KR20170108511A - Perfume composition for expressing the fragrance of Carthamus tinctorius L. - Google Patents

Abstract

The present invention relates to a perfume composition capable of expressing the fragrance of Carthamus tinctorius L., and providing a composition which is improved in the degree of similarity and satisfaction with the fragrance of the Carthamus tinctorius L to be usefully used as a perfume composition. The perfume composition according to the present invention can increase the degree of similarity to the fragrance of the Carthamus tinctorius L. and improve the satisfaction of a user by adding hydroxycitronol to the main fragrance component of the Carthamus tinctorius L.

Description

(Perfume composition for expressing the fragrance of Carthamus tinctorius L.)

The present invention relates to a perfume composition capable of reproducing a safflower flower fragrance, and relates to a composition which can be usefully used as a perfume composition by improving similarity and satisfaction with the fragrance of a safflower flower.

Safflower is a perennial herb that belongs to the Asteraceae family. It is also called safflower, safflower, itch , and its scientific name is Carthamus tinctorius L. The origin of safflower is presumed to be Egypt or Mesopotamia, and it is cultivated in many parts of Korea, China, Japan, USA, Mexico and Turkey. Safflower is a crop that grows in a warm climate. Sowing in February, flowers bloom around June to July, and seeds ripen around July to August.

Safflower has long been called Carthamus or Dyer's saffron. The varieties of safflower include India, Iran, Carthamus tinctorius And C. lanatus or Bastard Saffron, both Arabian and Indian, are widely grown, especially in India and China. From ancient times, yellow and red dyes were obtained from safflower flowers, and safflower used in cooking produced oil. The ancient Egyptians used safflower oil as a base or dye for perfumes. Early Arab perfume suppliers used safflower oil to add color to perfume or to thicken the saffron flavor.

Safflower has a pharmacological effect and has been used as a medicinal herb such as pain medication, antithrombosis, antihypertensive agent and the like since ancient times. Inflammation and atherosclerosis, hyperlipidemia, osteoporosis, and gynecological diseases. These safflower flowers have unique fragrance characteristics of herbal and floral, but the research on the fragrance of safflower flower is insufficient yet. Therefore, it is required to develop a perfume composition having differentiated and new characteristics by reproducing the unique fragrance of safflower flower naturally.

The present inventors have tried to reproduce the fragrance of safflower flower by analyzing the main fragrance component and content of safflower, but it is difficult to obtain a fragrance similar to the original fragrance even if the analyzed component is artificially mixed with the analyzed content And by adding a new fragrance ingredient, it was found that the fragrance of the safflower flower can be reproduced in a very similar manner, thus completing the present invention.

Accordingly, an object of the present invention is to provide a fragrance composition which can reproduce the fragrance inherent in safflower flower and has excellent palatability.

Another object of the present invention is to provide a perfume composition containing a fragrance ingredient of safflower flowers in various applications such as external skin preparations, personal care products, and home care products.

As means for solving the above problems,

With respect to 100 parts by weight of the total perfume composition,

10 parts by weight to 15 parts by weight of hexanoic acid, 3 to 8 parts by weight of 3-methylbutyric acid, 2 parts by weight of 2-methylbutyric acid, To 4 parts by weight, dihydroactinolide 3 to 8 parts by weight and octanoic acid 3 to 10 parts by weight,

1 to 5 parts by weight of hexahydro farnesyl acetone, 1 to 5 parts by weight of dodecanoic acid, 1 to 5 parts by weight of heptanoic acid, 1 to 3 parts by weight of nonanoic acid and 0.5 to 3 parts by weight of menthol,

0.5 part by weight to 5 parts by weight of hydroxycitronellol, 0.5 to 5 parts by weight of Iso E Super and 0.5 to 5 parts by weight of coumarin, Thereby providing a reproduced perfume composition.

As another means for solving the above problems, the present invention provides an external preparation for skin comprising the above-mentioned perfume composition.

As another means for solving the above problems, the present invention provides a personal care product comprising the perfume composition.

As another means for solving the above problems, the present invention provides a home care product comprising the perfume composition.

The perfume composition according to the present invention contains a main component of the safflower fragrance analyzed by the SPME / GC-MS method, and further adding hydroxycitronellol thereto, It was possible to reproduce, and the palatability of the fragrance could be improved.

The present invention relates to perfume compositions which reproduce fragrance of safflower flowers.

Hereinafter, the present invention will be described in more detail.

Solid Phase Microextraction (SPME) / Gas Chromatograph-Mass spectrophotometry (GC-MS)) was used for analyzing the fragrance components and content of safflower flowers. However, But is not limited thereto.

The solid phase microextraction (SPME) method is a kind of pretreatment method which can easily introduce a volatile organic compound into a fiber and adsorb it to a concentration step without using any additional pretreatment technique or solvent. Generally, fragrance is extracted by extraction with a solvent, distillation using water vapor, etc. However, the above methods are not suitable for extracting fragrance components by heating, , And the like, and there are many differences from the perfume characteristics of the original material. Headspace and Solid-Phase Micro Extraction (SPME) methods have been developed to overcome these drawbacks. These two methods do not require a solvent and an additional pretreatment unlike the conventional method, and can be said to be a good method to reproduce the original fragrance of the sample.

The gas chromatography-mass spectrometry (GC-MS) is an analyzer mainly used for analyzing the content of volatile substances, and is a gas chromatography (mass spectrometry) method in which various compounds in a sample injected through the SPME are separated GC) and the atomic mass of the substance introduced through the gas chromatography.

The present invention provides a fragrance composition containing fragrance components of safflower flowers and hydroxy citroneol as an essential component analyzed by the above method and reproducing fragrance of safflower flowers.

The flavor component of the safflower flower is selected from the group consisting of hexanoic acid, 3-methylbutyric acid, 2-methylbutyric acid, dihydro actiniolide ) And octanoic acid,

Hexahydro farnesyl acetone, dodecanoic acid, hepanoic acid, nonanoic acid and menthol. The term " hexahydrophonacyl acetone "

Among the components of the composition according to the present invention, hydroxycitronolol, isoe super or coumarin is a fragrance ingredient having a sweet lily of the valley, a refined woody fragrance, sweet tonka bean, However, when used in addition to the main fragrance ingredient of safflower, it gives a similar fragrance to the characteristic fragrance of safflower flower.

More specifically, the perfume composition of the present invention comprises 10 parts by weight to 15 parts by weight of hexanoic acid, 3 parts by weight of 3-methylbutyric acid, 8 parts by weight of 2-methylbutyric acid, 1 to 4 parts by weight of 2-methylbutyric acid, 3 to 8 parts by weight of dihydroactinolide and 8 parts by weight of octanoic acid 3 By weight to 10 parts by weight,

1 to 5 parts by weight of hexahydro farnesyl acetone, 1 to 5 parts by weight of dodecanoic acid, 1 to 5 parts by weight of heptanoic acid, 1 to 3 parts by weight of nonanoic acid and 0.5 to 3 parts by weight of menthol,

0.5 parts by weight to 5 parts by weight of hydroxycitronellol, 0.5 to 5 parts by weight of Iso E Super and 0.5 to 5 parts by weight of coumarin.

In the above, hexanoic acid, 3-methylbutylic acid, 2-methylbutylic acid, dihydroactinidiolide, and octanolic acid, which are used as main ingredients for reproducing safflower fragrance, , It is not preferable because the similarity of the fragrance with the actual safflower is lowered and the palatability of the fragrance is lowered.

In addition, the perfume composition according to the present invention may further include secondary fragrance components indicating the fragrance of safflower other than the main component. For example, for 100 parts by weight of the whole fragrance composition, hexahydro farnesyl acetone acetone, dodecanoic acid, hepanoic acid, nonanoic acid and menthol in an amount of 4.5 to 16 parts by weight.

These subcomponents are preferably used within the above range, but they do not greatly affect the flavor of the safflower, so they may be contained in an amount outside the range as long as they do not affect reproduction of the safflower flower.

On the other hand, it is preferable to use the above hexanoid acid, 3-methylbutylic acid, 2-methylbutylic acid, dihydroactinidiolide, octanoic acid, hexahydrofarnesyl acetone, dodecanoic acid, heptanoic acid, Acids and menthols may be manufactured using commercial products, separated from plants, semisynthetic or synthetically produced. The manufacture of the above components can be changed within a range that is obvious to a person skilled in the art, and the present invention does not include the scope thereof.

The present invention also provides a perfume composition containing the fragrance ingredient of safflower flower according to the present invention in various applications such as external skin preparations, personal care products and home care products.

The external preparation for skin according to the present invention may contain the perfume composition in an amount of 0.01 to 20% by weight based on the total weight of the composition. When it is contained in the composition for external application for skin in the above-mentioned range, the user can recognize the fragrance similar to safflower flower, can show high palatability, and can also enhance the persistence of fragrance.

Examples of the external preparation for skin according to the present invention include ointments, lotions, soluble images, suspensions, emulsions, creams, gels, sprays, papermaking agents, , And may be incorporated into any of the bases known in the art.

In addition, the external preparation for skin according to the present invention may include cosmetics.

The perfume composition of the present invention may be provided in cosmetics such as basic cosmetics, makeup cosmetics, and body cosmetics within the range not hindering the object of the present invention. Examples of the basic cosmetics include essences, lotions, creams, gels, lotions, packs, massage creams, milks, and the like; Examples of the makeup cosmetics include a foundation, a makeup base, and the like; Body cosmetics include soaps, liquid cleansers, bath salts, sunscreen creams, sun oils, and the like.

The content of the active ingredient may vary depending on the formulation and purpose. For example, wash-off type cosmetics, such as make-up removers, detergents, and the like, where the active ingredient remains on the skin in a short period of time, may be relatively high concentrations. On the other hand, in the case of leave-on type cosmetics such as lotion, cream, essence and the like in which the active ingredient remains on the skin for a long period of time, the concentration may be lower than that of the wash-off type cosmetics.

The perfume composition of the present invention may contain a hair product such as a shampoo, a rinse, a treatment, a hair essence or the like within a range not hindering the object of the present invention; Toothpaste, mouthwash and other oral products; And can be provided as a personal care product by blending with a skin cleansing agent such as body wash, bar diesel, and soap. In addition, the perfume composition of the present invention may contain perfumes such as fragrance within the range not hindering the object of the present invention; It can be provided as a home care product in combination with a detergent such as a kitchen detergent and laundry detergent. In order to improve the physical properties of the composition, a perfume, a colorant, a bactericide, an antioxidant, an antiseptic, a moisturizer, a thickening agent, an inorganic salt, a synthetic polymer material and the like may be further added.

Advantages and features of the present invention and methods of achieving them will be apparent with reference to the following Examples and Preparation Examples. It should be understood, however, that the invention is not limited to the disclosed examples and preparations, but may be embodied in many different forms and should not be construed as limited to the exemplary embodiments set forth herein, It is provided to inform the person completely of the scope of the invention.

Reference Example  One: SPME method  Analysis of fragrance components of used safflower flowers

Safflower sycamone flower of Gyeongnam Mountain was crushed and placed in a headspace vial, and the fragrance components were collected with a fiber (PDMS / DVB fiber) for about 10 minutes. The fragrance-collected fiber was transferred to the GC-MSD inlet and the flower was desorbed for 1 min and analyzed by GC-MS.

The analysis conditions are as follows, and the analysis results are shown in Table 1 below.

 <Analysis condition>

Analytical Instruments: Agilent GC-7890 A / 5975C MSD

Detector: MSD

Column: VF-WAXms (60 m x 320 m x 0.25 m)

Injection temperature: 250 ° C

Detection temperature: 230 ℃

Oven temperature: 70 ° C (3 ° C / min) → 170 ° C (5 ° C / min) → 30 ° C

Column flow rate: 1.2 ml / min

Mobile phase gas: He

Injection amount: 0.5 μl

Fragrance component Content (% by weight) Hexanobic acid 12.41 3-methylbutylic acid 5.75 2-methylbutylic acid 2.01 Dihydroactinidiolide 7.16 Octanoic acid 5.79 Hexahydrofarnesyl acetone 2.96 Dodecanoic acid 2.80 Heptaneic acid 2.39 Nonanoic acid 1.69 Menthol 1.42 Other 55.62 Total content 100.00

 As a result, as shown in Table 1, the major fragrance components of the safflower flowers were 12.41% of hexanoic acid, 5.75% of 3-methylbutylic acid, 2.01% of 2-methylbutylic acid, 7.16% of dihydroactinidiolide, 5.79% of octanoic acid, 2.96% of hexahydrofarnesyl acetone, 2.80% of dodecanoic acid, 2.39% of heptanoic acid, 1.69% of nonanoic acid and 1.42% of menthol, accounting for about 44.38% .

Reference Example  2: Manufacture of combination fragrances

Based on the results analyzed in Reference Example 1, a combined fragrance having the composition shown in Table 2 below was prepared.

Fragrance component Content (% by weight) Hexanobic acid 12.41 3-methylbutylic acid 5.75 2-methylbutylic acid 2.01 Dihydroactinidiolide 7.16 Octanoic acid 5.79 Hexahydrofarnesyl acetone 2.96 Dodecanoic acid 2.80 Heptaneic acid 2.39 Nonanoic acid 1.69 Menthol 1.42 DPG (Dipropylene Glycol) 55.62 Total content 100.00

Experimental Example  1: Sensory evaluation comparing flavor of safflower with combination spice

The following sensory evaluation was carried out in order to examine the similarity of the fragrance of the combined saffron prepared in Reference Example 2 and the natural safflower.

The sensory evaluation was carried out on 20 normal male and female persons aged 20 to 50 years. The smell of the safflower of Reference Example 1 and the combined flavor of Reference Example 2 reproduced by the SPME method were taken respectively. (Question 1) and flavor palatability (Questions 2 and 3) were investigated.

The results are shown in Table 4 below.

survey 1. Compare the similarity of the flavor of the combination saffron with the natural safflower.

(1) Not at all similar
(2) Not very similar
(3) It is normal.
(4) somewhat similar
(5) It is very similar 2. The overall fragrance preference (satisfaction) of the combination fragrance is

(1) Very unsatisfactory
(2) unsatisfactory
(3) It is normal.
(4) Satisfies
(5) Very satisfied

Rating agent Question 1 (similarity) Question 2 (palatability) One One 2 2 2 2 3 2 One 4 One 2 5 One 3 6 3 2 7 One One 8 One 2 9 2 2 10 2 3 11 3 2 12 One One 13 2 3 14 One One 15 2 One 16 2 2 17 2 2 18 3 3 19 3 2 20 One One Average 1.8 1.9

As shown in Table 4, the fragrance similarity of the combined fragrance and the natural safflower flower was 1.8 and the fragrance likeness was 1.9.

Experimental Example  2: Analysis of the fragrance by professional evaluation team and manufacture of combination spices of new safflower flower

The sensory evaluation of the professional irrigation system revealed that the combination fragrance had a less floral feeling and a higher reverberation than the natural safflower. In order to improve the reverberation of rough feeling while adding a floral feeling, hydroxysoatronerol of white floral notes, soft and refined woody notes of iso supers and sweet notes of coumarin were added, Formulations 1 to 5 were prepared.

Fragrance component Production Example 1 Production Example 2 Production Example 3 Production Example 4 Production Example 5 Hexanobic acid 12.41 12.41 12.41 12.41 12.41 3-methylbutylic acid 5.75 5.75 5.75 5.75 5.75 2-methylbutylic acid 2.01 2.01 2.01 2.01 2.01 Dihydroactinidiolide 7.16 7.16 7.16 7.16 7.16 Octanoic acid 5.79 5.79 5.79 5.79 5.79 Hexahydrofarnesyl acetone 2.96 2.96 2.96 2.96 2.96 Dodecanoic acid 2.80 2.80 2.80 2.80 2.80 Heptaneic acid 2.39 2.39 2.39 2.39 2.39 Nonanoic acid 1.69 1.69 1.69 1.69 1.69 Menthol 1.42 1.42 1.42 1.42 1.42 Hydroxycitronelol 3.00 - - 2.0 3.0 Isothi Super - 5.00 - 3.0 2.0 Coumarin - - 5.00 5.0 3.0 DPG
(Dipropylene Glycol) 52.62 50.62 50.62 45.62 47.62 Total content 100.00 100.00 100.00 100.00 100.00

Experimental Example  3: Sensory evaluation

The sensory evaluation of the similarity and palatability of the fragrance of the natural safflower to the fragrance of the preparation examples 1 to 5 was carried out in the same manner as in Experimental Example 1, and the results are shown in Table 6 below.

On the other hand, the comparative sensory evaluation was carried out on the two fragrances of the preparation example and the natural safflower, and then a resting time of 5 minutes was given to prevent the post-sense paralysis phenomenon.

evaluation
agent Question 1 (similarity) Question 2 (palatability) Production Example 1 Production Example 2 Production Example 3 Production Example 4 Production Example 5 Production Example 1 Production Example 2 Production Example 3 Production Example 4 Production Example 5 One 2 2 2 4 5 3 2 2 4 5 2 3 One 2 5 3 2 3 3 3 3 3 2 2 2 3 4 4 One 2 4 4 4 3 3 3 5 5 3 2 2 5 5 5 4 3 2 4 4 4 3 3 4 4 6 3 One 3 3 3 2 3 3 4 5 7 4 3 3 5 5 3 One 3 5 5 8 2 2 2 5 5 5 2 2 4 4 9 3 2 2 4 4 3 2 2 4 5 10 3 One 4 5 5 4 3 3 5 5 11 3 2 2 3 4 2 2 2 4 4 12 4 3 3 5 5 4 3 3 5 5 13 2 2 2 4 5 3 4 4 4 4 14 3 3 3 3 3 4 One One 5 5 15 4 2 2 2 4 3 2 2 4 4 16 3 One 4 4 4 4 2 3 3 4 17 2 2 2 2 2 3 2 2 3 3 18 4 2 2 5 5 3 3 3 5 4 19 3 2 2 5 5 4 One 4 5 5 20 3 3 3 4 4 3 2 3 4 5 Average 3.0 2.1 2.5 4.0 4.2 3.3 2.2 2.6 4.2 4.4

As shown in the results of Table 6 above, when comparing the fragrance of the combination fragrance with that of the natural safflower, it was found that the combination fragrance had less floral feeling and more rough feeling of reverberation than the natural safflower flower, To improve the reverberation of feeling, 3% by weight of hydroxy citronerol of White Floral Note was added to Preparation Example 1, and the similarity and preference of the fragrance was increased. In Preparation Example 2, 5% by weight of stylish woody notes of iso-super was added to the combination fragrance, and the similarity and preference of the fragrance were slightly increased. In Production Example 3, 5% by weight of sweetened coumarin was added to the combination flavor, and the similarity and preference were slightly increased. Production Example 4 and Production Example 5 were prepared by adding 3 wt% of 2 wt% of hydroxycitronecrol, 3 wt% of iso-super 3 wt% and 3 wt% of coumarin, . It was confirmed that the addition of hydroxycitronelone to isophorone than coumarin and isophorone was more satisfactory, and it was confirmed that the combination of the three kinds of perfume was more satisfactory.

Formulation Example  1: perfume manufacturing

A perfume composition comprising a perfume composition having similarity to the fragrance of safflower flowers was prepared according to the following composition.

15% by weight of the perfume of Preparation Example 5

Alcohol 82.3 wt%

Water 2 wt%

Pigment amount

Sunscreen qs

Claims (7)

With respect to 100 parts by weight of the total perfume composition,
10 parts by weight to 15 parts by weight of hexanoic acid, 3 to 8 parts by weight of 3-methylbutyric acid, 2 parts by weight of 2-methylbutyric acid, To 4 parts by weight, dihydroactinolide 3 to 8 parts by weight and octanoic acid 3 to 10 parts by weight,
1 to 5 parts by weight of hexahydro farnesyl acetone, 1 to 5 parts by weight of dodecanoic acid, 1 to 5 parts by weight of heptanoic acid, 1 to 3 parts by weight of nonanoic acid and 0.5 to 3 parts by weight of menthol,
0.5 part by weight to 5 parts by weight of hydroxycitronellol, 0.5 to 5 parts by weight of Iso E Super and 0.5 to 5 parts by weight of coumarin, The perfume composition being reproduced.
The method according to claim 1,
With respect to 100 parts by weight of the total perfume composition,
But are not limited to, hexanoic acid, 3-methylbutyric acid, 2-methylbutyric acid, dihydro actiniolide and octanoic acid. acid in an amount of 20 to 45 parts by weight.
The method according to claim 1,
With respect to 100 parts by weight of the total perfume composition,
4.5 to 16 parts by weight of hexahydro farnesyl acetone, dodecanoic acid, hepanoic acid, nonanoic acid and menthol are included. The fragrance composition recreating the fragrance of the safflower flower.
The method according to claim 1,
With respect to 100 parts by weight of the total perfume composition,
A fragrance composition recreating the fragrance of safflower flowers comprising 1.5 to 15 parts by weight of hydroxycitronellol, Iso E Super and Coumarin.
An external preparation for skin comprising the perfume composition according to any one of claims 1 to 4.
A personal care product comprising a perfume composition according to any one of claims 1 to 4.
A home care product comprising a perfume composition according to any one of claims 1 to 4.