JPH03284618A - Oriental orchid-like perfume composition - Google Patents
Oriental orchid-like perfume compositionInfo
- Publication number
- JPH03284618A JPH03284618A JP8362390A JP8362390A JPH03284618A JP H03284618 A JPH03284618 A JP H03284618A JP 8362390 A JP8362390 A JP 8362390A JP 8362390 A JP8362390 A JP 8362390A JP H03284618 A JPH03284618 A JP H03284618A
- Authority
- JP
- Japan
- Prior art keywords
- methyl
- orchid
- fragrance
- oriental
- epijasmonate
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 20
- 239000002304 perfume Substances 0.000 title abstract description 3
- 239000003205 fragrance Substances 0.000 claims abstract description 31
- GEWDNTWNSAZUDX-NRFYAWERSA-N Methyl epijasmonate Natural products CC\C=C/C[C@@H]1[C@H](CC(=O)OC)CCC1=O GEWDNTWNSAZUDX-NRFYAWERSA-N 0.000 claims abstract description 24
- GEWDNTWNSAZUDX-KWKBKKAHSA-N methyl (+)-7-isojasmonate Chemical compound CC\C=C/C[C@H]1[C@@H](CC(=O)OC)CCC1=O GEWDNTWNSAZUDX-KWKBKKAHSA-N 0.000 claims abstract description 24
- GEWDNTWNSAZUDX-WQMVXFAESA-N (-)-methyl jasmonate Chemical compound CC\C=C/C[C@@H]1[C@@H](CC(=O)OC)CCC1=O GEWDNTWNSAZUDX-WQMVXFAESA-N 0.000 claims abstract description 20
- GEWDNTWNSAZUDX-UHFFFAOYSA-N methyl 7-epi-jasmonate Natural products CCC=CCC1C(CC(=O)OC)CCC1=O GEWDNTWNSAZUDX-UHFFFAOYSA-N 0.000 claims abstract description 20
- RDOFJDLLWVCMRU-UHFFFAOYSA-N Diisobutyl adipate Chemical compound CC(C)COC(=O)CCCCC(=O)OCC(C)C RDOFJDLLWVCMRU-UHFFFAOYSA-N 0.000 claims abstract description 7
- DOOTYTYQINUNNV-UHFFFAOYSA-N Triethyl citrate Chemical compound CCOC(=O)CC(O)(C(=O)OCC)CC(=O)OCC DOOTYTYQINUNNV-UHFFFAOYSA-N 0.000 claims abstract description 7
- 229940031769 diisobutyl adipate Drugs 0.000 claims abstract description 7
- 239000001069 triethyl citrate Substances 0.000 claims abstract description 7
- VMYFZRTXGLUXMZ-UHFFFAOYSA-N triethyl citrate Natural products CCOC(=O)C(O)(C(=O)OCC)C(=O)OCC VMYFZRTXGLUXMZ-UHFFFAOYSA-N 0.000 claims abstract description 7
- 235000013769 triethyl citrate Nutrition 0.000 claims abstract description 7
- 238000002156 mixing Methods 0.000 claims description 9
- 241000233855 Orchidaceae Species 0.000 description 10
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 8
- ZNJFBWYDHIGLCU-HWKXXFMVSA-N jasmonic acid Chemical compound CC\C=C/C[C@@H]1[C@@H](CC(O)=O)CCC1=O ZNJFBWYDHIGLCU-HWKXXFMVSA-N 0.000 description 5
- 238000000034 method Methods 0.000 description 5
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- FLKPEMZONWLCSK-UHFFFAOYSA-N diethyl phthalate Chemical compound CCOC(=O)C1=CC=CC=C1C(=O)OCC FLKPEMZONWLCSK-UHFFFAOYSA-N 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000011156 evaluation Methods 0.000 description 2
- 239000000796 flavoring agent Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 230000002194 synthesizing effect Effects 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- URAYPUMNDPQOKB-UHFFFAOYSA-N triacetin Chemical compound CC(=O)OCC(OC(C)=O)COC(C)=O URAYPUMNDPQOKB-UHFFFAOYSA-N 0.000 description 2
- 241000272201 Columbiformes Species 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 241000358848 Orchidantha maxillarioides Species 0.000 description 1
- 240000007594 Oryza sativa Species 0.000 description 1
- 235000007164 Oryza sativa Nutrition 0.000 description 1
- 238000010306 acid treatment Methods 0.000 description 1
- 239000002386 air freshener Substances 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- RRKTZKIUPZVBMF-IBTVXLQLSA-N brucine Chemical compound O([C@@H]1[C@H]([C@H]2C3)[C@@H]4N(C(C1)=O)C=1C=C(C(=CC=11)OC)OC)CC=C2CN2[C@@H]3[C@]41CC2 RRKTZKIUPZVBMF-IBTVXLQLSA-N 0.000 description 1
- RRKTZKIUPZVBMF-UHFFFAOYSA-N brucine Natural products C1=2C=C(OC)C(OC)=CC=2N(C(C2)=O)C3C(C4C5)C2OCC=C4CN2C5C31CC2 RRKTZKIUPZVBMF-UHFFFAOYSA-N 0.000 description 1
- 239000011928 denatured alcohol Substances 0.000 description 1
- XXJWXESWEXIICW-UHFFFAOYSA-N diethylene glycol monoethyl ether Chemical compound CCOCCOCCO XXJWXESWEXIICW-UHFFFAOYSA-N 0.000 description 1
- 229940075557 diethylene glycol monoethyl ether Drugs 0.000 description 1
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 1
- 229940113120 dipropylene glycol Drugs 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 235000019634 flavors Nutrition 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 235000013355 food flavoring agent Nutrition 0.000 description 1
- 238000005194 fractionation Methods 0.000 description 1
- 239000001087 glyceryl triacetate Substances 0.000 description 1
- 235000013773 glyceryl triacetate Nutrition 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- -1 medium-chain fatty acid triglycerides Chemical class 0.000 description 1
- 230000005906 menstruation Effects 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 229960004063 propylene glycol Drugs 0.000 description 1
- 235000009566 rice Nutrition 0.000 description 1
- 238000000638 solvent extraction Methods 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000013112 stability test Methods 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- 150000003505 terpenes Chemical class 0.000 description 1
- 235000007586 terpenes Nutrition 0.000 description 1
- 229960002622 triacetin Drugs 0.000 description 1
- 239000000341 volatile oil Substances 0.000 description 1
Abstract
Description
【発明の詳細な説明】
［産業上の利用分野］
本発明は香料組成物、特に東洋ラン様の優れた［従来の
技術］
東洋ランの香りは動物の欝香と並び称され、「蘭欝の香
り」とたたえられるはとに優れた香りであり、また、優
美ですがすがしく、はのかで気品のある香りである。[Detailed Description of the Invention] [Industrial Application Field] The present invention provides a fragrance composition, particularly an excellent Orchid-like scent [Prior Art] It has an excellent fragrance, which is praised as ``the scent of doves.'' It is also an elegant, refreshing, fleeting, and elegant fragrance.
そして、東洋ランを部屋においた場合には部屋中が東洋
ランの香りで満たされるか、ランの花自体にそれほど強
い香りがあるわけではなく、極めて嗜好性の高い香りと
して古くから注目されていた。If you place an orchid in a room, the room will be filled with the scent of orchid, or the orchid flower itself does not have a very strong scent, but it has long been attracting attention as an extremely palatable scent. .
［発明が解決しようとする課題］
しかし、東洋ランは同一品種の株か少なく高価な上、香
り成分自体が極めて微量なため研究方法か難しく、その
香気成分については長い間不明であった。[Problems to be solved by the invention] However, Oriental orchid plants are expensive because there are only a few of them of the same variety, and the aroma components themselves are extremely small, making it difficult to study them, and their aroma components remained unknown for a long time.
本発明は前記従来技術の課題に鑑みなされたものであり
、その目的は従来より熱望されていなから開発されなか
った東洋ラン様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 its purpose is to provide an Oriental orchid-like fragrance composition, which has not been developed since it has not been desired in the past.
［課題を解決するための手段］
前記目的を達成するために本発明者らが鋭意検討した結
果、メチルエピジャスモネートが東洋ランの香りの主成
分であることを見出し、本発明を完成するに至った。[Means for Solving the Problems] As a result of intensive studies to achieve the above object, the present inventors discovered that methyl epijasmonate is the main component of the scent of Oriental orchids, and completed the present invention. reached.
すなわち、本出願の請求項１記載の東洋ラン様香料組成
物は、メチルエピジャスモネートを０゜１〜２０重量％
含有することを特徴とする。That is, the Oriental orchid-like fragrance composition according to claim 1 of the present application contains 0.1 to 20% by weight of methyl epijasmonate.
It is characterized by containing.
また、請求項２記載の東洋ラン様香料組成物は、メチル
エビジャスモネートをメチルジャスモネートに対し５〜
１５重量％の比で配合し、且つ合計配合量を２０〜９０
重量％としたこ吉を特徴とする
請求項３記載の東洋ラン様香料組成物は、ジイソブチル
アジペート及び／又はトリエチルシトレートを５〜１．
５重量％含むことを特徴とする。Moreover, the Oriental orchid-like fragrance composition according to claim 2 is characterized in that methyl evijasmonate is contained in a range of 5 to 5 to methyl jasmonate.
Blended at a ratio of 15% by weight, and the total blended amount is 20 to 90%.
The Oriental orchid-like fragrance composition according to claim 3, characterized in that the amount of diisobutyl adipate and/or triethyl citrate is 5 to 1% by weight.
It is characterized by containing 5% by weight.
本発明者らは、従来行われていた溶媒抽出法に加え、少
量の生花そのものから発散する香気成分を長時間捕集す
るヘッドスペース香気成分法を用い東洋ランの香りを分
析し、その主香気成分であるメチルエピジャスモネート
を発見した。In addition to the conventional solvent extraction method, the present inventors analyzed the scent of Oriental orchids using the headspace aroma component method, which collects the aroma components emitted from a small amount of fresh flowers over a long period of time. The ingredient methyl epijasmonate was discovered.
ところで、メチルジャスモネートは他の香料と広く調和
するものであって、多くの花香調のへ一ス香料に添加さ
れている。そして、メチルエピジャスモネートはメチル
ジャスモネートの製造とともに１〜３％程度混在するこ
とか知られていた。By the way, methyl jasmonate is widely compatible with other fragrances, and is added to many floral fragrances. It has been known that methyl epijasmonate is mixed with methyl epijasmonate in an amount of about 1 to 3% during the production of methyl jasmonate.
しかし、従来においては香料としてメチルジャスモネー
トを配合する場合でも多くて１ないし２％程度であり、
事実上のメチルエピジャスモネートの配合量は、わずか
に０．０１ないし０．０６％であった。However, in the past, even when methyl jasmonate was blended as a fragrance, it was only about 1 to 2% at most.
The actual amount of methyl epijasmonate was only 0.01 to 0.06%.
このため、メチルエピジャスモネートの有する東洋ラン
様の香りについては従来全く認識され得なかったのであ
る。For this reason, the oriental orchid-like aroma of methyl epijasmonate could not be recognized at all.
一方、メチルエピジャスモネートの製造方法についても
幾つかの報告がなされているが、近年ジャスモネートの
香りに関する研究で、メチルジャスモネートと、メチル
エビンヤスモネートとの間で平衡関係があり、不安定型
のメチルエビジャスモネートか安定型のメチルジャスモ
ネートよりも約４００倍も香気か強いことが解明された
（Ｔ、ＥＡｃｒｒ ｅｔ、ａｌ、、 Ｊ、Ａｇｒｉｃ、
Ｆｏｏｄ Ｃｈｅｍ、、 ｖｏｌ、３３． ｐ４２５〜
４２７．１９８５）。On the other hand, there have been some reports on the production method of methyl epijasmonate, but in recent years research on the scent of jasmonate has shown that there is an equilibrium relationship between methyl jasmonate and methyl epijasmonate. It was found that the aroma is about 400 times stronger than that of unstable methyl evijasmonate or stable methyl jasmonate (T, EAcr et al, J, Agric,
Food Chem,, vol, 33. p425~
427.1985).
メチルジャスモネートの合成方法は古くから知られてお
り、最近メチルエビジャスモネートの選択的合成方法も
検討されている（割円ら、 第３０回 香料・テルペン
及び精油化学に関する討論会、 １０１．１９８６）
。The method for synthesizing methyl jasmonate has been known for a long time, and a method for selectively synthesizing methyl evijasmonate has recently been studied (Warien et al., 30th Symposium on Flavor, Terpene, and Essential Oil Chemistry, 101) .1986)
.
さらにメチルジャスモネートとメチルエビジャスモネー
トの混合物の蒸留分画で、メチルエビジャスモネートを
２０％程度含むものを得たり、アルカリや酸処理により
メチルエビジャスモネートの含有率を８％程度に高める
方法等が検討されている。Furthermore, by distillation fractionation of a mixture of methyl jasmonate and methyl evi jasmonate, a product containing about 20% methyl evi jasmonate can be obtained, and by alkali or acid treatment, the content of methyl evi jasmonate can be reduced to 8%. Methods to increase this level to a certain level are being considered.
メチルジャスモネート、及びメチルエピジャスモネート
は次の構造を有しており、両者は平衡関係にある。Methyl jasmonate and methyl epijasmonate have the following structures, and both are in an equilibrium relationship.
両物質とも東洋ランの特徴的ｔＪ香りを有するか、メチ
ルエピジャスモネートはメチルジャスモネートの約１／
４００の閾値で、極めて強い香りをもっている。Both substances have the characteristic tJ aroma of Oriental orchid, or methyl epijasmonate is about 1/1 that of methyl jasmonate.
With a threshold of 400, it has an extremely strong scent.
メチルエピジャスモネートは、その濃度か２０重量％よ
り高くなると、容易にメチルジャスモネートへの変換が
起こり、香りの安定性に欠ける。When the concentration of methyl epijasmonate exceeds 20% by weight, it is easily converted to methyl jasmonate, resulting in a lack of aroma stability.
また、０，１重量％より低い濃度の場合には東洋ランの
香りを充分に醸し出すことかできない。Further, if the concentration is lower than 0.1% by weight, the aroma of Oriental orchid cannot be sufficiently produced.
なお、本発明にかかる香料組成物には、その東洋ラン様
の香りを阻害しない範囲で、グルカム、Ｐ−２０，１，
２−ジ（ベンゾイルオキシ）プロパン、ジエチルフタレ
ート、ジプロピレングリコール、プロピレングリコール
、ジエチレングリコールモノエチルエーテル、トリアセ
チン、中鎖脂肪酸トリグリセリド等の香料調整物が配合
可能である。The fragrance composition according to the present invention may contain glucum, P-20,1,
Flavoring agents such as 2-di(benzoyloxy)propane, diethyl phthalate, dipropylene glycol, propylene glycol, diethylene glycol monoethyl ether, triacetin, and medium-chain fatty acid triglycerides can be blended.
また、本発明にかかる香料組成物としては、香水、オー
デコロンの他、例えば室内芳香剤等にも応用可能である
。Furthermore, the fragrance composition according to the present invention can be applied not only to perfumes and colognes, but also to, for example, room air fresheners.
［実施例］
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。また配合量は重
量％で示す。[Example] Hereinafter, preferred examples of the present invention will be described. Note that the present invention is not limited to this. Further, the blending amount is shown in weight%.
実施例の説明に先立ち、効果試験の表記基準について説
明する。Prior to describing Examples, the notation standards for effectiveness tests will be explained.
五烹圧璽基岸 ◎：優れた東洋ラン様香気を有する。Five-ring press base ◎: Has an excellent oriental orchid-like aroma.
Ｏ：東洋ラン様香気を有する。O: Has oriental orchid-like aroma.
△：やや、東洋ラン様香気を有する。Δ: Slightly oriental orchid-like aroma.
×：全く東洋ラン様香気を有しない。×: No oriental orchid-like aroma at all.
支定性試埜
それぞれの調合香料を５％の濃度で９５％ブルシン変性
アルコール合成級に溶解し、０℃と４０℃で１力月経時
のものを比較し、香り安定性を調べた。Stabilization Test Each of the prepared fragrances was dissolved in 95% brucine denatured alcohol synthetic grade at a concentration of 5%, and the fragrance stability was examined by comparing the fragrances at 0°C and 40°C during one period of menstruation.
○：はとんど変化なし △：すこし変化する。○: Almost no change △: Slight change.
×：かなり変化する。×: Changes considerably.
実１劃ＬＬ二Ｊ−
次の実施例１〜６に基づきメチルエピジャスモネートと
メチルジャスモネートの好適な配合割合について検討し
た。Example 1 LL 2 J- Based on the following Examples 1 to 6, a suitable blending ratio of methyl epijasmonate and methyl jasmonate was studied.
（以下余白）
表−１
スモネートがメチルジャスモネートに対して２０％以下
が良好である。(The following is a blank space) Table 1: 20% or less of smonate relative to methyl jasmonate is good.
以上の点を考えあわせると、メチルエビジャスモネート
の配合割合（対メチルジャスモネート）は５．０〜１５
．０％程度か特に好適である。Considering the above points, the blending ratio of methyl evijasmonate (to methyl jasmonate) is 5.0 to 15
．． About 0% is particularly suitable.
なお、香りの評価的には特に実施例４（メチルエピジャ
スモネートの配合割合が１０％）か好適であった。In addition, in terms of fragrance evaluation, Example 4 (the blending ratio of methyl epijasmonate was 10%) was particularly suitable.
前記実施例１〜６の結果より、メチルエビジャスモネー
トの配合割合は、メチルジャスモネートに対して５，０
％以上が良好であることが理解される。From the results of Examples 1 to 6, the blending ratio of methyl evijasmonate was 5.0 to methyl jasmonate.
% or more is understood to be good.
また、安定性試験の結果では、メチルエビジャ大流ｔと
≧二１又
次に実施例７〜１２に基づきメチルエピジャスモネート
の好適な配合量について検討した。In addition, based on the results of the stability test, a suitable blending amount of methyl epijasmonate was investigated based on methyl epijasmonate t≧21 and Examples 7 to 12.
なお、メチルジャスモネートはメチルエピジャスモネー
トの１０倍量配合することとした。Note that methyl jasmonate was blended in an amount 10 times that of methyl epijasmonate.
（以下余白）
表−２
人造［ルユ坪
次に、実施例１３〜１８に基づき各ジャスモネートとジ
イソブチルアジペート、トリエチルシトレートとの関係
について調べた。(Margins below) Table 2 Artificial RuyutsuboNext, based on Examples 13 to 18, the relationship between each jasmonate, diisobutyl adipate, and triethyl citrate was investigated.
すなわち、各種東洋ラン香料組成物を検討中に、特にこ
の三者が前記各ジャスモネートとの相乗作用により優れ
た東洋ラン香気を呈することが認められ、さらにその作
用について検討を進めたのである。That is, while studying various oriental orchid fragrance compositions, it was recognized that these three in particular exhibited excellent oriental orchid fragrance due to their synergistic effects with the above-mentioned jasmonates, and further studies were conducted on their effects.
（以下余白）
以上の結果より、メチルエビジャスモネートの配合量は
０．１％以上が好適であり、さらに好ましくは１．０％
以上が好適であることが理解される。(Left below) From the above results, it is preferable that the blending amount of methylevijasmonate is 0.1% or more, more preferably 1.0%.
It is understood that the above is preferable.
表−３
なお、ジイソブチルアジペートないしトリエチルシトレ
ートを２０％以上配合すると、香りのバランスが崩れる
傾向が見られた。Table 3 Note that when 20% or more of diisobutyl adipate or triethyl citrate was blended, the balance of fragrance tended to be disrupted.
前記実施例１３〜１８より明らかなように、ジイソブチ
ルアジペートないしトリエチルシトレートを５〜１５％
程度配合することにより、特に香りの評価か向上し、優
れた東洋ラン様の香りが得られた。As is clear from Examples 13 to 18, diisobutyl adipate to triethyl citrate was contained in an amount of 5 to 15%.
By blending to a certain extent, the evaluation of fragrance was particularly improved, and an excellent Oriental orchid-like fragrance was obtained.
［発明の効果］
以上説明したように本出願の請求項１記載の東洋ラン様
香料組成物は、メチルエビジャスモネートを０．１〜２
０重量％含むこととしたので、安定で優れた東洋ラン様
の香りを醸し出すことかできる。[Effects of the Invention] As explained above, the Oriental orchid-like fragrance composition according to claim 1 of the present application contains methylevijasmonate in an amount of 0.1 to 2
Since it contains 0% by weight, it is possible to create a stable and excellent Oriental orchid-like fragrance.
また、本出願の請求項２記載の東洋ラン材香籾組成物は
、メチルジャスモネートとメチルエピジャスモネートを
特定割合で配合することとしたので、更に安定性を向上
させることかできる。Furthermore, since the Oriental orchid fragrant rice composition according to claim 2 of the present application contains methyl jasmonate and methyl epijasmonate in a specific ratio, the stability can be further improved.
さらに、本出願の請求項３記載の東洋ラン様香料組成物
は、ジイソブチルアジペート及び／又はトリエチルシト
レートを配合することとしたので、優れたバランスの東
洋ラン様の香りを醸し出すことができる。Furthermore, since the Oriental orchid-like fragrance composition according to claim 3 of the present application contains diisobutyl adipate and/or triethyl citrate, it can create an excellent balance of Oriental orchid-like fragrance.
Claims (3)
含有することを特徴とする東洋ラン様香料組成物。(1) 0.1 to 20% by weight of methyl epijasmonate
An oriental orchid-like fragrance composition comprising:
トに対し５〜１５重量％の比で配合し、且つ両者の合計
配合量を２０〜９０重量％としたことを特徴とする東洋
ラン様香料組成物。(2) Oriental orchid-like fragrance composition characterized in that methyl epijasmonate is blended at a ratio of 5 to 15% by weight to methyl jasmonate, and the total blending amount of both is 20 to 90% by weight. thing.
チルアジペート及び／又はトリエチルシトレートを５〜
１５重量％含むことを特徴とする東洋ラン様香料組成物
。(3) In the composition according to claim 1 or 2, diisobutyl adipate and/or triethyl citrate is added to
An oriental orchid-like fragrance composition comprising 15% by weight.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2083623A JP2972269B2 (en) | 1990-03-30 | 1990-03-30 | Oriental orchid-like fragrance composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2083623A JP2972269B2 (en) | 1990-03-30 | 1990-03-30 | Oriental orchid-like fragrance composition |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH03284618A true JPH03284618A (en) | 1991-12-16 |
| JP2972269B2 JP2972269B2 (en) | 1999-11-08 |
Family
ID=13807607
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2083623A Expired - Lifetime JP2972269B2 (en) | 1990-03-30 | 1990-03-30 | Oriental orchid-like fragrance composition |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP2972269B2 (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR100422757B1 (en) * | 2001-04-11 | 2004-03-12 | 주식회사 태평양 | Perfume composition for expressing the fragrance of Cymbidium kanran Makino |
| WO2010101099A1 (en) | 2009-03-06 | 2010-09-10 | 株式会社資生堂 | Fragrance compositions |
| JP2011132359A (en) * | 2009-12-24 | 2011-07-07 | Shiseido Co Ltd | Fragrance composition |
| CN105085268A (en) * | 2015-09-30 | 2015-11-25 | 波顿（上海）生物技术有限公司 | Method for enriching natural MeJA (methyl jasmonate) from aglaia odorate oil |
-
1990
- 1990-03-30 JP JP2083623A patent/JP2972269B2/en not_active Expired - Lifetime
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR100422757B1 (en) * | 2001-04-11 | 2004-03-12 | 주식회사 태평양 | Perfume composition for expressing the fragrance of Cymbidium kanran Makino |
| WO2010101099A1 (en) | 2009-03-06 | 2010-09-10 | 株式会社資生堂 | Fragrance compositions |
| US8426354B2 (en) | 2009-03-06 | 2013-04-23 | Shiseido Company, Ltd. | Fragrance compositions |
| EP2687587A1 (en) | 2009-03-06 | 2014-01-22 | Takasago International Corporation | Fragrance compositions |
| US8791059B2 (en) | 2009-03-06 | 2014-07-29 | Shiseido Company, Ltd. | Fragrance compositions |
| JP2011132359A (en) * | 2009-12-24 | 2011-07-07 | Shiseido Co Ltd | Fragrance composition |
| CN105085268A (en) * | 2015-09-30 | 2015-11-25 | 波顿（上海）生物技术有限公司 | Method for enriching natural MeJA (methyl jasmonate) from aglaia odorate oil |
Also Published As
| Publication number | Publication date |
|---|---|
| JP2972269B2 (en) | 1999-11-08 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US20080054089A1 (en) | Fragrance fixatives | |
| JP6869190B2 (en) | Improvements in organic compounds or improvements in organic compounds | |
| US20090165360A1 (en) | Fragrance fixatives | |
| KR20170001584A (en) | Method of preparing air freshener | |
| EP2404987B1 (en) | Fragrance compositions | |
| JP5452228B2 (en) | A fragrance composition that reproduces the odor of plum | |
| JPH03284618A (en) | Oriental orchid-like perfume composition | |
| JPH04337395A (en) | Perfume composition | |
| JP2006219468A (en) | Perfume used on festival for worshipping at shrine or buddhist temple | |
| KR101936426B1 (en) | Natural flavor deodorant composition by using perfume | |
| KR101224296B1 (en) | Dual-layer aromayic and deodorant composition | |
| JPH05279690A (en) | Perfume composition for hair cosmetic and for hair cleanser | |
| JPWO2012046434A1 (en) | Ebine-like fragrance composition | |
| KR970008152B1 (en) | The oral cavity composition | |
| KR19980701843A (en) | Use of 4-tert-butyl-1-cyclohexanol as antioxidant | |
| WO2017110403A1 (en) | Mosquito repellent incense coil | |
| EP0045534B1 (en) | Use of phenyl-n-hexyl ketone as a perfuming agent, and perfume compositions containing the same | |
| JP3759670B2 (en) | Perfuming compositions, cosmetics and methods for imparting, improving, enhancing or changing the odor properties of perfuming compositions or cosmetics | |
| KR102579965B1 (en) | Perfume composition for expressing the fragrance of bugleweed clove fennel aroma tea | |
| KR101608883B1 (en) | Perfume Composition having the fragrance of Cymbidium goeringii Reichb | |
| JPH11269482A (en) | Orchid-like perfume composition | |
| KR101904752B1 (en) | Perfume composition for expressing the fragrance of Abelia tyaihyoni flower | |
| JPH04159399A (en) | Lotus-like perfume composition | |
| KR102460455B1 (en) | Perfume composition for expressing the fragrance of Leucocoryne hybrida | |
| JPH05171179A (en) | Perfume composition |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20070827 Year of fee payment: 8 |
|
| FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20080827 Year of fee payment: 9 |
|
| FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20080827 Year of fee payment: 9 |
|
| FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20090827 Year of fee payment: 10 |
|
| FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20090827 Year of fee payment: 10 |
|
| FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20090827 Year of fee payment: 10 |
|
| FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20100827 Year of fee payment: 11 |
|
| EXPY | Cancellation because of completion of term | ||
| FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20100827 Year of fee payment: 11 |