JP7014527B2 - A fragrance composition that reproduces the scent of white lotus flowers - Google Patents

Description

The present invention relates to a fragrance composition that reproduces the scent of white lotus flowers, and more specifically, pentadecane, 1,4-dimethoxybenzene, which has been analyzed as the scent component of white lotus flowers by the SPME method. The present invention relates to a fragrance composition that reproduces the fragrance of white lotus flowers having excellent palatability by adding 2-phenylethyl alcohol to heptadecane, sabinene, limonene, myrcene, α-terpineol and the like.

The lotus (Nelumbo nucifera Gaertner) is a perennial herbaceous plant belonging to the water lily family, which grows in ponds, but is also cultivated in fields. The roots are long laterally, cylindrical, with many nodes, and the tip becomes particularly thick in autumn. The leaves emerge from the rhizome and extend high above the water, are almost circular, white-green, and the veins spread in all directions, with a diameter of about 40 cm and are not very wet with water. The petioles are cylindrical and have short thorn-like protrusions. The flowers bloom in July and August, are 15 to 20 cm in diameter, and are pale red or white. The red lotus is called red lotus, and the white lotus is called white lotus. The peduncle has thorns like a petiole and has one flower at the tip. The calyx is green and falls quickly, the petals are 8-12 cm long, 3-7 cm wide, obovate, blunt, the flower bed is large and spongy, 10 cm long and 10 cm in diameter, and the surface is flat. The fruits are oval, about 2 cm long and edible. It originates in India and has been cultivated in Korea for about 500 years (Encyclopedia of Korean Culture, Academy of Korean Studies). In particular, the white lotus [White Lotus reseeded in Muan], which is abundant in Muan, South Korea, has the same scientific name as the above-mentioned lotus (Nelumbo nucifera Gaertner), but has the same scientific name as the Nelumbo nucifera Gaertner, but the size of the leaves, flowers, roots, and stems. It is larger than other lotus and has a reddish bud tip edge, and on the first day when the flower blooms, the petal edge blooms a little red, but over time it gradually becomes pure white and blooms. From the 3rd day, the petals begin to fall.

Despite the rich scent of white lotus flowers and their considerable value as fragrances, scientific research to reproduce the scent of white lotus flowers is inadequate. In particular, the white lotus flower produced in Muan has a special fragrance due to the geographical and soil characteristics of Jeollanam-do, so it was decided to start research as a fragrance.

There are various possible methods for reproducing the scent of white lotus flowers produced by Tsutomu. For example, there are a solvent extraction method in which the scent component of the white lotus flower produced by Koan is made into the form of flower essential oil (Absolute), and a steam distillation method in which the scent component is made into the essential oil. However, in the above method, high heat must be applied in the extraction process, and the treatment process is complicated and takes a lot of time. In the case of flowers, there is a limit that it is difficult to receive sufficient raw materials.

Recently, in order to make up for such a defect, a head space method such as the SPME method [Solid Phase MicroExtraction; (Non-Patent Document 1)] has been developed. Unlike the conventional extraction method, the headspace method has an advantage that it does not use a solvent, does not require pretreatment, and can analyze odor components quickly and easily. On the other hand, although a highly volatile odor component is easy to analyze, a fragrance component having low volatility or a large molecular weight has a drawback that it is not easy to analyze by this method.

On the other hand, GC (Gas Chromatography) is widely used for the analysis of all odorous components because it is a very useful instrumental analysis for qualitative and quantitative analysis of volatile substances. However, among the fragrance components, there are fragrance components that have a very low threshold value and strongly express a scent even at a low concentration, while there are volatile components that have a very high threshold value and cannot express a scent even at a high concentration. Therefore, it cannot be said that the volatile component mainly quantitatively discovered by GC is not necessarily the main odor component of a specific substance. In order to solve such a problem, a method of GC-O (Non-Patent Document 2) has been developed and used. GC-O is a method for analyzing a scent component by a peak of a chromatogram and identifying a component that does not appear in the peak but actually produces a scent while directly smelling the scent.

SUPELCO international, Vol.13, No.4, p.9-10 Gas Chromatography Olfactometry, Guth H, Grosch W (1993) Lebensm Wiss U Technol, 196, 22-28

Therefore, the present inventors attempted to reproduce the scent of white lotus flowers produced by Tsukuyasu by using the SPME method, which is effective for analyzing the scent of living natural products. The main component of the fragrance analyzed by the SPME method could not reproduce the odor of the white lotus flower produced by Tsukuan, but when 2-phenylethyl alcohol was used together, the fragrance peculiar to the white lotus flower produced by Koan was reproduced. It was discovered that it showed excellent palatability, and the present invention was completed.

Therefore, an object of the present invention is to provide a fragrance composition that reproduces the fragrance peculiar to the white lotus flower produced by Tsutomu.

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

In order to achieve the above object, the present invention provides a fragrance composition that reproduces the odor of a white lotus flower containing a fragrance component of a white lotus flower and 2-phenylethyl alcohol.

The present invention also provides a skin external preparation composition containing the fragrance composition and an article for fragrance.

The fragrance composition according to the present invention contains 2-phenylethyl alcohol together with the main components of the fragrance of white lotus flowers such as pentadecane, 1,4-dimethoxybenzene, heptadecane, sabinen, limonene, myrcene and α-terpineol. As a result, the scent of white lotus flowers can be reproduced, and the palatability of the scent can be improved.

Unless otherwise defined, all technical and scientific terms used herein have the same meaning as would normally be understood by a skilled expert in the art to which the invention belongs. In general, the nomenclature used herein is well known and commonly used in the art.

INDUSTRIAL APPLICABILITY The present invention relates to pentadecane, 1,4-dimethoxybenzene (1,4-Dimethoxybene, heptadecane), and sabinene, which are the main odorous components of white lotus flower (Nelumbo nucifera Gaertner). A fragrance that reproduces the scent of white lotus flowers containing limonene), myrcene, α-terpineol, and 2-phenylethyl alcohol, which is an artificial synthetic substance, as active ingredients. It relates to a composition.

The fragrance composition includes β-cariophyllene, 1,8-cineole, terpinene-4-ol, linalool, and α-pinene (1,8-cineole). It may be characterized by further containing α-pinene), α-thugene, β-pinene, and α-terpinene as secondary odor components. ..

Hereinafter, the present invention will be described in more detail.
The composition according to the present invention is a 2-phenylethyl alcohol which is an artificial synthetic substance together with a scent component of a white lotus flower, particularly a scent component of a white lotus flower produced in Muan, which inhabits the Kaisan white lotus pond in Jeollanam-do. By containing as an essential ingredient, it is possible to reproduce the unique scent of Muan white lotus flowers, improve the similarity of the scent with the actual Muan white lotus flowers, and show excellent palatability. .. Even the same species of white lotus flower (Nelumbo nonadecane Gaertner) may have a special scent depending on the geographical and soil characteristics of the habitat, but this is the white lotus flower collected in Fuyo, Chungcheongnam-do, Korea. As a result of SPME analysis of the aroma components of Pentadecane, 27.6% by weight of Pentadecane, 16.57% by weight of 1-Heptadecane, 6 (Z), 9 (E). )-Heptadecane [6 (Z), 9 (E) -Heptadecane] 15.28% by weight, 1-pentadecane 7.59% by weight, Nonadecane 4.15% by weight, Heptadecane It is composed of 2.67% by weight, 2.05% by weight of dimethylhydroquinone, etc., and there is a considerable difference from the main odor component of the white lotus flower produced by Heptadecane of the present invention. You can know.

As the main component among the odor components of the white lotus flower of the present invention, pentadecane, 1,4-dimethoxybenzene, heptadecane, sabinene, limonene, myrcene, α-terpinene and the like may be used, and are secondary. As the component, β-cariophyllene, 1,8-cineole, terpinene 4ol, linalool, α-pinene, α-thujene, β-pinene, α-terpinene and the like may be used.

The fragrance composition according to the present invention contains 23 to 44% by weight of pentadecane, preferably 30 to 35% by weight, and 23 to 44% by weight of 1,4-dimethoxybenzene, preferably 30 to 30% by weight, based on the total weight of the composition. 35% by weight, heptadecane 6-14% by weight, preferably 8-12% by weight, terpinene 4.5-6.5% by weight, preferably 5.2-5.9% by weight, limonen 1.5- 3.5% by weight, preferably 1.8-2.8% by weight, Milsen 1-3% by weight, preferably 1.8-2.3% by weight, α-terpinene 1-2.6% by weight, Preferably 1.4 to 2.2% by weight, β-cariophyllene is 1.5 to 3.5% by weight, preferably 2 to 3% by weight, and 1,8-cineole is 1 to 3% by weight, preferably 1. 5 to 2.5% by weight, terpinene 4ol 0.8 to 2.8% by weight, preferably 1.3 to 2.3% by weight, linalol 0.6 to 1.8% by weight, preferably 0. 9 to 1.5% by weight, α-pinene 0.5 to 1.1% by weight, preferably 0.6 to 1% by weight, α-tsugen 0.5 to 0.9% by weight, preferably 0. 6 to 0.8% by weight, β-pinene 0.28 to 0.68% by weight, preferably 0.38 to 0.58% by weight, α-terpinene 0.2 to 0.5% by weight, preferably 0. It can contain 3 to 0.4% by weight and 2-phenylethyl alcohol in an amount of 1 to 3.5% by weight, preferably 2 to 3% by weight.

Pentadecane, 1,4-dimethoxybenzene, heptadecane, sabinene, limonene, myrcene, α-terpineol, and 2-phenylethyl alcohol, which are artificial synthetic substances, are the main components for reproducing the scent of white lotus flowers. When it is used in a range outside the above range, the similarity of the scent with the white lotus flower is weakened, and the palatability of the scent is also lowered, which is not preferable. However, other secondary components such as β-cariophyllene, 1,8-cineole, terpinene4ol, linalool, α-pinene, α-thujene, β-pinene and α-terpinene components are used within the above range. However, since it does not significantly affect the scent of pinene flowers, it may be contained in an amount outside the above range as long as it does not affect the reproduction of the scent of pinene flowers.

The present invention also relates to a skin external preparation composition containing the fragrance composition. The fragrance composition according to the present invention includes perfume, softening lotion, astringent lotion, nutritional lotion, eye cream, nutritional cream, massage cream, cleansing cream, cleansing foam, cleansing water, powder, essence, shampoo, rinse, pack, etc. It may be added to an external base for skin including ointments, lotions, solubilized phases, suspensions, emulsions, creams, gels, sprays, poultices, plasters, patches or cosmetics such as Moolpas (liquid coating). However, the present invention is not limited to these, and may be blended with any external preparation known in the art. The blending amount can be appropriately selected and blended in order to achieve the desired effect based on the conventional technology in the industry.

The present invention also relates to an aromatic article containing the fragrance composition. The fragrance composition according to the present invention may be contained in fragrances, deodorants, diffusers, candles, oils, gels, beads, plug-ins, etc. and commercialized as fragrance articles, but is limited thereto. is not it.

On the other hand, in the present invention, the SPME method can be used as an analysis method for the fragrance component of the white lotus flower. In the SPME method, the odorous component adsorbed on the fiber may be rapidly desorbed and injected into the GS-MS column without any special pretreatment, and the analysis time can be significantly shortened, so that it is volatile. It is advantageous for analyzing the fragrance component of the strong white lotus flower. In addition, the SPME method is simpler and easier to concentrate than the conventional pretreatment method, is not bound by the form of the matrix, and does not use an organic solvent, so that the contamination of the sample and the generation rate of by-products can be significantly reduced. It has the advantage of increasing the credibility of the derivation result.

In the present invention, a compounded fragrance is created based on the fragrance component of the white lotus flower analyzed by the SPME method, and the similarity with the fragrance of the white lotus flower and the taste of the fragrance are scented. It was done through a sensory test. Sensory tests were performed by professional perfumers and the general public, and the similarity to the scent of white lotus flowers and the taste of the scent were evaluated through a questionnaire survey.

Hereinafter, the present invention will be described in more detail through examples. It is self-evident to those of ordinary skill in the art that these examples are merely exemplary of the invention and are not construed as limiting the scope of the invention by these examples. Therefore, it can be said that the substantial scope of the present invention is defined by the attached claims and their equivalents.

[Reference example 1] Analysis of the scent of white lotus flowers using the SPME method Select a single white lotus flower with a strong scent at the Kaisan white lotus pond in Ichiroku-eup, Muan-gun, Jeollanam-do, South Korea. The emitted odor component was adsorbed on a fiber coated with 85 μm of polyacrylate (Polyacrylate Fiber) for 2 hours to collect the odor component.

After collecting the odorous components, the fiber was sealed, transferred to the injection port of GC-MS, inserted, and then desorbed for 2 minutes, and GC-MS analysis was performed. The GC-MS analysis conditions are as follows.

Analytical conditions / analytical equipment: HP 5890 II GC
-Detector: HP 5972 MSD
-Column: DB-1 (60 m x 0.25 mm x 0.25 um)
-Mobile gas (Carrier Gas): He
-Injection Temperature: 250 ° C
-Detector Temperature: 280 ° C.
-Oven Temperature: 70 ° C to 220 ° C (3 ° C / min)
-Ionization Voltage: 70 eV
Desorption time: 2 minutes As a result, the fragrance components of the white lotus flower analyzed by the SPME method are as shown in Table 1 below.

As shown in Table 1, the white lotus flower contains pentadecane, 1,4-dimethoxybenzene, heptadecane, sabinene, limonene, myrcene, and α-terpineol as the main odor components, and these main components are 72. It was confirmed that it accounted for 23% by weight.

[Test Example 1] Comparative sensory evaluation of the fragrance composed by the analysis result and the fragrance of the natural white lotus flower A blended fragrance having the composition shown in Table 2 below newly composed based on the result analyzed in Reference Example 1. (Sample B) was produced, and the similarity between this fragrance and the fragrance of natural white lotus flower (Sample A) was verified through sensory evaluation.

The sensory evaluation was conducted on 20 general men and women aged 20 to 45 years, and the sample A of the fragrance component collected from the natural white lotus flower by the method of Reference Example 1 and the sample of the compounded fragrance reproduced by the SPME method. By smelling each of the fragrances of B and responding to the questionnaire in Table 3 below, the similarity of the fragrances of Sample A and Sample B (Question 1) and the preference of fragrances (Question 2) were investigated. .. The results are shown in Table 4.

As shown in Table 4, it was confirmed that the sample B, which is a blended fragrance, showed a large difference from the fragrance of the natural white lotus flower, and the palatability was also low.

[Test Example 2] Fragrance analysis by a professional evaluation team and fragrance comparison with white lotus flowers As shown in Test Example 1, the fragrance composition in which the components analyzed by the SPME method are artificially blended is natural. The similarity with the scent of white lotus flowers was very low.

Therefore, a professional evaluation team composed of perfumers performed sensory evaluations on each odor component of the white lotus flower. As a result, among the fragrance components of white lotus flowers, pentadecane that produces a waxy odor, 1,4-dimethoxybenzene that produces a sweet green odor, and waxy odor are produced. Heptadecan, sabinen with a woody spicy scent, limonen with a sweet citrus scent, milsen with a peppery spicy scent, pine wood scent. It was confirmed that the seven components of α-terpineol (α-terpineol) are the main components that produce the unique aroma of white lotus flowers.

[Example 1] Production of a new compounded fragrance by changing the content of the main component From Test Example 2, the main components of the original fragrance of the white lotus flower are pentadecane, 1,4-dimethoxybenzene, heptadecane, sabinene, limonene. It was confirmed that it was Myrcene and α-terpineol. Therefore, the present inventors have # 1 to # 4 as shown in Table 5 below in order to produce a fragrance having a good taste while containing these seven components and showing the fragrance of the white lotus flower as it is. Manufactured a new blended fragrance.

The compounded fragrances # 1 to # 4 were produced by changing the total content of the seven fragrances to 80 to 95% by weight while keeping the ratio of these seven main components constant (unit: weight%). The specific composition is shown in Table 5 below.

[Test Example 3] Sensory evaluation of the fragrance produced in Example 1 The four fragrances (# 1 to # 4) of Example 1 newly prepared have similarities and tastes to the fragrance of white lotus flowers. A sensory evaluation was carried out in the same manner as in Test Example 1 to examine the sex. On the other hand, after performing a comparative sensory evaluation for the two blended fragrances, a break time of 5 minutes was given to prevent the phenomenon of numbness of the sense of smell. Table 6 below shows the sensory evaluation results regarding the fragrance similarity and palatability of the newly formulated fragrance and the white lotus flower.

As shown in Table 6 above, sample # 3, in which the total content of the seven main components of the fragrance components of the white lotus flower accounts for 90% by weight, has the best similarity and palatability among the four compounded fragrances. Was shown to have. However, it was found that both similarity and palatability did not meet expectations.

[Example 2] Manufacture of fragrance-improving fragrance by analysis by expert evaluation team To improve the fragrance similarity and palatability of sample # 3, which was shown to be most similar to the fragrance of white lotus flower in Table 6 above. In addition, as shown in Table 7 below, pentadecane, 1,4-dimethoxybenzene, heptadecane, sabinen, limonene, myrcene, and α-terpineol were maintained at a content of 90% by weight (same as sample # 3 in Table 6). , 2-Phenylethyl alcohol, which is an artificial synthetic substance, was further added thereto to prepare a new compounded fragrance sample of #a to #to.

At this time, 2-phenylethyl alcohol was selected as the artificial synthetic substance at the discretion of a group of experts of incense makers, the content standard of 2-phenylethyl alcohol was set, and 2-phenylethyl alcohol was set to 0 accordingly. Add while changing the content to 5.5% by weight, 1.0% by weight, 1.5% by weight, 2.0% by weight, 2.5% by weight, 3.0% by weight, 3.5% by weight, etc. The components of 2-phenylethyl alcohol were adjusted to match the total content of 100 by changing the content of 2-phenylethyl alcohol. The composition of these remixed fragrances is as shown in Table 7 below.

[Comparative Example] Production of remixed fragrance by adding other artificially synthesized substances other than 2-phenylethyl alcohol The contents of the seven main fragrance components are the same as those of Example 2 above, and 2-phenyl is used as the artificially synthesized substance. Instead of adding ethyl alcohol, samples of #chi and #ri to which 3.0% by weight of hydroxycitronellal or benzyl acetate component, which is an artificial synthetic substance, are added are composed of the composition shown in Table 8 below. Manufactured in.

[Test Example 4] Sensory evaluation of the compounded fragrance produced in Example 2 The compounded fragrances of the seven (#a to #g) of Example 2 and the compounded fragrances of (#chi, #ri) of Comparative Example 2 On the other hand, in order to investigate the fragrance similarity with the white lotus flower and the fragrance preference, a sensory evaluation was carried out by the same method as in Test Example 1. On the other hand, after performing a comparative sensory evaluation for the two blended fragrances, a break time of 5 minutes was given to prevent the phenomenon of numbness of the sense of smell. The results of the fragrance similarity and odor preference between the new blended fragrance and the white lotus flower are shown in Tables 9 and 10 below.

As shown in Table 9, 2-phenylethyl alcohol is added to the main odor components of the white lotus flowers of pentadecane, 1,4-dimethoxybenzene, heptadecane, sabinene, limonene, myrcene, and α-terpineol with 1.5 to 3 In the case of #ha, #dii, #e, and #f containing in the range of 0.0% by weight, it was confirmed that the similarity and palatability of the odor was high (average 4.0 exceeded). In particular, in the case of #d, #e, and #f containing 2-phenylethyl alcohol in the range of 2.0 to 3.0% by weight, the odor similarity with the white lotus flower and the odor preference. It was confirmed that the sex was very good and the scent of white lotus flowers could be reproduced well (average 4.4 or more).

On the other hand, it was found that when 2-phenylethyl alcohol was contained in an amount of less than 1.5% by weight or more than 3% by weight, the similarity and palatability of the aroma were rather lowered.

Further, as shown in Table 10, when the artificial synthetic substance contains a hydroxycitronellal component or a benzyl acetate component in an amount of 3.0% by weight instead of 2-phenylethyl alcohol, the similarity and preference are 2-. It was found to be significantly lower than when it contained phenylethyl alcohol. From this, it was confirmed that 2-phenylethyl alcohol is the most suitable as an artificial synthetic substance capable of maximizing the palatability while reproducing the scent of white lotus flowers.

[Example 3] Manufacture of a fragrance containing only the main fragrance component of the white lotus flower and the artificial synthetic substance The components of the samples # ha to # in Table 7 above, which have high odor similarity and palatability with the white lotus flower. Sample # Nu- # Wa, which is a compounded fragrance containing different contents of 7 main fragrance components and 2-phenylethyl alcohol, which is an artificial synthetic substance, excluding secondary fragrance components in the composition. Was manufactured (Table 11).

As a result of investigating the similarity and palatability of fragrance with respect to the samples #nu to #wa in Table 11 by performing the same sensory evaluation as in Test Example 1, the similarity was an average of 4 from #nu to #wa. It was shown that the average taste was 4.50 points at .45 points, and it was confirmed that the similarity and taste of the scent with the white lotus flower could be maintained to some extent even if the secondary scent component was removed. did it.

[Dosage form example]
As described above, a perfume composition having a similarity to the scent of white lotus flowers (sample # f in Table 7 above) is blended with alcohol, water, pigments, and an ultraviolet blocking agent to obtain the perfume in Table 12 below. Manufactured.

Although the specific parts of the content of the present invention have been described in detail above, such a specific technique is merely a preferred embodiment for a person having ordinary knowledge in the art, thereby the present invention. It is clear that the scope of the invention is not limited. Therefore, it can be said that the substantial scope of the present invention is defined by the attached claims and their equivalents.

Claims (7)

It contains the main fragrance component of white lotus flower and 2-phenylethyl alcohol as active ingredients, and the main fragrance component of white lotus flower is pentadecane, 1,4-dimethoxybenzene, heptadecane, sabinen, limonene, myrcene, and A fragrance composition that reproduces the scent of white lotus flowers, characterized by being composed of α-terpineol . The fragrance composition further contains β-cariophyllene, 1,8-cineole, terpinene 4ol, linalool, α-pinene, α-thujene, β-pinene, and α-terpinene as secondary fragrance components. A fragrance composition that reproduces the scent of white lotus flower according to claim 1 . The fragrance composition contains 23 to 44% by weight of pentadecane, 23 to 44% by weight of 1,4-dimethoxybenzene, 6 to 14% by weight of heptadecane, and 4.5 to 4.5% by weight of sabinene, based on the total weight of the composition. The first aspect of the present invention is characterized by containing 6.5% by weight of limonene, 1.5 to 3.5% by weight of limonene, 1 to 3% by weight of Milsen, and 1 to 2.6% by weight of α-terpineol. A fragrance composition that reproduces the scent of the described white lotus flower. The fragrance composition contains 1.5 to 3.5% by weight of β-cariophyllene, 1 to 3% by weight of 1,8-cineole, and 0.8 to 2% of terpinene 4ol with respect to the total weight of the composition. 0.8% by weight, linalol 0.6-1.8% by weight, α-pinene 0.5-1.1% by weight, α-tunen 0.5-0.9% by weight, β-pinene 0 A fragrance composition that reproduces the scent of white lotus flowers according to claim 2 , which contains .28 to 0.68% by weight and 0.2 to 0.5% by weight of α-terpinene. The 2-phenylethyl alcohol is contained in an amount of 1.5 to 3.0% by weight based on the total weight of the composition, and the fragrance of the white lotus flower according to claim 1 is reproduced. Fragrance composition. A skin external preparation composition containing the fragrance composition according to any one of claims 1 to 5 . An article for fragrance containing the fragrance composition according to any one of claims 1 to 5 .