JP2011105941A - Method for reinforcing fragrance and persistence of perfume and reinforcing agent - Google Patents

Method for reinforcing fragrance and persistence of perfume and reinforcing agent Download PDF

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JP2011105941A
JP2011105941A JP2010266195A JP2010266195A JP2011105941A JP 2011105941 A JP2011105941 A JP 2011105941A JP 2010266195 A JP2010266195 A JP 2010266195A JP 2010266195 A JP2010266195 A JP 2010266195A JP 2011105941 A JP2011105941 A JP 2011105941A
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fragrance
blended
composition
comparative example
residual
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Masaya Ishida
賢哉 石田
Takashi Nishida
貴志 西田
Hiroyuki Matsuda
洋幸 松田
Hisao Iwai
久夫 岩井
Toshimitsu Hagiwara
利光 萩原
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Takasago International Corp
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Takasago Perfumery Industry Co
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Abstract

<P>PROBLEM TO BE SOLVED: To provide a method for reinforcing fragrance and persistence of perfume and a reinforcing agent thereof. <P>SOLUTION: A perfume composition or a product is added with a compound represented by general formula (1). A compounding amount to the perfume composition is 0.01-90 wt.%. A preferable compounding amount to the product is 0.0001-2.0 times (weight ratio) of the perfume composition compounded in the product. In the formula: A is H or an OH group; B is H or a methyl group; and n is an integer of 0-2. <P>COPYRIGHT: (C)2011,JPO&INPIT

Description

本発明は、香料の香り立ち及び持続性を高める方法、有香成分及び/又は調合香料の香り立ち及び持続性強化剤、香り立ち及び持続性に優れた香料組成物及びこれらを用いて得られる香り立ち及び残香性に優れた香粧品、トイレタリー製品、入浴剤、飲食品及び医薬品に関する。   The present invention provides a method for enhancing the fragrance and sustainability of a fragrance, a fragrance component and / or a fragrance and sustainability enhancer for a blended fragrance, a fragrance composition excellent in fragrance and sustainability, and these. The present invention relates to cosmetics, toiletries, bath preparations, foods and drinks and pharmaceuticals having excellent fragrance and residual fragrance properties.

従来、有香物質を調香し優れた香料組成物を調製する際、或いは各種製品に香料組成物を配合する際、香料組成物及び各種製品に所望の香気を持続させ、また有香物質の芳香特性及び保留性を調整するために各種保留剤が用いられている。これら保留剤として、ジプロピレングリコール、トリエチルシトレート、ベンジルベンゾエート、ベンジルサリシレート、ジエチルフタレートなど種々のものが知られており、従来から香料組成物或いは各種製品に配合されている。しかし、これらの保留剤だけでは有香成分、香料組成物などの揮発性や残香性を調整するには十分でなく、また保留剤の中には安全上の問題があるものもあるため、香り立ち及び残香性に優れ、更には安全上の問題もない保留剤を得るべく研究が進められてきた。そして、このような特性を有する保留剤として、近年、p−メンタン−3,8−ジオール(特許文献1参照)、2−ヒドロキシメチル−シクロアルカノール誘導体(特許文献2参照)、特定のビフェニル化合物(特許文献3参照)などが提案されている。   Conventionally, when preparing an excellent fragrance composition by scenting a fragrant substance, or when blending a fragrance composition into various products, the desired fragrance is maintained in the fragrance composition and various products. Various retention agents are used to adjust the aroma characteristics and retention. Various retention agents such as dipropylene glycol, triethyl citrate, benzyl benzoate, benzyl salicylate, and diethyl phthalate are known, and are conventionally blended in perfume compositions or various products. However, these retention agents alone are not sufficient to adjust the volatility and residual fragrance properties of scented ingredients and fragrance compositions, and some of the retention agents have safety issues. Research has been carried out to obtain a retentive agent that has excellent standing and residual scent properties and is free from safety problems. And as a retention agent which has such a characteristic, p-menthane-3,8-diol (refer patent document 1), 2-hydroxymethyl- cycloalkanol derivative (refer patent document 2), specific biphenyl compound (refer patent document 2) recently. Patent Document 3) has been proposed.

特許第3045562号公報Japanese Patent No. 3045562 特開平5−295388号公報Japanese Patent Laid-Open No. 5-295388 特開平7−62383号公報JP-A-7-62383

しかしながら、これら先行技術文献には、香料組成物の保留効果について、匂い紙上での官能評価による保留効果が記載されているものの、上記化合物を保留剤として含む香料組成物を賦香してなる製品類(例えば、香粧品、トイレタリー製品、入浴剤、飲食品、医薬品等)での保留効果については触れられていない。そして、香料組成物に対する保留効果の一層の改善又は香料組成物における保留剤のバリエーションの拡大のため、更には各種香料組成物を配合した製品形態における香り立ち、残香性を更に改善すべく、新たな保留剤の開発、提供が望まれている。
本発明の目的は、従来の公知或いは周知保留剤により得られる香料の香り立ち及び持続性より更に改善された特性を付与することができるとともに、安全性にも問題なく香料の香り立ち及び持続性を高めることができる方法、この方法に用いられる有香成分及び/又は調合香料の香り立ち及び持続性強化剤、該強化剤が配合された香り立ち及び持続性に優れた香料組成物及びこれらを用いた香り立ち及び残香性に優れた香粧品、トイレタリー製品、入浴剤、飲食品、医薬品などの製品類を提供することである。
However, although these prior art documents describe the retention effect by sensory evaluation on odor paper for the retention effect of the fragrance composition, the product obtained by perfume the fragrance composition containing the above compound as a retention agent There is no mention of the retention effect in the class (for example, cosmetics, toiletries, bathing agents, foods and drinks, pharmaceuticals, etc.). In order to further improve the retention effect on the fragrance composition or to expand the variation of the retention agent in the fragrance composition, the fragrance and the remaining fragrance in the product form in which various fragrance compositions are blended are further improved. Development and provision of a new retention agent is desired.
The object of the present invention is to provide a property further improved than the fragrance and sustainability of a fragrance obtained by a conventional known or well-known retention agent, and without causing any problems in safety. A fragrance component and / or a blended fragrance used in this method, and a fragrance composition excellent in fragrance and sustainability in which the enhancer is blended. The object is to provide products such as cosmetics, toiletries, bathing agents, foods and drinks, and pharmaceuticals having excellent fragrance and residual scent.

本発明者等は、上記従来の要求を解決すべく鋭意検討を行った結果、後記一般式(1)で表される化合物を香料組成物中に配合する、或いはこの一般式(1)で表される化合物を配合された香料組成物を各種製品中に配合する、或いは各種製品を調製する際に、一般式(1)で表される化合物を香料組成物と共に製品に配合することにより、香り立ち及び持続性が著しく高められた香料組成物、或いは香り立ち及び残香性に優れた各種製品を得ることができ、またこれにより調製された製品は安全性に問題がないとの知見を得て本発明をなしたものである。   As a result of intensive studies to solve the above-described conventional demands, the present inventors blended a compound represented by the following general formula (1) into the fragrance composition, or represented by the general formula (1). When a perfume composition containing a compound to be blended is blended into various products, or when various products are prepared, the compound represented by the general formula (1) is blended with the perfume composition into the product to give a fragrance. It is possible to obtain perfume compositions with significantly improved standing and sustainability, or various products with excellent scenting and remaining fragrance properties, and with the knowledge that products prepared thereby have no safety problems. The present invention has been made.

すなわち、本発明は、以下の各発明を包含する。
〔1〕下記一般式(1)で表される化合物を用いることを特徴とする香料の香り立ち及び持続性を高める方法。
That is, the present invention includes the following inventions.
[1] A method for enhancing the fragrance and sustainability of a fragrance, which comprises using a compound represented by the following general formula (1).

Figure 2011105941
(式中、AはH又はOH基を、BはH又はメチル基を、nは0〜2の整数を表す。)
Figure 2011105941
(In the formula, A represents an H or OH group, B represents an H or methyl group, and n represents an integer of 0 to 2.)

〔2〕上記一般式(1)で表される化合物からなる、有香成分及び/又は調合香料の香り立ち及び持続性強化剤。
〔3〕上記〔1〕に記載の方法により有香成分及び/又は調合香料の香り立ち及び残香性が高められた香粧品、トイレタリー製品、入浴剤、飲食品又は医薬品。
[2] A flavor enhancer and persistence enhancer for a fragrant component and / or a blended fragrance comprising the compound represented by the general formula (1).
[3] A cosmetic product, toiletry product, bath preparation, food or drink, or pharmaceutical product in which the fragrance and / or residual fragrance of the scented component and / or the blended fragrance are enhanced by the method described in [1] above.

〔4〕上記〔2〕に記載される有香成分及び/又は調合香料の香り立ち及び持続性強化剤を含むフローラル、シトラス、フルーティー、グリーン、ミント、ハーブ又はマリン調香粧品、トイレタリー製品、入浴剤、飲食品又は医薬品。
〔5〕上記一般式(1)で表わされる化合物を0.01〜90重量%含有することを特徴とする香り立ち及び持続性が高められた香料組成物。
[4] Floral, citrus, fruity, green, mint, herbal or marine cosmetic, toiletry product, bath containing the fragrance ingredient and / or blended fragrance as described in [2] above Agent, food or drink, or medicine.
[5] A fragrance composition with enhanced fragrance and durability, characterized by containing 0.01 to 90% by weight of the compound represented by the general formula (1).

〔6〕上記一般式(1)で表される化合物が、下記一般式(2)で表される化合物であることを特徴とする上記〔5〕記載の香料の香り立ち及び持続性が高められた香料組成物。 [6] The compound represented by the general formula (1) is a compound represented by the following general formula (2). Perfume composition.

Figure 2011105941
(式中、AはH又はOH基を、BはH又はメチル基を、nは0〜2の整数を表す。)
Figure 2011105941
(In the formula, A represents an H or OH group, B represents an H or methyl group, and n represents an integer of 0 to 2.)

〔7〕上記一般式(1)で表される化合物が、3−(メントキシ)−1,2−プロパンジオールであることを特徴とする上記〔6〕記載の香り立ち及び持続性が高められた香料組成物。
〔8〕一般式(2)で表される化合物が、3−(l−メントキシ)−1,2−プロパンジオールであることを特徴とする上記〔6〕記載の香り立ち及び持続性が高められた香料組成物。
〔9〕上記〔5〕〜〔8〕のいずれかに記載の香り立ち及び持続性が高められた香料組成物が0.01〜50重量%配合されてなることを特徴とする、香粧品、トイレタリー製品、入浴剤、飲食品又は医薬品。
[7] The compound represented by the general formula (1) is 3- (menthoxy) -1,2-propanediol, which enhances the fragrance and the durability according to the above [6]. Perfume composition.
[8] The compound represented by the general formula (2) is 3- (1-menthoxy) -1,2-propanediol, which enhances the fragrance and sustainability according to the above [6]. Perfume composition.
[9] A cosmetic product comprising 0.01 to 50% by weight of the fragrance composition having enhanced fragrance and durability according to any one of [5] to [8], Toiletries, baths, food and drinks or pharmaceuticals.

本発明によれば、前記一般式(1)で表される化合物を0.1〜90重量%香料組成物に配合することにより、通常の香料の香り立ち、及び持続性を安全上の問題なく顕著に高めことができるという効果を有すると共に、この香り立ち及び持続性が高められた香料組成物を香粧品、トイレタリー製品、入浴剤、飲食品、医薬品などの製品に配合することにより、香り立ち及び残香性が顕著に高められた各種製品を調製することができる。また、一般式(1)で表わされる化合物を各種製品の調製時に香料組成物と共に直接配合することによっても、香り立ち及び残香性の優れた製品を調製することができる。   According to the present invention, by blending the compound represented by the general formula (1) into a fragrance composition of 0.1 to 90% by weight, the fragrance and sustainability of a normal fragrance can be obtained without safety problems. By blending this fragrance composition with enhanced fragrance and sustainability into products such as cosmetics, toiletries, bath preparations, foods and drinks, pharmaceuticals, etc. In addition, various products with significantly improved residual fragrance properties can be prepared. Moreover, the product excellent in fragrance and residual fragrance | flavor can be prepared also by mix | blending the compound represented with General formula (1) with a fragrance | flavor composition directly at the time of preparation of various products.

上記のごとく、本発明の香料の香り立ち及び持続性を高める方法、有香成分及び/又は調合香料の香り立ち及び持続性強化剤、香り立ち及び持続性に優れた香料組成物及びこれらを用いて得られる香り立ち及び残香性に優れた香粧品、トイレタリー製品、入浴剤、飲食品及び医薬品には、上記一般式(1)で表される化合物が用いられるが、上記一般式(1)で表される化合物としては、例えば、2−(メントキシ)エタン−1−オール、1−(メントキシ)プロパン−2−オール、3−(メントキシ)プロパン−1−オール、3−(メントキシ)プロパン−1,2−ジオール、2−メチル−3−(メントキシ)プロパン−1,2−ジオール、4−(メントキシ)ブタン−1−オールが挙げられる。   As described above, the method for enhancing the fragrance and sustainability of the fragrance of the present invention, the fragrance ingredient and / or the fragrance enhancer of the blended fragrance, the fragrance composition excellent in fragrance and sustainability, and the use thereof The compounds represented by the above general formula (1) are used in cosmetics, toiletry products, bathing agents, foods and drinks, and pharmaceuticals having excellent fragrance and afterglow properties obtained by the above formula (1). Examples of the compound represented include 2- (menthoxy) ethane-1-ol, 1- (menthoxy) propan-2-ol, 3- (menthoxy) propan-1-ol, and 3- (menthoxy) propane-1. 2, 2-diol, 2-methyl-3- (menthoxy) propane-1,2-diol, 4- (menthoxy) butan-1-ol.

また、本発明の香料の香り立ち及び持続性を高める方法、有香成分及び/又は調合香料の香り立ち及び持続性強化剤、香り立ち及び持続性に優れた香料組成物及びこれらを用いて得られる香り立ち及び残香性に優れた香粧品、トイレタリー製品、入浴剤、飲食品及び医薬品において用いられる一般式(1)で表わされる化合物としては、上記一般式(2)で表わされる化合物が好ましく用いられる。上記一般式(2)で表される化合物としては、例えば、2−(l−メントキシ)エタン−1−オール、1−(l−メントキシ)プロパン−2−オール、3−(l−メントキシ)プロパン−1−オール、3−(l−メントキシ)プロパン−1,2−ジオール、2−メチル−3−(l−メントキシ)プロパン−1,2−ジオール、4−(l−メントキシ)ブタン−1−オールなどが挙げられる。   In addition, the method of enhancing the fragrance and sustainability of the fragrance of the present invention, the fragrance component and / or the fragrance and sustainability enhancer of the blended fragrance, the fragrance composition excellent in fragrance and sustainability, and these are used. As the compound represented by the general formula (1) used in cosmetics, toiletries, bathing agents, foods and drinks and pharmaceuticals having excellent fragrance and residual fragrance, the compounds represented by the above general formula (2) are preferably used. It is done. Examples of the compound represented by the general formula (2) include 2- (1-menthoxy) ethane-1-ol, 1- (l-menthoxy) propan-2-ol, and 3- (l-menthoxy) propane. -1-ol, 3- (l-menthoxy) propane-1,2-diol, 2-methyl-3- (l-menthoxy) propane-1,2-diol, 4- (l-menthoxy) butane-1- Examples include all.

これらの化合物は、単独あるいは2種以上を組み合わせて使用することができる。これらの化合物は無色、ほぼ無臭の油状物質であり、通常の香料組成物との相溶性は極めて高い。   These compounds can be used alone or in combination of two or more. These compounds are colorless and almost odorless oily substances, and have extremely high compatibility with ordinary fragrance compositions.

これらの化合物の中では、特に3−(メントキシ)プロパン−1,2−ジオール、3−(l−メントキシ)プロパン−1,2−ジオールが、香粧品、トイレタリー製品、入浴剤、飲食品、医薬品などの製品類に使用されたときの保留効果の面から好ましい。なお、一般式(2)で表されるl−メントキシエーテル誘導体、特に3−(l−メントキシ)プロパン−1,2−ジオールが冷感効果を有することは、すでに特公昭61−48813号公報、特開昭47−16647号公報などにより知られているが、上記一般式(1)で表される化合物がこのような冷感効果を有する化合物である場合、特に一般式(1)で表される化合物を香料組成物と共に製品調製時に配合して用いる場合には、香料組成物を賦香した製品類に冷感効果が付与される量より少ない量配合することによっても、香料の香り立ち及び残香効果の改善が見られる。また、3−(l−メントキシ)プロパン−1,2−ジオールが、冷感作用により喉、鼻の炎症を抑える組成物に応用されること(WO9408550、WO9847483、WO9847482)、一般式(2)で表される化合物を他の化合物とともに、又は単独で飲食品、香粧品、医薬品などに配合し、冷感効果、可塑剤としての効果を得ること(特開平10−313819号公報、特開昭60−25908号公報、特開平10−109945号公報など)も知られているが、一般式(2)で表される化合物を含め一般式(1)で表される化合物が、香料組成物の香り立ち、持続性或いは各種製品の香り立ち、残香性を著しく高める効果を有することを示唆する報告はない。   Among these compounds, 3- (menthoxy) propane-1,2-diol and 3- (1-menthoxy) propane-1,2-diol are especially cosmetics, toiletries, bathing agents, foods and drinks, and pharmaceuticals. It is preferable from the viewpoint of the retention effect when used for products such as. Note that the l-menthoxy ether derivative represented by the general formula (2), particularly 3- (l-menthoxy) propane-1,2-diol, has a cooling effect, which has already been disclosed in Japanese Patent Publication No. 61-48813. However, when the compound represented by the general formula (1) is a compound having such a cooling effect, it is particularly represented by the general formula (1). When the compound to be used is blended together with the fragrance composition at the time of preparation of the product, the fragrance of the fragrance can also be obtained by blending the fragrance composition in an amount less than the amount that gives a cooling sensation effect. And the improvement of the residual scent effect is seen. Further, 3- (1-menthoxy) propane-1,2-diol is applied to a composition that suppresses inflammation of the throat and nose due to a cooling sensation (WO 9408550, WO 9847482, WO 9847482), and in general formula (2) The compound represented can be blended with other compounds alone or in foods and drinks, cosmetics, pharmaceuticals, etc. to obtain a cooling sensation effect and an effect as a plasticizer (JP-A-10-313819, JP-A-60) -25908, JP-A-10-109945, etc.) are also known, but the compound represented by the general formula (1) including the compound represented by the general formula (2) is a fragrance of the fragrance composition. There is no report which suggests having the effect which raises standing, sustainability, or the fragrance standing of various products, and a residual scent property remarkably.

本発明において用いられる上記一般式(1)又は(2)で表される化合物は既知化合物であり、特公昭61−48813号公報、英国公報1315626号公報、特開平9−217083号公報などに記載されている方法で合成することができる。   The compound represented by the above general formula (1) or (2) used in the present invention is a known compound, and is described in JP-B 61-48813, UK Publication 1315626, JP-A-9-217083, and the like. It can be synthesized by the method that has been.

本発明においては、一般式(1)又は(2)で表わされる化合物の香料組成物或いは製品中への配合量、或いは適用方法は、それが配合される香料組成物或いは製品の種類、使用目的などにより、適宜最適の量及び方法とされる。本発明の有香成分及び/又は調合香料の香り立ち及び持続性強化剤が適用される香料組成物の特に好ましい香調としては、フローラル、シトラス、フルーティー、グリーン、ミント、ハーブ、マリン調が挙げられ、更にフローラル調の中では、ローズ、ミューゲ、ラベンダー、ライラック、カーネーション、フリージア調が特に好ましいものである。   In the present invention, the compounding amount of the compound represented by the general formula (1) or (2) in the fragrance composition or product, or the application method is the kind of the fragrance composition or product in which it is blended, the purpose of use. The optimal amount and method are appropriately determined. Particularly preferred fragrances of the fragrance composition to which the fragrance component and / or the blended fragrance of the present invention are applied, include floral, citrus, fruity, green, mint, herb, marine. Furthermore, among the floral tones, rose, mugue, lavender, lilac, carnation and freesia are particularly preferable.

一般式(1)又は(2)で表される化合物の有香成分及び/又は調合香料の香り立ち及び持続性強化剤としての配合量は、香料組成物中に配合される場合には、香料組成物全量に対して0.01〜90重量%が好ましく、更に好ましくは1〜50重量%である。また、該強化剤の配合により香り立ち及び持続性が高められた香料組成物の製品中への配合量は、通常、製品の全組成に対して0.01〜50重量%、特に0.1〜30重量%の濃度で用いるのが好ましい。   When the compound represented by the general formula (1) or (2) is blended in the fragrance composition, the fragrance component and / or the blended fragrance as the fragrance and sustainability enhancer are blended in the fragrance composition. The amount is preferably 0.01 to 90% by weight, more preferably 1 to 50% by weight, based on the total amount of the composition. In addition, the blending amount of the fragrance composition whose fragrance composition and sustainability are enhanced by the blending of the reinforcing agent in the product is usually 0.01 to 50% by weight, particularly 0.1 It is preferably used at a concentration of ˜30% by weight.

一方、一般式(1)又は(2)で表される化合物が各種製品に直接配合される場合の配合量は、製品形態、使用目的に応じて任意に配合可能であるが、製品中に配合される有香成分及び/又は香料組成物に対して、0.0001〜2.0倍量(重量比)が好ましく、更に好ましくは0.0005〜1.5倍量である。なお、一般式(2)で表される化合物の多くは冷感効果を有するが、冷感効果を感じない濃度でも本発明の効果は十分発揮可能であり、皮膚、頭髪等に外用される製品形態では全組成中0.001%未満でも有効である。   On the other hand, when the compound represented by the general formula (1) or (2) is directly blended into various products, the blending amount can be arbitrarily blended according to the product form and purpose of use. 0.0001-2.0 times amount (weight ratio) is preferable with respect to the fragrance | flavor component and / or fragrance | flavor composition to be performed, More preferably, it is 0.0005-1.5 times amount. Many of the compounds represented by the general formula (2) have a cooling effect, but the effects of the present invention can be sufficiently exerted even at a concentration at which the cooling effect is not felt, and products for external use on skin, hair, etc. In form, less than 0.001% of the total composition is effective.

適用対象となる製品、例えば、香粧品、トイレタリー製品、入浴剤、飲食品、医薬品には、本発明の香り立ち及び持続性が高められた香料組成物或いは本発明の有香成分及び/又は調合香料の香り立ち及び持続性強化剤の他に、それぞれの使用目的に応じ任意の成分が適宜配合される。   For products to be applied, such as cosmetics, toiletries, bath preparations, foods and drinks, and pharmaceuticals, the fragrance composition with enhanced fragrance and sustainability of the present invention or the scented component and / or formulation of the present invention In addition to the fragrance and sustainability enhancer of the fragrance, optional components are appropriately blended depending on the intended use.

また、本発明の香り立ち及び持続性を高める方法或いは有香成分及び/又は調合香料の香り立ち及び持続性強化剤により香り立ち及び持続性が高められた香料組成物は、一般式(1)で表される化合物を必須成分として含むが、他にケトン類、アルデヒド類、エステル類、アルコール類、エーテル類、テルペン類、天然精油、合成ムスク、或いはその他通常香料組成物を調製する際に使用される材料が必要に応じ共に配合される。一般式(1)で表される化合物を有香成分及び/又は調合香料の香り立ち及び持続性強化剤として予め香料組成物に配合しておくことにより、香料組成物の香り立ち及び持続性、すなわち、香料組成物の芳香特性、及び保留性が著しく高められると共に、これにより得られた香り立ち及び持続性が高められた香料組成物を製品製造時に配合することにより、一般式(1)で表わされる化合物を製品に直接配合する場合に比べ、香り立ち及び残香性がより改善された製品を得ることが可能となる。   Further, the fragrance composition having enhanced fragrance and sustainability by the method of enhancing the fragrance and sustainability of the present invention or the fragrance and sustainability enhancer of the scented component and / or the blended fragrance is represented by the general formula (1). As an essential component, it is used to prepare ketones, aldehydes, esters, alcohols, ethers, terpenes, natural essential oils, synthetic musks, or other normal fragrance compositions. Materials to be blended together as necessary. By blending the compound represented by the general formula (1) in the fragrance composition in advance as a fragrance component and / or a fragrance composition and a persistence enhancer of the blended fragrance, the fragrance composition and the persistence of the fragrance composition, That is, the fragrance composition of the fragrance composition and the retentivity are remarkably enhanced, and the fragrance composition with the enhanced fragrance and sustainability obtained thereby is blended at the time of product manufacture, so that the general formula (1) Compared with the case where the compound represented is directly blended into the product, it is possible to obtain a product with improved fragrance and aftertaste.

なお、本発明でいう香粧品、トイレタリー製品、入浴剤、飲食品、医薬品の例としては、例えば、化粧水、全身用ローション、アフターシェーブローション、育毛ローション等の各種ローション、乳液、クリーム等の皮膚化粧料、パップ剤、貼付剤、シャンプー、リンス、コンディショナー類、ヘアートニック、ヘアークリーム類等の頭髪化粧料、香水、コロン類、入浴剤、石鹸、シェービングフォーム及びジェル、洗剤、ソフナー類、室内芳香剤、歯磨、口腔洗浄料、軟膏、清涼飲料、ガム、キャンディー、アイスクリーム、シャーベット、ゼリー、清涼飲料水等が挙げられる。   Examples of cosmetics, toiletries, bath preparations, foods and drinks, and pharmaceuticals according to the present invention include, for example, lotions such as lotion, whole body lotion, after shave lotion, hair growth lotion, and skin makeup such as emulsion and cream. Hair care products such as cosmetics, poultices, patches, shampoos, rinses, conditioners, hair nicks, hair creams, perfumes, colons, bathing agents, soaps, shaving foams and gels, detergents, softeners, room fragrances , Toothpaste, oral cleanser, ointment, soft drink, gum, candy, ice cream, sorbet, jelly, soft drink and the like.

以下に実施例及び比較例により本発明を更に具体的に説明するが、本発明がこれら実施例に記載されたものに限定されるものではない。   EXAMPLES The present invention will be described more specifically with reference to examples and comparative examples below, but the present invention is not limited to those described in these examples.

実施例1及び比較例1〜3(香料組成物の香り立ち及び持続性の効果試験)
下記表1の処方に従って、常法により実施例1及び比較例1〜3の香料組成物を調製し、以下の方法により、その香り立ち及び持続性の評価を行った。なお、持続性の評価は、残香性試験によった。
Example 1 and Comparative Examples 1 to 3 (Effect test of perfume composition and sustainability of perfume composition)
According to the prescription of the following Table 1, the fragrance | flavor composition of Example 1 and Comparative Examples 1-3 was prepared by the conventional method, and the fragrance formation and sustainability were evaluated with the following method. The sustainability was evaluated by a residual fragrance test.

(香料組成物の香り立ち及び残香性の試験方法)
直径40mm高さ50mmの広口瓶底に敷いた濾紙上に、調製された香料組成物約10.0mgを量り込み、蓋を締めて30分放置し評価サンプルとした。蓋を開けた直後の香り立ち、及び開放系で約5時間経過時点での残香性を官能テストにより評価した。評価は5年以上経験した調香専門パネル11人で3回繰り返して判定し(合計33人)、比較例3に対する強度を評価した。
(Test method for fragrance composition and residual fragrance properties)
About 10.0 mg of the prepared fragrance composition was weighed on a filter paper laid on the bottom of a wide-mouth bottle having a diameter of 40 mm and a height of 50 mm, and the sample was allowed to stand for 30 minutes with the lid closed. A sensory test evaluated the fragrance immediately after opening the lid and the remaining fragrance after about 5 hours in the open system. The evaluation was repeated 3 times by 11 panelists specializing in incense for 5 years or more (total of 33 persons), and the strength against Comparative Example 3 was evaluated.

Figure 2011105941
Figure 2011105941

(1)香り立ち試験結果
比較例3に対して、最も香り立ちが高いと感じた人数の結果を、下記表2に示す。

Figure 2011105941
(1) Fragrance test results The results of the number of people who felt that the fragrance was highest for Comparative Example 3 are shown in Table 2 below.
Figure 2011105941

(2)残香性試験結果
比較例3に対して、最も残香性が強いと感じた人数の結果を、下記表3に示す。

Figure 2011105941
(2) Residual Aroma Test Results The results of the number of people who felt that the residual aroma properties were strongest for Comparative Example 3 are shown in Table 3 below.
Figure 2011105941

上記表2及び表3から明らかなように、本発明化合物は上記調合香料に対して香り立ち、残香性共に公知保留剤に比べ優れた結果を示した。   As is apparent from Tables 2 and 3, the compound of the present invention showed superior results compared to the known retention agents in terms of fragrance and residual fragrance with respect to the blended fragrance.

実施例2及び比較例4(入浴剤での効果試験)
実施例1及び比較例1の調合香料を1.0%賦香した、実施例2及び比較例4の入浴剤を下記表4の処方に従って、それぞれ100g調製した。各入浴剤20gを40〜42℃のさら湯180リットルに溶解し、溶解直後の香気強度及び30分後の香気強度を、専門パネラーにより比較評価した。評価は5年以上経験した調香専門パネル11人で3回繰り返して判定し(合計33人)、比較例4に対する強度を評価した。
Example 2 and Comparative Example 4 (Effectiveness test with bath salt)
100 g of the bathing agents of Example 2 and Comparative Example 4 in which the blended fragrances of Example 1 and Comparative Example 1 were scented by 1.0% were prepared according to the formulation in Table 4 below. 20 g of each bathing agent was dissolved in 180 liters of hot water at 40 to 42 ° C., and the aroma intensity immediately after dissolution and the aroma intensity after 30 minutes were compared and evaluated by a specialized panelist. The evaluation was repeated 3 times by 11 panelists specializing in incense for 5 years or more (total of 33 persons), and the strength against Comparative Example 4 was evaluated.

Figure 2011105941
Figure 2011105941

(1)香り立ち試験結果
実施例2と比較例4の入浴剤の比較で、実施例2の入浴剤の香り立ちが高いと感じた人数、比較例4の入浴剤の香り立ちが高いと感じた人数、両者差を感じなかった人数を、下記表5に示す。

Figure 2011105941
(1) Results of scenting test In comparison of the bathing agents of Example 2 and Comparative Example 4, the number of people who felt that the scenting of the bathing agent of Example 2 was high, and that the scenting of the bathing agent of Comparative Example 4 was high. Table 5 below shows the number of people who did not feel the difference.
Figure 2011105941

(2)残香性試験結果
実施例2と比較例4の各入浴剤の比較で、実施例2の入浴剤の残香性が強いと感じた人数、比較例4の入浴剤の残香性が強いと感じた人数、両者差を感じなかった人数の結果を、下記表6に示す。

Figure 2011105941
(2) Residual odor test result In comparison of each bathing agent of Example 2 and Comparative Example 4, the number of people who felt that the residual scent of the bathing agent of Example 2 was strong, and the residual scenting property of the bathing agent of Comparative Example 4 was strong. The results of the number of people who felt and the number of people who did not feel the difference are shown in Table 6 below.
Figure 2011105941

表5及び表6から明らかなように、本発明の調合香料を含有する入浴剤はジプロピレングリコールを含有する入浴剤よりも香り立ち、残香性、共に優れた結果を示した。   As is clear from Tables 5 and 6, the bath containing the blended fragrance of the present invention showed superior results in both fragrance and residual scent compared to the bath containing dipropylene glycol.

実施例3及び比較例5(入浴剤での効果試験2)
下記表7の処方に従い、実施例3及び比較例5の入浴剤それぞれ100gを調製し、20gを40〜42℃のさら湯180リットルに溶解し、溶解直後の香気強度を実施例2と同様の方法で専門パネラーにより比較評価した。
Example 3 and Comparative Example 5 (Effect test 2 with bath agent)
In accordance with the formulation shown in Table 7 below, 100 g of each of the bath preparations of Example 3 and Comparative Example 5 was prepared, 20 g was dissolved in 180 liters of hot water at 40 to 42 ° C., and the aroma intensity immediately after dissolution was the same as in Example 2. The results were compared and evaluated by a specialized panel.

Figure 2011105941
Figure 2011105941

(1)香り立ち試験結果
香り立ちが高いと感じた人数の結果を表8に示す。

Figure 2011105941
(1) Scent Standing Test Results Table 8 shows the results of the number of people who felt that the scent standing was high.
Figure 2011105941

(2)残香性試験結果
残香性が強いと感じた人数の結果を表9に示す。

Figure 2011105941
(2) Residual Aroma Test Results Table 9 shows the results of the number of people who felt that the residual aroma was strong.
Figure 2011105941

表8及び表9から明らかなように、本発明の調合香料を含有する入浴剤は、3−(l−メントキシ)プロパン−1,2−ジオールを含有しない調合香料を用いた入浴剤よりも香り立ち、残香性、共に優れた結果を示した。   As is apparent from Tables 8 and 9, the bath containing the blended fragrance of the present invention is more fragrant than the bath using the blended fragrance not containing 3- (1-menthoxy) propane-1,2-diol. Both standing and remaining fragrance showed excellent results.

実施例4及び比較例6(香料組成物の調製)
下記表10の処方に従い、実施例4及び比較例6の香料組成物を調製した。

Figure 2011105941
Example 4 and Comparative Example 6 (Preparation of perfume composition)
According to the prescription in Table 10 below, fragrance compositions of Example 4 and Comparative Example 6 were prepared.
Figure 2011105941

実施例5及び比較例7(オーデコロンでの効果試験)
上記実施例4及び比較例6の香料組成物を5%賦香したオーデコロン(95%エタノール溶液)を100gずつ調製し、それぞれ適量を左右前腕部内側にアトマイザー噴霧して、直後の香り立ち及び約4時間経過時点での残香性を評価した。評価は5年以上経験した調香専門パネル13人で判定し評価した。
Example 5 and Comparative Example 7 (Efficacy Test with Cologne)
100 g each of eau de cologne (95% ethanol solution) in which 5% of the fragrance composition of Example 4 and Comparative Example 6 above was added and sprayed an appropriate amount on the inner side of the left and right forearms, respectively, Residual fragrance property was evaluated after 4 hours. Evaluation was carried out by 13 panelists specializing in incense that had been experienced for more than 5 years.

(1)香り立ち試験結果
実施例5と比較例7の各オーデコロンの比較で、実施例5のオーデコロンの香り立ちが高いと感じた人数、比較例7のオーデコロンの香り立ちが高いと感じた人数、両者差を感じなかった人数を、表11に示す。

Figure 2011105941
(1) Scent Standing Test Results In comparison of each cologne of Example 5 and Comparative Example 7, the number of people who felt that the cologne of Example 5 was high, the number of people who felt that the cologne of Comparative Example 7 was high Table 11 shows the number of people who did not feel the difference between the two.
Figure 2011105941

(2)残香性試験結果
実施例5と比較例7との比較で、実施例5のオーデコロンの残香性が強いと感じた人数、比較例7のオーデコロンの残香性が強いと感じた人数、両者差を感じなかった人数を、表12に示す。

Figure 2011105941
(2) Residual odor test results In comparison between Example 5 and Comparative Example 7, the number of people who felt that the scent of the cologne of Example 5 was strong, the number of people who felt that the scent of the cologne of Comparative Example 7 was strong, both Table 12 shows the number of people who did not feel the difference.
Figure 2011105941

上記表11及び12から明らかなように、本発明の調合香料を含有するオーデコロンは、p−メンタン−3,8−ジオールを含有するオーデコロンよりも特に残香性に優れた結果を示した。   As apparent from Tables 11 and 12 above, the eau de cologne containing the blended fragrance of the present invention showed a particularly superior residual fragrance property than the eau de cologne containing p-menthane-3,8-diol.

実施例6及び比較例8(香料の調製)
下記表13の処方に従い、実施例6及び比較例8の香料組成物を調製した。

Figure 2011105941
Example 6 and Comparative Example 8 (Preparation of perfume)
According to the prescription of the following Table 13, the fragrance | flavor composition of Example 6 and Comparative Example 8 was prepared.
Figure 2011105941

実施例7及び比較例9(シャンプーでの効果試験)
実施例6及び比較例8の香料組成物を0.5%賦香した、実施例7及び比較例9のシャンプー100gずつを、下記表14の処方に従い製造した。得られた各シャンプーの香り立ち及び残香性を以下の方法で評価した。
Example 7 and Comparative Example 9 (Effect test with shampoo)
100 g of each of the shampoos of Example 7 and Comparative Example 9 in which the fragrance composition of Example 6 and Comparative Example 8 was scented by 0.5% was produced according to the formulation shown in Table 14 below. The resulting shampoo was evaluated for fragrance and residual scent by the following methods.

(評価方法)
かもじ(人毛)5gをシャンプー2.5g、及び温水(40℃)5mlにて1分間処理後、温水(40℃)1000mlにてすすぎ、タオルドライしたものをアルミホイル上に固定放置し評価サンプルとし、固定直後の香り立ち、及び室温で約5時間経過時点での残香性を評価した。評価は5年以上経験した調香専門パネル10人で3回繰り返して判定した(合計30人)。
(Evaluation methods)
5g of frog (human hair) was treated with 2.5g of shampoo and 5ml of warm water (40 ° C) for 1 minute, rinsed with 1000ml of warm water (40 ° C), and then towel-dried and fixed on aluminum foil for evaluation. Samples were evaluated for fragrance immediately after fixation and residual fragrance after about 5 hours at room temperature. The evaluation was repeated 3 times by 10 panelists specializing in incense which have been experienced for 5 years or more (total 30 persons).

Figure 2011105941
Figure 2011105941

(1)シャンプーの香り立ち試験結果
実施例7のシャンプーと比較例9のシャンプーの比較で、実施例7のシャンプーの香り立ちが高いと感じた人数、比較例9のシャンプーの香り立ちが高いと感じた人数、両者差を感じない人数を、下記表15に示す。

Figure 2011105941
(1) Shampoo fragrance test results In comparison between the shampoo of Example 7 and the shampoo of Comparative Example 9, the number of persons who felt that the shampoo of Example 7 was high, and the shampoo of Comparative Example 9 was high Table 15 below shows the number of people who felt and the number of people who did not feel the difference.
Figure 2011105941

(2)シャンプーの残香性試験結果
実施例7のシャンプーと比較例9のシャンプーの比較で、実施例7のシャンプーの残香性が強いと感じた人数、比較例9のシャンプーの残香性が強いと感じた人数、両者差を感じない人数を、下記表16に示す。

Figure 2011105941
(2) Residual shampoo test result of shampoo In comparison of the shampoo of Example 7 and the shampoo of Comparative Example 9, the number of people who felt that the shampoo of Example 7 was strong, and the shampoo of Comparative Example 9 was strong. The number of people who felt and the number of people who did not feel the difference are shown in Table 16 below.
Figure 2011105941

上記表15及び表16から明らかなように、本発明の調合香料を含有するシャンプーは香り立ち、残香性共に優れた結果を示し、特に残香性に顕著な効果を与えた。   As is clear from Tables 15 and 16, the shampoo containing the blended fragrance of the present invention showed excellent results in both fragrance and residual fragrance, and particularly had a remarkable effect on the residual fragrance.

実施例8及び比較例10(コンディショナーでの効果試験)
実施例6、比較例8の香料組成物を0.5%賦香した、実施例8及び比較例10のコンディショナー100gずつを、下記表17の処方に従い製造した。得られた各コンディショナーを以下の方法で評価した。
Example 8 and Comparative Example 10 (Effect test with conditioner)
100 g of the conditioners of Example 8 and Comparative Example 10, each of which was flavored with 0.5% of the fragrance composition of Example 6 and Comparative Example 8, were produced according to the formulation in Table 17 below. Each of the obtained conditioners was evaluated by the following method.

(評価方法)
かもじ5gに対してコンディショナー5.0g及び温水(40℃)5mlにて1分間処理後、温水(40℃)1000mlにてすすぎ、タオルドライしたものをアルミホイル上に固定放置して評価サンプルとし、シャンプーと同様の方法にて香り立ち及び残香性を評価した。
(Evaluation methods)
After 5 minutes of treatment with 5.0 g of conditioner and 5 ml of warm water (40 ° C.) for 5 g of maple, rinse with 1000 ml of warm water (40 ° C.) and leave the towel dried on aluminum foil and leave it as an evaluation sample. The fragrance and the remaining fragrance were evaluated in the same manner as in the shampoo.

Figure 2011105941
Figure 2011105941

(1)コンディショナーの香り立ち試験結果
実施例8と比較例10の比較において、実施例8のコンディショナーの香り立ちが高いと感じた人数、比較例10のコンディショナーの香り立ちが高いと感じた人数、両者差を感じなかった人数を、下記表18に示す。

Figure 2011105941
(1) Conditioner fragrance test results In comparison between Example 8 and Comparative Example 10, the number of people who felt that the conditioner of Example 8 was high in fragrance, the number of persons who felt that the conditioner of Comparative Example 10 was high in fragrance, Table 18 shows the number of people who did not feel the difference between the two.
Figure 2011105941

(2)コンディショナーの残香性試験結果
実施例8と比較例10の比較において、実施例8のコンディショナーの残香性が強いと感じた人数、比較例10のコンディショナーの残香性が強いと感じた人数、両者差を感じなかった人数を、下記表19に示す。

Figure 2011105941
(2) Residual scent test result of conditioner In comparison between Example 8 and Comparative Example 10, the number of people who felt that the conditioner of Example 8 was strong, the number of people who felt that the conditioner of Comparative Example 10 was strong, The number of people who did not feel the difference is shown in Table 19 below.
Figure 2011105941

上記表18、19から明らかなように、本発明の調合香料を配合したコンディショナーは香り立ち、残香性共に顕著な効果を与えた。   As apparent from Tables 18 and 19, the conditioner containing the blended fragrance of the present invention gave remarkable effects in both fragrance and residual fragrance properties.

実施例9、実施例10及び比較例11(シャンプーでの効果試験2)
フローラル・フルーティー・グリーンタイプの香料組成物:TSP−3055(高砂香料工業(株)製)を賦香率0.3%にて添加した、実施例9、実施例10及び比較例11のシャンプー100gずつを、下記表20記載の処方に従い常法により製造した。

Figure 2011105941
Example 9, Example 10 and Comparative Example 11 (Effect test 2 with shampoo)
Floral fruity green type fragrance composition: TSP-3055 (manufactured by Takasago Fragrance Industry Co., Ltd.) at a fragrance rate of 0.3%, 100 g of shampoos of Example 9, Example 10 and Comparative Example 11. Each was manufactured by a conventional method according to the formulation described in Table 20 below.
Figure 2011105941

上記各シャンプーについて、実施例7と同様の評価方法により、香り立ち及び残香性を評価した。
(1)シャンプーの香り立ち試験結果
実施例9、実施例10及び比較例11のシャンプーのなかで、香り立ちが最も高いと感じた各人数の結果を、下記表21に示す。

Figure 2011105941
About each said shampoo, the fragrance standing and the remaining fragrance property were evaluated by the same evaluation method as Example 7.
(1) Results of shampoo scent standing test Among the shampoos of Example 9, Example 10 and Comparative Example 11, the results of each person who felt that the scented was the highest are shown in Table 21 below.
Figure 2011105941

(2)シャンプーの残香性試験結果
実施例9、実施例10及び比較例11のシャンプーのなかで、残香性が最も強いと感じた各人数の結果を、下記表22に示す。

Figure 2011105941
(2) Results of shampoo residual scent test The results of each person who felt that the residual scent was the strongest among the shampoos of Example 9, Example 10 and Comparative Example 11 are shown in Table 22 below.
Figure 2011105941

上記表21及び表22から明らかなように、予め3−(l−メントキシ)プロパン−1,2−ジオールを含有する本発明の調合香料を配合したシャンプー及びシャンプー調製時に3−(l−メントキシ)プロパン−1,2−ジオールを香料組成物と共に添加したものは、3−(l−メントキシ)プロパン−1,2−ジオールを添加しないものに比べ、香り立ち、残香性共に優れた結果を示し、特に予め3−(l−メントキシ)プロパン−1,2−ジオールを含有する本発明の調合香料を配合したシャンプーは、残香性において顕著な効果がみられる。   As apparent from Table 21 and Table 22 above, the shampoo containing the blended fragrance of the present invention containing 3- (1-menthoxy) propane-1,2-diol in advance and 3- (l-menthoxy) at the time of shampoo preparation What added propane-1, 2-diol with the fragrance | flavor composition showed the result which was excellent in both fragrance and residual fragrance property compared with the thing which does not add 3- (l-menthoxy) propane-1, 2-diol, In particular, a shampoo preliminarily blended with the blended fragrance of the present invention containing 3- (1-menthoxy) propane-1,2-diol has a remarkable effect on the remaining fragrance.

実施例11、実施例12及び比較例12(コンディショナーでの効果試験2)
フローラル・フルーティー・グリーンタイプの香料組成物:TSP−3055(高砂香料工業(株)製)を賦香率0.3%にて添加した、実施例11、実施例12及び比較例12のコンディショナー100gずつを、下記表23記載の処方に従い常法により製造した。

Figure 2011105941
Example 11, Example 12 and Comparative Example 12 (Effect Test 2 with Conditioner)
Floral fruity green type fragrance composition: TSP-3055 (manufactured by Takasago Fragrance Industry Co., Ltd.) at a fragrance ratio of 0.3%, Conditioner of Example 11, Example 12 and Comparative Example 100g Each was manufactured by a conventional method according to the formulation described in Table 23 below.
Figure 2011105941

上記各コンディショナーについて、実施例8と同様の評価方法により残香性を評価した。
(1)コンディショナーの残香性試験結果
実施例11、実施例12及び比較例12のコンディショナーのなかで、残香性が最も強いと感じた各人数の結果を、下記表24に示す。

Figure 2011105941
About each said conditioner, the residual fragrance property was evaluated by the evaluation method similar to Example 8. FIG.
(1) Result of test of residual scent of conditioner Table 24 below shows the results of each person who felt that the residual scent was the strongest among the conditioners of Example 11, Example 12 and Comparative Example 12.
Figure 2011105941

上記表24から明らかなように、予め3−(l−メントキシ)プロパン−1,2−ジオールを含有する本発明の調合香料を配合したコンディショナー及びコンディショナー調製時に3−(l−メントキシ)プロパン−1,2−ジオールを香料組成物と共に添加したものは、3−(l−メントキシ)プロパン−1,2−ジオールを添加しないものに比べ残香性が優れており、特に予め3−(l−メントキシ)プロパン−1,2−ジオールを含有する本発明の調合香料を配合したコンディショナーは、効果が顕著である。   As apparent from Table 24 above, a conditioner preliminarily blended with the blended fragrance of the present invention containing 3- (1-menthoxy) propane-1,2-diol, and 3- (l-menthoxy) propane-1 at the time of preparation of the conditioner , 2-diol added together with the fragrance composition is superior in residual fragrance compared to those without adding 3- (1-menthoxy) propane-1,2-diol, and in particular 3- (1-menthoxy) in advance. A conditioner containing the blended fragrance of the present invention containing propane-1,2-diol has a remarkable effect.

実施例13(エモリエントクリームの調製)
常法に従い下記表25記載の処方のエモリエントクリーム100gを製造した。

Figure 2011105941
Example 13 (Preparation of emollient cream)
According to a conventional method, 100 g of emollient cream having the formulation shown in Table 25 below was produced.
Figure 2011105941

実施例14(エモリエントミルクの調製)
常法に従い下記表26記載の処方のエモリエントミルク100gを製造した。

Figure 2011105941
Example 14 (Preparation of emollient milk)
According to a conventional method, 100 g of emollient milk having the formulation shown in Table 26 below was produced.
Figure 2011105941

実施例15(ヘアーリンスの調製)
常法に従い、下記表27記載の処方のヘアーリンス100gを製造した。

Figure 2011105941
Example 15 (Preparation of hair rinse)
According to a conventional method, 100 g of hair rinse having the formulation shown in Table 27 below was produced.
Figure 2011105941

実施例16(ヘアートニックの調製)
常法に従い、下記表28記載の処方のヘアートニック100gを製造した。

Figure 2011105941
Example 16 (Preparation of hair nick)
According to a conventional method, 100 g of hair articic acid having the formulation shown in Table 28 below was produced.
Figure 2011105941

実施例17(デオドラントパウダースプレーの調製)
常法に従い、下記表29記載の処方のデオドラントパウダースプレー100gを製造した。

Figure 2011105941
Example 17 (Preparation of deodorant powder spray)
According to a conventional method, 100 g of a deodorant powder spray having a formulation shown in Table 29 below was produced.
Figure 2011105941

実施例18(液体入浴剤の調製)
常法に従い、下記表30記載の処方の液体入浴剤100gを製造した。

Figure 2011105941
Example 18 (Preparation of liquid bath)
According to a conventional method, 100 g of a liquid bath agent having a formulation shown in Table 30 below was produced.
Figure 2011105941

実施例19(ガムの調製)
定法に従い、下記表31記載の処方のガム100gを製造した。

Figure 2011105941
Example 19 (Gum preparation)
According to a conventional method, 100 g of a gum having the formulation shown in Table 31 below was produced.
Figure 2011105941

実施例20及び比較例13(歯磨剤の調製及び効果試験)
実施例20及び比較例13の歯磨剤100gを、下記表32記載の処方で定法に従って製造した。

Figure 2011105941
Example 20 and Comparative Example 13 (preparation of dentifrice and effect test)
100 g of the dentifrices of Example 20 and Comparative Example 13 were produced according to the usual method with the formulation shown in Table 32 below.
Figure 2011105941

(評価方法)
5年以上経験した調香専門パネル8人により、歯磨剤1.0gで2分間歯を磨き、30mlの水で口をすすいで吐き出した。この時を0分とし、香気強度の径時変化を下記5段階尺度で評価した。評価結果はパネル8人の平均をとり、評価価とした。
評価点5:非常に強く感じる
4:強く感じる
3:中程度に感じる
2:弱く感じる
1:僅かに感じる
0:感じない
(Evaluation methods)
Eight professional panelists who have experienced over 5 years brushed their teeth with 1.0 g of dentifrice for 2 minutes, rinsed their mouths with 30 ml of water, and exhaled. This time was taken as 0 minutes, and the change over time in the aroma intensity was evaluated using the following five-level scale. The evaluation result was the average of 8 panelists and used as the evaluation value.
Score 5: Feels very strong 4: Feels strong 3: Feels moderately 2: Feels weak 1: Feels slightly 0: Does not feel

結果を下記表33に示す。

Figure 2011105941
上記表33から明らかなように、本発明の調合香料を含有する歯磨剤は、香り立ち、残香性に優れた効果を与えた。 The results are shown in Table 33 below.
Figure 2011105941
As is clear from Table 33 above, the dentifrice containing the blended fragrance of the present invention gave an excellent effect of fragrance and residual fragrance.

実施例21(炭酸飲料の調製)
常法に従い、下記表34記載の処方の炭酸飲料100gを製造した。

Figure 2011105941
Example 21 (Preparation of carbonated beverage)
According to a conventional method, 100 g of a carbonated beverage having the formulation shown in Table 34 below was produced.
Figure 2011105941

実施例22(口腔洗浄料の調製)
常法に従い、下記表35記載の処方の口腔洗浄料100gを製造した。

Figure 2011105941
Example 22 (Preparation of mouthwash)
According to a conventional method, 100 g of an oral cleaning material having the formulation shown in Table 35 below was produced.
Figure 2011105941

上記実施例13〜22に記載のエモリエントクリーム、エモリエントミルク、ヘアーリンス、ヘアートニック、デオドラントパウダースプレー、液体入浴剤、ガム、歯磨剤、炭酸飲料、口腔洗浄料は、いずれも製品の香り立ち並びに残香性は良好であった。   The emollient cream, emollient milk, hair rinse, hair nick, deodorant powder spray, liquid bath agent, gum, dentifrice, carbonated drink and oral cleanser described in Examples 13 to 22 are all fragrant and residual scent of the product. The property was good.

Claims (2)

下記一般式(1)で表される化合物を用いることを特徴とする香料の香り立ち及び持続性を高める方法。
Figure 2011105941
(式中、AはH又はOH基を、BはH又はメチル基を、nは0〜2の整数を表す。)
A method for enhancing the fragrance and sustainability of a fragrance, which comprises using a compound represented by the following general formula (1).
Figure 2011105941
(In the formula, A represents an H or OH group, B represents an H or methyl group, and n represents an integer of 0 to 2.)
請求項1の一般式(1)で表される化合物からなる、有香成分及び/又は調合香料の香り立ち及び持続性強化剤。   A scenting and sustaining enhancer for a fragrant ingredient and / or a blended fragrance comprising the compound represented by the general formula (1) of claim 1.
JP2010266195A 2010-11-30 2010-11-30 Method for reinforcing fragrance and persistence of perfume and reinforcing agent Pending JP2011105941A (en)

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JPS6025908A (en) * 1983-07-20 1985-02-08 Kanebo Ltd Skin cosmetic
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JPS6025908A (en) * 1983-07-20 1985-02-08 Kanebo Ltd Skin cosmetic
JPS6148813A (en) * 1984-08-17 1986-03-10 Yokogawa Hokushin Electric Corp Photoscanning device using hologram
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JP2002088391A (en) * 2000-09-12 2002-03-27 Takasago Internatl Corp Method for reinforcing smell and persistence of perfume and reinforcing agent

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Publication number Priority date Publication date Assignee Title
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