Deodorant composition

A deodorant composition using specific compounds enhances aldehyde deodorization by promoting nucleophilic addition and suppressing hydrolysis, effectively reducing aldehyde odors on surfaces and textiles while preserving fragrance integrity.

JP2025103551APending Publication Date: 2025-07-09KAO CORP
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Patent Information

Application Number
JP2023221007
Authority / Receiving Office
JP · JP
Patent Type
Applications
Current Assignee / Owner
Filing Date
2023-12-27
Publication Date
2025-07-09

AI Technical Summary

Technical Problem

Existing deodorant compositions struggle to effectively deodorize aldehyde odors, particularly medium-chain and long-chain aldehydes found in cooking and body odors, while maintaining the integrity of aldehyde-based fragrances, due to neutral pH conditions that hinder the imination reaction between aldehydes and primary amines.

Method used

A deodorant composition comprising a compound with a hydroxy group and a primary or secondary amino group, a mono- or dicarboxylic acid with no hydroxy group at the α-position, and an aldehyde-based fragrance, which enhances nucleophilic addition and suppresses imine hydrolysis, improving deodorizing performance against aldehydes.

Benefits of technology

The composition effectively reduces aldehyde odors with minimal impact on the fragrance, maintaining a high deodorizing performance over time by promoting nucleophilic addition and suppressing odor return, suitable for hard surfaces and textiles.

✦ Generated by Eureka AI based on patent content.

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Abstract

To provide a deodorant composition that, among deodorant compositions, has reduced impact on aldehyde-based fragrances, and exhibits superior performance in deodorizing odors caused by aldehydes.SOLUTION: A deodorant composition includes the following components (a), (b), and (c). The component (a) is a compound having a hydroxyl group and a primary or secondary amino group in the molecule. The component (b) is a mono- or dicarboxylic acid or a salt thereof that is free of a hydroxyl group at the α-position. The component (c) is a fragrance composition containing an aldehyde-based fragrance.SELECTED DRAWING: None
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Description

Technical Field

[0001] The present invention relates to a deodorant composition and a deodorizing method.

Background Art

[0002] In recent years, the needs for scents have been increasing, and it has become a common practice to apply a deodorant fragrance to hard surfaces such as toilets, living spaces such as living rooms, and textile products such as futons, carpets, sofas, and clothing to impart a pleasant scent. In addition, in order to design a pleasant scent for such fragrances, aldehyde-based fragrances having an aldehyde group are often frequently applied. On the other hand, not only the imparting of a scent but also a technique for deodorizing malodors such as living odors, body odors, and food odors is expected. Malodors include acid odors derived from fatty acids and the like, and alkaline odors derived from ammonia and the like. For these odors, a high deodorizing effect can be obtained by imparting pH buffering ability to the deodorant. However, aldehyde odors such as nonenal known as body odor, for example, are difficult to deodorize chemically, and deodorization with inclusion compounds such as cyclodextrin is carried out, but the effect is not sufficient.

[0003] Generally, as a technique for chemically deodorizing aldehyde odor, it is carried out to contact a primary amine to generate an imine for deodorization. For example, Patent Document 1 discloses an aqueous deodorant composition containing a predetermined polyhydroxyamine compound and / or its salt (a), a polyvalent organic acid (b), and water, wherein the content of the component (a) is 0.06 to 10% by mass, the molar ratio of [(a) component / (b) component] is 1.1 to 6.0, and the pH is 6.0 to 9.5. Further, Patent Document 2 discloses a deodorant for a space and / or a hard surface containing 0.005 to 30% by mass of a predetermined polyhydroxyamine compound and having a pH buffering ability of 0.3 to 300 mmol / kg.

Prior Art Documents

Patent Documents

[0004] Patent Document 1 Japanese Patent Application Laid-Open No. 2009-28071 Patent Document 2 Japanese Patent Application Laid-Open No. 2006-320711 Summary of the Invention Problems to be Solved by the Invention

[0005] Generally, the reaction between an aldehyde compound and a primary amine proceeds in an acidic or alkaline medium. Patent Documents 1 and 2 disclose deodorant compositions containing polyhydroxyamine compounds and aldehyde-based fragrances. However, since the pH of these compositions is neutral, the decomposition of aldehyde-based fragrances in the compositions does not occur. On the other hand, among the aldehyde compounds present in the object to be deodorized, lower aldehydes such as acetaldehyde can obtain a certain deodorizing effect by the action of polyhydroxyamine compounds. However, further improvement is required for the deodorizing effect of medium-chain or long-chain organic aldehyde compounds having 3 to 16 carbon atoms contained in cooking odors or body odors of adults, particularly the deodorizing effect at the time when a certain period of time has elapsed after spraying. In addition, in a deodorant composition, it is difficult to achieve both the use of an aldehyde-based fragrance and the improvement of the deodorizing performance of the odor derived from aldehydes. The present invention provides a deodorant composition that has little influence on aldehyde-based fragrances in the deodorant composition and is excellent in deodorizing performance against odors derived from aldehydes, and a deodorizing method using the same. Means for Solving the Problems

[0006] The present invention relates to a deodorant composition containing the following components (a), (b), and (c). Component (a): A compound having a hydroxy group and a primary or secondary amino group in the molecule Component (b): A mono- or dicarboxylic acid having no hydroxy group at the α-position or a salt thereof Component (c): A fragrance composition containing an aldehyde-based fragrance

[0007] The present invention also relates to a deodorizing method of bringing the above deodorant composition of the present invention into contact with an object to be deodorized.

Advantages of the Invention

[0008] According to the present invention, there are provided a deodorant composition in which the influence on aldehyde-based fragrances is small and which has excellent deodorizing performance against odors derived from aldehydes, and a deodorizing method using the same.

Embodiments for Carrying Out the Invention

[0009] The mechanism by which the deodorant composition of the present invention has little influence on aldehyde-based fragrances in the deodorant composition, is excellent in the effect of reducing odors derived from aldehydes, and suppresses the return of odor over time after the deodorizing treatment is unknown, but is considered as follows. Generally, in order to deodorize aldehydes, it is conceivable to react a primary amine with an aldehyde to form an imine and reduce the volatility of the aldehyde to suppress the odor. However, since such a reaction is a dehydration reaction, the reaction hardly proceeds in a system where excessive water is present. Moreover, since the reaction usually proceeds under acidic or alkaline conditions, the imination reaction hardly proceeds in the deodorant composition which is an aqueous solution close to neutrality. On the other hand, when the deodorant composition of the present invention is brought into contact with an aldehyde compound present in an object to be deodorized, as drying progresses, the composition is concentrated, and a mono- or dicarboxylic acid having no hydroxy group at the α-position of the (b) component acts as a base on a compound having a hydroxy group and a primary or secondary amino group in the molecule of the (a) component. It is presumed that the nucleophilicity of the (a) component is improved by the cluster formation of the (a) component and the (b) component, and the nucleophilic addition reaction of the (a) component and aldehydes is promoted. Further, it is presumed that the carboxylic acid of the (b) component acts as a base on the imine generated by the reaction of the (a) component and aldehydes, and the hydrolysis of the imine is suppressed by the formation of a cluster of the imine and the (b) component, and the return of odor over time after the deodorizing treatment is suppressed. Thus, in the deodorant composition of the present invention, the action of the (b) component on the (a) component is unlikely to occur in the deodorant composition, and it is presumed that the reactivity becomes higher during the drying process of the deodorant composition after applying the deodorant composition to the object to be deodorized. As a result, it is presumed that the influence on the aldehyde-based fragrance in the deodorant composition is small, and the deodorizing performance against the odor derived from aldehydes is improved. Note that the deodorant composition and the deodorizing method of the present invention are not limited to these action mechanisms at all.

[0010] The deodorant composition of the present invention is excellent in reducing the odor derived from aldehydes, particularly the odor derived from medium-chain or long-chain organic aldehyde compounds contained in cooking odors or adult odors. In the present specification, examples of the medium-chain or long-chain organic aldehyde compound include organic aldehyde compounds having a hydrocarbon group with 3 to 18 carbon atoms. For example, it is known that odor components generated during aging odor or airing clothes contain aliphatic aldehydes with 7 to 12 carbon atoms (Fiber Consumption Magazine Vol. 44 No. 3 150-156 (2003)), and it is known that unsaturated aldehydes with 6 to 12 carbon atoms such as hexenal, heptadienal, decadienal and their isomers are frequently detected in the odors generated by the oxidation of tempura oil, etc. (Journal of the Japanese Home Economics Association Vol. 41 No. 11 1023-1030 (1990)).

[0011] <Deodorant composition> The deodorant composition of the present invention contains the following (a) component, (b) component and (c) component. (a) component: A compound having a hydroxy group and a primary or secondary amino group in the molecule (b) component: A mono- or dicarboxylic acid having no hydroxy group at the α-position or a salt thereof (c) component: A fragrance composition containing an aldehyde-based fragrance

[0012] <(a) component> (a) component is a compound having a hydroxy group and a primary or secondary amino group in the molecule. One or more kinds of (a) component can be used. Component (a) is preferably a compound having 1 to 5 hydroxy groups and 1 primary or secondary amino group in the molecule and having a total carbon number of 2 to 18 from the viewpoints of nucleophilicity and water solubility. Also, from the viewpoints of deodorizing effect and the odor of the composition, etc., component (a) is preferably a water-soluble compound having a solubility in water of 5 g / 100 g-water (25 °C) or more, and a non-volatile amine having a boiling point of 120 °C or more, preferably 150 °C or more, more preferably 180 °C or more, particularly preferably 200 °C or more at 760 mmHg, preferably a primary amine. Examples of such primary amines include 2-amino-2-hydroxymethyl-1,3-propanediol (bp. 219 °C (760 mmHg), solubility in water (25 °C): 50 g / 100 g-water), 1-amino-3-propanol (bp. 187.5 °C (760 mmHg), miscible with water), 2-amino-1-butanol (bp. 177 °C (760 mmHg), miscible with water), 3-amino-1,2-propanediol (bp. 264-265 °C (739 mmHg), miscible with water), 2-amino-1,3-propanediol (bp. 115-120 °C (0.06 mmHg), miscible with water), 2-amino-2-methyl-1,3-propanediol (bp. about 151 °C (10 mmHg), soluble in water), 2-amino-2-ethyl-1,3-propanediol (bp. 152-153 °C (10 mmHg), soluble in water), 4-amino-1,2-butanediol (bp. 200 °C or higher (760 mmHg), highly soluble in water), and other polyhydroxyamine compounds, N-(3-aminopropyl)diethanolamine (bp. 207 °C (760 mmHg), miscible with water), sugar amines such as glucosamine, galactosamine, and hexosamine (no boiling point, miscible with water). Note that the compounds whose boiling points are shown at a pressure of 760 mmHg or less are compounds having a boiling point of 120 °C or more at least at 760 mmHg.

[0013] From the viewpoint of further enhancing the deodorizing effect due to presumed steric hindrance, component (a) preferably contains a polyhydroxyamine compound represented by the following general formula (1a) or a salt thereof.

[0014] [Chemical formula]

[0015] [wherein, R 1a is a hydrogen atom, an alkyl group having 1 to 5 carbon atoms or a hydroxyalkyl group having 1 to 5 carbon atoms, and R 2a is a hydrogen atom, an alkyl group having 1 to 10 carbon atoms or a hydroxyalkyl group having 1 to 5 carbon atoms, and R 3a and R 4a are each independently an alkanediyl group having 1 to 5 carbon atoms. ]

[0016] In general formula (1a), R 1a is a hydrogen atom, an alkyl group having 1 to 5 carbon atoms or a hydroxyalkyl group having 1 to 5 carbon atoms. The alkyl group having 1 to 5 carbon atoms may be either linear or branched, and examples thereof include a methyl group, an ethyl group, an n-propyl group, an isopropyl group, various butyl groups, and various pentyl groups. Examples of the hydroxyalkyl group having 1 to 5 carbon atoms include a hydroxymethyl group, a 2-hydroxyethyl group, a 2-hydroxypropyl group, a 3-hydroxypropyl group, a 2-hydroxybutyl group, a 3-hydroxybutyl group, and a 4-hydroxybutyl group. R 1a From the viewpoint of further enhancing the deodorizing effect, among the above, a hydrogen atom, a methyl group, an ethyl group, a hydroxymethyl group or a 2-hydroxyethyl group is preferable, and particularly a hydrogen atom, a hydroxymethyl group or a 2-hydroxyethyl group is preferable.

[0017] In general formula (1a), R 2a is a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, or a hydroxyalkyl group having 1 to 5 carbon atoms. The alkyl group having 1 to 10 carbon atoms may be linear, branched or cyclic. Specific examples of the alkyl group include methyl group, ethyl group, n-propyl group, isopropyl group, various butyl groups, various pentyl groups, various hexyl groups, cyclopentyl group, cyclohexyl group, heptyl group, octyl group, nonyl group and decyl group. Examples of the hydroxyalkyl group having 1 to 5 carbon atoms include those described in the above description of R 1a are mentioned. R 2a From the viewpoint of further enhancing the deodorizing effect, among the above, a hydrogen atom, an alkyl group having 1 to 3 carbon atoms or a hydroxyethyl group is preferable, and a hydrogen atom is particularly preferable. In the general formula (1a), R 3a and R 4a are each independently an alkanediyl group having 1 to 5 carbon atoms. R 3a and R 4a may be the same or different. From the viewpoint of further enhancing the deodorizing effect, the alkanediyl groups having 1 to 5 carbon atoms of R 3a and R 4a are each independently preferably a methylene group, an ethylene group, a trimethylene group, a propane-1,2-diyl group or a tetramethylene group, and particularly preferably a methylene group.

[0018] When using the polyhydroxyamine compound represented by the general formula (1a) as a salt such as hydrochloric acid, the pH can be adjusted by adding a base. Examples of the base that can be used include sodium hydroxide, potassium hydroxide, magnesium hydroxide, calcium hydroxide, etc., and in addition, monoethanolamine, diethanolamine, triethanolamine, methylethanolamine, dimethylethanolamine. Among these, sodium hydroxide and potassium hydroxide are preferable.

[0019] Specific examples of the component (a) include, for example, 1-amino-3-propanol, 2-amino-1-butanol, 3-amino-1,2-propanediol, 2-amino-1,3-propanediol, 2-amino-2-methyl-1,3-propanediol, 2-amino-2-ethyl-1,3-propanediol, 2-amino-2-hydroxymethyl-1,3-propanediol, 2-amino-2-hydroxyethyl-1,3-propanediol, 4-amino-4-hydroxypropyl-1,7-heptanediol, 2-(N-ethyl)amino-1,3-propanediol, 2-(N-ethyl)amino-2-hydroxymethyl-1,3-propanediol, 2-(N-decyl)amino-1,3-propanediol, 2-(N-decyl)amino-2-hydroxymethyl-1,3-propanediol, amino sugars, and salts thereof. The salt of the component (a) may be an acid salt obtained by neutralizing the above compound with an inorganic acid or an organic acid. Examples of the acid that neutralizes the component (a) in the salt of the component (a) include inorganic acids or organic acids, and one or more selected from hydrochloric acid, sulfuric acid, nitric acid, phosphoric acid, carbonic acid, fatty acids having 1 to 12 carbon atoms, and alkyl sulfates having 1 to 3 carbon atoms are preferred. Among these, from the viewpoint of deodorizing performance, the component (a) preferably contains one or more selected from 1-amino-3-propanol, 2-amino-1-butanol, 3-amino-1,2-propanediol, 2-amino-1,3-propanediol, 2-amino-2-methyl-1,3-propanediol, 2-amino-2-ethyl-1,3-propanediol, 2-amino-2-hydroxymethyl-1,3-propanediol, 2-amino-2-hydroxyethyl-1,3-propanediol, amino sugars, and salts thereof; more preferably contains one or more selected from 2-amino-1,3-propanediol, 2-amino-2-methyl-1,3-propanediol, 2-amino-2-ethyl-1,3-propanediol, 2-amino-2-hydroxymethyl-1,3-propanediol, 2-amino-2-hydroxyethyl-1,3-propanediol, and salts thereof; and still more preferably contains 2-amino-2-hydroxymethyl-1,3-propanediol or a salt thereof.

[0020] <(b) component> (b) The component is a mono- or dicarboxylic acid having no hydroxy group at the α-position or a salt thereof. In the present invention, the α-position refers to the carbon atom to which the carboxy group is bonded. In the case of a dicarboxylic acid, the carbon atom to which each carboxy group is bonded is the α-position. The (b) component can be used alone or in combination of two or more. (b) From the viewpoint of further enhancing the deodorizing effect due to the presumed steric hindrance and partition property (ease of forming clusters), the (b) component is a mono- or dicarboxylic acid having no hydroxy group at the α-position or a salt thereof, preferably having 2 or more, and preferably 5 or less carbon atoms.

[0021] Examples of the monocarboxylic acid of the (b) component include one or more selected from propionic acid, acetic acid, butyric acid, 3-hydroxybutyric acid, γ-hydroxybutyric acid, valeric acid, 3-hydroxyvaleric acid, γ-hydroxyvaleric acid, and salts thereof. Examples of the dicarboxylic acid of the (b) component include maleic acid, malonic acid, 2-methylmalonic acid, 2-ethylmalonic acid, 2-isopropylmalonic acid, 2,2-dimethylmalonic acid, 2-ethyl-2-methylmalonic acid, 2,2-diethylmalonic acid, 2,2-diisopropylmalonic acid, 1,2-cyclohexanedicarboxylic acid, 1,2-cyclopentanedicarboxylic acid (trans form: 5.99, cis form: 6.57), 1,2-cyclooctanedicarboxylic acid, 1,2-cycloheptanedicarboxylic acid, succinic acid, phenylsuccinic acid, 2,3-dimethylsuccinic acid, 2,3-diethylsuccinic acid, 2-ethyl-3-methylsuccinic acid, tetramethylsuccinic acid, 2,3-di-t-butylsuccinic acid, 3,3-dimethylglutaric acid, 3,3-diethylglutaric acid, 3-isopropyl-3-methylglutaric acid, 3-t-butyl-3-methylglutaric acid, 3,3-diisopropylglutaric acid, 3-methyl-3-ethylglutaric acid, 3,3-dipropylglutaric acid, 2-ethyl-2-(1-ethylpropyl)glutaric acid, cyclohexyl-1,1-diacetic acid, 2-methylcyclohexyl-1,1-diacetic acid, cyclopentyl-1,1-diacetic acid, 3-methyl-3-phenylglutaric acid, 3-ethyl-3-phenylglutaric acid, and salts thereof.

[0022] (b) component salts include alkali metal salts such as sodium salts and potassium salts, and alkaline earth metal salts such as magnesium salts. Preferably, they are alkali metal salts, and more preferably sodium salts.

[0023] (b) component, from the perspective of enhancing the deodorizing effect by the presumed steric hindrance and partition property (ease of cluster formation), among monocarboxylic acids, one or more selected from propionic acid, acetic acid, and their salts are preferred, and particularly propionic acid or its salt is preferred. Also, (b) component, from the perspective of enhancing the deodorizing effect by the presumed steric hindrance and partition property (ease of cluster formation), among dicarboxylic acids, one or more selected from malonic acid, succinic acid, and their salts are preferred, and those containing succinic acid or its salt are more preferred. (b) component preferably contains one or more selected from succinic acid, propionic acid, and their salts from the perspective of enhancing the deodorizing effect, and more preferably contains succinic acid or its salt.

[0024] <(c) component> (c) component is a perfume composition containing an aldehyde-based perfume [hereinafter referred to as (c ald ) component]. Aldehyde-based perfume means a perfume compound having an aldehyde group in the molecule. (c) component may use a perfume composition containing one type of (c ald ) component, or can also be used as a perfume composition containing a plurality of perfume compounds containing one or more types of (c ald ) components in a specific ratio. Also, (c ald ) component and (c ald)Fragrance compositions other than the components can be blended separately, and in the present invention, even if blended separately, they are regarded as the fragrance composition of component (c). As the fragrance compounds contained in component (c), those described in "Chemistry of Fragrances" (by Ryoichi Akahoshi, edited by The Chemical Society of Japan, Industrial Chemistry Series, issued on September 16, 1983), "Enlarged and Revised Edition Synthetic Fragrances, Chemistry and Product Knowledge" (edited by the Synthetic Fragrances Editorial Committee, Chemical Industry Daily Co., Ltd., issued on December 20, 2016), "Basic Knowledge of Fragrances and Perfumery" (by Motoki Nakajima, Sangyo Tosho Co., Ltd., issued on June 21, 1995), and "Perfume and Flavor Chemicals" (by STEFFEN ARCTANDER, MONTCLAIR, N.J., 1969) can be used.

[0025] (c ald )As the aldehyde-based fragrances of component (c), aliphatic aldehyde fragrances, terpene-based aldehyde fragrances, aromatic aldehyde fragrances, etc. can be mentioned, and one or more of these can be used. Component (c) can contain aromatic aldehyde fragrances among these aldehyde-based fragrances. The aromatic aldehyde fragrance means a fragrance compound having an aromatic hydrocarbon group and an aldehyde group in the molecule.

[0026] (c ald)The aldehyde-based flavor components specifically include hexyl aldehyde, heptyl aldehyde, octyl aldehyde, nonyl aldehyde, decyl aldehyde, undecyl aldehyde, dodecyl aldehyde, tridecyl aldehyde, trimethylhexyl aldehyde, methyloctyl acetaldehyde, methylnonyl acetaldehyde, trans-2-hexenal, cis-4-heptenal, 2,6-nonadienol, cis-4-decenal, undecylenal, trans-2-dodecenal, trimethylundecenal, 2,6,10-trimethyl-5,9-undecadienal, citral, citronellal, hydroxycitronellal, perilla aldehyde, methoxydihydrocitronellal, citronellyloxyacetaldehyde, isocyclocitral, centenal, bourgeonal, duplical, masial, boronal, cetonal, phenylacetaldehyde, phenylpropyl aldehyde, cinnamic aldehyde, α-amylcinnamic aldehyde, α-hexylcinnamic aldehyde, hydratropic aldehyde, anisaldehyde, p-methylphenylacetaldehyde, cumin aldehyde, cyclamen aldehyde, p-ethyl-2,2-dimethylhydrocinnamaldehyde, 2-methyl-3-(p-methoxyphenyl)-propyl aldehyde, p-tert-butyl-α-methylhydrocinnamic aldehyde, salicylaldehyde, heliotropin, helional, vanillin, ethyl vanillin, methyl vanillin, 10-undecenal, 1,2,3,4,5,6,7,8-octahydro-8,8-dimethyl-2-naphthaldehyde, 1-methyl-4-(4-methyl-3-pentenyl)-3-cyclohexene-1-carboxaldehyde (myrac aldehyde), 2,4-dimethyl-3-cyclohexene-1-carboxaldehyde, 3,5-dimethyl-3-cyclohexene-1-carboxaldehyde, 2,4-dimethyl-3-cyclohexene-1-carboxaldehyde and 3,A mixture of 5-dimethyl-3-cyclohexene-1-carboxaldehyde (trade name = ligustral or triplal), benzaldehyde, 3-(4-tert-butylphenyl)butanal (trade name = lilial), 4-(4-hydroxy-4-methylpentyl)-3-cyclohexene-1-carboxaldehyde and a mixture of 3-(4-hydroxy-4-methylpentyl)-3-cyclohexene-1-carboxaldehyde (trade name = liral / iff: registered trademark), 3,6(4,6)-dimethyl-3-cyclohexene-1-carboxaldehyde (trade name = cyclovertal / kao: registered trademark), floral ozone, 2,6,10-trimethyl-9-undecenal, etc. may be mentioned, and one or more of these can be used.,

[0027] In the present invention, among these, aromatic aldehyde fragrances, particularly heliotropin, lilial (trade name), liral (registered trademark), triplal (trade name), benzaldehyde, cinnamic aldehyde, α-hexyl cinnamic aldehyde, α-amyl cinnamic aldehyde and cuminaldehyde are easily affected by the component (a). However, the deodorant composition of the present invention can enjoy the effects of the present invention even when these aromatic aldehydes are contained as the fragrance component of the component (c ald )).

[0028] The component (c) may contain fragrances other than aldehyde-based fragrances. Examples of fragrances other than aldehyde-based fragrances include known ones such as hydrocarbon-based fragrances, alcohol-based fragrances, ether-based fragrances, ketone-based fragrances, ester-based fragrances, lactone-based fragrances, cyclic ketone-based fragrances, and nitrogen-containing fragrances, and one or more of these can be used.,

[0029] (c) The component can be blended into the deodorant composition as a fragrance composition containing fragrances other than the component (c ald ) and the above-mentioned component (c ald ). (c) The component is (c aldThe composition preferably contains the component in an amount of 0.5% by mass or more, more preferably 1.0% by mass or more, still more preferably 5% by mass or more, and preferably 50% by mass or less, more preferably 30% by mass or less, still more preferably 20% by mass or less, from the viewpoints of fragrance tone, intensity, and residual fragrance property.

[0030] <Composition, etc.> The deodorant composition of the present invention contains the component (a) as it is when it is not a salt, or in terms of a compound that is not a salt when it is a salt, preferably in an amount of 0.01% by mass or more, more preferably 0.06% by mass or more, still more preferably 0.1% by mass or more, even more preferably 0.15% by mass or more, and preferably 5.0% by mass or less, more preferably 3.0% by mass or less, still more preferably 2.0% by mass or less, even more preferably 1.0% by mass or less, from the viewpoint of further enhancing the deodorizing effect. In this specification, the mass of the component (a) is, unless otherwise specified, the mass converted to the corresponding amine when the component (a) is a salt.

[0031] The deodorant composition of the present invention contains the component (b) preferably in an amount of 0.01% by mass or more, more preferably 0.06% by mass or more, still more preferably 0.1% by mass or more, even more preferably 0.2% by mass or more, and preferably 5.0% by mass or less, more preferably 3.0% by mass or less, still more preferably 2.0% by mass or less, even more preferably 1.0% by mass or less, from the viewpoint of further enhancing the deodorizing effect by the component (a). The mass of the component (b) is the mass converted to an acid. Hereinafter, unless otherwise specified, the definition of the mass of the component (b) is the same.

[0032] In the deodorant composition of the present invention, the molar ratio (a) / (b) of the content of component (a) to the content of component (b) is preferably 0.01 or more, more preferably 0.1 or more, still more preferably 0.25 or more, particularly preferably 0.3 or more, and preferably 4.0 or less, more preferably 3.0 or less, still more preferably 2.0 or less, even more preferably 1.8 or less, from the viewpoint of further enhancing the deodorizing performance of component (a). In the calculation of the molar ratio, the number of moles of component (a) shall be calculated as the number of moles as an amine contained in the composition of the present invention. The number of moles of component (b) shall also be calculated in the acid form of component (b).

[0033] The deodorant composition of the present invention preferably contains component (c) in an amount of 0.01% by mass or more, more preferably 0.03% by mass or more, and preferably 1.0% by mass or less, more preferably 0.5% by mass or less, still more preferably 0.1% by mass or less, even more preferably 0.08% by mass or less, from the viewpoints of the odor intensity, residual fragrance property, and stability of the fragrance.

[0034] The deodorant composition of the present invention ald component (c) is preferably contained in an amount of 0.0001% by mass or more, more preferably 0.001% by mass or more, and preferably 0.1% by mass or less, more preferably 0.05% by mass or less, still more preferably 0.02% by mass or less, even more preferably 0.015% by mass or less, from the viewpoints of the odor intensity, residual fragrance property, and stability of the fragrance.

[0035] In the deodorant composition of the present invention, the mass ratio (a) / (c) of the content of component (a) to the content of component (c) is preferably 2.0 or more, more preferably 3.0 or more, and preferably 20 or less, more preferably 14 or less, from the viewpoint of solubilizing ability with respect to the liquid.

[0036] In the deodorant composition of the present invention, the content of component (a) and the content of component (c ald ) component mass ratio (a) / (c ald ) component, from the viewpoint of solubilizing ability with respect to the liquid, is preferably 0.5 or more, more preferably 1.0 or more, and preferably 300 or less, more preferably 200 or less.

[0037] <Water> From the viewpoint of effectively bringing the deodorizing component of the present invention into contact with the object to be deodorized, the deodorant composition of the present invention can optionally contain water. As the water, ion-exchanged water, tap water, distilled water, purified water, groundwater, well water, etc. can be used. Water can be used in an amount such that, as the remainder of the composition, the total composition of the whole composition becomes 100% by mass. From the viewpoint of effectively bringing the deodorizing component of the present invention into contact with the object to be deodorized, the deodorant composition of the present invention contains water, preferably 80% by mass or more, more preferably 85% by mass or more, and preferably 99% by mass or less, more preferably 95% by mass or less.

[0038] The deodorant composition of the present invention may be in the form of a liquid or a solid, or may be in a form in which a liquid and a solid coexist. From the viewpoint of effectively bringing the component (a) and the component (b) into contact with the object to be deodorized, the deodorant composition of the present invention is preferably a liquid. The deodorant composition of the present invention may be a liquid deodorant composition.

[0039] The deodorant composition of the present invention can optionally contain a carboxylic acid having a hydroxy group at the α-position or a salt thereof [hereinafter referred to as component (b')]. Examples of the component (b') include citric acid, lactic acid, and tartaric acid. Since the component (b') may prevent the complexation of the component (a) and the component (b) and may reduce the effects of the present invention, attention must be paid when the deodorant composition of the present invention contains the component (b'). On the other hand, since the component (b') has an effect of deodorizing acidic or alkaline malodorous components, it may be desired to be used in combination in the deodorant composition.

[0040] When the deodorant composition of the present invention contains the component (b'), the molar ratio (b') / (a) of the content of the component (b') to the content of the component (a) in the deodorant composition of the present invention is preferably 2 or less, more preferably 1.5 or less, still more preferably 1.3 or less, even more preferably 1.0 or less, even more preferably 0.7 or less, even more preferably 0.5 or less, and most preferably 0 from the viewpoint of the deodorizing effect. Further, when the deodorant composition of the present invention contains the component (b'), from the viewpoint of imparting an effect of deodorizing acidic or alkaline malodorous components, the molar ratio (b') / (a) is preferably 0.05 or more, more preferably 0.1 or more, still more preferably 0.15 or more, and even more preferably 0.3 or more.

[0041] That is, when the deodorant composition of the present invention contains the component (b'), the molar ratio (b') / (a) of the content of the component (b') to the content of the component (a) in the deodorant composition of the present invention is, from the viewpoint of achieving both a deodorizing effect on odors derived from aldehydes and a deodorizing effect on acidic or alkaline malodorous components, preferably 0.05 or more, more preferably 0.1 or more, still more preferably 0.15 or more, and even more preferably 0.3 or more, and preferably 2 or less, more preferably 1.5 or less, still more preferably 1.3 or less, even more preferably 1.0 or less, even more preferably 0.7 or less, and even more preferably 0.5 or less.

[0042] Further, when the deodorant composition of the present invention contains the component (b'), the molar ratio (b') / (b) of the content of the component (b') to the content of the component (b) in the deodorant composition of the present invention is, from the viewpoint of enhancing the deodorizing performance of the component (a), preferably 100 or less, more preferably 50 or less, still more preferably 10 or less, even more preferably 5 or less, even more preferably 3 or less, even more preferably 1 or less, and from the viewpoint of imparting an effect of deodorizing acidic or alkaline malodorous components, preferably 0.01 or more, more preferably 0.02 or more, still more preferably 0.1 or more, and even more preferably 0.2 or more.

[0043] The deodorant composition of the present invention may further contain, as necessary, and within the scope of the effects of the present invention, any of a variety of other deodorants that are generally added, a solvent (excluding water), an oil, a gelling agent (thickening agent), a defoaming agent, a chelating agent, a salt such as sodium sulfate or N,N,N-trimethylglycine, a pH adjuster, an antioxidant (antioxidant), a quick-drying aid, a preservative, a germicide / antibacterial agent, a plant extract, a colorant, an ultraviolet absorbing agent, and the like (excluding those that fall under component (a) and component (b)).

[0044] The optional surfactant is not particularly limited and may be at least one selected from nonionic surfactants, cationic surfactants, anionic surfactants, and amphoteric surfactants. From the viewpoint of deodorizing performance, the surfactant is preferably at least one selected from nonionic surfactants and cationic surfactants. Generally, odorous components adhere to the solid surfaces of textile products such as fabrics, clothing, carpets, and sofas. Surfactants not only suppress the evaporation of odorous components adhered to solid surfaces, but also stably disperse the deodorizing component (a) and improve its contact with textile products, thereby further enhancing the deodorizing performance.

[0045] As the nonionic surfactant, a compound represented by the following general formula (1) or an amine oxide having an aliphatic hydrocarbon group having 10 to 16 carbon atoms is particularly preferred. R 1 -A-(DO) n -R 2 (1) [In formula (1), R 1 represents a linear or branched alkyl or alkenyl group having 10 or more and 22 or less, preferably 16 or less, carbon atoms; R 2represents a hydrogen atom or an alkyl group having 1 to 3 carbon atoms. A represents an -O- group or a -COO- group, D represents one or more groups selected from an ethylene group, a trimethylene group, and a propane-1,2-diyl group, n is the average number of moles added, and is a number from 5 to 15. The n (DO) may be the same or different. Also, when DO is different, DO may be a block bond or a random bond.

[0046] From the viewpoint of improving deodorizing performance, R in the general formula (1) 1 is preferably an alkyl group or an alkenyl group having 10 or more carbon atoms, and preferably 18 or less carbon atoms, more preferably 16 or less carbon atoms, still more preferably 14 or less carbon atoms, and R 2 is preferably a hydrogen atom or an alkyl group having 1 to 2 carbon atoms, more preferably a hydrogen atom or a methyl group, still more preferably a hydrogen atom. In the general formula (1), D is preferably an ethylene group. Also, n is preferably 5 or more, and preferably 14 or less, more preferably 13 or less, still more preferably 12 or less. The nonionic surfactant is particularly preferably one or more selected from polyoxyethylene (the average number of moles of added oxyethylene groups n = 6 to 12. The numbers in the parentheses below are the same). lauryl ether, polyoxyethylene (n = 5 to 12) monoalkyl (secondary hydrocarbon group having 12 to 14 carbon atoms) ether, and polyoxyethylene (n = 6 to 13) methyl laurate.

[0047] Amine oxides having an aliphatic hydrocarbon group having 10 to 16 carbon atoms are preferably N - aliphatic alkyl - N,N - lower alkylamine oxides and N - aliphatic acylaminopropyl - N,N - lower alkylamine oxides. As the aliphatic alkyl, one or more groups selected from a lauryl group, a myristyl group, and a palmityl group are preferable. As the aliphatic acyl group, one or more selected from a lauroyl group, a myristoyl group, and a palmitoyl group are preferable. As the lower alkyl group, one or more selected from a methyl group, an ethyl group, an n - propyl group, an i - propyl group, and a 2 - hydroxyethyl group are preferable.

[0048] Examples of the cationic surfactant include primary amine salts, secondary amine salts, tertiary amine salts, and quaternary ammonium salts. Among these, quaternary ammonium salts are preferred. Examples of the quaternary ammonium salt include compounds in which at least one of the four substituents is an alkyl or alkenyl group having 8 to 28 carbon atoms in total, and the remainder is a group selected from a benzyl group, an alkyl group having 1 to 5 carbon atoms, and a hydroxyalkyl group having 1 to 5 carbon atoms. The alkyl or alkenyl group having 8 to 28 carbon atoms in total may be substituted with an alkoxy group, an alkenyloxy group, an alkanoylamino group, an alkenoylamino group, an alkanoyloxy group, or an alkenoyloxy group within this carbon number range.

[0049] Examples of the solvent (excluding water) include lower (having 3 to 4 carbon atoms) alcohols such as ethanol and isopropanol, polyhydric alcohols (having 2 to 12 carbon atoms) such as ethylene glycol, propylene glycol, glycerin, and sorbitol, monoethyl or monobutyl ethers of ethylene glycol or propylene glycol, monoethyl or monobutyl ethers of diethylene glycol or dipropylene glycol, benzyl alcohol, benzyloxyethanol, and ethylene oxide or propylene oxide adducts of phenolic compounds.

[0050] From the viewpoints of the stability of the aldehyde-based fragrance in the composition, the effect on the malodor derived from aldehydes, and the reduction of skin irritation, the pH of the deodorant composition of the present invention at 25°C is preferably 6.0 or more, more preferably 6.5 or more, still more preferably 7.0 or more, even more preferably 7.5 or more, and preferably 9.5 or less, more preferably 9.0 or less, still more preferably 8.5 or less. This pH is determined by the following pH measurement method. The pH of the deodorant composition of the present invention can be adjusted by adding an acid such as hydrochloric acid or an alkali such as sodium hydroxide. Generally, the imination reaction of aldehydes and amines proceeds under acidic or alkaline conditions. However, when the pH of the deodorant composition is adjusted to a value close to neutral, while suppressing the decomposition of aldehyde-based fragrances in the composition and stabilizing the fragrance, for aldehyde-based malodorous components present in the object to be deodorized, the composition is concentrated by drying or the like and the imination reaction proceeds, and it is preferable that a high deodorizing effect can be obtained.

[0051] <Method for Measuring pH> Connect a composite electrode for pH measurement (for example, a glass sliding sleeve type manufactured by Horiba, Ltd.) with the internal solution of the pH electrode being a saturated potassium chloride aqueous solution (3.33 mol / L) to a pH meter (for example, pH / Ion Meter F-23 manufactured by Horiba, Ltd.). Next, fill 100 mL beakers with pH 4.01 standard solution (phthalate standard solution), pH 6.86 (neutral phosphate standard solution), and pH 9.18 standard solution (borate standard solution) respectively, and immerse them in a constant temperature bath at 25°C for 30 minutes. Immerse the pH measurement electrode in the standard solution adjusted to a constant temperature for 3 minutes, and perform calibration operations in the order of pH 6.86 → pH 9.18 → pH 4.01. Adjust the deodorant composition to be measured to 25°C, immerse the electrode of the above pH meter in this deodorant composition, and measure the pH after 1 minute.

[0052] The deodorant composition of the present invention can be suitably used as a deodorant composition for deodorizing odors derived from aldehydes adhering to objects having hard surfaces such as fabrics, clothing, carpets, sofas and other textile products, tableware, trash cans, cooking tables, indoor floors, ceilings, walls, etc. Therefore, the deodorant composition of the present invention may be an aldehyde odor deodorant composition for deodorizing odors derived from aldehydes, and further, an aldehyde odor deodorant composition for deodorizing odors derived from medium-chain or long-chain organic aldehyde compounds.

[0053] <Usage Form of Deodorant Composition> The deodorant composition of the present invention is particularly suitable for use as a spray, lotion, etc. In particular, it is preferably filled in a mist-type spray container and adjusted so that the spraying amount per time is 0.1 to 1 mL. As the spray container to be used, known spray containers such as a trigger spray container (direct pressure or accumulator type) or a dispenser-type pump spray container can be used. The object of the deodorizing method using the deodorant composition of the present invention is not particularly limited as long as it has a solid surface. For example, the deodorant composition of the present invention can be sprayed or applied to objects having a hard surface such as fabrics such as curtains, clothes such as suits and sweaters, fiber products such as carpets and sofas, tableware, garbage cans, cooking tables, indoor floors, ceilings, and walls to effectively reduce the odor of the object. The deodorant composition of the present invention is particularly effective for objects having a large surface area to be deodorized, such as fiber products.

[0054] <Deodorizing method> The present invention provides a deodorizing method in which the deodorant composition of the present invention is brought into contact with an object to be deodorized. In the deodorizing method of the present invention, the preferred embodiments of the component (a), component (b), component (c) and optional components, as well as their preferred contents and molar ratios or mass ratios of the contents, are the same as those of the deodorant composition of the present invention. Further, the preferred embodiment of the deodorizing method of the present invention is as described in the above <Use form of the deodorant composition>.

Examples

[0055] ·Example 1 and Comparative Example 1 <Preparation of deodorant composition> Using the fragrance composition of fragrance 1 and the fragrance compositions shown in Table 1 (fragrances 2 and 3), deodorant compositions having the formulation shown in Tables 2 and 3 were prepared. The fragrance composition of fragrance 1 is a compounded fragrance composed of 5 parts of ethyl cinnamate, 10 parts of linalyl acetate, 15 parts of linalool, 10 parts of hexyl cinnamic aldehyde, 10 parts of perlalide, 20 parts of phenylethyl aldehyde, 10 parts of cedar alcohol, and 20 parts of limonene, and the proportion of aldehyde-based fragrances in fragrance 1 was 45% by mass.

[0056]

Table 1

[0057] In the deodorant compositions of Examples and Comparative Examples in Tables 2 and 3, as the component (a), 2-amino-2-hydroxymethyl-1,3-propanediol (molecular weight 121) was used, as the component (b), succinic acid (molecular weight 118) or propionic acid (molecular weight 74) was used, and as other components, ethanol, lauroyl aminopropylamine oxide (surfactant), green tea dry distillation extract (plant extract), hydroxyethyl cellulose (thickener), silicone compound (defoamer), ethylenediaminetetraacetic acid tetrasodium salt (chelating agent), di-tert-butylhydroxytoluene (BHT, antioxidant), propylene glycol (polyhydric alcohol), didecyldimethylammonium chloride (antibacterial agent) were used, and the resulting composition was adjusted to pH with a 1 / 10 N aqueous sodium hydroxide solution. In the table, the component (a) is represented by omitting 2-amino-2-hydroxymethyl-1,3-propanediol as Tris (trishydroxymethylaminomethane). In addition, the deodorant compositions of Examples 1-2 and Comparative Examples contain the component (b’), which is the comparative component of the component (b). As the component (b’), citric acid (molecular weight 192), lactic acid (molecular weight 90), and tartaric acid (molecular weight 150) were used.

[0058] <Evaluation of Deodorizing Effect> (1) Preparation of Deodorization Target Object 〔Cooking Odor Test Piece〕 In a laboratory draft, 500 g of beef (produced in Australia) and 2 pieces of beef fat were used and cooked for 30 minutes using a hot plate, and aldehyde-derived malodor (main component: 2,4-decadienal) was attached to a cotton knit fabric (6 cm × 6 cm) suspended 1.5 m above the hot plate to obtain a test piece. 〔Aging Odor Test Piece〕 Used cotton sheets of a 40-year-old man with aldehyde-derived odor (2-nonenal) attached were cut into 6 cm × 6 cm pieces to obtain test pieces.

[0059] (2) Deodorizing method To the cooking odor test pieces or the aging odor test pieces obtained above, the deodorant composition with the formulation shown in Table 2 or Table 3 was sprayed 4 times (about 0.16 g in total) using a spray vial (Maruemu Co., Ltd., No. 6), and dried for a predetermined time.

[0060] (3) Deodorizing performance evaluation Six expert panelists aged from their 20s to 50s smelled the odor of the "test pieces before spraying the deodorant composition (before spraying)" and the "test pieces after spraying the deodorant composition", and evaluated them respectively using the following 6-level odor intensity display method, and the average value was obtained. The lower the average value of the deodorant composition, the better the deodorizing effect on the cooking odor or the aging odor. In particular, the deodorant composition with an average value less than 2 has a high deodorizing effect and is preferable. In addition, the deodorant composition of the example, and further the deodorant composition with an average value less than 2, show that no deterioration of the aldehyde-based fragrance occurs even when attached to the deodorizing object, which is preferable. (Evaluation criteria) 0: No abnormal odor other than the fragrance derived from the deodorizing object or the fragrance is felt (test piece before attaching the deodorizing object) 1: I don't know what the odor is, but I can faintly feel something (the level of the detection threshold of the strength of faintly feeling an abnormal odor other than the fragrance derived from the fragrance) 2: I can tell what the odor is and it is a weak odor that can be easily felt (the level of the recognition threshold of a weak odor that can be easily felt for an abnormal odor other than the fragrance derived from the fragrance) 3: An obvious odor is felt (a weak odor of an abnormal odor other than the fragrance derived from the fragrance is clearly felt) 4: A strong odor is felt (an abnormal odor other than the fragrance derived from the fragrance is strongly felt) 5: Test piece before spraying the deodorant composition (an unbearably strong odor)

[0061] Table 2 shows the evaluation results of spraying the deodorant composition on the cooking odor test pieces. The evaluation of the cooking odor test pieces was carried out 2 hours and 24 hours after spraying the deodorant composition on the test pieces, respectively. Table 3 shows the evaluation results of spraying the deodorant composition on the aging odor test pieces. The evaluation of the aging odor test pieces was carried out 24 hours after spraying the deodorant composition on the test pieces, respectively.

[0062] <Evaluation of the stability of the fragrance in the composition> 100 ml of the deodorant compositions of Examples 1-1 to 1-6 were placed in a wide-mouth standard bottle PS-No.11, covered, and stored in a constant temperature room at 5 °C (standard product) and 40 °C (evaluation product) for 7 days. As a result of comparing the fragrances of the standard product and the evaluation product after storage, the evaluation products of the deodorant compositions of Examples 1-1 to 1-6 were equivalent to the standard product and were ranked A according to the following evaluation criteria. It can be seen that these deodorant compositions have high stability although they contain a fragrance composition containing an aldehyde-based fragrance despite being formulated with the imine-forming (a) component. 〔Evaluation criteria〕 A: Equivalent to the standard product (only A is qualified for the immediately after product) B: Slightly different from the standard product C: Slightly different from the standard product but within the limit D: Clearly different from the standard product

[0063]

Table 2

[0064]

Table 3

[0065] From the evaluation of the deodorizing performance against the cooking odor or aging odor shown in Tables 2 and 3 and the evaluation of the fragrance stability in the composition, the deodorant composition of the example was able to deodorize the malodors derived from aldehydes, and furthermore, the fragrance derived from the fragrance containing aldehydes did not deteriorate. From this, it can be seen that the deodorant composition of the example can significantly deodorize the malodors derived from aldehydes without impairing the fragrance of the fragrance.

[0066] Formulation examples of the deodorant composition of the present invention are shown in Tables 4 and 5. The deodorant compositions of each formulation example in Tables 4 and 5 have an excellent deodorizing effect on odor components containing aldehydes without impairing the stability of the fragrance.

[0067] [Table 4]

[0068] [Table 5]

Claims

1. A deodorant composition comprising the following components (a), (b) and (c). Component (a): A compound having a hydroxy group and a primary or secondary amino group in the molecule Component (b): A mono- or dicarboxylic acid having no hydroxy group at the α-position or a salt thereof Component (c): A fragrance composition containing an aldehyde-based fragrance

2. The deodorant composition according to Claim 1, wherein component (a) is a compound having a solubility in water of 5 g / 100 g-water (25 °C) or more and a boiling point at 760 mmHg of 120 °C or more.

3. The deodorant composition according to Claim 1 or 2, wherein component (a) contains at least one selected from 1-amino-3-propanol, 2-amino-1-butanol, 3-amino-1,2-propanediol, 2-amino-1,3-propanediol, 2-amino-2-methyl-1,3-propanediol, 2-amino-2-ethyl-1,3-propanediol, 2-amino-2-hydroxymethyl-1,3-propanediol, 2-amino-2-hydroxyethyl-1,3-propanediol, amino sugars and salts thereof.

4. The deodorant composition according to Claim 1 or 2, wherein component (b) contains at least one selected from succinic acid, propionic acid and salts thereof.

5. The content of the aldehyde-based fragrance in component (c) [hereinafter referred to as component (c ald )] is 0.5% by mass or more and 50% by mass or less. The deodorant composition according to claim 1 or 2.

6. The deodorant composition according to Claim 1 or 2, which deodorizes the odor derived from aldehydes.

7. A deodorizing method of bringing the deodorant composition according to Claim 1 into contact with an object to be deodorized.

Citation Information

Patent Citations

  • Deodorant

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  • Aqueous deodorant composition

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