JP2010202618A - Fragrance composition - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide a fragrance composition having natural rose perfume of fresh and youth feeling, brightness and soft texture, hardly reproducible even by combining known rose-like perfume ingredients. <P>SOLUTION: There are provided a fragrance composition provided by adding 2-isopropyl-4-methylthiazole singly or with rose oxide, a production method thereof, and an imparting method of perfume to a fragrance composition, which method includes adding 2-isopropyl-4-methylthiazole to a base fragrance composition based on rose-like perfume. Natural rose perfume of fresh and youth feeling, brightness and soft texture is produced by adding 2-isopropyl-4-methylthiazole which is conventionally not elucidated as a perfume ingredient in rose extracts. <P>COPYRIGHT: (C)2010,JPO&INPIT

Description

  The present invention relates to a fragrance composition, particularly a fragrance composition having a rose-like fragrance.

  The fragrance of roses is so excellent that it is praised as “flowers in flowers” and has been used in various forms for thousands of years. Since ancient times, the scent of roses has not been superior to the scent of natural roses. In order to obtain the most typical and high-grade scent of roses, cosmetic compositions etc. are extracted from natural roses (petals). Natural rose essential oil has been blended and used. In this way, natural rose essential oil has been used for medicinal purposes or for ceremonies, as well as for the purpose of enjoying the fragrance since ancient BC. This natural rose essential oil has been extracted from petals such as the Rosa damasena or Rosa centifolia species in ancient times, and is the main component of the so-called “ancient rose-like fragrance”. It is a strong scent with a slight sweetness that does not change until it reaches, and its fragrance has not changed in the past and now.

  On the other hand, roses are based on the above-mentioned species such as Rosa damasena or Rosa centifolia. Crossing has seen an explosive increase in the number of varieties, which is said to reach 2,000,000, and this has led to significant changes in the scent of roses. The so-called modern roses are known as tea rose and hybrid tea rose. Recently, blue-based flowers developed by genetic manipulation, blue roses called blue roses, and blue moons have become popular. As for the scent component of rose, there are geraniol, citronellol, rose oxide, 2-phenylethyl alcohol, etc., and scent analysis has been performed so far, and hundreds of scent components are known.

In addition, as a rose-like blended fragrance, it is known that 2-methylthiazole is blended with a rose-damacena type or centfolia type rose-like blended fragrance (see Patent Document 1).
It is known that 2-isopropyl-4-methylthiazole in the present invention is contained in tea, a tropical fruit durian, and a yeast extract in nature (see Non-Patent Document 1 and Non-Patent Document 2). It has been mainly used as an ingredient in meat-like and tropical fruit-like flavor compositions. However, from the fragrance characteristics of this compound, its usefulness as a fragrance component has not been known.
Of course, there has been no report that 2-isopropyl-4-methylthiazole has been found in the aromatic components of roses.

JP 2006-219413 A

Hugo Weenen et al., J. Agric. Food Chem., 1996, 44, p.3291-3293 Jennifer M. Ames, American Chemical Society Symposium series, 1994, 564 (SULFUR COMPOUNDS IN FOODS), p.147-159

  However, it was difficult to reproduce the fresh and aromatic scent of roses even if they were combined with ingredients that were conventionally known as rose fragrances. Accordingly, an object of the present invention is to provide a fragrance composition having a natural rose scent with freshness, glossiness and soft texture.

  As a result of repeated studies to solve the problems of the prior art, the present inventors have isolated 2-isopropyl-4-methylthiazole, which has not been elucidated as an aroma component in rose essential oil, alone or rose. By adding it together with oxides, it is possible to create a natural rose fragrance with a freshness, luster and soft texture, and that fragrance is reminiscent of a blue rose. I found it. The present invention has been completed based on this finding.

  That is, the present invention includes the following contents.

(1) A fragrance composition characterized by adding 2-isopropyl-4-methylthiazole.
(2) The fragrance composition according to the above (1), which has a rose-like fragrance.
(3) The fragrance composition as described in (1) or (2) above, wherein 2-isopropyl-4-methylthiazole and rose oxide are added.
(4) The fragrance composition according to any one of (1) to (3) above, wherein the addition concentration of 2-isopropyl-4-methylthiazole in the fragrance composition is 0.1 ppm to 5000 ppm.
(5) Any of (1) to (4) above, wherein the mixing ratio of 2-isopropyl-4-methylthiazole and rose oxide in the fragrance composition is in the range of 1: 1 to 1: 250. A fragrance composition according to claim 1.
(6) A method for imparting fragrance to a fragrance composition, comprising adding 2-isopropyl-4-methylthiazole to a base fragrance composition based on a rose-like fragrance.
(7) The method for imparting fragrance according to (6) above, wherein the addition concentration of 2-isopropyl-4-methylthiazole in the fragrance composition is 0.1 ppm to 5000 ppm.
(8) The method for imparting fragrance according to (6) or (7), wherein the fragrance is one or more fragrant textures selected from freshness, glossiness, and soft texture.
(9) Cosmetics, quasi-drugs or miscellaneous goods, characterized in that the fragrance composition according to any one of (1) to (5) is blended.
(10) A method for producing a fragrance composition, comprising adding 2-isopropyl-4-methylthiazole.
(11) The production method according to (10), wherein the fragrance composition has a rose-like fragrance.
(12) The production method according to (10) or (11), wherein 2-isopropyl-4-methylthiazole and rose oxide are added.
(13) The production method according to any one of (10) to (12), wherein the addition concentration of 2-isopropyl-4-methylthiazole in the fragrance composition is 0.1 ppm to 5000 ppm.
(14) Any of (10) to (13) above, wherein the mixing ratio of 2-isopropyl-4-methylthiazole and rose oxide in the fragrance composition is in the range of 1: 1 to 1: 250. The manufacturing method of crab.

According to the present invention, by adding 2-isopropyl-4-methylthiazole, a fragrance composition imparted with a natural fragrance having a fresh feeling, a glossy feeling and a soft texture can be obtained.
Furthermore, by adding 2-isopropyl-4-methylthiazole to the base fragrance composition based on a rose-like fragrance, the natural fragrance has an even more freshness, luster and soft texture. An imparted fragrance composition is obtained.

Hereinafter, the present invention will be described in detail.
The fragrance composition of the present invention is characterized by the addition of 2-Isopropyl-4-methyl thiazole. By adding 2-isopropyl-4-methylthiazole to the base fragrance composition, an excellent rose-like scent can be produced.

2-Isopropyl-4-methylthiazole used in the present invention is a known compound and can be produced by a known method. Moreover, this compound is commercially available and can be easily obtained.
There is no report that this compound, that is, 2-isopropyl-4-methylthiazole, has been found as a rose fragrance component.

Moreover, when rose oxide is added in addition to 2-isopropyl-4-methylthiazole, the gorgeous natural feeling of blue rose is further improved.
That is, in the fragrance composition of the present invention, a composition obtained by adding 2-isopropyl-4-methylthiazole and rose oxide is more preferable.
Rose oxide is a known compound and can be produced by a known method. Moreover, this compound is commercially available and can be easily obtained.

When 2-isopropyl-4-methylthiazole is added to the base fragrance composition, the fragrance can be given a natural feeling with freshness, luster and soft texture. The added concentration is preferably 0.1 ppm to 5000 ppm as the final concentration in the base fragrance composition, more preferably 1 ppm to 100 ppm, and particularly preferably 5 ppm to 50 ppm.
When the amount of 2-isopropyl-4-methylthiazole is too small, the effect of the present invention may not be exhibited. On the other hand, when the amount is too large, the fragrance balance is deteriorated, such as ripe peach and tropical fruit. The fruity feeling becomes stronger, and it may be far from the freshness, luster and soft texture of Rose.

Moreover, when a rose oxide is further added to the fragrance composition of the present invention, a green-like and floral-like natural feeling is imparted to the aroma. The addition amount is preferably such that the mixing ratio of 2-isopropyl-4-methylthiazole and rose oxide in the fragrance composition is in the range of 1: 1 to 1: 250, more preferably 1: 5 to 1: 10 is preferable, and 1: 3 to 1: 8 is particularly preferable.
If the compounding ratio of rose oxide is too small, the above effects may not be exhibited. On the other hand, if it is too much, the aroma balance will deteriorate, and the naturalness of the freshness, luster and soft texture of rose It may be far from feeling.

The fragrance of rose that the fragrance composition according to the present invention has a unique and unique fragrance that combines the powerful and passionate refined fragrance of Damascus and the refined and elegant characteristics of tea rose. It is what is formed.
That is, in the present invention, 2-isopropyl-4-methylthiazole and rose oxide are more preferably added by adding 2-isopropyl-4-methylthiazole to a base fragrance composition based on a rose-like fragrance. By adding in combination, it is possible to impart fragrance to the fragrance composition, and in particular, it is possible to impart a gentle and natural fragrance texture such as freshness, glossiness, and soft texture.

  In the method for imparting fragrance to the fragrance composition of the present invention, the preferred addition concentration of 2-isopropyl-4-methylthiazole and the mixing ratio when rose oxide is used in combination are as described above with respect to the fragrance composition of the present invention. is there.

  In the present invention, the base fragrance composition is an important part for a blended fragrance, and is a blended fragrance that forms a skeleton of various types of fragrances such as a floral scent, fruit scent, citrus scent, and herb scent. This refers to a blended fragrance used for imparting any fragrance-like character to the fragrance composition (the blended fragrance used in the final product).

  The base fragrance composition used in the present invention preferably has a rose-like fragrance, and examples thereof include geraniol, citronellol, phenylethyl alcohol, linalool, rosinol, geranyl acetate, citronellyl acetate, and eugenol.

  Moreover, as a manufacturing method of the fragrance composition based on this invention, there is no restriction | limiting in particular except adding 2-isopropyl-4-methylthiazole, A normal method can be employ | adopted.

  The fragrance composition of the present invention uses a solvent such as ethanol, dipropylene glycol, diethyl phthalate, propylene glycol, triethyl citrate, benzyl benzoate, glycerin, triacetin, and triethyl citrate as long as the fragrance balance is not impaired. Also good. Moreover, well-known fragrance preparations, such as a solubilizer, a stabilizer, an antioxidant, a ultraviolet absorber, a coloring agent, can be mix | blended as needed.

  Moreover, as another fragrance | flavor component used with 2-isopropyl-4-methylthiazole in order to form the fragrance composition of this invention, a natural fragrance | flavor or a synthetic fragrance | flavor may be sufficient, for example, a linalool, geraniol, rose oxide, nerol, 2 -Phenyl ethyl alcohol, (gamma) -hexalactone, etc. are mentioned.

  Furthermore, by adding 2-isopropyl-4-methylthiazole to the base fragrance composition based on a rose-like fragrance, a natural fragrance with even more freshness, luster and soft texture is given. A fragrance composition is obtained.

Fragrance composition according to the present invention includes perfume, eau de cologne; cosmetics such as lotion, milk, foundation; body cleaning agents such as soap and body soap; hair cosmetics such as shampoo, rinse, treatment, hair dye, etc. Applicable to cosmetics.
Moreover, it can also be used for quasi-drugs such as bathing agents, indoor fragrances, aerosol fragrances, incense sticks, clothing and other sundries.

  The amount of the fragrance composition of the present invention added to the cosmetic, quasi-drug or miscellaneous goods is not particularly limited, and the same amount as that of a normal fragrance composition in various cosmetics, quasi-drugs or sundries. That is, it can be blended (added) in an amount of about 0.001 to 100% by mass with respect to normal cosmetics, quasi-drugs, sundries and the like.

  The present invention will be described in more detail with reference to the following examples, but the present invention is not limited thereto. Unless otherwise specified, the amount is in parts by mass.

[Example 1]
(1) Rose-like base fragrance composition A rose-like base fragrance composition was prepared according to the following formulation.

<Prescription Example 1>
(Component) Mass part
Geraniol 355.0
Citronellol 260.0
Phenylethyl alcohol 150.0
Linalool 80.0
Rosinol 60.0
Geranyl acetate 35.0
Citronellyl acetate 30.0
Eugenol 30.0
Total 1000.0

(2) Evaluation of aroma <Test Example 1> Effect test of 2-isopropyl-4-methylthiazole In the base fragrance composition of Formulation Example 1, 2-isopropyl-4-methylthiazole has a final concentration shown in Table 1. Test Examples 1-1 to 7 were prepared by adding to the above, and the aroma was evaluated. The average value of the evaluation results is shown in Table 1.

In addition, evaluation of aroma was performed based on the following evaluation criteria by three specialized panelists.
4: It has a natural fragrance like a very good blue rose.
3: Has an excellent blue rose-like natural aroma.
2: Natural aroma like blue rose.
1: Almost no blue rose-like fragrance.

  From Table 1, in order to obtain a blue rose-like fragrance, 2-isopropyl-4-methylthiazole as a final concentration with respect to the base fragrance composition is 0.1 ppm to 5000 ppm, further 1 to 1000 ppm, particularly 5 ppm to 50 ppm. It is clear that it is preferable to add so as to become.

<Test Example 2> Effect Test of Rose Oxide Test Examples 2-1 to 7 were prepared by blending Rose Oxide with the base fragrance composition of Formulation Example 1 so as to have the final concentration shown in Table 2, and Test Example 1 The fragrance was evaluated in the same manner as above. The average value of the evaluation results is shown in Table 2.

  From Table 2, it is clear that in order to obtain a blue rose-like fragrance, it is preferable to add rose oxide to the base fragrance composition so as to have a final concentration of 5 ppm to 5000 ppm, and further 50 ppm to 500 ppm.

<Test Example 3> Combined effect test of 2-isopropyl-4-methylthiazole and rose oxide In the base fragrance composition of Formulation Example 1, 2-isopropyl-4-methylthiazole and rose oxide have final concentrations shown in Table 3. Thus, Test Examples 3-1 to 6 were prepared, and the fragrance was evaluated in the same manner as Test Example 1. Table 3 shows the average values of the evaluation results.

  As is apparent from Table 3, the mixing ratio of 2-isopropyl-4-methylthiazole and rose oxide is 1: 1 to 1: 250, more preferably 1: 5 to 1:10, with a blue rose-like fragrance. In particular, it is preferably 1: 3 to 1: 8.

[Example 2]
(1) Rose-like base fragrance composition A rose-like base fragrance composition was prepared according to the following formulation.

<Prescription Example 2>
(Component) Mass part
Geraniol 340.0
Citronellol 245.0
Phenylethyl alcohol 123.0
Linalool 70.0
Rosinol 50.0
Geranyl acetate 30.0
Citronellyl acetate 25.0
Eugenol 25.0
β-Damascon (10% DPG solution) 2.0
α-Yonon 15.0
Benzyl acetate 12.0
Benzyl alcohol 10.0
Phenylacetaldehyde 10.0
Rose oil 1.0
Citral 15.0
Phenylethyl acetate 7.0
β-caryophyllene 5.0
Methyl phenyl acetate 3.0
Citronellal 30.0
Total 1000.0

(2) Evaluation of aroma <Test Example 4> Comparison of effects of 2-isopropyl-4-methylthiazole and 2-methylthiazole 2-isopropyl-4-methyl in the ratio shown in Table 4 in the base fragrance composition of Formulation Example 2 Sample B containing 1% thiazole solution (solvent: dipropylene glycol (DPG)), Sample C containing 1% 2-methylthiazole solution (solvent: DPG), and sample containing DPG instead of thiazole A (control group) was prepared.

Using Sample A as a control, Sample B containing 0.005% 2-isopropyl-4-methylthiazole and Sample C containing 0.005% 2-methylthiazole were compared and evaluated by 7 expert panelists as follows. The aroma was evaluated based on the criteria. The average value of the evaluation results is shown in Table 4.
5: Gives a very excellent natural feeling, freshness and richness.
4: Gives excellent natural feeling, freshness and richness.
3: A slightly superior natural feeling, freshness and richness are imparted.
2: A natural feeling, freshness and richness are given.
1: No effect.

  As is apparent from Table 4, Sample B containing 2-isopropyl-4-methylthiazole was imparted with a very excellent natural feeling, freshness and richness. On the other hand, Sample C blended with 2-methylthiazole was given a natural feeling, freshness and mellowness, but was at a considerably lower level than Sample B.

[Example 3] Stability test The fragrance composition of Test Example 3-5 was dissolved in 95% ethyl alcohol at a concentration of 5% and stored separately at 0 ° C and 40 ° C for 3 months. I investigated.
As a result, when the fragrance composition to which 2-isopropyl-4-methylthiazole and rose oxide were added was stored at 40 ° C. and the one stored at 0 ° C. was compared with the fragrance composition immediately after dissolution, The change of fragrance was not recognized, and the good fragrance was maintained.

[Example 4] Lotion Toner lotion was obtained by a conventional method according to the following formulation.
(Compounding ingredients) (mass%)
Ethyl alcohol 5
Glycerin 1
1,3-butylene glycol 5
Polyoxyethylene polyoxypropylene decyl tetradecyl ether 0.2
Sodium hexametaphosphate 0.03
Trimethylglycine 1
Sodium polyaspartate 0.1
α-tocopherol 2-L-ascorbic acid phosphate diester potassium 0.1
Thiotaurine 0.1
Iris root extract 0.1
EDTA3 sodium 0.1
Carboxyvinyl polymer 0.05
Potassium hydroxide 0.02
Appropriate amount of phenoxyethanol Fragrance composition of Test Example 3-5 0.01
Purified water residue

[Example 5] Cream According to the following formulation, a cream was obtained by a conventional method.
(Compounding ingredients) (mass%)
Stearic acid 10.0
Stearyl alcohol 4.0
Butyl stearate 8.0
Stearic acid monoglycerin ester 2.0
Vitamin E acetate 0.5
Vitamin A palmitate 0.1
Macadamia nut oil 1.0
Tea oil 3.0
Glycerin 4.0
1,2-pentanediol 3.0
Sodium hyaluronate 1.0
Potassium hydroxide 2.0
Ascorbic acid glucoside 2.0
L-arginine hydrochloride 0.01
Edetate trisodium 0.05
Fragrance composition of Test Example 3-5 0.1
Preservative Appropriate amount of purified water Residual

[Example 6] Milky lotion A milky lotion was obtained by a conventional method according to the following formulation.
(Compounding ingredients) (mass%)
Squalane 5.0
Oleil Olate 3.0
Vaseline 2.0
Sorbitan sesquioleate 0.8
POE (20) oleyl ether 1.2
Evening primrose oil 0.5
1,3-butylene glycol 4.5
Ethanol 3.0
Carboxyvinyl polymer 0.2
Potassium hydroxide 0.1
L-arginine L-aspartate 0.01
Edetate 0.05
Fragrance composition of Test Example 3-5 0.05
Preservative Appropriate amount of purified water Residual

[Example 7] Hair treatment The following ingredients were mixed by a conventional method to prepare a hair rinse.
(Compounding ingredients) (mass%)
Dimethylpolysiloxane (20cs) 10.0
Stearyl dihydroxypropyl dimonium oligosaccharide 1.2
Hydroxyethylurea 0.4
Octyl palmitate 0.3
Citric acid appropriate amount cetanol 1.0
Hardened rapeseed oil alcohol 4.5
Behenyltrimethylammonium chloride 3.0
Sodium benzoate appropriate amount glycerin 22.0
Isoprene glycol 10.0
Fragrance composition of Test Example 3-5 0.5
Purified water residue

[Example 8] Hair shampoo The following components were mixed by a conventional method to prepare a hair shampoo.
(Compounding ingredients) (mass%)
POE lauryl sulfate triethanolamine salt 10.0
Lauric acid diethanolamide 1.0
Lauryldimethylaminoacetic acid betaine 5.0
Ethylene glycol distearate 3.0
Propylene glycol 2.0
Sodium benzoate 0.5
Hydroxyethylurea 10.0
Lactic acid 0.4
Ammonium lactate 0.2
Colorant Appropriate amount Fragrance composition of Test Example 3-5 0.5
Purified water residue

[Example 9] Bath agent A bath agent was prepared according to the following formulation. That is, the following components excluding the fragrance composition were stirred with a V-type mixer until uniform, then the fragrance composition was added, and the mixture was sufficiently stirred until further uniform to obtain a bath agent.
(Compounding ingredients) (mass%)
Sodium bicarbonate 70.0
Anhydrous sodium sulfate 28.8
Fragrance composition of Test Example 3-5 1.0
Dye Y-202-1 0.2

[Example 10] Gel air freshener A gel air freshener was prepared according to the following formulation. That is, carrageenan, propylene glycol and propylparaben were mixed and ion-exchanged water was added with stirring, and this was heated to about 80 ° C. with gentle stirring. Thereafter, the temperature was set to about 65 ° C., and the mixture was stirred at 3000 rpm using a homogenizer to add a fragrance composition to form a uniform phase.
(Compounding ingredients) (mass%)
Carrageenan 3.0
Propylene glycol 2.0
Propylparaben 0.3
Fragrance composition of Test Example 3-5 5.0
Ion exchange water 89.7

  The fragrance composition of the present invention includes cosmetics such as perfumes, cosmetics, body cleaning agents, hair cosmetics, quasi-drugs such as bathing agents and hair dyes, indoor fragrances, incense, miscellaneous goods such as clothing, etc. It is possible to improve the palatability.

Claims (14)

  A fragrance composition characterized by adding 2-isopropyl-4-methylthiazole.   The fragrance composition according to claim 1, which has a rose-like fragrance.   The fragrance composition according to claim 1 or 2, wherein 2-isopropyl-4-methylthiazole and rose oxide are added.   The fragrance composition according to any one of claims 1 to 3, wherein the addition concentration of 2-isopropyl-4-methylthiazole in the fragrance composition is 0.1 ppm to 5000 ppm.   The fragrance composition according to any one of claims 1 to 4, wherein a mixing ratio of 2-isopropyl-4-methylthiazole and rose oxide in the fragrance composition is in a range of 1: 1 to 1: 250. object.   A method for imparting fragrance to a fragrance composition, comprising adding 2-isopropyl-4-methylthiazole to a base fragrance composition based on a rose-like fragrance.   The method for imparting a fragrance according to claim 6, wherein the addition concentration of 2-isopropyl-4-methylthiazole in the fragrance composition is 0.1 ppm to 5000 ppm.   The fragrance imparting method according to claim 6 or 7, wherein the fragrance is at least one fragrance texture selected from freshness, glossiness and soft texture.   A cosmetic, quasi-drug or miscellaneous product comprising the fragrance composition according to any one of claims 1 to 5.   A method for producing a fragrance composition, comprising adding 2-isopropyl-4-methylthiazole.   The method according to claim 10, wherein the fragrance composition has a rose-like fragrance.   The production method according to claim 10 or 11, wherein 2-isopropyl-4-methylthiazole and rose oxide are added.   The manufacturing method according to any one of claims 10 to 12, wherein the addition concentration of 2-isopropyl-4-methylthiazole in the fragrance composition is 0.1 ppm to 5000 ppm.   14. The method according to claim 10, wherein the mixing ratio of 2-isopropyl-4-methylthiazole and rose oxide in the fragrance composition is in the range of 1: 1 to 1: 250. .