Madonna lily floral fragrance composition

Abstract

To provide a Madonna Lily flower-like fragrance composition that reproduces the original aroma of Madonna Lily flowers and has a high natural feeling and palatability.SOLUTION: A Madonna Lily flower-like fragrance composition contains 0.5 to 3 pts.wt. of (B) benzaldehyde, 0.5 to 3 pts.wt of (C) limonene, 30 to 90 pts.wt. of (D) phenylethyl alcohol, 15 to 65 pts.wt. of (E) phenylethyl acetate, 15 to 65 pts.wt of (F) benzyl alcohol, 15 to 65 pts.wt. of (G) geraniol, and 2 to 10 pts.wt. of (H) indole, relative to 100 pts.wt. of (A) linalool. The Madonna Lily flower-like fragrance composition preferably further contains either or both 10 to 35 pts.wt. of (I) methyl jasmonate and 5 to 15 pts.wt. of (J) dimethyl anthranilate.SELECTED DRAWING: None

Description

[Technical Field]

[0001] The present invention relates to a fragrance composition that reproduces the scent of Madonna lily flowers. [Background technology]

[0002] Due to their beautiful appearance and excellent fragrance, lilies are one of the flowers that have been cultivated and loved by many people since prehistoric times. However, the low yield of lily oil makes industrial use of natural fragrances difficult, and they are not widely available. Furthermore, the scent of the natural fragrances (essential oils, absolutes) obtained is significantly different from that of fresh flowers (Non-Patent Documents 1 and 2). Research into lily fragrance analysis has been conducted for a long time, and lily base (a compound fragrance) has been prepared and used based on the results of that analysis (Patent Document 1).

[0003] Among these lilies, the Madonna lily (Lilium candidum) is a type of lily native to the Mediterranean coastal region of southern Europe, and in early summer it produces five beautiful white flowers, each about 10 centimeters in diameter, that bloom from the end of the stem.These flowers have transparent white petals and a pleasant fragrance, which is why they have long been used as ornamental plants and as fragrances.

[0004] However, although Non-Patent Documents 1 and 2 state that a very small amount of natural fragrance (absolute) is produced and analyzed for Madonna lilies, there are few examples of such analysis, and the natural fragrance is not actually available on the market. When you actually smell the scent of fresh Madonna lilies, it is a fresh and clean scent that cannot be imagined from these analysis examples.

[0005] Furthermore, there are currently no lily bases on the market that faithfully reproduce the original fresh and pure scent of fresh Madonna lilies; most of the products currently on the market are either compounds that imitate the scent of different types of lilies (such as mountain lilies) or compound fragrances that have a rich, sweet scent that is far removed from that of actual Madonna lilies (Non-Patent Document 2).

[0006] The inventors of the present invention collected the scent of fresh Madonna lilies (L. Candidum cv. Cascade Strain and L. Candidum var. Cernuum) using the headspace method and analyzed the scent emitted from the flowers themselves using gas chromatography-mass spectrometry and gas chromatography-olfactometry. As a result, they identified several dozen scent components that contribute to the scent of fresh flowers and attempted to reproduce that scent. [Prior art documents] [Patent documents]

[0007] [Patent Document 1] Patent 5305607 [Non-patent literature]

[0008] [Non-Patent Document 1] "Patent Office Gazette, Collection of Well-Known and Commonly Used Techniques (Fragrances), Part III, Fragrances for Cosmetics, Lily" (pp. 401-406), (Patent Office, June 15, 2001) [Non-patent document 2] "Carnation, Ylang-ylang, Lily, Lily of the Valley" Fragrance No. 124 (pp. 27-30), (Matazo Mashimo, 1979) Summary of the Invention [Problem to be solved by the invention]

[0009] An object of the present invention is to provide a Madonna lily flower-like fragrance composition that reproduces the original fragrance of fresh Madonna lilies and has a natural feel and is highly palatable. [Means for solving the problem]

[0010] In view of the above circumstances, the inventors of the present application conducted extensive research and found that the fresh, clean scent characteristic of Madonna lilies can be reproduced by mixing linalool, benzaldehyde, limonene, phenylethyl alcohol, phenylethyl acetate, benzyl alcohol, geraniol, and indole in a specific weight ratio, and preferably further mixing either or both of methyl jasmonate and dimethyl anthranilate in a specific weight ratio.

[0011] That is, the present invention provides a Madonna lily flower-like fragrance composition containing (A) linalool, (B) benzaldehyde, (C) limonene, (D) phenylethyl alcohol, (E) phenylethyl acetate, (F) benzyl alcohol, (G) geraniol, and (H) indole in the following proportions relative to 100 parts by weight of (A) linalool: 0.5 to 3 parts by weight of (B) benzaldehyde, 0.5 to 3 parts by weight of (C) limonene, 30 to 90 parts by weight of (D) phenylethyl alcohol, 15 to 65 parts by weight of (E) phenylethyl acetate, 15 to 65 parts by weight of (F) benzyl alcohol, 15 to 65 parts by weight of (G) geraniol, and 2 to 10 parts by weight of (H) indole.

[0012] Preferably, the Madonna lily floral fragrance composition contains (A) to (H) in the above-mentioned weight part ratios, and further contains either or both of (I) methyl jasmonate in a ratio of 10 to 35 weight parts and (J) dimethyl anthranilate in a ratio of 5 to 15 weight parts per 100 weight parts of (A) linalool.

[0013] The present invention provides cosmetics, indoor and outdoor fragrances, etc., which contain the above fragrance composition. [Effects of the Invention]

[0014] The fragrance composition of the present invention reproduces the refreshing, clean, and highly palatable scent unique to Madonna lilies, and is a fragrance composition that combines a natural and fresh feel not found in conventional lily-based fragrances, making it useful as a fragrance for cosmetics and indoor / outdoor fragrances. DETAILED DESCRIPTION OF THE INVENTION

[0015] Madonna lilies are a type of lily native to the Mediterranean coastal region, with beautiful, transparent white petals and a refreshing, pleasant fragrance. The fragrance of these flowers is different from the rich, sweet fragrance of lilies currently available on the market.

[0016] The fragrance composition of the present invention contains (A) linalool, (B) benzaldehyde, (C) limonene, (D) phenylethyl alcohol, (E) phenylethyl acetate, (F) benzyl alcohol, (G) geraniol, and (H) indole, and preferably further contains either or both of (I) methyl jasmonate and (J) dimethyl anthranilate.

[0017] The (A) linalool, (B) benzaldehyde, (C) limonene, (D) phenylethyl alcohol, (E) phenylethyl acetate, (F) benzyl alcohol, (G) geraniol, (H) indole, (I) methyl jasmonate, and (J) dimethyl anthranilate used in the present invention are known ingredients.

[0018] Additionally, (I) methyl jasmonate and (J) dimethyl anthranilate are not commonly used in lily bases and are not found in natural essential oils.

[0019] The fragrance composition of the present invention reproduces the refreshing, clean, and highly palatable scent of Madonna lily flowers by containing, per 100 parts by weight of (A) linalool, 0.5 to 3 parts by weight of (B) benzaldehyde, 0.5 to 3 parts by weight of (C) limonene, 30 to 90 parts by weight of (D) phenylethyl alcohol, 15 to 65 parts by weight of (E) phenylethyl acetate, 15 to 65 parts by weight of (F) benzyl alcohol, 15 to 65 parts by weight of (G) geraniol, and 2 to 10 parts by weight of (H) indole. Preferably, the fragrance composition further contains, per 100 parts by weight of (A) linalool, 10 to 35 parts by weight of (I) methyl jasmonate and / or 5 to 15 parts by weight of (J) dimethyl anthranilate.

[0020] The fragrance composition of the present invention may contain alcohols commonly used as solvents, such as ethanol, polyhydric alcohols such as dipropylene glycol, and esters such as triethyl citrate, to the extent that the Madonna lily floral fragrance is not impaired.

[0021] If necessary, the composition may also contain solubilizers, stabilizers, antioxidants, ultraviolet absorbers, colorants, and the like, which are generally used in perfume preparations.

[0022] Similarly, components commonly used as perfumes, such as hydrocarbons, alcohols, aldehydes, ketones, and esters, may be contained within the range that does not impair the Madonna lily floral fragrance.

[0023] The fragrance composition of the present invention can be applied to cosmetics such as perfumes, eau de parfum, eau de toilette, eau de cologne, lotions, emulsions, creams, foundations, soaps, body washes, shampoos, rinses, treatments, and hair styling products.

[0024] The fragrance composition of the present invention can be used as an indoor / outdoor fragrance in liquid, mist, gel, solid, or other form.

[0025] The fragrance composition of the present invention can be used in cosmetics and indoor / outdoor fragrances together with other blended fragrances such as floral, citrus, green, oriental, and chypre fragrances.

[0026] The content of the fragrance composition of the present invention in the above-mentioned cosmetics and indoor / outdoor fragrances is not particularly limited, but is preferably about 0.0001 to 30% by weight as a normal amount of fragrance added. [Example]

[0027] The present invention will be described in more detail below with reference to examples. However, the present invention is not limited to these examples. Contents are expressed in weight percent unless otherwise specified.

[0028] The fragrance compositions listed in Tables 1 to 4 below were prepared, and their fragrances were evaluated according to the evaluation methods and criteria shown below, and the results are shown in each table.

[0029] (Preparation method) Components (A) to (J) and dipropylene glycol as an adjusting solvent were added to the formulations shown in Tables 1 to 4 to prepare fragrance compositions.

[0030] (Experiment 1: Evaluation of Madonna Lily Fragrance Similarity) Three fragrance expert panelists who had confirmed the scent of Madonna lily flowers evaluated the "scent similarity" of the fragrance compositions of the Examples and Comparative Examples shown in Tables 1 to 3 below, calculated the average scores, and judged them according to the following criteria. (Score): (Scent similarity) 6: Very similar 5: Very similar 4: Similar 3: Somewhat dissimilar 2: Not very similar 1: Not similar (Judgment): (Average score) ◎: 5 points or more ○: 4 points or more but less than 5 points △: 3 points or more but less than 4 points ×: Less than 3 points

[0031] [Table 1]

[0032] [Table 2]

[0033] [Table 3]

[0034] As shown in Tables 1 and 2, the fragrance compositions of Examples 1 to 19 were highly similar to the scent of Madonna lily flowers and were favorable.

[0035] On the other hand, in Comparative Examples 1 to 14 in Table 3, in which the content of each component was changed, the similarity was not high.

[0036] (Experiment 2: Evaluation of fragrance composition fragrance notes) A total of six panelists, consisting of three fragrance specialists and three general panelists, evaluated the fragrance compositions of Examples 20 to 28 shown in Table 4 below in comparison with Example 1 from the perspectives of "naturalness of fragrance" and "fragrance preference," and the average scores for each were added up and judged according to the following criteria. (Rating): (Natural scent) 6: It feels very natural 5: Feels natural 4: Feels a little natural 3: Feels somewhat natural 2: It doesn't feel very natural 1: Doesn't feel natural (Score): (Aroma preference) 6: Very good 5: Favorable 4: Somewhat favorable 3: Somewhat unfavorable 2: Undesirable 1: Very unfavorable (Judgment): (Total average score) ◎: 10 points or more ○: 8 points or more but less than 10 points △: 6 points or more but less than 8 points ×: Less than 5 points

[0037] [Table 4]

[0038] Compared to Example 1, the fragrance compositions of Examples 20 and 21 had a good fragrance tone from the viewpoint of "natural feeling," and Examples 22 and 23 had a good fragrance tone from the viewpoint of "preference." Furthermore, Examples 24 to 28, which contained both components (I) and (J), were particularly excellent.

[0039] Example 29 Madonna lily floral fragrance composition (L. Candidum cv. Cascade Strain type) Formulation (wt%) 1. Linalool 25.00 2. Benzaldehyde 0.70 3. Limonene 0.25 4. Phenylethyl alcohol 15.00 5. Phenylethyl acetate 10.00 6. Benzyl alcohol 10.00 7. Geraniol 10.00 8. Indole 1.00 9. Methyl jasmonate 4.00 10. Dimethyl anthranilate 2.00 11. Methylheptenone 0.10 12. Add dipropylene glycol to make the total volume 100 [Manufacturing method] Mix ingredients 1 to 12 uniformly.

[0040] Example 30 Madonna lily floral fragrance composition (L. Candidum var. Cernuum type) Formulation (wt%) 1. Linalool 25.00 2. Benzaldehyde 0.13 3. Limonene 0.50 4. Phenylethyl alcohol 20.00 5. Phenylethyl acetate 13.00 6. Benzyl alcohol 10.00 7. Geraniol 15.00 8. Indole 1.50 9. Methyl jasmonate 7.00 10. Methyl cinnamate 0.50 11. Methylheptenone 0.10 12. Add triethyl citrate to make the total volume 100 [Manufacturing method] Mix ingredients 1 to 12 uniformly.

[0041] Example 31 Lotion with Madonna lily flower-like fragrance Formulation (wt%) 1. 1,3-butylene glycol 8.00 2. Glycerin 2.00 3. Xanthan gum 0.02 4. Citric acid 0.01 5. Sodium citrate 0.10 6. Ethanol 5.00 7. Methyl parahydroxybenzoate 0.10 8. Polyoxyethylene hydrogenated castor oil (40E.O.) 0.10 9. Fragrance composition of Example 1 0.02 10. Add purified water to make the total volume 100 [Manufacturing method] Components 1 to 5 and 10 are dissolved uniformly, and components 6 to 9 are dissolved uniformly. The two are mixed and filtered to obtain the product.

[0042] Example 32 Cream with Madonna lily flower-like fragrance Formulation (wt%) 1. Fragrance composition of Example 16 0.10 2. Polyglyceryl-10 Isostearate 1.30 3. Polyglyceryl-10 Myristate 1.30 4. Glycerin 4.50 5. Dimethicone 10.00 6. Diphenylsiloxyphenyl Trimethicone 10.00 7. EDTA-2Na 0.05 8. Carboxyvinyl polymer 0.30 9. 1,3-butylene glycol 10.00 10. Methyl parahydroxybenzoate 0.30 11. AMPD 0.15 12. Add purified water to make the total volume 100 [Manufacturing Method] Heat and mix ingredients 2-6, maintain at 70°C to form the oil phase. Heat and dissolve ingredients 7-12, mix, maintain at 70°C to form the water phase. Add the water phase to the oil phase and emulsify, cool while stirring, add ingredient 1 at 45°C, and further cool to 30°C to form the product.

[0043] Example 33 Madonna lily Eau de Toilette with floral fragrance Formulation (wt%) 1. Ethanol 85.00 2. Fragrance composition of Example 20 9.00 3. Blended fragrance (floral bouquet) 1.00 4. Add purified water to make the total volume 100 [Manufacturing method] After ingredients 1 to 3 are mixed uniformly, ingredient 4 is added, mixed uniformly, and filtered to obtain the product.

[0044] Example 34 Solid perfume with floral and fruity notes Formulation (wt%) 1. Ceresin 10.00 2. Microcrystalline wax 15.00 3. Sorbitan sesquioleate 0.20 4. Isotridecyl isononanoate 25.00 5. Octyldodecyl myristate 17.75 6. Dextrin palmitate 2.00 7. Tocopherol 0.05 8. Spherical anhydrous silica 25.00 9. Fragrance composition of Example 28 2.50 10. Blended fragrance (floral / fruity) 2.50 [Manufacturing Method] After heating and dissolving ingredients 1-7, add ingredient 8 and mix. Then degas and heat again until dissolved, then add ingredients 9 and 10 and mix evenly. Fill the resulting mixture into a dish-shaped container, allow it to cool, and then use it as a finished product. [Industrial Applicability]

[0045] The fragrance composition of the present invention can impart the refreshing, clean, and highly palatable scent characteristic of Madonna lilies to cosmetics such as perfumes, eau de parfum, eau de toilette, eau de cologne, lotions, emulsions, creams, foundations, soaps, body washes, shampoos, rinses, treatments, and hair styling products, as well as indoor and outdoor fragrances in liquid, mist, gel, solid, etc. Furthermore, it can also be applied to daily necessities such as laundry detergents, fabric softeners, and kitchen detergents, as well as hygiene products such as tissue paper and paper towels.

Claims

1. It contains (A) linalool, (B) benzaldehyde, (C) limonene, (D) phenylethyl alcohol, (E) phenylethyl acetate, (F) benzyl alcohol, (G) geraniol, and (H) indole, and the amount of (B) benzaldehyde is 0.5 to 3 parts by weight, (C) limonene is 0.5 to 3 parts by weight, (D) phenylethyl alcohol is 30 to 90 parts by weight, and (E) phenylethyl acetate is 0.5 to 3 parts by weight per 100 parts by weight of linalool. A Madonna lily floral fragrance composition comprising (A) linalool in a ratio of 15 to 65 parts by weight, (F) benzyl alcohol in a ratio of 15 to 65 parts by weight, (G) geraniol in a ratio of 15 to 65 parts by weight, and (H) indole in a ratio of 2 to 10 parts by weight, and further comprising either or both of (I) methyl jasmonate in a ratio of 10 to 35 parts by weight and (J) dimethyl anthranilate in a ratio of 5 to 15 parts by weight per 100 parts by weight of linalool.

2. A cosmetic composition comprising the fragrance composition according to claim 1.

3. An indoor / outdoor fragrance composition containing the fragrance composition of claim 1.

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