Showing posts with label fougere royale. Show all posts
Showing posts with label fougere royale. Show all posts

Wednesday, February 23, 2011

Perfumery Material: Coumarin, Tonka Bean & the Fougere accord

Open any perfume guide with fragrance "notes" or any online discussion or blog post on perfume description and you're bound to stumble on coumarin; one of the most common materials in many fine fragrances but also several body products, cosmetics and functional products. Its rich history goes back to the beginnings of modern perfumery in the late 19th century, bringing us right at the moment of the nascent concept of perfumery as a mix of organic chemistry and nature's exploitation. Coumarin as such is a synthesized material in most perfumes, but it's also found in abundance in natural products, such as tonka beans (Dipteryx odorata) where it is the principle aromatic constituent (1-3%). In fact the name derives from "cumaru", an Amazonian dialect name for the Tonka bean tree.


  • Origin & function of coumarin
Chemically, coumarin is a benzopyrone (1-benzopyran-2-one) which, apart from tonka beans, also occurs naturally in vanilla grass (Anthoxanthum odoratum), sweet woodruff (Galium odoratum), sweet clover (Meliotus L.), sweet grass (Hierochloe odorata) and cassia cinnamon (Cinnamomum aromaticum) among other species. In short, it's rather sweet, as you might have surmissed by now, and evokes cut grasses. You'd be correct to assume both facts, but that's not all: Although coumarin in perfumery does add a certain sweet note of mown hay or freshly cut grass with vanilla overtones, it's really bitterish in flavour in high concentrations (its -now banned- inclusion in food would attest that). Therefore theorizing its plant origin one would assume it's produced by plants in order to defend themselves from predation. After all it's also present in cherries, strawberries, and apricots, prime targets for birds. You might have even seen it featured in your rodent pesticide: don't be alarmed (coumarin is included in miniscule quantities in foodstuff anyway), but now you know why!
  • History of coumarin discovery & synthesis
Natural perfumers used and continue to use tonka bean absolute and tonka in powder form, as well as deer's tongue, a herb with brittle leaves to render a coumarin note. But the story of coumarin is largely one of organic chemistry. The component was isolated by A.Vogel in 1820, but the laboratory synthesis of coumarin first happened in 1868 from coal tar by W.H.Perkin (who gave his name to "the Perkin reaction" used to produce it). It took another year to produce it in an industrial scale at Haarmann & Reimer. The consequent memorable inclusion of synthesized coumarin in Jicky (Guerlain 1889) and earlier in Fougère Royale (Houbigant 1882) was the kickstart of a whole new fragrance family: the fougère, thanks to Paul Parquet's composition for Houbigant. Fougère Royale contained a staggering 10% coumarin of the finished formula! How one can dream a bit while reading Guy de Maupassant describing this fragrance as "prodigious evocation of forests, of lands, not via their flora but via their greenery"...
  • The Fougere fragrance family
Fougère fragrances evoke the smell of ferns at least as we imagine them to be, as by themselves they don't have a particularly noticeable odour (Paul Parquet said that if they could, they'd smell of Fougere Royale). But the concept of a scent that is herbaceous, infused with aromatic lavender ~a popular material for both sexes at the end of the 19th century thanks to its propriety in the "clean" sense of the world~ and which leaves a malleable, soft, enveloping, yet discreet aura on the wearer was lacking: The era was still using the Victorian soliflores. Funnily enough, even those had their own categorisation; violets or roses for the respectable lady, jasmine and tuberose for the courtesan. Fougère scents were on the cusp between approved and revolutionary, creating a very desirable pull.
The other principle constituents in the accord are lavender and oakmoss: It was only natural; lavender by itself contains coumarin in its aromatic makeup. Thus the triad comprising the main accord of the rising fougère (i.e.lavender-oakmoss-coumarin, played together like a musical chord) made coumarin itself quite popular: many classic or influential masculine colognes owe their character to it, starting of course with Jicky and continuing with Azzaro pour Homme (1978), Fahrenheit by Dior (1988), Dolce & Gabanna pour homme (1994), and Gucci pour Homme (2003).
From there coumarin infiltrated its way into many modern fragrances belonging in other families. But it was its pliability and usefulness, like a trusty Swiss knife, which made it the perfumers' darling: Are there more contrasting fragrances than the icy aldehydic Rive Gauche (YSL 1970) and the intense floral Amarige (Givenchy 1991)? Perfumers tell me that coumarin ends up in some degree in 90% of all fragrances; and in concentrations exceeding 1% it accounts for over half of the fragrances in the market!!
  • The odour profile of coumarin
Coumarin is a water-insoluble crystallized powder which has an odour that is pleasant, soft and warm, evoking cut grass or new mown hay, but it's more complex than that; it sometimes even veers into a smell of fresh paint! This is what gives Jicky its bracing almost "petrol" opening which alienates some people. Originally biosynthesized via hydroxylation, glycolisis and cinnamic acid cyclization, nowadays coumarin is produced via more sophisticated techniques.
Coumarin conjures warm notes of tobacco (useful in masculine formulae) and because it also has caramel overtones, alternatively it can be married to vanillic components (such as vanilla, benzoin or some of the other oriental balsams, such as Tolu balsam or Peru balsam, as well as ethylvanillin) in order to play down and sophisticate their foody aspects: see it in action in orientals such as the discontinued Venezia by Laura Biagotti, Lolita au Masculin(Lempicka) or Casmir by Chopard.
In dilution coumarin projects with soft hazelnut or almond facets underneath the hay, even licorice; smell Lolita Lempicka (1997). But in higher concentration it also has spicy fresh and herbaceous facets, no doubt reminiscent of its primary role in different grasses. In combination with vanillin and bergamot, we're veering into chypre territory: Elixir des Merveilles is a no man's land with its chypre tonalities and gourmand facets.
Its versatility and its ability to "fix" smell and make it last longer allows coumarin to enter amber or woody blends (witness Samsara or Vetiver by Guerlain) as well and even heighten the appeal of spicy materials: in fact it marries very well with cinnamon or clove. Pi by Givenchy is a sweet spicy woody with lots of tonka bean, or smell L de Lolita Lempicka by Maurice Roucel. Usually, indeed coumarin is mentioned in the form of tonka beans in the traditional lists of "notes"/pyramids for fragrances (see this Index for more ingredients contributing to which "note") but it can also hide underneath grassy notes, clover, lavender, or tobacco. Modern perfumers pair it with synthetic woody-amber notes such as Kephalis and Iso-E Super to surprising results. A wonderful material indeed!
  • Fragrances featuring discernible amounts of coumarin
Addict (Dior)
A*men (Thierry Mugler)
Amarige (Gievnchy)
Angel ~all concentrations, esp. extrait de parfum(Thierry Mugler)
Angel Sunessence (T.Mugler)
Angel La Rose (T.Mugler)
Antidote (Victor & Rolf)
Azzaro pour Homme (Loris Azzaro)
Azzaro Elixir Bois Precieux (L.Azzaro)
Blue Jeans (Versace)
Bois des Iles (Chanel)
Brit (Burberry)
Chic for Men (Carolina Herrera)
Coco (Chanel)
Coco Mademoiselle (Chanel)
Contradiction (Calvin Klein)
Etoile de Rem (Reminiscence)
Fahrenheit (Dior)
Fieno (Santa Maria Novela)
Fougere Royal (Houbigant)
Florissa (Floris)
Gloria (Cacharel)
Jasmin Noir (Bulgari)
Jicky (Guerlain)
Joop! Homme (Joop)
Kouros (Yves Saint Laurent)
Lavande (Molinard)
L de Lolita Lempicka
Lolita Lempicka (L.Lempicka)
Le Male (Jean Paul Gaultier)
Musc (Molinard)
Navy (Lily Bermuda)
Pi (Givenchy)
Rive Gauche (YSL)
Samsara (Guerlain)
Tonka Imperiale (Guerlain)
Venezia (Laura Biagotti)
Versace pour Homme (Versace)

Related reading on Perfume Shrine: Perfumery Materials one by one

source of coumarin pic via The Health Nut Corner, ad for Houbigant via Punmiris and Jicky collage via Perfumesbighouse

Thursday, May 8, 2008

Ten Monoliths: a Space Odyssey

Thinking about perfumery I often contemplate on its evolution, the way it has progressed through the centuries from the simpler techniques to state-of-the-art methods that encompass analytical chemistry, synthesis and sophisticated technologies such as IFF's "Living Flower Technology"*. It never ceases to amaze me that men and women have gone thus far in their quest for the aromatic, the holy and the hedonic.
And thus I often wonder what achievements should be salvaged in a time-capsule, like a project that could be sent to outer space, to get to know humanity's odoriferous achievements at a time when humanity might have ceased to exist altogether. Taking into consideration that the KEO satellite will launch in 2009 or 2010 with a mission to present Earth to humanity 50,000 years from now, when the satellite orbiting Earth will return, it seems like it is not too soon to think about.

So in our own small way, Dain from Lipstick Page and me brainstormed for a while on which scents would be worth salvaging for posterity's sake.
In a way it was like re watching Kubrik's 2001: A Space Odyssey: there is the profound awe for man's course through history and the sense of aporia on what will happen now that space has been invaded. That bone in the air travels through 4 dimensions and the fourth one is time itself...

My own criteria on this project were historically oriented: I concentrated on which compositions or techniques were evolutionary, providing something revolutionary at its time and influencing later developments. It does not mean that I consider the scents named the greatest of all time in their artistic merit or subjective beauty appreciation, but it does mean that I put faith in their importance as landmarks.

Without further ado here is my list, in chronological order:

1.The sacred Kyphi of Ancient Egyptians: a compound incense used in ancient Egypt for religious and medical purposes and referenced in The Pyramid Texts. Papyrus Harris I records the donation and delivery of herbs and resins for its manufacture in the temples under Ramses III for his afterlife. Instructions for its preparation and lists of ingredients are found among the wall inscriptions at the temples of Edfu and Dendera in upper Egypt. The term "kyphi" is Greek, a transcription of the ancient Egyptian term kp.t. The key ingredient featured in some recipes was spikenard, while apart from wine, honey and raisins there was cinnamon and cassia bark, aromatic rhizomes of cyperus and sweet flag, cedar , juniper berry, and resins and gums such as frankincense, myrrh, benzoin resin and mastic, as well as the mysterious aspalathos, a bush with bright yellow flowers still abundant in the Mediterranean. If anything it is proof of the sophisticated criterion by which the ancients composed their aromatic alloys.

2.Greek philosopher Theophrastus's "Enquiry into Plants: Books 6-9; Treatise on Odours": Although technically neither a composition nor a technique, it remains the first serious, epistemological treatise of plants and their properties, setting the path for herbalism and aromatherapy and influencing all consequent medieval science and alchemy. Nicknamed Theophrastus by Aristotle for his "divine way of expression" (this is what the name means in Greek), Tyrtamus became the father of Taxonomy and the propeller of alchemical investigation centuries later.

3.The distillation of rose by the Arabs: It was Ibn Sīnā, commonly known in English by the Latinized name Avicenna (Greek Aβιτζιανός), a Persian-speaking Iranian, Muslim polymath and the foremost physician and Islamic philosopher of his time that contributed to perfumery in an unexpected way. Up till the 10th century, the king of flowers, the rose, had been resisting methods of extracting its precious soul. Distillation became known, with Catalonian Arnald of Villanova's treatise being the first European one focusing on the method, because Avicenna had introduced steam distillation in Islam and through the Crusades the secrets of this civilization expanded into the Western World. Thus he produced essential oils of delicate plants that resisted other methods, attar of rose being one such essence. One is hard pressed to imagine modern perfumery without rose essence.

4.The traditional Eau de Cologne recipe: Kölnisch Wasser, as is its proper name in German, is an amazing survivor. Launched in the German town of Cologne in 1709 by Giovanni Maria Farina, an Italian perfumer from Santa Maria Maggiore Valle Vigezzo, Italy, it was inspired the odor of an Italian spring morning after the rain. The original recipe was used as a tonic as well as a fragrance, and Napoleon (along with composer R.Wagner) was a particular enthusiast of the Farina Eau de Cologne: he was said to use at least a bottle a day, often two, if one goes by his private correspondence.
Giovanni Maria Farina's formula has been produced in Cologne since 1709 by Farina Gegenüber without ever divulging the exact recipe. His shop at Obenmarspforten is today the world's oldest fragrance company. Other Colognes took the name yet smell different, such as the famous Cologne 4711, named after this location at the "Glockengasse No. 4711". In 1806, Jean Marie Joseph Farina, a grand grandnephew of Giovanni Maria Farina (1685-1766), opened a perfumery business in Paris which developed into Roger & Gallet, owner of the rights to Eau de Cologne Extra Vielle in contrast to the Original Eau de Cologne from Cologne.

5.Fougère Royale by Houbigant: Composed in 1882 it is arguably the first perfume to incorporate a synthetic ingredient: coumarin, a chemical compound (benzopyrone) which naturally occurs in many plants, such in the tonka bean, woodruff, mullein, and bison grass. Possessing a sweet pleasant aroma, it is readily recognised as the scent of newly-mown hay.
With Fougère Royale Houbigant intoduced the Fougère family of scents: a composition based on the juxtaposition of bergamot-lavender-coumarin and accounting for hundreds of fragrances on the market since, most notably in the men's end of the spectrum.

6.Chypre by Coty: Although Chypre is a classical age composition developed in ancient Cyprus and later popularised by the Romans, it took the genius of perfumer François Coty to re-introduce and streamline this old idea in 1917 into what eventually became the most intricate family in all perfumery. In a way, although it is a gem lost to the echo of centuries to come, it stands as the end of an era and the beginning of a new one: in many ways it conspired along with Jicky and Fougere Royale in jump starting the modern perfumery of the 20th century and placing a greater emphasis in the design of the fragrance (structure) as opposed to merely its texture (materials).

7.Chanel No.5: It is no accident that Chanel's No.5 is the perfume that even people completely unassociated with the noble sport of fragrance appreciation instantly recognise and fragrance loving neophytes take extra pains to come to terms with. The fragrance is a triumph of modern design, chemical innovation (although not the first one to use synthetically derived aldehydics, it was the first to make ample use of them) and of marketing strategy. It has become iconic and its status as a best-seller is never refuted. If only for its extreme popularity, even though arguably lots of people collect it rather than wear it, it is well worth its slot in this list of scents to salvage for posterity and your effort to trying to "understand" it. Ernest Beaux would be proud of you.

8.Fracas by Piguet: Germaine Cellier must have been a very fine specimen of a woman and a perfumer both, for in her compositions such as Bandit and Jolie Madame, she went after the attenuation of societal mores in what is expected in fine fragrance and the exaggeration of latent ideas, such as the pungent greeness of leather or the violet-talcum dusted chypre. Fracas is another such case, taking what is essentially an already insolent lady of means, the tuberose, and stretching her into the lethal costume of Pamela Lillian Isley. If perfume is merely supposed to make you more agreeable, then it is worth including a smashingly strong floral for posterity to appreciate for its sheer dare to disregard such "rules".


9.Cool Water by Davidoff: When Pierre Bourdon composed this and Davidoff grabbed it in 1988 (the story by Bourdon goes it was sitting in a drawer unwanted for a while), the "marine" family of fragrances had never made a bleep in the radar of the public. It seemed completely out of sync with the strong, macho scents of the 1980s and more like an anomaly. Besides that it seemed to be contradictory to the image of the brand producing it: Davidoff is a maker of cigars, one would expect a tobacco scent. And yet it not only managed to inaugurate a whole new classification, it still remains a masculine bestseller 20 years later, even enlisting stars of the moment to front it (click here for the latest clip with Josh Holloway).

10.Angel by Thierry Mugler: The unquestionable classic of tomorrow and a legend in the making, Angel for all the derision caused in the minds of its many fans and equally numerous foes is the stuff that put the "oriental gourmands" on the map in 1992. With a very distinctive accord of fruit, caramel, chocolate and patchouli it was the first fragrance that was going for our taste buds as well as our nostrils, fooling our cortex into believing this was a gustatory experience to be savoured. The fact that it has spawned its own little descendants as well as a whole generation of look-alike clones speaks of its formidable powers of influence.


Please be sure to check out Dain's list on The Lipstick Page for a very different and interesting take, based on representative specimens from different families.

I would be interested in your takes on what is worth salvaging for posterity!

*"Living Flower Technology" is perfume and flavor producing brand's International Flavors and Fragrances term for a process by which the air above a living blossom is captured in a glass "bell", analyzed in the lab and then re-created synthetically so as to render an approximation that is closer to what a flower smells like in nature.


Pic of Elizabeth Taylor in Cleopatra and Jane Fonda in Barbarella courtesy of allposters.com

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