JP2011219618A - Method for producing water gel aromatic - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide a method for producing a water gel aromatic enabling a perfume-containing liquid mixture including a perfume containing a fixed amount or more of a perfume raw material whose logP is 1-4 to be quickly absorbed into a water-absorbing resin, and to provide the water gel aromatic having excellent perfume durability.SOLUTION: This method for producing a water gel aromatic includes a process for impregnating into the water-absorbing resin (B), a perfume-containing liquid mixture (A) containing (a1) a 0.1-20 mass% of a specific polyoxyalkylene alkylamine type nonionic surfactant expressed by a general formula (1), (a2) a 1-10 mass% perfume containing a 30-100 mass% perfume raw material whose logP is 1-4, and water.

Description

  The present invention relates to a method for producing an aqueous gel fragrance and an aqueous gel fragrance.

  Air fresheners that use aqueous gel (hereinafter sometimes referred to as aqueous gel air fresheners) are widely used in stationary air fresheners because they do not have to worry about liquid spilling out of the container and are superior in design. . In particular, an aqueous gel fragrance prepared by absorbing a solution in which a fragrance component such as a fragrance is dispersed in a powdered or spherical water-absorbing resin (hereinafter also referred to as the water-absorbing resin) has a large gel surface area. Therefore, volatilization of the fragrance component is promoted, and it is a very excellent form in that a sufficiently strong fragrance can be filled even in a wide space.

  At this time, a powdery or spherical water-absorbing resin that absorbs water in which a fragrance component such as a fragrance is dispersed, emulsified or dissolved (hereinafter referred to as a fragrance-containing liquid mixture) is a water-absorbent resin prepared by crosslinking a hydrophilic polymer. It is. The water-absorbing resin used in the aqueous gel fragrance includes a water-absorbing resin containing nonionic polyoxyalkylene oxide, a water-absorbing resin containing isobutylene-maleic anhydride copolymer, and a water-absorbing resin containing polyacrylic acid (salt). Resin, water-absorbing resin containing acrylamide-acrylic acid (salt) copolymer, and the like.

  About the aqueous gel fragrance | flavor prepared by making a bridge | crosslinking-type absorbent resin absorb the fragrance | flavor containing liquid mixture, examination is advanced regarding the designability and water absorption of an aqueous gel (patent documents 1-3).

JP 2007-291145 A Japanese Patent Laid-Open No. 9-183884 JP 2007-270100 A

  In recent years, with the diversification of user preferences, there is an increasing demand for various products with different fragrances for fragrances. Since there are many types of fragrance materials having a log P in the range of 1 to 4 and the choices of fragrance materials for changing the fragrance tone increase, it is suitable for preparing products with various fragrances. However, even if a liquid mixture containing a large amount of a fragrance containing a certain amount of fragrance material having a log P of 1 to 4 is brought into contact with the water absorbent resin, the fragrance containing liquid mixture is sufficiently impregnated into the water absorbent resin in a short time. Turned out not to be.

  Further, from the viewpoint of fragrance sustainability, it is generally advantageous to impregnate a water absorbent resin with a liquid mixture containing a large amount of a fragrance. However, the gel-like fragrance impregnated with a water-absorbing resin in a fragrance-containing liquid mixture containing a large amount of fragrance containing a certain amount of fragrance material having a log P of 1 to 4 has a strong initial scent, but immediately It has been found that there is a problem that becomes weaker and the intensity of the fragrance does not last.

  Patent Document 1 relates to a water-containing gel containing an oily functional component, but describes the problem of absorbability and absorption time when using a fragrance containing a certain amount or more of a fragrance material having a log P of 1 to 4. Neither has been suggested. Patent Document 2 does not describe the problem of absorbability of the fragrance-containing liquid mixture into the water-absorbent gel when the fragrance is contained, and shows an example in which the fragrance solution is absorbed in 3 hours. The fragrance that has been used is a water-soluble fragrance. However, the water-soluble fragrance does not have the problem of absorbability and absorption time as in the case of using a fragrance containing a certain amount of a fragrance material having a log P of 1 to 4. Moreover, the water-soluble fragrance | flavor has low persistence of fragrance. In Patent Document 3, there is no suggestion about the absorption rate when the water-absorbing resin is swollen with a fragrance-containing liquid mixture using a fragrance containing a certain amount of a fragrance material having a log P of 1 to 4.

  The subject of this invention is providing the manufacturing method of the water gel fragrance | flavor which can make a water-absorbent resin absorb rapidly the fragrance | flavor containing liquid mixture containing the fragrance | flavor which contains the fragrance | flavor raw material whose logP is 1-4. It is in. Moreover, it is providing the aqueous | water-based gel fragrance | flavor excellent in fragrance persistence.

  The present invention is (a1) a nonionic surfactant represented by the following general formula (1) [hereinafter referred to as component (a1)] 0.1 to 20% by mass, (a2) a fragrance material having a log P of 1 to 4. Perfume containing 30 to 100% by mass [hereinafter referred to as component (a2)] and a perfume-containing liquid mixture (A) containing 1 to 10% by mass and water, and the water absorbent resin (B), The present invention relates to a method for producing an aqueous gel fragrance having a step of impregnating the water-absorbent resin (B) with a contained liquid mixture (A).

[Wherein, R ¹ represents a hydrocarbon group having 8 to 22 carbon atoms, and R ² and R ³ represent a hydrogen atom, a hydrocarbon group having 1 to 3 carbon atoms, or (R ⁴ O) _m —R ^{5, respectively.} although at least one is _{^{(R 4 O) m -R 5}} . R ⁴ represents an alkylene group having 2 to 3 carbon atoms, and R ⁵ represents a hydrogen atom or a hydrocarbon group having 1 to 3 carbon atoms. m is a number from 2 to 30. ]

  The present invention also relates to an aqueous gel fragrance containing the component (a1), the component (a2), and the water absorbent resin (B).

  ADVANTAGE OF THE INVENTION According to this invention, the manufacturing method of the water-based gel fragrance | flavor which can make a water-absorbent resin absorb rapidly the fragrance | flavor containing liquid mixture containing the fragrance | flavor which contains the fragrance | flavor raw material whose logP is 1-4 is a fixed amount is provided. The Moreover, the aqueous gel fragrance | flavor excellent in the persistence of fragrance is provided.

<Perfume-containing liquid mixture (A)>
[(A1) component]
The component (a1) of the present invention is a nonionic surfactant represented by the following general formula (1), and may be used alone or in combination of two or more.

[Wherein, R ¹ represents a hydrocarbon group having 8 to 22 carbon atoms, and R ² and R ³ represent a hydrogen atom, a hydrocarbon group having 1 to 3 carbon atoms, or (R ⁴ O) _m —R ^{5, respectively.} although at least one is _{^{(R 4 O) m -R 5}} . R ⁴ represents an alkylene group having 2 to 3 carbon atoms, and R ⁵ represents a hydrogen atom or a hydrocarbon group having 1 to 3 carbon atoms. m is a number from 2 to 30. ]

R ¹ in the general formula (1) preferably has 8 to 20 carbon atoms from the viewpoint of efficiently impregnating the fragrance-containing liquid mixture into the water-absorbent resin and the ease of preparing the fragrance-containing liquid mixture. 12-18 are still more preferable. More preferred are a lauryl group, a tridecyl group and a tetradecyl group, and most preferred is a lauryl group. . R ² and R ³ are each preferably (R ⁴ O) _m -R ⁵ . The R ⁴ group is preferably an ethylene group. R ⁵ is preferably a hydrogen atom. In the general formula (1), m is preferably 3 to 60, more preferably 4 to 40, and particularly preferably 6 to 20 from the viewpoint of efficiently impregnating the water-absorbent resin with the fragrance-containing liquid mixture.

[(A2) component]
The fragrance represented as the component (a2) of the present invention means a fragrance material itself having a log P of 1 to 4 or a composition containing one or more fragrance materials. From the viewpoint of promoting the impregnation of a liquid mixture containing a large amount of a fragrance that is difficult to impregnate a water-absorbent resin, and the fragrance of an aqueous gel fragrance, the content of the fragrance material having a log P of 1 to 4 in the fragrance is 30 to 100 mass. %, Preferably 40 to 100% by mass, more preferably 50 to 100% by mass. When the log P includes a fragrance material outside the range of 1 to 4, the fragrance-containing liquid mixture is such that the fragrance material with a log P exceeding 4 in the fragrance material outside the range of log P of 1 to 4 is 70% by mass or more. This is preferable in that it can be absorbed quickly by the water-absorbent resin. The present invention uses a perfume containing 30 to 100% by mass of a perfume material having a log P of 1 to 4, and a water-based resin that absorbs a perfume-containing liquid mixture quickly into a water-absorbent resin and has excellent scent persistence. Since a fragrance is obtained, it has great technical significance.

  Here, “log P” is a logarithmic value of the 1-octanol / water partition coefficient of the compound, and in the partition equilibrium when the compound is dissolved as a solute in the two-liquid solvent system of 1-octanol and water, It means the ratio of the equilibrium concentration of solute in each solvent and is generally indicated in the form of log “log P” with respect to the base 10. That is, logP is an index of lipophilicity (hydrophobicity). The larger the value, the more hydrophobic, and the smaller the value, the more hydrophilic.

  For logP, see, for example, Daylight Chemical Information Systems, Inc. It is possible to refer to logP published in a database available from (Daylight CIS) or the like as an actual measurement value. Further, when there is no actual measurement value, it can be calculated by a program “CLOGP” (Daylight CIS) or the like, and among them, calculation by the program “CLOGP” is preferable because of high reliability.

  In the program “CLOGP”, the value of “calculated logP (ClogP)” calculated by the Hansch, Leo fragment approach is output together with the measured value of logP, if any. The fragment approach is based on the chemical structure of the compound and takes into account the number of atoms and the type of chemical bond (A. Leo, Comprehensive Medicinal Chemistry, Vol. 4, C. Hansch, P. G. Sammens, J. et al. B. Taylor and CA A. Ramsden, Eds., P. 295, Pergamon Press, 1990). Since this ClogP is currently the most common and reliable estimate, it is preferable to use ClogP instead when there is no measured value of logP when selecting a compound. In the present invention, either an actual measured value of logP or ClogP calculated by the program “CLOGP” may be used. However, when there is an actual measured value, it is preferable to use the actual measured value.

  Although it does not specifically limit, the specific example of the fragrance | flavor raw material whose ClogP is 1-4 is shown below. The numbers in () are ClogP values (the same applies hereinafter).

  Raspberry ketone (1.1), heliotropin (1.1), 2-phenylethyl alcohol (1.2), vanillin (1.3), helional (1.4), synthetic alcohol (1.4), coumarin (1.4), heliotropin (1.1), anisaldehyde (1.8), caron (1.8), ethyl vanillin (1.8), indole (2.1), phenylethyl acetate (2. 1), styryl acetate (2.3), methyl dihydrojasmonate (2.4), eugenol (2.4), isoeugenol (2.6), cis-jasmon (2.6), linalool (2) .6), nerol (2.8), dihydromyrcenol (3.0), citral (3.1), citronellol (3.3), linalyl acetate (3.5), tetrahydrogeranio (3.7), Ambrinol (3.8), Aldehyde C-14 Peach (3.8), Lilyal (3.9), Tetrahydromugol (3.5), β-Yonone (3.8) , Geranyl acetate (3.7), ethyl 3-methyl-3-phenylglycidate (2.7), δ-damascone (3.6), allyl heptanoate (3.4), γ-undecalactone ( 3.8).

  In the present invention, a fragrance material other than a fragrance material having a log P of 1 to 4 can be used, although it is optional. For example, ethyl acetate (0.71), ethyl acetoacetate (0.33), ethyl maltol (0.47), maltol (−0.062), acetyl cedrene (4.2), ambroxan (5.3) ), Amylcinnamic aldehyde (4.3), β-damascone (4.7), benzyl salicylate (4.2), cyclohexyl salicylate (4.5), damacenone (4.3), diphenyl oxide (4.2) ), Limonene (4.4), ethylene brush rate (4.6), flora mat (4.5), γ-terpinene (4.4), hexylcinnamaldehyde (4.9), hexyl salicylate (5.1) ), Iso-amyl salicylate (4.4), nerolidol (4.6), p-cymene (4.9), galaxolide (6.1), acetyl Cedrene (4.2), citronellyl acetate (4.2), hexyl salicylate (5.1), miradyl acetate (4.9), γ-dodecalactone (4.4), citronellyl nitrile (4.4), And dodecahydro-3a, 6,6,9a-tetramethylnaphtho [2,1-b] furan (5.3).

  The fragrance-containing liquid mixture (A) according to the present invention is preferably in the form of a composition containing (a1) component, (a2) component and water, and further an aqueous solution. It is preferable to use ion-exchanged water from which metals present in the water are removed.

  Content of the (a1) component in a fragrance | flavor containing liquid mixture (A) is 0.1-20 mass%, and 0.3-15 mass% is preferable from the point which can receive the effect of this invention more, 0 5 to 12% by mass is preferable, and 1 to 10% by mass is particularly preferable. If it is 0.1 mass% or more, the fragrance sustainability will be good, and if it is 20 mass% or less, the absorbency of the water absorbent resin will be good. Moreover, content of the (a2) component in a fragrance | flavor containing liquid mixture (A) is 1-10 mass%, and 1.5-8 mass% is preferable from the point which can enjoy the effect of this invention more, More preferably It is 2-6 mass%, Most preferably, it is 2.5-5 mass%. If it is 1% by mass or more, the strength of the fragrance is appropriate, and if it is 10% by mass or less, the fragrance-containing liquid mixture (A) quickly impregnates the water absorbent resin (B), and the fragrance-containing liquid mixture (A) By bringing the water-absorbing resin (B) into contact with the water-absorbing resin (B) for a certain period of time, the perfume-containing liquid mixture (A) is quickly sufficiently impregnated into the water-absorbing resin (B), and an aqueous gel fragrance that does not cause liquid flow is obtained. Moreover, the aqueous gel fragrance | flavor excellent in fragrance sustainability is obtained by using together (a1) component and (a2) component.

  From the viewpoint of fragrance sustainability, the mass ratio of the component (a1) and the component (a2) is preferably (a1) component / (a2) component = 10/1 to 1/10, more preferably 9/1 to 1 /. 9, more preferably 8/1 to 1/8, most preferably 7/1 to 1/7.

  The pH at 20 ° C. of the fragrance-containing liquid mixture (A) according to the present invention is preferably 3 to 8, particularly preferably 4 to 7, and high fragrance persistence can be obtained at such pH.

[(A3) component]
(A2) A viewpoint of uniformly dispersing or solubilizing the component in the fragrance-containing liquid mixture (A) with a small amount of surfactant and efficiently impregnating the water-absorbent resin (B) with the fragrance-containing liquid mixture (A), Alternatively, from the viewpoint of further enhancing the scent sustainability, the fragrance-containing liquid mixture (A) is selected from the compound represented by the following general formula (2) and the compound represented by the general formula (3) as the component (a3). It is preferable to contain the compound.

(In the formula, R ⁶ represents a hydrocarbon group having 7 to 19 carbon atoms, and R ⁷ and R ⁸ each independently represents a group selected from an alkyl group having 1 to 3 carbon atoms or a hydroxy group having 1 to 3 carbon atoms. E represents a number from 2 to 5.)

Wherein R ⁷ and R ⁸ each independently represents a group selected from an alkyl group having 1 to 3 carbon atoms or a hydroxyalkyl group having 1 to 3 carbon atoms, and R ⁹ is a hydrocarbon group having 8 to 20 carbon atoms. Represents.)

In the general formula (2), R ⁶ represents a hydrocarbon group having 7 to 19 carbon atoms. From the point of persistence of the scent, preferably a hydrocarbon group having 11 to 15 carbon atoms, more specifically heptyl group, octyl group, nonyl group, decyl group, undecyl group, dodecyl group, tridecyl group, tetradecyl group, pentadecyl group Group selected from a group, a hexadecyl group, a heptadecyl group, an octadecyl group and a nonadecyl group, and preferably a group selected from an undecyl group, a dodecyl group, a tridecyl group, a tetradecyl group, a pentadecyl group and a heptadecyl group. More preferably, it is a group selected from an undecyl group, a dodecyl group, a tridecyl group, a tetradecyl group and a pentadecyl group. Most preferred is an undecyl group and / or a tridecyl group. e is a number from 2 to 5, preferably 3.

In general formula (3), R ⁹ represents a hydrocarbon group having 8 to 20 carbon atoms. From the point of persistence of the scent, preferably a hydrocarbon group having 10 to 16 carbon atoms, more specifically octyl group, nonyl group, decyl group, undecyl group, dodecyl group, tridecyl group, tetradecyl group, pentadecyl group, hexadecyl group Group, heptadecyl group, and octadecyl group. More preferred are decyl group, undecyl group, dodecyl group, tridecyl group, tetradecyl group, pentadecyl group and hexadecyl group. Most preferred is a dodecyl group and / or a tetradecyl group.

  (A3) Content of a component is 0.1-10 in a fragrance | flavor containing liquid mixture (A) from a viewpoint of the absorptivity of a fragrance | flavor containing liquid mixture (A) to a water-absorbent resin (B), and a fragrance sustainability. % By mass, more preferably 0.2 to 8% by mass, and still more preferably 0.3 to 6% by mass. Moreover, from the viewpoint of fragrance sustainability, the ratio of the component (a1) to the component (a3) is a mass ratio, and (a1) component / (a3) component = 20/1 to 1/15 is preferable, and more preferably 15 / 1-1 / 113, more preferably 13/1 to 1/10, and most preferably 10/1 to 1/9.

[Other ingredients]
The fragrance-containing liquid mixture (A) according to the present invention includes, as other components, solvents, oil agents, sodium sulfate, N, N, N-trimethylglycine, and the like that are generally added to stationary aqueous gel fragrances and the like. Salts, pH adjusters, antioxidants, chelating agents, preservatives, bactericides / antibacterial agents, dyes, ultraviolet absorbers, and the like can be added.

<Water-absorbing resin (B)>
In the present invention, the water-absorbent resin (B) is impregnated with the above-described fragrance-containing liquid mixture (A). The water-absorbent resin (B) has an amount of absorbed water of 10 to 300 g, preferably 10 to 250 g, more preferably 20 to 200 g per 1 g of the water-absorbent resin under an environmental condition of 20 ° C. Some are preferred. If this water absorption is 10 g or more, the water-absorbent resin (B) absorbs and swells the fragrance-containing liquid mixture (A), and the design property of the aqueous gel fragrance is improved. In this case, the strength of the aqueous gel fragrance becomes more sufficient.

  The water-absorbing resin (B) is preferably a water-absorbing resin containing a polymer containing a carboxylic acid group and / or a carboxylic acid group as a constituent unit, such as a hydrolyzate of starch-acrylonitrile graft copolymer, starch-acrylic. (Partial) neutralized product of acid ester copolymer, saponified product and partially saponified product of vinyl acetate-acrylic acid ester copolymer, hydrolyzate of acrylonitrile copolymer or acrylamide copolymer, modified polyvinyl alcohol, part Neutralized polyacrylate, isobutylene-maleic anhydride copolymer, crosslinked polyacrylate, crosslinked acrylic acid (salt) -acrylamide copolymer, crosslinked isobutylene-maleic anhydride copolymer, etc. In use, it can be used alone or as a mixture of two or more. Acrylic acid (salt) means acrylic acid and / or acrylate.

  Preferred water-absorbing resins (B) are polyacrylate cross-linked products, acrylic acid (salt) -acrylamide copolymer cross-linked products, and isobutylene-maleic anhydride copolymer cross-linked products. From the standpoint of durability, an acrylic acid (salt) -acrylamide copolymer crosslinked product is preferred.

  As the crosslinked polyacrylate, for example, those described in JP-A-8-337726 and JP-A-8-127725 can be used. Moreover, the water absorbing resin described in Unexamined-Japanese-Patent No. 2000-212354 and Unexamined-Japanese-Patent No. 2006-167202 can be used for a crosslinked isobutylene-maleic anhydride copolymer, for example. Furthermore, as the acrylic acid (salt) -acrylamide copolymer cross-linked product, water-absorbing resins described in JP 2007-291145 A, JP 2007-291146 A, and JP 2007-270100 A can be used. .

  The form of the water absorbent resin (B) is preferably spherical. When the water-absorbing resin is packed in a container, if it is spherical, the area where the resins are in close contact with each other and the gap is increased, so that the contact area with the air is increased, which is favorable in terms of smell. Moreover, 500-4,000 micrometers is suitable for the average particle diameter in the dry state before making a fragrance | flavor containing liquid mixture (A) contact. The average particle size is determined according to a JIS test sieve standard sieve [for example, no. 5-No. 35 (4 mm to 500 μm with a nominal aperture)].

  The water-absorbing resin (B) is not particularly limited, but for example, acrylic acid (salt) cross-linked product is Aquacat CA manufactured by Nippon Shokubai, Aqua Keep manufactured by Sumitomo Seika, and Sun Fresh manufactured by Sanyo Kasei. , Aquapearl, acrylamide-acrylic acid (salt) copolymer cross-linked product is HISOBEAD made by AK Chemtech Co., Ltd., and isobutylene-maleic anhydride copolymer cross-linked product is Kuraray Chemical made aqua beads, polyoxyalkylene oxide Examples of the cross-linked product include Aqua Coke manufactured by Sumitomo Seika.

<Method for producing aqueous gel air freshener>
In this invention, a fragrance | flavor containing liquid mixture (A) and a water absorbing resin (B) are made to contact, and a water absorbing resin (B) is impregnated with a fragrance | flavor containing liquid mixture (A). The water content of the water-absorbent resin (B) at the time of contact is preferably 20% by mass or less, and more preferably 10% by mass or less in terms of obtaining an aqueous gel fragrance having a high scent persistence. When the fragrance-containing liquid mixture (A) and the water absorbent resin (B) are brought into contact with each other, the temperature of the fragrance containing liquid mixture (A) or the water absorbent resin (B) is preferably in the range of 0 to 40 ° C. When the fragrance-containing liquid mixture (A) and the water absorbent resin (B) are brought into contact with each other, they may be allowed to stand or may be weakly stirred so that the water absorbent resin is not damaged. The production method of the present invention is suitable in that the fragrance-containing liquid mixture (A) can usually permeate and hold inside the water-absorbent resin even if it is allowed to stand still from the standpoint of production simplicity. By this production method, an aqueous gel fragrance in which the (a2) component in the fragrance-containing liquid mixture (A) is supported on the water absorbent resin (B) is obtained. The mixing ratio of the fragrance-containing liquid mixture (A) and the water-absorbent resin (B) depends on the water-absorbing ability of the water-absorbent resin (B), but is a mass ratio, and the fragrance-containing liquid mixture (A) / water-absorbent resin (B ) = 100/1 to 5/1, and 50/1 to 10/1.

  The aqueous gel fragrance produced according to the present invention contains a component (a1), a component (a2), a water absorbent resin (B), and water. The aqueous gel fragrance produced according to the present invention can be used as a fragrance as it is, but it can be a stationary fragrance comprising the aqueous gel fragrance. For example, it can be stored in a self-supporting container or the like to form a stationary fragrance.

  The container in which the aqueous gel fragrance is accommodated can contain the aqueous gel fragrance, has an open portion, and volatilizes the fragrance component [(a2) component] in the aqueous gel fragrance from the open portion. As long as it can be obtained, there is no particular limitation on the shape and structure thereof, and it is also possible to use those in other parts such as the side part in addition to those having the open part in the upper part.

  As the container, plastic, glass, metal, or the like can be used, but a transparent or translucent material that can visually observe the shrinkage of the gel-like molded product, or a material that can visually recognize the inside through a slit or an opening can be used. Further, plastic containers conventionally used for fragrances and deodorants, specifically, containers of polyethylene terephthalate (PET), polypropylene, polyethylene, polystyrene, etc. are used.

  When the aqueous gel fragrance is contained and installed in a container, the installation amount of the composition is not particularly limited, and the usage amount can be appropriately selected according to the characteristics such as the place to be used, the use period, and the container shape. Moreover, you may accommodate and install the aqueous | water-based gel fragrance | flavor which has a mutually different color tone and / or fragrance | flavor to the same container.

  The aqueous gel fragrance of the present invention preferably contains 0.1 to 20% by mass, more preferably 1 to 10% by mass of component (a1), and 1 to 10% by mass of component (a2), and further 2.5 to 2.5%. It is preferable to contain 5 mass%, and it is preferable to contain water absorbing resin (B) 1-15 mass%, and also 2-10 mass%. Further, the content of (a3) is preferably 0.1 to 10% by mass, and more preferably 0.3 to 6% by mass. The aqueous gel fragrance of the present invention is preferably obtained by bringing the fragrance-containing liquid mixture (A) according to the present invention into contact with the water absorbent resin (B). By absorbing the fragrance-containing liquid mixture (A) according to the present invention into the water absorbent resin (B), the (a1) component, the (a2) component, and further (a3) and the water absorbent resin (B) are integrated. An aqueous gel fragrance is obtained. The aqueous gel fragrance obtained by the production method of the present invention is excellent in scent sustainability. Accordingly, the aqueous gel fragrance of the present invention is preferably obtained by the production method of the present invention.

The components used in Examples and Comparative Examples are shown. (A2) About a component The number in () shows the value of ClogP of each fragrance material.
<(A1) component>
(A1-1): Polyoxyethylene (average addition mole number 8) laurylamine (a1-2): Polyoxyethylene (average addition mole number 12) laurylamine

<(A1 ′) Component: Comparative Compound>
(A1′-1): Polyoxyethylene (average addition mole number 8) lauryl ether (a1′-2): Polyoxyethylene (average addition mole number 12) lauryl ether

<(A2) component>
(A2-1): 2-phenylethyl alcohol (1.2) 25% by mass, citronellol (3.3) 8% by mass, phenylethyl acetate (2.1) 8% by mass, tetrahydromegol (3.5) 5% by mass, β-ionone (3.8) 5% by mass, geranyl acetate (3.7) 3% by mass, tetrahydrogeraniol (3.7) 2.5% by mass, 3-methyl-3-phenylglycidic acid Ethyl (2.7) 2% by mass, δ-damascone (3.6) 0.5% by mass, allyl heptanoate (3.4) 0.5% by mass, γ-undecalactone (3.8) 0.8%. 5% by mass, 20% by mass of limonene (4.4), 8% by mass of galaxolide (6.1), 3% by mass of acetyl cedrene (4.2), 3% by mass of citronellyl acetate (4.2), hexyl salicylate ( 5.1) 3% by weight, Miradil acetate (4.9) 2 %, Γ-dodecalactone (4.4) 0.5% by mass, citronellilnitrile (4.4) 0.4% by mass, dodecahydro-3a, 6,6,9a-tetramethylnaphtho [2,1- b] 0.1% by mass of furan (5.3). The total of the fragrance materials having ClogP of 1 to 4 in (a2-1) is 60% by mass.

<(A3) component>
(A3-1): lauric acid amidopropyldimethylamine oxide (a3-2): lauryldimethylamine oxide

<Water>: Ion exchange water

<Water-absorbing resin (B)>
(B-1): Acrylamide-acrylic acid (salt) copolymer crosslinked product (“HISOBEAD” manufactured by AK Chemtech Co. Ltd.)

<Examples 1-3 and Comparative Examples 1-3>
Among the blending components in Tables 1 to 3, (a1) component or (a1 ′) component, (a2) component, (a3) component and water are put in a 50 mL beaker so that the total amount is 30 g, and stirred at 40 ° C. for 1 hour. Then, the component (a2) is sufficiently dissolved (the resulting aqueous solution is referred to as a fragrance-containing liquid mixture (A)). Next, 28.5 g of the fragrance-containing liquid mixture (A) adjusted to 25 ° C. and 1.5 g of the water-absorbent resin (B) were added to a security clean container (capacity 60 mL, diameter (inner dimensions) 43 mm, height ( (Inner dimensions) 4 mm), put a lid and let stand at 25 ° C., visually observed after 6 to 48 hours, and evaluated according to the following criteria. Three samples were prepared for each example or comparative example, and the evaluations of the three samples were averaged. The results are shown in Tables 1-3.
Evaluation criteria (2.0 or higher is acceptable)
3: Absorbs completely 2: Liquid remains at the bottom of the container, but does not flow even when the container is tilted 1: Liquid remains at the bottom of the container and flows when the container is tilted 0: At the bottom of the container A lot of liquid remains

  In the table, “%” means mass% (the same applies hereinafter).

<Example 4 and Comparative Example 4>
[I] Preparation of Aqueous Gel Air Freshener Sample Among the ingredients in Table 4, (a1) component or (a1 ′) component, (a2) component, (a3) component and water in a 100 mL beaker so that the total amount is 100 g. The mixture is stirred at 40 ° C. for 1 hour to sufficiently disperse the component (a2) (the resulting aqueous solution is used as a fragrance-containing liquid mixture (A)). Next, 95 g of the fragrance-containing liquid mixture (A) adjusted to 25 ° C. and 5 g of the water-absorbing resin (B) are put in a stainless steel vat, and the lid is covered, and left at 25 ° C. for 48 hours to obtain the fragrance-containing liquid mixture (A). The water-absorbent resin (B) is absorbed to obtain an aqueous gel A. The aqueous gel A80g, placed in a plastic container vertical 60mm × horizontal 40 mm × height 60mm with one side and respectively 120 mm ² to the top surface, 150 mm ² of air holes (to which the sample A).

[II] Evaluation [II-1] Evaluation of scent intensity and persistence (i) Initial scent intensity 1 m in length x 1 m in width with a vent opening on the top and a window that can be opened on the side The sample A is put in the bottom of a 2 m (with a capacity of 2000 L) box and allowed to stand for 60 minutes with the window closed. After that, smell the scent inside the box from the window on the side of the box, and evaluate the intensity of the scent (indicated as “Initial (X)” in the table) by the following criteria based on the following criteria, and obtain the average value It was.
Evaluation Criteria 5: Strong smell 4: Smell that can be sensed easily 3: Weak smell that understands what smells 2: Scent that can be sensed 1: Scent that can be finally sensed 0: Odorless

(Ii) Aroma intensity over time The intensity of the scent when the mass of the aqueous gel in sample A reaches 50% of the initial mass (indicated in the table as “50% mass reduction (Y)”) Evaluation was made in the same manner as the initial scent strength.

(Iii) Evaluation of scent persistence From the evaluation point of (i) Initial scent strength [(X)], (ii) Scent strength when the mass of the aqueous gel is 50% of the initial mass. The value obtained by subtracting the evaluation score of [(Y)] was defined as fragrance persistence. If this evaluation result is less than “1.5”, it can be determined that the scent persistence is excellent.

Claims (5)

(A1) 0.1 to 20% by mass of a nonionic surfactant represented by the following general formula (1), (a2) 1 to 10% of a fragrance containing 30 to 100% by mass of a fragrance material having a log P of 1 to 4 Aqueous gel having a step of impregnating the water-absorbent resin (B) with the fragrance-containing liquid mixture (A) by bringing the fragrance-containing liquid mixture (A) containing water and water into contact with the water-absorbent resin (B). A method for producing a fragrance.

[Wherein, R ¹ represents a hydrocarbon group having 8 to 22 carbon atoms, and R ² and R ³ represent a hydrogen atom, a hydrocarbon group having 1 to 3 carbon atoms, or (R ⁴ O) _m —R ^{5, respectively.} although at least one is _{^{(R 4 O) m -R 5}} . R ⁴ represents an alkylene group having 2 to 3 carbon atoms, and R ⁵ represents a hydrogen atom or a hydrocarbon group having 1 to 3 carbon atoms. m is a number from 2 to 30. ] The method for producing an aqueous gel fragrance according to claim 1, wherein the water-absorbent resin (B) contains a polymer containing a carboxylic acid group and / or a carboxylic acid group as a constituent unit. The fragrance-containing liquid mixture (A) further contains 0.1 to 10% by mass of a compound selected from (a3) a compound represented by the following general formula (2) and a compound represented by the general formula (3). The method for producing an aqueous gel fragrance according to claim 1.

(In the formula, R ⁶ represents a hydrocarbon group having 7 to 19 carbon atoms, and R ⁷ and R ⁸ each independently represents a group selected from an alkyl group having 1 to 3 carbon atoms or a hydroxy group having 1 to 3 carbon atoms. E represents a number from 2 to 5.)

Wherein R ⁷ and R ⁸ each independently represents a group selected from an alkyl group having 1 to 3 carbon atoms or a hydroxyalkyl group having 1 to 3 carbon atoms, and R ⁹ is a hydrocarbon group having 8 to 20 carbon atoms. Represents.) (A1) a nonionic surfactant represented by the following general formula (1), (a2) a fragrance containing 30 to 100% by mass of a fragrance material having a log P of 1 to 4, and a water absorbent resin (B) Aqueous gel air freshener.

[Wherein, R ¹ represents a hydrocarbon group having 8 to 22 carbon atoms, and R ² and R ³ represent a hydrogen atom, a hydrocarbon group having 1 to 3 carbon atoms, or (R ⁴ O) _m —R ^{5, respectively.} although at least one is _{^{(R 4 O) m -R 5}} . R ⁴ represents an alkylene group having 2 to 3 carbon atoms, and R ⁵ represents a hydrogen atom or a hydrocarbon group having 1 to 3 carbon atoms. m is a number from 2 to 30. ] The aqueous gel fragrance according to claim 4, further comprising (a3) a compound selected from the compound represented by the following general formula (2) and the compound represented by the general formula (3).

(In the formula, R ⁶ represents a hydrocarbon group having 7 to 19 carbon atoms, and R ⁷ and R ⁸ each independently represents a group selected from an alkyl group having 1 to 3 carbon atoms or a hydroxy group having 1 to 3 carbon atoms. E represents a number from 2 to 5.)

Wherein R ⁷ and R ⁸ each independently represents a group selected from an alkyl group having 1 to 3 carbon atoms or a hydroxyalkyl group having 1 to 3 carbon atoms, and R ⁹ is a hydrocarbon group having 8 to 20 carbon atoms. Represents.)