KR20170100729A - Perfume composition comprising β-cyclodextrin - Google Patents

Perfume composition comprising β-cyclodextrin Download PDF

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KR20170100729A
KR20170100729A KR1020160022916A KR20160022916A KR20170100729A KR 20170100729 A KR20170100729 A KR 20170100729A KR 1020160022916 A KR1020160022916 A KR 1020160022916A KR 20160022916 A KR20160022916 A KR 20160022916A KR 20170100729 A KR20170100729 A KR 20170100729A
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cyclodextrin
fragrance
present
week
soap
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KR1020160022916A
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Korean (ko)
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김일철
이동주
방행례
우그림
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전남대학교산학협력단
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    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11BPRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
    • C11B9/00Essential oils; Perfumes
    • C11B9/0069Heterocyclic compounds
    • C11B9/0073Heterocyclic compounds containing only O or S as heteroatoms
    • C11B9/008Heterocyclic compounds containing only O or S as heteroatoms the hetero rings containing six atoms
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/73Polysaccharides
    • A61K8/738Cyclodextrins
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q13/00Formulations or additives for perfume preparations
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/50Perfumes
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D9/00Compositions of detergents based essentially on soap
    • C11D9/04Compositions of detergents based essentially on soap containing compounding ingredients other than soaps
    • C11D9/44Perfumes; Colouring materials; Brightening agents ; Bleaching agents
    • C11D9/442Perfumes

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  • Life Sciences & Earth Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Cosmetics (AREA)
  • Detergent Compositions (AREA)
  • Fats And Perfumes (AREA)

Abstract

The present invention relates to an aromatic composition comprising -cyclodextrin, and more specifically, to an aromatic composition comprising -cyclodextrin, which sets -cymene and terpinolene of monoterpene which are highly volatile to emit aroma rapidly as standard materials, and uses -cyclodextrin as an adjuvant so as to sustain an aromatic component. The present invention has an effect that a natural aromatic component can be sustained for a long time by collecting the aromatic component in -cyclodextrin ( -CD). Moreover, the present invention can be usefully applied to the development of aromatic products such as soap, cosmetics, a fragrance, a detergent and the like which ultimately sustain the aromatic component.

Description

A perfume composition comprising? -cyclodextrin {Perfume composition comprising? -cyclodextrin}

The present invention relates to a perfume composition comprising? -Cyclodextrin, and more particularly to a perfume composition containing? -Cymene, terpinolene of monoterpene which is highly volatile and emulsifies rapidly, The present invention relates to a perfume composition capable of maintaining a perfume component by using β-cyclodextrin as an auxiliary agent.

Soap and cosmetics that are used every day for both sexes are as important as daily necessities of food. As the global consumption trend is spreading with global well-being trend and consumers' needs change and interest in health and health care therapy due to aging increases, Demand for Korea is on the rise. For example, high interest in eco-friendly life has led to natural soaps made from high-quality vegetable fatty acids, and natural soaps are natural moisturizers that prevent skin diseases such as atopic and itchy skin. Use natural fragrance to minimize skin irritation. However, since aroma essential oils are highly volatile, they have a limitation in that the fragrance is quickly smelled by evaporation when exposed to air. In particular, studies on the persistence of fragrance components and the fragrance in the distribution process are not active.

Cyclodextrins are produced by the action of starch and glycosyltransferase (EC 2.4.1.19 cyclotextrin glycosyltransferase, CGTase), which is composed of 6-8 glucosides linked by α-1,4 glucoside bonds, cyclic, Maltooligosaccharides, each of which is referred to as? -Cyclodextrin,? -Cyclodextrin and? -Cyclodextrin. Cyclodextrin is used as a food additive to increase the tackiness and viscosity of food, improve emulsion stability, and improve the physical properties and feel of food. It is used as a flavoring agent, stabilizer for coloring agent, emulsifying agent for mayonnaise, deodorant for fish meat products And has been used for various purposes.

In addition, in order to escape from the risk of loss due to volatile components in domestic and foreign countries, studies have been conducted to prevent the loss of fragrance and control the volatilization of fragrance after covering the fragrance component with cyclodextrin. Among them,? -Cyclodextrin is widely used because? -Cyclodextrin is more diverse than? -Cydodextrin in binding various organic materials to the inside, and is structurally stable and cheaper than? -Cydodextrin and? -Cyclodextrin. In addition, since it has been confirmed that? -Cyclodextrin has a fragrance-controlling component, its application range in cosmetics, soap, and other fragrance products is gradually expanding.

Korean Patent Publication No. 1997-0032785 Korean Patent Publication No. 2001-0050028 Korean Patent Registration No. 10-0422306

It is an object of the present invention to provide a perfume composition comprising? -Cyclodextrin.

The present invention also aims to provide a process for producing a cosmetic product comprising a step of containing? -Cyclodextrin.

The problems to be solved by the present invention are not limited to the above-mentioned problems, and other matters not mentioned can be clearly understood by those skilled in the art from the following description.

In order to achieve the above object, the present invention provides a perfume composition comprising? -Cyclodextrin.

In one embodiment of the present invention, the? -Cyclodextrin may be contained in an amount of 0.01 to 7.5% by weight based on the total weight of the composition.

Further, in one embodiment of the present invention, the composition may be characterized in that the persistence of fragrance is enhanced.

In an embodiment of the present invention, the perfume composition may be a soap, a cosmetic, a fragrance or a detergent.

In addition, the present invention provides a method for producing a fragrance comprising the step of containing? -Cyclodextrin.

In one embodiment of the present invention, the? -Cyclodextrin may be contained in an amount of 0.01 to 7.5% by weight based on the total weight of the composition.

Also, in one embodiment of the present invention, the perfume may be characterized in that the persistence of the perfume is enhanced.

In an embodiment of the present invention, the cosmetic may be a soap, a cosmetic, a fragrance or a detergent.

The present invention has the effect that the fragrance component can be trapped in? -Cyclodextrin and the natural fragrance component can be sustained for a long time. Further, the present invention can be applied to the development of an aromatic product such as a soap, a cosmetic product, a fragrance and the like which ultimately keeps a fragrance component.

FIG. 1 shows the cymene residual amount of the control group and the experimental group at the second week after the first week of the 0th week.
FIG. 2 shows the amount of terpinolene remaining in the control group and the experimental group at the second week after the first week of the 0th week.
Fig. 3A shows the ratio of the residual amount of ρ-cymene in the control group and the experimental group, and Fig. 3B shows the ratio of the residual amount of terpinolene in the control group and the experimental group.
FIG. 4 is a graph showing the relative change in the average weight change of the soap during the soap drying process in order to examine the effect of the presence of? -Cyclodextrin on the variation of the soap weight.

A perfume composition comprising? -Cyclodextrin and a method of manufacturing a perfume composition comprising a step containing? -Cyclodextrin according to an embodiment of the present invention will be described in detail.

Hereinafter, terms used in the present invention are defined.

The terminology used herein is for the purpose of illustrating embodiments and is not intended to be limiting of the present invention. In the present specification, the singular form includes plural forms unless otherwise specified in the specification. As used herein, the term " and / or " includes each and every combination of one or more of the components mentioned.

The terms " comprises, " and / or " comprising ", as used herein, are intended to encompass the components, steps, operations and / Or < / RTI >

The? -Cyclodextrin of the present invention is a kind of cyclodextrin, which is more diverse than? -Cyclodextrin in binding objects of various organic materials to the inside, and has high structural stability. The present invention provides a perfume composition comprising 0.01 to 7.5% by weight of? -Cyclodextrin based on the total weight of the composition. If the content of beta -cyclodextrin is less than 0.01% by weight, the effect is not exhibited.

Hereinafter, the present invention will be described in detail with reference to the following examples. However, the following examples are provided to aid understanding of the present invention, and the scope of the present invention is not limited to the following examples.

[ Example  1] Materials and methods

1. Instruments and reagents

The β-cyclodextrin (CD) used in this experiment is ROQUETTE Methods. France. Sigma Aldrich (St. Louis, MO, USA) was used as the fragrance component and ρ-cymene and terpinolene were used as the fragrance components. The vegetable fatty acids were olive oil (Olea Europaea, Englad, Kerfoot, Elaeis guineensis , Malaysia, Lotte Samgang) and coconut oil (Cocos nucifera, Philippines, Lotte Samgang). Sodium hydroxide (NaOH, purity> 98.0%) was purchased from Youngjin Chemical and distilled water was sterilized distilled water for use in Choongwae Pharmacy.

2. Preparation of Soap Samples

The perfume components added to the preparation of the test soap samples were added such that 0.02% of each of ρ-cymene and terpinolene was added. The control [CD (-)] without β-cyclodextrin was prepared at 55 ° C and blended for 5 minutes at low speed, followed by addition of ρ-cymene and terpinolene, followed by blending for 10 minutes at low speed. The experimental group [CD (+)] supplemented with? -cyclodextrin was prepared by blending CD for 5 minutes at 80 ° C, adding ρ-cymene and terpinolene, and then collecting the fragrance while blending at the same rotation speed . After adding β-cyclodextrin, it was blended again for 10 minutes to make experimental group [CD (+)]. At this time,? -Cyclodextrin was added so as to be 0.01 to 7.5%.

3. Drying process

Samples of control [CD (-)] and experimental group [CD (+)] soap were fired in a cube. Control specimens and experimental groups were dried at 25 ° C and 0.6m / s wind speed. The weight changes of the control and experimental groups were measured.

4. Headspace ( Headspace ) Flavor component extraction

The sample was pretreated by analyzing the fragrance component. 0.5g of the soap sample was placed in 4.5g of distilled water, and the fragrance component was extracted with Headspace HS-20 (Shimadzu co. Japan). The extraction conditions were equilibrated at 60 ° C for 20 minutes and then used to analyze 1 ml fractions.

5. Fragrance analysis

GC-MS2010 (Shimadzu Corporation, Japan) was used for quantitative analysis of vegetable fatty acids added to the soap samples, and each component was analyzed by Mass Selective Detector (MSD) method. The column used was Rtx-5 ms (30 m x 0.25 m film thickness). The sample line temperature was 250 ° C and the transfer line temperature was 250 ° C. The injection method was 1 ml at 250 ℃ using Split ratio (10: 1) method. The GC separation tube temperature was maintained at 40 ° C for 2 minutes, then increased to 6 ° C per minute to 250 ° C, and then maintained at 250 ° C for 13 minutes. In the MS condition, the ion source temperature was set to 230 ° C, and the interface temperature was set to 250 ° C. At this time, the ionization energy condition of the mass spectrometry detector was 70 eV.

[ Example  2] Residual amount change of fragrance component

The volatile fragrance components were collected in? -Cyclodextrin, and the fragrance components remaining in the soap were quantitatively analyzed to compare and analyze the remaining amount. The reference materials? -Cymene and terpinolene were analyzed by GC -MS method, and the results are shown in Table 1. < tb > < TABLE >

The retention time of the ρ-cymene is 9.994 minutes, the start time is 9.93 minutes, and the end time is 10.055 minutes. The area was 101671265 with a purity of 99.86% and a height of 40828227 with 99.81%. Also, the holding time of terpinolene is 11.675 minutes, the start time is 11.61 minutes and the end time is 11.73 minutes. The area was 95372388 with a purity of 96.7% and a Height of 36199602, which was measured as 95.74% (see Table 1).

Figure pat00001

[ Example  3] ρ- Cymene  Residual amount measurement

As a control group, soap samples were analyzed with a vegetable fatty acid soap sample control [CD (-)] and an experimental group [CD (+)] in which fragrance components were collected on CD. The results are shown in FIG. FIG. 1 shows the cymene residual amount of the control group and the experimental group at the second week after the first week of the 0th week.

As can be seen from FIG. 1, the aroma of the control group was measured at an average of 1419.5 μg / L at the 0th week, but the aroma of the experimental group was measured at a concentration of 3699.7 μg / L. The smell of the control group was measured at 177.5 ㎍ / L at 1 week, and the remaining amount was decreased more than that at 0 week, and 482.6 ㎍ / L was measured in the experimental group in which the fragrance component was collected in CD. In the second week, the fragrance components were measured at 99.5 μg / L in the control group and 268.9 μg / L in the experimental group.

[ Example  4] Measurement of residual amount of terpinolene

FIG. 2 shows the amount of terpinolene remaining in the control group and the experimental group at the second week after the first week of the 0th week. 2, the control group at the 0th week was measured to be 892.1 μg / L, and the sample group in which the fragrance component was collected in the CD was measured at 2208.4 μg / L, and the remaining amount was 2.4 times that of the control group. 1 week, 109.6 ㎍ / L in the control group and 277.7 / / L in the experimental group, respectively. At 2 weeks, the control group was measured at 57.4 μg / L and the experimental group at 158.91 μg / L. And the decrease in the amount of the fragrance component was found to be similar.

[ Example  5] Percentage of residual amount of perfume ingredient

1. ρ- Cymen

Fig. 3A shows the ratio of the residual amount of ρ-cymene in the control group to the experimental group. As shown in FIG. 3A, the ratio of the average value of the experimental group at the 0th week to the average value of the control group was 2.6 times, the ratio of 2.7 times at the first week, and 2.7 times at the second week.

2. terpinolene

3B shows the ratio of the amount of terpinolene remaining in the control group and the experimental group. As shown in FIG. 3B, the ratio of the average value of the experimental group to the control group at the 0th week was 2.4 times as compared with that of the control group at the 0th week, and 2.5 times as high as 2.5 times at the first week.

[ Example  6] Weight change

The effect of β-cyclodextrin on the weight change of soap was investigated by measuring the average weight change of the soap during the drying process. The results are shown in FIG. The relative average weight of the soap at week 0 was taken as 100.

As shown in FIG. 4, the relative weight loss of the soap of the control group and the experimental group was 92.4% and 92.1% at the first week, 88.3% and 89% at the second week, and 86.9% and 86.9% at the third week, respectively. These results indicate that the presence of β-cyclodextrin is not significantly less than the reduction of moisture in the control [CD (-)] and experimental group [CD (+)]. That is, it has been proved that the influence of the change in weight of the soap by the presence or absence of? -Cyclodextrin has little effect on the residual amount of the perfume ingredient.

From the above results, it was confirmed that the perfume composition comprising the? -Cyclodextrin according to the present invention can maintain the perfume composition excellently.

Claims (6)

Wherein the perfume composition comprises 0.01 to 7.5% by weight of? -Cyclodextrin based on the total weight of the composition. The perfume composition of claim 1, wherein the perfume composition is characterized by enhanced perfume persistence. The perfume composition according to claim 1, wherein the perfume composition is selected from the group consisting of soaps, cosmetics, fragrances and detergents. and 0.01 to 7.5% by weight of? -cyclodextrin. 5. A method as claimed in claim 4, characterized in that the fragrance enhances the persistence of the fragrance. The method of claim 4, wherein the cosmetic product is selected from the group consisting of soaps, cosmetics, fragrances and detergents.
KR1020160022916A 2016-02-26 2016-02-26 Perfume composition comprising β-cyclodextrin KR20170100729A (en)

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR102312284B1 (en) 2021-03-26 2021-10-13 주식회사 에코먼트 Cyclodextrin-betaglucan complex structure and cosmetic composition comprising the same

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR102312284B1 (en) 2021-03-26 2021-10-13 주식회사 에코먼트 Cyclodextrin-betaglucan complex structure and cosmetic composition comprising the same

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