JPH0797591A - Perfume composition - Google Patents

Abstract

PURPOSE:To obtain a perfume composition which contains a perfume component extracted from HINOKI(Japanese cypress) and has excellent durability and fragrant properties. CONSTITUTION:HINOKI extract and/or torreyol are used as an active ingredient to give the objective perfume composition or bath herb composition.

Description

Detailed Description of the Invention

[0001]

The present invention relates to a wood-like material having excellent sustainability,
The present invention relates to a fragrance composition containing a cypress solvent extract having cedar-like and cypress-like odor characteristics and / or treyol as an active ingredient, or a bath fragrance composition.

[0002]

2. Description of the Related Art Conventionally, it has been known that an extract obtained from cypress using water or an organic solvent is useful for various purposes. For example, Japanese Patent Application Laid-Open No. 63-8309 discloses that aromatic essential oil components are obtained from trees, leaves, and branches of cypress, cedar, asunaro, etc. by a steam distillation method, which is then encapsulated with cyclic dextrin, and the inclusion thereof. A bath agent containing a substance is disclosed. Further, JP-A-59-85279 discloses that an extract extracted from wood such as cypress with hot water or ethanol has a blackening or browning-preventing effect on plants due to the action of o-diphenol oxidase. Is reported. Japanese Unexamined Patent Publication No. 4-338310 discloses that an extract extracted from a juniper genus plant of the cypress family using water and an organic solvent is useful as a cockroach attractant. Also, as a component of the volatile oil of flowers,
It is known that δ-casinour (another name for Treyol) exists in a very small amount (Flavor and fragrance Journa
l, Vol.5, 85-88, 1990). According to a report analyzing the aroma component of Longzing tea, it is known that treyol is present in this component (Agric. Biol. Chem., 47 (9) 2077).
-2083, 1983).

[0003]

DISCLOSURE OF INVENTION Problems to be Solved by the Invention The inventors of the present invention studied the steam distillate of cypress as an aroma component and found that this product was not satisfactory in terms of persistence and aroma characteristics. Hinoki cypress steam distillate has a pungent, terrible, terpene odor. In addition, it lacks the sweet, elegant woody scent unique to cypress wood, and has little persistence. Therefore, the present inventors, for the cypress extract, further proceeded with the examination of the extraction method, aroma components, found that the essential oil component obtained by a specific extraction method is excellent in persistence, aroma characteristics, The present invention has been reached.
Therefore, an object of the present invention is to extract a fragrance component having excellent durability and fragrance characteristics from cypress, and to provide a fragrance composition containing the fragrance component. Further, an object of the present invention is to specify an aroma component having particularly excellent persistence and aroma characteristics among the extracted aroma components, and to provide a perfume composition containing the aroma component.

[0004]

The present invention provides a fragrance composition or a bath fragrance composition containing a cypress solvent extract and / or treyol as an active ingredient.

The present invention was achieved by finding that a solvent-extracted aromatic essential oil component from cypress has excellent durability and aroma characteristics. A method for preparing a cypress solvent extract will be described below. First, the cypress is shredded and the aromatic essential oil component is extracted in a solvent. As the solvent, either an organic solvent of a polar solvent or a non-polar solvent can be used. However, polar solvents showed better aroma characteristics. Examples of polar solvents include methanol, ethanol, ether, methylene chloride, diisopropyl ether and the like. Examples of the non-polar solvent include pentane, hexane, benzene, toluene and the like. The solvent extraction conditions are not particularly limited, but examples thereof are as follows. When methanol, ethanol, diisopropyl ether, hexane, benzene, toluene or the like is used in the immersion extraction, it is preferable that the extraction time is 1 week or longer when the extraction temperature is room temperature. Although the extraction amount increases as the extraction time increases, it is preferable to limit the extraction amount to about 1 month. After about one month, the aroma characteristics tend to deteriorate. When a highly volatile solvent such as ether, methylene chloride or pentane is used, the extraction temperature should be 8 to 1
It is preferable to carry out extraction while maintaining the temperature at about 0 ° C. The extraction time is almost the same as when using methanol or the like.

The present inventors have further studied the above-mentioned aromatic essential oil component, and have found that Treyol isolated from the aromatic essential oil component has excellent aroma characteristics. As mentioned above, Treyol is reported to be detected as a volatile component of various essential oils. However, the odor characteristics of this product are completely unknown, and it is not known that it is useful as a fragrance. An example of the method for isolating treyol from the aromatic essential oil component will be described below. After adsorbing an organic solvent extract of cypress containing about 3% of treyol on silica gel for silica gel column chromatography, a non-polar solvent such as pentane, a polar solvent such as ether,
Alternatively, treyol can be easily isolated by eluting a proper combination of these mixed solvents. The isolated TREYOUL has a cypress-like aroma that is diffusible, and is milder and more refreshing than the concentrate of those extracted with various solvents such as methanol and ethanol, and has a slightly amber-like character. It had a fragrant and elegant scent. Trayol is added to the fragrance composition in the range of about 0.001 to about 30% by weight based on the total amount, although it varies depending on its purpose or the type of the fragrance composition. Hereinafter, the present invention will be described in more detail based on examples. In the following examples, parts and% mean parts by weight and% by weight, respectively, unless otherwise specified.

Example 1 500 g of cypress wood was shredded and immersed in 1000 ml of 95% ethanol for 1 week. After soaking, decantation filtration separation was performed to obtain an extract. The extract was distilled under reduced pressure to remove ethanol and the ethanol extract was concentrated to 20 g.
(Yield 4% by weight, Trayol content about 3%) was obtained. The concentrate had a very soothing cypress aroma. Usually, the scent of cypress means the scent of essential oil obtained by steam distillation. Compared with the scent of this essential oil, there was no squeezing, and it was judged to be very useful as a fragrance. In addition, the above-mentioned concentrate (treyol content of about 3
%) Was adsorbed on silica gel for silica gel column chromatography and then treated with an extract solution in which the ether content was sequentially increased from 100% pentane, and the fractions extracted with the pentane-ether (50%: 50%) extract solution were collected. The concentrate A (distilled off extract) had a treyol content of 8%.
This concentrated solution A was further adsorbed on silica gel for silica gel column chromatography, and pentane-ether (96
%: 4%), and the concentrate B of the fraction extracted with the mixed solvent (distillation of the extract) had a treyol content of 90%. Using the concentrated solution B as a solvent, hexane-ethyl acetate (70%: 30
%) TREYOL (100% purity) was isolated by high performance liquid chromatography using a mixed solvent. It was confirmed using NMR, IR and MS that the isolated product was treyol. The isolated Treyol had a diffuse cypress-like aroma, was mild and refreshing, and had an elegant scent with a slight amber-like aroma.

Example 2 500 g of cypress wood was shredded and immersed in 1000 ml of ether for 1 week. After soaking, decantation filtration separation was performed to obtain an extract. The extract is distilled at atmospheric pressure to remove the ether,
35 g (yield: 7% by weight) of a concentrate obtained by extraction with ether was obtained. The fragrance of this concentrate was very good, with the natural, elegant fragrance typical of cypress. This concentrate was operated in the same manner as in Example 1 to separate treyol. This treyol showed the same aroma characteristics as the treyol obtained in Example 1.

Example 3 500 g of cypress wood was shredded and immersed in 1000 ml of 95% hexane for 1 week. After soaking, decantation filtration separation was performed to obtain an extract. The extract was distilled under atmospheric pressure to remove hexane, and 18 g (yield: 3.6% by weight) of a hexane-extracted concentrate was obtained. The fragrance of this concentrate was light, woody and slightly spicy. This concentrate was operated in the same manner as in Example 1 to separate treyol. The aroma of this treyol showed the same aroma characteristics as the treyol obtained in Example 1.

Example 4 The following components were mixed as a herbal-woody bath fragrance composition.

A novel fragrance composition was prepared by mixing 95 g of the above composition with 5 g of the hinoki cypress ethanol concentrate obtained in Example 1. This newly prepared perfume composition was compared with the above Herbal-Woody-prepared perfume composition to which the concentrate was not added, by 10 expert panelists. As a result, all 10 expert panelists have added the concentrate to the newly prepared fragrance composition, which has an enhanced herbal-woody aroma and captures the characteristics of a rich natural cypress-like aroma. He also said that it is far superior in terms of sustainability. In the above Examples, 5 g each of a Hinoki ether concentrate, a hexane concentrate and TREYOOL were blended in place of the Hinoki ethanol concentrate to prepare a new blended fragrance composition. All the fragrance compositions were the same as the fragrance compositions containing the ethanol concentrate, which were the results of the sensory test by 10 specialized panelists.

Example 5 The following components were mixed as a lyre-type prepared perfume composition.

A novel fragrance composition was prepared by mixing 94 g of the above composition with 6 g of the cypress ether concentrate obtained in Example 2. The fragrance of this newly prepared fragrance composition and the fragrance of the above-mentioned lira-type prepared fragrance composition without the addition of the concentrate were compared by 10 expert panelists.
As a result, the new blended fragrance composition in which all of the 10 professional panelists added the concentrate has a woody floral scent enhanced, catches the characteristics of natural cypress-like scent, and is remarkably durable. It was said to be excellent. In the above example, 6 g of each of a cypress ethanol concentrate, a hexane concentrate and threol were blended in place of the cypress ether concentrate to prepare a newly prepared fragrance composition. All the fragrance compositions were the same as the fragrance compositions containing the ether concentrate, which were the results of the sensory test by 10 professional panelists.

[0014]

EFFECTS OF THE INVENTION According to the present invention, a fragrance composition having a woody, cedar-like, cypress-like odor characteristic and containing hinoki solvent concentrate and / or treyol as an active ingredient,
Alternatively, a bath fragrance composition is provided.

 ─────────────────────────────────────────────────── ─── Continuation of the front page (72) Inventor Nariyuki Tamo, 335 Kayajuku, Nakahara-ku, Kawasaki City, Kanagawa Prefecture

Claims (2)

[Claims] 1. A perfume composition comprising a cypress solvent extract and / or treyol as an active ingredient. 2. A bath fragrance composition comprising a cypress solvent extract and / or treyol as an active ingredient.