CN111565764A - Odor conversion agent for conversion of odor of asphalt, sludge, sewage, ginkgo biloba, compost, marine animal, vegetable, garbage or coating, and odor conversion method for conversion of odor of asphalt, sludge, sewage, ginkgo biloba, compost, marine animal, vegetable, garbage or coating - Google Patents

Odor conversion agent for conversion of odor of asphalt, sludge, sewage, ginkgo biloba, compost, marine animal, vegetable, garbage or coating, and odor conversion method for conversion of odor of asphalt, sludge, sewage, ginkgo biloba, compost, marine animal, vegetable, garbage or coating Download PDF

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Publication number
CN111565764A
CN111565764A CN201880076984.8A CN201880076984A CN111565764A CN 111565764 A CN111565764 A CN 111565764A CN 201880076984 A CN201880076984 A CN 201880076984A CN 111565764 A CN111565764 A CN 111565764A
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odor
methyl
converting agent
mass
cyclopentenone
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Inventor
包旭旭
辻本裕
山本芳邦
肥下隆一
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Fufang Co ltd
Yamamoto Perfumery Co Ltd
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Fufang Co ltd
Yamamoto Perfumery Co Ltd
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    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61LMETHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L9/00Disinfection, sterilisation or deodorisation of air
    • A61L9/01Deodorant compositions
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61LMETHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L9/00Disinfection, sterilisation or deodorisation of air
    • A61L9/14Disinfection, sterilisation or deodorisation of air using sprayed or atomised substances including air-liquid contact processes
    • CCHEMISTRY; METALLURGY
    • C02TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
    • C02FTREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
    • C02F1/00Treatment of water, waste water, or sewage
    • CCHEMISTRY; METALLURGY
    • C02TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
    • C02FTREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
    • C02F11/00Treatment of sludge; Devices therefor
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D213/00Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D213/62Oxygen or sulfur atoms
    • C07D213/63One oxygen atom
    • C07D213/64One oxygen atom attached in position 2 or 6
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D241/00Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings
    • C07D241/02Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings
    • C07D241/10Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
    • C07D241/12Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D241/00Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings
    • C07D241/02Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings
    • C07D241/10Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
    • C07D241/14Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D241/18Oxygen or sulfur atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D307/00Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/34Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D307/38Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D307/00Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/34Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D307/38Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D307/40Radicals substituted by oxygen atoms
    • C07D307/42Singly bound oxygen atoms
    • C07D307/44Furfuryl alcohol
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D307/00Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/34Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D307/38Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D307/40Radicals substituted by oxygen atoms
    • C07D307/46Doubly bound oxygen atoms, or two oxygen atoms singly bound to the same carbon atom
    • C07D307/48Furfural
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D307/00Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/34Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D307/56Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D307/60Two oxygen atoms, e.g. succinic anhydride
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D309/00Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings
    • C07D309/34Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
    • C07D309/36Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with oxygen atoms directly attached to ring carbon atoms
    • C07D309/40Oxygen atoms attached in positions 3 and 4, e.g. maltol

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  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Epidemiology (AREA)
  • Public Health (AREA)
  • Water Supply & Treatment (AREA)
  • Engineering & Computer Science (AREA)
  • Hydrology & Water Resources (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Environmental & Geological Engineering (AREA)
  • Veterinary Medicine (AREA)
  • Disinfection, Sterilisation Or Deodorisation Of Air (AREA)
  • Treatment Of Sludge (AREA)
  • Furan Compounds (AREA)
  • Pyridine Compounds (AREA)
  • Pyrane Compounds (AREA)

Abstract

The present invention provides an odor converting agent and an odor converting method, which can convert the odor of asphalt, sludge, sewage, ginkgo, compost, marine animals, vegetables, garbage or paint into various odors, and easily solve the harm caused by the odors. The present invention provides an odor conversion agent for converting the odor of asphalt, sludge, sewage, ginkgo biloba, compost, marine animals, vegetables, garbage or paint, the odor conversion agent being characterized by containing at least one oxygen-containing cyclic compound selected from furan compounds, pyran compounds and cyclopentanone derivatives.

Description

Odor conversion agent for conversion of odor of asphalt, sludge, sewage, ginkgo biloba, compost, marine animal, vegetable, garbage or coating, and odor conversion method for conversion of odor of asphalt, sludge, sewage, ginkgo biloba, compost, marine animal, vegetable, garbage or coating
Technical Field
The invention relates to an odor converting agent for converting the odor of asphalt, sludge, sewage, ginkgo biloba, compost, marine animals, vegetables, garbage or coating and an odor converting method for converting the odor of asphalt, sludge, sewage, ginkgo biloba, compost, marine animals, vegetables, garbage (raw ゴミ, garpage) or coating.
Background
At present, malodors generated in various fields such as daily life are problematic.
As such malodors, in particular, odors of asphalt, sludge, sewage, ginkgo, compost, marine animals, vegetables, garbage, or paint become problematic, and it is desired to eliminate the hazards of these malodors.
As a means for improving odor, there is disclosed a deodorant composition characterized by comprising a colored compound obtained by reacting a polyphenol in a solvent exhibiting alkalinity in the presence of oxygen molecules at a pH of 6.5 or more during the reaction, and using the deodorant composition as an active ingredient for deodorizing malodor (for example, see patent document 1).
However, there are problems as follows: the above odor is not easily eliminated, and even when a deodorizing agent for deodorizing by eliminating the above odor is used, the odor cannot be sufficiently eliminated.
Therefore, development of a means capable of solving the problems caused by the odor of asphalt, sludge, sewage, ginkgo biloba, compost, marine animals, vegetables, garbage or paints has been sought.
Documents of the prior art
Patent document
Patent document 1: japanese patent laid-open publication No. 2004-167218
Disclosure of Invention
Problems to be solved by the invention
The present invention aims to provide an odor converting agent and an odor converting method, which can convert the odor of asphalt, sludge, sewage, ginkgo biloba, compost, marine animals, vegetables, garbage or paint into various odors, and easily solve the hazards caused by these odors.
Means for solving the problems
As a result of intensive studies repeated by the inventors of the present invention, it has been found that unpleasant feelings caused by these malodors can be sufficiently reduced by using an odor converting agent which converts the odor of asphalt, sludge, sewage, ginkgo biloba, compost, marine animals, vegetables, garbage or paint into a different odor so that it does not feel other unpleasant odors. The present inventors have also found that a malodour converting agent for converting the odor of asphalt, sludge, sewage, ginkgo biloba, compost, marine animals, vegetables, garbage or paint can convert malodour into another odor by using the agent for converting the odor and/or using the agent at a place where the odor is formed, and that unpleasant feeling can be easily reduced, and have completed the present invention.
That is, the present invention relates to an odor converting agent for converting the odor of asphalt, sludge, sewage, ginkgo biloba, compost, marine animal, vegetable, garbage or paint, and an odor converting method for converting the odor of asphalt, sludge, sewage, ginkgo biloba, compost, marine animal, vegetable, garbage or paint.
1. An odor converting agent for converting the odor of asphalt, sludge, sewage, ginkgo biloba, compost, marine animals, vegetables, garbage or paint, characterized by containing at least one oxygen-containing cyclic compound selected from furan compounds, pyran compounds and cyclopentanone derivatives.
2. The odor converting agent according to item 1, wherein the content of the oxygen-containing cyclic compound is 0.1 to 20% by mass, based on 100% by mass of the odor converting agent.
3. The odor converting agent according to claim 1 or 2, wherein the furan compound is a compound selected from the group consisting of furanone, furfural, 5-methylfurfural, furfuryl thiol, furfuryl alcohol, 2-propionyl furan, 2-ethyl furan, menthyl furan, 2-methyl-3-furanthiol, 2-methyl-3-tetrahydrofuranyl thiol, 2-methyl-4, 5-dihydro-3-furanthiol, 2-methyl furan, 2-methyl tetrahydrofuran, 2-hexanoyl furan, 2-pentyl furan, 2-propyl furan, 2- (3-phenylpropyl) tetrahydrofuran, 2, 3-dihydrobenzofuran, 2, 4-dimethyl-4-phenyl tetrahydrofuran, 2-furfuryl-5-methyl furan, 2-methyl-3-methyl furan, 2 methyl-4-methyl furan, 2, 2-heptylfuran, 2-methylbenzofuran, 2-methyl-5-propionylfuran, 2- (5-vinyl-5-methyltetrahydrofuran-2-yl) -propionaldehyde, 3- { [ 2-methyl- (2 or 4), 5-dihydro-3-furanyl ] thio } -2-methyltetrahydrofuran-3-thiol, 2-vinyl-5-isopropenyl-2-methyltetrahydrofuran, 5-methyl-2-furanmethanethiol, 6-methyl-2, 3-dihydrothieno [2,3-c ] furan, 2, 5-dimethoxytetrahydrofuran, 3-acetyl-2, 5-dimethylfuran, 2-methyl-2, 3-dimethylfuran, 2-methyl-3-furanyl-3-thioxo, 2, 5-dimethoxytetrahydrofuran, 2-methyl-2, 5-dimethylfuran, 2-methyl-5-carboxylic acid, At least one of 2-acetyl-5-methylfuran, 2-acetylfuran, 2-butylfuran, 2, 5-diethyltetrahydrofuran, difurfuryl disulfide, difurfuryl ether, difurfuryl sulfide and 2, 5-dimethyl-3-furanthiol.
4. The odor converting agent according to any one of claims 1 to 3, wherein the content of the furan compound is 0.8 to 5% by mass, based on 100% by mass of the odor converting agent.
5. The odor converting agent aS described in any one of items 1 to 4, wherein the pyran compound is selected from the group consisting of maltol, ethyl maltol, 4-acetoxy-3-pentyltetrahydropyran, 3, 5-dihydroxy-6-methyl-2, 3-dihydro-4 (4H) -pyrone, 6-vinyl-2, 2, 6-trimethyltetrahydropyran, 5-methyl-3-butyltetrahydropyran-4-ylacetate, octahydro-2H-1-benzopyran-2-one, 4-methyl-2- (2-methyl-1-propenyl) tetrahydropyran, theaspirane, graprospirane, (2S,4aR,8aS) -2,5, at least 1 of 8 a-tetramethyl-3, 4,4a,5,6,8 a-hexahydro-2H-1-benzopyran, 6-vinyl-2, 2, 6-trimethyltetrahydro-3 (4H) -pyrone, 6-hydroxydihydrotheaspirane, 6-acetoxydihydrotheaspirane and 2, 6-diethyl-5-isopropyl-2-methyltetrahydro-2H-pyran.
6. The odor converting agent according to any one of claims 1 to 5, wherein the content of the pyran compound is 5 to 20% by mass, based on 100% by mass of the odor converting agent.
7. The odor converting agent according to any one of claims 1 to 6, wherein the cyclopentanone derivative is a derivative selected from the group consisting of cyclopentanone, methylcyclopentenol ketone acetate, methylcyclopentenol ketone propionate, methylcyclopentenol ketone butyrate, methylcyclopentenol ketone isobutyrate, 2-geranylcyclopentanone, 2-hexylcyclopentanone, 2-hexylenecyclopentanone, 2-cyclopentylcyclopentanone, 2-pentyl-2-cyclopentenone, 3-methyl-2-pentyl-2-cyclopentenone, 3-ethyl-2-hydroxy-2-cyclopentenone, 2-hydroxy-3, 4-dimethyl-2-cyclopentenone, 2-methyl-3- (2-pentenyl) -2-cyclopentenone, At least 1 of 3-methyl-2- (cis-2-pentenyl) -2-cyclopentenone, 3-methyl-2- (trans-2-pentenyl) -2-cyclopentenone, 3-methyl-2-cyclopentenone, 3-ethyl-2-hydroxy-4-methyl-2-cyclopentenone, 2-hexyl-2-cyclopentenone and 2, 3-dimethyl-2-cyclopentenone.
8. The odor converting agent according to any one of claims 1 to 7, wherein the content of the cyclopentanone derivative is 0.1 to 5% by mass, based on 100% by mass of the odor converting agent.
9. The odor converting agent according to any one of claims 1 to 8, further comprising a vanillin-based compound.
10. The odor converting agent according to item 9, wherein the vanillin-based compound is at least one selected from vanillin, ethyl vanillin, acetaldehyde ethyl vanillin acetal, vanillin acetate, ethyl vanillin isobutyrate, vanillyl ketone, vanillyl acid ethyl ester, ethyl vanillin propylene glycol acetal, vanillyl acid methyl ester, vanillic acid, vanillin isobutyrate, vanillic acid butyl ester, vanillin 2, 3-butylene glycol acetal, and vanillin lactate.
11. The odor converting agent according to item 9 or 10, wherein the content of the vanillin-based compound is 10 to 20% by mass with respect to 100% by mass of the odor converting agent.
12. The odor converting agent according to any one of claims 1 to 11, further comprising a pyridine compound.
13. The odor converting agent according to item 12, wherein the pyridine is at least one selected from the group consisting of 2-acetylpyridine, 3-acetylpyridine, 4-acetylpyridine, 2-acetyl-1, 4,5, 6-tetrahydropyridine, 2-acetyl-4-isopropenylpyridine, 4-acetyl-2-isopropenylpyridine, 2-acetyl-4-isopropylpyridine, 3, 5-dimethyl-4, 5,6, 7-tetrahydrothieno [3,2-c ] pyridine, and 2-acetyl-3, 4,5, 6-tetrahydropyridine.
14. The odor converting agent according to any one of claims 1 to 13, further comprising a pyrazine.
15. The odor converting agent according to item 14, wherein the pyrazine is selected from the group consisting of 2-methylthio-3-methylpyrazine, 2-methoxy-3-methylpyrazine, 2-ethyl-3 (5/6) dimethylpyrazine, 2-ethyl-3-methylpyrazine, 2-methoxy-5-methylpyrazine, 2-acetyl-3, (5/6) -dimethylpyrazine, 2-acetyl-3-ethylpyrazine, 2-acetyl-3-methylpyrazine, acetylpyrazine, 2- (furfurylthio) - (3/5/6) -methylpyrazine, 2-methyl- (5/6) - (methylthio) pyrazine, 2-ethyl-3- (methylthio) pyrazine 2-isopropyl-3 - (methylthio) pyrazine, 2-sec-butyl-3-methoxypyrazine, 2-ethoxy- (3/5/6) -methylpyrazine, 2-ethoxy-3-ethylpyrazine, 2-ethoxy-3-isopropylpyrazine, 2-ethyl-3-methoxypyrazine, 2-hexyl-3-methoxypyrazine, 2-isobutyl-3-methoxypyrazine, 2-isopropoxy-3-methylpyrazine, 2-isopropyl- (3/5/6) -methoxypyrazine, 2-methoxy- (5/6) -methylpyrazine, 2-methoxy-3, 5-dimethylpyrazine, 2-isopropyl-3-methoxypyrazine, 2-ethoxy-3-methylpyrazine, 2-ethoxy-3-ethylpyrazine, 2-isopropyl-3-methoxyp, At least one of methoxypyrazine, 2-methyl-6-propoxypyrazine, 2-ethoxy- (5/6) -methylpyrazine, 2-ethoxy-3-ethylpyrazine, 2-ethoxy-3-isopropylpyrazine, 2-hexyl-3-methoxypyrazine, and 2- (hydroxymethyl) -5-methylpyrazine.
16. A method for converting odor, characterized in that an odor converting agent containing at least one oxygen-containing cyclic compound selected from furan compounds, pyran compounds and cyclopentanone derivatives is used for a causative substance of the odor of asphalt, sludge, sewage, ginkgo biloba, compost, marine animals, vegetables, garbage or paint, and/or is used at a place where such an odor is formed.
ADVANTAGEOUS EFFECTS OF INVENTION
The odor converting agent for converting the odor of asphalt, sludge, sewage, ginkgo, compost, marine animals, vegetables, garbage or paint of the present invention can convert the odor into various odors, convert the odors into unpleasant odors, and reduce unpleasant feelings caused by the malodors. In addition, according to the odor conversion method of the present invention, the odor can be converted into other odors by applying the above-mentioned odor conversion agent to substances causing odors of asphalt, sludge, sewage, ginkgo, compost, marine animals, vegetables, garbage or paint and/or to the place where these odors are formed, and unpleasant feelings caused by these malodors can be easily reduced.
Detailed Description
The odor converting agent and the odor converting method of the present invention will be described in detail below.
1. Odor for conversion of odor of asphalt, sludge, sewage, ginkgo biloba, compost, marine animal, vegetable, garbage or paint Converting agent
The odor converting agent for converting the odor of asphalt, sludge, sewage, ginkgo, compost, marine animal, vegetable, garbage or paint (also referred to as simply "odor converting agent" in some cases in this specification) of the present invention contains at least one oxygen-containing cyclic compound selected from furan compounds, pyran compounds and cyclopentanone derivatives. The odor converting agent of the invention is used for converting the odor of asphalt, sludge, sewage, ginkgo, compost, marine animals, vegetables, garbage or coating.
Examples of the asphalt include petroleum asphalt produced by distilling crude oil, and naturally occurring natural asphalt. Examples of the odor of asphalt include an odor derived from asphalt components that temporarily float in the air when the asphalt is used for paving a floor or after paving.
The sludge may be a sediment precipitated in a sewage treatment plant or a purification tank.
Examples of the waste water include water stored in a sewage treatment plant or a lower part of a purification tank, and sewage.
Ginkgo is a seed of ginkgo tree, and ginkgo which is a vegetation of street trees and the like falls down on streets and generates odor.
Examples of the compost include manure compost and plant compost.
Examples of the marine animals include marine animals generally kept in aquariums, zoos, and the like, and examples thereof include penguins, whales, tiger whales, dolphins, otters, seals, and dolphins. As the odor of marine animals, odor smelling in a water tank, a water pool, a breeding room, and a display area where these marine animals are bred can be cited. Of these, the odor converting agent of the present invention is particularly suitable for converting penguin's odor.
Examples of the vegetables include plants of the Amaryllidaceae family having a strong odor, and examples of such plants include onion, shallot, garlic, and the like, which are plants of the genus Allium. Among these, the odor converting agent of the present invention is particularly suitable for converting the odor of onions.
Examples of the garbage include garbage that is present as garbage in a household or a commercial facility and is transported to a garbage disposal facility. The odor converting agent of the present invention is particularly suitable for converting odor of a refuse pit (refuse receptacle) which is temporarily stored in a refuse disposal facility until refuse is incinerated.
Examples of the coating material include water-based coating materials and solvent-based coating materials which are generally used. Examples of the water-based coating include a water-soluble acrylic/melamine resin coating, a water-soluble alkyd/melamine resin coating, an acrylic emulsion coating, and a polyurethane emulsion coating. Examples of the solvent-based coating include an acrylic melamine resin coating, an alkyd melamine resin coating, a polyurethane resin coating, and an epoxy resin coating.
(Furan Compound)
The furan compound is an oxygen-containing cyclic compound, and is not particularly limited as long as it has a furan skeleton having a 5-membered ring formed of 4 carbon atoms and 1 oxygen atom. Examples of the furan compound include furanone (furaneol), furfural, 5-methylfurfural, furfuryl thiol, furfuryl alcohol, 2-propionyl furan, 2-ethyl furan, menthyl furan, 2-methyl-3-furanthiol, 2-methyl-3-tetrahydrofuranethiol, 2-methyl-4, 5-dihydro-3-furanthiol, 2-methyl furan, 2-methyl tetrahydrofuran, 2-hexanoyl furan, 2-pentyl furan, 2-propyl furan, 2- (3-phenylpropyl) tetrahydrofuran, 2, 3-dihydrobenzofuran, 2, 4-dimethyl-4-phenyl tetrahydrofuran, 2-furfuryl-5-methyl furan, 2-heptyl furan, 2-ethyl-3-methyl furan, 2-methyl-4-phenyl tetrahydrofuran, 2-ethyl-2-methyl-furan, 2-ethyl-2-methyl-3, 2-methylbenzofuran, 2-methyl-5-propionylfuran, 2- (5-vinyl-5-methyltetrahydrofuran-2-yl) -propionaldehyde, 3- { [ 2-methyl- (2 or 4), 5-dihydro-3-furanyl ] thio } -2-methyltetrahydrofuran-3-thiol, 2-vinyl-5-isopropenyl-2-methyltetrahydrofuran, 5-methyl-2-furanmethanethiol, 6-methyl-2, 3-dihydrothieno [2,3-c ] furan, 2, 5-dimethoxytetrahydrofuran, 3-acetyl-2, 5-dimethylfuran, 2-acetyl-5-methylfuran, 2-methyl-2, 3-dimethylfuran, 2-acetyl-5-methylfuran, 2-methyl-2, 3-methylfuran, 2-methyl-2, 5-methylfuran, 2, 2-acetylfuran, 2-butylfuran, 2, 5-diethyltetrahydrofuran, difurfuryl disulfide, difurfuryl ether, difurfuryl sulfide, 2, 5-dimethyl-3-furanthiol and the like. Among these compounds, furanone, 5-methylfurfural and furfuryl mercaptan are preferable.
The content of the furan compound is preferably 0.5 to 10% by mass, more preferably 0.8 to 5% by mass, even more preferably 0.8 to 3% by mass, particularly preferably 0.8 to 1.5% by mass, and most preferably 0.9 to 1.2% by mass, based on 100% by mass of the odor conversion agent. By setting the content of the furan compound in the above range, the odor converting agent easily converts the malodors of asphalt, sludge, sewage, ginkgo biloba, compost, marine animals, vegetables, garbage, and paints into different odors, and can sufficiently reduce unpleasant feelings caused by these odors.
The furan compound may be used alone or in combination of two or more.
(pyran compound)
The pyran compound is an oxygen-containing cyclic compound, and is not particularly limited as long as it has a pyran skeleton having as a skeleton a 6-membered ring ether compound formed of 5 carbon atoms and 1 oxygen atom. Examples of the pyran compound include maltol, ethylmaltol, 4-acetoxy-3-pentyltetrahydropyran, 3, 5-dihydroxy-6-methyl-2, 3-dihydro-4 (4H) -pyrone, 6-vinyl-2, 2, 6-trimethyltetrahydropyran, 5-methyl-3-butyltetrahydropyran-4-ylacetate, octahydro-2H-1-benzopyran-2-one, 4-methyl-2- (2-methyl-1-propenyl) tetrahydropyran, theaspirane, grapospirane, (2S,4aR,8aS) -2,5,5,8 a-tetramethyl-3, 4,4a,5,6,8 a-hexahydro-2H-1-benzopyran, 6-vinyl-2, 2, 6-trimethyltetrahydro-3 (4H) -pyrone, 6-hydroxydihydrotheaspirane, 6-acetoxydihydrotheaspirane, and 2, 6-diethyl-5-isopropyl-2-methyltetrahydro-2H-pyran. Among these compounds, ethyl maltol is preferable.
The content of the pyran compound is preferably 5 to 20% by mass, more preferably 5 to 15% by mass, even more preferably 8 to 15% by mass, and particularly preferably 8 to 12% by mass, based on 100% by mass of the odor converting agent. By setting the content of the pyran compound to the above range, the odor converting agent easily converts the malodors of asphalt, sludge, sewage, ginkgo biloba, compost, marine animals, vegetables, garbage, and paint into different odors, and can sufficiently reduce unpleasant feelings caused by these odors.
The pyran compounds may be used singly or in combination of two or more.
(cyclopentanone derivative)
The cyclopentanone derivative is not particularly limited as long as it is an oxygen-containing cyclic compound having a cyclopentane skeleton of a 5-membered ring formed of 5 carbon atoms and an oxygen atom. Examples of the cyclopentanone derivative include cyclopentanone, methylcyclopentenol ketone acetate, methylcyclopentenol ketone propionate, methylcyclopentenol ketone butyrate, methylcyclopentenol ketone isobutyrate, 2-geranylcyclopentanone, 2-hexylcyclopentanone, 2-hexylenylcyclopentanone, 2-cyclopentylcyclopentanone, 2-pentyl-2-cyclopentenone, 3-methyl-2-pentyl-2-cyclopentenone, 3-ethyl-2-hydroxy-2-cyclopentenone, 2-hydroxy-3, 4-dimethyl-2-cyclopentenone, 2-methyl-3- (2-pentenyl) -2-cyclopentenone, 3-methyl-2- (cis-2-pentenyl) -2-cyclopentenone 3-methyl-2- (trans-2-pentenyl) -2-cyclopentenone, 3-methyl-2-cyclopentenone, 3-ethyl-2-hydroxy-4-methyl-2-cyclopentenone, 2-hexyl-2-cyclopentenone, 2, 3-dimethyl-2-cyclopentenone, and the like. Of these compounds, methylcyclopentenolone is preferred.
The content of the cyclopentanone derivative is preferably 0.1 to 5% by mass, and more preferably 0.5 to 3% by mass, based on 100% by mass of the odor conversion agent. By setting the content of the pyran compound to the above range, the odor converting agent easily converts the malodors of asphalt, sludge, sewage, ginkgo biloba, compost, marine animals, vegetables, garbage, and paint into different odors, and can sufficiently reduce unpleasant feelings caused by these odors.
The cyclopentanone derivatives may be used alone or in combination of two or more.
The odor converting agent of the present invention contains at least one oxygen-containing cyclic compound selected from furan compounds, pyran compounds and cyclopentanone derivatives, and preferably contains at least one oxygen-containing cyclic compound selected from furan compounds and pyran compounds.
The content of the oxygen-containing cyclic compound in the odor converting agent, that is, the total content of the furan compound, the pyran compound and the cyclopentanone derivative is preferably 0.1 to 25% by mass, more preferably 0.1 to 20% by mass, even more preferably 1 to 15% by mass, and particularly preferably 10 to 15% by mass, based on 100% by mass of the odor converting agent. By setting the content of the oxygen-containing cyclic compound in the above range, the odor converting agent easily converts the malodors of asphalt, sludge, sewage, ginkgo biloba, compost, marine animals, vegetables, garbage, and paints into different odors, and can sufficiently reduce unpleasant feelings caused by these odors.
The ratio of the content of the furan compound to the content of the pyran compound in the odor converting agent is, in terms of mass ratio, preferably a furan compound: the pyran compound is 1: 2-1: 5, and preferably 1: 3-1: 4. By setting the ratio of the furan compound to the pyran compound to the above range, the odor converting agent easily converts the malodors of asphalt, sludge, sewage, ginkgo biloba, compost, marine animals, vegetables, garbage, and paint into different odors, and can sufficiently reduce unpleasant feelings caused by these odors.
(Vanillyl aldehyde Compound)
The odor converting agent of the present invention preferably further contains vanillin-type compounds. By containing vanillin compounds in the odor converting agent, a more excellent odor converting effect can be exhibited, and unpleasant feelings caused by the malodors of asphalt, sludge, sewage, ginkgo biloba, compost, marine animals, vegetables, garbage and paint can be more effectively reduced.
The vanillin-based compound is not particularly limited as long as it has a vanillin skeleton. Examples of the vanillin-based compound include vanillin, ethyl vanillin, acetaldehyde ethyl vanillin acetal, vanillin acetate, ethyl vanillin isobutyrate, vanillone, vanillyl acid ethyl ester, ethyl vanillin propylene glycol acetal, vanillyl acid methyl ester, vanillic acid, vanillin isobutyrate, vanillyl acid butyl ester, vanillin 2, 3-butanediol acetal, and vanillin lactate. Of these compounds, vanillin and ethyl vanillin are preferred.
The content of the vanillin compound is preferably 5 to 25% by mass, more preferably 5 to 20% by mass, even more preferably 10 to 20% by mass, and particularly preferably 10 to 15% by mass, based on 100% by mass of the odor conversion agent. By setting the content of the vanillin-type compound to the above range, the odor converting agent can easily convert the offensive odor of asphalt, sludge, sewage, ginkgo, compost, marine animals, vegetables, garbage, and paint into a different odor, and can sufficiently reduce unpleasant feelings caused by the offensive odor.
The vanillin compounds can be used singly or in combination.
(pyridines)
The odor converting agent of the present invention preferably further contains pyridine. By containing pyridine in the odor converting agent, a more excellent odor converting effect can be exhibited, and unpleasant feelings caused by the malodors of asphalt, sludge, sewage, ginkgo biloba, compost, marine animals, vegetables, garbage and paint can be more effectively reduced.
The pyridine is a nitrogen-containing heterocyclic aromatic compound, and is not particularly limited as long as it has a pyridine skeleton having a 6-membered ring structure composed of 5 carbon atoms and 1 nitrogen atom as a skeleton. Examples of the pyridine include 2-acetylpyridine, 3-acetylpyridine, 4-acetylpyridine, 2-acetyl-1, 4,5, 6-tetrahydropyridine, 2-acetyl-4-isopropenylpyridine, 4-acetyl-2-isopropenylpyridine, 2-acetyl-4-isopropylpyridine, 3, 5-dimethyl-4, 5,6, 7-tetrahydrothieno [3,2-c ] pyridine, and 2-acetyl-3, 4,5, 6-tetrahydropyridine. Of these compounds, 2-acetylpyridine is preferred.
The content of the pyridine is preferably 0.05 to 0.3 mass%, more preferably 0.1 to 0.2 mass% based on 100 mass% of the odor conversion agent. By setting the pyridine content to the above range, the odor converting agent can easily convert the offensive odor of asphalt, sludge, sewage, ginkgo, compost, marine animals, vegetables, garbage, and paint into a different odor, and can sufficiently reduce the unpleasant feeling caused by the offensive odor.
The pyridine may be used alone or in combination of two or more.
(pyrazines)
The odor converting agent of the present invention preferably further contains pyrazines. By containing pyrazines in the odor converting agent, a more excellent odor converting effect can be exhibited, and unpleasant feelings caused by malodors of asphalt, sludge, sewage, ginkgo biloba, compost, marine animals, vegetables, garbage, and paint can be more effectively reduced.
The pyrazine is a nitrogen-containing heterocyclic aromatic compound, and is not particularly limited as long as it has a pyrazine skeleton having a pyrazine skeleton, which is a compound having a 6-membered ring structure formed of 4 carbon atoms and 2 nitrogen atoms. Examples of the pyrazines include 2-methylthio-3-methylpyrazine, 2-methoxy-3-methylpyrazine, 2-ethyl-3 (5/6) dimethylpyrazine, 2-ethyl-3-methylpyrazine, 2-methoxy-5-methylpyrazine, 2-acetyl-3, (5/6) -dimethylpyrazine, 2-acetyl-3-ethylpyrazine, 2-acetyl-3-methylpyrazine, acetylpyrazine, 2- (furfurylthio) - (3/5/6) -methylpyrazine, 2-methyl- (5/6) - (methylthio) pyrazine, 2-ethyl-3- (methylthio) pyrazine, 2-isopropyl-3- (methylthio) pyrazine, and mixtures thereof, 2-sec-butyl-3-methoxypyrazine, 2-ethoxy- (3/5/6) -methylpyrazine, 2-ethoxy-3-ethylpyrazine, 2-ethoxy-3-isopropylpyrazine, 2-ethyl-3-methoxypyrazine, 2-hexyl-3-methoxypyrazine, 2-isobutyl-3-methoxypyrazine, 2-isopropoxy-3-methylpyrazine, 2-isopropyl- (3/5/6) -methoxypyrazine, 2-methoxy- (5/6) -methylpyrazine, 2-methoxy-3, 5-dimethylpyrazine, 2-isopropyl-3-methoxypyrazine, Methoxypyrazine, 2-methyl-6-propoxypyrazine, 2-ethoxy- (5/6) -methylpyrazine, 2-ethoxy-3-ethylpyrazine, 2-ethoxy-3-isopropylpyrazine, 2-hexyl-3-methoxypyrazine, 2- (hydroxymethyl) -5-methylpyrazine, and the like. Among these compounds, 2-methylsulfanyl-3-methylpyrazine is preferable.
The content of pyrazines is preferably 0.1 to 0.5 mass%, more preferably 0.1 to 0.4 mass%, with the odor conversion agent being 100 mass%. By setting the content of pyrazines within the above range, the odor converting agent can easily convert the malodors of asphalt, sludge, sewage, ginkgo, compost, marine animals, vegetables, garbage, and paints into different odors, and can sufficiently reduce unpleasant feelings caused by these odors.
The above pyrazines may be used singly or in combination of two or more.
(other additives)
The odor converting agent of the present invention may contain other additives as long as the effects of the present invention are not impaired. Examples of the other additives include furan compounds, pyran compounds, vanillin compounds, organic acids other than pyridines and pyrazines, ester compounds, aldehyde compounds, and ketone compounds.
The total content of the other additives in the odor converting agent is preferably 30% by mass or less, more preferably 20% by mass or less, still more preferably 10% by mass or less, and particularly preferably 5% by mass or less, assuming that the odor converting agent is 100% by mass. By setting the total content of the other additives to the above range, the odor converting agent can easily convert the offensive odor of asphalt, sludge, sewage, ginkgo, compost, marine animals, vegetables, garbage, and paint into a different odor, and can sufficiently reduce the unpleasant feeling due to the offensive odor.
(solvent)
In the odor converting agent of the present invention, the above-mentioned respective components are preferably dispersed in a solvent. By dispersing in a solvent, the agent can be easily applied to asphalt, sludge, sewage, ginkgo biloba, compost, marine animals, vegetables, garbage, and coating materials by coating, addition, or the like, and can be easily sprayed, scattered, or the like in the place where these odors are formed or in the air.
As the solvent, water or a solvent can be used. The solvent is not particularly limited, and examples thereof include alcohols, ethers, ketones, and esters. Among them, alcohols are preferred because they exhibit appropriate volatility when the odor conversion agent is sprayed in the air and are less harmful to humans and marine animals.
The alcohol is not particularly limited, and examples thereof include a monool, a diol, and a polyol such as a triol. As the alcohol, an alcohol having 2 to 4 carbon atoms can be suitably used. The number of carbon atoms of the alcohol is more preferably 2 to 3.
Specific examples of the alcohol include ethanol, propylene glycol, and glycerin, and ethanol and propylene glycol are preferable because the odor converting agent exhibits appropriate volatility when sprayed in the air and is less harmful to humans and marine animals.
The above solvents may be used alone or in combination of two or more.
The content of the solvent is preferably 20 to 90% by mass, more preferably 30 to 90% by mass, even more preferably 40 to 80% by mass, and particularly preferably 50 to 80% by mass, based on 100% by mass of the odor conversion agent. By setting the content of the solvent to the above range, the odor converting agent can be easily sprayed in the air, and appropriate volatility and retention can be exhibited when the odor converting agent is sprayed in the air.
When water and a solvent are used in combination as the solvent, the content ratio of water to the solvent is preferably 2: 98 to 10: 90, more preferably 10: 90 to 20: 80, in terms of mass ratio. By setting the ratio of the water to the solvent content to the above range, the odor converting agent can exhibit appropriate volatility when sprayed in the air, and the harm to humans or marine animals can be further reduced.
2. Odor conversion method
The present invention is also an odor conversion method characterized in that an odor conversion agent containing at least one oxygen-containing cyclic compound selected from furan compounds, pyran compounds and cyclopentanone derivatives is used for substances responsible for the odor of asphalt, sludge, sewage, ginkgo biloba, compost, marine animals, vegetables, garbage or paint, and/or is used at the site where these odors are formed.
The odor converting agent used in the odor converting method of the present invention may be the above-mentioned odor converting agent for converting the odor of asphalt, sludge, sewage, ginkgo biloba, compost, marine animals, vegetables, garbage or paint.
As a method for the causative substance of the above-mentioned odor, a method of dispersing the causative substance of the odor or a method of mixing the causative substance of the odor may be cited. The method of applying the odor converting agent to the odor-causing substance is not particularly limited, and examples thereof include a method of applying the odor converting agent to the odor-causing substance. In addition, as a method of mixing with the causative substance of the odor, for example, in the case where the causative substance of the odor is pitch, a method of adding an odor converting agent to heated molten pitch is exemplified.
The odor converting agent may be used for a substance causing odor, may be used in a place where odor is formed, or may be used for both.
Examples of the method used in the place where the odor is formed include a method of atomizing the odor converting agent and spraying the odor converting agent into the air, and a method of forming the odor converting agent into a droplet and spraying the droplet. As a method of atomizing the odor converting agent into a mist and spraying the mist into the air, for example, a spraying method using a spray, a method of spraying the compost simultaneously with a fertilizer applicator, a method of scattering the mist of the odor converting agent by wind, and the like can be cited. Further, as a method of dispensing the droplet-shaped odor conversion agent, a dispensing method such as a method of discharging and dispensing a liquid odor conversion agent from a nozzle can be cited.
The temperature of the odor converting agent when used is not particularly limited, but is preferably 10 to 25 ℃, and more preferably 15 to 20 ℃. By using the odor converting agent in the above temperature range, the odor converting effect can be further improved.
The pressure at which the odor converting agent is sprayed or spread from a spray or nozzle is preferably 0.2 to 0.6MPa, more preferably 0.3 to 0.5 MPa. By spraying or spreading the odor converting agent at a pressure in the above range, the odor converting agent can be effectively sprayed or spread over a wider range.
The place where the odor converting agent is sprayed or scattered is not particularly limited, and the odor converting agent can be sprayed into the air on roads or construction sites where the odor of asphalt occurs, sewage treatment sites where the odor of sludge occurs, sewage treatment sites where the odor of sewage occurs, sewage treatment sites, sites near sewers, streets where the odor of ginkgo biloba occurs, farms where the odor of compost occurs, aquariums or zoos where the odor of marine animals occurs, food processing sites where the odor of vegetables occurs, refuse pits (refuse dumps) of refuse treatment facilities where the odor of refuse occurs, and coating work sites where the odor of paint occurs. By spraying the odor converting agent into the air in these places, the malodors can be converted into other odors, and unpleasant feelings can be easily reduced.
Examples
The present invention will be described in detail below by way of examples and comparative examples. However, the present invention is not limited to the examples.
(preparation of odor converting agent)
The raw materials of the odor converting agent shown in table 1 were charged into a mixing tank, mixed, and stirred to prepare the odor converting agent. Specifically, a solvent was charged into a mixing tank equipped with a heating device according to the formulation shown in table 1, and then other raw materials were sequentially added thereto, followed by stirring at 20 ℃ for 30 minutes to prepare an odor converting agent.
(evaluation)
The odor converting agents of examples and comparative examples prepared as described above were used to perform the following evaluations. That is, the odor converting agents of examples and comparative examples were mixed at a mass ratio of Propylene Glycol (PG) to water to odor converting agent of 45 to 50 to 5 to prepare a diluted solution.
Then, 0.5g of sludge was put into a plastic bottle cap (lid) having an inner diameter of 2 cm. A sample was prepared by placing No.2 filter paper on the bottom surface of a sterilized petri dish for bacteria examination, placing the above-mentioned cap at the center of the filter paper, and dripping 0.2g of a diluent in a ring shape on the filter paper around the cap. In addition, a blank sample was also prepared without dropping the diluent.
Next, the sample and the blank were covered with a petri dish and left to stand at room temperature (20 ℃) for 10 minutes. After standing, the lid was opened, and the test subject smells the odor from 10cm above the center of the petri dish, and compared the odor of the blank sample, the sensory evaluation was performed according to the following evaluation criteria. The test was performed by 8 subjects, and evaluation was performed based on the score obtained by multiplying the score of the evaluation standard described below by the number of subjects who performed each evaluation.
(1) Whether or not the odor of the sludge is sensed
No odor of sludge was sensed (3 points)
No odor of sludge was perceived (2 points)
Feeling some sludge odor (1 point)
The smell of sludge was perceived (score 0)
(2) Whether or not a change in odor was perceived from the blank sample
The odor was perceived to change from the blank (3 points)
Some change in odor was perceived (2 points) compared to the blank sample
The odor was not changed much from the blank sample (1 point)
No change in odor was perceived compared with the blank sample (score 0)
(3) Whether or not to feel good smell
Feeling good smell (3 points)
Feel slightly good smell (2 minutes)
Nothing to feel good smells (1 point)
No good smell (0 point)
The same tests as described above were also performed on sewage, ginkgo biloba, plant compost, penguin excrement, onion, liquid collected from the bottom of a garbage pit (garbage storehouse), and paint, and the same evaluation of functionality was performed.
Regarding the evaluation of the odor of the asphalt, the evaluation was performed as follows. That is, a sample of asphalt is placed in a heat-resistant container and heated. After the asphalt was brought into a molten state, the above-mentioned diluted solution was added to the molten asphalt so that the content thereof became 0.1 mass%, and the mixture was stirred to prepare a sample. In addition, a blank sample was also prepared without addition of diluent. Then, while maintaining the temperature of the sample, the test subject smells the odor from 10cm above the center of the heat-resistant container, and the odor was compared with that of the blank sample to perform the above-mentioned evaluation of the functionality.
The results are shown in Table 2.
Figure BDA0002512836540000151
Figure BDA0002512836540000161

Claims (16)

1. An odor converting agent for converting the odor of asphalt, sludge, sewage, ginkgo biloba, compost, marine animals, vegetables, garbage or paint, said odor converting agent characterized by:
contains at least one oxygen-containing cyclic compound selected from furan compounds, pyran compounds and cyclopentanone derivatives.
2. The odor converting agent of claim 1 wherein:
the content of the oxygen-containing cyclic compound is 0.1 to 20% by mass, based on 100% by mass of the odor conversion agent.
3. The odor converting agent as claimed in claim 1 or 2, wherein:
the furan compound is selected from furanone, furfural, 5-methylfurfural, furfuryl mercaptan, furfuryl alcohol, 2-propionyl furan, 2-ethyl furan, menthofuran, 2-methyl-3-furanthiol, 2-methyl-3-tetrahydrofuranthiol, 2-methyl-4, 5-dihydro-3-furanthiol, 2-methylfuran, 2-methyltetrahydrofuran, 2-hexanoylfuran, 2-pentylfuran, 2-propylfuran, 2- (3-phenylpropyl) tetrahydrofuran, 2, 3-dihydrobenzofuran, 2, 4-dimethyl-4-phenyltetrahydrofuran, 2-furfuryl-5-methylfuran, 2-heptylfuran, 2-methylbenzofuran, 2-methylfuran, 2-ethylfuran, 2-methylfuran, 2-, 2-methyl-5-propionylfuran, 2- (5-vinyl-5-methyltetrahydrofuran-2-yl) -propionaldehyde, 3- { [ 2-methyl- (2 or 4), 5-dihydro-3-furanyl ] thio } -2-methyltetrahydrofuran-3-thiol, 2-vinyl-5-isopropenyl-2-methyltetrahydrofuran, 5-methyl-2-furanmethanethiol, 6-methyl-2, 3-dihydrothieno [2,3-c ] furan, 2, 5-dimethoxytetrahydrofuran, 3-acetyl-2, 5-dimethylfuran, 2-acetyl-5-methylfuran, 2-methyl-2, 3-dihydrothieno [2,3-c ] furan, 2, 5-dimethoxytetrahydrofuran, 3-acetyl-2, 5-dimethylfuran, 2-acetyl-5-, At least one of 2-acetylfuran, 2-butylfuran, 2, 5-diethyltetrahydrofuran, difurfuryl disulfide, difurfuryl ether, difurfuryl sulfide and 2, 5-dimethyl-3-furanthiol.
4. The odor converting agent according to any one of claims 1 to 3, wherein:
the odor converting agent is 100% by mass, and the content of the furan compound is 0.8-5% by mass.
5. The odor converting agent as claimed in any one of claims 1 to 4, wherein:
the pyran compound is selected from maltol, ethyl maltol, 4-acetoxy-3-pentyltetrahydropyran, 3, 5-dihydroxy-6-methyl-2, 3-dihydro-4 (4H) -pyrone, 6-vinyl-2, 2, 6-trimethyltetrahydropyran, 5-methyl-3-butyltetrahydropyran-4-ylacetate, octahydro-2H-1-benzopyran-2-one, 4-methyl-2- (2-methyl-1-propenyl) tetrahydropyran, theaspirane, grapospirane, (2S,4aR,8aS) -2,5,5,8 a-tetramethyl-3, 4,4a,5,6,8 a-hexahydro-2H-1-benzopyran, At least 1 of 6-vinyl-2, 2, 6-trimethyltetrahydro-3 (4H) -pyrone, 6-hydroxydihydrotheaspirane, 6-acetoxydihydrotheaspirane, and 2, 6-diethyl-5-isopropyl-2-methyltetrahydro-2H-pyran.
6. The odor converting agent according to any one of claims 1 to 5, wherein:
the amount of the pyran compound is 5-20% by mass based on 100% by mass of the odor converting agent.
7. The odor converting agent according to any one of claims 1 to 6, wherein:
the cyclopentanone derivative is selected from cyclopentanone, methylcyclopentenol ketone acetate, methylcyclopentenol ketone propionate, methylcyclopentenol ketone butyrate, methylcyclopentenol ketone isobutyrate, 2-geranylcyclopentanone, 2-hexylcyclopentanone, 2-hexylenecyclopentanone, 2-cyclopentylcyclopentanone, 2-pentyl-2-cyclopentenone, 3-methyl-2-pentyl-2-cyclopentenone, 3-ethyl-2-hydroxy-2-cyclopentenone, 2-hydroxy-3, 4-dimethyl-2-cyclopentenone, 2-methyl-3- (2-pentenyl) -2-cyclopentenone, 3-methyl-2- (cis-2-pentenyl) -2-cyclopentenone, methyl-2- (2-pentenyl) -2-cyclopentenone, methyl-2-pentenone, methyl-2-pentenyl-2-cyclopentenone, methyl-2-pentenyl-2-pentenone, at least 1 of 3-methyl-2- (trans-2-pentenyl) -2-cyclopentenone, 3-methyl-2-cyclopentenone, 3-ethyl-2-hydroxy-4-methyl-2-cyclopentenone, 2-hexyl-2-cyclopentenone, and 2, 3-dimethyl-2-cyclopentenone.
8. The odor converting agent as claimed in any one of claims 1 to 7, wherein:
the odor converting agent is 100% by mass, and the content of the cyclopentanone derivative is 0.1-5% by mass.
9. The odor converting agent as claimed in any one of claims 1 to 8, wherein:
also contains vanillin compounds.
10. The odor converting agent of claim 9 wherein:
the vanillin aldehyde compound is at least one selected from vanillin, ethyl vanillin, acetaldehyde ethyl vanillin acetal, vanillin acetate, ethyl vanillin isobutyrate, vanillone, vanillic acid ethyl ester, ethyl vanillin propylene glycol acetal, vanillic acid methyl ester, vanillic acid, vanillin isobutyrate, vanillic acid butyl ester, vanillin 2, 3-butanediol acetal and vanillin lactate.
11. The odor converting agent as set forth in claim 9 or 10, characterized in that:
the odor converting agent is 100% by mass, and the content of the vanillin-based compound is 10-20% by mass.
12. The odor converting agent as claimed in any one of claims 1 to 11, wherein:
also contains pyridine.
13. The odor converting agent of claim 12 wherein:
the pyridine is at least one selected from the group consisting of 2-acetylpyridine, 3-acetylpyridine, 4-acetylpyridine, 2-acetyl-1, 4,5, 6-tetrahydropyridine, 2-acetyl-4-isopropenylpyridine, 4-acetyl-2-isopropenylpyridine, 2-acetyl-4-isopropylpyridine, 3, 5-dimethyl-4, 5,6, 7-tetrahydrothieno [3,2-c ] pyridine, and 2-acetyl-3, 4,5, 6-tetrahydropyridine.
14. The odor converting agent as claimed in any one of claims 1 to 13, wherein:
also contains pyrazines.
15. The odor converting agent of claim 14 wherein:
the pyrazine is selected from 2-methylsulfanyl-3-methylpyrazine, 2-methoxy-3-methylpyrazine, 2-ethyl-3 (5/6) dimethylpyrazine, 2-ethyl-3-methylpyrazine, 2-methoxy-5-methylpyrazine, 2-acetyl-3, (5/6) -dimethylpyrazine, 2-acetyl-3-ethylpyrazine, 2-acetyl-3-methylpyrazine, acetylpyrazine, 2- (furfurylthio) - (3/5/6) -methylpyrazine, 2-methyl- (5/6) - (methylthio) pyrazine, 2-ethyl-3- (methylthio) pyrazine, 2-isopropyl-3- (methylthio) pyrazine, and mixtures thereof, 2-sec-butyl-3-methoxypyrazine, 2-ethoxy- (3/5/6) -methylpyrazine, 2-ethoxy-3-ethylpyrazine, 2-ethoxy-3-isopropylpyrazine, 2-ethyl-3-methoxypyrazine, 2-hexyl-3-methoxypyrazine, 2-isobutyl-3-methoxypyrazine, 2-isopropoxy-3-methylpyrazine, 2-isopropyl- (3/5/6) -methoxypyrazine, 2-methoxy- (5/6) -methylpyrazine, 2-methoxy-3, 5-dimethylpyrazine, 2-isopropyl-3-methoxypyrazine, At least one of methoxypyrazine, 2-methyl-6-propoxypyrazine, 2-ethoxy- (5/6) -methylpyrazine, 2-ethoxy-3-ethylpyrazine, 2-ethoxy-3-isopropylpyrazine, 2-hexyl-3-methoxypyrazine, and 2- (hydroxymethyl) -5-methylpyrazine.
16. A method for odor conversion, characterized in that:
an odor converting agent containing at least one oxygen-containing cyclic compound selected from furan compounds, pyran compounds and cyclopentanone derivatives is used for substances responsible for the odor of asphalt, sludge, sewage, ginkgo biloba, compost, marine animals, vegetables, garbage or coating, and/or in the place of formation of these odors.
CN201880076984.8A 2017-11-29 2018-11-27 Odor conversion agent for conversion of odor of asphalt, sludge, sewage, ginkgo biloba, compost, marine animal, vegetable, garbage or coating, and odor conversion method for conversion of odor of asphalt, sludge, sewage, ginkgo biloba, compost, marine animal, vegetable, garbage or coating Pending CN111565764A (en)

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JP2017-229636 2017-11-29
PCT/JP2018/043628 WO2019107366A1 (en) 2017-11-29 2018-11-27 Odor-modulating agent for modulating odor of asphalt, sludge, sewage, ginkgo, compost, marine animals, vegetables, garbage, or paint, and method for modulating odor of asphalt, sludge, sewage, ginkgo, compost, marine animals, vegetables, garbage, or paint

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