KR20230084707A - Fragrance composition for expressing the fragrance of flower of Lagerstroemia indica L. - Google Patents

Abstract

By analyzing the scent of the delicately scented crape myrtle flower by the Solid Phase Micro Extraction (SPME method), Benzyl Acetate was used to preserve the fragrant components of the crape myrtle flower and the complex floral scent unique to the crape myrtle flower. A cosmetic fragrance composition with excellent palatability while reproducing the unique fragrance of cruciferous flowers by including a floral base including Cyclamen Aldehyde, Hydroxycitronellal, and Phenylethyl alcohol It is about.

Description

Fragrance composition for expressing the fragrance of flower of Lagerstroemia indica L.}

The present invention relates to a perfume composition having excellent palatability while reproducing the unique scent of Lagerstroemia indica L. flowers.

The crape myrtle tree was called ‘baekilhong (百日紅)’ because it blooms for more than 100 days in midsummer. It is native to southern China and grows in the central, southern, southern coast, and Jeju Island of Korea. It is a deciduous broad-leaved arboreous tree with a height of 5 to 6 m. Flowers are bisexual, bloom in red in July-September, and run in panicle at the end of branches. The petals are divided into 6 pieces along with the calyx and have many wrinkles, and the fruits are capsules with a wide oval shape and ripen in October. Because it likes sunlight, there are many cases where a single tree stands alone in a sunny place, spreading its branches and blooming. Since ancient times, it is said that there was at least one tree in a place where scholars recited classical music, so the baelong tree can be said to be one of the three major flowering trees representing summer in Korea, along with the rose of Sharon and the silk tree.

The flowers of crape myrtle are red in color and have a rich sweetness and a scent like Rose White Floral.

There may be several methods for reproducing the fragrance of these flowers of crucian carp. For example, as a conventional method, there is a solvent extraction method in which fragrance components are converted into essential oils using a solvent, and a steam distillation method in which fragrance components are converted into essential oils. However, the above methods require the application of high heat 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 scent, and it may be difficult to extract the oil when the scent intensity is weak.

In order to compensate for these disadvantages, a head space method and a solid phase micro extraction method (SPME method) have been developed. Among them, the SPME method is disclosed in a thesis (SUPELCO international, Vol.13, No.4, p.9-10), and the entirety of the thesis is incorporated herein by reference. Unlike conventional extraction methods, the SPME method does not use solvents and does not require pretreatment, so it can quickly and conveniently analyze fragrance components. However, in the case of manufacturing a fragrance with only the main components of the fragrance analyzed in this way, the similarity is low and the preference is not sufficient, so there is a limit to reproducing the fragrance of the object.

An object of the present invention is to provide a perfume composition capable of reproducing the unique fragrance of crape myrtle flowers and having excellent palatability.

In addition, another object of the present invention is to provide a cosmetic composition containing the perfume composition.

In one aspect, the present invention is a scent component of crape myrtle flowers; and a floral base, wherein the fragrance ingredients include Trans Ociemene, Caryophyllene and Alpha Farnesene; The floral base contains cyclamen aldehyde, benzyl acetate, hydroxycitronellal and phenylethyl alcohol, a perfume composition reproducing the fragrance of cruciferous flowers provides

In another aspect, the present invention provides a cosmetic composition comprising the perfume composition.

The perfume composition according to the present invention is composed of trans Ociemene, Caryophyllene, and Alpha Farnesene as a result of SPME analysis for reproducing the fragrance of cruciferous flowers by the SPME method. By containing a floral base composed of Benzylacetate, Cyclamen Aldehyde, Hydroxycitronellal, and Phenyl Ethyl Alcohol in the characterized perfume composition, the fragrance of cruciferous flowers can be reproduced, and the palatability of the fragrance can be improved.

Definition of Terms

The term "base" in the present specification is a base agent, that is, a fragrance representing the basis of a fragrance type in a combination fragrance, and is used as a single raw material by combining in an appropriate ratio for each representative fragrance in the industry. The base spice is the skeleton of the incense, but in addition to it, it refers to the spice blended for the purpose of modulating the divergence and spread of the fragrance in a small amount.

As used herein, "floral" refers to a floral scent such as rose, jasmine, hyacinth, lilac, and violet, which is basically the most commonly used scent in perfumery.

The term "floral base" in the present specification is a basic skeleton of fragrance, and is a fragrance to which a floral fragrance, which is basically the most commonly used fragrance, is imparted. For example, it may be a fragrance including cyclamen aldehyde, benzyl acetate, hydroxycitronellal, and phenylethyl alcohol.

Hereinafter, the present invention will be described in detail.

In one aspect, the present invention is a scent component of crape myrtle flowers; and a floral base, wherein the fragrance ingredients include Trans Ociemene, Caryophyllene and Alpha Farnesene; The floral base contains cyclamen aldehyde, benzyl acetate, hydroxycitronellal and phenylethyl alcohol, a perfume composition reproducing the fragrance of cruciferous flowers provides

In an exemplary embodiment, the perfume composition may include a floral base and a fragrance component in a weight ratio of 1:2-4. Specifically, the weight ratio of the floral base and the fragrance component is 1: 2 or more, 2.1 or more, 2.2 or more, 2.3 or more, 2.4 or more, 2.5 or more, 2.6 or more, 2.7 or more, 2.8 or more, 2.9 or more, 3 or more, 3.1 or more. , 3.2 or less, 3.3 or less, 3.4 or less, 3.5 or less, 3.6 or less, 3.7 or less, 3.8 or less, 3.9 or less, or 4 or less.

In an exemplary embodiment, the perfume composition may include 17 to 23% by weight of the floral base based on the total weight of the perfume composition. Specifically, the fruity sweet base is 17% by weight or more based on the total weight of the fragrance composition, 17.5 wt% or more, 18 wt% or more, 18.5 wt% or more, 19 wt% or more, 19.5 wt% or more, or 20 wt% or more, and 23 wt% or less, 22.5 wt% or less, 22 wt% or less, 21.5 wt% or less , 21% by weight or less, or may be included in an amount of 20.5% by weight or less.

In an exemplary embodiment, the perfume composition may include the perfume component in an amount of 48 to 66% by weight based on the total weight of the perfume composition. Specifically, the fragrance component is 48% by weight or more, 49% by weight or more, 50% by weight or more, 51% by weight or more, 52% by weight or more, 53% by weight or more, 54% by weight or more, 55% by weight or more based on the total weight of the perfume composition. % or more, or 56% or more, but 66% or less, 65% or less, 64% or less, 63% or less, 62% or less, 61% or less, 60% or less, 59% or less, It may be included in an amount of 58% by weight or less, or 57% by weight or less.

In an exemplary embodiment, the perfume composition contains 36 to 50% by weight of Trans Ociemene, 7 to 9% by weight of Caryophyllene and alpha farnesene (based on the total weight of the perfume composition). Alpha Farnesene) may be included in an amount of 5 to 7% by weight.

Specifically, the trans ociemene is 36% by weight or more, 37% by weight or more, 38% by weight or more, 39% by weight or more, 40% by weight or more, 41% by weight or more, 42% by weight or more based on the total weight of the perfume composition. greater than or equal to 42.5% by weight, but less than or equal to 50%, less than or equal to 49%, less than or equal to 48%, less than or equal to 47%, less than or equal to 46%, less than or equal to 45%, less than or equal to 44%, or less than or equal to 43% by weight can be included in the amount of

In addition, Caryophyllene is present in an amount of 7% by weight or more, 7.1% by weight or more, 7.2% by weight or more, 7.3% by weight or more, 7.4% by weight or more, 7.5% by weight or more, 7.6% by weight or more, based on the total weight of the perfume composition. 7.7 wt% or more, 7.8 wt% or more, 7.9 wt% or more, or 8 wt% or more, and 9 wt% or less, 8.9 wt% or less, 8.8 wt% or less, 8.7 wt% or less, 8.6 wt% or less, 8.5 wt% or less, 8.4% by weight or less, 8.3% by weight or less, 8.2% by weight or less, or 8.1% by weight or less.

In addition, alpha farnesene is present in an amount of 5% by weight or more, 5.1% by weight or more, 5.2% by weight or more, 5.3% by weight or more, 5.4% by weight or more, 5.5% by weight or more, 5.6% by weight or more based on the total weight of the perfume composition. , 5.7 wt% or more, 5.8 wt% or more, 5.9 wt% or more, or 6 wt% or more, and 7 wt% or less, 6.9 wt% or less, 6.8 wt% or less, 6.7 wt% or less, 6.6 wt% or less, 6.5 wt% or less % or less, 6.4 wt% or less, 6.3 wt% or less, 6.2 wt% or less, or 6.1 wt% or less.

In an exemplary embodiment, the perfume composition includes 2-heptanone, Para cresol Methyl Ether, Cis-Ocimene, Myrcene, and limonene ( D-Limonene) may further include one or more selected from the group consisting of.

In an exemplary embodiment, the perfume composition contains 6 to 8.5% by weight of 2-heptanone and 4.5 to 6.5% by weight of para cresol methyl ether, based on the total weight of the perfume composition. %, cis-Ocimene in an amount of 3.5 to 5% by weight, myrcene in an amount of 2.7 to 4% by weight, or limonene (D-Limonene) in an amount of 1.8 to 3% by weight.

Specifically, 2-heptanone is 6% by weight or more, 6.5% by weight or more, or 7% by weight or more, and 8.5% by weight or less, 8% by weight or less, or 7.5% by weight based on the total weight of the perfume composition. It can be included in the following amounts.

In addition, para cresol methyl ether (Para cresol Methyl Ether) may be included in an amount of 4.5% by weight or more, 5% by weight or more, or 5.5% by weight or more, 6.5% by weight or less, or 6% by weight based on the total weight of the perfume composition. there is.

In addition, Cis-Ocimene may be included in an amount of 3.5% by weight or more or 4% by weight or more and 5% by weight or less or 4.5% by weight or less based on the total weight of the perfume composition.

In addition, Myrcene is included in an amount of 2.7% by weight or more, 3% by weight or more, or 3.3% by weight or more, and 4% by weight or less, 3.7% by weight or less, or 3.5% by weight or less based on the total weight of the perfume composition. can

In addition, limonene (D-Limonene) is 1.8% by weight or more, 2% by weight or more, 2.2% by weight or more, or 2.4% by weight or more based on the total weight of the perfume composition, and 3% by weight or less, 2.8% by weight or less, or 2.6% by weight or less % or less.

In the present invention, Trans Ociemene, Caryophyllene, Alpha Farnesene, and the floral base, which are the main ingredients for reproducing the scent and taste of cruciferous flowers, can be used in a range outside the above range. In this case, it is not preferable because the similarity of the scent of cruciferous flowers is lowered and the palatability of the scent is also lowered. However, other minor ingredients such as 2-heptanone, Para cresol Methyl Ether, Cis-Ocimene, Myrcene, and D-Limonene It is preferable to use it within the above range, but it may be included in an amount outside the above range as long as it does not affect the reproduction of the scent of crape myrtle flowers.

In an exemplary embodiment, the floral base includes cyclamen aldehyde, benzyl acetate, hydroxycitronellal, and phenylethyl alcohol in a ratio of 1:5-7. : 5-7: It may be included in a weight ratio of 5-7.

Specifically, the weight ratio of the cyclamen aldehyde, benzyl acetate, hydroxycitronellal, and phenylethyl alcohol is 1: 5.1 or more, 5.2 or more, 5.3 or more, or 5.4 6.9 or less, 6.8 or less, 6.7 or less, 6.6 or less, 6.5 or less, 6.4 or less, 6.3 or less, 6.2 or less, or 6.1 or less: 5.1 or more; 5.2 or more; 5.3 or more; 5.4 or more; 5.5 or more; 5.6 or more; 5.7 or more; 5.8 or more; 6.3 or less, 6.2 or less, or 6.1 or less: 5.1 or more, 5.2 or more, 5.3 or more, 5.4 or more, 5.5 or more, 5.6 or more, 5.7 or more, 5.8 or more, 5.9 or more, or 6 or more, and 6.9 or less, 6.8 or less, 6.7 or less , 6.6 or less, 6.5 or less, 6.4 or less, 6.3 or less, 6.2 or less, or 6.1 or less.

In an exemplary embodiment, the fragrance component may include Trans Ociemene, Caryophyllene, and Alpha Farnesene in a weight ratio of 1:0.5-1.5:6.5-7.5. there is.

Specifically, the weight ratio of Trans Ociemene, Caryophyllene, and Alpha Farnesene is 1: 0.5 or more, 0.6 or more, 0.7 or more, 0.8 or more, 0.9 or more, 1 or more, 1.1 1.2 or less, 1.3 or less, 1.4 or less, or 1.5 or less: 6.5 or more, 6.6 or more, 6.7 or more, 6.8 or more, 6.9 or more, 7 or more, It may be a ratio of 7.1 or less, 7.2 or less, 7.3 or less, 7.4 or less, or 7.5 or less.

In an exemplary embodiment, the fragrance composition may be a composition for external application for skin.

In one aspect, the present invention provides a cosmetic composition comprising the perfume composition. The composition according to the present invention mixed in the above range can be formulated into cosmetic compositions such as body wash and body lotion, and the blending amount can be appropriately selected and blended to achieve the desired effect according to conventional techniques in the art. can

Hereinafter, the present invention will be described in more detail through examples and the like. These examples are only for illustrating the present invention, and the scope of the present invention is not limited by these examples. Anything that has substantially the same configuration and achieves the same effect as the technical concept described in the claims of the present invention is included in the technical scope of the present invention.

In the present invention, based on the scent components of crape myrtle flowers analyzed by the SPME method, a combined perfume was prepared, and the similarity of the scent and the preference of the scent of crucian carp flowers were performed through a sensory test. Sensory tests were conducted by professional perfumers and ordinary people, and the similarity and palatability of crape myrtle flowers were evaluated through a questionnaire survey.

[Reference Example 1] Fragrant analysis of cruciferous flowers using the SPME method

Fragrant components were collected by adsorbing fragrance components to polyacrylate fibers coated with 85 μm of polyacrylate for 2 hours at room temperature for cruciferous flowers in the Yongin research center site of Amorepacific.

After collecting the fragrance component, the fiber was sealed and transferred to the inlet of the GC-MS, and then detached for 2 minutes, followed by GC-MS analysis. GC-MS analysis conditions are as follows.

Assay conditions

. Analytical instrument: HP 5890 II GC

. Detector: HP 5972 MSD

. Column: DB-1 (60m X 0.25mm X 0.25㎛)

. Carrier Gas: He

. Injection Temperature: 250℃

. Detector Temperature: 280℃

. Oven Temperature: 70℃~220℃ (3℃/min)

. Ionization Voltage: 70eV

. Desorption time: 2 minutes

As a result, the fragrance components of cruciferous flowers analyzed by the SPME method are shown in Table 1 below.

Referring to Table 1, it can be seen that the main components of the crape myrtle flower fragrance include trans Ociemene, Caryophyllene, Alpha Farnesene, and the like.

[Test Example 1] Comparative Sensory Evaluation of Fragrant Flavors of Combinations of Analyzed Fragrance Components and Cucumber Flowers

Based on the above analyzed results, a newly prepared perfume combination (Comparative Example 1) having the composition shown in Table 2 was made, and the similarity of fragrance between this perfume and the actual flowers of crape myrtle was verified through sensory evaluation.

The sensory evaluation was conducted on 20 general men and women aged 20 to 40 years, and each of the fragrances of Comparative Example 1 of the synthetic fragrances reproduced by artificially combining the actual cruciferous flowers and each fragrance component analyzed by the SPME method was smelled, respectively. , The similarity of fragrance (question 1) and the palatability of fragrance (question 2) of Comparative Example 1 were investigated by having participants respond to the questionnaire in Table 3 below. The results are shown in Table 4 below.

As shown in Table 4, Comparative Example 1 of the combined spice was found to have a lot of difference from the actual crape myrtle flower, and the palatability was also low.

[Test Example 2] Comparison of odor analysis and cruciferous flowers by a professional evaluation team

As shown in Test Example 1, the perfume composition in which the ingredients analyzed by the SPME method were artificially formulated had no similarity to the flowers of the actual crape myrtle.

Accordingly, a professional evaluation group composed of perfumers performed a sensory evaluation on each of the fragrant components of cruciferous flowers. As a result, it was confirmed that among the scent components of crape myrtle flowers, trans ociemene, caryophyllene, and alpha farnesene are the main components that create the unique scent of crape myrtle flowers.

[Test Example 3] Preparation of a new combination of spices according to the content change of the main ingredients

From Test Example 2, it was confirmed that the main components of the original scent of cruciferous flowers were Trans Ociemene, Caryophyllene, and Alpha Farnesene. Therefore, the inventors of the present invention prepared new perfume combinations of Comparative Examples 2 to 5 as shown in Table 5 in order to prepare a perfume with good palatability while containing these three components and exhibiting the scent of cruciferous flowers as it is.

Combination perfume Comparative Examples 2 to 5 were prepared by changing the total content of the seven spices to 47.75 to 76.4% by weight while keeping the ratio of these seven components constant, and the specific composition is shown in Table 5 below.

[Test Example 4] Sensory evaluation of the spices prepared in Test Example 3

For the four flavors of Comparative Examples 2 to 5, which were newly combined, sensory evaluation was performed in the same manner as in Test Example 1 for similarity and palatability to the scent of crape myrtle flowers. On the other hand, after the comparative sensory evaluation of the two combined flavors, a 5-minute break was given to prevent olfactory and taste paralysis. The results of sensory evaluation on the similarity and palatability of the fragrance of the new combination spice and crape myrtle flowers are shown in Table 6 below.

As shown in Table 6, Sample Comparative Example 4, in which the total content of the five major components was 57.3% by weight, was shown to have the most outstanding similarity and palatability among the four flavor combinations, but both similarity and palatability did not meet expectations. appeared to be

[Test Example 5] Manufacture of fragrance improving fragrance by analysis by a professional evaluation team

In order to improve the similarity and palatability of the fragrances of Comparative Example 4, which showed the most similar fragrance of crape myrtle flowers in Table 6, as in Comparative Example 4, Trans Ociemene, Caryophyllene, Alpha Farnesene is included in an amount of 57.3% by weight, and Benzyl Acetate, Cyclamen Aldehyde, Hydroxycitronellal, A new perfume combination was prepared using a floral base containing phenyl ethyl alcohol. These four raw materials were used to supplement this part because Comparative Example 4, which was combined, lacked a fruity floral feeling and had a strong green fragrance. Benzyl Acetate is used for rich florals such as jasmine, Cyclamen Aldehyde and Hydroxycitronellal are used for a transparent floral fragrance, and Phenyl ethyl alcohol is used for fragrances such as jasmine. It is a fragrance that has a scent similar to that of a rose flower. At this time, the ratio of cyclamen aldehyde, benzyl acetate, hydroxycitronellal, and phenyl ethyl alcohol was 1:6:6:6 by the additive expert evaluation team. It is combined in a ratio and used as a floral base. The content standard was set by the judgment of the perfumer expert group, and was added while changing to 17% by weight, 19% by weight, 21% by weight, 23% by weight, 25% by weight, 27% by weight, and other ingredients were floral It was adjusted to match the total content of 100 according to the change in the content of the base. The composition of these recombinant spices is shown in Table 7 below.

[Test Example 6] Sensory evaluation of the flavor combinations prepared in Test Example 5

For the combined spices of Example 1, Example 2, Example 3, Example 4, Example 5, and Example 6 combined in Test Example 5, the similarity of fragrance and the preference of fragrance with crape myrtle flowers were evaluated. Sensory evaluation was performed in the same manner as in Test Example 1. On the other hand, after the comparative sensory evaluation of the two combined flavors, a 5-minute break was given to prevent olfactory paralysis. Table 8 shows the results of the sensory evaluation of the similarity of fragrance and the taste preference of the new perfume combination with crape myrtle flowers.

As shown in Table 8, 17% to 23% by weight of a floral base is added to the main fragrance components of cruciferous flowers, such as Trans Ociemene, Caryophyllene, and Alpha Farnesene. In the case of Examples 1 to 4 including in the range of, the similarity and palatability of fragrance are high (average greater than 3.5), and especially when the floral base is contained at 19% by weight, the similarity and palatability of the fragrance of cruciferous flowers are very excellent ( average of 4), it can be seen that the fragrance of cruciferous flowers can be well reproduced.

On the other hand, it can be seen that when the floral base is contained in an amount of 25% by weight or more, the similarity and preference of fragrance are rather lowered.

Claims (11)

Fragrance components of crape myrtle flowers; and a floral base,
The fragrance component includes Trans Ociemene, Caryophyllene and Alpha Farnesene;
The floral base includes cyclamen aldehyde, benzyl acetate, hydroxycitronellal and phenylethyl alcohol,
A fragrance composition that reproduces the scent of crape myrtle flowers. According to claim 1,
The fragrance composition comprises the floral base and the fragrance component in a weight ratio of 1: 2-4, the fragrance composition. According to claim 1,
Wherein the perfume composition comprises 15 to less than 25% by weight of the floral base based on the total weight of the perfume composition. According to claim 1,
Wherein the perfume composition comprises the perfume component in an amount of 48 to 66% by weight based on the total weight of the perfume composition. According to claim 1,
The perfume composition contains 36 to 50% by weight of Trans Ociemene, 7 to 9% by weight of Caryophyllene, and 5 to 7% by weight of Alpha Farnesene, based on the total weight of the perfume composition. A perfume composition comprising an amount of %. According to claim 1,
The perfume composition is from the group consisting of 2-heptanone, Para cresol Methyl Ether, Cis-Ocimene, Myrcene, and D-Limonene A fragrance composition further comprising one or more selected ones. According to claim 6,
The perfume composition contains 6 to 8.5% by weight of 2-heptanone, 4.5 to 6.5% by weight of Para cresol methyl ether, and cis-Osimene based on the total weight of the perfume composition. A perfume composition comprising 3.5 to 5% by weight of Ocimene, 2.7 to 4% by weight of Myrcene or 1.8 to 3% by weight of limonene (D-Limonene). According to claim 1,
The floral base contains Cyclamen Aldehyde, Benzyl Acetate, Hydroxycitronellal, and Phenyl ethyl alcohol in a ratio of 1:5-7:5-7:5-7 Containing in a weight ratio of, perfume composition. According to claim 1,
The fragrance component comprises Trans Ociemene, Caryophyllene and Alpha Farnesene in a weight ratio of 1: 0.5-1.5: 6.5-7.5. According to any one of claims 1 to 9,
The fragrance composition is a composition for external application for skin, a fragrance composition. A cosmetic composition comprising the perfume composition according to any one of claims 1 to 9.