WO2022055207A1 - High-internal-phase oil-in-water emulsion type alcohol-based hand sanitizer - Google Patents

Abstract

The present invention provides a high-internal-phase oil-in-water emulsion type alcohol-based hand sanitizer comprising: a continuous phase containing an alcohol, water and a volatile fluorine compound; and a dispersed phase containing an emollient and an emulsifier. The high-internal-phase oil-in-water emulsion type alcohol-based hand sanitizer according to the present invention maximizes a sterilizing effect by delaying the evaporation of the alcohol, inhibits the smell of the alcohol even at a high alcohol concentration, and, simultaneously, can implement skin soothing and a moisturizing function without a dry feeling even after use.

Description

High resistance oil-in-water emulsified alcohol-based hand sanitizer

The present invention relates to a high internal phase oil-in-water emulsified alcohol-based hand sanitizer, and more particularly, to a continuous phase containing alcohol, water and a volatile fluorine compound; and a dispersed phase containing an emollient and an emulsifier.

In general, in relation to personal hygiene, the most effective way to prevent bacterial or viral infection is to wash your hands frequently with soap in daily life. However, depending on the surrounding environment, such as time and space constraints, it is impossible to wash hands with soap, so hand sanitizer is being used. Currently marketed hand sanitizers are usually alcohol-based and contain additives such as moisturizers.

Usually, alcohol-containing disinfectants can sterilize antibiotic-resistant bacteria (methicillin-resistant Staphylococcus aureus, MRSA) that can be infected in hospitals under 60-95% alcohol concentration, and SARS, MERS and It is known that coronaviruses are sterilized and inactivated within 1 minute in 62-71% ethanol, 0.5% hydrogen peroxide, and 0.1% sodium hypochlorite solution. However, this concentration of alcohol volatilizes after application and the moisture in the skin also volatilizes, making the skin very dry. Therefore, frequent use of these disinfectants can make the skin too dry, causing erythema or cracking or cracking.

Therefore, in order to prevent damage to the skin as described above, a conventional alcohol-based disinfectant or disinfectant product contains ingredients such as a moisturizer and an emollient. However, these conventional products contain a large amount of moisturizer for a desired skin protection function, or in particular, when they contain an oily emollient as a skin protection component, the formulation is unstable and separates from each other over time. . In this case, the moisturizing property is lowered or the separated oily emollient is applied excessively to the skin, resulting in discomfort as if the skin is oily.

Therefore, the present inventors have continuously conducted research on personal hand sanitizers to solve the above problems, and as a result, the continuous phase containing alcohol, water and volatile fluorine compounds is an external phase, and contains a softener and an emulsifier. Maximize the sterilization effect by delaying the volatilization rate of alcohol by developing an emulsion alcohol-based hand sanitizer with a high internal phase and oil-in-water as the internal phase. On the other hand, the present invention was completed by discovering that it was possible to suppress the alcohol smell even at a high alcohol concentration and at the same time realize a soothing and moisturizing function of the skin without a feeling of dryness even after use.

[Prior art literature]

Patent Document 1 Korean Patent Application Laid-Open No. 10-2003-0030739

Patent Document 2 Korean Patent Application Laid-Open No. 10-2004-0098400

The present invention has been devised in view of the above problems, and an object of the present invention is to maximize the sterilization effect by delaying the volatilization rate of alcohol, while suppressing the smell of alcohol even at high alcohol concentration and without feeling dry even after use An object of the present invention is to provide a high resistance oil-in-water emulsified alcohol-based hand sanitizer with skin soothing and moisturizing functions.

The present invention for achieving the above object is a continuous phase containing alcohol, water and a volatile fluorine compound; and a dispersed phase containing an emollient and an emulsifier.

The alcohol is characterized in that it is a lower aliphatic alcohol having 1 to 6 carbon atoms.

The volatile fluorine compound is methyl perfluorobutyl ether, ethyl perfluorobutyl ether, methylperfluoroisobutyl ether, ethyl perfluoroisobutyl ether, perfluorohexylethyldimethylbutyl ether, perfluoroheptane, purple At least one selected from the group consisting of luorohexane, perfluoromethylcyclopentane, perfluorodimethylcyclohexane, dodecafluoropentane, tetradecafluorohexane, perfluorocyclohexylmethanol and perfluorodecalin; characterized.

The volatile fluorine compound is characterized in that it comprises 0.01 to 20% by weight based on the total weight of the hand sanitizer.

The emollient is petroleum-based oils, plant-derived oils, natural or synthetic oils, lanolin or derivatives thereof, fatty acid esters, glycerol esters or derivatives thereof, propylene glycol esters or derivatives thereof, ether-based compounds, aliphatic alcohols, fatty acids, and mixtures thereof. It is characterized in that it is selected from the group consisting of.

The emollient further comprises a non-volatile silicone compound selected from the group consisting of dimethicone, cyclodimethicone, dimethiconol, dimethicone crosspolymer, trisiloxane, and mixtures thereof.

The emulsifier is characterized in that it is selected from the group consisting of hydrocarbon-based emulsifiers having an HLB value of 2 to 25, silicone-based emulsifiers, and mixtures thereof.

The emulsifier further comprises an emulsion stabilizer selected from the group consisting of volatile silicones, volatile hydrocarbon-based oils, and mixtures thereof.

The high resistance oil-in-water emulsified alcohol-based hand sanitizer further comprises at least one additive selected from the group consisting of a moisturizer, a pH adjuster, a thickener, a viscosity adjuster, a fragrance, a dye, and a chelating agent.

In addition, the present invention provides a hand sanitizer in the form of a product in which the high resistance oil-in-water emulsified alcohol-based hand sanitizer is absorbed into a nonwoven fabric, woven fabric, pad or tissue substrate.

The high-resistance oil-in-water emulsified alcohol-based hand sanitizer according to the present invention maximizes the sterilization effect by delaying the volatilization rate of alcohol, while suppressing the odor of alcohol even at high alcohol concentration, and at the same time soothing and moisturizing the skin without feeling dry even after use function can be implemented.

1 is an optical microscope image (x 100 magnification) of an oil-in-water emulsified alcohol-based hand sanitizer in accordance with an embodiment of the present invention.

Figure 2 is an optical microscope image of the high resistance oil-in-water emulsion alcohol-based hand sanitizer according to Examples 1 and 2 of the present invention [x 40 magnification (a) Example 1, (b) Example 2].

Hereinafter, the high resistance oil-in-water emulsified alcohol-based hand sanitizer according to the present invention will be described in detail with the accompanying drawings.

First, the present invention relates to a continuous phase containing alcohol, water and a volatile fluorine compound; and a dispersed phase containing an emollient and an emulsifier.

In the present invention, by forming a high internal phase emulsion in a multi-component system containing alcohol, water, an emollient and an emulsifier, etc., the stability of the formulation is increased and the feeling of use is improved. In particular, it is characterized in that it contains a volatile fluorine compound having a very high affinity for alcohol while partially soluble in water.

1 shows an optical microscopic image (x 100 magnification) of the high internal phase oil-in-water emulsified alcohol-based hand sanitizer according to an embodiment of the present invention, containing a softener and an emulsifier in a continuous phase of alcohol/water/volatile fluorine compound It can be confirmed that the dispersed phase stably forms a high internal phase emulsion.

The alcohol may be used without limitation as long as it dissolves in water and a volatile fluorine compound, but a lower aliphatic alcohol having 1 to 6 carbon atoms is preferably used. As the lower aliphatic alcohol having 1 to 6 carbon atoms, methanol, ethanol, propanol, isopropanol, butanol, isobutanol, tert-butanol, pentanol, hexanol, and mixtures thereof may be preferably used, and ethanol is more preferably used. do.

Generally, the higher the alcohol content, the higher the sterilization effect, but some side effects that increase skin irritation may occur depending on the hand sanitizer user. Therefore, the alcohol content is adjusted to 30 to 95% by weight based on the total weight of the hand sanitizer, and it is more preferable to contain 50 to 80% by weight.

Conventional alcohol-based hand sanitizers may cause erythema or cracking or cracking by drying the skin too much, but in the present invention, it has a function of protecting and moisturizing the skin by containing an oily emollient component. However, when an emollient component is added directly to an alcohol-based hand sanitizer, the formulation becomes unstable and ultimately separation occurs. To solve this problem, a method of forming a high internal phase emulsion (HIPE) I need this.

The high internal phase emulsion can easily create an emulsion even with low energy. It contains a softening agent in the emulsion particles and the emulsion is maintained stably for a long time, so a high concentration alcohol-based hand sanitizer with effective moisturizing and skin protection functions can be obtained . In the present invention, in order to obtain such a stable high internal phase emulsion, it contains a volatile fluorine compound having excellent compatibility with alcohol and affinity with oil.

The volatile fluorine compound forms a three-component system of alcohol/water/volatile fluorine compound to form an external phase of a high internal phase emulsion that is easy to emulsify as a continuous phase.

In addition, the high resistance oil-in-water emulsified alcohol-based hand sanitizer according to the present invention may be an opaque gel. When used as such a gel, the viscosity is lowered when applied due to the thixotropy effect, so it is changed to a sol state that is easy to apply. In addition, the volatile fluorine compound has a high vapor pressure at room temperature and also has an effect of slowly volatilizing alcohol, so that the alcohol volatilization rate is lower than that of a conventional alcohol-based hand sanitizer to further enhance the sterilization effect. In addition, it reduces discomfort during use by reducing the irritating smell of alcohol, and at the same time has the function of moisturizing and protecting the skin, so that after use, you can feel the same level of skin texture as using a hand cream.

Examples of the volatile fluorine compound include methyl perfluorobutyl ether, ethyl perfluorobutyl ether, methylperfluoroisobutyl ether, ethyl perfluoroisobutyl ether, perfluorohexylethyldimethylbutyl ether, perfluoroheptane, purple At least one selected from the group consisting of luorohexane, perfluoromethylcyclopentane, perfluorodimethylcyclohexane, dodecafluoropentane, tetradecafluorohexane, perfluorocyclohexylmethanol and perfluorodecalin; can be used

In this case, the volatile fluorine compound preferably contains 0.01 to 20% by weight, more preferably 0.1 to 15% by weight, based on the total weight of the hand sanitizer. If the content of the volatile fluorine compound is less than 0.01 wt% based on the total weight of the hand sanitizer, it is difficult to form a stable high internal phase emulsion.

In addition, the oil-in-water emulsified alcohol-based hand sanitizer according to the present invention includes a dispersed phase containing an emollient and an emulsifier. The emollient includes petroleum oils, plant-derived oils, natural or synthetic oils, lanolin or its It may be selected from the group consisting of derivatives, fatty acid esters, glycerol esters or derivatives thereof, propylene glycol esters or derivatives thereof, ether-based compounds, aliphatic alcohols, fatty acids, and mixtures thereof.

Specifically, as the fatty acid ester, cetyl palmitate, stearyl palmitate, cetyl stearate, isopropyl laurate, isopropyl myristate, isopropyl palmitate, and mixtures thereof may be used.

As the ether-based compound, eucalyptol, cetearyl glucoside, dimethylisosorbic polyglyceryl-3-cetyl ether, polyglyceryl-3-decyltetradecanol, propylene glycol myristyl ether, and mixtures thereof may be used. there is.

As the aliphatic alcohol, octyldodecanol, lauryl alcohol, myristyl alcohol, cetyl alcohol, stearyl alcohol, behenyl alcohol, and mixtures thereof may be used.

In addition, as the plant-derived oils, or natural or synthetic oils, citrus oil, olive oil, avocado oil, apricot oil, babassu oil, borage oil, camellia oil, canola oil, castor oil, coconut oil, corn oil, cottonseed oil , evening primrose oil, hydrogenated cottonseed oil, hydrogenated palm oil, meadowfoam seed oil, palm oil, grapeseed oil, almond seed oil, rosehip oil, canenrula oil, chamomile oil, eucalyptus oil, tea tree oil, sunflower oil, and mixtures thereof can be used

As the fatty acid, lauric acid, palmitic acid, stearic acid, linoleic acid, and mixtures thereof may be used.

In this case, the content of the softener may be 0.01 to 90% by weight, more preferably 1 to 85% by weight, based on the weight of the emulsion in the high internal phase emulsion.

In addition, the emollient may further include a non-volatile silicone compound selected from the group consisting of dimethicone, cyclodimethicone, dimethiconol, dimethicone crosspolymer, trisiloxane, and mixtures thereof, the content of which is determined by the weight of the emulsion. It may include 0.01 to 20% by weight, and more preferably 0.1 to 10% by weight.

In addition, at least one kind of emulsifier is required for the formation of the high internal phase emulsion, and the emulsifier is selected from the group consisting of hydrocarbon-based emulsifiers having a hydrophile-lipophile balance (HLB) value of 2 to 25, silicone-based emulsifiers, and mixtures thereof. it could be

Specifically, as the hydrocarbon-based emulsifier, sorbitan laurate, sorbitan palmitate, sorbitan stearate, sorbitanolate, sorbitan cisquioleate, sorbitan trioleate, sorbitan isostearate, isoceteth- 20, PEG-40 sorbitan peroleate, PEG-40 hydrogenated castor oil, laureth-4, laureth-23, cetetsu-2, cetetsu-10, cetetsu-20, steareth-2, Steareth-10, Steareth-20, Oleth-2, Oleth-10, Oleth-20, Steareth-21, Laureth-23, PEG-8 Stearate, PEG-20 Stear Late, glycyrylstearate, hydrogenated vegetable glyceride phosphate, polyglyceryl-3-diisostearate, polyglyceryl-4-oleate, poloxamer 335, and mixtures thereof can be used.

At this time, the content of the emulsifier may contain 0.01 to 30% by weight, more preferably 0.1 to 20% by weight, based on the weight of the emulsion in the high internal phase emulsion.

In addition, the emulsifier may further include an emulsion stabilizer selected from the group consisting of volatile silicones, volatile hydrocarbon-based oils, and mixtures thereof.

Specifically, as the volatile silicone, polysiloxane, polydimethylsiloxane, cyclopentasiloxane, cyclohexasiloxane, and mixtures thereof may be used.

As the volatile hydrocarbon-based oil, isoparaffins having 11 to 13 carbon atoms, isododecane, and mixtures thereof may be used.

In addition, the high resistance oil-in-water emulsified alcohol-based hand sanitizer according to the present invention may further include one or more additives selected from the group consisting of a moisturizing agent, a pH adjuster, a thickener, a viscosity adjuster, a fragrance, a dye, and a chelating agent.

Specifically, as the moisturizer, glycerin or a derivative thereof, sodium hyaluronate, hyaluronic acid, betaine, amino acids, glycosaminoglycans, honey, sorbitol, propylene glycol, polyols, sugar, pyrrolidone carboxylic acid, sodium Pyrrolidonecarboxylate, lactic acid, lactate, urea, and mixtures thereof may be used.

In addition, in order to reduce skin irritation after using the high resistance oil-in-water emulsified alcohol-based hand sanitizer according to the present invention, it is important to make the pH neutral. As the pH adjuster, an acid or an alkali component is used. Ammonia, mono-, di-, tri-alkyl amines, mono-, di-, tri-alkanoamines, alkali metals, alkaline earth metals, alkaline earth metal silicates, and mixtures thereof can be used.

Specifically, as the pH adjuster, ammonia, sodium hydroxide, potassium hydroxide, lithium hydroxide, sodium, potassium, lithium metasilicate, monoethanolamine, triethylamine, isopropanolamine, diethanolamine, triethanolamine, aminoethylpropanol, triisopropanol amine, diisopropanolamine, tetrahydroxypropylethylenediamine, PEG-15 cocoamine, and mixtures thereof.

In addition, when using the high resistance oil-in-water emulsified alcohol-based hand sanitizer according to the present invention, if the viscosity is too low, a thickener may be included because it is inconvenient to flow easily. Silicas or derivatives thereof, and mixtures thereof can be used.

Specifically, the clay or its derivative may be bentonite, quaternium-18 bentonite, hectorite, quaternium-18 hectorite, montmorillonite, and mixtures thereof.

The silicates may be magnesium aluminum silicate, sodium magnesium silicate, lithium magnesium silicate, tromethamine magnesium aluminum silicate, and mixtures thereof.

The silicas or derivatives thereof may be silica, hydrated silica, hydrophobic silica, silica silylate, silica methyl silylate, colloidal silicon dioxide, fumed silica, and mixtures thereof.

As another example of the thickener, polyolefin resins, ethylene/vinyl acetate copolymer, cetylhydroxyethylcellulose, hydroxyethylcellulose, hydroxypropylmethylcellulose, cellulose derivatives such as hydroxypropylcellulose, PVP/decane copolymer , PVM/MA/decadiene crosspolymer, PVP/eicosene copolymer, PVP/hexadodecane copolymer, PVP/hexadecane copolymer, butylated PVP carbomer, acrylic polymer, and It may be a mixture thereof.

In addition, the high resistance oil-in-water emulsified alcohol-based hand sanitizer according to the present invention is not only a general method of use in a general molding container, airless dispenser, plastic tube, etc., but also individual It can also be used for packaging.

In addition, the present invention provides a hand sanitizer in the form of a product in which the oil-in-water emulsified alcohol-based hand sanitizer is absorbed into a nonwoven fabric, woven fabric, pad or tissue base.

Table 1 below discloses the compositions of Examples 1 and 2 and Comparative Examples 1 to 3 according to the present invention, and a commercially available hand sanitizer as a control. I got hand sanitizer.

ingredient	content (wt%)
	Example 1	Example 2	Comparative Example 1	Comparative Example 2	Comparative Example 3	control
ethanol	69.65	60.00	65.00	70.00	62.00	60.00
water	17.25	19.27	28.44	23.56	31.72	37.97
Methylperfluorobutyl ether/ Methylperfluoroisobutyl ether	5.00	3.50	-	-	-	-
Perfluorodecalin	1.50	8.00	-	-	-	-
Cyclopentasiloxane	-	1.00	0.50	0.50	-	-
isododecane	0.30	-	-	0.50	0.40	-
Carbomer	0.45	0.58	0.40	0.50	0.60	0.50
Hydroxypropyl Cellulose	0.05	0.10	0.05	0.05	0.10	0.03
aminomethylpropanol	0.38	-	0.27	0.48	-	-
triethanolamine	-	0.55	-	-	0.65	0.40
Olive Oil PEG-7 Ester	3.00	0.80	1.00	2.05	1.50	-
Setetsu-10	0.30	1.20	0.08	0.10	0.12	-
Steareth-21	0.05	0.60	0.08	0.40	0.05	-
glycerin	0.30	0.80	1.20	0.80	1.50	1.00
allatoin	0.05	-	0.03	0.03	0.08	0.02
Aloe barbadensis leaf extract	0.10	0.30	0.20	0.30	0.15	0.08
Petroratum	0.80	1.50	1.00	0.25	0.50	-
squalane	0.50	1.00	0.50	0.30	0.40	-
dimethicone	-	0.20	1.00	-	0.05	-
tocophenyl acetate	0.02	0.30	0.10	0.03	0.03	-
Spices	0.30	0.30	0.15	0.15	0.15	-

2 shows an optical microscope image [x 40 magnification (a) Example 1, (b) Example 2] of the high resistance oil-in-water emulsified alcohol-based hand sanitizer according to Examples 1 and 2 of the present invention. It can be confirmed that the dispersed phase containing the softening agent and the emulsifier in the continuous phase of /water/volatile fluorine compound stably forms a high internal phase emulsion.

In addition, the high resistance oil-in-water emulsified alcohol-based hand sanitizer obtained in Examples 1 and 2, Comparative Examples 1 to 3, and a commercially available hand sanitizer as a control were put in a vial, sealed well, and left in an incubator at 50° C. for 7 days. , and the stability of the emulsion along with the feeling of use was evaluated, and the results are shown in Table 2 below (The sensory evaluation of the feeling of use is a summary of the feelings of 20 participants after 30 minutes of application on the hands immediately after the preparation of the hand sanitizer)

Sample	dry skin	Moisturizing and skin flexibility	Phase separation	Comprehensive evaluation
Example 1	no dry feeling	good	No phase separation	Good
Example 2	no dry feeling	very good	No phase separation	Good
Comparative Example 1	slightly dry	good	phase separation	error
Comparative Example 2	commonly	commonly	phase separation	error
Comparative Example 3	slightly dry	commonly	phase separation	error
control	very dry	bad	No phase separation	error

1) Very good (very dry): More than 18 people felt moisturizing and skin flexibility (dry skin)

2) Good (dry): 13 to 17 people felt moisturizing and skin flexibility (skin dry feeling)

3) Normal: 8 to 12 people feel moisturizing and skin flexibility (skin dry feeling)

4) Bad (slightly dry): Less than 8 people felt moisturizing and skin flexibility (skin dryness)

5) No feeling of dryness: More than 18 people did not feel dry skin

As shown in Table 2 above, the high resistance oil-in-water emulsified alcohol-based hand sanitizer obtained from Examples 1 and 2 of the present invention does not have a dry feeling on the skin compared to the hand sanitizers according to Comparative Examples 1 to 3 and the control, moisturizing and skin flexibility It was confirmed that the properties of the elision were also stably maintained without phase separation, thereby exhibiting a very good feeling of use and stability from a general point of view.

As described above, the high-resistance oil-in-water emulsified alcohol-based hand sanitizer according to the present invention maximizes the sterilization effect by delaying the volatilization rate of alcohol, and at the same time suppresses the alcohol odor even at high alcohol concentration and feels dry even after use. It can realize the soothing and moisturizing function of the skin without it.

Claims (11)

1. a continuous phase containing alcohol, water and a volatile fluorine compound; and

   A high internal phase oil-in-water emulsified alcohol-based hand sanitizer comprising a dispersed phase containing an emollient and an emulsifier.
2. According to claim 1, wherein the alcohol is an oil-in-water emulsified alcohol-based hand sanitizer, characterized in that the lower aliphatic alcohol having 1 to 6 carbon atoms.
3. According to claim 1, wherein the volatile fluorine compound is methyl perfluorobutyl ether, ethyl perfluoro butyl ether, methyl perfluoro isobutyl ether, ethyl perfluoro isobutyl ether, perfluorohexyl ethyl dimethyl butyl ether, the group consisting of perfluoroheptane, perfluorohexane, perfluoromethylcyclopentane, perfluorodimethylcyclohexane, dodecafluoropentane, tetradecafluorohexane, perfluorocyclohexylmethanol and perfluorodecalin High resistance oil-in-water emulsified alcohol-based hand sanitizer, characterized in that at least one selected from
4. According to claim 3, wherein the volatile fluorine compound is an oil-in-water emulsified alcohol-based hand sanitizer with a high resistance to contain 0.01 to 20% by weight based on the total weight of the hand sanitizer.
5. According to claim 1, wherein the emollient is petroleum-based oils, plant-derived oils, natural or synthetic oils, lanolin or derivatives thereof, fatty acid esters, glycerol esters or derivatives thereof, propylene glycol esters or derivatives thereof, ether-based compounds, aliphatic alcohols, A high internal phase oil-in-water emulsified alcohol-based hand sanitizer, characterized in that it is selected from the group consisting of fatty acids, and mixtures thereof.
6. 6. The emollient of claim 5, wherein the emollient further comprises a nonvolatile silicone compound selected from the group consisting of dimethicone, cyclodimethicone, dimethiconol, dimethicone crosspolymer, trisiloxane, and mixtures thereof. High-resistance oil-in-water emulsified alcohol-based hand sanitizer.
7. According to claim 1, wherein the emulsifier has an HLB value of 2 to 25 hydrocarbon-based emulsifiers, silicone-based emulsifiers, and high internal phase oil-in-water emulsified alcohol-based hand sanitizer, characterized in that it is selected from the group consisting of mixtures thereof.
8. 8. The alcohol-based hand sanitizer according to claim 7, wherein the emulsifier further comprises an emulsion stabilizer selected from the group consisting of volatile silicone, volatile hydrocarbon-based oil, and mixtures thereof.
9. [Claim 2] The high internal phase oil-in-water emulsion alcohol-based hand sanitizer according to claim 1, further comprising at least one additive selected from the group consisting of a moisturizer, a pH adjuster, a thickener, a viscosity adjuster, a fragrance, a dye, and a chelating agent.
10. 10. A hand sanitizer in the form of a product in which the high resistance oil-in-water emulsion alcohol-based hand sanitizer according to any one of claims 1 to 9 is packaged in a molded container, an airless dispenser, a plastic tube, or a blister.
11. A hand sanitizer in the form of a product in which the oil-in-water emulsion alcohol-based hand sanitizer according to any one of claims 1 to 9 is absorbed into a nonwoven fabric, woven fabric, pad or tissue base.

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