JP2002038186A - Perfume composition - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide a perfume composition having high palatability and excellent in natural feeling. SOLUTION: This perfume composition is obtained by formulating 0.01-50 wt.% at least one kind of 2-acetylanilines represented by general formula (1) [wherein R is H or CH3] which is one of flowery odor component of trochopteranthum which is an original stock of the genus Cyclamen.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

TECHNICAL FIELD The present invention relates to the use of 2-acetylaniline, a component found from natural flowers, as a fragrance and to cosmetics, fragrances and health and hygiene materials containing the compound.

[0002]

2. Description of the Related Art Many natural products such as flowers such as roses and jasmine, fruits such as lemons and mandarins, plant components such as agarwood and frankincense, and animal secretions such as musk have enjoyed the fragrance of enjoying the scent. It has been used for medicinal and religious purposes. As synthetic chemistry has evolved in the modern era, many synthetic fragrances have been provided, formulated and used as fragrances. These synthetic fragrances are inexpensive compared to natural fragrances, and are widely used in various products because of their variety. By using these fragrances, various added values such as savoryness, sweetness, and exhilaration can be given to people, goods or foods, but on the other hand, it is somewhat unnatural or unnecessary artificial It is also a fact that it gives the impression of a target addition.

[0003] In recent years, as the population has concentrated in urban areas, and the life has become urban and artificial, and the distance from nature has increased, people's natural consciousness has rather increased, and there has been an increasing demand for natural fragrances with high taste. There has been a growing demand for the development of perfume materials derived from natural compounds having new flavors.

[0004]

SUMMARY OF THE INVENTION Accordingly, an object of the present invention is to provide a new fragrance composition having high palatability and naturalness.

[0005]

Means for Solving the Problems As a result of intensive studies to solve the above-mentioned problems, the present inventors have searched for components contained in natural flowers and identified components imparting naturalness. , Conceived to use this ingredient as a fragrance material,
Trochopterantum, which is the original species of the genus Cyclamen, was selected as a natural flower, and a compound represented by the following general formula (1) was identified from its incense component. Then, the present inventor has found that this compound is a characteristic fragrance component imparting naturalness (natural feeling) to flowers, and blending this compound as a fragrance component in a fragrance composition provides a natural fragrance composition. The present inventors have found that a product can be obtained and completed the present invention.

That is, the present invention includes the following inventions. (1) General formula (1)

Embedded image (Wherein R represents H or CH ₃ ) A fragrance composition comprising 0.01 to 50% by weight of at least one 2-acetylaniline represented by the formula: (2) A cosmetic, fragrance, or health and hygiene material containing the fragrance composition according to (1).

[0007]

DETAILED DESCRIPTION OF THE INVENTION The compounds represented by the above general formula (1) used in the present invention include, specifically, 2-acetyl-N-methylaniline and 2-acetyl-N, N-dimethylaniline. Is included.

All of these compounds are known compounds and can be easily synthesized from commercially available reagents. For example, 2-acetylaniline commercially available from Aldrich Chemical Company can be easily obtained by monomethylation or dimethylation by a known method. That is, an excess amount of potassium carbonate and methyl iodide are allowed to act on a commercially available reagent, 2-acetylaniline, in an acetonitrile solvent at room temperature, whereby 2-acetyl-N-methylaniline, which is a monomethylated product, and 2-acetylaniline, which is a raw material, are reacted. A 1: 1 mixture of -acetylaniline was obtained, and the mixture was heated to reflux to give dimethyl 2-acetyl-N, N-dimethylaniline in 8%.
It can be obtained with a yield of 0%.

However, there has been no report that the above compounds have been found from natural products, and much less has been suggested about the flavor of these compounds.

The compound represented by the above general formula (1) is one of the floral fragrance components of Trochopterantum which is the original species of the cyclamen genus, and has a floral fragrance like lilac, mimosa and acacia, and a characteristic pollen. Fragrance and natural feeling with high palatability, and by blending this compound, it is possible to impart a natural feeling, a voluminous feeling and a floral feeling to the fragrance composition.

In the present invention, the content ratio and content of the above compound in the fragrance composition may be determined as appropriate in accordance with the purpose of use, and are not particularly limited, but are practically 0.01 to 50% by weight. % Is preferred. 0.01
At a concentration of less than 50% by weight, the floral feeling of lilac, mimosa and acacia is weak, and at a concentration of more than 50% by weight, the chemical smell is emphasized too much and lacks natural feeling. Furthermore, as a result of a formulation study, the perfume composition was blended with 2-acetyl-N-methylaniline at a low concentration of 0.01 to 5.0% by weight to give a natural feeling, a voluminous feeling,
And a floral feeling.

In order to mix a material which exerts an effect with a small amount, such as the above compound, into a fragrance composition, a method of preparing a fragrance composition having a high concentration (referred to as a fragrance base) in advance and adding the fragrance base is used. Taken. For this purpose,
Perfume bases containing acetyl-N-methylaniline and / or 2-acetyl-N, N-dimethylaniline in the range of 1 to 50% by weight are preferred.

The fragrance base is used for providing various cosmetics, fragrances, health and hygiene materials, etc. containing the fragrance base as a fragrance component. Specifically, hair care cosmetics such as soaps, shampoos, and rinses, hair cosmetics such as hair dyes and hair nourishes, basic cosmetics such as creams, lotions, colognes and packs, make-up cosmetics such as whitening, foundations and blushers, Aromatic cosmetics such as perfume, tanning, sunscreen cosmetics, lip cosmetics such as lipstick and lip balm, oral cosmetics such as toothpaste and mouthwash,
Various cosmetics such as bath cosmetics; fragrances such as deodorants and indoor fragrances; health and sanitary materials such as disinfectants and insecticides; other fragrances are imparted to bleaching agents, softeners, dishwashing detergents, laundry detergents, etc. Mix the appropriate amount as possible to improve the volume,
By increasing the floral feeling and the natural feeling, the commercial value can be increased.

[0014]

The present invention will be described below with reference to examples.
The present invention is not limited to these.

Example 1, Comparative Example 1 The components containing 2-acetyl-N-methylaniline were combined according to the formulation shown in Table 1 below, and the mixture was stirred to prepare a lilac-like fragrance composition. Similarly, a fragrance composition containing no such compound was prepared, and Comparative Example 1 was used.

[0016]

Table 1 Example 1 Comparative Example 1 Component parts by weight parts by weight 2-acetyl-N-methylaniline 1.0 0.0 musk ketone 5.0 5.0 cinnamyl alcohol 12.0 12.0 dimethylbenzylcarbinol 14.0 14.0 2-phenylethyl alcohol 24.0 24.0 hydroxycitronellal 32.0 32.0 Anisic aldehyde 5.0 5.0 Amyl cinamic aldehyde 3.0 3.0 Isoeugenol 0.5 0.5 Vanilla resin 0.5 0.5 Stylax oil 0.5 0.5 Dipropylene glycol 2.5 3.5 Total amount 100.0 100.0

The obtained perfume composition was subjected to a sensory evaluation by five skilled perfumers over 10 years or more. The perfume composition containing 2-acetyl-N-methylaniline prepared in Example 1 was obtained. Compared to the fragrance composition prepared in Comparative Example 1, the evaluation was that the natural fragrance of lilac was clearly improved in the natural feeling and the volume was improved.

Example 2, Comparative Example 2 The components containing 2-acetyl-N-methylaniline were combined according to the formulation shown in Table 2 below, and stirred to prepare a fragrance composition having a mugue-like odor. Similarly 2
A fragrance composition containing no -acetyl-N-methylaniline was prepared, and Comparative Example 2 was used.

[0019]

Table 2 Example 2 Comparative Example 2 components parts by weight parts by weight 2-acetyl-N-methylaniline 1.0 0.0 guaiawood acetate 1.0 1.0 cinnamyl alcohol 4.0 4.0 covanol 5.0 5.0 amylcinnamaldehyde 6.5 6.5 cyclamenaldehyde 2.0 2.0 hydroxy Citronellal 50.0 50.0 2-Phenylethyl alcohol 2.0 2.0 Alphayonone 2.0 2.0 Geraniol 3.0 3.0 Citronellol 5.0 5.0 Geranyl acetate 0.5 0.5 Alpha terpineol 6.0 6.0 Phenylacetaldehyde dimethyl acetal 1.0 1.0 Linalool 2.0 2.0 Indole 10% DPG 2.5 2.5 Rose absolute 2.5 2.5 Dipropylene glycol 4.0 5.0 Total amount 100.0 100.0 (Note: 10% DPG ... 10% dipropylene glycol solution)

The obtained perfume composition was subjected to a sensory evaluation by five skilled perfumers who had been working for 10 years or more. The perfume composition containing 2-acetyl-N-methylaniline shown in Example 2 was obtained as follows. When compared with the fragrance composition prepared in Comparative Example 2, the evaluation was such that the natural feeling and the floral feeling of the mug-like scent were clearly increased.

Example 3 Each component was combined according to the formulation shown in Table 3 below and stirred to prepare a cyclamenlotrocopterantum-like fragrance base.

[0022]

[Table 3] Ingredients parts by weight 2-acetyl-N-methylaniline 30.0 2-phenylethanol 1.0 benzyl acetate 0.5 hyacinth body 0.5 phenylacetaldehyde 50% BB 6.0 linalool 0.5 geranylacetone 10% BB 1.0 benzaldehyde 10% BB 1.0 benzyl formate 10% BB 1.0 Linalool oxide 10% BB 1.0 Nonanal 10% BB 0.5 n-butyl acetate 1% BB 1.0 Benzyl benzoate 56.0 Total amount 100.0 (Note: BB: benzyl benzoate solution)

Example 4 A fragrance composition for cologne was prepared by using the cyclamenlotrocopterantum-like fragrance base prepared in Example 3 and combining and stirring the components according to the formulation shown in Table 4 below.

[0024]

[Table 4] Ingredients : parts by weight cyclamento choopterantam base 20.0 cyclopentadecanolide 10.0 musk T 4.5 ambreton 0.5 farnesol 5.0 nerolidol 5.0 covanol 10.0 sepionate 15.0 laurinal 5.0 cyclamenaldehyde 5.0 2-phenylethanol 5.0 citronellol 5.0 damassenone 10% DPG 0.5 Rose Absolute 2.0 Jasmine Absolute 1.0 Ylang Ylang Oil 0.5 Mandarin Oil 0.5 Dipropylene Glycol 5.5 Total 100.0

Example 5 A fragrance composition for make-up and skin care was prepared by using the cyclamenlotrocopterantham-like flavor base prepared in Example 3 and combining and stirring the ingredients according to the formulation shown in Table 5 below. did.

[0026]

[Table 5] Ingredients : parts by weight cyclamento choopterantam base 10.0 musk T 4.5 garaki solid 50B.B 5.0 ambreton 0.5 nerolidol 5.0 covanol 15.0 hedione 30.0 laurinal 5.0 cyclamenaldehyde 5.0 2-phenylethanol 5.0 citronellol 5.0 benzyl acetate 0.5 linalool 0.5 damassenone 10 % DPG 0.5 Rose Absolute 1.0 Jasmine Absolute 0.5 Ylang Ylang Oil 0.5 Mandarin Oil 0.5 Dipropylene Glycol 6.0 Total 100.0

Example 6 A perfume composition for shampoo was prepared by using the cyclamenlotrocopterantum-like perfume base prepared in Example 3 and combining and stirring the components according to the formulation shown in Table 6 below.

[0028]

[Table 6] Ingredients : parts by weight cyclamento chopopterantam base 20.0 tonalid 5.0 garaki solid 50B.B 10.0 nerolidol 5.0 covanol 5.0 hexylcinnamaldehyde 10.0 lilial 10.0 laurinal 5.0 cyclamenaldehyde 5.0 2-phenylethanol 5.0 citronellol 5.0 phenylacetaldehyde dimethyl acetal 0.5 acetic acid Benzyl 1.0 Linalool 1.0 Alpha Damascon 10% DPG 1.0 2-Methylbutyl acetate 10% BB 0.5 Lemon oil 3.0 Orange oil 2.0 Dipropylene glycol 6.0 Total amount 100.0

Example 7 A perfume composition for soap was prepared by using the cyclamenlothopopterantham-like perfume base prepared in Example 3 and mixing and stirring the components according to the formulation shown in Table 7 below.

[0030]

[Table 7] Ingredients : parts by weight cyclament rochopterantam base 30.0 tonalid 10.0 musk T 5.0 nerolidol 10.0 covanol 10.0 hexylcinnamaldehyde 5.0 lilial 5.0 laurinal 5.0 cyclamenaldehyde 5.0 2-phenylethanol 5.0 citronellol 5.0 phenylacetaldehyde dimethyl acetal 2.0 benzyl acetate 0.5 Linalool 0.5 Alpha Damascon 10% DPG 1.0 Hyacinth Body 1.0 Total 100.0

[0031]

According to the present invention, at least one of the 2-acetylanilines represented by the above general formula (1) is used in an amount of 0.5%.
By blending it in an amount of from 0.01 to 50% by weight, it is possible to provide a fragrance composition having a high palatability and a natural feeling and an excellent floral feeling. In addition, by blending the fragrance composition with various cosmetics, fragrances, health and hygiene materials, etc., a floral feeling and a natural feeling can be imparted, and the commercial value of those products can be enhanced.

 ──────────────────────────────────────────────────続 き Continued on the front page (72) Inventor Yoshihiro Yaguchi 1-4-11, Nishi-Hachiman, Hiratsuka-shi, Kanagawa Prefecture Inside Takasago International Co., Ltd. 1-4-11, Yawata Takasago International Corporation F-term (reference) 4C083 AA122 AC072 AC122 AC152 AC212 AC352 AC551 AC552 AC852 AD532 BB41 CC01 CC02 CC38 DD23 EE06 4H059 BA43 BB14 BB45 DA09

Claims (2)

[Claims] 1. A compound of the general formula (1) (Wherein R represents H or CH ₃ ) A fragrance composition comprising 0.01 to 50% by weight of at least one 2-acetylaniline represented by the formula: 2. A cosmetic, fragrance or health and hygiene material comprising the fragrance composition according to claim 1.