JPH0674435B2 - Fragrance composition - Google Patents
Fragrance compositionInfo
- Publication number
- JPH0674435B2 JPH0674435B2 JP60207258A JP20725885A JPH0674435B2 JP H0674435 B2 JPH0674435 B2 JP H0674435B2 JP 60207258 A JP60207258 A JP 60207258A JP 20725885 A JP20725885 A JP 20725885A JP H0674435 B2 JPH0674435 B2 JP H0674435B2
- Authority
- JP
- Japan
- Prior art keywords
- fragrance
- scent
- effect
- present
- agent
- 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.)
- Expired - Lifetime
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- Fats And Perfumes (AREA)
- Cosmetics (AREA)
- Disinfection, Sterilisation Or Deodorisation Of Air (AREA)
Description
【発明の詳細な説明】 ［産業上の利用分野］ 本発明は、香りの保留に極めて有用な保香剤（保留剤）
を必須に含有する香料組成物に関する。DETAILED DESCRIPTION OF THE INVENTION [Industrial field of application] The present invention relates to a fragrance retaining agent (holding agent) which is extremely useful for retaining a scent.
The present invention relates to a fragrance composition essentially containing.
さらに詳しくは、香りの質に影響を与えず、且つ香りの
持続性を著しく高める保香剤を特定量含有することでそ
の効果が有効に発揮され、優れた香りの持続性を有し、
しかも匂い安定性の良い香料組成物を提供することを目
的とするものである。More specifically, the effect is effectively exhibited by containing a specific amount of a fragrance agent that does not affect the quality of the scent and that significantly enhances the scent sustainability, and has excellent scent sustainability,
Moreover, it is an object to provide a fragrance composition having good odor stability.
［従来の技術］ 香料は、一般に一種又は複数の揮発性の高い有機化合物
からなり、時間の経過に伴い揮発速度の高いものから大
気中へ蒸発し、次第に香りの強さが減少する。また内容
成分のバランスがくずれると、香調が変化してしまう。[Prior Art] Generally, a fragrance is composed of one or more highly volatile organic compounds, and from the one having a high volatilization rate, it evaporates into the atmosphere over time, and the intensity of the fragrance gradually decreases. If the balance of the content components is lost, the scent will change.
そこで種々の香料素材を組み合せて香りを創作する際
に、香りの持続性をコントロールする目的で保香剤が使
用される。すなわち、保香剤は揮発速度が異なる各香料
素材を調合した場合に於いて、揮発速度の高いものの揮
散を抑え、経時的に匂いの変化が生じるのを防止した
り、また、香りの強さを維持させる等のために用いられ
る。Therefore, when creating a scent by combining various fragrance materials, a fragrance agent is used for the purpose of controlling the persistence of the scent. That is, when the fragrance is mixed with each fragrance material having a different volatilization rate, it suppresses the volatilization of the fragrance having a high volatilization rate and prevents the odor from changing with time, and also has a strong scent. It is used to maintain
従来、このような保香剤として、シベット、ベンゾイ
ン、ペルーバルサム、サンダルウッド等の天然香料及び
ムスクケトン、サンタロール、ベンジルベンゾエート、
ジエチルフタレート等の合成素材が利用され、公知であ
る［田村健夫著「香粧品科学」（1976年発行、P394〜39
5）、伊與田光男著「香粧品化学」（昭和11年発行、P3
0.P75〜77.P194〜195）］。Conventionally, as such fragrance agents, natural fragrances such as civet, benzoin, peruvian balsam, sandalwood and musk ketone, santalol, benzyl benzoate,
Synthetic materials such as diethyl phthalate are used and known [Takeshi Tamura "Cosmetics Science" (issued in 1976, P394-39).
5), "Cosmetic Chemistry" by Mitsuo Iyoda (published in 1911, P3
0.P75-77.P194-195)].
［発明が解決しようとする問題点］ しかし乍ら、従来一般の保香剤の中で、シベット、ベン
ゾイン、ペルーバルサム、サンダルウッド、ムスクケト
ン、サンタロール等は、その物質自身に匂いがあり、添
加した系の香りの質を変えてしまうため、目的とする香
りを演出し難く、また価格が高いなど多くの欠点を有す
る。[Problems to be Solved by the Invention] However, among the conventional general fragrance agents, civet, benzoin, peruvian balsam, sandalwood, musk ketone, santalol, etc. have odors in the substance themselves and are added. Since it changes the quality of the scent of the system, it has many drawbacks such as difficulty in producing the desired scent and high price.
また、ベンジルベンゾエートやジエチルフタレート等
は、広範囲の香水原料に対する良好な揮発性溶剤である
ことが知られており、それ自身の匂いが弱いものの香り
の質に影響を及ぼすことや揮発抑制効果も充分でない、
使用目的によっては皮膚に対する安全性の上で好ましく
ない等の問題がある。Further, benzyl benzoate, diethyl phthalate, etc. are known to be good volatile solvents for a wide range of perfume raw materials, and although they have a weak odor, they have a sufficient effect on the scent quality and a volatilization suppressing effect. Not,
Depending on the purpose of use, there are problems such as being unfavorable in terms of safety to the skin.
かくの如く、従来香料組成物に使用されてきた保香剤
は、種々の欠点を有し、充分満足するものではなく、従
って有用な保香剤の開発が要望されてきた。As described above, the fragrance agents conventionally used in the fragrance composition have various drawbacks and are not sufficiently satisfied, and therefore there has been a demand for development of useful fragrance agents.
［問題点を解決するための手段］ 本発明者等は、係る事情に鑑み、優れた保香効果を有
し、且つその物質自身に匂いがなく、また香りの質を変
えず、安定性、安全性、溶解性、経済性、感触性が良好
である等の条件を満足する保香剤を得るべく鋭意研究し
た結果、下記の一般式（Ｉ）で示されるポリオキシプロ
ピレンモノアルキルエーテル化合物が、前記条件を具備
し、保香剤として有用であり、且つ該化合物を単独で或
いはジプロピレングリコールと併用して特定量香料組成
物に配合した場合、従来になく顕著に香りの持続性が高
められると共に匂い安定性の点でも優れていること等を
見い出し、この知見をもって本発明を完成させたのであ
る。[Means for Solving the Problems] In view of such circumstances, the present inventors have an excellent aroma-retaining effect, and the substance itself has no odor, does not change the quality of the scent, and has stability, As a result of diligent research to obtain a fragrance agent satisfying the conditions such as good safety, solubility, economy, and feel, a polyoxypropylene monoalkyl ether compound represented by the following general formula (I) was obtained. , Having the above-mentioned conditions, useful as a fragrance agent, and when the compound is blended in a specific amount in a fragrance composition alone or in combination with dipropylene glycol, the fragrance lasting is remarkably improved as compared with the conventional one. It was found that the odor stability was excellent and the odor stability was excellent, and the present invention was completed based on this finding.
すなわち、本発明は、下記の一般式（Ｉ） Ｈ−(OC3H6)n−Ｏ−Ｒ （Ｉ） （式中、ｎは40〜60の整数、Ｒは炭素数１〜10のアルキ
ル基を示す。） で表わされるポリオキシプロピレンモノアルキルエーテ
ル若しくは該化合物とジプロピレングリコールとからな
る保香剤をを含有したことを特徴とする香料組成物に関
する。That is, the present invention relates to compounds of the general formula (I) H- (OC 3 H 6) in n -O-R (I) (the following formula, n represents 40 to 60 integer, R represents an alkyl having 1 to 10 carbon atoms A fragrance composition comprising a polyoxypropylene monoalkyl ether represented by the formula (3) or a fragrance agent comprising the compound and dipropylene glycol.
以下、本発明の構成について述べる。The configuration of the present invention will be described below.
本発明に使用する必須成分であるポリオキシプロピレン
モノアルキルエーテルは、脂肪族アルコールにプロピレ
ンオキサイドが付加重合し、エーテル結合した一種のポ
リオキシプロピレングリコール誘導体であり、プロピレ
ンオキサイドの平均重合度が40〜60モルのものである。
平均重合度がこれ未満であると保香効果が弱くなり、ま
たこの範囲を超えると粘性が大きくなり、取扱いにく
く、使用感の点でもべたつきが感じられるようになる。
また、脂肪族アルコールは炭素数１〜10のものであり、
炭素数が10を超えると粘性が大きくなり、固さも生じる
ため香料素材との混和性が悪くなり、好ましくない。Polyoxypropylene monoalkyl ether, which is an essential component used in the present invention, is a type of polyoxypropylene glycol derivative in which propylene oxide is addition-polymerized to an aliphatic alcohol and is ether-bonded, and the average degree of polymerization of propylene oxide is 40 to It is 60 mol.
If the average degree of polymerization is less than this range, the fragrance-retaining effect becomes weak, and if it exceeds this range, the viscosity becomes large, which makes it difficult to handle and makes the product feel sticky.
The aliphatic alcohol has 1 to 10 carbon atoms,
When the number of carbon atoms exceeds 10, the viscosity becomes large and hardness is generated, so that the miscibility with the fragrance material is deteriorated, which is not preferable.
また、上記ポリオキシプロピレンモノアルキルエーテル
は、その一部が化粧品原料として、例えばポリオキシプ
ロピレンブチルルエーテルの40モル、52モル付加物が頭
髪用原料として公知であり、皮膚安全性の点で満足する
ものであるが、保香剤として、香水、オーデコロン等を
はじめ、香料組成物に配合された例が全くなく、本発明
者等によって初めて本効果が見い出されたものである。Further, a part of the polyoxypropylene monoalkyl ether is known as a raw material for cosmetics, for example, a 40 mol, 52 mol adduct of polyoxypropylene butyl ether is known as a raw material for hair, which is satisfactory in terms of skin safety. However, there is no example of being mixed in a fragrance composition such as perfume and cologne as a perfume, and the present inventors have found the present effect for the first time.
本発明に使用される上記保香剤は、単独で香料組成物中
に添加してもよいが、さらにジプロピレングリコールと
組み合わせて用いてもよい。The fragrance agent used in the present invention may be added alone to the fragrance composition, or may be used in combination with dipropylene glycol.
すなわち、ジプロピレングリコールは香料の揮発性溶剤
として用いられているが、本発明者等は、同時に保香効
果を有することを見い出しており、なおかつ前記ポリオ
キシプロピレンモノアルキルエーテルとの併用により、
その効果を増強させることが出来、さらにポリオキシプ
ロピレンモノアルキルエーテルが粘性を持つため、単独
で多量に配合する上で好ましくない場合には、ジプロピ
レングリコールと混合することで粘度の調整が可能とな
り、香料組成物への配合が容易になるのみならず、ポリ
オキシプロピレンモノアルキルエーテルの量を減じて
も、同じ効果を引き出すことが可能である。That is, although dipropylene glycol is used as a volatile solvent for a fragrance, the present inventors have found that it has a fragrance retaining effect at the same time, and by using it in combination with the polyoxypropylene monoalkyl ether,
The effect can be enhanced, and since the polyoxypropylene monoalkyl ether has a viscosity, it is possible to adjust the viscosity by mixing with dipropylene glycol when it is not preferable for blending a large amount by itself. In addition to facilitating the incorporation into the perfume composition, the same effect can be obtained even if the amount of polyoxypropylene monoalkyl ether is reduced.
本発明に使用される保香剤であるポリオキシプロピレン
モノアルキルエーテルは、単独或いはジプロピレングリ
コールと併用して、香料組成物中に全量で0.1〜50重量
％の範囲で配合すると有効であり、好ましくは１〜30重
量％が適当である。0.1重量％未満では効果がなく、ま
た50重量％を超えても効果が一定となってそれ以上の効
果がなく、べたつきがでて使用性、使用感が低下する。
尚、ポリオキシプロピレンモノアルキルエーテルとジプ
ロピレングリコールの配合比率は、前記配合量の範囲で
任意に選択できる。Polyoxypropylene monoalkyl ether, which is a fragrance agent used in the present invention, is effective when added alone or in combination with dipropylene glycol, in a total amount of 0.1 to 50% by weight in a perfume composition, Preferably 1 to 30% by weight is suitable. If it is less than 0.1% by weight, there is no effect, and if it exceeds 50% by weight, the effect is constant and there is no further effect, and stickiness occurs and usability and usability deteriorate.
The blending ratio of polyoxypropylene monoalkyl ether and dipropylene glycol can be arbitrarily selected within the above blending amount range.
また、本発明の香料組成物は、香水、オーデコロン等に
そのまま用いられる他、化粧水、乳液、クリーム等の基
礎化粧料、メーキャップ化粧料、頭髪化粧料、室内芳香
剤等、賦香して用いられる全てのものに配合し得る。Further, the perfume composition of the present invention is used as it is for perfumes, colognes, etc., as well as lotion, emulsion, basic cosmetics such as cream, makeup cosmetics, hair cosmetics, indoor fragrances, etc. It can be incorporated into all of the available products.
［実施例］ 次に本発明について、実施例を挙げてさらに説明する。
尚、これらは本発明を何ら限定するものではない。EXAMPLES Next, the present invention will be further described with reference to examples.
These do not limit the present invention in any way.
実施例［１］ 香料素材13種を用い香料モデル処方（表１）を作成し、
本発明に使用される保香剤を配合した時の保香効果を以
下の方法により測定した。Example [1] A fragrance model prescription (Table 1) was prepared using 13 kinds of fragrance materials,
The fragrance effect when the fragrance agent used in the present invention was blended was measured by the following method.
モデル香料に加え、表２に挙げた各種保香剤を0.1〜40
重量％の範囲内で配合した各香料組成物を作成し、7.3
×11.3cm、重さ2.85gの匂い紙に描いた同一の大きさの
円内に、0.05gを均一に塗布し、恒温恒湿（温度25℃、
湿度55％）中に開放条件下で放置した。放置後の観察時
間は、０、２、６、24時間の４点とした。所定時間放置
後、香りの専門パネル10名により判定した。In addition to the model fragrances, various fragrances listed in Table 2 are used in amounts of 0.1-40
Make each fragrance composition blended in the range of wt%, 7.3
In a circle of the same size drawn on a scent paper measuring 11.3 cm and weighing 2.85 g, 0.05 g is evenly applied, and the temperature and humidity are kept constant (temperature 25 ° C,
It was allowed to stand under open conditions in a humidity of 55%). The observation time after standing was set to 4 points of 0, 2, 6, and 24 hours. After standing for a predetermined time, it was judged by 10 scent expert panels.
表１で示した香料モデル処方は、花香調で且つフレッシ
ュなイメージの香気を持つが、時間の経過と共に香りの
バランスがくずれてくる。このため保香剤を表２に示し
た如く配合した場合、従来公知の比較保香剤であるジエ
チルフタレートの使用では、経時により匂いのバランス
がくずれ、本香料モデル処方の特徴であるフレッシュ感
が損なわれてしまうし、またペルーバルサムの使用に於
いては、経時で匂いのバランスがくずれると共に保香剤
それ自身の匂いが立ち始め最初の香調が失われてしま
う。 The fragrance model prescriptions shown in Table 1 have a floral fragrance-like and fresh image fragrance, but the fragrance loses its balance with the passage of time. Therefore, when the fragrance is blended as shown in Table 2, the use of diethyl phthalate, which is a conventionally known comparative fragrance, causes the odor to be out of balance with the passage of time, resulting in the freshness characteristic of the fragrance model formulation. When used in Peru balsam, the odor balance is lost over time, and the fragrance of the fragrance itself begins to develop and the initial fragrance is lost.
一方、本発明に使用される保香剤を配合した香料組成物
の場合、何れに於いても香りの質の変化が極めて少な
く、非常に苛酷なテスト条件である24時間でも効果が持
続し、香り専門パネルによる判定から比較保香剤を用い
た場合に対し、有意に優れたものであった。On the other hand, in the case of the fragrance composition containing the fragrance used in the present invention, the change in the scent quality is extremely small in any case, and the effect is maintained even for 24 hours which is a very severe test condition, It was significantly superior to the case where the comparative fragrance was used, as judged by the scent expert panel.
以上のことから明らかな如く、本発明の香料組成物は、
保香剤による香りへの影響がなく、香気の持続性が高め
られ、きわめて有用であることが判る。As is clear from the above, the fragrance composition of the present invention is
It can be seen that there is no effect on the scent by the fragrance agent, and the durability of the fragrance is enhanced, which is extremely useful.
［実施例２］ 非常に揮発性の高い香料であるｄ−リモネンを３重量％
濃度にアルコールで希釈したオーデコロンモデルサンプ
ル表３を作成し、保香剤が配合された時の保香効果を測
定した。但し、保香剤としては、表４に示した如く、ポ
リオキシプロピレン（52）ブチルエーテル、ジエチルフ
タレートを使用した。[Example 2] 3% by weight of d-limonene, which is a very volatile fragrance
A cologne model sample Table 3 diluted with alcohol to a concentration was prepared, and the fragrance retaining effect when the fragrance was mixed was measured. However, as the fragrance agent, as shown in Table 4, polyoxypropylene (52) butyl ether and diethyl phthalate were used.
保香効果の測定方法は、実施例［１］と同様に行い、そ
の結果を表４に示す。但し、放置後の観察時間は、０、
１、２、８時間の４点とした。 The method for measuring the aroma retaining effect was performed in the same manner as in Example [1], and the results are shown in Table 4. However, the observation time after leaving is 0,
The score was 4 points for 1, 2, and 8 hours.
表４の結果に認められる如く、空試験サンプルすなわち
保香剤を含有しない場合、１時間経過後、早くも匂いが
ほとんど消失し、ジエチルフタレートを配合しても２時
間経過後で匂いがかなり弱まってしまう。これに対し、
本発明にに係る香料組成物では、観察時間内に於いて、
香りの質及び強さの変化が極めて少なく、ジエチルフタ
レートを配合したサンプルに比較し、有意差をもって明
らかに優れているものであった。 As can be seen from the results in Table 4, when the blank test sample, that is, when the fragrance was not contained, the odor almost disappeared even after 1 hour, and even when diethyl phthalate was added, the odor considerably weakened after 2 hours. Will end up. In contrast,
In the fragrance composition according to the present invention, within the observation time,
There was very little change in the quality and intensity of the scent, and it was clearly superior with a significant difference compared to the sample blended with diethyl phthalate.
［発明の効果］ 上述したように、本発明による保香剤は従来公知の保香
剤に比較し、香りの質に影響を与えず、保香効果に極め
て優れたものである。[Effects of the Invention] As described above, the fragrance agent according to the present invention has an extremely excellent fragrance effect without affecting the quality of fragrance, as compared with the conventionally known fragrance agents.
すなわち、前述した一般式で表わされるポリオキシプロ
ピレンモノアルキルエーテルは、それ自身に匂いがな
く、配合利用することに於いて、系の香りの質を変え
ず、なおかつ香料の揮発度を抑え、香りを長時間持続さ
せる能力が高く、また香料素材との溶解性も良好であっ
て、容易に配合可能であり、さらに保香剤として皮膚に
対する安全性が高く、経済性、感触性が良好である等、
使用に際し極めて好適な性質を具備するものである。That is, the polyoxypropylene monoalkyl ether represented by the above-mentioned general formula has no odor in itself, and when used in combination, does not change the quality of the scent of the system, while suppressing the volatility of the fragrance, Has a high ability to last for a long time, has good solubility with fragrance materials, can be easily compounded, and has a high level of safety to the skin as a fragrance agent, and is economical and has a good feel. etc,
It has extremely suitable properties when used.
また、該保香剤とジプロピレングリコールを組み合わせ
て使用すると、ジプロピレングリコール自体、香料素材
との溶解性が良く、しかも保香効果を有するため、保香
剤の効果を何ら減ずることなく、優れた保香効果が得ら
れると共に本発明による保香剤の粘度を調整することが
でき、配合が容易になり、適用範囲の拡大が可能となっ
た。Further, when the fragrance and dipropylene glycol are used in combination, the solubility of dipropylene glycol itself and the fragrance material is good, and since it has a fragrance effect, it does not reduce the effect of the fragrance and is excellent. In addition to providing the fragrance-retaining effect, the viscosity of the fragrance-retaining agent according to the present invention can be adjusted, the formulation becomes easy, and the range of application can be expanded.
従って、ポリオキシプロピレンモノアルキルエーテルを
単独若しくはジプロピレングリコールと併用し、香料組
成物の成分として含有せしめることにより、保香効果が
充分に発揮され、経時的な匂いの安定性が良好で、香り
の持続性に優れたものの提供が可能となったのである。Therefore, polyoxypropylene monoalkyl ether alone or in combination with dipropylene glycol, by containing as a component of the fragrance composition, a sufficient fragrance-retaining effect is exhibited, the stability of odor over time is good, and the fragrance is good. It has become possible to provide products with excellent sustainability.
Claims (2)
ル基を示す。） で表わされるポリオキシプロピレンモノアルキルエーテ
ルを0.1〜50重量％含有することを特徴とする香料組成
物。1. A fragrance agent having the general formula (I) H- (OC 3 H 6 ) n- OR (I) (wherein n is an integer of 40 to 60 and R is a carbon number of 1 to 10). The fragrance composition is characterized by containing 0.1 to 50% by weight of a polyoxypropylene monoalkyl ether represented by
ル基を示す。） で表わされるポリオキシプロピレンモノアルキルエーテ
ルに加え、さらにジプロピレングリコールを含み、且つ
それらを全量で0.1〜50重量％含有することを特徴とす
る香料組成物。2. A fragrance agent having the general formula (I) H- (OC 3 H 6 ) n- OR (I) (wherein n is an integer of 40 to 60 and R is a carbon number of 1 to 10). In addition to the polyoxypropylene monoalkyl ether represented by the formula (3), dipropylene glycol is further contained in an amount of 0.1 to 50% by weight in total.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP60207258A JPH0674435B2 (en) | 1985-09-19 | 1985-09-19 | Fragrance composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP60207258A JPH0674435B2 (en) | 1985-09-19 | 1985-09-19 | Fragrance composition |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS6267016A JPS6267016A (en) | 1987-03-26 |
| JPH0674435B2 true JPH0674435B2 (en) | 1994-09-21 |
Family
ID=16536814
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP60207258A Expired - Lifetime JPH0674435B2 (en) | 1985-09-19 | 1985-09-19 | Fragrance composition |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH0674435B2 (en) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6086644A (en) * | 1997-10-10 | 2000-07-11 | Takasago International Corporation | Scented candle and manufacturing method for same |
| JP3696837B2 (en) * | 2002-02-04 | 2005-09-21 | 株式会社資生堂 | Fragrance composition |
| MX343010B (en) * | 2011-10-27 | 2016-10-21 | Firmenich & Cie | Perfuming compositions and uses thereof. |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5251035A (en) * | 1975-10-21 | 1977-04-23 | Shiseido Co Ltd | Cosmetics for hair dressing |
| JPS5976012A (en) * | 1982-10-21 | 1984-04-28 | Shiseido Co Ltd | Fixative for perfume |
-
1985
- 1985-09-19 JP JP60207258A patent/JPH0674435B2/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| JPS6267016A (en) | 1987-03-26 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EXPY | Cancellation because of completion of term |