JPH02209998A - Aroma-retaining composition - Google Patents

Abstract

PURPOSE:To provide a new aroma-retaining composition containing a specific pentadecanoic acid glyceride, having an excellent aroma-retaining property, not causing the discoloration of articles to which the aroma is imparted, and suitably used for cleansers, cosmetics, hair care products, flavors, etc. CONSTITUTION:(A) A perfume comprising a natural perfume such as orange oil or musk or a synthetic perfume such as linalool or vanillin is compounded with (B) a pentadecanoic acid glycride of formula I (R<1> and R<2> are H or a group of formula II) usually in an amount of 0.1-20wt.%, (preferably 0.5-10wt.%) to provide the objective composition. The component A is prepared e.g. by reacting glycerol with pentadecanoic acid, the acid anhydride thereof, the acid chloride thereof, an ester thereof, etc.

Description

DETAILED DESCRIPTION OF THE INVENTION Field of Industrial Application The present invention provides a novel fragrance-retaining composition, and more particularly, a novel fragrance-retaining composition, which has excellent fragrance retention, does not cause discoloration on perfumed products, and is suitable for cleaning, for example. The present invention relates to a fragrance-retaining composition containing pentadecanoic acid glyceride, which is suitably used for pharmaceuticals, cosmetics, hair care products, flavors, and the like.

Conventional technology Traditionally, fragrances have been used in cleaning products such as clothing detergents, human body detergents, and household cleaners, fragrance products such as air fresheners, colognes, and perfumes, and cosmetics such as creams, lotions, and antiperspirants. , hair care products such as shampoo, conditioner, and hair conditioner; bath additives such as bath salts and bubble bath;
Furthermore, it is widely used in many products such as food.

When fragrances are added to these products, various fragrance preservatives are usually used in combination with the fragrances so that the fragrance remains even after use. Examples of the fragrance preservative include solvents such as benzyl benzoate, dialkyl phthalate, barcolin, limonene dimer, alkylene glycol, polyalkylene glycol, alkyl citrate, dialkyl adipate, mil-, peruvian parsam, true balsam, musks, civet, Vanillin, hydroxytronellol, olibanum, vetiver, benzylisoeugenol, ampred, benzoin, labdanum, clary sage, cinnamic alcohol, iris, styrax, costus, coumarin, methylnaphthyl ketone,
Cinnamyl cinnamate, ethyl cinnamate, β-naphthol ether, ambergris, rose phenone,
Fragrances such as oakmoss, dimethylhydroquinone, elemi, mastic, indole, patchouli, basil, musk ketone, diphenylmethane, as well as fluorite, zeolite, starch, talc, plastic, clay, cellulose, etc., are used as appropriate depending on the purpose of use. It is used.

However, when fragrances containing these fragrance preservatives are added to detergents, etc., the fragrance retention properties may be significantly reduced, and if a large amount of these fragrance preservatives is added in an attempt to improve fragrance persistence, the fragrance may be damaged. Not only does this cause discoloration of the perfumed product, but there is also the risk of causing an undesirable situation in which palatability, which is an important purpose of using perfumes, deteriorates.

Problems to be Solved by the Invention The present invention overcomes the drawbacks of such conventional fragrance-preserving compositions containing fragrance preservatives, has excellent fragrance persistence, and causes discoloration of scented products. The purpose of this work was to provide a fragrance-retaining composition that has no fragrance.

Means for Solving the Problems The present inventors have conducted intensive research to develop a fragrance composition having the above-mentioned preferable properties, and as a result, the inventors have found that the purpose has been achieved by using pentadecanoic acid glyceride as a fragrance preservative. I discovered what could be achieved, and based on this knowledge, I completed the present invention.

That is, the present invention provides fragrances, and - formula % formula % (wherein R1 and R2 are each a hydrogen atom or -C-
c+aLs, which may be the same or different from each other).

The present invention will be explained in detail below.

There are no particular restrictions on the fragrance used in the composition of the present invention, and it can be appropriately selected from natural fragrances and synthetic fragrances. Examples of natural fragrances include orange oil, lemon oil, lime oil, butygrain oil, yuzu oil, neroli oil, bergamot oil, lavender oil, lavandin oil, avinis oil, pei oil, bore rose oil, ylang-ylang oil,
Citronella oil, geranium oil, peppermint oil, peppermint oil, spearmint oil, eucalyptus oil, lemongrass oil, patchouli oil, jasmine oil, rose oil, cedar oil, vetiver oil, galbanum oil, oakmoss oil, pine oil, camphor oil, white Essential oils such as soybean oil, camphor oil, turpentine oil, clove oil, clove leaf oil, cassia oil, nutmeg oil, cananga oil, and thyme oil, and animal fragrances such as musk incense, lily cat incense, beaver incense, and dragon incense. is used. In addition, examples of synthetic fragrances include linalool, linalyl acetate, geraniol, citronellol, various aliphatic aldehydes such as CS-C12, phenylethyl alcohol benzyl acetate, geranyl acetate, geranyl formate, vanillin, nitro musks, galacunlide, tonalide, Examples include pentalide, Santarex, amyl acetate, amyl acetate, γ-undecalactone, ethyl methylphenylglycidate, heliotropine, and the like. Each of these fragrances may be used alone, or two or more types may be used as a blended fragrance.

The pentadecanoic acid glyceride used in the composition of the present invention is JC-0-C-Cr1Hx*...
・(I) ■C-0-R' n, c-c-t'' (R1 and R2 in the formula have the same meanings as above), and specific examples of such compounds include: pentadecanoic acid heptanoester of glycerin represented by the formula %, pentadecanoic acid diester of glycerin represented by the formula;
and glycerin pentadecanoic acid triester represented by the formula %. These pentadecanoic acid glycerides may be used alone or in combination of two or more.

The pentadecanoic acid glyceride can be easily obtained, for example, by reacting glycerin with pentadecanoic acid or a reactive derivative thereof, such as an acid anhydride, acid chloride, or ester.

In the composition of the present invention, the pentadecanoic acid glyceride is usually 0.1 to 20% by weight, based on the total amount of the composition.
It is preferably blended in a proportion of 0.5-10% by weight. If this amount is less than 0.1% by weight, the effect of sustaining the fragrance will not be sufficiently exhibited, and if it exceeds 20% by weight, no improvement effect will be recognized for the amount, and it will be economically disadvantageous. Become.

In the composition of the present invention, other fragrance preservatives commonly used in conventional fragrance preservative compositions may be used as desired, as long as the object of the present invention is not impaired, and in addition, adjuvants, diluents and Additives such as enzymes, pigments, antioxidants, preservatives, disinfectants, etc., other active ingredients such as herbal medicines, vitamins, nutrients, fats and oils, and effect agents such as bleaching agents and deodorizing agents. , softeners, etc. can be added.

Effects of the Invention The fragrance-retaining composition of the present invention contains a fragrance and pentadecanoic acid glyceride, has excellent fragrance persistence, and does not cause discoloration of perfumed products, and is suitable for cleaning clothes, for example. Cleaning agents such as cleaning agents, human body cleaning agents, household cleaning agents, etc.
Aromatic products such as air fresheners, colognes, perfumes, cosmetics such as creams, lotions, antiperspirants, shampoos, conditioners, etc.
It is suitably used in many products such as hair care products such as hair conditioners, bath additives such as bath salts and bubble baths, and even foods.

Examples Next, the present invention will be explained in more detail with reference to examples.
The present invention is not limited in any way by these examples.

In addition, the strength of the fragrance, the persistence of the fragrance, and the change in color of the scented product were evaluated according to the following symbols through a sensory test or visual observation by 10 expert panelists.

(1) Scent strength @: 9 or more out of 10 people judged the scent to be strong 0: 7 to 8 out of 100 people judged it to be a strong scent Δ: 5 to 6 out of 10 people judged it as strong What was judged as a scent ×: What was judged as a strong scent by 2 to 4 people out of 10 people (2) Persistence of fragrance When compared to fragrance, @: Same 0: Slightly lower Δ: Considerably lower 4. Comparative Examples 1 to 3 100 parts by weight of linalool, 50 parts by weight of linalyl acetate, 150 parts by weight of terpineol, 60 parts by weight of benzyl acetate, 30 parts by weight of citronellol, phenylethyl alcohol + tot amount! , 20 parts by weight of 'y' raniol, 100 parts by weight of hexyl cinnamic aldehyde, 80 parts by weight of amyl cinnamic aldehyde, 40 parts by weight of cyclamen aldehyde, 30 parts by weight of Lilial, 50 parts by weight of Vertenex and 40 parts by weight of γ-methylionone. The ingredients shown in Table 1 were added to the perfume base to prepare a perfume composition for detergent (bulk specific gravity of 0-5 g/cm3 or more).

The fragrance composition thus obtained was blended at a ratio of 0.15% by weight into a granular detergent composition having the composition shown below, and the resulting detergent was evaluated for fragrance strength, fragrance persistence, and discoloration. The results are shown in Table 1.

Component Content ratio LAS-Ni'
ゝ 1G weight% AS-Na”
2% by weight AO5-N*”
10% by weight zeolite (4
Type A) 16% by weight sodium silicate
10% by weight sodium carbonate
10% by weight polyethylene glycol (MW6.Go
o], 0% by weight Chinopal cBs-X”
Q, 2% water by weight 5
Weight% Sodium sulfate Residual IN weight% Note 1) LAS-N! : Straight-chain sodium alkylbenzene sulfonate whose alkyl group has 12 carbon atoms 2) As-Na: Ct□~3. Sodium alkyl sulfate 3) AO5-Na: Cta~2. Sodium α-olefin sulfonate 0 Tinopal CBS-X: Fluorescent brightener (manufactured by Ciba Geigy) In addition, Table 1 also includes the strength and persistence of the residual scent evaluated on washed cotton towels as follows. Shilko.

That is, put water 301+, the detergent 409, and 1 kg of cotton towel in a washing machine, wash for 10 minutes, rinse twice with 301 retaining water, then dehydrate for 2 minutes and dry.
The strength of the residual fragrance after drying and the persistence one day after drying were measured by 10 panelists and expressed according to the following symbols.

Strength of lingering scent; @: 9 or more out of 100 people judged it to be strong ○: 1
7 to 8 out of 0 people judged it to be strong Δ:! O name middle 5-
6 people judged it to be strong. Δ: It was determined that 5 to 6 out of 10 people remained. x: It was determined that 2 to 4 people out of IO remained. Example. 5-7, Comparative Examples 4-6 120 parts by weight of linalool, 50 parts by weight of linalyl acetate, 50 parts by weight of benzyl acetate-ZOO, 50 parts by weight of hexyl cinnamic aldehyde, 80 parts by weight of amyl cinnamic aldehyde, 130 parts by weight of γ-methyl ionone, 20 parts by weight of aldehyde base, 50 parts by weight of Vertenex No, 50 parts by weight of geraniol, 30 parts by weight of styralyl acetate
Parts by weight, phenylethyl alcohol + t01ijlfi
, 20 parts by weight of coumarin, and 30 parts by weight of lavazine oil were added with the ingredients shown in Table 1 to prepare 11 fragrance compositions for soaps.

The fragrance composition for soap thus obtained was added at a ratio of 1.0% by weight to a soap having the composition shown below, and the strength, persistence, and discoloration of the fragrance were examined. The results are shown in Table 2.

Ingredients Beef tallow soap Coconut oil soap Titanium dioxide EDTA-2N* Moisture content 69% by weight 11% by weight 0.3% by weight 0.1% by weight Remaining 11111% by weight Examples 8-10, Comparative Examples 7-9 Hexyl Cinnamic 140 parts by weight of aldehyde, 50 parts by weight of Sourial, 8100 parts by weight of pendyl serisilane, 120 parts by weight of γ-methylionone, 8 parts by weight of Vertenex.
0 parts by weight, 40 parts by weight of hydroxycitronellal, 80 parts by weight of linalool! 50 parts of linalyl acetate, 1 part by weight
'W+, phenylethyl alcohol lS G weight 1k
parts, benzyl acetate 50 parts by weight, aldehyde C-
A fragrance composition for hair rinse was prepared by adding the ingredients shown in Table 3 to a fragrance base consisting of 115 parts by weight and 80 parts by weight of orange oil.

The fragrance composition for hair rinse thus obtained was added to a hair rinse having the composition shown below at a ratio of 4% by weight of L, and the strength, persistence, and color change of the fragrance were noted and the results are shown in Table 3.

Table 3 also shows the results of immersing a 10 g bundle of hair in a 5% by weight hair rinse solution for 1 minute and evaluating the strength and persistence of the residual fragrance after drying by 10 panelists. The evaluation criteria are the same as for cotton towels.

Ingredients Stearyl trimethyl ammonium chloride Glyceryl monostearate Liquid paraffin Propylene glycol Content ratio 3.011i Weight % 3.1) Weight % 2.0 weight % 2.0 weight % 100 weight % Examples 11 to 13, Comparative examples io to 12 Bergamotu oil 120 parts by weight, linalyl acetate)
200 parts by weight, 50 parts by weight of geraniol, 60 parts by weight of rosewood, 80 parts by weight of terpineol, 100 parts by weight of hydroxyl fluorol, 10 parts by weight of γ-methylionone
0 parts by weight, 20 parts by weight of linalool, 40 parts by weight of orange oil
A fragrance composition for shampoo was prepared by adding the ingredients shown in Table 4 to a fragrance base consisting of 120 parts by weight of phenylethyl alcohol and 20 parts by weight of linalool.

In this way, the fragrance composition for shampoo is obtained at 0.0%.
In addition to the shampoo with the composition shown below at a proportion of 4% by weight,
The results of evaluating the strength, persistence, and discoloration of the fragrance were evaluated in the fourth test.
Shown in the table.

Ingredients Sodium polyoxyethylene lauryl sulfate Coconut oil fatty acid diethanol Sodium abenzoate Sodium ethylenediaminetetraacetate Content ratio 15.0% by weight 3.5% by weight 6.5% by weight 0.2% by weight 100% by weight Based on the above results As can be seen, when a small amount of the pentadecanoic acid glyceride-containing fragrance-retaining composition of the present invention is blended into detergents, soaps, conditioners, and shampoos, discoloration is suppressed and fragrance persistence is significantly improved. Furthermore, similar effects were obtained when skin cream and vanilla clay bar were also investigated.

Claims (1)

[Claims] 1. Fragrance and general formula ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼ (R^1 and R^2 in the formula are each a hydrogen atom or ▲
A fragrance-retaining composition containing pentadecanoic acid glyceride represented by the mathematical formula, chemical formula, table, etc., which may be the same or different.