JP2022024206A - Deodorant - Google Patents

Abstract

To provide a deodorant that reduces unpleasant feeling of odor related to a human body or a laundry that is complexed odor containing aldehyde-based odor component and/or an aliphatic acid-based odor component and/or diacetyl, furthermore, capable of imparting a more pleasant smell by combination use of an aldehyde perfume and having high storage stability.SOLUTION: A deodorant characterized by containing amino alkyl phenyl modified silicone as an effective component.SELECTED DRAWING: None

Description

The present invention relates to a deodorant technical agent suitably used for deodorizing an odor containing an aldehyde-based odor component and / or a fatty acid-based odor component and / or diacetyl.

In recent years, due to the growing tendency toward cleanliness, many people have become more sensitive to "odors in living spaces", and along with this, odors that were not previously noticed in daily life are also recognized as stinks. In many cases. Among them, to the bad odors related to the human body such as sweat odor, axillary odor, foot odor, aging odor, middle fat odor, scalp odor, nursing care odor, room drying odor, and laundry-related odor such as neglected laundry odor. The need for deodorant is increasing.

As odor components related to human body and laundry, aldehyde-based odor components such as trans-2-nonenal and trans-2-octenal, acetic acid, butyric acid, isobutyric acid, isovaleric acid, hexaneic acid, 3 -Fatty acid-based odorous components such as methyl-2-hexenoic acid and diacetyl are known.
As deodorants for these malodors, a method of deodorizing nonenal using an extract from the root and rhizome of Waremokou as an active ingredient (Patent Document 1) and a method of deodorizing a sweat odor using a matsutake extract as an active ingredient. (Patent Document 2) is disclosed.
However, the extracts from the roots and rhizomes of Sanguisorba officinalis have a deodorizing effect only on nonenal. Since the bad odor related to the human body and the bad odor related to laundry are composed not only of nonenal but also of multiple odor components, even if only nonenal is deodorized, fatty acid-based odor components still remain, which is sufficient. Deodorization satisfaction cannot be obtained. In addition, since the matsutake extract itself has a peculiar odor, it may increase the unpleasant odor.
On the other hand, the blended fragrance is highly useful not only in reducing the unpleasant odor but also in changing the bad odor into a comfortable odor, and can be expected to have a sensory deodorizing effect. (Patent Document 3)
However, when a deodorant that can chemically deodorize odorous components and a compounded fragrance are used in combination, the compounded fragrance also reacts with the deodorant at the same time, and the deodorant product may change odor or discolor. It was difficult to provide products with high storage stability.

Japanese Patent Application Laid-Open No. 2011-183019 Japanese Patent Laid-Open No. 2004-018518 Public Relations Japanese Patent Application Laid-Open No. 2001-303090

The present invention reduces the unpleasant odor associated with the human body and laundry, which is a complex odor containing an aldehyde-based odor component and / or a fatty acid-based odor component and / or diacetyl, and further, by using in combination with an aldehyde fragrance. It is an object of the present invention to provide a deodorant having high storage stability that can impart a more comfortable odor.

As a result of diligent studies to solve the above problems, it was found that aminoalkylphenyl-modified silicone has an excellent deodorizing effect on aldehyde-based odor components, fatty acid-based odor components, diacetyl, and bad odors related to the human body and laundry. .. Furthermore, they have found an aldehyde fragrance component that has high storage stability of the product and does not cause discoloration or odor when used in combination with aminoalkylphenyl-modified silicone, and completed the present invention.

That is, the present invention relates to the following [1] to [6].
[1] A deodorant containing aminoalkylphenyl-modified silicone as an active ingredient.
[2] The deodorant according to [1], wherein the aminoalkylphenyl-modified silicone is aminopropylphenyltrimethicone of the following formula (1).

（式中ｎは、平均重合度を表す。）
［３］ジメチルテトラヒドロベンズアルデヒド、イソシクロシトラール、ヘリオトロピン、アニスアルデヒド、ジヒドロファルネサール、アミルシンナミックアルデヒド、ヘキシルシンナミックアルデヒド、２，６－ジメチル－５－ヘプテナール、ｐ－ｔｅｒｔ－ブチル－α－メチルヒドロシンナミックアルデヒド、３－（３，４－メチレンジオキシフェニル）－２－メチルプロパナール、トリメチルヘキサナール、シクラメンアルデヒド、ヒドロキシシトロネラールから選ばれる１種以上の化合物を含有する［１］または［２］に記載の消臭剤。
［４］［１］～［３］のいずれかに記載の消臭剤を用いる体臭、汗臭、腋臭、加齢臭、ミドル脂臭、頭皮臭、足臭、部屋干し臭、タバコ臭、室内臭気、介護関連臭気の消臭方法。
［５］［１］～［３］のいずれかに記載の消臭剤を用いる脂肪酸、アルデヒド、ジアセチルに起因する悪臭の消臭方法。
［６］ ［１］～［３］のいずれかに記載の消臭剤を含有することを特徴とする消費者製品。

(N in the formula represents the average degree of polymerization.)
[3] Dimethyltetrahydrobenzaldehyde, isocyclocitral, heliotropin, anisaldehyde, dihydrofarnesal, amylcinnamic aldehyde, hexylcinnamic aldehyde, 2,6-dimethyl-5-heptenal, p-tert-butyl-α- Contains one or more compounds selected from methylhydrocinnamic aldehyde, 3- (3,4-methylenedioxyphenyl) -2-methylpropanol, trimethylhexanal, cyclamenaldehyde, hydroxycitronellal [1] or The deodorant according to [2].
[4] Body odor, sweat odor, axillary odor, aging odor, middle fat odor, scalp odor, foot odor, room drying odor, tobacco odor, indoor odor using the deodorant according to any one of [1] to [3]. How to deodorize odors and nursing-related odors.
[5] A method for deodorizing a malodor caused by fatty acids, aldehydes, and diacetyl using the deodorant according to any one of [1] to [3].
[6] A consumer product comprising the deodorant according to any one of [1] to [3].

The deodorant of the present invention can reduce the unpleasant odor associated with the human body and laundry. Further, by using in combination with an aldehyde fragrance having high stability against aminoalkylphenyl-modified silicone, it is possible to provide a deodorant having a more excellent deodorizing effect.

Hereinafter, the present invention will be described in detail.

The aminoalkylphenyl-modified silicone used in the present invention is not particularly limited, but aminopropylphenyltrimethicone is preferably used.

Aminopropylphenyltrimethicone can be represented by the following formula (1).

（式中ｎは、平均重合度を表す。）
アミノプロピルフェニルトリメチコンは、市販のものを用いてもよく、公知の製造方法によって入手したものを用いてもよい。例えば、シリコーンオイルの状態で２５℃における動粘度が１，２００～１０，０００ｍｍ^２／ｓであるものが好ましく、１，０００～５，０００ｍｍ^２／ｓであるものがより好ましく、８００～３，０００ｍｍ^２／ｓであるものが特に好ましい。２５℃における動粘度は、オストワルド型粘度計で求めることができる。

(N in the formula represents the average degree of polymerization.)
As the aminopropylphenyltrimethicone, a commercially available product may be used, or a product obtained by a known production method may be used. For example, in the state of silicone oil, the kinematic viscosity at 25 ° C. is preferably 1,200 to 10,000 mm ² / s, more preferably 1,000 to 5,000 mm ² / s, and 800 to 3, The one having 000 mm ² / s is particularly preferable. The kinematic viscosity at 25 ° C. can be determined by an Ostwald type viscometer.

The amino equivalent is, for example, preferably 150 to 25,000 g / mol, more preferably 200 to 20,000 g / mol, and particularly preferably 250 to 18,000 g / mol. The amino equivalent is determined by dividing the weight average molecular weight of aminopropylphenyltrimethicone by the number of nitrogen atoms contained in aminopropylphenyltrimethicone.

Further, the average degree of polymerization n is preferably, for example, 1 to 300, more preferably 1 to 150, and particularly preferably 1 to 125.

As such an aminopropylphenyl trimethylone, 2-2078 Fluid (manufactured by Toray Dow Corning Silicone Co., Ltd.) is commercially available and can be used as the aminopropyl phenyl trimethylone of the present invention.
The content of the aminoalkylphenyl-modified silicone in the deodorant of the present invention is not strictly limited, but is preferably 0.01 to 100% by mass, more preferably 0.1 to 100% by mass, and 1 to 1 to 100% by mass. 100% by mass is particularly preferable.
In the present invention, the aminoalkylphenyl-modified silicone is an aldehyde fragrance component such as dimethyltetrahydrobenzaldehyde, isocyclocitral, heliotropin, anisaldehyde, dihydrofarnesal, amilcinnamic aldehyde, hexylcinnamic aldehyde, 2,6-dimethyl-5. -Heptenal, p-tert-butyl-α-methylhydrocinnamic aldehyde, 3- (3,4-methylenedioxyphenyl) -2-methylpropanol, trimethylhexanal, cyclamenaldehyde, hydroxycitroneral 1 Species or a combination of two or more can be used. It can also be mixed with other fragrance components used for flavoring purposes and used in the form of a blended fragrance.

Dimethyltetrahydrobenzaldehyde, isocyclocitral, heliotropin, anisaldehyde, dihydrofarnesal, amylcinnamic aldehyde, hexylcinnamic aldehyde, 2,6-dimethyl-5-heptenal, p-tert-butyl-α-methylhydrocin Namicaldehyde, 3- (3,4-methylenedioxyphenyl) -2-methylpropanol, trimethylhexanal, cyclamenaldehyde, and hydroxycitronellal are compounded as auxiliary components in the deodorant of the present invention, and aminoalkylphenyl. The deodorizing effect of the modified silicone can be further enhanced.

Aminoalkylphenyl-modified silicone and dimethyltetrahydrobenzaldehyde, isocyclocitral, heliotropin, anisaldehyde, dihydrofarnesal, amylcinnamic aldehyde, hexylcinnamic aldehyde, 2,6-dimethyl-5-heptenal, p-tert-butyl The combination and ratio of -α-methylhydrocinnamic aldehyde, 3- (3,4-methylenedioxyphenyl) -2-methylpropanol, trimethylhexanal, cyclamenaldehyde and hydroxycitroneral are the type and intensity of malodor. Dimethyltetrahydrobenzaldehyde, isocyclocitral, heliotropin, anisaldehyde, dihydrofarnesal, amylcinnamic aldehyde, hexyl in the deodorant when blended with the deodorant, but not particularly limited. Synnamic aldehyde, 2,6-dimethyl-5-heptenal, p-tert-butyl-α-methylhydrocinnamic aldehyde, 3- (3,4-methylenedioxyphenyl) -2-methylpropanol, trimethylhexanal, The total blending amount of cyclamenaldehyde and hydroxycitronellal is preferably 0.001 to 95% by mass, more preferably 0.01 to 85% by mass, and particularly preferably 0.1 to 75% by mass.

Examples of the odorous components targeted by the aminoalkylphenyl-modified silicone of the present invention include formaldehyde, acetaldehyde, propionaldehyde, normal butyl aldehyde, isobutyl aldehyde, normal barrel aldehyde, isobarrel aldehyde, hexanal, heptanal, octanal, nonanal, and decanal. , Nonenal, Octenal, Achlorine and other aldehyde-based odorous components, acetic acid, propionic acid, normal butyric acid, isobutyric acid, normal valeric acid, isovaleric acid, hexanoic acid, heptanic acid, octanoic acid, 2-methylbutyric acid, 4-methylpentane Acids, 4-methyl-3pentenoic acid, 4-methylhexenoic acid, 4-methyl-3-hexenoic acid, 3-methyl-2-hexenoic acid, 2-ethylhexenoic acid and other fatty acid-based odorous components, diacetyl, etc. Be done.

Furthermore, the target malodors include, for example, body odor, sweat odor, axillary odor, foot odor, scalp odor, middle fat odor, aging odor, and other human-related odors, room drying odor, laundry odor, and clothing. Clothes-related odors such as odors adhering to, nursing-related odors, tobacco odors, toilet odors, entrance odors, indoor odors, bedroom odors, clog box odors, garbage odors, bathroom odors, curtains, bedding, and other fibers. Adhesive odors, refrigerator odors, air conditioner odors, diaper odors, pet-related odors, etc. can be mentioned.
The aminoalkylphenyl-modified silicone of the present invention can be used alone or in combination of two or more as a deodorant.

The deodorant of the present invention may optionally include a cleaning agent, an antibacterial agent, an antifungal agent, a deodorant, a natural essential oil, a fragrance, an aromatic material, a cooling sensation agent, a warming agent, a rust preventive agent, and a defoaming agent. pH adjusters, water, solvents, propellants, surfactants, insecticides, repellents, fungicides, water repellents, degrading enzymes, antistatic agents, pigments, UV absorbers, preservatives, chelating agents, antioxidants , Thickener, gelling agent, water-absorbent resin, activated charcoal, silica, porous substance, resin, paper, felt, higher alcohol, inorganic salt, etc. It can be formulated and used.

Examples of the compounding components include alkylamine oxides, alkylamines, alkylpolyglycosides, naphthalenesulfonic acid formalin condensates, hydrolyzed collagen peptide salts, acylmethyltaurates, N-acylamino acid salts, alkyl sulfates, and ethercarboxylic acids. Cleaning agents for salts, ether sulfonates, alkyltrimethylammonium chloride, dialkyltrimethylammonium chloride, alkylamine salts, alkylamide propylaminooxides, alkylbetaines, betaines acetate, fatty acid soaps, etc .; 4-chloro-3,5-xylenol, Isopropylmethylphenol, timol, hinokithiol, phenolic compounds, polyphenols, catechins, tannins, natural products containing these, natural products containing derivatives of these, 2- (4'-thiazolyl) -benzoimidazole, benzalco chloride Antibacterial agents such as nium, benzethonium chloride, cetylpyridinium chloride, triclosan, silver ion, stabilized chlorine dioxide, antifungal agents; laurylmethacrylate, geranylcrotonate, acetophenone myristate, glioxal, avietinic acid, flavonoids, polyphenols, plant extracts. Deodorants such as amphoteric surfactants, zinc lysinolates, amino acids, hydroxyamines, iron, silver, copper, metal salts containing zinc; lemon oil, orange oil, lime oil, bergamot oil, lavandine oil, lavender oil, Natural essential oils such as geranium oil, rose oil and sandalwood oil; hydrocarbons such as α-pinene, β-pinene, limonene, p-cymen and tuyon, aliphatic alcohols such as octanol and p-tert-butylcyclohexanol. , Mentor, citronellol and geraniol and other terpene alcohols, benzyl alcohol and phenylethyl alcohol and other aromatic alcohols, aliphatic aldehydes, terpene aldehydes, aromatic aldehydes, acetals, chain ketones, damascon , Β-Yonone (ionone) and methylyonone and other cyclic ketones, carboxylic, menton, isomenton and camphor and other terpene-based ketones, acetophenone and raspberry ketone and other aromatic ketones, dibenzyl ether and other ethers, linalol oxide. And oxides such as rose oxide, musk compounds such as cyclopentadecanolide and cyclohexadecanolide, γ-nonalactone, γ-un Fragrances such as lactones such as decalactone and coumarin, aliphatic esters such as acetic acid ester and propionic acid ester, aromatic esters such as benzoic acid ester and phenylacetic acid ester; Core shell type, powdered fragrance or fragrance capsule such as matrix type using ester or processed starch; fragrance impregnated body impregnated with fragrance in inorganic porous material such as silica gel or calcium silicate or organic porous material such as cellulose; α -Aroma clathrate in which a fragrance is encapsulated in cyclodextrin, β-cyclodextrin, γ-cyclodextrin, hydroxypropylated β-cyclodextrin, highly branched cyclic dextrin, etc .; a silicate ester capable of releasing a fragrance component. Known fragrance precursors such as compounds, fatty acid ester compounds, acetal compounds, hemiacetal compounds, shift-based compounds, hemiaminol compounds or hydrazone compounds, fragrance materials such as proffragrances, fragrance precursors and propafumes; trisodium citrate, ammonium citrate. Anti-rusting agents such as sodium nitrite, ammonium benzoate, ammonium nitrite; antifoaming agents such as silicone; pH adjustment of citric acid, sodium monohydrogen phosphate, sodium dihydrogen phosphate, potassium monohydrogen phosphate, potassium dihydrogen phosphate, etc. Agents; water, ethyl alcohol, propyl alcohol, isopropyl alcohol, butyl alcohol, modified alcohol, ethylene glycol, propylene glycol, dipropylene glycol, butylene glycol, pentylene glycol, hexylene glycol, polyethylene glycol, diethyl phthalate, isopropyl myristate, Rosin ester derivatives such as triethylcitrate, benzylbenzoate, glycerin, triacetin, benzyl alcohol, paraffin, isoparaffin, harcholine, 3-methoxy-3-methyl-1-butanol, ethylcarbitol (diethyleneglycolmonoethyl ether), ethylene glycol Monomethyl ether, propylene glycol monomethyl ether, ethylene glycol monoethyl ether, dipropylene glycol monomethyl ether, tripropylene glycol methyl ether, dipropylene glycol dimethyl ether, dipropylene glycol propyl ether, dipropylene glycol methyl ether acetate, dipropylene glycol Glycol ethers such as colbutyl ether, terpene resins such as pinene polymers, solvents such as silicones such as cyclic silicones; liquefied petroleum gas such as propane, n-butane, isobutane, dimethyl ether, CFC (Chloro FluoroCarbon), HCFC ( Lubricants such as fluorocarbons such as Hydrocarbon (HydroFluoroCarbon) and HFC (HydroFluoroCarbon), propellants such as nitrogen, carbon dioxide, compressed air, compressed gas such as nitrogen peroxide; polyoxyethylene alkyl ether, polyoxyethylene, etc. Examples thereof include surfactants such as polyoxypropylene copolymers, polyoxyethylene cured castor oil, and sorbitan fatty acid esters.

Examples of the formulated deodorant of the present invention include deodorant mist, deodorant spray, liquid deodorant, gel deodorant, solid deodorant, cream deodorant, sheet deodorant, and granular deodorant. Deodorant, bead deodorant, powder deodorant, smoke deodorant, plastic molded deodorant, processed fiber deodorant, paper deodorant, toilet odor deodorant, urine odor deodorant Deodorant for body odor, deodorant for sweat odor, deodorant for foot odor, deodorant for scalp odor, deodorant for aging odor, deodorant for nursing care, deodorant for food waste odor Agents, textile deodorants, dry odor deodorants, laundry care deodorants, clog box deodorants, shoe deodorants, entrance deodorants, indoor deodorants, bedroom deodorants Deodorant for cars, deodorant for hospitals, deodorant for drainage outlet, deodorant for pets, deodorant for omelets, deodorant for tons, deodorant for kitchen, deodorant for refrigerator Examples include agents. It can also be used for deodorizing or deodorizing factories, industrial waste liquids, air purifiers, air conditioners, deodorizers, filters for blowers / exhausters, sewage treatment plants, livestock houses and dust treatment plants. can.

The deodorant of the present invention can be applied to consumer products such as air fresheners, clothing products, hair products, cosmetics, hygiene products, textile products, plastic molded products, insecticides, insect repellents, dehumidifiers, paints or cleaning agents. Can be used.

Examples of aromatic products include liquid air fresheners, gel air fresheners, powder air fresheners, impregnated air fresheners, bead air fresheners, paper air fresheners, permeable film air fresheners, and plug-type air fresheners having a deodorizing function. Agents, fan-type air fresheners, ultrasonic air fresheners, water-absorbing polymer air fresheners, mist-like air fresheners, aerosol-like air fresheners, heat-evaporation air fresheners, incense sticks, candles, lead diffusers, plastic molded air fresheners, insect-proof air fresheners, etc. Can be mentioned.

Examples of clothing products include clothing mists, clothing sprays, clothing detergents, clothing softeners, wrinkle removing agents, and the like, which have a deodorizing function.

Examples of hair products include shampoos, conditioners, conditioners, treatments, hair tonics, hair styling agents, hair dyes, perms, hair restorers, hair lotions, hair sprays, etc., which have a deodorizing function.

Examples of cosmetics include cosmetics, milky lotions, creams, soaps, liquid soaps, facial cleansers, sunscreens, antiperspirants, bath salts, lipsticks, foundations and the like, which have a deodorizing function.

Examples of hygienic products include paper diapers, sanitary products, wet tissues, tissue paper, toilet paper, masks, etc., which have a deodorizing function.

Textile products include, for example, underwear, pants, shirts, underwear, sports clothing, stockings, socks, duvets, duvet covers, pillowcases, bedding, blankets, curtains, carpets, sofas, mattresses, etc. Examples include car seats, air filters, nursing clothing, socks, shoes, hats, gloves and the like. The fibers used as raw materials for these products may be either natural fibers or synthetic fibers, or may be short fibers, long fibers, composite fibers having a core-sheath structure, or the like. Examples of natural fibers include cotton, silk, linen, wool, palm, cashmere, and the like, and examples of synthetic fibers include rayon, cupra, viscose, polyamide, polyester, nylon, polyacrylic nitrile, polypropylene, polyurethane, polystyrene, and polyethylene. , Polyvinylidene, regenerated cellulose and the like. Further, two or more kinds of these fibers may be combined (blended, mixed, crossed, cross-knitted).

Examples of plastic products include refrigerators, washing machines, vacuum cleaners, futon dryers, trash cans, drains, portable toilets, plastic household products, plastic nursing care products, plastic sports products, and plastic products that have a deodorizing function. Examples include toilet products, plastic fragrance products, plastic deodorant products, plastic insect repellent products, filters, films, plastic car supplies, and the like. The plastic used for processing the plastic product is not particularly limited, and may be either a synthetic or natural polymer compound. The polymer compound is not limited in the type of short molecule, the polymerization method, the degree of polymerization and the molding processing method. Therefore, for example, in terms of the degree of polymerization, it includes from a high degree of polymerization to an oligomer. Further, any kind of thermoplastic resin, thermosetting resin and rubber may be used. Examples of the thermoplastic resin include polyvinyl chloride, polyvinyl chloride copolymer, polyethylene, chlorinated polyethylene, ethylene-vinyl acetate copolymer, ethylene-vinyl chloride copolymer, and ethylene-ethyl acrylate copolymer. Polypropylene, chlorinated polypropylene, propylene-vinyl chloride copolymer, polyisobutylene, polystyrene resin, polyvinylidene chloride, polyvinyl acetate, nylon resin, polyethylene terephthalate, polybutylene terephthalate, polymethylmethacrylate, polystyrene block copolymer, Polystyrene-poly (ethylene / butylene) block copolymer, polystyrene-poly (ethylene / propylene) -polystyrene block copolymer, polystyrene-poly (ethylene / butylene) -polystyrene block copolymer, polystyrene-poly (ethylene-ethylene) / Propropylene) -polystyrene block copolymer and the like can be mentioned. Examples of the thermosetting resin include epoxy resin, unsaturated polyester resin, phenol resin, urea-melamine resin, polyurethane resin, silicone resin, polyamide resin, polyacetal resin, polycarbonate resin and the like. Examples of the rubber include natural rubber, isoprene rubber, butadiene rubber, styrene-butadiene rubber, butyl rubber, chlorinated butyl rubber, ethylene / propylene rubber, chloroprene rubber, acrylic nitrile-butadiene rubber and the like. The plastic can be molded into a desired shape by a known molding method. Examples of the molding apparatus include a T-die molding apparatus, an inflation molding apparatus, an injection molding apparatus, a compression molding apparatus, a calendar molding apparatus, a blow molding apparatus, an extrusion molding apparatus, a 3D printer and the like. The plastic product is not particularly limited in its shape and the like, and can be molded into any shape and any use.

Examples of the cleaning agent include a toilet cleaning agent, a toilet toilet cleaning agent, a glass cleaning agent, a kitchen detergent, a washing machine cleaning agent, a drain cleaning agent, and a bath cleaning agent, which have a deodorizing function. Examples include floor cleaners, shoe cleaners, and tooth cleaners.

The amount of the aminoalkylphenyl-modified silicone of the present invention to be blended into each product is not strictly limited and can be varied depending on the intended use. The blending amount of the aminoalkylphenyl-modified silicone in each product is preferably 0.0001 to 30% by mass, more preferably 0.001 to 10% by mass, and 0.01 to 5% by mass. It is particularly preferable to have.

Hereinafter, the present invention will be specifically described with reference to examples, but the present invention is not limited thereto, and various changes and modifications are made without departing from the scope of the present invention. May be good.

(Example 1 and Comparative Examples 1 to 3) Deodorization test for fatty acid odorous components 20 mL of modified silicone 10% by mass triethylcitrate solution 100 mg and caproic acid 0.2% by mass triethylcitrate solution 10 mg (“modified silicone solution”) After mixing and sealing in a vial, the peak area of caproic acid was obtained by performing GC / MS analysis on the headspace component. A triethylcitrate solution containing no modified silicone was used as a control, and the peak area in the control was obtained by the same method.
(GC / MS measurement conditions)
Measuring equipment: 7890GC / 5975MSD (manufactured by Agilent Technologies)
Column: BC-WAX 50m x 0.25mm I. D.
Temperature rise: 70 ° C → 220 ° C, 4 ° C / min Split ratio: spiritless

The deodorizing rate for hexane acid was calculated from the peak area of the obtained modified silicone solution and the peak area of the control using the following (calculation formula 1). The results are shown in Table 1.
Deodorant rate (%) = ([Control] peak area- [modified silicone solution] peak area) / [control] peak area x 100 ... (Calculation formula 1)

From the results in Table 1, the modified silicones of Comparative Examples 1 to 3 have a low deodorizing rate for caproic acid, but the aminopropylphenyltrimethicone of the present invention has an extremely high deodorizing rate for caproic acid, and the deodorizing rate for fatty acid odor components is extremely high. It was confirmed that it has an excellent deodorizing effect.

(Example 2, Comparative Examples 4 to 6) Deodorization test for aldehyde odorous components Aminopropylphenyltrimethicone, plant extract, green tea extract and amphoteric tenside 10% by mass each of triethylcitrate solution 100 mg and trans-2-octenal 10 mg of 0.2 mass% triethylcitrate solution (“aminopropylphenyltrimethicone, plant extract, green tea extract or amphoteric surfactant solution”) is placed in a 20 mL vial, mixed and sealed, and then the headspace component is analyzed by GC / MS. The peak area of hexane acid was obtained. A triethylcitrate solution containing no aminopropylphenyltrimethicone, plant extract, green tea extract and amphoteric tenside was used as a control, and the peak area in the control was obtained by the same method. The GC / MS measurement conditions are the same as in the deodorization test for the fatty acid odor component of Example 1 described above.

The deodorization rate for trans-2-octenal is calculated from the peak area of the obtained aminopropylphenyltrimethicone, plant extract, green tea extract and amphoteric surfactant solution and the peak area of the control using (Calculation 1). did. However, the peak area of [modified silicone solution] in Calculation Formula 1 shall be read as the peak area of [aminopropylphenyltrimethicone, plant extract, green tea extract or amphoteric surfactant solution]. The results are shown in Table 2.

From the results in Table 2, the commercially available deodorants of Comparative Examples 4 to 6, such as plant extract, green tea extract and amphoteric surfactant, had no deodorizing effect on trans-2-octenal, but the aminopropylphenyltri of the present invention was found. It was confirmed that methicone has an extremely high deodorizing rate for trans-2-octenal and has an excellent deodorizing effect for aldehyde odor components.

(Examples 3 to 6) Deodorization test for aging odor, indoor odor, tobacco odor, middle fat odor Aminopropylphenyltrimethicone 10% by mass triethylcitrate solution 100mg and odor component 0.1% by mass triethylcitrate solution 10mg ("Aminopropylphenyltrimethicone solution") was placed in a 20 mL vial, mixed and sealed, and then the headspace component was subjected to GC / MS analysis to obtain the peak area of hexanoic acid. A triethylcitrate solution containing no aminopropylphenyltrimethicone was used as a control, and the peak area in the control was obtained by the same method. The GC / MS measurement conditions are the same as in the deodorization test for the fatty acid odor component of Example 1 described above.

Odor component Example 3 Trans-2-nonenal ... Aging odor component Example 4 Octanal ... Indoor odor component Example 5 Acetaldehyde ... Tobacco odor component Example 6 Diacetyl ... -The deodorization rate for the middle fat odor component trans-2-octanal was calculated from the peak area of the obtained aminopropylphenyltrimethicone solution and the peak area of the control (Calculation Formula 1). However, the peak area of the [modified silicone solution] in the calculation formula 1 shall be read as the peak area of the [aminopropylphenyltrimethicone solution]. The results are shown in Table 3.

From the results in Table 3, it was confirmed that the aminopropylphenyltrimethicone of the present invention has an excellent deodorizing effect on the odor of aging, the odor of the room, the odor of tobacco and the odor of middle fat.

(Example 7)
Deodorant stick air fresheners were prepared according to the formulation shown in Table 4.

(Examples 8 to 20) Stability test of aldehyde fragrance against aminophenyltrimethicone (test method)
The deodorant stick fragrance obtained in Example 7 was placed in a wide-mouthed bottle, sealed, and stored in a constant temperature bath at 40 ° C. and −5 ° C. for 2 weeks. Two weeks later, five specialist panelists sniffed the wide-mouthed bottles stored at 40 ° C and −5 ° C, and sensually evaluated the stability of the odor according to the evaluation criteria. The evaluation score was obtained by averaging the evaluation values of specialized panelists. The results are shown in Table 5.
(Stability evaluation criteria)
1: Significantly changing 2: Changing 3: Slightly changing 4: Very slightly changing 5: No change

From the results in Table 5, the aldehyde fragrances of the present invention, dimethyltetrahydrobenzaldehyde, isocyclocitral, heliotropin, anisaldehyde, dihydrofarnesal, amilcinnamic aldehyde, hexylcinnamic aldehyde, 2,6-dimethyl-5. Heptenal, p-tert-butyl-α-methylhydrocinnamic aldehyde, 3- (3,4-methylenedioxyphenyl) -2-methylpropanol, trimethylhexanal, cyclamenaldehyde, hydroxycitronalal is aminopropylphenyltri It was confirmed that the stability of the odor was not impaired even when used in combination with methicone.

(Example 21)
A deodorant mist was prepared according to the formulation shown in Table 6.

(Example 22, Comparative Example 7) Deodorization test of foot odor with deodorant mist (test method)
I wore washed synthetic socks on both feet. After wearing for 15 hours, 0.6 g of the deodorant mist obtained in Example 21 was sprayed on the socks worn on the right foot. Five expert panelists sensually evaluated the odor of socks worn on the right foot after spraying with deodorant mist, the odor of socks worn on the unsprayed left foot, and the pleasantness and discomfort of the odor according to the evaluation criteria. The evaluation score was obtained by averaging the evaluation values of specialized panelists. The results are shown in Table 7.
(Pleasure / discomfort evaluation criteria)
+4: Extremely pleasant +3: Very pleasant +2: Pleasant +1: Slightly pleasant 0: Neither pleasant nor unpleasant-1: Somewhat unpleasant -2: Unpleasant -3: Very unpleasant -4: Extremely unpleasant

From the results in Table 7, the odor of the socks prepared in Example 21 and sprayed with the deodorant mist was considerably reduced from the unpleasant odor as compared with the case where the deodorant mist was not sprayed. Therefore, it was confirmed that the aminopropylphenyltrimethicone of the present invention has an excellent deodorizing effect on foot odor.

(Example 23) Perfume composition A perfume composition was prepared according to the formulation shown in Table 8.

The fragrance composition containing the aldehyde fragrance of the present invention prepared in Table 8 had a floral scent.

(Examples 24 to 25)
A deodorant spray was prepared according to the formulation shown in Table 9.

(Examples 26 to 27, Comparative Example 8) Deodorization test of sweat odor by deodorant spray (test method)
A sweaty shirt was made by wearing a washed cotton shirt and exercising vigorously. The shirt was placed in a plastic bag and left to be sealed at room temperature for 12 hours. A shirt that emits a sweaty odor was taken out of the plastic bag, and the degree of comfort and discomfort was sensually evaluated (Comparative Example 8). Further, 1 g of the deodorant spray obtained in Example 24 was sprayed on the right side portion of the shirt emitting the sweat odor, and 1 g of the deodorant spray obtained in Example 25 was sprayed on the left side portion (Examples 26 to 27). Five professional panelists evaluated the pleasantness and discomfort of the shirt odor sensually according to the evaluation criteria. As the evaluation criteria, the evaluation criteria of Example 22 were used. The evaluation score was obtained by averaging the evaluation values of specialized panelists. The results are shown in Table 10.

From the results in Table 10, the sweat odor of the shirt sprayed with the deodorant spray adjusted in Examples 24 and 25 was considerably reduced in unpleasant odor as compared with the case where it was not sprayed. Therefore, it was confirmed that the aminopropylphenyltrimethicone of the present invention has an excellent deodorizing effect on sweat odor. Further, the sweat odor of the shirt sprayed with the deodorant spray adjusted in Example 25 is further reduced in discomfort and emits a pleasant scent as compared with the case of spraying the deodorant spray adjusted in Example 24. rice field. From the above, it was confirmed that a better deodorizing effect on sweat odor can be obtained by using aminopropylphenyltrimethicone and the aldehyde fragrance of the present invention in combination.

(Examples 28 to 30)
A deodorant spray was prepared according to the formulation shown in Table 11.

(Examples 31 to 33, Comparative Example 9) Deodorization test of sweat odor by deodorant spray (test method)
A sweaty shirt was made by wearing a washed cotton shirt and exercising vigorously. The shirt was placed in a plastic bag and left to be sealed at room temperature for 12 hours. A shirt that emits a sweaty odor was taken out of the plastic bag, and the degree of comfort and discomfort was sensually evaluated (Comparative Example 9). In addition, the sweaty shirt was cut into small pieces. 0.5 g of each of the deodorant sprays obtained in Examples 28 to 30 was sprayed on the cut shirt pieces, and the pleasantness and discomfort were sensually evaluated (Examples 31 to 33). The evaluation was performed by five specialized panelists, and the evaluation criteria of Example 22 were used as the evaluation criteria. The evaluation score was obtained by averaging the evaluation values of specialized panelists. The results are shown in Table 12.

From the results in Table 12, the sweat odor of the shirt sprayed with the deodorant spray adjusted in Examples 28 to 30 was considerably reduced from the unpleasant odor as compared with the case without spraying. Therefore, it was confirmed that the combined use of the aminopropylphenyltrimethicone of the present invention and the aldehyde fragrance of the present invention provides an excellent deodorizing effect on sweat odor.

(Example 34) Example of application to liquid fragrance deodorant A liquid fragrance deodorant was prepared according to the formulation shown in Table 13.

(Example 35) Example of application to gel fragrance deodorant A gel fragrance deodorant was prepared according to the formulation shown in Table 14.

(Example 36) Example of application to EVA bead fragrance deodorant An EVA bead fragrance deodorant was prepared according to the formulation shown in Table 15.

(Examples 37 to 38) Examples of application to deodorant liquid detergent A deodorant liquid detergent was prepared according to the formulation shown in Table 16.

(Examples 39 to 40) Examples of application to deodorant softeners Deodorant softeners were prepared according to the formulations shown in Table 17.

(Examples 41 to 42) Examples of application to deodorant shampoo A deodorant shampoo was prepared according to the formulation shown in Table 18.

(Examples 43 to 44) Examples of application to deodorant conditioner A deodorant conditioner was prepared according to the formulation shown in Table 19.

Claims (6)

A deodorant characterized by containing aminoalkylphenyl-modified silicone as an active ingredient. The deodorant according to claim 1, wherein the aminoalkylphenyl-modified silicone is aminopropylphenyltrimethicone of the following formula (1).

(N in the formula represents the average degree of polymerization.) Dimethyltetrahydrobenzaldehyde, isocyclocitral, heliotropin, anisaldehyde, dihydrofarnesal, amylcinnamic aldehyde, hexylcinnamic aldehyde, 2,6-dimethyl-5-heptenal, p-tert-butyl-α-methylhydrocin The invention according to claim 1 or 2, which contains one or more compounds selected from namic aldehyde, 3- (3,4-methylenedioxyphenyl) -2-methylpropanol, trimethylhexanal, cyclamenaldehyde, and hydroxycitroneral. Deodorant. Body odor, sweat odor, axillary odor, aging odor, middle fat odor, scalp odor, foot odor, room drying odor, tobacco odor, indoor odor, nursing-related odor using the deodorant according to any one of claims 1 to 3. Deodorant method. A method for deodorizing a malodor caused by a fatty acid, an aldehyde, or diacetyl using the deodorant according to any one of claims 1 to 3. A consumer product comprising the deodorant according to any one of claims 1 to 3.