Deodorant composition

The deodorant composition with polyhydroxyamine and dicarboxylic acid clusters addresses the inefficacy of existing deodorants against aldehyde odors, offering effective and sustained odor reduction.

JP2025103550APending Publication Date: 2025-07-09KAO CORP
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Patent Information

Application Number
JP2023221006
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 deodorants are ineffective in eliminating odors derived from medium-chain or long-chain organic aldehydes, particularly in cooking odors and body odors, and fail to prevent the return of odor over time after deodorization.

Method used

A deodorant composition containing a polyhydroxyamine compound and a mono- or dicarboxylic acid, which forms clusters to enhance nucleophilic addition with aldehydes, suppressing odor-causing reactions and preventing odor return.

Benefits of technology

The composition effectively reduces odors from aldehydes and prevents their return over time, providing long-lasting deodorization.

✦ Generated by Eureka AI based on patent content.

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Abstract

To provide a deodorant composition exhibiting superior effect in reducing odors caused by aldehydes, and attaining suppression of odor return over time after deodorant treatment.SOLUTION: A deodorant composition includes (a) a polyhydroxyamine compound and (b) a mono- or dicarboxylic acid or a salt thereof that is free of a hydroxyl group at the α-position.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] Deodorants, together with fragrances, alleviate unpleasant odors and play an important part in leading a comfortable life. In recent years, the needs regarding deodorization have changed from fragrances that mask bad odors with strong scents to deodorants that have a faint or no scent and eliminate the odor itself. In addition, there is an increasing trend in the laundry habit of not washing clothes immediately even after wearing them, provided that they do not come into direct contact with the skin. On the other hand, people are concerned about the odor of unwashed clothes.

[0003] Conventionally, deodorization techniques for specific malodorous components are known, but there are few effective ones against odors derived from aldehydes. 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 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. In addition, Patent Document 2 discloses a deodorant for space and / or hard surfaces containing a predetermined polyhydroxyamine compound in an amount of 0.005 to 30% by mass and having a pH buffering capacity of 0.3 to 300 mmol / kg.

Prior Art Documents

Patent Documents

[0004]

Patent Document 1

Patent Document 2

Summary of the Invention

Problems to be Solved by the Invention

[0005] In the malodors present in the living space, in addition to the odors derived from acidic substances such as carboxylic acids and the odors derived from alkaline substances such as ammonia, there are cooking odors derived from heating of foods during cooking and aldehyde-derived odors typified by adult odors that occur with age. The odors derived from acidic or alkaline substances can obtain a high deodorizing effect by imparting a pH buffering action to the composition, but the odors derived from aldehydes are difficult to deodorize chemically. Lower aldehydes such as acetaldehyde described in Patent Document 1 and Patent Document 2 can obtain a certain deodorizing effect by the action of polyhydroxyamine compounds, but further improvement is required for the deodorizing effect of medium-chain or long-chain organic aldehyde compounds contained in cooking odors and adult odors, particularly the deodorizing effect at the time when time has elapsed after spraying. The present invention provides a deodorant composition 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 and adult odors, and suppressing the return of odor over time after the deodorization treatment, and a deodorizing method using the same.

Means for Solving the Problems

[0006] The present invention relates to a deodorant composition containing (a) a polyhydroxyamine compound [hereinafter referred to as component (a)] and (b) a mono- or dicarboxylic acid having no hydroxy group at the α-position or a salt thereof [hereinafter referred to as component (b)].

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

Effects of the Invention

[0008] According to the present invention, there are provided a deodorant composition excellent in reducing the odor derived from aldehydes and suppressing the return of odor over time after the deodorization treatment, and a deodorizing method using the same.

Modes for Carrying Out the Invention

[0009] The deodorant composition of the present invention is excellent in reducing the odor derived from aldehydes, and although the mechanism by which the odor return over time is suppressed after the deodorization treatment is unknown, it is considered as follows. In general, in order to deodorize aldehydes, it is conceivable to react a primary amine with an aldehyde to generate 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 when used as a neutral aqueous solution deodorant. In the present invention, the mono- or dicarboxylic acid having no hydroxy group at the α-position of the (b) component acts as a base with respect to the polyhydroxyamine compound of the (a) component, and due to the cluster formation of the (a) component and the (b) component, it is presumed that the nucleophilicity of the (a) component is improved and the nucleophilic addition reaction of the (a) component with aldehydes, which are the odor-causing substances, is promoted. In addition, 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 with aldehydes, which are the odor-causing substances, and the hydrolysis of the imine is suppressed by the formation of a cluster of the imine and the (b) component, and the odor return over time is suppressed after the deodorization treatment. Note that the deodorant composition and the deodorization 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 body odors. In the present specification, the medium-chain or long-chain organic aldehyde compound refers to an organic aldehyde compound having a hydrocarbon group with 3 to 18 carbon atoms. For example, it is known that the odor components generated during aging or when clothes are air-dried in a room contain aliphatic aldehydes having 7 to 12 carbon atoms (Fiber Recycling Magazine Vol. 44 No. 3 150-156 (2003)), and it is known that many unsaturated aldehydes having 6 to 12 carbon atoms such as hexenal, heptadienal, decadienal and their isomers are 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 (a) a polyhydroxyamine compound [hereinafter referred to as component (a)] and (b) a mono- or dicarboxylic acid having no hydroxy group at the α-position or a salt thereof.

[0012] <Component (a)> Component (a) is a polyhydroxyamine compound. In the present invention, the polyhydroxyamine compound refers to a compound having 2 to 4 hydroxy groups, preferably 2 to 3 hydroxy groups, and 1 to 3 amino groups selected from primary amino groups and secondary amino groups in the molecule. Component (a) can be used alone or in combination of two or more. From the viewpoint of more excellent deodorizing effect, component (a) preferably contains a polyhydroxyamine compound represented by the following general formula (1a) or a salt thereof.

[0013] [Chemical formula]

[0014] [In the formula, 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, R 2ais a hydrogen atom, an alkyl group having 1 to 10 carbon atoms or a hydroxyalkyl group having 1 to 5 carbon atoms, R 3a and R 4a are each independently an alkanediyl group having 1 to 5 carbon atoms.

[0015] 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.

[0016] 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 a methyl group, an ethyl group, an n-propyl group, an isopropyl group, various butyl groups, various pentyl groups, various hexyl groups, a cyclopentyl group, a cyclohexyl group, a heptyl group, an octyl group, a nonyl group, and a decyl group. Examples of the hydroxyalkyl group having 1 to 5 carbon atoms include those described in the explanation of R 1a above. R 2aFrom 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.

[0017] Specific examples of the component (a) include, for example, 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, 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 preferable. Among these, from the viewpoint of deodorizing performance, the component (a) 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 particularly preferably contains one or more selected from 2-amino-2-hydroxymethyl-1,3-propanediol and salts thereof.

[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, and in addition, monoethanolamine, diethanolamine, triethanolamine, methylethanolamine, and dimethylethanolamine. Among these, sodium hydroxide and potassium hydroxide are preferred.

[0019] <Component (b)> The component (b) 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 component (b) can be used alone or in combination of two or more. From the viewpoint of enhancing the deodorizing effect due to the presumed steric hindrance and partition property (ease of cluster formation), the component (b) 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.

[0020] Examples of the monocarboxylic acid of the component (b) 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. (b) As the dicarboxylic acid component, one or more selected from 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 are included.

[0021] (b) As the salt of the component, examples include alkali metal salts such as sodium salt and potassium salt, and alkaline earth metal salts such as magnesium salt. An alkali metal salt is preferred, and a sodium salt is more preferred.

[0022] (b) From the viewpoint of enhancing the deodorizing effect due to the presumed steric hindrance and partition property (ease of cluster formation), among monocarboxylic acids, one or more selected from propionic acid, acetic acid, and salts thereof are preferred, and propionic acid or its salt is particularly preferred. Also, from the viewpoint of enhancing the deodorizing effect due to the presumed steric hindrance and partition property (ease of cluster formation), among dicarboxylic acids, one or more selected from malonic acid, succinic acid, and salts thereof are preferred, and succinic acid or its salt is particularly preferred. Component (b) preferably contains at least one selected from succinic acid, propionic acid, and their salts from the viewpoint of further enhancing the deodorizing effect, and more preferably contains succinic acid or its salt.

[0023] <Composition, etc.> In the deodorant composition of the present invention, component (a), from the viewpoint of further enhancing the deodorizing effect, when it is not a salt, it is used as it is, and when it is a salt, it is converted into a non-salt compound, preferably at least 0.01% by mass, more preferably at least 0.06% by mass, still more preferably at least 0.1% by mass, even more preferably at least 0.15% by mass, and preferably at most 5.0% by mass, more preferably at most 3.0% by mass, still more preferably at most 2.0% by mass, even more preferably at most 1.0% by mass. In this specification, the mass of component (a) is, unless otherwise specified, when component (a) is a salt, the mass converted into the corresponding amine.

[0024] The deodorant composition of the present invention contains component (b), preferably at least 0.01% by mass, more preferably at least 0.06% by mass, still more preferably at least 0.1% by mass, even more preferably at least 0.2% by mass, and preferably at most 5.0% by mass, more preferably at most 3.0% by mass, still more preferably at most 2.0% by mass, even more preferably at most 1.0% by mass from the viewpoint of further enhancing the deodorizing effect by component (a). The mass of component (b) is the mass converted into an acid. Hereinafter, unless otherwise specified, the definition of the mass of component (b) is the same.

[0025] 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, and 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 of amine in the polyhydroxyamine 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).

[0026] <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 the total composition of the composition becomes 100% by mass as the remainder of the composition. 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 preferably contains water in an amount of 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.

[0027] The property of the deodorant composition of the present invention may be liquid, solid, or a property in which liquid and solid coexist. From the viewpoint of effectively bringing component (a) and component (b) into contact with the object to be deodorized, the deodorant composition of the present invention is preferably liquid. The deodorant composition of the present invention may be a liquid deodorant composition.

[0028] 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 component (b') include citric acid, lactic acid, and tartaric acid. (b’) component may prevent the compounding of (a) component and (b) component and reduce the effects of the present invention. Therefore, attention should be paid when the deodorant composition of the present invention contains (b’) component. On the other hand, since (b’) component has the effect of deodorizing acidic or alkaline malodorous components, it may be desirable to use it in combination with the deodorant composition.

[0029] When the deodorant composition of the present invention contains (b’) component, the molar ratio (b’) / (a) of the content of (b’) component to the content of (a) component 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 deodorizing effect. Also, when the deodorant composition of the present invention contains (b’) component, from the viewpoint of imparting the 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.

[0030] That is, when the deodorant composition of the present invention contains (b’) component, the molar ratio (b’) / (a) of the content of (b’) component to the content of (a) component in the deodorant composition of the present invention is preferably 0.05 or more, more preferably 0.1 or more, still more preferably 0.15 or more, 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, even more preferably 0.5 or less from the viewpoint of achieving both the deodorizing effect on the odor derived from aldehydes and the deodorizing effect on acidic or alkaline malodorous components.

[0031] 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 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, from the viewpoint of enhancing the deodorizing performance of the component (a), and preferably 0.01 or more, more preferably 0.02 or more, still more preferably 0.1 or more, even more preferably 0.2 or more, from the viewpoint of imparting an effect of deodorizing acidic or alkaline malodorous components.

[0032] The deodorant composition of the present invention may further contain, as necessary and within a range not impairing the effects of the present invention, a surfactant, various other commonly added deodorants, a solvent (excluding water), an oil agent, a gelling agent (thickening agent), an antifoaming agent, a chelating agent, salts such as sodium sulfate and N,N,N-trimethylglycine, a pH adjuster, an antioxidant, a quick-drying aid, a preservative, a bactericidal and antibacterial agent, a plant extract, a fragrance, a pigment, an ultraviolet absorber, and other components. There is no particular limitation on the surfactant as an optional component, and examples thereof include one or more selected from nonionic surfactants, cationic surfactants, anionic surfactants, and amphoteric surfactants. From the viewpoint of deodorizing performance, one or more selected from nonionic surfactants and cationic surfactants are preferable. Usually, odorous components adhere to the solid surfaces of fiber products such as fabrics, clothes, carpets, and sofas. The surfactant not only suppresses the volatilization of the odorous components adhering to the solid surface, but also stably disperses the component (a) which is a deodorizing component, improves the contact property with fiber products, etc., and can further enhance the deodorizing performance.

[0033] As the nonionic surfactant, a compound represented by the following general formula (1) and an amine oxide having an aliphatic hydrocarbon group having 10 to 16 carbon atoms are particularly preferable. R 1 -A-(DO) n -R 2 (1) 〔In the formula (1), R1 represents a linear or branched alkyl group or alkenyl group having 10 or more and 22 or less carbon atoms, preferably 16 or less carbon atoms, and R 2 represents 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 between 5 and 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. ]]

[0034] From the viewpoint of improving the deodorizing performance, R in the general formula (1) 1 is preferably an alkyl group or alkenyl group having 10 or more carbon atoms, and preferably 18 or less carbon atoms, more preferably 16 or less carbon atoms, and 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, and 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, and 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 following parentheses 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.

[0035] Amine oxides having an aliphatic hydrocarbon group with 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 lauryl group, myristyl group and palmityl group are preferred. As the aliphatic acyl group, one or more selected from lauroyl group, myristoyl group and palmitoyl group are preferred. As the lower alkyl group, one or more selected from methyl group, ethyl group, n - propyl group, i - propyl group and 2 - hydroxyethyl group are preferred.

[0036] 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 salts 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 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.

[0037] Also, as the solvent (excluding water), lower (3 to 4 carbon atoms) alcohols such as ethanol and isopropanol, polyhydric alcohols (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, ethylene oxide or propylene oxide adducts of phenolic compounds, etc. can be mentioned.

[0038] The pH of the deodorant composition of the present invention at 25°C is preferably 6.0 or higher, more preferably 6.5 or higher, still more preferably 7.0 or higher, even more preferably 7.5 or higher, and preferably 9.5 or lower, more preferably 9.0 or lower, still more preferably 8.5 or lower, from the viewpoints of the effect on malodors derived from aldehydes and reduction of skin irritation. This pH is determined by the following measurement method. Also, 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. Ordinarily, the imination reaction of aldehydes and amines proceeds in an acidic or alkaline condition. However, in the deodorant composition of the present invention, even when the pH of the composition is close to neutral, the reactivity of this imination reaction is exhibited, and a high deodorizing effect can be obtained, which is preferable.

[0039] <Measurement method of 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.

[0040] 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.

[0041] <Usage Forms of the Deodorant Composition> The deodorant composition of the present invention is particularly preferably used as a spray, lotion, etc. In particular, it is preferably filled in a mist-type spray container and adjusted so that the spray 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, clothing such as suits and sweaters, fiber products such as carpets and sofas, tableware, trash cans, cooking tables, indoor floors, ceilings, and walls, so as 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 of the deodorization target such as fiber products.

[0042] <Deodorizing Method> The present invention provides a deodorizing method in which the deodorant composition of the present invention is brought into contact with a deodorization target. In the deodorizing method of the present invention, the preferred embodiments of the component (a), the component (b), and the optional components, as well as their preferred contents and molar ratios of the contents, are the same as those of the deodorant composition of the present invention. Also, the preferred embodiments of the deodorizing method of the present invention and the deodorization target are as described in the above <Usage Forms of the Deodorant Composition>.

Examples

[0043] ·Example 1 and Comparative Example 1 <Preparation of Deodorant Composition> Deodorant compositions having the formulation shown in Tables 1 and 2 were prepared. In the deodorant compositions of the examples and comparative examples, as component (a), 2-amino-2-hydroxymethyl-1,3-propanediol (molecular weight 121) was used, as component (b), succinic acid (molecular weight 118) or propionic acid (molecular weight 74) was used, and as other components, ethanol, lauroylaminopropylamine oxide (surfactant), green tea dry distillation extract (plant extract), hydroxyethyl cellulose (thickener), silicone compound (antifoaming agent), 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 normal aqueous sodium hydroxide solution. In the table, 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 the comparative examples contain component (b’), which is a comparative component of component (b). As component (b’), citric acid (molecular weight 192), lactic acid (molecular weight 90), and tartaric acid (molecular weight 150) were used.

[0044] <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 two beef fats were used and cooked on a hot plate for 30 minutes, and aldehyde-derived malodor (main component: 2,4-decadienal) was attached to a cotton knit cloth (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 malodor (2-nonenal) attached were cut into 6 cm × 6 cm pieces to obtain test pieces.

[0045] (2) Deodorization Method The deodorant composition with the formulation shown in Table 1 or 2 was sprayed 4 times (about 0.16 g in total) onto the cooked odor test piece or the aged odor test piece obtained above using a spray vial (Marumaru Co., Ltd., No. 6), and dried for a predetermined time.

[0046] (3) Evaluation of deodorizing performance Six experienced panelists aged from their 20s to 50s smelled the odor of the "test piece before spraying the deodorant composition (before spraying)" and the "test piece 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 cooked odor or the aged odor. In particular, a deodorant composition with an average value of less than 2 has a high deodorizing effect and is preferable. (Evaluation criteria) 0: The odor of the object to be deodorized cannot be felt (test piece before attaching the object to be deodorized) 1: I don't know what the odor is, but I can faintly feel something (level of detection threshold) 2: I can tell what the odor is, and it is a weak odor that can be easily felt (level of recognition threshold) 3: An odor that can be clearly felt 4: A strong odor 5: Test piece before spraying the deodorant composition (an unbearably strong odor)

[0047] Table 1 shows the evaluation results of spraying the deodorant composition on the cooked odor test piece. The evaluation of the cooked odor test piece was carried out 2 hours and 24 hours after spraying the deodorant composition on the test piece respectively. In addition, Table 2 shows the evaluation results of spraying the deodorant composition on the aged odor test piece. The evaluation of the aged odor test piece was carried out 24 hours after spraying the deodorant composition on the test piece respectively.

[0048]

Table 1

[0049]

Table 2

[0050] From the results in Table 1, it can be seen that the deodorant composition of the comparative example has low deodorizing performance against cooking odors and cannot obtain a sufficient deodorizing effect after 2 hours and 24 hours. On the contrary, the deodorant composition of the example has high deodorizing performance against cooking odors and it can be seen that there is no odor return even after 24 hours. Also, from the results in Table 2, it can be seen that the deodorant composition of the present invention has an excellent deodorizing effect not only on cooking odors but also on aging odors.

[0051] Formulation examples of the deodorant composition of the present invention are shown in Table 3. The deodorant compositions of each formulation example in Table 3 have an excellent deodorizing effect on odor components containing aldehydes.

[0052]

Table 3

Claims

1. A deodorant composition containing (a) a polyhydroxyamine compound [hereinafter referred to as component (a)] and (b) a mono- or dicarboxylic acid having no hydroxy group at the α-position or a salt thereof [hereinafter referred to as component (b)].

2. The deodorant composition according to Claim 1, wherein component (a) includes a compound represented by the following general formula (1a) or a salt thereof. 【Chemical 1】 [In the formula, 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, 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, R 3a and R 4a are each independently an alkanediyl group having 1 to 5 carbon atoms.]

3. The deodorant composition according to Claim 1 or 2, wherein component (a) includes 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.

4. The deodorant composition according to Claim 3, wherein component (a) includes one or more selected from 2-amino-2-hydroxymethyl-1,3-propanediol and salts thereof.

5. The deodorant composition according to Claim 1 or 2, wherein component (b) includes one or more selected from succinic acid, propionic acid, and salts thereof.

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

7. A deodorizing method of bringing the deodorant composition according to Claim 1 or 2 into contact with an object to be deodorized.

Citation Information

Patent Citations

  • Deodorant

    JP2006320711A

  • Aqueous deodorant composition

    JP2009028071A