Deep eutectic solvents, methods of making and using the same, and cosmetic compositions
Patent Information
- Application Number
- CN202611304480.X
- Authority / Receiving Office
- CN · China
- Patent Type
- Applications(China)
- Current Assignee / Owner
- Filing Date
- 2026-08-26
- Publication Date
- 2026-10-27
AI Technical Summary
本发明公开了一种能够有效清除开放型毛囊堵塞物的低共熔溶剂及其应用,其主要技术在于选用了生物糖脂为氢键供体(HBD),并匹配了合适的氢键受体(HBA),从而形成低共熔溶剂。该低共熔溶剂能有效破坏毛囊堵塞物(如黑头、头皮角栓、后背粉刺)中的角质蛋白与皮脂的致密结构,利用其强氢键溶解能力和增强的渗透性,实现堵塞物的温和导出与清除。本发明低共熔溶剂性质稳定,对皮肤刺激性低,可广泛应用于面部护理、头皮护理及身体护理等产品中。具体地,
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Figure CN122973292A_ABST
Abstract
Description
Technical Field
[0001] This invention relates to the field of cosmetics and topical skin preparations, specifically to a eutectic solvent, its preparation method and application, and cosmetic compositions. Background Technology
[0002] Open follicle blockages are mainly composed of excessively keratinized cells, hardened oxidized sebum, and environmental dirt. They are commonly found in facial blackheads, scalp plugs, and body acne. These blockages not only affect appearance but can also cause or worsen inflammation around the hair follicles. Currently, the mainstream removal techniques on the market can be categorized as follows, but all have significant limitations: 1. Acid-based exfoliation and dissolution technology: This technology mainly uses acidic ingredients such as salicylic acid and fruit acid to exfoliate the stratum corneum, thereby unclogging hair follicles. However, this method has significant limitations: First, the acidic environment can cause chemical damage to the normal skin's stratum corneum barrier, and long-term or high-concentration use can easily lead to dry skin, redness, stinging, and increased sensitivity; second, its effect is relatively strong, mainly targeting superficial keratin, and for deep, dense, and highly oxidized stubborn keratin plugs, multiple treatments are often required and the removal is not thorough.
[0003] 2. Alkaline Saponification Dissolution Technology: This technology mainly utilizes strongly alkaline chemical components, such as sodium hydroxide and triethanolamine. Its mechanism of action involves a saponification reaction between the alkali and solid sebum in the blockage at a high pH level. Simultaneously, the strong alkalinity also damages keratin, causing the keratin plug to disintegrate. However, strongly alkaline substances are extremely damaging to the skin barrier, severely disrupting the skin's normal slightly acidic environment, leading to damage to the sebum film, increased transepidermal water loss, skin barrier dysfunction, and even inducing irritant contact dermatitis.
[0004] 3. Physical peeling method: This involves pulling out the tube using adhesive tape or mechanical pressure. This method is simple and direct, but it can easily cause pain or lead to inflammation and swelling.
[0005] 4. Surfactant cleansing: This method combines oils and surfactants. The oils dissolve sebum using the principle of "like dissolves like," while the surfactants remove the dissolved sebum. However, since keratin plugs are not entirely composed of sebum, the dissolving effect of oils is limited and cannot produce results in a short time.
[0006] In summary, existing mainstream technologies face a common core contradiction: the balance between "effectiveness" and "gentleness" is difficult to achieve simultaneously. Highly effective chemical dissolution methods often come at the cost of damaging the skin barrier, while relatively gentle methods are insufficient in clearing stubborn hair follicle blockages. Therefore, there is an urgent need in this field to develop a novel solution that can effectively disrupt and dissolve dense keratin plug structures while preserving the integrity and health of the skin barrier to the greatest extent possible, achieving a balance between high efficiency and gentleness. Summary of the Invention
[0007] The technical problem this invention aims to solve is to overcome the shortcomings of existing products for clearing open hair follicle blockages, which cannot simultaneously achieve efficient dissolution and removal while being gentle on the skin. This invention provides a eutectic solvent, its preparation method, applications, and cosmetic compositions. The eutectic solvent (DES) of this invention is stable and possesses not only the strong solvent properties of DES itself but also retains its gentleness and surface cleansing ability. It can quickly penetrate into the pores, decompose and dissolve keratin plugs, and can be widely used in facial care, scalp care, and body care products.
[0008] The present invention solves the above-mentioned technical problems through the following technical solution: In a first aspect, the present invention provides a eutectic solvent comprising a hydrogen bond donor and a hydrogen bond acceptor; wherein the hydrogen bond donor comprises one or more bioglycolipids.
[0009] In this invention, the bioglycolipid is a type of bioglycolipid commonly known to those skilled in the art, generally referring to glycolipid compounds formed by the linkage of hydrophilic glycosyl structural units and lipophilic fatty acid chain structural units through glycosidic bonds. The molecular structure of the bioglycolipid contains functional groups capable of forming hydrogen bonds with hydrogen bond acceptors, thereby enabling it to serve as a hydrogen bond donor component in eutectic solvents. Preferably, the functional groups include hydroxyl and / or carboxyl groups.
[0010] In this invention, the bioglycolipid can be selected from one or more of sophorolipids, rhamnolipids, trehalolipids and maltolipids, and the bioglycolipid is preferably sophorolipid or rhamnolipid, more preferably sophorolipid.
[0011] The sophorolipid may be a mixture of sophorolipids comprising acidic sophorolipids and esterified sophorolipids. Preferably, based on the total mass of the acidic sophorolipids and the esterified sophorolipids, the mass percentage of the acidic sophorolipids is greater than the mass percentage of the esterified sophorolipids; more preferably, the mass ratio of the acidic sophorolipids to the esterified sophorolipids is 9:1.
[0012] In a specific embodiment of the present invention, the total mass of the sophorolipid mixture comprising acidic sophorolipid and esteric sophorolipid is used as a basis, and the total mass content of acidic sophorolipid and esteric sophorolipid is 45%-65%.
[0013] In this invention, the mixture of sophorolipids comprising acidic and esterified sophorolipids can be used for sophorolipids of various molecular weights, thus achieving the technical effects of this invention. In a specific embodiment, the molecular weight of the sophorolipids in the mixture of acidic and esterified sophorolipids is 650 g / mol.
[0014] The rhamnolipin may be a mixture of rhamnolipin containing monorhamnolipin and / or dirhamnolipin; preferably, the rhamnolipin is a mixture of rhamnolipin containing dirhamnolipin.
[0015] In one specific embodiment of the present invention, the mass content of the rhamnolipin mixture containing dirhamnolipin is 45%-65%, based on the total mass of the rhamnolipin mixture.
[0016] In this invention, the rhamnolipin mixture containing dirhamnolipin can be made of various molecular weights, thus achieving the technical effects of this invention. In a specific embodiment, the molecular weight of the dirhamnolipin in the rhamnolipin mixture containing dirhamnolipin is 642.79 g / mol.
[0017] In this invention, the hydrogen bond acceptor generally refers to an electronegative atom possessing the ability to form strong hydrogen bonds with the hydroxyl or carboxyl groups of the bioglycolipid, and having moderate steric hindrance in its structure to match the large glycocyclic backbone of the glycolipid, thereby forming a stable supramolecular network. The electronegative atom preferably includes N and / or O. The molecular structure of the hydrogen bond acceptor contains functional groups capable of forming hydrogen bonds with the bioglycolipid, thus enabling it to serve as a hydrogen bond acceptor component in a eutectic solvent.
[0018] In this invention, the hydrogen bond acceptor may be selected from one or more of betaine, urea, arginine, lysine, and tromethamine.
[0019] In this invention, when the bioglycolipid is sophorolipid, the hydrogen bond acceptor can be selected from one or more of betaine, urea, arginine, lysine and tromethamine, preferably betaine or tromethamine, and more preferably betaine.
[0020] In this invention, when the bioglycolipid is rhamnolipid, the hydrogen bond acceptor can be selected from one or more of betaine, urea, arginine, lysine and tromethamine, preferably tromethamine or arginine, and more preferably tromethamine.
[0021] In this invention, the molar ratio of the hydrogen bond donor to the hydrogen bond acceptor can be 1:(0.3-5.5), preferably 1:(0.4-5), more preferably 1:(1-3), for example 1:0.7, 1:1.5, 1:2, 1:2.5, 1:3.5 or 1:4.
[0022] In this invention, the mass ratio of the hydrogen bond donor to the hydrogen bond acceptor can be 10:(0.3-10), preferably 10:(0.37-9.42), more preferably 10:(3-6), for example 10:0.72, 10:1.85, 10:2.25, 10:3.6, 10:3.64, 10:3.72, 10:3.77, 10:4.5, 10:4.55, 10:5.36, 10:5.42, 10:8.04, or 10:9.
[0023] Secondly, the present invention provides a method for preparing a eutectic solvent, comprising the following steps: heating and mixing a hydrogen bond donor and a hydrogen bond acceptor in water to form a eutectic structure between the hydrogen bond donor and the hydrogen bond acceptor; the hydrogen bond donor and the hydrogen bond acceptor are as described above.
[0024] In this invention, the mass ratio of the hydrogen bond donor to the water can be 1:(2-5), for example 1:2.
[0025] In this invention, the heating temperature can be 55-60 ℃.
[0026] In this invention, the heating time can be 2-4 hours.
[0027] In this invention, the heating and mixing process generally includes a dehydration step.
[0028] The dehydration can be a conventional dehydration method in the art. The dehydration can be concentration dehydration, for example, vacuum concentration dehydration under conditions of a concentration temperature of 60 °C and a vacuum degree of -0.09 MPa.
[0029] During the dehydration operation, the bioglycolipid content in the eutectic solvent is preferably 30%-50%, for example, 30%.
[0030] The dehydration process typically involves further fine filtration, such as using diatomaceous earth vacuum filtration. The purpose of this fine filtration is to remove insoluble impurities.
[0031] Thirdly, the present invention provides a eutectic solvent prepared by the preparation method described above.
[0032] Fourthly, the present invention provides a cosmetic composition comprising the eutectic solvent as described above.
[0033] In this invention, the mass percentage of the eutectic solvent in the cosmetic composition may be 0.1%-1%, for example, 0.6%.
[0034] In this invention, the cosmetic composition generally also includes deionized water and preservatives.
[0035] The preservative may be a conventional preservative in the art, such as 1,2-hexanediol and / or ethylhexylglycerin.
[0036] Fifthly, the present invention provides the use of the eutectic solvent as described above or the cosmetic composition as described above in skin care products.
[0037] In this invention, the eutectic solvent can be used in skin care products to remove blackheads on the face, scalp plugs, and back plugs.
[0038] In this invention, the skin care product may be a facial care product, a scalp care product, or a body care product, and the skin care product is preferably a nose patch product.
[0039] In a sixth aspect, the present invention provides a nose patch comprising a membrane liquid and a membrane carrier, wherein the raw materials of the membrane liquid include the cosmetic composition as described above.
[0040] In this invention, the membrane carrier can be a conventional membrane material in the art. For example, the membrane carrier is a pure cotton nonwoven fabric.
[0041] Without violating common sense in the field, the above-mentioned preferred conditions can be combined arbitrarily to obtain various preferred embodiments of the present invention.
[0042] The positive and progressive effects of this invention are as follows: This invention discloses a eutectic solvent capable of effectively removing open follicle blockages and its applications. The key technology lies in the selection of bio-glycolipids as hydrogen bond donors (HBD) and matching them with suitable hydrogen bond acceptors (HBA) to form a eutectic solvent. This eutectic solvent effectively disrupts the dense structure of keratin and sebum in follicle blockages (such as blackheads, scalp plugs, and back acne), utilizing its strong hydrogen bond dissolving ability and enhanced permeability to achieve gentle extraction and removal of the blockages. The eutectic solvent of this invention is stable, has low skin irritation, and can be widely used in facial care, scalp care, and body care products. Specifically, 1. The DES prepared in this invention differs from existing conventional DES by innovatively using bio-glycolipids as hydrogen bond donors. It possesses the low surface tension characteristics of surfactants while exhibiting the solvent properties of low eutectic solvents.
[0043] 2. The DES of the present invention is applied to the rapid dissolution and extraction of open hair follicle blockages, especially in blackhead removal nose strip products, where obvious keratin plugs are floated out when added at a low content of 0.1-1.0%.
[0044] 3. The product of this invention is different from acid and alkaline products on the market. It will not damage the skin barrier and is gentle and non-irritating to the skin after use. Attached Figure Description
[0045] Figure 1 The following are the Fourier transform infrared (FT-IR) spectra of the eutectic solvent, sophorolipid alone, and betaine alone in Example 1. Figure 2 Differential scanning calorimetry (DSC) curves of the eutectic solvent in Example 1; Figure 3 Differential scanning calorimetry (DSC) curves for sophorolipids alone; Figure 4 Differential scanning calorimetry (DSC) curves for betaine alone; Figure 5 The image shows the effect of three parallel samples in the keratin plug disintegration experiment of the nasal strip solution in Example 1. Detailed Implementation
[0046] The present invention will be further illustrated by way of embodiments below, but the present invention is not limited to the scope of the embodiments described herein.
[0047] The sources and types of raw materials used in the following examples and comparative examples are shown in the table below:
[0048] The raw material composition in the following examples and comparative examples is shown in the table below:
[0049] Example 1
[0050] The preparation process of the eutectic solvent is as follows: (1) Weigh 20 g of sophorolipid (the actual sophorolipid solid content in the raw material is 50%) as a hydrogen bond donor, add 40 g of pure water, and stir and heat in a water bath at 60 ℃ for 5-10 min.
[0051] (2) Betaine is used as a hydrogen bond acceptor. The betaine is weighed according to the molar ratio of hydrogen bond donor to hydrogen bond acceptor of 1:2. The molecular weight of sophorolipid is calculated to be 650 g / mol, and the molecular weight of betaine is 117 g / mol. The calculated amount of betaine is 3.6 g.
[0052] (3) Add the betaine weighed above to the solution in step (1) in batches, and continue to maintain 60 °C for 2 h of heating reaction.
[0053] (4) The solution in step (3) is concentrated using a rotary evaporator: the solution is concentrated and dehydrated under reduced pressure at a concentration temperature of 60 °C and a vacuum degree of -0.09 MPa until the final liquid mass is 20-33 g (i.e., the final concentration of bioglycolipids in DES is 30%-50% after dehydration).
[0054] (5) The liquid from step (4) is subjected to fine filtration, i.e., diatomaceous earth vacuum filtration.
[0055] Example 2
[0056] The preparation process is the same as in Example 1, except that: in step (2), betaine is weighed according to the molar ratio of hydrogen bond donor to hydrogen bond acceptor of 1:0.4, and 0.72 g of betaine is weighed.
[0057] Example 3
[0058] The preparation process is the same as in Example 1, except that: in step (2), betaine is weighed according to the molar ratio of hydrogen bond donor to hydrogen bond acceptor of 1:5, and 9 g of betaine is weighed.
[0059] Example 4
[0060] The preparation process is the same as in Example 1, except that in step (2), urea is used as a hydrogen bond acceptor. Urea is weighed according to the molar ratio of hydrogen bond donor to hydrogen bond acceptor of 1:2. The molecular weight of urea is 60 g / mol, and 1.85 g of urea is calculated to be weighed.
[0061] Example 5
[0062] The preparation process is the same as in Example 1, except that in step (2), lysine is used as a hydrogen bond acceptor. Lysine is weighed according to the molar ratio of hydrogen bond donor to hydrogen bond acceptor of 1:1. The molecular weight of lysine is 146.19 g / mol, and 2.25 g of lysine is calculated to be weighed.
[0063] Example 6
[0064] The preparation process is the same as in Example 1, except that in step (2), arginine is used as a hydrogen bond acceptor. Arginine is weighed according to the molar ratio of hydrogen bond donor to hydrogen bond acceptor of 1:3. The molecular weight of arginine is 174.2 g / mol, and 8.04 g of arginine is calculated to be weighed.
[0065] Example 7
[0066] The preparation process is the same as in Example 1, except that in step (2), tromethamine is used as a hydrogen bond acceptor. Tromethamine is weighed according to the molar ratio of hydrogen bond donor to hydrogen bond acceptor of 1:2. The molecular weight of tromethamine is 121 g / mol, and 3.72 g of tromethamine is calculated to be weighed.
[0067] Example 8
[0068] The preparation process is the same as in Example 1, except that: In step (1), 20 g of rhamnolipin (the actual solid content of rhamnolipin in the raw material is 50%) is weighed out as a hydrogen bond donor; In step (2), betaine is used as a hydrogen bond acceptor. The betaine is weighed according to the molar ratio of hydrogen bond donor to hydrogen bond acceptor of 1:2. The molecular weight of rhamnolipid is calculated as 642.79 g / mol, and the molecular weight of betaine is 117 g / mol. The calculated amount of betaine weighed is 3.64 g.
[0069] Example 9
[0070] The preparation process is the same as in Example 1, except that: In step (1), 20 g of rhamnolipin (the actual solid content of rhamnolipin in the raw material is 50%) is weighed out as a hydrogen bond donor; In step (2), lysine is used as a hydrogen bond acceptor. Lysine is weighed according to the molar ratio of hydrogen bond donor to hydrogen bond acceptor of 1:2. The molecular weight of rhamnolipid is calculated as 642.79 g / mol, and the molecular weight of lysine is 146.19 g / mol. The calculated weight of lysine is 4.55 g.
[0071] Example 10
[0072] The preparation process is the same as in Example 1, except that: In step (1), 20 g of rhamnolipin (the actual solid content of rhamnolipin in the raw material is 50%) is weighed out as a hydrogen bond donor; In step (2), arginine is used as a hydrogen bond acceptor. Arginine is weighed according to the molar ratio of hydrogen bond donor to hydrogen bond acceptor of 1:2. The molecular weight of rhamnolipid is calculated as 642.79 g / mol, and the molecular weight of arginine is 174.2 g / mol. The calculated amount of arginine weighed is 5.42 g.
[0073] Example 11
[0074] The preparation process is the same as in Example 1, except that: In step (1), 20 g of rhamnolipin (the actual solid content of rhamnolipin in the raw material is 50%) is weighed out as a hydrogen bond donor; In step (2), urea is used as a hydrogen bond acceptor. Urea is weighed according to the molar ratio of hydrogen bond donor to hydrogen bond acceptor of 1:0.4. The molecular weight of rhamnolipid is calculated as 642.79 g / mol, and the molecular weight of urea is 60 g / mol. The calculated amount of urea weighed is 0.37 g.
[0075] Example 12
[0076] The preparation process is the same as in Example 1, except that: In step (1), 20 g of rhamnolipin (the actual solid content of rhamnolipin in the raw material is 50%) is weighed out as a hydrogen bond donor; In step (2), tromethamine is used as a hydrogen bond acceptor. Tromethamine is weighed according to the molar ratio of hydrogen bond donor to hydrogen bond acceptor of 1:5. The molecular weight of rhamnolipid is calculated as 642.79 g / mol, and the molecular weight of tromethamine is 121 g / mol. The calculated amount of tromethamine weighed is 9.42 g.
[0077] Example 13
[0078] The preparation process is the same as in Example 1, except that in step (2), lysine is used as a hydrogen bond acceptor. Lysine is weighed according to the molar ratio of hydrogen bond donor to hydrogen bond acceptor of 1:2. The molecular weight of lysine is 146.19 g / mol, and 4.5 g of lysine is calculated to be weighed.
[0079] Example 14
[0080] The preparation process is the same as in Example 1, except that in step (2), arginine is used as a hydrogen bond acceptor. Arginine is weighed according to the molar ratio of hydrogen bond donor to hydrogen bond acceptor of 1:2. The molecular weight of arginine is 174.2 g / mol, and 5.36 g of arginine is calculated to be weighed.
[0081] Example 15
[0082] The preparation process is the same as in Example 1, except that: In step (1), 20 g of rhamnolipin (the actual solid content of rhamnolipin in the raw material is 50%) is weighed out as a hydrogen bond donor; In step (2), urea is used as a hydrogen bond acceptor. Urea is weighed according to the molar ratio of hydrogen bond donor to hydrogen bond acceptor of 1:2. The molecular weight of rhamnolipid is calculated as 642.79 g / mol, and the molecular weight of urea is 60 g / mol. The calculated amount of urea weighed is 1.85 g.
[0083] Example 16
[0084] The preparation process is the same as in Example 1, except that: In step (1), 20 g of rhamnolipin (the actual solid content of rhamnolipin in the raw material is 50%) is weighed out as a hydrogen bond donor; In step (2), tromethamine is used as a hydrogen bond acceptor. Tromethamine is weighed according to the molar ratio of hydrogen bond donor to hydrogen bond acceptor of 1:2. The molecular weight of rhamnolipid is calculated as 642.79 g / mol, and the molecular weight of tromethamine is 121 g / mol. The calculated amount of tromethamine weighed is 3.77 g.
[0085] Comparative Example 1
[0086] It is a single biological glycolipid (sophorolipid) stock solution, which does not form the eutectic solvent described in this invention and does not require additional preparation.
[0087] Comparative Example 2
[0088] Ethanol was added to the sophorolipid base as a solvent to replace the solvent function of DES.
[0089] Preparation method: At room temperature, according to the molar ratio of sophorolipid to ethanol of 1:2, 1.42 g of ethanol was added to 20 g of sophorolipid (the actual solid content of sophorolipid in the raw material is 50%) and stirred evenly.
[0090] Comparative Example 3
[0091] The preparation process is the same as in Example 1, except that: in step (2), betaine is weighed according to the molar ratio of hydrogen bond donor to hydrogen bond acceptor of 1:6, and 10.8 g of betaine is weighed.
[0092] Comparative Example 4
[0093] The preparation process is the same as in Example 1, except that: in step (2), betaine is weighed according to the molar ratio of hydrogen bond donor to hydrogen bond acceptor of 1:0.2, and 0.36 g of betaine is weighed.
[0094] Comparative Example 5
[0095] It is a single biological glycolipid (rhamnolipid) stock solution, which does not form the eutectic solvent described in this invention and does not require additional preparation.
[0096] Comparative Example 6
[0097] The preparation process is the same as in Example 1, except that: In step (1), 20 g of rhamnolipin (the actual solid content of rhamnolipin in the raw material is 50%) is weighed out as a hydrogen bond donor; In step (2), betaine is used as a hydrogen bond acceptor. The betaine is weighed according to the molar ratio of hydrogen bond donor to hydrogen bond acceptor of 1:6. The molecular weight of rhamnolipid is calculated to be 642.79 g / mol, and the molecular weight of betaine is 117 g / mol. The calculated amount of betaine weighed is 10.8 g.
[0098] Comparative Example 7
[0099] The preparation process is the same as in Example 1, except that: In step (1), 20 g of rhamnolipin (the actual solid content of rhamnolipin in the raw material is 50%) is weighed out as a hydrogen bond donor; In step (2), betaine is used as a hydrogen bond acceptor. The betaine is weighed according to the molar ratio of hydrogen bond donor to hydrogen bond acceptor of 1:0.2. The molecular weight of rhamnolipid is calculated as 642.79 g / mol, and the molecular weight of betaine is 117 g / mol. The calculated amount of betaine weighed is 0.36 g.
[0100] Comparative Example 8
[0101] Potassium cocoate is a soap-based surfactant, widely recognized as a surfactant with extremely strong cleaning power, replacing the cleaning effect of biological glycolipids, but it does not form DES with betaine.
[0102] Preparation method: Weigh 33 g of potassium cocoate (actual solid content in the raw material is 30%), add 30 g of pure water, and heat in a water bath at 60 ℃ for 5-10 min with stirring. Weigh 10.93 g of betaine according to a molar ratio of potassium cocoate to betaine of 1:2, and add it to the potassium cocoate solution in batches. Continue to maintain the temperature at 60 ℃ and heat the reaction for 2 h. Concentrate the solution using a rotary evaporator, and then concentrate and dehydrate under reduced pressure at a concentration temperature of 60 ℃ and a vacuum degree of -0.09 MPa until the final mass of the material is 20-30 g. The final material is in solid form.
[0103] Comparative Example 9
[0104] Acid-based products are commonly used in the market to exfoliate and remove blackheads, with salicylic acid being the most representative acid. In this example, 2% salicylic acid is pre-dissolved in 30% propylene glycol, and then the remaining 68% water is added to obtain a 2% salicylic acid solution.
[0105] Comparative Example 10
[0106] Commercially available nose strip: CNP Anti-Pore Black Head Clear Kit.
[0107] Application example: Preparation of nasal strips
[0108] The products from Examples 1 to 16 and Comparative Examples 1 to 8 were respectively prepared into blackhead removal nose strip solutions, with the following formulations:
[0109] Effect Example
[0110] 1. Physical property characterization
[0111] (1) Infrared characterization (FT-IR)
[0112] ① Test method: A Thermo Scientific Nicolet iS20 Fourier transform infrared spectrometer was used in ATR mode, in the range of 4000~400 cm⁻¹.-1 Infrared spectra were collected within the wavenumber range.
[0113] ②Analytical Results: The infrared spectra of the eutectic solvent, sophorolipid alone, and betaine alone in Example 1 are as follows: Figure 1 As shown, it can be observed that in the eutectic solvent of Example 1, the carbonyl stretching vibration peak in the structure of sophorolipid, which acts as a hydrogen bond donor, undergoes a red shift, moving to a lower wavenumber, from 1740.4 cm⁻¹. -1 It moved to 1555.4 cm. -1 Meanwhile, the carbonyl stretching vibration peak in betaine underwent a blue shift, from 1613.2 cm⁻¹. -1 It moved to 1636.4 cm. -1 This indicates that hydrogen bonds have formed between the two.
[0114] (2) Differential scanning calorimetry (DSC)
[0115] ① Test method: A HITACHI DSC200 differential scanning calorimeter was used under a nitrogen atmosphere with a high-pressure crucible as the sample pan and a heating rate of 10 ℃ / min to test the heat flow changes of the sample from -20℃ to 200℃.
[0116] ②Analytical Results: The DSC results for the eutectic solvent, sophorolipid alone, and betaine alone in Example 1 are as follows: Figure 2-4 As shown. It can be observed that, as Figure 4 As shown, betaine alone begins to melt at 92.7℃, with a peak melting temperature of 101.9℃, and the melting process ends at 140.6℃; Figure 3 As shown, sophorolipids alone begin to melt at 141.4℃, with a peak melting temperature of 174.4℃, and the melting process ends at 195.4℃; Figure 2 As shown, the sophorolipid-betaine DES of Example 1 began to melt at 60.9°C, with a peak melting temperature of 99.8°C, and the melting process ended at 122.9°C. This indicates that the melting point of the product decreased after the reaction of sophorolipid and betaine, suggesting that the two form a eutectic solvent.
[0117] 2. External blackhead removal efficacy - keratin plug disintegration test
[0118] (1) Test sample:
[0119] (2) Experimental methods
[0120] 1) Blackhead Sampling: Recruit volunteers with a large number of blackheads and keratin plugs in their nasal pores for keratin plug sampling. Before sampling, clean the skin, wet the nose with water, take out a blackhead removal nose strip (any commercially available nose strip will do, such as Mengxilan blackhead removal nose mask), align the smooth side of the nose strip with the center of the nose bridge, apply it to the nose, expel air along the nose bridge towards the nostrils, so that the nose strip adheres tightly to the nose skin, and after the nose strip is completely dry, slowly peel it off from the sides of the nose. Collect the removed keratin plugs and refrigerate them for later use.
[0121] 2) Corneal plug disintegration effect test: Take a corneal plug and place it in the center of the petri dish. Take a photo of its initial size under a microscope. Add 30 μL of test sample to immerse the corneal plug for 10 min. Observe the disintegration of the corneal plug under a microscope.
[0122] 3) Statistical analysis: Numerical analysis of the area of the corneal plug was performed using ImageJ software: Disintegration efficiency = (Corn plug area after sample immersion reaction - Initial corn plug area) / Initial corn plug area × 100%; Each group of samples was tested in triplicate, and the average value was taken.
[0123] Note: When measuring the area of a corner plug using ImageJ software, the scale was not calibrated, and the relative area value was compared using pixel area. Therefore, the unit for corner plug area is recorded as: pixel. 2 , square pixels.
[0124] 4) Evaluation Criteria
[0125] (3) Experimental results
[0126] Example 1: Experiments on three parallel samples of nasal strip solution are as follows. Figure 5 As shown, the keratin plugs showed obvious disintegration after being immersed in the nasal patch solution of Example 1 for 10 minutes.
[0127] The disintegration of the corner plugs in each embodiment and comparative example is shown in the table below:
[0128]
[0129] 3. Clinical trials - Transdermal water loss (TEWL) test and pore count test
[0130] (1) Test sample
[0131] The membrane fabric in the table is pure cotton non-woven fabric, sourced from Hunan Meirijiebao Non-woven Fabric Co., Ltd.
[0132] (2) Test method
[0133] 1) Recruit 20 healthy volunteers for each category: male or female, aged 24-56, with obvious blackheads on the nose area.
[0134] 2) After the subjects cleaned their faces, they were equilibrated in a constant temperature and humidity laboratory for 30 minutes. Initial values (number of pores / transdermal water loss) were measured.
[0135] 3) Apply a warm compress to the nose for 3 minutes, dry it, and then apply the test sample nose strip to the nose for 15 minutes. After removing it, gently wipe away any loose keratin plugs with a cotton swab, and then test the values after use (number of pores / transepidermal water loss).
[0136] 4) The testing instruments are as follows: The number of pores was determined using the Visia-CR facial image analyzer. Transdermal water loss (TEWL) was measured using the Tewameter TM300 probe of the CK multi-probe skin testing system.
[0137] (3) Experimental results
[0138] 1) Mildness evaluation results (transdermal water loss (TEWL))
[0139] The nasal mask of Example 1 of this invention showed virtually no change in TEWL before and after use, indicating that it had minimal impact on the skin's stratum corneum barrier. In contrast, the TEWL of Comparative Example 9 (representative of conventional acid-exfoliating products) and Comparative Example 10 (representative of commercially available nasal masks) increased by 19% and 12.2% respectively after use, indicating that they significantly interfered with the barrier. The mildness of this invention is significantly superior to the two comparative examples.
[0140] 2) Evaluation results of blackhead removal effect (number of pores)
[0141] The nose mask patch of Example 1 of this invention improved the number of pores by 14.64%, and its blackhead removal effect was comparable to that of similar products on the market (Comparative Example 10), and was significantly better than 2% salicylic acid solution (Comparative Example 9).
[0142] While specific embodiments of the present invention have been described above, those skilled in the art should understand that these are merely illustrative examples, and the scope of protection of the present invention is defined by the appended claims. Those skilled in the art can make various changes or modifications to these embodiments without departing from the principles and essence of the present invention, but all such changes and modifications fall within the scope of protection of the present invention.
Claims
1. A eutectic solvent, characterized in that, It includes hydrogen bond donors and hydrogen bond acceptors; the hydrogen bond donors include one or more biological glycolipids.
2. The eutectic solvent as described in claim 1, characterized in that, It meets one or more of the following conditions: (1) The bioglycolipid is selected from one or more of sophorolipid, rhamnolipid, trehalolipid and maltolipid, and the bioglycolipid is preferably sophorolipid or rhamnolipid; (2) The hydrogen bond acceptor is selected from one or more of betaine, urea, arginine, lysine and tromethamine; (3) The molar ratio of the hydrogen bond donor and the hydrogen bond acceptor is 1: (0.3-5.5), preferably 1: (0.4-5), more preferably 1: (1-3), for example 1: 0.7, 1: 1.5, 1: 2, 1: 2.5, 1: 3.5 or 1: 4; (4) The mass ratio of the hydrogen bond donor to the hydrogen bond acceptor is 10: (0.3-10), preferably 10: (0.37-9.42), more preferably 10: (3-6), for example 10: 0.72, 10: 1.85, 10: 2.25, 10: 3.6, 10: 3.64, 10: 3.72, 10: 3.77, 10: 4.5, 10: 4.55, 10: 5.36, 10: 5.42, 10: 8.04 or 10:
9.
3. The eutectic solvent as described in claim 2, characterized in that, It meets one or more of the following conditions: (1) The sophorolipid is a mixture of sophorolipids containing acidic sophorolipids and esterified sophorolipids; preferably, based on the total mass of the acidic sophorolipids and the esterified sophorolipids, the mass percentage of the acidic sophorolipids is greater than the mass percentage of the esterified sophorolipids; more preferably, the mass ratio of the acidic sophorolipids to the esterified sophorolipids is 9:1; (2) The rhamnolipid is a mixture of rhamnolipids containing monorhamnolipids and / or dirhamnolipids; preferably, the rhamnolipid is a mixture of rhamnolipids containing dirhamnolipids; (3) When the bioglycolipid is sophorolipid, the hydrogen bond acceptor is selected from one or more of betaine, urea, arginine, lysine and tromethamine, preferably betaine or tromethamine, and more preferably betaine; (4) When the bioglycolipid is rhamnolipid, the hydrogen bond acceptor is selected from one or more of betaine, urea, arginine, lysine and tromethamine, preferably tromethamine or arginine, and more preferably tromethamine.
4. A method for preparing a eutectic solvent, characterized in that, It includes the following steps: The hydrogen bond donor and the hydrogen bond acceptor are heated and mixed in water to form a eutectic structure; the hydrogen bond donor and the hydrogen bond acceptor are as described in any one of claims 1-3.
5. The method for preparing the eutectic solvent as described in claim 4, characterized in that, It meets one or more of the following conditions: (1) The mass ratio of the hydrogen bond donor to the water is 1:(2-5), for example 1:2; (2) The heating temperature is 55-60 ℃; (3) The heating time is 2-4 hours; (4) The heating and mixing process further includes a dehydration step; during the dehydration operation, it is preferable to dehydrate to a bioglycolipid content of 30%-50% in the eutectic solvent, for example, 30%; after dehydration, it is preferable to perform fine filtration, for example, using diatomaceous earth vacuum filtration.
6. A eutectic solvent prepared by the method for preparing a eutectic solvent as described in claim 4 or 5.
7. A cosmetic composition, characterized in that, It includes the eutectic solvent as described in any one of claims 1-3 and 6.
8. The cosmetic composition according to claim 7, characterized in that, (1) In the cosmetic composition, the eutectic solvent has a mass percentage of 0.1%-1%, for example 0.6%; and / or, (2) The cosmetic composition further includes deionized water and preservatives; the preservatives include, for example, 1,2-hexanediol and / or ethylhexylglycerin.
9. The use of a eutectic solvent as described in any one of claims 1-3 and 6 or a cosmetic composition as described in claim 7 or 8 in a skin care product; wherein the skin care product is preferably a facial care product, a scalp care product or a body care product, and more preferably a nasal patch product.
10. A nasal patch, characterized in that, It includes a membrane liquid and a membrane carrier, wherein the raw material of the membrane liquid includes the cosmetic composition as described in claim 7 or 8; and the membrane carrier is, for example, pure cotton nonwoven fabric.
