KR102299416B1 - Perfume composition for expressing the fragrance of Chrysanthemum zaqadskii var. latilobum - Google Patents

Abstract

The composition according to the present invention is alpha-Thujone, Chrysanthenone, Beta-Thujone, Beta-Pinene, which are analyzed as a flavor component of Halla Gujeolcho by the SPME method. ), benzaldehyde, etc., by containing cis-3-hexenol, relates to a perfume composition having excellent palatability while reproducing the unique scent of Hallagujeolcho.

Description

Perfume composition for expressing the fragrance of Chrysanthemum zaqadskii var. latilobum}

The present invention relates to a perfume composition that reproduces the smell of Hallagujeolcho (Chrysanthemum zaqadskii var. latilobum).

Hallagujeolcho ( Chrysanthemum zaqadskii var. latilobum) is a perennial plant in the Asteraceae family that grows at an elevation of 1,300mm or higher in Mt. Halla. Compared to sanguk and chrysanthemum, the head is larger and hangs one at the end of the branch, and the guns are linear. It is called Hallagujeolcho because it blooms in the central festival around September at Mt. Halla. The height of the stem of Hallagujeolcho is about 20cm, and the underground tubercle grows sideways. The leaves are alternate, and the flowers are usually white and pink, and the flowers are usually white and pink. Hallagujeolcho blooms from September to October, and the fruiting season is from October to November.

The present invention was completed through research on the scent of Hallagujeolcho to reproduce the scent of Hallagujeolcho, which is difficult to smell in our surroundings, because it can be seen at an elevation of 1,300m or higher in Hallasan Mountain and to use it easily as a fragrance. did it

Among the conventional methods for reproducing the fragrance of Hallagujeolcho, for example, there is a solvent extraction method for making the fragrance component of Hallagujeolcho in the form of essential oil and a steam distillation method for making the fragrance component in the form of essential oil. However, the above methods have limitations in that high heat must be applied in the extraction process, and the processing process is complicated and takes a lot of time, so there may be a lot of difference from the original flavor.

Recently, in order to compensate for these shortcomings, various extraction methods have been developed. Among them, the Head Space method has the advantage that it does not use a solvent and does not require pre-treatment, unlike the conventional extraction method, and can analyze odor components quickly and conveniently. On the other hand, although odor components with good volatility are easy to analyze, odor components with low volatility or high molecular weight are not easy to analyze.

On the other hand, GC (Gas Chromatography) is a very useful instrumental analysis for qualitative and quantitative analysis of volatile substances, so it is widely used for analysis of all odor components. However, among the perfume ingredients, there are perfume ingredients that express a strong fragrance even at a low concentration, while there are also volatile ingredients that do not express a fragrance even at a high concentration. Therefore, it cannot be said that the volatile component, which is mainly quantitatively found through GC (Gas Chromatography), is necessarily the main odor component of a specific substance. To solve this problem, the method of GC-O (Gas Chromatography Olfactometry; Guth H, Grosch W (1993) Lebensm Wiss U Technol, 196, 22-28) has been developed and used, but GC-O (Gas Chromatography Olfactometry) is not While analyzing the fragrance component through the peak of the chromatogram, it is a method of identifying the component that does not appear as a peak while directly smelling the fragrance, but actually produces the fragrance. There is a problem in that the fragrance and quality depend on the performer.

Domestic Patent Application No. 10-2010-0072171

The present inventors use the SPME method to analyze the odorant substances of living natural products, α-Thujone, Chrysanthenone, Beta-Thujone, Beta-Pinene, and It was discovered that benzaldehyde and the like are the main components of the fragrance of Hallagujeolcho and tried to reproduce the fragrance of Hallagujeolcho using this.

Accordingly, an object of the present invention is to provide a perfume composition that can reproduce the unique scent of Hallagujeolcho and has excellent palatability.

Another object of the present invention is to provide an external preparation for skin containing the fragrance composition.

In order to achieve the above object of the present invention, the present invention provides a fragrance component of Halla Gujeolcho and germane D (Germacrene D), cis-linalool-3,6-oxide (cis-linalool-3,6-oxide) 2 - A perfume composition that reproduces the scent of Hallagujeolcho containing at least one of methyl butyric acid, linaool, and cis-3-Hexenol as an active ingredient. to provide.

As an example of the present invention, the fragrance components of Hallagujeolcho are alpha-thujone, chrysanthenone, beta-thujone, beta-pinene (β-Pinene) and benzaldehyde ( Benzaldehyde) may be a perfume composition, but is not limited thereto.

As an example of the present invention, the fragrance component of Hallagujeolcho may be a fragrance composition characterized in that it is a fragrance component analyzed by solid phase micro extraction (SPME method), but is not limited thereto.

As an example of the present invention, the fragrance composition may be a fragrance composition characterized in that the fragrance component of Hallagujeolcho is contained in an amount of 65 to 75% by weight in the total composition, but is not limited thereto.

As an example of the present invention, the perfume composition contains 18 to 40% by weight of α-Thujone, 18 to 40% by weight of Chrysanthenone, and 8 to 8% by weight of α-Thujone, based on the total weight of the composition. ~25% by weight, beta-Pinene (β-Pinene) 1 to 10% by weight, and benzaldehyde (Benzaldehyde) can be exemplified a perfume composition characterized in that it contains 1 to 10% by weight.

As an embodiment of the present invention, the cis-3-hexenol may be exemplified in a perfume composition characterized in that it contains 0.1 to 0.6% by weight based on the total weight of the composition.

As an example of the present invention, the perfume composition contains 2 to 15 wt% of Germcrene D, 2 to 15 wt% of cis-linalool-3,6-oxide , 2-methyl butyric acid (2-Methylbutric acid) 2 to 15% by weight and linaool (linaool) 2 to 15% by weight may be exemplified as a perfume composition comprising.

In addition, the present invention provides a composition for external application to the skin containing the fragrance composition prepared according to an embodiment of the present invention.

The perfume composition prepared according to the present invention was analyzed by the SPME method. By containing cis-3-hexenol in the fragrance component of Hallagujeolcho of aldehyde (Benzaldehyde), the fragrance of Hallagujeolcho can be reproduced and the palatability of the fragrance can be significantly improved.

The present invention relates to a perfume composition that reproduces the smell of Chrysanthemum zaqadskii var. latilobum containing the odor component of Chrysanthemum zaqadskii var. latilobum and cis-3-hexenol as active ingredients.

Hereinafter, the present invention will be described in more detail.

The fragrance composition according to the present invention analyzed the fragrance component of Hallagujeolcho to reproduce the fragrance of Hallagujeolcho and to easily use it as a fragrance.

As a feature of the present invention, there is provided a fragrance composition that reproduces the fragrance of Hallagujeolcho, which contains the fragrance component of Hallagujeolcho and cis-3-hexenol as active ingredients.

More specifically, the present invention is a fragrance component of Hallagu cheolcho; and Germacrene D, cis-linalool-3,6-oxide 2-Methylbutric acid, linaool and cis Provided is a perfume composition that reproduces the scent of Hallagujeolcho containing at least one of -3-hexenol as an active ingredient.

The odor component of Hallagujeolcho can be analyzed through various odor analysis methods. For example, the odor component of Halla Gujeolcho can be analyzed using the SPME method (Solid Phase Micro Extraction), but is not limited thereto. It is most advantageous for analyzing the fragrance components of Halla Gujeolcho as it is possible to quickly and easily analyze the fragrance components of highly volatile flowers by rapidly desorbing and injecting the scent components into the GS-MS column.

Based on the analysis result of the odor component of Hallagujeolcho through the SPME method, the odorant component of Hallagujeolcho is alpha-tuzone (α-Thujone), chrysanthenone, beta-tuzone (β-Thujone), beta- Pinene (β-Pinene), benzaldehyde (Benzaldehyde) and other components may be provided.

The present invention is alpha-thujone (α-Thujone), chrysanthenone (Chrysanthenone), beta-tuzone (β-Thujone), beta-pinene (β-Pinene) and benzaldehyde (Benzaldehyde) among the main fragrance components of the hallagujeolcho It is possible to provide a fragrance composition that reproduces the fragrance of Hallagujeolcho by containing it as a main fragrance component. By using the above five components as main flavoring ingredients, a perfume composition having the most similar smell to that of natural Hallagujeolcho can be prepared.

As a feature of the present invention, the alpha-tuzone (α-Thujone), chrysanthenone (Chrysanthenone), beta-tuzone (β-Thujone), beta-pinene (β-Pinene) and benzaldehyde (Benzaldehyde) of the fragrance component and artificial By containing cis-3-hexenol as an essential component as a synthetic material, the original flavor of Halla Gujeolcho can be reproduced. By including the cis-3-hexenol together with the fragrance component of Hallagujeolcho, it is surprisingly possible to prepare a perfume composition having more similarity to the original fragrance of Hallagujeolcho. Although the exact reason is unknown, it is possible to manufacture a high-quality perfume with the same fragrance as the first one until the last drop when using a perfume composition using cis-3-hexenol, which emits a fresh fragrance, together with the above-mentioned perfume ingredient. It has an amazing synergistic effect.

The germane D (Germacrene D), cis- linalool-3,6-oxide (cis-linalool-3,6-oxide), 2-methyl butyric acid (2-Methylbutric acid), linalool (linaool) or By adding these mixtures to the fragrance composition, the unique scent of Halla Gujeolcho can be reproduced more similarly, and furthermore, aromatherapy effects such as psychological stability and stress relief are added, so that consumers The effect of having excellent palatability is further doubled, thereby having the effect of a high-quality perfume composition.

As a component of the fragrance composition according to an embodiment of the present invention, alpha-thujone, chrysanthenone, beta-thujone, beta-pinene, -Pinene) and benzaldehyde (Benzaldehyde) may be contained in an amount of 65% to 75% by weight of the total fragrance composition, and when within the above range, the similarity with the original scent of Hallagujeolcho is the highest, and the palatability is also the most It is possible to provide a perfume composition of excellent high quality.

The perfume composition according to another embodiment of the present invention contains 18-40 wt% of alpha-thujone, 18-40 wt% of Chrysanthenone, and beta-tuzone (β) with respect to the total weight of the composition. -Thujone) 8 to 25% by weight, beta-Pinene 1 to 10% by weight and Benzaldehyde 1 to 10% by weight, Germanicrene D 2 to 15% by weight, cis- 2-15 wt% of linalool-3,6-oxide, 2-15 wt% of 2-methylbutric acid, and 2-15 wt% of linalool-3,6-oxide It may be further contained in weight % or a mixture thereof, but is not limited thereto.

More preferably, alpha-tuzone (α-Thujone) 20-30% by weight, chrysanthenone (Chrysanthenone) 20-30% by weight, beta-tuzone (β-Thujone) 10-15% by weight, beta-pinene (β -Pinene) 1-5 wt% and Benzaldehyde 1-5 wt%, Germanicrene D (Germacrene D) 5-10 wt%, cis-linalool-3,6-oxide (cis-linalool-3) ,6-oxide) 5 to 10% by weight, 2-methyl butyric acid (2-Methylbutric acid) 5 to 10% by weight, and linaool (linaool) may be a content of 5 to 10% by weight, but is not limited thereto.

In addition, cis-3-hexenol contained as an artificial additive in the perfume composition is not particularly limited, but may be contained in an amount of 0.1 to 0.6% by weight based on the total weight of the composition. , most preferably in an amount of 0.42 wt% to 0.50 wt%, it is the best because it is possible to reproduce the fragrance with the best similarity and palatability to the natural Halla Gujeolcho scent.

As the main ingredients for reproducing the fragrance of Hallagujeolcho, alpha-thujone, chrysanthenone, beta-thujone, beta-pinene (β-Pinene), benzaldehyde (Benzaldehyde) and cis-3-hexenol as an artificial additive, when used in an amount within the above range, has the highest odor similarity to Hallagujeolcho, and the palatability of the odor is also significantly increased, which is the best. In addition, it is most preferable to use within the content range of the additional ingredients, but as long as it does not affect the reproduction of the flavor of Halla Gujeolcho, it may be contained in an amount outside the above range.

In addition, it is possible to provide a composition for external application to the skin containing the fragrance composition prepared according to an embodiment of the present invention.

The perfume composition may be diluted and used according to the purpose of use, such as perfume, cosmetics, etc., and the dilution ratio is appropriately diluted in order to achieve the intended effect together with the substance to be additionally added according to the purpose. Can be used.

The perfume composition of the present invention can be used in combination with external skin materials such as perfumes and cosmetics, and the amount of blending can be appropriately selected and blended to achieve the desired effect according to conventional techniques in the art to prepare a composition for external application for skin. have.

The external material may include, but is not limited to, ointments, lotions, solubilized burns, suspensions, emulsions, creams, gels, sprays, patches, warnings, patches, or water pastes, for example, but is not limited thereto. It can be formulated with any substrate well known in

In addition, the composition for external application for skin containing the fragrance composition of the present invention may be a nutrient lotion, softening lotion, mist or perfume manufactured using the external application material, but is not particularly limited thereto.

In the present invention, based on the fragrance component of Hallagujeolcho analyzed by the SPME method, a combination fragrance that reproduces the fragrance of Hallagujeolcho is prepared according to the present invention, and the similarity with the natural fragrance of Hallagujeolcho and the palatability of the fragrance are olfactory sensory. This was done through inspection. The sensory test was conducted by a professional perfumer and a random general public, and the similarity with the natural scent of Halla Gujeolcho and the palatability of the scent were evaluated through a questionnaire survey.

Hereinafter, the present invention will be specifically described based on Examples and Comparative Examples. However, the following examples and comparative examples are merely illustrative, and the content of the present invention is not limited by the following examples.

Analysis of the fragrance of natural Halla Gujeolcho

(1) Analysis of scent of Halla Gujeolcho using SPME method

A single bunch of Halla Gujeolcho with a strong fragrance (source: Hantaek Botanical Garden) was selected and the fragrance components were collected by adsorbing the fragrance components to a polyacrylate fiber coated with 85㎛ polyacrylate for 2 hours. After collecting the odor component, the fiber was sealed, transferred to the GC-MS inlet, and then desorbed for 2 minutes, followed by GC-MS analysis. GC-MS analysis conditions are as follows.

The fragrance components of Halla Gujeolcho analyzed by the SPME method are shown in Table 1 below.

As shown in Table 1, Hallagujeolcho is alpha-thujone (α-Thujone), chrysanthenone, beta-tuzone (β-Thujone), beta-pinene (β-Pinene) and benzaldehyde (Benzaldehyde) is the main flavor component, indicating that these major components account for 69.55% of the total flavor component. Hereinafter, a sample of the fragrance component of Hallagujeolcho analyzed by the SPME method is referred to as Sample A.

(2) Analysis of the fragrance of Halla Gujeolcho by a professional evaluation team

A professional evaluation team composed of perfumers performed a sensory evaluation for each fragrance component of Halla Gujeolcho analyzed by the SPME method. As a result, among the perfume ingredients of Halla Gujeolcho, alpha- and beta-tubone, which create a minty-camphoraceous smell, chrysanthenone, which creates the basic bitter green flavor of chrysanthemum, It was confirmed that the above five components, beta-pinene, which produces dry woody piney, and benzaldehyde, which produces sweet almond aroma, are the main components that create the unique fragrance of Halla Gujeolcho.

[Example 1] Preparation of a new combination fragrance using the fragrance ingredient of Halla Gujeolcho

The five components of alpha-tuzone, chrysanthenone, beta-tubone, beta-pinene, and benzaldehyde, which are the main components of the analyzed original fragrance of Hallagujeolcho, are contained in 70% by weight of the total weight, and the fragrance of Hallagujeolcho is reproduced here. The content of cis-3-hexenol, which gives a unique flavor to It was added by changing the content in %. The composition of each fragrance combination is shown in Table 2 below.

[Example 2] Sensory evaluation of the combined fragrances prepared in Example 1

The sensory evaluation was performed for the fragrance similarity with natural Halla Gujeolcho and the palatability of the fragrance for the combined fragrances prepared in Example 1.

The sensory evaluation was conducted on 20 general men and women aged 20 to 45 years, and the natural Halla Gujeol plant pots (Sample A) and the combined fragrance (Sample B: #A to #Sa) reproduced by the present invention were each smelled. The similarity of smell (question 1) and taste preference (question 2) of sample A and sample B were investigated by letting them see and answering the questionnaire in Table 3 below. Each time the type of combination fragrance was changed, a break of 5 minutes was given to prevent parasthesia of the senses. The results are shown in Table 4.

As shown in Table 4 above, when cis-3-hexenol 0.40 to 0.52% by weight is contained in the main fragrance component of Hallagujeolcho of alpha-tubone, chrysanthenone, beta-tubone, beta-pinene and benzaldehyde, It was found that the scent of Halla Gujeolcho can be reproduced and the palatability is high (average of 3.05/5 or higher). In particular, when cis-3-hexenol is contained in an amount of 0.46 to 0.50% by weight (combination spices #ra, #ma, and #bar), it shows that the fragrance similarity to Hallagujeolcho and the taste palatability are the best (average 3.7/5 more than points).

[Comparative Example 1] Preparation of a new combination fragrance using the fragrance ingredient of Halla Gujeolcho

Without cis-3-hexenol, the total ?t amount of the five perfumes of Example 1, alpha-tuzone, chrysanthenone, beta-tubone, beta-pinene, and benzaldehyde, which are the main flavoring ingredients, was changed ( 60 to 90% by weight) was prepared with the perfume composition of Table 5 below.

[Comparative Example 2] Sensory evaluation of the combined fragrances prepared in Comparative Example 2

For the four combined fragrances prepared in Comparative Example 1, sensory evaluation was performed for similarity and palatability with the natural Halla Gujeolcho fragrance.

The sensory evaluation was performed in the same manner as in the sensory evaluation process of Example 2. 20 normal men and women aged 20 to 45 years old were targeted, and the natural Halla Gujeol plant potted plants (Sample A) and the combination fragrance reproduced by the present invention (Sample B: #1 to #4) were each smelled. By having them respond to the questionnaire in Table 3 above, the similarity of scent (question 1) and taste preference (question 2) between sample A and sample B was investigated. The results are shown in Table 6.

As shown in Table 6, sample #2, which accounts for 70% by weight of the total content of the five main ingredients, was found to have the best similarity and palatability among the four combination fragrances, but the similarity and preference to natural Hallagujeolcho When compared with the sensory evaluation results for showed

[Comparative Example 3] Preparation and sensory evaluation of a new combination fragrance using the fragrance component of Halla Gujeolcho

Combination fragrances having the fragrance composition shown in Table 7 below including DPG (dipropylene glycol) as an artificial additive were prepared. The similarity of smell between the combination spice and natural Halla Gujeolcho was verified through sensory evaluation in the same manner as in Comparative Example 2. The results are shown in Table 8.

As shown in Table 8, in the case of the combined fragrance prepared by including DPG (dipropylene glycol) instead of cis-3-hexenol, the DPG (dipropylene glycol) reproduces the original flavor of Hallagujeolcho. It was found that there was a lot of difference from the natural flower scent of Halla Gujeolcho as it acted as a hindrance factor, and the palatability was also found to be very low.

[Example 3]

A perfume composition having the composition shown in Table 9 below was prepared by blending a perfume composition having a scent similar to that of natural Hallagujeolcho as described above. As a result of tasting the perfume on 25 general people, it showed a very high degree of preference.

Claims (8)

with respect to the total weight of the composition,
Alpha-Thujone 18-40 wt%, Chrysanthenone 18-40 wt%, Beta-Thujone 8-25 wt%, Beta-Pinene 1-Pinene The fragrance component of Hallagujeolcho containing 10% by weight and 1 to 10% by weight of benzaldehyde; and
Germanicrene D 2-15 wt%, cis-linalool-3,6-oxide 2-15 wt%, 2-methylbutyric acid (2- Methylbutric acid) 2-15 wt%, linaool 2-15 wt%, and cis-3-hexenol 0.1-0.6 wt% Reproduce the scent of Hallagujeolcho as active ingredients A perfume composition.
delete The method of claim 1,
The fragrance composition of Hallagujeolcho is a fragrance component analyzed by a solid phase micro extraction method (SPME method).
The method of claim 1,
The fragrance composition is a fragrance composition, characterized in that it contains the fragrance component of Hallagujeolcho in an amount of 65 to 75% by weight in the total composition.
delete delete delete A composition for external application to the skin comprising the fragrance composition of any one of claims 1 and 3 to 4.