KR101738474B1

KR101738474B1 - Solvent composition for storaging isoflavones and isoflavones solution containing that solvent composition and method for preparing that solution

Info

Publication number: KR101738474B1
Application number: KR1020150101388A
Authority: KR
Inventors: 홍원기; 홍성혁
Original assignee: 한국콜마주식회사
Priority date: 2015-07-17
Filing date: 2015-07-17
Publication date: 2017-05-23
Also published as: KR20170010233A

Abstract

The present invention relates to a solvent composition for storing isoflavones, an isoflavone solution containing the isoflavone solution and a method for preparing the solution, which is capable of producing a transparent isoflavone solution having excellent formulation stability to such an extent that isoflavone is not precipitated for a long time , A solvent composition for storing isoflavones in a dissolved state, and an isoflavone solution containing the same and a process for producing the solution. The present invention relates to a process for producing an isoflavone by dissolving isoflavone in a solvent in which a polyol and ethanol are mixed at a specific ratio by volume to prevent the isoflavone from being exposed to oxygen and having excellent formulation stability to such an extent that isoflavone does not precipitate at various temperatures and long storage periods And has an effect of providing an isoflavone solution having a high viscosity and being easy to use.

Description

TECHNICAL FIELD The present invention relates to a solvent composition for storing an isoflavone, an isoflavone solution containing the same and a method for producing the solution,

The present invention relates to a solvent composition for storing isoflavones, an isoflavone solution containing the isoflavone solution and a method for preparing the solution, which is capable of producing a transparent isoflavone solution having excellent formulation stability to such an extent that isoflavone is not precipitated for a long time , A solvent composition for storing isoflavones in a dissolved state, and an isoflavone solution containing the same and a process for producing the solution.

Isoflavones have a similar structure to estrogen, a female hormone, and are known to have physiological functions such as phytoestrogen. Isoflavones are a group of compounds with the molecular formula C ₁₅ H ₁₀ O _{2 and} are known as non-glycoside forms of genistein, daidzein, glycitein and their glucosides. In addition, isoflavones are acetyl, malonyl, and methyl ether, which are known as isomers in a natural state, and are present in the form of glycosides.

Isoflavones have been found to have a variety of effects such as anti-aging, anti-alopecia, protection against ultraviolet rays and antioxidative effects of women through a lot of studies, and thus, there has been an increasing use of isoflavones as functional cosmetic materials. However, since isoflavone reacts easily with oxygen, it has a disadvantage of poor stability. Korean Patent Laid-Open No. 10-2011-0078678 discloses a method of treating microorganisms with isoflavone crude extract in order to overcome the disadvantages of such isoflavones. However, since the method itself is troublesome and it is difficult to store microorganisms, There is an inadequate aspect.

Therefore, it is necessary to study the simple method of storing isoflavone in a state of blocking the contact with oxygen.

Korean Patent Publication No. 10-2011-0078678

SUMMARY OF THE INVENTION The present invention has been made to solve the above-mentioned problems occurring in the prior art,

It is an object of the present invention to provide an isoflavone composition which is capable of preventing isoflavone from being exposed to oxygen and having excellent stability of formulation to such an extent that isoflavone does not precipitate at various temperatures and long storage periods, An isoflavone solution containing the solvent composition, and a process for producing the isoflavone solution.

In order to accomplish the object of the present invention, the present invention provides a solvent composition for storing a mixed polyol and ethanol-containing isoflavone in a dissolved state in a volume ratio of 5: 1 to 1: 5.

The isoflavone may be an isoflavone non-glycoside or a derivative thereof.

Wherein the polyol is selected from the group consisting of 1,3-butylene glycol, dipropylene glycol, propylene glycol, butylene glycol, dipropylene glycol, propylene glycol, capryllyl glycol, Glycerin, diglycerin, ethylhexyl glycerin, polyglycerin, 1,6-hexanediol, 1,2-hexanediol, 1, 2-hexanediol, Pentanediol, D-panthenol, and 1,2-octanediol.

The present invention provides an isoflavone solution comprising isoflavone, a polyol and ethanol, wherein the volume ratio of the polyol and ethanol is from 5: 1 to 1: 5.

The isoflavone may be an isoflavone non-glycoside or a derivative thereof.

The present invention provides a cosmetic composition comprising the isoflavone solution.

(1) mixing isoflavone with a solvent mixed with polyol and ethanol in a volume ratio of 5: 1 to 1: 5, (2) mixing the mixture prepared in step (1) And (3) stirring the heated mixture in the step (2) at a rate of 300 rpm to 500 rpm for 5 to 30 minutes.

The present invention relates to a process for producing an isoflavone by dissolving isoflavone in a solvent in which a polyol and ethanol are mixed at a specific ratio by volume to prevent the isoflavone from being exposed to oxygen and having excellent formulation stability to such an extent that isoflavone is not precipitated at various temperatures and long storage periods And has an effect of providing an isoflavone solution having a high viscosity and being easy to use.

1 shows an isoflavone solution prepared by mixing polyol and ethanol in various ratios.

The present invention provides a solvent composition for storing isoflavones in dissolved form, comprising a mixed polyol and ethanol in a volume ratio of 5: 1 to 1: 5.

Isoflavone is a poorly soluble substance that is neither soluble in water nor dissolved in ethanol. It dissolves in the polyol, but takes a long time to dissolve, and since the polyol has a high viscosity, it is difficult to measure the amount when manufacturing cosmetics. In order to reduce the dissolution time and viscosity, experiments were conducted to dissolve isoflavone by mixing water or ethanol with polyol. When water was mixed, isoflavone precipitated and the stability of the formulation was poor. However, when the polyol and ethanol were mixed at a volume ratio of 3: 1, the isoflavone was well dissolved and not only at various temperatures such as low temperature, normal temperature and high temperature, but also the stability of the formulation to such an extent that the isoflavone did not precipitate It was excellent.

Based on these findings, the present inventors conducted various experiments in various volume ratios to determine the mixing ratio of polyol and ethanol which can dissolve isoflavone well and have excellent formulation stability. After two months, the stability of formulation is excellent to such an extent that isoflavone does not precipitate , The mixing ratio of the polyol and ethanol having a viscosity not excessively high and the time taken for dissolving the isoflavone to be 30 minutes or less was found, and the ratio thereof was 5: 1 to 1: 5.

When the polyol volume exceeds 5 times the volume of the ethanol, it takes a long time to dissolve the isoflavone and the viscosity becomes higher than necessary, which makes it difficult to quantitatively (quantitatively measure) when it is used in the production of cosmetics and the like. In addition, when the volume of ethanol is more than five times larger than the volume of polyol, isoflavone precipitates and the stability of the formulation is remarkably deteriorated.

The isoflavone capable of dissolving in the composition for dissolving isoflavones according to the present invention may be isoflavone glycosides, non-glycosides or derivatives thereof, preferably non-glycosides or derivatives thereof. The non-glycosides may be Daidzein, Genistein, Glycitein and the like. The derivatives of the non-glycosides may be acetyl, malonyl or And may be a methyl ether-derived derivative. More preferably genistein or a derivative thereof, and most preferably genistein 4-methyl ether.

The polyol included in the composition for dissolving isoflavones according to the present invention is not limited to polyols such as 1,3-butylene glycol, dipropylene glycol, propylene glycol, butylene glycol, dipropylene glycol , Propylene glycol, caprylyl glycol, decylene glycol, dipropylene glycol, ethylene glycol, hexylene glycol, polyethylene glycol, glycerin, diglycerin, ethylhexyl glycerin, polyglycerin , 1,6-hexanediol, 1,2-hexanediol, 1,2-pentanediol, D-panthenol and 1,2-octanediol.

The ethanol may be in a concentration of 1 to 99% (v / v), preferably 30 to 99% (v / v), more preferably 60 to 99% (v / v).

The present invention provides an isoflavone solution comprising the composition for dissolving isoflavones, wherein the isoflavone solution comprises isoflavones, polyols and ethanol, wherein the volume ratio of the polyols and ethanol is from 5: 1 to 1: 5.

The description of the volume ratio of the polyol and ethanol, the description of the isoflavone substance, the ethanol and the polyol substance are the same as those described in the above composition for dissolving isoflavone, and therefore will be omitted.

In the isoflavone solution, the isoflavone may be contained in an amount of 0.001 to 30% (W / V) based on the volume of the mixed solvent of the polyol and the ethanol, preferably 0.01 to 10% (W / V) To 5% (W / V).

The present invention provides a cosmetic composition comprising the isoflavone solution of the present invention.

The cosmetic composition of the present invention can be prepared by any of the formulations conventionally produced in the art. In addition to the isoflavone solution of the present invention, the skin cosmetically acceptable medium or base can be used for topical application Or may be formulated in the form of adjuvants which can be applied systemically.

Formulations of suitable cosmetic compositions include, for example, solutions, gels, solid or paste anhydrous products, emulsions obtained by dispersing the oil phase in water, suspensions, microemulsions, microcapsules, microgranules or ionic (liposomes) May be provided in the form of a foliar dispersant, in the form of a cream, a skin, a lotion, a powder, an ointment, a spray or a conceal stick, in the form of a foam or an aerosol composition further containing a compressed propellant And may be in the form of a lotion, preferably an underwater type.

In addition, the cosmetic composition of the present invention may further contain, in addition to the isoflavone solution, a fat substance, an organic solvent, a solubilizing agent, a thickening agent and a gelling agent, a softening agent, an antioxidant, a thickening agent, a suspending agent, a stabilizer, a foaming agent, A surfactant, a water, an ionic or nonionic emulsifier, a filler, a sequestering and chelating agent, a preservative, a vitamin, a barrier, a wetting agent, an essential oil, a dye, a pigment, a hydrophilic or lipophilic active agent, And any other ingredient conventionally used, such as cosmetics or adjuvants conventionally used in the field of dermatology. And the above ingredients may be introduced in amounts commonly used in the dermatology field.

Examples of the cosmetic composition to which the cosmetic composition of the present invention can be added include but are not limited to skin lotion, skin softener, skin toner, convergent lotion, softening longevity, nutritional lotion, astringent, lotion, milk lotion, Cream, Massage Cream, Nourishing Cream, Moisture Cream, Hand Cream, Essence, Nutrition Essence, Pack, Soap, Shampoo, Cleansing Foam, Cleansing Lotion, Cleansing Cream, Body Lotion, Body Cleanser, Treatment, Serum, Milk, Press Powder, Loose powder, eye shadow, and the like.

(1) mixing isoflavone with a solvent mixed with polyol and ethanol in a volume ratio of 5: 1 to 1: 5, (2) mixing the mixture prepared in step (1) And (3) stirring the warmed mixture in the step (2) at a speed of 300 rpm to 500 rpm for 5 to 30 minutes.

(1) In the step of mixing isoflavone with a solvent mixed with polyol and ethanol in a volume ratio of 5: 1 to 1: 5, technical significance of the polyol and ethanol mixing ratio is the same as described in the composition for dissolving isoflavone .

(2) In the step of heating the mixture prepared in the step (1) to 55 ° C to 75 ° C, the isoflavone is not completely dissolved when the heating temperature is lower than 55 ° C, and when the temperature is higher than 75 ° C, The viscosity is increased and the stirring time required for dissolving the isoflavone is significantly increased.

(3) In the step of stirring the mixture heated in the step (2) at a speed of 300 rpm to 500 rpm for 5 to 30 minutes, if the stirring speed is 300 rpm or less, it takes a long time to dissolve the isoflavone, When stirring, there is no significant difference in the effect as compared with the case of stirring at a speed of 500 rpm, so stirring in excess of 500 rpm is inefficient.

In the step (3), the short stirring time of 5 to 30 minutes is only possible when the polyol and ethanol are mixed at a volume ratio of 5: 1 to 1: 5 and the heating temperature is 55 to 75 ° C. When the mixing volume ratio of the polyol and ethanol and the temperature of the heating temperature are out of the range, the stirring time exceeds 30 minutes.

Hereinafter, the present invention will be described in more detail with reference to Examples. It is to be understood that the scope of the present invention is not limited by these examples in accordance with the gist of the present invention, and it is to be understood by those skilled in the art that the present invention is not limited thereto It will be obvious.

<Examples>

Example 1. Formulation stability according to mixing ratio of polyol and ethanol

0.5% (w / v) of isoflavone, genistein methyl ether, was added to a mixed solution of polyol (1,3-butyleneglycol) and 95% ethanol (KOREA ALCOHOL, KOREA) The mixture was heated to a temperature of 65 DEG C and stirred at 400 rpm (MSH-30A, DAHAN Scientific), and the resultant product was shown in Fig. The stirring time required for dissolving the genistein methyl ether varied depending on the mixing ratio of the polyol and the alcohol. Whether or not the mixture was dissolved every 5 minutes was measured and the stirring time measured was shown in Table 1 below. Thereafter, it was examined whether or not the genistein methyl ether was precipitated at various temperatures and over time.

Formulation stability according to mixing ratio of polyol and ethanol Polyol: Ethanol
(Volume ratio) 15: 1 8: 1 3: 1 2: 1 1: 2 1: 3 1: 8 1:15 Required stirring time 40 minutes 40 minutes 20 minutes 20 minutes 20 minutes 20 minutes 20 minutes 15 minutes Temperature
(° C) 5 × × × × × × ○ ○ 25 × × × × × × ○ ○ 40 × × × × × × ○ ○ 50 × × × × × × ○ ○ cycle × × × × × × ○ ○ Save
term 1 day × × × × × × ○ ○ 7 days × × × × × × ○ ○ 14 days × × × × × × ○ ○ 30 days × × × × × × ○ ○ 60 days × × × × × × ○ ○ *: Means not precipitated / ○: means precipitated / cycle: temperature (℃) continuously changed in 5, 25, 40, 50

As can be seen from Table 1, when the mixing ratio of polyol to ethanol is 1: 8 and 1:15, the stability of the formulation is poor because of the precipitation of the genistein methyl ether. From the aspect of formulation stability, therefore, it can be seen that the optimum mixing ratio of polyol and ethanol is 15: 1 to 1: 3 on the basis of the results shown in Table 1 above.

However, when the amount of polyol is too large, the viscosity becomes high, which is difficult when used as a cosmetic material or the like, and the stirring time required for completely dissolving the genistein methyl ether is also increased. From the viewpoint of simplicity of use and shortening of production time, the optimum mixing ratio of polyol and ethanol is 3: 1 to 1:15 on the result of Table 1 above.

That is, the mixing ratio of the polyol and ethanol satisfying both the formulation stability, the ease of use and the short production time is 3: 1 to 1: 3 as a result of the above Table 1, and the proper mixing ratio of the polyol and ethanol is 5: 1 to 1: 5. &Lt; / RTI >

Example 2. Suitable temperature for melting isoflavones

A suitable temperature for the complete dissolution of the genistein methyl ether was determined using a mixed solvent of polyol (1,3-butylene glycol) and ethanol (3: 1).

First, in the manufacturing method of Example 1, an isoflavone solution was prepared by heating at various temperatures as shown in Table 2 below and stirring at a stirring speed of 400 rpm.

Occurrence by heating temperature Heating temperature
(° C) 25 45 65 85 100 Occurrence Genistein methyl ether does not dissolve Genistein methyl ether does not dissolve Recording by genistein methyl ether Ethanol is volatilized, viscosity increases Ethanol is volatilized, viscosity increases

When the temperature was 25 ° C and 45 ° C, the genistein methyl ether did not dissolve, but it melted well above 65 ° C. However, ethanol was volatilized at 85 ° C and 100 ° C, and the proportion of the polyol (1,3-butyleneglycol) was increased, resulting in increased viscosity and difficulty in use.

Thus, it can be seen that the heating temperature at which the viscosity increase can be prevented by completely dissolving the genistein methyl ether and preventing the volatilization of ethanol is 65 deg. C as a result of the above Table 2, and the optimum heating temperature is 55 deg. C to 75 deg. have.

< Manufacturing example Cosmetics Manufacturing>

Using a solution obtained by dissolving the genistein methyl ether in a mixed solvent prepared by mixing polyol (propylene glycol) and ethanol in a ratio of 3: 1 according to the preparation method of Example 1, the water-in-oil type (o / w) lotion formulation.

First, an E phase, which is a solution of a genistein methyl ether, was prepared according to the preparation method of Example 1 above. The A phase was precisely weighed and weighed in a vessel. The aqueous phase was uniformly dispersed using an Agi mixer and heated to 70 ° C to 80 ° C to prepare an A phase. The B phase was accurately weighed, Were homogeneously linearly dispersed and then homogeneously mixed in an A-phase, and the mixture was heated to 70 to 80 캜. The C phase was precisely weighed in a separate vessel and then heated to 70 to 80 ° C. The prepared C phase was gradually mixed into the A phase and the B phase and homogenized for 7 minutes at 6000 rpm to 7000 rpm using a homomixer To form an emulsion. After cooling to 50 캜, the prepared D phase was slowly mixed and homogeneously dispersed at 4000 rpm to 5000 rpm for 5 minutes using a homomixer to form an emulsion. The E phase was slowly mixed at 50 ° C in the A-phase, B-phase, C-phase and D-phase in which the emulsion was formed and dispersed homogeneously for 5 minutes at 4000 rpm to 5000 rpm using a homomixer. After further dispersing for 2 minutes, the production of cosmetics was completed.

Cosmetic manufacturing composition using isoflavone solution Prize Raw material name weight %
A
(Water component 1) Purified water Balance Ammonium acryloyldimethyltaurate / Vpicopolymer
[CLARIANT, SWISS] 0.2 Silica [PTL, KOREA] 0.5 B
(Water component-2) Zanthan gum [AJINOMOTO, JAPAN] 0.1 1,3-butylene glycol [DAICEL CHEMICAL, JAPAN] 3.0
C
(Emulsifier and oil component) PGE-100 Stearate [CRODA, UK] 1.0 Glyceryl stearate [CRODA, UK] 0.3 Dicapryl carbonate [BASF, GERMANY] 2.0 Capric / caprylic triglyceride
[EVONIK, GERMANY] 3.0 Cetanol [KAO, JAPAN] 0.8 Tocopherol acetate [DSM, GERMANY] 0.1 D
(Thickening agent and stabilizing component) Hydroxyethyl methacrylate / sodium acryloyldimethyltaurate copolymer / squalane / polysorbate 60
[SEPPIC, SINGAPORE] 1.0 E
(Isoflavone solution) 1,3-butylene glycol [DAICEL CHEMICAL, JAPAN] 6.0 ethanol 2.0 Genistein methyl ether 0.05 F
(antiseptic) 1,2-hexanediol [SYMMRISE, GERMANY] 1.5 Phenoxyethanol [YOKKAICHI, JAPAN] 0.3

Claims

A solvent composition for storing isoflavones in dissolved form, comprising a polyol mixed in a volume ratio of 3: 1 to 1: 3 and ethanol.

The method according to claim 1,
Wherein the isoflavone is an isoflavone non-glycoside or a derivative thereof, wherein the isoflavone is in the dissolved state.

The method according to claim 1,
Wherein the polyol is selected from the group consisting of 1,3-butylene glycol, dipropylene glycol, propylene glycol, butylene glycol, dipropylene glycol, propylene glycol, capryllyl glycol, Glycerin, diglycerin, ethylhexyl glycerin, polyglycerin, 1,6-hexanediol, 1,2-hexanediol, 1, 2-hexanediol, 2-pentanediol, 2-pentanediol, D-panthenol, and 1,2-octanediol, wherein the isoflavone is in a dissolved state.

An isoflavone, a polyol and ethanol,
Wherein the volume ratio of the polyol and ethanol is from 3: 1 to 1: 3.

5. The method of claim 4,
Wherein the isoflavone is an isoflavone non-glycoside or a derivative thereof.

5. The method of claim 4,
Wherein the polyol is selected from the group consisting of 1,3-butylene glycol, dipropylene glycol, propylene glycol, butylene glycol, dipropylene glycol, propylene glycol, capryllyl glycol, Glycerin, diglycerin, ethylhexyl glycerin, polyglycerin, 1,6-hexanediol, 1,2-hexanediol, 1, 2-hexanediol, 2-pentanediol, D-panthenol, and 1,2-octanediol.

A cosmetic composition comprising the isoflavone solution of claim 4.

(1) mixing isoflavones in a mixed solvent of polyol and ethanol in a volume ratio of 3: 1 to 1: 3;
(2) heating the mixture prepared in the step (1) to 55 ° C to 75 ° C; And
(3) stirring the warmed mixture in the step (2) at a speed of 300 rpm to 500 rpm for 5 to 30 minutes.