WO2022024883A1 - Fragrance composition - Google Patents

Fragrance composition Download PDF

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Publication number
WO2022024883A1
WO2022024883A1 PCT/JP2021/027176 JP2021027176W WO2022024883A1 WO 2022024883 A1 WO2022024883 A1 WO 2022024883A1 JP 2021027176 W JP2021027176 W JP 2021027176W WO 2022024883 A1 WO2022024883 A1 WO 2022024883A1
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WO
WIPO (PCT)
Prior art keywords
fragrance
ultraviolet absorber
oil
colorant
fragrance composition
Prior art date
Application number
PCT/JP2021/027176
Other languages
French (fr)
Japanese (ja)
Inventor
真衣 中井
良太 浅野
Original Assignee
小林製薬株式会社
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Publication of WO2022024883A1 publication Critical patent/WO2022024883A1/en

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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
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
    • C09B67/006—Preparation of organic pigments
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K3/00—Materials not provided for elsewhere
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
    • C11B9/00—Essential oils; Perfumes

Definitions

  • the present invention relates to an fragrance composition containing a colorant and suppressing fading of the colorant due to light exposure.
  • Aroma composition containing fragrance is widely used in order to disperse fragrance in a room or the like to create a comfortable space. Further, various colorants are added to the fragrance composition to give a vivid color tone, and the device is devised to satisfy the taste of consumers.
  • the fragrance composition is used by filling it in a container having a transparent part so that the color tone and the remaining amount during use can be confirmed.
  • the dye in the fragrance composition fades over time due to light exposure such as irradiation with sunlight, and a good appearance at the start of use is not maintained. ..
  • it can be dealt with by blending a large amount of the pigment or filling it in a light-shielding container.
  • the color tone of the fragrance cannot be visually recognized.
  • Patent Document 1 an aromatic composition containing a colorant and capable of suppressing fading of the colorant due to light exposure.
  • an fragrance agent containing (A) a xanthene-based pigment component having a nitrogen atom and (B) an aldehyde-based fragrance component, and containing 1 to 600 mol of (B) component per 1 mol of (A) component. It is disclosed that the composition can suppress the fading of the dye due to light exposure.
  • Patent Document 1 discloses an effective method for suppressing fading of a colorant in an fragrance composition, but due to restrictions on the colorant and fragrance to be blended, light is used regardless of the type of colorant or fragrance. There is a need to develop a technique for suppressing fading of colorants due to exposure.
  • An object of the present invention is to provide an aromatic composition containing a colorant and suppressing fading of the colorant due to light exposure.
  • Item 1 A fragrance composition comprising (A) a fragrance, (B) a colorant, (C) an ultraviolet absorber, and (D) a radical scavenger.
  • Item 2. The fragrance composition according to Item 1, wherein the ultraviolet absorber is at least one selected from the group consisting of a benzotriazole-based ultraviolet absorber, a triazine-based ultraviolet absorber, and a benzophenone-based ultraviolet absorber.
  • Item 3. The fragrance composition according to Item 1 or 2, which contains two or more kinds of ultraviolet absorbers.
  • Item 4. The aromatic composition according to Item 3, wherein the ultraviolet absorber contains any combination of the following (1) to (3).
  • a combination of at least one benzotriazole-based ultraviolet absorber and at least one triazine-based ultraviolet absorber (2) A combination of at least one benzotriazole-based UV absorber and at least one benzophenone-based UV absorber. (3) Combination of at least one triazine-based UV absorber and at least one benzophenone-based UV absorber.
  • Item 5. The aromatic composition according to any one of Items 1 to 4, wherein the radical scavenger is a hindered amine-based radical scavenger and / or a hindered phenol-based radical scavenger.
  • Item 6. A method for suppressing fading due to light exposure of an aromatic composition containing a colorant and a fragrance. The above method, wherein (A) a fragrance, (B) a colorant, (C) an ultraviolet absorber, and (D) a radical scavenger coexist in the fragrance composition.
  • the liquid fragrance composition of the present invention can maintain a desired color tone even when it is filled in a container having a transparent portion and used, and an excellent design effect can be maintained. ..
  • the aromatic composition of the present invention is a fragrance (sometimes referred to as (A) component), a colorant (sometimes referred to as (B) component), and an ultraviolet absorber ((C) component). (Sometimes referred to as component (D)) and a radical scavenger (sometimes referred to as component (D)).
  • a fragrance sometimes referred to as (A) component
  • a colorant sometimes referred to as (B) component
  • component (D) a radical scavenger
  • component (D) a radical scavenger
  • the fragrance composition of the present invention contains a fragrance as an fragrance component.
  • the fragrance used in the present invention may be any oil-based fragrance such as a natural fragrance, a single fragrance separated from the natural fragrance, a synthetic single fragrance, or a blended fragrance thereof, and a conventionally known fragrance is used. can do.
  • a hydrocarbon fragrance such as a natural fragrance, a single fragrance separated from the natural fragrance, a synthetic single fragrance, or a blended fragrance thereof, and a conventionally known fragrance is used. can do.
  • a hydrocarbon fragrance such as a single item fragrance, a hydrocarbon fragrance, an alcohol fragrance, an ether fragrance, an aldehyde fragrance, an acetal fragrance, an ester fragrance, a ketone fragrance, a carboxylic acid fragrance, a lactone fragrance, and a musk fragrance.
  • Nitrile-based fragrances sulfur-containing fragrances and the like.
  • Natural fragrances include tuberose oil, musktinki, castorium tincture, civet tincture, ambassian tincture, peppermint oil, perilla oil, petitgrain oil, pine oil, rose oil, rosemary oil, sardine oil, savory oil, and clary sage.
  • These fragrances may be used alone or in combination of
  • the content of the component (A) in the fragrance composition of the present invention may be appropriately set according to the type of fragrance used, the intensity of the scent to be presented, and the like, and is, for example, 0.1 to 40 weight. %, Preferably 0.5 to 30% by weight, more preferably 1 to 20% by weight.
  • the fragrance composition of the present invention contains a colorant.
  • the colorant can be stably maintained even when exposed to light and fading can be suppressed.
  • the colorant used in the present invention may be either a pigment or a dye.
  • the type of color exhibited by the colorant used in the present invention is not particularly limited, and examples thereof include blue, red, yellow, purple, green, black, and white.
  • the colorants exhibiting blue and red have a drawback that fading due to light exposure is conspicuous.
  • suitable colorants include colorants exhibiting blue and / or red.
  • the colorant used in the present invention may be either lipophilic or aqueous, and may be appropriately set according to the type of solvent used, but fading due to exposure is more effectively suppressed. From this point of view, a lipophilic colorant is preferable.
  • the type of lipophilic colorant is not particularly limited, and examples thereof include anthraquinone dyes, tar dyes, quinophthalone dyes, and perylene dyes.
  • anthraquinone dye examples include C.I. I. Blue colorants such as Solvent Blue 11, 12, 35, 36, 59, 74; C.I. I. Examples thereof include a purple colorant such as Solvent Violet 47.
  • CI is an abbreviation for Color Index International.
  • tar-based dye C.I. I. Solvent Red 1, 24, 43, 48, C.I. I. Acid Red 2, 8, C.I. I. Red colorants such as Solvent Orange 7; C.I. I. Blue colorants such as Solvent Blue 63; C.I. I. Yellow colorants such as Solvent Yellow 5, 6, 7, 6, 2133; C.I. I. Solvent Red 72, 73, C.I. I. Solvent Orange 1, 2, C.I. I. An orange colorant such as Acid Orange 7, 92; C.I. I. Green colorants such as Solvent Greens 3 and 7; C.I. I. Purple colorant such as Solvent Violet 13; C.I. Examples thereof include black colorants such as I Acid Black 1, 63.
  • quinophthalone dye C.I. I.
  • examples thereof include a yellow colorant such as Solvent Yellow 114.
  • perylene-based dye examples thereof include orange colorants such as Solben Orange 55.
  • anthraquinone-based dyes preferably anthraquinone-based dyes and tar-based dyes, from the viewpoint of more effectively suppressing fading due to exposure.
  • anthraquinone-based blue dye, tar-based red dye particularly preferably C.I. I. Solvent Blue 35, C.I. I. Solvent Red 24 can be mentioned.
  • colorants may be used alone or in combination of two or more.
  • the content of the component (B) in the fragrance composition of the present invention may be appropriately set according to the type of the colorant used, the color tone to be presented, and the like, but is 0.001 to 1000 ppm, preferably 0. 01 to 100 ppm, more preferably 0.1 to 50 ppm is mentioned.
  • the fragrance composition of the present invention contains an ultraviolet absorber.
  • the fading of the colorant due to exposure can be effectively suppressed by using the ultraviolet absorber and the radical scavenger described later in combination.
  • the type of the ultraviolet absorber used in the present invention is not particularly limited, but for example, a benzotriazole-based ultraviolet absorber, a triazine-based ultraviolet absorber, a benzophenone-based ultraviolet absorber, a benzoxazinone-based ultraviolet absorber, and a salicylate-based agent.
  • examples thereof include an ultraviolet absorber, a malonic acid ester-based ultraviolet absorber, an oxalyl-alanide-based ultraviolet absorber, and a cyanoacrylate-based ultraviolet absorber.
  • the "benzotriazole-based ultraviolet absorber” refers to an ultraviolet absorber having a benzotriazole structure, and the same applies to other ultraviolet absorbers.
  • UV absorbers benzotriazole-based UV absorbers, triazine-based UV absorbers, and benzophenone-based UV absorbers are preferable from the viewpoint of more effectively suppressing the fading of the colorant due to exposure.
  • benzotriazole-based ultraviolet absorber examples include 2- (2'-hydroxy-5'-methylphenyl) benzotriazole, 2- (2'-hydroxy-5'-tert-butylphenyl) benzotriazole, and the like.
  • triazine-based ultraviolet absorber examples include 5,5'-bis (2-ethylhexyloxy) -2,2'-[6- (4-methoxyphenyl) -1,3,5-triazine-2. , 4-Diyl] diphenol, 2,4,6-tris [4- (2-ethylhexyloxycarbonyl) anilino] 1,3,5-triazine, 2,4-bis (2-hydroxy-4-butoxyphenyl) -6- (2,4-dibutoxyphenyl) -1,3-5-triazine, 2- (4,6-diphenyl-1,3,5-triazine-2-yl) -5-[(hexyl) oxy] -Pharmon, 2- (4,6-diphenyl-1,3,5-triazine-2-yl) -5- [2- (2-ethylhexanoyloxy) ethoxy] -phenol, 2- (2-hydroxy-4) -[1-O
  • triazine-based UV absorbers preferably 5,5'-bis (2-ethylhexyloxy) -2,2'-[6- (4-methoxyphenyl) -1,3,5-triazine-2, 4-Diyl] Diphenol may be mentioned.
  • benzophenone-based ultraviolet absorber examples include 2,4-dihydroxybenzophenone, 2,2'-dihydroxy-4-methoxybenzophenone, 2,2'-dihydroxy-4,4'-dimethoxybenzophenone, 2,2.
  • the ultraviolet absorber may be used alone or in combination of two or more. From the viewpoint of more effectively suppressing the fading of the colorant due to exposure, it is preferable to use two or more kinds of ultraviolet absorbers in combination.
  • the combination mode of the ultraviolet absorbers is not particularly limited, but as a suitable example, at least one kind of benzotriazole-based ultraviolet rays is used.
  • the ratio thereof is not particularly limited, but for example, the triazine-based UV absorber is based on 100 parts by weight of the total amount of the benzotriazole-based UV absorber.
  • the total amount of the ultraviolet absorber is 10 to 100,000 parts by weight, preferably 100 to 10000 parts by weight, and more preferably 100 to 3000 parts by weight.
  • the ratio thereof is not particularly limited.
  • the total amount of the ultraviolet absorber is 10 to 100,000 parts by weight, preferably 100 to 10000 parts by weight, and more preferably 100 to 3000 parts by weight.
  • the ratio thereof is not particularly limited, but for example, the benzophenone-based ultraviolet absorber is absorbed with respect to 100 parts by weight of the total amount of the triazine-based ultraviolet absorber.
  • the total amount of the agent is 1 to 10000 parts by weight, preferably 10 to 1000 parts by weight, and more preferably 10 to 300 parts by weight.
  • the content of the component (C) in the fragrance composition of the present invention may be appropriately set according to the ultraviolet absorber or the like used, and for example, the total amount of the component (C) is 0.0001 to 10% by weight. , Preferably 0.0005 to 5% by weight, more preferably 0.001 to 2% by weight, still more preferably 0.002 to 1% by weight.
  • the fragrance composition of the present invention contains a radical scavenger.
  • the coexistence of the above-mentioned ultraviolet absorber and the radical scavenger makes it possible to effectively suppress the fading of the colorant due to exposure.
  • radical scavenger used in the present invention is not particularly limited, and for example, a hindered amine radical scavenger, a hindered phenol radical scavenger, a semi-hindered phenol scavenger, and a less hindered phenol radical.
  • examples include scavengers.
  • the "hindered amine-based radical scavenger” refers to a radical scavenger having a hindered amine structure, and the same applies to other radical scavengers.
  • hindered amine radical scavengers and hindered phenol radical scavengers are preferably mentioned from the viewpoint of more effectively suppressing the fading of the colorant due to exposure.
  • hindered amine radical trapping agent examples include pentaerythritol tetrakis [3- (3,5-di-tert-butyl-4-hydroxyphenyl) propionate] and 2,6-di-t-butyl-4-.
  • Pentamethyl-4-piperidyl sebacate
  • bis (2,2,6,6-tetramethylpiperidin-4-yl) decandioart
  • bis (1,2,2,6,6-pentamethyl-4-piperidyl) Sevacate
  • the radical scavenger may be used alone or in combination of two or more.
  • the ratio of the component (C) to the component (D) is, for example, preferably 1 to 100,000 parts by weight per 100 parts by weight of the total amount of the component (C). Is 10 to 50,000 parts by weight, more preferably 100 to 10,000 parts by weight.
  • the content of the component (D) in the fragrance composition of the present invention may be appropriately set according to the ultraviolet absorber or the like used, and for example, the total amount of the component (D) is 0.001 to 15% by weight. , More preferably 0.01 to 5% by weight, still more preferably 0.1 to 3% by weight.
  • the fragrance composition of the present invention contains a solvent as a base material for dissolving, solubilizing, or dispersing the components (A) to (D).
  • the solvent used in the present invention may be any solvent as long as it can dissolve, solubilize, or disperse the fragrance, and may be water, but a lipophilic solvent is preferable.
  • the oil-friendly solvent examples include paraffinic hydrocarbons (plasmic fluid isoparaffin, plasma fluid normal paraffin), 3-methoxy-3-methyl-1-butanol, propylene glycol monomethyl ether, propylene glycol monoethyl ether, and propylene.
  • Glycol monopropyl ether, dipropylene glycol monomethyl ether, tripropylene glycol monomethyl ether, propylene glycol propyl ether, methanol, ethanol, propanol, butanol, ethylene glycol, propylene glycol, dipropylene glycol, polyoxyethylene alkyl phenyl ether and the like can be mentioned. ..
  • paraffinic hydrocarbons and 3-methoxy-3-methyl-1-butanol are preferable.
  • solvents may be used alone or in combination of two or more.
  • a suitable example of the solvent in the present invention is a combination of a paraffinic hydrocarbon and 3-methoxy-3-methyl-1-butanol.
  • the ratio thereof is not particularly limited, but for example, 3-based amount per 100 parts by weight of the paraffinic hydrocarbon.
  • the amount of methoxy-3-methyl-1-butanol is 0.01 to 10000 parts by weight, preferably 0.1 to 1000 parts by weight, and more preferably 1 to 150 parts by weight.
  • the content of the solvent in the fragrance composition of the present invention may be the balance excluding other components, but for example, the total amount of the solvent is 30 to 99% by weight, preferably 65 to 98% by weight. It is preferably 69 to 98% by weight, more preferably 79 to 98% by weight.
  • the fragrance composition of the present invention may contain other components as long as the effects of the present invention are not impaired.
  • Other components that can be blended in the fragrance composition of the present invention include, for example, components such as preservatives, deodorant components, disinfectants, surfactants, pH adjusters, insecticidal components, insect repellent components, and repellent components. Can be mentioned.
  • the form of the fragrance composition of the present invention is not particularly limited, and examples thereof include liquid and gel.
  • the form of the fragrance composition of the present invention is preferably liquid.
  • the fragrance composition of the present invention is installed in a living room, a toilet, a car, etc., and is used to impart aroma to the space.
  • the volatilizer specifically includes a liquid container having an opening, a volatilizer member, and the fragrance composition of the present invention contained in the liquid container, and at least a part of the volatilizer member. Is immersed in the fragrance composition of the present invention, and at least a part of the volatilizing member is installed so as to be exposed to the air through the opening.
  • a volatilizer By using such a volatilizer, the liquid fragrance composition of the present invention is sucked up and volatilized by the volatilizing member, and the aroma can be efficiently volatilized in the space.
  • the fragrance composition of the present invention suppresses fading of the dye due to light exposure, it can be used by accommodating the inside in a visible transparent container. By housing in such a transparent container, a design effect is exhibited by the color tone of the fragrance composition, and it is also possible to confirm the remaining amount during use.
  • the transparent container may be transparent as long as at least a part of the wall surface area can be visually recognized, and the transparent container does not necessarily have the transparency such that the entire wall surface area can be visually recognized. ..
  • the fading suppressing method of the present invention is a method for suppressing fading due to light exposure of an fragrance composition containing a fragrance and a colorant, and is used in the fragrance composition to (A) fragrance and (B) coloring. It is characterized by the coexistence of an agent, (C) an ultraviolet absorber, and (D) a radical scavenger.
  • the types and contents of the components (A) to (D) used in the method for suppressing fading of the present invention the types and contents of the solvent to be blended, other components, the form and mode of use of the fragrance composition, etc. Is as described in the column of "1. Fragrance composition" above.
  • ⁇ Fragrance A An oil-based blended fragrance that presents the scent of flowers.
  • Fragrance B An oil-based blended fragrance that has a citrus scent.
  • -Anthraquinone dye blue: C.I. I.
  • Solvent blue 35 -Tar dye red
  • Solvent Red 24 -Kinophthalone dye yellow
  • fragrance compositions having the compositions shown in Tables 1 and 2 were prepared. Each of the obtained fragrance compositions was filled in a transparent glass container, sealed, and stored in a room exposed to sunlight for 4 weeks in the daytime. After 4 weeks of storage, the color tone of each fragrance composition was visually observed, and the change in color tone before and after storage was evaluated according to the following criteria. ⁇ Judgment criteria> 5: No fading was observed after storage, and there was no change in color tone before and after storage. 4: Slight fading is observed after storage, but the color tone is almost the same as before storage. 3: Slight fading is observed after storage, and the color tone is slightly changed compared to before storage, but it is a sufficiently acceptable level for practical use. 2: Clear fading was observed after storage, and the color tone was clearly changed compared to before storage. 1: The color of the colorant has completely disappeared.

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  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
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Abstract

[Problem] To provide a fragrance composition which contains a colorant and in which the colorant is inhibited from being faded by exposure to light. [Solution] A fragrance composition can be effectively inhibited from suffering colorant fading caused by exposure to light, by incorporating an ultraviolet absorber and a radical scavenger together with a perfume and a colorant.

Description

芳香剤組成物Fragrance composition
　本発明は、着色剤を含み、光暴露による着色剤の退色が抑制されている芳香剤組成物に関する。 The present invention relates to an fragrance composition containing a colorant and suppressing fading of the colorant due to light exposure.
　室内等に香気を分散させて快適な空間を生み出すため、香料を配合した芳香剤組成物が広く使用されている。また、芳香剤組成物には様々な着色剤を添加して鮮やかな色調を付与し、消費者の嗜好性を満たす工夫がなされている。 Aroma composition containing fragrance is widely used in order to disperse fragrance in a room or the like to create a comfortable space. Further, various colorants are added to the fragrance composition to give a vivid color tone, and the device is devised to satisfy the taste of consumers.
　通常、芳香剤組成物は、その色調や使用中の残量を確認できるように、透明部を有する容器に充填して使用されている。しかしながら、このような容器に充填して使用すると、日光の照射等の光暴露により経時的に芳香剤組成物中の色素が退色して使用開始時の良好な外観が維持されないという問題があった。芳香剤組成物中の色素の退色を目立たなくするには、色素を多量に配合したり、遮光容器に充填することによって対処できるが、このような手法では、付与すべき色調が制限されたり、芳香剤の色調を視認できなくなったりするという欠点がある。 Normally, the fragrance composition is used by filling it in a container having a transparent part so that the color tone and the remaining amount during use can be confirmed. However, when it is filled in such a container and used, there is a problem that the dye in the fragrance composition fades over time due to light exposure such as irradiation with sunlight, and a good appearance at the start of use is not maintained. .. In order to make the fading of the pigment in the fragrance composition inconspicuous, it can be dealt with by blending a large amount of the pigment or filling it in a light-shielding container. There is a drawback that the color tone of the fragrance cannot be visually recognized.
　そこで、従来、着色剤を含み、光暴露による着色剤の退色を抑制できる芳香剤組成物が報告されている。例えば、特許文献１では、(A)窒素原子を有するキサンテン系色素成分及び(B)アルデヒド系香料成分を含有し、(A)成分１モル当たり(B)成分が1～６００モル含まれる芳香剤組成物は、光暴露による色素の退色を抑制できることが開示されている。特許文献１は、芳香剤組成物中の着色剤の退色抑制に有効な手法を開示しているものの、配合する着色剤及び香料の制約があるため、着色剤や香料の種類に拘わらず、光暴露による着色剤の退色を抑制する技術の開発が求められている。 Therefore, conventionally, an aromatic composition containing a colorant and capable of suppressing fading of the colorant due to light exposure has been reported. For example, in Patent Document 1, an fragrance agent containing (A) a xanthene-based pigment component having a nitrogen atom and (B) an aldehyde-based fragrance component, and containing 1 to 600 mol of (B) component per 1 mol of (A) component. It is disclosed that the composition can suppress the fading of the dye due to light exposure. Patent Document 1 discloses an effective method for suppressing fading of a colorant in an fragrance composition, but due to restrictions on the colorant and fragrance to be blended, light is used regardless of the type of colorant or fragrance. There is a need to develop a technique for suppressing fading of colorants due to exposure.
特開２０１８－１０８１９３号公報Japanese Unexamined Patent Publication No. 2018-108193
　本発明の目的は、着色剤を含み、光暴露による着色剤の退色が抑制されている芳香剤組成物を提供することである。 An object of the present invention is to provide an aromatic composition containing a colorant and suppressing fading of the colorant due to light exposure.
　本発明者は、前記課題を解決すべく鋭意検討を行ったところ、芳香剤組成物において、香料と着色剤と共に、紫外線吸収剤及びラジカル捕捉剤を配合することによって、光暴露による着色剤の退色を効果的に抑制できることを見出した。本発明は、かかる知見に基づいて更に検討を重ねることにより完成したものである。 As a result of diligent studies to solve the above problems, the present inventor has made a diligent study to discolor the colorant due to light exposure by blending an ultraviolet absorber and a radical scavenger together with a fragrance and a colorant in the fragrance composition. Was found to be able to be effectively suppressed. The present invention has been completed by further studies based on such findings.
　即ち、本発明は、下記に掲げる態様の発明を提供する。
項１．　(A)香料、(B)着色剤、(C)紫外線吸収剤、及び(D)ラジカル捕捉剤を含む、芳香剤組成物。
項２．　(C)紫外線吸収剤が、ベンゾトリアゾール系紫外線吸収剤、トリアジン系紫外線吸収剤、及びベンゾフェノン系紫外線吸収剤よりなる群から選択される少なくとも１種である、項１に記載の芳香剤組成物。
項３．　(C)紫外線吸収剤が２種以上含まれる、項１又は２に記載の芳香剤組成物。
項４．　(C)紫外線吸収剤が、下記(1)～(3)のいずれかの組み合わせを含む、項３に記載の芳香剤組成物。
(1)少なくとも１種のベンゾトリアゾール系紫外線吸収剤と少なくとも１種のトリアジン系紫外線吸収剤との組み合わせ。
(2)少なくとも１種のベンゾトリアゾール系紫外線吸収剤と少なくとも１種のベンゾフェノン系紫外線吸収剤との組み合わせ。
(3)少なくとも１種のトリアジン系紫外線吸収剤と少なくとも１種のベンゾフェノン系紫外線吸収剤との組み合わせ。
項５．　ラジカル捕捉剤が、ヒンダードアミン系ラジカル捕捉剤及び／又はヒンダードフェノール系ラジカル捕捉剤である、項１～４のいずれかに記載の芳香剤組成物。
項６．　着色剤及び香料を含む芳香剤組成物の光暴露による退色を抑制する方法であって、
　芳香剤組成物中で、(A)香料、(B)着色剤、(C)紫外線吸収剤、及び(D)ラジカル捕捉剤を共存させる、前記方法。 That is, the present invention provides the inventions of the following aspects.
Item 1. A fragrance composition comprising (A) a fragrance, (B) a colorant, (C) an ultraviolet absorber, and (D) a radical scavenger.
Item 2. (C) The fragrance composition according to Item 1, wherein the ultraviolet absorber is at least one selected from the group consisting of a benzotriazole-based ultraviolet absorber, a triazine-based ultraviolet absorber, and a benzophenone-based ultraviolet absorber.
Item 3. (C) The fragrance composition according to Item 1 or 2, which contains two or more kinds of ultraviolet absorbers.
Item 4. (C) The aromatic composition according to Item 3, wherein the ultraviolet absorber contains any combination of the following (1) to (3).
(1) A combination of at least one benzotriazole-based ultraviolet absorber and at least one triazine-based ultraviolet absorber.
(2) A combination of at least one benzotriazole-based UV absorber and at least one benzophenone-based UV absorber.
(3) Combination of at least one triazine-based UV absorber and at least one benzophenone-based UV absorber.
Item 5. Item 6. The aromatic composition according to any one of Items 1 to 4, wherein the radical scavenger is a hindered amine-based radical scavenger and / or a hindered phenol-based radical scavenger.
Item 6. A method for suppressing fading due to light exposure of an aromatic composition containing a colorant and a fragrance.
The above method, wherein (A) a fragrance, (B) a colorant, (C) an ultraviolet absorber, and (D) a radical scavenger coexist in the fragrance composition.
　本発明の芳香剤組成物によれば、光暴露による色素の退色が抑制され、長期間使用しても使用開始時と同様の鮮やかな色調を維持することができる。そのため、本発明の液体芳香剤組成物は、透明部分を有する容器に充填して使用した場合であっても、所望の色調が維持することができ、優れた意匠的効果を持続させることができる。 According to the fragrance composition of the present invention, fading of the dye due to light exposure is suppressed, and even after long-term use, the same vivid color tone as at the start of use can be maintained. Therefore, the liquid fragrance composition of the present invention can maintain a desired color tone even when it is filled in a container having a transparent portion and used, and an excellent design effect can be maintained. ..
１．芳香剤組成物
　本発明の芳香剤組成物は、香料（(A)成分と表記することもある）、着色剤（(B)成分と表記することもある）、紫外線吸収剤（(C)成分と表記することもある）、及びラジカル捕捉剤（(D)成分と表記することもある）を含有することを特徴とする。以下、本発明の芳香剤組成物について詳述する。 1. 1. Fragrance composition The aromatic composition of the present invention is a fragrance (sometimes referred to as (A) component), a colorant (sometimes referred to as (B) component), and an ultraviolet absorber ((C) component). (Sometimes referred to as component (D)) and a radical scavenger (sometimes referred to as component (D)). Hereinafter, the fragrance composition of the present invention will be described in detail.
［(A)香料］
　本発明の芳香剤組成物は、芳香成分として、香料を含む。本発明で使用される香料については、天然香料、天然香料から分離された単品香料、合成された単品香料、これらの調合香料等のいずれの油性香料であってもよく、従来公知の香料を使用することができる。具体的には、単品香料として、炭化水素系香料、アルコール系香料、エーテル系香料、アルデヒド系香料、アセタール系香料、エステル系香料、ケトン系香料、カルボン酸系香料、ラクトン系香料、ムスク系香料、ニトリル系香料、硫黄含有香料等が挙げられる。また、天然香料としては、チュベローズ油、ムスクチンキ、カストリウムチンキ、シベットチンキ、アンバーグリスチンキ、ペパーミント油、ペリラ油、プチグレン油、パイン油、ローズ油、ローズマリー油、しょう脳油、芳油、クラリーセージ油、サンダルウッド油、スペアミント油、スパイクラベンダー油、スターアニス油、ラバンジン油、ラベンダー油、レモン油、レモングラス油、ライム油、ネロリ油、オークモス油、オコチア油、パチュリ油、タイム油、トンカ豆チンキ、テレピン油、ワニラ豆チンキ、バジル油、ナツメグ油、シトロネラ油、クローブ油、ボアドローズ油、カナンガ油、カルダモン油、カシア油、シダーウッド油、オレンジ油、マンダリン油、タンジェリン油、アニス油、ベイ油、コリアンダー油、エレミ油、ユーカリ油、フェンネル油、ガルバナム油、ゼラニウム油、ヒバ油、桧油、ジャスミン油、ベチバー油、ベルガモット油、イランイラン油、グレープフルーツ油、ゆず油等が挙げられる。これらの香料は、１種単独で使用してもよく、また２種以上を任意に組み合わせて調香して使用することもできる。 [(A) Fragrance]
The fragrance composition of the present invention contains a fragrance as an fragrance component. The fragrance used in the present invention may be any oil-based fragrance such as a natural fragrance, a single fragrance separated from the natural fragrance, a synthetic single fragrance, or a blended fragrance thereof, and a conventionally known fragrance is used. can do. Specifically, as a single item fragrance, a hydrocarbon fragrance, an alcohol fragrance, an ether fragrance, an aldehyde fragrance, an acetal fragrance, an ester fragrance, a ketone fragrance, a carboxylic acid fragrance, a lactone fragrance, and a musk fragrance. , Nitrile-based fragrances, sulfur-containing fragrances and the like. Natural fragrances include tuberose oil, musktinki, castorium tincture, civet tincture, ambassian tincture, peppermint oil, perilla oil, petitgrain oil, pine oil, rose oil, rosemary oil, sardine oil, savory oil, and clary sage. Oil, sandalwood oil, spare mint oil, spike lavender oil, star anis oil, lavandine oil, lavender oil, lemon oil, lemongrass oil, lime oil, neroli oil, oak moss oil, okotia oil, patchouli oil, thyme oil, tonka beans Tinki, terepine oil, crocodile bean tincture, basil oil, nutmeg oil, citronella oil, clove oil, boad rose oil, cananga oil, cardamon oil, cassia oil, cedarwood oil, orange oil, mandarin oil, tangerine oil, anis oil, bay oil , Coriander oil, Elemi oil, eucalyptus oil, fennel oil, galvanum oil, geranium oil, hiba oil, cypress oil, jasmine oil, vetiver oil, bergamot oil, ylang ylang oil, grapefruit oil, yuzu oil and the like. These fragrances may be used alone or in combination of two or more.
　本発明の芳香剤組成物における(A)成分の含有量については、使用する香料の種類、呈させるべき香りの強さ等に応じて適宜設定すればよいが、例えば、０．１～４０重量％、好ましくは０．５～３０重量％、より好ましくは１～２０重量％が挙げられる。 The content of the component (A) in the fragrance composition of the present invention may be appropriately set according to the type of fragrance used, the intensity of the scent to be presented, and the like, and is, for example, 0.1 to 40 weight. %, Preferably 0.5 to 30% by weight, more preferably 1 to 20% by weight.
［(B)着色剤］
　本発明の芳香剤組成物は着色剤を含む。本発明の芳香剤組成物では、後述する(C)及び(D)成分を含むことにより、光暴露を受けても着色剤が安定に保持され、退色を抑制することができる。 [(B) Colorant]
The fragrance composition of the present invention contains a colorant. By containing the components (C) and (D) described later in the fragrance composition of the present invention, the colorant can be stably maintained even when exposed to light and fading can be suppressed.
　本発明で使用される着色剤は、顔料又は染料のいずれであってもよい。また、本発明で使用される着色剤が呈する色の種類については、特に制限されないが、例えば、青色、赤色、黄色、紫色、緑色、黒色、白色等が挙げられる。これらの中でも、青色及び赤色を呈する着色剤は、光暴露による退色が目立ち易いという欠点があるが、本発明の芳香剤組成物では、青色及び赤色を呈する着色剤を使用しても、光暴露による退色を効果的に抑制することができる。このような本発明の効果を鑑みると、好適な着色剤として、青色及び／又は赤色を呈する着色剤が挙げられる。 The colorant used in the present invention may be either a pigment or a dye. The type of color exhibited by the colorant used in the present invention is not particularly limited, and examples thereof include blue, red, yellow, purple, green, black, and white. Among these, the colorants exhibiting blue and red have a drawback that fading due to light exposure is conspicuous. However, in the aromatic composition of the present invention, even if the colorants exhibiting blue and red are used, they are exposed to light. It is possible to effectively suppress fading due to. In view of such effects of the present invention, suitable colorants include colorants exhibiting blue and / or red.
　また、本発明で使用される着色剤は、親油性又は水性のいずれであってもよく、使用する溶剤の種類に応じて適宜設定すればよいが、暴露による退色をより一層効果的に抑制するという観点から、好ましくは親油性の着色剤が挙げられる。 Further, the colorant used in the present invention may be either lipophilic or aqueous, and may be appropriately set according to the type of solvent used, but fading due to exposure is more effectively suppressed. From this point of view, a lipophilic colorant is preferable.
　親油性の着色剤の種類については、特に制限されないが、例えば、アントラキノン系色素、タール系色素、キノフタロン系色素、ペリレン系色素等が挙げられる。 The type of lipophilic colorant is not particularly limited, and examples thereof include anthraquinone dyes, tar dyes, quinophthalone dyes, and perylene dyes.
　アントラキノン系色素としては、具体的には、Ｃ．Ｉ．ソルベントブルー１１、１２、３５、３６、５９、７４等の青色系着色剤；Ｃ．Ｉ．ソルベントバイオレット４７等の紫色系着色剤等が挙げられる。なお、本書において、「Ｃ．Ｉ．」はカラーインデックス（Ｃｏｌｏｕｒ　Ｉｎｄｅｘ　Ｉｎｔｅｒｎａｔｉｏｎａｌ）の略記である。 Specific examples of the anthraquinone dye include C.I. I. Blue colorants such as Solvent Blue 11, 12, 35, 36, 59, 74; C.I. I. Examples thereof include a purple colorant such as Solvent Violet 47. In this document, "CI" is an abbreviation for Color Index International.
　タール系色素としては、具体的には、Ｃ．Ｉ．ソルベントレッド１、２４、４３、４８、Ｃ．Ｉ．アシドレッド２、８、Ｃ．Ｉ．ソルベントオレンジ７等の赤色系着色剤；Ｃ．Ｉ．ソルベントブルー６３等の青色系着色剤；Ｃ．Ｉ．ソルベントイエロー５、６、７、６、２１３３等の黄色系着色剤；Ｃ．Ｉ．ソルベントレッド７２、７３、Ｃ．Ｉ．ソルベントオレンジ１、２、Ｃ．Ｉ．アシドオレンジ７、９２等の橙色系着色剤；Ｃ．Ｉ．ソルベントグリーン３、７等の緑色系着色剤；Ｃ．Ｉ．ソルベントバイオレット１３等の紫色系着色剤；Ｃ．Ｉアシドブラック１、６３等の黒色系着色剤等が挙げられる。 Specifically, as the tar-based dye, C.I. I. Solvent Red 1, 24, 43, 48, C.I. I. Acid Red 2, 8, C.I. I. Red colorants such as Solvent Orange 7; C.I. I. Blue colorants such as Solvent Blue 63; C.I. I. Yellow colorants such as Solvent Yellow 5, 6, 7, 6, 2133; C.I. I. Solvent Red 72, 73, C.I. I. Solvent Orange 1, 2, C.I. I. An orange colorant such as Acid Orange 7, 92; C.I. I. Green colorants such as Solvent Greens 3 and 7; C.I. I. Purple colorant such as Solvent Violet 13; C.I. Examples thereof include black colorants such as I Acid Black 1, 63.
　キノフタロン系色素としては、具体的には、Ｃ．Ｉ．ソルベントイエロー１１４等の黄色系着色剤等が挙げられる。 Specifically, as the quinophthalone dye, C.I. I. Examples thereof include a yellow colorant such as Solvent Yellow 114.
　ペリレン系色素としては、具体的には、Ｃ．Ｉ．ソルベンオレンジ５５等の橙色系着色剤等が挙げられる。 Specifically, as the perylene-based dye, C.I. I. Examples thereof include orange colorants such as Solben Orange 55.
　これらの親油性の着色剤の中でも、暴露による退色をより一層効果的に抑制するという観点から、好ましくは、アントラキノン系色素、タール系色素、キノフタロン系色素；より好ましくはアントラキノン系色素、タール系色素；更に好ましくはアントラキノン系の青色色素、タール系の赤色色素；特に好ましくはＣ．Ｉ．ソルベントブルー３５、Ｃ．Ｉ．ソルベントレッド２４が挙げられる。 Among these lipophilic colorants, anthraquinone-based dyes, tar-based dyes, and quinophthalone-based dyes; more preferably anthraquinone-based dyes and tar-based dyes, from the viewpoint of more effectively suppressing fading due to exposure. More preferably anthraquinone-based blue dye, tar-based red dye; particularly preferably C.I. I. Solvent Blue 35, C.I. I. Solvent Red 24 can be mentioned.
　これらの着色剤は、１種単独で使用してもよく、また２種以上を組み合わせて使用してもよい。 These colorants may be used alone or in combination of two or more.
　本発明の芳香剤組成物における(B)成分の含有量については、使用する着色剤の種類、呈させるべき色調等に応じて適宜設定すればよいが、０．００１～１０００ｐｐｍ、好ましくは０．０１～１００ｐｐｍ、より好ましくは０．１～５０ｐｐｍが挙げられる。 The content of the component (B) in the fragrance composition of the present invention may be appropriately set according to the type of the colorant used, the color tone to be presented, and the like, but is 0.001 to 1000 ppm, preferably 0. 01 to 100 ppm, more preferably 0.1 to 50 ppm is mentioned.
［(C)紫外線吸収剤］
　本発明の芳香剤組成物は、紫外線吸収剤を含む。本発明の芳香剤組成物では、紫外線吸収剤と、後述するラジカル捕捉剤とを併用することにより、暴露による着色剤の退色を効果的に抑制することが可能になる。 [(C) UV absorber]
The fragrance composition of the present invention contains an ultraviolet absorber. In the fragrance composition of the present invention, the fading of the colorant due to exposure can be effectively suppressed by using the ultraviolet absorber and the radical scavenger described later in combination.
　本発明で使用される紫外線吸収剤の種類については、特に制限されないが、例えば、ベンゾトリアゾール系紫外線吸収剤、トリアジン系紫外線吸収剤、ベンゾフェノン系紫外線吸収剤、ベンゾオキサジノン系紫外線吸収剤、サリチレート系紫外線吸収剤、マロン酸エステル系紫外線吸収剤、オキサリルアラニド系紫外線吸収剤、シアノアクリレート系紫外線吸収剤等が挙げられる。なお、本発明において、「ベンゾトリアゾール系紫外線吸収剤」とはベンゾトリアゾール構造を有する紫外線吸収剤を指しており、他の紫外線吸収剤に関する表記も同様である。 The type of the ultraviolet absorber used in the present invention is not particularly limited, but for example, a benzotriazole-based ultraviolet absorber, a triazine-based ultraviolet absorber, a benzophenone-based ultraviolet absorber, a benzoxazinone-based ultraviolet absorber, and a salicylate-based agent. Examples thereof include an ultraviolet absorber, a malonic acid ester-based ultraviolet absorber, an oxalyl-alanide-based ultraviolet absorber, and a cyanoacrylate-based ultraviolet absorber. In the present invention, the "benzotriazole-based ultraviolet absorber" refers to an ultraviolet absorber having a benzotriazole structure, and the same applies to other ultraviolet absorbers.
　これらの紫外線吸収剤の中でも、暴露による着色剤の退色をより一層効果的に抑制するという観点から、好ましくはベンゾトリアゾール系紫外線吸収剤、トリアジン系紫外線吸収剤、ベンゾフェノン系紫外線吸収剤が挙げられる。 Among these UV absorbers, benzotriazole-based UV absorbers, triazine-based UV absorbers, and benzophenone-based UV absorbers are preferable from the viewpoint of more effectively suppressing the fading of the colorant due to exposure.
　ベンゾトリアゾール系紫外線吸収剤としては、具体的には、２－（２'－ヒドロキシ－５'－メチルフェニル）ベンゾトリアゾール、２－（２'－ヒドロキシ－５'－ｔｅｒｔ－ブチルフェニル）ベンゾトリアゾール、２－（２'－ヒドロキシ－３'，５'－ジ－ｔｅｒｔ－ブチルフェニル）ベンゾトリアゾール、２－（２－ヒドロキシ－５－ｔｅｒｔ－オクチルフェニル）ベンゾトリアゾール、２－（２－ヒドロキシ－３，５－ジ－ｔｅｒｔ－オクチルフェニル）ベンゾトリアゾール、２－［２'－ヒドロキシ－３'，５'－ビス（α，α'－ジメチルベンジル）フェニル］ベンゾトリアゾール）、イソオクチル－３－［３－
（２Ｈ－ベンゾトリアゾール－２－イル）－５－ｔｅｒｔ－ブチル－４－ヒドロキシフェニル］プロピオネート、２－（３－ドデシル－５－メチル－２－ヒドロキシフェニル）ベンゾトリアゾール、２－（２'－ヒドロキシ－３'－ｔｅｒｔ－ブチル－５'－メチルフェニル）－５－クロロベンゾトリアゾール、２－（２'－ヒドロキシ－３'，５'－ジ－ｔｅｒｔ－アミルフェニル）ベンゾトリアゾール、２－（２'－ヒドロキシ－４'－オクトキシフェニル）ベンゾトリアゾール、２－［２'－ヒドロキシ－３'－（３''，４''，５''，６''－テトラヒドロフタルイミドメチル）－５'－メチルフェニル］ベンゾトリアゾール、２，２－メチレンビス［４－（１，１，３，３－テトラメチルブチル）－６－（２Ｈ－ベンゾトリアゾール－２－イル）フェノール］、２－（２Ｈ－ベンゾトリアゾール－２－イル）－４，６－ビス（１－メチル－１－フェニルエチル）フェノール等が挙げられる。これらのベンゾトリアゾール系紫外線吸収剤の中でも、好ましくは２－（２'－ヒドロキシ－５'－メチルフェニル）ベンゾトリアゾールが挙げられる。 Specific examples of the benzotriazole-based ultraviolet absorber include 2- (2'-hydroxy-5'-methylphenyl) benzotriazole, 2- (2'-hydroxy-5'-tert-butylphenyl) benzotriazole, and the like. 2- (2'-Hydroxy-3', 5'-di-tert-butylphenyl) benzotriazole, 2- (2-hydroxy-5-tert-octylphenyl) benzotriazole, 2- (2-hydroxy-3, 5-Di-tert-octylphenyl) benzotriazole, 2- [2'-hydroxy-3', 5'-bis (α, α'-dimethylbenzyl) phenyl] benzotriazole), isooctyl-3- [3- [3-
(2H-benzotriazole-2-yl) -5-tert-butyl-4-hydroxyphenyl] propionate, 2- (3-dodecyl-5-methyl-2-hydroxyphenyl) benzotriazole, 2- (2'-hydroxy) -3'-tert-butyl-5'-methylphenyl) -5-chlorobenzotriazole, 2- (2'-hydroxy-3', 5'-di-tert-amylphenyl) benzotriazole, 2- (2'-Hydroxy-4'-octoxyphenyl) benzotriazole, 2- [2'-hydroxy-3'-(3'', 4'', 5'', 6''-tetrahydrophthalimidemethyl) -5'-methyl Phenyl] Benzotriazole, 2,2-Methylenebis [4- (1,1,3,3-tetramethylbutyl) -6- (2H-benzotriazole-2-yl) phenol], 2- (2H-benzotriazole- 2-yl) -4,6-bis (1-methyl-1-phenylethyl) phenol and the like can be mentioned. Among these benzotriazole-based ultraviolet absorbers, 2- (2'-hydroxy-5'-methylphenyl) benzotriazole is preferably mentioned.
　トリアジン系紫外線吸収剤としては、具体的には、５，５’－ビス（２－エチルヘキシルオキシ）－２，２’－［６－（４－メトキシフェニル）－１，３，５－トリアジン－２，４－ジイル］ジフェノール、２，４，６－トリス［４－（２－エチルヘキシルオキシカルボニル）アニリノ］１，３，５－トリアジン、２，４－ビス（２－ヒドロキシ－４－ブトキシフェニル）－６－（２，４－ジブトキシフェニル）－１，３－５－トリアジン、２－（４，６－ジフェニルー１，３，５－トリアジン－２－イル）－５－［（ヘキシル）オキシ］－フェノール、２－（４，６－ジフェニルー１，３，５－トリアジン－２－イル）－５－［２－（２－エチルヘキサノイルオキシ）エトキシ］－フェノール、２－（２－ヒドロキシ－４－［１－オクチルオキシカルボニルエトキシ］フェニル）－４，６－ビス（４－フェニルフェニル）－１，３，５－トリアジン等が挙げられる。これらのトリアジン系紫外線吸収剤の中でも、好ましくは５，５’－ビス（２－エチルヘキシルオキシ）－２，２’－［６－（４－メトキシフェニル）－１，３，５－トリアジン－２，４－ジイル］ジフェノールが挙げられる。 Specific examples of the triazine-based ultraviolet absorber include 5,5'-bis (2-ethylhexyloxy) -2,2'-[6- (4-methoxyphenyl) -1,3,5-triazine-2. , 4-Diyl] diphenol, 2,4,6-tris [4- (2-ethylhexyloxycarbonyl) anilino] 1,3,5-triazine, 2,4-bis (2-hydroxy-4-butoxyphenyl) -6- (2,4-dibutoxyphenyl) -1,3-5-triazine, 2- (4,6-diphenyl-1,3,5-triazine-2-yl) -5-[(hexyl) oxy] -Pharmon, 2- (4,6-diphenyl-1,3,5-triazine-2-yl) -5- [2- (2-ethylhexanoyloxy) ethoxy] -phenol, 2- (2-hydroxy-4) -[1-Octyloxycarbonylethoxy] phenyl) -4,6-bis (4-phenylphenyl) -1,3,5-triazine and the like can be mentioned. Among these triazine-based UV absorbers, preferably 5,5'-bis (2-ethylhexyloxy) -2,2'-[6- (4-methoxyphenyl) -1,3,5-triazine-2, 4-Diyl] Diphenol may be mentioned.
　ベンゾフェノン系紫外線吸収剤としては、具体的には、２，４－ジヒドロキシベンゾフェノン、２，２'－ジヒドロキシ－４－メトキシベンゾフェノン、２，２'－ジヒドロキシ－４，４'－ジメトキシベンゾフェノン、２，２'，４，４'－テトラヒドロキシベンゾフェノン、２－ヒドロキシ－４－メトキシベンゾフェノン、２－ヒドロキシ－４－メトキシ－４'－メチルベンゾフェノン、２－ヒドロキシ－４－メトキシベンゾフェノン－５－スルホン酸塩、４－フェニルベンゾフェノン、２－エチルヘキシル－４'－フェニル－ベンゾフェノン－２－カルボキシレート、２－ヒドロキシ－４－ｎ－オクトキシベンゾフェノン、４－ヒドロキシ－３－カルボキシベンゾフェノン等が挙げられる。これらのベンゾフェノン系紫外線吸収剤の中でも、好ましくは２，４－ジヒドロキシベンゾフェノンが挙げられる。 Specific examples of the benzophenone-based ultraviolet absorber include 2,4-dihydroxybenzophenone, 2,2'-dihydroxy-4-methoxybenzophenone, 2,2'-dihydroxy-4,4'-dimethoxybenzophenone, 2,2. ', 4,4'-Tetrahydroxybenzophenone, 2-hydroxy-4-methoxybenzophenone, 2-hydroxy-4-methoxy-4'-methylbenzophenone, 2-hydroxy-4-methoxybenzophenone-5-sulfonate, 4 Examples thereof include -phenylbenzophenone, 2-ethylhexyl-4'-phenyl-benzophenone-2-carboxylate, 2-hydroxy-4-n-octoxybenzophenone, 4-hydroxy-3-carboxybenzophenone and the like. Among these benzophenone-based ultraviolet absorbers, 2,4-dihydroxybenzophenone is preferably mentioned.
　本発明の芳香剤組成物において、紫外線吸収剤は、１種単独で使用してもよく、また２種以上を組み合わせて使用してもよい。暴露による着色剤の退色をより一層効果的に抑制するという観点から、２種以上の紫外線吸収剤を組み合わせて使用することが好ましい。 In the fragrance composition of the present invention, the ultraviolet absorber may be used alone or in combination of two or more. From the viewpoint of more effectively suppressing the fading of the colorant due to exposure, it is preferable to use two or more kinds of ultraviolet absorbers in combination.
　本発明の芳香剤組成物において、２種以上の紫外線吸収剤を組み合わせて使用する場合、紫外線吸収剤の組み合わせ態様については、特に制限されないが、好適な例として、少なくとも１種のベンゾトリアゾール系紫外線吸収剤と少なくとも１種のトリアジン系紫外線吸収剤との組み合わせ；少なくとも１種のベンゾトリアゾール系紫外線吸収剤と少なくとも１種のベンゾフェノン系紫外線吸収剤との組み合わせ；少なくとも１種のトリアジン系紫外線吸収剤と少なくとも１種のベンゾフェノン系紫外線吸収剤との組み合わせが挙げられる。 When two or more kinds of ultraviolet absorbers are used in combination in the fragrance composition of the present invention, the combination mode of the ultraviolet absorbers is not particularly limited, but as a suitable example, at least one kind of benzotriazole-based ultraviolet rays is used. Combination of absorbent and at least one triazine UV absorber; combination of at least one benzotriazole UV absorber and at least one benzophenone UV absorber; with at least one triazine UV absorber Examples thereof include a combination with at least one benzophenone-based ultraviolet absorber.
　ベンゾトリアゾール系紫外線吸収剤とトリアジン系紫外線吸収剤とを組み合わせて使用する場合、これらの比率については、特に制限されないが、例えば、ベンゾトリアゾール系紫外線吸収剤の総量１００重量部に対して、トリアジン系紫外線吸収剤の総量が、１０～１０００００重量部、好ましくは１００～１００００重量部、より好ましくは１００～３０００重量部が挙げられる。 When the benzotriazole-based UV absorber and the triazine-based UV absorber are used in combination, the ratio thereof is not particularly limited, but for example, the triazine-based UV absorber is based on 100 parts by weight of the total amount of the benzotriazole-based UV absorber. The total amount of the ultraviolet absorber is 10 to 100,000 parts by weight, preferably 100 to 10000 parts by weight, and more preferably 100 to 3000 parts by weight.
　ベンゾトリアゾール系紫外線吸収剤とベンゾフェノン系紫外線吸収剤とを組み合わせて使用する場合、これらの比率については、特に制限されないが、例えば、ベンゾトリアゾール系紫外線吸収剤の総量１００重量部に対して、ベンゾフェノン系紫外線吸収剤の総量が、１０～１０００００重量部、好ましくは１００～１００００重量部、より好ましくは１００～３０００重量部が挙げられる。 When the benzotriazole-based ultraviolet absorber and the benzophenone-based ultraviolet absorber are used in combination, the ratio thereof is not particularly limited. The total amount of the ultraviolet absorber is 10 to 100,000 parts by weight, preferably 100 to 10000 parts by weight, and more preferably 100 to 3000 parts by weight.
　トリアジン系紫外線吸収剤とベンゾフェノン系紫外線吸収剤とを組み合わせて使用する場合、これらの比率については、特に制限されないが、例えば、トリアジン系紫外線吸収剤の総量１００重量部に対して、ベンゾフェノン系紫外線吸収剤の総量が、１～１００００重量部、好ましくは１０～１０００重量部、より好ましくは１０～３００重量部が挙げられる。 When the triazine-based ultraviolet absorber and the benzophenone-based ultraviolet absorber are used in combination, the ratio thereof is not particularly limited, but for example, the benzophenone-based ultraviolet absorber is absorbed with respect to 100 parts by weight of the total amount of the triazine-based ultraviolet absorber. The total amount of the agent is 1 to 10000 parts by weight, preferably 10 to 1000 parts by weight, and more preferably 10 to 300 parts by weight.
　本発明の芳香剤組成物における(C)成分の含有量については、使用する紫外線吸収剤等に応じて適宜設定すればよいが、例えば、(C)成分の総量で０．０００１～１０重量％、好ましくは０．０００５～５重量％、より好ましくは０．００１～２重量％、更に好ましくは０．００２～１重量％が挙げられる。 The content of the component (C) in the fragrance composition of the present invention may be appropriately set according to the ultraviolet absorber or the like used, and for example, the total amount of the component (C) is 0.0001 to 10% by weight. , Preferably 0.0005 to 5% by weight, more preferably 0.001 to 2% by weight, still more preferably 0.002 to 1% by weight.
［(D)ラジカル捕捉剤
　本発明の芳香剤組成物は、ラジカル捕捉剤を含む。本発明の芳香剤組成物では、前述する紫外線吸収剤と共に、ラジカル捕捉剤とを共存させることにより、暴露による着色剤の退色を効果的に抑制することが可能になる。 [(D) Radical Scavenger The fragrance composition of the present invention contains a radical scavenger. In the fragrance composition of the present invention, the coexistence of the above-mentioned ultraviolet absorber and the radical scavenger makes it possible to effectively suppress the fading of the colorant due to exposure.
　本発明で使用されるラジカル捕捉剤の種類については、特に制限されないが、例えば、ヒンダードアミン系ラジカル捕捉剤、ヒンダードフェノール系ラジカル捕捉剤、セミヒンダードフェノール系ラジカル捕捉剤、レスヒンダードフェノール系ラジカル捕捉剤等が挙げられる。なお、本発明において、「ヒンダードアミン系ラジカル捕捉剤」とはヒンダードアミン構造を有するラジカル捕捉剤を指しており、他のラジカル捕捉剤に関する表記も同様である。 The type of radical scavenger used in the present invention is not particularly limited, and for example, a hindered amine radical scavenger, a hindered phenol radical scavenger, a semi-hindered phenol scavenger, and a less hindered phenol radical. Examples include scavengers. In the present invention, the "hindered amine-based radical scavenger" refers to a radical scavenger having a hindered amine structure, and the same applies to other radical scavengers.
　これらのラジカル捕捉剤の中でも、暴露による着色剤の退色をより一層効果的に抑制するという観点から、好ましくはヒンダードアミン系ラジカル捕捉剤、ヒンダードフェノール系ラジカル捕捉剤が挙げられる。 Among these radical scavengers, hindered amine radical scavengers and hindered phenol radical scavengers are preferably mentioned from the viewpoint of more effectively suppressing the fading of the colorant due to exposure.
　ヒンダードアミン系ラジカル捕捉剤としては、具体的には、ペンタエリトリトールテトラキス［３－（３，５－ジ－ｔｅｒｔ－ブチル－４－ヒドロキシフェニル）プロピオナート］、２，６－ジ－ｔ－ブチル－４－メチルフェノール、２，５－ジ－ｔ－ブチルヒドロキノン、Ｎ，Ｎ'－ヘキサメチレンビス（３，５－ジ－ｔ－ブチル－４－ヒドロキシヒドロシンナマイド、３，５－ジ－ｔ－ブチル－４－ヒドロキシ－ベンジルホスホネート－ジエチルエステル、２，４－ビス［（オクチルチオ）メチル］－ｏ－クレゾール、２，６－ジ－ｔ－ブチル－４－エチルフェノール、２，２'－メチレンビス（４－メチル－６－ｔ－ブチルフェノール）、２，２'－メチレンビス（４－エチル－６－ｔ－ブチルフェノール）、４，４'－ブチリデンビス（３－メチル－６－ｔ－ブチルフェノール）、２，５－ジ－ｔ－アミルヒドロキノン、２－ｔ－ブチル－６－（３－ブチル－２－ヒドロキシ－５－メチルベンジル）－４－メチルフェニルアクリレート、４，４'－ブチリデンビス（３－メチル－６－ｔ－ブチルフェノール）、１，３，５－トリス（３'，５'－ジ－ｔ－ブチル－４－ヒドロキシベンジル）イソシアヌル酸、１，１，３－トリス（２－メチル－４－ヒドロキシ－５－ｔ－ブチルフェニル）ブタン等が挙げられる。これらのヒンダードアミン系ラジカル捕捉剤の中でも、好ましくは、ペンタエリトリトールテトラキス［３－（３，５－ジ－ｔｅｒｔ－ブチル－４－ヒドロキシフェニル）プロピオナート］が挙げられる。 Specific examples of the hindered amine radical trapping agent include pentaerythritol tetrakis [3- (3,5-di-tert-butyl-4-hydroxyphenyl) propionate] and 2,6-di-t-butyl-4-. Methylphenol, 2,5-di-t-butylhydroquinone, N, N'-hexamethylenebis (3,5-di-t-butyl-4-hydroxyhydrocinnamide, 3,5-di-t-butyl- 4-Hydroxy-benzylphosphonate-diethyl ester, 2,4-bis [(octylthio) methyl] -o-cresol, 2,6-di-t-butyl-4-ethylphenol, 2,2'-methylenebis (4-) Methyl-6-t-butylphenol), 2,2'-methylenebis (4-ethyl-6-t-butylphenol), 4,4'-butylidenebis (3-methyl-6-t-butylphenol), 2,5-di -T-amylhydroquinone, 2-t-butyl-6- (3-butyl-2-hydroxy-5-methylbenzyl) -4-methylphenylacrylate, 4,4'-butylidenebis (3-methyl-6-t- Butylphenol), 1,3,5-tris (3', 5'-di-t-butyl-4-hydroxybenzyl) isocyanuric acid, 1,1,3-tris (2-methyl-4-hydroxy-5-t) -Butylphenyl) butane and the like. Among these hindered amine radical trapping agents, pentaerythritol tetrakis [3- (3,5-di-tert-butyl-4-hydroxyphenyl) propionate] is preferable. ..
　ヒンダードフェノール系ラジカル捕捉剤としては、具体的には、ビス（１，２，２，６，６－ペンタメチル－４－ピペリジル）＝デカンジオアート、メチル＝１，２，２，６，６－ペンタメチル－４－ピペリジル＝セバケート、ビス（２，２，６，６－テトラメチルピペリジン－４－イル）＝デカンジオアート、ビス（１，２，２，６，６－ペンタメチル－４－ピペリジル）＝セバケート、ポリ［｛６－（１，１，３，３－テトラメチルブチル）アミノ－１，３，５－トリアジン－２，４－ジイル｝｛（２，２，６，６－テトラメチル－４－ピペリジル）イミノ｝ヘキサメチレン｛（２，２，６，６－テトラメチル－４－ピペリジル）イミノ｝］、Ｎ－（２，２，６，６－テトラメチルピペリジン－４－イル）－２－ドデシルスクシンイミド、テトラキス（２，２，６，６－テトラメチル－４－ピペリジル）＝１，２，３，４－ブタンテトラカルボキシラート等が挙げられる。これらのヒンダードフェノール系ラジカル捕捉剤の中でも、好ましくは、ビス（１，２，２，６，６－ペンタメチル－４－ピペリジル）＝デカンジオアート、メチル＝１，２，２，６，６－ペンタメチル－４－ピペリジル＝セバケートが挙げられる。 Specific examples of the hindered phenol-based radical trapping agent include bis (1,2,2,6,6-pentamethyl-4-piperidyl) = decandioate and methyl = 1,2,2,6,6-. Pentamethyl-4-piperidyl = sebacate, bis (2,2,6,6-tetramethylpiperidin-4-yl) = decandioart, bis (1,2,2,6,6-pentamethyl-4-piperidyl) = Sevacate, poly [{6- (1,1,3,3-tetramethylbutyl) amino-1,3,5-triazine-2,4-diyl} {(2,2,6,6-tetramethyl-4) -Piperidil) imino} hexamethylene {(2,2,6,6-tetramethyl-4-piperidyl) imino}], N- (2,2,6,6-tetramethylpiperidine-4-yl) -2- Dodecylsuccinimide, tetrakis (2,2,6,6-tetramethyl-4-piperidyl) = 1,2,3,4-butanetetracarboxylate and the like can be mentioned. Among these hindered phenolic radical scavengers, bis (1,2,2,6,6-pentamethyl-4-piperidyl) = decandioart, methyl = 1,2,2,6,6- Pentamethyl-4-piperidyl = sebacate can be mentioned.
　本発明の芳香剤組成物において、ラジカル捕捉剤は、１種単独で使用してもよく、また２種以上を組み合わせて使用してもよい。 In the fragrance composition of the present invention, the radical scavenger may be used alone or in combination of two or more.
　本発明の芳香剤組成物において、(C)成分と(D)成分の比率としては、例えば、(C)成分の総量１００重量部当たり、(D)成分の総量が１～１０００００重量部、好ましくは１０～５００００重量部、より好ましくは１００～１００００重量部が挙げられる。 In the fragrance composition of the present invention, the ratio of the component (C) to the component (D) is, for example, preferably 1 to 100,000 parts by weight per 100 parts by weight of the total amount of the component (C). Is 10 to 50,000 parts by weight, more preferably 100 to 10,000 parts by weight.
　本発明の芳香剤組成物における(D)成分の含有量については、使用する紫外線吸収剤等に応じて適宜設定すればよいが、例えば、(D)成分の総量で０．００１～１５重量％、より好ましくは０．０１～５重量％、更に好ましくは０．１～３重量％が挙げられる。 The content of the component (D) in the fragrance composition of the present invention may be appropriately set according to the ultraviolet absorber or the like used, and for example, the total amount of the component (D) is 0.001 to 15% by weight. , More preferably 0.01 to 5% by weight, still more preferably 0.1 to 3% by weight.
［溶剤］
　本発明の芳香剤組成物は、前記(A)～(D)成分を溶解、可溶化、又は分散させるための基材として溶剤が含まれる。本発明で使用される溶剤は、香料を溶解、可溶化、又は分散し得るものであればよく、水であってもよいが、好ましくは親油性溶剤が挙げられる。 [solvent]
The fragrance composition of the present invention contains a solvent as a base material for dissolving, solubilizing, or dispersing the components (A) to (D). The solvent used in the present invention may be any solvent as long as it can dissolve, solubilize, or disperse the fragrance, and may be water, but a lipophilic solvent is preferable.
　親油性溶剤としては、具体的には、パラフィン系炭化水素（形質流動イソパラフィン、形質流動ノルマルパラフィン）、３－メトキシ－３－メチル－１－ブタノール、プロピレングリコールモノメチルエーテル、プロピレングリコールモノエチルエーテル、プロピレングリコールモノプロピルエーテル、ジプロピレングリコールモノメチルエーテル、トリプロピレングリコールモノメチルエーテル、プロピレングリコールプロピルエーテル、メタノール、エタノール、プロパノール、ブタノール、エチレングリコール、プロピレングリコール、ジプロピレングリコール、ポリオキシエチレンアルキルフェニルエーテル等が挙げられる。これらの親油性溶剤の中でも、好ましくはパラフィン系炭化水素、３－メトキシ－３－メチル－１－ブタノールが挙げられる。 Specific examples of the oil-friendly solvent include paraffinic hydrocarbons (plasmic fluid isoparaffin, plasma fluid normal paraffin), 3-methoxy-3-methyl-1-butanol, propylene glycol monomethyl ether, propylene glycol monoethyl ether, and propylene. Glycol monopropyl ether, dipropylene glycol monomethyl ether, tripropylene glycol monomethyl ether, propylene glycol propyl ether, methanol, ethanol, propanol, butanol, ethylene glycol, propylene glycol, dipropylene glycol, polyoxyethylene alkyl phenyl ether and the like can be mentioned. .. Among these lipophilic solvents, paraffinic hydrocarbons and 3-methoxy-3-methyl-1-butanol are preferable.
　これらの溶剤は、１種単独で使用してもよく、また２種以上を組み合わせて使用してもよい。 These solvents may be used alone or in combination of two or more.
　本発明において溶剤の好適な一例として、パラフィン系炭化水素と３－メトキシ－３－メチル－１－ブタノールとの組み合わせが挙げられる。パラフィン系炭化水素と３－メトキシ－３－メチル－１－ブタノールとを組み合わせて使用する場合、これらの比率については、特に制限されないが、例えば、パラフィン系炭化水素の総量１００重量部当たり、３－メトキシ－３－メチル－１－ブタノールが０．０１～１００００重量部、好ましくは０．１～１０００重量部、より好ましくは１～１５０重量部が挙げられる。 A suitable example of the solvent in the present invention is a combination of a paraffinic hydrocarbon and 3-methoxy-3-methyl-1-butanol. When the paraffinic hydrocarbon and 3-methoxy-3-methyl-1-butanol are used in combination, the ratio thereof is not particularly limited, but for example, 3-based amount per 100 parts by weight of the paraffinic hydrocarbon. The amount of methoxy-3-methyl-1-butanol is 0.01 to 10000 parts by weight, preferably 0.1 to 1000 parts by weight, and more preferably 1 to 150 parts by weight.
　本発明の芳香剤組成物における溶剤の含有量については、他の含有成分を除いた残部であればよいが、例えば、溶剤の総量で３０～９９重量％、好ましくは６５～９８重量％、より好ましくは６９～９８重量％、更に好ましくは７９～９８重量％が挙げられる。 The content of the solvent in the fragrance composition of the present invention may be the balance excluding other components, but for example, the total amount of the solvent is 30 to 99% by weight, preferably 65 to 98% by weight. It is preferably 69 to 98% by weight, more preferably 79 to 98% by weight.
［その他の成分］
　本発明の芳香剤組成物は、前記成分に加えて、本発明の効果を妨げないことを限度として、他の成分が含まれていてもよい。本発明の芳香剤組成物に配合可能な他の成分としては、例えば、防腐剤、消臭成分、除菌剤、界面活性剤、ｐＨ調整剤、殺虫成分、防虫成分、忌避成分等の成分が挙げられる。 [Other ingredients]
In addition to the above-mentioned components, the fragrance composition of the present invention may contain other components as long as the effects of the present invention are not impaired. Other components that can be blended in the fragrance composition of the present invention include, for example, components such as preservatives, deodorant components, disinfectants, surfactants, pH adjusters, insecticidal components, insect repellent components, and repellent components. Can be mentioned.
［形態・使用態様］
　本発明の芳香剤組成物の形態については、特に制限されず、例えば、液状、ゲル状が挙げられる。本発明の芳香剤組成物の形態として、好ましくは液状である。 [Form / Usage]
The form of the fragrance composition of the present invention is not particularly limited, and examples thereof include liquid and gel. The form of the fragrance composition of the present invention is preferably liquid.
　本発明の芳香剤組成物は、居室、トイレ、車内等に設置して、空間の香気の付与のために使用される。 The fragrance composition of the present invention is installed in a living room, a toilet, a car, etc., and is used to impart aroma to the space.
　本発明の芳香剤組成物が液状の場合であれば、本発明の芳香剤組成物を揮散させる好適な一態様として、不織布、木質材料、スポンジ等の揮散部材を介して揮散させる揮散器を使用する方法が挙げられる。当該揮散器として、具体的には、開口部を有する液体容器と、揮散部材と、当該液体容器に収容された本発明の芳香剤組成物とを含んで構成され、当該揮散部材の少なくとも一部が本発明の芳香剤組成物に浸漬され、且つ当該揮散部材の少なくとも一部が当該開口部から空気中に露出可能に設置されているものが例示される。このような揮散器を使用することにより、揮散部材によって本発明の液体芳香剤組成物の吸い上げと揮散が行われ、効率的に空間に香気を揮散させることができる。 When the fragrance composition of the present invention is in a liquid state, as a preferred embodiment for volatile the fragrance composition of the present invention, a volatile device for volatile through a volatile member such as a non-woven fabric, a wood material, or a sponge is used. There is a way to do it. The volatilizer specifically includes a liquid container having an opening, a volatilizer member, and the fragrance composition of the present invention contained in the liquid container, and at least a part of the volatilizer member. Is immersed in the fragrance composition of the present invention, and at least a part of the volatilizing member is installed so as to be exposed to the air through the opening. By using such a volatilizer, the liquid fragrance composition of the present invention is sucked up and volatilized by the volatilizing member, and the aroma can be efficiently volatilized in the space.
　また、本発明の芳香剤組成物は、光暴露による色素の退色が抑制されているので、内部を視認可能な透明容器に収容して使用することもできる。このような透明容器に収容することにより、芳香剤組成物の色調による意匠的効果が奏され、更に使用中の残量を確認することも可能になる。なお、前記透明容器は、少なくとも一部の壁面領域が内部を視認できる程度の透明性を備えるものであればよく、必ずしも全壁面領域が内部を視認できる程度の透明性を備えていなくてもよい。 Further, since the fragrance composition of the present invention suppresses fading of the dye due to light exposure, it can be used by accommodating the inside in a visible transparent container. By housing in such a transparent container, a design effect is exhibited by the color tone of the fragrance composition, and it is also possible to confirm the remaining amount during use. The transparent container may be transparent as long as at least a part of the wall surface area can be visually recognized, and the transparent container does not necessarily have the transparency such that the entire wall surface area can be visually recognized. ..
２．退色抑制方法
　本発明の退色抑制方法は、香料及び着色剤を含む芳香剤組成物の光暴露による退色を抑制する方法であって、芳香剤組成物中で、(A)香料、(B)着色剤、(C)紫外線吸収剤、及び(D)ラジカル捕捉剤を共存させることを特徴とする。 2. 2. Fading Suppressing Method The fading suppressing method of the present invention is a method for suppressing fading due to light exposure of an fragrance composition containing a fragrance and a colorant, and is used in the fragrance composition to (A) fragrance and (B) coloring. It is characterized by the coexistence of an agent, (C) an ultraviolet absorber, and (D) a radical scavenger.
　本発明の退色抑制方法において、使用される(A)～(D)成分の種類や含有量、配合される溶剤の種類や含有量、その他の成分、芳香剤組成物の形態や使用態様等については、前記「１．芳香剤組成物」の欄に記載の通りである。 Regarding the types and contents of the components (A) to (D) used in the method for suppressing fading of the present invention, the types and contents of the solvent to be blended, other components, the form and mode of use of the fragrance composition, etc. Is as described in the column of "1. Fragrance composition" above.
　以下に実施例を示して本発明を更に詳細に説明するが、本発明はこれらの実施例に限定されて解釈されるものではない。 The present invention will be described in more detail with reference to Examples below, but the present invention is not construed as being limited to these Examples.
　なお、以下の試験例及び処方例で使用した主な成分の化合物名等は、以下の通りである。
・香料Ａ：フラワーの香りを呈する油性調合香料
・香料Ｂ：シトラスの香りを呈する油性調合香料
・アントラキノン系色素（青色）：Ｃ．Ｉ．ソルベントブルー３５
・タール系色素（赤色）：Ｃ．Ｉ．ソルベントレッド２４
・キノフタロン系色素（黄色）：Ｃ．Ｉ．ソルベントイエロー１１４
・ベンゾトリアゾール系紫外線吸収剤：２－（２’－ヒドロキシ－５’－メチルフェニル）ベンゾトリアゾール
・トリアジン系紫外線吸収剤：５，５’－ビス（２－エチルヘキシルオキシ）－２，２’－［６－（４－メトキシフェニル）－１，３，５－トリアジン－２，４－ジイル］ジフェノール
・ベンゾフェノン系紫外線吸収剤：２，４－ジヒドロキシベンゾフェノン
・ヒンダードアミン系ラジカル捕捉剤：ビス（１，２，２，６，６－ペンタメチル－４－ピペリジル）＝デカンジオアート約８０重量部とメチル＝１，２，２，６，６－ペンタメチル－４－ピペリジル＝セバケート約２０重量部の混合物
・ヒンダードフェノール系ラジカル捕捉剤：ペンタエリトリトールテトラキス［３－（３，５－ジ－ｔｅｒｔ－ブチル－４－ヒドロキシフェニル）プロピオナート］ The compound names and the like of the main components used in the following test examples and prescription examples are as follows.
・ Fragrance A : An oil-based blended fragrance that presents the scent of flowers.
・ Fragrance B : An oil-based blended fragrance that has a citrus scent.
-Anthraquinone dye (blue) : C.I. I. Solvent blue 35
-Tar dye (red) : C.I. I. Solvent Red 24
-Kinophthalone dye (yellow) : C.I. I. Solvent Yellow 114
-Benzotriazole-based UV absorber : 2- (2'-hydroxy-5'-methylphenyl) benzotriazole
-Triazine-based UV absorber : 5,5'-bis (2-ethylhexyloxy) -2,2'-[6- (4-methoxyphenyl) -1,3,5-triazine-2,4-diyl] di Phenol
・ Benzophenone-based UV absorber : 2,4-dihydroxybenzophenone
-Hinderdamine radical scavenger : bis (1,2,2,6,6-pentamethyl-4-piperidyl) = about 80 parts by weight of decandioart and methyl = 1,2,2,6,6-pentamethyl-4- Piperidine-sevacate Approximately 20 parts by weight mixture
・ Hindered phenolic radical scavenger : Pentaerythritol tetrakis [3- (3,5-di-tert-butyl-4-hydroxyphenyl) propionate]
試験例
　表１及び２に示す組成の芳香剤組成物を調製した。得られた各芳香剤組成物をガラス製の透明容器に充填して密封し、昼間には太陽光が当たる室内に４週間保存した。保存４週間後に、各芳香剤組成物の色調を目視により観察し、以下の判定基準に従って、保存前後での色調変化を評価した。
＜判定基準＞
５：保存後に退色が全く認められず、保存前後で色調に変化が全くない。
４：保存後にかすかな退色が認められるが、保存前と略同じ色調を維持できている。
３：保存後に少しだけ退色が認められ、保存前に比べて少しだけ色調が変化しているが、実用上は十分に許容できるレベルである。
２：保存後に明らかな退色が認められ、保存前に比べて、明らかに色調が変化している。１：着色剤の色が完全に消失している。 Test Examples The fragrance compositions having the compositions shown in Tables 1 and 2 were prepared. Each of the obtained fragrance compositions was filled in a transparent glass container, sealed, and stored in a room exposed to sunlight for 4 weeks in the daytime. After 4 weeks of storage, the color tone of each fragrance composition was visually observed, and the change in color tone before and after storage was evaluated according to the following criteria.
<Judgment criteria>
5: No fading was observed after storage, and there was no change in color tone before and after storage.
4: Slight fading is observed after storage, but the color tone is almost the same as before storage.
3: Slight fading is observed after storage, and the color tone is slightly changed compared to before storage, but it is a sufficiently acceptable level for practical use.
2: Clear fading was observed after storage, and the color tone was clearly changed compared to before storage. 1: The color of the colorant has completely disappeared.
　結果を表１及び２に示す。香料及び着色剤を含む芳香剤組成物において、紫外線吸収剤又はラジカル捕捉剤の一方のみを含む場合には、保存後に明らかな退色が認められた。（比較例１～６）。特に、着色剤としてアントラキノン系色素（青色）又はタール系色素（赤色）を使用した場合には、保存後の退色が顕著であった（比較例１～５）。 The results are shown in Tables 1 and 2. In the fragrance composition containing a fragrance and a colorant, when only one of the ultraviolet absorber and the radical scavenger was contained, a clear fading was observed after storage. (Comparative Examples 1 to 6). In particular, when an anthraquinone-based dye (blue) or tar-based dye (red) was used as the colorant, discoloration after storage was remarkable (Comparative Examples 1 to 5).
　これに対して、香料及び着色剤を含む芳香剤組成物において、紫外線吸収剤とラジカル捕捉剤の双方を含む場合には、保存後の退色を効果的に抑制できていた（実施例１～１４）。特に、紫外線吸収剤を２種以上使用した場合には、保存後の退色抑制効果が格段顕著であった（実施例８～１４）。


  On the other hand, when the fragrance composition containing a fragrance and a colorant contains both an ultraviolet absorber and a radical scavenger, fading after storage can be effectively suppressed (Examples 1 to 14). ). In particular, when two or more kinds of ultraviolet absorbers were used, the effect of suppressing fading after storage was remarkably remarkable (Examples 8 to 14).
Figure JPOXMLDOC01-appb-T000001

 
Figure JPOXMLDOC01-appb-T000001

 
Figure JPOXMLDOC01-appb-T000002
Figure JPOXMLDOC01-appb-T000002

Claims (6)

  1. 　(A)香料、(B)着色剤、(C)紫外線吸収剤、及び(D)ラジカル捕捉剤を含む、芳香剤組成物。 An fragrance composition containing (A) a fragrance, (B) a colorant, (C) an ultraviolet absorber, and (D) a radical scavenger.
  2. 　(C)紫外線吸収剤が、ベンゾトリアゾール系紫外線吸収剤、トリアジン系紫外線吸収剤、及びベンゾフェノン系紫外線吸収剤よりなる群から選択される少なくとも１種である、請求項１に記載の芳香剤組成物。 (C) The fragrance composition according to claim 1, wherein the ultraviolet absorber is at least one selected from the group consisting of a benzotriazole-based ultraviolet absorber, a triazine-based ultraviolet absorber, and a benzophenone-based ultraviolet absorber. ..
  3. 　(C)紫外線吸収剤が２種以上含まれる、請求項１又は２に記載の芳香剤組成物。 (C) The fragrance composition according to claim 1 or 2, which contains two or more kinds of ultraviolet absorbers.
  4. 　(C)紫外線吸収剤が、下記(1)～(3)のいずれかの組み合わせを含む、請求項３に記載の芳香剤組成物。
    (1)少なくとも１種のベンゾトリアゾール系紫外線吸収剤と少なくとも１種のトリアジン系紫外線吸収剤との組み合わせ。
    (2)少なくとも１種のベンゾトリアゾール系紫外線吸収剤と少なくとも１種のベンゾフェノン系紫外線吸収剤との組み合わせ。
    (3)少なくとも１種のトリアジン系紫外線吸収剤と少なくとも１種のベンゾフェノン系紫外線吸収剤との組み合わせ。     (C) The aromatic composition according to claim 3, wherein the ultraviolet absorber contains any combination of the following (1) to (3).
    (1) A combination of at least one benzotriazole-based ultraviolet absorber and at least one triazine-based ultraviolet absorber.
    (2) A combination of at least one benzotriazole-based UV absorber and at least one benzophenone-based UV absorber.
    (3) Combination of at least one triazine-based UV absorber and at least one benzophenone-based UV absorber.
  5. 　ラジカル捕捉剤が、ヒンダードアミン系ラジカル捕捉剤及び／又はヒンダードフェノール系ラジカル捕捉剤である、請求項１～４のいずれかに記載の芳香剤組成物。 The aromatic composition according to any one of claims 1 to 4, wherein the radical scavenger is a hindered amine-based radical scavenger and / or a hindered phenol-based radical scavenger.
  6. 　着色剤及び香料を含む芳香剤組成物の光暴露による退色を抑制する方法であって、
    　芳香剤組成物中で、(A)香料、(B)着色剤、(C)紫外線吸収剤、及び(D)ラジカル捕捉剤を共存させる、前記方法。     A method for suppressing fading due to light exposure of an aromatic composition containing a colorant and a fragrance.
    The above method, wherein (A) a fragrance, (B) a colorant, (C) an ultraviolet absorber, and (D) a radical scavenger coexist in the fragrance composition.
PCT/JP2021/027176 2020-07-30 2021-07-20 Fragrance composition WO2022024883A1 (en)

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Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2014012052A (en) * 2012-07-03 2014-01-23 Kobayashi Pharmaceutical Co Ltd Liquid fragrance compositions
JP2015148038A (en) * 2014-01-07 2015-08-20 株式会社Adeka Functionality-providing agent for fiber

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2014012052A (en) * 2012-07-03 2014-01-23 Kobayashi Pharmaceutical Co Ltd Liquid fragrance compositions
JP2015148038A (en) * 2014-01-07 2015-08-20 株式会社Adeka Functionality-providing agent for fiber

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