ECOLOGICAL EXTRACTION PROCESS OF VOLATILE ORGANIC COMPOUNDS FROM FRAGRANT PLANT MATTER USING CEIBA P ENTANDRA PLANT FIBER

Abstract

The invention relates to the field of extracting natural fragrances used in cosmetics and perfumery. More specifically, the invention concerns a process for the eco-extraction of volatile compounds from fragrant material using Ceiba pentandra fiber. The fragrant material is, in particular, plant material such as flowers.

Description

Title of the invention: ECOLOGICAL PROCESS FOR EXTRACTION OF ORGANIC VOLATILE COMPOUNDS FROM FRAGRANT PLANT MATTER USING CEIBA PENTANDRA PLANT FIBER

[0001] The invention relates to the field of extracting natural fragrances used in cosmetics and perfumery. More particularly, the invention concerns a process for the eco-extraction of volatile compounds from fragrant material using Ceiba pentandra fiber. The fragrant material is, in particular, plant material such as flowers. Scope of the invention

[0002] The history of perfumes dates back to Antiquity with the use of the alembic and raw materials such as flowers, aromatic plants or resins.

[0003] In the Middle Ages, after a decline in perfumery due to the barbarian invasions, the reopening of Roman trade routes led to the discovery of numerous fragrances, including those derived from spices. Furthermore, the discovery of alcohol and the distillation technique greatly contributed to the rise of perfumery.

[0004] The Renaissance was greatly influenced by perfumery, particularly through the use of amber, musk, jasmine, and tuberose. New raw materials (cocoa, vanilla, tobacco, pepper, and cardamom) brought back by the great explorers were also used. It was also during this period that Paris began to welcome the first perfumers and major perfume houses.

[0005] During the reign of Louis XIV, perfumery was ubiquitous, and French production of raw materials developed with the establishment of large-scale plantations of rose, jasmine, and tuberose (among others) in the Grasse region. This city became, and remains today, the "World Capital of Perfume." The International Perfume Museum is also located in Grasse.

[0006] In the 19th century, the French Revolution led to another decline in the perfume industry. But from the Consulate and the Empire of Napoleon and Empress Josephine onwards, the perfume industry made a strong comeback.

[0007] At the end of the 19th and beginning of the 20th centuries, the first industries were established in Grasse (Chiris, Roure, Tournaire, Charabot, Robertet, etc.) and the first synthetic molecules appeared. This marked the beginning of perfumery as we know it today. Since then, perfumes have become truly accessible to everyone. It should be noted that modern perfumery has developed considerably and is characterized by several trends (unisex fragrances, niche perfumes, room fragrances...).

[0008] The perfume industry undoubtedly has a bright future, due on the one hand to the numerous technological advances constantly being made in the fields of extraction (supercritical CO2 fluid extraction, microwave and ultrasound-assisted extractions, solid-phase micro-extraction, etc.) and analysis (gas chromatography coupled with mass spectrometry and olfactometry, etc.), and on the other hand to the worldwide use and appreciation of perfumes. Indeed, two bottles of perfume are sold every second, and the global perfume market is expected to reach over $50 billion by 2024.

[0009] Several techniques for extracting odoriferous compounds have been developed over the centuries in the cosmetics and perfume industry. Some, such as enfleurage, are rarely or no longer used. Conversely, supercritical CO2 extraction is rapidly expanding, while hydrodistillation and volatile solvent extraction are the two most common techniques.

[0010] Volatile solvent extraction involves macerating flowers in an organic solvent such as cyclohexane to obtain a fragrant pomade / paste called a “concrete.” This is then “washed” with ethanol to obtain the “absolute,” which is a concentrate of volatile fragrant compounds. However, this technique has drawbacks. Hexane is a petroleum-based solvent (and therefore non-renewable) that is harmful, irritating, CMR (Carcinogenic, Mutagenic, Reprotoxic), toxic to aquatic organisms, and its liquids and vapors are flammable.

[0011] Therefore, it is necessary to find a more environmentally friendly alternative solution for extracting the odoriferous compounds present in plant and animal materials used in perfumery and cosmetics. Description of the invention

[0012] The present invention addresses this problem by proposing an environmentally friendly process for extracting VOCs from an odorous material using a plant fiber from the species Ceiba pentandra, comprising the steps of:

[0013] - Obtaining vegetable fiber surrounding the fruits of the species Ceiba pentandra

[0014] - Removal of the wax present on said fiber by washing with absolute ethanol, then drying

[0015] - Capture of VOCs by bringing said odorous material into contact with said plant fiber

[0016] - Desorption of VOCs from said plant fiber in an absolute ethanol bath

[0017] - Filtration to obtain an ethanolic extract containing VOCs Advantages of the invention

[0018] The only organic solvent used in the process is absolute ethanol, a green solvent that is non-toxic to humans and the environment. This makes it possible to obtain fragrance products free of petrochemical solvent residues, which is an innovative result. Thus, the process provides access to high-quality fragrance products that are safe for consumers. These high-value-added products are intended for the perfume and cosmetics industries.

[0019] The VOC capture step by kapok fiber can be carried out using two distinct methods: static extraction and dynamic extraction. The olfactory profile of the extracts obtained by these two methods differs from those obtained by conventional methods (extraction using organic solvents of petrochemical origin in particular), but also from each other. These odorous extracts differ, both chemically and olfactorily, from the absolutes and concretes used by perfumers. The process according to the invention thus makes it possible to offer new natural olfactory extracts that enrich the range of raw materials used in perfumery.

[0020] The process according to the invention can be implemented on a large scale, the process based on dynamic extraction being particularly suited to industrial exploitation.

[0021] Unlike prior art processes, the process according to the invention does not require separation of the concrete into waxes / absolutes. The final fragrant product can be offered in the form of a dry material or an absolute with a controlled concentration (by dissolving the dry material).

[0022] After desorption, the fiber can be reused several times, which reinforces the ecological aspect of the process.

[0023] The process is applicable to any fragrant material, whether of plant or animal origin. The process parameters can be adapted according to the fragrant material in question in order to optimize VOC extraction and the olfactory performance of the extract. Flowers, whose scents are highly sought after, can be treated specifically according to their fragility, their fermentation rate, and also the time of harvest, which will influence the characteristics of the extract obtained. DETAILED DESCRIPTION OF THE INVENTION

[0024] The object of the present invention relates to an environmentally friendly process for extracting VOCs from an odorous material using a plant fiber from the species Ceiba pentandra, comprising the steps of:

[0025] - Obtaining vegetable fiber surrounding the fruits of the species Ceiba pentandra

[0026] - Removal of the wax present on said fiber by washing with absolute ethanol, then drying

[0027] - Capture of VOCs by bringing said odorous material into contact with said plant fiber

[0028] - Desorption of VOCs from said plant fiber in an absolute ethanol bath

[0029] - Filtration to obtain an ethanolic extract containing VOCs

[0030] The plant fiber used in the process comes from the fruit of Ceiba pentandra. The fruits must be harvested, and the so-called "kapok fiber" must then be separated from the seed. Since the fiber is covered with a waxy substance, this wax must be removed; this step is carried out by washing in absolute ethanol. The washed fiber is then dried. Drying can be carried out by any method known to those skilled in the art, such as air drying or drying in a blower, in a clean environment free of VOC contaminants.

[0031] Removing the wax helps ensure that the fiber is free of any contaminating VOCs. Indeed, the wax present on the fiber has been in contact with numerous odorous compounds throughout the fruit's development phase, up to and including harvesting (transport, storage, etc.).

[0032] By "contaminating VOC" is meant any VOC originating from another source fragrant than that of the fragrant material from which the extract is prepared.

[0033] The washed and dried fiber is ready to be used for VOC extraction.

[0034] The quality of the fiber as a "VOC receptacle" depends on the absence of Contamination by odors other than those sought and originating from the desired odorant material is prevented. This quality is achieved by removing the wax and then ensuring that the fiber is dried, handled, transported, and stored in an environment containing minimal, or even no (depending on the level of requirement applied), VOC contaminants. These precautions will prevent the presence of artifacts in the resulting odor extract.

[0035] Thus, in a preferred embodiment of the invention, the fiber drying is carried out in an environment free of contaminating VOCs. This absence of contaminating VOCs can be achieved, for example, by drying the fiber in clean (odorless) air, under a fume hood, or in a clean blower.

[0036] The capture of VOCs from the odorous material by the plant fiber can be achieved by static or dynamic extraction.

[0037] In a first embodiment, the capture step is carried out under static conditions in a closed, non-hermetically sealed container for a period of between 3h and 30h.

[0038] The odorant material is simply placed in a container with the fiber. The container will be sealed to promote the concentration of VOCs within the enclosed space, thereby optimizing their absorption by the fiber. The container will be not hermetically sealed to allow air to pass through and prevent the degradation of the odorant material by fermentation.

[0039] As regards flowers, they can be placed in the container and covered with plant fiber.

[0040] The duration of contact between the odorant material and the fiber will be determined according to the nature of the odorant material and the desired olfactory effect.

[0041] In a second embodiment, the capture step is carried out under dynamic conditions in a reactor equipped with an air circulation means, namely that:

[0042] - the odorous material is placed in the reactor tank, and the plant fiber is placed in a separate compartment, the whole assembly being subjected to an airflow circulating from the odorous material towards the fiber,

[0043] - the duration of contact between the odoriferous material and the plant fiber is between 1 a.m. and 5 a.m.

[0044] The means for circulating the air can be a vacuum pump or any other equivalent device.

[0045] VOC capture is faster with the dynamic extraction method than with static extraction, as the airflow accelerates the transfer of VOCs to the fiber. This method can be considered advantageous and is more easily industrialized. However, comparative tests show that the extracts obtained are chemically and olfactorily different (see Example 4). These two methods are therefore alternatives, providing access to qualitatively different extracts.

[0046] The duration of contact between the odorant material and the fiber will be determined according to the nature of the odorant material and the desired olfactory effect.

[0047] Once captured by the plant fiber, the VOCs are recovered by desorption in a bath of absolute ethanol. The fiber is immersed to allow the transfer of the VOCs to the absolute ethanol. The mixture is then filtered to recover the fiber, remove any lint from the fiber, and obtain a clear extract: the ethanolic extract containing the VOCs.

[0048] Filtration can be microfiltration or ultrafiltration, depending on the level of purity required for the intended use, without altering the quantity / nature of the VOCs present in the extract. The fragrant ethanolic extract can be used as is.

[0049] The process may include an additional step of evaporating absolute ethanol at a temperature less than or equal to 40°C.

[0050] Evaporation can be promoted using a rotary evaporator under reduced pressure (in this embodiment, the pressure is set at 58 mbar) and / or under a nitrogen flow. In practice, the evaporation rate is preferably reduced to limit the evaporation of highly volatile odor compounds. For example, it is possible to first use a rotary evaporator to remove most of the ethanol and then, once the amount of ethanol has been reduced, to complete the evaporation under a nitrogen flow until the desired concentration is obtained. a dry material.

[0051] The dry matter thus obtained can either be used as is, as a finished product, or be resuspended in absolute ethanol to obtain an absolute of a defined concentration. Both the dry matter and the absolute thus obtained are two high-quality fragrant raw materials for perfumery and cosmetics.

[0052] The starting odorant material can be of plant or animal origin. Plant odors are particularly desirable, and the process is suitable for extracting VOCs from plant material such as flowers, bark, resins, and leaves.

[0053] The present invention will be better understood upon reading the following examples, which are provided by way of illustration and shall in no way be considered as limiting the scope of the present invention. DESCRIPTION OF FIGURES

[0054] [Fig. 1] [Fig. 1]: Scanning electron microscopy (SEM) images of kapok fibers (a) and degreased cotton fibers (b).

[0055] [Fig.2] [Fig.2]: Treatment of Ceiba pentandra fibers (© FLOR).

[0056] [Fig.3] [Fig.3]: Steps for extracting VOCs in static mode using the fiber kapok.

[0057] [Fig.4] [Fig.4]: VOC extraction system in dynamic mode (© FLOR).

[0058] [Fig.5][Fig.5]: Chromatogram of the “static” kapok extract of Cananga odorata of February 1, 2022.

[0059] [Fig.6] [Fig.6]: Chromatogram of the “dynamic” kapok extract of Cananga odorata from April 28, 2022.

[0060] [Fig.7] [Fig.7]: Distributions (in %) of the families of molecules identified in the “static” kapok extract (left) and the dynamic kapok extract (right) of Cananga odorata.

[0061] [Fig.8] [Fig.8]: Radar diagrams grouping the olfactory descriptors of extracts of static kapok (left) and dynamic kapok (right) from Cananga odorata.

[0062] [Fig.9] [Fig.9]: Chromatogram of the “static” kapok extract of Michelia champaca, December 27, 2021.

[0063] [Fig. 10] [Fig. 10]: Chromatogram of the “dynamic” kapok extract of Michelia champaca from Jan 05, 2022.

[0064] [Fig. 1 l][Fig. 11] : Distributions (in %) of the families of molecules identified in the “static” kapok extract (left) and in the dynamic kapok extract (right) of Michelia champaca.

[0065] [Fig. 12] [Fig. 12]: Radar diagrams grouping the olfactory descriptors of extracts in static kapok (left) and dynamic kapok (right) of Michelia champaca.

[0066] [Fig. 13] [Fig. 13]: Chromatogram of the “static” kapok extract of Plumeria alba from December 21, 2021.

[0067] [Fig. 14] [Fig. 14]: Chromatogram of the “dynamic” kapok extract of Plumeria alba from December 15, 2021.

[0068] [Fig.l5][Fig.l5] : Distribution (in %) of the families of molecules identified in the “static” kapok extract (left) and in the dynamic kapok extract (right) of Plumeria alba.

[0069] [Fig. 16] [Fig. 16]: Radar diagrams grouping the olfactory descriptors of Extracts of Plumeria alba in static kapok (left) and dynamic kapok (right) EXAMPLES EXAMPLE 1: Description of kapok fiber

[0070] The plant fiber used in the VOC extraction process is fiber from the fruits of Ceiba pentandra. These fruits were collected at the Trinité de File Park in Réunion in October and November 2021 and 2022.

[0071] The scientific name of this tree is Ceiba pentandra (L.) Gaertn. (WFO, 2023). This species has several synonyms according to WFO (WFO, 2023) and the Missouri Botanical Garden's Tropicos database (Tropicos, 2023), the best known being: - Ceiba occidentalis (Spreng.) Burkill - Bombax pentandrum L. - Eriodendron anfractuosum DC. - Eriodendron pentandrum (L.) Kurz - Xylon pentandrum (L.) Kuntze

[0072] Vernacular names associated with Ceiba pentandra are Ouatier, Fromager, Kapokier, Kapok, Arbre aux amoureux, Bois coton, Arbre à boure, Mapou, Bois diable (Tropicos, 2023; Plantnet, 2023).

[0073] The taxonomy of the genus Ceiba is presented in Table I below.

[0074] [Tables 1] Classification of the genus Ceiba Kingdom Plantae Sub-kingdom Viridiplantae Class Equisetopsida Subclass Magnoliidae Order Malvales Family Malvaceae Genus Ceiba

[0075] Table 1: Taxonomy of the genus Ceiba (Tropicos, 2023).

[0076] Ceiba pentandra is native to tropical American regions, particularly Central and South America.

[0077] This tree has become pantropical and is currently found in tropical rainforests and savannas. It is thus distributed across several continents, notably in East Africa and the forests of Southeast Asia (Indonesia, Cambodia, the Philippines, Thailand). It has also been introduced to the West Indies and the Pacific Islands and is known to be invasive in certain regions of the world.

[0078] In the Mascarene Islands, particularly in Réunion and Mauritius, it is only found in cultivation and is distributed over a large part of the island (in gardens, parks, and urban areas). However, it is being planted less and less in private gardens because it is a tree that takes up a lot of space. It is considered exotic and non-invasive in these islands (CBNM, 2023).

[0079] Ceiba pentandra is an imposing tree that dominates the canopy and can reach up to 60 m in height and 2 m in diameter. Its fruits are large, elliptical capsules 20 cm long. Each capsule can contain 60 to 250 ovoid seeds, 4 to 6 mm in diameter, surrounded by the "kapok fibers" used in the present invention. These fibers are coated with a waxy substance that makes the fruits waterproof. This configuration is particularly well-suited to dispersal by wind and water.

[0080] Kapok is a very lightweight, yellowish-white, natural plant fiber with a texture similar to cotton. It consists of unicellular fibers composed of cellulose (64%), pentosan (23%), and lignin (13%) on their lignocellulosic systems (Ying YT et al., 2012; Lorelei A. et al., 2013; Zheng Y. et al., 2015). The low-density kapok fiber has a cylindrical shape, a smooth surface with a thick waxy coating, and a thin cell wall (8-10 (pm in diameter and 0.8–1.0 in wall thickness) (Zheng Y. et al., 2015). Furthermore, it possesses a hollow structure that gives it a high capacity for light transmission and high porosity (80%). All these characteristics distinguish it from other fibers (Zheng Y. et al., 2015). Figure 1 shows the physical difference between kapok fibers (a) and cotton fibers (b) (Zheng Y. et al., 2015). Indeed, cotton fibers have a helical structure, while kapok fibers are smooth.

[0081] EXAMPLE 2: Extraction of VOCs using Kapok fiber, an odorous raw material

[0082] For the implementation of this eco-extraction technique for new scents, three plants were chosen: Cananga odorata (Ylang-Ylang), Michelia champaca (Champac), and Plumeria alba (White Frangipani). Extraction can be carried out from several parts of the plant (leaves, flowers, fruits, etc.), but for this study we chose to use only flowers.

[0083] The three flowers were collected in Réunion during their flowering period, between November and April during the years 2021, 2022 and 2023. Fiber processing

[0084] It is necessary to treat the fiber to remove as much of the wax present on its surface as possible, as otherwise it would be present in excessive quantities in the extract. To do this, the plant fiber was removed from the fruit and then separated from the seeds. It was then placed in an Erlenmeyer flask, and ethanol was added to completely cover it (approximately 500 mL for 2 g of fiber). The washing was carried out under magnetic stirring for 24 hours. After these 24 hours, the solution was filtered (using filter paper) to remove the alcohol, and the washed fiber was distributed into several crystallizing dishes to dry. Once dry, it was stretched to increase its contact surface area and then stored in a glass jar before use. These fiber treatment steps are shown in [Fig. 2].

[0085] Extraction of volatile odor compounds and desorption of fibers in EtOH

[0086] For the two protocols described below, flowers were used. However, it is entirely possible to use other fragrant raw materials (resins, leaves, roots, fruits, etc.). The extraction of volatile compounds is carried out using two capture methods: a so-called “static” capture and a so-called “dynamic” capture, each followed by the desorption of the fibers by ethanol. "Static" extraction

[0087] The freshly picked (and not wet) flowers were arranged in a thin layer in a crystallizing dish. The kapok fibers were then arranged so as to cover the flowers completely and evenly (approximately 2g of kapok fiber per 100g of flowers).

[0088] Next, the crystallizing dish was covered with aluminum foil (to limit the evaporation of volatile compounds and prevent external contamination), which was pierced to prevent fermentation of the flowers (the container was not hermetically sealed). The crystallizing dish was then placed in an odorless location for the duration of the extraction. This generally varies between 3 and 23 hours and can be repeated once depending on the physical state of the flower.

[0089] After extracting the VOCs by static capture, the kapok fiber was placed in an Erlenmeyer flask, then covered with absolute ethanol and stirred magnetically for 1 to 3 hours. The mixture was then filtered (through filter paper), and the fiber was pressed over the filter to recover as much of the ethanol solution as possible. Finally, the fiber was dried in a crystallizer under a fume hood before being stored for reuse.

[0090] The ethanol containing the volatile odor compounds was then evaporated using a rotary evaporator. The bath temperature should not exceed 40 °C and the evaporation rate should be reduced to limit the evaporation of highly volatile odor compounds. It is important to monitor the evaporation to avoid evaporating the product to dryness. A few milliliters of extract should be left in the flask, and then the remainder should be transferred, using a glass pipette, into an amber pillbox. The steps for static VOC extraction using kapok fiber are shown in [Fig. 3]. “Dynamic” extraction

[0091] The “dynamic” extraction was carried out using a reactor (IKA LR 1000 Basic) and is shown in [Fig. 4]. For this, a known mass of fresh (dry) flowers was introduced into the reactor, and then the kapok fiber was inserted into a glass tube connected at one end to the reactor and at the other to the vacuum pump. Thus, with the suction created by the pump, the volatile compounds of the flowers in the reactor were adsorbed onto the fiber. The extraction lasted 3 hours and can be repeated depending on the physical state of the flower.

[0092] The step of desorption of the odorant fiber with ethanol and the evaporation of the latter are the same as for the “static” extraction.

[0093] The samples obtained from the two extraction methods were then dried under a flow of nitrogen for the calculation of the yield, and then kept cool (4 °C) pending their analysis.

[0094] EXAMPLE 3: Methods for characterizing the odorant extracts obtained

[0095] Sample preparation: In order to be analyzed by gas chromatography and olfactorily, the extracts were filtered with a PTFE filter (Sartorius stedium biotech, pore size: 0.20 µm, filter diameter 25 mm) before being dried under a nitrogen flow. They were then diluted to 10% in absolute ethanol.

[0096] GC-MS Analysis: Qualitative analyses of the samples obtained by gas chromatography (GC) were performed on an Agilent 8890N system equipped with an SPB-5 capillary column and coupled to an Agilent 5977B mass spectrometer (MS). The system is complemented by a Gerstel automated sample changer (Liq HS, Twister desorption).

[0097] The analysis conditions are detailed below: Gas chromatography

[0098] Column: SPB-5 (L = 60 m, di = 0.32 mm, e = 0.25 pm)

[0099] Carrier gas & flow rate: helium, 0.5 mL / min

[0100] Type of injector: Split / Splitless (SSL)

[0101] Injection mode: Splitless

[0102] Injector temperature: 250 °C

[0103] Injected volume: 5 pL

[0104] Temperature programming: from 60 °C to 250 °C (at 4 °C / min) with a final plateau of 15 min

[0105] Runtime: 62.5 min Mass spectrometry

[0106] Ionization mode: electronic ionization

[0107] Ionization current: 70 eV

[0108] Mass range: 30 to 300 amu

[0109] A table of alkanes (C8 to C22) was injected under the same conditions to calculate the Relative Retention Indices (RRIs) of each compound. The RRI was calculated according to the following equation defined by temperature programming:

[0110] [Math.l] IRR = 100 x [n + (z(X) t(Cn)) / (t(Cn+ï) t(Cn))] [YES] With:

[0112] X: compound to be identified

[0113] C: hydrocarbon

[0114] n and n+1: number of carbon atoms of the two paraffins that flank compound X

[0115] t(X): retention time of compound X

[0116] t(Cn) and t(Cn+i): retention times of the two paraffins flanking compound X

[0117] To identify the molecules present in the extracts, two parameters were taken into account: the mass spectra and the calculated retention indices (IRRs) of each compound. These were compared to those in the Nist02 and Wiley7n databases and in the literature (Adams, 2017). Identification was validated if the experimental IRR was close to that in the databases and if the spectra their masses are identical.

[0118] The concentrations (in percent) of each molecule were obtained using mass spectrometry (MS). The entire chromatogram was integrated using reprocessing software. Thus, the concentrations were calculated by taking the ratio (in percent) between the peak area of ​​the molecule of interest and the total area of ​​the chromatogram.

[0119] GC-O / MS Analysis: The olfactory analysis of the samples obtained was performed on a Perkin Elmer GC system coupled in series to an SQ 8T quadrupole MS mass spectrometer and an SNFR Olfactometry Port GC olfactometer. The GC furnace was equipped with an Elite-5 MS capillary column. Volatile compounds were identified by comparing their mass spectra with the Nist20 database and by comparing the olfactory descriptors obtained during the analysis with those on the reference website "The Good Scents Company" for a given molecule.

[0120] During the GC-O analysis, olfactory intensities were also recorded (light, medium, strong, very strong). Olfactory characterization of the extracts

[0121] Olfactory characterization is a crucial step in the development of perfumes or cosmetic products. It consists of assigning olfactory descriptors and then evaluating them.

[0122] In this scenario, the extracts obtained using the two capture techniques were evaluated by an independent perfumer from Grasse and by two research engineers (specially trained for this purpose). Olfactory descriptors were proposed, taking into account the chemical composition of the sample and using perfumery-specific terminology. Then, for each descriptor, a score from 0 to 6 was assigned in order to create radar charts for each extract (0 being no olfactory impact and 6 being a strong olfactory impact).

[0123] EXAMPLE 4: Characterization of VOCs obtained by the two extraction methods, static and dynamic, for 3 different flower species

[0124] The new technique for extracting odorous VOCs, with both static and dynamic capture modes, was applied to three flowers: Cananga odorata, Michelia champaca, and Plumeria alba. Extraction was performed in triplicate to verify the reproducibility of the technique and validate the results. However, only the results of the analysis of a single static and dynamic extract are presented for each flower.

[0125] Study of volatile compounds from Cananga odorata flowers

[0126] Kapok extracts of Cananga odorata were obtained using two batches of flowers picked in 2022 at Sainte-Cio tilde: the batch from January 31 was used for the static capture technique, and the batch from April 28 for the capture technique dynamic.

[0127] Static extraction was carried out for 3 hours and then for 17.5 hours, with renewal of the kapok fibers. Dynamic extraction was performed twice for 3 hours, also with a change of fibers between the two extractions. The fibers were then desorbed in ethanol for 3 hours. The GC-MS chromatograms are presented below, followed by summary tables of the compounds identified for both extracts (with their respective concentrations).

[0128] The results obtained according to the two extraction methods, static and dynamic, are presented in figures 5 and 6 respectively in the form of chromatograms.

[0129] Tables 2 and 3 below report the chemical compositions of the extracts obtained by static and dynamic extraction. Table 3 compares the chemical compositions of these same extracts obtained by static and dynamic extraction with an extract obtained by solid-phase microextraction (SPME) with regard to the major compounds.

[0130] [Tables2] % <S'iîf<:S<& SM KapCK Sis fôrssâyK C1S222 3^25 -> VU>V-Kv.-.-.-. z.5 -millionKteri^^^ wÿe<j este;». vtxte"ew 0 V ££rëné$::::::::::::::^ ■3-h> -df:X:r+-^^ •7 S x<:'£. te>'te; J&teé.ç^ï- £ j^r^ne r.5 &:te.?te^teè ïïîte:, àteé v-ïe'X These words: VCFfrfc'rjW** 'JlVgt'te* inK-J} Frÿ^ ^¢5-4^.':.ÿT<j?tee .......................:te> j:S;:……….. :3'^>-5î WXÇ f? ^3£te-- c -îe-ixoec: .14 - S • . .- s • ';^w:4 »wv: ÿ$ &Xte. :teyy : 'Xtete v£ :^:3-4^ £'te^te:SV v\ 0 Oxx <:tej;- : :>:£•-< d^ ctex^ teys-zteds oïw: :< ?<:•..«. -brother; f eus : te+.< dgr 53⁄4 te!?-^ ,,,,,,,,.10,,,,,. 3 ÎX3< £x3y 7Ï33:, fSte. v^s ; cycy <43tefT:4ÿ. dç 334-^4 iteTiS* ïtetete jSèftÿ > Sx Sites: : as-ss-teteS* $8^5: scçrs^- VC':, / 33S, tits.. '.&'ÿÇ; s / ÿx^tete^e-Cte s.-Tfcri ftvCt^K ^'>5« •p>SpMteJ>3 £ 7 &Q :S? Rite to £ S'K'tlÇQr.Q $R To. ■" >X"W<!---->•: c :ÿi •5'5 vOU* ; (te&Jf te :333 ¢-^:^ ;^W^terte:£3:S::>:::::::::::::::::::::::::::::::::::::::: s^ <.................................. 3 <3ÿs*x :£<teS8. ds yiwite, $3 te:’ ;te 3> in, 3 M;xtÇ5ï4.3<::;5. <4U? <<8-& ^>Si>8 . - 3x te te : tette: X: uè §6rte Rtedte v.3 A 7 y,* ^¢:,^.--^55. rAte 'tete: 1.3 V .4 »U:>GU< <»&K trtteë,-surfe. Vs, test tte texans, ^teèÿ5'£fjé<7ï ^te3ï / teÿ3te£3'3333^ IV À'fS, te&3tete£te3!te':3 ter: V test yÿ-te X: è-s3Jôriy<ie '■'> ::. f: <js\ y«;. teS&x te tess. <ià / tetete v.>û.- ^head^xx'e. -XteSx 'tetexteteteXK : *te<3 -te teXèi-e, te- gûteÉte' .g •o-'te, fîtes?. Ste, S<?4te *-S > ss •*+* \ ' 8>^ s»i 7s ;3 X'te. breasts. fïtete &■: te :' teète / itetecte v.; s > -ite tete the first x-et&rôï / e :à^3^ë$£ï^ ««■« 3:3:3:3:3:+.-43:3:3: 3 fî'Xd • 3»ïè - te* ter de 3⁄4 •Se -gâ'yjàteà t>St-0o-0-XXte u^O'. >«{> x height. vSte.e c-feXta is Kte:fe.w>s;o:u<+:.fte^ te^xyte, 55+2* âs+Xàte $* :83⁄43⁄4 :c $4 g “ oteityr testa • üùex: te \>ÿ:WgféêK 'Këfâtede^i)te^ 53 XX xs-te te xts, rtiV! ¢.- / ^, ?iï3:2: :£^^ :£ cente :^ *3 ^'te> ■?!=<, KÏKi.';>9r.'0je 52 jx : ef ::de>y :ï still+e.<vÿ Sâà, dè :□-:-£, te jteterte £:■ A * vA y % v x_ teteSe -: •> 1£ ?&•». a3S^t..-d£^ KV bmsi : *. % x;e ; vagir $5 v^tete ■icj-ssrükî'Æ-nteiM^te 2 y •i ,$ :3X te 'WW KW5. tetee ■teSÎÇy^rKXç:^^^ 1.5 A .7 3eewte, : tetÿ$ dterœ. of -.•e^s de ça;*:- te gi-teVe tetetetete de iterdy^ cold, teteè, îfvûïtei: «te«'3£:-ô5.ter, d ôi3<ût. d to j:<:37the..the.C <ete 20::7^ --::^ te v.î Û5 Frujtè ; ?2^te -y ejjènw yz ispxp •xvïf -.+^45 -07 355-::56^0^75 ¢-8:73546 k :?<etw:E ;ti ty -■: ÔIXJC. ’ -< 4 0. te€*stede^^ Sacré, fws-tre a +s---Ky-,ÿyç. f?u:tê; otery / 0 f-tete. oçvefsse, dey-swa £3^:: / 7371^:3-80:¾^ SS:SSS®^ 3 S::"ë.tetez-ôrvxce-. f<c6âi texte Ü4 :................................ 3 xteuô és;^ •oyew'çfer^ÿéÿj^ • o;te4'dÿ^'ç-yîef^. te f fart ; £xV te csnrete ifte^drrXV'^WJte"'--: <te< xteyteçwte? stev ? te^s-'y^ te y:: vy téiXGtee te teteya 2 £ * y vC<«. sfeyàté $7 ter^yis 4-.v w- tete te:S5te£te Sç teT-S: ^t> TS 97.5 58J. r^ns ? rMCte: head :tefte£ Z-;5 * 5 . & <te£3:3:3:3:3:3:3:3:3:3 .xs ................................................................................ 55- ?.s 3? 7 &SGtes?te^ ?ç,ç + 3 0, <: v / >$ $•7.3 TW3333333333333333333'i WÙ* JW.O

[0131]

[0132]

[0133] Table 2: Chemical compositions (% of dry area) and distribution by family of molecules identified in the “static” and “dynamic” kapok extracts of Cananga odorata - Major compounds. [Tables 3] tompasÈs. Airlock”* SI. mas 28W22 S: basic, woody, odeur d'agruniss g: dcüïç te, fretés, $îr$y$>2. ctïrys fiiil !ç>van5§.Vèfï ; ÔÇ£Uf 4$ :0: ÿSfft hdsæe. épkfifi. ÿàf.h» iiÉiïiiiiiiii 3333355333 04w ^oeuSfj, «fe «wothe, de fdà», <361&6, de »b»< &fS^J§à6:S::SSSS:g 304 134 herbacée, estrus, verte 30.4:3: received, soerse, dorais (in diiüSScR «ose ww- liiillllil îV $41^,3 nefcsttaj ié&éœ.. «taure, frétés. s«tté» blessed nrethyte ffUla S Ml xï acre, sycrè^ fkvr<ite, ’ luit&e > 3 ::3⁄4 <teuw< T: ü0.^' ÜSéüf 3311333113 «4 1M g:; <kcu\. Odsw de s<s 34 U ^‘uterée, fioraîe, fnsitèe :¾¾¾¾^¾¾¾¾ M 1|33:|S3ï: .....chaude; spisSe; Odeur de dos de siretie : : s BÉtallI 331033 : f devra, betsarrsieué auec de isgérss estes am&es $ $ 03 33 <te<JO5, fïora^,, % tutsi (dssisfiè $6,8 9?,5 —88,1'""" «b 8 £ s % tmaf ho» ideodfié 34 3,9 14 05 «J. : W3 îdt;»t5te eu o,s d^t. : dvnâmtaue 0,4 25 37,.? SS. s 2S,8 :5bAJ:pbSé::àï^Ô<5S^533333333333333333333333333333333:i f^îOfËëfefeïSSSSSS 2,3 55 0.6 255 &3,a 545 03333333333 35 25 14 TOTAL W5 1005 W5 . Table 3: Chemical compositions (% of dry matter areas) and distribution by family of major molecules in the “static” and “dynamic” kapok extracts and SPME of Cananga odorata.

[0134] Fig. 7 shows the distribution (in %) of the families of molecules identified in the extracts from the flowers of Cananga odorata according to the extraction method applied.

[0135] [Tables4] Descriptors Associated olfactory molecules Kapok st. 010222 Kapok dyn, 280422 Anima! fecal indoie 1 û Anima! horse p-crèsoi, creosol, guaîacol 1 3 Hesperidic lemon nérat, geranial, geranial diéthyîe acetaie 0 2 Balsamic almond aicooi cinnamic 3 0 Fruity green geranyl acetate, benzyl acetate, henzylic alcohol 3 1 CooÜfig fiora! methyl salicylate, methyl benzoate, ethyl benzoate 3 3 Spicy {warm} eugenol, tsoeugenol, cinnamaldehyde 5 1 Floral solar benzyl salicylate, benzyl benzoate 4 1 Dust / 2 1

[0136] Values ​​ranging from 0 (no impact) to 6 (very strong olfactory impact)

[0137] Table 4: Olfactory descriptors characterizing the “static” kapok extract and the “dynamic” kapok extract of Cananga odorata.

[0138] [Tables5] SSiJstïi.SKjM .:xi^£j$^^$^i&:£è^:::::::::::::::::::::::::::::::::::::::::::::::::::::::::::::::::::::::::::::::::::::: _■ i S;0- l <iw i Y $,$ vcî •'.'O» 05 K5<^ 5k^5^' Mr.-X’î . w, -whi > ■ b.-vw ■T ' ■Txysr.cfe a: - Friend!. / / / / / / / $$$$$&â$$:::::::; soil: - ?!ï.;:S! : : : : : : : : : : : / / -. / / / timioftii:::::::::::: 350:616'OïjirüXlS :$:$ $!5!:sk............................................................................................................. Wjw&S;^ 0? v$ 1 ? $s •- AS V.5 . ____________ . .- •..-*• -X- / . - £.4 0-3⁄4 W * -.■ S v.> rî szxëso: ■“■-4 [ji. ,^?3-a'>Xe:v ■>= tx-oâ.yl& .14 go' KXXC'ÎK t"SO:?SCtsO: 3:::0!Ù0:t>L^ $:$: ®SS:^^ ............... ................ - : : Sbssvîsîjïsÿsfyÿs ;':;-iX£ 41-.1.-51, « N:«:.-os. tiÿî < < < < :::$:$:$:$:$:O:$:$^ $:$:$:$ tc« $ $$:$:$S$$$:$:$ tisSÆ-sr-.Soc' ;$*^^ $$$$$^^ 5bkÔ.tibstr'-Sb, :03⁄4 iNbr.J06b6 & $:$: $$$^:^^$$$ >:ÿ,':^5SbS. S5 <S. J^tSS<ï^:Y^ ÿ\VZ.i / c.'.Sx '? 7 7!q; ?! : <■'.*» ■tOOZÇOrO; S:>Z-tON'iS>ÿ ■rc«^- \.x< :5.5.555.::-. LîMO / dtSYîA'Hw: kkw: Mo .wwMk 7.1 ®$]$A ? wxtw'x :t W0<- $®^^ 4^^111111111111111111111 / iïïiïïy^^^ ;<X5$.tf.:grs::v:g:w> àéi^ÿv^ ......................... ®$S$fc >p->4r.s- «hoie v.4 $.â • 4lo:sl rç» $.* 56:-63--: KOOr.l ïel-so&t Mis •4 s 0:1⁄2..3⁄4 :533⁄4 40:-:1:0 ï.ï $:$:$:$ ^0:41 / 3:..3⁄4 350-^ ^-:.:^0:0050^0: :soo tY 'vl Ï.3 >• WÎR-'VNi'::S-&6 --3⁄43⁄4x3⁄4 :5 i X-OS :3 ■>:5 ?!4W ï COSSSbr 5:3⁄4 :$:$ :• wSsts :!x wtM* 'TXXC'X- Mwt t«:-o xtxttlQMOÿ-tx :>x v.> ï«> ;ww:d? 54 Z r. :3⁄43⁄43⁄4^^ ï-e-ewt-s oe szixsle •Z1 ®cso!zc?>b3cçÀ£as os •-•.J wmm;* to « OèMîÿÆ ^.;ZS! ................................................................................................................................. 5511033:-600 / .:¾ ■LS <$* ^ÿb$$$$$$$$$$$$$$$$$$$$:$: ■»rc.->* ::o < iz ? oko:*.-: 3$ tOZO! 3S^ifc0 .0 -h* ■; t; s ^¢0:013:0:30:5:¾ >5 13 .

[0139] Table 5: Chemical compositions (% of MS areas) and perceived intensities in GC-Olfactory for the “static” and “dynamic” kapok extracts of Cananga odorata -Olfactory impacts.

[0140] The results presented for the two kapok extracts prove the effectiveness of the technique. Indeed, odorous compounds were identified in all the extracts. obtained.

[0141] Table 3 illustrates the fact that these two extraction methods make it possible to obtain extracts that are chemically and olfactorily different from those obtained by the classical SPME extraction method.

[0142] Aromatic compounds (benzyl alcohol, benzyl acetate, methyl benzoate, benzyl benzoate, etc.) are predominant and are mostly found in both extracts in similar concentrations. The differences between the two extracts lie in the second predominant family: hydrocarbon sesquiterpenes (germacrene D, alpha-famesene) for the static kapok extract and oxygenated monoterpenes (linalool, geranyl acetate) for the dynamic kapok extract.

[0143] These disparities are also perceived olfactorily. Indeed, radar charts of the two extracts show that the static kapok extract has dominant “warm spicy” and “solar floral” notes, while the dynamic kapok extract is less olfactorily “rich” ([Fig. 8] and Table 5). This can be explained by differences in extraction techniques, seasonality, terroir, etc.

[0144] Study of volatile compounds from the flowers of Michelia champaca

[0145] Kapok extracts of Michelia champaca were obtained using two batches of flowers: those picked on December 27, 2021 in Saint Benoît for the static capture technique, and those collected on January 5, 2022 in Bras Panon for the dynamic capture technique.

[0146] Static extraction was carried out for 3 hours and then for 17.5 hours, with the kapok fibers being renewed. Dynamic extraction was performed twice for 3 hours, also with the fibers being changed between the two extractions. The fibers were then desorbed in ethanol for 3 hours. The GC-MS chromatograms are shown below, followed by summary tables of the compounds identified for both extracts (with their respective concentrations).

[0147] The results obtained according to the two extraction methods, static and dynamic, are presented in figures 9 and 10 respectively in the form of chromatograms.

[0148] [Tableauxô] 271251 Kapok dy«. Ù50122 iSliSSÿâSîS^^ (fy-a-ioncns*: a, s ■ 8ü>sêé. Balsamic, violet scent dïhydro-p-ionûne a,s Woody, fruity, violet scent ?0-g4onone 2.3 1.0 Woody, fruity, violet scent (E. Ef o:- f èrn és è '• e 1.2 Herbaceous, citrus, juniper berry and apple scent aKoo! benzyiiQUc 1.2 0.5 Light, soft, fruity, sweet 0.5 Strong, fiarsîe, green, rose, hyacinth scent ■■■ ■■■ syr>phêny:acéialdoxm^ 3.8 23 - L?nn-phéR>dvcét^ ___________y________ 1.3 (ti-elœd CGnifeï'ydqve 0.5 Number of ccmpa-jé^ nj: 1 of the compounds ni 1.2 0.5 34 1.2 € £ ri.i.: unidentified st. :(static ;^||||||||^^ 94,.2 98,-5 dyn, ; dynamic 1.2 xçççççççççççççç^ft.Sçççç?

[0149] Table 6: Chemical compositions (% of dry area) and distribution by family of molecules identified in the “static” and “dynamic” kapok extracts of Michelia champaca.

[0150] Fig. 11 shows the distribution (in %) of the families of molecules identified in the extracts from the flowers of Michelia champaca according to the extraction method applied.

[0151] [Tables?] Descriptors i Associated active molecules Kapok st. 271221 Kapok dyn. 050122 Animal fecal ! indole 6 2 Flora! violet ! alpha, beta & dihydrebeta ionones 3 5 Hyacinth ; phenylacetaldehyde 1 2 Almond balsamic ! benzaldehyde 1 1 Dusty straw J 2 2 2 Orange blossom ! methyl anthranilate 1 5 Powdered balsamic ; vanihin 2 2 Floral cooling ! methyl benzoate 1 1 Flora! rose i phenylethyl alcohol 2 3

[0152] Values ​​ranging from 0 (no impact) to 6 (very strong olfactory impact)

[0153]

[0154]

[0155]

[0156]

[0157]

[0158] Table 7: Olfactory descriptors characterizing the “static” kapok extract and the “dynamic” kapok extract of Michelia champaca. [Tables 8] SCO iÀÏtfé^déi: hexafe •egere :egere Vert -rufe ferra cfee, ?en. éjc- wpyertne légère - kfe. I was proud. légère 3 Flora >iï?45feonc3;3 légère 3 Miel, S'xré. fefeo. gcurmsnd légère Floicri iZj-oxvde dé lifeoi forts» ifetque ixulé. rscefeouc >£)-2Xÿde de thrid légère M&d, fe-'>nep'é •inalcl légère Florsl,freh. mouillé, agréable, çfetiaue [Çf'-cTarnèSènê 1.2 alcohol !senz' / i;qüê 1.2 moyenne G. 5 ■fora', très frais, yen. fruité. citrus. agreabrè : 3-3 moyenne Fierai, honey, rase pétale ................................................................. forte forte - Urin?, animai, arr-rtioniaque orra", 4L$ très forte très forte ifee, Fierai, aéteie -ïenzeoe aceïomtme 6.5 mc-venr-e 5,1 moveitoe .Mumfoe, neutral, propre,neuf froid, brùie, fumé, produit d ~ii -i •» Mx' r> *■ 3,3 2,3 mimp^e.-ylacetadorune i. 5 1.4 très forte 3 itérât, ;a$fei, ffer bisnche, anima:, roi-guet ta or - y3y3rnevew«;fyf moysnns 3 Fleur dforanger ff.l-akocl con:fëry3cué C5 :5k {«afdèSKOKqjosÈî foeifofte&fe $3 to £3 Compounds having an olfactory impact in the static and / or dynamic kapok extract (highlighted). Table 8: Chemical compositions (% of MS areas) and perceived intensities in GC-Olfactory for the “static” and “dynamic” kapok extracts of Michelia champaca -Olfactory impacts. Analysis of the two extracts of Michelia champaca using a new extraction technique allowed for the identification of over 95% of their composition. The extracts consist mainly of aromatic compounds (>90%), among which phenylethyl alcohol, benzene acetonitrile, indole, and methyl anthranilate, which are widely used raw materials in perfumery, constitute the major compounds. Despite the differences observed in the chromatographic profiles of the two samples, the major compounds are identical, but their concentrations remain slightly variable. However, the static extraction yielded a more concentrated extract than the dynamic extraction. This disparity can be explained by the fact that the fiber is in direct contact with the flowers during static extraction.

[0159] The olfactory characterization of the two extracts reveals that both share floral notes of rose and violet ([Fig. 12]). However, there is a difference in the additional notes present in each extract. The static kapok extract has a more animalic note, which may give it a wilder appearance. In contrast, the dynamic kapok extract is dominated by an orange blossom note, which may give it a softer and more refined impression, thus creating unique olfactory profiles for each extract.

[0160] GC-0 analyses (Table 8) support the results of the olfactory characterization and GC-MS. Indeed, the intensely perceived rose floral note in both extracts is attributed to the high phenylethyl alcohol content (> 40%) in these two extracts, which is confirmed by the GC-O analyses. The strong animal note in the static kapok extract is explained by the presence of a significant amount of indoles in this extract, which is also corroborated by the GC-O analyses. Similarly, the strong orange blossom note in the dynamic kapok extract is explained by the presence of a significant amount of methyl anthranilate in this extract.

[0161] Study of volatile compounds from Plumeria alba flowers

[0162] The kapok extracts of Plumeria alba were obtained using two batches of flowers from 2021: that of December 20 from Saint-Paul was used for the static capture technique, and that of December 14 from Sainte-Clotilde for the dynamic capture technique.

[0163] Static extraction was carried out for 3 hours and then for 17 hours, with renewal of the kapok fibers. Dynamic extraction was performed twice for 3 hours, also with a change of fibers between the two extractions. The fibers were then desorbed in ethanol for 3 hours. The GC-MS chromatograms are presented below, followed by summary tables of the compounds identified for both extracts (with their respective concentrations).

[0164] The results obtained according to the two extraction methods, static and dynamic, are presented in Figures 13 and 14 respectively in the form of chromatograms.

[0165] [Table9] & trailer M. balls S to six 213221 «3221 «s S2îé. ?content£®4 SfSSSX. fees and.. 4«®: ; v(W ® fèci'.ï. 8« 84S: as •»» 14s S®, irss, 5B<$. <c&-'s\«.: SSÏ84' S< !Kix & SS®. SS Séch» IwïsSO.sse ¢.2 £L$ :x3ÿ4. 3:35k;: 1.4 l:k? 3:.. <:•$:$ «O- O &<æ ; OSSSS 2âS> SS«S. 4s i!S48, -s :8584 ife sS®s 21-.22222:2:2:2: O CÆ OBïïïïïïïïïa ss:SOisO:si:s2jOs5S:oSiS:S:®SwSsOsssssss^ssss What's the difference?:::::::::::::::::::::::::::: 1111111111125^3:111112 ss:s0s200202sssssssssssssssssss^ 05 :ï:ïsil^OOOOiOïssssssssssssss «=:S >.C <s>:rs, 2O : W 44 JXOç.- & W:, SS SSSSS V >W> <i: ass ; O<:s4s «S«, ¢4 2« OO 0413410414^ :444444440:5545:4444444444: WÔÏ SSiOSiOlOOSWSSSSSSSSSSSSSSSSSSSSSSSÏ^ slsOOïlM SS S *Xv? ??.*.*.*.*.*.*.*.*.*.*.*. S»wOSïiiss •Xv?y *.*.*.*.*.*.*.*.*.*.*.*. 3:3^3 <fe ¢(4.1: feÿ. Mt «t’éthyte ®O4 SlW». isM S2. »42 ; «824 SS JSOO ::4i4OMoO ::::OMS:::::s:::s:::s:::s:::s:S 00411010044:4:4:4:4:45 Ï211111111114<2:1112:2 <<<<)<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<<< :00001040:4:4:4:4:4:4 SV Ï21111111111O:11112:2 «2 02, ^sw. 4&i '.^•^.V.*.*.*.*.*.*.*.*.*.*. ::::::0220:000104000::021:::::::::::::::4 :i$5O®4^ sBo-iSWS-OsOsSSSSSiSKSKS®^^ SS-S-ssssss JssOssOsOsfcOOOsOsssssssssssssssssss 213:12:2:2:2:2:2: «.2 V 2,5 Aï'O ; 8 Ma «8 !«ss; OS'ig- Os SS Ssw4 sfes'-iss O m «b s-s. i; ■ 1 ssts4 m S.5 O 40004444444444444442 O ^3 im. ;<®S(Sssv8s 00044444444444444444444444444444444444 W S-, (jSïSSSSS &? . &OOOi^:OOsOÔ054:4444444444444 >.i' «: î è s;V<:£ «3 ?■£*$$$• ......................................................................................... .............................................................................. 02:444444444444444444444444444444444444: i_____________toi_____________ ...........>............ :OOs:s:s:s:s:s:s:s:s:s:s:s:s:s :::::::::::::::::::::::s4toams:s:s:::::::: ...........................................

[0166] Table 9: Chemical compositions (% of dry area) and distribution by family of molecules identified in the "static" and "dynamic" kapok extracts of Plumeria alba - Major compounds.

[0167] Fig. 15 shows the distribution (in %) of the families of molecules identified in the extracts from the flowers of Plumeria alba according to the extraction method applied.

[0168] [TableauxlO] Descriptors Associated olfactory molecules Kapok st. 211221 Kapok dyn. 151221 Green fruit banana benzyl acetate, benzyl alcohol 1 3 Fruity [alder gamma decaiactoe, delta decaiactoe 5 0 He spirited lemon ray, geraniol 0 4 Hyacinth pheny a cet 1 de hydride 5 O Balsamic almond benzaldehyde, methyl cinnamate 0 2 Cooling floral methyl salicylate, methyl benzoate 3 3 Floral floral benzyl benzoate, benzyl salicylate ü 6 Floral rose phenylethyl alcohol, geraniol 3 6

[0169] Values ​​ranging from 0 (no impact) to 6 (very strong olfactory impact)

[0170] Table 10: Olfactory descriptors characterizing the "static" kapok extract and the "dynamic" kapok extract of Plumeria alba.

[0171] [Tableauxll] ------------------------------------------------------------£-----s-------------------------f>jWtRsi«t<; cc^mL »«5 , 5-^0^5^} c^xjx-' . ^£^$£02^0 . v :&#:$^£&^:ï:::<:7$<^£$<x:x:7:ï$:^!^:^^:ï:7$7:7:7£:^> :::x:;$7$^^

[0172] Compounds having an olfactory impact in the static and / or dynamic kapok extract (highlighted).

[0173] Table 11: Chemical compositions (% of MS areas) and perceived intensities in GC-Olfactory for the "static" and "dynamic" kapok extracts of Plumeria alba -Olfactory impacts.

[0174] The results presented for the two kapok extracts prove the effectiveness of the technique: odorous compounds were identified in all the extracts obtained.

[0175] Aromatic compounds (benzyl alcohol, methyl benzoate, benzyl benzoate, etc.) are predominant in both extracts but in very different amounts. Indeed, the major compound in the dynamic kapok extract is benzyl alcohol, whereas in the static kapok extract, phenylethyl alcohol is one of the major compounds.

[0176] These disparities are also perceived olfactorily. The radar diagrams of the two Extracts show that the static kapok extract has dominant "yellow fruity" and "hyacinth" notes, while the dynamic kapok extract is described as "solar floral" and "rose floral" ([Fig. 16]). This can be explained by differences in extraction techniques, seasonality, terroir, etc. Bibliographic references

[0177] Abdullah M. A. et al. Physicochemical and sorption characteristics of Malaysian Ceiba pentandra (L.) Gaertn. as a natural oil sorbent. Journal of Hazardous Materials. 177(1-3). p 683-691. 2010.

[0178] Alma L. M. J. et al. Kapok (Ceiba pentandra (L.) Gaertn.) Fibers Packed in Nylon Nets as Sorbent for Diesel Oil Spill and its ex-situ Bioremediation. Journal of Envi-ronmental Science and Management 16(1). p 72-8. 2013.

[0179] CBNM, Conservatoire botanique des Mascarins, https: / / www.cbnm.org / , consulté le 30 Mars 2023

[0180] Gribel R. et al. Flowering phenology and pollination biology of Ceiba pentandra (Bombacaceae) in Central Amazonia ». Journal of Tropical Ecology. 15(3), p 247-263. 1999.

[0181] Hori K. et al. Excellent oil absorbent kapok Ceiba pentandra (L.) Gaertn. fiber: fiber structure, Chemical characteristics, and application. Journal of Wood Science. 46(5), p 401-404. 2000.

[0182] Lim T. T. et al. Evaluation of hydrophobicity / oleophilicity of kapok and its performance in oily water filtration: Comparison of raw and solvent-treated fibers. Industrial Crops and Products. 26(2). p 125-134. 2007.

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Claims

Claims

1. An ecological process for extracting VOCs from an odorous material using a plant fiber from the Ceiba pentandra species, comprising the steps of: - Obtaining plant fiber surrounding the fruits of the Ceiba pentandra species - Removing the wax present on said fiber by washing with absolute ethanol, then drying - Capturing the VOCs by bringing said odorous material into contact with said plant fiber - Desorbing the VOCs from said plant fiber in a bath of absolute ethanol - Filtration to obtain an ethanolic extract containing the VOCs

2. The method of claim 1 wherein the step of drying the fiber is carried out in an environment free of contaminating VOCs.

3. Method according to one of the preceding claims in which the capture step is carried out in static conditions in a non-hermetically closed container for a period of between 3 hours and 30 hours.

4. Method according to one of the preceding claims in which the capture step is carried out under dynamic conditions in a reactor having a means for circulating air, namely that: - the odorous material is placed in the tank of the reactor, and the plant fiber is placed in a separate compartment, the assembly being subjected to a flow of air circulating from the odorous material to the fiber, - the duration of contact between the odorous material and the plant fiber is between 1 hour and 5 hours.

5. Method according to one of the preceding claims further comprising a step of evaporating the absolute ethanol at a temperature less than or equal to 40°C.

6. 6. Method according to one of the preceding claims in which said odorous material is chosen from a plant material or an animal material.

7. 7. The method of claim 6 wherein said odorous material is a plant material selected from flowers, barks, resins and leaves.

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