KR100687624B1 - Perfume composition for expressing the fragrance of narcissus tazetta var. chinensis - Google Patents

Perfume composition for expressing the fragrance of narcissus tazetta var. chinensis Download PDF

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KR100687624B1
KR100687624B1 KR1020060031286A KR20060031286A KR100687624B1 KR 100687624 B1 KR100687624 B1 KR 100687624B1 KR 1020060031286 A KR1020060031286 A KR 1020060031286A KR 20060031286 A KR20060031286 A KR 20060031286A KR 100687624 B1 KR100687624 B1 KR 100687624B1
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fragrance
narcissus
geomundo
chinensis
perfume
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KR1020060031286A
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Korean (ko)
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이은주
전병배
서형제
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(주)아모레퍼시픽
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    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K36/00Medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicines
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K36/00Medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicines
    • A61K36/18Magnoliophyta (angiosperms)
    • A61K36/185Magnoliopsida (dicotyledons)
    • A61K36/53Lamiaceae or Labiatae (Mint family), e.g. thyme, rosemary or lavender
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/96Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution
    • A61K8/97Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution from algae, fungi, lichens or plants; from derivatives thereof
    • A61K8/9783Angiosperms [Magnoliophyta]
    • A61K8/9794Liliopsida [monocotyledons]
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q13/00Formulations or additives for perfume preparations

Abstract

A perfume composition for expressing fragrance of Narcissus tazetta var. chinensis is provided to reproduce fragrance of Narcissus tazetta var. chinensis and improve preference of the perfume by identifying fragrance components of Narcissus tazetta var. chinensis and adding synthetic material. The perfume composition for expressing fragrance of Narcissus tazetta var. chinensis comprises 39-51 wt.% of benzyl acetate, 17-24 wt.% of ocimene, 3-5 wt.% of linalool, 9.2-10.2 wt.% of phenylpropyl acetate, 7.2-8.7 wt.% of 1,8-cineol, 4.3-5.1 wt.% of phenylethyl acetate, 0.5-0.6 wt.% of indole, 0.6-0.9 wt.% of limonene, 0.6-0.8 wt.% of benzyl alcohol, 0.3 wt.% of benzaldehyde, 0.3-0.4 wt.% of methyl benzoate and 3-7 wt.% of methyl dihydrojasmonate. A skin external composition comprises the perfume composition for expressing fragrance of Narcissus tazetta var. chinensis.

Description

거문도 수선화의 향취를 재현한 향료 조성물{Perfume composition for expressing the fragrance of Narcissus tazetta var. chinensis}Perfume composition for expressing the fragrance of Narcissus tazetta var. chinensis}

본 발명은 SPME법에 의해 거문도 수선화의 향취성분으로서 분석된 벤질아세테이트(Benzyl acetate), 오시멘(Ocimene) 및 리날룰(Linalool) 등에, 인공합성물질인 메틸 디하이드로쟈스모네이트(Methyl dihydrojasmonate)를 함유함으로써 거문도 수선화의 고유향취를 재현하면서 뛰어난 기호성을 갖는 향료 조성물에 관한 것이다. The present invention relates to methyl dihydrojasmonate, which is an artificial synthetic material, in benzyl acetate, Ocimene, Linalool, etc., analyzed as a fragrance component of Geomundo narcissus by SPME method. The present invention relates to a perfume composition having excellent palatability while reproducing the inherent odor of narcissus by containing.

수선화는 세계 각지에 원산지가 있는 백합목 수선화과의 다년생 구근초로 알모양의 비늘줄기에서 선형의 잎이 나와서 비스듬히 서며 녹백색이다. 꽃줄기(花莖)는 잎사이에서 나와서 곧게 20~40㎝쯤 자라고, 꽃줄기 끝에 5~6개의 꽃이 옆을 향하여 핀다. 화피 열편은 6개이고 흰색이며, 부화관(副花冠)은 높이 4㎜정도로서 노란색이다. Narcissus is a perennial bulb of Liliumaceae Narcissus family, which is native to all over the world, and stands out at an angle with linear leaves from the egg-shaped scaly line. A flower stem comes out between the leaves and grows straight about 20 ~ 40㎝, and 5 ~ 6 flowers grow to the side at the end of the flower stem. The calyx segment is 6, white, and the hatch tube is 4mm in height and yellow.

그 중 거문도 수선화(Narcissus tazetta var. chinensis)는 방울수선의 한 종류로 유럽에서 자생하는 연지수선(narcissus poeticus), 황수선(Narcissus jonquilla)에 비해 개화기가 빨라 12월부터 꽃이 피며, 향기가 독특하고 강하지만 따뜻한 남쪽 해안에만 치우쳐 있어 사람들의 눈에 띄지 못했기 때문에 그 이름이 널리 알려져 있지 않다. 그러나 꽃 모양과 색깔이 아름답고 향 또한 빼어나 같은 방울수선인 일본수선에 비해 거문도 수선이 화색 및 향기면에서 월등히 우수하다. 꽃의 모양 또한 청초하고 새하얀 꽃잎에 황금색 부관(왕관)을 가지고 있어 기품과 미적인 면에서도 어느것도 따라올 수 없는 고귀한 아름다움을 가지고 있다.Among them, Narcissus tazetta var. chinensis is a type of lily of the valley , which blooms in early December compared to the narcissus poeticus and narcissus jonquilla , which blooms in Europe. The name is not widely known because it was not visible to people. However, the flower shape and color are beautiful, and the fragrance is also excellent, and the Geomundo is excellent in color and fragrance compared to the Japanese daffodil, which is the same. The shape of the flower is also neat and white petals have a golden crown (noble crown), which has nothing but elegance and aesthetic beauty.

이러한 고귀한 거문도 수선화의 향취를 재현하기 위한 방법으로는 여러 가지가 있을 수 있다. 예를 들면, 통상적인 방법으로 거문도 수선화의 향취성분을 화정유(Absolute) 형태로 만드는 용매추출법과 향기성분을 정유(Essential oil)로 만드는 수증기증류법이 있다. 그러나, 상기 방법들은 추출과정에서 높은 열을 가해야 하고, 처리 과정이 복잡하여 많은 시간이 소요되므로, 본래의 향취와는 많은 차이가 있을 수 있다.There are many ways to recreate the scent of the noble Geomdo. For example, conventional methods include solvent extraction, which makes the fragrance component of Geomundo Narcissus into Absolute form, and steam distillation, which makes the fragrance component into essential oil. However, since the methods require high heat during the extraction process and the process is complicated and takes a lot of time, there may be a lot of difference from the original flavor.

최근에는 이러한 단점을 보완하기 위해서, 헤드 스페이스(Head Space)법과 SPME법이 개발되었다. 이 중, SPME법(Solid Phase Micro Extraction; SUPELCO international, Vol.13, No.4, p.9-10)은 기존의 추출법과는 달리 용매를 사용하지 않고 전처리 또한 필요 없어, 신속하고 간편하게 향취성분을 분석할 수 있다.Recently, the head space method and the SPME method have been developed to compensate for these disadvantages. Among them, the SPME method (Solid Phase Micro Extraction; SUPELCO international, Vol. 13, No. 4, p. 9-10), unlike conventional extraction methods, does not require solvents and does not require pretreatment. Can be analyzed.

따라서, 본 발명자들은 살아있는 천연물의 향취물질을 분석하는데 효과적인 SPME법을 이용하여 거문도 수선화의 향취를 재현하고자 하였다. 그 결과로, 벤질아 세테이트(Benzyl acetate), 오시멘(Ocimene) 및 리날룰(Linalool) 등이 거문도 수선화 향취의 주성분임을 밝혀내고, 이를 이용한 조합향료를 제조하여 거문도 수선화의 향취를 재현하고자 하였다. 그러나, 상기 조합향료에 대해 관능검사를 수행한 결과, 이들 성분만으로는 거문도 수선화의 향취를 재현할 수 없음을 발견하였다.Therefore, the present inventors attempted to reproduce the fragrance of Geomundo narcissus using the SPME method which is effective in analyzing the fragrance substances of living natural products. As a result, Benzyl acetate, Ocimene and Linalool were found to be the main components of Geomundo narcissus scent, and a combination perfume was prepared to reproduce the scent of Geomundo narcissus. . However, as a result of performing a sensory test on the combination perfume, it was found that only these components could not reproduce the smell of narcissus daffodil.

이에, 본 발명자들은 거문도 수선화의 향취를 재현하고자 연구를 계속한 결과, 벤질아세테이트(Benzyl acetate), 오시멘(Ocimene) 및 리날룰(Linalool) 등의 거문도 수선화의 향취성분에, 인공합성물질인 메틸 디하이드로쟈스모네이트(Methyl dihydrojasmonate)를 필수구성성분으로 함유하는 조성물이 거문도 수선화의 고유향취를 재현하면서 뛰어난 기호성을 나타냄을 밝혀내어 본 발명을 완성하기에 이르렀다.Accordingly, the present inventors have continued the research to reproduce the scent of Geomundo narcissus, as a result, benzyl acetate, occimen (Ocimene) and linalul (Linalool), such as artificial synthetic material in the fragrance component of narcissus daffodil The composition containing dihydrojasmonate as an essential component was found to exhibit excellent palatability while reproducing the intrinsic odor of geomundo narcissus, thus completing the present invention.

따라서, 본 발명의 목적은 거문도 수선화의 고유 향취를 재현할 수 있고, 우수한 기호성을 갖는 향료 조성물을 제공하는 것이다.Accordingly, it is an object of the present invention to provide a fragrance composition which can reproduce the inherent odor of macrosomia narcissus and has excellent palatability.

또한, 본 발명의 다른 목적은 상기 향료 조성물을 구성성분으로 함유하는 피부 외용제를 제공하는 것이다.Another object of the present invention is to provide an external preparation for skin containing the perfume composition as a component.

상기한 목적을 달성하기 위해서, 본 발명에 따른 조성물은 거문도 수선화 향취의 주성분으로서 벤질아세테이트(Benzyl acetate), 오시멘(Ocimene) 및 리날룰(Linalool), 및 부차적인 성분으로서 페닐프로필아세테이트(Phenylpropyl acetate), 1,8-시네올(1,8-cineol), 페네칠아세테이트(Phenylethyl acetate), 인돌 (Indole), 리모넨(Limonene), 벤질알코올(Benzyl alcohol), 벤즈알데히드(Benzaldehyde) 및 메틸벤조에이트(Methyl benzoate)로 이루어진 거문도 수선화의 향취 성분에, 인공합성물질로서 메틸 디하이드로쟈스모네이트(Methyl dihydrojasmonate)를 필수성분으로서 함유함을 특징으로 한다.In order to achieve the above object, the composition according to the present invention is a benzyl acetate, Ocimene and Linalul (Linalool) as the main component of the narcissus daffodil odor, and phenylpropyl acetate as a secondary component ), 1,8-cineol, phenethylethyl, indole, limonene, benzyl alcohol, benzaldehyde, and methylbenzoate (1,8-cineol) Geomundo, consisting of Methyl benzoate, is characterized in that it contains, as an essential ingredient, methyl dihydrojasmonate as an artificial synthetic material in the odor component of narcissus.

이하, 본 발명을 더욱 구체적으로 설명한다.Hereinafter, the present invention will be described in more detail.

본 발명에 따른 조성물은 거문도 수선화의 향취 성분에, 인공합성물질로서 메틸 디하이드로쟈스모네이트(Methyl dihydrojasmonate)를 필수성분으로서 함유함으로써, 거문도 수선화의 고유향취를 재현할 수 있으며, 우수한 기호성을 나타낼 수 있다.The composition according to the present invention contains methyl dihydrojasmonate as an essential component in the fragrance component of Geomundo narcissus as an essential component, thereby reproducing the inherent odor of Geomundo narcissus and exhibiting excellent palatability. have.

본 발명의 향료조성물은, 조성물 100중량%에 대하여 거문도 수선화의 향취성분으로서 벤질아세테이트(Benzyl acetate)를 39~51중량%, 오시멘(Ocimene)을 17~24중량%, 리날룰(Linalool)을 3~5중량%, 페닐프로필아세테이트(Phenylpropyl acetate)를 9.2~10.2중량%, 리모넨(Limonene)을 0.6~0.9중량%, 1,8-시네올(1,8-cineol)을 7.2~8.7중량%, 페네칠아세테이트(Phenylethyl acetate)를 4.3~5.1중량%, 인돌(Indole)을 0.5~0.6중량%, 벤질알코올(Benzyl alcohol)을 0.6~0.8%, 벤즈알데히드(Benzaldehyde)를 0.3중량%, 메틸벤조에이트(Methyl benzoate)를 0.3~0.4중량% 의 범위로 함유하고, 인공합성물질로서 메틸 디하이드로쟈스모네이트(Methyl dihyfrojasmonate)를 3~7중량%의 범위로 함유한다. 거문도 수선화 향취를 재현하기 위한 주요 성분들로서 벤질아세테이트, 오시멘, 리날룰 및 인공합성물질인 메틸 디하이드로쟈스모네이트는 상기 범위를 벗어난 범위로 사용할 경우, 거문도 수선화와 의 향취 유사성이 낮아지고, 향취의 기호성도 낮아지므로 바람직하지 않다. 그러나, 그 외의 성분들은 상기 범위 내에서 사용하는 것이 바람직하지만, 거문도 수선화의 향취에 크게 영향을 미치지 않기 때문에, 거문도 수선화 향취를 재현하는데 영향을 미치지 않는 한, 상기 범위를 벗어나는 양으로도 함유될 수 있다.The fragrance composition of the present invention comprises 39-51 wt% of Benzyl acetate, 17-24 wt% of Ocimene, and Linalool (Linalool) as a odor component of Geomundo narcissus with respect to 100 wt% of the composition. 3 to 5% by weight, 9.2 to 10.2% by weight of phenylpropyl acetate, 0.6 to 0.9% by weight of limonene, 7.2 to 8.7% by weight of 1,8-cineol , 4.3-5.1 wt% of phenethylethyl acetate, 0.5-0.6 wt% of Indole, 0.6-0.8% of Benzyl alcohol, 0.3 wt% of Benzaldehyde, methylbenzoate (Methyl benzoate) is contained in the range of 0.3 to 0.4% by weight, and methyl dihyfrojasmonate is contained in the range of 3 to 7% by weight as an artificial synthetic material. As the main ingredients for reproducing the Geomundo daffodil scent, benzyl acetate, ocimen, linalul and methyl dihydrojasmonate, an artificial synthetic material, when used in a range outside the above range, the odor similarity with that of the Geomundo daffodil is lowered, The palatability of is also lowered, which is not preferable. However, the other ingredients are preferably used within the above range, but since the content of macromolecule does not significantly affect the scent of narcissus, the content of macromolecule may be contained in an amount outside the range as long as it does not affect the reproduction of the narcissus odor. have.

상기의 범위로 혼합된 본 발명에 따른 조성물은 향수, 화장품 등의 피부 외용 기제에 배합될 수 있고, 배합량은 당업계에 통상적인 기술에 따라 목적하는 효과를 이루기 위해 적절하게 선택하여 배합할 수 있다.The composition according to the present invention mixed in the above range may be blended into the skin external base such as perfume and cosmetics, and the blending amount may be appropriately selected and blended to achieve the desired effect according to the conventional techniques in the art. .

이러한 외용기재로는 예를 들면, 연고, 로션, 가용화상, 현탁액, 에멀젼, 크림, 젤, 스프레이, 파프제, 경고제, 패치제 또는 물파스 등이 있지만, 이들에만 한정되지 않고, 당업계에 주지된 어떠한 기제에도 배합될 수 있다.Such external base materials include, but are not limited to, ointments, lotions, soluble burns, suspensions, emulsions, creams, gels, sprays, papes, warning agents, patches or water pastes, and the like. It can be formulated in any base that has been formulated.

한편, 본 발명에서 거문도 수선화의 향취성분에 대한 분석방법으로는 SPME법을 사용하였다. SPME법은 특별한 전처리없이 화이버(Fiber)에 흡착된 향취 성분들이 GS-MS 컬럼안으로 빠르게 탈착, 주입될 수 있어 분석시간이 크게 단축될 수 있으므로 휘발성이 강한 거문도 수선화의 향취성분을 분석하는데 유리하다. 본 발명에서는 SPME법에 의해서 분석된 거문도 수선화의 향취성분을 토대로 조합 향료를 조성하고, 이에 대해 거문도 수선화 향취와의 유사성 및 향취의 기호성을 후각관능검사를 통해 수행하였다. 관능검사는 전문 조향사 및 일반인에 의해 실시되었고, 거문도 수선화 향취와의 유사성 및 향취의 기호성은 설문 조사를 통해 평가되었다.In the present invention, the SPME method was used as an analysis method for the fragrance component of Geomundo narcissus. The SPME method is advantageous for analyzing the fragrance component of narcissus, which has high volatility, because the fragrance components adsorbed on the fiber can be quickly desorbed and injected into the GS-MS column without any special pretreatment. In the present invention, a combination fragrance was prepared based on the fragrance components of the Geomundo daffodil analyzed by the SPME method, and the similarity with the Geomundo daffodil daffodil and palatability were carried out through olfactory sensory test. Sensory tests were conducted by professional steering staff and the general public, and similarity with the taste of Geomundo daffodil and palatability were evaluated by questionnaire.

이하, 실시예를 통해 본 발명을 더욱 구체적으로 설명하지만, 본 발명이 이에 한정되지 않고, 본 발명의 다른 적용, 변형 등도 당업자에게 자명하다.Hereinafter, the present invention will be described in more detail with reference to Examples, but the present invention is not limited thereto, and other applications, modifications, and the like of the present invention will be apparent to those skilled in the art.

[[ 실시예Example ]]

[참고 [Reference 실시예Example 1]  One] SPMESPME 법을 이용한 거문도 수선화의 향취 분석Perfume Analysis of Geomundo Daffodil Using

향기가 강한 거문도 수선화 한송이를 골라 2시간동안 85㎛의 폴리아크릴레이트로 코팅된 화이버(Polyacrylate Fiber)에 향기성분을 흡착시켜 향기성분을 포집하였다. 포집장소는 전라남도 여수시 삼산면에 위치한 거문도의 낮은 구릉지였고, 2시간동안 포집이 이루어졌다.A scent of Geomundo narcissus was selected and the fragrance component was collected by adsorbing the fragrance component to the fiber (Polyacrylate Fiber) coated with 85 μm polyacrylate for 2 hours. The collection site was the low hill of Geomundo, located in Samsan-myeon, Yeosu-si, Jeollanam-do, and the collection took place for 2 hours.

향취성분을 포집한 후, 화이버(Fiber)를 밀봉하고 이를 GC-MS의 주입구에 옮겨 꽂은 다음 2분간 탈착을 시키고, GC-MS 분석을 행하였다. GC-MS 분석조건은 다음과 같다.After collecting the odor component, the fiber (Fiber) was sealed and transferred to the inlet of GC-MS, and then desorbed for 2 minutes, and GC-MS analysis was performed. GC-MS analysis conditions are as follows.

Figure 112006024036713-pat00001
Figure 112006024036713-pat00001

그 결과, SPME법에 의해 분석된 거문도수선화의 향취성분은 하기 표 1과 같다.As a result, the fragrance components of Geomundo narcissus analyzed by the SPME method are shown in Table 1 below.

향 료 명Spices people 함 량(중량%)Content (% by weight) 벤질아세테이트Benzyl acetate 56.60056.600 오시멘Oshimen 26.00026.000 리날룰Linalule 5.5005.500 페닐프로필아세테이트Phenylpropyl Acetate 3.6503.650 1,8-시네올1,8-cineol 3.1003.100 페네칠 아세테이트Phenethyl acetate 1.7801.780 인돌Indole 0.5000.500 리모넨Limonene 0.3000.300 벤질 알코올Benzyl alcohol 0.3000.300 벤즈알데히드Benzaldehyde 0.1000.100 메틸 벤조에이트Methyl benzoate 0.0700.070 기타Etc 2.1002.100 총 함 량Total content 100.0000100.0000

표 1에서 보는 바와 같이, 거문도 수선화는 벤질아세테이트, 오시멘, 리날룰, 페닐프로필 아세테이트, 1,8-시네올을 주요 향취성분으로 하고 있으며, 이들 주요성분은 전체의 94.85%를 차지한다.As shown in Table 1, Geomundo narcissus contains benzyl acetate, osmenene, linalulol, phenylpropyl acetate, 1,8-cineol as main odorants, and these main components account for 94.85% of the total.

[참고 [Reference 실시예Example 2] 분석결과로 조성된 향료와 천연 거문도수선화의 향취와의  2] between the fragrance and the odor of natural Geomundo daffodil 비교관능평가Comparative sensory evaluation

상기 분석된 결과를 토대로 새로이 조성한 하기 표 2의 조성을 갖는 조합향료(샘플 B)를 만들고, 이 항료와 천연 수선화의 향취 유사성을 관능평가를 통하여 검증하였다.Based on the results of the analysis, a newly prepared combination flavor (Sample B) having the composition of Table 2 was prepared, and the taste similarity between the perfume and natural daffodils was verified through sensory evaluation.

향 료 명Spices people 함 량(중량%)Content (% by weight) 벤질아세테이트Benzyl acetate 56.600  56.600 오시멘Oshimen 26.000  26.000 리날룰 Linalule 5.500  5.500 페닐프로필아세테이트Phenylpropyl Acetate 3.650  3.650 1,8-시네올1,8-cineol 3.100  3.100 페네칠 아세테이트Phenethyl acetate 1.780  1.780 인돌Indole 0.500  0.500 리모넨Limonene 0.300  0.300 벤질 알코올Benzyl alcohol 0.300  0.300 벤즈알데히드Benzaldehyde 0.100  0.100 메틸 벤조에이트Methyl benzoate 0.070  0.070 DEP (Solvent)DEP (Solvent) 2.100  2.100 총 함 량Total content 100.0000 100.0000

관능평가는 20~45세의 일반남녀 20명을 대상으로 하였으며, 거문도수선화 화분의 샘플 A와 SPME법으로 재현한 조합향료의 샘플 B의 향취를 각각 맡아보도록 하고, 하기 표 3의 설문지에 응답하도록 함으로써 샘플 A와 샘플 B의 향취 유사성(질문 1) 및 향취의 기호성(질문 2)을 조사하였다. 그 결과는 표 4에 나타내었다.The sensory evaluation was performed on 20 general men and women aged 20 to 45 years, and each sample A of Geomundo narcissus pollen and the smell of sample B of the combination perfume reproduced by the SPME method were asked to respond to the questionnaire of Table 3 below. The taste similarity (question 1) and palatability (question 2) of sample A and sample B were investigated by doing so. The results are shown in Table 4.

설문지 (1) 질문1 : 샘플A와 샘플B의 향취가 얼마나 유사(비슷)한가? 1) 전혀 유사하지 않다. 2) 별로 유사하지 않다. 3) 그저그렇다. 4) 어느정도 유사하다. 5) 매우 유사하다. (2) 질문2 : 샘플 B의 향취를 얼마나 좋아하는가? 1) 전혀 좋지 않다. 2) 별로 좋지 않다. 3) 그저그렇다. 4) 약간 좋다. 5) 매우 좋다. Questionnaire (1) Question 1: How similar are the smells of Sample A and Sample B? 1) Not at all similar 2) Not very similar. 3) It is so. 4) Somewhat similar. 5) very similar. (2) Question 2: How much do you like the smell of Sample B? 1) Not good at all 2) Not so good 3) It is so. 4) Slightly good 5) Very good

평가요원Evaluation Agent 질문 1 (유사성)Question 1 (similarity) 질문 2 (기호성)Question 2 (symbolic) 1One 22 22 22 22 22 33 1One 22 44 33 33 55 33 33 66 22 22 77 22 33 88 1One 22 99 33 22 1010 22 22 1111 33 22 1212 33 1One 1313 22 33 1414 22 33 1515 22 22 1616 33 22 1717 22 1One 1818 1One 22 1919 1One 22 2020 33 33 평균Average 2.152.15 2.202.20

상기 표 4에서 보는 바와 같이, 조합향료의 샘플 B는 수선화 화분의 꽃 향취와 많은 차이가 있는 것으로 나타났으며, 기호성도 낮게 나타났다.As shown in Table 4, Sample B of the combination fragrance was found to have a lot of difference with the floral scent of the narcissus pollen, and also showed a low palatability.

[참고 [Reference 실시예Example 3] 전문 평가단에 의한  3] by professional evaluation team 향취분석과Perfume Analysis 수선화와의  With daffodils 향취비교Scent Comparison

상기 참고 실시예 1에서 보는 바와 같이, SPME법에 의해 분석된 성분으로 조성한 향료 조성물이 거문도 수선화와 항취 유사성이 없었다. 이에, 조향사로 구성된 전문 평가단은 거문도 수선화의 각각의 향취 성분들에 대하여 관능평가를 수행하였다. 그 결과, 거문도 수선화의 향취성분들 중, 쟈스민(Jasmine) 향취를 만들어내는 벤질아세테이트(Benzyl Acetate), 시트러스나 아니스 향취를 내는 오시멘(Ocimeneee), 달콤한 플로랄(sweet floral) 향취를 만들어내는 리날룰 (Linalool)의 세 성분이 수선화의 고유향취를 만들어내는 주요성분임을 확인하였다. 특히, 수선의 꽃에 존재하는 리날룰은 R-(-)형태가 99%이상을 차지하는데 이 R-(-)형태는 S-(+)형태보다 부드럽고 자연스러운 플로랄(soft, natural, floral) 향취로 이는 보다 자연스러우면서 우아한 거문도 수선화의 향취를 발현시킴을 확인하였다.As shown in Reference Example 1, the fragrance composition composed of the components analyzed by the SPME method did not have a similar effect to Geomundo daffodil. Therefore, a professional evaluation group composed of steering yarns performed sensory evaluation on each flavor component of Geomundo narcissus. As a result, among the fragrant ingredients of Geomundo Narcissus, Benzyl Acetate, which produces Jasmine, Ocimeneee, which produces citrus or anise, and Linalul, which produces sweet floral, The three components of (Linalool) were identified as the main ingredients that produce the unique scent of narcissus. In particular, the linalul present in the flower of the narcissus has more than 99% of the R-(-) form, which is softer than the S-(+) form and has a soft, natural, floral odor. It was confirmed that the more natural and elegant Geomundo expresses the scent of narcissus.

[[ 실시예Example 1]  One] 세가지Three 주성분의 함량변화에 따른 새로운 조합향료의 제조 Preparation of New Combination Fragrances According to Changes in Contents of Main Components

상기 참고 실시예 3로부터 거문도 수선화의 독창적 향취의 주성분이 벤질아세테이트, 오시멘 및 리날룰임을 확인할 수 있었다. 따라서, 본 발명자들은 이들 세 성분을 함유하여, 거문도 수선화의 향취를 그대로 나타내면서 기호성이 좋은 향료를 제조하기 위해 하기 #1 내지 #8의 새로운 조합 향료들을 만들었다.From Reference Example 3, it was confirmed that the main components of the original fragrance of Geomundo narcissus are benzyl acetate, osmenene and linalulul. Therefore, the inventors of these three components, to produce a flavor of good palatability while expressing the scent of the Geomundo narcissus as it is, the new combination perfume of # 1 to # 8 was made.

조합향료 #1부터 #8은 이들 세 성분의 비율은 일정하게 유지하면서, 세가지 향료의 총함량을 60~95%로 변화시켜 제조하였다(표 5 참조).Combination fragrances # 1 to # 8 were prepared by varying the total content of the three fragrances to 60-95% while maintaining a constant ratio of these three components (see Table 5).

Figure 112006024036713-pat00002
Figure 112006024036713-pat00002

[[ 실시예Example 2]  2] 실시예Example 1에서 제조된 향료들의 관능평가 Sensory Evaluation of Perfumes Prepared in 1

새로이 조합된 상기 실시예 1의 8가지 향료에 대해, 거문도 수선화 향취와의 유사성 및 기호성을 참고 실시예 2와 동일한 방법의 관능평가에 의해 실시하였다. 한편, 두 개의 조합향료에 대한 비교관능평가를 실시한 후, 5분 동안의 휴식시간을 주어 후감각마비현상이 없도록 하였다. 새로운 조합향료와 거문도 수선화와의 향취 유사성 및 기호성에 관한 관능평가결과는 하기 표 6에 나타내었다.The eight fragrances of Example 1, which were newly combined, were subjected to the similarity and palatability to Geomundo daffodil scent by sensory evaluation in the same manner as in Reference Example 2. On the other hand, after performing the comparative sensory evaluation of the two combination flavors, a 5-minute rest period was given so that there was no post-sensory paralysis. Sensory evaluation results on the taste similarity and palatability between the new combination perfume and Geomundo Narcissus are shown in Table 6 below.

평가요원Evaluation Agent 질문1 (유사성)Question 1 (similarity) 질문2 (기호성)Question 2 (symbolity) 조합향료번호Combination flavor number 조합향료번호Combination flavor number #1#One #2#2 #3# 3 #4#4 #5# 5 #6# 6 #7# 7 #8#8 #1#One #2#2 #3# 3 #4#4 #5# 5 #6# 6 #7# 7 #8#8 1One 2.02.0 3.03.0 3.03.0 3.03.0 2.02.0 2.02.0 2.02.0 2.02.0 2.02.0 3.03.0 2.02.0 3.03.0 2.02.0 2.02.0 2.02.0 1.01.0 22 2.02.0 3.03.0 2.02.0 3.03.0 3.03.0 1.01.0 1.01.0 1.01.0 2.02.0 3.03.0 3.03.0 4.04.0 3.03.0 2.02.0 1.01.0 2.02.0 33 3.03.0 3.03.0 3.03.0 4.04.0 2.02.0 3.03.0 2.02.0 2.02.0 2.02.0 3.03.0 3.03.0 3.03.0 2.02.0 2.02.0 2.02.0 1.01.0 44 2.02.0 2.02.0 3.03.0 3.03.0 3.03.0 2.02.0 3.03.0 2.02.0 2.02.0 2.02.0 2.02.0 3.03.0 3.03.0 3.03.0 2.02.0 2.02.0 55 2.02.0 3.03.0 2.02.0 3.03.0 3.03.0 3.03.0 2.02.0 1.01.0 1.01.0 3.03.0 3.03.0 3.03.0 4.04.0 2.02.0 3.03.0 1.01.0 66 1.01.0 2.02.0 3.03.0 3.03.0 2.02.0 2.02.0 2.02.0 2.02.0 1.01.0 2.02.0 4.04.0 3.03.0 2.02.0 3.03.0 2.02.0 2.02.0 77 2.02.0 3.03.0 4.04.0 4.04.0 4.04.0 2.02.0 3.03.0 3.03.0 2.02.0 1.01.0 2.02.0 2.02.0 3.03.0 2.02.0 2.02.0 2.02.0 88 2.02.0 2.02.0 3.03.0 3.03.0 3.03.0 2.02.0 2.02.0 1.01.0 3.03.0 2.02.0 2.02.0 3.03.0 3.03.0 1.01.0 2.02.0 1.01.0 99 3.03.0 3.03.0 2.02.0 3.03.0 2.02.0 3.03.0 1.01.0 3.03.0 2.02.0 3.03.0 3.03.0 3.03.0 3.03.0 2.02.0 3.03.0 2.02.0 1010 2.02.0 2.02.0 2.02.0 3.03.0 3.03.0 1.01.0 2.02.0 2.02.0 2.02.0 3.03.0 3.03.0 4.04.0 2.02.0 2.02.0 2.02.0 1.01.0 1111 2.02.0 2.02.0 3.03.0 4.04.0 2.02.0 3.03.0 3.03.0 1.01.0 3.03.0 2.02.0 2.02.0 3.03.0 3.03.0 2.02.0 1.01.0 2.02.0 1212 3.03.0 3.03.0 2.02.0 3.03.0 3.03.0 2.02.0 2.02.0 2.02.0 2.02.0 3.03.0 3.03.0 3.03.0 2.02.0 3.03.0 2.02.0 3.03.0 1313 2.02.0 3.03.0 3.03.0 2.02.0 2.02.0 3.03.0 2.02.0 1.01.0 2.02.0 2.02.0 3.03.0 3.03.0 2.02.0 2.02.0 2.02.0 2.02.0 1414 3.03.0 2.02.0 2.02.0 3.03.0 3.03.0 2.02.0 1.01.0 2.02.0 3.03.0 3.03.0 2.02.0 2.02.0 4.04.0 2.02.0 2.02.0 2.02.0 1515 3.03.0 3.03.0 3.03.0 3.03.0 3.03.0 2.02.0 2.02.0 2.02.0 2.02.0 3.03.0 3.03.0 3.03.0 2.02.0 3.03.0 2.02.0 3.03.0 1616 2.02.0 2.02.0 3.03.0 4.04.0 4.04.0 3.03.0 1.01.0 1.01.0 3.03.0 1.01.0 2.02.0 3.03.0 2.02.0 3.03.0 1.01.0 2.02.0 1717 2.02.0 3.03.0 3.03.0 3.03.0 2.02.0 3.03.0 2.02.0 1.01.0 3.03.0 2.02.0 3.03.0 3.03.0 3.03.0 3.03.0 2.02.0 3.03.0 1818 1.01.0 1.01.0 2.02.0 3.03.0 2.02.0 1.01.0 1.01.0 1.01.0 2.02.0 2.02.0 2.02.0 4.04.0 2.02.0 2.02.0 1.01.0 1.01.0 1919 2.02.0 3.03.0 4.04.0 3.03.0 3.03.0 2.02.0 2.02.0 2.02.0 1.01.0 3.03.0 3.03.0 4.04.0 3.03.0 1.01.0 2.02.0 2.02.0 2020 2.02.0 3.03.0 3.03.0 2.02.0 2.02.0 1.01.0 1.01.0 1.01.0 2.02.0 2.02.0 3.03.0 3.03.0 2.02.0 2.02.0 2.02.0 2.02.0 평균Average 2.22.2 2.62.6 2.82.8 3.13.1 2.72.7 2.22.2 1.91.9 1.71.7 2.12.1 2.42.4 2.72.7 3.13.1 2.62.6 2.22.2 1.91.9 1.91.9

상기 표 6에서 보는 바와 같이, 주요 세 성분의 총함량이 75%를 차지하는 샘플 #4가 8개의 조합향료 중 가장 뛰어난 유사성과 기호성을 갖는 것으로 보여졌으나, 유사성과 기호성이 모두 기대에 미치지 못하는 것으로 나타났다.As shown in Table 6, Sample # 4, which has 75% of the total content of the three main components, was shown to have the best similarity and palatability among the eight combination perfumes, but both the similarity and palatability were not as expected. .

[[ 실시예Example 3] 전문 평가단의 분석에 의한 향취 개선향료 제조 3] Production of flavor-enhancing fragrance by analysis of professional evaluation team

상기 표 6에서 거문도수선화의 향취가 가장 유사한 것으로 나타난 샘플 #4의 향료의 유사성 및 기호성을 개선하기 위해서, 샘플 #4에서와 같이 벤질아세테이트, 오시멘, 리날룰의 총함량을 75% 함유하고, 여기에 달콤한 플로랄 프루티 향기를 갖는 메틸 디하이드로쟈스모네이트(Methyl dihydrojasmonate)를 사용하여 새로운 조합향료를 제조하였다. 메틸 디하이드로쟈스모네이트의 함량은 1%, 3%, 5%, 7%, 10%, 13%, 15%의 농도로 첨가하고, 그 외 성분들은 메틸 디하이드로쟈스모네이트의 함량 변화에 따라 총 함량 100을 맞추기 위해 조정하였다. 이들 재조합 향료의 조성은 하기 표 7과 같다. In order to improve the similarity and palatability of the fragrance of sample # 4 in which the fragrance of Geomundo narcissus is the most similar in Table 6, it contained 75% of the total content of benzyl acetate, osmenene, linalul as in sample # 4, Here, a new combination perfume was prepared using methyl dihydrojasmonate having a sweet floral fruity scent. The content of methyl dihydrojasmonate is added at a concentration of 1%, 3%, 5%, 7%, 10%, 13%, 15%, and other components according to the change in the content of methyl dihydrojasmonate. Adjust to fit total content 100. The composition of these recombinant flavors is shown in Table 7 below.

Figure 112006024036713-pat00003
Figure 112006024036713-pat00003

[[ 실시예Example 4]  4] 실시예Example 3에서 제조된 조합향료들의 관능평가 Sensory Evaluation of Combination Flavors Prepared in Part 3

상기 실시예 3의 7가지(#가, #나, #다, #라, #마, #바, #사)의 조합향료들에 대해, 거문도 수선화와의 향취 유사성 및 기호성을 상기 참고 실시예 2와 동일한 방법의 관능평가에 의해 실시하였다. 한편, 두 개의 조합향료에 대한 비교관능평가를 실시한 후, 5분 동안의 휴식시간을 주어 후감각마비현상이 없도록 하였다. 새로운 조합향료와 거문도 수선화와의 향취 유사성 및 기호성에 관한 관능평가결과는 하기 표 8에 나타내었다.Regarding the combination flavors of the seven types (# is, #, #, # d, # d, # d, # bar, # t) of Example 3, the taste similarity and palatability with Geomundo narcissus are described in Reference Example 2 It was carried out by the sensory evaluation of the same method as. On the other hand, after performing the comparative sensory evaluation of the two combination flavors, a 5-minute rest period was given so that there was no post-sensory paralysis. Sensory evaluation results on the taste similarity and palatability of the new combination perfume and Geomundo Narcissus are shown in Table 8 below.

평가요원Evaluation Agent 질문1 (유사성)Question 1 (similarity) 질문2 (기호성)Question 2 (symbolity) 조합향료번호Combination flavor number 조합향료번호Combination flavor number #가#end #나#I #다#All #라#la #마#hemp #바#bar #사#four #가#end #나#I #다#All #라#la #마#hemp #바#bar #사#four 1One 3.03.0 4.04.0 4.04.0 4.04.0 3.03.0 3.03.0 3.03.0 2.02.0 3.03.0 4.04.0 4.04.0 3.03.0 3.03.0 2.02.0 22 3.03.0 4.04.0 4.04.0 3.03.0 3.03.0 2.02.0 3.03.0 3.03.0 3.03.0 4.04.0 4.04.0 3.03.0 2.02.0 3.03.0 33 3.03.0 3.03.0 4.04.0 3.03.0 2.02.0 3.03.0 2.02.0 3.03.0 4.04.0 5.05.0 4.04.0 4.04.0 3.03.0 2.02.0 44 3.03.0 3.03.0 3.03.0 3.03.0 3.03.0 3.03.0 3.03.0 3.03.0 4.04.0 4.04.0 3.03.0 3.03.0 2.02.0 3.03.0 55 3.03.0 4.04.0 5.05.0 3.03.0 3.03.0 3.03.0 3.03.0 3.03.0 4.04.0 4.04.0 3.03.0 3.03.0 3.03.0 3.03.0 66 2.02.0 3.03.0 4.04.0 4.04.0 3.03.0 2.02.0 2.02.0 4.04.0 3.03.0 3.03.0 4.04.0 4.04.0 3.03.0 3.03.0 77 3.03.0 4.04.0 4.04.0 3.03.0 4.04.0 3.03.0 2.02.0 3.03.0 3.03.0 4.04.0 5.05.0 4.04.0 4.04.0 3.03.0 88 4.04.0 4.04.0 4.04.0 4.04.0 3.03.0 3.03.0 3.03.0 3.03.0 4.04.0 4.04.0 3.03.0 3.03.0 2.02.0 3.03.0 99 3.03.0 3.03.0 4.04.0 4.04.0 3.03.0 3.03.0 3.03.0 2.02.0 3.03.0 4.04.0 4.04.0 3.03.0 3.03.0 2.02.0 1010 3.03.0 3.03.0 4.04.0 4.04.0 3.03.0 3.03.0 3.03.0 3.03.0 4.04.0 5.05.0 4.04.0 3.03.0 3.03.0 3.03.0 1111 3.03.0 4.04.0 5.05.0 4.04.0 3.03.0 3.03.0 4.04.0 2.02.0 3.03.0 3.03.0 3.03.0 4.04.0 3.03.0 3.03.0 1212 4.04.0 3.03.0 4.04.0 5.05.0 4.04.0 3.03.0 3.03.0 4.04.0 4.04.0 5.05.0 4.04.0 3.03.0 3.03.0 2.02.0 1313 2.02.0 4.04.0 4.04.0 3.03.0 3.03.0 4.04.0 3.03.0 3.03.0 3.03.0 3.03.0 4.04.0 2.02.0 3.03.0 2.02.0 1414 3.03.0 3.03.0 3.03.0 3.03.0 3.03.0 3.03.0 2.02.0 4.04.0 5.05.0 5.05.0 4.04.0 3.03.0 2.02.0 2.02.0 1515 3.03.0 4.04.0 5.05.0 5.05.0 4.04.0 3.03.0 3.03.0 3.03.0 4.04.0 4.04.0 3.03.0 3.03.0 3.03.0 3.03.0 1616 4.04.0 4.04.0 4.04.0 4.04.0 3.03.0 3.03.0 2.02.0 3.03.0 3.03.0 4.04.0 4.04.0 3.03.0 3.03.0 3.03.0 1717 3.03.0 3.03.0 4.04.0 4.04.0 3.03.0 3.03.0 2.02.0 4.04.0 5.05.0 4.04.0 3.03.0 4.04.0 4.04.0 4.04.0 1818 3.03.0 4.04.0 5.05.0 4.04.0 3.03.0 4.04.0 3.03.0 3.03.0 4.04.0 4.04.0 3.03.0 3.03.0 3.03.0 3.03.0 1919 3.03.0 3.03.0 4.04.0 3.03.0 3.03.0 2.02.0 2.02.0 3.03.0 4.04.0 4.04.0 3.03.0 2.02.0 3.03.0 3.03.0 2020 2.02.0 4.04.0 3.03.0 3.03.0 2.02.0 2.02.0 3.03.0 3.03.0 3.03.0 4.04.0 3.03.0 3.03.0 4.04.0 3.03.0 평균Average 3.03.0 3.63.6 4.14.1 3.73.7 3.13.1 2.92.9 2.72.7 3.13.1 3.73.7 4.14.1 3.63.6 3.23.2 3.03.0 2.82.8

상기 표 8에서 보는 바와 같이, 벤질아세테이트, 오시멘, 리날룰의 거문도수선화의 주요 향취성분에 메틸 디하이드로쟈스모네이트를 3%~7% 함유할 때, 거문도 수선화의 향취를 재현할 수 있고, 뛰어난 기호성을 나타내는 것을 확인할 수 있었다(평균 3.5이상). As shown in Table 8, when the main fragrance component of benzyl acetate, osmenene, linalulul of the main fragrance daffodil contains 3% to 7% of methyl dihydrojasmonate, the fragrance of the geomundo can be reproduced, It was confirmed that it showed excellent palatability (average 3.5 or more).

한편, 메틸 디하이드로쟈스모네이트를 3% 미만 또는 7% 초과로 함유하면 오히려 메틸 디하이드로쟈스모네이트가 함유되지 않은 조합향료보다 향취의 유사성 및 기호성이 유사하거나 낮아짐을 알 수 있다(표 6, #4 참조). On the other hand, containing less than 3% or more than 7% methyl dihydrojasmonate, it can be seen that the similarity and palatability of the flavor is similar or lower than the combination perfume containing no methyl dihydrojasmonate (Table 6, See # 4).

[[ 제조예Production Example ]]

상기에서와 같이 거문도 수선화의 향취와 유사성을 갖는 향료조성물을 배합하여 하기 표 9의 향수를 제조하였다.The perfume of Table 9 was prepared by combining the fragrance composition having similarity with the odor of Geomundo narcissus as described above.

거문도수선화의 향취를 재현한 향료조성물을 함유하는 향수Perfume containing fragrance composition which reproduces scent of Geomundo Narcissus 거문도수선화 향취 재현 조합향료 알코올 물 색소 자외선차단제Geomundo daffodil scent reproduction reproduction fragrance alcohol water pigment sunscreen 15 중량% 83 중량% 2 중량% 적량 적량15% by weight 83% by weight 2% by weight Suitable amount

상기에서 살펴본 바와 같이, 본 발명에 따른 향료 조성물은 SPME법에 의해서 분석된 벤질아세테이트, 오시멘, 리날룰 등의 거문도 수선화 향취의 주요성분에 메틸 디하이드로쟈스모네이트를 함유함으로써 거문도 수선화의 향취를 재현할 수 있고, 향취의 기호성도 개선할 수 있다.As described above, the fragrance composition according to the present invention contains methyl dihydrojasmonate in the main components of Geomundo narcissus scent of benzyl acetate, osmenene, linalul and the like analyzed by SPME method to achieve scent of Geomundo narcissus. It can be reproduced and the palatability of a smell can also be improved.

Claims (2)

조성물 100중량%에 대하여 벤질아세테이트(Benzyl Acetate)를 39~51중량%, 오시멘(Ocimene)을 17~24중량%, 리날룰(Linalool)을 3~5중량%, 페닐프로필 아세테이트(Phenylpropyl acetate)를 9.2~10.2중량%, 1,8-시네올(1,8-cineol)을 7.2~8.7중량%, 페네칠 아세테이트(Phenylethyl acetate)를 4.3~5.1중량%, 인돌(Indole)을 0.5~0.6중량%, 리모넨(Limonene)을 0.6~0.9중량%, 벤질알코올(Benzyl alcohol)을 0.6~0.8%, 벤즈알데히드(Benzaldehyde)를 0.3중량%, 메틸 벤조에이트(Methyl benzoate)를 0.3~0.4중량% 및 메틸 디하이드로쟈스모네이트(Methyl dihydrojasmonate)를 3~7중량%의 범위로 함유함을 특징으로 하는 거문도 수선화 향취 재현용 향료 조성물.Benzyl Acetate (39-51%), Ocimene (17-24%), Linalool (3-5%), Phenylpropyl acetate (Benzyl Acetate) based on 100% by weight of the composition 9.2-10.2 wt%, 7.2-8.7 wt% 1,8-cineol, 4.3-5.1 wt% phenethylethyl, 0.5-0.6 wt% Indole %, Limonene 0.6-0.9% by weight, Benzyl alcohol 0.6-0.8%, Benzaldehyde 0.3% by weight, Methyl benzoate 0.3-0.4% by weight and methyl di Geomundo narcissus daffodil aroma reproducing fragrance composition characterized in that it contains a hydrojamonate (Methyl dihydrojasmonate) in the range of 3 to 7% by weight. 제 1항의 향료 조성물을 함유함을 특징으로 하는 피부 외용제 조성물.An external preparation composition for skin, comprising the perfume composition according to claim 1.
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KR101236020B1 (en) 2011-06-14 2013-02-21 한국콜마주식회사 Perfume composition and composition for external application to skin
KR20150065341A (en) * 2013-12-05 2015-06-15 (주)아모레퍼시픽 Perfume composition for expressing the fragrance of Magnolia kobus DC.
KR101773090B1 (en) * 2010-11-18 2017-09-01 (주)아모레퍼시픽 Perfume composition for expressing the fragrance of Abeliophyllum distichum flower and the composition for skin external application containing the same
WO2019021209A1 (en) * 2017-07-26 2019-01-31 Consejo Nacional De Investigaciones Cientificas Y Tecnicas (Conicet) Formulation for promoting targeted pollination of almond tree crops in honey bees
KR102063449B1 (en) 2013-11-15 2020-01-09 (주)아모레퍼시픽 Perfume composition for expressing the fragrance of Neofinetia falcata
KR20210004171A (en) * 2019-07-03 2021-01-13 한국콜마주식회사 Perfume Composition for Expressing Fragrance of Paulownia coreana

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Cited By (12)

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KR101234024B1 (en) 2006-10-31 2013-02-19 (주)아모레퍼시픽 Perfume composition for expressing the fragrance of White Maehwa(Prunus mume Sieb. et Zucc.)
KR101773090B1 (en) * 2010-11-18 2017-09-01 (주)아모레퍼시픽 Perfume composition for expressing the fragrance of Abeliophyllum distichum flower and the composition for skin external application containing the same
KR101236020B1 (en) 2011-06-14 2013-02-21 한국콜마주식회사 Perfume composition and composition for external application to skin
KR102063449B1 (en) 2013-11-15 2020-01-09 (주)아모레퍼시픽 Perfume composition for expressing the fragrance of Neofinetia falcata
KR20150065341A (en) * 2013-12-05 2015-06-15 (주)아모레퍼시픽 Perfume composition for expressing the fragrance of Magnolia kobus DC.
KR102085177B1 (en) * 2013-12-05 2020-03-05 (주)아모레퍼시픽 Perfume composition for expressing the fragrance of Magnolia kobus DC.
WO2019021209A1 (en) * 2017-07-26 2019-01-31 Consejo Nacional De Investigaciones Cientificas Y Tecnicas (Conicet) Formulation for promoting targeted pollination of almond tree crops in honey bees
CN111093384A (en) * 2017-07-26 2020-05-01 国家科学与技术研究理事会(Conicet) Preparation for promoting targeted pollination of amygdalus persica tree crops by bees
US11457650B2 (en) 2017-07-26 2022-10-04 Consejo Nacional De Investigaciones Cieniificas Y Tecnicas (Conicet) Formulation for promoting targeted pollination of almond tree crops in honey bees
CN111093384B (en) * 2017-07-26 2024-01-26 国家科学与技术研究理事会(Conicet) Preparation for promoting bee to pollinate almond tree crops in targeted mode
KR20210004171A (en) * 2019-07-03 2021-01-13 한국콜마주식회사 Perfume Composition for Expressing Fragrance of Paulownia coreana
KR102346836B1 (en) 2019-07-03 2022-01-04 한국콜마주식회사 Perfume Composition for Expressing Fragrance of Paulownia coreana

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