Aqueous composition
Patent Information
- Authority / Receiving Office
- JP · JP
- Patent Type
- Applications
- Current Assignee / Owner
- KAO CORP
- Filing Date
- 2023-07-06
- Publication Date
- 2026-07-02
AI Technical Summary
Conventional techniques fail to effectively suppress aroma modulation and discoloration in aqueous compositions containing unsaturated or aromatic aldehyde and ketone fragrance ingredients, which occur due to increased content of these ingredients.
An aqueous composition containing 0.005% to 2% by mass of unsaturated or aromatic aldehyde and ketone fragrance ingredients, along with specific compounds represented by general formula (b1), which are more lipophilic than conventional antioxidants, are used to suppress aroma modulation and discoloration.
The composition effectively prevents aroma modulation and discoloration by incorporating compounds that have a higher affinity for fragrance ingredients, maintaining the aesthetic and olfactory qualities of the composition.
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Abstract
Description
[Technical field]
[0001] The present invention relates to aqueous compositions, particularly perfumed aqueous compositions, and to a method for inhibiting odor alteration and / or discoloration of these aqueous compositions. [Background technology]
[0002] Fragrances have traditionally been used in food, cosmetics, toiletry products, and other products to satisfy consumer preferences, and in recent years, technology for adding fragrance to textile products during cleaning or fabric softener treatment has become particularly popular.
[0003] Patent Document 1 discloses a fragrance composition containing (a) at least one selected from aldehyde fragrance components, (b) an antioxidant, and (c) an oil, and discloses a technique of using an antioxidant such as butylated hydroxytoluene (BHT) or butylated hydroxyanisole (BHA) in a composition containing an aldehyde fragrance component. Furthermore, Patent Document 2 discloses a fabric softener composition containing (a) a specific tertiary amine or a quaternary product thereof, (b) a silicone compound, (c) an antioxidant, and (d) a fragrance, and discloses a technique of using an antioxidant such as butylated hydroxytoluene (BHT) or butylated hydroxyanisole (BHA) in a composition containing a fragrance. Furthermore, Patent Document 3 discloses a fabric softener composition containing (a) at least one selected from a specific tertiary amine or its acid salt or its quaternary compound (a-1) and a silicone compound (a-2), (b) an antioxidant, and (c) an aldehyde fragrance, and discloses a technology of using an antioxidant such as butylated hydroxytoluene (BHT) or butylated hydroxyanisole (BHA) in a composition containing a fragrance. [Prior art documents] [Patent documents]
[0004] [Patent Document 1] JP 2010-37472 A [Patent Document 2] JP 2010-37690 A [Patent Document 3] JP 2010-37691 A Summary of the Invention [Problem to be solved by the invention]
[0005] However, when the content of one or more fragrance components selected from unsaturated or aromatic aldehyde fragrance components and unsaturated or aromatic ketone fragrance components in a composition is high, problems such as coloration of the composition and alteration of the scent of the composition may occur, and these have been difficult to suppress using conventional techniques. The present invention provides an aqueous composition that suppresses odor alteration and / or discoloration of an aqueous composition containing one or more fragrance components selected from unsaturated or aromatic aldehyde fragrance components, and unsaturated or aromatic ketone fragrance components, and a method for suppressing odor alteration and / or discoloration of an aqueous composition containing a fragrance. [Means for solving the problem]
[0006] The present invention relates to an aqueous composition comprising (a) 0.005% by mass or more and 2% by mass or less of one or more fragrance components selected from unsaturated or aromatic aldehyde fragrance components, and unsaturated or aromatic ketone fragrance components [hereinafter referred to as component (a)], (b) one or more compounds selected from the group consisting of compounds represented by the following general formula (b1) [hereinafter referred to as component (b)], and water:
[0007] [ka]
[0008] [In the formula, R 1b is a tertiary butyl group, and R 2b , R 3b , R 4b , R 5b each independently represents a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, an alkoxy group having 1 to 4 carbon atoms, or -C nH 2n COOR 6b R is an ester group represented by the formula: 2b , R 3b , R 4b and R 5b At least one of -C n H 2n COOR 6b Here, n is an integer of 1 to 5, and R 6b is a hydrocarbon group having 1 to 18 carbon atoms.
[0009] The present invention also relates to a method for suppressing modulation of fragrance and / or discoloration of an aqueous composition, which comprises mixing one or more compounds selected from the compounds represented by the above general formula (b1) with an aqueous composition containing 0.005% by mass or more and 2% by mass or less of the above component (a). Effect of the Invention
[0010] According to the present invention, there are provided an aqueous composition that suppresses alteration of odor and / or discoloration of an aqueous composition containing a fragrance, and a method for suppressing alteration of odor and / or discoloration of an aqueous composition containing a fragrance. DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS
[0011] The reason why the aqueous composition of the present invention can suppress the change in scent and / or discoloration of an aqueous composition containing a fragrance is not clear, but is presumed to be as follows. It is known that component (a) is a fragrance component that is prone to causing odor modulation and / or discoloration, and antioxidants have been used to suppress this. However, when the content of component (a) in a composition is high, conventional antioxidants do not provide a satisfactory effect. In general, component (a) is a lipophilic component and is presumed to exist in the composition as oil droplets or emulsions, but component (b) of the present invention is more lipophilic than conventional antioxidants and is therefore presumed to have a higher affinity with component (a) and to be incorporated into oil droplets or emulsions or to exist in close proximity. It is presumed that this makes it possible to effectively suppress odor modulation and / or discoloration in aqueous compositions with a high content of component (a). The aqueous composition of the present invention and the method for suppressing the alteration of the fragrance and / or discoloration of the aqueous composition are not limited to the above-mentioned mechanism of action. In addition, in the present invention, the modulation of the scent of the aqueous composition containing a fragrance may be a modulation of the scent due to light and / or heat, and the discoloration of the aqueous composition containing a fragrance may be a discoloration of the aqueous composition due to light and / or heat.
[0012] <Aqueous composition> The aqueous composition of the present invention contains (a) one or more fragrance components selected from unsaturated or aromatic aldehyde fragrance components, and unsaturated or aromatic ketone fragrance components [component (a)] in an amount of 0.005% by mass or more and 2% by mass or less, one or more compounds selected from the compounds represented by the above general formula (b1) [component (b)], and water.
[0013] <(a) Ingredient: Fragrance ingredient> The component (a) is one or more fragrance ingredients selected from unsaturated or aromatic aldehyde fragrance ingredients, and unsaturated or aromatic ketone fragrance ingredients. The unsaturated or aromatic aldehyde-based fragrance ingredient is one or more fragrance ingredients selected from unsaturated aldehyde-based fragrance ingredients and aromatic aldehyde-based fragrance ingredients, and the unsaturated or aromatic ketone-based fragrance ingredient is one or more fragrance ingredients selected from unsaturated ketone-based fragrance ingredients and aromatic ketone-based fragrance ingredients. An unsaturated aldehyde fragrance component is an aldehyde fragrance component having at least one double bond or triple bond between the carbon-carbon atoms that make up the fragrance molecule, and an aromatic aldehyde fragrance component is a fragrance component having at least one aromatic hydrocarbon group and at least one aldehyde group in the molecule. Similarly, an unsaturated ketone fragrance component is a ketone fragrance component having at least one double bond or triple bond between the carbon-carbon atoms that make up the fragrance molecule, and an aromatic ketone fragrance component is a fragrance component having at least one aromatic hydrocarbon group and at least one ketone group in the molecule.
[0014] Component (a) has a citrus, green, floral, or other fragrance note and is an essential fragrance component for designing the fragrance of a fragrance composition, but is also a component that is susceptible to oxidation and photodegradation. In particular, one or more selected from unsaturated or aromatic aldehyde fragrance components, further aldehyde fragrance components having an aromatic hydrocarbon group, and further one or more selected from vanillin and ethyl vanillin are significantly susceptible to the effects of oxidation, light, heat, etc.
[0015] [Unsaturated or aromatic aldehyde fragrance ingredients] The unsaturated or aromatic aldehyde fragrance component of component (a) is, for example, a compound having at least one unsaturated hydrocarbon group and / or one aromatic hydrocarbon group and one aldehyde group in the fragrance molecule. In particular, α, β-unsaturated aldehydes and aromatic aldehydes having an aromatic hydrocarbon group in the molecule may have problems with modulation of fragrance and / or discoloration, and are therefore preferred from the viewpoint of significantly achieving the effects of the present invention. Specific examples of the aldehydes include 2,6-nonadienal, cis-4-decenal, undecylenic aldehyde, citral, citronellal, mirac aldehyde, centenal, boronal, cetonal, salicylaldehyde, triplal, vernaldehyde, benzaldehyde, phenylacetaldehyde, cinnamic aldehyde, hexylcinnamic aldehyde, anisaldehyde, p-ethyl-2,2-dimethylhydrocinnamaldehyde, heliotropin, helional, vanillin, ethyl vanillin, methyl vanillin, myrac aldehyde, amyl cinnamic aldehyde, cyclamen aldehyde, lilial, safranal, 2,4-decadienal, 2-tridecenal, and linear aldehyde compounds.
[0016] Among these unsaturated or aromatic aldehyde fragrance ingredients, 2,6-nonadienal, undecylenic aldehyde, citral, citronellal, mirac aldehyde, hexyl cinnamic aldehyde, vernaldehyde, benzaldehyde, phenylacetaldehyde, cinnamic aldehyde, anisaldehyde, p-ethyl-2,2-dimethylhydrocinnamaldehyde, heliotropin, helional, vanillin, ethyl vanillin, myrac aldehyde, amyl cinnamic aldehyde, cinnam ... Cramen aldehyde and lilial may have problems of alteration of fragrance and / or discoloration, and are preferred from the viewpoint of significantly realizing the effects of the present invention. In particular, at least one selected from hexyl cinnamic aldehyde, mylac aldehyde, anisaldehyde, helional, amyl cinnamic aldehyde, cyclamen aldehyde, ethyl vanillin, vanillin, heliotropin and lilial may have problems of alteration of fragrance and / or discoloration, and are more preferred from the viewpoint of significantly realizing the effects of the present invention.
[0017] [Unsaturated or aromatic ketone fragrance ingredients] The unsaturated or aromatic ketone fragrance component of component (a) is, for example, a compound having at least one unsaturated hydrocarbon and / or aromatic hydrocarbon group and one ketone group in the fragrance molecule. α, β-unsaturated ketones and aromatic ketones may pose problems of alteration of fragrance and / or discoloration, and are therefore preferred from the viewpoint of significantly achieving the effects of the present invention. Specific examples include α-ionone, β-ionone, methyl ionone, α-irone, α-damascone, cis-jasmone, dihydrojasmone, acetophenone, p-methylacetophenone, benzylacetone, calone, raspberry ketone, anisylacetone, methyl naphthyl ketone, benzophenone, acetylcedrene, cashmeran, i-carvone, damascenone, and cyclotene. Among these unsaturated or aromatic ketone fragrance components, there are possibilities of problems with modulation of fragrance and / or discoloration, and from the viewpoint of significantly realizing the effects of the present invention, α-ionone, β-ionone, methyl ionone, α-irone, and α-damascone can be mentioned.
[0018] <Other fragrance ingredients: ingredient (a')> In the present invention, from the viewpoint of designing a preferred fragrance tone for the aqueous composition, a fragrance component other than component (a) [hereinafter referred to as component (a')] may be contained.
[0019] Examples of the component (a') include hydrocarbon-based fragrance components, alcohol-based fragrance components, ether-based fragrance components, ester-based fragrance components, nitrile-based fragrance components, cyclic ether-based fragrance components, amine-based fragrance components, lactone-based fragrance components, and cyclic ketone-based fragrance components.
[0020] Examples of hydrocarbon-based fragrance components include α-pinene, β-pinene, camphene, limonene, terpineol, terpinolene, γ-terpinene, orange perilla, and the like.
[0021] Examples of alcohol-based fragrance components include trans-2-hexenol, cis-3-hexenol, 3-octanol, linalool, geraniol, β-phenylethyl alcohol, nerol, citronellol, rhodinol, myrcenol, lavandulol, tetrahydrolinalool, terpineol, l-menthol, borneol, isopulegol, nopol, pt-butylcyclohexanol, ot-butylcyclohexanol, ambrinol, benzyl alcohol, phenylethyl alcohol, phenoxyethanol, dimethylbenzylcarbinol, eugenol, polysanthol, phenylhexanol, and dihydromyrcenol.
[0022] Examples of ether-based fragrance components include nerol oxide, 1,8-cineole, rose oxide, rimethol menthofuran, linalool oxide, butyldimethyldihydropyran, cedryl methyl ether, methoxycyclododecane, 1-methyl-1-methoxycyclododecane, anisole, acetanisole, anethole, dihydroanethole, methyl eugenol, phenylethyl isoamyl ether, β-naphthyl methyl ether, and β-naphthyl ethyl ether.
[0023] Examples of ester-based fragrance components include benzyl acetate, ethyl formate, linalyl formate, citronellyl formate, geranyl formate, ethyl acetate, butyl acetate, isoamyl acetate, geranyl acetate, linalyl acetate, benzyl acetate, phenylethyl acetate, styrallyl acetate, cinnamyl acetate, anisyl acetate, geranyl propionate, linalyl propionate, ethyl butyrate, propyl valerate, citronellyl isovalerate, geranyl isovalerate, ethyl cinnamate, benzyl cinnamate, cinnamyl cinnamate, methyl jasmonate, methyl dihydrojasmonate, fulutate, and cyclohexyl salicylate.
[0024] Examples of nitrile fragrance components, cyclic ether fragrance components, amine fragrance components, lactone fragrance components, cyclic ketone fragrance components, and other fragrance components include citronellyl nitrile, ambroxan, lubofix, methyl anthranilate, γ-octalactone, γ-nonalactone, γ-decalactone, γ-undecalactone, δ-decalactone, coumarin, jasmonolactone, jasmine lactone, muscone, civetone, cyclopentadecanone, pearlide, amber core, and methyl dihydrojasmonate.
[0025] The names of the above fragrance ingredients are based on those listed in "Practical Knowledge of Fragrances and Fragrances" (by Nakajima Mototaka, Sangyo Tosho Co., Ltd., published June 21, 1995).
[0026] In the present invention, component (a') includes solvents such as 3-methoxy-3-methyl-1-butanol, propylene glycol, dipropylene glycol, butylene glycol, dipropylene glycol monomethyl ether, diethylene glycol monoethyl ether, triethyl citrate, isopropyl myristate, isopropyl palmitate, benzyl benzoate, and dimethyl phthalate. These components are preferred from the viewpoints of storage stability and ease of blending.
[0027] The component (a) can be blended in the aqueous composition as a fragrance composition consisting of the component (a) and an optional component (a') [hereinafter referred to as fragrance composition (A)].
[0028] In the fragrance composition (A), the mass ratio [(a) / [(a)+(a')] of the content of the component (a) to the total content of the components (a) and (a') is, from the viewpoint of designing a preferred fragrance note and from the viewpoint of suppressing odor modulation and / or discoloration, preferably 0.05 or more, more preferably 0.1 or more, and preferably 0.95 or less, more preferably 0.8 or less, even more preferably 0.5 or less, and even more preferably 0.3 or less. From the same viewpoint, in the aqueous composition of the present invention, the mass ratio [(a) / [(a)+(a')] is preferably within the above-mentioned range.
[0029] <(b) Component> The component (b) is one or more compounds selected from the compounds represented by the following general formula (b1) [hereinafter referred to as component (b)]. [ka]
[0030] [In the formula, R 1b is a tertiary butyl group, and R 2b , R 3b , R 4b , R 5b each independently represents a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, an alkoxy group having 1 to 4 carbon atoms, or -C n H 2n COOR 6b R is an ester group represented by the formula: 2b , R 3b , R 4b and R 5b At least one of -C n H 2n COOR 6b Here, n is an integer of 1 to 5, and R 6b is a hydrocarbon group having 1 to 18 carbon atoms.
[0031] In general formula (b1), R2b is preferably a tertiary butyl group, an ethyl group, a methyl group or a hydrogen atom, and more preferably a tertiary butyl group or a methyl group. In general formula (b1), R 3b is a hydrogen atom or -C n H 2n COOR 6b is preferred, and a hydrogen atom is more preferred. In general formula (b1), R 4b is a hydrogen atom or -C n H 2n COOR 6b is preferred, -C n H 2n COOR 6b is more preferred. In general formula (b1), R 5b is a hydrogen atom or -C n H 2n COOR 6b is preferred, and a hydrogen atom is more preferred. Also, R 3b , R 4b , R 5b At least one, preferably one, of the following is -C n H 2n COOR 6b and preferably R 3b , R 5b is a hydrogen atom, and R 4b Ga-C n H 2n COOR 6b is preferred. From the viewpoint of suppressing the alteration of fragrance and / or discoloration, n is 1 or more, preferably 2 or more, and 5 or less, preferably 4 or less. R 6b From the viewpoint of suppressing the change in aroma and / or discoloration, the number of carbon atoms in R is preferably 1 or more and 18 or less, preferably 5 or less, and more preferably 2 or less. 6b is an alkyl or alkenyl group, preferably an alkyl group.
[0032] From the viewpoint of suppressing the change in fragrance and / or discoloration of the aqueous composition, the component (b1) is represented by the general formula (b1): 1b and R 2bis a tertiary butyl group, R 3b and R 5b is a hydrogen atom, R 4b is an ester group represented by -C2H4COOCH3.
[0033] <Water> The aqueous composition of the present invention may contain water. Examples of water include deionized water, tap water, groundwater, and water that has been subjected to sterilization or the like. Water is used in an amount such that the composition of the aqueous composition of the present invention is 100% by mass, as the balance other than component (a), component (b), and the optional components described below. From the viewpoint of storage stability, the aqueous composition of the present invention contains water in an amount of preferably 30% by mass or more, more preferably 40% by mass or more, even more preferably 50% by mass or more, and preferably 99.5% by mass or less, more preferably 99% by mass or less.
[0034] <Composition, etc.> The aqueous composition of the present invention contains component (a) in an amount of 0.005% by mass or more, preferably 0.01% by mass or more, more preferably 0.05% by mass or more, and even more preferably 0.1% by mass or more, from the viewpoint of imparting a pleasant fragrance, and contains component (a) in an amount of 2% by mass or less, preferably 1.5% by mass or less, from the viewpoint of suppressing modulation of fragrance and / or discoloration.
[0035] Furthermore, the aqueous composition contains, in total, from the viewpoint of imparting a preferable fragrance, preferably 0.05% by mass or more of the component (a) and the optional component (a'), more preferably 0.1% by mass or more, even more preferably 0.5% by mass or more, even more preferably 0.8% by mass or more, and even more preferably 1.0% by mass or more, and from the viewpoint of suppressing modulation of fragrance and / or discoloration, preferably 5% by mass or less, more preferably 4% by mass or less, and even more preferably 3% by mass or less. When the fragrance composition (A) is mixed with the aqueous composition, the content of the fragrance composition (A) in the aqueous composition is preferably within the above range.
[0036] From the viewpoint of suppressing fragrance modulation and / or discoloration, the aqueous composition of the present invention contains component (b) in an amount of preferably 0.0001% by mass or more, more preferably 0.0005% by mass or more, even more preferably 0.01% by mass or more, even more preferably 0.05% by mass or more, even more preferably 0.1% by mass or more, and preferably 10% by mass or less, more preferably 5% by mass or less, and even more preferably 1% by mass or less.
[0037] In the aqueous composition of the present invention, the mass ratio of the content of component (a) to the content of component (b) [(a) / (b)] is, from the viewpoint of suppressing fragrance modulation and / or discoloration, preferably 0.01 or more, more preferably 0.05 or more, even more preferably 0.1 or more, and preferably 100 or less, more preferably 50 or less, even more preferably 20 or less, still more preferably 10 or less, and even more preferably 8 or less.
[0038] In the aqueous composition of the present invention, the mass ratio of the content of the fragrance composition (A) to the content of the component (b) [(A) / (b)] is, from the viewpoint of suppressing fragrance modulation and / or discoloration, preferably 0.1 or more, more preferably 0.5 or more, and preferably 1,000 or less, more preferably 500 or less, even more preferably 100 or less, and even more preferably 50 or less.
[0039] <(c) Surfactants> The aqueous composition of the present invention preferably contains a surfactant (c) (hereinafter referred to as component (c)) from the viewpoint of further enhancing the effect of component (b) in suppressing the coloring of the composition or the change in the fragrance of the composition caused by component (a). Component (c) is a component that further suppresses the problems of the composition caused by component (a) caused by component (b). The component (c) may be one or more selected from the group consisting of (c1) anionic surfactants (hereinafter referred to as component (c1)), (c2) nonionic surfactants (hereinafter referred to as component (c2)), (c3) cationic surfactants (hereinafter referred to as component (c3)) and (c4) amphoteric surfactants (hereinafter referred to as component (c4)).
[0040] [(c1) component] The component (c1) is an anionic surfactant. Examples of the anionic surfactant of the component (c1) include one or more anionic surfactants selected from the following components (c1-1), (c1-2), (c1-3), and (c1-4). Component (c1-1): alkyl or alkenyl sulfate ester salt Component (c1-2): polyoxyalkylene alkyl or alkenyl ether sulfate salt having an alkyleneoxy group Component (c1-3): anionic surfactant having a sulfonate group (c1-4) component: fatty acid or its salt
[0041] More specifically, the component (c1-1) can be one or more anionic surfactants selected from alkyl sulfate ester salts in which the alkyl group has 10 to 18 carbon atoms, and alkenyl sulfate ester salts in which the alkenyl group has 10 to 18 carbon atoms. The component (c1-1) is preferably one or more anionic surfactants selected from alkyl sulfates having an alkyl group with 12 to 18 carbon atoms, and more preferably one or more anionic surfactants selected from sodium alkyl sulfates having an alkyl group with 12 to 18 carbon atoms.
[0042] More specifically, the component (c1-2) may be one or more anionic surfactants selected from polyoxyalkylene alkyl sulfate salts having an alkyl group with 10 to 18 carbon atoms and an average number of moles of alkylene oxide added of 1 to 3, and polyoxyalkylene alkenyl ether sulfate salts having an alkenyl group with 10 to 18 carbon atoms and an average number of moles of alkylene oxide added of 1 to 3. The alkylene oxide is preferably one or more selected from ethylene oxide and propylene oxide. When the alkylene oxide contains multiple different alkylene oxides, the multiple different alkylene oxides may be bonded in a block or random manner. The component (c1-2) is preferably a polyoxyethylene alkyl sulfate having an average number of moles of ethylene oxide added of 1 or more and 2.2 or less, more preferably a polyoxyethylene alkyl sulfate having an alkyl group with 12 or more and 14 or less carbon atoms and an average number of moles of ethylene oxide added of 1 or more and 2.2 or less, and further preferably a sodium salt thereof.
[0043] The anionic surfactant having a sulfonate group, which is the component (c1-3), refers to an anionic surfactant having a sulfonate salt as a hydrophilic group. More specific examples of the component (c1-3) include one or more anionic surfactants selected from alkylbenzenesulfonates having an alkyl group with 10 to 18 carbon atoms, alkenylbenzenesulfonates having an alkenyl group with 10 to 18 carbon atoms, alkanesulfonates having an alkyl group with 10 to 18 carbon atoms, α-olefinsulfonates having an α-olefin moiety with 10 to 18 carbon atoms, α-sulfofatty acid salts having a fatty acid moiety with 10 to 18 carbon atoms, α-sulfofatty acid lower alkyl ester salts having a fatty acid moiety with 10 to 18 carbon atoms and an ester moiety with 1 to 5 carbon atoms, and internal olefinsulfonates having 12 to 16 carbon atoms. The component (c1-3) is preferably an alkylbenzenesulfonate having an alkyl group with 11 or more and 16 or less carbon atoms, and more preferably sodium alkylbenzenesulfonate having an alkyl group with 11 or more and 16 or less carbon atoms.
[0044] The fatty acid or salt thereof which is the component (c1-4) can be a fatty acid or a salt thereof having from 10 to 20 carbon atoms. The number of carbon atoms in the component (c1-4) is 10 or more, preferably 12 or more, more preferably 14 or more, and 20 or less, preferably 18 or less.
[0045] Examples of the salts of the anionic surfactant of the component (c), and further of the anionic surfactants of the components (c1-1) to (c1-4), include alkali metal salts such as sodium salts and potassium salts, alkaline earth metal salts such as magnesium salts, ammonium salts, and organic amine salts such as monoethanolamine salts, diethanolamine salts, and triethanolamine salts. The alkali metal salts are preferred, and the sodium salts or potassium salts are more preferred.
[0046] [(c2) component] The component (c2) is a nonionic surfactant. The component (c2) is preferably a nonionic surfactant having a polyoxyalkylene group with an average added mole number of 3 to 90 moles. As the component (c2), a nonionic surfactant represented by the following general formula (c2) is more preferable. R 1c -(CO) x O-(AO) m -R 2c (c2) [In the formula, R 1c is an aliphatic hydrocarbon group having 8 to 18 carbon atoms, AO is one or more alkyleneoxy groups selected from an alkyleneoxy group having 2 carbon atoms and an alkyleneoxy group having 3 carbon atoms, x is a number of 0 or 1, m is the average number of moles of AO added and is a number of 3 to 90, R 2c is a hydrogen atom or a methyl group.
[0047] In general formula (c2), R 1c The number of carbon atoms in R is preferably 10 or more, more preferably 12 or more, and preferably 16 or less. 1c The aliphatic hydrocarbon group includes an aliphatic hydrocarbon group selected from an alkyl group and an alkenyl group, and an alkyl group is preferred. In addition, in the general formula (c2), R 2c is preferably a hydrogen atom. In addition, in the general formula (c2), x is a number of 0 or 1, and the number 0 is preferable. In addition, in general formula (c2), m is the average number of moles of AO added, and is preferably 4 or more, more preferably 5 or more, even more preferably 6 or more, even more preferably 7 or more, and is preferably 80 or less, more preferably 70 or less, even more preferably 60 or less. In addition, in the general formula (c2), AO is one or more alkyleneoxy groups selected from an alkyleneoxy group having 2 carbon atoms and an alkyleneoxy group having 3 carbon atoms. When AO contains multiple different alkyleneoxy groups, the multiple different alkyleneoxy groups may be block bonds or random bonds. Examples of AO include one or more groups selected from an ethyleneoxy group and a propyleneoxy group. From the viewpoint of further improving the strength of the fragrance by the (a) component, AO is preferably an alkyleneoxy group containing an ethyleneoxy group. AO is preferably an ethyleneoxy group.
[0048] [(c3) Cationic surfactant] The component (c3) is a cationic surfactant. The component (c3) is preferably one or more quaternary ammonium compounds (c3-1) selected from compounds represented by the following general formula (c3-1). The component (c3) is preferably a quaternary ammonium salt that is one or more quaternary ammonium compounds (c3-1) represented by the general formula (c3-1) and satisfies the following requirements 1 and 2. When the quaternary ammonium compound (c3-1) is two or more types, R 1c , R 2c , R 3c , R 4c , R 5c and X - may be the same or different. [ka]
[0049] [In the formula, R 1c is a linear, branched or cyclic alkyl or alkenyl group having 14 to 22 carbon atoms. Y is a -COO- group or a -OCO- group. R 2c is an alkylene group having 1 to 3 carbon atoms. 3c , R4c each independently represents an alkyl group having 1 to 3 carbon atoms; -R 2c -OH or R 1c -YR 2c -, where R 3c and / or R 4c But R 1c -YR 2c -, R 1c and / or R 2c may be the same or different. 3c and / or R 4c But -R 2c -OH, R 2c may be the same or different. 5c is an alkyl group having 1 to 3 carbon atoms. - is an anion.]
[0050] Requirement 1: When there is one type of quaternary ammonium compound (c3-1), R 1c At least one of R is a linear, branched or cyclic alkenyl group having 14 to 22 carbon atoms. In addition, when the number of quaternary ammonium compounds (c3-1) is two or more, R 1c At least one of the quaternary ammonium compounds is a linear, branched or cyclic alkenyl group having 14 to 22 carbon atoms. Requirement 2: The unsaturation rate defined by the following formula (1) is 20% by mass or more and 100% by mass or less. Unsaturation rate (mass%)=[(R 1c R is an alkenyl group 1c (total mass of COOH) / (R 1c (1) (total mass of COOH) × 100
[0051] In general formula (c3-1), R 1cis a linear, branched or cyclic alkyl or alkenyl group having from 14 to 22 carbon atoms; from the viewpoint of inhibiting thickening, the alkyl group is preferably a pentadecanyl group or a heptadecanyl group, and the alkenyl group is preferably an 8-heptadecenyl group, an 8,11-heptadecadienyl group, an 8,11,14-heptadecatrienyl group, a 4,7,10,13-nonadecatetraenyl group, a 4,7,10,13,16-nonadecapentaenyl group, or a 3,6,9,12,15,18-heneicosahexaenyl group. In general formula (c3-1), Y is a -COO- group or a -OCO- group, and from the viewpoints of inhibiting thickening and facilitating availability of raw materials, a -COO- group is preferred. In general formula (c3-1), R 2c is specifically a methylene group, an ethylene group, or a propylene group, and from the viewpoint of easy availability of the raw material, an ethylene group is preferred. In general formula (c3-1), R 3c and R 4c The alkyl group having 1 to 3 carbon atoms is specifically a methyl group, an ethyl group, or a propyl group, and from the viewpoint of suppressing thickening, a methyl group is preferred. In general formula (c3-1), R 3c and R 4c -R 2c The -OH group is specifically a hydroxymethyl group, a 2-hydroxyethyl group, a 3-hydroxypropyl group, or a 2-hydroxypropyl group, with the 2-hydroxyethyl group being preferred from the viewpoint of easy availability of raw materials. In general formula (c3-1), R 5c Specifically, is a methyl group, an ethyl group, or a propyl group. From the viewpoint of suppressing thickening, a methyl group is preferred. In general formula (c3-1), X - is a counter anion, and is preferably an anion selected from an iodide ion, a bromide ion, a chloride ion, an alkyl sulfate ion having from 1 to 3 carbon atoms, a fatty acid ion having from 12 to 18 carbon atoms, and a benzenesulfonate ion which may be substituted with from 1 to 3 alkyl groups having from 1 to 3 carbon atoms, more preferably an anion selected from an alkyl sulfate ion having from 1 to 3 carbon atoms, and even more preferably a monomethyl sulfate ion or a monoethyl sulfate ion.
[0052] <Requirement 1> From the viewpoint of more effectively solving the problems of the present invention, when the component (c3) contains one type of quaternary ammonium compound (c3-1), the component (c3) is one or more types of quaternary ammonium compounds (c3-1) represented by the above general formula (c3-1), wherein R 1c In the case where the component (c3) contains two or more types of quaternary ammonium compounds (c3-1), the component (c3) is preferably one or more types of quaternary ammonium compounds (c3-1) represented by the above general formula (c3-1), in which R 1c Preferably, the compound contains at least one quaternary ammonium compound, at least one of which is a linear, branched or cyclic alkenyl group having 14 to 22 carbon atoms.
[0053] <Requirement 2> From the viewpoint of more effectively solving the problems of the present invention, the component (c3) is preferably one or more quaternary ammonium compounds (c3-1) represented by the above general formula (c3-1), which have an unsaturation rate of 20% by mass or more, preferably 30% by mass or more, and more preferably 35% by mass or more, and from the viewpoint of storage stability, preferably a compound having an unsaturation rate of 100% by mass or less, preferably 90% by mass or less, and more preferably 80% by mass or less.
[0054] The unsaturation rate of the component (c3) can be determined, for example, by the ratio of R 1c Group R 1c When replaced with COOH, R 1c R is an alkenyl group 1c The total mass of COOH and R 1c It is calculated from the total mass of COOH using the above formula (1). The unsaturation rate of the (c3) component can be calculated by, for example, the R 1c Compounds containing, for example, R 1c Of COOH, R 1c R is an alkenyl group1c The total mass of COOH and R 1c It can be calculated from the total mass of COOH using the above formula (1). In the production of a quaternary ammonium compound of the general formula (c3-1) by an esterification reaction between an alkanolamine and a fatty acid or a fatty acid chloride or an ester exchange reaction between an alkanolamine and a lower alcohol ester of a fatty acid, followed by a quaternization reaction with a quaternizing agent, R 1c By optimizing the conditions, such as using COX (fatty acid, fatty acid chloride, or lower alcohol ester of fatty acid) at a molar ratio of 1.5 times or more to alkanolamine, it is possible to obtain an R of approximately 95% or more. 1c COX reacts with alkanolamine to give an ester. Therefore, one or more R 1c The unsaturation rate of COX may be used as the unsaturation rate. The unsaturation rate can also be calculated by measuring the iodine value. 1c When COX is used in excess relative to alkanolamine, one or more R 1c It is acceptable to measure the iodine value of COX and calculate it. 1c The iodine value of COX can be measured using the method described in the Iwanami Dictionary of Physics and Chemistry, 4th Edition, Iwanami Shoten.
[0055] From the viewpoint of more effectively solving the problems of the present invention, the component (c) is preferably at least one selected from the group consisting of the component (c2) which is a nonionic surfactant and the component (c3) which is a cationic surfactant, and the component (c3) is more preferable.
[0056] The aqueous composition of the present invention contains component (c) in an amount of preferably 0.01% by mass or more, more preferably 0.05% by mass or more, and preferably 50% by mass or less, more preferably 40% by mass or less, and even more preferably 30% by mass or less, from the viewpoint of further enhancing the effect of component (b) in suppressing discoloration of the composition or alteration of the fragrance of the composition caused by component (a).
[0057] When the aqueous composition of the present invention contains component (c), the mass ratio of the content of component (a) to the content of component (c) [(a) / (c)] in the aqueous composition of the present invention is, from the viewpoint of further enhancing the effect of component (b) in suppressing the coloration of the composition or the alteration of the fragrance of the composition caused by component (a), preferably 0.001 or more, more preferably 0.005 or more, even more preferably 0.01 or more, and is preferably 100 or less, more preferably 20 or less, more preferably 15 or less, even more preferably 10 or less.
[0058] The aqueous composition of the present invention may optionally contain a commonly used defoaming agent from the viewpoint of suppressing foaming, and may also contain dyes and pigments from the viewpoint of aesthetics and preventing coloring during long-term storage. In addition, antibacterial and antifungal agents commercially available under the trade name Proxel may also be used. In addition, it is preferable to use a chelating agent from the viewpoint of suppressing color change, fading of dyes, and deterioration of fragrance during long-term storage. In addition, a pH adjuster such as an acidic agent or an alkaline agent may be contained from the viewpoint of adjusting the pH of the aqueous composition.
[0059] The aqueous composition of the present invention can be used for cleaning textile products, finishing textile products, and as a fragrance. Therefore, the aqueous composition of the present invention may be one or more selected from a detergent composition, a detergent composition for textile products, a finishing agent composition, a finishing agent composition for textile products, a softener composition, and a fragrance composition. The textile product may be a textile product made of fibers, for example, natural fibers, synthetic fibers, and semi-synthetic fibers. The composition is also effective for compositions containing a relatively large amount of a fragrance composition, such as deodorants for hard surfaces where bad odors occur, such as in toilets, spray deodorants, and air fresheners.
[0060] The fibers may be either hydrophobic or hydrophilic. Examples of hydrophobic fibers include protein fibers (milk protein casein fibers, promix, etc.), polyamide fibers (nylon, etc.), polyester fibers (polyester, etc.), polyacrylonitrile fibers (acrylic, etc.), polyvinyl alcohol fibers (vinylon, etc.), polyvinyl chloride fibers (polyvinyl chloride, etc.), polyvinylidene chloride fibers (vinylidene, etc.), polyolefin fibers (polyethylene, polypropylene, etc.), polyurethane fibers (polyurethane, etc.), polyvinyl chloride / polyvinyl alcohol copolymer fibers (polycral, etc.), polyalkylene paraoxybenzoate fibers (benzoate, etc.), and polyfluoroethylene fibers (polytetrafluoroethylene, etc.). Examples of hydrophilic fibers include seed hair fibers (cotton, kapok, etc.), bast fibers (hemp, flax, ramie, hemp, jute, etc.), leaf vein fibers (Manila hemp, sisal, etc.), palm fibers, rush, straw, animal hair fibers (wool, mohair, cashmere, camel hair, alpaca, vicuna, angora, etc.), silk fibers (domestic silk, wild silk), feathers, and cellulosic fibers (rayon, polynosic, cupra, acetate, etc.). The fiber is preferably a fiber containing cotton fiber. The content of cotton fiber in the fiber is preferably 5% by mass or more, more preferably 10% by mass or more, even more preferably 15% by mass or more, still more preferably 20% by mass or more, and even more preferably 100% by mass. In the present invention, the textile product means a fabric such as a woven fabric, knitted fabric, or nonwoven fabric using the hydrophobic or hydrophilic fiber, and an undershirt, T-shirt, dress shirt, blouse, slacks, hat, handkerchief, towel, knitwear, socks, underwear, tights, or other products obtained using the same. The textile product is preferably a textile product containing cotton fiber. The preferred embodiment of the content of cotton fiber in the textile product is the same as the content of cotton fiber in the above-mentioned fiber.
[0061] The aqueous composition of the present invention can be used, for example, in the treatment of objects such as textile products. The aqueous composition of the present invention can be used to treat an object by contacting the object with the composition by immersing the object in the composition or a dilution obtained by diluting the composition or a concentrated solution of the composition with water, or by spraying the composition or a dilution obtained by diluting the composition with water onto the object. When an object is immersed in the aqueous composition of the present invention or a dilution thereof, an external force such as a mechanical force may be applied to the object. Examples of a method for applying a mechanical force to a textile product include a method of applying an external force by a water flow using a commercial washing machine or a home washing machine. Furthermore, when spraying the aqueous composition of the present invention or a diluted solution thereof onto an object, the composition or a diluted solution thereof can be filled into a spray container, and the aqueous composition of the present invention or a diluted solution thereof can be sprayed onto the object from the spray container.
[0062] <Spray-type air freshener items> The aqueous composition of the present invention can be filled into a spray container to obtain a spray-type air freshener article. The spray-type air freshener article of the present invention is an article comprising the aqueous composition of the present invention and a spray container. The aqueous composition of the present invention is a mist type containing water, and is preferably filled into a spray container and the amount of spray per time adjusted to 0.1 to 3 mL. Examples of the spray container to be used include a trigger spray container (direct pressure or pressure accumulation type), a dispenser type pump spray container, and an aerosol spray container equipped with a pressure-resistant container. In order to effectively exhibit the performance, a spray container equipped with a trigger sprayer or an aerosol sprayer is preferred, and in the present invention, a spray container equipped with a trigger sprayer is more preferred from the viewpoints of durability and fabric adhesion.
[0063] The spray container is preferably equipped with a spraying means in which the average particle size of the sprayed droplets at a point 10 cm away from the nozzle in the spray direction is 10 to 200 μm, the number of droplets exceeding 200 μm in diameter at a point 15 cm away from the nozzle in the spray direction is 1% or less of the total number of the sprayed droplets, and the number of droplets less than 10 μm in diameter at a point 10 cm away from the nozzle in the spray direction is 1% or less of the total number of the sprayed droplets. The particle size distribution of the sprayed droplets is the volume average particle size, and can be measured, for example, by a laser diffraction type particle size distribution meter (manufactured by JEOL Ltd.).
[0064] The aqueous composition and the spray-type air freshener article of the present invention are suitable for use in textile products, and the aqueous composition can be applied to textile products by spraying to impart fragrance to the textile products. The spray-type air freshener article is suitable for use in this method. The textile product can be the textile or textile product described in the aqueous composition of the present invention.
[0065] <Method for suppressing alteration of fragrance and / or discoloration of aqueous composition> The present invention provides a method for suppressing modulation of fragrance and / or discoloration of an aqueous composition, which comprises mixing (a) an aqueous composition containing 0.01% by mass or more and 2% by mass or less of one or more fragrance components [component (a)] selected from unsaturated or aromatic aldehyde fragrance components, and unsaturated or aromatic ketone fragrance components, with (b) one or more compounds [component (b)] selected from compounds represented by the following general formula (b1) [hereinafter referred to as the method of the present invention]:
[0066] [ka]
[0067] [In the formula, R 1b is a tertiary butyl group, and R 2b , R 3b , R 4b , R 5b each independently represents a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, an alkoxy group having 1 to 4 carbon atoms, or -C n H 2nCOOR 6b R is an ester group represented by the formula: 2b , R 3b , R 4b and R 5b At least one of -C n H 2n COOR 6b Here, n is an integer of 1 to 5, and R 6b is a hydrocarbon group having 1 to 18 carbon atoms.
[0068] In the method of the present invention, preferred embodiments of the components (a), (b) and fragrance composition (A) are the same as those of the components (a), (b) and fragrance composition (A) described in the aqueous composition of the present invention. In the method of the present invention, the aqueous composition may optionally contain optional components such as a surfactant (c), and preferred embodiments of these optional components are the same as those of the optional components described in the aqueous composition of the present invention.
[0069] In the method of the present invention, the aqueous composition of the present invention contains component (a) in an amount of 0.005% by mass or more, preferably 0.01% by mass or more, more preferably 0.05% by mass or more, and even more preferably 0.1% by mass or more, from the viewpoint of imparting a pleasant fragrance, and contains component (a) in an amount of 2% by mass or less, preferably 1.5% by mass or less, from the viewpoint of suppressing modulation of fragrance and / or discoloration.
[0070] In the method of the present invention, the aqueous composition of the present invention contains, from the viewpoint of imparting a preferable fragrance, preferably 0.05% by mass or more, more preferably 0.1% by mass or more, even more preferably 0.5% by mass or more, even more preferably 0.8% by mass or more, and even more preferably 1.0% by mass or more of the fragrance composition (A), and from the viewpoint of suppressing modulation of fragrance and / or discoloration, preferably 5% by mass or less, more preferably 4% by mass or less, and even more preferably 3% by mass or less.
[0071] In the method of the present invention, the aqueous composition of the present invention contains component (b) in an amount, from the viewpoint of suppressing fragrance modulation and / or discoloration, preferably 0.0001% by mass or more, more preferably 0.0005% by mass or more, even more preferably 0.01% by mass or more, even more preferably 0.05% by mass or more, even more preferably 0.1% by mass or more, and preferably 10% by mass or less, more preferably 5% by mass or less, and even more preferably 1% by mass or less.
[0072] In the method of the present invention, the mass ratio of the content of the fragrance composition (A) to the content of the component (b) in the aqueous composition of the present invention [(A) / (b)] is, from the viewpoint of suppressing fragrance modulation and / or discoloration, preferably 5 or more, more preferably 7 or more, even more preferably 10 or more, and preferably 1,000 or less, more preferably 500 or less, even more preferably 100 or less, and even more preferably 50 or less.
[0073] In the method of the present invention, the mass ratio of the content of component (a) to the content of component (b) in the aqueous composition of the present invention [(a) / (b)] is, from the viewpoint of suppressing fragrance modulation and / or discoloration, preferably 0.01 or more, more preferably 0.05 or more, even more preferably 0.1 or more, and preferably 100 or less, more preferably 50 or less, even more preferably 20 or less, still more preferably 10 or less, and even more preferably 8 or less.
[0074] In the method of the present invention, when the aqueous composition of the present invention contains component (c), from the viewpoint of further enhancing the effect of component (b) in suppressing discoloration of the composition or alteration of the fragrance of the composition caused by component (a), the aqueous composition of the present invention contains component (c) in an amount of preferably 0.01% by mass or more, more preferably 0.05% by mass or more, and preferably 50% by mass or less, more preferably 40% by mass or less, and even more preferably 30% by mass or less.
[0075] In the method of the present invention, when the aqueous composition of the present invention contains component (c), the mass ratio of the content of component (a) to the content of component (c) in the aqueous composition of the present invention [(a) / (c)] is, from the viewpoint of further enhancing the effect of component (b) in suppressing discoloration of the composition or alteration of the fragrance of the composition caused by component (a), preferably 0.001 or more, more preferably 0.005 or more, even more preferably 0.01 or more, and is preferably 100 or less, more preferably 20 or less, more preferably 15 or less, even more preferably 10 or less. EXAMPLES
[0076] Aqueous compositions containing the following ingredients as shown in Tables 4 and 5 were prepared, and the color and scent of the aqueous compositions were evaluated according to the following procedures.
[0077] <Composition ingredients> <Fragrance composition (A)> The fragrance compositions A-1 to A-3 are fragrance compositions containing fragrance ingredients such as an aldehyde fragrance and a ketone fragrance in the ratios shown in Table 1. The aldehyde fragrances in Table 1 correspond to the unsaturated or aromatic aldehyde fragrance ingredients of component (a), and the ketone fragrances in Table 1 correspond to the unsaturated or aromatic ketone fragrance ingredients of component (a).
[0078] [Table 1]
[0079] <(b) Component> b-1: Methyl 3-(3,5-Di-tert-butyl-4-hydroxyphenyl)propionate, manufactured by Tokyo Chemical Industry Co., Ltd. <(b') component> b'-1: Dibutylhydroxytoluene, BHT (manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.)
[0080] <(c) component> c-1: A cationic surfactant synthesized in Synthesis Example 1 below (hereinafter referred to as component (c-1)). c-2: A cationic surfactant synthesized in Synthesis Example 2 below [hereinafter referred to as component (c-2)]. c-3: Polyoxyethylene (9) lauryl ether, manufactured by Kao Corporation c-4: 2-Ethylhexyl glyceryl ether, manufactured by Tokyo Chemical Industry Co., Ltd. <Other ingredients> EtOH: Ethanol (Kanto Chemical)
[0081] <Synthesis Example 1: Synthesis of component (c-1)> Triethanolamine and R of the composition shown in Table 2 1c COOH was used as the raw fatty acid. 1c The unsaturation percentage of COOH is 27% + 3% = 30%.
[0082] [Table 2]
[0083] Triethanolamine and R 1c COOH was added in the reaction molar ratio (R 1c 500g of a solution of COOH / triethanolamine (1.65 / 1) was charged into a 1L flask, nitrogen was introduced under stirring, and the resulting water was removed from the system using a dehydrator while heating to 180°C over about 3 hours. The temperature was kept at 180-230°C for another 5 hours, and a portion of the reaction product was sampled and its AV (acid value) was measured. After confirming that AV was 2.5mgKOH / g or less, the reaction product was cooled to room temperature. HPLC analysis revealed that the esterification product contained unreacted R 1c It contained 5% by mass of COOH. The total amino group nitrogen content of the obtained ester compound (based on the measurement method for total amino group nitrogen content in JIS K7245-2000) was determined, and a quaternization reaction was carried out with 0.96 equivalents of dimethyl sulfate relative to the equivalent number of amino groups obtained from the calculation. Specifically, 300 g of the esterification reaction product was charged into a 1 L flask, and heated to 50°C while stirring while introducing nitrogen. Dimethyl sulfate in an amount of 0.96 equivalents relative to the equivalent number of amino groups calculated from the total amino group nitrogen content was added dropwise from the dropping funnel over 1 hour, and the mixture was stirred at 50°C for another 2 hours. After the reaction was completed, the mixture was diluted with ethanol.
[0084] The composition ratio of each component in the obtained product was analyzed by HPLC and quantified using tetraoctylammonium bromide as an internal standard. As a result, the obtained product was found to contain 75% by mass of component (c-1), 10% by mass of ethanol, 12% by mass of unquaternized esterification reactants (as methyl sulfate), and 12% by mass of unreacted R. 1c It contains 2% by mass of COOH, a trace amount of triethanolamine quaternary salt and other trace components, and in the general formula (c3-1) of the component (c-1), -YR 2c - is -COO-C2H4-, R 3c and R 4c is -C2H4OH, R 5c is a methyl group, and X - is a methyl sulfate ion in the component (c-1), and 2c - is -COO-C2H4-, R 3c R c1 -COO-C2H4-, R 4c is -C2H4OH, R 5c is a methyl group, and X - is a methyl sulfate ion in the component (c-1), and 2c - is -COO-C2H4-, R 3c and R 4c R 1c -COO-C2H4-, R 5c is a methyl group, and X -The compound in which the ion is a methyl sulfate ion accounted for 16 mass% of component (c-1). The quaternization rate calculated from component (c-1) and the non-quaternized esterification reaction product (75÷(75+12)) was 86 mass%.
[0085] <Synthesis Example 2: Synthesis of component (c-2)> Triethanolamine and R of the composition shown in Table 3 1c COOH was used as the raw fatty acid. 1c The unsaturation percentage of COOH is 78% + 10% + 2% = 90%.
[0086] [Table 3]
[0087] Triethanolamine and R 1c COOH was added in the reaction molar ratio (R 1c 500g of a solution mixed with COOH / triethanolamine (1.87 / 1) was charged into a 1L flask, nitrogen was introduced under stirring, and the resulting water was removed from the system using a dehydrator while heating to 180°C over about 3 hours. The temperature was kept at 180-230°C for another 5 hours, and a portion of the reaction product was sampled and its AV (acid value) was measured. After confirming that AV was 2.5mgKOH / g or less, the reaction product was cooled to room temperature. HPLC analysis revealed that the esterification product contained unreacted R 1c It contained 1% by mass of COOH. The total amino group nitrogen content of the obtained ester compound (based on the measurement method for total amino group nitrogen content in JIS K7245-2000) was determined, and a quaternization reaction was carried out with 0.96 equivalents of dimethyl sulfate relative to the equivalent number of amino groups obtained from the calculation. Specifically, 300 g of the esterification reaction product was charged into a 1 L flask, and heated to 50°C while stirring while introducing nitrogen. Dimethyl sulfate in an amount of 0.96 equivalents relative to the equivalent number of amino groups calculated from the total amino group nitrogen content was added dropwise from the dropping funnel over 1 hour, and the mixture was stirred at 50°C for another 2 hours. After the reaction was completed, the mixture was diluted with ethanol.
[0088] The composition ratio of each component in the obtained product was analyzed by HPLC and quantified using tetraoctylammonium bromide as an internal standard. As a result, the obtained product contained 66% by mass of component (c-2), 15% by mass of ethanol, 17% by mass of unquaternized esterification reactants (as methyl sulfate), and 17% by mass of unreacted R. 1c COOH 1 mass%, a trace amount of triethanolamine quaternary salt and other trace components, among which in the general formula (c3-1), -YR 2c - is -COO-C2H4-, R 3c and R 4c is -C2H4OH, R 5c is a methyl group, and X - is a methyl sulfate ion in the component (c-2), and 2c - is -COO-C2H4-, R 3c R 1c -COO-C2H4-, R 4c is -C2H4OH, R 5c is a methyl group, and X - The compound in which is a methyl sulfate ion is 58% by mass in the component (c-2), and in the general formula (c3-1), -YR 2c - is -COO-C2H4-, R 3c and R 4c R c1 -COO-C2H4-, R 5c is a methyl group, and X - The compound in which the ion is a methyl sulfate ion accounted for 20 mass% of component (c-2). The quaternization rate calculated from component (c-2) and the non-quaternized esterification reaction product (66÷(66+17)) was 80 mass%.
[0089] <Method of evaluating aqueous compositions> [Example 1] A 300 mL glass beaker (inner diameter 7 cm, height 11 cm) was charged with ion-exchanged water in an amount equivalent to 90% of the amount required to give an aqueous composition with a finished mass of 200 g, and the temperature of the ion-exchanged water was adjusted to 60±2°C using a water bath. Next, a stirring blade (turbine-type stirring blade, three blades, blade length 2 cm) attached to a Three-One Motor (manufactured by Shinto Scientific Co., Ltd., "TYPE HEIDON 1200G") was placed at a height of 1 cm from the bottom of the beaker, and while stirring at a rotation speed of 300 rpm, component (b) and component (c), a quaternary ammonium compound that had been melted and mixed at 65°C in advance, were added, and the mixture was then stirred at 300 rpm for 10 minutes while heating to 60±2°C. Next, the mixture was cooled to 30±2°C using a 5°C water bath. The fragrance composition (A) was added and stirred for 5 minutes. Ion-exchanged water was then added to the mixture to obtain a final mass (200g), and the mixture was stirred for 5 minutes to obtain an aqueous composition. The color and fragrance of the aqueous composition obtained were evaluated by the following method.
[0090] (1) Method for evaluating coloration of aqueous compositions 30 mL of the aqueous composition in Table 4 was placed in a glass bottle and stored at 60° C. for one week. The aqueous composition was then visually observed and evaluated for coloration according to the following evaluation index. Compositions with a coloration rating of "○" had significantly suppressed coloration of the composition and maintained the aesthetic appearance of the aqueous composition. [Coloring evaluation index] ◯: The color of the aqueous composition did not change compared to before storage. Δ: The aqueous composition was slightly discolored compared to before storage. ×: The aqueous composition was discolored compared to before storage.
[0091] (2) Method for Evaluating the Fragrance of an Aqueous Composition Thirty pieces of cotton knitted cloth (6cm x 6cm, Tanigashira Shoten) were treated with a Tergotometer (Ueshima, MS-8212). The treatment conditions were as follows: city water (20°C) was used, the bath ratio was adjusted to 30, and the aqueous composition in Table 4, which was prepared before use (before storage) and the aqueous composition prepared and stored for one week under the same conditions as in (1) above, were added at 10g per 1.5kg of cloth, and the treatment was performed for 3 minutes at 85 rpm. Thereafter, the soiled cloth after rinsing was dehydrated for 2 minutes using a two-layer washing machine, and then the dehydrated cloth was evaluated for odor by a specialist panel, and the odor of the aqueous composition was evaluated according to the following evaluation index. Compositions with an odor evaluation of "○" had significantly suppressed odor modulation of the composition. [Fragrance evaluation index] ○: The scent was the same as before storage. △: The scent was slightly inferior to that before storage. ×: The scent was inferior to that before storage.
[0092] [Table 4]
[0093] [Example 2] The fragrance composition (A), component (b), component (c) and water were mixed in the formulation shown in Table 5 to prepare the aqueous composition shown in Table 5. The coloring evaluation of this aqueous composition was performed in the same manner as in (1) of Example 1. The fragrance evaluation of this aqueous composition was performed by applying 100 μL of each of the aqueous compositions shown in Table 5, which were prepared before use (before storage) and the aqueous compositions which had been prepared and stored for one week under the same conditions as in (1) of Example 1, to a cotton knit cloth (6 cm×6 cm, Tanigashira Shoten), and an expert panel performed an odor evaluation according to the evaluation index in (2) of Example 1. In the case of a composition with a coloring rating of "○", coloring of the composition is significantly suppressed and the aesthetic appearance of the aqueous composition is maintained. In the case of a composition with a fragrance rating of "○", alteration of the fragrance of the composition is significantly suppressed.
[0094] [Table 5]
Claims
1. An aqueous composition containing (a) 0.005% by mass or more and 2% by mass of one or more fragrance components selected from unsaturated or aromatic aldehyde fragrance components and unsaturated or aromatic ketone fragrance components [hereinafter referred to as (a) component], and (b) one or more compounds selected from compounds represented by the following general formula (b1) [hereinafter referred to as (b) component], and water. 【Chemistry 1】 [In the formula, R 1b is a tertiary butyl group, and R 2b , R 3b , R 4b , R 5b are each independently a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, an alkoxy group having 1 to 4 carbon atoms, or an ester group represented by -C n H 2n COOR 6b , and at least one of R 2b , R 3b , R 4b and R 5b is an ester group represented by -C n H 2n COOR 6b . Here, n is an integer of 1 or more and 5 or less, and R 6b is a hydrocarbon group having 1 to 18 carbon atoms.]
2. The aqueous composition according to claim 1, further comprising (c) a surfactant [hereinafter referred to as component (c)].
3. (c) The aqueous composition according to claim 2, wherein component (c) is one or more quaternary ammonium compounds (c3-1) selected from compounds represented by the following general formula (c3-1), and satisfies the following requirements 1 and 2. 【Chemistry 2】 [In the formula, R 1c R is a linear, branched, or cyclic alkyl or alkenyl group having 14 to 22 carbon atoms. Y is a -COO- group or an -OCO- group. 2c R is an alkylene group having 1 to 3 carbon atoms. 3c , R 4c Each is an alkyl group having 1 to 3 carbon atoms, -R 2c -OH, or R 1c -Y-R 2c - is a base selected from. Here, R 3c and / or R 4c However, R 1c -Y-R 2c - When R 1c and / or R 2c They may be the same or different. Also, R 3c and / or R 4c However, -R 2c - When OH, R 2c They may be the same or different. 5c X is an alkyl group having 1 to 3 carbon atoms. - It is an anion. Requirement 1: If there is one quaternary ammonium compound (c3-1), R 1c At least one of them is a linear, branched, or cyclic alkenyl group having 14 to 22 carbon atoms. Also, if there are two or more quaternary ammonium compounds (c3-1), R 1c It contains at least one quaternary ammonium compound in which at least one of the components is a linear, branched, or cyclic alkenyl group having 14 to 22 carbon atoms. Requirement 2: The unsaturation rate, as defined by the following formula (1), is 20% by mass or more and 100% by mass or less. Unsaturation rate (mass%) = [(R 1c R is an alkenyl group 1c (Total mass of COOH) / (R 1c (Total mass of COOH) × 100 (1)
4. The aqueous composition is the aqueous composition according to any one of claims 1 to 3, wherein the aqueous composition contains 0.01% by mass or more and 1% by mass or less of component (b).
5. (a) The aqueous composition according to any one of claims 1 to 3, wherein the component comprises one or more selected from vanillin and ethyl vanillin.
6. A method for suppressing the alteration of the fragrance and / or discoloration of an aqueous composition, comprising: (a) mixing an aqueous composition containing 0.005% by mass or more and 2% by mass of one or more fragrance components selected from unsaturated or aromatic aldehyde fragrance components and unsaturated or aromatic ketone fragrance components with (b) one or more compounds selected from those represented by the following general formula (b1). 【Transformation 3】 [In the formula, R 1b is a tert-butyl group, R 2b , R 3b , R 4b , R 5b Each of these is independently a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, an alkoxy group having 1 to 4 carbon atoms, or -C n H 2n COOR 6b The ester group shown is R 2b , R 3b , R 4b and R 5b At least one of them is -C n H 2n COOR 6b This is an ester group represented by , where n is an integer between 1 and 5, and R 6b This is a hydrocarbon group having 1 to 18 carbon atoms.