JP4711336B2 - Perfume composition for cosmetics - Google Patents

Perfume composition for cosmetics Download PDF

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JP4711336B2
JP4711336B2 JP2005257287A JP2005257287A JP4711336B2 JP 4711336 B2 JP4711336 B2 JP 4711336B2 JP 2005257287 A JP2005257287 A JP 2005257287A JP 2005257287 A JP2005257287 A JP 2005257287A JP 4711336 B2 JP4711336 B2 JP 4711336B2
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fragrance
jasmonate
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olive
ethyl
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亮一 駒木
靖 鈴木
達哉 児玉
忠司 飯
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Soda Aromatic Co Ltd
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Description

本発明は香粧品用の香料組成物、特にオリーブの花様の優れた香りを有する香料組成物に関する。   The present invention relates to a fragrance composition for cosmetics, and more particularly to a fragrance composition having an excellent olive flower-like fragrance.

オリーブは地中海沿岸をはじめ世界各国で栽培され、実は塩漬けし、熟した実からは上質の油、葉はオリーブ茶として、世界で広く食されている。中でも、オリーブオイルは保湿効果に優れ、化粧品用オイルとして広く用いられている。しかしながら、オリーブの花の香調を有する香料はこれまでになかった。   Olives are cultivated all over the world, including the Mediterranean coast. The fruits are salted, and ripe fruits are fine oil, and the leaves are widely consumed in the world as olive tea. Among them, olive oil has an excellent moisturizing effect and is widely used as a cosmetic oil. However, there has never been a fragrance having the scent of olive flowers.

なお、ジャスモン酸エチルは、モクセイ科ソケイ属のジャスミン(Jasminum officinale)の花の溶剤抽出物、コンクリート、アブソリュートの香気成分として知られている(非特許文献1)。ジャスモン酸エチルの同族体であるジャスモン酸メチル、およびシスジャスモンは、ジャスミンの特徴香気成分として、強いジャスミン様香気を有する香料組成物として、香水、化粧品、食品調合香料として利用されている(非特許文献2)。しかし、ジャスモン酸エチルは、ジャスミン様の香気を有する化合物であるが、それ自体の香気が弱いため、香料組成物としての利用は少なく、香粧品用の香料としての有用性は知られていなかった。
「テトラヘドロン レターズ」第38号、1974年、P3413(Tetrahedron Letters 38(1974)3413,Kaiser, Roman et al.) 「合成香料―化学と商品知識」、印藤元一 著、843ページ、化学工業日報社
In addition, ethyl jasmonate is known as a fragrance component of Jasminum officinale flower solvent extract, concrete, and absolute, belonging to the genus Solanum (Non-patent Document 1). Methyl jasmonate and cis jasmon, homologues of ethyl jasmonate, are used as perfumes, cosmetics, and food preparation fragrances as a characteristic fragrance component of jasmine, as a fragrance composition having a strong jasmine-like fragrance (non-patented) Reference 2). However, ethyl jasmonate is a compound having a jasmine-like fragrance, but since its own fragrance is weak, its use as a fragrance composition is low, and its usefulness as a fragrance for cosmetics has not been known. .
"Tetrahedron Letters" No. 38, 1974, P3413 (Tetrahedron Letters 38 (1974) 3413, Kaiser, Roman et al.) "Synthetic fragrances-Chemistry and product knowledge", Motoichi Into, 843 pages, Chemical Industry Daily

オリーブに関しては、オリーブオイル、果実水の産業上の利用は多いが、その付与香気にオリーブの花の香調はこれまでない。これに対して、最近の天然嗜好から、オリーブ植物自体の香気を付与した製品の開発が望まれていた。オリーブの花香は、ジャスミンの花香に似ているものの、ほのかに甘い、淡い青さを有し、明らかにジャスミンとは区別できるものであり、その香気再現を実現する方法が求められていた。   As for olives, olive oil and fruit water are widely used in the industry, but there has never been a fragrance of olive flowers due to the added flavor. On the other hand, development of the product which gave the fragrance of the olive plant itself was desired from recent natural taste. The olive incense resembles the incense of jasmine, but it has a faintly sweet and pale blue color and is clearly distinguishable from jasmine, and there has been a need for a method for reproducing its aroma.

本発明は、前記従来技術の課題を鑑みなされたものであり、オリーブの花の香気成分として未同定で解明されていなかった成分を添加することを特徴とする、香粧品用の香料組成物、特にオリーブの花の香気を有する香料組成物を提供することにある。   The present invention has been made in view of the above-mentioned problems of the prior art, and a fragrance composition for cosmetics characterized by adding an unidentified component that has not been elucidated as an aroma component of olive flowers, In particular, it is to provide a fragrance composition having an olive flower fragrance.

前記目的を達成するために本発明者らは、オリーブの花の香気成分を溶剤抽出、蒸留、化学分画処理を駆使し、官能評価を繰り返すことにより鋭意検討した結果、ジャスモン酸エチルがオリーブの花の香りの重要香気成分であることを見出し、本発明を完成するに至った。   In order to achieve the above-mentioned object, the present inventors have made extensive studies by repeating sensory evaluation using solvent extraction, distillation, and chemical fractionation treatment of the aroma component of olive flowers. It has been found that it is an important fragrance component of the scent of flowers, and the present invention has been completed.

すなわち、本発明の香粧品用香料組成物は、ジャスモン酸エチルをジャスモン酸メチル、シスジャスモンを含有する香料組成物に0.01〜10質量%添加することを特徴とする。   That is, the perfume composition for cosmetics of the present invention is characterized in that 0.01 to 10% by mass of ethyl jasmonate is added to a perfume composition containing methyl jasmonate and cis jasmon.

さらに本発明の好ましい態様としては、前記の香粧品用香料組成物において、ジャスモン酸エチル/(ジャスモン酸メチル+シスジャスモン)が質量比で1/0.1〜10で、かつ、ジャスモン酸エチル、ジャスモン酸メチルおよびシスジャスモンの含有量合計が1〜12質量%である香粧品香料組成物である。   Furthermore, as a preferable aspect of the present invention, in the above-described cosmetic perfume composition, ethyl jasmonate / (methyl jasmonate + cis jasmon) is 1 / 0.1 to 10 by mass ratio, and ethyl jasmonate, It is a cosmetic fragrance composition having a total content of methyl jasmonate and cis jasmon of 1 to 12% by mass.

本発明の香料組成物は、ジャスミン様香気を有する調合香料にジャスモン酸エチルを配合することにより、オリーブの花香を再現した香調に整え、脂くささを抑え、瑞々しさと芳醇な香りをひき出すことができる。   The fragrance composition of the present invention is prepared by blending ethyl jasmonate with a blended fragrance having a jasmine-like fragrance, thereby adjusting the scent of olive flower fragrance, suppressing greasyness, and drawing fresh and mellow fragrance. Can be put out.

本発明の香料組成物は、ジャスモン酸エチルを含有することで、優れたオリーブの花様の香りを醸し出すことができる。   By containing ethyl jasmonate, the fragrance composition of the present invention can bring out an excellent olive flower-like scent.

ジャスモン酸エチルは淡いジャスミン様香気である。一方、ジャスモン酸メチル、シスジャスモンは、低濃度でジャスミン調の優雅な花香を有する。ジャスモン酸メチル、シスジャスモンを含有する天然精油あるいは調合香料を配合してなるジャスミン様調合香料に、ジャスモン酸エチルを添加することで、ほのかに甘い、淡い青さを有する天然のオリーブの花様の香りを再現することができる。すなわち、添加前では、油臭く、重いジャスミン様の香気が、ジャスモン酸エチルを添加することで香気が軽く、華やかなオリーブの花を想起する香調に変化する。   Ethyl jasmonate has a light jasmine-like aroma. On the other hand, methyl jasmonate and cis jasmon have an elegant flower scent of jasmine tone at a low concentration. By adding ethyl jasmonate to a jasmine-like blended fragrance that is made by blending natural jasmonate, natural essential oil containing cis jasmon, or a blended fragrance, it becomes a natural olive flower-like that has a faint sweetness and pale blueness. The scent can be reproduced. That is, before the addition, the oily and heavy jasmine-like fragrance changes to a fragrance reminiscent of a gorgeous olive flower with the addition of ethyl jasmonate.

本発明のジャスモン酸エチルは、公知の化合物であり、公知の方法で製造することができる。また市販化合物のジャスモン酸メチルを通常のエステル交換反応で容易に入手することができる。   The ethyl jasmonate of the present invention is a known compound and can be produced by a known method. In addition, a commercially available compound, methyl jasmonate, can be easily obtained by ordinary transesterification.

本発明におけるジャスモン酸エチルの配合量は、香料組成物中の含有量が0.01〜10質量%である。ジャスモン酸エチルの含有量が0.01質量%未満だと、オリーブの花香を想起させる軽さや透明感が不足しジャスミンとの区別がつき難い香気となるため好ましくない。また、10質量%を越えると、充分な香気強度が得られず、淡くぼやけた香調となるため好ましくない。   The blending amount of ethyl jasmonate in the present invention is 0.01 to 10% by mass in the fragrance composition. When the content of ethyl jasmonate is less than 0.01% by mass, the lightness and transparency that reminds of olive flower fragrance are insufficient, and it becomes difficult to distinguish from jasmine. On the other hand, if it exceeds 10% by mass, a sufficient aroma intensity cannot be obtained, and the light and blurry aroma is not preferable.

本発明の香料組成物は、ジャスモン酸メチル、シスジャスモンとジャスモン酸エチルを組み合わせることが特徴となる物であるが、好ましくはジャスモン酸エチルとジャスモン酸メチルおよびシスジャスモンの合計量との比率が、質量比で1/0.1から1/10となることが、ジャスミンの花香とより明確に区別が可能なオリーブの花様の香調となるためより好ましい。   The perfume composition of the present invention is characterized by combining methyl jasmonate, cis jasmon and ethyl jasmonate, preferably the ratio of ethyl jasmonate to the total amount of methyl jasmonate and cis jasmon is A mass ratio of 1 / 0.1 to 1/10 is more preferable because it gives an olive flower-like fragrance that can be more clearly distinguished from the jasmine fragrance.

本発明の香粧品用香料組成物は、ジャスモン酸エチルを通常の香料処方中に加えて香気を調整するだけでよく、特に通常の香料調合工程と異なる操作を必要としない。   The perfume composition for cosmetics of the present invention only needs to adjust the aroma by adding ethyl jasmonate to a normal perfume formulation, and does not particularly require an operation different from a normal perfume blending step.

なお、本発明にかかる香料組成物には香りを損なわない程度に、ジプロピレングリコール、ジエチルフタレート、プロピレングリコール、トリエチルシトレート、ベンジールベンゾエート、トリアセチンなどの溶剤、また必要に応じ可溶化剤、安定化剤、抗酸化剤、紫外線吸収剤、着色剤など、公知の香料調整物をさらに配合することが可能である。   It should be noted that the fragrance composition according to the present invention has a solvent such as dipropylene glycol, diethyl phthalate, propylene glycol, triethyl citrate, benzyl benzoate, and triacetin, and also a solubilizer and a stabilizer as necessary. It is possible to further blend known perfume preparations such as an agent, an antioxidant, an ultraviolet absorber, and a colorant.

また、本発明にかかる香料組成物は、香水、オーデコロン、ローション、ミルク、クリーム、ファンデーションなどの化粧品、石鹸、ボディーソープなどの身体洗浄剤、シャンプー、リンス、トリートメント、整髪料などの毛髪用化粧品、衣類用洗剤、柔軟剤、食器用洗剤などのハウスホールド製品、エアゾール、スプレー、ゲル、液体または固体に含浸させた消臭芳香剤、香水香、アロマキャンドル、紙製品、繊維製品などの雑貨類や衣類などの香粧品に応用可能である。   Further, the perfume composition according to the present invention includes cosmetics such as perfume, eau de cologne, lotion, milk, cream and foundation, body cleaning agents such as soap and body soap, cosmetics for hair such as shampoo, rinse, treatment and hair styling, Household products such as clothes detergents, softeners, dishwashing detergents, aerosols, sprays, gels, deodorant fragrances impregnated in liquids or solids, perfumes, aroma candles, paper products, textile products, It can be applied to cosmetics such as clothing.

前記香粧品に対する本発明の添加量は、特に限定されないが、各香粧品類の通常の香料添加量と同等でよい。   The addition amount of the present invention with respect to the cosmetic product is not particularly limited, but may be equivalent to the normal perfume addition amount of each cosmetic product.

本発明の香料組成物は、通常液体状態で提供されるが、たとえば紙製品や繊維製品に適用する場合にマイクロカプセル化するなど、目的、用途に応じて公知の方法で形態を選択することができる。   The fragrance composition of the present invention is usually provided in a liquid state. For example, when applied to a paper product or a textile product, the form can be selected by a known method according to the purpose and use, such as microencapsulation. it can.

以下、本発明の好適な実施例を説明する。なお、本発明はこれにより限定されるものではない。   Hereinafter, preferred embodiments of the present invention will be described. In addition, this invention is not limited by this.

(官能試験)
表1に示す処方に従い香料組成物を調製し、専門パネル員10名による官能評価を実施した。尚、表中の数字は処方中の質量比を示す。
(Sensory test)
A fragrance composition was prepared according to the formulation shown in Table 1, and sensory evaluation was conducted by 10 professional panel members. In addition, the number in a table | surface shows the mass ratio in prescription.

Figure 0004711336
Figure 0004711336

実施例1〜実施例3の処方は、処方中にジャスモン酸エチルを0.01〜10質量%の範囲で含有するものであり、実施例2はさらにジャスモン酸エチルと、シスジャスモンおよびジャスモン酸メチルの合計量の質量比が1/0.1〜1/10の範囲内にあり、かつジャスモン酸エチルと、シスジャスモンおよびジャスモン酸メチルの組成物中の総和が香料組成物全体の1〜12質量%の範囲内になるものである。   The formulations of Examples 1 to 3 contain ethyl jasmonate in the range of 0.01 to 10% by mass in the formulation, and Example 2 further includes ethyl jasmonate, cis jasmon and methyl jasmonate. The total mass in the composition of ethyl jasmonate, cis jasmon and methyl jasmonate is 1 to 12 mass of the whole fragrance composition. %.

官能評価の結果、実施例1および実施例3は、天然オリーブの花香を再現したものとされ、実施例2はパネラー全員が特に優れたオリーブの花様香気であると評価した。   As a result of sensory evaluation, Example 1 and Example 3 were assumed to reproduce the natural olive flower fragrance, and Example 2 evaluated that all the panelists had a particularly excellent olive flower-like fragrance.

本発明の香粧品用香料組成物は、香水、化粧品、身体洗浄剤、毛髪用化粧料、口腔用組成物、室内芳香剤などの香粧品全般に使用することができ、嗜好性を向上させることができる。   The perfume composition for cosmetics of the present invention can be used in general cosmetics such as perfumes, cosmetics, body cleansing agents, hair cosmetics, oral compositions, indoor fragrances, etc., and improves palatability. Can do.

Claims (2)

ジャスモン酸メチル、シスジャスモンを含有する香料組成物にジャスモン酸エチルを組成物中0.01〜10質量%添加したことを特徴とするオリーブの花様香気を有する香粧品用香料組成物。 A perfume composition for cosmetics having an olive flower-like aroma, wherein 0.01 to 10% by mass of ethyl jasmonate is added to a perfume composition containing methyl jasmonate and cis jasmon. 請求項1に記載の香料組成物において、ジャスモン酸エチル/(ジャスモン酸メチルとシスジャスモンの合計量)は質量比で1/0.1〜10であり、ジャスモン酸エチルジャスモン酸メチルおよびシスジャスモンの含有量合計が1〜12質量%であることを特徴とするオリーブの花様香気を有する香粧品用香料組成物。 The perfume composition according to claim 1, wherein the ethyl jasmonate / (total amount of methyl jasmonate and cis jasmon) is 1 / 0.1 to 10 by mass ratio, and the ethyl jasmonate methyl jasmonate and cis jasmon A perfume composition for cosmetics having an olive flower-like aroma, wherein the total content is 1 to 12% by mass.
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KR101799027B1 (en) * 2010-11-12 2017-11-21 (주)아모레퍼시픽 Perfume composition for expressing the fragrance of Citrus unshiu of Jeju island the composition for skin external application containing the same
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JP3574861B2 (en) * 2001-12-18 2004-10-06 高砂香料工業株式会社 Fragrance composition containing 3- (3-hexenyl) -2-cyclopentenone
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