JP2005281149A - Perfume retention agent - Google Patents

Perfume retention agent Download PDF

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Publication number
JP2005281149A
JP2005281149A JP2004093779A JP2004093779A JP2005281149A JP 2005281149 A JP2005281149 A JP 2005281149A JP 2004093779 A JP2004093779 A JP 2004093779A JP 2004093779 A JP2004093779 A JP 2004093779A JP 2005281149 A JP2005281149 A JP 2005281149A
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Prior art keywords
scent
retention agent
clay mineral
scent retention
fragrance
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Japanese (ja)
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Seiji Kono
斉治 河野
Fumio Matsumoto
文雄 松本
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Kose Corp
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Kose Corp
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Abstract

<P>PROBLEM TO BE SOLVED: To provide a perfume retention agent excellent in retention effect of an optional perfume and a method for enhancing the perfume retentivity of an optional perfume composition. <P>SOLUTION: The perfume retention agent contains (A) 0.5-25% organic-modified clay mineral prepared by treating a smectite clay mineral with a specific quaternary ammonium salt and (B) ethanol. The method for enhancing the persistence of perfume applies the perfume retention agent and an optional perfume composition. <P>COPYRIGHT: (C)2006,JPO&NCIPI

Description

本発明は、新規な香り保留剤および香り保留方法に関し、さらに詳しくは、第4級アンモニウム塩で処理された有機変性粘土鉱物とエタノールを含有する香り保留剤、及び、該香り保留剤と任意の香料組成物とを身体に適用することで、簡便に香りの持続性(保留性)を高める方法に関する。   The present invention relates to a novel scent retention agent and a scent retention method, and more specifically, a scent retention agent containing an organically modified clay mineral and ethanol treated with a quaternary ammonium salt, and the scent retention agent and any The present invention relates to a method for easily enhancing the scent sustainability (holding property) by applying a fragrance composition to the body.

従来、肌に塗布する香料組成物においては、香料とアルコールを主成分とする液状の香水、オーデコロンや、香料と粉体を主成分とするフレグランスパウダー、香料と油剤を主成分とする固形状の練香水が知られている。
これらのフレグランス製品愛用者にとっては、自分の好みの香りをいつまでも持続させたいという要望が強く、香りが消えるとフレグランス製品をつけなおすことに不便を感じている場合が多かった。
このような事情から、香料組成物には、従来から、香料の揮発速度を遅延し、香調をバランス良く持続させる目的で保留剤が使用されてきた。保留剤は、そのもの自身が揮発しにくいものであって、他の揮発しやすい香料と相溶性が良く、その揮発速度を遅くする効果を持つとともに、その香調を損なうものではあってはならず、本来は無臭のものが好ましい。保留剤に関しては、これまでに各種研究がなされており、フタル酸ジエチル、アルキレングリコール、アルキルシトレート、ベンジルベンゾエートなどの溶剤類や、ムスク、サンダルウッド、ペルーバルサム、ベンゾイン、ラブダナム、オークモス、パチョリ等の天然香料類などが使用されてきた。しかし、それらはすでに各種フレグランス製品に配合されているものであり、任意の香料組成物の香りを簡便に持続させる方法は今までに確立されていなかった。
Conventionally, in a fragrance composition to be applied to the skin, liquid perfume mainly composed of fragrance and alcohol, eau de cologne, fragrance powder mainly composed of fragrance and powder, solid form mainly composed of fragrance and oil. Perfumes are known.
There was a strong demand for users of these fragrance products to keep their favorite scent forever, and when the scent disappeared, they often felt inconvenience in reattaching the fragrance product.
Under such circumstances, a retaining agent has been conventionally used in the fragrance composition for the purpose of delaying the volatilization rate of the fragrance and maintaining the fragrance in good balance. The retentive agent itself is difficult to volatilize itself, has good compatibility with other volatile fragrances, has the effect of slowing its volatilization rate, and should not impair the fragrance. Originally, odorless ones are preferred. Various studies have been conducted on the retention agent so far, including solvents such as diethyl phthalate, alkylene glycol, alkyl citrate, benzyl benzoate, musk, sandalwood, perubalsum, benzoin, labdanum, oak moss, patchouli, etc. Natural fragrances have been used. However, they are already blended in various fragrance products, and a method for easily maintaining the fragrance of any fragrance composition has not been established so far.

そこで任意の香料組成物の香り保留性を高めるためには、香料組成物を使用する前に、香り保留効果の期待される組成物、すなわち香り保留剤を肌等に塗布することで、その効果を得ることが考えられた。しかしながら、香り保留効果の期待される溶剤類や油分を、油性組成物や乳化組成物として塗布した場合は、べたつき等の使用感や、油の基材臭に問題があり、香料組成物の香り保留効果も満足がいかないという実情があった。
すなわち、本発明の目的は、任意の香料組成物の使用前後もしくは同時に香り保留剤を適用することにより、任意の香料組成物の香り保留性を高める方法、及び、香り保留効果の高い香り保留剤を提供することにある。
Therefore, in order to enhance the fragrance retention of any fragrance composition, before using the fragrance composition, the effect is obtained by applying a composition that is expected to have a fragrance retention effect, that is, a fragrance retention agent to the skin or the like. It was thought to get. However, when solvents and oils that are expected to have a scent retention effect are applied as an oily composition or an emulsified composition, there are problems with the feeling of use such as stickiness and the base material odor of the oil, and the scent of the fragrance composition There was a fact that the holding effect was not satisfactory.
That is, the object of the present invention is to apply a scent retention agent before and after use of any fragrance composition, or simultaneously, to enhance the scent retention property of any fragrance composition, and a scent retention agent having a high scent retention effect. Is to provide.

かかる実情において、本発明者は上記課題を解決すべく鋭意研究を重ねた結果、任意の香料組成物使用前に、特定の有機変性粘土鉱物とエタノールを含有する香り保留剤を適用することにより、任意の香りの保留性(持続性)を高められることを見出した。
すなわち、本発明は(A)スメクタイト型粘土鉱物を第4級アンモニウム塩で処理して得られた有機変性粘土鉱物と、(B)エタノールを含有することを特徴とする香り保留剤、及び、該香り保留剤と任意の香料組成物とを身体に適用して、香りの持続性を高めることを特徴とする香り保留方法に関する。
In such a situation, as a result of intensive studies to solve the above problems, the present inventor applied a scent retention agent containing a specific organically modified clay mineral and ethanol before using any fragrance composition, It has been found that the retention (sustainability) of any scent can be increased.
That is, the present invention comprises (A) an organically modified clay mineral obtained by treating a smectite-type clay mineral with a quaternary ammonium salt, (B) a scent retention agent characterized by containing ethanol, and The present invention relates to a scent retention method characterized in that a scent retention agent and an arbitrary fragrance composition are applied to the body to increase the persistence of the scent.

本発明の香り保留剤及び香り保留方法は、簡便に、任意の香料組成物の香りを持続させることができる。   The scent retention agent and scent retention method of the present invention can easily maintain the scent of any fragrance composition.

以下、本発明について詳述する。
本発明に用いられる成分(A)の有機変性粘土鉱物は、スメクタイト型粘土鉱物を特定の第4級アンモニウム塩で処理することにより得ることができる。該スメクタイト型粘土鉱物は、層間陽イオン交換能を有し、層間に水を取り込んで膨潤する性質を有する層状珪酸塩であれば、いずれのものも使用でき、例えば、モンモリロナイト、バイデライト、ノントロナイト、サポナイト、ヘクトライト等の天然あるいは合成の粘土鉱物を用いることができる。
Hereinafter, the present invention will be described in detail.
The organically modified clay mineral of component (A) used in the present invention can be obtained by treating a smectite type clay mineral with a specific quaternary ammonium salt. As the smectite type clay mineral, any layered silicate having interlayer cation exchange ability and having the property of taking water between layers and swelling can be used. For example, montmorillonite, beidellite, nontronite Natural or synthetic clay minerals such as saponite and hectorite can be used.

成分(A)の有機変性粘土鉱物の処理剤としての第4級アンモニウム塩は、具体的には、第4級アンモニウム窒素原子に結合する少なくとも1つの官能基が重合度1〜50のポリオキシエチレン基及び/又はポリオキシプロピレン基であり、且つ少なくとも1つの官能基が炭素数1〜20の炭化水素基である第4級アンモニウムイオンを塩にしたものであるが、このような塩としては、例えば、Cl−、Br−、NO−等との塩を挙げることができる。特に好ましくは、第4級アンモニウム窒素原子に結合する4つの官能基の内、3つが同一又は異なる炭素数1〜6のアルキル基であり、残りの1つの官能基が重合度1〜50のポリオキシプロピレン基であるものである。市販品としては、アデカコールCC−9、CC−36、CC−42(以上、旭電化工業株式会社製)等を挙げることができる。これらの処理剤で変性された成分(A)は、成分(B)を膨潤媒とするゲル状組成物の透明性が高く、審美性に優れるため好ましい。 The quaternary ammonium salt as the treating agent for the organically modified clay mineral of component (A) is specifically polyoxyethylene having at least one functional group bonded to a quaternary ammonium nitrogen atom having a polymerization degree of 1 to 50. A quaternary ammonium ion that is a group and / or a polyoxypropylene group and at least one functional group is a hydrocarbon group having 1 to 20 carbon atoms. for example, Cl-, Br-, NO 3 - can be exemplified salts with such. Particularly preferably, of the four functional groups bonded to the quaternary ammonium nitrogen atom, three are the same or different alkyl groups having 1 to 6 carbon atoms, and the remaining one functional group is a polyalkylene having a polymerization degree of 1 to 50. It is an oxypropylene group. As a commercial item, Adeka Coal CC-9, CC-36, CC-42 (above, Asahi Denka Kogyo Co., Ltd. make) etc. can be mentioned. The component (A) modified with these treatment agents is preferable because the gel composition containing the component (B) as a swelling medium has high transparency and excellent aesthetics.

成分(A)の有機変性粘土鉱物の製造方法は、一般的な層間の陽イオン交換を行なうことで得ることができる。例えば、スメクタイト型粘土鉱物を水に分散し、第4級アンモニウム塩溶液を滴下し、充分攪拌して反応を完了させた後、固液分離、水洗、乾燥、粉砕して得る方法等が挙げられる。
成分(A)の有機変性粘土鉱物は、必要に応じて1種又は2種以上を用いることができる。具体的な市販品としては、ルーセンタイトSPN、ルーセンタイトSEN(共にコープケミカル社製)等を挙げることができる。
The method for producing the organically modified clay mineral of component (A) can be obtained by performing a general cation exchange between layers. For example, a method in which a smectite type clay mineral is dispersed in water, a quaternary ammonium salt solution is dropped, and the reaction is sufficiently stirred to complete the reaction, followed by solid-liquid separation, water washing, drying, and pulverization. .
As the component (A), the organically modified clay mineral may be used alone or in combination of two or more as required. Specific examples of commercially available products include Lucentite SPN and Lucentite SEN (both manufactured by Co-op Chemical).

本発明の香り保留剤に用いられる成分(A)の有機変性粘土鉱物の配合量は、組成物全量中の0.5〜25質量%(以下、単に「%」で示す。)である。0.5%未満では、組成物の粘性が低いため使用性に問題があり、香りの保留効果も満足のいくものではない。一方25%を超える場合には、のびやべたつき等の使用感が悪くなる。   The compounding amount of the organically modified clay mineral of the component (A) used in the scent retention agent of the present invention is 0.5 to 25% by mass (hereinafter simply indicated by “%”) in the total amount of the composition. If it is less than 0.5%, there is a problem in usability because the viscosity of the composition is low, and the scent retention effect is not satisfactory. On the other hand, when it exceeds 25%, the feeling of use such as stretch and stickiness is deteriorated.

本発明に用いられる成分(B)のエタノールは、成分(A)の有機変性粘土鉱物の膨潤媒として配合される。成分(A)と成分(B)は、混合することで透明なゲル状に増粘する。これにより本発明の香り保留剤は、たれ落ち等がなく使用性に優れる。成分(B)のエタノールの配合量は、特に限定されないが、好ましくは組成物全量中に、80〜99.5%である。   The component (B) ethanol used in the present invention is blended as a swelling medium for the component (A) organically modified clay mineral. The component (A) and the component (B) are thickened into a transparent gel when mixed. As a result, the scent retention agent of the present invention is free from sagging and is excellent in usability. Although the compounding quantity of the ethanol of a component (B) is not specifically limited, Preferably it is 80-99.5% in the composition whole quantity.

本発明の香り保留剤には、上記必須成分に加え、目的に応じて本発明の効果を損なわない範囲で、化粧品に一般的に配合されている成分、例えば、水、水溶性保湿剤、油剤、界面活性剤、粉体、ゲル化剤、美容成分、酸化防止剤、防腐剤、キレート剤、pH調整剤、薬効成分等を適宜、配合することができる。   In addition to the above essential components, the scent retention agent of the present invention is a component generally blended in cosmetics, for example, water, a water-soluble humectant, and an oil agent, as long as the effects of the present invention are not impaired depending on the purpose. , Surfactants, powders, gelling agents, cosmetic ingredients, antioxidants, preservatives, chelating agents, pH adjusters, medicinal ingredients, and the like can be appropriately blended.

本発明の香り保留方法は、本発明の香り保留剤と任意の香料組成物とを身体に適用することで、任意の香りの持続性を高めるが、その適用順序は限定されず、任意の香料組成物の使用前後もしくは同時に香り保留剤を適用することができる。
また、本発明の香り保留剤は、チューブやジャーボトル仕様でも使用できるが、スプレー容器に充填して使用すると均一に塗布でき、手も汚れず、より簡便に目的の効果を得ることができる。
The scent retention method of the present invention increases the sustainability of any scent by applying the scent retention agent of the present invention and any fragrance composition to the body, but the application order is not limited, and any fragrance The scent retention agent can be applied before or after use of the composition.
Moreover, although the scent retention agent of this invention can be used also with a tube or a jar bottle specification, when it fills and uses a spray container, it can apply | coat uniformly, a hand does not get dirty, and can obtain the target effect more simply.

以下に実施例を挙げて、本発明を更に説明する。なお、これらは本発明を何ら限定するものではない。   The following examples further illustrate the present invention. In addition, these do not limit this invention at all.

本発明品1〜4および比較品1〜3 香り保留剤
表1に示す組成の香り保留剤を下記製法にて調製し、下記の評価項目について、以下に示す評価方法により評価した。これらの結果を表1に併記する。
(評価項目)
(1)香りの保留性 2時間後
(2)香りの保留性 4時間後
(3)塗布のしやすさ
(4)べたつきの無さ
(5)経時安定性
Invention products 1 to 4 and comparative products 1 to 3 Fragrance retention agents The fragrance retention agents having the compositions shown in Table 1 were prepared by the following production methods, and the following evaluation items were evaluated by the evaluation methods described below. These results are also shown in Table 1.
(Evaluation item)
(1) Scent retention 2 hours later (2) Scent retention 4 hours later (3) Ease of application (4) No stickiness (5) Stability over time

(製造方法)
A.成分(1)〜(6)を室温で混合し膨潤する。
(Production method)
A. Components (1) to (6) are mixed and swollen at room temperature.

香り保留剤(本発明品1〜4および比較品1〜3)の各試料につき、評価項目(1)〜(4)について10名の専門パネル員により評価を行った。
(評価方法1:香りの保留性)
試料の適量を片腕に塗布した後、同一部位に下記処方のフレグランスを使用した場合の香り強度と、もう一方の腕にフレグランスのみを使用した場合の香り強度を、2時間、4時間経過後に比較した。下記(イ)評価基準に基づき評価を行い、サンプルごとに、10人の専門パネル員が出した評点の平均値により、下記(ロ)判定基準に基づき判定した。
フレグランスの処方
(成分) (%)
(1)香料(フレッシュフローラルタイプ) 10
(2)水 10
(3)アルコール 80
Evaluation samples (1) to (4) were evaluated by 10 expert panel members for each sample of the scent retention agent (present products 1 to 4 and comparative products 1 to 3).
(Evaluation method 1: fragrance retention)
After applying an appropriate amount of the sample to one arm, compare the scent intensity when using the following fragrance in the same part and the scent intensity when using only the fragrance in the other arm after 2 hours and 4 hours did. Evaluation was performed based on the following (A) evaluation criteria, and for each sample, the average value of the scores given by 10 expert panel members was determined based on the following (B) criteria.
Fragrance Formula (Ingredient) (%)
(1) Fragrance (fresh floral type) 10
(2) Water 10
(3) Alcohol 80

(イ)評価基準
(評価) :(評点)
香り保留効果が非常に良好 : 3
良好 : 2
わずかに良好 : 1
明らかな差なし : 0
(ロ)判定基準
(評点の平均値) :(判定)
2.5以上 : ◎ (顕著な効果がある)
1.5以上、2.5未満 : ○ (効果がある)
0.5以上、1.5未満 : △ (やや効果がある)
0.5未満 : × (効果がない)
(I) Evaluation criteria (Evaluation): (Score)
Very good scent retention effect: 3
Good: 2
Slightly good: 1
No obvious difference: 0
(B) Judgment criteria (Average score): (Judgment)
2.5 or more: ◎ (Conspicuous effect)
1.5 or more and less than 2.5: ○ (effective)
0.5 or more and less than 1.5: △ (Slightly effective)
Less than 0.5: × (No effect)

(評価方法2:官能検査)
評価項目(3)、(4)については、下記(ハ)絶対評価基準に基づき7段階で評価を行い、サンプルごとに、10人の専門パネル員が出した評点の平均値により、下記(ニ)判定基準に基づき判定した。
(ハ)絶対評価基準
(評点):(評価)
6 : 非常に良い
5 : 良い
4 : やや良い
3 : 普通
2 : やや悪い
1 : 悪い
0 : 非常に悪い
(ニ)判定基準
(評点の平均値) :(判定)
5.0以上 : ◎ (非常に良好)
3.5以上、5.0未満 : ○ (良好)
1.0以上、3.5未満 : △ (やや不良)
1.0未満 : × (不良)
(Evaluation method 2: Sensory test)
Evaluation items (3) and (4) are evaluated in 7 stages based on the following (c) absolute evaluation criteria. For each sample, the average value of the scores given by 10 expert panel members is ) Judgment based on criteria.
(C) Absolute evaluation criteria (Score): (Evaluation)
6: Very good 5: Good 4: Slightly good 3: Normal 2: Slightly bad 1: Bad 0: Very bad (d) Judgment criteria (Average score): (Judgment)
5.0 or higher: ◎ (very good)
3.5 or more and less than 5.0: ○ (Good)
1.0 or more and less than 3.5: △ (somewhat poor)
Less than 1.0: × (defect)

(評価方法3:経時安定性)
容器に本発明品または比較品を充填し、得られたサンプルを40℃の恒温槽にセットして、1ヵ月後の状態を肉眼にて観察し、下記(ホ)判定基準にて判定した。
(ホ)判定基準
(評価) :(判定)
きわめて良好 : ◎
良好 : ○
やや不良 : △
著しく不良 : ×
(Evaluation method 3: stability over time)
The product of the present invention or a comparative product was filled in a container, and the obtained sample was set in a constant temperature bath at 40 ° C., and the state after one month was observed with the naked eye, and judged according to the following criteria (e).
(E) Judgment criteria (Evaluation): (Judgment)
Very good: ◎
Good: ○
Somewhat bad: △
Remarkably bad: ×

表1の結果から明らかなように、本発明品1〜4の香り保留剤を用いた方法は、未塗布の場合と比べて明らかに香りの保留性が高かった。一方、成分(A)の配合量の少ない比較品1は液状であり、流れ落ち易いため肌への塗布が難しく、また適用した際の香りの保留効果も向上しなかった。成分(A)に換えてカルボキシルビニルポリマーを用いた比較品2は、使用感は良好であるものの、香りの保留効果が認められなかった。また成分(B)のエタノールを精製水に換えた比較品3では、ゲル状組成物を形成するに至らなかった。   As is clear from the results in Table 1, the method using the scent retention agent of the present invention products 1 to 4 clearly had higher scent retention compared to the case of no application. On the other hand, the comparative product 1 with a small amount of the component (A) is in a liquid state and easily flows down, so that it is difficult to apply to the skin, and the effect of retaining the scent when applied is not improved. Comparative product 2 using a carboxyl vinyl polymer in place of component (A) had a good feeling of use, but no scent retention effect was observed. In Comparative product 3 in which the ethanol of component (B) was replaced with purified water, no gel-like composition was formed.

ゲル状スプレー
(成分) (%)
(1)有機変性粘土鉱物 *1 13
(2)エタノール 86.9
(3)ラメ剤 0.1
Gel spray (component) (%)
(1) Organically modified clay mineral * 1 13
(2) Ethanol 86.9
(3) Lame agent 0.1

(製造方法)
成分(1)、(2)を均一に混合、膨潤した後、(3)を加え軽く攪拌した後にスプレー容器に充填して、ゲル状スプレーを得た。
実施例2のゲル状スプレーは、肌への付着性、べたつきのなさ等の使用性も良く、適用することによって香りの持続効果を向上させるものであった。
(Production method)
After the components (1) and (2) were uniformly mixed and swollen, (3) was added, and the mixture was lightly stirred and then filled into a spray container to obtain a gel spray.
The gel spray of Example 2 has good usability such as adhesion to skin and non-stickiness, and improves the scent sustaining effect when applied.

Claims (4)

次の成分(A)、(B);
(A)スメクタイト型粘土鉱物を第4級アンモニウム塩で処理して得られた有機変性粘土鉱物 0.5〜25質量%
(B)エタノール
を含有することを特徴とする香り保留剤。
The following components (A), (B);
(A) Organically modified clay mineral obtained by treating smectite-type clay mineral with quaternary ammonium salt 0.5 to 25% by mass
(B) A scent retention agent characterized by containing ethanol.
前記成分(A)が、第4級アンモニウム窒素原子に結合する少なくとも1つの官能基が重合度1〜50のポリオキシエチレン基及び/又はポリオキシプロピレン基であり、且つ少なくとも1つの官能基が炭素数1〜20の炭化水素基である第4級アンモニウム塩でスメクタイト型粘土鉱物を処理して得られる有機変性粘土鉱物である、請求項1記載の香り保留剤。   In the component (A), at least one functional group bonded to the quaternary ammonium nitrogen atom is a polyoxyethylene group and / or polyoxypropylene group having a polymerization degree of 1 to 50, and at least one functional group is carbon. The scent retention agent of Claim 1 which is an organic modified clay mineral obtained by processing a smectite type clay mineral with the quaternary ammonium salt which is a hydrocarbon group of several 1-20. 前記香り保留剤と任意の香料組成物とを身体に適用して、香りの持続性を高めることを特徴とする香り保留方法。   A scent retention method, wherein the scent retention agent and an arbitrary fragrance composition are applied to the body to enhance the scent retention. 前記香り保留剤をスプレー容器に充填し、ミスト状で適用することを特徴とする、請求項3記載の香り保留方法。   The scent retention method according to claim 3, wherein the scent retention agent is filled in a spray container and applied in a mist form.
JP2004093779A 2004-03-26 2004-03-26 Perfume retention agent Pending JP2005281149A (en)

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Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1872831A1 (en) * 2006-06-21 2008-01-02 Symrise GmbH & Co. KG Deliquescent materials containing odorous substance compounds
EP1875942A1 (en) * 2006-06-21 2008-01-09 Symrise GmbH & Co. KG Fragrance composition comprising deliquescent substances
JP2015502344A (en) * 2011-11-04 2015-01-22 フイルメニツヒ ソシエテ アノニムFirmenich Sa Perfume compositions and their use

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1872831A1 (en) * 2006-06-21 2008-01-02 Symrise GmbH & Co. KG Deliquescent materials containing odorous substance compounds
EP1875942A1 (en) * 2006-06-21 2008-01-09 Symrise GmbH & Co. KG Fragrance composition comprising deliquescent substances
JP2015502344A (en) * 2011-11-04 2015-01-22 フイルメニツヒ ソシエテ アノニムFirmenich Sa Perfume compositions and their use

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