Rhamnolipid composition and use thereof

Abstract

Provided in the present invention are a rhamnolipid and a use thereof. The Rha-C10C10-type rhamnolipid content in a rhamnolipid composition of the present invention is 10.2%-44% on the basis of the total rhamnolipid mass. The rhamnolipid composition which can be stored for a long time of the present invention has both high foamability and high wettability, and has wide application potential in the field of daily chemical products.

Description

A rhamnolipid composition and its application Technical Field

[0001] The invention belongs to the technical field of daily chemical industry and relates to a rhamnolipid and an application thereof. Background Art

[0002] An excellent surfactant should have both high wettability and high foaming properties. High wettability provides the surfactant with excellent cleaning performance, while high foaming properties bring consumers a better usage experience.

[0003] Rhamnolipids are biosurfactants produced by Pseudomonas or Burkholderia species. Their structure consists of a hydrophilic portion consisting of 1-2 rhamnose rings (sugar groups) and a hydrophobic portion consisting of 1-2 molecules of saturated or unsaturated fatty acids of varying carbon chain lengths (lipids). Rhamnolipids with varying structural composition ratios, particularly those in varying ratios of di-rhamnolipid to mono-rhamnolipid, exhibit varying wettability and foaming properties. Regulating and preparing rhamnolipids with specific compositions that achieve both high wettability and high foaming properties remains a major industry challenge.

[0004] In summary, there is an urgent need in the art for a rhamnolipid composition that has both high wettability and high foaming properties, and has important practical significance and economic value.

[0005] Summary of the Invention

[0006] One of the objects of the present invention is to provide a rhamnolipid composition having both high wettability and high foaming properties.

[0007] In order to achieve the above-mentioned object of the invention, the present invention adopts the following technical solutions:

[0008] A rhamnolipid composition, comprising, in parts by mass:

[0009] Rhamnolipid 0.1-99.9 parts, preferably 20-80 parts,

[0010] 0.1-30 parts of antibacterial compound, preferably 0.1-20 parts,

[0011] Optionally, the composition contains 0-99 parts water, preferably 0.05-85 parts;

[0012] The content of Rha-C10C10 rhamnolipid is 10.2%-44%, preferably 12.2%-32%, based on the total mass of rhamnolipid.

[0013] In their research on rhamnolipids, the inventors discovered that some compositions of rhamnolipids and antimicrobial compounds exhibited excellent high wettability and high foaming properties. Further systematic isolation and study of the physicochemical interactions of the specific rhamnolipid components led to the surprising discovery that optimal wettability and foaming properties were achieved when the Rha-C10C10 rhamnolipid content in the rhamnolipids was controlled to 10.2%-44%. Rhamnolipids with this specific Rha-C10C10 content can be obtained through screening, but the Rha-C10C10 content of rhamnolipids is typically below this range. Therefore, supplementation with Rha-C10C10 can also be used to obtain rhamnolipids with Rha-C10C10 within this target range. The inventors also discovered that these excellent high wettability and foaming properties are only maintained in the presence of antimicrobial compounds. The inventors analyzed that di-rhamnolipids have higher foaming properties due to their high hydrophilicity, while mono-rhamnolipids have higher wettability due to their low steric hindrance. When the content of Rha-C10C10 rhamnolipid in rhamnolipids is 10.2%-44%, the appropriate ratio of mono- and disaccharide esters is conducive to the composition achieving both high foaming and high wettability. Rha-C10C10 is superior to Rha-C10C12 due to its excellent hydrophilic effect, which can achieve better results. In addition, Rha-C10C10 and antibacterial compounds may have a synergistic effect. The addition of the antibacterial compound (such as a polyol) can be embedded in the foam, which is conducive to stabilizing the foam of the system. And because the antibacterial compound is a small molecule, it can further improve the wettability of the composition. Rhamnolipids can further increase the permeability of bacterial cell membranes, which is conducive to the antibacterial effect of the antibacterial compound. The two can work together to achieve the best effect.

[0014] In one embodiment of the present invention, the structure of the Rha-C10C10 rhamnolipid is as follows:

[0015] In one embodiment of the present invention, the rhamnolipid contains 0.1% to 5% of Rha-C10C12, based on the total mass of the rhamnolipid.

[0016] In one embodiment of the present invention, the rhamnolipid comprises 0.1% to 5% of Rha-C10C12:1, based on the total mass of the rhamnolipid.

[0017] In one embodiment of the present invention, the rhamnolipid comprises 0.1% to 10% of RhaRha-C8C10, based on the total mass of the rhamnolipid.

[0018] In one embodiment of the present invention, the rhamnolipid comprises 0.53% to 0.89% of Rha-C8C10, based on the total mass of the rhamnolipid.

[0019] In one embodiment of the present invention, the rhamnolipid comprises 40% to 83% of RhaRha-C10C10, based on the total mass of the rhamnolipid.

[0020] In one embodiment of the present invention, the rhamnolipid comprises 0.5% to 20% of RhaRha-C10C12, based on the total mass of the rhamnolipid.

[0021] In one embodiment of the present invention, the rhamnolipid comprises 0.5% to 10% of RhaRha-C10C12:1, based on the total mass of the rhamnolipid.

[0022] In one embodiment of the present invention, the antibacterial compound comprises one or more of isothiazolinones, parabens, phenoxyethanol, benzyl alcohol, caprylhydroxamic acid, benzoic acid and its salts and esters, sorbic acid and its salts, 4-hydroxybenzoic acid and its salts and esters, terpenes, antimicrobial fatty acids, formaldehyde releasers, polyols, p-hydroxyacetophenone, ethylhexylglycerin, amino acid preservatives, and plant-derived preservatives, preferably phenoxyethanol, 4-hydroxybenzoic acid and its salts and esters, polyols, caprylhydroxamic acid, One or more of oxime acid, benzoic acid and its salts and esters, sorbic acid and its salts, p-hydroxyacetophenone, amino acid preservatives, and plant-derived preservatives; more preferably one or more of 1.2-propylene glycol, 1,3-propylene glycol, 1,2-pentanediol, 1,2-hexanediol, 1,2-octanediol, 1,2-decanediol, 1,3-butanediol, p-hydroxyacetophenone, caprylhydroxamic acid, benzyl alcohol, phenoxyethanol, benzoic acid and its salts and esters, sorbic acid and its salts, and 4-hydroxybenzoic acid and its salts and esters.

[0023] Another object of the present invention is to provide a use of a long-acting rhamnolipid composition.

[0024] A rhamnolipid composition is used in daily chemical products. The composition is the above-mentioned composition, preferably used in personal care products, more preferably used in face care, hair care, body care, hand care and tooth care products.

[0025] In one embodiment of the present invention, the composition is added to the product in an amount of 0.1-50 wt%, preferably 0.2-10 wt%, based on the total mass of the product.

[0026] Another object of the present invention is to provide a rhamnolipid.

[0027] A rhamnolipid, wherein the rhamnolipid is the rhamnolipid used in the above-mentioned composition, or the rhamnolipid used for the above-mentioned purpose, wherein the content of Rha-C10C10 rhamnolipid in the rhamnolipid is 10.2%-44%, preferably the content of Rha-C10C10 rhamnolipid is 12.2%-32%, calculated based on the total mass of the rhamnolipid.

[0028] Compared with the prior art, the present invention has the following beneficial effects:

[0029] (1) The rhamnolipid composition exhibits excellent wettability, thereby having a better cleaning effect;

[0030] (2) The rhamnolipid composition exhibits excellent foaming properties, thereby providing a better consumer experience. DETAILED DESCRIPTION

[0031] In order to better understand the technical solutions of the present invention, the present invention is further described below with reference to the following embodiments, but the present invention is not limited to the following embodiments.

[0032] Unless otherwise specified, the raw materials or equipment used in the following examples or comparative examples are commercially available:

[0033] Rhamnolipids, Wanhua Chemical, select products with a Rha-C10C10 rhamnolipid content of 10.2%-44% of the total rhamnolipid mass. Rhamnolipids with a Rha-C10C10 content below the lower end value or above the upper end value are obtained by blending.

[0034] 1,3-Butanediol, Wanhua Chemical

[0035] 1,2-Hexanediol, Symrise

[0036] p-Hydroxyacetophenone, Symrise

[0037] 1,2-Propanediol, Shandong Haike

[0038] 1,2-Caprylyl Glycol, Symrise

[0039] 1,2-Pentanediol, Symrise

[0040] Phenoxyethanol, BASF

[0041] Potassium sorbate, Merck

[0042] Sodium benzoate, Merck

[0043] Caprylhydroxamic acid, Shandong Ai Li Tong

[0044] Ethylhexylglycerin, Shumei

[0045] Lauryl Alkyl Glucoside, Kepler, kpl-35641

[0046] Cocamidopropyl Betaine, Klein, CAB LF

[0047] Sodium Lauroyl Sarcosinate, Klein, LD

[0048] Sodium Methyl Cocoyl Taurate, Klein, CT paste

[0049] Caprylic / capric triglyceride, BASF, 318 RC.

[0050] Example 1

[0051] Rhamnolipid 1 having the following structural composition is selected:

[0052] Table 1 Structural composition of rhamnolipid 1

[0053] The rhamnolipid of Example 1 was named "Rhamnolipid-Example 1", and the rhamnolipid-Example 1 compositions were constructed as follows:

[0054] Example 1-1

[0055] Table 2 Composition of Example 1-1

[0056] Example 1-2

[0057] Table 3 Composition of Examples 1-2

[0058] Example 2

[0059] Rhamnolipid 2 having the following structural composition is selected:

[0060] Table 4 Structural composition of rhamnolipid 2

[0061] The rhamnolipid of Example 2 was named "Rhamnolipid-Example 2", and the rhamnolipid-Example 2 compositions were constructed as follows:

[0062] Example 2-1

[0063] Table 5 Composition of Example 2-1

[0064] Example 2-2

[0065] Table 6 Composition of Example 2-2

[0066] Example 3

[0067] Rhamnolipid 3 with the following structural composition was selected:

[0068] Table 7 Rhamnolipid 3 structural composition

[0069] The rhamnolipid of Example 3 was named "Rhamnolipid-Implementation 3", and the rhamnolipid-Implementation 3 compositions were constructed as follows:

[0070] Example 3-1

[0071] Table 8 Composition of Example 3-1

[0072] Example 3-2

[0073] Table 9 Composition of Example 3-2

[0074] Example 3-3

[0075] Table 10 Composition of Example 3-3

[0076] Examples 3-4

[0077] Table 11 Composition of Examples 3-4

[0078] Examples 3-5

[0079] Table 12 Composition of Examples 3-5

[0080] Examples 3-6

[0081] Table 13 Composition of Examples 3-6

[0082] Example 4

[0083] Rhamnolipid 4 having the following structural composition is selected:

[0084] Table 14 Rhamnolipid 4 structural composition

[0085] The rhamnolipid of Example 4 was named "Rhamnolipid-Example 4", and the rhamnolipid-Example 4 compositions were constructed as follows:

[0086] Example 4-1

[0087] Table 15 Composition of Example 4-1

[0088] Example 4-2

[0089] Table 16 Composition of Example 4-2

[0090] Comparative Example 1

[0091] Compared with Example 3, the difference is that rhamnolipid with a Rha-C10C10 content of 5.1% is directly used, and the rhamnolipid shown in the following table is obtained by blending:

[0092] Table 17 Rhamnolipid 5 structural composition

[0093] The rhamnolipid of Comparative Example 1 was named “Rhamnolipid-Comparative 1”, and the rhamnolipid-Comparative 1 compositions were constructed as follows:

[0094] Comparative Example 1-1

[0095] Table 18 Comparative Example 1-1 Composition

[0096] Comparative Example 1-2

[0097] Table 19 Comparative Example 1-2 Composition

[0098] Comparative Example 2

[0099] Compared with Example 3, the difference is that a rhamnolipid with a Rha-C10C10 content of 47.2% is used, and Rha-C10C10 is supplemented to a value higher than the upper limit to obtain the formulated rhamnolipid shown in the following table:

[0100] Table 20 Rhamnolipid 6 structural composition

[0101] The rhamnolipid of comparative example 2 was named "rhamnolipid-comparison 2", and the rhamnolipid-comparison 2 compositions were constructed as follows:

[0102] Comparative Example 2-1

[0103] Table 21 Comparative Example 2-1 Composition

[0104] Comparative Example 2-2

[0105] Table 22 Comparative Example 2-2 Composition

[0106] Comparative Example 3

[0107] Compared with Example 3, Comparative Example 3 uses the same ratio of rhamnolipids and adjusts the ratio of the composition. The antibacterial compound in Comparative Example 3-1 is higher than the upper end value, and the antibacterial compound in Comparative Example 3-2 is lower than the lower end value.

[0108] Comparative Example 3-1

[0109] Table 23 Comparative Example 3-1 Composition

[0110] Comparative Example 3-2

[0111] Table 24 Comparative Example 3-2 Composition

[0112] Sample characterization:

[0113] 1 Foam performance characterization

[0114] The foaming capacity of different products was measured using the graduated cylinder oscillation method. At 25°C, 100g of prepared rhamnolipid aqueous solutions (Example 1, Example 2, Example 3, Example 4, Comparative Example 1, Comparative Example 2, Comparative Example 3) with different mass fractions (1%, 2%, 3%) were added to a 250mL stoppered graduated cylinder. The mixture was shaken up and down 180° 30 times. After standing for 30 seconds, the foam height at different times was observed and recorded. Each sample was tested three times to calculate the foaming capacity of rhamnolipids with different structural compositions. The test data is as follows:

[0115] Table 25 Foaming test of rhamnolipid

[0116] 2 Characterization of wetting properties

[0117] The contact angle method was used to measure the wettability of different products. A 1% mass fraction rhamnolipid aqueous solution was prepared and paraffin wax was used as the contact surface to simulate human skin at 25°C. The contact angles of a series of rhamnolipids with different structural compositions were measured three times using a contact angle meter. The test data is as follows:

[0118] Table 26 Contact angle test of rhamnolipid

[0119] Comprehensive analysis of the foaming performance and wetting performance characterization results shows that under the conditions of the rhamnolipid structure composition described in the claims, the foaming performance and wetting performance of rhamnolipid can be maintained at a high level.

[0120] Application Example 1

[0121] Cleansing Foam

[0122] Table 27 Formula composition of cleansing foam containing rhamnolipid composition of Example / Comparative Example

[0123] Processing technology:

[0124] 1. Add the above raw materials according to the formula ratio;

[0125] 2. Stir at 35°C for 10 min;

[0126] 3. Add preservatives and adjust pH to 6.5.

[0127] Taking facial cleansing foam as an example, 10 consumers were selected to score the formulas containing the rhamnolipid compositions of Example 1 / Example 2 / Example 3 / Example 4 / Comparative Example 1 / Comparative Example 2 / Comparative Example 3, respectively. The scores were based on foaming properties, bubble fineness, and cleaning power, with a full score of 10 (see Table 28).

[0128] Table 28 Consumers’ evaluation and rating of cleansing foam

[0129] The rhamnolipid compositions of Example 1 / Example 2 / Example 3 / Example 4 / Comparative Example 1 / Comparative Example 2 / Comparative Example 3 were used to prepare formulas for shower gel, moisturizing makeup remover, and hand soap.

[0130] body wash

[0131] Table 29 Formula composition of shower gel containing rhamnolipid composition of embodiment / comparative example

[0132] Processing technology:

[0133] 1. Add appropriate amount of water to the container and heat to 80℃;

[0134] 2. Stir the rhamnolipid composition, alkyl glycoside APG1214, sodium methyl cocoyl taurate, sodium lauryl sarcosinate, potassium tridecyl ether carboxylate, and caprylic and capric triglyceride in a fixed amount until uniform;

[0135] 3. When the temperature drops below 45°C, add preservatives and adjust the pH to 6.5.

[0136] Moisturizing makeup remover

[0137] Table 30 Formula composition of moisturizing makeup remover containing rhamnolipid composition of Example / Comparative Example

[0138] Processing technology:

[0139] 1. Weigh the raw materials according to the formula ratio;

[0140] 2. Mix the rhamnolipid composition, 1,3-butanediol, 1,2-propylene glycol, and camellia seed oil and stir at 80°C for 30 minutes;

[0141] 3. Cool to 45°C, add lecithin, collagen, hydrolyzed wheat protein, and preservatives, and adjust the pH to 6.5.

[0142] handwashing fluid

[0143] Table 31 Formula composition of hand sanitizer containing rhamnolipid composition of embodiment / comparative example

[0144] Processing technology:

[0145] 1. Weigh the raw materials according to the formula ratio;

[0146] 2. Mix Example 3-6, sodium methyl cocoyl taurate, 1,3-butylene glycol, glycerin, stearic acid, hectorite, sodium chloride, aloe vera, and citric acid and stir at 80°C for 30 minutes;

[0147] 3. Cool down to 40-45℃, add preservatives, and adjust pH to 6.5.

[0148] Application Example 2

[0149] Anti-corrosion performance evaluation

[0150] 1. Experimental strains

[0151] The bacterial mix included the following species:

[0152] Staphylococcus aureus ATCC 6538

[0153] Escherichia coli ATCC 8739

[0154] Pseudomonas aeruginosa ATCC 9027

[0155] The mold and yeast mixture includes the following species:

[0156] Candida albicans ATCC 10231

[0157] Aspergillus niger (ATCC 9029)

[0158] 2. Experimental operation:

[0159] This experiment refers to the antiseptic efficacy test of the Cosmetic, Toiletries and Fragrance Association (CTFA), and the specific operation is as follows: a certain amount of microbial bacteria / fungus suspension is added to the rhamnolipid compositions of Example 1-1, Example 1-2, Example 2-1, Example 2-2, Example 3-1, Example 3-2, Example 3-3, Example 3-4, Example 3-5, Example 3-6, Example 4-1, Example 4-2, Comparative Example 1-1, Comparative Example 1-2, Comparative Example 2-1, Comparative Example 2-2, Comparative Example 3-1, and Comparative Example 3-2, respectively. The number of bacteria added is 3.0×10 7 CFU / mL, the fungal count is 1.0×10 5 CFU / mL. The mixed sample is separated and tested at specific times to observe the survival of bacteria / fungi. Sampling is recorded on day 0 (immediately after inoculation), day 7, day 14, day 21, and day 28. The antiseptic effect is judged by requiring that bacteria be reduced to 99.9% and fungi to be reduced to 90% on day 7, and that they continue to decrease to zero within 28 days. The judgment criteria refer to Table 32.

[0160] Table 32 Anti-corrosion pass standards

[0161] Table 33 Anticorrosion evaluation results

[0162] As shown in the table above, the compositions of Examples 1-1, 1-2, 2-1, 2-2, 3-1, 3-2, 3-3, 3-4, 3-5, 3-6, 4-1, 4-2, Comparative Example 1-1, 1-2, 2-1, 2-2, and 3-1, which contained the antimicrobial compound in amounts specified in the claims or greater than those specified in the claims, all passed the antiseptic test. However, Comparative Example 3-2, which contained an antimicrobial compound in amounts less than those specified in the claims, failed the antiseptic test.

Claims

1. A rhamnolipid composition, characterized in that In parts by mass, the composition comprises: 0.1-99.9 parts of rhamnolipid, preferably 20-80 parts, 0.1-30 parts of antibacterial compound, preferably 0.1-20 parts, Optionally, the composition contains 0-99 parts of water, preferably 0.05-85 parts; The content of Rha-C10C10 type rhamnolipid is 10.2%-44%, preferably 12.2%-32%, based on the total mass of rhamnolipid.

2. The composition according to claim 1, characterized in that The structure of the Rha-C10C10 type rhamnolipid is as follows:

3. The composition according to claim 1 or 2, characterized in that The rhamnolipid contains 0.1%-5% Rha-C10C12, based on the total mass of the rhamnolipid; And / or, the rhamnolipid contains 0.1%-5% Rha-C10C12:1, based on the total mass of the rhamnolipid.

4. The composition according to any one of claims 1 to 3, characterized in that The rhamnolipid contains 0.1%-10% RhaRha-C8C10, based on the total mass of the rhamnolipid; And / or, the rhamnolipid contains 0.53%-0.89% Rha-C8C10, based on the total mass of the rhamnolipid.

5. The composition according to any one of claims 1 to 4, characterized in that The rhamnolipid contains 40%-83% of RhaRha-C10C10, based on the total mass of the rhamnolipid.

6. The composition according to any one of claims 1 to 5, characterized in that The rhamnolipid contains 0.5%-20% RhaRha-C10C12, based on the total mass of the rhamnolipid; And / or, the rhamnolipid contains 0.5%-10% RhaRha-C10C12:1, based on the total mass of the rhamnolipid.

7. The composition according to any one of claims 1 to 6, characterized in that The antibacterial compound comprises one or more of isothiazolinones, parabens, phenoxyethanol, benzyl alcohol, caprylhydroxamic acid, benzoic acid and its salts and esters, sorbic acid and its salts, 4-hydroxybenzoic acid and its salts and esters, terpenes, antimicrobial fatty acids, formaldehyde releasers, polyols, p-hydroxyacetophenone, ethylhexylglycerol, amino acid preservatives, and plant-derived preservatives, preferably phenoxyethanol, 4-hydroxybenzoic acid and its salts and esters, polyols, caprylhydroxamic acid, benzoic acid and One or more of its salts and esters, sorbic acid and its salts, p-hydroxyacetophenone, amino acid preservatives, and plant-derived preservatives; more preferably one or more of 1.2-propylene glycol, 1,3-propylene glycol, 1,2-pentanediol, 1,2-hexanediol, 1,2-octanediol, 1,2-decanediol, 1,3-butylene glycol, p-hydroxyacetophenone, caprylhydroxamic acid, benzyl alcohol, phenoxyethanol, benzoic acid and its salts and esters, sorbic acid and its salts, and 4-hydroxybenzoic acid and its salts and esters.

8. Use of a rhamnolipid composition in daily chemical products, wherein the composition is the composition according to any one of claims 1 to 7, preferably used in personal care products, more preferably used in face care, hair care, body care, hand care and tooth care products.

9. The use according to claim 8, characterized in that The composition is added to the product in an amount of 0.1-50 wt %, preferably 0.2-10 wt %, based on the total mass of the product.

10. A rhamnolipid, wherein the rhamnolipid is the rhamnolipid used in the composition according to any one of claims 1 to 7, or the rhamnolipid used in the use according to claim 8 or 9, characterized in that: The content of Rha-C10C10 type rhamnolipid in the rhamnolipid is 10.2%-44%, preferably 12.2%-32%, based on the total mass of the rhamnolipid.

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