Fragrance delivery composition
A fragrance delivery composition with specific ester and lactone compounds extends fragrance lifespan and release in personal and home care products, addressing rapid evaporation issues while being cost-effective and environmentally friendly.
Patent Information
- Authority / Receiving Office
- JP · JP
- Patent Type
- Patents
- Current Assignee / Owner
- タミンコ·ビー·ヴイ
- Filing Date
- 2022-02-09
- Publication Date
- 2026-05-12
AI Technical Summary
Fragrance compositions in personal and home care products deteriorate rapidly due to rapid evaporation, leading to a need for extended fragrance release while being cost-effective, environmentally friendly, and less harmful.
A fragrance delivery composition comprising 10.00 to 70.00 wt.% of a fragrance fixing agent with a specific ester structure and 2.50 to 50.00 wt.% of a fragrance co-fixing agent, selected from various lactone compounds, enhances fragrance lifespan and release over time.
The composition achieves extended and sustained fragrance release over a long period, maintaining fragrance intensity and reducing costs and environmental harm.
Smart Images

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Abstract
Description
[Technical Field]
[0001] The present 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 of time. [Background technology]
[0002] Fragrance delivery compositions are ubiquitous, particularly in their use in personal care 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 care 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 lifespan of fragrance properties.
[0003] 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 few years.
[0004] 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 using, for example, odorless fragrance fixatives or fragrance modifiers.
[0005] 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 azeotrope 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. Certain 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 care or home care formulations plays a crucial role in influencing consumer tolerance and overall (commercial) preference.
[0006] 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, in particular to obtain extended fragrance release over a long period from dry laundry fabrics.
[0007] Furthermore, JPH0261174A and JPH1143863A disclose a fabric softener for clothing and a liquid fabric softener composition for home laundry, respectively, both of which contain sucrose octaacetate as a sucrose carbohydrate ester in the presence of various fragrance components or fragrance raw materials.
[0008] It is well known in the industry that sucrose isobutyrate acetate is a beverage filler. Beverage fillers are added to flavoring oils to increase the stability of emulsions. 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 reported that when terpenoid molecules, such as citronellal and citral, are efficiently combined with sucrose isobutyrate acetate, the reduction in the volatility of flavoring components has been demonstrated (Masters of Science Thesis by Kelsey M. Kanyuck, North Carolina State University, abstract of the respective Thesis, p. 58; Tables 3.2 and 3.3 on pp. 75-76).
[0009] Furthermore, it is well known that fragrance components or fragrance raw materials containing lactones possess fragrance-fixing properties themselves. For example, γ-decalactone and coumarin are known in the literature for their fragrance-fixing properties, and coumarin is one of the most important and widely used aromatic chemicals, possessing a hay-like bittersweet scent. However, the majority of these fragrance components are quite expensive, which inevitably makes personal and home care formulations costly, and these fragrance components themselves, when produced synthetically, often require multi-step synthesis starting from commercially available base materials. Moreover, studies conducted by the Health & Consumer Protection Directorate-General of the European Commission and many others have frequently shown that coumarin can induce allergic contact reactions on the skin in consumers. Therefore, the International Fragrance Association (IFRA) guidelines provide concentration limits based on induction experiments that restrict the use of coumarin in personal and home care formulations, such as deodorants, hand creams, and fragrances. [Overview of the project] [Problems that the invention aims to solve]
[0010] In all of the above-mentioned aspects, there remains a continued and further demand for improved fragrance delivery compositions that maintain the fragrance lifespan of the fragrance delivery composition, particularly those that exhibit extended fragrance release over long periods, while being more cost-effective, more environmentally friendly, and less harmful. [Means for solving the problem]
[0011] The inventors have now discovered, surprisingly, that it is possible to provide an improved fragrance delivery composition that satisfies the needs mentioned above. Therefore, a fragrance delivery composition [hereinafter referred to as Composition (F)], Based on the total weight of the composition (F), a) containing from 10.00 to 70.00 weight percent [hereinafter wt.%] of at least one fragrance fixing agent [hereinafter Fixing Agent (Fix)], and the said Fixing Agent (Fix) has the general formula (I F ),
[0012]
Chemical formula
[0013] (wherein, each of R3, R4, R8, R6, R7, R8, R9 and R 10 is equal to or different from each other and is COR1 in each occurrence, and each of R1 is independently selected from methyl or isopropyl, provided that at least one R1 is isopropyl.) b) containing from 2.50 to 50.00 wt.% of at least one fragrance co-fixing agent [hereinafter Co-fixing Agent (c-F)], and the said Co-fixing Agent (c-F) is the co-fixing agent of formula (II A ) [hereinafter Co-fixing Agent (c-F) of Classification (I)], formula (II B ) [hereinafter Co-fixing Agent (c-F) of Classification (II)], formula (II c ) [hereinafter Co-fixing Agent (c-F) of Classification (III)], formula (II D ) [hereinafter Co-fixing Agent (c-F) of Classification (IV)], formula (II E ) [hereinafter Co-fixing Agent (c-F) of Classification (V)], formula (II F ) [hereinafter Co-fixing Agent (c-F) of Classification (VI)], formula (II G ) [hereinafter Co-fixing Agent (c-F) of Classification (VII)] or formula (II H ) [hereinafter Co-fixing Agent (c-F) of Classification (VIII)], and is a co-fixing agent selected from among the co-fixing agents
[0014]
Chemical formula
[0015] (In the formula, a dashed bond represents an optional double bond, except in formula (II) A If a double bond exists in R 16 Assuming that does not exist; equation (II B If a double bond exists in the condensed 5-membered lactone ring in ), 19 Assuming that it does not exist, - Each of m and n is an integer selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, or 12. - R 11 , R 12 , R 31 and R 32 Each of them is equal to or different from one another, independently in their respective appearances, hydrogen, C 1~8 Alkyl, C 2~8 Selected from alkenyl or OH, R 11 and R 12 They can form =O together, - R 13 , R 15 , R 16 , R 18 , R 19 , R 20 , R 21 , R 22 , R 24 , R 26 , R 27 , R 29 , R 30 , R 33 , R 35 , R 36 , R 37 , R 38 and R 39 Each of them is either equal to or different from one another, independently selected from hydrogen or methyl in each instance, R 18 and R 19 It can form =CH2 together, however, equation (II B The condition is that there is no double bond in the condensed 5-membered lactone ring of ); R 37 and R 38 It may form a C3 cycloalkyl group together, provided that formula (II HThe condition is that there are no double bonds in the condensed 6-membered lactone ring of ) - R 14 and R 34 Each of them is equal to or different from one another, independently in their respective appearances, hydrogen, C 1~8 Alkyl or C 2~8 Selected from Alkenil, - R 17 Each of these is independently selected from hydrogen, methyl, or OH. - R 23 and R 25 Each of them is equal to or different from one another, independently in their respective appearances, hydrogen, C 1~4 Alkyl or C 2~4 Selected from Alkenil, - R 28 Each of them independently contains hydrogen or C 1~4 Selected from alkyl groups. c) Composition (F) comprising at least 1.00 wt.% of at least one fragrance component, wherein the fragrance component is different from the auxiliary fixing agent (cF). Here it is.
[0016] In another aspect, the present invention further provides a method for producing the composition (F) detailed above. In another aspect, the present invention relates to a diluted composition (F) [hereinafter referred to as composition (F)] comprising the composition (F) detailed above and a diluent [hereinafter referred to as diluent (dil)]. D )] will be offered in addition.
[0017] In another aspect, the present invention relates to composition (F) or composition (F) as detailed above. D We will further offer personal and home care formulations including ). In another aspect, the present invention relates to a composition (F) or composition (F) detailed above for manufacturing personal and home care formulations. D ) provides further use. [Modes for carrying out the invention]
[0018] Composition (F) In the context of this invention, the term “comprising” should not be interpreted as being limited to the means listed below, nor as excluding other elements or steps. It should be interpreted as specifying the presence of a defined feature, integer, step, or component mentioned, but not as excluding the presence or addition of one or more other features, integers, steps, or components, or groups thereof. Accordingly, the scope of the expression “composition comprising components A and B” should not be limited to a composition consisting of components A and B alone. This means that, with respect to this invention, the relevant components of a composition are only A and B. Accordingly, the terms “comprising” and “including” encompass the more restrictive terms “consisting essentially of” and “consisting of.”
[0019] As used herein, the terms “optional” or “optional” mean that the events or circumstances described below may or may not occur, and the descriptions include both cases in which such events or circumstances occur and cases in which they do not occur.
[0020] The inventors have surprisingly found that by using at least one fragrance fixative [hereinafter referred to as Fixative (Fix)] detailed above in combination with at least one auxiliary fragrance fixative [hereinafter referred to as Auxiliary Fixative (cF)] detailed above and at least one fragrance component, and the fragrance component being different from the Auxiliary Fixative (cF) detailed above, the Auxiliary Fixative (cF) can be partially replaced by the Fixative (Fix) in the fragrance delivery composition [hereinafter referred to as Composition (F)], thereby successfully obtaining an improved Composition (F) that is more cost-effective, more environmentally friendly, and less harmful, while maintaining the fragrance life of Composition (F) and thus preserving its overall performance, particularly the release of at least one fragrance component over a long period of time. Furthermore, the inventors have found that Composition (F) thus exhibits extended sustained fragrance release of various fragrance components over a long period of time, as demonstrated in the examples.
[0021] In the context of the present invention, the expressions “at least one fragrance fixative [hereinafter referred to as Fixative (Fix)]”, “at least one fragrance auxiliary fixative [hereinafter referred to as Auxiliary Fixative (cF)]”, and “at least one fragrance component” are intended to represent one or more Fixatives (Fix), one or more Auxiliary Fixatives (cF), and one or more Fragrance components, respectively. Mixtures of Fixatives (Fix), mixtures of Auxiliary Fixatives (cF), and mixtures of Fragrance components may also be used for the purposes of the present invention, respectively.
[0022] In the following text, the terms “fixing agent (Fix),” “auxiliary fixing agent (cF),” and “fragrance component” are understood in both plural and singular forms with respect to the purposes of the present invention, that is, a composition (F) of the present invention may contain one or more fixing agents (Fix), one or more auxiliary fixing agents (cF), and one or more fragrance components.
[0023] In relation to the present invention, the term "fixing agent (Fix)" is intended to refer to a substance that increases the release delay for the overall fragrance, harmonizes the evaporation of individual fragrance components, and as a result, allows the fragrance to be released over a long period of time while the fragrance profile remains unchanged.
[0024] In the context of the present invention, the expression "at least one fragrance fixative [hereinafter referred to as Fixative (Fix)] in an amount of 10.00 to 70.00 wt.% [hereinafter referred to as Fixative (Fix)]" refers to the amount of Fixative (Fix) when composition (F) contains only one Fixative (Fix), or the total amount of Fixative (Fix) when composition (F) contains more than one Fixative (Fix). Therefore, if more than one Fixative (Fix) is present, this means that it must be the sum of the amounts of each of the Fixatives (Fix) ranging from 10.00 to 70.00 wt.% of the total weight of composition (F).
[0025] As used herein, the terms “alkyl” and “alkenyl” have the broadest meaning as commonly understood in the art and may include linear, branched, or combination thereof moieties.
[0026] The term "alkyl" refers to a radical derived from a linear or branched alkane, either individually or in combination, for example, C F~G Alkyl defines a linear or branched alkyl radical having F to G carbon atoms, for example C 1~4 Alkyl is defined as a linear or branched alkyl radical having 1 to 4 carbon atoms, such as methyl, ethyl, 1-propyl, 2-propyl (isopropyl), 1-butyl, 2-butyl, 2-methyl-2-propyl (tert-butyl), and 2-methyl-1-propyl (isobutyl).
[0027] The term "alkenyl" refers to a linear or branched hydrocarbon containing at least one carbon-carbon double bond, either individually or in combination, for example, C H~IAlkenyls define linear or branched alkenyl radicals having 1 carbon atoms from H, for example, C 2~4 Alkenyls define linear or branched alkenyl radicals having 2 to 4 carbon atoms. 2~4 Examples of alkenyl groups include ethenyl, propenyl, isopropenyl, and butenyl.
[0028] The term "cycloalkyl" refers to radicals derived from cyclic alkanes, either individually or in combination, for example, C L~M Cycloalkyls are defined as cyclic alkyl radicals having L to M carbon atoms, for example, C 3~6 Cycloalkyls are defined as cyclic alkyl radicals having 3 to 6 carbon atoms, such as cyclopropyl, cyclobutyl, cyclopentyl, and cyclohexyl.
[0029] According to the present invention, composition (F) comprises a fixing agent (Fix), wherein the fixing agent (Fix) is a general formula (I F ) has.
[0030] [ka]
[0031] (In the formula, - R3, R4, R8, R6, R7, R8, R9 and R 10 Each of them is COR1 in each instance, 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. Although not bound by this theory, the inventors of this invention have found that a number of ester groups are in formula (I F We believe that this can protect the glycosidic bonds in the fixative (Fix), thereby providing greater long-term stability for each of the fixatives (Fix) detailed above.
[0032] The fixing agent (Fix) detailed above is the general formula (I) detailed above, which contains different substituents. F It is understood that this may include a mixture of fixatives (Fix) of the general formula (I) described above. Specifically, the fully esterified fixatives (Fix) mentioned in the embodiment immediately above may include a mixture of fixatives (Fix) of the general formula (I) described above. F This can be a mixture of fixatives (Fix) comprising, for example, a fixative (Fix) having eight isobutyrate groups, and a fixative (Fix) having two acetate groups and six isobutyrate groups, and optionally other homologs having ester substituents in different ratios.
[0033] The general formula of the present invention (I F Fixatives (Fix) can be commercially available or chemically synthesized. Generally, the alcohol precursor of the fixative (Fix) can be esterified by methods known in the art. F The synthesis of a suitable fixative (Fix) by ) may be carried out using conventional methods known to those skilled in the art, such as those described in particular in U.S. Patent No. 3,096,324 and No. 6,977,275, the entire contents of which are incorporated herein by reference.
[0034] The general formula (I) described in detail above F The fixative (Fix) has several chiral centers and may exist in stereochemical isomer forms. As used herein, the term “stereochemical isomer form” defines all possible compounds that are composed of the same atoms bonded by the same sequence of bonds but have different three-dimensional structures. In this regard, unless otherwise mentioned or indicated, the general formula (I) detailed above refers to all compounds. F Each of the chiral centers in the fixative (Fix) can take on either a (R)- or (S)- configuration.
[0035] Unless otherwise mentioned or indicated, the formula (I) specified herein FThe chemical name of the fixative (Fix) by ) encompasses a mixture of all conceivable stereochemical isomeric forms that the compound may possess. The mixture may contain all diastereoisomers and / or enantiomers of the basic molecular structure of the compound. All stereochemical isomeric forms of the compound of the present invention, whether in their pure form or mixed with each other, are intended to be included within the scope of the present invention.
[0036] Formula (I F The pure stereoisomers of the fixatives (Fix) and intermediates referred to herein are defined as isomers that substantially do not contain other enantiomers or diastereoisomeric forms of the same basic molecular structure as the compound. In particular, the term “stereoisomerically pure” relates to compounds or intermediates having a stereoisomer excess of at least 80% (essentially a minimum of 90% of one isomer and a maximum of 10% of other possible isomers) to 100% (i.e., 100% of one isomer and none of the others), and more particularly to compounds or intermediates having a stereoisomer excess of 90% to 100%, even more particularly to a stereoisomer excess of 94% to 100%, and most particularly to a stereoisomer excess of 97% to 100%. The terms “enantiomerically pure” and “diastereoisomerically pure” should be understood similarly, but with consideration to the enantiomer and diastereoisomer excesses of the mixture in question, respectively.
[0037] The pure stereoisomers of the compounds and intermediates of the present invention can be obtained by application procedures known in the art. For example, enantiomers can be separated by chromatographic techniques using a chiral stationary phase. The pure stereochemical isomers can also be derived from the corresponding pure stereochemical isomer forms of suitable starting materials, provided that the reaction occurs stereospecifically. Preferably, if a specific stereoisomer is desired, the compound is synthesized by a stereospecific method of preparation. These methods advantageously utilize enantiomerically pure starting materials.
[0038] A general formula (I F The preferred fixative (Fix) according to formula (I F1 This is a fixing agent for [the fixing agent (Fix1)].
[0039] [ka]
[0040] (In the formula, - R3, R4, R8, R6, R7, R8, R9 and R 10 Each of them is COR1 in each instance, 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. Equation (I F1 Non-limiting examples of suitable fixatives (Fix1) include sucrose octoisobutyrate, sucrose heptisobutyrate acetate, sucrose hexaeisobutyrate diacetate, sucrose pentisobutyrate triacetate, sucrose tetraisobutyrate tetraacetate, and sucrose triisobutyrate pentaacetate.
[0041] Formula (I F1 A non-restrictive example of a commercially available fixative (Fix1) is sucrose isobutyrate acetate SAIB-100, available from Eastman Chemical Company, which can be prepared by reacting sucrose with acetic anhydride and isobutyric anhydride using known techniques, followed by large-scale purification using high-vacuum distillation. The approximate ratio of acetic acid to isobutyrate ester groups in SAIB-100 is 2:6. SAIB-100 is odorless.
[0042] Equation (I FIt is further understood that all of the definitions and preferences described above for the Fixer (Fix) according to []) apply equally to this embodiment and all further embodiments described below.
[0043] As described above, the amount of the Fixer (Fix) according to the general formula (I) detailed above F is 10.00 to 70.00 wt.% based on the total weight of the composition (F). Advantageously, the amount of the Fixer (Fix) according to the general formula (I) detailed above F is 12.00 wt.% or more, or 14.00 wt.% or more, or 16.00 wt.% or more, or 18.00 wt.% or more, or 20.00 wt.% or more based on the total weight of the composition (F).
[0044] The upper limit of the amount of the Fixer (Fix) according to the general formula (I) detailed above F is further understood to be 65.00 wt.% or less, or 60.00 wt.% or less, or 55.00 wt.% or less, or 50.00 wt.% or less, or 45.00 wt.% or less, or 40.00 wt.% or less, or 35.00 wt.% or less, or 30.00 wt.% or less based on the total weight of the composition (F).
[0045] In a preferred embodiment of the composition (F) of the present invention, the Fixer (Fix) according to the general formula (I) detailed above F is present in an amount of 12.00 to 65.00 wt.%, or 14.00 to 60.00 wt.%, or 16.00 to 55.00 wt.%, or 16.00 to 50.00 wt.%, or 18.00 to 45.00 wt.%, or 18.00 to 40.00 wt.%, or 20.00 to 35.00 wt.%, or 20.00 to 30.00 wt.% based on the total weight of the composition (F).
[0046] In the context of the present invention, the term "auxiliary fixing agent (c-F)" refers to a substance that is added to the composition (F) in addition to the fixing agent (Fix) detailed above, thereby enhancing the fragrance fixing property of the said fixing agent (Fix), and in so doing, improving the fragrance life of various fragrance components, and as a result, achieving an improvement or extension in the consumer's perception of the fragrance profile.
[0047] It is also known that the auxiliary fixing agents (c-F) detailed above possess fragrance fixing properties themselves. However, the majority of these auxiliary fixing agents (c-F) are quite expensive, thereby necessarily resulting in expensive personal and home care formulations, and these fragrance components themselves, when synthetically produced, often require a multi-step synthesis starting from commercially available substrates. Furthermore, some of these auxiliary fixing agents (c-F) have even been shown to potentially lead to allergic skin contact reactions in consumers. Therefore, in these cases, their use in personal and home care formulations is limited to a certain concentration limit.
[0048] The inventors have now surprisingly found that the lactone compounds of formula (II A ), formula (II B ), formula (II c ), formula (II D ), formula (II E ), formula (II F ), formula (II G ), or formula (II H ) detailed above possess the property of enhancing the fragrance fixing property of the said fixing agent (Fix), and in so doing, improving the fragrance life of various fragrance components, and as a result, achieving an improvement or extension in the consumer's perception of the fragrance profile.
[0049] The inventors have surprisingly found that compounds containing lactone and of formula (II A ), formula (II B ), formula (II c ), formula (II D), formula (II E ), formula (II F ), formula (II G ) or formula (II H In composition (F), the auxiliary fixative (cF), which is an auxiliary fixative, can be partially replaced with the fixative (Fix) detailed above, and it has been found that the fixative (Fix) first does not itself contribute to the characteristics of the fragrance profile perceived by the consumer, and secondly, thereby maintaining the fragrance life of composition (F) and thus preserving the overall performance of composition (F), while successfully obtaining an improved composition (F) that is more cost-effective, more environmentally friendly, and less harmful. In particular, at least one fragrance component contained in composition (F) is released over a long period of time, as a result of achieving an extended and sustained perception of the fragrance profile by the consumer.
[0050] According to the present invention, composition (F) further comprises an auxiliary fixing agent (cF), wherein the auxiliary fixing agent (cF) is of formula (II A )[Auxiliary fixing agent (cF) of classification (I) below], formula (II B )[Auxiliary fixing agent (cF) of classification (II) below], formula (II c )[Auxiliary fixing agent (cF) of classification (III) below], formula (II D )[Auxiliary fixing agent (cF) of classification (IV) below], formula (II E )[Auxiliary fixing agent (cF) of classification (V) below], formula (II F )[Auxiliary fixing agent (cF) of classification (VI) below], formula (II G )[Auxiliary fixing agent (cF) of classification (VII) below] or formula (II H This is an auxiliary fixative selected from among the auxiliary fixatives of the following classification (VIII) (cF).
[0051] [ka]
[0052] (In the formula, The dash symbol indicates an optional double bond, where equation (II)A If a double bond exists in R 16 Assuming that does not exist; equation (II B If a double bond exists in the condensed 5-membered lactone ring in ), 19 Assuming that it does not exist, - Each of m and n is an integer selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, or 12. - R 11 , R 12 , R 31 and R 32 Each of them is equal to or different from one another, independently in their respective appearances, hydrogen, C 1~8 Alkyl, C 2~8 Selected from alkenyl or OH, R 11 and R 12 They can form =O together, - R 13 , R 15 , R 16 , R 18 , R 19 , R 20 , R 21 , R 22 , R 24 , R 26 , R 27 , R 29 , R 30 , R 33 , R 35 , R 36 , R 37 , R 38 and R 39 Each of them is either equal to or different from one another, independently selected from hydrogen or methyl in each instance, R 18 and R 19 It can form =CH2 together, however, equation (II B Assuming that there are no double bonds in the condensed 5-membered lactone ring of ), 37 and R 38 It may form a C3 cycloalkyl group together, provided that formula (II H The condition is that there are no double bonds in the condensed 6-membered lactone ring of ) - R 14 and R34 Each of them is equal to or different from one another, independently in their respective appearances, hydrogen, C 1~8 Alkyl or C 2~8 Selected from Alkenil, - R 17 Each of these is independently selected from hydrogen, methyl, or OH. - R 23 and R 25 Each of them is equal to or different from one another, independently in their respective appearances, hydrogen, C 1~4 Alkyl or C 2~4 Selected from Alkenil, - R 28 Each of them independently contains hydrogen or C 1~4 Selected from alkyl groups. According to one embodiment of the present invention, the auxiliary fixing agent (cF) is given by formula (II A ) is an auxiliary fixing agent (cF) [hereinafter referred to as an auxiliary fixing agent (cF) of classification (I)], and formula (II A The auxiliary fixing agent (cF) of ) is of formula (II A1 ) Auxiliary fixing agent [Auxiliary fixing agent of classification (I1) (cF)] or formula (II A2 This is an auxiliary fixing agent (cF) selected from among the auxiliary fixing agents of ) [hereinafter classified as auxiliary fixing agents (cF) of (I2)].
[0053] [ka]
[0054] (In the formula, m, R 11 , R 12 , R 13 , R 14 , R 15 , R 16 and R 17 is equation (II A ) has the same meaning as defined above. According to a preferred embodiment of the present invention, the auxiliary fixing agent (cF) of classification (I1) is of formula (II A1-1 ) auxiliary fixing agent (cF) [Classification (I 1-1is the auxiliary fixing agent (c-F).
[0055] [Chemical formula]
[0056] (In the formula, each of -m is an integer selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11 or 12, - each of R 13 is independently selected from hydrogen or methyl, - each of R 14 is independently selected from hydrogen or C 1~8 alkyl, - each of R 15 is independently selected from hydrogen or methyl.) In a preferred embodiment of the composition (F) according to the present invention, each of m is an integer selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9 or 10, or each of m is an integer selected from 0, 1, 2, 3, 4, 5, 6, 7 or 8, or each of m is an integer selected from 0, 1, 2, 3, 4, 5 or 6, or each of m is an integer selected from 1, 2, 3, 4, 5 or 6. Desirably, each of m is an integer selected from 2, 3, 4, 5 or 6, and more desirably, each of m is an integer selected from 3, 4, 5 or 6.
[0057] In a preferred embodiment of the composition (F) according to the present invention, each of R 13 is methyl. In a preferred embodiment of the composition (F) according to the present invention, each of R 14 is independently selected from hydrogen or C 1~6 alkyl, or each of R 14 is independently selected from hydrogen or C 1~4 alkyl, or each of R 14 is independently selected from hydrogen, methyl, ethyl, propyl or isopropyl, or R14 Each of these is independently selected from hydrogen, methyl, or ethyl. Preferably, R 14 Each of them is independently selected from hydrogen or methyl, more preferably R 14 Each of them is hydrogen.
[0058] In a preferred embodiment of composition (F) according to the present invention, R 15 Each of them is hydrogen. Classification (I 1-1 The preferred auxiliary fixing agent (cF) of the following formula (II) is the following as specified herein. A1-1a ) from (II A1-1p Selected from the auxiliary fixatives of ).
[0059] [ka]
[0060] [ka]
[0061] Classification (I 1-1 The most preferred auxiliary fixing agent (cF) of ) is the following formula (II) as specified herein. A1-1f It is an auxiliary fixative for )
[0062] [ka]
[0063] According to one embodiment of the present invention, the auxiliary fixing agent (cF) of classification (I1) is given by formula (II A1-2 ) auxiliary fixing agent (cF) [Classification (I 1-2 It is an auxiliary fixing agent (cF) for )
[0064] [ka]
[0065] (In the formula, - Each of m is an integer selected from 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, or 12. - R 11 Each of them independently contains hydrogen or C 2~8 Selected from Alkenil, - R 14 Each of these is independently selected from hydrogen or C1-8 alkyl groups. - R 15 Each of these is independently selected from hydrogen or methyl. In a preferred embodiment of composition (F) according to the present invention, each of m is an integer selected from 1, 2, 3, 4, 5, 6, 7, 8, 9, or 10, or each of m is an integer selected from 1, 2, 3, 4, 5, 6, 7, or 8, or each of m is an integer selected from 1, 2, 3, 4, 5, or 6, or each of m is an integer selected from 1, 2, 3, 4, or 5, or each of m is an integer selected from 1, 2, 3, or 4, or each of m is an integer selected from 1, 2, or 3. Preferably, each of m is an integer selected from 1 or 2.
[0066] In a preferred embodiment of composition (F) according to the present invention, R 11 Each of them independently contains either hydrogen or C 2~7 Selected from Alkenil, or R 11 Each of them independently contains either hydrogen or C 2~6 Selected from alkenyls. Preferably, R 11 Each of them independently contains hydrogen or C 2~4 Selected from Alkenil.
[0067] In a preferred embodiment of composition (F) according to the present invention, R 14 Each of them independently contains either hydrogen or C 1~6 Selected from alkyl, or R 14 Each of them independently contains either hydrogen or C 1~4 Selected from alkyl, or R 14Each of them is independently selected from hydrogen, methyl, ethyl, propyl or isopropyl, or R 14 Each of these is independently selected from hydrogen, methyl, or ethyl. Preferably, R 14 Each of these is independently selected from hydrogen or methyl.
[0068] In a preferred embodiment of composition (F) according to the present invention, R 15 Each of them is hydrogen. Classification (I 1-2 The preferred auxiliary fixing agent (cF) of the following formula (II) is the following as specified herein. A1-2a ) to (IIA 1-2e Selected from the auxiliary fixatives of ).
[0069] [ka]
[0070] According to one embodiment of the present invention, the auxiliary fixing agent (cF) of classification (I1) is given by formula (II A1-3 ) auxiliary fixing agent (cF) [Classification (I 1-3 It is an auxiliary fixing agent (cF) for )
[0071] [ka]
[0072] (In the formula, R 14 Each of them is C 2~8 It is alkenyl, R 15 Each of these is independently selected from hydrogen or methyl. In a preferred embodiment of composition (F) according to the present invention, R 14 Each of them is C 2~7 It is an alkenyl, or R 14 Each of them is C 2~6 It is an alkenyl, or R 14 Each of them is C 2~5It is an alkenil. Preferably, R 14 Each of them is C 2~4 It is Alkenil.
[0073] In a preferred embodiment of composition (F) according to the present invention, R 15 Each of them is hydrogen. Classification (I 1-3 The preferred auxiliary fixing agent (cF) of the following formula (II) is the following as specified herein. A1-3a ) from (II A1-3b Selected from the auxiliary fixatives of ).
[0074] [ka]
[0075] According to one embodiment of the present invention, the auxiliary fixing agent (cF) of classification (I1) is given by formula (II A1-4 ) auxiliary fixing agent (cF) [Classification (I 1-4 It is an auxiliary fixing agent (cF) for )
[0076] [ka]
[0077] (In the formula, - Each of m is an integer selected from 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, or 12. - R 11 Each of them is independently selected from hydrogen or OH, - R 12 Each of them is H, R 11 and R 12 They form the equation = O together. In a preferred embodiment of composition (F) according to the present invention, each of m is selected from 1, 2, 3, 4, 5, 6, 7, 8, 9 or 10, or each of m is selected from 1, 2, 3, 4, 5, 6, 7 or 8, or each of m is selected from 1, 2, 3, 4, 5 or 6, or each of m is selected from 1, 2, 3 or 4. Preferably, each of m is selected from 1 or 2, and more preferably, each of m is 1.
[0078] Classification (I 1-4 A preferred auxiliary fixing agent (cF) of the following formula (IIA) is specified herein. 1-4a ) to (IIA 1-4b Selected from the auxiliary fixatives of ).
[0079] [ka]
[0080] According to one embodiment of the present invention, the auxiliary fixing agent (cF) of classification (I1) is given by formula (II A1-5 ) auxiliary fixing agent (cF) [Classification (I 1-5 It is an auxiliary fixing agent (cF) for )
[0081] [ka]
[0082] (In the formula, - R 14 Each of them independently contains hydrogen and C 1~8 Selected from alkyl groups, - R 15 Each of them is independently selected from hydrogen or methyl, - R 16 Each of these is independently selected from hydrogen or methyl. In a preferred embodiment of composition (F) according to the present invention, R 14 Each of them independently contains hydrogen and C 1~6 Selected from alkyl, or R 14Each of them independently contains hydrogen and C 1~4 Selected from alkyl, or R 14 Each of them is independently selected from hydrogen, methyl, ethyl, propyl or isopropyl, or R 14 Each of these is independently selected from hydrogen, methyl, or ethyl. Preferably, R 14 Each of them is independently selected from hydrogen or methyl, more preferably R 14 Each of them is hydrogen.
[0083] In a preferred embodiment of composition (F) according to the present invention, R 15 Each of them is methyl. In a preferred embodiment of composition (F) according to the present invention, R 16 Each of them is methyl.
[0084] Classification (I 1-5 The preferred auxiliary fixing agent (cF) of the following formula (II) is the following as specified herein. A1-5a It is an auxiliary fixative for )
[0085] [ka]
[0086] According to one embodiment of the present invention, the auxiliary fixing agent (cF) of classification (I2) is given by formula (II A2-1 ) auxiliary fixing agent (cF) [Classification (I 2-1 It is an auxiliary fixing agent (cF) for )
[0087] [ka]
[0088] (In the formula, - Each of m is an integer selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, or 12. - R 13 Each of them is independently selected from hydrogen or methyl, - R 15 Each of them is independently selected from hydrogen or methyl, - R 17 Each of these is independently selected from hydrogen or methyl. In a preferred embodiment of composition (F) according to the present invention, each of m is an integer selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, or 10, or each of m is an integer selected from 0, 1, 2, 3, 4, 5, 6, 7, or 8, or each of m is an integer selected from 0, 1, 2, 3, 4, 5, or 6, or each of m is an integer selected from 1, 2, 3, 4, 5, or 6. Preferably, each of m is an integer selected from 2, 3, 4, 5, or 6, and more preferably, each of m is an integer selected from 3, 4, 5, or 6.
[0089] In a preferred embodiment of composition (F) according to the present invention, R 13 Each of them is methyl. Classification (I 2-1 The preferred auxiliary fixing agent (cF) of ) is formula (II A2-1a ) from (II A2-1b Selected from the auxiliary fixatives of ).
[0090] [ka]
[0091] According to one embodiment of the present invention, the auxiliary fixing agent (cF) of classification (I2) is given by formula (II A2-2 ) auxiliary fixing agent (cF) [Classification (I 2-2 It is an auxiliary fixing agent (cF) for )
[0092] [ka]
[0093] (In the formula, - Each of m is an integer selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, or 12. - R 13 Each of them is independently selected from hydrogen or methyl, - R 15 Each of these is independently selected from hydrogen or methyl. In a preferred embodiment of composition (F) according to the present invention, each of m is an integer selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, or 10, or each of m is an integer selected from 0, 1, 2, 3, 4, 5, 6, 7, or 8, or each of m is an integer selected from 0, 1, 2, 3, 4, 5, or 6, or each of m is an integer selected from 0, 1, 2, 3, or 4, or each of m is an integer selected from 0, 1, or 2. Preferably, each of m is an integer selected from 0 or 1.
[0094] In a preferred embodiment of composition (F) according to the present invention, R 13 Each of them is methyl. In a preferred embodiment of composition (F) according to the present invention, R 15 Each of them is methyl.
[0095] Classification (I 2-2 The preferred auxiliary fixing agent (cF) of the following formula (II) is the following as specified herein. A2-2a ) from (II A2-2b Selected from the auxiliary fixatives of ).
[0096] [ka]
[0097] According to one embodiment of the present invention, the auxiliary fixing agent (cF) is given by formula (II B ) is an auxiliary fixing agent (cF) [hereinafter referred to as an auxiliary fixing agent (cF) of classification (II)], and formula (II B The auxiliary fixing agent (cF) of ) is of formula (II B1) auxiliary fixing agent [hereinafter, auxiliary fixing agent of classification (II1) (cF)], formula (II B2 ) Auxiliary fixing agent [hereinafter, classification (II2) auxiliary fixing agent (cF)] or formula (II B3 This is an auxiliary fixing agent (cF) selected from among the auxiliary fixing agents of ) [hereinafter classified as auxiliary fixing agents (cF) of classification (II3)].
[0098] [ka]
[0099] (In the formula, R 18 , R 19 , R 20 , R 21 , R 22 and R 23 is equation (II B ) has the same meaning as defined above. The preferred auxiliary fixing agent (cF) of classification (II1) is the following formula (II) as defined herein. B1-1 ) from (II B1-3 Selected from the auxiliary fixatives of ).
[0100] [ka]
[0101] The preferred auxiliary fixing agent (cF) of classification (II2) is the following formula (II) as defined herein. B2-1 It is an auxiliary fixative for )
[0102] [ka]
[0103] The preferred auxiliary fixing agent (cF) of classification (II3) is the following formula (IIB) as defined herein. 3-1 ) from (II B3-2 Selected from the auxiliary fixatives of ).
[0104] [ka]
[0105] According to one embodiment of the present invention, the auxiliary fixing agent (cF) is given by formula (II c This is an auxiliary fixative (cF) [hereinafter classified as an auxiliary fixative (cF) of type (III)].
[0106] [ka]
[0107] (In the formula, R 24 and R 25 (As defined above.) The preferred auxiliary fixing agent (cF) of classification (III) is the following formula (II) as defined herein. C-1 It is an auxiliary fixative for )
[0108] [ka]
[0109] According to one embodiment of the present invention, the auxiliary fixing agent (cF) is given by formula (II D This is an auxiliary fixative (cF) [hereinafter classified as an auxiliary fixative (cF) of type (IV)].
[0110] [ka]
[0111] (In the formula, R 26 and R 27 (As defined above.) The preferred auxiliary fixing agent (cF) of classification (IV) is the following formula (II) as defined herein. D-1 It is an auxiliary fixative for )
[0112] [ka]
[0113] According to one embodiment of the present invention, the auxiliary fixing agent (cF) is given by formula (II E ) is an auxiliary fixing agent (cF) [hereinafter classified as an auxiliary fixing agent (cF) of (V)], and formula (II E The auxiliary fixing agent (cF) of ) is of formula (II E1 ) Auxiliary fixing agent [Auxiliary fixing agent of classification (V1) (cF)] or formula (II E2 This is an auxiliary fixing agent (cF) selected from among the auxiliary fixing agents of ) [hereinafter classified as auxiliary fixing agents (cF) of (V2)].
[0114] [ka]
[0115] (In the formula, R 28 , R 29 and R 30 is equation (II E ) has the same meaning as defined above. The preferred auxiliary fixing agent (cF) of classification (V1) is the following formula (II) as defined herein. E1-1 ) from (II E1-4 Selected from the auxiliary fixatives of ).
[0116] [ka]
[0117] The preferred auxiliary fixing agent (cF) of classification (V2) is the following formula (II) as defined herein. E2-1 It is an auxiliary fixative for )
[0118] [ka]
[0119] According to one embodiment of the present invention, the auxiliary fixing agent (cF) is given by formula (II F ) is an auxiliary fixing agent (cF) [hereinafter referred to as an auxiliary fixing agent (cF) of classification (VI)], and formula (II FThe auxiliary fixing agent (cF) of ) is of formula (II F1 ) Auxiliary fixing agent [hereinafter, classification (VI1) auxiliary fixing agent (cF)], formula (II F2 ) Auxiliary fixing agent [Auxiliary fixing agent of classification (VI2) (cF)] or formula (II F3 This is an auxiliary fixing agent (cF) selected from among the auxiliary fixing agents of ) [hereinafter classified as auxiliary fixing agents (cF) of classification (VI3)].
[0120] [ka]
[0121] (where n, R 31 , R 32 , R 33 , R 34 , R 35 and R 36 is equation (II F ) has the same meaning as defined above. According to one embodiment of the present invention, the auxiliary fixing agent (cF) of classification (VI1) is given by formula (II F1-1 ) auxiliary fixing agent (cF) [Classification (VI) 1-1 It is an auxiliary fixing agent (cF) for )
[0122] [ka]
[0123] (In the formula, - Each of n is an integer selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, or 12. - R 33 Each of them is independently selected from hydrogen or methyl, - R 34 Each of these is independently selected from hydrogen or C1-8 alkyl groups. - R 36 Each of these is independently selected from hydrogen or methyl. In a preferred embodiment of composition (F) according to the present invention, each of n is an integer selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, or 10, or each of n is an integer selected from 0, 1, 2, 3, 4, 5, 6, 7, or 8, or each of n is an integer selected from 0, 1, 2, 3, 4, 5, or 6, or each of n is an integer selected from 1, 2, 3, 4, 5, or 6. Preferably, each of n is an integer selected from 2, 3, 4, 5, or 6, and more preferably, each of n is an integer selected from 3, 4, 5, or 6.
[0124] In a preferred embodiment of composition (F) according to the present invention, R 33 Each of them is methyl. In a preferred embodiment of composition (F) according to the present invention, R 34 Each of them independently contains either hydrogen or C 1~6 Selected from alkyl, or R 34 Each of them independently contains either hydrogen or C 1~4 Selected from alkyl, or R 34 Each of them is independently selected from hydrogen, methyl, ethyl, propyl or isopropyl, or R 34 Each of these is independently selected from hydrogen, methyl, or ethyl. Preferably, R 34 Each of them is independently selected from hydrogen or methyl, more preferably R 34 Each of them is hydrogen.
[0125] In a preferred embodiment of composition (F) according to the present invention, R 36 Each of them is hydrogen. Classification (VI 1-1 The preferred auxiliary fixing agent (cF) of the following formula (II) is the following as specified herein. F1-1a ) from (II F1-1j Selected from the auxiliary fixatives of ).
[0126] [ka]
[0127] According to one embodiment of the present invention, the auxiliary fixing agent (cF) of classification (VI1) is given by formula (II F1-2 ) auxiliary fixing agent (cF) [Classification (VI) 1-2 It is an auxiliary fixing agent (cF) for )
[0128] [ka]
[0129] (In the formula, - Each of n is an integer selected from 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, or 12. - R 31 Each of them independently contains hydrogen or C 2~8 Selected from Alkenil, - R 34 Each of these is independently selected from hydrogen or C1-8 alkyl groups. In a preferred embodiment of composition (F) according to the present invention, each of n is an integer selected from 1, 2, 3, 4, 5, 6, 7, 8, 9, or 10, or each of n is an integer selected from 1, 2, 3, 4, 5, 6, 7, or 8, or each of n is an integer selected from 1, 2, 3, 4, 5, or 6, or each of n is an integer selected from 1, 2, 3, 4, or 5, or each of n is an integer selected from 1, 2, 3, or 4, or each of n is an integer selected from 1, 2, or 3. Preferably, each of n is an integer selected from 1 or 2.
[0130] In a preferred embodiment of composition (F) according to the present invention, R 11 Each of them independently contains either hydrogen or C 2~7 Selected from Alkenil, or R 31 Each of them independently contains either hydrogen or C 2~6 Selected from alkenyls. Preferably, R 31 Each of them independently contains either hydrogen or C2~4 Selected from Alkenil.
[0131] In a preferred embodiment of composition (F) according to the present invention, R 34 Each of them independently contains either hydrogen or C 1~6 Selected from alkyl, or R 34 Each of them independently contains either hydrogen or C 1~4 Selected from alkyl, or R 34 Each of them is independently selected from hydrogen, methyl, ethyl, propyl or isopropyl, or R 34 Each of these is independently selected from hydrogen, methyl, or ethyl. Preferably, R 34 Each of these is independently selected from hydrogen or methyl, more preferably R 34 Each of them is hydrogen.
[0132] Classification (VI 1-2 The preferred auxiliary fixing agent (cF) of the following formula (II) is the following as specified herein. F1-2a ) from (II F1-2b Selected from the auxiliary fixatives of ).
[0133] [ka]
[0134] According to one embodiment of the present invention, the auxiliary fixing agent (cF) of classification (VI2) is given by formula (II F2-1 ) auxiliary fixing agent (cF) [Classification (VI) 2-1 It is an auxiliary fixing agent (cF) for )
[0135] [ka]
[0136] (In the formula, - Each of n is an integer selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, or 12. - R 33Each of these is independently selected from hydrogen or methyl. In a preferred embodiment of composition (F) according to the present invention, each of n is an integer selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, or 10, or each of n is an integer selected from 0, 1, 2, 3, 4, 5, 6, 7, or 8, or each of n is an integer selected from 0, 1, 2, 3, 4, 5, or 6, or each of n is an integer selected from 1, 2, 3, 4, 5, or 6. Preferably, each of n is an integer selected from 2, 3, 4, 5, or 6, and more preferably, each of n is an integer selected from 3, 4, 5, or 6.
[0137] In a preferred embodiment of composition (F) according to the present invention, R 33 Each of them is methyl. Classification (VI 2-1 The preferred auxiliary fixing agent (cF) of the following formula (II) is the following as specified herein. F2-1a It is an auxiliary fixative for )
[0138] [ka]
[0139] According to one embodiment of the present invention, the auxiliary fixing agent (cF) of classification (VI2) is given by formula (II F2-2 ) auxiliary fixing agent (cF) [Classification (VI) 2-2 It is an auxiliary fixing agent (cF) for )
[0140] [ka]
[0141] (In the formula, - Each of n is an integer selected from 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, or 12. - R 31 Each of them independently contains hydrogen or C 2~8 Selected from Alkenil. In a preferred embodiment of composition (F) according to the present invention, each of n is an integer selected from 1, 2, 3, 4, 5, 6, 7, 8, 9, or 10, or each of n is an integer selected from 1, 2, 3, 4, 5, 6, 7, or 8, or each of n is an integer selected from 1, 2, 3, 4, 5, or 6, or each of n is an integer selected from 1, 2, 3, 4, or 5, or each of n is an integer selected from 1, 2, 3, or 4, or each of n is an integer selected from 1, 2, or 3. Preferably, each of n is an integer selected from 1 or 2.
[0142] In a preferred embodiment of composition (F) according to the present invention, R 11 Each of them independently contains either hydrogen or C 2~7 Selected from Alkenil, or R 31 Each of them independently contains either hydrogen or C 2~6 Selected from alkenyls. Preferably, R 31 Each of them independently contains either hydrogen or C 2~4 Selected from Alkenil.
[0143] Classification (VI 2-2 The preferred auxiliary fixing agent (cF) of the following formula (II) is the following as specified herein. F2-2a It is an auxiliary fixative for )
[0144] [ka]
[0145] According to one embodiment of the present invention, the auxiliary fixing agent (cF) of classification (VI3) is given by formula (II F3-1 ) auxiliary fixing agent (cF) [Classification (VI) 3-1 It is an auxiliary fixing agent (cF) for )
[0146] [ka]
[0147] (In the formula, - Each of n is an integer selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, or 12. - R 33 Each of them is independently selected from hydrogen or methyl, - R 35 Each of these is independently selected from hydrogen or methyl. In a preferred embodiment of composition (F) according to the present invention, each of n is an integer selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, or 10, or each of n is an integer selected from 0, 1, 2, 3, 4, 5, 6, 7, or 8, or each of n is an integer selected from 0, 1, 2, 3, 4, 5, or 6, or each of n is an integer selected from 0, 1, 2, 3, 4, or 5. Preferably, each of n is an integer selected from 0, 1, 2, 3, or 4.
[0148] In a preferred embodiment of composition (F) according to the present invention, R 33 Each of them is methyl. In a preferred embodiment of composition (F) according to the present invention, R 35 Each of them is hydrogen.
[0149] Classification (VI 3-1 The preferred auxiliary fixing agent (cF) of the following formula (II) is the following as specified herein. F3-1a ) from (II F3-1b Selected from the auxiliary fixatives of ).
[0150] [ka]
[0151] According to one embodiment of the present invention, the auxiliary fixing agent (cF) is given by formula (II G This is an auxiliary fixing agent (cF) [hereinafter classified as an auxiliary fixing agent (cF) of type (VII)].
[0152] [ka]
[0153] According to one embodiment of the present invention, the auxiliary fixing agent (cF) is given by formula (II H ) is an auxiliary fixing agent (cF) [hereinafter classified as an auxiliary fixing agent (cF) of classification (VIII)], and formula (II H The auxiliary fixing agent (cF) of ) is of formula (II H1 ) Auxiliary fixing agent [Auxiliary fixing agent (cF) of classification (VIII1) below] or formula (II H2 It is an auxiliary fixing agent (cF) selected from among the auxiliary fixing agents of ) [hereinafter classified as auxiliary fixing agents (cF) of (VIII2)].
[0154] [ka]
[0155] (In the formula, R 37 , R 38 and R 39 is equation (II H ) has the same meaning as defined above. The most preferred auxiliary fixing agent (cF) of classification (VIII1) is the following formula (II) as defined herein. H1-1 It is an auxiliary fixative for )
[0156] [ka]
[0157] The preferred auxiliary fixing agent (cF) of classification (VIII2) is the following formula (II) as defined herein. H2-1 It is an auxiliary fixative for )
[0158] [ka]
[0159] Formula (II) specified herein A ) from equation (IIH Auxiliary fixative (cF) selected from among the auxiliary fixatives of ) or any compound from the subgroup of auxiliary fixatives (cF) detailed above may have at least one chiral center and may exist in stereochemical isomer form. As used herein, the term “stereochemical isomer form” defines all possible compounds that consist of the same atoms bonded by the same sequence of bonds but have different three-dimensional structures. In this regard, unless otherwise mentioned or indicated, the formula (II) detailed above refers to all compounds of the same formula A ) from equation (II H Each of the chiral centers in the auxiliary fixing agent (cF) selected from among the auxiliary fixing agents of ) or any of the compounds in the subgroup of auxiliary fixing agents (cF) described in detail above can take on a (R)- or (S)- configuration.
[0160] Unless otherwise mentioned or indicated, formula (II) as specified herein A ) from equation (II H The chemical name of an auxiliary fixative (cF) selected from among the auxiliary fixatives of ) or any of the subgroups of auxiliary fixatives (cF) detailed above encompasses a mixture of all conceivable stereochemical isomeric forms that the compound may possess. The mixture may contain all diastereoisomers and / or enantiomers of the basic molecular structure of the compound. All stereochemical isomeric forms of the compounds of the present invention, whether in their pure form or mixed with each other, are intended to be encompassed within the scope of the present invention.
[0161] Formula (II) specified herein A ) from equation (II HA pure stereoisomer of an auxiliary fixative (cF) selected from among the auxiliary fixatives of ), or any compound from the subgroup of auxiliary fixatives (cF) detailed above, and intermediates referred to herein, are defined as isomers of said compounds that substantially do not contain other enantiomers or diastereoisomeric forms of the same basic molecular structure. In particular, the term “stereoisomerically pure” refers to compounds or intermediates having stereoisomeric excesses ranging from at least 80% (essentially a minimum of 90% of one isomer and a maximum of 10% of other possible isomers) to 100% (i.e., 100% of one isomer and none of the others), and further to compounds or intermediates having stereoisomeric excesses from 90% to 100%, in particular from 94% to 100%, and especially from 97% to 100%. The terms "enantiomerically pure" and "diastereoisomerically pure" are similar, but should be understood to take into account the enantiomer excess and diastereoisomer excess of the mixture in question, respectively.
[0162] In general, equation (II A ) from equation (II H Auxiliary fixative (cF) selected from among the auxiliary fixatives of ) can be prepared by any method known in the art for the production of lactones. Non-limiting examples of such methods known in the art include intramolecular esterification of hydroxycarboxylic acids, Yamaguchi esterification, Bayer-Villiger oxidation, metal-catalyzed cycloaddition reactions of alkenes and anhydrides, and deactivated C(sp 3 Examples include the functionalization of )-H bonds with CH groups, and the radical addition of primary aliphatic alcohols to acrylic acid.
[0163] It will be further understood that all definitions and preferences for auxiliary fixatives (cF) described above apply equally to this embodiment and all further embodiments described below.
[0164] As described above, the formula (II) is detailed above. A ) from equation (II HThe amount of auxiliary fixing agent (cF) selected from among the auxiliary fixing agents is 2.50 to 50.00 wt.% of the total weight of composition (F).
[0165] In the context of the present invention, the expression "at least one fragrance auxiliary fixing agent [hereinafter referred to as auxiliary fixing agent (cF)] in an amount of 2.50 to 50.00 wt.% [hereinafter referred to as wt.%]" refers to the amount of auxiliary fixing agent (cF) if composition (F) contains only one auxiliary fixing agent (cF), or to the total amount of auxiliary fixing agents (cF) if composition (F) contains more than one auxiliary fixing agent (cF). Therefore, if more than one auxiliary fixing agent (cF) is present, it is essential that this is the sum of the amounts of each auxiliary fixing agent (cF) in the range of 2.50 to 50.00 wt.% of the total weight (total eight) of composition (F).
[0166] For advantage, the formula (II) detailed above is used. A ) from equation (II H The amount of auxiliary fixing agent (cF) selected from among the auxiliary fixing agents is 5.00 wt.% or more, or 7.50 wt.% or more, or 10.00 wt.% or more, or 12.50 wt.% or more, relative to the total weight of composition (F).
[0167] The formula (II) described in detail above A ) from equation (II H It is further understood that the upper limit of the amount of auxiliary fixative (cF) selected from among the auxiliary fixatives is 45.00 wt.% or less, or 40.00 wt.% or less, or 35.00 wt.% or less, or 30.00 wt.% or less, or 25.00 wt.% or less, or 20.00 wt.% or less, relative to the total weight of composition (F).
[0168] A preferred embodiment of composition (F) of the present invention is the formula (II) described in detail above. A ) from equation (II HThe auxiliary fixative (cF), selected from among the auxiliary fixatives, is present in an amount of 5.00 to 45.00 wt.% or 7.50 to 40.00 wt.% or 7.50 to 35.00 wt.% or 10.00 to 30.00 wt.% or 10.00 to 25.00 wt.% or 12.50 to 20.00 wt.% of the total weight of composition (F).
[0169] Advantageously, composition (F) detailed above may further contain at least one alcohol according to general formula (III). It has been found that the at least one alcohol improves the miscibility of the fixative (Fix) detailed above with the other ingredients in composition (F), in particular with the auxiliary fixative (cF) detailed above, and at least one fragrance component different from the auxiliary fixative (cF) detailed above. If the at least one alcohol according to general formula (III) is present, the weight ratio of the at least one alcohol to the fixative (Fix) is at least 1 to 20.
[0170] [ka]
[0171] (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. - R 40 Each of these is independently selected from hydrogen, methyl, ethyl, or OH. - R 41 Each of these is independently selected from hydrogen, methyl, or ethyl. R 42 Each of these is independently selected from methyl or OH. In the context of this invention, the expression "at least one alcohol" is intended to represent one or more than one alcohol. Mixtures of alcohols may also be used for the purposes of this invention.
[0172] In the following text, the expression “alcohol” is understood in both the plural and singular sense with respect to the purposes of the present invention, that is, composition (F) of the present invention may contain one or more than one alcohol.
[0173] In a preferred embodiment of composition (F) according to the present invention, each of p is an integer in the range of 1 to 350, or each of p is an integer in the range of 1 to 300, or each of p is an integer in the range of 1 to 250, or each of p is an integer in the range of 1 to 200, or each of p is an integer in the range of 1 to 150, or each of p is an integer in the range of 1 to 100, or each of p is an integer in the range of 1 to 50, or each of p is 1 Each of p is an integer in the range of 40, or each of p is an integer in the range of 1 to 30, or each of p is an integer in the range of 1 to 20, or each of p is an integer in the range of 1 to 15, or each of p is an integer in the range of 1 to 10, or each of p is an integer in the range of 1 to 8, or each of p is an integer in the range of 1 to 6, or each of p is an integer in the range of 1 to 4, or each of p is an integer selected from 1, 2 or 3. Preferably, each of p is an integer selected from 1 or 2.
[0174] In a preferred embodiment of composition (F) according to the present invention, R 40 Each of these is independently selected from hydrogen, methyl, or ethyl. Preferably, R 40 Each of these is independently selected from hydrogen or methyl.
[0175] In a preferred embodiment of composition (F) according to the present invention, R 41 Each of them is independently selected from hydrogen or methyl. Preferably, R 41 Each of them is hydrogen. The preferred alcohols of general formula (III) detailed above may be 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.
[0176] As will be discussed in more detail below, at least one alcohol ensures good miscibility of the fixative (Fix) detailed above with the other ingredients in composition (F), in particular with the auxiliary fixative (cF) detailed above, and at least one fragrance component different from the auxiliary fixative (cF) detailed above.
[0177] The inventors have found that the alcohol of formula (III1) described herein is particularly preferred due to its ability to completely or almost completely solubilize the fixative (Fix) detailed above.
[0178] [ka]
[0179] (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. - R 40 Each of these is independently selected from hydrogen, methyl, ethyl, or OH. - R 41 Each of these is independently selected from hydrogen, methyl, or ethyl. - R 42Each of these is independently selected from methyl or OH. In a preferred embodiment of composition (F) according to the present invention, each of p is an integer selected from 1 or 2.
[0180] In a preferred embodiment of composition (F) according to the present invention, each of q is an integer selected from 1 or 2. In a preferred embodiment of composition (F) according to the present invention, R 40 Each of these is independently selected from hydrogen, methyl, or ethyl. Preferably, R 40 Each of these is independently selected from hydrogen or methyl.
[0181] In a preferred embodiment of composition (F) according to the present invention, R 41 Each of them is independently selected from hydrogen or methyl. Preferably, R 41 Each of them is hydrogen. In a preferred embodiment of composition (F) according to the present invention, R 42 It is OH.
[0182] A preferred alcohol of formula (III1) described above for nearly or completely solubilizing the fixative (Fix) described above may be 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, or 2-methyl-2,4-pentanediol.
[0183] It will be further understood that all definitions and preferences set forth above for at least one alcohol are equally applicable to this embodiment and all further embodiments described below.
[0184] As described above, if at least one alcohol according to general formula (III) detailed above is present in composition (F) detailed above, the weight ratio of the at least one alcohol to the fixative (Fix) is at least 1 to 20.
[0185] In the context of the present invention, the expression "at least one alcohol is present such that the weight ratio of at least one alcohol to the fixative (Fix) is at least 1 to 20" refers to the amount of alcohol if composition (F) contains only one alcohol according to general formula (III), or to the total amount of alcohol if composition (F) contains more than one alcohol according to general formula (III). Therefore, if more than one alcohol according to general formula (III) is present, it is essential that this is the total amount of each of the alcohols that satisfies the requirement that the weight ratio of at least one alcohol to the fixative (Fix) is at least 1 to 20.
[0186] Advantageously, the weight ratio of at least one alcohol pair according to general formula (III) detailed above to the fixative (Fix) detailed above is at least 1 to 17, or at least 1 to 14, or at least 1 to 12, or at least 1 to 10, or at least 1 to 7, or at least 1 to 5.
[0187] It is further understood that the upper limit of the weight ratio of at least one alcohol according to general formula (III) detailed above to the fixative (Fix) detailed above is not important. Preferably, the weight ratio of at least one alcohol to the fixative (Fix) is at most 20 to 1, or at most 15 to 1, or at most 10 to 1, or at most 7 to 1, or at most 4 to 1, or at most 1 to 1, or at most 1 to 2.
[0188] In preferred embodiments of composition (F) of the present invention, the weight ratio of at least one alcohol according to general formula (III) as detailed above to the fixing agent (Fix) as detailed above is (1:17) to (20:1), or (1:14) to (15:1), or (1:12) to (10:1), or (1:10) to (10:1), or (1:7) to (7:1), or (1:7) to (4:1), or (1:5) to (1:1), or (1:5) to (1:2).
[0189] According to the present invention, composition (F) further comprises at least one fragrance component, the fragrance component being different from the auxiliary fixing agent (cF) described in detail above. Composition (F) according to the present invention may contain all kinds of fragrance components of natural and / or synthetic origin, wherein the fragrance components are of formula (II) as detailed above. A ) from equation (II H It is understood that these are different from auxiliary fixatives (cF) selected from among the auxiliary fixatives of ). These fragrance components are well known to those skilled in the art of fragrance and / or aromatic consumer products and are described in detail, for example, Perfume Flavors and Chemicals, Vol. I and II, S. Arctander (1969) and Ullmann's Encyclopedia of Industrial Chemistry, Laundry Detergents, Smulders, E. et al. (2007).
[0190] As used herein, the term “at least one fragrance component” shall be understood to mean individual or single fragrance components or substances, as well as mixtures thereof.
[0191] It is common for multiple fragrance components to be present in composition (F). Preferably, composition (F) of the present invention comprises two or more, preferably three or more, more preferably four or more, more preferably five or more, more preferably six or more, or even seven or more different fragrance components.
[0192] Suitable fragrance components for use in composition (F) according to the present invention include, but are not limited to, aldehyde fragrance components, ketone fragrance components, Schiff bases, and other natural, synthetic, or artificial fragrance components, such as, for example, the fragrance raw materials and fragrance components described in US7,601,681B2, among others.
[0193] Non-limiting examples of suitable fragrance components for use in composition (F) detailed above include: anethole, benzaldehyde, decylaldehyde, pentyl(amyl)acetate, benzyl acetate, benzyl alcohol, benzyl formate, benzyl propionate, isobornyl acetate, camphene, citral, cis-citral(neral), citronellal, citronellol, citronellyl acetate, para-cymene, decanal, dihydrolinalool, dihydromyrcenolate, dimethylphenylcarbinol, eucalyptol, trans-cito Lar (geranial), geraniol, geranyl acetate, geranyl nitrile, helional, cis-3-hexenol, cis-3-hexenyl acetate, phenylethyl acetate, dihydrocitronellal, D-limonene, L-limonene, linalool oxide, tetrahydrolinalool, linalyl acetate, linalyl propionate, ethyl anthranilate, methyl anthranilate, alpha-methyl ionone, methyl nonylacetaldehyde, methyl benzylcarbyl acetate, L-menthyl acetate DL-Isomenthone, Myrcene, Myrcenyl Acetate, Myrcenol, Nerol, Neryl Acetate, Nonyl Acetate, Prenyl Acetate, 2-Phenylethanol, Phenylacetaldehyde, Alpha-Pinene, Beta-Pinene, Gamma-Terpinene, Alpha-Terpineol, Beta-Terpineol, Alpha-Terpinyl Acetate, (4-Tert-Butylcyclohexyl) Acetate, (E)-Alpha-Damascone, (E)-Beta-Damascone, Undecylenate Aldehyde, Alpha-Pentyl Cinnamaldehyde, Isoamyl Salicylate , beta-caryophyllene, alpha-cedrene, cinnamyl alcohol, cymal, dimethylbenzylcarbinyl acetate, dimethylbenzylcarbinol, ethyl vanillin, eugenol, iso-eugenol, dihydro-norcyclopentadienyl acetate, dihydro-norcyclopentadienylpropionate, heliotropin, cyclohexyl salicylate, hexyl salicylate, alpha-isomethylionone, nerolidol, patchouli alcohol, 6-phenyl-1-hexanol, beta-selinene, (2,2,2-Trichloro-1-phenylethyl) acetate, trimethyl citrate, vanillin, 3,4-dimethoxybenzaldehyde, benzophenone, benzyl salicylate, ethylene brassirate, galaxolide (trade name 1,3,4,6,7,8-hexahydro-4,6,6,7,8,8-hexamethylcyclopentagamma-2-benzopyran), hexyl cinnamic aldehyde, 4-(4-hydroxy-4-methylpentyl)cyclohexa-3-ene-1-carbaldehyde (lyral), methyl cedyl ketone, dihydroisojasmonate, dihydro Methyl jasmonate, beta-naphthylmethyl ketone, musc indanone, musk ketone, musk tibeten, 2-phenylethyl 2-phenylacetate, methyl 2,4-dihydroxy-3,6-dimethylbenzoate, cyclopentanoacetate 3-oxo-2-pentyl-methyl ester (Hedione), propane-2-enyl 2-(3-methylbutoxy)acetate (amyl allyl glycolate), Iso E Super (trade name for 1-(1,2,3,4,5,6,7,8-octahydro-2,3,8,8-tetramethyl-2-naphthalenyl)-ethanone), kayl Ethyl cereal, ethyl dihydrocinnamate, bangalol, 2,4,6-trimethylbenzaldehyde, 2,6-dimethyl-2-heptanol, phenethyl isobutyrate, ethylhexyl ketone, butyl propyl ketone, propyl amyl ketone, ethyl amyl ketone, dibutyl ketone, heptyl methyl ketone, hexyl methyl ketone, 4,5-dihydrotoluene, caprylic acid aldehyde, isopropyl benzoate, cyclohexanepropionic acid, L-carbone, camphorene aldehyde, caprylic acid, caprylic alcohol, cumin aldehyde D, 1-ethyl-4-nitrobenzene, heptyl formate, 4-isopropylphenol, 2-isopropylphenol, 3-isopropylphenol, 4-methyl-1-phenyl-2-pentanone, 2-propylfuran, allyl caproate, styrene, isoeugenol methyl ether, eugenol methyl ether, indonaphthene, diethyl suberate, L-menthone, para-cresyl isobutyrate, butyl butyrate, ethyl hexanoate, propyl valerate, n-pentyl propanoate, 2,6-xylenol, 2,4-xylenol, 2,5-xylenol, 3,Contains 5-xylenol, 2,3-xylenol, 3,4-xylenol, hexylmethyl ether, benzyl ethyl ether, methyl cinnamate, di-isobutyl ketone, ethyl benzoate, 2-methylmethyl benzoate, 4-methylmethyl benzoate, 3-methylmethyl benzoate, sec-butyl n-butyrate, ethyl para-anisate, 2-ethyl-1-hexanol, benzyl isobutyrate, 2-ethylbutyl acetate, isobutyl isobutanoate, propyl isovalerate, lepidine, 2-ethylbenzaldehyde, 4-ethylbenzaldehyde, ortho-ethylphenol, para-ethylphenol, meta-ethylphenol, para-isopropylbenzyl alcohol, 2-ethylhexanal, ethylamylcarbinol, (+)-pulegone, coumarone, trans-3,3,5-trimethylcyclohexanol, and fenquil alcohol.
[0194] In one embodiment of composition (F) according to the present invention, highly water-soluble fragrance components should preferably be avoided in order to increase fragrance adhesion and lifespan. The water solubility of a fragrance component can be determined from the calculated octanol / water partition coefficient of the fragrance component, which is expressed as cLogP. The cLogP value of a fragrance component is the logarithm calculated from the partition coefficient of the fragrance component between octanol and water. A higher cLogP value indicates higher hydrophobicity. The cLogP value of a fragrance component can be calculated from the molecular structure of the fragrance component using commercially available software, for example, ChemDraw Professional 17 Suite, available from PerkinElmer Informatics. Generally, a higher cLogP value indicates a longer lifespan for the fragrance component.
[0195] Non-limiting examples of suitable fragrance components having a cLogP value of 2.0 or higher include, in particular, iso-E super, citronellol, ethyl cinnamate, bangalol, 2,4,6-trimethylbenzaldehyde, hexyl cinnamic aldehyde, 2,6-dimethyl-2-heptanol, diisobutylcarbinol, para-cymene, dihydromyrcenolate, ethyl salicylate, phenethyl isobutyrate, ethylhexyl ketone, propyl amyl ketone, dibutyl ketone, heptyl methyl ketone, prop-2-enyl-2-( 3-Methylbutoxy)acetate (amylally glycolate), 4,5-dihydrotoluene, caprylic acid aldehyde, citral, geranial, neral, isopropyl benzoate, cyclohexanepropionic acid, levorotonic carvone, camphorene aldehyde, caprylic acid, caprylic alcohol, cumin aldehyde, 1-ethyl-4-nitrobenzene, heptyl formate, 4-isopropylphenol, 2-isopropylphenol, 3-isopropylphenol, allyl disulfide, 4-methyl-1-phenyl 2-Pentanone, 2-Propylfuran, Allyl Caproate, Styrene, Isoeugenol Methyl Ether, Indonaphthene, Diethyl Suberate, l-Menthon, Menthone Racemic Mixture, p-Cresyl Isobutyrate, Butyl Butyrate, Ethyl Hexanoate, Propyl Valerate, n-Pentyl Propanate, Hexyl Acetate, Methyl Heptanoate, trans-3,3,5-Trimethylcyclohexanol, 3,3,5-Trimethylcyclohexanol, Ethyl p-Anisate, 2-Ethyl-1-Hexanol, Benzyl Isobutyrate, 2,5-Dimethylthiophene, Isobutyl 2-Butenoate, Caprylnitrile, Isobornyl Acetate, Carvacrol, Nerol, Geraniol, cis-Jasmon, Indole, Methyl Dihydrojasmonate, 1-Vinylheptanol, Eucalyptol, 4-Terpineol, Dihydrocarbeol, Ethyl 2-Methoxybenzoate, Ethyl Cyclohexanecarboxylate, 2-Ethylhexanal, Galaxolide (1,3,4,6,7,8-Hexahydro-4,6,6,7,8,8-Hexamethylcyclopentagamma-2-benzopyran (trade name), ethylamylcarbinol, 2-octanol, ethylmethylphenylglycidate, diisobutylketone, coumarone, propyl isovalerate, isobutyl butyrate, isopentyl propanoate, 2-ethylbutyl acetate, 6-methyltetrahydroquinoline, eugenyl methyl ether, ethyldihydrocinnamate, 3,5-dimethoxytoluene, toluene, ethyl benzoate, n-butyrophenone, alpha-terpineol, geranium acetate Nyl, Linalyl Acetate, Vertenex, d-Limonene, Methyl 2-Methylbenzoate, Methyl 4-Methylbenzoate, Methyl 3-Methylbenzoate, sec. Butyl n-Butyrate, 1,4-Cineole, Fenquil Alcohol, Pinanol, cis-2-Pinanol, 2,4-Dimethylacetophenone, Eugenol, Isoeugenol, Safrole, Methyl 2-Octinate, o-Methylanisole, p-Cresyl Methyl Ether, Methyl-n-Methylanthranilate, Cyclopen 3-oxo-2-pentyl methyl tanacetate (hedione), ethyl anthranilate, linalool, phenyl butyrate, ethylene glycol dibutyrate, diethyl phthalate, phenyl mercaptan, cumix alcohol, m-tholquinoline, 6-methylquinoline, lepidine, 2-ethylbenzaldehyde, 4-ethylbenzaldehyde, o-ethylphenol, p-ethylphenol, m-ethylphenol, (+)-pulegone, 2,4-dimethylbenzaldehyde, isoxylaldehyde It contains ethyl sorbate, benzyl propionate, 1,3-dimethylbutyl acetate, isobutyl isobutanoate, 2,6-xylenol, 2,4-xylenol, 2,5-xylenol, 3,5-xylenol, methyl cinnamate, hexyl methyl ether, benzyl ethyl ether, methyl salicylate, butyl propyl ketone, ethyl amyl ketone, hexyl methyl ketone, 2,3-xylenol, 3,4-xylenol, cyclopentadenalide, and phenylethyl 2-phenyl acetate.
[0196] The vapor pressure and boiling point of the relevant fragrance components are also important parameters to ensure that the fragrance components do not evaporate rapidly. High-boiling-point fragrance components evaporate more slowly, resulting in a longer-lasting fragrance perception. Vapor pressure and boiling point can be calculated using one of the commercially available software programs, for example, ACD software ACD / Boiling Point calculator version 4.0. Alternatively, boiling point and vapor pressure can be measured by thermal analysis, for example, according to ASTM E1782. In addition to the calculation or measurement of vapor pressure and boiling point, either can be found in various references, for example, various editions of the CRC Handbook of Chemicals and Physics, and the Chemical Properties Handbook, edited by Carl L. Yaw, McGraw-Hill Publishing Company, 1999.
[0197] Non-limiting examples of suitable fragrance components having a cLogP value of 2.0 or higher and a boiling point of 250°C or higher include, in particular, allylcyclohexanepropionate, amyl benzoate, amyl cinnamate, amyl cinnamaldehyde, amyl cinnamaldehyde dimethyl acetal, isoamyl salicylate, aurantiol (trade name for hydroxycitronellal-methylanthranilate), benzophenone, cyclopentaneacetate 3-oxo-2-pentyl-methyl ester (Hedione), benzyl salicylate, para-tert- Butylcyclohexyl acetate, isobutylquinolone, beta-caryophyllene, cadinene, cedrol, cedyl acetate, cedyl formate, cinnamyl cinnamate, cyclohexyl salicylate, cyclamenaldehyde, dihydroisojasmonate, diphenylmethane, diphenyl oxide, Iso E Super (trade name for 1-(1,2,3,4,5,6,7,8-octahydro-2,3,8,8-tetramethyl-2-naphthalenyl)-ethanone), ethylene brassirate, ethylmethylphenylglycidate, ethyl undecylenate, gas Laxolide (trade name 1,3,4,6,7,8-hexahydro-4,6,6,7,8,8-hexamethylcyclopentagamma-2-benzopyran), eugenol, iso-eugenol, indole, methyl cinnamate, methyl dihydrojasmonate, methyl methyl-n-anthranilate, beta-methylnaphthylketone, geranyl anthranilate, geranylphenyl acetate, hexenyl salicylate, hexyl cinnamic aldehyde, hexyl salicylate, alpha-ylon, lilial (para-tert-butyl-al). Contains pha-methylhydrocinnamic aldehyde (trade name), linalyl benzoate, 2-methoxynaphthalene, methyldihydrojasmone, gamma-n-methylionone, musc indanone, musk ketone, musc tibetine, myristicin, patchouli alcohol, phantolide (trade name 5-acetyl-1,1,2,3,3,6-hexamethylindan), phenylethyl benzoate, phenylethyl phenylacetate, phenylheptanol, phenylhexanol, alpha-santalol, vetiveryl acetate, yara-yara, and ylangen.
[0198] In an alternative embodiment of composition (F) according to the present invention, the average cLogP value of all fragrance components in composition (F) is 2.0 or higher, or 2.5 or higher, or 2.75 or higher, or 3.0 or higher.
[0199] The average cLogP value is determined by summing the cLogP values of all fragrance components in composition (F) and dividing by the number of fragrances. It will be further understood that all definitions and preferences set forth above for at least one fragrance component apply equally to this embodiment and all further embodiments described below.
[0200] As described above, the amount of at least one fragrance component is at least 1.00 wt.% of the total weight of composition (F), and the fragrance component is different from the auxiliary fixing agent (cF) detailed above.
[0201] In the context of the present invention, the expression "at least 1.00 wt.% of at least one fragrance component" refers to the amount of a fragrance component if composition (F) contains only one fragrance component, or to the total amount of fragrance components if composition (F) contains more than one fragrance component. Therefore, if more than one fragrance component is present, this must be the sum of the amounts of each of the fragrance components, which is at least 1.00 wt.% of the total weight of composition (F).
[0202] Advantageously, the amount of at least one fragrance component is at least 5.00 wt.%, or at least 10.00 wt.%, or at least 12.50 wt.%, or at least 15.00 wt.%, relative to the total weight of composition (F), and the fragrance component is different from the auxiliary fixative (cF) detailed above.
[0203] The upper limit of the amount of at least one fragrance component is not significant, and it is further understood that the fragrance component is different from the auxiliary fixative (cF) detailed above. Preferably, the amount of at least one fragrance component is less than 70.00 wt.%, or less than 55.00 wt.%, or less than 40.00 wt.%, or less than 30.00 wt.%, relative to the total weight of composition (F), and the fragrance component is different from the auxiliary fixative (cF) detailed above.
[0204] In preferred embodiments of composition (F) of the present invention, at least one fragrance component is present in an amount of 5.00 to 70.00 wt.% of the total weight of composition (F), or in an amount of 10.00 to 55.00 wt.% of the total weight of composition (F), wherein the fragrance component is different from the auxiliary fixative (cF) detailed above.
[0205] Depending on the final use of composition (F) as detailed above, composition (F) may further contain water. Preferably, if composition (F) contains water, desalinated water is used. Typically, the amount of water present in composition (F) as detailed above is between 0.00 wt.% and 25.00 wt.%, or between 0.00 wt.% and 20.00 wt.%, or between 0.00 wt.% and 15.00 wt.%, or between 0.00 wt.% and 10.00 wt.%, or between 0.00 wt.% and 5.00 wt.%, relative to the total weight of composition (F).
[0206] Another aspect of the present invention is a method for producing composition (F) as detailed above. It will be further understood that all of the above definitions and preferences apply equally to all of the further embodiments described below.
[0207] Composition (F) of the present invention can be prepared by a variety of methods known in the art. Several methods known in the art are fully usable for producing composition (F) of the present invention. In one embodiment of the present invention, a method for producing the composition (F) detailed above is provided, which is based on the general formula (I) detailed above. F At least one fixing agent (Fix) according to formula (II) detailed above. A ) from equation (II H The step of thoroughly mixing at least one auxiliary fixing agent (cF) selected from among the auxiliary fixing agents of ), optionally at least one alcohol according to general formula (III) detailed above, at least one fragrance component, and optionally water, wherein the at least one fragrance component is different from the auxiliary fixing agent (cF) detailed above.
[0208] In a preferred embodiment, a method for producing the composition (F) detailed above is: - Fixing agents (Fix) detailed above, in amounts of 12.00 to 65.00 wt.%, or 14.00 to 60.00 wt.%, or 16.00 to 55.00 wt.%, or 16.00 to 50.00, or 18.00 to 45.00, or 18.00 to 40.00, or 20.00 to 35.00, or 20.00 to 30.00. - 5.00 to 45.00 wt.%, or 7.50 to 40.00 wt.%, or 7.50 to 35.00 wt.%, or 10.00 to 30.00 wt.%, or 10.00 to 25.00 wt.%, or 12.50 to 20.00 wt.%, as detailed above, - At least one alcohol of any choice, according to general formula (III) detailed above, wherein the weight ratio of the at least one alcohol to the fixative (Fix) detailed above is at least 1 to 20, or at least 1 to 17, or at least 1 to 14, or at least 1 to 12, or at least 1 to 10, or at least 1 to 7, or at least 1 to 5, - At least 5.00 wt.%, or at least 10.00 wt.%, or at least 12.50 wt.%, or at least 15.00 wt.%, of at least one fragrance component different from the auxiliary fixatives (cF) detailed above. - Optional water The step includes thoroughly mixing the ingredients, All wt.% values are relative to the total weight of composition (F).
[0209] Typically, the step of thoroughly mixing, as detailed above, can be carried out using conventional mixers and blenders, high-intensity mixers and electric stirrers.
[0210] Those skilled in the art will understand that the step of thorough mixing is carried out in accordance with general practice, for example, using optimal time, speed, weight, volume and batch size. In a preferred embodiment of the method for producing composition (F) detailed above, the fixative (Fix) is first completely or nearly completely dissolved in at least a portion of an alcohol having formula (III1) detailed above, and then mixed with the auxiliary fixative (cF) detailed above, at least one fragrance component different from the auxiliary fixative (cF) detailed above, and optional water, so that the fixative (Fix) exhibits good miscibility with the other ingredients.
[0211] The preferred alcohol of formula (III1) detailed above may be selected from ethanol, propanol, isopropanol, 1-butanol, ethylene glycol, diethylene glycol, propylene glycol, dipropylene glycol, tripropylene glycol, 1,3-butanediol, 1,2-butanediol, 2,3-butanediol, 2-methyl-1,2-propanediol, 2-methyl-1,3-propanediol, glycerol, or 2-methyl-2,4-pentanediol to substantially or completely solubilize the fixative (Fix) detailed above.
[0212] Generally, a fixative (Fix) and at least one alcohol having formula (III1) detailed above form a solution in which the weight ratio of fixative (Fix) having formula (III1) detailed above to at least one alcohol is in the range of (20:1) to (1:20), or (15:1) to (1:15), or (10:1) to (1:10), or (5:1) to (1:5).
[0213] It will be further understood that all of the above definitions and preferences apply equally to all of the further embodiments described below. In another aspect, the present invention relates to a diluted composition (F) [hereinafter referred to as composition (F D Regarding the above composition (F D ) comprises the composition (F) and diluent [hereinafter referred to as diluent (dil)] described in detail above.
[0214] Suitable diluents (dil) for use in the present invention include, in particular, water and / or organic solvents. If the diluent is an organic solvent, the organic solvent may be equal to or different from at least one alcohol according to general formula (III) as detailed above. Non-limiting examples of organic solvents different from at least one alcohol according to general formula (III) include, among others, esters such as methyl acetate, ethyl acetate and n-butyl acetate, acetone, paraffin and medium-chain triglycerides (MCTs).
[0215] The composition of the present invention (F D ) can be prepared by a variety of methods known to those skilled in the art. For example, composition (F D ) is obtained by diluting the composition (F) described in detail above with the diluent described in detail above.
[0216] Preferably, the composition (F) described in detail above. DIn this case, the weight ratio of composition (F) described above to diluent (dil) described above is equal to 1 to 10, or at least 1 to 10, or equal to 1 to 100, or at least 1 to 100, or equal to 1 to 1000, or at least 1 to 1000, or equal to 1 to 10000, or at least 1 to 10000, or at least 1 to 10000.
[0217] It will be further understood that all of the above definitions and preferences apply equally to all of the further embodiments described below. Further aspects of the present invention include the composition (F) detailed above, or the composition (F) detailed above. D It is a personal care and home care formulation that includes ).
[0218] Non-exclusive examples of personal care formulations include, among others, fragrances, deodorants, antiperspirants, antiperspirant / deodorants, body splashes, shaving products, skin creams, skin cleansing formulations, skin lotions, moisturizers, toners, liquid soaps, bath products, shower gels, cleansing products, shampoos, conditioners, mousses, styling gels, hair sprays, hair dyes, hair color products, hair bleaches, weaving products, hair straighteners, manicures, nail polish removers, nail creams and lotions, cuticle softeners, sunscreens, insect repellents and anti-aging products, lipsticks, foundations, face powders, eyeliners, eyeshadows, blushes, makeup, pet grooming products, and mascaras.
[0219] Non-limiting examples of household formulations include, among others, laundry detergents, fabric softeners, scent boosters, fabric fresheners, dishwashing solutions, wood and furniture polishes, floor polishes, tub and tile cleaners, toilet bowl cleaners, cleaners for hard surfaces, such as synthetic polymer surfaces, natural stone, wood, tile or porcelain, kitchen cleaners, bathroom cleaners, floor cleaners, oven cleaners, window cleaners, anti-fogging agents, drain cleaners, automatic dishwasher detergents and sheeting agents, carpet cleaners, prewash spotters, rust cleaners, automotive care products, leather cleaners, leather conditioners, room air fresheners, odor masking agents and scale removers.
[0220] Within the scope of the present invention, the amount of composition (F) described above contained in the personal and home care formulations, or composition (F) described above D The amount of ) can vary widely depending on the specific personal and home care formulation, depending on the target and desired properties for the personal and home care applications to be achieved.
[0221] Generally, the amount of composition (F) of the present invention as detailed above in the personal and home care formulations or composition (F) as detailed above D The amount of ) may vary from 0.01 wt.% to 100.00 wt.% or from 0.10 wt.% to 80.00 wt.% or from 0.20 wt.% to 60.00 wt.% relative to the total weight of the personal and home care formulations.
[0222] According to one embodiment of the present invention, the personal and home care formulations detailed above may further comprise at least one surfactant. In the context of this invention, the expression "at least one surfactant" is intended to represent one or more than one surfactants. Mixtures of surfactants may also be used for the purposes of this invention. Hereafter, the term "surfactant" will be understood in both the plural and singular forms with respect to the purposes of this invention.
[0223] Where present in the personal and home care formulations detailed above, surfactants can preferably be used to stabilize these formulations, resulting in the mixture maintaining a single liquid phase.
[0224] Suitable surfactants are well known to those skilled in the art of personal and home care formulations. Suitable surfactants include, but are not limited to, nonionic surfactants, anionic surfactants, cationic surfactants, amphoteric surfactants, and combinations thereof.
[0225] Non-exclusive examples of cationic surfactants include, in particular, cetrimonium bromide, cetylpyridinium chloride, benzalkonium chloride, benzethonium chloride, dimethyldioctadecylammonium chloride, dioctadecylmethylammonium bromide, ditallowdimethylammonium methyl sulfate, di(tallow)dimethylammonium methyl sulfate, di(tallow)dimethylammonium chloride, distearyldimethylammonium methyl sulfate, dicocodimethylammonium methyl sulfate, di(tallow)dimethylimidazolinium methyl sulfate, 1-ethylene-bis(2-tallow-1-methyl)imidazolinium methyl sulfate, methyl-bis(tallowamidoethyl)-2-hydroxyethylammonium methyl sulfate, and methyl bi(tallowamidoethyl)-2-hydroxypropylammonium methyl sulfate. This includes methylsulfate, N,N-di(taro oil-oxy-ethyl)-N,N-dimethylammonium methyl sulfate, N,N-di(taro oil-oxy-propyl)-N,N-dimethylammonium methyl sulfate, octyltrimethylammonium hydroxide, dodecyltrimethylammonium hydroxide, hexadecyltrimethylammonium hydroxide, octyldimethylbenzylammonium hydroxide, decyldimethylbenzylammonium hydroxide, dioctadecyldimethylammonium hydroxide, beephthalooltrimethylammonium hydroxide, and coconut oiltrimethylammonium hydroxide.
[0226] Non-exclusive examples of anionic surfactants include, among others, ammonium lauryl sulfate, sodium lauryl sulfate, sodium dodecyl sulfate, sodium laureth sulfate, sodium myreth sulfate, sodium dioctyl sulfosuccinate, perfluorooctanesulfonate, perfluorobutanesulfonate, alkyl-aryl ether phosphates, alkyl ether phosphates, hexylbenzenesulfonic acid, octylbenzenesulfonic acid, decylbenzenesulfonic acid, dodecylbenzenesulfonic acid, and myristylbenzenesulfonic acid.
[0227] Non-exclusive examples of amphoteric surfactants include, in particular, alkyl betaines, alkyldimethyl betaines, alkylamido betaines, alkylamide betaines, alkylamidopropyl betaines, alkyldimethylammonium betaines, alkylamidopropyl betaines, alkyl sulfobetaines; alkyl, alkyl amphoglycinates, alkyl amphocarboxyglycinates, alkyl or alkyl-substituted imidazoline monocarboxylates, alkyl or alkyl-substituted imidazolidicarboxylates, sodium salts of alkyl monocarboxylates, alkyl beta amino acids, alkylamidopropyl hydroxysultaines, alkyl ether hydroxysultaines This includes alkylamidopropyldimethylammonium acetate, alkylamphomonoacetate, alkylamphodiaacetate, alkyldipropionate, alkylamphodipropionate, alkyliminodipropionate, alkylamphopropionate, alkylbetaaminopropionic acid, alkyldipropionate, alkylbetaiminodipropionate, branched or n-alkyldimethylamidopropionate, alkylcarboxylated propionate, alkylimidazoline, methylalkylimidazoline, and fluorinated alkyl amphoteric mixtures.
[0228] Non-exclusive examples of nonionic surfactants generally include polyethoxylated fatty acids, vegetable oils, aliphatic alcohols, alcohol alkoxylates, alkoxylated alkyl alcohols, polyoxyethylene alkyl alcohols, polyol esters of fatty acids, polyoxyethylene esters of fatty acids, fatty acid amides, polyoxyethylene fatty acid amides, polyalkylene oxide block copolymers, and ethoxylated alkyl mercaptans.
[0229] Preferred nonionic surfactants include octaethylene glycol monododecyl ether, pentaethylene glycol monododecyl ether, nonoxynol, polyoxyethylene octylphenyl ether, polyethoxylated tallow amine, cocoamide monoethanolamine, cocoamide dietolamine, poloxamer, glycerol monostearate, glycerol monolaurate, sorbitan monolaurate, sorbitan monostearate, sorbitan tristearate, polyethylene glycol (20) sorbitan monolaurate (i.e., PEG (20) sorbitan monolaurate or Tween 20) These may be selected from polyethylene glycol (20) sorbitan monostearate, polyoxyethylene (20) sorbitan monooleate, polyoxyethylene (20) sorbitan monopalmitate, decyl glucoside, lauryl glucoside, octyl glucoside, lauryl dimethylamine oxide, Brij (trademark), glycerol, glyceryl polyethylene glycol ricinoleate (PEG) with a number of ethylene oxide units ranging from 2 to 200, polyglyceryl esters, polyglyceryl monooleate, decaglyceryl monocaprylate, propylene glycol dicaprylate, triglyceryl monostearate, and hydrogenated and ethoxylated castor oil.
[0230] With regard to the amount of surfactant, it will be understood by those skilled in the art that the surfactant is used in a suitable amount in accordance with the standard and general practice known to those skilled in the art. Typically, the amount of surfactant, when present in the personal and home care formulations, is 0.01 wt.% to 50.00 wt.%, or 0.20 wt.% to 40.00 wt.%, or 1.00 wt.% to 30.00 wt.%, or 2.00 wt.% to 20.00 wt.%, relative to the total weight of the personal and home care formulations.
[0231] According to one embodiment of the present invention, the personal and home care formulations detailed above may further include at least one additional ingredient [hereinafter referred to as ingredient (Ic)] that improves appearance, storage, transport, handling and / or performance.
[0232] In the context of this invention, the expression “at least one additional ingredient [hereinafter referred to as ingredient (Ic)]” is intended to represent one or more than one ingredient (Ic). Mixtures of ingredient (Ic) may also be used for the purposes of this invention. Hereafter, the expression “ingredient (Ic)” will be understood in both plural and singular forms with respect to the purposes of this invention.
[0233] The ingredients (Ic) of personal and home care formulations are known to those skilled in the art. Non-limiting examples of ingredients (Ic) include, in particular, pH modifiers, e.g., hydrochloric acid, lactic acid, citric acid, acetic acid, tartaric acid, succinic acid or malic acid; preservatives, e.g., bactericides, disinfectants; thickeners, pH buffers; inorganic or organic salts, e.g., water-soluble potassium, sodium, calcium or magnesium salts; fluorescent whitening agents; fabric crisping agents; viscosity modifiers; viscosity donating agents; antioxidants; vitamins; spotting agents; colorants; dyes, e.g., shading dyes, direct dyes, acid dyes, hydrophobic dyes, reactive dyes or dye conjugates; dye fixatives or dye migration inhibitors; fatty complexing agents; softeners; fragrance carriers; retinoids; silicones; hydrotropes; anti-redeposition agents; and soil-release agents. This includes agents, polymer electrolytes, shrinkage inhibitors, wrinkle inhibitors, antioxidants, defoamers, enzymes, reducing agents, herbal extracts, viscosity modifiers, pigments, sunscreen or sunblock compounds, rust removers, draping agents, antistatic agents, ironing aids, pearlisers and / or opacifiers, wet soiling reduction agents, such as polyorganosiloxanes, natural oils / extracts, processing aids, such as electrolytes, sanitizing agents, such as antimicrobial and antifungal agents, skin benefit agents, skin conditioners, moisturizers, and fillers, such as fumed silica, precipitated silica, clay, carbon black, silicone resins, or calcium carbonate.
[0234] With regard to the amount of additional raw materials (Ic), it will be understood by those skilled in the art that the additional raw materials (Ic) are used in a suitable amount in accordance with standard and general practices known to those skilled in the art. Typically, the amount of raw material (Ic), when present in the personal and home care formulations, is between 0.05 wt.% and 20.00 wt.% or between 0.10 wt.% and 10.00 wt.% or between 0.10 wt.% and 5.00 wt.% of the total weight of the personal and home care formulations.
[0235] It will be further understood that all of the above definitions and preferences apply equally to all of the further embodiments described below. Further aspects of the present invention relate to compositions (F) detailed above for producing personal and home care formulations, or compositions (F) detailed above. D This is the use of ). [Examples]
[0236] The present invention is described in more detail below with reference to the following examples, and the examples are for illustrative purposes only and are not intended to limit the scope of the present invention. General procedure for preparing composition (F) for GC-MS experiments: Example 1 (Ex1) was prepared by mixing and homogenizing all the various components listed and enumerated in Table 1 in a clean container until complete dissolution was achieved. The mixing of the various components was carried out using an electric stirrer.
[0237] Next, in order to perform the measurement experiment, Example 1 (Ex1) was diluted with ethanol and water, as listed in Table 1. D (Ex1 D ) was obtained. Example 2 listed in Table 1 D ~3 D (Ex2 D From Ex3 D ) and Comparative Example 4 D ~9 D (CEx4 D From CEx9 D ) refers to Example 1 (Ex1) and Example 1 D (Ex1 DPrepared in the same manner as in Example 2-3 (Ex2 to Ex3) and Comparative Examples 4-9 (CEx4 to CEx9) (not shown) using ethanol and water, then diluted to Example 2 D ~3 D (Ex2 D From Ex3 D ) and Comparative Example 4 D ~9 D (CEx4 D From CEx9 D ) was obtained.
[0238] Example 1 D ~3 D (Ex1 D From Ex3 D ) and Comparative Example 4 D ~7 D (CEx4 D From CEx7 D Regarding equation (I F1 The fixative used was sucrose isobutyrate acetate, available as SAIB-100 from Eastman Chemical Company. The approximate ratio of acetate to isobutyrate ester groups in SAIB-100 is 2:6.
[0239] Comparative Example 8 D (CEx8 D Regarding equation (I F1 No fixing agents (Fix) are used. Comparative Example 9 D (CEx To D Regarding equation (I F1 Instead of a fixative (Fix) from Merck (Sigma Aldrich), sucrose octaacetate, item code 252603-250G, commercially available from Merck (Sigma Aldrich), was used.
[0240] Example 1 D (Ex1 D ) and Comparative Example 8 D ~9 D (CEx8 D From CEx9 D) is commercially available as a mixture of (R)- and (S)-enantiomers, containing 0.625 wt.% of formula (II A1-1f Auxiliary fixing agent (cF) (CAS 706-14-9) and 0.625 wt.% of formula (II H1-1 An auxiliary fixing agent (cF) (CAS 91-64-5) is used.
[0241] Example 2 D (Ex2 D In ) a mixture of (R)- and (S)-enantiomers is commercially available in a quantity of 1.52 wt.% of formula (II A1-1f Auxiliary fixing agent (cF) (CAS 706-14-9) and 1.52 wt.% of formula (II H1-1 An auxiliary fixing agent (cF) (CAS 91-64-5) is used.
[0242] Example 3 D (CEx3 D In ) a mixture of (R)- and (S)-enantiomers is commercially available in a quantity of 0.092 wt.% of formula (II A1-1f Auxiliary fixing agent (cF) (CAS 706-14-9) and 0.092 wt.% of formula (II H1-1 An auxiliary fixing agent (cF) (CAS 91-64-5) is used.
[0243] Comparative Example 4 D (CEx4 D In this case, 1.25 wt.% citral (CAS 5392-40-5), which is commercially available as a mixture of E- and Z-isomers, essentially geranial and neral, respectively, is used.
[0244] Comparative Example 5 D (CEx5 D In this case, 1.25 wt.% hedione (CAS 24851-98-7), which is commercially available as a mixture of cis- and trans-stereoisomers, is used.
[0245] Comparative Example 6 D (CEx6 DIn this case, 1.25 wt.% galaxolide (CAS 1222-05-5), which is commercially available as a mixture of cis- and trans-stereoisomers in diethyl phthalate (DEP), is used.
[0246] All contents in Table 1 are expressed in wt.% of the total weight of each composition unless otherwise specified. Table 1 further summarizes the total loss percentage (%) for each of the three fragrance components measured according to the GC test method described below: benzyl alcohol (CAS 100-51-6), 2-phenylethanol (CAS 60-12-8), and propa-2-enyl 2-(3-methylbutoxy)acetate (CAS 67634-00-8). The results are summarized in Table 1.
[0247] Analysis measurement method Sample preparation and sample storage The experimental sample was 75 μL of Example 1. D ~3 D (Ex1 D From Ex3 D ) and Comparative Example 4 D ~9 D (CEx4 D From CEx9 D Each of the compositions was prepared by applying, i.e., drawing up, a separate odorless blotting paper using a micropipette. 75 μL of Example 1 D ~3 D (Ex1 D From Ex3 D ) and Comparative Example 4 D ~9 D (CEx4 D From CEx9 DThe composition was evenly distributed over each blotting paper piece over a distance of 5 cm. Each blotting paper piece was pre-coded with the following appropriate time tags: T8h and T16h. After blotting, each blotting paper piece was attached to a rope piece on the respective vial with clothespins, while the blotting paper piece was placed vertically in the open vial without any contact with the inner wall of the open vial. During storage of each blotting paper, sufficient air circulation was ensured to avoid any cross-contamination of odors between the blotting paper pieces. Each blotting paper piece was removed from the rope after the specified time, i.e., 8 hours or 16 hours. After removal, each 5 cm blotting paper piece mentioned above was placed in a separate vial and subsequently extracted with 3 mL of ethanol. After extraction, each ethanol extract was vortexed at maximum speed during a 2-minute time interval. Next, a GC vial was filled for each extraction, and GC analysis was started for each extraction after the GC test method described below. The peak area of various fragrances was monitored as a function of time (i.e., 8 hours vs. 16 hours).
[0248] GC testing methods GC analysis was performed using an Agilent GC 7890B instrument equipped with OpenLab 2.1 software and an HP-1 (60m × 0.32mm × 1μm) column. No calibration was performed. After analysis, the peak area for each target compound was determined. Peak integration was performed automatically by the software and manually verified. Ethanol was injected as a blank between separate measurements to prevent column contamination.
[0249] The specific parameters for the garbage collection method are as follows: - Inlet: ·Injector temperature: 300℃; • Injection volume: 1.0 μL; ·Split ratio: 1 / 5; - Columns: ·HP-1:60m×0.32mm×1μm(Agilent #19091 Z-216); - Carrier gas: ·He; ·Flow rate: 3.0mL / min; Constant pressure; - Oven: 60℃ - 1 min; 15℃ / min - 325℃ - 8min; - Detector: Type: FID; Detector temperature: 330°C; ·H2 flow rate: 30mL / min; Air flow rate: 300 mL / min; • (He) column flow rate: 20 mL / min
[0250] [Table 1]
[0251] The experimental results in Table 1 are for Comparative Example 8. D (CEx8 D Formula (II) contained in A1-1f ) and formula (II H-1 ) an auxiliary fixing agent (cF) is used in Example 3 D (Ex3 D Equation (I F When partially replaced by a fixative (Fix) by ), no residual loss was detected in each of the fragrance components: benzyl alcohol, 2-phenylethanol, and propa-2-enyl 2-(3-methylbutoxy)acetate (amyl allyl glycolate).
[0252] The experimental results in Table 1 are for Comparative Example 7. D (CEx7 D In equation (I F This further demonstrates that when the fixative (Fix) is present alone, i.e., without any auxiliary fixative (cF), there is a loss in the residual amount of each of the fragrance components: benzyl alcohol, 2-phenylethanol, and propa-2-enyl 2-(3-methylbutoxy)acetate (amyl allyl glycolate). The same is true when formula (II) is modified as necessary. A1-1f ) and formula (II H1-1Comparative Example 9 contains sucrose octaacetate in the presence of an auxiliary fixing agent (cF) by ). D (CEx To D ) applies. On the other hand, Example 1 D (Ex1 D ) is Comparative Example 9 D (CEx To D The sucrose octaacetate contained in ) is, formula (I F When replaced with a fixative (Fix) by ), the complete retention of the amounts of benzyl alcohol, 2-phenylethanol, and propa-2-enyl 2-(3-methylbutoxy)acetate (amyl allyl glycolate) is observed again, thereby demonstrating that the fragrance life is maintained and the overall performance of composition (F) is preserved.
[0253] General procedure for preparing composition (F) for lifespan testing (sensory analysis of fragrance intensity): Example 10 listed in Table 2 D ~11 D (Ex10 D From Ex11 D ) and Comparative Example 12 D (CEx12 D ) refers to Example 1 (Ex1) and Example 1 D (Ex1 D Prepared in the same manner as in Examples 10-11 (Ex10 to Ex11) and Comparative Example 12 (CEx12) (not shown), then diluted with ethanol and water, as in Example 10. D ~11 D (Ex10 D From Ex11 D ) and Comparative Example 12 D (CEx12 D ) was obtained.
[0254] Example 10 D ~11 D (Ex10 D From Ex11 D Regarding equation (I F1The fixative used was sucrose isobutyrate acetate, available as SAIB-100 from Eastman Chemical Company. The approximate ratio of acetate to isobutyrate ester groups in SAIB-100 is 2:6.
[0255] Comparative Example 12 D (CEx12 D Regarding equation (I F1 No fixing agents (Fix) are used. Example 10 D ~11 D (Ex10 D From Ex11 D ) and Comparative Example 12 D (CEx12 D In this case, the commercially available 2.0 wt.% multi-component fragrance mixture "Perfume Honeysuckle & Sandalwood" (product code 1-28569) from Holland Aromatics is used. The multi-component fragrance mixture "Perfume Honeysuckle & Sandalwood" is formulated according to formula (II H1-1 It contains 6.0 wt.% of an auxiliary fixing agent (cF) (CAS 91-64-5) by [unspecified].
[0256] All contents in Table 2 are expressed in wt.% of the total weight of each composition unless otherwise specified. Table 2 shows the results of Example 10, measured according to the olfactory evaluation methodology described below. D ~11 D (Ex10 D From Ex11 D ), and Comparative Example 12 D (CEx12 D Further details are provided on the development of the overall fragrance intensity over time for each of the compositions. The corresponding results are summarized in Table 2.
[0257] Measurement method Sample preparation and sample storage Example 10 D ~11 D (Ex10D From Ex11 D ) and Comparative Example 12 D (CEx12 D The fragrance intensity of the composition was evaluated by olfactory evaluation measurements according to the standard VDI 3882 Part 1, and these olfactory evaluation measurements were performed at room temperature at different time points by six selected and trained panelists. These six selected and trained panelists were selected according to the standard EN 13725:2019 and trained on the n-butanol reference scale.
[0258] Samples were prepared by applying 50 μL of each composition to separate odorless blotting paper using a micropipette. Example 10 D ~11 D (Ex10 D From Ex11 D ) and Comparative Example 12 D (CEx12 D For each of the compositions, six sheets of blotting paper were prepared (one sheet per panelist for each composition tested). Example 10 D ~11 D (Ex10 D From Ex11 D ) and Comparative Example 12 D (CEx12 D 50 μL of the composition was evenly distributed over a distance of 5 cm on each blotting paper piece. After blotting, each blotting paper piece was kept at room temperature and fixed in groups of six in an blotting paper holder. When fixing the blotting paper to the holder, great care was taken to avoid overlapping the blotting paper pieces. The blotting paper holders were placed in open glass tubes, each with a diameter of 45 mm. The glass tubes were then fixed in place and stored on a board, which was positioned under two ventilation grids to ensure proper and sufficient air circulation. In this way, any cross-contamination of odors between the blotting paper pieces of the various embodiments was avoided.
[0259] Blotting papers were presented to the six selected and trained panelists every 24 hours. For each sample and each time point, each panelist recorded the corresponding olfactory profile (fragrance intensity) of the sample. For this purpose, the panelists sat in a sensory analysis cabin. Blotting papers were distributed to the panelists in turn. In addition, a small jar of coffee beans was made available for the panelists to use to "reset" their noses. For detailed perceptual measurements, each member of the panelists smelled the composition sampled with their respective blotting papers and evaluated the corresponding intensity on a scale ranging from 0 to 5 (5 = very strong odor; 4 = strong odor; 3 = moderate odor; 2 = weak odor; 1 = very weak odor; 0 = no odor). The average fragrance intensity for each composition was calculated according to the arithmetic mean of each individual measurement result.
[0260] [Table 2]
[0261] The experimental results in Table 2 are shown by equation (I F1 The fixing agent (Fix) is based on formula (II H-1 Example 10 containing an auxiliary fixing agent (cF) D ~11 D (Ex10 D From Ex11 D When added to a composition in ), the fragrance strength of the composition is given by formula (I F1 Comparative Example 12: No Fixing Agent (Fix) D (CEx12 D This demonstrates that the composition was maintained compared to each of the other compositions. The present invention includes the following embodiments. [1] Fragrance delivery composition [hereinafter referred to as composition (F)], wherein the total weight of composition (F) is: a) comprising 10.00 to 70.00 weight percent [hereinafter wt.%] of at least one fragrance fixative [hereinafter fixative (Fix)], wherein the fixative (Fix) is of general formula (I F ) has, [ka] (In the formula, - R 3 、R 4 、R 5 、R 6 、R 7 、R 8 、R 9 and R 10 Each of them is equal to or different from one another, in their respective appearances COR 1 And R 1 Each of these is independently selected from methyl or isopropyl, However, at least one R 1 (This is conditional on it being isopropyl.) b) comprising at least one fragrance auxiliary fixing agent [hereinafter referred to as auxiliary fixing agent (cF)] in an amount of 2.50 to 50.00 wt.%, wherein the auxiliary fixing agent (cF) is of formula (II A )[Auxiliary fixing agent (cF) of classification (I) below], formula (II B )[Auxiliary fixing agent (cF) of classification (II) below], formula (II c )[Auxiliary fixing agent (cF) of classification (III) below], formula (II D )[Auxiliary fixing agent (cF) of classification (IV) below], formula (II E )[Auxiliary fixing agent (cF) of classification (V) below], formula (II F )[Auxiliary fixing agent (cF) of classification (VI) below], formula (II G )[Auxiliary fixing agent (cF) of classification (VII) below] or formula (II H )[Auxiliary fixing agent (cF) of classification (VIII) below] is selected from among the auxiliary fixing agents,
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[10] A composition (F) according to [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. A method for producing composition (F) according to any one of
[11] [1] to
[10] , - Fixing agent (Fix) as defined in [1] to [2], in amounts of 10.00 to 70.00 wt.%, or 12.00 to 65.00 wt.%, or 14.00 to 60.00 wt.%, or 16.00 to 55.00 wt.%, or 16.00 to 50.00 wt.%, or 18.00 to 45.00 wt.%, or 18.00 to 40.00 wt.%, or 20.00 to 35.00 wt.%, or 20.00 to 30.00 wt.%, - Auxiliary fixative (cF) as defined in [1] and [4] to [6], in amounts of 2.50 to 50.00 wt.%, or 5.00 to 45.00 wt.%, or 7.50 to 40.00 wt.%, or 7.50 to 35.00 wt.%, or 10.00 to 30.00 wt.%, or 10.00 to 25.00 wt.%, or 12.50 to 20.00 wt.%, - At least one alcohol of any choice, according to general formula (III) as defined in [8], wherein the weight ratio of at least one alcohol to the fixative (Fix) detailed above is at least 1 to 20, or at least 1 to 17, or at least 1 to 14, or at least 1 to 12, or at least 1 to 10, or at least 1 to 7, or at least 1 to 5, - At least one fragrance component in an amount of at least 1.00 wt.%, or at least 5.00 wt.%, or at least 10.00 wt.%, or at least 12.50 wt.%, or at least 15.00 wt.%, different from the auxiliary fixatives (cF) described in [1] and [4] to [6]. - Optional water The step includes thoroughly mixing the ingredients, All wt.% are relative to the total weight of composition (F). method.
[12] First, add the fixative (Fix) using the following formula (III 1 ) so that at least a portion of the alcohol is completely or almost completely dissolved,
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[11] , comprising mixing an auxiliary fixing agent (cF), at least one fragrance component different from the auxiliary fixing agent (cF), and water of an optional choice. A diluted composition (F) [hereinafter referred to as composition (F)], comprising any composition (F) described in any of [1] to
[10] , and a diluent [hereinafter referred to as diluent (dil)]. D )]。
[14] The composition (F) according to
[13] , wherein the weight ratio of composition (F) to diluent (dil) is equal to 1 to 10, or at least 1 to 10, or equal to 1 to 100, or at least 1 to 100, or equal to 1 to 1000, or equal to 1 to 10000, or at least 1 to 10000. D )。
[15] Personal and home care formulations, comprising composition (F) described in any of [1] to
[10] , or composition (F) described in
[13] or
[14] . D Personal and home care formulations comprising ) in an amount of 0.01 wt.% to 100.00 wt.% or 0.10 wt.% to 80.00 wt.% or 0.20 wt.% to 60.00 wt.% based on the total weight of the personal and home care formulations.
[16] A composition (F) according to any one of [1] to
[10] , or a composition (F) according to
[13] or
[14] , for manufacturing personal and home care formulations. D Use of )
Claims
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 fixative (Fix)], wherein the fixative (Fix) is of general formula (I F ) has, 【Chemistry 1】 (In the formula, -R 3 、R 4 、R 5 、R 6 、R 7 、R 8 、R 9 and R 10 each of which is equal to or different from each other, and in each occurrence is COR 1 where R 1 each of which is independently selected from methyl or isopropyl, However, at least one R 1 (Provided that it is isopropyl.) b) comprising 2.50 to 50.00 wt.% of at least one fragrance auxiliary fixing agent [hereinafter referred to as auxiliary fixing agent (c-F)], wherein the auxiliary fixing agent (c-F) is of formula (II A ) [Auxiliary fixing agents (c-F) of classification (I) below], formula (II B ) [Auxiliary fixing agent (c-F) of classification (II) below], formula (II c ) [Auxiliary fixing agent (c-F) of classification (III) below], formula (II D ) [Auxiliary fixing agent (c-F) of classification (IV) below], formula (II E ) [Auxiliary fixing agents (c-F) of classification (V) below], formula (II F ) [Auxiliary fixing agent (c-F) of classification (VI) below], formula (II G ) [Auxiliary fixing agent (c-F) of classification (VII) below] or formula (II H ) [Auxiliary fixing agent (c-F) of classification (VIII) below] is selected from among the auxiliary fixing agents, 【Chemistry 2】 (In the formula, a dash indicates an optional double bond, except in formula (II) A If a double bond exists in R 16 Provided that it does not exist; equation (II B If a double bond exists in the condensed five-membered lactone ring in ), 19 Assuming that it does not exist, - Each of m and n is an integer selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, or 12. - R 11 , R 12 , R 31 and R 32 Each of them is equal to or different from one another, independently in their respective appearances, hydrogen, C 1~8 Alkyl, C 2~8 Selected from alkenyl or OH, R 11 and R 12 However, together they can form = O, - R 13 , R 15 , R 16 , R 18 , R 19 , R 20 , R 21 , R 22 , R 24 , R 26 , R 27 , R 29 , R 30 , R 33 , R 35 , R 36 , R 37 , R 38 and R 39 Each of them is either equal to or different from one another, and in each instance, independently selected from hydrogen or methyl, R 15 and R 19 However, =CH 2 They can be formed together, however, formula (II B The condition is that there is no double bond in the condensed five-membered lactone ring of ); R 37 and R 38 However, C 3 A cycloalkyl group may be formed together, provided that formula (II H The condition is that there is no double bond in the condensed six-membered lactone ring of ) - R 14 and R 34 Each of them, either equal to or different from one another, independently in their respective appearances, is hydrogen, C 1~8 Alkyl or C 2~8 Selected from Alkenil, - R 17 Each of these is independently selected from hydrogen, methyl, or OH. - R 23 and R 25 Each of them, either equal to or different from one another, independently in their respective appearances, is hydrogen, C 1~4 Alkyl or C 2~4 Selected from Alkenil, - R 28 Each of them independently contains hydrogen or C 1~4 Selected from alkyl groups. 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) is given by the following formula (I F1 ) has 【Transformation 3】 (In the formula, - R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 and R 10 Each of them is equal to or different from one another, in their respective appearances COR 1 And R 1 Each of them is independently selected from methyl or isopropyl, provided that at least one R 1 (Provided that it 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 represented by the following formula (II A1-1 ), from (II A1-3 ), or (II A2-1 ), or (II F1-1 ), from (II F1-2 ), or (II F2-1 ), from (II F2-2 ), or (II F3-1 ), or (II H1 ), from (II H2 ) 【Chemistry 4】 (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. - R 11 and R 31 Each of them, either equal to or different from one another, independently in their respective appearances, is either hydrogen or C. 2~8 Selected from Alkenil, -R 13 、R 15 、R 17 、R 33 、R 35 、R 36 、R 37 、R 38 以及R 39 各自在每次出现时彼此相等或不同,并且独立地选自氢或甲基,R 37 以及R 38 可以一起形成C 3 环烷基,但条件是式(II H )的稠合六元内酯环中不存在双键, - R 14 and R 34 Each of them, either equal to or different from one another, independently in their respective appearances, is either hydrogen or C. 1~8 Selected from alkyl groups. 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 given by the following formula (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 ) 【Chemistry 5-1】 【Chemistry 5-2】 【Chemistry 5-3】 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 ) 【Transformation 6】 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), 【Transformation 7】 (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, - R 40 Each of these is independently selected from hydrogen, methyl, ethyl, or OH. - R 41 Each of these is independently selected from hydrogen, methyl, or ethyl. - R 42 Each of these 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. - Optional water The step includes thoroughly mixing the ingredients, All wt.% are relative to the total weight of composition (F). method.
12. First, use the fixative (Fix) in the following formula (III) 1 ) to dissolve completely or almost completely in at least a portion of the alcohol, 【Transformation 8】 (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, - R 40 Each of these is independently selected from hydrogen, methyl, ethyl, or OH. - R 41 Each of these is independently selected from hydrogen, methyl, or ethyl. - R 42 Each of these 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)] comprising the composition (F) according to any one of claims 1 to 10, and a diluent [hereinafter referred to as diluent (dil)]. D )].
14. The composition (F) according to claim 13, wherein the weight ratio of composition (F) to diluent (dil) is at least 1 to 10000. D ).
15. Personal and home care formulations, comprising composition (F) according to any one of claims 1 to 10, or composition (F) according to claim 13 or 14. D Personal and home care formulations comprising ) in an amount from 0.01 wt.% to 100.00 wt.% based on the total weight of the personal and home care formulations.
16. A composition (F) according to any one of claims 1 to 10, or a composition (F) according to claim 13 or 14, for manufacturing personal and home care formulations. D ) Use.