WO2012121359A1 - Oil-soluble deodorant composition and method for deodorizing ammonia odor and amine odor - Google Patents

Oil-soluble deodorant composition and method for deodorizing ammonia odor and amine odor Download PDF

Info

Publication number
WO2012121359A1
WO2012121359A1 PCT/JP2012/056044 JP2012056044W WO2012121359A1 WO 2012121359 A1 WO2012121359 A1 WO 2012121359A1 JP 2012056044 W JP2012056044 W JP 2012056044W WO 2012121359 A1 WO2012121359 A1 WO 2012121359A1
Authority
WO
WIPO (PCT)
Prior art keywords
acid
oil
trimer
acids
deodorant composition
Prior art date
Application number
PCT/JP2012/056044
Other languages
French (fr)
Inventor
Takashi Kawano
Takahiro Ishikawa
Sadahiko Yamazaki
Kunihide Hoshino
Original Assignee
Takasago International Corporation
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Takasago International Corporation filed Critical Takasago International Corporation
Priority to EP12754338.7A priority Critical patent/EP2680890A4/en
Priority to CN201280011319.3A priority patent/CN103402554B/en
Priority to US13/985,762 priority patent/US20130323193A1/en
Priority to KR1020137023307A priority patent/KR20140047582A/en
Publication of WO2012121359A1 publication Critical patent/WO2012121359A1/en

Links

Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61L—METHODS 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
    • A61L9/00—Disinfection, sterilisation or deodorisation of air
    • A61L9/01—Deodorant compositions
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/36—Carboxylic acids; Salts or anhydrides thereof
    • A61K8/362—Polycarboxylic acids
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q15/00—Anti-perspirants or body deodorants

Definitions

  • the present invention relates to an oil-soluble deodorant composition that can effectively eliminate odors of ammonia, amines and the like.
  • Patent Literature 1 and Patent Literature 2 As conventional oil-soluble deodorants used for elimination of odors of amines, metacrylic acid esters (Patent Literature 1 and Patent Literature 2), aldehydes of fragrance compositions (Patent Literature 3) are reported.
  • examples of a substance having a dicarboxylic acid structure include succinic acid, phthalic acid, dimethyl eicosadienoic acid, tetradecanedioic acid and the like. Since the substance cannot be dissolved in an oil-soluble solvent such as hydrocarbon solvent, only aqueous deodorants including such a substance are inevitably developed.
  • an object of the present invention is to provide an oil-soluble deodorant composition that is highly safe, can efficiently eliminate malodors of ammonia, amines and the like, and is free of an irritant odor and the like.
  • dimer acids and trimer acids exhibit excellent deodorization effects on odors of ammonia, amines such as trimethylamine and the like.
  • the present invention has been completed based on this finding.
  • the present invention provides the following oil-soluble deodorant composition and method for deodorizing ammonia odor or amine odor.
  • An oil-soluble deodorant composition comprising at least one of a dimer acids and a trimer acids as an active ingredient.
  • trimer acids is at least one of a trimer acid and a hydrogenated trimer acid.
  • a method for deodorizing ammonia odor or amine odor using at least one of a dimer acids and a trimer acids comprising applying at least one of a dimer acids and a trimer acids to a subject to be deodorized, or applying at least one of a dimer acids and a trimer acids near a subject to be deodorized.
  • the oil-soluble deodorant composition of the present invention contains at least one of dimer acids and trimer acids as an active ingredient, and thus the composition exhibits excellent deodorization effects on odors of ammonia, amines such as trimethylamine and the like, as compared to conventional oil-soluble deodorant compositions.
  • the dimer acids contained in the oil-soluble deodorant composition of the present invention have a skeleton of dicarboxylic acid and the trimer acids therein have a skeleton of tricarboxylic acid.
  • the dimer and trimer acids are readily dissolved in oil-soluble solvent such as hydrocarbon and are thus considerably useful.
  • dimer acids and trimer acids are liquid substances that are flowable in spite of their large molecular weights and the oil-soluble deodorant composition of the present invention is excellent in terms of handling.
  • oil-soluble deodorant composition of the present invention is free of an irritant odor or the like, it is highly safe and may be added to various products, thus being considerably useful.
  • the oil-soluble deodorant composition of the present invention contains at least one of dimer acids and trimer acids as an active ingredient.
  • dimer acids refer to dicarboxylic acid composed of a dimer of unsaturated fatty acid, and a hydrogenated dimer acid obtained by reducing an unsaturated bond commonly contained in the dimer acid.
  • the dimer acids are preferably at least one of the dimer acid and the hydrogenated dimer acid.
  • the dimer acid and hydrogenated dimer acid may be used alone or in combination thereof.
  • the dimer acid is dicarboxylic acid composed of a dimer of unsaturated fatty acid.
  • the unsaturated fatty acid constituting the dimer acid preferably has 10 or more carbon atoms and 24 or less carbon atoms, more preferably 18 carbon atoms. Examples of the unsaturated fatty acid having 18 carbon atoms include oleic acid, linoleic acid, linolenic acid and the like.
  • the dimer acid can be prepared by dimerizing these unsaturated fatty acids.
  • dimer acid is obtained by purifying plant-derived substances such as rapeseed oil, soybean oil and tall oil, and separating the dimer from low polymers of unsaturated fatty acids.
  • dimer acid examples include aliphatic dimer acid, cyclic dimer acid such as alicyclic dimer acid, aromatic dimer acid, dicyclic dimer acid and the like.
  • the dimer acid may be used singly or in combination of two or more types thereof.
  • the hydrogenated dimer acid refers to a dimer acid obtained by reducing an unsaturated bond commonly contained in the dimer acid through addition of hydrogen to the dimer acid.
  • the hydrogenated dimer acid used for the present invention may be obtained by reducing respective aforementioned dimer acid through addition of hydrogen.
  • preferable examples thereof include hydrogenated dimmer acid obtained by reducing a dimer acid in which the number of carbon atoms of unsaturated fatty acid constituting the dimer acid is 18 through addition of hydrogen
  • more preferable examples thereof include hydrogenated dimmer acid obtained by reducing a dimer acid in which unsaturated fatty acid constituting the dimer acid is oleic acid, linoleic acid or linolenic acid through addition of hydrogen.
  • the hydrogenated dimer acid may be used singly or in combination of two or more types thereof
  • trimer acids refers to tricarboxylic acid composed of a trimer of unsaturated fatty acid, and a hydrogenated trimer acid obtained by reducing an unsaturated bond commonly contained in the trimer acid.
  • the trimer acids are preferably at least one of the trimer acid and the hydrogenated trimer acid.
  • the trimer acid and hydrogenated trimer acid may be used alone or in combination thereof.
  • the trimer acid is tricarboxylic acid composed of a trimer of unsaturated fatty acid.
  • the unsaturated fatty acid constituting the trimer acid preferably has 10 or more carbon atoms and 24 or less carbon atoms, more preferably 18 carbon atoms.
  • the unsaturated fatty acid having 18 carbon atoms examples include oleic acid, linoleic acid, linolenic acid and the like.
  • the trimer acid can be prepared by trimerizing these unsaturated fatty acids.
  • Generally available trimer acid is obtained by purifying plant-derived substances such as rapeseed oil, soybean oil and tall oil, and separating trimers from low polymers of unsaturated fatty acid.
  • trimer acid examples include aliphatic trimer acid, cyclic trimer acid such as alicyclic trimer acid, aromatic trimer acid, dicyclic trimer acid and the like.
  • the trimer acid may be used singly or in combination of two or more types thereof.
  • the hydrogenated trimer acid refers to a trimer acid obtained by reducing an unsaturated bond commonly contained in the trimer acid through addition of hydrogen to the trimer acid.
  • the hydrogenated trimer acid used for the present invention may be obtaind by reducing respective aforementioned trimer acids through addition of hydrogen.
  • preferable examples thereof include hydrogenated trimer acid obtained by reducing a trimer acid in which the number of carbon atoms of unsaturated fatty acid constituting the trimer acid is 18 through addition of hydrogen
  • more preferable examples thereof include hydrogenated trimer acid obtained by reducing a trimer acid in which the unsaturated fatty acid constituting the trimer acid is oleic acid, linoleic acid or linolenic acid through addition of hydrogen.
  • the hydrogenated trimer acid may be used singly or in combination of two or more types thereof.
  • the dimer acids and trimer acids used for the present invention are preferably dimer acid, hydrogenated dimer acid and hydrogenated trimer acid in terms of preferred properties such as pale color tone and substantial colorlessness of a deodorization composition. Of these, hydrogenated dimer acid is more preferred.
  • hydrogenated dimer acid is colorless and odorless and dimer acid to which hydrogen is not added is slightly yellow in color. Accordingly, hydrogenated dimer acid is most preferably in terms of color tone and odor tone.
  • the dimer acids and trimer acids used for the present invention may be commercially available products. Examples of commercially available products include “PRIPOL1017”, “PRIPOL1022”, and 'TRIPOLI 029” (all of them have a mix ratio of 80% by weight of dimer acid and 20% by weight of trimer acid);
  • PRIPOL1012 and PARPOL1013 all of them have 95% by weight of dimer acid); “PRIPOL1009” (99% by weight of hydrogenated dimer acid); “PRIPOL1025" (has a mix ratio of 80% by weight of hydrogenated dimer acid and 20% by weight of hydrogenated trimer acid) (all of them are manufactured by CRODA Inc.) and the like.
  • a total content of the dimer acids and the trimer acids contained as an active ingredient is strictly not limited, and depends on the concentration of ammonia and amine to be deodorized, and is 0.1% by weight or more, more preferably 0.1 to 100% by weight, even more preferably 1 to 80% by weight, based on the total weight of the oil-soluble deodorant composition.
  • the deodorization effect on ammonia and amines can be improved.
  • a mix ratio of the dimer acids and the trimer acids contained as an active ingredient is strictly not limited and depends on use form, and a mix ratio (weight ratio) of the dimer acids to the trimer acids (dimmer acids : trimer acids) is preferably 0: 10 to 10:0, more preferably 1 :9 to 9: 1, even more preferably 2: 1 to 4: 1.
  • the oil-soluble deodorant composition of the present invention further contains at least one of a fatty acid metal salt and an organic acid metal salt.
  • the deodorant composition of the present invention exhibits superior deodorization effects on malodors of hydrogen sulfate, mercaptan and the like as well as ammonia and amines by incorporating the at least one of a fatty acid metal salt and an organic acid metal salt.
  • the fatty acid of the fatty acid metal salt include ricinoleic acid, stearic acid, myristic acid, undecylenic acid, lauric acid and the like. Of these, ricinoleic acid is most preferable in terms of solubility and safety.
  • organic acid of organic acid metal salt examples include gluconic acid, citric acid, tartaric acid, oxo acid and the like. Of these, gluconic acid is preferable in terms of solubility.
  • metal of metal salt of fatty acid metal salt and organic acid metal salt examples include sodium, potassium, calcium, copper, iron, zinc, magnesium and the like. Of these, zinc is particularly preferable in terms of deodorization effects.
  • At least one of fatty acid metal salt and organic acid metal salt may be one selected therefrom or a combination of two or more types thereof.
  • the fatty acid metal salt is preferable in terms of solubility in oils, and fatty acid zinc salt is more preferable.
  • fatty acid zinc salts zinc ricinoleate is most preferable in terms of solubility and safety.
  • a total content of the fatty acid metal salt and the organic acid metal salt is not strictly limited, and depends on the concentration of hydrogen sulfate and mercaptans, and is preferably 0.0001% by weight or more, more preferably 0.001 to 50.0% by weight, even more preferably 0.01 to 20% by weigh, based on the total weight of the oil-soluble deodorant composition.
  • the total content of fatty acid metal salt and organic acid metal salt in the oil-soluble deodorant composition of the present invention is 0.0001% by weight or more, hydrogen sulfate and mercaptans can be deodorized.
  • the oil-soluble deodorant composition of the present invention contains at least one of the dimer acids and the trimer acids and may be further combined with other deodorant.
  • the oil-soluble deodorant composition of the present invention may further contain solvents such as oils and fats, waxes, hydrocarbons, alcohols, glycols, glycol ethers, glycol esters, ethers, esters, ketones and fatty acids, and common additives such as antioxidants, light stabilizers, pH controllers, preservatives, fragrances, surfactants, pigments, UV absorbers, antibacterial agents, gelling agents and thickening agents.
  • oils and fats include avocado oil, almond oil, olive oil, hardened oil, coconut oil, castor oil, hardened castor oil, soybean oil, sesame oil and the like.
  • the amount of oils and fats added to the oil-soluble deodorant composition of the present invention is not strictly limited and is preferably 0.1% by weight or more.
  • the waxes include candelilla wax, jojoba oil, bees wax and the like.
  • the amount of waxes added to the oil-soluble deodorant composition of the present is not strictly limited and is preferably 0.1% by weight or more.
  • hydrocarbons examples include normal paraffin, isoparaffin, paraffin, squalene, liquid paraffin, vaseline, toluene, xylene, mineral spirit, isohexane, normal decane, normal heptane and the like.
  • the amount of hydrocarbons added to the oil- soluble deodorant composition of the present invention is not strictly limited and is preferably 0.1% by weight or more.
  • alcohols examples include ethyl alcohol, isopropyl alcohol, butanol, isopropanol, isostearyl alcohol, 1,3-butanediol and the like.
  • the amount of alcohols added to the oil-soluble deodorant composition of the present invention is not strictly limited and is preferably 0.1% by weight or more.
  • glycols examples include propylene glycol, dipropylene glycol, hexylene glycol, butylene glycol, glycerin and the like.
  • the amount of glycols added to the oil-soluble deodorant composition of the present invention is not strictly limited and is preferably 0.1% by weight or more.
  • glycol ethers examples include propylene glycol monomethyl ether, dipropylene glycol monomethyl ether, dipropylene glycol dimono methyl ether, 3- methoxy-3 -methyl- 1 -butanol and the like.
  • the amount of glycol ethers added to the oil-soluble deodorant composition of the present invention is not strictly limited and is preferably 0.1% by weight or more.
  • glycol esters examples include propylene glycol methyl ether acetate, propylene glycol diacetate, dipropylene glycol methyl ether acetate and the like.
  • the amount of glycol esters added to the oil-soluble deodorant composition of the present invention is not strictly limited and is preferably 0.1% by weight or more.
  • the ethers include butyl carbitol, 2-methoxy ethanol and the like.
  • the amount of esters added to the oil-soluble deodorant composition of the present invention is preferably 0.1% by weight or more.
  • esters examples include benzyl benzoate, triethyl citrate, decyl oleate, diethyl phthalate and the like.
  • the amount of esters added to the oil-soluble deodorant composition of the present invention is preferably 0.1% by weight or more.
  • ketones examples include acetone, diacetone alcohol, cyclohexanone and the like.
  • the amount of ketones added to the oil-soluble deodorant composition of the present invention is 0.1% by weight or more.
  • fatty acids examples include isostearic acid, undecylenic acid, oleic acid, stearic acid, palmitic acid, myristic acid, coconut oil fatty acid and the like.
  • the amount of ketones added to the oil-soluble deodorant composition of the present invention is preferably 0.1% by weight or more.
  • surfactants examples include cationic surfactants, anionic surfactants, nonionic surfactants, amphiprotic surfactants and the like.
  • the amount of surfactant added to the oil-soluble deodorant composition of the present invention is not strictly limited and is preferably 0.1% by weight or more in terms of solubilization of fragrances.
  • fragrances include natural essential oils such as lemon oil, orange oil, lime oil, bergamot oil, lavandin oil, lavender oil, geranium oil and rose oil, sandalwood oil, hydrocarbons such as a-pinene, ⁇ -pinene, limonene and p-cymene, and aliphatic alcohols such as octanol and p-tert-butylcyclohexanol, terpene alcohols such as menthol, citronellol and geraniol, aromatic alcohols such as benzyl alcohol and phenylethyl alcohol, aliphatic aldehydes, terpene aldehydes, aromatic aldehydes, acetals, chain ketones, cyclic ketones such as damascone, ⁇ -ionone and methyl ionone, terpene ketones such as carvone, menthone, isomenthone and camphor, aromatic ketones such as acetophenone
  • the oil-soluble deodorant composition of the present invention may be combined with a known carrier.
  • the carrier include solvents such as alcohols, glycols, oils and fats, waxes, hydrocarbons, glycol ethers, glycol esters, ethers, esters and ketones, and liquid carriers such as fragrance compositions, gas carriers such as LPG, and solid carriers such as calcium silicate, silica gel, gelling agents and thickening agents.
  • the content of carrier in the oil-soluble deodorant composition of the present invention is strictly not limited, and depends on the concentration of malodor, and is preferably 0.001 to 50% by weight, more preferably 0.001 to 30% by weight.
  • the form of the oil-soluble deodorant composition may be a liquid form, a powder form, a gel form, a granular form and aerosol form, depending on application.
  • the deodorant composition of the present invention is oily, but may be mixed with an aqueous component by combining surfactants, a solvent such as alcohols, glycols, glycol ethers, glycol esters, ethers, esters, ketones and fatty acid, a fragrance composition, or the like.
  • the deodorant composition may be used for any of oil-soluble final products and water-soluble final products.
  • the oil-soluble deodorant composition of the present invention may be used directly as a final product such as deodorant, air freshner and deodorizer. That is, the oil-soluble deodorant composition of the present invention may be used as an oil- soluble composition for deodorants, an oil-soluble composition for air freshners, an oil- soluble composition for deodorizers or the like.
  • the oil-soluble deodorant composition of the present invention may be added to final products such as household products and toiletry products.
  • Examples of the household products include deodorizing spray, detergents for clothes, bleaching agents for clothes, conditioners for clothes, detergents for dishes, detergents for bathrooms, detergents for toilets and the like.
  • the content of the oil-soluble deodorant composition of the present invention in the household products is not strictly limited, and depends on the concentration of malodor, and is preferably 0.001 to 30% by weight, more preferably 0.001 to 10% by weight, based on the total weight of the household product.
  • Examples of the toiletry products include body detergents, deodorants, shampoos, rinses, conditioners, treatments, hair packs, bleaching agents, permernant agents, hair color agents and the like.
  • the content of the oil-soluble deodorant composition of the present invention in the toiletry product is not strictly limited, and depends on the concentration of malodor, and is preferably 0.001 to 30% by weight, more preferably 0.001 to 10% by weight, based on the total weight of the toiletry product.
  • the oil-soluble deodorant composition of the present invention may be used for deodorizing or odor-eliminating food wastes, clothes, refrigerators,
  • dressers/closets/lockers indoors, vehicles, toilets, bathrooms, pet products, plants, industrial waste liquids, air cleaner, air conditioners, deodorizing devices, filters for air blower and ventilator, sewage disposal plants, cattle stalls, and dust and garbage disposal plants.
  • the oil-soluble deodorant composition of the present invention may be directly applied to a subject to be deodorized or odor-eliminated, or applied near the subject.
  • the dimer acids and trimer acids contained as active ingredients in the oil- soluble deodorant composition of the present invention exhibit excellent deodonzation effects on ammonia and amines such as trimethylamine.
  • the oil-soluble deodorant composition of the present invention is applied to toilet odors, waster odors, indoor odors or pet odors that contain a great amount of these malodor components and occur in daily life, generation of malodors can be effectively prevented due to the deodonzation effects.
  • control used herein was obtained by adding dropwise l.Og of isoparaffin to a filter paper.
  • Example 2 As can be seen from Table 1, the cases of Examples 1-1 to 1-3 containing at least one of dimer acids and trimer acids exhibited superior deodorization effects on ammonia odor, as compared to the case of lauryl methacrylate. (Example 2)
  • trimethylamine was used as a malodor substance and the deodorization effect on trimethylamine was measured. In addition, an initial concentration of trimethylamine was adjusted to 25 ppm. The results are showin in Table 2.
  • Example 1 The results are shown in Table 3. In addition, an initial concentration of ammonia was 40 ppm and an initial concentration of hydrogen sulfide was 10 ppm.
  • the oil-soluble deodorant composition of the present invention contains at least one of dimer acids and trimer acids as an active ingredient, and thus the composition exhibits excellent deodorization effects on odors of ammonia, amines such as trimethylamine and the like, as compared to conventional oil-soluble deodorant compositions.
  • the dimer acids contained in the oil-soluble deodorant composition of the present invention have a skeleton of dicarboxylic acid and the trimer acids therein have a skeleton of tricarboxylic acid.
  • the dimer and trimer acids are readily dissolved in oil-soluble solvent such as hydrocarbon and are thus considerably useful.
  • dimer acids and trimer acids are liquid substances that are flowable in spite of their large molecular weights and the oil-soluble deodorant composition of the present invention is excellent in terms of handling.
  • oil-soluble deodorant composition of the present invention is free of an irritant odor or the like, it is highly safe and may be added to various products, thus being considerably useful.

Landscapes

  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Epidemiology (AREA)
  • Emergency Medicine (AREA)
  • Birds (AREA)
  • Disinfection, Sterilisation Or Deodorisation Of Air (AREA)

Abstract

The present invention provides an oil-soluble deodorant composition that is highly safe, efficienctly eliminates odors of ammonia, amines and the like and is free of an irritant odor and the like. The present invention relates to an oil-soluble deodorant composition containing at least one of a dimer acids and a trimer acids as an active ingredient.

Description

DESCRIPTION
OIL-SOLUBLE DEODORANT COMPOSITION AND METHOD FOR
DEODORIZING AMMONIA ODOR AND AMINE ODOR
Technical Field
The present invention relates to an oil-soluble deodorant composition that can effectively eliminate odors of ammonia, amines and the like.
Background Art
As conventional oil-soluble deodorants used for elimination of odors of amines, metacrylic acid esters (Patent Literature 1 and Patent Literature 2), aldehydes of fragrance compositions (Patent Literature 3) are reported.
In addition, examples of a substance having a dicarboxylic acid structure include succinic acid, phthalic acid, dimethyl eicosadienoic acid, tetradecanedioic acid and the like. Since the substance cannot be dissolved in an oil-soluble solvent such as hydrocarbon solvent, only aqueous deodorants including such a substance are inevitably developed.
Citation List
Patent Literature
[PLT 1] JP-A-48-44441
[PLT 2] JP-A-1-129854
[PLT 3] JP-A-2001-303090
Summary of Invention
Technical Problem
However, lauryl methacrylate generally used as methacrylic acid esters has a disadvantage of low deodorization effect on odor of amines. In addition, aldehydes and the like have an effect of deodorizing odor of amines, but have a disadvantage of limited use, since the substances exhibiting deodorization effects impart unpleasant feeling to users due to specific strong irritant odors. Accordingly, an object of the present invention is to provide an oil-soluble deodorant composition that is highly safe, can efficiently eliminate malodors of ammonia, amines and the like, and is free of an irritant odor and the like.
Solution to Problem
As a result of intensive studies to solve the above-mentioned problems, the present inventors have found that dimer acids and trimer acids exhibit excellent deodorization effects on odors of ammonia, amines such as trimethylamine and the like. The present invention has been completed based on this finding.
That is, the present invention provides the following oil-soluble deodorant composition and method for deodorizing ammonia odor or amine odor.
(1) An oil-soluble deodorant composition comprising at least one of a dimer acids and a trimer acids as an active ingredient.
(2) The oil-soluble deodorant composition according to (1), wherein the dimer acids is at least one of a dimer acid and a hydrogenated dimer acid.
(3) The oil-soluble deodorant composition according to (1) or (2), wherein the trimer acids is at least one of a trimer acid and a hydrogenated trimer acid.
(4) The oil-soluble deodorant composition according to any one of (1) to (3), further comprising at least one of a fatty acid metal salt and an organic acid metal salt.
(5) The oil-soluble deodorant composition according to (4), wherein the metal of the at least one of the fatty acid metal salt and the organic acid metal salt is one or more selected from the group consisting of sodium, potassium, calcium, copper, iron, zinc and magnesium.
(6) The oil-soluble deodorant composition according to (4) or (5), wherein the fatty acid metal salt is zinc ricinoleate.
(7) The oil-soluble deodorant composition according to any one of (1) to (6), wherein a total content of the dimer acids and trimer acids is 0.1% by weight or more.
(8) A method for deodorizing ammonia odor or amine odor using at least one of a dimer acids and a trimer acids. (9) A method for deodorizing ammonia odor or amine odor, comprising applying at least one of a dimer acids and a trimer acids to a subject to be deodorized, or applying at least one of a dimer acids and a trimer acids near a subject to be deodorized. Advantageous Effects of Invention
The oil-soluble deodorant composition of the present invention contains at least one of dimer acids and trimer acids as an active ingredient, and thus the composition exhibits excellent deodorization effects on odors of ammonia, amines such as trimethylamine and the like, as compared to conventional oil-soluble deodorant compositions.
In addition, the dimer acids contained in the oil-soluble deodorant composition of the present invention have a skeleton of dicarboxylic acid and the trimer acids therein have a skeleton of tricarboxylic acid. The dimer and trimer acids are readily dissolved in oil-soluble solvent such as hydrocarbon and are thus considerably useful.
Furthermore, dimer acids and trimer acids are liquid substances that are flowable in spite of their large molecular weights and the oil-soluble deodorant composition of the present invention is excellent in terms of handling.
In addition, since the oil-soluble deodorant composition of the present invention is free of an irritant odor or the like, it is highly safe and may be added to various products, thus being considerably useful. Description of Embodiments
Hereinafter, the present invention will be described in detail. In the present invention, "% by weight" has the same meaning as "% by mass".
The oil-soluble deodorant composition of the present invention contains at least one of dimer acids and trimer acids as an active ingredient.
In the present invention, dimer acids refer to dicarboxylic acid composed of a dimer of unsaturated fatty acid, and a hydrogenated dimer acid obtained by reducing an unsaturated bond commonly contained in the dimer acid. The dimer acids are preferably at least one of the dimer acid and the hydrogenated dimer acid. The dimer acid and hydrogenated dimer acid may be used alone or in combination thereof. In the present invention, the dimer acid is dicarboxylic acid composed of a dimer of unsaturated fatty acid. The unsaturated fatty acid constituting the dimer acid preferably has 10 or more carbon atoms and 24 or less carbon atoms, more preferably 18 carbon atoms. Examples of the unsaturated fatty acid having 18 carbon atoms include oleic acid, linoleic acid, linolenic acid and the like. The dimer acid can be prepared by dimerizing these unsaturated fatty acids.
Generally available dimer acid is obtained by purifying plant-derived substances such as rapeseed oil, soybean oil and tall oil, and separating the dimer from low polymers of unsaturated fatty acids.
Examples of the dimer acid include aliphatic dimer acid, cyclic dimer acid such as alicyclic dimer acid, aromatic dimer acid, dicyclic dimer acid and the like. The dimer acid may be used singly or in combination of two or more types thereof.
The hydrogenated dimer acid refers to a dimer acid obtained by reducing an unsaturated bond commonly contained in the dimer acid through addition of hydrogen to the dimer acid. The hydrogenated dimer acid used for the present invention may be obtained by reducing respective aforementioned dimer acid through addition of hydrogen.
In particular, preferable examples thereof include hydrogenated dimmer acid obtained by reducing a dimer acid in which the number of carbon atoms of unsaturated fatty acid constituting the dimer acid is 18 through addition of hydrogen, and more preferable examples thereof include hydrogenated dimmer acid obtained by reducing a dimer acid in which unsaturated fatty acid constituting the dimer acid is oleic acid, linoleic acid or linolenic acid through addition of hydrogen. The hydrogenated dimer acid may be used singly or in combination of two or more types thereof In the present invention, trimer acids refers to tricarboxylic acid composed of a trimer of unsaturated fatty acid, and a hydrogenated trimer acid obtained by reducing an unsaturated bond commonly contained in the trimer acid. The trimer acids are preferably at least one of the trimer acid and the hydrogenated trimer acid. The trimer acid and hydrogenated trimer acid may be used alone or in combination thereof.
In the present invention, the trimer acid is tricarboxylic acid composed of a trimer of unsaturated fatty acid. The unsaturated fatty acid constituting the trimer acid preferably has 10 or more carbon atoms and 24 or less carbon atoms, more preferably 18 carbon atoms.
Examples of the unsaturated fatty acid having 18 carbon atoms include oleic acid, linoleic acid, linolenic acid and the like. The trimer acid can be prepared by trimerizing these unsaturated fatty acids. Generally available trimer acid is obtained by purifying plant-derived substances such as rapeseed oil, soybean oil and tall oil, and separating trimers from low polymers of unsaturated fatty acid.
Examples of the trimer acid include aliphatic trimer acid, cyclic trimer acid such as alicyclic trimer acid, aromatic trimer acid, dicyclic trimer acid and the like. The trimer acid may be used singly or in combination of two or more types thereof.
The hydrogenated trimer acid refers to a trimer acid obtained by reducing an unsaturated bond commonly contained in the trimer acid through addition of hydrogen to the trimer acid. The hydrogenated trimer acid used for the present invention may be obtaind by reducing respective aforementioned trimer acids through addition of hydrogen. In particular, preferable examples thereof include hydrogenated trimer acid obtained by reducing a trimer acid in which the number of carbon atoms of unsaturated fatty acid constituting the trimer acid is 18 through addition of hydrogen, and more preferable examples thereof include hydrogenated trimer acid obtained by reducing a trimer acid in which the unsaturated fatty acid constituting the trimer acid is oleic acid, linoleic acid or linolenic acid through addition of hydrogen.
The hydrogenated trimer acid may be used singly or in combination of two or more types thereof.
The dimer acids and trimer acids used for the present invention are preferably dimer acid, hydrogenated dimer acid and hydrogenated trimer acid in terms of preferred properties such as pale color tone and substantial colorlessness of a deodorization composition. Of these, hydrogenated dimer acid is more preferred.
In particular, hydrogenated dimer acid is colorless and odorless and dimer acid to which hydrogen is not added is slightly yellow in color. Accordingly, hydrogenated dimer acid is most preferably in terms of color tone and odor tone. The dimer acids and trimer acids used for the present invention may be commercially available products. Examples of commercially available products include "PRIPOL1017", "PRIPOL1022", and 'TRIPOLI 029" (all of them have a mix ratio of 80% by weight of dimer acid and 20% by weight of trimer acid);
"PRIPOL1012" and "PRIPOL1013" (all of them have 95% by weight of dimer acid); "PRIPOL1009" (99% by weight of hydrogenated dimer acid); "PRIPOL1025" (has a mix ratio of 80% by weight of hydrogenated dimer acid and 20% by weight of hydrogenated trimer acid) (all of them are manufactured by CRODA Inc.) and the like.
In the oil-soluble deodorant composition of the present invention, a total content of the dimer acids and the trimer acids contained as an active ingredient is strictly not limited, and depends on the concentration of ammonia and amine to be deodorized, and is 0.1% by weight or more, more preferably 0.1 to 100% by weight, even more preferably 1 to 80% by weight, based on the total weight of the oil-soluble deodorant composition.
When the total content of the dimer acids and the trimer acids in the oil-soluble deodorant composition is 0.1% by weight or more, the deodorization effect on ammonia and amines can be improved.
A mix ratio of the dimer acids and the trimer acids contained as an active ingredient is strictly not limited and depends on use form, and a mix ratio (weight ratio) of the dimer acids to the trimer acids (dimmer acids : trimer acids) is preferably 0: 10 to 10:0, more preferably 1 :9 to 9: 1, even more preferably 2: 1 to 4: 1.
Preferably, the oil-soluble deodorant composition of the present invention further contains at least one of a fatty acid metal salt and an organic acid metal salt. The deodorant composition of the present invention exhibits superior deodorization effects on malodors of hydrogen sulfate, mercaptan and the like as well as ammonia and amines by incorporating the at least one of a fatty acid metal salt and an organic acid metal salt. Examples of the fatty acid of the fatty acid metal salt include ricinoleic acid, stearic acid, myristic acid, undecylenic acid, lauric acid and the like. Of these, ricinoleic acid is most preferable in terms of solubility and safety.
Examples of the organic acid of organic acid metal salt include gluconic acid, citric acid, tartaric acid, oxo acid and the like. Of these, gluconic acid is preferable in terms of solubility.
Examples of the metal of metal salt of fatty acid metal salt and organic acid metal salt include sodium, potassium, calcium, copper, iron, zinc, magnesium and the like. Of these, zinc is particularly preferable in terms of deodorization effects.
At least one of fatty acid metal salt and organic acid metal salt may be one selected therefrom or a combination of two or more types thereof. In the present invention, among the fatty acid metal salt and the organic acid metal salt, the fatty acid metal salt is preferable in terms of solubility in oils, and fatty acid zinc salt is more preferable. Among the fatty acid zinc salts, zinc ricinoleate is most preferable in terms of solubility and safety.
In the oil- soluble deodorant composition of the present invention, a total content of the fatty acid metal salt and the organic acid metal salt is not strictly limited, and depends on the concentration of hydrogen sulfate and mercaptans, and is preferably 0.0001% by weight or more, more preferably 0.001 to 50.0% by weight, even more preferably 0.01 to 20% by weigh, based on the total weight of the oil-soluble deodorant composition.
When the total content of fatty acid metal salt and organic acid metal salt in the oil-soluble deodorant composition of the present invention is 0.0001% by weight or more, hydrogen sulfate and mercaptans can be deodorized.
The oil-soluble deodorant composition of the present invention contains at least one of the dimer acids and the trimer acids and may be further combined with other deodorant. In addition, the oil-soluble deodorant composition of the present invention may further contain solvents such as oils and fats, waxes, hydrocarbons, alcohols, glycols, glycol ethers, glycol esters, ethers, esters, ketones and fatty acids, and common additives such as antioxidants, light stabilizers, pH controllers, preservatives, fragrances, surfactants, pigments, UV absorbers, antibacterial agents, gelling agents and thickening agents.
Examples of oils and fats include avocado oil, almond oil, olive oil, hardened oil, coconut oil, castor oil, hardened castor oil, soybean oil, sesame oil and the like. The amount of oils and fats added to the oil-soluble deodorant composition of the present invention is not strictly limited and is preferably 0.1% by weight or more. Examples of the waxes include candelilla wax, jojoba oil, bees wax and the like. The amount of waxes added to the oil-soluble deodorant composition of the present is not strictly limited and is preferably 0.1% by weight or more. Examples of the hydrocarbons include normal paraffin, isoparaffin, paraffin, squalene, liquid paraffin, vaseline, toluene, xylene, mineral spirit, isohexane, normal decane, normal heptane and the like. The amount of hydrocarbons added to the oil- soluble deodorant composition of the present invention is not strictly limited and is preferably 0.1% by weight or more.
Examples of the alcohols include ethyl alcohol, isopropyl alcohol, butanol, isopropanol, isostearyl alcohol, 1,3-butanediol and the like. The amount of alcohols added to the oil-soluble deodorant composition of the present invention is not strictly limited and is preferably 0.1% by weight or more.
Examples of the glycols include propylene glycol, dipropylene glycol, hexylene glycol, butylene glycol, glycerin and the like. The amount of glycols added to the oil-soluble deodorant composition of the present invention is not strictly limited and is preferably 0.1% by weight or more.
Examples of the glycol ethers include propylene glycol monomethyl ether, dipropylene glycol monomethyl ether, dipropylene glycol dimono methyl ether, 3- methoxy-3 -methyl- 1 -butanol and the like. The amount of glycol ethers added to the oil-soluble deodorant composition of the present invention is not strictly limited and is preferably 0.1% by weight or more.
Examples of the glycol esters include propylene glycol methyl ether acetate, propylene glycol diacetate, dipropylene glycol methyl ether acetate and the like. The amount of glycol esters added to the oil-soluble deodorant composition of the present invention is not strictly limited and is preferably 0.1% by weight or more. Examples of the ethers include butyl carbitol, 2-methoxy ethanol and the like. The amount of esters added to the oil-soluble deodorant composition of the present invention is preferably 0.1% by weight or more.
Examples of the esters include benzyl benzoate, triethyl citrate, decyl oleate, diethyl phthalate and the like. The amount of esters added to the oil-soluble deodorant composition of the present invention is preferably 0.1% by weight or more.
Examples of the ketones include acetone, diacetone alcohol, cyclohexanone and the like. The amount of ketones added to the oil-soluble deodorant composition of the present invention is 0.1% by weight or more.
Examples of the fatty acids include isostearic acid, undecylenic acid, oleic acid, stearic acid, palmitic acid, myristic acid, coconut oil fatty acid and the like. The amount of ketones added to the oil-soluble deodorant composition of the present invention is preferably 0.1% by weight or more.
Examples of the surfactants include cationic surfactants, anionic surfactants, nonionic surfactants, amphiprotic surfactants and the like. The amount of surfactant added to the oil-soluble deodorant composition of the present invention is not strictly limited and is preferably 0.1% by weight or more in terms of solubilization of fragrances.
Examples of fragrances include natural essential oils such as lemon oil, orange oil, lime oil, bergamot oil, lavandin oil, lavender oil, geranium oil and rose oil, sandalwood oil, hydrocarbons such as a-pinene, β-pinene, limonene and p-cymene, and aliphatic alcohols such as octanol and p-tert-butylcyclohexanol, terpene alcohols such as menthol, citronellol and geraniol, aromatic alcohols such as benzyl alcohol and phenylethyl alcohol, aliphatic aldehydes, terpene aldehydes, aromatic aldehydes, acetals, chain ketones, cyclic ketones such as damascone, β-ionone and methyl ionone, terpene ketones such as carvone, menthone, isomenthone and camphor, aromatic ketones such as acetophenone and raspberry ketone, ethers such as dibenzyl ether, oxides such as linalool oxide and rose oxide, musks such as cyclopentadecanolide and cyclohexadecanolide, lactones such as γ-nonalactone, γ-undecalactone and coumarin, aliphatic esters such as ester acetate and ester propionate, aromatic esters such as ester benzoate and ester phenylacetate and the like. The amount of fragrance added to the oil-soluble deodorant composition of the present invention is preferably 0.001% by weight or more.
The oil-soluble deodorant composition of the present invention may be combined with a known carrier. Examples of the carrier include solvents such as alcohols, glycols, oils and fats, waxes, hydrocarbons, glycol ethers, glycol esters, ethers, esters and ketones, and liquid carriers such as fragrance compositions, gas carriers such as LPG, and solid carriers such as calcium silicate, silica gel, gelling agents and thickening agents.
The content of carrier in the oil-soluble deodorant composition of the present invention is strictly not limited, and depends on the concentration of malodor, and is preferably 0.001 to 50% by weight, more preferably 0.001 to 30% by weight.
In addition, the form of the oil-soluble deodorant composition may be a liquid form, a powder form, a gel form, a granular form and aerosol form, depending on application.
The deodorant composition of the present invention is oily, but may be mixed with an aqueous component by combining surfactants, a solvent such as alcohols, glycols, glycol ethers, glycol esters, ethers, esters, ketones and fatty acid, a fragrance composition, or the like.
By mixing the components, the deodorant composition may be used for any of oil-soluble final products and water-soluble final products.
The oil-soluble deodorant composition of the present invention may be used directly as a final product such as deodorant, air freshner and deodorizer. That is, the oil-soluble deodorant composition of the present invention may be used as an oil- soluble composition for deodorants, an oil-soluble composition for air freshners, an oil- soluble composition for deodorizers or the like.
The oil-soluble deodorant composition of the present invention may be added to final products such as household products and toiletry products.
Examples of the household products include deodorizing spray, detergents for clothes, bleaching agents for clothes, conditioners for clothes, detergents for dishes, detergents for bathrooms, detergents for toilets and the like.
The content of the oil-soluble deodorant composition of the present invention in the household products is not strictly limited, and depends on the concentration of malodor, and is preferably 0.001 to 30% by weight, more preferably 0.001 to 10% by weight, based on the total weight of the household product.
Examples of the toiletry products include body detergents, deodorants, shampoos, rinses, conditioners, treatments, hair packs, bleaching agents, permernant agents, hair color agents and the like. The content of the oil-soluble deodorant composition of the present invention in the toiletry product is not strictly limited, and depends on the concentration of malodor, and is preferably 0.001 to 30% by weight, more preferably 0.001 to 10% by weight, based on the total weight of the toiletry product. The oil-soluble deodorant composition of the present invention may be used for deodorizing or odor-eliminating food wastes, clothes, refrigerators,
dressers/closets/lockers, indoors, vehicles, toilets, bathrooms, pet products, plants, industrial waste liquids, air cleaner, air conditioners, deodorizing devices, filters for air blower and ventilator, sewage disposal plants, cattle stalls, and dust and garbage disposal plants.
The oil-soluble deodorant composition of the present invention may be directly applied to a subject to be deodorized or odor-eliminated, or applied near the subject. The dimer acids and trimer acids contained as active ingredients in the oil- soluble deodorant composition of the present invention exhibit excellent deodonzation effects on ammonia and amines such as trimethylamine. When the oil-soluble deodorant composition of the present invention is applied to toilet odors, waster odors, indoor odors or pet odors that contain a great amount of these malodor components and occur in daily life, generation of malodors can be effectively prevented due to the deodonzation effects.
Furthermore, by using at least one of the dimer acids and the trimer acids in conjunction with at least one of a fatty acid metal salt and an organic acid metal salt, excellent deodorization effect on hydrogen sulfate, mercaptans and the like can be obtained.
Example
Hereinafter, the present invention will be described with reference to Examples and Comparative Examples in more detail and the present invention is not limited thereto.
(Example 1)
<Deodorization of effects of hydrogenated dimer acid, mixture of
hydrogenated dimer acid and hydrogenated trimer acid, and mixture of dimer acid and trimer acid on ammonia odor >
To a filter paper having φ 55 mm, as a sample, 1.0g of 20% by weight of an isoparaffin solution of each of hydrogenated dimer acid ["PRIPOL1009"(trade name)(manufactured by manufactured by CROD A Inc.)], a mixture of 80% by weight of hydrogenated dimer acid and 20% by weight of hydrogenated trimer acid
['TRIPOLI 025"(trade name, manufactured by CRODA Inc.)], or a mixture of 80% by weight of dimer acid and 20% by weight of trimer acid ["PRIPOL1017" (trade name, manufactured by CRODA Inc.)"] was added dropwise, followed by addition to a 5L Tedlar bag, sealing and injection of an odorless air. Then, an ammonia gas was injected into the Tedlar bag, the concentration of ammonia in the container after 60 minutes and 120 minutes was measured, respectively, using a gas detecting tube (manufactured by Gestec Service, Inc.) and a deodorization rate was calculated by the following equation. The results are shown in Table 1. In addition, an initial concentration of ammonia was 80 ppm.
(Equation for calculation of deodorization rate)
Deodorization rate (%)=[(C-S)/C]x l00
S: Concentration of odor gas in a container containing a sample (ppm) C: Concentration of odor gas in a container as a control (ppm)
The control used herein was obtained by adding dropwise l.Og of isoparaffin to a filter paper.
(Comparative Example 1)
<Deodorization of effects of lauryl methacrylate on ammonia odor> Lauryl methacrylate was used as a sample and the concentration of ammonia was measured through the same adjustment as in Example 1. The results are shown in
Table 1.
Figure imgf000015_0001
As can be seen from Table 1, the cases of Examples 1-1 to 1-3 containing at least one of dimer acids and trimer acids exhibited superior deodorization effects on ammonia odor, as compared to the case of lauryl methacrylate. (Example 2)
<Deodorization of effects of hydrogenated dimer acid, mixture of hydrogenated dimer acid and hydrogenated trimer acid, and mixture of dimer acid and trimer acid on trimethylamine odor >
The same adjustment as in Example 1 was performed except that
trimethylamine was used as a malodor substance and the deodorization effect on trimethylamine was measured. In addition, an initial concentration of trimethylamine was adjusted to 25 ppm. The results are showin in Table 2.
(Comparative Example 2)
<Deodorization of effects of lauryl methacrylate on trimethylamine odor> Lauryl methacrylate was used as a sample and the concentration of trimethylamine was measured in the same adjustment method as in Example 2. The results are showin in Table 2.
Table 2. Results of deodorization test on trimethylamine odor (initial concentration 25
Figure imgf000016_0001
As can be seen from Table 2, the cases of Examples 2-1 to 2-3 containing at least one of dimer acids and trimer acids exhibited superior deodorization effects on trimethylamine odor, as compared to the case of lauryl methacrylate.
(Example 3) <Deodorization of effects of mixture of hydrogenated dimer acid and zinc ricinoleate on ammonia and hydrogen sulfate>
To a filter paper having φ 55 mm, 1 0g of 20% by weight of an isoparaffin solution of a sample in which 50% by weight of hydrogenated dimer acid, 1.0% by weight of zinc ricinoleate and 49.0% by weight of an alcohol-based solvent are mixed and adjusted, was added dropwise, followed by addition to a 5L Tedlar bag, sealing and injection of odorless air.
Then, an ammonia gas was injected into the Tedlar bag and the concentration of ammonia in the container after 60 minutes and 120 minutes was measured, respectively, using a gas detecting tube (manufactured by Gestec Service, Inc.). A hydrogen sulfide gas was injected in the same manner as in the above and the concentration of hydrogen sulfide was measured. A deodorization rate was calculated in accordance with Equation described in
Example 1. The results are shown in Table 3. In addition, an initial concentration of ammonia was 40 ppm and an initial concentration of hydrogen sulfide was 10 ppm.
(Comparative Example 3)
<Deodorization of effect of lauryl methacrylate on ammonia and hydrogen sulfide odors>
Lauryl methacrylate was used as a sample, the same adjustment as in Example 3 was performed and the concentration of ammonia and hydrogen sulfide was measured. The results are shown in Table 3.
Table 3. Results of deodorization test on ammonia and h dro en sulfide odors
Figure imgf000018_0001
As can be seen from Table 3, the mixture of hydrogenated dimer acid and zinc ricinoleate exhibited superior deodorization effects on ammonia odor and hydrogen sulfide odor.
(Example 4-1)
<Deodorization effects of mixture of blended-fragrance and hydrogenated dimer acid on ammonia odor>
To a filter paper having φ55 mm, 1.0g of 20% by weight of an isoparaffin solution of a sample in which 50% by weight of lemon verbena-blended fragrance and 50% by weight of hydrogenated dimer acid are mixed and adjusted, was added dropwise, followed by addition to a 5L Tedlar bag, sealing and injection of odorless air. Then, an ammonia gas was injected into the Tedlar bag and the concentration of ammonia in the container after 60 minutes and 120 minutes was measured, respectively, using a gas detecting tube (manufactured by Gestec Service, Inc.). A deodorization rate was calculated in accordance with Equation described in Example 1. The results are shown in Table 4. In addition, an initial concentration of ammonia was 40 ppm.
(Example 4-2)
<Deodorization of effect of hydrogenated dimer acid on ammonia odor> Hydrogenated dimer acid was used as a sample, the same adjustment as in Example 4-1 was performed and the concentration of ammonia was measured. The results are shown in Table 4.
(Comparative Example 4)
<Deodorization effects of lauryl methacrylate on ammonia odor>
A sample in which 50% by weight of lemon verbena-blended fragrance and 50% by weight of lauryl methacrylate are mixed and adjusted was used, the same adjustment as in Example 4 was performed and the concentration of ammonia was measured. The results are shown in Table 4.
Figure imgf000019_0001
As can be seen from Table 4, the mixture of hydrogenated dimer acid and lemon verbena-blended fragrance exhibited superior deodorization effects on ammonia odor, as compared to the mixture of lauryl methacrylate and lemon verbena-blended fragrance.
While the invention has been described in detail and with reference to specific embodiments thereof, it will be apparent to one skilled in the art that various changes and modifications can be made therein without departing from the spirit and scope thereof.
This application is based on Japanese Patent Application No. 2011-048207 filed on March 4, 2011, the entire subject matter of which is incorporated herein by reference. In addition, the subject matters of all documents cited in the specification are also incorporated here by reference.
Industrial Applicability
The oil-soluble deodorant composition of the present invention contains at least one of dimer acids and trimer acids as an active ingredient, and thus the composition exhibits excellent deodorization effects on odors of ammonia, amines such as trimethylamine and the like, as compared to conventional oil-soluble deodorant compositions.
In addition, the dimer acids contained in the oil-soluble deodorant composition of the present invention have a skeleton of dicarboxylic acid and the trimer acids therein have a skeleton of tricarboxylic acid. The dimer and trimer acids are readily dissolved in oil-soluble solvent such as hydrocarbon and are thus considerably useful.
Furthermore, dimer acids and trimer acids are liquid substances that are flowable in spite of their large molecular weights and the oil-soluble deodorant composition of the present invention is excellent in terms of handling.
In addition, since the oil-soluble deodorant composition of the present invention is free of an irritant odor or the like, it is highly safe and may be added to various products, thus being considerably useful.

Claims

1. An oil-soluble deodorant composition comprising at least one of a dimer acids and a trimer acids as an active ingredient.
2. The oil-soluble deodorant composition according to claim 1, wherein the dimer acids is at least one of a dimer acid and a hydrogenated dimer acid.
3. The oil-soluble deodorant composition according to claim 1 or 2, wherein the trimer acids is at least one of a trimer acid and a hydrogenated trimer acid.
4. The oil-soluble deodorant composition according to any one of claims 1 to 3, further comprising at least one of a fatty acid metal salt and an organic acid metal salt.
5. The oil-soluble deodorant composition according to claim 4, wherein the metal of the at least one of the fatty acid metal salt and the organic acid metal salt is one or more selected from the group consisting of sodium, potassium, calcium, copper, iron, zinc and magnesium.
6. The oil-soluble deodorant composition according to claim 4 or 5, wherein the fatty acid metal salt is zinc ricinoleate.
7. The oil-soluble deodorant composition according to any one of claims 1 to 6, wherein a total content of the dimer acids and trimer acids is 0.1% by weight or more.
8. A method for deodorizing ammonia odor or amine odor using at least one of a dimer acids and a trimer acids.
9. A method for deodorizing ammonia odor or amine odor, comprising applying at least one of a dimer acids and a trimer acids to a subject to be deodorized, or applying at least one of a dimer acids and a trimer acids near a subject to be deodorized.
PCT/JP2012/056044 2011-03-04 2012-03-02 Oil-soluble deodorant composition and method for deodorizing ammonia odor and amine odor WO2012121359A1 (en)

Priority Applications (4)

Application Number Priority Date Filing Date Title
EP12754338.7A EP2680890A4 (en) 2011-03-04 2012-03-02 Oil-soluble deodorant composition and method for deodorizing ammonia odor and amine odor
CN201280011319.3A CN103402554B (en) 2011-03-04 2012-03-02 The method of oil-soluble deodorant compositions and elimination ammonia odor and amine abnormal smells from the patient
US13/985,762 US20130323193A1 (en) 2011-03-04 2012-03-02 Oil-soluble deodorant composition and method for deodorizing ammonia odor and amine odor
KR1020137023307A KR20140047582A (en) 2011-03-04 2012-03-02 Oil-soluble deodorant composition and method for deodorizing ammonia odor and amine odor

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2011048207A JP5825806B2 (en) 2011-03-04 2011-03-04 Oil-soluble deodorant composition
JP2011-048207 2011-03-04

Publications (1)

Publication Number Publication Date
WO2012121359A1 true WO2012121359A1 (en) 2012-09-13

Family

ID=46798311

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/JP2012/056044 WO2012121359A1 (en) 2011-03-04 2012-03-02 Oil-soluble deodorant composition and method for deodorizing ammonia odor and amine odor

Country Status (6)

Country Link
US (1) US20130323193A1 (en)
EP (1) EP2680890A4 (en)
JP (1) JP5825806B2 (en)
KR (1) KR20140047582A (en)
CN (1) CN103402554B (en)
WO (1) WO2012121359A1 (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2015118254A1 (en) 2014-02-06 2015-08-13 Arkema France Odour-masked amine composition

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN106283625B (en) * 2016-08-10 2018-06-05 佛山科学技术学院 A kind of antibacterial and deodouring spray for textile
JP6640432B1 (en) * 2018-03-09 2020-02-05 アイレック株式会社 Cobalt soap, method for producing the same, and rubber belt produced using the cobalt soap
KR102355011B1 (en) * 2020-10-15 2022-02-07 (주)티셀환경소재연구소 Method for manufacturing Zinc ricinoleate particles using anodizing
KR102612839B1 (en) * 2021-02-25 2023-12-11 진태원 A method for manufacturing fragrances with high performance deodorizing power
US20230043567A1 (en) 2021-08-03 2023-02-09 Sharkninja Operating Llc Surface cleaning device with odor management
CN220144215U (en) * 2021-11-05 2023-12-08 尚科宁家运营有限公司 Surface cleaning device

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2002275020A (en) * 2001-03-22 2002-09-25 Nippon Fine Chem Co Ltd Oil agent, and cosmetic and external agent containing the same
JP2004277285A (en) * 2003-01-20 2004-10-07 Nippon Fine Chem Co Ltd Cosmetic and composition for producing cosmetic
JP2009533406A (en) * 2006-04-13 2009-09-17 クローダ インターナショナル パブリック リミティド カンパニー Oil phase structurant

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5846520A (en) * 1996-12-20 1998-12-08 Procter & Gamble Company Antiperspirant gel-solid stick compositions containing select fatty acid gellants
US6552160B2 (en) * 2001-05-14 2003-04-22 Arizona Chemical Company Ester-terminated poly(ester-amides) useful for formulating transparent gels in low polarity fluids
US7253249B2 (en) * 2003-04-22 2007-08-07 Arizona Chemical Company Ester-terminated poly(ester-amide) in personal care products
US8664292B2 (en) * 2004-05-27 2014-03-04 Croda International Plc Compositions and articles containing a cross-linked polymer matrix and an immobilized active liquid, as well as methods of making and using the same
GB0709781D0 (en) * 2007-05-22 2007-06-27 Unichema Chemie Bv Composition and method
US20100324220A1 (en) * 2008-02-04 2010-12-23 Teijin Limited Resin composition and molded article

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2002275020A (en) * 2001-03-22 2002-09-25 Nippon Fine Chem Co Ltd Oil agent, and cosmetic and external agent containing the same
JP2004277285A (en) * 2003-01-20 2004-10-07 Nippon Fine Chem Co Ltd Cosmetic and composition for producing cosmetic
JP2009533406A (en) * 2006-04-13 2009-09-17 クローダ インターナショナル パブリック リミティド カンパニー Oil phase structurant

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See also references of EP2680890A4 *

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2015118254A1 (en) 2014-02-06 2015-08-13 Arkema France Odour-masked amine composition
US10315982B2 (en) 2014-02-06 2019-06-11 Arkema France Odour-masked amine composition

Also Published As

Publication number Publication date
JP5825806B2 (en) 2015-12-02
KR20140047582A (en) 2014-04-22
US20130323193A1 (en) 2013-12-05
EP2680890A4 (en) 2014-08-27
CN103402554A (en) 2013-11-20
CN103402554B (en) 2016-03-09
JP2012183189A (en) 2012-09-27
EP2680890A1 (en) 2014-01-08

Similar Documents

Publication Publication Date Title
EP2680890A1 (en) Oil-soluble deodorant composition and method for deodorizing ammonia odor and amine odor
EP1345883B1 (en) Malodor counteractant compositions
US6528047B2 (en) Odor absorption and deodorization
US7288507B2 (en) Malodor counteractant compounds
CN101829346B (en) Air purifying agent
KR101723384B1 (en) Malodor control compositions having activated alkenes and methods thereof
CA2815504A1 (en) Water-based air freshener compositions, systems, and methods of use thereof
CA1329555C (en) Deodorants and the preparation and use thereof
CN108079354A (en) A kind of air purifying composition, its preparation method and application
WO2018094314A1 (en) Malodor counteractant composition and methods
JP6829207B2 (en) Aerosol type air freshener
JP5337384B2 (en) Deodorant composition and method
JP5241905B2 (en) Deodorant formulated with an efficacy enhancer for organic deodorant ingredients
JP2003321697A (en) Deodorizing perfume composition
JP2016202557A (en) Deodorant composition
JP5871746B2 (en) Odor generation inhibitor and use thereof
JP5405621B2 (en) Fragrance composition
JP6169851B2 (en) Oil-soluble deodorant composition
JP2006326278A (en) Enhancing agent for effectiveness of organic deodorant component and deodorizer blended with the same
JPH0479961A (en) Deodorant
RU2085216C1 (en) Air freshener (versions)
WO2021149566A1 (en) Deodorant composition
JPH11244364A (en) Deodorant
JP2003320003A (en) Deodorant comprising polycondensation material of adipic acid/dipropylene glycol (branch isomer mixture)
WO2020201809A1 (en) Deodorising composition

Legal Events

Date Code Title Description
WWE Wipo information: entry into national phase

Ref document number: 201280011319.3

Country of ref document: CN

121 Ep: the epo has been informed by wipo that ep was designated in this application

Ref document number: 12754338

Country of ref document: EP

Kind code of ref document: A1

WWE Wipo information: entry into national phase

Ref document number: 13985762

Country of ref document: US

WWE Wipo information: entry into national phase

Ref document number: 2012754338

Country of ref document: EP

ENP Entry into the national phase

Ref document number: 20137023307

Country of ref document: KR

Kind code of ref document: A

NENP Non-entry into the national phase

Ref country code: DE