Water-in-oil type cosmetic composition having water resistance and makeup removability

By designing an oil-in-water type makeup and cosmetic composition, which utilizes isostearic acid and specific emulsifiers to stabilize in neutral water and is easy to wash off under alkaline conditions, the problem of makeup products being difficult to remove in one go is solved, and the cleansing and water resistance are improved.

CN116801855BActive Publication Date: 2026-08-04LG HOUSEHOLD & HEALTH CARE LTD
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Patent Information

Authority / Receiving Office
CN · China
Patent Type
Patents(China)
Current Assignee / Owner
LG HOUSEHOLD & HEALTH CARE LTD
Filing Date
2022-01-19
Publication Date
2026-08-04

AI Technical Summary

Technical Problem

Existing makeup products are difficult to remove with just one cleanse, leading to skin friction damage and reduced moisturizing effect. Furthermore, the high pigment content can easily clog pores.

Method used

The composition employs an oil-in-water type cosmetic material composition containing isostearic acid, pigment-grade powder, and an emulsifier with an HLB value greater than 0 and less than 8. The composition exhibits excellent water resistance in neutral pH aqueous solutions and is easily washed off in alkaline pH solutions.

Benefits of technology

It achieves good long-lasting cosmetics in water and sweat, but can be completely removed with just the first cleanse, avoiding skin friction damage and reduced moisturizing effect.

✦ Generated by Eureka AI based on patent content.

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Abstract

The present application provides a water-in-oil type cosmetic composition containing isostearic acid, a pigment-grade powder (preferably a pigment-grade powder coated with an aliphatic amino acid), an emulsifier having an HLB of more than 0 and 8 or less, and the balance of water, and having excellent water resistance and cleansing properties. The water-in-oil type cosmetic composition of the present application has excellent water resistance in a neutral or lower pH environment such as tap water, sweat, and the like, and is converted to have excellent cleansing properties when used with alkaline water such as soap water, and thus can be used effectively.
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Description

Technical Field

[0001] This application claims priority to Korean Application No. 10-2021-0012626, filed on January 28, 2021, the contents of which are incorporated herein by reference.

[0002] This invention relates to a water-in-oil cosmetic composition. More specifically, it relates to a water-in-oil cosmetic composition that exhibits excellent water resistance and cleansing properties. Background Technology

[0003] Makeup products are used to cover skin imperfections and create an even skin tone. These makeup products use a high concentration of pigments to achieve the desired skin tone and are usually formulated in a W / O emulsion form that adheres well to the skin and provides good staying power.

[0004] However, W / O type cosmetics containing high levels of pigments are inconvenient to remove. Especially solid pigment powders, which not only feel like foreign objects on the skin but also clog pores, causing problems, and are very noticeable. Therefore, improving the cleansing properties of makeup products is crucial. Consequently, if you use makeup products, you generally need to cleanse your face a second time after the first cleanse to remove them, which is rather inconvenient.

[0005] Recent results from various studies on skin condition after double cleansing have confirmed that double cleansing not only damages the skin barrier due to two intense skin frictions, but also hinders skin hydration, leading to dryness.

[0006] To address this, Korean Patent No. 1342231 aims to develop a powder that is water-resistant in neutral water but easily removed in high-pH soapy water by coating the powder surface with a pH-responsive polymer, thereby changing the surface properties according to external pH conditions. However, this technology is limited to improving the cleanliness of the powder itself and has the drawback of being difficult to remove the entire cosmetic film.

[0007] As mentioned above, the reality is that there is a need to develop a makeup product that is water-resistant during use and easy to cleanse, making it easy to remove with just the first cleanse. Summary of the Invention

[0008] Technical issues

[0009] Therefore, the problem to be solved by the present invention is to provide an oil-in-water type makeup composition with excellent water resistance and excellent cleansing properties. More specifically, it provides an oil-in-water type makeup composition that can be easily removed with just one cleansing.

[0010] Technical solution

[0011] To address the aforementioned technical challenges, one aspect of the present invention provides a color cosmetic composition, which, as a water-in-oil type color cosmetic composition, is characterized by comprising isostearic acid, pigment-grade powder, an emulsifier with an HLB value greater than 0 and less than 8, and the balance being water. The composition is more easily washed off by an alkaline pH aqueous solution than a neutral pH aqueous solution.

[0012] The inventors of this application discovered that water-in-oil (W / O) type makeup products having the above-described composition are not easily wiped off by water and sweat, have high makeup staying power, and improve cleansing properties, making them easy to remove with just the first cleansing, thus completing this invention. In particular, the inventors discovered that when cosmetics containing a high content of pigment-grade powder have the above-described composition, the effect of improving cleansing power is significantly superior to other compositions, thus completing this invention.

[0013] The cosmetic composition of the present invention has the following characteristics: Figure 1 It exhibits excellent water resistance in conventional tap water or neutral aqueous solutions with a pH of around 7±0.5, but is easily washed off in alkaline solutions, such as those with a pH of 9 to 11.

[0014] In a preferred aspect of the invention, in the above-described composition of the invention, the content of isostearic acid is 1 to 40% by weight relative to the total weight of the composition, the content of pigment-grade powder is 1 to 40% by weight relative to the total weight of the composition, and the content of emulsifier with HLB greater than 0 and less than 8 can be 0.1 to 10% by weight relative to the total weight of the composition.

[0015] The composition of the present invention contains isostearic acid as an ingredient. Surprisingly, the inventors have discovered the following new fact: in formulations that produce high-content pigment-grade powders, isostearic acid is significantly more effective than other solid fatty acids.

[0016] The content of the aforementioned isostearic acid can be 1 to 40% by weight relative to the total weight of the composition, preferably 3 to 40% by weight, more preferably 5 to 40% by weight, and even more preferably 7 to 40% by weight relative to the total weight of the composition. When the content of the aforementioned isostearic acid is too low, the desired effect is less.

[0017] For compositional purposes, the compositions of the present invention contain pigment-grade powder for correcting skin tone as an ingredient.

[0018] Preferably, such pigment-grade powder can be titanium dioxide, talc, tin oxide, or mixtures thereof with a powder size of pigment grade as described later. More preferably, the pigment-grade powder of the present invention is titanium dioxide.

[0019] In this invention, the term "pigment-grade powder" refers to powder with a size of 200 nm to 1000 nm, preferably 250 nm to 900 nm, and more preferably 300 nm to 800 nm.

[0020] For powders with a particle size of less than 100nm or less than 200nm, they absorb light in the ultraviolet region and are mainly used as ultraviolet blocking components, while they are less effective at scattering light in the visible region and are more transparent. Therefore, even if they are applied to the skin, it may be difficult to expect any change in skin color.

[0021] That is, in this invention, pigment-grade powder is a powder that scatters light in the visible light region so as to cause skin color changes when applied to the skin, and can be used as a colorant or pigment.

[0022] More preferably, the pigment-grade powder included in the composition of the present invention is a pigment-grade powder coated with lipoamino acids, particularly TiO2 powder coated with lipoamino acids. This pigment-grade powder coated with lipoamino acids maintains its morphology at neutral pH, which is beneficial for water resistance, while at high pH it affects coating, which is beneficial for cleanability.

[0023] Typically, pigment-grade powders can undergo surface treatment to improve oil dispersibility. Substances used in such surface treatments include, but are not limited to, polydimethylsiloxane, triethoxycaprylylsilane, fatty acids, and lipoamino acids.

[0024] The inventors evaluated the cleansing properties of various pigment-grade powders and found that pigment-grade powders coated with lipoamino acids exhibit oil-dispersible properties in neutral (pH 7) water, but water-dispersible properties in alkaline water (e.g., pH 10) due to the dissociation of the coating material. This is because, unlike polydimethylsiloxane, triethoxyoctylsilane, fatty acids, etc., used in powder coating, lipoamino acids undergo changes in surface properties under alkaline conditions. This property prevents the composition from being wiped off by water and sweat, but improves cleansing properties in soapy water. Furthermore, because the powder is transparent, it is difficult to perceive a cleansing effect in powders smaller than 100 nm that are invisible to the naked eye. Therefore, when the powder size is pigment-grade, it is more suitable for powders that cause a whitening effect when applied to the skin, and may be more ideal for makeup products.

[0025] In this invention, the lipid amino acid can be selected from the group consisting of palmitoylproline, palmitoylglutamate magnesium, palmitoylsarcosinate sodium, dipalmitoylhydroxyproline, palmitoyl isoleucine, capryloylglycine, dioctyldodecyl lauroyl glutamate, cholesterol / behenol / octyldodecyl lauroyl glutamate, cholesterol / octyldodecyl lauroyl glutamate, phytosterol / behenol / octyldodecyl lauroyl glutamate, phytosterol / octyldodecyl lauroyl glutamate, phytosterol / decyltetradecyl myristoyl methyl β-aminopropionate, or mixtures thereof, preferably palmitoylproline, palmitoylglutamate magnesium, palmitoylsarcosinate sodium, or mixtures thereof.

[0026] In this invention, the content of the pigment-grade powder coated with lipoamino acids can be 1 to 40% by weight relative to the total weight of the composition. Preferably, the content of the pigment-grade powder coated with lipoamino acids can be 3 to 40% by weight, more preferably 5 to 30% by weight, and even more preferably 7 to 20% by weight. When the content of the pigment-grade powder coated with lipoamino acids is too low, its effect is small; when the content is too high, the powder content in the formulation is too high, making it difficult to maintain stability, resulting in an overly dry feel and a concern that it may cause cloudiness.

[0027] The compositions of the present invention may further include powders other than pigment-grade powders coated with lipoamino acids, without prejudice to the purpose of the invention. For example, they may further include powders such as talc, tin oxide, mica, silica, and PMMA.

[0028] The compositions of the present invention further comprise an emulsifier for forming a water-in-oil (W / O) emulsion, particularly an emulsifier containing an HLB greater than 0 and less than 8. Preferably, the HLB of the emulsifier contained in the compositions of the present invention can be less than 8, more preferably less than 7, and more preferably less than 6.

[0029] In one aspect of the invention, the emulsifier described above may comprise 0.1 to 10% by weight relative to the total weight of the composition.

[0030] In this invention, the emulsifiers used can be sorbitan fatty acid esters such as sorbitan monolaurate, sorbitan monoisostearate, sorbitan tristearate, and sorbitan oleate; glycerol fatty acid esters such as glyceryl monostearate and glyceryl monooleate; polyoxyethylene hydrogenated castor oil such as POE(5), POE(7.5), and POE(10); and PEG-9 polydimethylsiloxane, lauryl PEG-9 polydimethylsiloxane, etc. Polyether-modified silicone surfactants such as siloxanes, polyglycerol-3 polydimethylsiloxane-ethyl polydimethylsiloxane, lauryl polyglycerol-3 polydimethylsiloxane-ethyl polydimethylsiloxane, PEG-11 methyl ether polydimethylsiloxane, PEG-10 polydimethylsiloxane, cetyl PEG / PPG-10 / 1 polydimethylsiloxane, PEG / PPG-20 / 22 butyl ether polydimethylsiloxane, polydimethylsiloxane / PEG-10 / 15 crosspolymer, polyglycerol-2 sesquioleate, polyglycerol-10 pentaoleate, polyglycerol-5 hexastearate, polyglycerol-4 diisostearate / polyhydroxystearate / sebacate copolymer, diisostearoyl polyglycerol-3 dilinoleate, or mixtures thereof.

[0031] In one aspect of the invention, the compositions of the invention may additionally contain a monovalent ionic salt as a stabilizer. The stabilizers of the invention have the effect of improving the stability of the W / O emulsion compositions.

[0032] Sodium chloride can be used as such a monovalent ionic salt.

[0033] Typically, divalent ionic salts such as magnesium sulfate and calcium chloride can be used as stabilizers for W / O type emulsifiers. However, since divalent ionic salts can form insoluble precipitates with the components contained in the compositions of this invention, monovalent ionic salts are preferred to avoid hindering the effectiveness of this invention. However, this invention is not limited to this theoretical mechanism.

[0034] Therefore, in one aspect of the invention, the composition of the invention substantially does not contain divalent ions such as ZnO. For example, the composition of the invention contains 0 to 5% by weight of divalent ions such as ZnO relative to the total weight of the composition, or preferably contains 0 to 3% by weight of divalent ions such as ZnO, more preferably contains 0 to 1% by weight of divalent ions such as ZnO, and even more preferably does not contain divalent ions such as ZnO at all.

[0035] The oil-in-water type cosmetic composition of the present invention may further include, without prejudice to the purpose of the present invention, ingredients commonly used in cosmetic compositions in the art. For example, it may further include emollients, (organic) UV blockers, humectants, thickeners, preservatives, fragrances, etc.

[0036] In this invention, the following emollients can be used as caprylic / capric triglyceride, dioctyl carbonate, neopentyl glycol dicaprate, 2-octyldodecyl myristate, isopropyl myristate, isocetyl ethylhexanoate, pentaerythrityl tetraethylhexanoate, butylene glycol dicaprylic decyl, hexyl laurate, distearyl malate, cetyl 2-ethylhexanoate, octyldodecanol, and glyceryl triethylhexanoate. Ester oils such as triethylhexanoate; silicone oils such as cyclopentasiloxane, dimethylpolysiloxane, methylphenylpolysiloxane, decamethylcyclopentasiloxane, methyl polytrimethylsiloxane, phenyl polytrimethylsiloxane, cyclomethicone, and polydimethylsiloxane; hydrocarbon oils such as isohexadecane, squalane, mineral oil, hydrogenated polydecene, and hydrogenated polyisobutylene; and vegetable oils such as olive oil, avocado oil, jojoba oil, macadamia nut oil, shea butter, mango butter, murumuru butter, and cocoa butter, but not limited to these.

[0037] In this invention, the aforementioned ultraviolet blocking agents may include ethylhexyl methoxycinnamate, ethylhexyl salicylate, bis-ethylhexyloxyphenol methoxyphenyltriazine, diethylaminohydroxybenzoylhexyl benzoate, octocrylene, butyl methoxybenzoylmethane, hydroxybenzophenone, octyl triazone, menthyl anthranilate, phenylbenzimidazole sulfonic acid, 2-hydroxy-4-methoxybenzophenone sulfonic acid, 3,4-methylbenzyl camphor, isoamyl p-methoxycinnamate, humosasulfate, drometrizole trisiloxane, benzophenone-3, ethylhexyl triazone, DEA-methoxycinnamate, and disodium phenylbenzimidazole tetrasulfonate. Phenyl dibenzimidazole (Tetrasulfonate), benzophenone-8, TEA-salicylic acid ester, butyl methoxydibenzoylmethane, dimethyl PABA ethylhexyl ester, etc., but not limited to these.

[0038] In this invention, the above-mentioned moisturizer may be 1,3-butanediol, 2,3-butanediol, propylene glycol, dipropylene glycol, pentanediol, betaine, trehalose, glycerin, sorbitol, propylene glycol, 1,2-hexanediol, octanediol, etc., but is not limited thereto.

[0039] In this invention, the thickeners mentioned above may include BENTONE, dextrin palmitate, polyamide-8, etc., but are not limited thereto.

[0040] In this invention, the preservatives mentioned above may include phenoxyethanol, parabens, paraoxybenzoic acid esters, sodium benzoate, sorbic acid, potassium sorbate, salicylic acid, benzalkonium chloride, trichlorocarbanilide, etc., but are not limited to these.

[0041] All ingredients described in this invention preferably do not exceed the maximum usage limits specified in relevant regulations and standards of Korea, China, the United States, Europe, Japan, etc. (e.g., cosmetic safety standards and related regulations (Korea), cosmetic safety technical specifications (China), hygiene standards (China)). That is, preferably, the cosmetic composition of this invention contains the ingredients of this invention within the content limits permitted by the relevant regulations and standards of each country.

[0042] Invention Effects

[0043] This invention provides an oil-in-water cosmetic composition that exhibits excellent water resistance and cleansing properties. More specifically, it provides an oil-in-water cosmetic composition that is not easily wiped off by water and sweat, has high makeup longevity, but is easily removed with just the first cleansing. Attached Figure Description

[0044] Figure 1 This is a comparison of the effects of an embodiment composition of the present invention with those of a conventional comparative composition.

[0045] Figure 2 These are the experimental results evaluating the water resistance of compositions #1 to #5. Figure 3 These are the experimental results evaluating the ease of cleansing of compositions #1 to #5.

[0046] Figure 4 These are the experimental results evaluating the water resistance of compositions #11 to #15. Figure 5 These are the experimental results evaluating the ease of cleansing of compositions #11 to #15.

[0047] Figure 6 These are the experimental results evaluating the water resistance of compositions #6 to #10. Figure 7 These are the experimental results evaluating the ease of cleansing of compositions #6 to #10.

[0048] Figure 8 These are the experimental results evaluating the water resistance of compositions #16 to #20. Figure 9 These are the experimental results evaluating the ease of cleansing of compositions #16 to #20. Detailed Implementation

[0049] Hereinafter, in order to aid in understanding the present invention, embodiments and other examples will be described in detail. However, the embodiments of the present invention can be modified in various different forms, and the scope of the present invention should not be construed as limited to the following embodiments. The embodiments of the present invention are provided to describe the present invention more completely to those skilled in the art.

[0050] Experiment 1. Based on the fatty acid content experiment

[0051] Makeup products for correcting skin tone, having the formulations and contents shown in Table 1 below, were prepared using the following methods.

[0052] Measure out item A according to its content, heat to 70-80℃ to fully dissolve it. Completely disperse item B, heat to 70-80℃ and set aside. Slowly add item A to item B, emulsifying for 5 minutes, then cool to 30℃.

[0053] In Table 1 below, pigment X is a mixture of titanium dioxide powder coated with a mixture of aluminum hydroxide, lipoamino acids, and palmitic acid (LP-TR 10, Miyoshi); red iron oxide (OTS RED R-516, DAITO KASEI KOGYO CO); yellow iron oxide (OTS-2YELLOW LLXILO, DAITO KASEI KOGYO CO); and black iron oxide (OTS-2BLACK BL-100, DAITO KASEI KOGYO CO). The mixing weight ratio is 93.482:1.080:5.400:0.038 (coated TiO2: red iron oxide: yellow iron oxide: black iron oxide). The aforementioned lipoamino acids are a mixture of palmitoylproline, magnesium palmitoylglutamate, and sodium palmitoylsarcosinate. According to the analysis results provided by the manufacturer, the most frequent value of the coated titanium dioxide powder size is 357 nm, and the median value (D) is... 50 The particle size distribution was 434 nm. The analytical method involved dispersing the particle in ethanol using a laser particle size analyzer for determination.

[0054] [Table 1]

[0055]

[0056] Water resistance was evaluated using the following methods.

[0057] Apply 25 mg of the above cosmetic composition to a black rubber sheet. Run tap water over the area coated with the composition for at least 15 seconds to check the degree of rinsing. The results are shown below. Figure 2 middle.

[0058] The following methods were used to evaluate the ease of facial cleansing.

[0059] 25 mg of the cosmetic composition was applied to a black rubber sheet. Four to five drops of a 20% diluted cleansing foam were then added, and the mixture was thoroughly rubbed in and rinsed with running water. The cleansing effect was compared. The cleansing foam used was commercially available Lacvert Brid Hydrating Purifying Cleansing Foam, with a pH of 9.5 for the 20% diluted solution. The results are shown below. Figure 3 middle.

[0060] like Figure 2 As shown, the compositions of the present invention all exhibit excellent water resistance, meaning they are not easily washed away by tap water. That is, even when fatty acids are included, the water resistance of the W / O formulation is not reduced.

[0061] On the contrary, such as Figure 3 As shown, the results of the facial cleansing ease evaluation confirm that makeup cosmetics containing more than 1% by weight of fatty acids are easier to wash off. It is speculated that this is because fatty acids undergo saponification under high pH conditions such as soapy water, which aids in cleansing, but the present invention is not limited to this theoretical mechanism.

[0062] Experiment 2. Experiment based on the types of fatty acids

[0063] Makeup cosmetics were prepared using the same method as in Experiment 1, and their water resistance and ease of cleansing were evaluated.

[0064] [Table 2]

[0065]

[0066] Water resistance was evaluated using the same method as in Experiment 1, and the results are shown below. Figure 4 In the middle section, the ease of cleansing was evaluated using the same method as in Experiment 1, and the results are shown in [Figure / Table / Reference]. Figure 5 middle.

[0067] Experimental results show that, regardless of the type of fatty acid, all exhibit excellent water resistance. Conversely, in terms of ease of cleansing, isostearic acid (#14) was confirmed to be significantly superior to other solid fatty acids.

[0068] Experiment 3. Experiment based on the type of pigment-grade powder

[0069] Makeup cosmetics were prepared using the same method as in Experiment 1, and their water resistance and ease of cleansing were evaluated.

[0070] Pigment X in Table 3 is the same as the pigment X used in Table 1.

[0071] In Table 3, pigment Y is a mixture of four components: titanium dioxide powder coated with aluminum hydroxide and polydimethylsiloxane (SiTiO2CR50, Fuji Chemical Industry, Korea); red iron oxide; black iron oxide; and yellow iron oxide. The mixing ratio is 93.482:1.080:5.4:0.038. The powder size is 250 nm. For reference, SiTiO2CR50 is a silicon-coated TiO2CR50 powder. CR50, as the most common pigment-grade powder, is a powder with a particle size of 250 nm.

[0072] [Table 3]

[0073]

[0074] Water resistance was evaluated using the same method as in Experiment 1, and the results are shown below. Figure 6 In the middle section, the ease of cleansing was evaluated using the same method as in Experiment 1, and the results are shown in [Figure / Table / Reference]. Figure 7 middle.

[0075] The experimental results confirm that regardless of the type of pigment, it exhibits high water resistance and cleanliness. However, when it contains powder coated with lipoamino acids (for example, when it is more than 5% by weight, for sample #8, 6% by weight of pigment X was used, and the content of lipoamino acid coated powder in pigment X was about 93.4%), the cleanliness is further improved.

[0076] Experiment 4. The Influence of Divalent Ions

[0077] Makeup cosmetics were prepared using the same method as in Experiment 1, and their water resistance, ease of cleansing, and stability were evaluated.

[0078] [Table 4]

[0079]

[0080] Water resistance was evaluated using the same method as in Experiment 1, and the results are shown below. Figure 8 In addition, the ease of cleansing was evaluated using the same method as in Experiment 1, and the results are shown in [Figure / Table / Reference]. Figure 9 middle.

[0081] In addition, stability was evaluated, and the results are summarized in Table 5 below.

[0082] [Table 5]

[0083]

[0084] (In Table 5 above, ○ indicates excellent stability, △ indicates moderate stability, and X indicates poor stability.)

[0085] Experimental results confirmed that #16 to #20 all exhibit excellent water resistance and ease of cleansing. In particular, regarding ease of cleansing, #20, which contains no divalent ions, performs best compared to #16 to #19, which contain divalent ions.

[0086] More specifically, the experimental results for #16 to #20 show that the cleansing power of #16 to #19, which contain divalent ions, is reduced. It can be confirmed that samples containing divalent ions require prolonged rubbing with a 20% cleansing foam solution to remove them, and even then, a small amount of residue remains. However, #20 removes them easily and perfectly, and exhibits excellent stability.

Claims

1. A color cosmetic composition, which is a water-in-oil type color cosmetic composition, Its features are, It contains isostearic acid, pigment-grade powder, and emulsifiers with HLB values ​​greater than 0 and less than 8. The aforementioned pigment-grade powder is a pigment-grade powder coated with lipoamino acids. The powder size of the aforementioned pigment-grade powders ranges from 200 nm to 1000 nm. The above composition does not contain ZnO. The content of the aforementioned isostearic acid is 3 to 40% by weight relative to the total weight of the composition, and the content of the pigment-grade powder is 5 to 40% by weight relative to the total weight of the composition. The above composition is more easily washed away by alkaline pH aqueous solution than a neutral pH aqueous solution.

2. The color cosmetic composition as described in claim 1, wherein, The content of the above-mentioned isostearic acid is 5 to 40% by weight relative to the total weight of the composition, and the content of pigment-grade powder is 5 to 30% by weight relative to the total weight of the composition.

3. The color cosmetic composition as described in claim 1, wherein, The aforementioned lipid amino acids are palmitoylproline, palmitoylglutamate magnesium, palmitoylsarcosinate sodium, or mixtures thereof.

4. The color cosmetic composition as described in claim 1, wherein, The aforementioned pigment-grade powder is TiO2 coated with lipoamino acids.

5. The color cosmetic composition as described in claim 1, wherein, The above composition additionally contains a monovalent ionic salt.

6. The color cosmetic composition as described in claim 5, wherein, The monovalent ionic salt mentioned above is sodium chloride.