WO2012070203A1 - Neofinetia falcata-like fragrance composition - Google Patents
Neofinetia falcata-like fragrance composition Download PDFInfo
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- WO2012070203A1 WO2012070203A1 PCT/JP2011/006389 JP2011006389W WO2012070203A1 WO 2012070203 A1 WO2012070203 A1 WO 2012070203A1 JP 2011006389 W JP2011006389 W JP 2011006389W WO 2012070203 A1 WO2012070203 A1 WO 2012070203A1
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- 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
- C11B9/0007—Aliphatic compounds
- C11B9/0015—Aliphatic compounds containing oxygen as the only heteroatom
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- the present invention relates to a fragrance composition, and particularly to a fragrant orchid-like fragrance composition having an excellent fragrance like a fragrant orchid.
- Fukilan (Neofinetia falcata) is an evergreen perennial plant belonging to the family Orchidaceae, and has a rich sweet scent and is loved by many as an ornamental plant.
- the rich and sweet fragrance of Fuki orchid which is a little different from other Orchidaceae plants, has attracted attention, and the fragrance, fragrance or perfume of Fuki Ran that artificially formulated the fragrance of Fuki orchid. It has been commercialized.
- Non-Patent Document 1 describes that Linalool is one of the main fragrance ingredients of Fuukiran. It has been found that linalool is an essential oil component of many plants, and optically active linalool having different optical purity can be obtained from various plants, and a method for producing optically active linalool by chemical synthesis has been reported (Patent Literature). 1).
- an object of the present invention is to provide a fragrant orchid-like fragrance composition having a natural and soft fragrance similar to that when blooming fragrant orchids. .
- the present inventor has made the ratio of L-form of linalool to be blended 67% or more, thereby making the conventional Fuukiran-like fragrance composition
- the present inventors have found that the metallic scent of the plant can be improved and that a more natural fragrance of rich lantern can be reproduced, and the present invention has been completed.
- the conventional rich orchid-like fragrance composition racemic linalool (mixture of equal amounts of L and D forms) is blended, and it is completely known that the ratio of optical isomers of linalool can affect the fragrance of rich lan orchid. It was not done.
- the rich orchid-like fragrance composition of the present invention is characterized by containing linalool having an L-form ratio of 67% or more.
- linalool having an L-form ratio of 67% or more.
- a metallic odor can be improved, and a fragrance composition having a natural softness of rich orchid can be provided.
- the ratio of L-form is 75% or more.
- the rich orchid-like fragrance composition of the present invention usually contains tig-3-hexenyl tiglate, jasmine lactone, indole and the like as the rich lantern-based fragrance, more preferably methylbenzoate, cis-3-hexenyl benzoate. And one or more components selected from the group consisting of ⁇ -decalactone.
- the total amount of linalool is preferably 0.01 to 40% by mass relative to the total amount of the fragrance composition.
- the method for producing a fragrant orchid-like fragrance composition of the present invention includes linalool so that the L-form ratio is 67% or more in the fragrant orchid-like fragrance containing cis-3-hexenyl tiglate, jasmine lactone and indole. Is added.
- the rich orchid-like base fragrance more preferably further comprises one or more components selected from the group consisting of methyl benzoate, cis-3-hexenyl benzoate and ⁇ -decalactone.
- the ratio of L form of linalool is 75% or more.
- the rich orchid-like fragrance composition of the present invention can improve the metallic odor of a conventional rich orchid-like fragrance composition by blending linalool so that the L-form ratio is 67% or more, and is closer to fresh flowers. It can provide a natural fragrance of rich orchids.
- Linalool is an essential oil component of many plants and is commercially available as a flavoring material for various flavors and fragrances. Further, optically active linalool having different optical purity can be obtained by extraction from various plants, or as described in JP-A-9-278, L-form and D-form can be obtained by chemical synthesis, respectively. It is possible to manufacture. L-linalool is commercially available from Fluka, and racemic linalool is commercially available from BASF. For example, linalool containing L-form in a desired ratio can be prepared by blending them in an appropriate ratio.
- the ratio of L-form in linalool is 67% or more, more preferably 75% or more, and still more preferably 90% or more.
- the ratio of L form of linalool 67% or more it is possible to improve the metallic odor and provide a fragrance composition having the natural softness of rich orchid.
- the natural fragrance of rich lantern can be reproduced more faithfully.
- the L-form ratio to 90% or more, only the reproducibility of the scent
- the total amount of linalool is preferably 0.01 to 40% by mass, more preferably 0.05 to 30% by mass, and even more preferably 1.% by mass relative to the total amount of the fragrance composition. 0 to 30% by mass. If the blending amount of linalool is less than 0.01% by mass, the fragrance of rich orchid may not be produced sufficiently. If it is higher than 40% by mass, the balance of the fragrance will deteriorate, and the sweet and soft scent of rich lantern will be lost. It may not be possible to reproduce.
- the rich orchid-like fragrance composition of the present invention can be prepared by replacing linalool in a known rich orchid-like fragrance composition with linalool containing 67% or more of L-form. That is, the rich orchid-like fragrance composition of the present invention can be prepared by adding linalool to the rich orchid-like base fragrance excluding linalool so that the L-form ratio is 67% or more.
- a known one can be used, but preferably contains at least cis-3-hexenyl tiglate, jasmine lactone and indole, more preferably methylbenzoate, cis-3-benzoate. Further includes hexenyl, ⁇ -decalactone, and the like.
- the perfume composition of the present invention includes a surfactant such as polyoxyethylene lauryl sulfate ether, a solvent such as dipropylene glycol and diethyl phthalate, damascone, and hexyl cinnamamic as long as the natural rich orchid-like aroma is not inhibited.
- a surfactant such as polyoxyethylene lauryl sulfate ether
- a solvent such as dipropylene glycol and diethyl phthalate, damascone, and hexyl cinnamamic
- Perfume substances such as aldehyde, lemon oil and rose oil can be blended.
- the rich orchid-like fragrance composition of the present invention includes, but is not limited to, bathing agent, perfume, eau de cologne, fragrance, ointment, cream, milky lotion, lotion, pack, foundation, blusher, funny, eye shadow, lipstick, oil
- Cosmetics such as paper remover, paper towel, shampoo, rinse, hair spray, antiperspirant spray, body powder, baby powder; paper supplies such as tissue paper, paper towel, napkin, notebook, notepad; rag, toothpaste, mask, medical It can be applied to daily goods such as food gauze, soft finish, clothing cleaner, kitchen cleaner, fragrance, aroma oil, and food.
- the blending amount is not particularly limited, but can be set to a general concentration range, for example, 0.00001 to 30% by mass with respect to the total amount of cosmetics, and included in miscellaneous goods. May be 0.00001 to 100% by mass.
- Fuuki orchid-like base fragrance having the following composition was used:
- fragrance compositions As shown in Table 1 below, linalool racemate (mixture of L and D isomers) and L-linalool are added in different ratios to the above wealthy orchid-like base fragrance. Then, fragrance compositions (Test Examples 1 to 8) containing L-forms at various ratios between 50 and 100% were prepared.
- a rich orchid-like fragrance composition of the present invention (Examples 1 and 2) and a comparative composition (Comparative Example 1) were prepared according to the following formulation.
- Example 1 Linalool (L ratio 90%) 30.0 Tigrinic acid cis-3-hexenyl 30.0 Cis-3-butenyl butyrate 0.2 Jasmine lactone 1.0 Indole 0.5 Methyl benzoate 10.0 Cis-3-hexenyl benzoate 5.0 ⁇ -decalactone 3.0 Vanillin 0.5 Absolute Jasmine 1% 5.0 Dipropylene glycol 14.8 The fragrance had a natural fragrant aroma.
- Comparative Example 1 Linalool (L-form ratio 50%) 30.0 Tigrinic acid cis-3-hexenyl 30.0 Cis-3-butenyl butyrate 0.2 Jasmine lactone 1.0 Indole 0.5 Methyl benzoate 10.0 Cis-3-hexenyl benzoate 5.0 ⁇ -decalactone 3.0 Vanillin 0.5 Absolute Jasmine 1% 5.0 Dipropylene glycol 14.8 The fragrance was a mediocre fragrance.
- Example 2 Linalool (ratio of L form 100%) 1.0 Tigrinic acid cis-3-hexenyl 30.0 Cis-3-hexenyl hexanoate 0.1 Butyl benzoate 0.1 Hexyl benzoate 0.1 Jasmine lactone 1.0 Indole 0.5 Methyl benzoate 10.0 Cis-3-hexenyl benzoate 5.0 ⁇ -decalactone 3.0 Vanillin 0.5 Dipropylene glycol 48.7 The fragrance had a natural fragrant aroma.
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Abstract
[Problem] To provide a fragrance composition having the natural aroma of Neofinetia falcata. [Solution] Linalool is formulated in a manner so that the proportion of l-linalool is at least 67%.
Description
本発明は、香料組成物、特に富貴蘭様の優れた香りを有する富貴蘭様香料組成物に関する。
The present invention relates to a fragrance composition, and particularly to a fragrant orchid-like fragrance composition having an excellent fragrance like a fragrant orchid.
富貴蘭（フウランNeofinetia falcata）は、ラン科フウラン属の常緑多年草であり、濃厚な甘い香りを漂わせ、観賞用植物として多くの人々に愛されている。特に近年、他の蘭科の植物とまた一味違った富貴蘭の濃厚かつ甘美な香りが注目され、富貴蘭様の香りを人工的に調合した富貴蘭の香りの芳香剤、フレグランスまたは香水などが商品化されている。
Fukilan (Neofinetia falcata) is an evergreen perennial plant belonging to the family Orchidaceae, and has a rich sweet scent and is loved by many as an ornamental plant. In recent years, the rich and sweet fragrance of Fuki orchid, which is a little different from other Orchidaceae plants, has attracted attention, and the fragrance, fragrance or perfume of Fuki Ran that artificially formulated the fragrance of Fuki orchid. It has been commercialized.
しかしながら、従来のそのような富貴蘭の香りを模した調合香料は、多少メタリックな匂いがして、実際に花が咲いているときに感じられる自然なやわらかさをもつ富貴蘭の香りに至っていないのが実情であった。
However, the conventional blended fragrances that mimic the fragrance of Bukiran have a slightly metallic odor and have not reached the fragrance of Fukiran with the natural softness that can be felt when flowers are actually blooming. It was the actual situation.
非特許文献１には、Linalool（リナロール）が富貴蘭の主要香料成分の１つであることが記載されている。リナロールは多くの植物の精油成分であることが分っており、種々の植物から異なる光学純度の光学活性リナロールが得られ、また化学合成による光学活性リナロールの製造方法も報告されている（特許文献１）。
Non-Patent Document 1 describes that Linalool is one of the main fragrance ingredients of Fuukiran. It has been found that linalool is an essential oil component of many plants, and optically active linalool having different optical purity can be obtained from various plants, and a method for producing optically active linalool by chemical synthesis has been reported (Patent Literature). 1).
本発明は、上記のような事情に鑑み、富貴蘭の花が咲いているときのような自然なやわらかさのある香りを有する富貴蘭様香料組成物を提供することを目的とするものである。
In view of the circumstances as described above, an object of the present invention is to provide a fragrant orchid-like fragrance composition having a natural and soft fragrance similar to that when blooming fragrant orchids. .
本発明者は、富貴蘭の自然な香りをより忠実に再現すべく鋭意検討を行った結果、配合するリナロールのＬ体の比率を６７％以上にすることにより、従来の富貴蘭様香料組成物におけるメタリックな匂いが改善され、より自然な富貴蘭の香りを再現できることを見出し、本発明を完成するに至った。従来の富貴蘭様香料組成物ではリナロールのラセミ体（Ｌ体とＤ体の等量混合物）が配合されており、リナロールの光学異性体の比率が富貴蘭の香りに影響し得ることは全く知られていなかった。
As a result of diligent research to reproduce the natural fragrance of Fuukiran more faithfully, the present inventor has made the ratio of L-form of linalool to be blended 67% or more, thereby making the conventional Fuukiran-like fragrance composition As a result, the present inventors have found that the metallic scent of the plant can be improved and that a more natural fragrance of rich lantern can be reproduced, and the present invention has been completed. In the conventional rich orchid-like fragrance composition, racemic linalool (mixture of equal amounts of L and D forms) is blended, and it is completely known that the ratio of optical isomers of linalool can affect the fragrance of rich lan orchid. It was not done.
本発明の富貴蘭様香料組成物は、Ｌ体の比率が６７％以上であるリナロールを含有することを特徴とする。Ｌ体が６７％以上になるようにリナロールを配合することにより、メタリックな匂いを改善でき、富貴蘭の自然なやわらかさを有する香料組成物を提供することができる。より好ましくはＬ体の比率は７５％以上である。
The rich orchid-like fragrance composition of the present invention is characterized by containing linalool having an L-form ratio of 67% or more. By blending linalool so that the L-form is 67% or more, a metallic odor can be improved, and a fragrance composition having a natural softness of rich orchid can be provided. More preferably, the ratio of L-form is 75% or more.
本発明の富貴蘭様香料組成物は通常、富貴蘭様ベース香料として、チグリン酸シス－３－ヘキセニル、ジャスミンラクトンおよびインドール等を含有し、より好ましくは、メチルベンゾエート、安息香酸シス－３－ヘキセニルおよびδ-デカラクトンよりなる群から選択される１以上の成分をさらに含有する。
The rich orchid-like fragrance composition of the present invention usually contains tig-3-hexenyl tiglate, jasmine lactone, indole and the like as the rich lantern-based fragrance, more preferably methylbenzoate, cis-3-hexenyl benzoate. And one or more components selected from the group consisting of δ-decalactone.
本発明の富貴蘭様香料組成物において、リナロール全体の配合量は、香料組成物全量に対して０．０１～４０質量％であることが好ましい。
In the rich orchid-like fragrance composition of the present invention, the total amount of linalool is preferably 0.01 to 40% by mass relative to the total amount of the fragrance composition.
また、本発明の富貴蘭様香料組成物の製造方法は、チグリン酸シス－３－ヘキセニル、ジャスミンラクトンおよびインドールを含む富貴蘭様ベース香料に、Ｌ体の比率が６７％以上になるようにリナロールを添加することを特徴とする。富貴蘭様ベース香料は、より好ましくは、メチルベンゾエート、安息香酸シス－３－ヘキセニルおよびδ-デカラクトンよりなる群から選択される１以上の成分をさらに含む。また、リナロールのＬ体の比率を７５％以上にすることがより好ましい。
In addition, the method for producing a fragrant orchid-like fragrance composition of the present invention includes linalool so that the L-form ratio is 67% or more in the fragrant orchid-like fragrance containing cis-3-hexenyl tiglate, jasmine lactone and indole. Is added. The rich orchid-like base fragrance more preferably further comprises one or more components selected from the group consisting of methyl benzoate, cis-3-hexenyl benzoate and δ-decalactone. Moreover, it is more preferable that the ratio of L form of linalool is 75% or more.
本発明の富貴蘭様香料組成物は、Ｌ体の比率が６７％以上になるようにリナロールを配合することにより、従来の富貴蘭様香料組成物のメタリックな匂いを改善でき、より生花に近い自然な富貴蘭の香りを提供することができる。
The rich orchid-like fragrance composition of the present invention can improve the metallic odor of a conventional rich orchid-like fragrance composition by blending linalool so that the L-form ratio is 67% or more, and is closer to fresh flowers. It can provide a natural fragrance of rich orchids.
リナロールのＬ体（（Ｒ）リナロール）およびＤ体（（Ｓ）リナロール）の構造式を以下に示す。
The structural formulas of L form of linalool ((R) linalool) and D form ((S) linalool) are shown below.
リナロールは、多くの植物の精油成分であり、様々なフレーバーやフレグランスの香料原料として市販されている。また、種々の植物から抽出により、異なる光学純度の光学活性リナロールを得ることができ、あるいは、特開平９－２７８号明細書に記載されているように、Ｌ体およびＤ体をそれぞれ化学合成により製造することが可能である。Ｌ－リナロールはＦｌｕｋａ社からおよびリナロールのラセミ体はＢＡＳＦ社から市販されており、例えば、それらを適切な割合で配合することにより、所望の比率でＬ体を含むリナロールを調製できる。
Linalool is an essential oil component of many plants and is commercially available as a flavoring material for various flavors and fragrances. Further, optically active linalool having different optical purity can be obtained by extraction from various plants, or as described in JP-A-9-278, L-form and D-form can be obtained by chemical synthesis, respectively. It is possible to manufacture. L-linalool is commercially available from Fluka, and racemic linalool is commercially available from BASF. For example, linalool containing L-form in a desired ratio can be prepared by blending them in an appropriate ratio.
本発明の香料組成物において、リナロール中のＬ体の比率は６７％以上であり、より好ましくは、７５％以上であり、さらに好ましくは９０％以上である。リナロールのＬ体の比率を６７％以上にすることにより、メタリックな匂いを改善でき、富貴蘭の自然なやわらかさを有する香料組成物を提供することができる。特に、Ｌ体の比率を７５％以上にすることにより、自然な富貴蘭の香りをより忠実に再現でき、さらには、Ｌ体の比率を９０％以上にすることにより、その香りの再現性のみならず保香性にも優れた富貴蘭様香料組成物を提供できる。
In the fragrance composition of the present invention, the ratio of L-form in linalool is 67% or more, more preferably 75% or more, and still more preferably 90% or more. By making the ratio of L form of linalool 67% or more, it is possible to improve the metallic odor and provide a fragrance composition having the natural softness of rich orchid. In particular, by setting the L-form ratio to 75% or more, the natural fragrance of rich lantern can be reproduced more faithfully. Furthermore, by setting the L-form ratio to 90% or more, only the reproducibility of the scent In addition, it is possible to provide a fragrant orchid-like fragrance composition having excellent fragrance retention.
本発明において、リナロール全体の配合量は、香料組成物全量に対して、０．０１～４０質量％であることが好ましく、より好ましくは０．０５～３０質量％であり、さらに好ましくは１．０～３０質量％である。リナロールの配合量が０．０１質量％未満では富貴蘭の香りを充分醸し出すことができない場合があり、また４０質量％より高くなると、香気のバランスが悪くなり、富貴蘭の持つ甘くやわらかな香りを再現できない場合がある。
In the present invention, the total amount of linalool is preferably 0.01 to 40% by mass, more preferably 0.05 to 30% by mass, and even more preferably 1.% by mass relative to the total amount of the fragrance composition. 0 to 30% by mass. If the blending amount of linalool is less than 0.01% by mass, the fragrance of rich orchid may not be produced sufficiently. If it is higher than 40% by mass, the balance of the fragrance will deteriorate, and the sweet and soft scent of rich lantern will be lost. It may not be possible to reproduce.
本発明の富貴蘭様香料組成物は、公知の富貴蘭様香料組成物におけるリナロールを、Ｌ体を６７％以上含むリナロールで置き換えることにより調製することができる。すなわち、リナロールを除く富貴蘭様ベース香料に、Ｌ体の比率が６７％以上になるようにリナロールを添加することにより、本発明の富貴蘭様香料組成物を調製できる。そのような富貴蘭様ベース香料として公知のものを用いることができるが、少なくともチグリン酸シス－３－ヘキセニル、ジャスミンラクトンおよびインドールを含むことが好ましく、より好ましくはメチルベンゾエート、安息香酸シス－３－ヘキセニル、δ-デカラクトン等をさらに含む。
The rich orchid-like fragrance composition of the present invention can be prepared by replacing linalool in a known rich orchid-like fragrance composition with linalool containing 67% or more of L-form. That is, the rich orchid-like fragrance composition of the present invention can be prepared by adding linalool to the rich orchid-like base fragrance excluding linalool so that the L-form ratio is 67% or more. As such a rich orchid-like base fragrance, a known one can be used, but preferably contains at least cis-3-hexenyl tiglate, jasmine lactone and indole, more preferably methylbenzoate, cis-3-benzoate. Further includes hexenyl, δ-decalactone, and the like.
尚、本発明の香料組成物には、そのナチュラルな富貴蘭様香気を阻害しない限り、ポリオキシエチレンラウリル硫酸エーテルなどの界面活性剤、ジプロピレングリコール、ジエチルフタレートなどの溶剤、ダマスコン、ヘキシルシンナミックアルデヒド、レモンオイル、ローズオイルなどの香料物質などを配合可能である。
The perfume composition of the present invention includes a surfactant such as polyoxyethylene lauryl sulfate ether, a solvent such as dipropylene glycol and diethyl phthalate, damascone, and hexyl cinnamamic as long as the natural rich orchid-like aroma is not inhibited. Perfume substances such as aldehyde, lemon oil and rose oil can be blended.
本発明の富貴蘭様香料組成物は、限定はされないが、入浴剤、香水、オーデコロン、芳香剤の他、軟膏、クリーム、乳液、ローション、パック、ファンデーション、頬紅、おしろい、アイシャドー、口紅、あぶら取り紙、紙おしろい、シャンプー、リンス、ヘアスプレー、制汗スプレー、ボディパウダー、ベビーパウダー等の化粧料；ティッシュペーパーやペーパータオル、ナプキン、ノート、メモ帳等の紙用品；雑巾、歯磨き粉、マスク、医療用ガーゼ、柔軟仕上げ剤、衣料用洗浄剤、台所用洗浄剤、芳香剤、アロマオイル等の日用雑貨類や、食品等に応用可能である。化粧料に配合する場合、その配合量は特に限定されるものではないが、一般的な濃度範囲、例えば化粧料全量に対し０．００００１～３０質量％とすることができ、雑貨等に含める場合は、０．００００１～１００質量％とすることができる。
The rich orchid-like fragrance composition of the present invention includes, but is not limited to, bathing agent, perfume, eau de cologne, fragrance, ointment, cream, milky lotion, lotion, pack, foundation, blusher, funny, eye shadow, lipstick, oil Cosmetics such as paper remover, paper towel, shampoo, rinse, hair spray, antiperspirant spray, body powder, baby powder; paper supplies such as tissue paper, paper towel, napkin, notebook, notepad; rag, toothpaste, mask, medical It can be applied to daily goods such as food gauze, soft finish, clothing cleaner, kitchen cleaner, fragrance, aroma oil, and food. When blended in cosmetics, the blending amount is not particularly limited, but can be set to a general concentration range, for example, 0.00001 to 30% by mass with respect to the total amount of cosmetics, and included in miscellaneous goods. May be 0.00001 to 100% by mass.
以下、実施例を挙げて本発明を具体的に説明するが、本発明は下記の実施例に限定されるものではない。配合例は特記しない限り、その成分が配合される系に対する質量％で示す。
EXAMPLES Hereinafter, although an Example is given and this invention is demonstrated concretely, this invention is not limited to the following Example. Unless otherwise specified, the formulation examples are shown in mass% with respect to the system in which the component is blended.
（１）富貴蘭様ベース香料
以下の試験例では、下記組成の富貴蘭様ベース香料を用いた：
(1) Fuuki orchid-like base fragrance In the following test examples, Fuuki orchid-like base fragrance having the following composition was used:
以下の試験例では、下記組成の富貴蘭様ベース香料を用いた：
（２）香料組成物の調製
上記の富貴蘭様ベース香料に、下記表１に示すように、リナロールのラセミ体（Ｌ体とＤ体の等量混合物）とＬ－リナロールとを異なる比率で添加して、５０～１００％の間の様々な比率でＬ体を含む香料組成物（試験例１～８）を調製した。 (2) Preparation of perfume composition As shown in Table 1 below, linalool racemate (mixture of L and D isomers) and L-linalool are added in different ratios to the above wealthy orchid-like base fragrance. Then, fragrance compositions (Test Examples 1 to 8) containing L-forms at various ratios between 50 and 100% were prepared.
上記の富貴蘭様ベース香料に、下記表１に示すように、リナロールのラセミ体（Ｌ体とＤ体の等量混合物）とＬ－リナロールとを異なる比率で添加して、５０～１００％の間の様々な比率でＬ体を含む香料組成物（試験例１～８）を調製した。 (2) Preparation of perfume composition As shown in Table 1 below, linalool racemate (mixture of L and D isomers) and L-linalool are added in different ratios to the above wealthy orchid-like base fragrance. Then, fragrance compositions (Test Examples 1 to 8) containing L-forms at various ratios between 50 and 100% were prepared.
（３）香気評価試験
専門パネラー７名により、各香料組成物の塗布直後の香気、ならびに塗布２時間後の香気（保香性）について、以下の評価基準により評価した：
５：非常に優れた富貴蘭様の自然な香気を有する
４：優れた富貴蘭様の自然な香気を有する
３：富貴蘭様の自然な香気を有する
２：富貴蘭様の香気を有する
１：富貴蘭様の香気はほとんどしない。 (3) Fragrance evaluation test Seven professional panelists evaluated the fragrance immediately after application of each fragrance composition and the fragrance (scent retention) after 2 hours of application according to the following evaluation criteria:
5: A natural fragrance that is very good, rich, orchid 4: A natural fragrance, that is excellent, rich in orchid 3: A natural fragrance that is rich in orchid, 2: A fragrant, rich in orchid 1: Fukiran has almost no fragrance.
専門パネラー７名により、各香料組成物の塗布直後の香気、ならびに塗布２時間後の香気（保香性）について、以下の評価基準により評価した：
５：非常に優れた富貴蘭様の自然な香気を有する
４：優れた富貴蘭様の自然な香気を有する
３：富貴蘭様の自然な香気を有する
２：富貴蘭様の香気を有する
１：富貴蘭様の香気はほとんどしない。 (3) Fragrance evaluation test Seven professional panelists evaluated the fragrance immediately after application of each fragrance composition and the fragrance (scent retention) after 2 hours of application according to the following evaluation criteria:
5: A natural fragrance that is very good, rich, orchid 4: A natural fragrance, that is excellent, rich in orchid 3: A natural fragrance that is rich in orchid, 2: A fragrant, rich in orchid 1: Fukiran has almost no fragrance.
結果を平均値として下記表１、ならびに図１に示す。
The results are shown in Table 1 and FIG. 1 as average values.
配合したリナロール中のＬ体の比率が６７％～１００％の試験例３～８において、塗布直後の香気の評価で、従来技術のＬ体の比率が５０％の試験例１よりも有意に高い評価が得られた。特に、リナロールのＬ体の比率を７５％以上にすることにより、３．０以上の高い平均評価点が得られ、自然な富貴蘭の香りをより忠実に再現した香料組成物を調製できることが示された。さらには、Ｌ体の比率が９０％以上になると塗布２時間後の評価点も有意に高く、保香性にも優れていることが示された。
In Test Examples 3 to 8 in which the L-form ratio in the blended linalool is 67% to 100%, the odor evaluation immediately after application is significantly higher than Test Example 1 in which the ratio of the L-form of the prior art is 50%. Evaluation was obtained. In particular, when the ratio of L form of linalool is 75% or more, a high average evaluation score of 3.0 or more is obtained, and it is shown that a fragrance composition that more faithfully reproduces the natural fragrance of rich lantern can be prepared. It was done. Furthermore, when the ratio of the L-form was 90% or more, the evaluation score after 2 hours of application was significantly high, indicating that the fragrance retention was excellent.
本発明の富貴蘭様香料組成物（実施例１および２）、ならびに比較組成物（比較例１）を下記の処方で調製した。
A rich orchid-like fragrance composition of the present invention (Examples 1 and 2) and a comparative composition (Comparative Example 1) were prepared according to the following formulation.
実施例１：
リナロール（Ｌ体の比率９０％） ３０．０
チグリン酸シス－３－ヘキセニル ３０．０
酪酸シス－３－ヘキセニル ０．２
ジャスミンラクトン １．０
インドール ０．５
メチルベンゾエート １０．０
安息香酸シス－３－ヘキセニル ５．０
δ－デカラクトン ３．０
バニリン ０．５
アブソリュート ジャスミン １％ ５．０
ジプロピレングリコール １４．８
本香料は自然な富貴蘭の香気を有していた。 Example 1:
Linalool (L ratio 90%) 30.0
Tigrinic acid cis-3-hexenyl 30.0
Cis-3-butenyl butyrate 0.2
Jasmine lactone 1.0
Indole 0.5
Methyl benzoate 10.0
Cis-3-hexenyl benzoate 5.0
δ-decalactone 3.0
Vanillin 0.5
Absolute Jasmine 1% 5.0
Dipropylene glycol 14.8
The fragrance had a natural fragrant aroma.
リナロール（Ｌ体の比率９０％） ３０．０
チグリン酸シス－３－ヘキセニル ３０．０
酪酸シス－３－ヘキセニル ０．２
ジャスミンラクトン １．０
インドール ０．５
メチルベンゾエート １０．０
安息香酸シス－３－ヘキセニル ５．０
δ－デカラクトン ３．０
バニリン ０．５
アブソリュート ジャスミン １％ ５．０
ジプロピレングリコール １４．８
本香料は自然な富貴蘭の香気を有していた。 Example 1:
Linalool (
Tigrinic acid cis-3-hexenyl 30.0
Cis-3-butenyl butyrate 0.2
Jasmine lactone 1.0
Indole 0.5
Methyl benzoate 10.0
Cis-3-hexenyl benzoate 5.0
δ-decalactone 3.0
Vanillin 0.5
Dipropylene glycol 14.8
The fragrance had a natural fragrant aroma.
比較例１：
リナロール（Ｌ体の比率５０％） ３０．０
チグリン酸シス－３－ヘキセニル ３０．０
酪酸シス－３－ヘキセニル ０．２
ジャスミンラクトン １．０
インドール ０．５
メチルベンゾエート １０．０
安息香酸シス－３－ヘキセニル ５．０
δ－デカラクトン ３．０
バニリン ０．５
アブソリュート ジャスミン １％ ５．０
ジプロピレングリコール １４．８
本香料は平凡な富貴蘭の香気であった。 Comparative Example 1:
Linalool (L-form ratio 50%) 30.0
Tigrinic acid cis-3-hexenyl 30.0
Cis-3-butenyl butyrate 0.2
Jasmine lactone 1.0
Indole 0.5
Methyl benzoate 10.0
Cis-3-hexenyl benzoate 5.0
δ-decalactone 3.0
Vanillin 0.5
Absolute Jasmine 1% 5.0
Dipropylene glycol 14.8
The fragrance was a mediocre fragrance.
リナロール（Ｌ体の比率５０％） ３０．０
チグリン酸シス－３－ヘキセニル ３０．０
酪酸シス－３－ヘキセニル ０．２
ジャスミンラクトン １．０
インドール ０．５
メチルベンゾエート １０．０
安息香酸シス－３－ヘキセニル ５．０
δ－デカラクトン ３．０
バニリン ０．５
アブソリュート ジャスミン １％ ５．０
ジプロピレングリコール １４．８
本香料は平凡な富貴蘭の香気であった。 Comparative Example 1:
Linalool (L-
Tigrinic acid cis-3-hexenyl 30.0
Cis-3-butenyl butyrate 0.2
Jasmine lactone 1.0
Indole 0.5
Methyl benzoate 10.0
Cis-3-hexenyl benzoate 5.0
δ-decalactone 3.0
Vanillin 0.5
Dipropylene glycol 14.8
The fragrance was a mediocre fragrance.
実施例２：
リナロール（Ｌ体の比率１００％） １．０
チグリン酸シス－３－ヘキセニル ３０．０
ヘキサン酸シス－３－ヘキセニル ０．１
ブチルベンゾエート ０．１
ヘキシルベンゾエート ０．１
ジャスミンラクトン １．０
インドール ０．５
メチルベンゾエート １０．０
安息香酸シス－３－ヘキセニル ５．０
δ－デカラクトン ３．０
バニリン ０．５
ジプロピレングリコール ４８．７
本香料は自然な富貴蘭の香気を有していた。 Example 2:
Linalool (ratio of L form 100%) 1.0
Tigrinic acid cis-3-hexenyl 30.0
Cis-3-hexenyl hexanoate 0.1
Butyl benzoate 0.1
Hexyl benzoate 0.1
Jasmine lactone 1.0
Indole 0.5
Methyl benzoate 10.0
Cis-3-hexenyl benzoate 5.0
δ-decalactone 3.0
Vanillin 0.5
Dipropylene glycol 48.7
The fragrance had a natural fragrant aroma.
リナロール（Ｌ体の比率１００％） １．０
チグリン酸シス－３－ヘキセニル ３０．０
ヘキサン酸シス－３－ヘキセニル ０．１
ブチルベンゾエート ０．１
ヘキシルベンゾエート ０．１
ジャスミンラクトン １．０
インドール ０．５
メチルベンゾエート １０．０
安息香酸シス－３－ヘキセニル ５．０
δ－デカラクトン ３．０
バニリン ０．５
ジプロピレングリコール ４８．７
本香料は自然な富貴蘭の香気を有していた。 Example 2:
Linalool (ratio of L form 100%) 1.0
Tigrinic acid cis-3-hexenyl 30.0
Cis-3-hexenyl hexanoate 0.1
Butyl benzoate 0.1
Hexyl benzoate 0.1
Jasmine lactone 1.0
Indole 0.5
Methyl benzoate 10.0
Cis-3-hexenyl benzoate 5.0
δ-decalactone 3.0
Vanillin 0.5
Dipropylene glycol 48.7
The fragrance had a natural fragrant aroma.
Claims (8)
- Ｌ体の比率が６７％以上であるリナロールを含有する、富貴蘭様香料組成物。 A rich orchid-like fragrance composition containing linalool having an L-form ratio of 67% or more.
- チグリン酸シス－３－ヘキセニル、ジャスミンラクトンおよびインドールを含有する請求項１記載の富貴蘭様香料組成物。 The rich orchid-like fragrance composition according to claim 1, comprising cis-3-hexenyl tiglate, jasmine lactone and indole.
- リナロール全体の配合量が香料組成物全量に対して０．０１～４０質量％であることを特徴とする請求項１または２記載の富貴蘭様香料組成物。 The rich orchid-like fragrance composition according to claim 1 or 2, wherein the total amount of linalool is 0.01 to 40% by mass relative to the total amount of the fragrance composition.
- メチルベンゾエート、安息香酸シス－３－ヘキセニルおよびδ－デカラクトンよりなる群から選択される１以上の成分をさらに含有する請求項１から３いずれか１項記載の富貴蘭様香料組成物。 The rich orchid-like fragrance composition according to any one of claims 1 to 3, further comprising one or more components selected from the group consisting of methyl benzoate, cis-3-hexenyl benzoate and δ-decalactone.
- 前記Ｌ体の比率が７５％以上である請求項１から４いずれか１項記載の富貴蘭様香料組成物。 The rich orchid-like fragrance composition according to any one of claims 1 to 4, wherein a ratio of the L-form is 75% or more.
- チグリン酸シス－３－ヘキセニル、ジャスミンラクトンおよびインドールを含む富貴蘭様ベース香料に、Ｌ体の比率が６７％以上になるようにリナロールを添加することを含む、富貴蘭様香料組成物の製造方法。 A method for producing a fragrant orchid-like fragrance composition comprising adding linalool to a rich orchid-like base fragrance comprising cis-3-hexenyl tiglinate, jasmine lactone and indole so that the L-form ratio is 67% or more .
- 前記富貴蘭様ベース香料が、メチルベンゾエート、安息香酸シス－３－ヘキセニルおよびδ－デカラクトンよりなる群から選択される１以上の成分をさらに含むことを特徴とする請求項６記載の方法。 The method of claim 6, wherein the rich orchid-like base fragrance further comprises one or more components selected from the group consisting of methyl benzoate, cis-3-hexenyl benzoate and δ-decalactone.
- Ｌ体の比率が７５％以上になるようにリナロールを添加する請求項６または７記載の方法。 The method according to claim 6 or 7, wherein linalool is added so that the L-form ratio is 75% or more.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2010263176A JP2012111885A (en) | 2010-11-26 | 2010-11-26 | Neofinetia falcata-like fragrance composition |
| JP2010-263176 | 2010-11-26 |
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| WO2012070203A1 true WO2012070203A1 (en) | 2012-05-31 |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/JP2011/006389 WO2012070203A1 (en) | 2010-11-26 | 2011-11-16 | Neofinetia falcata-like fragrance composition |
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|---|---|
| JP (1) | JP2012111885A (en) |
| TW (1) | TW201225983A (en) |
| WO (1) | WO2012070203A1 (en) |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH09278A (en) * | 1995-06-14 | 1997-01-07 | Takasago Internatl Corp | Production of optically active linalool |
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2010
- 2010-11-26 JP JP2010263176A patent/JP2012111885A/en not_active Withdrawn
-
2011
- 2011-11-16 WO PCT/JP2011/006389 patent/WO2012070203A1/en active Application Filing
- 2011-11-24 TW TW100143193A patent/TW201225983A/en unknown
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH09278A (en) * | 1995-06-14 | 1997-01-07 | Takasago Internatl Corp | Production of optically active linalool |
Non-Patent Citations (2)
| Title |
|---|
| J ESSENT OIL RES, vol. 12, no. 2, 2000, pages 197 - 200 * |
| JAPAN SOCIETY FOR BIOSCIENCE, BIOTECHNOLOGY, AND AGROCHEMISTRY KANSAI SHIBU KOENKAI KOEN YOSHISHU, vol. 451, 2007, pages 41 * |
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| TW201225983A (en) | 2012-07-01 |
| JP2012111885A (en) | 2012-06-14 |
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