WO2002041927A1

WO2002041927A1 - Deodorant, masking agent for ammonia, deodorant for excretion odor, and water-absorbing deodorizing material

Info

Publication number: WO2002041927A1
Application number: PCT/JP2001/010274
Authority: WO
Inventors: Hiroshi Fujisawa; Koushirou Kanazawa; Hiroshi Hashimoto; Yoshiharu Ishimaru
Original assignee: Zeon Corporation
Priority date: 2000-11-27
Filing date: 2001-11-26
Publication date: 2002-05-30

Abstract

A deodorant which contains as the active ingredients a jasmonic acid compound, such as methyl jasmonate or methyl dihydrojasmonate, and a nonionic surfactant such as a polyoxyalkylene ether compound. The jasmonic acid compound is highly effective especially in masking ammonia. It is usable as an ammonia-masking agent. A combination of the jasmonic acid compound and a δ-lactone compound is usable as a deodorant for excretion odors. A water-absorbing deodorizing material comprising a combination of the jasmonic acid compound and a highly water-absorbing resin is usable in many applications.

Description

Description Deodorant, masking agent for ammonia, deodorant for manure and water absorbent deodorant

The present invention relates to a novel deodorant and a deodorizing method. In addition, the present invention relates to a masking agent for ammonia and a method for masking ammonia odor, and a deodorant for manure odor and a method for deodorizing the same. Further, the present invention relates to a highly water-absorbing deodorant suitable for absorbent articles such as disposable diapers and sanitary napkins, and a method for producing the same.

Background art

As the level of living of human beings has improved, the aversion to human odor has become stronger, and various deodorants and deodorants have been proposed to deal with them.

In recent years, many deodorants and deodorants have been marketed for offices and houses, as well as in livestock farms and toilets, as well as in factories and automobiles, and many have been proposed in patent publications. . .

Examples of the physical deodorant include those in which an odor decomposition catalyst such as platinum or palladium is supported on a carrier such as activated carbon, zeolite, silica gel, and alumina, and those using an organic compound such as an ascorbic acid-based compound.

Among them, conventional techniques using the organic compound include, for example, Japanese Patent Application Laid-Open No. Hei 4-23551, a sewage treatment plant, a human waste treatment plant, and an industrial treatment plant using 3_phenylpropionaldehyde. Odor control agents, mainly ammonia, have been proposed for wastewater treatment plants, livestock barns, and garbage storage. Also, in Japanese Patent Application Laid-Open No. 6-233945, an isothiazolone derivative is added to human urine, and the undigested protein, undigested fat and uric acid in the human urine are decomposed to cause the growth of microorganisms that cause malodor. An invention that has the effect of suppressing the noise has been proposed.

However, since the ammonia odor is a strong pungent odor even in a small amount, a more effective deodorizing method is required. Even with these deodorants, more effective deodorants are required to effectively deodorize feces and urine. Next, recently, the creation of a comfortable environment for deodorizing bad odors and unpleasant odors has been gradually expanded from the home level to the local level, thereby creating a comfortable living environment. However, not only urine odor during diaper change accompanying the nursing of the sick, but also urinary odor at the time of diaper change associated with nursing care for the elderly, which is rapidly increasing due to the progress of an aging society, is a potential problem for nurses and caregivers. It is trouble.

Conventionally, as a deodorizing measure for diapers, a method using zeolite instead of conventional activated carbon

(Japanese Unexamined Patent Publication No. Hei 8-17638) Use of an adsorbent as described in Japanese Unexamined Patent Publication No. Hei 8-1763838; Use of wood vinegar solution (Japanese Unexamined Patent Publication No. 5-200666); Plant extract ゥ lease inhibitor (Japanese Unexamined Patent Publication No. Hei 8-19595); methods using plant components such as methods using flavonoids (Japanese Unexamined Patent Application Publication No. Hei 5-23367); A method using an enzyme, such as a method for adsorbing lipase (Japanese Patent Application Laid-Open No. 6-136694), has been proposed. However, diapers that efficiently deodorize urine have not yet been obtained. Disclosure of the invention

An object of the present invention is to provide a novel organic compound-based deodorant and a deodorizing method.

Another object of the present invention is to provide a method capable of masking ammonia odor effectively.

An object of the present invention is to provide an effective deodorant for feces and urine and a method for deodorizing the same.

Further, an object of the present invention is to provide a deodorant material having high water absorbability, which is suitable for an absorbent article such as a disposable diaper, and a method for producing the same.

Thus, the present inventors have made intensive studies and found that methyldihydrodiasmonate is effective as a deodorant.

In addition, they found that methyldihydroxysmonate effectively masks the ammonia odor, and added a Noeon surfactant to this, dispersed it in water, and sprayed it directly around the barn. It was found that the odor disappeared. Next, a mixture of methino-residence dolodiasmonic acid and delta-decalactone was dispersed in water using a non-ionic surfactant, and this was sprayed directly onto the place where feces and urine odors were generated. I found that.

Furthermore, a combination of a jasmonic acid compound and a water-absorbing resin has led to the discovery of a deodorant material having high water absorption.

Thus, according to the present invention, the following (1) to (19) are provided.

(1) A deodorant containing a jasmonic acid compound represented by the following general formula (1) as an active ingredient.

(In the formula, R ¹ represents a hydrocarbon group, and R ² represents a hydrocarbon group.)

(2) The deodorant according to claim 1, comprising a jasmonic acid compound represented by the general formula (1) and a nonionic surfactant.

(3) The deodorant according to (1) or (2), comprising an aqueous solution containing the jasmonic acid compound represented by the general formula (1) and a nonionic surfactant.

(4) The deodorant according to any one of (1) to (3), wherein the jasmonic acid compound represented by the general formula (1) is methyljasmonic acid or methyldihydrodiasmonic acid.

(5) A deodorizing method using an aqueous solution containing a jasmonic acid compound represented by the general formula (1) and a nonionic surfactant as a deodorant.

(6) A masking agent for ammonia containing the jasmonic acid compound represented by the general formula (1) as an active ingredient.

(7) The masking agent for ammonia according to claim 6, wherein 1 to 100 parts by weight of a fragrance is blended with 100 parts by weight of the jasmonic acid compound represented by the general formula (1).

(8) For ammonia as described in (6) or (7) above, comprising an aqueous solution containing a jasmonic acid compound represented by the general formula (1) and a nonionic surfactant. Masking agent.

(9) The masking agent for ammonia according to any one of (6) to (8), wherein the jasmonic acid compound represented by the general formula (1) is methyl jasmonic acid or methyl dihydrodiasmonic acid.

(10) A method for masking an ammonia odor by spraying an aqueous solution containing the jasmonic acid compound represented by the general formula (1) and a nonionic surfactant on or around the surface of the odor generating odor.

(11) A deodorant for feces and urine containing the jasmonic acid compound represented by the general formula (1) and delta ratatones as deodorizing components.

(12) The deodorant for manure smell according to (11), comprising a jasmonic acid compound represented by the general formula (1), delta ratatones and leaf alcohols.

(13) A feces urine deodorant which is an aqueous solution containing the deodorant for feces and urine described in (11) or (12) and a nonionic surfactant.

(14) The deodorant for feces and urine described in (11) to (13), wherein the jasmonic acid compound represented by the general formula (1) is methyljasmonic acid or methyldihydrodiasmonic acid.

(15) A method for deodorizing manure odor, which comprises spraying the manure odor deodorant described in any one of (11) to (14) on or around the manure odor generation surface.

(16) A water-absorbing deodorant comprising a jasmonic acid compound represented by the general formula (1) and a highly water-absorbing resin.

(17) The water-absorbing deodorant according to (16), wherein the jasmonic acid compound represented by the general formula (1) is methyl jasmonic acid or methyldihydrodiasmonic acid.

(18) The superabsorbent resin is impregnated with an aqueous emulsion or an organic solvent solution of the jasmonic acid compound represented by the general formula (1), and then dried. The method for producing odorants. -

(19) An absorbent article comprising the water-absorbing deodorant according to (16). In the masking agent for ammonia, a more specific embodiment is as follows. It is as follows.

(20) The ammonia masking agent according to (7), wherein the fragrance is a mixture of one or more fragrance compounds of a heliotrope type, a rose type, an orange flower type, an amber type or a musk type. .

(21) The nonionic surfactant according to (8), wherein the nonionic surfactant is a polyoxyalkylene ether-based compound, a polyoxyalkylene glycol fatty acid ester-based compound or a polyoxyalkylene polyhydric alcohol-based fatty acid ester compound. Masking agent.

(22) A method for masking an ammonia odor by spraying an aqueous solution containing 0.05 to 5% by weight of methyl jasmonic acid or methyl dihydrodiasmonic acid on or around an ammonia odor generating surface. Specific embodiments of the deodorant for manure and urine are as follows.

(23) In the above (11) to (14), wherein R ¹ in the general formula (1) is an alkyl group having 1 to 10 carbon atoms or an alkyl group having 2 to 10 carbon atoms. Manure deodorant as described.

(24) In the general formula (1), R ² is an alkyl group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, an alkynyl group having 2 to 20 carbon atoms or an alkynyl group having 1 to 4 carbon atoms. The deodorant for feces odor according to any one of (11) to (14), which is a droxyalkyl group.

(25) The manure according to any of (11) to (14), wherein the jasmonic acid-based compound represented by the general formula (1) is methyl (2-butyl-3-oxopentyl) acetate. Deodorant for odor.

(26) The deodorant for manure smell according to any one of (11) to (14), wherein the delta lactone compound is a delta lactone compound having 8 or more carbon atoms.

(27) The above (11) to (14), wherein the nonionic surfactant is a polyoxyalkylene ether-based compound, a polyoxyalkylene glycol fatty acid ester-based compound or a polyoxyalkylene polyhydric alcohol-based fatty acid ester compound. A deodorant for feces and urine described in the above. (28) In formula jasmonic acid compounds 0.0 5 5 wt ^_0/0 manure odor surface an aqueous solution having free or deodorizing method manure odor sprayed around its represented by (1).

(29) A deodorant for feces and odors comprising 0.15 parts by weight of delta ratatones with respect to 100 parts by weight of the jasmonic acid compound represented by the general formula (1).

(30) — To 100 parts by weight of the jasmonic acid compound represented by the general formula (1), 0.150 parts by weight of delta ratatones and 0.0120 parts by weight of leaf alcohol are blended. Deodorant for feces and urine. BEST MODE FOR CARRYING OUT THE INVENTION

Hereinafter, the present invention will be described in detail.

Deodorants

The jasmonic acid compound used in the deodorant of the present invention is represented by the following general formula (1).

In the general formula (1), R ¹ is a hydrocarbon group, for example, an alkyl group having 110, preferably 27 carbon atoms or 210, preferably 37, more preferably 46 And an alkyl group of

R ² is a hydrocarbon group, for example, an alkyl group having 110, preferably 16, and more preferably 13 carbon atoms, 210, preferably 26, more preferably 2 Examples include an alkyl group having 3 carbon atoms, an alkyl group having 220 carbon atoms, preferably 28, more preferably 36, and a hydroxyalkyl group having 14 carbon atoms.

Specific examples of R ¹ include, for example, a methyl group, an ethyl group, an n-propyl group, an isopropynole group, an n-butynole group, a sec-butynole group, a t-butyl / le group, an n-pentynole group, an isopentyl group, 2 _methylbutyl group, 1'methylbutyl group, n-xyl group, Isohexyl, 3-methylpentyl, 2-methylpentyl, 1-methylpentyl, n-heptyl, isoheptyl, n-octyl, isooctyl,

• 2-ethylhexyl, nonyl, decyl, vinyl, aryl, 2-butenyl, 3-butenyl, isobutenyl, 4-pentenyl, 3-pentenyl, • trans— Penteninole, cis-2-pentene-nore group, 1-penteninole group,

Examples include 3-methyl-12-pentenyl group, 5-hexenyl group, 3-hexenyl group, 2-hexenyl group, heptenyl group, otathenyl group, nonenyl group, and decyl group.

Among them, ethyl group, n-propyl group, isopropyl group, n-butyl group, sec-butynole group, t_butyl / le group, n-pentynole group, isopentyl group, 2-methylbutyl group, 1-methylbutyl group , N — hexyl group, isohexyl group, 3-methylpentyl group, 2-methylpentyl group, 1-methylpentyl group, n — heptyl group, aryl group, 2-buturyl group, 3-buturyl group, isobuturyl Group, 4-pentulene group, 3-pentenole group, trans-2-pentenole group, cis-2-pentenole group, 1-pentenole group, 3-methyl / le-2-pentenizle group, 5_ Hexe-nore group,

3-hexenyl group, 2-hexenyl group and the like are preferable, n-pentyl group, isopentyl group, 2-methylbutyl group, 1-methylbutyl group, 4-pentenyl group, 3-pentenyl group, trans-2 —Pentenole, cis-2-pentenole, 1-pentul and the like are particularly preferred.

Specific examples of the R ² include a methyl group, an ethyl group, a propyl group, an isopropyl group, a pentinole group, an isoptinole group, a sec-butynole group, a t-pentynole group, a pentynole group, a hexyl group, a 2-methylbutyl group, and a aryl group. , 3-butenyl, 2-pentenyl, 4-methyl-13-pentyl, 2-hexenyl, propargyl, 3-butynyl, 2-pentyl, 3-hexynyl, hydroxymethyl Groups, a hydroxyxetyl group, a hydroxypropyl group, a hydroxybutyl group, and the like.

Specific examples of the jasmonic acid compound include, for example, methyl (2-butyl-3-oxo-penticole) acetate, ethyl / le (2-petitinole-3-oxenoxy-clopentinole) acetate, and vinylinole (2-butynoley 3-oxo) Cyclo pliers A) Acetate, propyl (2-butyl-3-oxocyclopentyl) acetate, isopropyl (2-butyl-3-oxocyclopentyl) acetate, aryl (2-butyl-3-oxocyclopentyl) acetate, butyl ( 2-butyl-1-3-oxocyclopentyl acetate, methyl (2-pentyl-3-oxocyclopentynole) acetate, ethinole (2-pentynole-13-oxo-1 cyclopentizole) acetate, vinylinole (2-pentyne / le-3) Acetate, propyl (2-pentynole-3-pentoxy), acetate, isopropyl (2-pentyl-3-oxoxocyclopentyl) acetate, allyl (2-pentyl-3-oxo-cyclopentyl) Acetate, hin Droximetinole (2-butynole_3-oxocyclopentyl) acetate;

Methyl [2- (2-pentenyl) -13-oxo-cyclopentyl] acetate, ethinole [2- (2-pentul) -13,1-oxo-pentyl] acetate, bur [2- (2-pentenyl) 1-31 Oxocyclopentyl) acetate, propyl [2- (2-pentyl) -13-oxocyclopentyl] acetate, isopropyl [2_ (2-pentyl) -13-oxocyclopentyl] acetate, aryl [2-] (2-pentenyl) 1-3-oxo-cyclopentinole] acetate, hydroxymethinole [2- (2-penteninole) -13-oxo-pentyl-pentyl] acetate, methyl [2- (2,4-pentagenenyl) ) — 3-oxo pentopenet] Acetate, Methyl [2- (3-pentenyl) 1-3 oxo-open mouth pen Le] acetate, methyl [2- (4-pentenyl) Single 3 Okisoshiku port Penchinore] Asete Ichito;

Echinore [2— (2,4-pentagenenyl) 1-3-oxopentic pentinole] acetate, etchinore [2— (3—pentene-nore) 1-31xoxodopenpentinole] acetate, ethyl [2- (4—pentenol) -Nore) _3-Oxocyclopentynole] acetate, methyl (2-hexylol 3-oxocyclopentyl) acetate, etinole (2-hexinole-3-oxooxocyclopentinole) acetate, vinylinole (21-1) Hexinole (3-oxoxocyclopentinole) Acetate, Hydroxymethinole (2 hexinole 1-3 hexopenic pent / re) Acetate, Methyl [2- (3-hexeninole) 1-3 oxonoxyl pentyl] Acetate, methyl [2— (4 Xenol) _3-oxocyclopentyl] acetate.

Among these jasmonic acid compounds, in the above general formula (1), methyl (3-oxo-1 (cis-12-pentyl) -cyclopentyl, wherein R ¹ is a methyl group and R ² is a cis-1-pentenyl group ) Acetate (hereinafter referred to as “dimethyljasmonic acid”); and, in the general formula (1), R ¹ is a methyl group and R ² is an n-pentyl group (2-pentynole-3-oxo-) One-cycle pentyl) acetate (hereinafter referred to as "dimethyldihydrodiasmonic acid") is particularly preferred. These jasmonic acid compounds can be used alone or in combination of two or more.

The jasmonic acid compound can be produced according to a conventional method. For example, in the general formula (1), when R ¹ is a pentyl group and R ² is an alkyl group, the ester of dihydrojasmonate is an alkyl ester of 2-pentinoresic pentene-1-pentene and malonic acid. Can be easily produced by decarboxylation after adding Michael to

In the above general formula (1), when R ² is an alkyl group having 2 to 6 carbon atoms, an alkenyl group having 2 to 6 carbon atoms, an alkyl group having 2 to 6 carbon atoms, or a hydroxyalkyl group having 1 to 3 carbon atoms. The jasmonic acid compound can be produced by the following method.

That is, these jasmonic acid compounds are represented by the following general formula (2)

(In the formula, R ¹ is the same as in the case of the general formula (1).)

The methyl ester of jasmonic acid compound represented by the following general formula (3)

R ² -OH (3)

(Wherein, R ² is an alkyl group having 2 to 6 carbon atoms, an alkenyl group having 2 to 6 carbon atoms, It is a group selected from the group consisting of an alkynyl group having 2 to 6 carbon atoms and a hydroxyalkyl group having 1 to 3 carbon atoms. )

Can be produced by subjecting an alcohol represented by the formula to a transesterification reaction.

The molar ratio of the methyl ester of jasmonic acid to the alcohol is usually 1 to 6 mol, preferably 3 to 4 mol, of alcohol per 1 mol of methyl ester of jasmonic acid.

Examples of the alcohol used in the transesterification reaction include methyl alcohol, ethyl alcohol, ethanol, alcohol, alcohol, alcohol, hexyl alcohol, hexyl alcohol, and 2-methylinobutyl alcohol. , T linoleanole cornore, cis 1-pentene 1-one, trans-1 2-hexene 1-one, 4-butene 1-one, 4-meth / one- 3-pentene 1-one Cis-1-3 to xen-1-ol, prono-guinole alcohol, 2-pentin-1-one, 3-butin-1-one, 3-hexin-1-one, ethylene glycolone, propylene blender call And the like.

In the transesterification reaction, one compound represented by the general formula (2) and the compound represented by the general formula (3) may be used, or two or more compounds may be used in combination. .

The catalyst used in the transesterification reaction is not particularly limited as long as it is generally used as a transesterification catalyst. Examples of the catalyst include hydroxides of alkaline metal alkaline earth metals and Basic catalysts such as alkoxides; protonic acids such as sulfuric acid and p-toluenesulfonic acid; acidic ion exchange resins; metal catalysts such as titanium alkoxides, aluminum alkoxides, tin compounds and lead compounds can be used. These catalysts may be used alone or in combination of two or more. The amount of the catalyst to be used is usually about 0.05 to 20% by weight of alcohol. _{C In the} transesterification reaction, it is not necessary to use a solvent in particular. Solvents can be used. The solvent to be used is not particularly limited as long as it does not inhibit the ester exchange reaction, but is preferably a hydrocarbon-based solvent. Examples thereof include aromatic hydrocarbons such as benzene, toluene and xylene; and aliphatic hydrocarbons such as hexane and cyclohexene. These solvents can be used alone or in combination of two or more. These solvents are used in an amount of usually 100% by weight or less, preferably 500% by weight or less, more preferably 300% by weight, based on the total weight of jasmonic acid methyl ester and alcohol. Used at a rate of / _{0 or} less.

The reaction temperature for the transesterification reaction may be usually from room temperature to 300 ° C., and the reaction pressure may be normal pressure or reduced pressure. The transesterification reaction is preferably performed in an inert atmosphere, but is not limited thereto. '

Methanol produced as a by-product during the transesterification reaction is preferably removed by distillation in order to promote the ester exchange reaction. In addition, when the solvent used in the transesterification reaction and the by-produced methanol azeotrope, it is advantageous to promote the reaction by distilling off the solvent as an azeotrope outside the system. It is.

The transesterification reaction can be completed under the conditions described above, usually in about 30 minutes to 20 hours. After completion of the reaction, the reaction solution is cooled, and an alkaline aqueous solution such as a sodium hydroxide solution, a sodium hydrogencarbonate solution, a sodium carbonate solution is added to the system, and neutralization, filtration, washing, hydrolysis with an acid, and the like are performed. After removing the catalyst, washing with water and, if necessary, using a saturated saline solution or the like, the aqueous layer is separated, and the organic layer is dried with magnesium sulfate, sodium sulfate, molecular sieve, or the like. The desired jasmonic acid compound can be obtained by distilling off the remaining solvent and the remaining raw material compounds.

Each of the above operations can be omitted as appropriate, and the order can be appropriately changed as necessary. The obtained jasmonic acid compound can be further purified by distillation, chromatography or the like under reduced pressure or normal pressure. The deodorant of the present invention is generally used in combination with at least one selected from a solid carrier, a liquid carrier and a dispersant, for an aqueous solution, emulsion, organic solvent solution, wettable powder, tablet, powder, flowable, and aerosol. Etc. can be used. Among them, aqueous solution is the best use form.

Preferable specific examples of the solid carrier include clay group represented by kaolinite group, montmorinite group, attapulgite group, geekite, talc, mica, Inorganic substances such as pyrophyllite, pumice, vermiculite, gypsum, bentonite, calcium carbonate, dolomite, diatomaceous earth, magnesium, lime, phosphorus lime, zeolite, silicic anhydride, synthetic calcium silicate; soy flour , Tobacco flour, flour flour, barley flour, wood flour, starch, crystalline cellulose, ester gum, copal gum, dammal gum, and other vegetable organic substances; coumarone resin, petroleum resin, alkyd resin, polychlorinated butyl, ketone resin, etc. Synthetic polymer compounds; boxes such as carnapa wax and beeswax; ureas; and highly water-absorbing resins such as polyacrylic acid. Further, the deodorant of the present invention can be included in a microcapsule and applied, for example, as a deodorant printing ink. These solid carriers can be used alone or in combination of two or more.

Preferred specific examples of the liquid carrier include paraffinic, naphthenic, and aromatic hydrocarbons such as kerosene, mineral oil, spindle oil, white oil / oil, benzene, toluene, xylene, ethynolebenzene, tamen, and methyl naphthalene. Chlorinated hydrocarbons such as tetrachlorosilane, chlorophonolem, trichloronorethylene, monochlorobenzene, and o-chlorotoluene; athenoles such as dimethyl ether, getyl ether, dioxane, tetrahydrofuran; acetone, methyl Ketones such as noretinoloketone, getyl ketone, diisobutyl ketone, cyclopentanone, cyclohexanone, acetophenonone, isophorone;

Estes / esters such as ethyl acetate, amino acetate, ethylene glycol acetate, diethylene glycol acetate, dibutyl maleate, and getyl succinate; methanol / ethanol, ethanol / n-propanol, n-propanol, isopropanol / n-ptananol / Alcohols such as isoptanolone, n-hexanolone, ethylene glycolone, diethylene glycol, and glycerin; ether alcohols such as ethylene glycol phenyl ether and diethylene glycol butyl ether; organic liquids such as dimethyl honole amide and dimethyl sulfoxide And water. Among them, hydrocarbons, ketones, alcohols, water and the like are particularly preferable, and alcohols and water are particularly preferable. These liquid carriers can be used alone or in combination of two or more. As the dispersant, those used in the field of ordinary deodorants can be used, and a surfactant is generally used. The surfactant may be nonionic, cationic, anionic or zwitterionic, but a nonionic surfactant is preferably used. Surfactants are most suitable when the deodorant is used in the form of an aqueous solution. In this case, the surfactant is used in an amount of 100 to 100 parts by weight, preferably 50 to 500 parts by weight, based on 100 parts by weight of the jasmonic acid compound represented by the general formula (1).

Examples of the nonionic surfactant include: a block condensation polymer of two or more alkylene oxides such as oxyethylene oxypropylene block polymer; laurino oleanolecone; High-quality anore cornore such as nore, stearinoreal olecole, ore oleanore cornore; alkyl phenols such as octinole phenol, isootatinole phenol, and phenol, and alkyl naphthol such as butyl naphthol and octinolenophate. Polyethylene ethylenediphenyl oleinolate ethere, polyoxyethylene cetylene / lefeninoleatenole, polyoxyethylene stearylphenyl ether, polyoxyethylene oleyl fuel ether, Polyoxyalkylene ether-based compounds such as oxyethylene octyl phenylene ether, polyoxyethylene phenol phenol, polyoxyethylene higher phenol (C 12 -C 14) ether; lauric acid, Polyoxyethylene dalicol monolate, polyoxyethylene glycol monopanolemitate, polyoxyethylene glycol monopanolemitate, polyethylene glycol mono-monostearate, which is obtained by polymerizing alkylene oxide with higher fatty acids such as palmitic acid, stearic acid, and oleic acid; Polyoxyalkylene glycol fatty acid ester-based compounds such as polyethylene glycolonorestearate and polyethylene glycol monooleate;

Glyceryl monostearate, glyceryl, which is an ester compound of a polyhydric alcohol having three or more hydroxyl groups in the molecule, such as glycerin, pentaerythritol tonole, sorbitol, sonolebitan, mannitan, hexitane, and polycondensates thereof, and a higher fatty acid Monooleate, sorbitol monolaurate, sorbitol monopalmitate, sorbitol monostearate, sorbitol distearate, Sorbitol tristearate, sorbitol monooleate, sorbitol trioleate, sorbitol trioleate, sorbitolte traoleate, sonolebitan monolaterate, sorbitan monopalmitate, sonolebitan monostearate, sonolebitan distearate, sorbitan Stearate, sonolebitan monooleate, sonorebitan dioleate, mannitan monolaurate, mannitan monostearate, mannitan distearate, mannitan monolate, hexitan monodiolate, hexitano monopanolemitate , Polyhexadiene such as hexitan monostearate, hexitan distearate, hexitan tristearate, hexitan monooleate, hexitan dioleate Alcohol fatty acid esternole compound;

A polyoxyethylene sorbitan monolau obtained by polymerizing an alkylene oxide to the polyhydric alcohol-based fatty acid ester compound or by polymerizing the alkylene oxide to the polyhydric alcohol and then esterifying with the higher fatty acid. Polyoxyethylene sorbitan monostearate, polyoxyethylene sorbitan monostearate, polyoxyethylene sorbitan monooleate, polyoxyethylene mannitan monopanolemitate, polyoxyethylene mannitan monostearate, Polyoxyethylene such as polyoxyethylene manyutan monooleate, polyoxyethylene hexitan monoperate, polyoxyethylene hexitan monostearate, polyoxyethylene sorbitol tetraoleate, etc. Killen polyhydric alcohol fatty acid ester compounds;

Polyoxyalkylene alkylamine compounds such as polyoxyethylene alkylamine; alkyl alcohol amide compounds; and the like. Among these, block condensation polymers having two or more alkylene oxides, polyoxyalkylene ether-based compounds, polyoxyalkylene dalycol fatty acid ester-based compounds, polyoxyalkylene polyhydric alcohol-based fatty acid ester compounds, and polyoxyalkylene alkyls Polyoxyalkylene-based compounds which are alkylene oxide polymerized adducts such as amine compounds are preferred, and polyoxyalkylene ether-based compounds, polyoxyalkylene glycol fatty acid ester-based compounds, polyoxyalkylene polyhydric alcohol-based fatty acid ester compounds, and the like are preferable. Particularly preferred. The method for preparing the deodorant of the present invention is not particularly limited, and a conventionally known method is used. For example, the jasmonic acid compound, the liquid carrier and the dispersant can be used by diluting and mixing with water. When diluting and mixing with an appropriate liquid such as water, depending on the mode in which the deodorant is used, for example, a method of preparing an aqueous solution having an appropriate concentration in advance, a method of preparing an aqueous solution immediately before use, etc. The method of deviation and deviation can also be adopted.

The amount of the deodorant of the present invention is appropriately selected according to the form of use, the method of use, and the like. The amount of the jasmonic acid compound in the deodorant is usually based on the weight of the component generating odor. It is used in the range of 1 to 20% by weight, preferably 2 to 10% by weight. Masking agent for ≥

Since the jasmonic acid compound used in the present invention has a particularly large effect of eliminating ammonia odor by masking ammonia, it can be used as a masking agent for ammonia containing the jasmonic acid compound as an active ingredient. . This has a greater elimination effect than conventional deodorants using a method such as decomposing ammonia. Among the jasmonic acid compounds, methyl jasmonic acid and dimethyldihydrodiasmonic acid are particularly preferred.

The masking agent for ammonia of the present invention may contain other fragrances other than the jasmonic acid compound represented by the general formula (1). The above-mentioned other fragrances are not particularly limited, and generally include “Perfume Chemicals List II and IIIj (Hirokawa Shoten Co., Ltd.)”, “Synthetic fragrances (chemical and product knowledge)” (Chemical Daily) or Perfume described in “S. Arctander“ Perfume and Flavor Chemicals I and II ”j (Montc 1 air), etc., can be cited, depending on the place of use and purpose. Perfumed ones are used. Among them, for example, as the fragrance, a mixture of one or more fragrance compounds such as a heliotrope fragrance, a rose fragrance, an orange flower fragrance, an amber fragrance, and a musk fragrance is preferably used. Is done.

Specific examples of the components contained in the fragrance include helitropic fragrances, Tropine, musta ketone, coumarin, ethyne / leva dilin, acetinolesedren, nocholine (meth ^^ abietate), eugenol, methylonone, etc .;

Examples of the rose flavor include Damascon _ β, Damascon _ (¾, Isobonoreninolemethoxycyclohexanore, Phenoinolethichinolea / Reconore, Geraniol, Iso-Ivornylmethoxycyclohexanore, etc .;

Examples of orange flower-based flavors include methyl anthranilate, γ-endecalactone, and γ-nonalactone; examples of amber-based flavors include tetrahydroparamethylquinoline; and examples of musk-based flavors include galact solid and musta ketone. Can be

In addition to the above fragrances, a TABU (Tabu) type in which rose-, amber- and musk-based fragrance components are added to an oriental base mainly consisting of petty lily oil, together with a solvent, octyl phthalate (DOΡ) Fragrances can also be used. Examples of the oriental base include powder oil, herculin (methyl abiate), vanillin, ethyl valine, tamarin and the like.

The blending amount of the fragrance in the masking agent for ammonia of the present invention is not particularly limited, but the fragrance is usually 0.01 to 5 parts by weight based on 100 parts by weight of the jasmonic acid compound represented by the general formula (1). 100 parts by weight, preferably 1 to 100 parts by weight, is blended. The form of use of the masking agent for ammonia of the present invention is usually the same as the form of use of the above-mentioned deodorant, and is usually an aqueous solution, emulsion, organic solvent solution in combination with at least one selected from solid carriers, liquid carriers and dispersants. , Wettable powders, tablets, powders, flowables, aerosols and the like. Among them, aqueous solution is the best use form. In addition, specific examples of the solid carrier, the liquid carrier, and the dispersant may be the same as those described in detail in the section of the usage of the deodorant.

In the masking agent for ammonia of the present invention, it is preferable to use a nonionic surfactant as the above-mentioned deodorant. As specific examples of the nonionic surfactant, those similar to those described in detail in the section of the usage of the deodorant can be used. In this case, 100 to 100 parts by weight of the nonionic surfactant is added to 100 parts by weight of the jasmonic acid compound represented by the general formula (1), preferably 100 to 100 parts by weight. Use 50 to 500 parts by weight.

The method for preparing the masking agent for ammonia of the present invention is not particularly limited, and a conventionally known method is used in the same manner as the above-described method for adjusting the deodorant. For example, a jasmonic acid compound, a liquid carrier and a dispersant can be used by diluting and mixing with water. When diluting and mixing with an appropriate liquid such as water, either a method of preparing an aqueous solution having an appropriate concentration in advance or a method of preparing an aqueous solution immediately before use is used depending on the mode of use. can do.

The amount of the masking agent for ammonia used in the present invention is appropriately selected according to the form of use, the method of use, and the like. Usually, the jasmonic acid compound is used in an amount of 1 to 20% by weight, based on the weight of ammonia. It is preferably used in the range of 2 to 10% by weight.

The masking agent for ammonia of the present invention may be used in combination with a conventionally known deodorant, fragrance and the like. Further, the ammonia masking agent of the present invention can be used for various purposes. For example, a method of adding directly to a liquid that emits an ammonia odor, a method of spraying and spraying in the form of an aqueous solution on or around an ammonia odor generation source such as a livestock toilet, and a method of supporting an appropriate solid carrier such as clay and zeolite Deodorant in powder form, deodorant fiber products carried on non-woven fabric or other textile products (for example, toilet mats, toilet slippers, toilet seat covers, towels, and other toiletry products, Etc.), as a deodorizing filter by being supported on a filter base material, encapsulating to control the evaporation rate of methyl jasmonic acid, printing containing encapsulated methyl jasmonic acid How to prepare and use inks for use, use as disposable ommo sanitary products in combination with super absorbent resin Law, a method of using as a container ■ bags etc. deodorant in the form of a stack of polio reflex in films, methods and the like used as flooring ■ door ■ wall material of the toilet around in combination with building interior material. Manure deodorant

By combining the jasmonic acid compound and delta ratatones used in the present invention, it can be used as a deodorant for manure odor which has a quick deodorizing effect on manure odor. Among jasmonic acid compounds, particularly, methyl jasmonic acid and And dimethyldihydrodiasmonic acid are preferred.

The delta ratataton used in the deodorant for manure of the present invention is generally obtained as a dehydration product of δ-hydroxy acid, and is a cyclic ester compound having an ester group in the ring. Specific compounds include, for example, unsaturated delta lactones such as jasmine lactone, jasmolactone, massialactone, and tuberolactone; and saturated delta lactones such as otataractone, nonalataton, decalactone, pendecalactone, and dodecalataton. Can be Among them, delta ratatones having 8 or more carbon atoms are preferable.

The amount of the delta ratatones used in the deodorant for feces and urine of the present invention is not particularly limited, but is usually 0 based on 100 parts by weight of the jasmonic acid compound represented by the general formula (1). It is blended in a range of 0.5 to 10 parts by weight, preferably 0.5 to 10 parts by weight. An excessively small amount of the delta ratatones is not preferred because it becomes difficult to deodorize the indole compound odor among the excrement odors. If the delta lactone is used in an excessively large amount, the balance as a deodorant decreases, which is not preferable.

The deodorant for manure smell of the present invention may further use rifalcols in addition to the delta ratatatons. The leaf alcohols include cis-3-hexenyl alcohol (hereinafter referred to as “leaf alcohol”) and derivatives thereof. Derivatives include cis-3-hexenyl esters, cis-3-hexenyl acetals and cis-3-hexenyl aldehydes. Specific compounds of these leaf alcohol derivatives include cis-13-hexeninoleestenoles, cis-13-hexe-noreformate, cis-13-hexeninoleacetate, and cis-13 —Hexane-norepropionate, cis-1 3 —Hexeninoleisopropionate, cis-1—hexeninolerate, cis-1—3 hexeninole angelate, cis-1—3 Noleanthrate, cis-1-hexeninolebutyrate, cis-1-hexeneoleate / relate, cis-1-hexeninolay sonolelate, cis-3-hexenyl-methyl-2-butyrate, cis-1 3 to xeninole hexanoate, cis 1 to 3 — hexeninolysis 1 to 3 — hexenoate, cis 1 to 3 x hexene / revenzoate, cis 1 to 3 x hexinoleate Door, cis Xenino retiglate, etc .;

Cis-3-hexenylacetals include acetoaldehyde-ethyl-13-hexenylacetal and the like; cis-13-hexenylaldehydes include cis-13-hexenal and cis-13- Xenena-l-Jetice acetanore and the like.

The amount of the leaf alcohol to be used is not particularly limited, but is usually 0.01 to 20 parts by weight, preferably 0.1 to 100 parts by weight, based on 100 parts by weight of the jasmonic acid compound represented by the general formula (1). It is blended in the range of 5 to 10 parts by weight. An excessively small amount of the leaf alcohols is not preferable because it is difficult to deodorize the merkabutane compound odor among the excrement of manure. If the amount of the leaf alcohol used is excessively large, the balance as a deodorant for excrement of manure is reduced, which is not preferable.

In the present invention, as the deodorant for manure and urine, a fragrance other than the jasmonic acid compound represented by the general formula (1) can be blended similarly to the masking agent for ammonia described above. Specific examples of the other fragrances include the same ones as described above.

The deodorant for manure of the present invention has an aqueous solution, an emulsion, an organic solvent solution, usually in combination with at least one selected from a solid carrier, a liquid carrier and a dispersant, in the same manner as the use form of the deodorant described above. It can be used in the form of wettable powders, tablets, powders, flowables, aerosols and the like. Among them, an aqueous solution is the best used form. In addition, as the specific examples of the solid carrier, the liquid carrier, and the dispersant, those similar to those described in detail in the section of the usage of the deodorant can be used.

The method for preparing the deodorant for manure and urine of the present invention is not particularly limited, and a conventionally known method is used in the same manner as the above-described method for preparing the deodorant. For example, a diasmonic acid compound, a liquid carrier and a dispersant can be used by diluting and mixing with water. When diluting and mixing with an appropriate liquid such as water, either a method of preparing an aqueous solution having an appropriate concentration in advance or a method of preparing an aqueous solution immediately before use is employed depending on the mode of use. can do.

The amount of the deodorant for manure of the present invention to be used is appropriately selected depending on the use form, the use method, and the like. The jasmonic acid compound in the deodorant for manure is usually 1 to 20% by weight based on the weight of the manure odor component. / ₀ , preferably used in the range of 2 to 10% by weight _{c The} deodorant for feces and urine of the present invention may be used in combination with a conventionally known deodorant, fragrance and the like. Further, the deodorant for manure smell of the present invention can be used for various uses. For example, a method of adding directly to a liquid that emits manure, a method of spraying / spraying a manure odor source such as a livestock toilet, or its surroundings in the form of an aqueous solution, or a method of supporting the solid on a suitable solid carrier such as clay-zeolite A method of using as a powdered deodorant, a deodorant fiber product carried on a nonwoven fabric or other fiber product (for example, toilet mats, toilet slippers, toilet seat covers, toiletry products such as towels, ommuk covers, etc.). For use as a deodorizing filter supported on a filter substrate, for encapsulation to control the rate of evaporation of jasmonic acid compounds, for printing containing jasmonic acid compounds How to prepare and use ink, How to use it as a disposable ommup sanitary product in combination with super absorbent resin, Polio Fins how to use in the form of a laminated body as a container. Bags such as deodorant of the film, method, and the like to be used as flooring ■ door-wall material of toilet peripheral in combination with a building interior material. Water absorbent deodorant

As described above, by combining the jasmon oxide compound represented by the general formula (1) used in the present invention with the highly water-absorbing resin, it can be used as a water-absorbing deodorant. Among the jasmonic acid compounds, methyl jasmonic acid and dimethyldihydrodiasmonic acid are particularly preferred.

In the water-absorbing deodorant of the present invention, the jasmonic acid-based compound represented by the general formula (1) is preferably used as an aqueous emulsion or an organic solvent solution. The aqueous emulsion is prepared by emulsifying a jasmonic acid compound in an aqueous medium using a surfactant. As the surfactant, a nonionic surfactant, an anionic surfactant, or the like can be used.

Examples of the nonionic surfactant include polyoxyethylene lauryl phenyl ether, polyoxyethylene stearyl phenyl ether, and polyoxyethylene Polyoxyalkylene ether compounds such as ethylene olenophenyl ether and polyoxyethylene noelle ether; polyoxyethylene glycol monomonolaurate, polyethylene glycol monomonostearate, polyethylene glycol distearate, polyethylene glycol monostearate Polyoxyalkylene dalichol fatty acid ester compounds such as oleate;

Glyceryl monostearate, glyceryl monooleate, sorbitol monolaurate, sorbitol monopalmitate, sorbitol monostearate, sorbitol distearate, sorbitol tristearate, sorbitol monooleate, sorbitol trioleate, sonorebitan monola Rate, Sol Bitane Monopalmitate, Sonorebitan Monostearate, Sonorebitan Distearate, Sonorebitan Monooleate, Sonorebitan Dioleate, Mannitan Monostearate, Manethane Enoate, Hexitane Monolate Polyhydric alcohol fatty acid ester compounds such as hexate, hexitane distearate, hexitane tristearate, hexitane monooleate;

Polyoxyethylene sonolevitan monostearate, polyoxyethylene sonolevitan monostearate, polyoxyethylene sorbitan distearate, polyoxyethylene sozolevitan monostearate, polyoxyethylene mannitan monostearate, Polyoxyalkylene polyhydric alcohol-based fatty acid ester compounds such as polyoxyethylene mannitan monooleate, polyoxyethylene hexitan monoperate, polyoxyethylene sonorebitone oletetraoleate; alkyl alkanolamine Compound; polyoxyethylene-polyoxypropylene block copolymer and the like. Among these, a polyoxyalkylene ether-based compound, a polyoxyalkylene glycol fatty acid ester-based compound, a polyoxyalkylene polyhydric alcohol-based fatty acid ester compound, and the like are particularly preferable. Examples of the anionic surfactant include alkylaryl sulfonates such as sodium dodecylbenzenesulfonate, calcium dodecylbenzenesulfonate, and sodium propylnaphthalenesulfonate; sodium lauryl sulfate, potassium myristyl sulfate, and tetradecyl. Alkyl sulfates such as sodium sulfate; sodium dioctyl sulfosuccinate, sodium dihexyl sulfosuccinate Sulfosuccinates such as lime; fatty acid salts such as sodium laurate, sodium stearate and potassium semi-hardened tallow fatty acid; polyoxyethylene lauryl ether phenolic sodium salt; polyoxyethylene lauryl ether phenolic ether salt; Ethoxysulfate salts such as aetnadium; alkane sulfonates; alkyl ether phosphates and the like. Of these, alkylaryl sulfonates, alkyl sulfates, sulfosuccinates, and fatty acid salts are preferred.

Among these surfactants, nonionic surfactants are preferred.

The ratio of each component of the aqueous emulsion is 100 parts by weight of jasmonic acid compound, and water is usually 100 to 1,000 parts by weight, preferably 200 to 800 parts by weight. is there. The surfactant is usually used in an amount of 100 to 1000 parts by weight, preferably 50 to 800 parts by weight, per 100 parts by weight of the jasmonic acid compound. In order to prepare an aqueous emulsion, these three components are mixed by high-speed stirring with a homomixer or the like, or a high-speed pump is applied. :! ~ 1Ομπι, preferably 0.2 to 2 / zm.

To prepare a solution of the jasmonic acid compound in an organic solvent, the jasmonic acid compound is preferably prepared from methanol, ethanol, isopropanolose; dimethinoleatenole, getyl ether; An organic solvent having a low boiling point of 80 ° C. is mixed with an organic solvent at a ratio of usually 0.6 to 2 volumes, preferably 0.8 to 2 volumes per 1 volume of the jasmonic acid compound.

The superabsorbent resin used in the water-absorbing deodorant of the present invention is not particularly limited, and the resin lg absorbs 35 g or more of physiological saline (0.9% by weight of sodium chloride) at normal pressure. Preferably, water absorption of 40 to 80 g can be used. Examples of such superabsorbent resins include polyacrylic acid amides, polyacrylates, crosslinked polyacrylic acid, polyacrylic acid-based water-absorbent resins such as polyacrylates; starch grafts and polyacetate burs, starches. Graft and starch-grafted polymer-based water-absorbing resin such as polyacrylic acid and starch-grafted poly-tararilonitrile;

Polyester esters such as saponified acrylic acid monoacetate copolymer, saponified acrylic acid ester monoacetate copolymer, and crosslinked polyacetate bielkene Aqueous resin; cellulosic water-absorbing resin such as cross-linked carboxymethyl cellulose, graft cellulose, cross-linked graft cellulose; cross-linked isobutylene-maleic anhydride copolymer;

Crosslinked polyethylene oxide; sulfonic acid group-containing polymer; carbobetaine-type polymer; polyether compounds such as polyetherester, polyetheresteramide, and polyetheresteramide. These can be used alone or in combination of two or more.

In the present invention, the average particle diameter of the superabsorbent resin is usually 0.05 μη! It is preferred to use particles of up to 5 mm, preferably 50 to 150. In addition, if necessary, it can be used in the form of filaments of these super absorbent polymers, or woven or non-woven fabrics using the filaments.

The amount of the jasmonic acid compound used in the water absorbent deodorant of the present invention is usually 0.05 to 20 parts by weight, preferably 0.1 to 10 parts by weight, based on 100 parts by weight of the superabsorbent resin. Parts by weight.

The method for producing the water-absorbing deodorant material of the present invention includes a method of immersing the superabsorbent resin in the aqueous emulsion or organic solvent solution of the above-mentioned jasmonic acid compound, followed by drying. A method of spraying the emulsion or the above-mentioned jasmonic acid organic solvent solution for impregnation, followed by drying, etc. may be mentioned.

The drying method is not limited, and a vacuum dryer, a rotary kiln, a hot air circulating dryer, a band dryer, or the like is used.The vacuum dryer is used to heat to 25 to 40 ° C as necessary. Drying while drying is preferable because the evaporation of jasmonic acid compounds can be prevented.

The water-absorbing deodorant material of the present invention has a function of absorbing liquid at the same time as coming into contact with urine and deodorizing as if there was no urine odor from the beginning.

The method of applying the water-absorbing deodorant of the present invention to absorbent articles such as disposable diapers, incontinence pads, sanitary napkins, panty liners, etc. includes, for example, a plastic film such as porous polyethylene or polypropylene. And a cotton nonwoven fabric or water-absorbent paper (b) and the water-absorbent deodorant of the present invention (c). As the mode of lamination, (a) / (b) / (c) / (b) / (a), (a) / (b) / (c) / (b) / (c) / (b) / (a).

Although the amount of the water-absorbing deodorant of the present invention is not particularly limited, it is usually 5 to 25 gZ for diapers and incontinence pads, and 0.2 to 2 gZ for sanitary napkins and panty liners.

In the present invention, a known deodorant or fragrance may be used in combination. Example

Hereinafter, the present invention will be described with reference to examples, but the present invention is not limited thereto. All percentages and parts in the examples are on a weight basis.

(Example 1)

Methinoresidic diasmonic acid [Methinole (2-pentynole-3-oxo-cyclopentyl) -acetate] (hereinafter referred to as “MDJ”) is mixed with the same amount of dispersant (polyoxyethylene sorbitan monooleate). Next, the deodorant was added to the urine lOO g (ammonia content 0.8%) and the above deodorant 0.055 g (MDJ 3% for ammonia in urine). Further, this was diluted with 5000 g of water, and the odor was evaluated by six panelists.Evaluation was performed immediately after the addition, after one day and after two days, and the results are shown in Table 1.

(Example 2)

A perfume compound was prepared by mixing the perfume mixture shown in Table 2 with MDJ (90 parts, boiling point: 305 ° C), and the odor was evaluated in the same manner as in Example 1 using this compound. However, the MDJ for ammonia in urine is 1.2%.

Further, as a comparative example, the following commercially available deodorants were added and mixed in the same amount as in Example 1, and the odor was evaluated. Table 1 shows the results.

(Comparative Example 1)

Fragrance for flavor

(Comparative Example 2)

Mask flavor for flavor (Comparative Example 3)

Re-Fanore Konore: cis 1 3-hexeno

(Comparative Example 4)

P PEN: 2—Pentyl 2—Silver Pentenone Table 1

In Table 1, the judgment is based on the following criteria,

◎ The smell of ammonia is completely eliminated.

アンモニア Almost no smell of ammonia can be felt.

Δ The ammonia odor is improved compared to before the addition, but is still felt. ₍ X The ammonia odor is felt the same as before the addition. Two

(Example 3)

A deodorant was prepared using MDJ in the same manner as in Example 1. This deodorant was added to a mixture of 200 kg of bovine urine (100 kg) (ammonia content 0.8%) and water (100 kg) in an amount of 500 g (500 g of bovine urine). Add ammonia (3.1% in MDJ equivalent) to ammonia 200 g (1.3% in ammonia in cow urine equivalent to MDJ) 0 g (0% in cow urine in MDJ equivalent) 3 A sample for seeding was used.

The spray sample was sprayed on the field, and the sensory evaluation of the odor felt by the worker at that time was performed. In particular, when 500 g of the deodorant was used, the odor disappeared about 10 seconds after the start of the work. After spraying, the odor was sensuously evaluated by 5 evaluators under the leeward Table 3

According to the present invention, a novel deodorant, particularly a deodorant having an excellent effect on malodor of urine system, and a deodorant method can be provided.

(Example 4)

Methyl dihydrodiasmonic acid (hereinafter referred to as “MD J”), other perfume mixture and the dispersant (polyoxyethylene sorbitan monooleate) shown in Table 2 were added and mixed. The following masking agents for ammonia (masking agents 1 to 3) were prepared. The concentration of MDJ in each masking agent was masking agent 1 (50%), masking agent 2 (25%), and masking agent 3 (17%).

Four

MD J (g) Perfume mixture (g) Dispersant (g) MD J concentration (%) Masking agent 1 200 0 200 50 Masking agent 2 387 387 7 74 25 Masking agent 3 200 387 5 87 1 7 In addition, methyl jasmonic acid (hereinafter referred to as “MJ”), other perfume mixture and dispersant (polyoxyethylene sorbitan monooleate) shown in Table 2 described above were added and mixed. Masking agents were prepared (masking agents 4-6). The concentrations of MJ in each masking agent were masking agent 1 (50%), masking agent 2 (25%), and masking agent 3 (17%).

Five

Next, with respect to aqueous ammonia 1 00 g (ammonia content 1.0%), the masking agent 1-6, after adding _{20m g, 4 Om g s l} O Omg respectively, 50 times with water After dilution, sensory evaluation was performed on the odor of ammourea by six panelists. The ratio of MDJ or MJ to ammonia in ammonia water is as follows, respectively.

(Masking agent 1 and masking agent 4)

2 Omg (1%)

40 mg (2%)

100 mg (5%)

(Masking agent 2 and masking agent 5)

20 mg (0.5%)

40 mg (1%)

100 mg (2.5%)

(Masking agent 3 and masking agent 6)

20 mg (0.34%) 4 Omg (0.68%)

10 Omg (1.7%)

Table 6 shows the results of evaluation immediately after the addition, one day after the addition, and two days after the addition. The evaluation criteria in Table 6 are as follows.

A: No smell of ammonia is felt.

〇: Almost no smell of ammonia is felt.

Δ: Slight smell of ammoyua is felt.

Table 6

From the results shown in Table 6, it can be seen that the use of the masking agent for ammonia of the present invention can effectively mask the ammonia odor. In particular, each masking It is found that use of the composition so that MDJ in the composition is 1% or more with respect to the ammonia component increases the effect as a masking agent for ammonia and is preferable.

(Example 5)

An aqueous solution of a masking agent for ammonia (10 concentration: 1%) was prepared by mixing 500 g of the masking agent 1 prepared in Example 4 with 25 kg of water. Next, this aqueous solution of the ammonia masking agent was sprayed around a 500-square-meter-square barn, and the sensory evaluation of the odor felt by workers at that time was performed. I no longer feel.

(Examples 6 to 9 and Comparative Example 5)

MD J, Delta ratatone mixture (Jasmine lactone 50%, Delta decalatone 40%, Delta dodecalactone 10%) and leaf alcohol mixture

(Cis-3 Hexenino Leano Reconore 30%, Cis 31 Hexenino Retigrate 10%, Cis 3-Hexenyl Salicylate 10%, Cis 3-Hexenyl Benzoate 10%, Cis (10% cis-3-acetate, 10% cis-3-hexeninoleptylate, 10% cis-3-hexenylpropionate, 10% cis-3-hexenylanthranilate) And deodorants for manure urine 1 to 5 were prepared.

(Table 7).

Terutalatatons Rifal 3-les

MDJ (g) dispersant

Mixture mixture

Deodorant 1 1 00 0 0 1 00 Deodorant 2 1 00 0 .5 0 1 00 Deodorant 3 1 00 0 .5 0 .5 1 00 Deodorant 4 1 00 2 0 1 00 Deodorant 5 1 00 2 2 1 00 Next, to 100 g of human waste, add 100 mg of each of the above deodorants to each, and dilute 50-fold with water. Then, six panelists gave ammonia odor, indole-butyric acid and monovaleric acid odor. The deodorizing effect was evaluated for three types of odors: mercaptan and hydrogen monosulfide odor. The results are shown in Table 8.

In Table 8, the evaluation was based on the following criteria.

◎ No odor is felt.

ほとんど Almost no odor is felt.

X Odor is felt as before. Table 8

Based on the results shown in Table 8, when deodorants 2 to 5 were used, they effectively prevented ammonia odor in manure, indole-butyric acid-monovaleric acid odor, and mercaptan hydrogen sulfide-based odor. Can be deodorized. On the other hand, when delta ratatone is not blended (deodorant 1), it can be seen that the odor of manure cannot be eliminated.

(Example 10)

The deodorant 2 prepared in the above Example was mixed with 500 kg of water and 25 kg of water to prepare an aqueous solution of a deodorant for feces and urine (MDJ concentration 1%). Next, this aqueous solution was sprayed around a pighouse of about 300 square meters in size, As a result of the performance evaluation, the odor of feces and urine disappeared about 10 seconds after the start of the work.

Thus, it can be seen that the present invention provides a deodorant for manure and urine having an excellent effect on manure and urine odor.

(Example 11)

Methyl (2-pentinole-3-pentoxopentinole) acetate (also referred to as methinolesig dolodiasmonate; hereinafter abbreviated as “MD J”) 100 parts, 100 parts of poly (ethylene glycol) sorbitan monoolate and 350 parts of water The mixture was stirred at high speed with a homomixer to prepare an aqueous emulsion A.

Commercially available polyacrylic acid superabsorbent resin [Sun Fresh ST-890, manufactured by Sanyo Chemical Co., Ltd.] Spread 100 parts on paper and spray with 3 parts of aqueous emulsion A3 while maintaining uniformity. Then, the sample was placed in a vacuum drier and dried under vacuum while heating to 25 ° C to prepare a sample a. Table 9 shows the results of examining the deodorant properties and water absorption of Sample a.

The deodorizing properties and water absorption in Table 9 were evaluated by the following methods.

(i) Deodorizing property of sample

A 100 ml beaker containing 1 g of a water-absorbent sample absorbs 2 Oml of urine just collected from an adult male, takes it out with a pair of tweezers, transfers it to a petri dish, and five persons (passed panel test) smell the following criteria. And was expressed as an average value. The smaller the value, the better the deodorant.

Score 1: No ammonia odor.

Score 2: Almost no ammonia smell.

Rating 3: A little smell of ammonia, but clearly noticeable.

Score 4: A clear smell of ammonia.

(ii) water absorption of the sample

A 100 ml beaker was charged with 100 ml of physiological saline (0.9 ° / salt concentration), 1 g of a water-absorbent sample of known weight was immersed for 1 hour, and then taken out and drained for 15 minutes. The subsequent weight was measured to determine the water absorption (g.). The higher the value, the better the water absorption. (Example 12)

In Example 11, a perfume compound was prepared by mixing MD J (90 parts) with the perfume mixture shown in Table 2 in place of MD J (however, the concentration of MD J was 19% ). Next, an aqueous emulsion B was prepared using 100 parts of the perfume compound, and the same operation as in Example 11 was performed to prepare a sample b. Table 9 shows the results of examining the deodorant properties and water absorption of sample b.

(Comparative Examples 6, 7]

Example 11 was repeated in the same manner as in Example 1 except that in place of MD 100 parts, each 100 parts of a citrus flavor for flavor and 100 parts of a mint flavor for flavor were used individually. Sample c and sample d were prepared. Table 9 shows the results of examining the deodorizing properties and water absorption of Samples c and d.

9

From the results shown in Table 9, it can be seen that the present invention can provide a water-absorbing deodorant having an effect of deodorizing urine odor, which is suitable for absorbent articles such as disposable diapers. Industrial applicability

The novel deodorant, the masking agent for ammonia, the deodorant for manure and the water-absorbing deodorant of the present invention can be used for various applications. For example, a method of adding directly to a liquid that emits an ammonia odor, an ammonia odor source such as a livestock toilet in the form of an aqueous solution Or by spraying or spraying it around it, using it as a powdered deodorant supported on a suitable solid carrier such as clay or zeolite, or using a deodorant fiber product carried on a fiber product such as nonwoven fabric ( For example, toilet mats, toilet slippers, toilet seat covers, towels and other toiletry products, omm Covers, etc.), methods of using them as deodorizing filters by supporting them on filter base materials, and jasmon oxide compounds Encapsulation to control the rate of transpiration of water, method of preparing and using a printing ink containing an encapsulated jasmonic acid compound, method of using it as a disposable ompu sanitary product in combination with a superabsorbent resin How to use as a deodorant container or bag in the form of a laminate of polyolefin film, combined with building interior materials The method and the like to be used as a toilet around the floor material ■ door ■ wall material was.

Claims

The scope of the claims

1. A deodorant containing a jasmonic acid compound represented by the following general formula (1) as an active ingredient.

2. The deodorant according to claim 1, comprising a jasmonic acid compound represented by the general formula (1) and a nonionic surfactant.

3. The deodorant according to claim 1, comprising an aqueous solution containing a jasmonic acid compound represented by the general formula (1) and a nonionic surfactant.

4. The deodorant according to claim 1, wherein the jasmonic acid compound represented by the general formula (1) is methyl jasmonic acid or methyl dihydrodiasmonic acid.

5. A deodorizing method using an aqueous solution containing a jasmonic acid compound represented by the general formula (1) and a nonionic surfactant as a deodorant.

6. A masking agent for ammonia containing the jasmonic acid compound represented by the general formula (1) as an active ingredient.

7. The masking agent for ammonia according to claim 6, wherein 1 to 100 parts by weight of a fragrance is mixed with 100 parts by weight of the jasmonic acid compound represented by the general formula (1). .

8. The masking agent for ammonia according to claim 6 or 7, comprising an aqueous solution containing the jasmonic acid compound represented by the general formula (1) and a nonionic surfactant.

9. The masking agent for ammonia according to claim 6, wherein the jasmonic acid compound represented by the general formula (1) is methyl jasmonic acid or methyl dihydrodiasmonic acid.

10. A method for masking an ammonium odor by spraying an aqueous solution containing a jasmonic acid compound represented by the general formula (1) and a nonionic surfactant on or around an ammonia odor generating surface.

1 1. A deodorant for feces and urine containing a jasmonic acid compound represented by the general formula (1) and delta-latatatone as a deodorant component.

12. The deodorant for manure smell according to claim 11, comprising a jasmonic acid compound represented by the general formula (1), delta ratatones and leaf alcohols.

1 3. A feces urine deodorant which is an aqueous solution containing the deodorant for feces urine according to claim 11 or claim 12 and a nonionic surfactant.

14. The deodorant for urinary odor according to any one of claims 11 to 13, wherein the jasmonic acid compound represented by the general formula (1) is methyl jasmonic acid or methyldihydrodiasmonic acid.

15. A method for deodorizing feces and urine, which comprises spraying the deodorant for feces and urine according to any one of claims 11 to 14 on or around a surface where urine or urine is generated.

1 6. A water-absorbing deodorant comprising a jasmonic acid compound represented by the general formula (1) and a highly water-absorbing resin.

17. The water-absorbing deodorant material according to claim 16, wherein the jasmonic acid compound represented by the general formula (1) is methyljasmonic acid or methyldihydrodiasmonic acid.

18. The water-absorbing deodorizing material according to claim 16, wherein the superabsorbent resin is impregnated with an aqueous emulsion or an organic solvent solution of the jasmonic acid compound represented by the general formula (1) and then dried. Manufacturing method.

1 9. An absorbent article having the water-absorbing deodorant according to claim 16.