JPH05214361A - Perfume composition - Google Patents

Abstract

PURPOSE:To obtain a perfume composition suitable for detergents, etc., not coloring in a wide pH range by use of an anionic activator together with the composition, having an excellent natural feeling and vanilla-like fragrance. CONSTITUTION:The objective perfume composition comprising (A) preferably 0.005-2wt.% compound of formula I (R1 is methyl, ethyl or propyl) and (B) preferably 1-20wt.% compound of formula II (R2 is methyl or ethyl).

Description

Detailed Description of the Invention

[0001]

FIELD OF THE INVENTION The present invention relates to a fragrance composition, and more particularly to a fragrance composition having a vanilla-like odor which is not colored by an acid or a base and an anionic activator.

[0002]

2. Description of the Related Art Vanillin, such as vanillin and ethyl vanillin, is widely used in conventional blended flavors for the purpose of imparting vanilla-like sweetness. However, a fragrance composition containing these compounds has a problem of coloring due to an acid or a base, and an anionic active agent, so that it cannot be used for toilet soap or the like, or its amount is limited. There was a problem.

As a method for solving the above-mentioned problems, Dutch Patent No. 8403220 (Japanese Patent Laid-Open No. 61-10381).
Japanese Patent Laid-Open Publication No. 9) discloses a fragrance composition in which the compound of the following [Chemical Formula 3] is used to prevent coloration in a basic soap such as a soap.

[Chemical 3] (In the formula, one of the symbols R _{1 and} R ₂ represents a hydrogen atom, the other represents an ethyl group or a propyl group, and R ₃ represents a methyl group or an ethyl group.)

However, the above-mentioned compounds have a peculiar odor like phenol, and are not suitable as a substitute for vanillin.

Therefore, an object of the present invention is to prevent coloration by the combined use of an anionic active agent in a wide PH range.
It is intended to provide a fragrance composition having a vanilla-like odor excellent in a natural feeling.

[0006]

As a result of various investigations, the present inventor has found that, as a perfume base, a specific compound among the compounds represented by the above [Chemical Formula 3] and another specified perfume component are known. It was found that the perfume composition in which the compound of (1) and (2) are added together achieves the above object. The present invention has been made on the basis of the above findings, and includes (A)
A compound represented by the general formula (I) (same as [Chemical Formula 1]),
And (B) a perfume composition containing the compound represented by the general formula (II) of the following [Chemical formula 5] (same as [Chemical formula 2]).

[Chemical 4]

[Chemical 5] (In the above formula, R ₁ represents a methyl group, an ethyl group or a propyl group, and R ₂ represents a methyl group or an ethyl group.)

The fragrance composition of the present invention will be described in detail below. The compound represented by the general formula (I), which is the component (A) of the fragrance composition of the present invention, can be easily synthesized by an ordinary method. The content of the component (A) is preferably 0.001 to 5% by weight, more preferably 0.005 to 2% by weight, based on the total composition of the fragrance composition of the present invention.

The compound represented by the above general formula (II) which is the component (B) of the fragrance composition of the present invention is represented by, for example, the Schmidt reaction shown in the following [Chemical formula 6] or the following [Chemical formula 7]. It can be easily synthesized by a known synthesis method such as the method disclosed in US Pat. No. 4,385,006.

[Chemical 6]

[Chemical 7] The content of the component (B) is preferably 0.1 to 40% by weight, more preferably 1 to 20% by weight, based on the total composition of the fragrance composition of the present invention.

In the fragrance composition of the present invention, the above (A)
The ratio of the component to the component (B) is preferably 10 to 200 parts by weight of the component (B) with respect to 1 part by weight of the component (A). The total content of the compound of the component (A) and the component (B) in the fragrance composition of the present invention is preferably 1 to 20% by weight.

The fragrance base in the fragrance composition of the present invention is not particularly limited, and one or a combination of two or more kinds appropriately selected from the group consisting of natural fragrances and synthetic fragrances is used according to the use. Be done.

As the above natural flavors, lemon oil, lime oil, grapefruit oil, bergamot oil, pine oil,
Examples thereof include chamomile oil, jasmine oil, spearmint oil, peppermint oil, peppermint oil, basil oil, lavender oil, rose oil, neroli oil, and citronella oil.

Examples of the synthetic fragrance include hydrocarbons such as limonene, α-pinene, camphene, camphor, terpinolene, myrcene, and ocimene; linalool, citronellol, 1-menthol, benzyl alcohol, phenylethyl alcohol, anis alcohol, estragal. , Alcohols such as cinnamic alcohol, eugenol and terpineol; aldehydes such as n-octyl aldehyde, citral, citronellal, perilla aldehyde, cumin aldehyde and cyclamen aldehyde;
Ketones such as methylheptenone, methyl-n-amylketone, l-carvone, menthone, acetophenone, α-ionone and nootkatone; linalyl acetate, terepinyl acetate, dihydroterpinyl acetate, methyl benzoate, methyl cinnamate, methyl salicylate, etc. Esters; benzoic acid,
Acids such as butyric acid, isovaleric acid and geranilic acid; oxides such as cineole and lactones such as coumarin; and nitrogen-containing compounds.

The fragrance composition of the present invention comprises:
It is prepared by incorporating the above component (A) and the above component (B) by an ordinary method.

The use of the fragrance composition of the present invention is not limited, but it is mainly used for soaps, shampoos, whole body cleaning agents,
It is preferably used as a detergent containing an anionic surfactant, such as a detergent for clothes, a detergent for homes, a detergent for dishes, and the like.

[0015]

【Example】

[Example 1] The following (composition) compounding fragrance for soap was prepared. (Composition) Component 1. Undecylenaldehyde 5 parts by weight 2. 80 parts by weight of lemon oil 3. Orange oil 30 parts by weight 4. Neroli oil (synthetic) 10 parts by weight 5. Galvanum resin 10 parts by weight 6. Lavender oil 150 parts by weight 7. Basil oil 10 parts by weight 8. Clove leaf oil 10 parts by weight 9. Geranium oil (synthetic) 25 parts by weight 10. Rose oil (synthetic) 80 parts by weight 11. Iran oil (synthetic) 20 parts by weight 12. Jasmine oil (synthetic) 60 parts by weight 13. Patchouli oil 60 parts by weight 14. Vetiver oil 20 parts by weight 15.2-Methyl-1- (2,2,3-trimethyl-3-cyclopenten-1-yl) -2-buten-1-ol 30 parts by weight 16. Methyl-2,4-dihydroxy-3,6-dimethylbenzoate 10 parts by weight 17. Heliotropin 30 parts by weight 18. Coumarin 100 parts by weight 19.1,3,4,6,7,8-hexahydro-4,6,6,7,8,8-hexamethylcyclopenta-γ-2-benzopyran 100 parts by weight 20. Labdanum resin 40 parts by weight 21. Animalis SP (perfume manufactured by SYNAROME) 20 parts by weight ────────────────────────────────── Total 900 parts by weight

To 900 parts by weight of the above-mentioned mixed fragrance for soap,
(1) Formulated flavor added with 100 parts by weight of vanillin (comparative product), and (2) Formulated flavor added with 2 parts by weight of 2-methoxy-4-methylphenol and 98 parts by weight of 4-hydroxy-3-methoxybenzonitrile. Two kinds of white soap preparation flavors (inventive products) were prepared respectively. Using 6 g each of the prepared 2 types of white soap blended fragrances, 600 g of white soap material was fragranted by a general method, and then compression molded to produce 2 types of toilet soaps. A sensory evaluation was conducted on each of the produced two types of toilet soap by a professional panelist. As a result, the toilet soap perfused by the product of the present invention [the above-mentioned (2) compounded fragrance] It was confirmed that the fragrance had the same aroma as that of the toilet soap scented. Further, when the above two types of toilet soaps were compared after being stored in a thermostatic chamber at 50 ° C. for 20 days, the toilet soaps perfumed by the comparative product [the above-mentioned (1) compounded fragrance] showed remarkable brown coloration. On the other hand, the cosmetic soap perfume with the product of the present invention [prepared fragrance of (2) above] showed almost no coloration. Further, compared to the cosmetic soap perfume scented with the comparative product [(1) compounded fragrance], the cosmetic soap scented with the product of the present invention [(2) compounded fragrance] showed less deterioration in aroma. Further, as a result of exposing the above two kinds of toilet soaps to sunlight at room temperature for up to 20,000 counts, the toilet soap perfume with the comparative product [(1) above-prepared fragrance] was remarkably brown-colored. On the other hand, no discoloration was found in the toilet soap perfume by the product of the present invention [prepared fragrance of (2) above].

[Example 2] The following fragrance for soap was prepared. (Composition) Component 1. γ-undecalactone 5 parts by weight 2. 2 parts by weight of γ-nonyl lactone 3. Galvanum oil 5 parts by weight 4. Linalool 60 parts by weight 5.8-undecylen-1-al 10 parts by weight 6. Styralyl acetate 30 parts by weight 7. Lavender oil 120 parts by weight 8. Iliran oil (synthetic) 50 parts by weight 9. Rose oil (synthetic) 90 parts by weight 10. Jasmine oil (synthetic) 130 parts by weight 11. Eugenol 30 parts by weight 12. 90 parts by weight of p-t-butylcyclohexyl acetate 13. 90 parts by weight of γ-methylionone 14. Acetyl cedrene 70 parts by weight 15. Patchouli oil 50 parts by weight 16. Methyl-2,4-dihydroxy-3,6-dimethylbenzoate 10 parts by weight 17. Bornylmethylcyclohexanol 50 parts by weight 18. Amyl salicylate 50 parts by weight 19. Coumarin 30 parts by weight 20. Labdanum resin 16 parts by weight 21. 2 parts by weight of iso-butylquinoline ──────────────────────────────── Total 990 parts by weight

To 990 parts by weight of the above-mentioned mixed fragrance for soap,
(1) Compounded fragrance (comparative product) containing 10 parts by weight of vanillin, and (2) 0.2 parts by weight of 2-methoxy-4-methylphenol and 9.8 parts by weight of 4-hydroxy-3-ethoxybenzonitrile. Two kinds of added flavors for white soap (the present invention) were blended respectively. Using 6 g each of the prepared 2 types of white soap blended fragrances, 600 g of white soap material was fragranted by a general method, and then compression molded to produce 2 types of toilet soaps.
A sensory evaluation was conducted on each of the produced two types of toilet soap by a professional panelist. As a result, the toilet soap perfused by the product of the present invention [the above-mentioned (2) compounded fragrance] It was confirmed that the fragrance had the same aroma as that of the toilet soap scented. Further, when the above two types of toilet soaps were compared after being stored in a thermostatic chamber at 50 ° C. for 20 days, the toilet soaps perfused by the comparative product [the above-mentioned (1) compounded fragrance] showed remarkable brown coloring. On the other hand, the cosmetic soap perfume with the product of the present invention [prepared fragrance of (2) above] showed almost no coloration. Further, compared to the cosmetic soap perfume scented with the comparative product [(1) compounded fragrance], the cosmetic soap scented with the product of the present invention [(2) compounded fragrance] showed less deterioration in aroma. Further, as a result of exposing the above two kinds of toilet soaps to sunlight at room temperature for up to 20,000 counts, the toilet soap perfume with the comparative product [(1) above-prepared fragrance] was remarkably brown-colored. On the other hand, no discoloration was found in the toilet soap perfume by the product of the present invention [prepared fragrance of (2) above].

[Example 3] (1) shampoo perfumed with 1 g of vanillin, and (2) 4 on 200 g of shampoo fabric containing alkyl ether sulfate as a main component
-Hydroxy-3-methoxybenzonitrile 0.98 g
And shampoo perfumed with 0.02 g of 2-methoxy-4-methylphenol, respectively. The prepared shampoo was put in a transparent glass container and stored in a thermostatic chamber at 50 ° C. for 20 days. As a result, the shampoo of (1) showed yellow discoloration, but the shampoo of (2) did not show discoloration. It was Further, as a result of exposing the above shampoo to sunlight at room temperature for one week, the shampoo of (1) was remarkably discolored to yellow, whereas the shampoo of (2) was not discolored.

[Example 4] (1) 100 g of whole body cleaning material containing monoalkyl phosphate as a main component, (1) whole body cleaning agent perfume with 1 g of vanillin, and (2) 4-
A whole-body cleansing agent perfumed with 0.98 g of hydroxy-3-methoxybenzonitrile and 0.02 g of 2-methoxy-4-methylphenol was prepared, respectively. The prepared whole body cleaning agent was placed in a transparent glass container and stored in a thermostatic chamber at 50 ° C. for 20 days. As a result, a yellow discoloration was observed in the whole body cleaning agent of (1), but the whole body cleaning agent of (2) No discoloration was observed.

[Example 5] 0.2g of vanillin (1) was added to 100g of toilet detergent cloth which was acidic (pH = 1.5).
Toilet detergent perfumed by (2) 4-hydroxy-3-methoxybenzonitrile 0.19 g and 2-
Toilet detergents perfumed with 0.01 g of methoxy-4-methylphenol were produced, respectively. The manufactured toilet detergent was placed in a transparent glass container and stored in a thermostatic chamber at 50 ° C for 20 days. As a result, the toilet detergent of (1) showed a yellow discoloration, but the toilet detergent of (2) was used. No discoloration was observed. In addition, as a result of exposing the above-mentioned toilet detergent to sunlight at room temperature for one week, yellow discoloration was observed in the toilet detergent (1), but discoloration was observed in the toilet detergent (2). There wasn't.

Example 6 100 g of a basic (pH = 10) residential detergent fabric, (1) a residential detergent perfumed with 0.1 g of vanillin, and (2) 4-hydroxy-3-methoxy A residential detergent perfumed with 0.095 g of benzonitrile and 0.005 g of 2-methoxy-4-methylphenol was prepared, respectively. Put the manufactured household detergent in a transparent glass container and store it in a thermostatic chamber at 50 ° C for 20 hours.
As a result of storage for one day, red discoloration was observed in the household detergent (1), but no discoloration was observed in the household detergent (2).

From the results of the above-mentioned examples, the fragrance composition of the present invention can impart the same aroma as vanillin to various detergents, shampoos, etc.
It can be seen that shading and the like were difficult to color.

[0024]

The fragrance composition of the present invention is not colored by the combined use of an anionic active agent in a wide PH range.
It has a vanilla-like odor with an excellent natural feel.

Claims (1)

[Claims] 1. A compound represented by the general formula (I) of the following [Chemical formula 1], and (B) a general formula (II) of the following [Chemical formula 2].
A fragrance composition containing a compound represented by: [Chemical 1] [Chemical 2] (In the above formula, R ₁ represents a methyl group, an ethyl group or a propyl group, and R ₂ represents a methyl group or an ethyl group.)