KR101072040B1 - Perfume composition for expressing the fragrance of Thymus quinquecostatus var. japonica Hara - Google Patents

Abstract

The present invention relates to a fragrance composition reproducing the odor of the island thyme, more specifically, thymol (phymol), p -cymene analyzed as a odor component of the island thyme of Ulleungdo, a natural monument by the SPME method , γ-Terpinene, β-Bisabolene, β-Caryophyllene, Isothymol, Myrcene, Campor, 1 Octal-3-ol (1-Octen-3-ol), limonene (Limonene), densyl acetate (Thymyl acetate), benzaldehyde (benzaldehyde) and α- terpinene (α-Terpinene), artificial additives such as linalyl The present invention relates to a fragrance composition which contains benzoate and florol to reproduce the odor of island thyme with excellent palatability.

Island Thyme * Fragrance * Linalyl Benzoate * Florol * Chimol * p-cymene * γ-terpinene

Description

Perfume composition for expressing the fragrance of Thymus quinquecostatus var. japonica Hara}

The present invention relates to a fragrance composition reproducing the odor of the island thyme, more specifically, thymol (phymol), p -cymene analyzed as a odor component of the island thyme of Ulleungdo, a natural monument by the SPME method , γ-Terpinene, β-Bisabolene, β-Caryophyllene, Isothymol, Myrcene, Campor, 1 Octal-3-ol (1-Octen-3-ol), limonene (Limonene), densyl acetate (Thymyl acetate), benzaldehyde (benzaldehyde) and α- terpinene (α-Terpinene), artificial additives such as linalyl The present invention relates to a fragrance composition which contains benzoate and florol to reproduce the odor of island thyme with excellent palatability.

Island Thyme is a deciduous shrub with the calliphytic plant Lamiaceae, and its scent resembles thyme, which is named as thyme, but has larger leaves and flowers than thyme. It grows mostly in the rocky seashore and grows to 20-30cm in height with many branches. The leaves are opposite each other, oval or oval in egg shape, about 15mm long, with flat edges, and occupy front and back sides. Flowers bloom pale pink in June-July, about 1cm in length, running densely in the inflorescences, and small peduncles have hairs. Calyx and corolla are 2 lip and 4 stamens. Fruit is a division of division and ripens dark red in September ~ October. Plant as garden water and use stem and leaves as medicinal herbs. It is a Korean special plant that grows on Ulleungdo Island.

There may be various ways to reproduce the scent of the island thyme. For example, a solvent extraction method for making the aromatic component of the island thyme flavor in the form of Absolute and steam distillation method for making the scent component an essential oil in a conventional manner. However, the methods require high heat during the extraction process, the process is complicated and takes a lot of time, and in the case of island thyme fragrance is weak at high temperatures may be a lot different from the original odor.

Accordingly, the present inventors found that chimol, p- cymen and γ-terpinene are the main components of the thyme scent by using the SPME method which is effective in analyzing the odorants of living natural products, and prepared a combination perfume using the scent of thyme flavour. To reproduce the smell. However, as a result of performing the sensory test on the combination fragrance, it was found that these components alone could not reproduce the scent of the island thyme, artificial addition to the scents of the island thyme, p- cymen and γ-terpinene. In the case of further containing linalyl benzoate and florol as essential constituents, the present invention has been found to be excellent in palatability while reproducing the intrinsic odor of the island thyme.

Accordingly, it is an object of the present invention to provide a perfume composition which reproduces the smell of island thyme.

In addition, another object of the present invention is to provide an external composition for skin containing the perfume composition.

In order to achieve the above object, the present invention provides a flavor composition reproducing the odor of the island thyme containing the odor component, linalyl benzoate and florol as an active ingredient.

As described above, the fragrance composition according to the present invention is an thyme flavour by containing linalyl benzoate and florol in the main components of the thyme flavour, such as chimol, p -cymen and γ-terpinene analyzed by the SPME method. The odor can be reproduced, and the palatability of the odor can be improved.

The present invention is odor molar component of the island thyme, p -cymen and γ-terpinene; And linalyl benzoate and florol; and a flavor composition reproducing the odor of the island thyme containing as an active ingredient.

In addition, the perfume composition according to the present invention may further contain β-bisabolen, β-caryophyllene, isochimol, mircin, camphor, 1-octen-3-ol, limonene, dense acetate, benzaldehyde or α-terpinene. Can be.

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

First, the present inventors do not use a solvent and do not need pretreatment, so the SPME method (Solid Phase Micro Extraction; SUPELCO international, Vol. 13, No. 4, p. 9-10) can analyze the odor component quickly and simply. The fragrance component of island thyme was analyzed. The SPME method is advantageous for analyzing volatile components of highly volatile island thyme because the odor components adsorbed on the fiber can be quickly desorbed and injected into the GS-MS column without any special pretreatment. . In the present invention, a combination fragrance was prepared based on the flavor component of the island thyme analyzed by the SPME method, and the similarity with the island thyme flavor and palatability were performed through olfactory sensory test. Sensory tests were conducted by professional steering staff and the general public, and similarity with the taste of island thyme and palatability were evaluated by questionnaire.

As a result of analyzing the odor component of the thyme through the SPME method, the odor component of the thyme is chimol, p- cymene, γ-terpinene, β-bisabolene, β-caryophyllene, isochimol, mircin, camphor , 1-octen-3-ol, limonene, dense acetate, benzaldehyde, α-terpinene and other ingredients.

Based on the results of this analysis, linalyl, an artificial synthetic material, was made based on the high constituents of the odor component of the island thyme, that is, chimol, p- cymen and γ-terpinene, and considering the palatability of the fragrance composition. By adding benzoate and florol together, it was possible to provide a perfume composition having excellent palatability and reproducing the intrinsic odor of island thyme.

The fragrance composition according to the present invention is 27 to 39% by weight of zimol relative to the total weight of the composition, 14 to 20% by weight of p -cymene, 18 to 26% by weight of γ-terpinene, 4 to 6% by weight of linalyl benzoate and florol 4 It contains -8 weight%. In this case, when the thymol, p -cymene, γ-terpinene, linalyl benzoate and florol are used in an amount outside the above range, the odor similarity with the thyme scent is lowered and the palatability of the odor is not preferable. . Also most preferably linalyl benzoate and florol are mixed in a weight ratio of 1: 1 to 1: 2.

In addition, the fragrance composition according to the present invention is 3.7-10.0 wt% of β-bisabolene, 3.4-9.1 wt% of β-caryophyllene, 2.4-6.4 wt% of isochimol and mircin 1.5-3.9 wt. %, Campo 1.1-3.0 wt%, 1-octen-3-ol 1.1-2.9 wt%, limonene 0.5-1.7 wt%, dense acetate 0.5-1.0 wt%, benzaldehyde 0.3-1.0 wt% and α-terpinene 0.5- It may optionally further contain 1.0% by weight. Although these components are preferably used within the ranges set forth above, they do not significantly affect the flavor of the thyme flavour, and may be contained in an amount outside the above range unless they affect the reproduction of the thyme flavour. have.

The present invention also relates to an external preparation composition for skin containing the perfume composition. The fragrance composition according to the present invention can be formulated into external skin bases such as perfumes and cosmetics, and the blending amount can be appropriately selected and blended to achieve the desired effect according to the conventional techniques in the art.

Such external bases include, for example, ointments, lotions, soluble burns, suspensions, emulsions, creams, gels, sprays, powders, warning agents, patches or water pastes, but are not limited thereto. It can be formulated in any external base which has been prepared.

Hereinafter, the present invention will be described in more detail with reference to Examples, but the present invention is not limited thereto, and other applications, modifications, and the like of the present invention will be apparent to those skilled in the art.

REFERENCE EXAMPLE 1 Analysis of Flavor of Island Thyme Using SPME Method

The scent of Ulleungdo Island was selected as a strong scent and the fragrance components were collected by adsorbing the fragrance components onto a polyacrylate fiber coated with 85 μm of polyacrylate for 2 hours. The collection site was a mountain located in Taehari, Ulleung-gun, Gyeongsangbuk-do, and it was collected for two hours. After collecting the odor component, the fiber (Fiber) was sealed and transferred to the inlet of GC-MS, and then desorbed for 2 minutes, GC-MS analysis was performed. GC-MS analysis conditions are as follows:

<Analysis Condition>

Analyzer: HP 5890 II GC

Detector: HP 5972 MSD

Column: DB-1 (60m X 0.25mm X 0.25um)

Mobile phase gas: He

Injection temperature: 250 ° C

Detector temperature: 280 ℃

Oven temperature: 70-220 ° C. (3 ° C./min)

Ionization Voltage: 70eV

Desorption time: 2 minutes

The analysis results of the thyme flavour-flavored components analyzed by the SPME method are shown in Table 1 below.

Fragrance Content (% by weight) Den 30.25 p -cymen 19.74 γ-terpinene 16.56 β-bisabolene 2.87 β-caryophyllene 2.61 Isochi Mall 1.86 Mircin 1.14 Campo 0.86 1-octen-3-ol 0.84 Limonene 0.39 Compact acetate 0.38 Benzaldehyde 0.29 α-terpinene 0.29 Etc 21.92 Total content 100.00

As shown in the results of Table 1, the island thyme, chimol, p -cymene, γ-terpinene, β-bisabolene and β-caryophilene occupy 72.03% of the total odor component, these are main odor component I could confirm that.

[Test Example 1] Comparative sensory evaluation between the fragrance and the flavor of natural island thyme

Based on the results analyzed in Reference Example 1, after preparing a combination perfume (Sample B) having the composition of Table 2 newly prepared, the flavor similarity between the combination perfume and natural island thyme (Sample A) was verified through sensory evaluation. It was.

Fragrance Content (% by weight) Den 30.25 p -cymen 19.74 γ-terpinene 16.56 β-bisabolene 2.87 β-caryophyllene 2.61 Isochi Mall 1.86 Mircin 1.14 Campo 0.86 1-octen-3-ol 0.84 Limonene 0.39 Compact acetate 0.38 Benzaldehyde 0.29 α-terpinene 0.29 DPG 21.92 Total content 100.00

The sensory evaluation was performed on 20 general men and women aged 20 to 40 years, and each sample A of the island thyme pollen pollen and the smell of sample B of the combination perfume reproduced by the SPME method, and responded to the questionnaire of Table 3 below. As a result, the taste similarity (question 1) and the taste preference (question 2) of the sample A and the sample B were examined, and the results are shown in Table 4 below.

survey
(1) Question 1: How similar are the scents of Sample A and Sample B?
1) Not at all similar
2) Not very similar.
3) slightly similar.
4) Somewhat similar.
5) very similar.
(2) Question 2: How much do you like the smell of Sample B?
1) Not good at all
2) Not so good
3) It is so.
4) Slightly good
5) Very good

Evaluation Agent Question 1 (similarity) Question 2 (symbolic) One 2 One 2 3 2 3 2 2 4 3 3 5 2 2 6 3 2 7 2 3 8 One One 9 3 2 10 2 3 11 3 2 12 3 2 13 2 3 14 3 3 15 2 2 16 2 2 17 3 2 18 One 2 19 2 One 20 3 2 Average 2.35 2.10

As shown in the results of Table 4, Sample B of the combination fragrance was found to have a significant difference from the floral odor of the island thyme pollen, and also showed a low palatability.

[Test Example 2] odor analysis by professional evaluation team and odor comparison with island thyme

As shown in the results of Test Example 1, the combination fragrance composed of the components analyzed by the SPME method had little similarity to the natural thyme flavour. Therefore, the expert evaluation group composed of the steering company performed the sensory evaluation for each flavor component of the island thyme. As a result, it was confirmed that the scent of the island thyme is composed of chimol, a scent component of cumin and thyme, p -cymen, and γ-terpinene, which are the main scent components of citrus fruits, among the odor components. Through this, it was confirmed that the flavor of the island thyme can be better reproduced when the three components are contained.

Example 1 Preparation of a New Combination Fragrance According to the Content Change of Three Main Components

From Test Example 2 it was confirmed that the main component of the original flavor of the island thyme is composed of chimol, p -cymen and γ-terpinene. Therefore, the present inventors prepared the combination flavors of Samples # 1 to # 6 as described in Table 5 below to contain the three components, so as to produce a palatable flavor while showing the flavor of the island thyme as it is.

Combination fragrances # 1 to # 6 were prepared by varying the total content of the three fragrances to 60 to 85 wt% while maintaining the ratio of these three components (unit: wt%).

Test Example 3 Sensory Evaluation of the Fragrances Prepared in Example 1

The six flavors of Example 1, which were newly combined, were subjected to sensory evaluation in the same manner as in Test Example 1 to determine flavor similarity and palatability with island thyme. On the other hand, after performing the comparative sensory evaluation of the two combination flavors, a 5-minute rest period was given so that there was no post-sensory paralysis. Sensory evaluation results on the taste similarity and palatability between the new combination flavor and the island thyme are shown in Table 6 below.

Evaluation Agent Question 1 (similarity) Question 2 (symbolity) Combination flavor number Combination flavor number #One #2 # 3 #4 # 5 # 6 #One #2 # 3 #4 # 5 # 6 One 2.0 3.0 3.0 4.0 3.0 3.0 2.0 3.0 3.0 2.0 2.0 1.0 2 1.0 2.0 3.0 3.0 2.0 2.0 3.0 4.0 3.0 3.0 2.0 2.0 3 3.0 3.0 4.0 3.0 3.0 3.0 3.0 3.0 3.0 2.0 2.0 1.0 4 2.0 3.0 3.0 3.0 2.0 2.0 2.0 2.0 3.0 3.0 3.0 2.0 5 2.0 3.0 2.0 2.0 3.0 3.0 3.0 3.0 4.0 3.0 3.0 3.0 6 2.0 2.0 3.0 3.0 3.0 2.0 3.0 4.0 3.0 2.0 2.0 2.0 7 3.0 3.0 3.0 4.0 4.0 3.0 2.0 2.0 3.0 3.0 3.0 2.0 8 3.0 3.0 4.0 3.0 3.0 2.0 2.0 2.0 2.0 3.0 3.0 2.0 9 2.0 3.0 4.0 3.0 2.0 2.0 2.0 3.0 3.0 3.0 2.0 2.0 10 2.0 2.0 2.0 2.0 3.0 3.0 3.0 4.0 4.0 3.0 3.0 2.0 11 2.0 3.0 3.0 4.0 3.0 2.0 2.0 3.0 2.0 3.0 2.0 2.0 12 3.0 4.0 3.0 3.0 3.0 2.0 3.0 3.0 2.0 2.0 2.0 2.0 13 2.0 3.0 4.0 3.0 2.0 3.0 2.0 2.0 2.0 2.0 3.0 3.0 14 2.0 2.0 2.0 2.0 3.0 3.0 3.0 4.0 3.0 3.0 3.0 2.0 15 3.0 3.0 4.0 3.0 3.0 2.0 2.0 2.0 3.0 3.0 3.0 3.0 16 2.0 2.0 3.0 3.0 3.0 3.0 2.0 2.0 2.0 2.0 2.0 3.0 17 2.0 3.0 4.0 3.0 2.0 2.0 3.0 3.0 4.0 3.0 3.0 3.0 18 2.0 3.0 3.0 2.0 2.0 2.0 2.0 2.0 2.0 3.0 3.0 2.0 19 3.0 3.0 4.0 3.0 2.0 2.0 2.0 2.0 2.0 3.0 2.0 2.0 20 2.0 3.0 3.0 2.0 2.0 2.0 2.0 2.0 3.0 3.0 2.0 2.0 Average 2.3 2.8 3.2 2.9 2.7 2.4 2.4 2.8 2.8 2.7 2.5 2.2

As shown in the results of Table 6, Sample # 3 having a total content of the main three components of the thyme flavoring ingredient 70% by weight showed the most similarity among the six combination flavors, Sample # 3, # 4 It was shown to have the best palatability, but both similarity and palatability were less than expected.

Example 2 Production of flavor-enhancing fragrance by analysis of professional evaluation group

In order to improve the similarity and palatability of Sample # 3, which was shown to be most similar to the odor of the island thyme in the results of Table 6, the total content of thimol, p -cymen and γ-terpinene was 70 weight as shown in Table 7 below. Maintained in%, and mixed with linalyl benzoate having a gentle floral fragrance and florol having an elegant floral fragrance, a new combination # fragrance of Sample # # to # # was prepared. Adjust the content of linalyl benzoate and florol in a concentration range of 2 to 10% so that the sum of the contents does not exceed 12%, and the other components may be adjusted to a total content of 100 according to the change in the content of linalyl benzoate and florol. Adjusted to fit (unit: weight percent).

[Test Example 4] Sensory evaluation of the combination perfume prepared in Example 2

The combination of the seven flavors (#, #, #, # d, # d, # hemp, # bar, #) of Example 2, the test to find the taste similarity and palatability with the island thyme Sensory evaluation was carried out in the same manner as in Example 1. On the other hand, after conducting the comparative sensory evaluation of the two combination flavors, a 5-minute rest period was given so that there was no post-sensory paralysis. Sensory evaluation results on the taste similarity and palatability of the new combination fragrance and island thyme are shown in Table 8 below.

Evaluation Agent Question 1 (similarity) Question 2 (symbolity) Combination flavor number Combination flavor number #end #I #All #la #hemp #bar #four #end #I #All #la #hemp #bar #four One 3 4 4 4 3 4 4 3 3 4 4 3 3 4 2 3 3 3 4 3 3 4 3 4 4 5 4 3 4 3 4 4 5 5 4 3 3 4 3 4 4 4 3 4 4 3 3 3 4 4 4 5 3 2 3 4 3 2 3 5 3 3 4 5 3 3 4 3 3 4 4 3 3 4 6 4 3 4 4 3 2 3 3 2 3 5 5 4 4 7 2 3 3 4 4 3 4 4 4 3 3 4 3 5 8 3 4 4 4 4 4 4 3 3 4 4 3 2 3 9 3 3 4 4 3 3 3 2 3 3 4 3 3 4 10 3 3 4 4 4 3 4 3 2 4 5 4 3 4 11 4 3 4 5 4 3 4 3 3 4 5 4 3 3 12 3 4 5 5 4 3 3 3 4 5 4 3 2 4 13 3 2 4 4 4 4 4 2 3 3 5 3 3 4 14 3 3 3 3 3 3 3 3 2 5 3 3 4 4 15 3 3 5 5 4 4 4 3 3 4 4 3 3 3 16 2 4 4 4 3 3 4 3 3 3 3 4 3 4 17 2 3 4 4 4 3 3 4 4 3 4 3 3 3 18 3 4 4 5 3 4 4 3 4 5 4 3 2 3 19 3 3 3 4 4 3 3 4 3 4 5 3 3 3 20 3 4 4 3 2 2 4 3 4 4 3 3 3 4 Average 3.0 3.3 3.9 4.2 3.5 3.2 3.7 3.1 3.1 3.8 4.1 3.4 2.9 3.7

As shown in the results of Table 8, 4-6% by weight of linalyl benzoate and 4-8% by weight of florol were contained in the main flavor component of the island thyme of chimol, p -cymen and γ-terpinene. When the ratio of nalyl benzoate to florol is 1: 1 to 1: 2, the odor of the island thyme can be more similarly reproduced, and it was confirmed that exhibiting excellent palatability (average 3.5 or more).

On the other hand, it contains less than 4 wt% or more than 6 wt% linalyl benzoate or less than 4 wt% or more than 8 wt% of fluorol, or the ratio of linalyl benzoate to florol is 1: 1 to When mixed in a ratio other than the weight ratio of 1: 2, it was found that the similarity and palatability of the odor were worse than the combination perfume containing no linalyl benzoate or fluorol (see Tables 6 and # 4).

Formulation Example 1

To prepare a perfume of Formulation Example 1 in a conventional manner by combining the perfume composition that reproduces the flavor of the island thyme according to the composition shown in Table 9 (unit: wt%).

ingredient content Island Thyme Fragrance Reproduction Combination Fragrance (#D of Example 2)
Alcohol
water
Pigment
Sunscreen 10
88
2
Suitable amount
Suitable amount

Claims (6)

Chimol with respect to the total composition weight (Thymol) 27 ~ 39 wt%, p - cymene (p -Cymene) 14 ~ 20% by weight, γ- terpinene (γ-Terpinene) flavor component of the island thyme consisting of 18-26% by weight A fragrance composition in which 4 to 6% by weight of linalyl benzoate and 4 to 8% by weight of florol are contained to reproduce the flavor of the island thyme. delete According to claim 1, wherein the fragrance composition is β-bisabolene (β-Bisabolene), β-Caryophyllene (β-Caryophyllene), Isothymol (Myrcene), Camphor (Camphor) , 1-octen-3-ol (1-Octen-3-ol), limonene (Limonene), dense acetate (Thymyl acetate), benzaldehyde (benzaldehyde) or α-terpinene (α-Terpinene) is characterized in that it further contains The fragrance composition which reproduced the fragrance of the island thyme. delete According to claim 3, wherein the fragrance composition is β-Bisabolene (3.7 to 10.0% by weight based on the total weight of the composition, β-Caryophyllene (β-Caryophyllene) 3.4 to 9.1% by weight, Isothymol ) 2.4-6.4 wt%, Myrcene 1.5-3.9 wt%, Campo 1.1-3.0 wt%, 1-octen-3-ol (1-Octen-3-ol) 1.1-2.9 wt% , 0.5-1.7% by weight of limonene, 0.5-1.0% by weight of compact acetate, 0.3-1.0% by weight of benzaldehyde and 0.5-1.0% by weight of α-terpinene Perfume composition reproducing the smell of island thyme, characterized in that. The external preparation composition for skin containing the fragrance composition as described in any one of Claims 1, 3, and 5.