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NL2036451A - Fragrance compositions and uses thereof - Google Patents

Fragrance compositions and uses thereof Download PDF

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Publication number
NL2036451A
NL2036451A NL2036451A NL2036451A NL2036451A NL 2036451 A NL2036451 A NL 2036451A NL 2036451 A NL2036451 A NL 2036451A NL 2036451 A NL2036451 A NL 2036451A NL 2036451 A NL2036451 A NL 2036451A
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cas
composition
notes
fragrance
methyl
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NL2036451A
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Dutch (nl)
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NL2036451B1 (en
Inventor
Maria Velázquez-Mendoza José
Vernaz Dominique
Noel Elodie
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Coty Inc
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    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/60Sugars; Derivatives thereof
    • A61K8/602Glycosides, e.g. rutin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/60Sugars; Derivatives thereof
    • A61K8/608Derivatives containing from 2 to 10 oxyalkylene groups
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q13/00Formulations or additives for perfume preparations
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Fats And Perfumes (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)

Abstract

According to various embodiments, a fragrance composition includes less than or equal to 2 wt% glucam. The fragrance composition further includes a fragrance component 5 comprising d-limonene (CAS No. 5989-27-5)‚ Indole (CAS No. 120-72-9), Thuj opsene (CAS No. 470-40-6), alpha — cedrene (CAS No. 469-61-4), beta — cedrene (CAS No. 546-28-1), beta ionone (CAS No. 14901-07-6), Methyl Anthranilate (CAS No. 134-20-3), Cedramber (CAS No. 67874-81-1), cyclamen aldehyde (CAS No. 103-95-7), Ambroxan (CAS No. 6790-58-5)‚ Mysore acetate (CAS No. 30772-69-1), Polywood (CAS No. 98676-96-1), Boisambrene forte 10 (CAS No. 58567-11-6), alpha-iso-methylionone (CAS No. 127-51-5), Helional (CAS No. 1205-17-0), Cashmeran (CAS No. 33704-61-9)‚ Magnolan (CAS No. 27606-09-3)‚ Vanillin (CAS No. 121-33-5), Cedryl Acetate (CAS No. 77-54-3), Amyl Salicylate (CAS No. 2050-08- 0), Coumarin (CAS No. 91-64-5), Javanol (CAS No. 198404-98-7)‚ ethyl vanillin (CAS No. 121-32-4)‚ Hedione (CAS No. 24851-98-7)‚ Sandalore (CAS No. 65113-99-7), Cedrol (CAS 15 No. 77-53-2), Iso E Super (CAS No. 54464-57-2), Norlimbanol (CAS No. 70788-30—6), Ebanol (CAS No. 67801-20-1), bacdanol (CAS No. 28219-61-6), Patchouli Alcohol (CAS No. 5986-55-0), Firsantol (CAS No. 104864-90-6)‚ Polysantol (CAS No. 107898-54-4)‚ Vertofix (CAS No. 32388-55-9), Alpha - Santalol (CAS No. 115-71-9), Beta - Santalol (CAS No. 77- 42-9, or a mixture thereof. 20 106

Description

DESCRIPTION
TITLE : FRAGRANCE COMPOSITIONS AND USES THEREOF
FIELD OF THE INVENTION
Inventive subject matter herein relates to the field of perfumery. In particular, it provides compositions comprising fragrance materials and at least one substantially non- odorous fragrance modulator for creating a bottom-heavy driven fragrance profile that are over-dosed with respect to the base note character without a harsh perception by a panel of experts or professional evaluators or individual experts or professional evaluators. The invention also relates to methods of making and using said compositions.
BACKGROUND OF THE DISCLOSURE
Fragrances can include fragrance components that can be classified, in part, by their volatility. Accordingly, these fragrance components may be referred to as a high-, moderate-, or low-volatility fragrance components. Different fragrances may be dominated by any one or more of these component such that the fragrance may be associated with different perceptions by a user. Furthermore, although the low-volatility fragrance may be present for a comparatively longer period of time, compositions including a relatively high amount of specific low and moderate-volatility fragrance materials (e.g., an over-dose) may be perceived as having a harsh and unpleasant perception by a panel of experts or professional evaluators or individual experts or professional evaluators. This may be especially true in cases where the low and moderate-volatility fragrance materials are, or include, natural materials.
SUMMARY OF THE DISCLOSURE
According to various embodiments, a fragrance composition includes less than or equal to 2 wt% glucam. The fragrance composition further includes a fragrance component comprising d-limonene (CAS No. 5989-27-5), Indole (CAS No. 120-72-9), Thujopsene (CAS
No. 470-40-6), alpha — cedrene (CAS No. 469-61-4), beta — cedrene (CAS No. 546-28-1), beta ionone (CAS No. 14901-07-6), Methyl Anthranilate (CAS No. 134-20-3), Cedramber (CAS
No. 67874-81-1), cyclamen aldehyde (CAS No. 103-95-7), Ambroxan (CAS No. 6790-58-5),
Mysore acetate (CAS No. 30772-69-1), Polywood (CAS No. 98676-96-1), Boisambrene forte (CAS No. 58567-11-6), alpha-iso-methylionone (CAS No. 127-51-5), Helional (CAS No. 1
1205-17-0), Cashmeran (CAS No. 33704-61-9), Magnolan (CAS No. 27606-09-3), Vanillin (CAS No. 121-33-5), Cedryl Acetate (CAS No. 77-54-3), Amyl Salicylate (CAS No. 2050-08- 0), Coumarin (CAS No. 91-64-5), Javanol (CAS No. 198404-98-7), ethyl vanillin (CAS No. 121-32-4), Hedione (CAS No. 24851-98-7), Sandalore (CAS No. 65113-99-7), Cedrol (CAS
No. 77-53-2), Iso E Super (CAS No. 54464-57-2), Norlimbanol (CAS No. 70788-30-6),
Ebanol (CAS No. 67801-20-1), bacdanol (CAS No. 28219-61-6), Patchouli Alcohol (CAS No. 5986-55-0), Firsantol (CAS No. 104864-90-6), Polysantol (CAS No. 107898-54-4), Vertofix (CAS No. 32388-55-9), Alpha - Santalol (CAS No. 115-71-9), Beta - Santalol (CAS No. 77- 42-9, or a mixture thereof.
According to some embodiments, at least one of the low volatile fragrance material, the moderate volatile fragrance material, and the high volatile fragrance material is present in the fragrance component for a period of time that is longer than a corresponding fragrance component that 1s free of the substantially non-odorous fragrance modulator.
There, are many non-limiting reasons for using the compositions of the instant disclosure. For example, according to various embodiments, the characteristics of the composition can provide rules for objectively classifying fragrance materials according to their volatility using their vapor pressures defined at suitable temperature, instead of their characters. The objective rules operate irrespective of perfumers performing the classification. In particular, the rules classify the fragrance materials into low, moderate or high volatile fragrance materials for formulating into fragrance mixtures. Furthermore, according to some embodiments, the presence of the modulator can allow for compositions where the perception of the panel of experts or professional evaluators or individual experts or professional evaluators is driven by the moderate and low-volatility fragrance materials.
According to some embodiments, the modulator allows for overdosing of at least one of the low and moderate volatility fragrance materials. By “overdosing” it is meant that either or both of the moderate volatile or low volatile materials can account for greater than 30 wt% of the fragrance component. Alternatively, the fragrance component can include multiple high or moderate volatile materials. In those instances, an individual high or low volatile material may be present in an amount greater than a corresponding material in a traditional fragrance—thus constituting an overdose. Notably, according to some embodiments, the typical harshness, as perceived by a panel of experts or professional evaluators or individual experts or professional evaluators panel of experts or professional evaluators or individual experts or professional evaluators , of large levels of low-volatility fragrance materials can be minimized at least in part by the presence of the modulator. This can be especially true, in 2 some embodiments, in which the low-volatility fragrance material is a natural material and is over-dosed, which absent the modulator, produces a harshness that is not acceptable to a panel of experts or professional evaluators or individual experts or professional evaluators.
DETAILED DESCRIPTION OF THE INVENTION Definitions
As used herein, articles such as “a” and “an” when used in a claim, are understood to mean one or more of what is claimed or described.
As used herein, the terms “include”, “includes” and “including” are meant to be non- limiting.
As used herein, the term “body splash” means a body care formulation that is applied to the body. Typically, the body splash is applied to the body after bathing and provides a subtle hint of scent to the body. Body splashes are commonly used by consumers who prefer less strong fragrance compositions. A body splash may comprise an ethanol-free composition according to the present invention which comprises from 0.2-8 wt%, relative to the total weight of the composition, of a fragrance component. The body splash may further comprise alkyl polyglucosides as non-ionic surfactants.
As used herein, the term “body spray” means a formulation comprising fragrance materials intended to be applied to the body to prevent or mask body odor caused by the bacterial breakdown of perspiration on the body (e.g., armpits, feet, and other areas of the body). The body spray may also provide a fragrance expression to the consumers. Typically, body spray compositions are applied as an aerosol spray in an effective amount on the skin of a consumer.
As used herein, the term “composition” includes a fine fragrance composition intended for application to a body surface, such as for example, skin or hair, e.g., to impart a pleasant odor thereto, or cover a malodour thereof. They are generally in the form of perfume concentrates, perfumes, eau de parfums, eau de toilettes, aftershaves, or colognes. The fine fragrance compositions may be an ethanol-based composition. The term “composition” may also include a cosmetic composition, which comprises a fragrance material for the purposes of delivering a pleasant smell to drive consumer acceptance of the cosmetic composition. The term “composition” may also include body splashes or body sprays. The term “composition” may also include cleaning compositions, such as fabric care composition or home care compositions, including air care compositions (e.g., air fresheners), for use on clothing or 3 other substrates such as hard surfaces (e.g., dishes, floors, countertops). Additional non- limiting examples of “composition” may also include facial or body powder, deodorant, foundation, body/facial oil, mousse, creams (e.g., cold creams), waxes, sunscreens and blocks, bath and shower gels, lip balms, self-tanning compositions, masks and patches.
As used herein, the term “consumer” means both the user of the composition and the observer nearby or around the user.
As used herein, the term “fragrance material” and “fragrance materials” relates to a perfume raw material (“PRM”), or a mixture of perfume raw materials (“PRMs”), that are used to impart an overall pleasant odor or fragrance profile to a composition. “Fragrance materials” can encompass any suitable perfume raw materials for fragrance uses, including materials such as, for example, alcohols, aldehydes, ketones, esters, ethers, acetates, nitriles, terpene hydrocarbons, nitrogenous or sulfurous heterocyclic compounds and essential oils.
However, naturally occurring plant and animal oils and exudates comprising complex mixtures of various chemical components are also known for use as “fragrance materials”.
The individual perfume raw materials which comprise a known natural oil can be found by reference to Journals commonly used by those skilled in the art such as “Perfume and
Flavourist” or “Journal of Essential Oil Research”, or listed in reference texts such as the book by S. Arctander, Perfume and Flavor Chemicals, 1969, Montclair, New Jersey, USA and more recently re-published by Allured Publishing Corporation Illinois (1994).
Additionally, some perfume raw materials are supplied by the fragrance houses (Firmenich,
International Flavors & Fragrances, Givaudan, Symrise) as mixtures in the form of proprietary specialty accords. Non-limiting examples of the fragrance materials useful herein include pro-fragrances such as acetal pro-fragrances, ketal pro-fragrances, ester pro- fragrances, hydrolyzable inorganic-organic pro-fragrances, and mixtures thereof. The fragrance materials may be released from the pro-fragrances in a number of ways. For example, O the fragrance may be released as a result of simple hydrolysis, or by a shift in an equilibrium reaction, or by a pH-change, or by enzymatic release.
As used herein, the term “fragrance profile” means the description of how the fragrance is perceived by the human nose at any moment in time. The fragrance profile may change over time. It is a result of the combination of the low, moderate and high volatile fragrance materials, if present, of a fragrance. A fragrance profile is composed of 2 characteristics: ‘intensity’ and ‘character’. The ‘intensity’ relates to the perceived strength whilst ‘character’ refers to the odor impression or quality of the perfume, e.g., fruity, floral, woody, efc. 4
As used herein, the terms “modulator”, and “fragrance modulator” are used interchangeably to designate an agent having the capacity to affect the fragrance profile, such as for example, by impacting the fragrance materials’ evaporation rate. The modulator may mediate its effect by lowering the vapor pressure of the fragrance materials and increasing their adherence to the substrate (skin and/or hair) thus ensuring a less harsh impression of the overdosed fragrance. By incorporating the modulator, it is desired that the fragrance profile, preferably the fragrance components composition attributable to the moderate and low volatile fragrance materials, alone or individually, of the composition can be perceived by a panel of experts or professional evaluators or individual experts or professional evaluators, without the perceived harshness of overdosing (e.g., greater than about 30 wt% of the composition) of the low and moderate fragrance materials 1s mitigated or absent, as compared to the same perception in the absence of the modulator. Suitable examples of the modulator are provided herein below. However, as discovered by the inventors, simply adding modulators to a traditionally constructed fragrance composition (e.g., classical fragrance pyramid construction without overdose) will only decrease the overall intensity of the fragrance which is undesireable. It is necessary to overdose the key —character-giving moderate and low volatility materials, above what they would be used at in a traditional fragrance construction, in order to achieve the desired panel of experts or professional evaluators or individual experts or professional evaluators experience.
As used herein, the term “substantially non-odorous” means an agent that does not impart an odor of its own when added into a composition of the present invention. For example, a “substantially non-odorous fragrance modulator” does not impart a new odor that alters the character of the fragrance profile of the composition to which it is added. The term “substantially non-odorous” also encompasses an agent that may impart a minimal or slight odor of its own when added into a composition of the present invention. However, the odor imparted by the “substantially non-odorous fragrance modulator” is generally undetectable or tends to not substantively alter the character of the fragrance profile of the composition to which it is added initially or preferably over time. Furthermore, the term “substantially non- odorous” also includes materials that are perceivable only by a minority of people or those materials deemed “anosmic” to the majority of people. Furthermore, the term “substantially non-odorous” also includes materials that may, from particular suppliers, contain an odor due to impurities, such as when the materials contain the impurities at not more than about 5 wt%, preferably not more than 1 wt%, often even not more than 1 part per million (ppm). These 5 impurities maybe removed by purification techniques known in the art as required to make them suitable for use in fragrance compositions of the present invention.
As used herein, the term “vapor pressure” means the partial pressure in air at a defined temperature (e.g., 25 °C) and standard atmospheric pressure (760 mmHg) for a given chemical species. It defines a chemical species’ desire to be in the gas phase rather than the liquid or solid state. The higher the vapor pressure the greater the proportion of the material that will, at equilibrium, be found in a closed headspace. It is also related to the rate of evaporation of a fragrance material which 1s defined in an open environment where material is leaving the system. The vapor pressure is determined according to the reference program
Advanced Chemistry Development (ACD/Labs) Software Version 14.02, or preferably the latest version update).
It is understood that the test methods that are disclosed in the Test Methods Section of the present application must be used to determine the respective values of the parameters of
Applicants’ inventions as described and claimed herein.
In all embodiments of the present invention, all percentages are by weight of the total composition, as evident by the context, unless specifically stated otherwise. All ratios are weight ratios, unless specifically stated otherwise, and all measurements are made at 25 °C, unless otherwise designated.
Compositions
The inventive subject matter herein is directed towards fragrance compositions or mixtures having 4 bottom-heavy construction and displaying little to no perceived harshness that would be unacceptable to a panel of experts or professional evaluators or individual experts or professional evaluators. Disclosed fragrance compositions can include at least a fragrance component and modulator. The fragrance component can include a wide variety of fragrance materials. The fragrance materials can be grouped in terms of their volatility.
Generally, the materials can be grouped as low volatile fragrance materials, moderate volatile fragrance materials, and high volatile fragrance materials. Each group of materials can be associated with various perceptions by a panel of experts or professional evaluators or individual experts or professional evaluators. While not so limited, a high volatile fragrance may be associated with a citrus character; a moderate voile fragrance may be associated with a spicy character; and a low volatile fragrance may be associated with a woody character.
Each group of fragrance materials can include synthetic materials or natural materials. The volatility of the fragrance materials can be in reference to an individual fragrance material. 6
Alternatively, in cases where a combination of materials produce a fragrance the volatility may be in reference to that aggregation.
With respect to the composition, the fragrance component can be present in an amount of from about 0.04 wt% to 30 wt%, 1 wt% to about 30 wt%, about 5 wt% to about 30 wt%, or less than, equal to, or greater than about 0.04 wt%, 0.5, 1, 1.5,2,2.5,3,3.5,4,4.5,5, 5.5,6,6.5,7,7.5,8,8.5,9,9.5, 10, 10.5, 11, 11.5, 12, 12.5, 13, 13.5, 14, 14.5, 15, 15.5, 16, 16.5, 17, 17.5, 18, 18.5, 19, 19.5, 20, 20.5, 21, 21.5, 22, 22.5, 23, 23.5, 24, 24.5, 25, 25.5, 26, 26.5, 27, 27.5, 28, 28.5, 29, 29.5, or about 30 wt% relative to the composition.
Additionally with respect to the composition, the modulator can be present in an amount of from about 0.1 wt% to about 20 wt%, about 0.5 wt% to about 20 wt%, or less than, equal to, or greater than about 0.1 wt%, 0.5, 1, 1.5,2,2.5,3,3.5,4,4.5,5,55,6,65,7, 7.5, 8,85,9,95 10, 10.5, 11, 11.5, 12, 12.5, 13, 13.5, 14, 14.5, 15, 15.5, 16, 16.5, 17, 17.5, 18, 18.5, 19, 19.5, or about 20 wt% relative to the composition.
As described herein, the “fragrance materials” have been classified as low, moderate or high volatile fragrance materials according to their volatility by their vapor pressure. This method of classifying fragrance materials by their vapor pressure avoids the problem of different classifications for the same fragrance material according to the traditional approach that relies on their subjective characteristic character. In the case that the fragrance materials are a natural oil, extract or absolute, which comprises a mixture of several compounds, the vapor pressure of the complete oil should be treated a mixture of the individual perfume raw material components using the reference program cited above. The individual components and their level, in any given natural oil or extract, can be determined by direct injection of the oil into a GC-MS column for analysis as known by one skilled in the art. In the scenario that the fragrance materials are a proprietary specialty accord, so called ‘bases’, the vapor pressure, using the reference program cited above, should preferably be obtained from the supplier. However, it is understood by one skilled in the art that they can physically analyze the composition of a full fragrance oil available commercially to identity the fragrance raw materials and their levels using standard GC-MS techniques. This would be irrespective of whether they had been added to the fragrance oil as individual chemicals, as components of naturals or from proprietary bases. Although proprietary bases and naturals are included in our examples, when analyzing a commercially available fragrance via GC-MS one could simply identify the components of the base or natural oil as part of the overall fragrance mixture and their levels, without being able to identify which proprietary base or natural oil the fragrance had come from. 7
(1) Low Volatile Fragrance Materials
The fragrance component comprises at least one low volatile fragrance material.
Individual low volatile fragrance materials or aggregate low volatile fragrance materials are those having a vapor pressure less than 0.001 Torr (0.000133 kPa) at 25 °C. According to some examples, the composition can include at least 3 low volatile fragrance materials, or at least 4 low volatile fragrance materials, or at least 5 low volatile fragrance materials, or at least 7 low volatile fragrance materials. The amount of the low fragrance material present in the fragrance component can vary depending on the specific application. For example, the low volatile fragrance material can be greater than about 30 wt% of the fragrance component, greater than about 40 wt%, greater than about 50 wt%, greater than about 60 wt%, about 31 wt% to about 60 wt%, about 40 wt% to about 50 wt%, or less than, equal to, or greater than about 30 wt%, 31, 35, 40, 45, 50, 55, 60, 65, 70 ‚or 75 wt%.
If there are more than one low volatile fragrance materials, then the ranges provided hereinabove cover the total of all the low volatile fragrance materials. Examples of suitable low volatile fragrances materials are provided in Table 1A and 1B below.
Preferably, the low volatile fragrance material is selected from at least 1 material, or at least 2 materials, or at least 3 materials, or at least 5 materials, at least 7, at least 8, at least 10, or at least 12 low volatile fragrance materials as disclosed in Table 1A. Natural fragrance materials or oils having an aggregrate vapour pressure less than 0.001 Torr (0.000133 kPa) at °C are provided in Table 1B. Low Volatile Natural Oils. [Table 1A]
Low Volatile Fragrance Materials
No. CAS Number | IUPAC Name Common Vapor
Name** Pressure (Torr at 25°C)* 1. 1211-29-6 Cyclopentaneacetic acid, | Methyl 0.00096500 3-0x0-2-(27)-2-penten-1- | jasmonate yl-, methyl ester, (1R2R)- 2. 28219-60-5 2-Buten-1-ol, 2-methyl- | Hindinol 0.00096100 4-(2,2,3-trimethyl-3- cyclopenten-1-yl)- 3. 93-08-3 Ethanone, 1-(2- Methyl beta- | 0.00095700 naphthalenyl)- naphthyl ketone 8
Lavender
Ketone 5. 198404-98-7 | Cyclopropanemethanol, | Javanol® 0.00090200 1-methyl-2-[(1,2,2- trimethylbicyclo[3.1.0]he x-3-yl)methyl]- ll 4-hydroxy- 7. 72403-67-9 3-Cyclohexene-1- Myraldylaceta | 0.00087900 methanol, 4-(4-methyl-3- | te enten-1-yl)-, 1-acetate ere ie | [ee 3(4H)-one, 7-methyl- 139504-68-0 | 2-Butanol, 1-[[2-(1,1- Amber core 0.00080300 dimethylethyl)cyclohexyl
Joxy]- 10. 502847-01-0 | Spiro[5.5]undec-8-en-1- | Spiro[5.5]und | 0.00073100 one, 2,2,7,9-tetramethyl- | ec-8-en-1-one, 2,2,7,9- tetramethyl- 11. 2570-03-8 Cyclopentaneacetic acid, | trans-Hedione | 0.00071000 3-0x0-2-pentyl-, methyl ester, (1R 2R)-rel- 12. 24851-98-7 Cyclopentaneacetic acid, | Methyl 0.00071000 3-ox0-2-pentyl-, methyl | dihydrojasmo ester nate or alternatives ! 13. 101-86-0 Octanal, 2- Hexyl 0.00069700 (phenylmethylene)- cinnamic aldehyde 14. 365411-50-3 | Indeno[4,5-d]-1,3-dioxin, | Nebulone 0.00069200 4,4a,5,6,7,8,9,9b- octahydro-7,7,8,9,9- entamethyl- 15. 37172-53-5 Cyclopentanecarboxylic | Dihydro Iso 0.00067500 acid, 2-hexyl-3-oxo-, Jasmonate methyl ester 16. 65113-99-7 3-Cyclopentene-1- Sandalore® 0.00062500 butanol, a,f,2,2,3- pentamethyl- 17. 68133-79-9 Cyclopentanone, 2-(3,7- | Apritone 0.00062000 dimethyl-2,6-octadien-1- yD- 18. 7212-44-4 1,6,10-Dodecatrien-3-ol, | Nerolidol 0.00061600
PE aime [00 methyl-5-phenyl-, (2Z)- 9
4-ethyl-o, a-dimethyl- 21. 77-53-2 1H-3a,7-Methanoazulen- | Cedrol Crude | 0.00056900 6-01, octahydro-3,6,8,8- tetramethyl-, (3R,3a5,6R 7R,8aS)- 22. 68155-66-8 Ethanone, 1- Iso Gamma 0.00056500 (1,2,3,5,6,7,8,8a- Super octahydro-2,3,8,8- tetramethyl-2- naphthalenyl)- 23. 54464-57-2 Ethanone, 1- Iso-E Super® | 0.00053800 (1,2,3,4,5,6,7,8- octahydro-2,3,8,8- tetramethyl-2- naphthalenyl)- 24. 774-55-0 Ethanone, 1-(5,6,7,8- Florantone 0.00053000 tetrahydro-2- naphthalenyl)- 25. 141-92-4 2-Octanol, 8,8- Hydroxycitro | 0.00052000 dimethoxy-2,6-dimethyl- | nellal
Dimethyl
Acetal 26. 20665-85-4 Propanoic acid, 2- Vanillin 0.00051200 methyl-, 4-formyl-2- isobutyrate methoxyphenyl ester 27. 79-78-7 1,6-Heptadien-3-one, 1- | Hexalon 0.00049800 (2,6,6-trimethyl-2- cyclohexen-1-yl)- , hexyl ester Salicylate ester Benzoate 30. 153859-23-5 | Cyclohexanepropanol, Norlimbanol | 0.00046900 2,2,6-trimethyl-o-propyl- , (1R,635)- 2,2,6-trimethyl-a-propyl- | Norlimbanol 32. 68555-58-8 Benzoic acid, 2-hydroxy- | Prenyl 0.00045700 , 3-methyl-2-buten-1-yl Salicylate ester 33. 950919-28-5 | 2H-1,5-Benzodioxepin- | Cascalone 0.00045500 3(4H)-one, 7-(1- methylethyl)- 34. 30168-23-1 Butanal, 4-(octahydro- Dupical 0.00044100 4,7-methano-5H-inden-5- ylidene)- benzopyran, 1,3,4,6,7,8-
mee hexamethyl- 3,7, Ll-trimethyl- 37. 95962-14-4 Cyclopentanone, 2-[2-(4- | Nectaryl 0.00036700 methyl-3-cyclohexen-1- yl)propyl]- 38. 4674-50-4 2(3H)-Naphthalenone, Nootkatone 0.00035800 4,4a,5,6,7,8-hexahydro- 4,4a-dimethyl-6-(1- methylethenyl)-,
AR 4aS,6R)- phenyl-, pentyl ester Cinnamate acetate Acetate hydroxy-2-methyl- 42. 128119-70-0 | 1-Propanol, 2-methyl-3- | Bornafix 0.00033400 [(1,7,7- trimethylbicyclo[2.2.1]he pt-2-yl)oxy]- 43. 103614-86-4 | 1-Naphthalenol, Octalynol 0.00033200 1,2,3,4,4a,5,8,8a- octahydro-2,2,6,8- tetramethyl- 44. 7785-33-3 2-Butenoic acid, 2- Geranyl 0.00033200 methyl-, (2£)-3,7- Tiglate dimethyl-2,6-octadien-1- yl ester, (2F)- 45. 117933-89-8 | 1,3-Dioxane, 2-(2,4- Karanal 0.00033100 dimethyl-3-cyclohexen- 1-y1)-5-methyl-5-(1- methylpropyl)- 47. 67801-20-1 4-Penten-2-ol, 3-methyl- | Ebanol 0.00028100 5-(2,2,3-trimethyl-3- cyclopenten-1-yl)- methyl-, 2-methyl-4-oxo- | Isobutyrate 4H-pyran-3-yl ester 49. 28219-61-6 2-Buten-1-ol, 2-ethyl-4- | Laevo 0.00028000 (2,2,3-trimethyl-3- Trisandol cyclopenten-1-yl)- 50. 5986-55-0 1,6-Methanonaphthalen- | Healingwood | 0.00027800 1(2H)-ol, octahydro- 4,8a,9,9-tetramethyl-, (1R,4S 4aS,6R 8a.S)- 11
51. 195251-91-3 |2H-1,5-Benzodioxepin- | Transluzone 0.00026500 3(4H)-one, 7-(1,1- dimethylethyl)- enone , (37)-3-hexen-1-yl ester | salicylate 3-hydroxy- methyl- ‚ phenylmethyl ester salicylate 57. 81783-01-9 6,8-Nonadien-3-one, Labienoxime | 0.00017300 2,4,4,7-tetramethyl-, oxime , cyclohexyl ester Salicylate 59. 91-87-2 Benzene, [2- Amyl 0.00016300 (dimethoxymethyl)-1- Cinnamic hepten-1-yl]- Aldehyde
Dimethyl
Acetal 104864-90-6 | 3-Cyclopentene-1- Firsantol 0.00016000 butanol, B,2,2,3- tetramethyl-ò-methylene- spiro[4.5]dec-7-en-7-yl- |e 62. 134-28-1 5-Azulenemethanol, Guaiyl 0.00013400 1,2,3,4,5,6,7,8- Acetate octahydro-a,a,3,8- tetramethyl-, S-acetate, 35,5R.85)- 63. 236391-76-7 | Acetic acid, 2-(1- Romandolide | 0.00012400 oxopropoxy)-, 1-(3,3- ® dimethylcyclohexyl)ethyl ester 64. 115-71-9 2-Penten-1-ol, 5- cis-alpha- 0.00011800 [(LR3R 65)-2,3- Santalol dimethyltricyclo[2.2.1.02 ,6]hept-3-yl]-2-methyl-, (2Z)- 65. 107898-54-4 | 4-Penten-2-ol, 3,3- Polysantol™ 0.00011700 dimethyl-5-(2,2,3- trimethyl-3-cyclopenten- 1-yl)- 66. 69486-14-2 5,8-Methano-2H-1- Florex™ 0.00011000 benzopyran-2-one, 6- ethylideneoctahydro- 12
67. 84697-09-6 Heptanal, 2-[(4- Acalea 0.00010100 methylphenyl)methylene] ee eon [ow one, (4Z)- 32388-55-9 Ethanone, 1- Vertofix™ 0.00008490 [(3R,3aR,7R,8a5S)- 2,3,4,7,8,8a-hexahydro- 3,6,8,8-tetramethyl-1#- 3a,7-methanoazulen-5- yl]- 70. 131812-67-4 1,3-Dioxolane, 2,4- Okoumal® 0.00007600 dimethyl-2-(5,6,7,8- tetrahydro-5,5,8,8- tetramethyl-2- naphthalenyl)- one 72. 141773-73-1 | 1-Propanol, 2-[1-(3,3- Helvetolide™ | 0.00005790 dimethylcyclohexyl)etho xy]-2-methyl-, 1- propanoate 73. 63314-79-4 | 5-Cyclopentadecen-1- Delta 0.00005650 one, 3-methyl- Muscenone 74. 77-42-9 2-Penten-1-ol, 2-methyl- | cis-beta- 0.00004810 5-[(18,2R,4R)-2-methyl- | Santalol 3- methylenebicyclo[2.2.1]h ept-2-yl]-, (2Z)- 75. 362467-67-2 | 2H-1,5-Benzodioxepin- | Azurone 0.00004770 3(4H)-one, 7-(3- methylbutyl)- 76. 28371-99-5 Ethanone, 1-(2,6,10- Trimofix O 0.00004580 trimethyl-2,5,9- cyclododecatrien-1-yl)- 77. 16223-63-5 1H-3a,6- Khusimol 0.00004400
Methanoazulene-3- methanol, octahydro-7,7- dimethyl-8-methylene-, (35,3aR,6R 8aS)- cyclohexylidene- 79. 90-17-5 Benzenemethanol, a- Rosacetol 0.00004240 (trichloromethyl)-, 1- acetate 50607-64-2 Benzoic acid, 2-[(2- Mevantraal 0.00004070 methylpentylidene)amino ]-, methyl ester 13 dioxane henylethyl ester Benzoate one 85. 66072-32-0 Cyclohexanol, 4-(1,7,7- | Iso Bornyl 0.00003010 trimethylbicyclo[2.2.1]he | Cyclohexanol pt-2-yl)- 31906-04-4 3-Cyclohexene-1- Lyral® 0.00002940 carboxaldehyde, 4-(4- hydroxy-4- methylpentyl)- 87. 21145-77-7 Ethanone, 1-(5,6,7,8- Musk Plus 0.00002860 tetrahydro-3,5,5,6,8,8- hexamethyl-2- naphthalenyl)- 88. 21145-77-7 Ethanone, 1-(5,6,7,8- Fixolide 0.00002860 tetrahydro-3,5,5,6,8,8- hexamethyl-2- naphthalenyl)- al il [ae one, 3-methyl- one 91. 101-94-0 Benzeneacetic acid, 4- Para Cresyl 0.00002330 methylphenyl ester Phenyl
Acetate 92. 102-20-5 Benzeneacetic acid, 2- Phenyl Ethyl | 0.00002300 phenylethyl ester Phenyl
Acetate
B-methyl- an 94. 103-41-3 2-Propenoic acid, 3- Benzyl 0.00001050 phenyl-, phenylmethyl Cinnamate ester 95. 4707-47-5 Benzoic acid, 2,4- Veramoss / 0.00001050 dihydroxy-3,6-dimethyl-, | LRG201 / methyl ester Evernyl 96. 183551-83-9 | Naphtho[2,1-b]furan- Myrrhone 0.00000977 6(7H)-one, 8,9-dihydro- 1,5,8-trimethyl-, (8R)- 97. 102-17-0 Benzeneacetic acid, (4- Para Anisyl 0.00000813 methoxyphenyl)methyl Phenyl ester Acetate 14
98. 120-11-6 Benzene, 2-methoxy-1- | Benzyl Iso 0.00000676 (phenylmethoxy)-4-(1- Eugenol propen-1-yl)- 99. 102-22-7 Benzeneacetic acid, (2F)- | Geranyl 0.00000645 3,7-dimethyl-2,6- Phenylacetate octadien-1-yl ester 2-one, (12F)- 100% , 2-phenylethyl ester Salicylate 102. | 78-37-5 2-Propenoic acid, 3- Linalyl 0.00000174 phenyl-, 1-ethenyl-1,5- Cinnamate dimethyl-4-hexen-1-yl ester 2-one 2-0ne, (8Z)- 105. | 3391-83-1 1,7- Musk RI 0.00000057
Dioxacycloheptadecan-8- one indol-1-yl)-2,6-dimethyl- 107. | 89-43-0 Methyl 2-[(7-hydroxy- Aurantinol 0.0000000100 3,7- dimethyloctylidene)amin o]benzoate
Dioxacyclohexadecane- 5,16-dione 109. | 105-95-3 1,4- Ethylene 0.000000003 13
Dioxacycloheptadecane- | Brassylate 5,17-dione 110. | 3681-73-0 Hexadecanoic acid, (2F)- | Hexarose 0.00000000300 3,7-dimethyl-2,6- octadien-1-yl ester 111. | 4159-299 Phenol, 4-[3- Coniferyl 0.00000000170 (benzoyloxy)-1-propen- | benzoate 1-yl]-2-methoxy- 112. 144761-91-1 | Benzoic acid, 2-[(1- Trifone DIPG | 0.00000000093 hydroxy-3- phenylbutyl)amino]-, methyl ester ! Non-limiting examples of alternative qualities from various suppliers can be purchased under the following tradenames: Kharismal® Super (IFF), Kharismal® (IFF), Hedione™
(Firmenich), Hedione® HC (Firmenich), Paradisone (Firmenich), Cepionate (Zenon), Super cepionate (Zenon), Claigeon®™ (Zenon). * Vapor Pressures are acquired as described in the Test Methods Section. ** Origin: The low volatile fragrance materials may be obtained from one or more of the following companies: Firmenich (Geneva, Switzerland), Symrise AG (Holzminden,
Germany), Givaudan (Argenteuil, France), IFF (Hazlet, New Jersey), Bedoukian (Danbury,
Connecticut), Sigma Aldrich (St. Louis, Missouri), Millennium Specialty Chemicals (Olympia Fields, Illinois), Polarone International (Jersey City, New Jersey), and Aroma &
Flavor Specialties (Danbury, Connecticut). [Table 1B]
Low Volatile Natural Oils.
Beeswax Absolute
Cedarwood Sawdust SFE
Cedarwood Oil Rect
Cedarwood Texas Light H. Reynaud & Fils
Ciste Absolute 6 | Cocoa Colorless Oil
Cypriol Coeur Essence 8. | Guaiacwood Oil Global Essence Inc 9. | Incense Wood Natural
Orris CO2 Extract
Patchouli Oil
Tolu Baume Res
Vanilla Absolute
Vanilla CO2 Absolute
Suppliers:
Firmenich, Geneva, Switzerland
Global Essence Inc, New Jersey, USA
H. Reynaud & Fils, Montbrun-les-Bains, France
IFF, Hazlet, New Jersey, USA
Mane, Le Bar-sur-Loup, France
Robertet, Grasse, France
Exemplary low volatile fragrance materials selected from the group of Tables 1A or 1B Low Volatile Fragrance Materials are preferred. However, it is understood by one skilled 16 in the art that other low volatile fragrance materials, not recited in Tables 1A or 1B, would also fall within the scope of the present invention, so long as they have a vapor pressure less than 0.001 Torr (0.000133 kPa) at 25 °C. (ii) Moderate Volatile Fragrance Materials
The fragrance component includes at least one moderate volatile fragrance material or aggregate of volatile fragrance materials having a vapor pressure in the range of 0.1 Torr to 0.001 Torr (0.0133 kPa to 0.000133 kPa) at 25 °C. In some examples, the composition according to the present disclosure can include at least 3 moderate volatile fragrance materials, or at least 5 moderate volatile fragrance materials, or at least 7 moderate volatile fragrance materials. Compositions of the present invention can include high levels of the moderate volatile fragrance materials present in an amount of from about 30 wt% to about 70 wt%, about 35 wt% to about 60 wt%, or less than equal to, or greater than about 30 wt%, 35, 40,45, 50, 55, 60, 65, or 70 wt% of the fragrance component. If there are more than one moderate volatile fragrance materials, then the ranges provided hereinabove cover the total of all of the moderate volatile fragrance materials. Suitable examples of moderate volatile fragrances materials are provided in Table 2A and 2B below.
Preferable examples of moderate volatile fragrance materials having a vapor pressure inthe range of 0.1 Torr to 0.001 Torr (0.0133 kPa to 0.000133 kPa) at 25 °C are provided in
Table 2 Moderate Volatile Fragrance Materials. Preferably, the moderate volatile fragrance material is selected from at least 1 material, or at least 2 materials, or at least 3 materials, or at least 5 materials, or at least 7 moderate volatile fragrance materials as disclosed in Table 2A.
Natural fragrance materials or oils having an aggregrate vapour pressure between 0.1 Torr to 0.001 Torr (0.0133 kPa to 0.000133 kPa) at 25 °C are provided in Table 2B. Moderate
Volatile Natural Oils. [Table 2A]
Moderate Volatile Fragrance Materials
Name** Pressure (Torr at 25 °C)*
TE [TTT 1. methoxy-3-(1- yrazine methylpropyl)- 17
89-79-2 Cyclohexanol, 5- Iso-Pulegol 0.09930000 2. methyl-2-(1- methylethenyl)-, 1R25,5R)- 112-12-9 2-Undecanone Methyl Nonyl 0.09780000 3. Ketone 103-05-9 Benzenepropanol, Phenyl Ethyl 0.09770000 4. a,0-dimethyl- Dimethyl
Carbinol 125-12-2 Bicyclo[2.2.1]heptan | Iso Bornyl 0.09590000 5. -2-o0l, 1,7,7- Acetate trimethyl-, 2-acetate, 1R,2R 4R)-rel- 78-70-6 1,6-Octadien-3-ol, Linalool 0.09050000 3,7-dimethyl- 101-97-3 Benzeneacetic acid, | Ethyl Phenyl 0.08970000 7. ethyl ester Acetate 100-86-7 Benzeneethanol, Dimethyl Benzyl | 0.08880000 a,a-dimethyl- Carbinol 188570-78-7 | Cyclopropanecarbox | Montaverdi 0.08640000 ylic acid, (32)-3- hexen-1-yl ester 67634-25-7 3-Cyclohexene-1- Floralate 0.08500000 10. methanol, 3,5- dimethyl-, 1-acetate 112-44-7 Undecanal Undecyl 0.08320000 11. Aldehyde 32669-00-4 Ethanone, 1-(3- Tanaisone® 0.08150000 12. cycloocten-1-yl)- 98-53-3 Cyclohexanone, 4- Patchi 0.07780000 13. (1,1-dimethylethyl)- 35854-86-5 6-Nonen-1-ol, (6Z)- | cis-6-None-1-ol 0.07770000 14. 5331-14-6 Benzene, (2- Butyl phenethyl 0.07760000 15. butoxyethyl)- ether 80-57-9 Bicyclo[3.1.1]hept- | Verbenone 0.07730000 16. 3-en-2-0ne, 4,6,6- trimethyl- 22471-55-2 Cyclohexanecarboxy | Thesaron 0.07670000 17. lic acid, 2,2,6- 18
Emel ester, (1R 6S5)-rel- 60-12-8 Benzeneethanol Phenethyl alcohol | 0.07410000 18. 106-26-3 2,6-Octadienal, 3,7- | Neral 0.07120000 19. dimethyl-, (2Z)- 5392-40-5 2,6-Octadienal, 3,7- | Citral 0.07120000 20. dimethyl- 89-48-35 Cyclohexanol, 5- Menthyl Acetate | 0.07070000 21. methyl-2-(1- methylethyl)-, 1- acetate, (1R 25 5R)- rel- 119-36-8 Benzoic acid, 2- Methyl salicylate | 0.07000000 22. hydroxy-, methyl ester 104-46-1 Benzene, 1- Anethol 0.06870000 23. methoxy-4-(1£)-1- ropen-1-yl- 7549-37-3 2,6-Octadiene, 1,1- | Citral Dimethyl 0.06780000 24. dimethoxy-3,7- Acetal dimethyl- 25225-08-5 Cyclohexanemethan | Aphermate 0.06780000 25. ol, 0,3,3-trimethyl-, 1-formate 3913-81-3 2-Decenal, (2E)- 2-Decene-1-al 0.06740000 26. 15373-31-6 3-Cyclopentene-1- Cantryl® 0.06700000 27. acetonitrile, 2,2 3- trimethyl- 6485-40-1 2-Cyclohexen-1-one, | Laevo carvone 0.06560000 28. 2-methyl-5-(1- methylethenyl)-, (5R)- 16587-71-6 Cyclohexanone, 4- Orivone 0.06490000 29. (1,1- dimethylpropyl)- 62406-73-9 6,10- Opalal CI 0.06290000 30. Dioxaspiro[4.5]deca ne, 8,8-dimethyl-7- 1-methylethyl)- 3720-16-9 2-Cyclohexen-1-one, | Livescone 0.06270000 31. 3-methyl-5-propyl- 19
13816-33-6 Benzonitrile, 4-(1- Cumin Nitrile 0.06230000 32. methylethyl)- a 67019-89-0 | 2,6-Nonadienenitrile | Violet Nitrile 0.06200000 33. 53398-85-9 Butanoic acid, 2- cis-3-Hexenyl 0.06130000 34. methyl-, (3Z)-3- Alpha Methyl hexen-l-yl ester Butyrate 208041-98-9 | n/a Jasmonitrile 0.05920000 35. 16510-27-3 Benzene, 1- Toscanol 0.05870000 36. (cyclopropylmethyl) -4-methoxy- 111-80-8 2-Nonynoic acid, Methyl Octine 0.05680000 37. methyl ester Carbonate 103-45-7 Acetic acid, 2- Phenyl Ethyl 0.05640000 38. phenylethyl ester Acetate 2550-26-7 2-Butanone, 4- Benzyl Acetone 0.05570000 39. phenyl- 13491-79-7 Cyclohexanol, 2- Verdol 0.05430000 40. (1,1-dimethylethyl)- 7786-44-9 2,6-Nonadien-1-ol 2,6-Nonadien-1- | 0.05370000 41. ol 103-28-6 Propanoic acid, 2- Benzyl Iso 0.05130000 42. methyl-, Butyrate henylmethyl ester 104-62-1 Formic acid, 2- Phenyl Ethyl 0.05050000 43. phenylethyl ester Formate 28462-85-3 Bicyclo[2.2.1]heptan | Humus Ether 0.04870000 44. -2-0l, 1,2,3,3- tetramethyl-, (1R,2R 45)-rel- 122-03-2 Benzaldehyde, 4-(1- | Cuminic 0.04820000 45. methylethyl)- Aldehyde 358331-95-0 | 2,5-Octadien-4-one, | Pomarose 0.04810000 46. 5,6,7-trimethyl-, 2F)- 562-74-3 3-Cyclohexen-1-ol, | Terpinenol-4 0.04780000 47. 4-methyl-1-(1- methylethyl)-
68527-77-5 3-Cyclohexene-1- Isocyclogeraniol | 0.04640000 48. methanol, 2,4,6- trimethyl- 35852-46-1 Pentanoic acid, (3Z)- | Cis-3-Hexenyl 0.04580000 49. 3-hexen-1-yl ester Valerate 2756-56-1 Bicyclo[2.2.1]heptan | Iso Bornyl 0.04540000 50. -2-o0l, 1,7,7- Propionate trimethyl-, 2- propanoate, (1R,2R,4R)-rel- 14374-92-6 Benzene, 1-methyl- | Verdoracine 0.04460000 51. 4-(1-methylethyl)-2- 1-propen-1-yl)- 6784-13-0 3-Cyclohexene-1- Limonenal 0.04380000 52. propanal, B,4- dimethyl- 8000-41-7 2-(4-methyl-1- Alpha Terpineol | 0.04320000 53. cyclohex-3- enyl)propan-2-ol 41884-28-0 1-Hexanol, 5- Tetrahydro 0.04230000 54. methyl-2-(1- Lavandulol methylethyl)-, (2R)- 22457-23-4 3-Heptanone, 5- Stemone® 0.04140000 55. methyl-, oxime 104-50-7 2(3H)-Furanone, 5- | Gamma 0.04080000 56. butyldihydro- Octalactone 143-08-8 1-Nonanol Nonyl Alcohol 0.04070000 ar fe 3613-30-7 Octanal, 7-methoxy- | Methoxycitronell | 0.04020000 58. 3,7-dimethyl- al 67634-00-8 Acetic acid, 2-(3- Allyl Amyl 0.04000000 59. methylbutoxy)-, 2- Glycolate propen-1-yl ester 464-45-9 Bicyclo[2.2.1]heptan | [-Borneol 0.03980000 -2-0l, 1,7,7- trimethyl-, (18,2R,45S)- 124-76-5 Bicyclo[2.2.1]heptan | 1.7.7-Trimethyl- | 0.03980000 61. -2-ol, 1,7,7- Bicyclo-1.2.2- trimethyl-, Heptanol-2 (1R,2R,4R)-rel- 67874-72-0 Cyclohexanol, 2- Coniferan 0.03980000 62. (1,1- 21 dimethylpropyl)-, 1- acetate 80-26-2 3-Cyclohexene-1- Terpinyl Acetate | 0.03920000 63. methanol, 0,0,4- trimethyl-, 1-acetate 498-81-7 Cyclohexanemethan | Dihydro 0.03920000 64. ol, a,0,4-trimethyl- | Terpineol 112-45-8 10-Undecenal Undecylenic 0.03900000 65. aldehyde 35044-57-6 2,4-Cyclohexadiene- | Ethyl Safranate 0.03880000 1-carboxylic acid, 2,6,6-trimethyl-, ethyl ester 106-21-8 1-Octanol, 3,7- Dimethyl Octanol | 0.03860000 67. dimethyl- 84560-00-9 Cyclopentanol, 2- Cyclopentol 0.03790000 pentyl- 82461-14-1 Furan, tetrahydro- Rhubafuran® 0.03780000 69. 2,4-dimethyl-4- phenyl- 56011-02-0 Benzene, [2-(3- Phenyl Ethyl 0.03690000 70. methylbutoxy)ethyl] | Isoamyl Ether 103-37-7 Butanoic acid, Benzyl Butyrate | 0.03660000 71. phenylmethyl ester no 6378-65-0 Hexyl hexanoate Hexyl hexanoate | 0.03490000 72. 118-61-6 Benzoic acid, 2- Ethyl salicylate 0.03480000 73. hydroxy-, ethyl ester 98-52-2 Cyclohexanol, 4- Patchon 0.03480000 74. (1, 1-dimethylethyl)- 115-99-1 1,6-Octadien-3-ol, Linalyl Formate | 0.03440000 75. 3,7-dimethyl-, 3- formate 112-54-9 Dodecanal Lauric Aldehyde | 0.03440000 76. 53046-97-2 3,6-Nonadien-1-ol, 3,6 Nonadien-1-ol | 0.03360000 77. (3Z,6Z)- 22
76649-25-7 3,6-Nonadien-1-ol 3,6-Nonadien-1- | 0.03360000 78. ol 141-25-3 3,7-Dimethyloct-6- | Rhodinol 0.03290000 79. en-1-ol ee en 2216-51-5 Cyclohexanol, 5- L-Menthol 0.03230000 81. methyl-2-(1- methylethyl)-, (1R,25,5R)- 3658-77-3 4-hydroxy-2,5- Pineapple Ketone | 0.03200000 82. dimethylfuran-3-one 103-93-5 Propanoic acid, 2- Para Cresyl iso- 0.03120000 83. methyl-, 4- Butyrate methylphenyl ester 24717-86-0 Propanoic acid, 2- Abierate 0.03110000 84. methyl-, (1R,25,4K)- 1,7,7- trimethylbicyclo[2.2. 11hept-2-yl ester, rel- 67845-46-9 Acetaldehyde, 2-(4- | Aldehyde XI 0.03090000 85. methylphenoxy)- 67883-79-8 2-Butenoic acid, 2- | Cis-3-Hexenyl 0.03060000 86. methyl-, (3Z)-3- Tiglate hexen-1-yl ester, (2E)- 33885-51-7 Bicyclo[3.1.1]hept- | Pino 0.03040000 87. 2-ene-2-propanal, Acetaldehyde 6,6-dimethyl- 105-85-1 6-Octen-1-ol, 3,7- Citronellyl 0.03000000 88. dimethyl-, 1-formate | Formate 70214-77-6 2-Nonanol, 6,8- Nonadyl 0.03010000 dimethyl- 215231-33-7 | Cyclohexanol, 1- Rossitol 0.02990000 90. methyl-3-(2- methylpropyl)- 120-72-9 1H-Indole Indole 0.02980000 91.
Fo en ee ee 92. 23 rr 1 675-09-2 2H-Pyran-2-one, Levistamel 0.02940000 93. 4,6-dimethyl- 98-55-5 3-Cyclohexene-1- Alpha-Terpineol | 0.02830000 94. methanol, 0,0,4- trimethyl- 81786-73-4 3-Hepten-2-one, Koavone 0.02750000 95. 3,4,5,6,6- entamethyl-, (3Z)- 122-97-4 Benzenepropanol Phenyl Propyl 0.02710000 96. Alcohol 39212-23-2 2(3H)-Furanone, 5- | Methyl 0.02700000 97. butyldihydro-4- Octalactone methyl- 53767-93-4 7-Octen-2-ol, 2,6- Dihydro Terpinyl | 0.02690000 dimethyl-, 2-acetate | Acetate 35044-59-8 1,3-Cyclohexadiene- | Ethyl Safranate 0.02660000 99. 1-carboxylic acid, 2,6,6-trimethyl-, ethyl ester 104-55-2 2-Propenal, 3- Cinnamic 0.02650000 100. phenyl- Aldehyde 144-39-8 1,6-Octadien-3-ol, Linalyl 0.02630000 101. 3,7-dimethyl-, 3- Propionate ropanoate 61931-80-4 1,6-Nonadien-3-ol, 3,7-Dimethyl-1,6- | 0.02630000 102. 3,7-dimethyl-, 3- nonadien-3-yl acetate acetate 102-13-6 Benzeneacetic acid, | Iso Butyl 0.02630000 103. 2-methylpropyl ester | Phenylacetate 65443-14-3 Cyclopentanone, Veloutone 0.02610000 104. 2,2,5-trimethyl-5- pentyl- 141-12-8 2,6-Octadien-1-ol, Neryl Acetate 0.02560000 105. 3,7-dimethyl-, 1- acetate, (2Z)- 105-87-3 2,6-Octadien-1-ol, Geranyl acetate 0.02560000 106. 3,7-dimethyl-, 1- acetate, (2£)-
Vr ee TT 107. dimethoxy-2- Acetaldehyde methyl- Dimethyl Acetal 24
2206-94-2 Benzenemethanol, Indocolore 0.02550000 108. a-methylene-, 1- acetate 10528-67-3 Cyclohexanepropan | Cyclohexylmagno | 0.02550000 109. ol, a-methyl- 1 123-11-5 Benzaldehyde, 4- Anisic Aldehyde | 0.02490000 110. methoxy- 57576-09-7 Cyclohexanol, 5- Iso Pulegol 0.02480000 111. methyl-2-(1- Acetate methylethenyl)-, 1- acetate, (1R 25 5R)- 51566-62-2 6-Octenenitrile, 3,7- | Citronellyl Nitrile | 0.02470000 112. dimethyl- 60335-71-9 2H-Pyran, 3,6- Rosyrane Super 0.02470000 113. dihydro-4-methyl-2- phenyl- 30385-25-2 6-Octen-2-0l, 2,6- Dihydromyrcenol | 0.02440000 114. dimethyl- 101-84-8 Benzene, 1,1°- Diphenyl Oxide 0.02230000 115. oxybis- 136-60-7 Benzoic acid, butyl | Butyl Benzoate 0.02170000 116. ester 93939-86-7 5,8-Methano-2H-1- | Rhuboflor 0.02120000 117. benzopyran, 6- ethylideneoctahydro 83926-73-2 Cyclohexanepropan | Coranol 0.02100000 118. ol, a,a-dimethyl- 125109-85-5 | Benzenepropanal, B- | Florhydral 0.02070000 119. methyl-3-(1- methylethyl)- 104-21-2 Benzenemethanol, Anisyl Acetate 0.02050000 120. 4-methoxy-, 1- acetate 1365-19-1 2-Furanmethanol, 5- | Linalool Oxide 0.02050000 121. ethenyltetrahydro- a, 0, S-trimethyl- 137-03-1 Cyclopentanone, 2- | Frutalone 0.02040000 122. heptyl- 2563-07-7 Phenol, 2-ethoxy-4- | Ultravanil 0.02030000 123. methyl-
1128-08-1 2-Cyclopenten-1- Dihydrojasmone | 0.02020000 124. one, 3-methyl-2- pentyl- 7493-57-4 Benzene, [2-(1- Acetaldehyde 0.01990000 125. propoxyethoxy )ethyl ]- 141-25-3 7-Octen-1-0l, 3,7- Rhodinol 0.01970000 126. dimethyl- 216970-21-7 | Bicyclo[4.3.1]decan | 3-Methoxy-7,7- 0.01960000 127. e, 3-methoxy-7,7- dimethyl-10- dimethyl-10- methylenebicyclo methylene- [4.3.1]decane 319002-92-1 | Propanoic acid, 2- Sclareolate™ 0.01960000 128. (1,1- dimethylpropoxy)-, ropyl ester, (2S)- 85-91-6 Benzoic acid, 2- Dimethyl 0.01930000 129. (methylamino)-, anthranilate methyl 13828-37-0 Cyclohexanemethan | Mayol 0.01920000 130. ol, 4-(1- methylethyl)-, cis- 26330-65-4 (£)-6-ethyl-3- Super Muguet 0.01850000 131. methyloct-6-en-1-ol 7540-514 6-Octen-1-ol, 3,7- L-Citronellol 0.01830000 132. dimethyl-, (35)- 106-22-9 6-Octen-1-ol, 3,7- Citronellol 0.01830000 133. dimethyl- 543-39-5 7-Octen-2-ol, 2- Myrcenol 0.01820000 134. methyl-6-methylene- 7775-00-0 Benzenepropanal, 4- | Cyclemax 0.01820000 135. (1-methylethyl)- 18479-54-4 4,6-Octadien-3-ol, Muguol 0.01800000 136. 3,7-dimethyl- 29214-60-6 Octanoic acid, 2- Gelsone 0.01790000 137. acetyl-, ethyl ester 1209-61-6 5- Tobacarol 0.01730000 138. Oxatricyclo[8.2.0.04 ,6]dodecane, 26
Em tetramethyl- 57934-97-1 2-Cyclohexene-1- Givescone 0.01710000 139. carboxylic acid, 2- ethyl-6,6-dimethyl-, ethyl ester 14901-07-6 3-Buten-2-one, 4- Beta-Ionone 0.01690000 140. (2,6,6-trimethyl-1- cyclohexen-1-yl)-, 3E)- 64001-15-6 4,7-Methano-1H- Dihydro Cyclacet | 0.01630000 141. inden-5-ol, octahydro-, 5-acetate 95-41-0 2-Cyclopenten-1- Iso Jasmone T 0.01600000 142. one, 2-hexyl- 134-20-3 Benzoic acid, 2- Methyl 0.01580000 143. amino-, methyl ester | Anthranilate 100-06-1 Ethanone, 1-(4- Para Methoxy 0.01550000 144. methoxyphenyl)- Acetophenone 105-86-2 2,6-Octadien-1-ol, Geranyl Formate | 0.01540000 145. 3,7-dimethyl-, 1- formate, (2£)- 154171-77-4 | Spiro[1,3-dioxolane- | Ysamber K* 0.01470000 146. 2,8 (5 H)-[2H- 2,4a]methanonaphth alene], hexahydro- 1°,1°,5,5- tetramethyl-, (2°§,4°a8,8’as)- 9CI) 154171-76-3 | Spiro[1,3-dioxolane- | Ysamber 0.01470000 147. 2,8(5 H)-[2H- 2,4a]methanonaphth alene], 127-41-3 3-Buten-2-0ne, 4- Alpha-Ionone 0.01440000 148. (2,6,6-trimethyl-2- cyclohexen-1-yl)-, 3E)- 151-05-3 Benzeneethanol, Dimethyl Benzyl | 0.01390000 149. a,a-dimethyl-, 1- Carbinyl Acetate acetate 2500-83-6 4,7-Methano-1H- Flor Acetate 0.01370000 150. inden-5-ol, 3a,4,5,6,7,7a- hexahydro-, 5- acetate 27
150-84-5 6-Octen-l-ol, 3,7- Citronellyl 0.01370000 151. dimethyl-, 1-acetate | acetate 30310-41-9 2H-Pyran, Pelargene 0.01350000 152. tetrahydro-2-methyl- 4-methylene-6- phenyl- 68845-00-1 Bicyclo[3.3.1]nonan | Boisiris 0.01350000 153. e, 2-ethoxy-2,6,6- trimethyl-9- methylene- 106-24-1 2,6-Octadien-1-0l, Geraniol 0.01330000 154. 3,7-dimethyl-, (2F)- 106-25-2 2,6-Octadien-1-0l, Nerol 0.01330000 155. 3,7-dimethyl-, (2Z)- 75975-83-6 Bicyclo[7.2.0Jundec | Vetyvenal 0.01280000 156. -4-ene, 4,11,11- trimethyl-8- methylene-, 1R4E,95)- 19870-74-7 1H-3a,7- Cedryl methyl 0.01280000 157. Methanoazulene, ether octahydro-6- methoxy-3,6,8,8- tetramethyl-, 3R 345,65, 7R 8as)- 87-44-5 Bicyclo[7.2.0]undec | Caryophyllene 0.01280000 158. -4-ene, 4,11,11- Extra trimethyl-8- methylene-, (1R,4E,9S)- 54440-17-4 1H-Inden-1-one, Safraleine 0.01260000 159. 2,3-dihydro-2,3,3- trimethyl- 110-98-5 2-Propanol, 1,1’- Dipropylene 0.01250000 160. oxybis- Glycol 41890-92-0 2-Octanol, 7- Osyrol® 0.01250000 161. methoxy-3,7- dimethyl- 71077-31-1 4,9-Decadienal, 4,8- | Floral Super 0.01230000 162. dimethyl- 65-85-0 Benzoic Acid Benzoic Acid 0.01220000 163. 28
61444-38-0 3-Hexenoic acid, cis-3-hexenyl-cis- | 0.01220000 164. (37)-3-hexen-1-yl 3-hexenoate ester, (3Z)- 116044-44-1 | Bicyclo[2.2.1]hept- | Herbanate 0.01210000 165. 5-ene-2-carboxylic acid, 3-(1- 104-54-1 2-Propen-1-ol, 3- Cinnamic 0.01170000 166. phenyl- Alcohol 78-35-3 Propanoic acid, 2- Linalyl 0.01170000 167. methyl-, 1-ethenyl- | Isobutyrate 1,5-dimethyl-4- hexen-1-yl ester 23495-12-7 Ethanol, 2-phenoxy-, | Phenoxy Ethyl 0.01130000 168. 1-propanoate Propionate 103-26-4 2-Propenoic acid, 3- | Methyl 0.01120000 169. phenyl-, methyl ester | Cinnamate 67634-14-4 Benzenepropanal, 2- | Florazon (ortho- | 0.01110000 170. ethyl-o,a-dimethyl- | isomer) 5454-19-3 Propanoic acid, N-Decyl 0.01100000 171. decyl ester Propionate 93-16-3 Benzene, 1,2- Methyl Iso 0.01100000 172. dimethoxy-4-(1- Eugenol propen-1-yl)- 81782-77-6 3-Decen-5-ol, 4- 4-Methyl-3- 0.01070000 173. methyl- decen-5-ol 67845-30-1 Bicyclo[2.2.2]oct-5- | Maceal 0.01060000 174. ene-2- carboxaldehyde, 6- methyl-8-(1- methylethyl)- 97-53-0 Phenol, 2-methoxy- | Eugenol 0.01040000 175. 4-(2-propen-1-yl)- 120-57-0 1,3-Benzodioxole-5- | Heliotropin 0.01040000 176. carboxaldehyde 93-04-9 Naphthalene, 2- Beta Naphthyl 0.01040000 177. methoxy- Methyl Ether
Extra 99 20407-84-5 2-Dodecenal, (2F)- | Aldehyde 0.01020000 179. Mandarin 29
5462-06-6 Benzenepropanal, 4- | Canthoxal 0.01020000 180. methoxy-a-methyl- 94-60-0 1,4- Dimethyl 1,4- 0.01020000 181. Cyclohexanedicarbo | cyclohexanedicar xylic acid, 1,4- boxylate dimethyl ester 57378-68-4 2-Buten-1-one, 1- delta-Damascone | 0.01020000 182. (2,6,6-trimethyl-3- cyclohexen-1-yl)- 17283-81-7 2-Butanone, 4- Dihydro Beta 0.01020000 183. (2,6,6-trimethyl-1- Ionone cyclohexen-1-yl)- 1885-38-7 2-Propenenitrile, 3- | Cinnamalva 0.01010000 184. phenyl-, (2F)- 103-48-0 Propanoic acid, 2- Phenyl Ethyl Iso | 0.00994000 185. methyl-, 2- Butyrate phenylethyl ester 488-10-8 2-Cyclopenten-1- Cis Jasmone 0.00982000 186. one, 3-methyl-2- 2Z)-2-penten-1-yl- 7492-67-3 Acetaldehyde, 2- Citronellyloxyace | 0.00967000 187. [(3,7-dimethyl-6- taldehyde octen-1-yl)oxy]- 68683-20-5 1-Cyclohexene-1- Iso Bergamate 0.00965000 188. ethanol, 4-(1- methylethyl)-, 1- formate
Cl [ee 189. acid, ethyl ester, Decadienoate (2£,4Z)- 103-54-8 2-Propen-1-ol, 3- Cinnamyl Acetate | 0.00940000 190. phenyl-, 1-acetate ee 191. 1,1-dimethylethyl)- 3738-00-9 Naphtho[2,1- Ambrox" or 0.00934000 192. b]furan, Cetalox® or dodecahydro- Synambran 3a,6,6,9a- tetramethyl- 51519-65-4 1,4- Tamisone 0.00932000 193. Methanonaphthalen- 5(1H)-one, 4.4a,6,7,8,8a- hexahydro- [PE [mo [oo 194. 12-hydroxy-, A-
Eee 1,12- 6790-58-5 (3aR,5a8,9a5,9bR)- | Ambronat® or 0.00930000 195. 34,6,6,9a- Ambroxan™ tetramethyl- 2,4,5,54,7,8,9,9b- octahydro-1H- benzo[e][1]benzofur an 86-26-0 1,1°-Biphenyl, 2- Methyl Diphenyl | 0.00928000 196. methoxy- Ether 68738-94-3 2- Cyclomyral® 0.00920000 197. Naphthalenecarboxa ldehyde, octahydro- 8,8-dimethyl 2705-87-5 Cyclohexanepropan | Allyl 0.00925000 198. oic acid, 2-propen-1- | Cyclohexane yl ester Propionate 7011-83-8 2(3H)-Furanone, 5- | Lactojasmone® 0.00885000 199. hexyldihydro-5- methyl- 61792-11-8 2,6- Lemonile® 0.00884000 200. Nonadienenitrile, 3, 7-dimethyl- 692-86-4 10-Undecenoic acid, | Ethyl 0.00882000 201. ethyl ester Undecylenate 103-95-7 Benzenepropanal, a- | Cymal 0.00881000 202. methyl-4-(1- methylethyl)- 13019-22-2 9-Decen-1-ol Rosalva 0.00879000 203. 94201-19-1 1- Methyl Laitone 0.00872000 204. Oxaspiro[4.5]decan- | 10% TEC 2-one, 8-methyl-
POR ll Wl 205. dihydro-5-pentyl- 706-14-9 2(3H)-Furanone, 5- | v -Decalactone 0.00852000 206. hexyldihydro- 24720-09-0 2-Buten-1-one, 1- o-Damascone 0.00830000 207. (2,6,6-trimethyl-2- cyclohexen-1-yl)-, (2E)- 39872-57-6 2-Buten-1-one, 1- Isodamascone 0.00830000 lm en 31
EE
2F)- 705-86-2 2H-Pyran-2-one, Decalactone 0.00825000 209. tetrahydro-6-pentyl- 67634-15-5 Benzenepropanal, 4- | Floralozone 0.00808000 210. ethyl-0,a-dimethyl- 40527-42-2 1,3-Benzodioxole, 5- | Heliotropin 0.00796000 211. (diethoxymethyl)- Diethyl Acetal 56973-85-4 4-Penten-1-one, 1- Neobutenone o 0.00763000 212. (5,5-dimethyl-1- cyclohexen-1-yl)- 128-51-8 Bicyclo[3.1.1]hept- | Nopyl Acetate 0.00751000 213. 2-ene-2-ethanol, 6,6- dimethyl-, 2-acetate 103-36-6 2-Propenoic acid, 3- | Ethyl Cinnamate | 0.00729000 214. phenyl-, ethyl ester 5182-36-5 1,3-Dioxane, 2,4,6- | Floropal® 0.00709000 215. trimethyl-4-phenyl- 42604-12-6 Cyclododecane, Boisambrene 0.00686000 216. (methoxymethoxy)- 33885-52-8 Bicyclo[3.1.1]hept- | Pinyl Iso Butyrate | 0.00685000 217. 2-ene-2-propanal, Alpha 0,0,,6,6-tetramethyl- 92015-65-1 2(3H)- Natactone 0.00680000 218. Benzofuranone, hexahydro-3,6- dimethyl- 63767-86-2 Cyclohexanemethan | Mugetanol 0.00678000 219. ol, a-methyl-4-(1- methylethyl)- 3288-99-1 Benzeneacetonitrile, | Marenil CI 0.00665000 220. 4-(1,1- dimethylethyl)- 35044-68-9 2-Buten-1-one, 1- beta-Damascone | 0.00655000 221. (2,6,6-trimethyl-1- cyclohexen-1-yl)- 41724-19-0 1,4- Plicatone 0.00652000 222. Methanonaphthalen- 6(2H)-one, octahydro-7-methyl 75147-23-8 Bicyclo[3.2.1]octan- | Buccoxime™ 0.00647000 223. 8-one, 1,5-dimethyl- , oxime 32
25634-93-9 2-Methyl-5- Rosaphen® 0.00637000 224. phenylpentan-1-ol 600064 55066-48-3 3-Methyl-5- Phenyl Hexanol 0.00637000 225. phenylpentanol 495-62-5 Cyclohexene, 4-(1,5- | Bisabolene 0.00630000 226. dimethyl-4-hexen-1- ylidene)-1-methyl- 2785-87-7 Phenol, 2-methoxy- | Dihydro Eugenol | 0.00624000 227. 4-propyl- 87-19-4 Benzoic acid, 2- Iso Butyl 0.00613000 228. hydroxy-, 2- Salicylate methylpropyl ester 4430-31-3 2H-1-Benzopyran-2- | Octahydro 0.00586000 229. one, octahydro- Coumarin 38462-22-5 Cyclohexanone, 2- Ringonol 50 TEC | 0.00585000 230. (1-mercapto-1- methylethyl)-5- methyl- 77-83-8 2-Oxiranecarboxylic | Ethyl Methyl 0.00571000 231. acid, 3-methyl-3- Phenyl Glycidate henyl-, ethyl ester 37677-14-8 3-Cyclohexene-1- Iso Hexenyl 0.00565000 232. carboxaldehyde, 4- | Cyclohexenyl (4-methyl-3-penten- | Carboxaldehyde 1-yl)- 103-60-6 Propanoic acid, 2- Phenoxy Ethyl 0.00562000 233. methyl-, 2- iso-Butyrate phenoxyethyl ester 18096-62-3 Indeno[ 1,2-d]-1,3- Indoflor® 0.00557000 234. dioxin, 4,4a,5,9b- tetrahydro- 63500-71-0 2H-Pyran-4-ol, Florosa Q/ Florol | 0.00557000 235. tetrahydro-4-methyl- 2-(2-methylpropyl)- 65405-84-7 Cyclohexanebutanal, | Cetonal® 0.00533000 236. 0,2,6,6-tetramethyl- 171102-41-3 | 4,7-Methano-1H- Flor Acetate 0.00530000 237. inden-6-ol, 3a,4,5,6,7,7a- hexahydro-8,8- dimethyl-, 6-acetate 10339-55-6 1,6-Nonadien-3-ol, Ethyl linalool 0.00520000 238. 3,7-dimethyl- 33
23267-57-4 3-Buten-2-0ne, 4- Ionone Epoxide 0.00520000 239, (2,2,6-trimethyl-7- Beta oxabicyclo[4.1.0]he t-1-yl)- 97-54-1 Phenol, 2-methoxy- | Isoeugenol 0.00519000 240. 4-(1-propen-1-yl)- 67663-01-8 2(3H)-Furanone, 5- | Peacholide 0.00512000 241. hexyldihydro-4- methyl- 33885-52-8 Bicyclo[3.1.1]hept- | Pinyl Iso Butyrate | 0.00512000 242. 2-ene-2-propanal, Alpha a,0,6,0-tetramethyl- 23696-85-7 2-Buten-1-one, 1- Damascenone 0.00503000 243. (2,6,6-trimethyl-1,3- cyclohexadien-1-yl)- 80-71-7 2-Cyclopenten-1- Maple Lactone 0.00484000 244. one, 2-hydroxy-3- methyl- 67662-96-8 Propanoic acid, 2,2- | Pivarose Q 0.00484000 245. dimethyl-, 2- henylethyl ester 2437-25-4 Dodecanenitrile Clonal 0.00480000 246. 141-14-0 6-Octen-1-ol, 3,7- Citronellyl 0.00469000 247. dimethyl-, 1- Propionate propanoate 54992-90-4 3-Buten-2-one, 4- Myrrhone 0.00460000 248. (2,2,3,6- tetramethylcyclohex yI)- 55066-49-4 Benzenepentanal, B- | Mefranal 0.00455000 i eg ee 7493-74-5 Acetic acid, 2- Allyl Phenoxy 0.00454000 250. phenoxy-, 2-propen- | Acetate 1-yl ester 80-54-6 Benzenepropanal, 4- | Lilial® 0.00444000 251. (1,1-dimethylethyl)- a-methyl- 86803-90-9 4,7-Methano-1H- Scentenal® 0.00439000 252. indene-2- carboxaldehyde, octahydro-5- methoxy- 68991-97-9 2- Melafleur 0.00436000 253. Naphthalenecarboxa
Idehyde, 34 me octahydro-8,8- dimethyl- 18871-14-2 Pentitol, 1,5- Jasmal 0.00434000 254. anhydro-2,4- dideoxy-2-pentyl-, 3-acetate 58567-11-6 Cyclododecane, Boisambren Forte | 0.00433000 255. (ethoxymethoxy)- 94400-98-3 Naphth[2,3- Molaxone 0.00425000 256. b]oxirene, 14,2,3,4,5,6,7,7a- octahydro- 14,3,3,4,6,6- hexamethyl-, (1aR,4S, 7aS)-rel- 79-69-6 3-Buten-2-one, 4- alpha-Irone 0.00419000 257. (2,5,6,6-tetramethyl- 2-cyclohexen-1-yl)- 65442-31-1 Quinoline, 6-(1- Iso Butyl 0.00408000 258. methylpropyl)- Quinoline 87731-18-8 Carbonic acid, 4- Violiff 0.00401000 259. cycloocten-1-yl methyl ester 173445-65-3 LH-Indene-5- Hivernal (A- 0.00392000 260. propanal, 2,3- isomer) dihydro-3,3- dimethyl- 23911-56-0 Ethanone, 1-(3- Nerolione 0.00383000 261. methyl-2- benzofuranyl)- 52474-60-9 3-Cyclohexene-1- Precyclemone B | 0.00381000 262. carboxaldehyde, 1- methyl-3-(4-methyl- 3-penten-1-yl)- 139539-66-5 | 6-Oxabicyclo Cassifix 0.00381000 263. [3.2.1]octane, 5- methyl-1-(2,2,3- trimethyl-3- cyclopenten-1-yl)- 80858-47-5 Benzene, [2- Phenafleur 0.00380000 264. (cyclohexyloxy)ethy 1]- 32764-98-0 2H-Pyran-2-one, Jasmolactone 0.00355000 265. tetrahydro-6-(3- penten-1-yl)-
TR
266. acid, ethyl ester decatrienoate rr 140-26-1 Butanoic acid, 3- Beta Phenyl Ethyl | 0.00347000 267. methyl-, 2- Isovalerate phenylethyl ester 105-90-8 2,6-Octadien-1-ol, Geranyl 0.003360000 268. 3,7-dimethyl-, 1- Propionate propanoate, (2F)- 41816-03-9 Spiro[1,4- Rhubofix™ 0.00332000 269. methanonaphthalene -2(1H),2’-oxirane], 3,4,4a,5,8,8a- hexahydro-3°,7- dimethyl- 7070-15-7 Ethanol, 2- Arbanol 0.00326000 270. [[(1R.2R,4R)-1,7.7- trimethylbicyclo[2.2.
Lhept-2-yl]oxy]-, rel- 93-29-8 Phenol, 2-methoxy- | Iso Eugenol 0.00324000 271. 4-(1-propen-1-yl)-, | Acetate 1 -acetate 476332-65-7 | 2H-Indeno[4,5- Amber Xtreme 0.00323000 272. b]furan, decahydro- | Compound 1 2,2,6,6,7,8,8- heptamethyl- 68901-15-5 Acetic acid, 2- Cyclogalbanate 0.00323000 273. (cyclohexyloxy)-, 2- propen-1-yl ester 107-75-5 Octanal, 7-hydroxy- | Hydroxycitronella | 0.00318000 274. 3,7-dimethyl- 1 68611-23-4 Naphtho[2,1- Grisalva 0.00305000 275. b]furan, 9b- ethyldodecahydro- 34,7, 7-trimethyl- 313973-37-4 | 1,6-Heptadien-3- Pharaone 0.00298000 276. one, 2-cyclohexyl- 137-00-8 5-Thiazoleethanol, Sulfurol 0.00297000 277. 4-methyl- 7779-30-8 1-Penten-3-0ne, 1- Methyl Ionone 0.00286000 278. (2,6,6-trimethyl-2- cyclohexen-1-yl)- 127-51-5 3-Buten-2-one, 3- Isoraldeine Pure | 0.00282000 279. methyl-4-(2,6,6- trimethyl-2- cyclohexen-1-yl)- 36
72903-27-6 1,4- Fructalate™ 0.00274000 280. Cyclohexanedicarbo xylic acid, 1,4- diethyl ester 7388-22-9 3-Buten-2-0ne, 4- Ionone Gamma 0.00272000 281. (2,2-dimethyl-6- Methyl methylenecyclohexy 1)-3-methyl- 104-67-6 2(3H)-Furanone, 5- | gamma- 0.00271000 282. heptyldihydro- Undecalactone (racemic) 1205-17-0 1,3-Benzodioxole-5- | Helional 0.00270000 283. propanal, a-methyl- 33704-61-9 4H-Inden-4-one, Cashmeran 0.00269000 284. 1,2,3,5,6,7- hexahydro-1,1,2,3,3- pentamethyl-
El 285. (1-ethoxyethenyl)- 3,3,5,5-tetramethyl- 97384-48-0 Benzenepropanenitri | Citrowanil® B 0.00265000 286. le, a-ethenyl-a- methyl- 141-13-9 9-Undecenal, 2,6,10- | Adoxal 0.00257000 287. trimethyl- 2110-18-1 Pyridine, 2-(3- Corps Racine VS | 0.00257000 288. phenylpropyl)- 27606-09-3 Indeno[1,2-d]-1,3- Magnolan 0.00251000 289. dioxin, 4,44,5,9b- tetrahydro-2,4- dimethyl- 67634-20-2 Propanoic acid, 2- Cyclabute 0.00244000 290. methyl-, 3a,4,5,6,7,7a- hexahydro-4,7- methano-1H-inden- 5-yl ester 65405-72-3 1-Naphthalenol, Oxyoctaline 0.00236000 291. 1,2,3,4,4a,7,8,8a- Formate octahydro-2,4a,5,8a- tetramethyl-, 1- formate 122-40-7 Heptanal, 2- Amyl Cinnamic 0.00233000 292. (phenylmethylene)- | Aldehyde
Pal al ad ial 293. B.B,3-trimethyl- 37 rr 0 13215-88-8 2-Cyclohexen-1-one, | Tabanone Coeur | 0.00223000 294. 4-(2-buten-1- ylidene)-3,5,5- trimethyl- 25152-85-6 3-Hexen-1-ol, 1- Cis-3-Hexenyl 0.00203000 295. benzoate, (3Z)- Benzoate 406488-30-0 | 2-Ethyl-N-methyl-N- | Paradisamide 0.00200000 296. (m-tolyl)butanamide 121-33-5 Benzaldehyde, 4- Vanillin 0.00194000 297. hydroxy-3-methoxy- 77-54-3 1H-3a,7- Cedac 0.00192000 298. Methanoazulen-6-ol, octahydro-3,6,8,8- tetramethyl-, 6- acetate, (3R,3a8,6R,7R 8aS)- 76842-49-4 4,7-Methano-1H- Frutene 0.00184000 299. inden-6-ol, 3a,4,5,6,7,7a- hexahydro-8,8- dimethyl-, 6- propanoate 121-39-1 2-Oxiranecarboxylic | Ethyl Phenyl 0.00184000 300. acid, 3-phenyl-, Glycidate ethyl ester 211299-54-6 | 4H-4a,9- Ambrocenide® 0.00182000 301. Methanoazuleno[5,6 -d]-1,3-dioxole, octahydro- 2,2,5,8,8,9a- hexamethyl-, (4aR,5R,7aS,9R)- 285977-85-7 | (2,5-Dimethyl-1,3- | Lilyflore 0.00180000 302. dihydroinden-2- methanol 10094-34-5 Butanoic acid, 1,1- | Dimethyl Benzyl | 0.00168000 303. dimethyl-2- Carbinyl Butyrate phenylethyl ester 40785-62-4 Cyclododecalc] Muscogene 0.00163000 304. furan, 1,3,34,4,5,6,7, 8,9,10,11,13a- dodecahydro- 75490-39-0 Benzenebutanenitril | Khusinil 0.00162000 305. e, 0,0,y-trimethyl- 38
55418-52-5 2-Butanone, 4-(1,3- | Dulcinyl 0.00161000 306. benzodioxol-5-yl)- 3943-74-6 Benzoic acid, 4- Carnaline 0.00157000 307. hydroxy-3-methoxy- , methyl ester 72089-08-8 3-Cyclopentene-1- Brahmanol® 0.00154000 308. butanol, B,2,2,3- tetramethyl- 2-
Methyl-4-(2,2,3- trimethyl-3- cyclopenten-1- yl)butanol 3155-71-3 2-Butenal, 2-methyl- | Boronal 0.00147000 309. 4-(2,6,6-trimethyl-1- cyclohexen-1-yl)- 2050-08-0 Benzoic acid, 2- Amyl Salicylate | 0.00144000 310. hydroxy-, pentyl ester 41199-20-6 2-Naphthalenol, Ambrinol 0.00140000 311. decahydro-2,5,5- trimethyl- 12262-03-2 ndecanoic acid, 3- Iso Amyl 0.00140000 312. methylbutyl ester Undecylenate 107-74-4 1,7-Octanediol, 3,7- | Hydroxyol 0.00139000 313. dimethyl- 91-64-5 2H-1-Benzopyran-2- | Coumarin 0.00130000 314. one 68901-32-6 1,3-Dioxolane, 2-[6- | Glycolierral 0.00121000 315. methyl-8-(1- methylethyl)bicyclo[ 2.2. 2]Joct-5-en-2-yl]- 68039-44-1 Propanoic acid, 2,2- | Pivacyclene 0.00119000 316. dimethyl-, 34,4,5,6, 7,7a-hexahydro-4,7- methano-1H-inden- 6-yl ester 106-29-6 Butanoic acid, (2F)- | Geranyl Butyrate | 0.00116000 317. 3,7-dimethyl-2,6- octadien-1-yl ester 5471-51-2 2-Butanone, 4-(4- Raspberry ketone | 0.00106000 318. hydroxyphenyl)- en [™ 319. butyl ester Undecylenate 39
320. | 2785-89-9 4-Ethyl-2- 4-Ethylguaiacol 0.02000000 methoxyphenol 321. | 27538-10-9 2-ethyl-4-hydroxy- | Homofuronol 0.01210000 5-methylfuran-3-0ne * Vapor Pressures are acquired as described in the Test Methods Section. ** Origin: Same as for Table 1 hereinabove. [Table 2B]
Moderate Volatile Natural Oils.
Bay Oil Terpeneless
Cade Oil H. Reynaud & Fils
Cedar Atlas Oil
Cinnamon Bark Oil
Citrus & Allied Essences 6. | Clove Bud Oil
Clove Leaf Oil Rectified H. Reynaud & Fils 8 | Clove Stem Oil H. Reynaud & Fils 9 |DavamaoOil | = Robertet
Ginger Oil Fresh Madagascar
Hay Absolute MD 50 PCT
Juniperberry Oil Tess
Rose Absolute Oil
Tonka Bean Absolute
Wormwood Oil
Suppliers:
Citrus & Allied Essences, New York, USAH. Reynaud & Fils, Montbrun-les-Bains, France
IFF, Hazlet, New Jersey, USA
Robertet, Grasse, France
Moderate volatile fragrance materials can eselected from the group of Tables 2A or 2B. However, it is understood by one skilled in the art that other moderate volatile fragrance materials, not recited in Tables 2A or 2B, would also fall within the scope of the present invention, so long as they have a vapor pressure of 0.1 to 0.001 Torr at 25 °C. (ni) High Volatile Fragrance Materials
The fragrance component includes at least one high volatile fragrance material having a vapor pressure greater than 0.1 Torr (0.0133 kPa) at 25 °C. In some examples, the high volatile fragrance material can include at least 2 high volatile fragrance materials, 3 high volatile fragrance materials, or at least 5 high volatile fragrance materials, or at least 7 high volatile fragrance materials. In some examples, the high volatile fragrance material can be present in an amount ranging from about 0.1 wt% to about 30 wt% of the fragrance component, about 1 wt% to about 30 wt%, about 5 wt% to about 30 wt%, or less than, equal to, or greater than about 0.1 wt%, 0.5, 1, 1.5, 2, 2.5, 3, 3.5, 4, 4.5, 5, 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9,9.5,10, 10.5, 11, 11.5, 12, 12.5, 13, 13.5, 14, 14.5, 15, 15.5, 16, 16.5, 17, 17.5, 18, 18.5, 19,19.5,20, 20.5, 21, 21.5, 22, 22.5, 23, 23.5, 24, 24.5, 25, 25.5, 26, 26.25, 27, 27.5, 28, 28.5, 29, 29.5, or about 30 wt%. If there are more than one high volatile fragrance materials, then the ranges provided hereinabove cover the total of all of the high volatile fragrance materials. Suitable examples of high volatile fragrances materials are provided in Tables 3A and 3B below.
Preferably, the high volatile fragrance material is selected from at least 1 material, or at least 2 materials, or at least 3 materials, or at least 5 materials, at least 7 materials, or at least 9 high volatile fragrance materials as disclosed in Table 3A. Natural fragrance materials or oils having an aggregrate vapour pressure greater than 0.1 Torr (0.0133 kPa) at 25 °C are provided in Table 3B. Moderate Volatile Natural Oils. [Table 3A]
High Volatile Fragrance Materials
Number Pressure (Torr at 25 9C)* pT i [RT 1. methyl ester a 2. thiobis- 1.0% In DEP en 3. ester
Ee 4. ethyl ester 41
110-19-0 Acetic acid, 2- Isobutyl Acetate 18.00000000 5. methylpropyl ester 105-54-4 Butanoic acid, Ethyl Butyrate 13.90000000 ethyl ester pT 7. 7452-79-1 Butanoic acid, 2- | Ethyl-2-Methyl 7.85000000 methyl-, ethyl Butyrate ester 123-92-2 1-Butanol, 3- Iso Amyl Acetate 5.68000000 methyl-, 1- acetate 66576-71-4 | Butanoic acid, 2- | Iso Propyl 2- 5.10000000 10. methyl-, 1- Methylbutyrate methylethyl ester 110-43-0 2-Heptanone Methyl Amyl 4.73000000 11. Ketone
Cll ll 12. 123-51-3 1-Butanol, 3- Isoamyl Alcohol 4.16000000 13. methyl- 1191-16-8 2-Buten-1-ol, 3- | Prenyl acetate 3.99000000 14. methyl-, 1- acetate 57366-77-5 | 1,3-Dioxolane-2- | Methyl Dioxolan 3.88000000 15. methanamine, N- methyl- 7785-70-8 Bicyclo[3.1.1]he | Alpha Pinene 3.49000000 16. pt-2-ene, 2,6,6- trimethyl-, (1R,5R)- 79-92-5 Bicyclo[2.2.1]he | Camphene 3.38000000 17. ptane, 2,2- dimethyl-3- methylene- 94087-83-9 | 2-Butanethiol, 4- | 4-Methoxy-2- 3.31000000 18. methoxy-2- Methyl-2- methyl- Butanenthiol 39255-32-8 | Pentanoic acid, Manzanate 2.91000000 19. 2-methyl-, ethyl ester a pr [ro 20. xane, 4- 42 ml methylethyl)- 127-91-3 Bicyclo[3.1.1]he | Beta Pinene 2.40000000 21. ptane, 6,6- dimethyl-2- methylene- 105-68-0 1-Butanol, 3- Amyl Propionate 2.36000000 22. methyl-, 1- propanoate 123-35-3 1,6-Octadiene, 7- | Myrcene 2.29000000 23. methyl-3- methylene- 124-13-0 Octanal Octyl Aldehyde 2.07000000 24. 7392-19-0 2H-Pyran, 2- Limetol 1.90000000 25. ethenyltetrahydr 0-2,6,6- trimethyl- 111-13-7 2-Octanone Methyl Hexyl 1.72000000 26. Ketone 123-66-0 Hexanoic acid, Ethyl Caproate 1.66000000 27. ethyl ester 470-82-6 2- Eucalyptol 1.65000000 28. Oxabicyclo[2.2.2
Joctane, 1,3,3- trimethyl - 99-87-6 Benzene, 1- Para Cymene 1.65000000 29. methyl-4-(1- methylethyl)- 104-93-8 Benzene, 1- Para Cresyl Methyl | 1.65000000 30. methoxy-4- Ether methyl- 13877-91-3 | 1,3,6-Octatriene, | Ocimene 1.56000000 31. 3,7-dimethyl- 138-86-3 Cyclohexene, 1- | dl-Limonene 1.54000000 32. methyl-4-(1- methylethenyl)- 5989-27-5 Cyclohexene, 1- | d-limonene 1.54000000 33. methyl-4-(1- methylethenyl)-, (4R)- 106-68-3 3-Octanone Ethyl Amyl Ketone | 1.50000000 34. 43
110-41-8 Undecanal, 2- Methyl Nonyl 1.43000000 35. methyl- Acetaldehyde 142-92-7 Acetic acid, Hexyl acetate 1.39000000 36. hexyl ester 110-93-0 5-Hepten-2-one, | Methyl Heptenone | 1.28000000 37. 6-methyl- 81925-81-7 | 2-Hepten-4-one, | Filbertone 1% in 1.25000000 38. 5-methyl- TEC 3681-71-8 3-Hexen-1-ol, 1- | cis-3-Hexenyl 1.22000000 39. acetate, (3Z)- acetate 97-64-3 Propanoic acid, | Ethyl Lactate 1.16000000 40. 2-hydroxy-, ethyl ester 586-62-9 Cyclohexene, 1- | Terpineolene 1.13000000 41. methyl-4-(1- methylethylidene 51115-64-1 | Butanoic acid, 2- | Amyl butyrate 1.09000000 42. methylbutyl ester 106-27-4 Butanoic acid, 3- | Amyl Butyrate 1.09000000 43. methylbutyl ester 99-85-4 1,4- Gamma Terpinene | 1.08000000 44. Cyclohexadiene, 1-methyl-4-(1- methylethyl)- 18640-74-9 | Thiazole, 2-(2- 2-Isobutylthiazole 1.07000000 45. methylpropyl)- 928-96-1 3-Hexen-1-ol, cis-3-Hexenol 1.04000000 46. (3Z)- 100-52-7 Benzaldehyde Benzaldehyde 0.97400000 47. 141-97-9 Butanoic acid, 3- | Ethyl Acetoacetate | 0.89000000 48. ox0o-, ethyl ester 928-95-0 2-Hexen-1-ol, Trans-2-Hexenol 0.87300000 49. (2E)- 928-94-9 2-Hexen-1-ol, Beta Gamma 0.87300000 50. (2Z)- Hexenol 44 rrr 1 24691-15-4 | Cyclohexane, 3- | Herbavert 0.85200000 51. ethoxy-1,1,5- trimethyl, cis- (9CI) 19872-52-7 | 2-Pentanone, 4- | 4-Methyl-4- 0.84300000 52. mercapto-4- Mercaptopentan-2- methyl- one lppm TEC 3016-19-1 2,4,6-Octatriene, | Allo-Ocimene 0.81600000 53. 2,6-dimethyl-, (4E,6E)- 69103-20-4 | Oxirane, 2,2- Myroxide 0.80600000 54. dimethyl-3-(3- methyl-2,4- pentadien-1-yl)- 189440-77- | 4,7-Octadienoic | Anapear 0.77700000 55. 5 acid, methyl ester, (4E)- 67633-96-9 | Carbonic acid, Liffarome™ 0.72100000 56. (3Z)-3-hexen-1- yl methyl ester 123-68-2 Hexanoic acid, Allyl Caproate 0.67800000 57. 2-propen-1-yl ester 106-72-9 5-Heptenal, 2,6- | Melonal 0.62200000 58. dimethyl- 106-30-9 Heptanoic acid, | Ethyl Oenanthate 0.60200000 59. ethyl ester eee 1- carboxaldehyde, 2,4-dimethyl- 101-48-4 Benzene, (2,2- Phenyl 0.55600000 61. dimethoxyethyl)- | Acetaldehyde
Dimethyl Acetal 16409-43-1 | 2H-Pyran, Rose Oxide 0.55100000 62. tetrahydro-4- methyl-2-(2- methyl-1- propen-1-yl)- 925-78-0 3-Nonanone Ethyl Hexyl Ketone | 0.55100000 63. 100-47-0 Benzonitrile Benzyl Nitrile 0.52400000 64. [589-980 [3-Octanol | Octanol-3 ]0.51200000 en 58430-94-7 | 1-Hexanol, Iso Nonyl Acetate | 0.47000000 3,5,5-trimethyl-, 1-acetate 10250-45-0 | 4-Heptanol, 2,6- | Alicate 0.45400000 67. dimethyl-, 4- acetate 105-79-3 Hexanoic acid, Iso Butyl Caproate | 0.41300000 68. 2-methylpropyl ester 2349-07-7 Propanoic acid, | Hexyl isobutyrate 0.41300000 2-methyl-, hexyl ester 23250-42-2 | Cyclohexanecarb | Cyprissate 0.40500000 70. oxylic acid, 1,4- dimethyl-, methyl ester, trans- 122-78-1 Benzeneacetalde | Phenyl 0.36800000 71. hyde acetaldehyde 5405-41-4 Butanoic acid, 3- | Ethyl-3-Hydroxy 0.36200000 72. hydroxy-, ethyl | Butyrate ester 105-53-3 Propanedioic Diethyl Malonate 0.34400000 73. acid, 1,3-diethyl ester 93-58-3 Benzoic acid, Methyl Benzoate 0.34000000 74. methyl ester 16356-11-9 | 1,3,5- Undecatriene 0.33600000 75. Undecatriene 65405-70-1 | 4-Decenal, (4£)- | Decenal (Trans-4) | 0.33100000 76. 54546-26-8 | 1,3-Dioxane, 2- | Herboxane 0.33000000 77. butyl-4,4,6- trimethyl- 13254-34-7 | 2-Heptanol, 2,6- | Dimethyl-2 6- 0.33000000 78. dimethyl- Heptan-2-ol 98-86-2 Ethanone, 1- Acetophenone 0.29900000 79. phenyl-
LP Em [en hyde, o-methyl- | aldehyde 46
80118-06-5 | Propanoic acid, | Iso Pentyrate 0.28500000 81. 2-methyl-, 1,3- dimethyl-3- buten-1-yl ester 557-48-2 2,6-Nonadienal, |E Z-2,6-Nonadien- | 0.28000000 82. (2E,6Z)- 1-al 24683-00-9 | Pyrazine, 2- 2-Methoxy-3- 0.27300000 83. methoxy-3-(2- Isobutyl Pyrazine methylpropyl)- 104-57-4 Formic acid, Benzyl Formate 0.27300000 84. phenylmethyl ester 104-45-0 Benzene, 1- Dihydroanethole 0.26600000 85. methoxy-4- propyl- 491-07-6 Cyclohexanone, | Iso Menthone 0.25600000 86. 5-methyl-2-(1- methylethyl)-, 2R SR)-rel- 89-80-5 Cyclohexanone, | Menthone Racemic | 0.25600000 87. 5-methyl-2-(1- methylethyl)-, 2R,5S)-rel- 2463-53-8 2-Nonenal 2 Nonen-1-al 0.25600000 88. 55739-89-4 | Cyclohexanone, | Thuyacetone 0.25000000 2-ethyl-4,4- dimethyl- 150-78-7 Benzene, 1,4- Hydroquinone 0.25000000 dimethoxy- Dimethyl Ether 64988-06-3 | Benzene, 1- Rosacene 0.24600000 91. (ethoxymethyl)- 2-methoxy- 76-22-2 Bicyclo[2.2.1]he | Camphor gum 0.22500000 92. ptan-2-0ne, 1,7,7-trimethyl- 67674-46-8 | 2-Hexene, 6,6- Methyl 0.21400000 93. dimethoxy-2,5,5- | Pamplemousse trimethyl- 112-31-2 Decanal Decyl Aldehyde 0.20700000 94. 16251-77-7 | Benzenepropanal | Trifernal 0.20600000 95. , B-methyl- 47
[J
I, a-methyl-, 1- | nol Acetate acetate
Pal [ee ll 97. nonyl ester 122-00-9 Ethanone, 1-(4- | Para Methyl 0.18700000
Ere 24237-00-1 | 2H-Pyran, 6- Gyrane 0.18600000 butyl-3,6- dihydro-2,4- dimethyl- 41519-23-7 | Propanoic acid, | Hexenyl 0.18200000 100. 2-methyl-, (3Z)- | Isobutyrate 3-hexen-1-yl ester 93-89-0 Benzoic acid, Ethyl Benzoate 0.18000000 101. ethyl ester 20780-48-7 | 3-Octanol, 3,7- Tetrahydro Linalyl | 0.18000000
Sid == == acetate 101-41-7 Methyl 2- Methylphenyl 0.17600000 103. phenylacetate acetate 40853-55-2 | 1-Hexanol, 5- Tetrahydro 0.17300000 104. methyl-2-(1- Lavandulyl Acetate methylethyl)-, 1- acetate
Cm ll 105. 3,3,5-trimethyl-, | nol (1R,5R)-rel- 35158-25-9 | 2-Hexenal, 5- Lactone of Cis 0.17200000 oe Em [ee methylethyl)- 18479-58-8 | 7-Octen-2-ol, Dihydromyrcenol 0.16600000 107. 2,6-dimethyl- 140-11-4 Acetic acid, Benzyl acetate 0.16400000
Ee == ee ester 14765-30-1 | Cyclohexanone, | 2-sec-Butyl Cyclo | 0.16300000 109. 2-(1- Hexanone methylpropyl)- 20125-84-2 | 3-Octen-1-ol, Octenol 0.16000000 110. (3Z)- 48
142-19-8 Heptanoic acid, | Allyl Heptoate 0.16000000 111. 2-propen-1-yl ester 100-51-6 Benzenemethano | Benzyl Alcohol 0.15800000 112. 1 10032-15-2 | Butanoic acid, 2- | Hexyl-2-Methyl 0.15800000 113. methyl-, hexyl Butyrate ester 695-06-7 2(3H)-Furanone, | Gamma 0.15200000 114. 5-ethyldihydro- | Hexalactone 21722-83-8 | Cyclohexaneetha | Cyclohexyl Ethyl 0.15200000 115. nol, 1-acetate Acetate 111-79-5 2-Nonenoic acid, | Methyl-2- 0.14600000 116. methyl ester Nonenoate 16491-36-4 | Butanoic acid, Cis 3 Hexenyl 0.13500000 117. (3Z)-3-hexen-1- | Butyrate yl ester 111-12-6 2-Octynoic acid, | Methyl Heptine 0.12500000 118. methyl ester Carbonate 59323-76-1 | 1,3-Oxathiane, Oxane 0.12300000 119. 2-methyl-4- propyl-, (2R,45)- rel- 62439-41-2 | Heptanal, 6- Methoxy Melonal 0.11900000 120. methoxy-2,6- dimethyl- 13851-11-1 | Bicyclo[2.2.1]he | Fenchyl Acetate 0.11700000 121. ptan-2-ol, 1,3,3- trimethyl-, 2- acetate 115-95-7 1,6-Octadien-3- | Linalyl acetate 0.11600000 122. ol, 3,7-dimethyl- ‚ 3-acetate re [a 123. dimethyl- Myrcenol 78-69-3 3,7- Tetra-Hydro 0.11500000 124. dimethyloctan-3- | Linalool ol 111-87-5 1-Octanol Octyl Alcohol 0.11400000 125. 71159-90-5 | 3-Cyclohexene- | Grapefruit 0.10500000 126. l-methanethiol, | mercaptan a, 4-trimethyl- 49
80-25-1 Cyclohexanemet | Menthanyl Acetate | 0.10300000 127. hanol, a,a,4- trimethyl-, 1- acetate 88-41-5 Cyclohexanol, 2- | Verdox™ 0.10300000 128. (1,1- dimethylethyl)-, 1-acetate 32210-23-4 | Cyclohexanol, 4- | Vertenex 0.10300000 129. (1,1- dimethylethyl)-, 1-acetate 112-44-7 Undecanal n-Undecanal 0.10200000 130. 124-19-6 Nonanal Nonanal Aldehyde | 0.53200000 131. C-9 929253-05- |6-methoxy-2,6- | 6-methoxy-2,6- 0.04020000 132. | 4 dimethyloctanal | dimethyl octanal 68039-47-4 | 2-propan-2- Phenethyl Isopropyl | 0.24900000 133. yloxyethylbenze | Ether ne 6413-10-1 ethyl 2-(2- Apple Ketal 0.21900000 134. methyl-1,3- dioxolan-2- yl)acetate 106-23-0 3,7-dimethyloct- | citronellal 0.21500000 135. 6-enal 136. 14667-55-1 | Trimethyl Trimethyl Pyrazine- | 1.72400000
Pyrazine-2,3,5 2,3,5 * Vapor Pressures are acquired as described in the Test Methods Section. ** Origin: Same as for Table 1 hereinabove. [Table 3B]
High Volatile Fragrance Materials
Angelica Seeds Oil
Basil Oil Grand Vert
Bergamot Oil Reggio Early New Crop
Black Pepper Oil
Blackcurrant Buds Absolute 6 Cardamom Guatamala Extract CO2
Cardamom Oil Guatemala 8. | Cedarleaf Oil
H. Reynaud & Fils
Clary Sage Oil French
Coffee Extract CO2
Cypress Oil
Elemi Coeur Oil
Ginger oil India
Citrus & Allied Essences
It. Bergamot Oil
Labdanum Cistus Absolute
Lavandin Grosso Oil H. Reynaud & Fils
Lemon Oil Winter
Green Mandarin Oil
Oil Orange Sinensal Citrus & Allied Essences
Olibanum Oil Pyrogenous
Pepper Black CO2 Oil
Petitgrain Mandarinier Oil
Pink Pepper CO2 OIL
Rum CO? Oil
Sichuan Pepper CO2 oil
Thym Oil
Violet Leaves Absolute
Suppliers
Biolandes, Le Sen, France
Capua, Campo Calabro, Italy
Citrus & Allied Essences, New York, USA
Firmenich, Geneva, Switzerland
Global Essence Inc, New Jersey, USA
H. Reynaud & Fils, Montbrun-les-Bains, France
IFF, Hazlet, New Jersey, USA
Kerry, Co. Kerry, Ireland
Mane, Le Bar-sur-Loup, France
Misitano & Stracuzzi, Messina, Italy
Robertet, Grasse, France
Simone Gatto, San Pierre Niceto, Italy 51
Exemplary high volatile fragrance materials selected from the group of Tables 3A or 3B are preferred. However, it 1s understood by one skilled in the art that other high volatile fragrance materials, not recited in Tables 3A or 3B, would also fall within the scope of the present invention, so long as they have a vapor pressure of greater than 0.1 Torr (0.0133 kPa) at 25 °C. (iv) Fragrance Modulators
The composition further comprises at least one substantially non-odorous fragrance modulator as described herein below. Suitable examples of the substantially non-odorous fragrance modulators are provided in Table 4 below.
The substantially non-odorous fragrance modulator can be present in an amount of from about 0.1 wt% to about 20 wt% relative to the total weight of the composition of the composition, about 0.5 wt% to about 18 wt%, about 2.5 wt% to about 15 wt%, or less than, equal to, or greater than about 0.1 wt%, 0.5, 1, 1.5,2,25,3,3.5,4,45,5,55,6,65,7, 75, 8,8.5,9,9.5 10,105, 11, 11.5, 12, 12.5, 13, 13.5, 14, 14.5, 15, 15.5, 16, 16.5, 17, 17.5, 18, 18.5, 19, 19.5, 20 wt%. If there are more than one substantially non-odorous fragrance modulators, then the ranges provided hereinabove cover the total of all of the substantially non-odorous fragrance modulators.
The substantially non-odorous fragrance modulator can be a liquid at temperatures lower than 100 °C, such as at ambient temperature. The substantially non-odorous fragrance modulators may be fully miscible with the fragrance materials to form a single phase liquid.
However, if the fragrance materials are not entirely miscible, or are immiscible, then co- solvents (e.g., dipropylene glycol (DPG), triethyl citrate, or others well known to those skilled in the art) can be added to aid in the solubility of the fragrance materials.
According to various examples, the effect of the substantially non-odorous fragrance modulator on the fragrance profile, particularly the characters of the fragrance profile which is attributable to the low and high volatile fragrance materials, can be improved. By “improved” it is meant that the fragrance profile of the composition, particular the components contributed by at least one of the low and high volatile fragrance materials, can be perceived by the panel of experts or professional evaluators or individual experts or professional evaluators at later time points such as, for example, 1 hour, 2 hours, 3 hours, 4 hours, 5 hours, 6 hours, 7 hours, 8 hours, 10 hours, and possibly all the way up to 24 hrs after 52 application as compared to controls, e.g., lacking any of the disclosed non-odorous fragrance modulators such as Glucam.
When the substantially non-odorus modulator is Glucam, the Glucam 1s less than or equal to 2 wt% of the composition.
By “improved” it can mean that the perception by the panel of experts or professional evaluators or individual experts or professional evaluators, of a harshness of the composition being loaded with greater than 30 wt% of the low-fragrance material is reduced or eliminated.
Suitable examples of non-odorous modulators can include methyl glucoside polyol, ethyl glucoside polyol, propyl glucoside polyol, or mixtures thereof. Further examples can include from polypropylene glycol-10 methyl glucose ether, ethoxylated methyl glucose ether, polypropylene glycol-20 methyl glucose ether, caprylyl/capryl glucoside, undecyl glucoside, and mixtures thereof. In some examples, the composition can be substantially free of isocetyl alcohol, diisobutyl adipate, diisoamyl adipate, polypropylene glycol-3 myristyl ether, and neopentyl glycol diethyl hexanoate, neopentyl glycol diisononanoate, cetearyl ethyl hexanoate, and their mixtures, or a mixture thereof, althought the composition can optionally include these.
Further examples of non-odorous modulators include: a compound of formula (I):
B: pen OR!
Te or Tn ~~ my Na
Ri” NTN
OR? i wherein:
Rl is hydrogen, alkyl, alkenyl or alkynyl,
RZ is selected from hydrogen, (C2-Cao)alkyl, (C:-C29)alkenyl, (C2-C20)alkynyl,
ROR? (R®)01.R? ,wherein w is from 1 to 10, preferably 2 to 9;
RP is selected from hydrogen, alkyl, alkenyl. alkynyl. -[ROR\R®)0]yR” ,whereiny is 53 from 1to10o0r2to9; 4. i Óm pd 9
R is selected from hydrogen, alkyl, alkenyl, alkynyl, -[R"R\ R”)0 JxR ,wherein x is from 1 to 10, preferably 2 to 9;
RP is selected from hydrogen, alkyl, alkenyl, alkynyl, R% Rr’, R$ 5s [ROR7®R®)01R?, wherein z is from 1 to 10, preferably 2 to 9; each R® and R7 are independently selected from (C:-Cao)alkylene, (C:-
Cao)alkenylene, or (C:-C79)alkynylene; and each R® and R” is independently selected from hydrogen or alkyl, a compound of formula (II): = Fe OR 4 PRY “ 3 de Re
A A
\ gli LT Me A i
RE ORT aan OR 1 wd i, wherein:
R'is hydrogen, (C2-Cao)alkyl, (C2-Cao)alkenyl or (C2-C29)alkynyl; each R!! is independently selected from hydrogen, (C2-Czo)alkyl, (Ca-
Cao)alkenyl, (C2-Cao)alkynyl; each R'? is independently selected from hydrogen, (C2-Cao)alkyl, (Co-
Cao)alkenyl, or (C2-Cao)alkynyl, each RP is independently selected from hydrogen, (C2-C29)alkyl, (C:-
Cao)alkenyl, or (C2-Czo)alkynyl; each R" is selected from (C2-C>9)alkylene, (C2-Cao)alkenylene, or (Ca-
Cao)alkynylene; and
RY is hydrogen, (C2-Cao)alkyl, (C2-Cao)alkenyl or(C2-C20) alkynyl; wherein tis 5 or less, preferably 1, 2 or 3; 54
Sucrose Laurate, Sucrose Dilaurate, Sucrose Myristate, Sucrose Palmitate, Sucrose
Stearate, Sucrose Distearate, Sucrose Tristearate, and their mixtures;
Trimethylcyclohexane derivatives having the formula (ITI):
XM en A ’ : Ma Barr | > As or ene fl (II). wherein: nis 0, 1 or 2;
A 1s C=O or CH-OH;
R125 hydrogen or methyl;
R22 is a C2-C10 hydrocarbon group; and is a saturated or unsaturated carbon-carbon bond;
L-menthoxy ether derivatives having the formula (TV):
CG (CH) 1 0 | OH “Se B (IV). wherein: mis 0, 1or2;
B is hydrogen or OH; and C 1s hydrogen or methyl;
Tetra-hydronaphthalene derivatives having the formula (V):
RIP Se ~ [2 rib (V). wherein:
Rib is hydrogen or methyl; and
RP ig alkyl: 140
Hyaluronic acid disaccharide sodium salt, sodium hyaluronate and their mixtures;
Ether derivatives having the formula (VI) or formula (VII): “LEY ETD ley (VT). wherein:
C5H/Om is a pentose residue, wherein / is an integer from 6 to 9, and m is an integer from 1 to 4; n is an integer from 1 to 4; and
R1Cis C4-C20 hydrocarbon group; and
CHO g-(OCHCHo-O-CHLCHA-0-R 19), (VII). wherein:
C6HxOy is a hexose residue, wherein x is an integer from 7 to 11, and y is an integer from 1 to 5; zis an integer from 1 to 5; and
RId 1s C4-C20 hydrocarbon group; and
Diethylene Glycol Ether derivatives having the formula (VIII) or formula (IX): 56 wok Jor (VIIT) wherein:
CsHcOd is a pentose residue, wherein c is an integer from 6 to 8, and d is an integer from 1 to 3; e is an integer from 2 to 4; and R1€ is C1-C6 alkyl group, and
Rib
Q OH
OH A
(IX). wherein:
C6HfOg is a hexose residue, wherein fis an integer from 7 te 10, and g is an integer from 1 to 4; h is an integer from 2 to 5; and rR! is C1-C6 alkyl group;
Hydroquinone Glycoside derivatives having the formula (X): cn Lien evr imeni
RYOCORCOOR™ (X). wherein:
RÍS is selected from the group consisting of: (i) pentose residue, hexose residue, aminosaccharide residue, uronic acid residue and their mixtures, (1) methylated versions of group (i); and (111) mixtures of groups (1) and (ij); and Propylene Glycol Propyl
Ether; Dicetyl Ether; Polyglycerin-4 Ethers; Isoceteth-5; Isoceteth-7, Isoceteth-10; Isoceteth- 57
12; Isoceteth-15; Isoceteth-20; Isoceteth-25; Isoceteth-30; Disodium
Lauroamphodipropionate; Hexaethylene glycol monododecyl ether; and their mixtures;
Glyceryl Ether derivatives having the formula (XI):
Rb . 0 OH
OH . (XI) wherein:
Rih is C4-C12 aliphatic hydrocarbon group;
Panthenol Ethyl Ether, DL-Panthenol and their mixtures;
Aliphatic Dibasic Acid Diester derivatives having the formula (XII):
RVOCORCOOR* (XII). wherein:
Ris C4-C5 alkyl; 21.
Ris C4 alkylene; z 31: and R° is C4-C5 alkyl; and
Aliphatic Ether derivatives having the formula (XIII):
RE-O-(CH(CH, CHO}, -(CHA-CH, 0), -H (XI). wherein: a and b are integers such that the sum of a and b 1s from 1 to 4; and RH is an aliphatic chain comprising from 8 to 18 carbons;
N-hexadecyl n-nonanoate, Noctadecyl n-nonanoate and their mixtures;
Tricyclodecane Amide derivatives selected from the group consisting of: the compounds of formula (XIV): 58
7 A ~ O (XIV). wherein:
X 1s selected from: [to —N vy (Xa) (Xb) xe) ¥
RIC u
RM | RA RU RY wll be 3 ij nly | LI
R + RÙ RL Ri
ASL RY ree RY DN pil RI RETRY Ri _N (Xd) (Xe) (XD) i ÍN
A les TK ~~ ~~
Xe Xm, (XD tis 1 to 8;
Y is hydrogen, or a halogen; and 59 each RY is independently selected from a hydrogen, or C1-C4 alkyl; the compounds of formula (XV):
I Np [1 kl BR”
ZL 0 (XV). wherein: each RZ is independently selected from a hydrogen, methyl, ethyl or C3- C18 alkyl, cycloalkyl or cycloheteroalkyl, with the proviso that both RC groups are not hydrogen; and mixtures of the compounds of formulae (XII) and (XIII); and mixtures thereof.
Tables 4(a) and 4(b) provide lists of suitable non-odorous fragrance modulators. [Table 4(a)]
Substantially Non-Odorous Fragrance Modulators
CAS
No. Group Chemical Name Supplier
Number
PPG-10 Methyl Glucose Ether | 61849-72-7 2.
PPG-20 Methyl Glucose Ether / | 61849-72-7
Lubrizol
Ethoxylated Methyl Glucose 3. (a) A 68239-42-9
Ether *
Caprylyl/Capryl Glucoside * | 68515-73-1 BASF en SEPPIC 5. Undecyl Glucoside ** (France) 60
Ashland (b) Isocetyl Alcohol * 36653-82-4 | Speciality
Ingredients (c) Neopentyl Glycol
POB! Oy 28510-23-8 | Lubrizol
Diethylhexanoate °
Alfa
Sucrose Laurate 25339-99-5 | Chemicals
Ltd. (UK)
Alfa 10. Sucrose dilaurate 25915-57-5 | Chemicals (d) Ltd. (UK)
Mitsubishi 11. Sucrose Myristate 27216-47-3
Chemicals
Chemicals 13. Sucrose Stearate 25168-73-4
Ltd. (UK)
Mitsubishi 14. Sucrose Distearate 27195-16-0 | Chemicals (JP)
Mitsubishi 27923063- 15. Sucrose Tristearate ; Chemicals (JP) (£)-1-(2,2,6- / Takasago 16. (e) trimethylcyclohexyl)oct-1-en-3- (Japan) one 2-(1-menthoxy )ethane-1-ol * IE - 1-(1-menthoxy)propane-2-ol ° IE 3-(1-menthoxy)propane-1-ol ° IE -
Takasago (f) 3-(1-menthoxy)propane-1,2- 20. (Japan) diol * 2-methyl-3-(1- 51 methyl-3-( menthoxy)propane-1,2-diol ? 61
1,1,4,4-tetramethyl-6-acetyl-7- 23. formyl-1,2,3,4-
Givaudan tetrahydronaphthalene ’” mn (g) (Switzerland 1,1,2,4,4-pentamethyl-6-acetyl- 24. 7-formyl-1,2,3,4- tetrahydronaphthalene ?
Hyaluronic acid disaccharide Sigma 25. / 9004-61-9 (h) sodium salt 77 Aldrich
Sodium Hyaluronate ’ 9067-32-7 (UK)
Mono-o-(linalyl)-glucopyranose 27. i
Di-o-(linalyl)-glucopyranose *
Tri-o-(linalyl)-glucopyranose ** IE -
Tetra-o-(linalyl)-glucopyranose 30. J
Penta-o-(linalyl)-glucopyranose 31. i
Mono-o-(cis-3-hexenyl)- 32. (i) ) glactopyranose ‘2 33 Di-o-(cis-3-hexenyl)- Kanebo glactopyranose ’° (Japan) 24 Tri-o-(cis-3-hexenyl)- glactopyranose ’?
Tetra-o-(cis-3-hexenyl)- glactopyranose ’? 36 Penta-o-(cis-3-hexenyl)- glactopyranose ‘2 27 Bis-0-(3,6-dioxadecanyl)- , glucopyranose ’
Ú
8 Tris-0-(3,6-dioxadecanyl)- glucopyranose ’ 62 ee glucopyranose ** ere glucopyranose’” es galactopyranose ’* i galactopyranose 7’ eme galactopyranose’” aren galactopyranose ’*
Bis-0-(3,6-dioxaheptanyl)- mat mee xylopyranose ** ee xylopyranose ** emer glucopyranose ** emer glucopyranose **
Tetrakis-O-(3,6- neee] - 13
Pentakis-0-(3,6- 51. dioxadodecanyl)- glucopyranose’?
Aldrich 54. Dicetyl Ether 4113-12-6
J 1E 63
Solvay 55. Polyglycerin-4 Ethers 25618-55-7 /
Chemicals
Isoceteth-10 69364-63-2 | Nihon
Isoceteth-15 69364-63-2 | Company
Isoceteth-20 69364-63-2 Ltd.
Isoceteth-30 69364-63-2
Disodium . 64, Co 68929-04-4 | Rhodia
Lauroamphodipropionate
Sigma
Hexaethylene glycol 65. | 3055-96-7 Aldrich monododecyl ether 7% (UK)
Neopentyl Glycol 66. 3 pentyl Oy 27841-07-2 Symrise (m) Diisononanoate ’* (Germany)
Cetearyl Ethylhexnoate © | 90411-68-0 a Takasago 68. (n) 2-ethylhexyloxypropanediol 7 | 70455-33-9 UP)
DSM i Nutritional
Panthenol Ethyl Ether /* 667-83-4
Products, (0)
Inc. (USA)
Roche Inc. 70. DL-Panthenol 16485-10-2 (USA)
Diisobutyl Adipate ** 141-04-8 Sigma (Pp) Aldrich 72. Diisoamyl Adipate 7” 6624-70-0 (UK)
PPG-11 Stearyl Ether 25231-21-4 | Kao (JP)
N-hexadecyl n-nonanoate ’% Symrise 74. (r) 72934-15-7 (e.g., cetyl nonanoate) (Germany) 64
Noctadecyl n-nonanoate 2 | 107647-13-
Re methanone, (morphonyl) eenen) methanone, (piperidinyl) oomen) methanone, (pyrrolidinyl) on
Ene tricyclo[3.3.1.1%"]dec-1-yl- * methanone, (hexahydroazepinyl) tricyclo[3.3.1.137]dec-1-y1-"¢ methanone, (4-cyano- pt olv? Unilever (s) methanone, (4-amido- (UK) 82. piperidinyl)tricyclo[3.3.1.137]de = pee] methanone, 83. (Tricyclo[3.3.1.13"]decanyl)-N- tricyclo[3.3.1.1%7]dec-1-yl- 29 methanone, 84. (decahydroisoquinolinyl)tricycl o[3.3.1.13"]dec-1-yl- #* methanone, 85. (decahydroisoquinolinyl)tricycl o[3.3.1.1%"]dec-1-yl- 7% methanone, (decahydroquinolinyl)tricyclo[3 3.1.1%7]dec-1-y1-20 65 methanone, (3,3-dimethyl-1- 87. piperidinyl)tricyclo[3.3.1.1%7] dec-1-yl- °° methanone, (2-methyl-1- 88. piperidinyl)tricyclo[3.3.1.1°7] dec-1-yl- %/ methanone, (4-methyl-1- 89. piperidinyl)tricyclo[3.3.1.1*7] dec-1-yl- 29 methanone, (3-methyl-1- piperidinyl)trieyclo[3.3.1.1°7] dec-1-yl- % methanone, (3,5-dimethyl-1- 91. piperidinyl)tricyclo[3.3.1.1°7] dec-1-yl- %¥ methanone, (4-methyl-4-ethy- 92. piperidinyl)tricyclo[3.3.1.1%7] dec-1-yl- 2 methanone, (3,3-diethyl-1- 93. pyrrolidinyl)tricyclo[3.3.1.1%7] dec-1-yl- %/
Ee tricyclo[3.3.1.1°7]dec-1-yl- °° methanone, (3,3- 95. dimethylbutylaminyl) tricyclo[3.3.1.1*"]dec-1-yl- 29 methanone, (2,2- 96. dimethylpropylaminyl) tricyclo[3.3.1.1%"]dec-1-yl- 29 methanone, (1,1-dimethyl-3,3- 97. dimethylbutylaminyl) tricyclo[3.3.1.1*"]dec-1-yl- °7 66 methanone, (1,3-dimethyl- butylaminyl) tricycle[3.3.1.1%"]dec-1-yl- 29
Bis-methoxy PEG-13 PEG- | PolymerExp () | 438/PPG-110 SMDI Copolymer | 9999 | SOA + 1 (Pessac,
France) ee propyl {4-[2-(diethylamino)-2- Sigma 100. (u) oxoethoxy]-3- 61791-12-6 Aldrich methoxyphenyl } acetate °? (US)
CTT ee 1,2-diol © 3-((2- 102. (v) propylheptyl)oxy)propane-1,2- diol > meere 103. … | 99509-00-9 ethylhexyl)oxy)propan-2-ol ** "available as GLUCAM™ P-20. ? available as Glucam™ E-20. 3 available as Plantacare® 810 UP. 79 available as Simulsol® SL 11W. + available as CERAPHYL"™ ICA. 3 available as Tegosoft® APM. % available as Schercemol™ NGDO. 7 disclosed in U.S. Patent No. 6,737,396B2 (Firmenich), column 1, lines 43-47. 10% diclosed as compound 1’i in U.S. Patent No. 6,440,400B1 (Takasago Int. Corp.), col. 5. % diclosed in U.S. Patent No. 4,313,855 (Dragoco Gerberding & Co. GmbH), col. 1, lines 12- 13. * disclosed in U.S. Patent No. 7,538,081B2 (Takasago Int. Corp.), column 7, lines 50-53. 9 disclosed in U.S. Patent No. 6,147,049 (Givaudan Roure), col. 5, line 24, to col. 6, line 17. 15% disclosed in PCT Publication No. WO85/04803 (Diagnostic), pg. 2, line 1 to pg. 4, line 2. 67
12 disclosed in JP Patent No. 61-083114 (Kanebo). 13 disclosed in JP Patent No. 61-063612 (Kanebo). # disclosed in JP Patent No. 62-084010 (Shiseido).
Hb available as: Laureth-6. 1 disclosed in U.S. Patent Publication No. 2011/0104089A 1 (Symrise), para. [0001]. 16 available as PCL-Liquid™ 100. 17 disclosed in U.S. Patent No. 7,196,052 (Takasago Int. Corp.), col. 4, lines 34-35. 8 disclosed in EP Patent Publication No. 616800A2 (Givaudan), pg. 2, lines 12-25. 2 disclosed in U.S. Patent No. 4,110,626 (Shiseido), column 3, lines 54-56. “disclosed in PCT Publication No. WO2014/155019 (LVMH). 19 disclosed in U.S. Patent No. 9,050,261 (Symrise). 79 disclosed as compounds C1-C22 in WO2014/139952 (Unilever). + available as Expert Gel® EG56. ? available as Kolliphor® EL. ? disclosed in U.S. Patent No. 9,050,261 (Symrise).
Further examples of non-odorous fragrance modulator is selected from the group of materials disclosed in Table 4(b). [Table 4(b)]
Substantially Non-Odorous Fragrance Modulators
No. Chemical or INCI
Trade Name | CAS Number Supplier
Name
Tergitol™ 15-S- Sigma Aldrich 1. C12-14 Sec-Pareth-3 68131-40-8 7 (UK)
Poly(ethylene glycol- © PPG-7-Buteth- Sigma Aldrich 2. ran-propylene glycol) 9038-95-3 10 (UK) monobutyl ether
PPG-4-Ceteth-10 Nikkol PBC-33 | 37311-01-6 Chemical Navi
Ethox Chemicals, 4. Deceth-4 Ethal DA-4 5703-94-6
Inc. 68
A&E Connock
AEC PPG-5- 5. PPG-5-Ceteth-20 9087-53-0 (Perfumery &
Ceteth-20
Cosmetics) Ltd.
Neodol 45-7
Shell Chemical 6. C14-15 Pareth-7 alcohol 68951-67-7
Company ethoxylate
Linear alcohol (C12- 7. 15) Pareth-3ethoxylate, | Bio-soft N25-7 68131-39-5
POE-7 Stephan
Linear alcohol (C12- Company (USA)
Bio-soft N23- 13) Pareth- > 66455-14-9 6. 3ethoxylated, POE-6.5)
Polyethylene glycol 1100 Cremophor™ A Sigma Aldrich 68439-49-6 mono(hexadecyl/octade 25 (UK) cyl) ether
Linear alcohol (C9-11) . Stephan 10. ethoxylated POE -8 Bio-soft N91-8 68439-46-3
Company (USA)
Pareth-3
Coceth-10 or ï
Genapol® C- Sigma Aldrich 11. Polyoxyethylene (10) 61791-13-7 100 (UK) dodecyl ether
Alcohols, C12-14, Rhodasurf® LA | Solvay Solutions 12. 68439-50-9 / ethoxylated 30 Italia S.p.A.
Poly(ethylene / .
Poly(ethylene glycol) Sigma Aldrich 13. glycol) methyl 9004-74-4 methyl ether (UK) ether
Neodol® PC Shell Chemical 14. C10-16 Pareth-1 68002-97-1 110 Company
ArlamolTM
PPG-11 Stearyl Ether 25231-21-4 Croda (UK) 15. PSIIE 69 en Sigma Aldrich 16. Steareth-100 Brij S100 9005-00-9 (UK)
Polyethylene glycol . Sigma Aldrich 17. YE SV Brij C-58 9004-95-9 & hexadecyl ether (UK)
Cw a. Sigma Aldrich 18. Pluronic® F-127 Pluronic® F-127 | 9003-11-6 (UK)
Linear Alcohol (C11) Stepan Canada
Bio-soft N1-5 34398-01-1 19. Ethoxylate, POE-5 Inc.
Intrasol FA Evonik Industries 20. Laureth-10 6540-99-4 12/18/10 AG
Polyoxyethylen / /
Decaethylene glycol Sigma Aldrich 21. e (10) lauryl 9002-92-0 mono-dodecyl ether (UK) ether
Ethylene glycol 2- Sigma Aldrich 22. Ves 109-86-4 ° monomethyl ether Methoxyethanol (UK)
Grau Aromatics
Homulgator 920 23. Myreth-4 G 27306-79-2 GmbH &
Company KG
Oleth-16 Alkoxylated Toho Chemical 24. Pegnol O-16A 25190-05-0
Alcohols Industry Co., Ltd.
Nihon Emulsion 25. Isosteareth-5 Emalex 1805 52292-17-8
Company, Ltd.
ArlamolTM 26. PPG-10 Cetyl Ether 9035-85-2 Croda (UK)
PC10 70
Polyoxy(ethylene Poly(ethylene / / i Sigma-Aldrich 27. glycol) (18) tridecyl glycol) (18) 24938-91-8 (UK ) ether tridecyl ether
Poly(oxy-1,2- =
ALFONIC® 10- Sasol Chemicals 28. ethanediyl), a-decyl-w- 26183-52-8 8 Ethoxylate (USA) LLC hydroxy-
Mackam™ 29. Laureth- 1 4536-30-5 Rhodia (DE) 2LSF
PEG-5 Hydrogenated | Ethox Chemicals, 30. Ethox HTAM-5 | 61791-26-2
Tallow Amine Inc.
Nikkol Nikko Chemicals 31. PEG-15 Oleamine 26635-93-8
TAMNO-15 Co. Ltd.
Polyoxyethylene (20) Sigma Aldrich 32. | Brij® 020-SS | 9004-98-2 7 oleyl ether (UK)
Cetoleth-10 Brij® CO10 8065-81-4 / Sanyo Chemical 34. Talloweth-7 Emulmin 70 61791-28-4
Industries Ltd.
Isobutoxypropanol Isobutoxypropa 35. Yop YProp 34150-35-1 MolPort
Alcohols nol
Isobutoxypropanol Isobutoxypropa AKos Consultin 36. YPrOP YPIOP 23436-19-3 | 5
Alcohols nol & Solutions
Diethylene Glycol Twincide EDG 111-46-6 71
Toho Chemical 38. Methoxyethanol Hisolve MC 109-86-4
Industry Co, Ltd.
Ethoxyethanol 2- Sigma-Aldrich 39. 110-80-5
Alcohols Ethoxyethanol (UK)
The Dow
Methoxyisopropanol 40. DowanolTM PM 107-98-2 Chemical
Alcohols
Company
Toho Chemical 41. Methoxyethanol Hisolve MC 32718-54-0
Industry Co, Ltd.
Methylal Dimethoxymeth Sigma-Aldrich 42. 109-87-5
Ethers ane (UK)
Hans
Methoxybutano 43. 3-Methoxybutanol | 2517-43-3 Schwarzkopf
GmbH / Co. KG
Shell Chemical 44. Butoxyethanol Butyl OXITOL 111-76-2
Company
The Dow
Propylene Glycol n- DowanolTM 5131-66- 45. Chemical
Butyl Ether PnB 8/29387-86-8
Company
Propylene / /
Propylene Glycol Butyl Sigma Aldrich 46. Glycol Butyl 15821-83-7
Ether (UK)
Ether
Diethylene 2-(2- Sigma Aldrich 47. glycol butyl 112-34-5 butoxyethoxy ethanol (UK) ether
Crodafos™ 48. Deceth-4 Phosphate 52019-36-0 Croda, Inc.
D4A 72
Ethylene glycol 2- Sigma-Aldrich 49. monohexadecyl 2136-71-2 (Hexadecyloxy)ethanol (UK) ether
Poly(propylene
Poly(propylene glycol) Sigma-Aldrich 50. yipropylene gy glycol) 9003-13-8 monobutyl ether (UK) monobutyl ether
The Dow
Propylene Glycol 51. Dowanol™ PnP | 30136-13-1 Chemical
Propyl Ether
Company
The Dow
Propylene Glycol n- DowanolTM 29387-86- 52. Chemical
Butyl Ether PnB 8/5131-66-8
Company
Di(propylene 53. Dipropylene glycol lycol) methyl Sigma Aldrich propylene gly glycol) A g monomethyl ether ether, mixture (UK) of isomers vel vd The Dow
Dipropylene Glyco Proglyde™ 54. propy y = 111109-77-4 Chemical
Dimethyl Ether DMM
Company
The Dow
Dowanol™ 55. PPG-2 Methyl Ether 13429-07-7 Chemical
DPM
Company
Methoxydiglycol OriStar / 56. 111-77-3 Orient Stars LLC
Ethers DEGME
Di(ethylene
Diethylene glycol ethyl Sigma Aldrich 57. glycol) ethyl 111-90-0 ether (UK) ether
Dimethoxydiglycol Dimethyldiglyc 58. yas VOS 111-96-6 H&V Chemicals
Ethers ol 73
The Dow
DowanolTM 59. PPG-3 Methyl Ether 37286-64-9 Chemical
TPM
Company 224286 60. Methyl Morpholine ALDRICH
Sigma-Aldrich
Oxide 4- 7529-22-8 : : : (UK)
Amine Oxides Methylmorpholi ne N-oxide
OL Croda Europe, 61. Oleth-3 Brij* O3 5274-66-8
Ltd.
Tri(propylene glycol Dowanol™ Sigma-Aldrich 62. (prey glycol) 55934-93-5 5 n-butyl ether TPnB (UK) / Tripropylene Sigma-Aldrich 63. Tripropylene Glycol 24800-44-0
Glycol (UK)
The Dow
PPG-3 Methyl Ether DowanolTM 64. 25498-49-1 Chemical
Alkoxylated Alcohols TPM
Company / Sigma Aldrich 65. Triethylene glycol Triglycol 112-27-6 (UK)
Toho Chemical 66. PEG-3 Methyl Ether HymolTM 112-35-6
Industry Co, Ltd.
A & E Connock 67. Laureth-3 AEC Laureth-3 3055-94-5 (Perfumery &
Cosmetics) Ltd. - Ethylhexylglycerin AG-G-75008 70445-33-9 | Angene Chemical 74
Tetraethylene Sigma Aldrich
Tetra(ethylene glycol) 112-60-7 69. glycol (UK) mm
Nihon Emulsion 71. Ceteth-3 Emalex 103 4484-59-7
Company, Ltd.
Myreth-3 26826-30-2 | Vevy Europe SpA
Alfonic® TDA- Sasol North 73. Trideceth-3 3 Ethoxylate America, Inc.
LL Croda Europe, 74. Ceteth-2 Brij C2 5274-61-3
Ltd. ee vr or
Cetoleth-10 Brij CO10 8065-81-4
Trimethyl
Trimethyl Pentanol 78. Pentanol /
Hydroxyethyl Ether 68959-25-1 | Angene Chemical
Hydroxyethyl
Alcohols
Ether
Steareth-10 Allyl Ether | Salcare* SC80 | 109292-17-3 BASF 75 material ID-
TEA-Lauryl Ether 1733-93-3 Angene Chemical
AG-J-99109
Polyglyceryl-2 Oleyl 81. yee * | Chimexane NB | 71032-90-1 Chimex
Ether
B402 Sigma-Aldrich 82. Batyl Alcohol 544-62-7
ALDRICH (UK) 15879 Sigma-Aldrich 83. Octaethylene Glycol 5117-19-1
ALDRICH (UK)
Triglycerol 84. u Cithrol™ 66082-42-6 Croda (UK) diisostearate
Sakamoto 85. Diglycerin Diglycerin 801 59113-36-9 Yakuhin Kogyo
Co. Ltd.
Sakamoto / Polyglycerin / 86. Polyglycerin #310 410 25618-55-7 Yakuhin Kogyo
Co, Ltd. / | | Sasol Germany 87. Distearyl Ether Cosmacol® SE 6297-03-6
GmbH
Caprylyl Glyceryl Caprylyl AKos Consultin 88. PY DYER py 10438-94-5 5
Ether Glyceryl Ether & Solutions
Nikko Chemicals
Chimyl Alcohol Chimyl Alcohol 506-03-6
Co. Ltd.
Dipentaerythrityl ;
Liponate™ DPC- Lipo Chemicals, 90. Hexacaprylate/Hexacap 68130-24-5 6 Inc. rate 76
394467 Sigma-Aldrich 91. Morpholine 110-91-8
ALDRICH (UK)
The Dow 92. Dimethyl Oxazolidine | OXABAN™ -A | 51200-87-4 Chemical
Company 4-
Ethyl Hydroxymethyl / 93. / Oxazolemethan | 68140-98-7 | Angene Chemical
Oleyl Oxazoline ol
Methyl Hydroxymethyl | Adeka Nol GE- Adeka 94. 14408-42-5
Oleyl Oxazoline RF Corporation
OriStar 95. Pramoxine HCI 637-58-1 Orient Stars LLC
PMHCL
Allantoin 96. Allantoin Ascorbate 57448-83-6 ABI Chem
Ascorbate
Stearamidopropyl Mackalene™ 97. / 55852-14-7 Rhodia Inc.
Morpholine Lactate 326
Lambiotte & CIE
Dioxolane Elcotal DX 646-06-0
S.A.
Glycerol | Sigma Aldrich
Glycerol Formal 5464-28-8
Formal (UK)
Stearamidopropyl 100. / Mackine 321 55852-13-6 Rhodia Inc.
Morpholine 2,4,6- oo Poly(melamine- Sigma-Aldrich 101. Tris[bis(methoxymethy 68002-20-0 co- (UK)
Damino]-1,3,5-triazine 77 formaldehyde) methylated
Poloxamine 1307 Pluracare® 1307 | 11111-34-5 BASF
Nonoxynol-8 Igepal* CO-610 | 27177-05-5
Nonoxynol-10 Igepal® CO-710 | 27177-08-8
Nikko Chemicals 105. Octoxynol-10 Nikkol OP-10 2315-66-4
Co., Ltd.
Nonoxynol-9 Igepal® CO-630 | 68987-90-6
Nonoxynol-9 107. Nonoxynol-9 Iodine oo 94349-40-3 | Angene Chemical iodine
Octylphenoxy 108. | poly(ethyleneoxy)ethan | Igepal* CA-630 | 68987-90-6 Rhodia Inc. ol, branched
The Dow
Sodium Octoxynol-2 109. Triton™ X-200 | 55837-16-6 Chemical
Ethane Sulfonate
Company
Lanxess 110. Benzylhemiformal Preventol D2 14548-60-8
Corporation
Nonoxynol-2 Igepal* CO-210 | 27176-93-8 78
The Dow 112. Octoxynol-3 Igepal® CA-420 | 2315-62-0 Chemical
Company
Marlophen NP Sasol Germany 113. Nonoxynol-3 27176-95-0 3 GmbH
Alkoxylated Alcohols | Alkasurf NP-4 7311-27-5
Triethylene 115. Glycol Mono(p- Santa Cruz
Nonoxynol-3 51437-95-7 / nonylphenyl) Biotechnology
Ether
Jos. H. 116. Nonoxynol-7 Lowenol 2689 27177-03-3 Lowenstein &
Sons, Inc.
Nonoxynol-6 Igepal* CO-530 | 27177-01-1
Nonoxynol-5 Igepal* CO-520 | 20636-48-0
Nonoxynol-5 Igepal® CO-520 | 26264-02-8
Nonoxynol-4 Alkasurf NP-4 27176-97-2
Polyglyceryl-10 Nikkol Nikko Chemicals 121. ey 102051-00-3
Trioleate Decaglyn 3-OV Co., Ltd.
Polyglyceryl-10 Nikkol Nikko Chemicals you 33940-99-7 122. Dioleate Decaglyn 2-0 Co., Ltd. 79
Polyglyceryl-10 Abitec 123. Veye Caprol 10G40 34424-98-1
Tetraoleate Corporation
Nikkol
Polyglyceryl-10 Nikko Chemicals 124. Decaglyn I-SV | 79777-30-3
Stearate Co., Ltd.
EX
Sakamoto
S-Face O-1001 u / 125. Polyglyceryl-10 Oleate p 79665-93-3 Yakuhin Kogyo
Co., Ltd.
Nikkol
Polyglyceryl-10 Nikko Chemicals 126. / Decaglyn 1-MV | 87390-32-7
Myristate Co., Ltd.
EX o Dermofeel® G 127. Dermofeel® G 10 L OL 34406-66-1 Dr. Straetmans
NIKKOL
128. Polyglyceryl-6 Laurate 51033-38-6 Chemical Navi
Hexaglyn 1-L
Sakamoto
Polyglyceryl-6 129. S-Face IS-601 P | 126928-07-2 | Yakuhin Kogyo
Isostearate
Co, Ltd.
Nihon Emulsion 130. Choleth-10 Emalex CS-10 27321-96-6
Company, Ltd.
Steareth-10 Allyl 131. Ether/Acrylates Salcare® SC80 | 109292-17-3 BASF
Copolymer
Phoenix 132. Polyvinyl Stearyl Ether | Giovarez®1800 9003-96-7
Chemical, Inc.
Cosmacol Ether Sasol Germany
Dicetyl Ether 133. 16 GmbH 80
Pola Chemical 134. PPG-23-Steareth-34 | Unisafe 345-23 9038-43-1
Industries, Inc.
Stearoxy propyl Farmin DM E- 135. 17517-01-0 Kao Corp.
Dimethylamine 80 / | | Sasol Germany 136. Distearyl Ether Cosmacol SE 6297-03-6
GmbH
AEC A&E Connock 137. Polyquaternium-10 Polyquaternium | 55353-19-0 (Perfumery & -10 Cosmetics) Ltd. / Sigma Adlrich 138. Octyl ether Dioctyl ether 629-82-3 (UK)
Ethyl Ether Diethyl Ether 60-29-7 EMD Chemicals
Methyl Hexyl Ether methyl hexyl 140. 4747-07-3 TCI AMERICA
Ethers ether
Nihon Emulsion 141. Ceteth-12 Emalex 112 94159-75-8
Company, Ltd.
Ceteth-10 or cetyl 142. Jeecol CA-10 14529-40-9 | Jeen International alcohol POE-10
Steareth-10 Jeecol SA-10 13149-86-5
Nonaethylene glycol Nonaethylene Sigma Aldrich y SY y 3055-99-0 5 144. monododecyl ether glycol (UK) 81 monododecyl ether
Oleth-10 Brij* 010 71976-00-6
Oleth-10 Brij® 010 24871-34-9
The Dow
Carbowax™ 147. PEG-12 6790-09-6 Chemical
PEG 600
Company oe u
DECAETHYL
149. PEG-10 5579-66-8 MolPort
ENE GLYCOL
The Dow
CarbowaxTM 150. PEG-6 2615-15-8 Chemical
PEG 300
Company
Glycerol Sigma Aldrich 151. Glycerol propoxylate 25791-96-2 propoxylate (UK)
Glycerol Sigma Aldrich 152. Glycerol ethoxylate 31694-55-0 ethoxylate (UK)
A & E Connock 153. Laureth-8 AEC Laureth-8 3055-98-9 (Perfumery &
Cosmetics) Ltd.
Nihon Emulsion 154. Oleth-8 Emalex 508 27040-03-5
Company, Ltd. 82
Alfonic
Sasol North 155. Laureth-7 1216CO-7 3055-97-8
America, Inc.
Ethoxylate
Polyoxyethylen 156. Steareth-7 e (7) stearyl 66146-84-7 Sigma Aldrich ether
Alfonie 1012- Sasol North 157. Deceth-6 | 5168-89-8 6.0 Ethoxylate America, Inc.
Nihon Emulsion 158. Steareth-6 Emalex 606 2420-29-3
Company, Ltd.
Hexaethylene 159. Hexaethylene glycol glycol Sigma-Aldrich
Vens 59 3055-96-7 © monododecyl ether monododecyl (UK) ether
Hexaethylene 160. Hexaethylene glycol glycol Sigma-Aldrich yienesy 59 5168-91-2 7 monohexadecyl ether | monohexadecyl (UK) ether
Nikko Chemicals 161. Beheneth-5 Nikkol BB-5 136207-49-3
Co. Ltd.
Myreth-5 Isoxal 12 92669-01-7 | Vevy Europe SpA
Jeen International 163. Steareth-5 Jeecol SA-5 71093-13-5
Corporation
Nihon Emulsion 164. Ceteth-5 Emalex 105 4478-97-1
Company, Ltd.
IN Oleth-5 Brij® O5 5353-27-5 83
Safol™ 23ES Sasol North 166. Laureth-5 3055-95-6
Ethoxylate America, Inc.
Jeen International 167. Steareth-4 Jeecol SA-4 59970-10-4
Corporation mr or
Grau Aromatics
Homulgator 920 169. Myreth-4 G 39034-24-7 GmbH &
Company KG
Protameen 170. Ceteth-4 Procol CA-4 5274-63-5
Chemicals
Oleth-4 Chemal OA-4 5353-26-4
Oleth-4 Chemal OA-4 103622-85-1
AquaflexTM 173. Polyimide-1 497926-97-3 Chemwill
XL-30
Polymethoxy Bicyclic Caswell No. / 174. 56709-13-8 | Angene Chemical
Oxazolidine 494CA
Hydroxymethyl / | Angus Chemical 175. | | ZoldineTM ZT 6542-37-6
Dioxoazabicyclooctane Company 84
5-Ethyl-1-aza-
Dihydro-7a- . . 176. 3,7- Sigma Aldrich ethyloxazolo[3,4- | | 7747-35-5 dioxabicyclo[3. (UK) cloxazole 3.0]octane . } j . I. } Roquette 177. Dibenzylidene Sorbitol Disorbene™ 32647-67-9
America, Inc.
Dimethyldibenzylidene m | Milliken 178. | Millad™ 3988 135861-56-2
Sorbitol Chemicals
Alfonic
Sasol North 179. Laureth-2 1216CO-2 3055-93-4
America, Inc.
Ethoxylate 2-(2- : : :
Piperonyl Sigma-Aldrich 180. | Butoxyethoxy)ethyl (6- / 51-03-6
Butoxide (UK) propylpiperonyl) ether
Menthone Glycerin Frescolat® 181. 63187-91-7 Symrise
Acetal MGA
Propylene Glycol Mackaderm 182. 68332-79-6 Rhodia Inc.
Caprylate PGC
Diethoxynonadiene SBB016951 67674-36-6
Takasago
Menthoxypropanediol IN 184. Coolact® 10 87061-04-9 International
Alcohols
Corporation 2-Diphenylmethoxy- 185. N,N- Diphenhydrami Sigma-Aldrich 147-24-0 dimethylethylamine ne HCI (UK) hydrochloride 85
3-((2- 186. ethylhexyl)oxy)propan 70445-33-9 e-1,2-diol (2 187. | propylheptyl)oxy)propa ne-1,2-diol l-amino-3-((2- 188. | ethylhexyl)oxy)propan- 99509-00-9 2-01 1-(1-Methyl-2- Di(propylene Sigma Aldrich 189. propoxyethoxy)-2- glycol) propyl 29911-27-1 propanol ether (Uk)
The compounds, as described above in Tables 4(a) and 4(b), act as a substantially non-odorous fragrance modulator of the overdosed perfume materials of the present invention. For example, the substantially non-odorous fragrance modulators, Without wishing to be bound by theory, it is believed that the substantially non-odorous fragrance modulators associate to the low-volatility fragrance materials to allow for high wt% (e.g., greater than 30 wt%) of the composition to allow the low-volatility fragrance materials to drive the perceived character of the fragrance, while mitigating or eliminating a perceived harshness of the composition by the user.
Volatile Solvents
The composition according to the present invention, can include a volatile solvent present in the amount of from about 20 wt% to about 99 wt% relative to the total weight of the composition, about 30 wt% to about 80 wt%, about 55 wt% to about 75 wt%, or less than, equal to, or greater than about 20 wt%, 25, 30, 35, 40, 45, 50, 55, 60, 65, 70, 75, 80, 85, 90, 95, or about 99 wt%, and wherein the solvent is a branch or unbranched Cy to Cio alkyl, akenyl or alkynyl group having at least one alcohol moiety, preferably ethanol, or isopropanol, or other alcohols (e.g., methanol, propanol, isopropanol, butanol, and mixtures thereof) commonly found in commercial fine fragrance products.
Accordingly, ethanol may be present in any of the compositions of the present invention, and more specifically, it will form from about 5 wt% to about 95 wt%, or even 86 from about 10 wt% to about 80 wt%, 25 wt% to about 75 wt% of the composition, or combinations thereof, relative to the total weight of the composition. Alternatively, ethanol may be present in an amount of from about 10 wt% or 25 wt% to about 75 wt% or 80 wt%, relative to the total weight of the composition. The ethanol useful in the present invention may be any acceptable quality of ethanol, compatible and safe for the specific intended use of the composition such as, for example, topical applications of fine fragrance or cosmetic compositions.
Water
In some examples (e.g., those including a volatile solvent), water may be present in any of the compositions of the present invention, and more specifically, it may not exceed about 95 wt% relative to the total weight of the composition, about 90 wt% or less, about 85 wt% or less, about 80 wt% or less, about 75 wt% or less, about 70 wt% or less, about 65 wt% or less, about 60 wt% or less, about 55 wt% or less, about 50 wt% or less, about 45 wt% or less, about 40 wt% or less, about 35 wt% or less, about 30 wt% or less, about 20 wt% or less, about 10 wt%, or less than, equal to, or greater than about 95 wt%, 90, 85, 80, 75, 70, 65, 60, 55, 50 ,45, 40, 30, 35, 30, 25, 20, 15, 10, or 5 wt%. Alternatively, water may be present in an amount of from about 5 wt% or about 95 wt% When the composition is a cosmetic composition the level of water should not be so high that the product becomes cloudy thus negatively impacting the product aesthetics. It is understood that the amount of water present in the composition may be from the water present in the volatile solvent (e.g., ethanol) used in the composition, as the case may be.
Non-Volatile Solvents
The composition may comprise a non-volatile solvent or a mixture of non-volatile solvents. Non-limiting examples of non-volatile solvents include benzyl benzoate, diethyl phthalate, isopropyl myristate, propylene glycol, dipropylene glycol, triethyl citrate, and mixtures thereof. These solvents often are introduced to the product via the perfume oil as many perfume raw materials may be purchased as a dilution in one of these solvents. Where non-volatile solvents are present, introduced either with the perfume materials or separately, then for the purposes of calculating the proportion of fragrance component having a vapor pressure of less than 0.001 Torr (0.000133 kPa) at 25 °C the total fragrance components does not include non-volatile solvents. Where non-volatile solvents are present, introduced either with the perfume materials or separately, then for the purposes of calculating the total level of 87 fragrance component this does not include non-volatile solvents. In addition, if present with cyclic oligosacchrides, the non-volatile solvent may be included at a weight ratio of the non- volatile solvent to the cyclic oligosaccharide of less than 1:1, less than 1:2, less than 1:10, or less than 1:100.
Entrapment Materials
In other examples, compositions of the present invention can include an entrapment material at a level such that the weight ratio of the entrapment material to the fragrance materials is in the range of from about 1:20 to about 20:1. in some examples, the composition
IO may comprise an entrapment material present in the amount of from about 0.001 wt% to about 40 wt%, from about 0.1 wt% to about 25 wt%, from about 0.3 wt% to about 20 wt%, from about 0.5 wt% to about 10 wt%, or from about 0.75 wt% to about 5 wt%, relative to the total weight of the composition. The compositions disclosed herein may include from 0.001 wit% to 40%, from 0.1 wt% to 25 wt%, from 0.3 wt% to 20 wt%, from 0.5 wt% to 10 wt% or from 0.75 wt% to 5 wt%, relative to the total weight of the composition, of a cyclic oligosaccharide.
Suitable entrapment materials for use herein are selected from polymers; capsules, microcapsules and nanocapsules; liposomes, absorbents; cyclic oligosaccharides and mixtures thereof. Preferred are absorbents and cyclic oligosaccharides and mixtures thereof.
Highly preferred are cyclic oligosaccharides (see PCT Publication Nos. WO2000/67721 (Procter & Gamble), and WO2000/67720 (Procter & Gamble); and U.S. Patent No. 6,893,647 (Procter & Gamble)).
As used herein, the term “cyclic oligosaccharide” means a cyclic structure comprising six or more saccharide units. Preferred for use herein are cyclic oligosaccharides having six, seven or eight saccharide units and mixtures thereof, more preferably six or seven saccharide units and even more preferably seven saccharide units. It is common in the art to abbreviate six, seven and eight membered cyclic oligosaccharides to a, B and y respectively.
The cyclic oligosaccharide of the compositions used for the present invention may comprise any suitable saccharide or mixtures of saccharides. Examples of suitable saccharides include, but are not limited to, glucose, fructose, mannose, galactose, maltose and mixtures thereof. However, preferred for use herein are cyclic oligosaccharides of glucose.
The preferred cyclic oligosaccharides for use herein are a-cyclodextrins or B-cyclodextrins, or mixtures thereof, and the most preferred cyclic oligosaccharides for use herein are [3- cyclodextrins. 38
The cyclic oligosaccharide, or mixture of cyclic oligosaccharides, for use herein may be substituted by any suitable substituent or mixture of substituents. Herein the use of the term “mixture of substituents” means that two or more different suitable substituents can be substituted onto one cyclic oligosaccharide. The derivatives of cyclodextrins consist mainly of molecules wherein some of the OH groups have been substituted. Suitable substituents include, but are not limited to, alkyl groups; hydroxyalkyl groups; dihydroxyalkyl groups; (hydroxyalkyl)alkylenyl bridging groups such as cyclodextrin glycerol ethers; aryl groups; maltosyl groups; allyl groups; benzyl groups; alkanoyl groups; cationic cyclodextrins such as those containing 2-hydroxy-3-(dimethylamino) propyl ether; quaternary ammonium groups; anionic cyclodextrins such as carboxyalkyl groups, sulphobutylether groups, sulphate groups, and succinylates; amphoteric cyclodextrins; and mixtures thereof.
The substituents may be saturated or unsaturated, straight or branched chain.
Preferred substituents include saturated and straight chain alkyl groups, hydroxyalkyl groups and mixtures thereof. Preferred alkyl and hydroxyalkyl substituents are selected from C1-Cs alkyl or hydroxyalkyl groups or mixtures thereof, more preferred alkyl and hydroxyalkyl substituents are selected from C1-C alkyl or hydroxyalkyl groups or mixtures thereof, even more preferred alkyl and hydroxyalkyl substituents are selected from C1-C: alkyl or hydroxyalkyl groups and mixtures thereof. Especially preferred alkyl and hydroxyalkyl substituents are propyl, ethyl and methyl, more especially hydroxypropyl and methyl and even more preferably methyl.
Suitable cyclic oligosaccharides for use in the present invention are unsubstituted, or are substituted by only saturated straight chain alkyl, or hydroxyalkyl substituents. Therefore, preferred examples of cyclic oligosaccharides for use herein are a-cyclodextrin, B- cyclodextrin, methyl-a-cyclodextrin, methyl-B-cyclodextrin, hydroxypropyl-a-cyclodextrin and hydroxypropyl-B-cyclodextrin. Most preferred examples of cyclic oligosaccharides for use herein are methyl-a-cyclodextrin and methyl-B-cyclodextrin. These are available from
Wacker-Chemie GmbH Hanns-Seidel-Platz 4, Munchen, DE under the tradename Alpha W6
M and Beta W7 M respectively.
The cyclic oligosaccharides of the compositions used for the present invention can be soluble in water, ethanol, or both water and ethanol. As used herein “soluble” means at least about 0.1 g of solute dissolves in 100 mL of solvent, at 25 °C and 1 standard atmospheric pressure (760 mmHg). The cyclic oligosaccharides for use herein have a solubility of at least about 1 g/100 mL, at 25 °C and 1 atm of pressure. In some examples, cyclic oligosaccharides are only present at levels up to their solubility limits in a given composition at room 39 temperature. A person skilled in the art will recognize that the levels of cyclic oligosaccharides used in the present invention will also be dependent on the components of the composition and their levels, for example the solvents used or the exact fragrance oils, or combination of fragrance oils, present in the composition. Therefore, although the limits stated for the entrapment material are preferred, they are not exhaustive.
Propellants
The compositions described herein may include a propellant. Some examples of propellants include compressed air, nitrogen, inert gases, carbon dioxide, and mixtures thereof. Propellants may also include gaseous hydrocarbons like propane, n-butane, isobutene, cyclopropane, and mixtures thereof. Halogenated hydrocarbons like 1,1- difluoroethane may also be used as propellants. Some non-limiting examples of propellants include 1,1,1,2,2-pentafluoroethane, 1,1,1,2-tetrafluoroethane, 1,1,1,2,3,3,3- heptafluoropropane, trans-1,3,3,3-tetrafluoroprop-1-ene, dimethyl ether, dichlorodifluoromethane (propellant 12), 1,1-dichloro-1,1,2,2-tetrafluoroethane (propellant 114), 1-chloro-1,1-difluoro-2,2-trifluoroethane (propellant 115), 1-chloro-1,1- difluoroethylene (propellant 142B), 1,1-difluoroethane (propellant 152A), monochlorodifluoromethane, and mixtures thereof. Some other propellants suitable for use include, but are not limited to, A-46 (a mixture of isobutane, butane and propane), A-31 (isobutane), A-17 (n-butane), A-108 (propane), AP70 (a mixture of propane, isobutane and n- butane), AP40 (a mixture of propane, isobutene and n-butane), AP30 (a mixture of propane, isobutane and n-butane), and 152A (1,1 diflouroethane). The propellant may have a concentration from about 15%, 25%, 30%, 32%, 34%, 35%, 36%, 38%, 40%, or 42% to about 70%, 65%, 60%, 54%, 52%, 50%, 48%, 46%, 44%, or 42% by weight of the total fill of materials stored within the container.
Antiperspirant Active
The compositions described herein may be free of, substantially free of, or may include an antiperspirant active (e.g., any substance, mixture, or other material having antiperspirant activity). Examples of antiperspirant actives include astringent metallic salts, like the inorganic and organic salts of aluminum, zirconium and zinc, as well as mixtures thereof. Such antiperspirant actives include, for example, the aluminum and zirconium salts, such as aluminum halides, aluminum hydroxyhalides, zirconyl oxyhalides, zirconyl hydroxyhalides, and mixtures thereof. 90
Other Ingredients
In yet another aspect, the composition consists essentially of the recited ingredients but may contain small amounts (not more than about 10 wt%, preferably no more than 5 wt%, or preferably no more than 2 wt% thereof, relative to the total weight of the composition) of other ingredients that do not impact on the fragrance profile, particularly the evaporation rate and release of the fragrance materials. For example, a fine fragrance composition may comprise stabilizing or anti-oxidant agents, UV filters or quenchers, or colouring agents, commonly used in perfumery. There are a number of other examples of additional ingredients that are suitable for inclusion in the present compositions, particularly in compositions for cosmetic use. These include, but are not limited to, alcohol denaturants such as denatonium benzoate; UV stabilizers such as benzophenone-2; antioxidants such as tocopheryl acetate; preservatives such as phenoxyethanol, benzyl alcohol, methyl paraben, and propyl paraben; dyes; pH adjusting agents such as lactic acid, citric acid, sodium citrate, succinic acid, phosphoric acid, sodium hydroxide, and sodium carbonate; deodorants and anti-microbials such as farnesol and zinc phenolsulphonate; humectants such as glycerine; oils; skin conditioning agents such as allantoin; cooling agents such as trimethyl isopropyl butanamide and menthol; silicones; solvents such as hexylene glycol; hair-hold polymers such as those described in PCT Publication No. WO94/08557 (Procter & Gamble); salts in general, such as potassium acetate and sodium chloride and mixtures thereof.
In yet another aspect, the composition of the present invention, depending on its intended use, is a mixture of fragrance materials possibly together with other ingredients such as, for example, perfume carriers. By the term “perfume carrier”, it is meant to include materials which are practically neutral from a perfumery point of view, e.g., which does not significantly alter the organoleptic properties of perfuming components. The perfume carrier may be a compatible liquid or solid fillers, diluents, and the like. The term “compatible”, as used herein, means that the components of the compositions of this invention are capable of being combined with the primary actives of the present invention, and with each other, in a manner such that there is no interaction which would substantially reduce the efficacy of the composition under ordinary use situations. The type of carrier utilized in the present invention depends on the type of product desired and may comprise, but are not limited to, solutions, aerosols, emulsions (including oil-in-water or water-in-oil), gels, and liposomes.
Preferably, the carrier is a liquid and will be a solvent such as, for example, 91 dipropyleneglycol, diethyl phthalate, isopropyl myristate, benzyl benzoate, 2-(2- ethoxyethoxy)-l-ethanol, or ethyl citrate (triethyl citrate).
In yet another aspect, the compositions for use in the present invention may take any form suitable for use, such as for perfumery or cosmetic use. These include, but are not limited to, vapor sprays, aerosols, emulsions, lotions, liquids, creams, gels, sticks, ointments, pastes, mousses, powders, granular products, substrates, cosmetics (e.g., semi-solid or liquid makeup, including foundations) and the like. In some examples, the compositions for use in the present invention take the form of a vapor spray. Compositions of the present invention can be further added as an ingredient to other compositions, preferably fine fragrance or
IO cosmetic compositions, in which they are compatible. As such they can be used within solid composition or applied substrates etc. Examples of products including the composition can include a fabric care product, an air care product, a home care product, a beauty care product, or a mixture thereof. Specific examples of products can include a perfume, an eau de toilette, an eau de parfum, a cologne, a body splash, a lotion, a cream, a shampoo, a conditioner, a hair mist, a body oil, a deodorant, a solid fragrance, or a body spray. The composition can be contacted with skin, hair, or a fabric.
Article of Manufacture
The composition may be included in an article of manufacture comprising a spray dispenser. The spray dispenser may comprise a vessel for containing the composition to be dispensed. The spray dispenser may comprise an aerosolized composition (e.g., a composition comprising a propellant) within the vessel as well. Other non-limiting examples of spray dispensers include non-aerosol dispensers (e.g., vapor sprays), manually activated dispensers, pump-spray dispensers, or any other suitable spray dispenser available in the art.
Methods of Using the Compositions
The composition of the present invention according to any embodiments described herein is a useful perfuming composition, which can be advantageously used as consumer products intended to perfume any suitable substrate. As used herein, the term “substrate” means any surface to which the composition of the present invention may be applied to without causing any undue adverse effect. For example, this can include a wide range of surfaces including human or animal skin or hair, paper (fragranced paper), air in a room (air freshener or aromatherapy composition), fabric, furnishings, dishes, hard surfaces and related 92 materials. Preferred substrates include body surfaces such as, for example, hair and skin, most preferably skin.
The composition of the present invention may be used in a conventional manner for fragrancing a substrate. An effective amount of the composition, such as from about 1 pL to about 100 mL, preferably from about 10 uL to about 1,000 pL, more preferably from about 25 uL to about 500 pL, from about 50 uL to about 100 ul, from about 100 pL to about 20 mL, or combinations thereof, is applied to the suitable substrate. Alternatively, an effective amount of the composition of the present invention is less than, equal to, or greater than about 1 pL, 10 pL, 25 pL or 50 uL to about 100 pl, 500 pL, 1,000 pL, 10,000 pL, 10 mL, 20 mL, 25 mL, 30 mL, 40 mL, 50 mL, 60 mL, 70 mL, 80 mL, 90 mL, or 100 mL. The composition may be applied by hand or applied utilizing a delivery apparatus such as, for example, vaporizer or atomizer. Preferably, the composition is allowed to dry after its application to the substrate. The scope of the present invention should be considered to cover one or more distinct applications of the composition or the continuous release of a composition via a vaporizer or other type of atomizer.
The present disclosure provides a method for imparting, intensifying, or modifying an odor on human skin or human hair, comprising applying to human skin and/or human hair the composition of the present invention. Examples of notes or characters that can be enhanced include those chosen from a citrus-type note, green-type note, spicy-type note, cinnamon-type notes, pepper-type notes, cumin-type notes, ginger-type notes, floral-type notes, woody-type notes, cedarwood-type notes, sandalwood type notes, vetyver-type notes, leather-type note, smoky-type note, musk-type notes, and mixtures thereof.
Preferably, the fragrance profile or character of the composition of the present invention is detectable by a panel of experts or professional evaluators or individual experts or professional evaluators at later time points such as, for example, 30 mins, 1 hour, 2 hours, 3 hours, 4 hours, 5 hours, 6 hours, 7 hours, 8 hours, 10 hours, and possibly all the way up to 24 hours after application of the composition to a substrate as compared to controls (e.g., those without modulators).
In another aspect, the present invention is also directed to a method of producing a consumer product comprising bringing into contact or mixing into the product an organoleptically active quantity of a composition of the present invention.
EXAMPLES
93
The effect on fragrance ingredients of adding 2% of Glucam P20 (molecular booster) is studied.
Equipment «Thin paper blotters (L: 16 cm, w: 1 cm) + Analytical micropipette 10-100 microliter « SPME Fiber 50/30um DVB/CAR/PDMS Stableflex 23Ga, Product code 57298-U, Merck « 20mL SPME Vials from Gerstel * GC-MS Agilent model 7890B (GC) 5977A (MSD) + Gerstel injector system MPS2, o With capillary GC column DB-5ms column 60m x 0.32mm x 0.25um, = with splitter plate to MS/ODP (50:50 split) for the study on Fragarnces present in formulas 1-12 of Table 6 = without ODP for the rest of the Fragrances.
Gerstel MPS Parameters:
Incubation 40°C
Temperature
Bakeout 270°C temperature
Post Bakeout 5 minutes
Time
GC Parameters:
Front Injector 270°C
Temperature
Spiess
Column flow
Initial 50°C
Temperature
Temperature 6°C/min rate
Final 290°C
Temperature
MS Detector: 94
Solvent delay
Highmass ~~ |350 230°C
Msauad | 150°C
Experiment description - 20uL of EDT were added to the wide end of the blotter, using a calibrated pipette.
S - The blotter + EDT system was left at room temperature to evaporate 5 minutes and up to 30hrs. - The wide tip of the blotter, where the fragrance was pipetted, was then cut into a 20mL HS vial. - The vial was immediately sealed, and subsequently analyzed on the GCMS. - The length of the blotter cut was consistently the same across the different samples (3- 3.5cm) such that it does not contact with the SPME during the extraction step.
Samples
Analysis done on three replicates:
Samples were prepared as generally shown below. Standard samples were free of
Glucam™ P-20 (CAS: 61849-72-7), but inventive samples included Glucam™ P-20.
Table 5 £ £
Water {%)
BS
15-20% @ 77-82% ¢
BL
’ 2% 95
Table 5: Composition of formulas without and with 2% Glucam P20.
Results:
To determine the effect of 2% of Glucam P20 on the Scent Signature ingredients for formulas 1-12 peak areas were compared as follows
Calculation
Ratio = Signature Scent Peak Area in EDT with
Technology after 30hrs evaporation Signature
Scent Peak Area in EDT without Technology after 30hrs evaporation
For the fragrances 1-12 with 3 replicates, relative standard deviations were calculated for the error bars. [Table 6]
Comparative effect of adding 2% of Glucam P20 after 30hours 30hrs 2% Secondary Vapor
Glucam P20 | CAS Main Odour odor Pressure 1l213lals 7 01112
VS 30hrs Number | Descriptor Descriptor (Torr at without p 25°C)"
Jaw SE 57 oo LEED 7 [vas [eee [oan [LTD [vas [eee an [LEL cedrene 4 [oars [zeewo | an ELD cedrene 1
Teo [aa [oe [LEED
Methyl 134-20- aan [ou [oase [eID wer [sas oom [TTT cyclamen 103-95- [Slee [ea Joon [LTT IIIT 1 96
Ambroxan or AMBER WOOD 0.00934 + +
Mysore 30772- woor [ons [oer] | [| [III rarwoos oen [woe |sawoawooo| ooms | | | | [ef
Boisambrene | 58567- wer [woo Jooosss | | [III alpha-iso- 127-51- WOOD FLORAL 0.00286 + methylionone | 5 zo [owe [se Joon | [+ fe] III lee [aa [oa EED [rom [so [os | [LLL
EE a ows | LE EE eee [7753 [woo | gomwoo [ome | [+ [ITIL LJ
Acetate
Amyl 2050- ay wow. [sweer Joon || || | | JL) oves sweer | wowanc | os | [+ || [Fe] [|+ soy [Wooo | savommoon |oo] | | | || | [ coton |E | COO [vane |oo] [| |) [III soy [corn [aaa Joon | [III 65113- wooo _[sawoauwooo oge] | | [|I] 77532 | woon | ceoaawooo | 0000 | [+ fel [+ soeswer | 35" [wooo | ceonnwooo [oge] |+ fe || ||] veimtenst [30e [woop [woop [ews] | | | Jo] ||) |] 01 | woo [ssorwooo/ eas! | [ |e] || [ ze | wooo | swwommwoon | owe | |+| [el
Patchouli 5986-
Reon wooo [arena [coor | «| || | {| [ oe [wooo wa [ooms] | || Je] J [|] roan [se [woop | swonweos/ eas] || | [ele |) |] sro [woo | comwoos [sacs | | | | || | [|]
Alpha - 11571 | woop SANDALWOOD | 4.57E-05 +
Santalol 9
Beta - 77-429 | WOOD SANDALWOOD | 2.24E-06 +
Santalol
Number of scent 4ali46/lsl133l16l3lilil4al 2/13 signatures * Vapor Pressures are acquired as described in the Test Methods Section. 97
[Table 7]
Concentration Ratio when adding 2 % Glucam
Comparative . . Vapor | Concentration
Signature Main Secondary p .
Pressure | Ratio when
Item Scent CAS Odour odor . °
Ingredient Descriptor | Descriptor (Torr at adding 2 % © p p 25°C)* | Glucam after 24 hours 998927 1.541 1 LIMONENE,-D 5 Citrus LEMON 1.29
INDOLE PURE | 120-72-9 FLORAL ANIMAL 0.0298
Thujopsene | 470-40-6 WOOD CEDARWOOD 0.0247
Alpha 546-281 | wooD | CEDARWOOD | 00171 14901- 14901-
Methyi 67874-
Cyclamen 6790-58-
Mysore 30772- 98676-
BoisAmbrene 58567-
Alpha - iso
Methylionone | 127-51-5 WOOD FLORAL 0.00286 1205-17- MARINE - 33704-
MAGNOLAN 27606-
GOURMAND
Cedryl
Amyl 2050-08-
GOURMAND 0.0013 22 Coumarin 91-64-5 SWEET AROMATIC 1.36 198404- 98
24 Ethyl Vanillin | 121-32-4 OO WEET VANILLA 0.000884 1.14 * Vapor Pressures are acquired as described in the Test Methods Section.
Conclusion
All formulas (1-12) benefit form the addition of 2% of Glucam P20 improving the lastingness of at least one “Signature Scent ingredient ”. The improvement is shown by the “+” symbols, which is indicative of the improvement (relative to a glucam-free composition) ranging from 1.1 to 5.1 times the residual concentration after 30 hours.
Additional Aspects.
The following exemplary embodiments are provided, the numbering of which is not to be construed as designating levels of importance:
Aspect 1 provides a fragrance composition, comprising: less than or equal to 2 wt% glucam; and a fragrance component comprising d-limonene (CAS No. 5989-27-5), Indole (CAS
No. 120-72-9), Thujopsene (CAS No. 470-40-6), alpha — cedrene (CAS No. 469-61-4), beta — 99 cedrene (CAS No. 546-28-1), beta ionone (CAS No. 14901-07-6), Methyl Anthranilate (CAS
No. 134-20-3), Cedramber (CAS No. 67874-81-1), cyclamen aldehyde (CAS No. 103-95-7),
Ambroxan (CAS No. 6790-58-5), Mysore acetate (CAS No. 30772-69-1), Polywood (CAS
No. 98676-96-1), Boisambrene forte (CAS No. 58567-11-6), alpha-iso-methylionone (CAS
No. 127-51-5), Helional (CAS No. 1205-17-0), Cashmeran (CAS No. 33704-61-9), Magnolan (CAS No. 27606-09-3), Vanillin (CAS No. 121-33-5), Cedryl Acetate (CAS No. 77-54-3),
Amyl Salicylate (CAS No. 2050-08-0), Coumarin (CAS No. 91-64-5), Javanol (CAS No. 198404-98-7), ethyl vanillin (CAS No. 121-32-4), Hedione (CAS No. 24851-98-7), Sandalore (CAS No. 65113-99-7), Cedrol (CAS No. 77-53-2), Iso E Super (CAS No. 54464-57-2),
Norlimbanol (CAS No. 70788-30-6), Ebanol (CAS No. 67801-20-1), bacdanol (CAS No. 28219-61-6), Patchouli Alcohol (CAS No. 5986-55-0), Firsantol (CAS No. 104864-90-6),
Polysantol (CAS No. 107898-54-4), Vertofix (CAS No. 32388-55-9), Alpha - Santalol (CAS
No. 115-71-9), Beta - Santalol (CAS No. 77-42-9, or a mixture thereof.
Aspect 2 provides the composition of Aspect 1, wherein the fragrance component is present in an amount of from about 0.04 wt% to about 30 wt%, relative to the total weight of the composition.
Aspect 3 provides the composition of any one of Aspects 1 or 2, wherein the fragrance component is present in an amount of from about 0.5 wt% to about 25 wt%, relative to the total weight of the composition.
Aspect 4 provides the composition of any one of Aspects 1-3, wherein the fragrance component is present in an amount of from about 5 wt% to about 20 wt%, relative to the total weight of the composition .
Aspect 5 provides the composition of any one of Aspects 1-4, wherein the composition is in the form of a perfume, an eau de toilette, an eau de parfum, a cologne, a body splash, a lotion, a cream, a shampoo, a conditioner, a hair mist, a body oil, a deodorant, a solid fragrance, or a body spray
Aspect 6 provides the composition according to any one of Aspects 1-5, wherein the composition is in the form of a perfume
Aspect 7 provides the composition of any one of Aspects 1-6, wherein the fragrance component is selected from a citrus-type note, green-type note, spicy-type note, cinnamon- type notes, pepper-type notes, cumin-type notes, ginger-type notes, juniper-type notes, fruity- type notes, peachy-type notes, lactonic-type notes, floral-type notes, woody-type notes, cedarwoood-type notes, sandalwood type notes, vetyver-type notes, suede-type notes, sappy- 100 type notes, earthy-type notes, rooty-type notes, birch-type notes, leather-type note, smoky- type note, animalic-type notes, balsamic-type notes, musk-type notes, and mixtures thereof.
Aspect 8 provides the composition according to any one of Aspects 1-7, wherein a remanence of the fragrance component after 30 hours is in a range of 1.1 times to 10 times higher than a remancene of the fragrance component in a corresponding composition that is free of glucam.
Aspect 9 provides the composition of any one of Aspects 1-8, wherein a remanence of the fragrance component after 30 hours is in a range of 1.1 times to 5.1 times higher than a remancene of the fragrance component in a corresponding composition that is free of glucam.
Aspect 10 provides the composition of any one of Aspects 1-9, wherein the composition comprises ethanol in a range of from about 70 wt% to about 85 wt*%, relative to the total weight of the composition.
Aspect 11 provides the composition of any one of Aspects 1-9, wherein the composition comprises ethanol in a range of from about 77 wt% to about 82 wt%, relative to the total weight of the composition.
Aspect 12 provides the composition of any one of Aspects 1-11, wherein the glucam is present in a range of from 0.2 wt% to 2 wt% relative to the total weight of the composition.
Aspect 13 provides the composition of any one of Aspects 1-12, wherein the glucam is present in a range of from 0.3 wt% to 1.5 wt% relative to the total weight of the composition.
Aspect 14 provides the composition of any one of Aspects 1-12, wherein the glucam is present in a range of from 0.5 wt% to 1 wt% relative to the total weight of the composition.
Aspect 15 provide the composition of any one of Aspects 1-14, wherein wherein the fragrance component comprises: at least one low volatile fragrance material having a vapor pressure less than 0.001 Torr (0.000133 kPa) at 25 °C present in an amount greater than 30 wt%, relative to the total weight of the fragrance component; at least one moderate volatile fragrance material having a vapor pressure in the range of 0.1 Torr to 0.001 Torr (0.0133 kPa to 0.000133 kPa) at 25 °C present in an amount of from about 30 wt% to about 70 wt%, relative to the total weight of the fragrance component; and at least one high volatile fragrance material having a vapor pressure greater than 0.1 Torr (0.0133 kPa) at 25 °C present in an amount of from about 0.1 wt% to about 30 wt% relative to the total weight of the fragrance component. 101
Aspect 16 provides a method of making the composition of any one of Aspects 1-15, the method comprising combining the fragrance component and the glucam in a solvent. 102

Claims (16)

Conclusies Wat wordt beweerd is:Conclusions What is claimed is: l. Een geurcompositie, bestaande uit: minder dan of gelijk aan 2 wt% glucam; en een geurcomponent bestaande uit d-limoneen (CAS-nr. 5989-27-5), indool (CAS-nr. 120-72-9), thujopeen (CAS-nr. 470-40-6), alfa - cedreen (CAS-nr. 469-61-4), bèta - cedreen (CAS-nr. 546-28-1), beta ionon (CAS-nr. 14901-07-6), Methyl Anthranilate (CAS-nr. 134-20- 3), Cedramber (CAS-nr. 67874-81-1), cyclamen aldehyde (CAS-nr. 103-95-7), Ambroxan (CAS-nr. 6790-58-5), Mysore acetaat (CAS-nr. 30772-69-1), Polywood (CAS-nr. 98676-96- 1), Boisambrene forte (CAS-nr. 58567-11-6), alfa-iso-methylionon (CAS-nr. 127-51-5), Helional (CAS-nr. 1205-17-0), Cashmeran (CAS-nr. 33704-61-9), Magnolan (CAS-nr. 27606- 09-3), Vanillin (CAS-nr. 121-33-5), Cedrylacetaat (CAS-nr. 77-54-3), Amylsalicylaat (CAS-l. A fragrance composition, consisting of: less than or equal to 2 wt% glucam; and a fragrance component consisting of d-limonene (CAS no. 5989-27-5), indole (CAS no. 120-72-9), thujopene (CAS no. 470-40-6), alpha - cedrene ( CAS No. 469-61-4), beta - cedrene (CAS No. 546-28-1), beta ionone (CAS No. 14901-07-6), Methyl Anthranilate (CAS No. 134-20 - 3), Cedramber (CAS No. 67874-81-1), Cyclamen aldehyde (CAS No. 103-95-7), Ambroxan (CAS No. 6790-58-5), Mysore acetate (CAS No. . 30772-69-1), Polywood (CAS No. 98676-96-1), Boisambrene forte (CAS No. 58567-11-6), alpha-isomethylionone (CAS No. 127-51-5 ), Helional (CAS No. 1205-17-0), Cashmeran (CAS No. 33704-61-9), Magnolan (CAS No. 27606-09-3), Vanillin (CAS No. 121-33 -5), Cedrylic acetate (CAS No. 77-54-3), Amylsalicylate (CAS- nr. 2050-08-0), cumarine (CAS-nr. 91-64-5), Javanol (CAS-nr. 198404-98-7), ethylvanilline (CAS-nr. 121-32-4), Hedione (CAS-nr. 24851-98-7), Sandalore (CAS-nr. 65113-99-7), Cedrol (CAS-nr. 77-53-2), Iso E Super (CAS-nr. 54464-57-2), Norlimbanol (CAS-nr. 70788-30-6), Ebanol (CAS-nr. 67801-20-1), bacdanol (CAS-nr. 28219-61-6), Patchouli Alcohol (CAS-nr. 5986-55-0), Firsantol (CAS-nr. 104864-90-6), Polysantol (CAS-nr. 107898-54-4), Vertofix (CAS-nr. 32388-55-9), Alpha-Santalol (CAS-nr. 115-71-9), Beta-Santalol (CAS-nr. 77-42-9) of een mengsel daarvan.No. 2050-08-0), Coumarin (CAS No. 91-64-5), Javanol (CAS No. 198404-98-7), Ethylvanillin (CAS No. 121-32-4), Hedione ( CAS No. 24851-98-7), Sandalore (CAS No. 65113-99-7), Cedrol (CAS No. 77-53-2), Iso E Super (CAS No. 54464-57-2 ), Norlimbanol (CAS No. 70788-30-6), Ebanol (CAS No. 67801-20-1), Bacdanol (CAS No. 28219-61-6), Patchouli Alcohol (CAS No. 5986- 55-0), Firsantol (CAS No. 104864-90-6), Polysantol (CAS No. 107898-54-4), Vertofix (CAS No. 32388-55-9), Alpha-Santalol (CAS No. 115-71-9), Beta-Santalol (CAS No. 77-42-9) or a mixture thereof. 2. De samenstelling van claim 1, waarin de geurcomponent aanwezig is in een hoeveelheid van ongeveer 0,04 wt% tot ongeveer 30 wt%, ten opzichte van het totale gewicht van de samenstelling.2. The composition of claim 1, wherein the fragrance component is present in an amount of from about 0.04 wt% to about 30 wt%, relative to the total weight of the composition. 3. De samenstelling van een van de claims 1 of 2, waarin de geurcomponent aanwezig 18 in een hoeveelheid van ongeveer 0,5 wt% tot ongeveer 25 wt%, ten opzichte van het totale gewicht van de samenstelling. 1033. The composition of any of claims 1 or 2, wherein the fragrance component is present 18 in an amount of from about 0.5 wt% to about 25 wt%, relative to the total weight of the composition. 103 4. De samenstelling van een van de claims 1-3, waarin de geurcomponent aanwezig is in een hoeveelheid van ongeveer 5 wt% tot ongeveer 20 wt%, ten opzichte van het totale gewicht van de samenstelling .4. The composition of any of claims 1-3, wherein the fragrance component is present in an amount of from about 5 wt% to about 20 wt%, relative to the total weight of the composition. 5. De samenstelling van één van de claims 1-4, waarin de samenstelling de vorm heeft van een parfum, een eau de toilette, een eau de parfum, een cologne, een body splash, een lotion, een crème, een shampoo, een conditioner, een haarnevel, een lichaamsolie, een deodorant, een vaste geur of een body spray.5. The composition of one of claims 1-4, wherein the composition is in the form of a perfume, an eau de toilette, an eau de perfume, a cologne, a body splash, a lotion, a cream, a shampoo, a conditioner, a hair mist, a body oil, a deodorant, a solid fragrance or a body spray. 6. De samenstelling volgens een van de claims 1-5, waarbij de samenstelling in de vorm van een parfum is6. The composition according to any of claims 1-5, wherein the composition is in the form of a perfume 7. De samenstelling van een van de claims 1-6, waarin de geurcomponent wordt gekozen uit citrusnoten, groene noten, kruidige noten, kaneelnoten, pepernoten, komijnnoten, gembernoten, jenevernoten, fruitige noten, perziknoten, melkachtige noten, bloemige noten, houtachtige noten, cederhout noten, sandelhout noten, vetyver noten, suede noten, sappige noten, aardse noten, wortelachtige noten, berken noten, leer noten, rokerige noten, dierlijke noten, balsamico noten, muskus noten en mengsels daarvan.7. The composition of one of claims 1-6, in which the fragrance component is selected from citrus notes, green notes, spicy notes, cinnamon notes, pepper notes, cumin notes, ginger notes, juniper notes, fruity notes, peach notes, milky notes, floral notes, woody notes , cedarwood notes, sandalwood notes, vetyver notes, suede notes, succulent notes, earthy notes, rooty notes, birch notes, leather notes, smoky notes, animal notes, balsamic notes, musk notes and mixtures thereof. 8. De samenstelling volgens een van de claims 1-7, waarin de remanentie van de geurcomponent na 30 uur 1,1 tot 10 keer hoger is dan de remanentie van de geurcomponent in een overeenkomstige samenstelling die geen glucam bevat.8. The composition according to any of claims 1-7, wherein the remanence of the fragrance component after 30 hours is 1.1 to 10 times higher than the remanence of the fragrance component in a corresponding composition not containing glucam. 9. De samenstelling van een van de claims 1-8, waarin de remanentie van de geurcomponent na 30 uur 1,1 tot 5,1 keer zo hoog is als de remanentie van de geurcomponent in een overeenkomstige samenstelling die geen glucam bevat.9. The composition of any of claims 1-8, in which the remanence of the fragrance component after 30 hours is 1.1 to 5.1 times higher than the remanence of the fragrance component in a corresponding composition that does not contain glucam. 10. De samenstelling van een van de claims 1-9, waarin de samenstelling ethanol bevat in een bereik van ongeveer 70 wt% tot ongeveer 85 wt“, ten opzichte van het totale gewicht van de samenstelling.10. The composition of any of claims 1-9, wherein the composition contains ethanol in a range of about 70 wt% to about 85 wt%, relative to the total weight of the composition. 11. De samenstelling van een van de claims 1-9, waarin de samenstelling ethanol bevat in een bereik van ongeveer 77 wt% tot ongeveer 82 wt%, ten opzichte van het totale gewicht van de samenstelling. 10411. The composition of any of claims 1-9, wherein the composition contains ethanol in a range of about 77 wt% to about 82 wt%, relative to the total weight of the composition. 104 12. De samenstelling van een van de claims 1-11, waarin de glucam aanwezig is in een bereik van 0,2 wt% tot 2 wt% ten opzichte van het totale gewicht van de samenstelling. S 12. The composition of any of claims 1-11, wherein the glucam is present in a range of 0.2 wt% to 2 wt% relative to the total weight of the composition. S 13. De samenstelling van een van de claims 1-12, waarin de glucam aanwezig is in een bereik van 0,3 wt% tot 1,5 wt% ten opzichte van het totale gewicht van de samenstelling.13. The composition of any of claims 1-12, wherein the glucam is present in a range of 0.3 wt% to 1.5 wt% relative to the total weight of the composition. 14. De samenstelling van een van de claims 1-12, waarin de glucam aanwezig is in een bereik van 0,5 wt% tot 1 wt% ten opzichte van het totale gewicht van de samenstelling.14. The composition of any of claims 1-12, wherein the glucam is present in a range of 0.5 wt% to 1 wt% relative to the total weight of the composition. 15. De samenstelling van een van de claims 1-14, waarin de geurcomponent bestaat uit: ten minste één weinig vluchtig geurmateriaal met een dampdruk van minder dan 0,001 Torr (0,000133 kPa) bij 25 °C, aanwezig in een hoeveelheid groter dan 30 wt% van het totale gewicht van de geurcomponent; ten minste één matig vluchtig geurmateriaal met een dampdruk tussen 0,1 Torr en 0,001 Torr (0,0133 kPa en 0,000133 kPa) bij 25 °C, aanwezig in een hoeveelheid van ongeveer 30 tot ongeveer 70 gewichtsprocent ten opzichte van het totale gewicht van de geurcomponent; en ten minste één zeer vluchtig geurmateriaal met een dampdruk groter dan 0,1 Torr (0,0133 kPa) bij 25 °C, aanwezig in een hoeveelheid van ongeveer 0,1 tot ongeveer 30 wt% van het totale gewicht van de geurcomponent.15. The composition of any of claims 1-14, wherein the fragrance component consists of: at least one low-volatile fragrance material with a vapor pressure of less than 0.001 Torr (0.000133 kPa) at 25 °C, present in an amount greater than 30 wt% of the total weight of the fragrance component; at least one moderately volatile fragrance material with a vapor pressure between 0.1 Torr and 0.001 Torr (0.0133 kPa and 0.000133 kPa) at 25 °C, present in an amount of about 30 to about 70 percent by weight of the total weight of the fragrance component; and at least one highly volatile fragrance material having a vapor pressure greater than 0.1 Torr (0.0133 kPa) at 25°C, present in an amount of about 0.1 to about 30 wt% of the total weight of the fragrance component. 16. Een methode voor het maken van de samenstelling van een van de claims 1-15, waarbij de geurcomponent en de glucam worden gecombineerd in een oplosmiddel. 10516. A method of making the composition of any of claims 1-15, wherein the fragrance component and the glucam are combined in a solvent. 105
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