WO2023036914A2 - Fragrances with improved long-lasting performance - Google Patents

Fragrances with improved long-lasting performance Download PDF

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Publication number
WO2023036914A2
WO2023036914A2 PCT/EP2022/075075 EP2022075075W WO2023036914A2 WO 2023036914 A2 WO2023036914 A2 WO 2023036914A2 EP 2022075075 W EP2022075075 W EP 2022075075W WO 2023036914 A2 WO2023036914 A2 WO 2023036914A2
Authority
WO
WIPO (PCT)
Prior art keywords
fragrance
fixative
group
edt
raht2
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
PCT/EP2022/075075
Other languages
English (en)
French (fr)
Other versions
WO2023036914A3 (en
Inventor
Aude Daugeron Jouault
Arnaud Struillou
Addi Fadel
Madelyne PHAM
Artem Kirshon
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Firmenich SA
Original Assignee
Firmenich SA
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Firmenich SA filed Critical Firmenich SA
Priority to JP2024515544A priority Critical patent/JP2024533415A/ja
Priority to US18/685,614 priority patent/US20240350381A1/en
Priority to EP22789473.0A priority patent/EP4366683A2/en
Priority to CN202280061189.8A priority patent/CN117956972A/zh
Publication of WO2023036914A2 publication Critical patent/WO2023036914A2/en
Publication of WO2023036914A3 publication Critical patent/WO2023036914A3/en
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

Links

Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34—Alcohols
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/39—Derivatives containing from 2 to 10 oxyalkylene groups
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q11/00—Preparations for care of the teeth, of the oral cavity or of dentures; Dentifrices, e.g. toothpastes; Mouth rinses
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q13/00—Formulations or additives for perfume preparations

Definitions

  • the present invention relates to the field of fragrances. More particularly, the present invention relates to fragrances having improved long-lasting performance.
  • the present invention uniquely combines fixative selection based upon Hansen Solubility Parameters (HSP) with a perfume ingredient having a middle and/or top note to identify superior performing fixatives, which have improved fragrance long-lastingness, linearity and freshness sustainability.
  • HSP Hansen Solubility Parameters
  • the present invention encompasses the selection of fragrance fixatives based on HSP values for leave-on products such as, for example, eau de toilette, eau de perfume, body sprays, deodorant, anti-perspirant and air care products.
  • fixative having: i. at least two Hansen Solubility Parameters selected from a first group consisting of: an atomic dispersion force (&) from 12 to 20, a dipole moment ( ⁇ 5 P ) from 1 to 7, and a hydrogen bonding ( ⁇ 5h) from 2.5 to 11, when in solution with a compound having a vapor pressure greater than 0.08 Torr at 22°C; and ii.
  • the fragrance may further comprise an alcohol and water.
  • fixative is represented by the formula (I):
  • FIG. 3 shows the total area sums at 2 hours evaporation of different levels of PPG-20 Methyl Glucose Ether (EDT B) vs. different levels of Isocetyl Alcohol (EDT C).
  • FIG. 8 shows direct injection data for each individual compound at 2 hours evaporation of RAHT2 alone (EDT1 RAHT2) vs. 5% Hexyldecanol with RAHT2 (EDT2 RAHT2) vs. 5% Octyldodecanol with RAHT2 (EDT3 RAHT2).
  • Such a properfume compound may show chemical bonds that are susceptible to water-induced cleavage and may thus be cleaved in the presence of water. In some cases, a certain pH-value may induce and/or support the cleavage. Further, the PRMs may be released from a certain pro-perfume compound upon exposure to enzymes. Such a pro-perfume compound may show chemical bonds that can efficiently be cleaved in the presence of enzymes. In some cases, the PRMs may be released from a certain properfume compound not only based on one type of release mechanism but based on two or more of the above-mentioned types simultaneously, such as for example release by air/oxygen and moisture.
  • the HSPs can be calculated accurately using the software “HSPiP”.
  • the ratio RED Relative Energy Difference
  • the RED number is used as a criterion to gauge the affinity of one compound to another.
  • Table 10 1) Isocetyl Alcohol (hexadecan-1 -ol), origin: Ashland. * Testing concentrations for MGE were varied as follows: 0.5%, 2%, 5% and 10% where ethanol 96° amounts were respectively adjusted as follows: 79.5%, 78%, 75% and 70%.
  • RAHT2 used in this experiment consisted of ingredients ranging from high volatility to low volatility ingredients at equal concentrations.
  • a 3-Alternative Forced Choice (3-AFC) test was used. For each time point, panelists were presented with 3 samples, two of which were the fragrance CF (EDT1), and one was the fragrance CF according to the present invention (EDT2 or EDT3). Panelists indicated the sample(s) that they perceived higher in terms of overall intensity.

Landscapes

  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Emergency Medicine (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Oral & Maxillofacial Surgery (AREA)
  • Fats And Perfumes (AREA)
  • Cosmetics (AREA)
PCT/EP2022/075075 2021-09-09 2022-09-09 Fragrances with improved long-lasting performance Ceased WO2023036914A2 (en)

Priority Applications (4)

Application Number Priority Date Filing Date Title
JP2024515544A JP2024533415A (ja) 2021-09-09 2022-09-09 持続性能が向上したフレグランス
US18/685,614 US20240350381A1 (en) 2021-09-09 2022-09-09 Fragrances with improved long-lasting performance
EP22789473.0A EP4366683A2 (en) 2021-09-09 2022-09-09 Fragrances with improved long-lasting performance
CN202280061189.8A CN117956972A (zh) 2021-09-09 2022-09-09 具有改善的长效表现的香氛

Applications Claiming Priority (6)

Application Number Priority Date Filing Date Title
US202163242366P 2021-09-09 2021-09-09
US63/242,366 2021-09-09
US202163253723P 2021-10-08 2021-10-08
US63/253,723 2021-10-08
EP21201805.5 2021-10-11
EP21201805 2021-10-11

Publications (2)

Publication Number Publication Date
WO2023036914A2 true WO2023036914A2 (en) 2023-03-16
WO2023036914A3 WO2023036914A3 (en) 2023-05-19

Family

ID=83691586

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2022/075075 Ceased WO2023036914A2 (en) 2021-09-09 2022-09-09 Fragrances with improved long-lasting performance

Country Status (4)

Country Link
US (1) US20240350381A1 (https=)
EP (1) EP4366683A2 (https=)
JP (1) JP2024533415A (https=)
WO (1) WO2023036914A2 (https=)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
NL2036451A (en) * 2022-12-21 2024-06-26 Coty Inc Fragrance compositions and uses thereof

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2020234154A1 (en) 2019-05-17 2020-11-26 Firmenich Sa Fragrance compositions

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ES2564016T3 (es) * 2010-06-10 2016-03-17 Firmenich Sa Composiciones perfumantes y usos de las mismas
EP3151869B1 (en) * 2014-06-09 2018-09-12 The Procter and Gamble Company Kit for providing long lasting fragrances

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2020234154A1 (en) 2019-05-17 2020-11-26 Firmenich Sa Fragrance compositions

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
A. HERRMANN, ANGEW. CHEM. INT. ED., vol. 46, 2007, pages 5836 - 5863

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
NL2036451A (en) * 2022-12-21 2024-06-26 Coty Inc Fragrance compositions and uses thereof
WO2024137340A1 (en) * 2022-12-21 2024-06-27 Coty Inc. Fragrance compositions and uses thereof

Also Published As

Publication number Publication date
WO2023036914A3 (en) 2023-05-19
JP2024533415A (ja) 2024-09-12
EP4366683A2 (en) 2024-05-15
US20240350381A1 (en) 2024-10-24

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