WO2024096037A1 - Composition de parfum et produit de consommation - Google Patents
Composition de parfum et produit de consommation Download PDFInfo
- Publication number
- WO2024096037A1 WO2024096037A1 PCT/JP2023/039359 JP2023039359W WO2024096037A1 WO 2024096037 A1 WO2024096037 A1 WO 2024096037A1 JP 2023039359 W JP2023039359 W JP 2023039359W WO 2024096037 A1 WO2024096037 A1 WO 2024096037A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- compound
- mass
- mixture
- fragrance composition
- fragrance
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 89
- 239000003205 fragrance Substances 0.000 title claims abstract description 55
- 150000001875 compounds Chemical class 0.000 claims abstract description 122
- 239000002537 cosmetic Substances 0.000 claims description 11
- 239000003599 detergent Substances 0.000 claims description 11
- 239000003814 drug Substances 0.000 claims description 4
- 229940079593 drug Drugs 0.000 claims description 4
- 239000000047 product Substances 0.000 description 31
- HEDRZPFGACZZDS-MICDWDOJSA-N Trichloro(2H)methane Chemical compound [2H]C(Cl)(Cl)Cl HEDRZPFGACZZDS-MICDWDOJSA-N 0.000 description 16
- 235000019645 odor Nutrition 0.000 description 14
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 12
- 239000000344 soap Substances 0.000 description 10
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 8
- 239000007788 liquid Substances 0.000 description 7
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 6
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 6
- 235000019341 magnesium sulphate Nutrition 0.000 description 6
- -1 medium-chain fatty acid triglycerides Chemical class 0.000 description 6
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 6
- 239000002453 shampoo Substances 0.000 description 6
- 239000007921 spray Substances 0.000 description 6
- WEFHSZAZNMEWKJ-KEDVMYETSA-N (6Z,8E)-undeca-6,8,10-trien-2-one (6E,8E)-undeca-6,8,10-trien-2-one (6Z,8E)-undeca-6,8,10-trien-3-one (6E,8E)-undeca-6,8,10-trien-3-one (6Z,8E)-undeca-6,8,10-trien-4-one (6E,8E)-undeca-6,8,10-trien-4-one Chemical compound CCCC(=O)C\C=C\C=C\C=C.CCCC(=O)C\C=C/C=C/C=C.CCC(=O)CC\C=C\C=C\C=C.CCC(=O)CC\C=C/C=C/C=C.CC(=O)CCC\C=C\C=C\C=C.CC(=O)CCC\C=C/C=C/C=C WEFHSZAZNMEWKJ-KEDVMYETSA-N 0.000 description 5
- 241000116713 Ferula gummosa Species 0.000 description 5
- 239000002781 deodorant agent Substances 0.000 description 5
- 239000004864 galbanum Substances 0.000 description 5
- 238000002290 gas chromatography-mass spectrometry Methods 0.000 description 5
- 239000007787 solid Substances 0.000 description 5
- 238000001644 13C nuclear magnetic resonance spectroscopy Methods 0.000 description 4
- 238000005160 1H NMR spectroscopy Methods 0.000 description 4
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- WTDHULULXKLSOZ-UHFFFAOYSA-N Hydroxylamine hydrochloride Chemical compound Cl.ON WTDHULULXKLSOZ-UHFFFAOYSA-N 0.000 description 4
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 239000006071 cream Substances 0.000 description 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- 235000001466 Ribes nigrum Nutrition 0.000 description 3
- 241001312569 Ribes nigrum Species 0.000 description 3
- 239000000443 aerosol Substances 0.000 description 3
- 239000000499 gel Substances 0.000 description 3
- 239000006210 lotion Substances 0.000 description 3
- 239000012299 nitrogen atmosphere Substances 0.000 description 3
- 230000003287 optical effect Effects 0.000 description 3
- SVTBMSDMJJWYQN-UHFFFAOYSA-N 2-methylpentane-2,4-diol Chemical compound CC(O)CC(C)(C)O SVTBMSDMJJWYQN-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- NZGWDASTMWDZIW-UHFFFAOYSA-N Pulegone Natural products CC1CCC(=C(C)C)C(=O)C1 NZGWDASTMWDZIW-UHFFFAOYSA-N 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical class [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- DOOTYTYQINUNNV-UHFFFAOYSA-N Triethyl citrate Chemical compound CCOC(=O)CC(O)(C(=O)OCC)CC(=O)OCC DOOTYTYQINUNNV-UHFFFAOYSA-N 0.000 description 2
- USMNOWBWPHYOEA-UHFFFAOYSA-N alpha-thujone Natural products CC1C(=O)CC2(C(C)C)C1C2 USMNOWBWPHYOEA-UHFFFAOYSA-N 0.000 description 2
- SESFRYSPDFLNCH-UHFFFAOYSA-N benzyl benzoate Chemical compound C=1C=CC=CC=1C(=O)OCC1=CC=CC=C1 SESFRYSPDFLNCH-UHFFFAOYSA-N 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- KMPWYEUPVWOPIM-UHFFFAOYSA-N cinchonidine Natural products C1=CC=C2C(C(C3N4CCC(C(C4)C=C)C3)O)=CC=NC2=C1 KMPWYEUPVWOPIM-UHFFFAOYSA-N 0.000 description 2
- 239000012230 colorless oil Substances 0.000 description 2
- 230000002354 daily effect Effects 0.000 description 2
- 239000000645 desinfectant Substances 0.000 description 2
- FLKPEMZONWLCSK-UHFFFAOYSA-N diethyl phthalate Chemical compound CCOC(=O)C1=CC=CC=C1C(=O)OCC FLKPEMZONWLCSK-UHFFFAOYSA-N 0.000 description 2
- 239000008393 encapsulating agent Substances 0.000 description 2
- 239000002979 fabric softener Substances 0.000 description 2
- 239000000706 filtrate Substances 0.000 description 2
- 235000011187 glycerol Nutrition 0.000 description 2
- 238000002955 isolation Methods 0.000 description 2
- 239000010410 layer Substances 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 239000012044 organic layer Substances 0.000 description 2
- 150000002923 oximes Chemical class 0.000 description 2
- 229930007459 p-menth-8-en-3-one Natural products 0.000 description 2
- 239000002304 perfume Substances 0.000 description 2
- 229930006968 piperitone Natural products 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 230000000475 sunscreen effect Effects 0.000 description 2
- 239000000516 sunscreening agent Substances 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- 239000001069 triethyl citrate Substances 0.000 description 2
- VMYFZRTXGLUXMZ-UHFFFAOYSA-N triethyl citrate Natural products CCOC(=O)C(O)(C(=O)OCC)C(=O)OCC VMYFZRTXGLUXMZ-UHFFFAOYSA-N 0.000 description 2
- 235000013769 triethyl citrate Nutrition 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- NZGWDASTMWDZIW-MRVPVSSYSA-N (+)-pulegone Chemical compound C[C@@H]1CCC(=C(C)C)C(=O)C1 NZGWDASTMWDZIW-MRVPVSSYSA-N 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- 229920000858 Cyclodextrin Polymers 0.000 description 1
- 238000005481 NMR spectroscopy Methods 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 239000002386 air freshener Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 239000002280 amphoteric surfactant Substances 0.000 description 1
- 239000003945 anionic surfactant Substances 0.000 description 1
- 230000001166 anti-perspirative effect Effects 0.000 description 1
- 239000003213 antiperspirant Substances 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 229960002903 benzyl benzoate Drugs 0.000 description 1
- 239000002775 capsule Substances 0.000 description 1
- 239000003093 cationic surfactant Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 239000012459 cleaning agent Substances 0.000 description 1
- 239000008294 cold cream Substances 0.000 description 1
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 1
- 238000004851 dishwashing Methods 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 239000003480 eluent Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000003203 everyday effect Effects 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 239000003676 hair preparation Substances 0.000 description 1
- 239000008266 hair spray Substances 0.000 description 1
- 239000008269 hand cream Substances 0.000 description 1
- 229940051250 hexylene glycol Drugs 0.000 description 1
- 235000015110 jellies Nutrition 0.000 description 1
- 239000007934 lip balm Substances 0.000 description 1
- 229940039092 medicated shampoos Drugs 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 239000003094 microcapsule Substances 0.000 description 1
- 235000013336 milk Nutrition 0.000 description 1
- 239000008267 milk Substances 0.000 description 1
- 210000004080 milk Anatomy 0.000 description 1
- 239000003595 mist Substances 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 239000002324 mouth wash Substances 0.000 description 1
- 229940051866 mouthwash Drugs 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- 239000002674 ointment Substances 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 238000010419 pet care Methods 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 229940098458 powder spray Drugs 0.000 description 1
- HFHDHCJBZVLPGP-UHFFFAOYSA-N schardinger α-dextrin Chemical compound O1C(C(C2O)O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC(C(O)C2O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC2C(O)C(O)C1OC2CO HFHDHCJBZVLPGP-UHFFFAOYSA-N 0.000 description 1
- 210000002966 serum Anatomy 0.000 description 1
- 238000010898 silica gel chromatography Methods 0.000 description 1
- 239000008247 solid mixture Substances 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 230000001256 tonic effect Effects 0.000 description 1
- 229940034610 toothpaste Drugs 0.000 description 1
- 239000000606 toothpaste Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
- C11B9/00—Essential oils; Perfumes
Definitions
- the present invention relates to fragrance compositions and consumer products.
- the compounds developed each have different characteristics in terms of fragrance, etc., so compounds with different fragrance tones are required depending on the purpose of use.
- the present inventors have discovered that a compound having a pulegone oxime structure or a compound having a piperitone oxime structure, or a mixture containing said compounds in a specific ratio, has a unique odor, and have completed the present invention.
- the present invention relates to the following fragrance composition, etc.
- a fragrance composition having a unique fragrance By adding the compound or mixture of the present invention, a fragrance composition having a unique fragrance can be obtained.
- This composition can be used in a wide range of consumer products as a fragrance or fragrance composition for cosmetics, health and hygiene products, etc.
- the fragrance composition according to an embodiment of the present invention is also described as "the fragrance composition according to the present embodiment.”
- the compound represented by formula (1a) will be referred to as “compound (1a)”. The same applies to other compounds.
- the fragrance composition according to this embodiment is characterized by containing the following compounds (1a), (1b), (2a), and (2b), or a mixture containing said compounds in a specific ratio.
- Compounds (1a) and (1b) are compounds having a pulegone oxime structure
- compounds (2a) and (2b) are compounds having a piperitone oxime structure.
- the fragrance composition according to the present embodiment is a fragrance composition containing at least one of the following mixture (A) and mixture (B).
- the mixture (A) preferably contains 30% by mass or more of the compound (1a) and 70% by mass or less of the compound (1b).
- Mixture (B) preferably contains 90% by mass or more of compound (2a) and 10% by mass or less of compound (2b).
- the fragrance composition according to this embodiment contains at least one of compound (1a) and compound (2a).
- the ratio of compound (1a) to compound (2a) is preferably such that, when the total of compound (1a) and compound (2a) is 100% by mass, compound (1a) is 100% by mass and compound (2a) is 0 to 100% by mass.
- a fragrance composition containing substantially at least one of compound (1a) and compound (2a) is particularly preferred.
- the content of compounds (1a), (1b), (2a), and (2b) in the fragrance composition according to this embodiment is determined depending on the composition, but is preferably 0.00001 to 30% by mass, more preferably 0.01 to 20% by mass, and even more preferably 0.01 to 10% by mass, respectively, of the total fragrance composition.
- Compounds (1a), (1b), (2a), and (2b) in the fragrance composition of the present invention can be synthesized by the method described in the Examples below.
- the fragrance composition according to this embodiment may also contain one or more of other commonly used fragrance retainers.
- other fragrance retainers include ethylene glycol, propylene glycol, dipropylene glycol, glycerin, hexylene glycol, benzyl benzoate, triethyl citrate, diethyl phthalate, hercolin, and medium-chain fatty acid triglycerides.
- the fragrance composition according to the present embodiment may contain a commonly used blended fragrance.
- the fragrance composition thus obtained can impart a fresh and highly palatable fragrance.
- the fragrance composition according to the present embodiment can be used as a fragrance component in an amount commonly used in the industry to impart a unique fragrance to consumer products, thereby increasing their commercial value.
- consumer products include fragrance products, cosmetics, toiletry products, air care products, daily necessities, miscellaneous goods, oral care products, detergents, fabric softeners, and quasi-drugs.
- Fragrance products can include, for example, perfumes, eau de perfumes, eau de toilettes, eau de colognes, and the like.
- cosmetics include basic cosmetics such as face wash cream, vanishing cream, cleansing cream, cold cream, massage cream, milky lotion, lotion, serum, pack, makeup remover, etc.; makeup cosmetics such as foundation, lipstick, etc.; hair cosmetics such as hair tonic, hair liquid, hair spray, etc.; sunscreen cosmetics such as tanning products and sunscreen products; and medicated cosmetics such as antiperspirants, body deodorants, aftershave lotions and gels, permanent wave agents, medicated soaps, medicated shampoos, and medicated skin cosmetics.
- Toiletry products include hair care products such as shampoo, rinse, rinse-in-shampoo, conditioner, treatment, hair pack, etc.; skin care products such as lip balm, hand cream, etc., soaps such as cosmetic soap, bath soap, etc.; body care products such as body soap, body shampoo, hand soap, etc.; bath additives such as bath salts (bath salts, bath tablets, bath liquid, etc.), foam baths (bubble baths, etc.), bath oils (bath perfumes, bath capsules, etc.), milk baths, bath jellies, bath cubes, etc.
- hair care products such as shampoo, rinse, rinse-in-shampoo, conditioner, treatment, hair pack, etc.
- skin care products such as lip balm, hand cream, etc.
- soaps such as cosmetic soap, bath soap, etc.
- body care products such as body soap, body shampoo, hand soap, etc.
- bath additives such as bath salts (bath salts, bath tablets, bath liquid, etc.), foam baths (bubble baths, etc.
- Air care products include, for example, aerosols, sprays, powder sprays, etc.
- Examples of everyday items include deodorants and air fresheners.
- miscellaneous goods examples include tissue paper, toilet paper, etc.
- oral care products examples include toothpaste, mouthwash, mouth spray, and gargle.
- detergents heavy-duty laundry detergents, light-duty laundry detergents, liquid detergents, laundry soaps, compact detergents, powdered soaps, etc.; as fabric softeners, liquid softeners, dryer sheets, etc.; as cleaning agents, cleansers, furniture care, house cleaners, toilet cleaners, bathroom cleaners, glass cleaners, mold removers, drain cleaners, etc.; as kitchen detergents, kitchen soaps, synthetic kitchen soaps, dishwashing detergents, dishwasher detergents, etc.; as bleaches, oxidation bleaches (chlorine bleaches, oxygen bleaches, etc.), reduction bleaches (sulfur bleaches, etc.), optical bleaches, etc.; air care products include aerosols (spray type, powder spray), candles, wax melts, car fresheners, free-standing, spray type or plug-in type deodorants and fragrances (solid type, gel type, liquid type, etc.); pet care products include pet deodorants, pet toilet deodorants, pet shampoos, pet conditioners; miscellane
- Quasi-drugs include, for example, patches and ointments.
- the fragrance composition according to this embodiment when used in the above-mentioned products, it may be used in any form selected according to the purpose, such as in its original state, or in a liquid state dissolved in, for example, alcohols, polyhydric alcohols such as propylene glycol, or glycerin; in a solubilized or dispersed state solubilized or dispersed using a surfactant such as a nonionic surfactant, anionic surfactant, cationic surfactant, or amphoteric surfactant; or in a microcapsule state obtained by treating with an encapsulating agent.
- a surfactant such as a nonionic surfactant, anionic surfactant, cationic surfactant, or amphoteric surfactant
- the fragrance composition according to this embodiment may be encapsulated in an encapsulating agent such as cyclodextrin to stabilize and sustain the release of the fragrance composition.
- an encapsulating agent such as cyclodextrin to stabilize and sustain the release of the fragrance composition.
- a consumer product comprising the fragrance composition according to any one of [1] to [3].
- the consumer product is selected from fragrance products, cosmetics, toiletry products, air care products, daily necessities, miscellaneous goods, oral care products, detergents, and quasi-drugs.
- Example 3 Reference Example 1
- Example 3 Compared to the mixture of Example 1, the mixture of Example 2, in which the ratio of Z isomer (compound (1a)) was increased, had a clearly stronger odor, and it was found that the pure Z isomer (Example 3, compound (1a)) had an even stronger odor. On the other hand, the E isomer (Reference Example 1, compound (1b)) had a significantly weaker odor, and the quality of the odor was also different from that of the Z isomer, possessing a herbal aroma.
- Example 5 Increase in the ratio of compound (2a) 100 mL of hexane and 100 mL of ethyl acetate were added to 110 g of the mixture obtained in Example 4, and the mixture was heated to 50° C. and dissolved. The mixture was cooled to room temperature, and the flesh-colored solid that precipitated was collected, thereby obtaining 50 g of a mixture in which the ratio of compound (2a):compound (2b) was 90:10 and the amount of compound (2a) was increased.
- Example 6 Reference Example 2
- Example 6 Isolation of Compound (2a) and Compound (2b)
- Example 5 The mixture of Example 5, in which the ratio of Z isomer (compound (2a)) was increased, was found to have a clearly stronger odor than the mixture of Example 4, and the pure Z isomer (Example 6, compound (2a)) had an even stronger odor.
- the E isomer Reference Example 2, compound (2b)
- the quality of the odor was also found to be different from that of the Z isomer, having a green, cassis odor.
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- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Fats And Perfumes (AREA)
- Cosmetics (AREA)
Abstract
L'invention concerne une composition de parfum contenant au moins l'un parmi un mélange (A) et un mélange (B). Le mélange (A) comprend au moins 15 % en masse d'un composé (1a) et 85 % en masse d'un composé (1b), et le mélange (B) comprend 55 % en masse d'un composé (2a) et 45 % en masse d'un composé (2b). (La somme du composé (1a) et du composé (1b) est de 100 % en masse, et la somme du composé (2a) et du composé (2b) est de 100 % en masse).
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
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US202263421772P | 2022-11-02 | 2022-11-02 | |
US63/421,772 | 2022-11-02 |
Publications (1)
Publication Number | Publication Date |
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WO2024096037A1 true WO2024096037A1 (fr) | 2024-05-10 |
Family
ID=90930601
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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PCT/JP2023/039359 WO2024096037A1 (fr) | 2022-11-02 | 2023-10-31 | Composition de parfum et produit de consommation |
Country Status (1)
Country | Link |
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WO (1) | WO2024096037A1 (fr) |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH07258684A (ja) * | 1994-03-18 | 1995-10-09 | Givaudan Roure Internatl Sa | 着臭剤及び/又はフレーバー組成物 |
-
2023
- 2023-10-31 WO PCT/JP2023/039359 patent/WO2024096037A1/fr unknown
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH07258684A (ja) * | 1994-03-18 | 1995-10-09 | Givaudan Roure Internatl Sa | 着臭剤及び/又はフレーバー組成物 |
Non-Patent Citations (2)
Title |
---|
BERRADA, M. ET AL.: " Essais de valorisation de l'essence de menthe Pouliot (mentha plegium), Synthese de diverses aziridines a partir des oximes de la (+)pulegone et de l'un de ses derives, la (-)methyl-2 isopulegone. ", BULLETIN DE LA SOCIÉTÉ CHIMIQUE DE FRANCE / 2, SOCIETY FRANCAISE DE CHIMIE , PARIS, FRANCE, no. 5, 1 January 1985 (1985-01-01), France , pages 937 - 946, XP009554575, ISSN: 0037-8968 * |
FERRERO, LOUIS: "Aziridines saturCes et insaturCes. Synth'eses par rCduction de cyclohexCnones oximes et Ctudes spectroscopiques", CANADIAN JOURNAL OF CHEMISTRY., vol. 53, no. 21, 1 January 1975 (1975-01-01), pages 3227 - 3239, XP093169106 * |
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