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JP-7857305-B2 - Fragrance delivery composition

JP7857305B2JP 7857305 B2JP7857305 B2JP 7857305B2JP-7857305-B2

Inventors

  • アファロ，フェデリコ
  • ファン・デル・ブールグ，ステファン

Assignees

  • タミンコ・ビー・ヴイ

Dates

Publication Date
20260512
Application Date
20220209
Priority Date
20210215

Claims (16)

  1. A fragrance delivery composition [hereinafter referred to as composition (F)], wherein with respect to the total weight of composition (F): a) comprising 10.00 to 70.00 weight percent [hereinafter wt. %] of at least one fragrance fixative [hereinafter referred to as Fixative (Fix)], wherein the Fixative (Fix) has the general formula ( IF ), (In the formula, - Each of R3 , R4 , R5 , R6 , R7 , R8 , R9 , and R10 is COR1 in each of their appearances, either equal to or different from one another, and each of R1 is independently selected from methyl or isopropyl. (However, this is subject to the condition that at least one R1 is isopropyl.) b) 2.50 to 50.00 wt. The product comprises at least one fragrance fixing agent in % [hereinafter referred to as the fixing agent (c-F)], wherein the fixing agent (c-F) is selected from among the fixing agents of formula (II A ) [hereinafter referred to as the fixing agent (c-F) of classification (I)], formula (II B ) [hereinafter referred to as the fixing agent (c-F) of classification (II)], formula (II c ) [hereinafter referred to as the fixing agent (c-F) of classification (III)], formula (II D ) [hereinafter referred to as the fixing agent (c-F) of classification (IV)], formula (II E ) [hereinafter referred to as the fixing agent (c-F) of classification (V)], formula (II F ) [hereinafter referred to as the fixing agent (c-F) of classification (VI)], formula (II G ) [hereinafter referred to as the fixing agent (c-F) of classification (VII)], or formula (II H ) [hereinafter referred to as the fixing agent (c-F) of classification (VIII)]. (In the formulas, a dashed bond represents an optional double bond, provided that if a double bond exists in formula (II A ), R 16 is not present; and if a double bond exists in the condensed five-membered lactone ring in formula (II B ), R 19 is not present.) - Each of m and n is an integer selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, or 12. - Each of R11 , R12 , R31 , and R32 is equal to or different from one another, and in each instance, independently selected from hydrogen, C1-8 alkyl, C2-8 alkenyl, or OH, and R11 and R12 together can form =O. - Each of R13 , R15 , R16 , R18 , R19, R20 , R21 , R22 , R24 , R26 , R27 , R29 , R30 , R33, R35 , R36 , R37 , R38 and R39 is, in each appearance, independently selected from hydrogen or methyl, equal to or different from one another, and R15 and R19 may together form = CH2 , provided that there is no double bond in the condensed 5-membered lactone ring of formula (II B ); R37 and R38 may together form C3 cycloalkyl, provided that there is no double bond in the condensed 6-membered lactone ring of formula (II H ), - Each of R14 and R34 , either equal to or different from each other, is independently selected from hydrogen, C1-8 alkyl, or C2-8 alkenyl in their respective appearances. - Each of R17 is independently selected from hydrogen, methyl, or OH. - Each of R23 and R25 is either equal to or different from each other, and in their respective appearances, independently selected from hydrogen, C1-4 alkyl, or C2-4 alkenyl. (Each of R 28 is independently selected from hydrogen or C1-4 alkyl.) c) comprising at least 1.00 wt.% of at least one fragrance component, wherein the fragrance component is different from the auxiliary fixing agent (c-F), Composition (F).
  2. The fixing agent (Fix) has the following formula ( IF1 ): (In the formula, (Each of R3 , R4 , R5 , R6 , R7 , R8 , R9 , and R10 is COR1 in each of its appearances, either equal to or different from one another, and each of R1 is independently selected from methyl or isopropyl, provided that at least one R1 is isopropyl.) The composition (F) according to claim 1.
  3. The composition (F) according to claim 1 or 2, wherein the fixing agent (Fix) is present in an amount of 12.00 to 65.00 wt.% of the total weight of the composition (F).
  4. The auxiliary fixing agent (c-F) is obtained from the following formulas: (II A1-1 ) to (II A1-3 ), or (II A2-1 ), or (II F1-1 ) to (II F1-2 ), or (II F2-1 ) to (II F2-2 ), or (II F3-1 ), or (II H1 ) to (II H2 ) (In the formula, - Each of m and n is an integer selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, or 12. - Each of R11 and R31 is either equal to or different from each other, and in their respective appearances, independently selected from hydrogen or C2-8 alkenyls. - Each of R13 , R15 , R17 , R33 , R35 , R36 , R37 , R38 , and R39 is selected independently from hydrogen or methyl, either equal to or different from one another, in their respective appearances, and R37 and R38 may together form a C3 cycloalkyl group, provided that there is no double bond in the condensed six-membered lactone ring of formula ( IIH ). (Each of R14 and R34 is selected independently from hydrogen or C1-8 alkyl, either equal to or different from each other, in their respective appearances.) A composition (F) according to any one of claims 1 to 3, selected from the auxiliary fixing agents.
  5. The auxiliary fixing agent (c-F) is derived from the following formulas: (II A1-1a ) to (II A1-1p ), or (II A1-2a ) to (II A1-2e ), or (II A2-1a ) to (II A2-1b ), or (II F1-1a ) to (II F1-1j ), or (II F1-2a ) to (II F1-2b ), or (II F2-1a ), or (II F2-2a ), or (II F3-1a ) to (II F3-1b ), or (II H1-1 ), or (II H2-1 ) A composition (F) according to any one of claims 1 to 4, selected from the auxiliary fixing agents.
  6. The auxiliary fixing agent (c-F) is given by the following formula (II A1-1f ) or (II H1-1 ) A composition (F) according to any one of claims 1 to 5, selected from the auxiliary fixing agents.
  7. The composition (F) according to any one of claims 1 to 6, wherein the auxiliary fixing agent (c-F) is present in an amount of 5.00 to 45.00 wt.% of the total weight of the composition (F).
  8. Composition (F) comprises at least one alcohol according to general formula (III), (In the formula, - Each of p is an integer in the range of 1 to 400, - Each of q is an integer selected from 1, 2, or 3, - Each of R 40 is independently selected from hydrogen, methyl, ethyl, or OH. - Each of R 41 is independently selected from hydrogen, methyl, or ethyl. (Each of R 42 is independently selected from methyl or OH.) The composition (F) according to any one of claims 1 to 7, wherein at least one alcohol is present in a weight ratio of at least one alcohol to a fixative (Fix) of at least 1 to 20.
  9. The composition (F) according to claim 8, wherein the weight ratio of at least one alcohol according to general formula (III) to the fixing agent (Fix) is at least 1 to 17 .
  10. The composition (F) according to claim 8 or 9, wherein at least one alcohol according to general formula (III) is selected from ethanol, propanol, isopropanol, 1-butanol, ethylene glycol, diethylene glycol, propylene glycol, dipropylene glycol, tripylene glycol, 1,3-butanediol, 1,2-butanediol, 2,3-butanediol, 2-methyl-1,2-propanediol, 2-methyl-1,3-propanediol, glycerol, 2-methyl-2,4-pentanediol, polyethylene glycol monoalkyl ether, polypropylene glycol monoalkyl ether, or polyoxyalkylene copolymer.
  11. A method for producing the composition (F) according to any one of claims 1 to 10, - Fixing agent (Fix) as defined in claims 1 to 2, in an amount of 10.00 to 70.00 wt.% - 2.50 to 50.00 wt. % of the auxiliary fixing agent (c-F) as defined in claims 1 and 4 to 6, - At least one alcohol of any choice, according to the general formula (III) as defined in claim 8, wherein the weight ratio of the at least one alcohol to the fixative (Fix) described in detail above is at least 1 to 20 , - At least 1.00 wt. % of at least one fragrance component, which is different from the auxiliary fixing agent (c-F) described in claims 1 and 4 to 6. - Includes the step of thoroughly mixing with optional water, All wt.% are relative to the total weight of composition (F). method.
  12. First, completely or nearly completely dissolve the fixative (Fix) in at least a portion of the alcohol according to the following formula (III 1 ), (In the formula, - Each of p is an integer selected from 1, 2, or 3, - Each of q is an integer selected from 1, 2, or 3, - Each of R 40 is independently selected from hydrogen, methyl, ethyl, or OH. - Each of R 41 is independently selected from hydrogen, methyl, or ethyl. (Each of R 42 is independently selected from methyl or OH.) The method according to claim 11, comprising mixing an auxiliary fixing agent (c-F), at least one fragrance component different from the auxiliary fixing agent (c-F), and optionally selected water.
  13. A diluted composition (F) [hereinafter referred to as composition (F D )] comprising the composition (F) according to any one of claims 1 to 10, and a diluent [hereinafter referred to as diluent (dil)].
  14. The composition (F) according to claim 13, wherein the weight ratio of composition (F) to diluent ( dil ) is at least 1 to 10,000.
  15. Personal and home care formulations comprising a composition (F) according to any one of claims 1 to 10, or a composition (F D ) according to claim 13 or 14, in an amount from 0.01 wt.% to 100.00 wt. % of the total weight of the personal and home care formulations.
  16. Use of the composition (F) according to any one of claims 1 to 10, or the composition (F D ) according to claim 13 or 14, for manufacturing personal and home care formulations.

Description

This invention relates to a fragrance delivery composition suitable for use in personal care and home care formulations, which possesses an improved fragrance lifespan, thereby extending fragrance release over a longer period. Fragrance delivery compositions are ubiquitous, particularly in their use in personal and home care formulations, where fragrances generally contribute a pleasant scent to these formulations. However, as a result of the rapid evaporation of fragrances in personal and home care formulations, the fragrance profile generally deteriorates rapidly over time in terms of the fragrance properties and intensity perceived by the user and others in the user's immediate environment. Consequently, there is a constant demand in the fragrance industry for new technologies to extend the perception of fragrance over time. Such a demand is particularly relevant when dealing with fragrance formulations that are highly rich in volatile components that tend to evaporate rapidly, such as in the case of perfumes and deodorants. Furthermore, the degree to which this deterioration is perceived is further exacerbated by the rapid evaporation of organic solvents present in many consumer products, such as the large amounts of ethanol in personal care products (e.g., colognes, body splashes, etc.). Therefore, it is desirable to have a fragrance delivery composition that retains most of its initial fragrance properties over a long period, thereby obtaining a composition with an improved fragrance lifespan. As a direct consequence of the aforementioned factors, maintaining fragrance intensity over extended periods is crucial for commercial consumer fragrance products, and therefore, this has been a widely researched area in fragrance design research over the past several years. Conventional technologies have described numerous approaches and various materials to address the problems mentioned above, essentially to make fragrance profiles last longer. Generally, these strategies focus on the use of carriers and/or encapsulating materials to improve the adhesion of fragrance delivery compositions, the proper selection of specific fragrance components, essentially fragrance components with lower volatility, or controlling the release rate of fragrance components by, for example, using odorless fragrance fixatives or fragrance modifiers. Fragrance fixatives increase the delay in the overall release of the fragrance, slowing and harmonizing the evaporation of individual fragrance components, resulting in the overall fragrance being released over a long period while the fragrance ideally remains substantially unchanged. The effects of most known fragrance fixatives are based on the reduced volatility of the fragrance components, which is due to a decrease in the vapor pressure of the fragrance components, for example, through dipole formation, hydrogen crosslinking, adsorption effects, or azeotropic mixture formation. The use of odorless fragrance fixatives is well known and described in the prior art. Fragrance fixatives can be used, on the one hand, from the viewpoint of fragrance efficiency, essentially by replacing some of the fragrance components in a fragrance formulation to maintain the overall fragrance performance of the fragrance formulation, and on the other hand, from the viewpoint of fragrance life, essentially by extending the fragrance life of the fragrance formulation while being added to the top of the fragrance formulation. Some fragrance fixatives have been proposed in the industry to extend fragrance life or to retain specific fragrance components in fragrance delivery compositions. In this regard, any improvement in fragrance retention is highly desirable, just as the pleasant scent of personal or home care formulations plays a crucial role in influencing consumer acceptance and overall (commercial) preference. For example, WO2020/058193A1 describes the use of certain carbohydrate esters, such as sucrose carbohydrate esters, as fragrance fixatives in aqueous fabric softener compositions to achieve improved fragrance life, particularly to obtain extended fragrance release over a long period from dry laundry fabrics. Furthermore, JPH0261174A and JPH1143863A disclose a fabric softener for clothing and a liquid fabric softener composition for home laundry, respectively. Both the fabric softener and the liquid fabric softener composition contain sucrose octaacetate as a sucrose carbohydrate ester in the presence of various fragrance components or fragrance raw materials. It is well known in the industry that sucrose acetate isobutyrate is a beverage filler. Beverage fillers are added to flavoring oils to increase the stability of the emulsion. Flavoring oils with low-density and high-density fillers increase the overall oil phase density to near that of the aqueous phase, inhibiting gravitational separation. Furthermore, it has been demonstrated that the volatility of flavoring components is reduced when