity of a perfume, cost and the concentration of essential oils follows the graph below:
This chart shows the typical relationship between price of perfume, its longevity and the concentration of essential oils.
[44]
Dependent on synthesis method. Generally cheaper, but not necessarily. Synthetic aromatics are not necessarily cheaper than naturals, with some synthetics being more costly than most natural ingredients due to various factors such as the long synthesis routes, low availability of precursor chemicals, and low overall yield. However, due to their low odor threshold, they should be diluted when making a perfume.

Obtaining natural odorants

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Itar (herbal perfume) vendor on the street ofHyderabad,India, who can compose an original perfume for the customer

Before perfumes can be composed, the odorants used in various perfume compositions must first be obtained. Synthetic odorants are produced throughorganic synthesisand purified. Odorants from natural sources require the use of various methods to extract the aromatics from the raw materials. The results of the extraction are eitheressential oils,absolutes, concretes, or butters, depending on the amount ofwaxesin the extracted product.[45]

All these techniques will, to a certain extent, distort the odor of the aromatic compounds obtained from the raw materials. This is due to the use of heat, harsh solvents, or through exposure to oxygen in the extraction process which will denature the aromatic compounds, which either change their odor character or renders them odorless.

  • Maceration/Solvent extraction:The most used and economically important technique for extracting aromatics in the modern perfume industry. Raw materials are submerged in a solvent that can dissolve the desired aromatic compounds.Macerationlasts anywhere from hours to months. Fragrant compounds for woody and fibrous plant materials are often obtained in this manner as are all aromatics from animal sources. The technique can also be used to extract odorants that are too volatile fordistillationor easilydenaturedby heat. Commonly used solvents formaceration/solvent extractionincludeethane,hexane,anddimethyl ether.The product of this process is called a "concrete."
    • Supercritical fluid extraction:A relatively new technique for extracting fragrant compounds from a raw material, which often employsSupercritical CO2.Due to the low heat of process and the relatively nonreactive solvent used in the extraction, the fragrant compounds derived often closely resemble the original odor of the raw material.
    • Ethanol extraction:A type of solvent extraction used to extract fragrant compounds directly from dry raw materials, as well as the impure oily compounds materials resulting from solvent extraction or enfleurage. Ethanol extraction from fresh plant materials contain large quantities of water, which will also be extracted into the ethanol.
  • Distillation:A common technique for obtaining aromatic compounds fromplants,such asorange blossomsandroses.The raw material is heated and the fragrant compounds are re-collected throughcondensationof the distilled vapor.
An old perfume still on display atFragonard
    • Steam distillation:Steam from boiling water is passed through the raw material, which drives out their volatile fragrant compounds. The condensate from distillation are settled in aFlorentine flask.This allows for the easy separation of the fragrant oils from the water. The water collected from the condensate, which retains some of the fragrant compounds and oils from the raw material is calledhydrosoland sometimes sold. This is most commonly used for fresh plant materials such asflowers,leaves,andstems.
    • Dry/destructive distillation:The raw materials are directly heated in a still without a carrier solvent such as water. Fragrant compounds that are released from the raw material by the high heat often undergo anhydrouspyrolysis,which results in the formation of different fragrant compounds, and thus different fragrant notes. This method is used to obtain fragrant compounds from fossilamberand fragrantwoodswhere an intentional "burned" or "toasted" odor is desired.
    • Fractionation:Through the use of afractionation column,different fractions distilled from a material can be selectively excluded to modify the scent of the final product. Although the product is more expensive, this is sometimes performed to remove unpleasant or undesirable scents of a material and affords the perfumer more control over their composition process.
  • Expression:Raw material is squeezed or compressed and theessential oilsare collected. Of all raw materials, only the fragrant oils from the peels of fruits in the citrus family are extracted in this manner since the oil is present in large enough quantities as to make this extraction method economically feasible.
  • Enfleurage:Absorption of aroma materials into solid fat or wax and then extraction of odorous oils withethyl alcohol.Extraction byenfleuragewas commonly used whendistillationwas not possible because some fragrant compoundsdenaturethrough high heat. This technique is not commonly used in the modern industry due to prohibitive costs and the existence of more efficient and effective extraction methods.[35]

Fragrant extracts

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Indian Patchouli - Tincture

Although fragrant extracts are known to the general public as the generic term "essential oils",a more specific language is used in the fragrance industry to describe the source, purity, and technique used to obtain a particular fragrant extract. Of these extracts, onlyabsolutes,essential oils,andtincturesare directly used to formulate perfumes.

  • Absolute:Fragrant materials that are purified from apommadeorconcreteby soaking them inethanol.By using a slightlyhydrophiliccompound such as ethanol, most of the fragrant compounds from the waxy source materials can be extracted without dissolving any of the fragrantless waxy molecules. Absolutes are usually found in the form of an oily liquid.
  • Concrete:Fragrant materials that have been extracted from raw materials throughsolvent extractionusing volatilehydrocarbons.Concretes usually contain a large amount of wax due to the ease in which the solvents dissolve varioushydrophobiccompounds. As such concretes are usually further purified through distillation or ethanol based solvent extraction. Concretes are typically either waxy or resinous solids or thick oily liquids.
  • Essential oil:Fragrant materials that have been extracted from a source material directly throughdistillationorexpressionand obtained in the form of an oily liquid. Oils extracted through expression are sometimes calledexpression oils.
  • Pomade:A fragrant mass of solid fat created from theenfleurageprocess, in which odorous compounds in raw materials are adsorbed into animal fats. Pommades are found in the form of an oily and sticky solid.
  • Tincture:Fragrant materials produced by directly soaking and infusing raw materials inethanol.Tinctures are typically thin liquids.[35]

Products from different extraction methods are known under different names even though their starting materials are the same. For instance, orange blossoms fromCitrus aurantiumthat have undergone solvent extraction produces "orange blossom absolute" but that which have been steam distilled is known as "neroli oil".

Composing perfumes

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Perfume formula

Perfume compositions are an important part of many industries ranging from the luxury goods sectors, food services industries, to manufacturers of various household chemicals. The purpose of using perfume or fragrance compositions in these industries is to affect customers through theirsense of smelland entice them into purchasing the perfume or perfumed product. As such there is significant interest in producing a perfume formulation that people will find aesthetically pleasing.

The perfumer

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The Perfume Maker,byRodolphe Ernst

The job of composing perfumes that will be sold is left up to an expert on perfume composition or known in the fragrance industry as theperfumer.They are also sometimes referred to affectionately as a "Nez"(French fornose) due to their fine sense of smell and skill in smell composition.

The composition of a perfume typically begins with abriefby the perfumer's employer or an outside customer. The customers to the perfumer or their employers, are typically fashion houses or largecorporationsof various industries.[46]The perfumer will then go through the process of blending multiple perfume mixtures and sell the formulation to the customer, often with modifications of the composition of the perfume. The perfume composition will then be either used to enhance another product as afunctional fragrance(shampoos,make-up,detergents,car interiors, etc.), or marketed and sold directly to the public as afine fragrance.[34]

Technique

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Paper blotters (fr:mouillettes) are commonly used by perfumers to sample and smell perfumes and odorants.

Although there is no single "correct" technique for the formulation of a perfume, there are general guidelines as to how a perfume can be constructed from a concept. Although many ingredients do not contribute to the smell of a perfume, many perfumes include colorants andantioxidantsto improve the marketability and shelf life of the perfume, respectively.

Basic framework

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Perfume oils usually contain tens to hundreds of ingredients and these are typically organized in a perfume for the specific role they will play. These ingredients can be roughly grouped into four groups:

  • Primary scents(Heart): Can consist of one or a few main ingredients for a certain concept, such as "rose". Alternatively, multiple ingredients can be used together to create an "abstract" primary scent that does not bear a resemblance to a natural ingredient. For instance, jasmine and rose scents are commonly blends for abstract floral fragrances.Colaflavourant is a good example of an abstract primary scent.
  • Modifiers:These ingredients alter the primary scent to give the perfume a certain desired character: for instance, fruitestersmay be included in a floral primary to create a fruity floral;caloneand citrus scents can be added to create a "fresher" floral. The cherry scent in cherry cola can be considered a modifier.
  • Blenders:A large group of ingredients that smooth out the transitions of a perfume between different "layers" or bases. These themselves can be used as a major component of the primary scent. Common blending ingredients includelinalooland hydroxycitronellal.
  • Fixatives:Used to support the primary scent by bolstering it. Many resins, wood scents, and amber bases are used as fixatives.

The top, middle, and base notes of a fragrance may have separate primary scents and supporting ingredients. The perfume'sfragrance oilsare then blended withethyl alcoholand water, aged in tanks for several weeks and filtered through processing equipment to, respectively, allow the perfume ingredients in the mixture to stabilize and to remove any sediment and particles before the solution can be filled into the perfume bottles.[47]

Fragrance bases

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A "perfume organ", where perfumers utilize hundreds of essences, inGrasse,France

Instead of building a perfume from "ground up", many modern perfumes and colognes are made usingfragrance basesor simplybases.Each base is essentially modular perfume that is blended from essential oils and aromatic chemicals, and formulated with a simple concept such as "fresh cut grass"or" juicy sour apple ". Many ofGuerlain'sAqua Allegorialine, with their simple fragrance concepts, are good examples of what perfume fragrance bases are like.

The effort used in developing bases by fragrance companies or individual perfumers may equal that of a marketed perfume, since they are useful in that they are reusable. On top of its reusability, the benefit in using bases for construction are quite numerous:

  1. Ingredients with "difficult" or "overpowering" scents that are tailored into a blended base may be more easily incorporated into a work of perfume
  2. A base may be better scent approximations of a certain thing than the extract of the thing itself. For example, a base made to embody the scent for "fresh dewy rose" might be a better approximation for the scent concept of a rose after rain than plainrose oil.Flowers whose scents cannot be extracted, such asgardeniaorhyacinth,are composed as bases from data derived fromheadspace technology.
  3. A perfumer can quickly rough out a concept from a brief by combining multiple bases, then present it for feedback. Smoothing out the "edges" of the perfume can be done after a positive response.

Reverse engineering

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Creating perfumes through reverse engineering with analytical techniques such asGas chromatography–mass spectrometry(GC/MS) can reveal the "general" formula for any particular perfume. The difficulty of GC/MS analysis arises due to the complexity of a perfume's ingredients. This is particularly due to the presence of natural essential oils and other ingredients consisting of complex chemical mixtures. However, "anyone armed with good GC/MS equipment and experienced in using this equipment can today, within days, find out a great deal about the formulation of any perfume... customers and competitors can analyze most perfumes more or less precisely."[48]

Antique or badly preserved perfumes undergoing this analysis can also be difficult due to the numerous degradation by-products and impurities that may have resulted from breakdown of the odorous compounds. Ingredients and compounds can usually be ruled out or identified usinggas chromatograph(GC) smellers, which allow individual chemical components to be identified both through their physical properties and their scent. Reverse engineering of best-selling perfumes in the market is a very common practice in the fragrance industry due to the relative simplicity of operating GC equipment, the pressure to produce marketable fragrances, and the highly lucrative nature of the perfume market.[47]

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An assorti ofcounterfeitperfumes (in a "kiosk" store)

It is doubtful whether perfumes qualify as appropriate copyright subject matter under the USCopyright Act.The issue has not yet been addressed by any US court. A perfume's scent is not eligible fortrademarkprotection: the scent serves as the functional purpose of the product.[49]

In 2006 theDutch Supreme Courtgranted copyright protection toLancôme's perfumeTresor(Lancôme v. Kecofa).

TheFrench Supreme Courthas twice taken the position that perfumes lack the creativity to constitute copyrightable expressions (Bsiri-Barbir v. Haarman & Reimer,2006;Beaute Prestige International v. Senteur Mazal,2008).[49]

Sometimes, a knock-off perfume would use an altered name of the original perfume (for instance, now-discontinuedFreyabyOriflameperfume has a similar-designed copy produced as "Freyya").

It is still questionable if perfume's "functional purpose" can be protected with technical patent (one which lasts 15 years). Apparently,[according to whom?]Russian "Novaya Zarya" labels their colognes as "hygienic lotions" for a similar reason. A counterexample: NovZar's more-than-century-oldShiprchypreand Troinoi cologne are being produced by other companies in Russia in similar bottles.

Numbered perfumery, "analogs"

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A different kind of copying perfumes is known in ex-USSR countries as "номерная парфюмерия"(literally" numbered perfumery "):

A "number-making" company with perfumery equipment would use their own, one-style-for-all cheap bottle;de jurelabeling a knock-off perfume as an "aroma in the direction of [the well-known perfume]" or a "version" of certain branded perfume. This way, the production costs of initially cheap scents are reduced, since the bottle is used neither for plain counterfeiting nor for subtle re-designing.

The questionable part of numbered perfumery naming is the idea to openly mark perfume #XXX (say, #105) as either "type" or "version", or "аромат направления"(literally" aroma in the direction of ") of a well-known perfum.[50]

  • Resellers in offline stores (in malls, airport shops) can offer "fillable" perfumery, sometimes usingweasel wordingto justify the price.
  • Such perfumes usually get three-digit numbers as an officially registered name, which is stickered to the bottles.
  • When it comes to propellant, a "number" usually has an alcohol base [almost] without stabilization (which may give strong "alcohol base stench", altering perfume's scent into the "smell of cheapness" phenomenon).
    • To avoid this, many "numbers" can be made with (di)propylenglicol base and come as "perfume oil(s)". PG or DPG based numbered perfumery comes in 50ml plastic bottles and is purposed for tiny rollers; (D)PG is not usable in spray bottles (while not affected by the "smell of cheapness" issue nonetheless). Some companies offer all of their own "numbers" in both alcohol based and (D)PG based variants.

In small online "bulk", however (in purchases over 5000RUB), a whole 100ml bottle of such perfume (or 50ml bottle of "scent oil" of same "direction" ) costs only around 6 EUR.

Health and environmental issues

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Perfume ingredients, regardless of natural or synthetic origins, may all cause health or environmental problems when used. Although the areas are under active research, much remains to be learned about the effects of fragrance on human health and the environment.

Immunological; asthma and allergy

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Evidence in peer-reviewed journals shows that some fragrances can cause asthmatic reactions in some individuals, especially those with severe or atopic asthma.[51]Many fragrance ingredients can also cause headaches, allergic skin reactions[52]ornausea.[53][54][55]

In some cases, an excessive use of perfumes may causeallergicreactions of the skin. For instance,acetophenone,ethyl acetate[citation needed]andacetone[47]while present in many perfumes, are also known or potential respiratoryallergens.Nevertheless, this may be misleading, since the harm presented by many of these chemicals (either natural or synthetic) is dependent on environmental conditions and their concentrations in a perfume. For instance, linalool, which is listed as an irritant, causes skin irritation when it degrades to peroxides, however the use of antioxidants in perfumes or reduction in concentrations can prevent this. As well, thefuranocoumarinpresent in natural extracts of grapefruit orcelerycan cause severe allergic reactions and increase sensitivity to ultraviolet radiation.[56]

Some research on natural aromatics have shown that many contain compounds that cause skin irritation.[57]However some studies, such as IFRA's research claim thatopoponaxis too dangerous to be used in perfumery, still lack scientific consensus.[58] It is also true that sometimes inhalation alone can cause skin irritation.[citation needed]

Patch test

A number of national and international surveys have identifiedbalsam of Peru,often used in perfumes, as being in the "top five" allergens most commonly causingpatch testreactions in people referred to dermatology clinics.[59][60][61]A study in 2001 found that 3.8% of the general population patch tested was allergic to it.[62]Many perfumes contain components identical to balsam of Peru.[63]

Balsam of Peru is used as a marker forperfume allergy.Its presence in a cosmetic is denoted by theINCItermMyroxylon pereirae.[64]Balsam of Peru has been banned by theInternational Fragrance Associationsince 1982 from use as a fragrance compound, but may be present as an extract or distillate in other products, where mandatory labelling is not required for usage of 0.4% or less.[63]

Carcinogenicity

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There is scientific evidence that nitro-musks such asmusk xylenecould cause cancer in some specific animal tests. These reports were evaluated by the EU Scientific Committee for Consumer Safety (SCCS, formerly the SCCNFP[65]) and musk xylene was found to be safe for continued use in cosmetic products.[66]It is in fact part of the procedures of the Cosmetic Regulation in Europe that materials classified as carcinogens require such a safety evaluation by the authorities to be allowed in cosmetic consumer products.

Although other ingredients such as polycyclicsynthetic musks,have been reported to be positive in some in-vitro hormone assays,[67][68]these reports have been reviewed by various authorities. For example, for one of the main polycyclic musksGalaxolide (HHCB)these reviews include those of the EU Scientific Committee on Consumer Safety,[69]the EU's Priority Substances Review,[70]the EU Scientific Committee on Health and Environmental Risk,[71]and more recently also the US EPA.[72]The outcome of all of these reviews over the past decade or so is that there are no safety concerns for human health. Reviews with similar positive outcomes also exist for another main polycyclic musk (AHTN)—for instance, on its safe use in cosmetics by the EU.[73]

Many natural aromatics, such as oakmoss absolutes,[57][74]basiloil,rose oiland many others contain allergens or carcinogenic compounds, the safety of which is either governed by regulations (e.g. allowed methyl eugenol levels in the EU Cosmetics Regulation (Entry102, AnnexIII of the EU Cosmetics Regulation.[75]) or through various limitations set by the International Fragrance Association.[76]

Environmental

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Perfume stall inCairo

Pollution

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Synthetic musksare pleasant in smell and relatively inexpensive, as such they are often employed in large quantities to cover the unpleasant scent of laundry detergents and many personal cleaning products. Due to their large-scale use, several types of synthetic musks have been found in human fat and milk,[77]as well as in the sediments and waters of theGreat Lakes.[78]

These pollutants may pose additional health and environmental problems when they enter human and animal diets.

Species endangerment

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The demands for aromatic materials such as sandalwood, agarwood, and musk have led to the endangerment of these species, as well as illegal trafficking and harvesting.

Safety regulations

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The US FDA controls the safety of perfumes through their ingredients and requires that they be tested to the extent that they areGenerally recognized as safe(GRAS). Due to the need for protection of trade secrets, companies rarely give the full listing[citation needed]of ingredients regardless of their effects on health.[dubiousdiscuss]

In the EU, as from 11 March 2005, the mandatory listing of a set of 26 recognized fragrance allergens was enforced.[79]The requirement to list these materials is dependent on the intended use of the final product. The limits above which the allergens are required to be declared are 0.001% for products intended to remain on the skin, and 0.01% for those intended to be rinsed off. This has resulted in many old perfumes like chypres andfougèreclasses, which traditionally make use of oakmoss extract, being reformulated.[citation needed]

Preserving perfume

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Perfumes in a museum
Potpourri,byEdwin Austin Abbey,1899

Fragrance compounds in perfumes will degrade or break down if improperly stored in the presence ofheat,light,oxygen,andextraneous organic materials. Proper preservation of perfumes involves keeping them away from sources of heat and storing them where they will not be exposed to light. An opened bottle will keep its aroma intact for several years, as long as it is well stored.[34]However, the presence of oxygen in the head space of the bottle and environmental factors will in the long run alter the smell of the fragrance.

Perfumes are best preserved when kept in light-tightaluminiumbottles or in their original packaging when not in use, and refrigerated to relatively low temperatures: between 3–7 °C (37–45 °F). Although it is difficult to completely remove oxygen from the headspace of a stored flask of fragrance, opting for spray dispensers instead of rollers and "open" bottles will minimize oxygen exposure. Sprays also have the advantage of isolating fragrance inside a bottle and preventing it from mixing with dust, skin, and detritus, which would degrade and alter the quality of a perfume.

There exist severalarchivesandmuseumsdevoted to the preservation of historical perfumes, namely theOsmothèque,which stocks over 3,000 perfumes from the past two millennia in their original formulations. All scents in their collection are preserved in non-actinicglass flasks flushed withargongas, stored inthermally insulatedcompartments maintained at 12 °C (54 °F) in a large vault.[80]

Lists of perfumes

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See also

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References

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Further reading

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  • Burr, Chandler (2004). "The Emperor of Scent: A True Story of Perfume and Obsession"Random House Publishing.ISBN978-0-375-75981-9
  • Edwards, Michael (1997). "Perfume Legends: French Feminine Fragrances".Crescent House Publishing.ISBN0-646-27794-4.
  • Ellena, Jean-Claude (2022) [2020 Flammarion, Paris].Atlas of Perfumed Botany[Atlas de botanique parfumée]. Translated by Erik Butler.Cambridge:MIT Press.ISBN978-0-262-04673-2.
  • Klymentiev, Maksym. "Creating Spices for the Mind: The Origins of Modern Western Perfumery". The Senses and Society. Vol. 9, 2014, issue 2.
  • Moran, Jan (2000). "Fabulous Fragrances II: A Guide to Prestige Perfumes for Women and Men".Crescent House Publishing.ISBN0-9639065-4-2.
  • Turin, Luca (2006). "The Secret of Scent".Faber & Faber.ISBN0-571-21537-8.
  • Stamelman, Richard: "Perfume – Joy, Obsession, Scandal, Sin".Rizzoli.ISBN978-0-8478-2832-6.A cultural history of fragrance from 1750 to the present day.
  • Süskind, Patrick (2006). "Perfume: The Story of a Murderer".Vintage Publishing(English edition).ISBN978-0-307-27776-3.A novel of perfume, obsession and serial murder. Also released as a movie with same name in 2006.
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