WO2021245706A1 - Safe and highly effective broad spectrum preservative composition ginoguard gp - Google Patents
Safe and highly effective broad spectrum preservative composition ginoguard gp Download PDFInfo
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- WO2021245706A1 WO2021245706A1 PCT/IN2021/050545 IN2021050545W WO2021245706A1 WO 2021245706 A1 WO2021245706 A1 WO 2021245706A1 IN 2021050545 W IN2021050545 W IN 2021050545W WO 2021245706 A1 WO2021245706 A1 WO 2021245706A1
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- preservative composition
- preservative
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Classifications
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/20—Organic compounds containing oxygen
- C11D3/2096—Heterocyclic compounds
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/30—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests characterised by the surfactants
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/34—Alcohols
- A61K8/345—Alcohols containing more than one hydroxy group
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/37—Esters of carboxylic acids
- A61K8/375—Esters of carboxylic acids the alcohol moiety containing more than one hydroxy group
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/60—Sugars; Derivatives thereof
- A61K8/602—Glycosides, e.g. rutin
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/20—Organic compounds containing oxygen
- C11D3/2093—Esters; Carbonates
Definitions
- This invention relates to a preservative composition for use in home and personal care products based on green ingredients. More particularly, the invention relates to a preservative composition comprising a combination of biosurfactant, one or more glyceride(s) and glycerine, for use mainly in home, personal care, food, Pharmaceutical and animal feed products.
- Preservatives are essential ingredients for most household and personal care products, to prevent microbial contamination. Microbial contamination negatively affects both the stability and the performance and quality of a product/formulation. Microbial growth can also have negative aesthetic effects by changing the odour or colour of the product/formulation. Further, microbial growth can present a health risk for users of the product and can result in product recalls from the market.
- Preservatives are by definition toxic to bacteria and fungi, so identifying alternatives that are effective in controlling a broad spectrum of microbes while being non-toxic to humans and the environment is a challenge.
- Natural alternatives to conventional preservatives such as essential oils, plant extracts, and organic acids, are sometimes used, and may have more favourable toxicological profiles.
- these compounds are not appropriate for use as preservatives in all formulations. They are not effective against all bacteria and have limited use as preservatives in specific pH range only. They are not effective in Neutral and or alkaline products.
- biosurfactants have been studied as an alternative to chemical surfactants and preservatives.
- the use of the biosurfactant makes the composition more biocompatible than their chemical counterparts.
- Glycolipid biosurfactants which include rhamnolipids, sophoroselipids, glucoselipids, cellobioselipids and trehaloselipids.
- Glycolipid biosurfactants are produced by either bacterial or yeast fermentation. Additional advantage is that the products of fermentation are generally derived from renewable raw materials and are likely to be biodegradable after use. Sophorolipids are the ideal biosurfactant as the same can be produced in bulk viz., upto 300g/litre by fermentation methods on commercial scales compared to the other ones tried.
- DE 3 526 417A discloses a cosmetic agent containing sophorose lipid lactone used to combat dandruff and as a bacteriostatic agent in deodorants.
- EP2797571B1 discloses aqueous hair and skin cleaning compositions comprising biotensides.
- E1S7556654B1 discloses method of cleaning a material, which comprises: a) applying an organic cleaning composition having biosurfactants including lipopeptides and sophorolipids and one or more enzymes derived from sea kelp and produced by microbial action to said material; and b) agitating the material with the cleaning composition by scrubbing the material with the cleaning composition.
- the invention provides a green, safe, broad spectrum and highly effective preservative composition that comprises a combination of biosurfactant (our sophorolipid named Biogod in general and optionally with other biosurfactants like MEL -Mannosyl Erythritol Lipids, Surfactin), an optimum combination of glyceride(s) containing Glycerine, and herein after referred as Ginoguard GP.
- the Green preservative composition comprises glyceride(s) in an amount ranging from 90% to 99.5% w/w containing Glycerine 0.1 to 10 % and the biosurfactant in an amount ranging from 0.1 % to 10%.
- the sophorolipid (Biogod) as used in the present invention is a fermentation product of vegetable oils rich in oleic acid group and the sugar molecule.
- the Glycerides composition contain monoglycerides in the range of 30 to 60% and the rest being di and triglycerides.
- the high purity mono glycerides could be obtained by high vacuum distillation and/or enzymatic processes.
- the composition contains mono glycerides in a minimum amount of 30% and the rest being di and triglycerides along with Glycerine.
- the invention provides various personal and home care compositions comprising the preservative composition of the present invention in an amount 0.1 - 5.0% of the total weight of the compositions optimum being decided by the composition of formulations and the homogeneity needed for effective performance and its end use.
- 2-Phenoxy ethanol could also be added from 5 to 50% (wt/wt) to the green preservative (being discussed in this patent) to get even more effective anti microbial character .
- the invention provides a green, safe, broad spectrum and highly effective preservative composition that comprises a combination of bio surfactant, sophorolipid and one or more glyceride(s) along with Glycerine.
- the concentration of one or more glycerides in the preservative composition is in the range of 80 to 99.5%
- the concentration of sophorolipid is in an amount of 0.1 to 10% and that of Glycerine from 0.1 to 10%.
- the glycerides used in the preservative composition contain glycerine upto 10%.
- the preservative composition comprises a) sophorolipid in a concentration range of 0.5 to 5%; b) one or more glycerides (containing Glycerine upto 10%) in a concentration range of 90 to 99.5%.
- the preservative composition comprises; a) sophorolipid in a concentration range of 0.5 to 5%; b) one or more glycerides in a concentration range of 95 to 99.5% (containing Glycerine upto 10%).
- the composition contains monoglycerides in the range of 30 to 60% and the rest being di and triglycerides, Glycerine and sophorolipid.
- the composition contains monoglycerides in a minimum amount of 30 to 60% and the rest being di and triglycerides
- the one or more glyceride(s) in the preservative composition is of C4 to Cl 8 saturated or unsaturated glycerides.
- the C4 to C18 glycerides are selected from mono glycerides such as Glyceryl Mono-Caprylate-Caprate (GMCC); Glyceryl Mono Caprylate(GMC); Glyceryl mono caprate; Glyceride Monolaurate(GML); Glycerol butyrate (Gincol GB); Glyceryl monooleate(GMO), Glyceryl Mono Undecylenate; di glycerides such as Glycerol dibutyrate, Glycerol di caprate-caprylate, Glycerol dioleate, Glycerol dilaurate, Glycerol Monoundecyenate and triglycerides such as Glycerol tributyrate, Glycerol tri laurate, Glycerol tri caprate-caprylate, Glyceryl Mono undec
- the biosurfactant used here in the preservative composition is sophorolipid which comprise a residue of sophorose, the disaccharide consisting of two glucose residues linked by the b-1,2' bond, and fatty acid as an aglycone.
- the sophorolipid (Biogod), as used in the present invention is a fermentation product of vegetable oils rich in oleic acid group and the sugar molecule. Fermentation of the oleic rich vegetable oils and sugar is carried using a yeast culture of Candida Bombicola. The fermented mass is filtered on a simple Neutsch filter and the product layer is extracted with Ethyl acetate and separated. The final product layer is extracted with solvent Hexane to remove any oil traces. Hexane is then recovered by distillation
- the sophorolipid is a gly colipid and is a combination comprising of Lactonic and Acidic functionality.
- Lactonic part is the ester formed by linkage of acid to alcohol part of sugar and is a closed ring.
- the optimum combination of lactonic and acidic formed in our sophorolipid (trade name Biogod) imparts the antimicrobial and preservative character to the formulations which are studies and given here.
- the invention provides various personal and home care compositions comprising the preservative composition of the present invention in an amount 0.1 - 5.0% of the total weight of the compositions.
- preservatives are incorporated at 50°C.
- a challenge test was conducted against Aspergillus niger, Staphylococcus aureus, Escherichia coli, Pseudomonas aeruginosa and Candida albicans, using cream base as a sample without preservative. The results confirm that the challenge test for Standard Positive Control is Not Successful as test organisms have survived over the period of 14 days of the test.
- the various concentrations of Ginoguard GP provide a good broad spectrum preservative efficacy in the products. It is a very effective preservative against commonly found microorganisms in cosmetics.
- the blend of 5%-99.5% Glycerides (containing Glycerine) and 0.5%- 5% Biosurfactant sophorolipid can be used at a concentration range of 0.1 % to 5.0% to obtain the best possible results as preservative.
- the invention provides various home and personal care formulations (such as tooth paste, liquid detergent, powder detergent, and soap formulations) incorporated with 0.1% to 5.0 % of the preservative composition containing glyceride and biogod in various ratio’s.
- the products are evaluated for the formulation stability by the following methods such as Accelerated stability study; Freeze thaw test and Centrifugation test. These tests confirm that these formulations are stable with no precipitation and no phase separation.
- the test details and results are provided under various examples 8 to 18.
- test creams have been prepared with the novel preservative composition containing various glycerides with biogod and checked for the total viable count (TVC) of total microbial parameters using the method (IS 14648:2011) and found that all the test creams have the total viable count ⁇ 10 cfu/g. as in example 19-20.
- surfactants that are commonly used in personal wash products, like, for example Alpha Olefin Sulfonate (AOS) and Sodium Lauryl Ether Sulfate (SLES), having high percentage of water, and are currently preserved using chemical preservatives like Formaldehyde, Kathon CG, Benzoic acid etc. were studied for preservation using Ginoguard GP. The preservation efficacy test was carried at neutral and acidic pH with AOS Liquid. Example 21 gives the conclusion and information related to this.
- AOS Alpha Olefin Sulfonate
- SLES Sodium Lauryl Ether Sulfate
- Blend Process of manufacturing: The ingredients, Glycerides(containing Glycerine) Blends and sophorolipid (Biogod) were weighed and mixed with constant stirring without heating. The blends A to D were made with a Glyceride concentration ranging from 95 to 99.5% w/w (containing Glycerine concentrations of appx 1 to 10% which comes with the Glycerides process) and Biosurfactant Biogod concentration ranging from 0.5 to 5 %.
- Phase A ingredients were weighed and mixed thoroughly.
- Phase B ingredients were weighed and mixed thoroughly. Heated both the phases up to 75° C and added phase A to phase B and Homogenized for half an hour at medium rpm and cooled the mass.
- Viscosity (Brookfield Viscometer 6 rpm, spindle 61): 30,000 cps and
- Part II The base was then divided into seven parts. In all parts preservatives were incorporated at 50°C as shown below.
- Test Design A challenge test was carried out with 5 Organisms commonly encountered in personal care and other formulations covering broad spectrum antimicrobials
- test organisms mentioned above and in the table below.
- a dense actively growing culture of each test organism 0.1ml (approx. 10 6 _ 10 8 CFU/ ml) was inoculated in to 20 gram of the sample and the levels were studied over a period of 28 days.
- ASTM E640 protocol was followed
- the challenge test is successful if the organisms on the 14 th day are less than 0.1 % of the initial expected concentration and by the 28 th day are below the same 0.1 %.
- Preservative Challenge Test with sample A as preservative was conducted in following different applications and examples. First we used the sample A for the testing.
- a challenge test following same protocol as done in example 3 above was carried out with similar test organisms.
- a dense actively growing culture of each test organism 0.1ml (approx. 10 6 - 10 8 CFU/ ml) was inoculated into 20 gram of the sample and the levels were studied over a period of 28 days.
- a challenge test was carried out with suitable test organisms.
- a dense actively growing culture of each test organism 0.1ml (approx. 10 6 - 10 8 CFU/ ml) was inoculated in to 20 gram of the sample and the levels were studied over a period of 28 days.
- a challenge test was carried out with suitable test organisms.
- a dense actively growing culture of each test organism 0.1ml (approx. 10 6 - 10 8 CFU/ ml) was inoculated in to 20 gram of the sample and the levels were studied over a period of 28 days.
- Example 7(B) A Preservative challenge test with sample E as preservative, has also been conducted and the results are provided in the table below.
- the present invention provides a preservative compositions, for example, sample A to sample E, containing biogod with the Glycerides blends to provide better preservation against broad spectrum of microbial cultures in all the 6 microbial cultures, which includes the gram positive, gram negative and Fungal cultures.
- the preservative composition of the present invention exhibits synergy in microbial preservation activity, thereby making the composition not only useful for preservation performance but also reduces the cost of the preservatives.
- the inventive composition according to the present invention is useful in keeping the price of preservative under check. Biogod is very expensive and hence the preservative blends according to the invention help in reducing the cost to almost half or less, without losing the Green character.
- Toothpaste formulation with a preservative composition consisting of Ginoguard GP Sample A
- Phase A ingredients and mixed it properly with glycerine and then stirred the gum until proper dispersion.
- phase B ingredient and mixed it properly and then added to phase A and stirred it slowly.
- phase C Separately weighed phase C ingredients and slightly warm to dissolve SLS and then added to phase A and stirred slowly.
- phase E and F ingredients Separately weighed and added phase E and F ingredients to Phase A till pH is adjusted between 6 to 7. Noted down the pH and viscosity and filled in containers.
- Toothpaste formulation with a preservative composition consisting of Ginoguard GP (Sample D) was prepared, as per the manufacturing process described in example 8.
- Toothpaste formulation with a preservative composition consisting of Ginoguard GP (Sample B) was prepared as per the manufacturing process described in example 8.
- Toothpaste formulation with a preservative composition consisting of Ginoguard GP (Sample C) was prepared as per the manufacturing process described in example 8.
- Liquid detergent formulation with a preservative composition consisting of Ginoguard GP (Sample A)
- Phase A ingredients and stirred the gum until proper dispersion.
- phase B ingredients and added to phase A and stirred slowly.
- phase C Separately weighed and added to phase A and stirred slowly.
- phase D Separately weighed and added phase D and then added to phase A and stirred slowly.
- phase E Separately weighed and added phase E to Phase A and stirred it slowly. Noted down the pH and viscosity and fill in containers.
- Liquid detergent formulation with a preservative composition consisting of Ginoguard GP (Sample D) was prepared as per the manufacturing process described in example 12.
- Liquid detergent formulation with a preservative composition consisting of Ginoguard GP (Sample B) was prepared as per the manufacturing process described in example 12.
- Liquid detergent formulation with a preservative composition consisting of Ginoguard GP (Sample C) was prepared as per the manufacturing process described in example 12.
- Powder detergent formulation with a preservative composition of Ginoguard GP (Sample A) was prepared.
- powder detergent formulation with a preservative composition consisting of: Ginoguard GP (Sample B), Ginoguard GP (Sample C), Ginoguard GP (Sample D) were prepared as per the manufacturing process described in example 16.
- Example 18 Soap formulation with a preservative consisting of Ginoguard GP (Sample A)
- soap formulation with a preservative composition consisting of Ginoguard GP (Sample B), Ginoguard GP (Sample C), Ginoguard GP (Sample D) were prepared as per the manufacturing process described in example 18.
- test creams have been prepared with the novel preservative containing various glycerides with biosurfactants and checked for the viable count of total microbial parameters using the method (IS 14648:2011) and found that all the test creams has the total viable count ⁇ 10 cfu/g. These tests successfully validate the high antimicrobial efficacy of the preservative and thus its industrial applicability in various personal care products.
- the Glycerides included in our studies are commonly termed as Monoglycerides when the mono content is > 30% in the blend.
- Test Product Ready to use Diluent / Neutralizer : DE broth
- Test product was inoculated with test organisms (approximately 10 7 CFU/ ml). After the specified exposure time of 30 seconds, 1 minute and 5 minutes, surviving microorganisms were recovered by drawing an aliquot, neutralizing it and performing Standard Pour plate Technique. Culture count was ascertained by dilution Blank. Adequate Validation of Neutralizing agent was also carried. Test was carried out in duplicate and average count was taken as CFU/ ml.
- Hand wash 2; Batch No. HWSP2-GP190910 has shown >4 log reduction/ >99.99% reduction of test organisms Staphylococcus aureus; Escherichia coli and Pseudomonas aeruginosa;
- Hand wash 3 Batch No. HWSP3-GP190910 has shown >4 log reduction/ >99.99% reduction of test organisms Staphylococcus aureus; Escherichia coli and Pseudomonas aeruginosa in 60 seconds when tested as per ASTM E 2315 - 16 test method.
- Handwash 1,2 ,3 mentioned above have the following composition
- PET was carried out as per USP ⁇ 51>, for organism listed below
- Test Organisms used for Challenge The results for Acidic pH of AOS and Neutral pH of AOS were successful as none of the test organisms have survived over the period of 28 days. The test was carried as per the protocol mentioned above. This clearly shows that our green preservative could be used, if one needs to replace a chemical preservative due to the compulsions in the persona care or home care formulations.
- novel green preservative of the present invention exhibits no toxicity and remarkable antimicrobial features and hence possess wider application within the home and personal care fields.
- the preservative composition according to the invention is cost effective and an environmentally friendly product for sustainable production process according to the twelve principles of Green Chemistry.
- the preservative according to the invention combines a high antimicrobial efficacy with low toxicity, non-sensitizing and non-skin irritating features. It can provide smoothness to skin and hair because of its lipid nature.
- the preservative of the present invention is a multifunctional product that can be used by the formulators as preservative in personal care products (creams, lotions, body milks, hair conditioners etc.) as an active ingredient in soaps, antidandruff shampoos, deodorants and oral care products, and also in animal feed product.
- the preservative of the present invention not only preserves the product, but also aids the emulsification and further provides emollient effects thus could be acting as a multifunctional replacement, partly or fully, of more than one ingredients in the formulations.
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Abstract
Disclosed herein a preservative composition for use in home and personal care products based on green ingredients. The invention discloses a preservative composition comprising a combination of biosurfactant and one or more glyceride(s) along with glycerine, for use mainly in home, personal care, food, Pharmaceutical and animal feed products.
Description
“Safe and Highly effective Broad Spectrum Preservative composition
GINOGUARD GP”
Technical filed
This invention relates to a preservative composition for use in home and personal care products based on green ingredients. More particularly, the invention relates to a preservative composition comprising a combination of biosurfactant, one or more glyceride(s) and glycerine, for use mainly in home, personal care, food, Pharmaceutical and animal feed products.
Background and prior art
One of the most important challenges for pharmaceutical and cosmetic industries is solubilization and preservation of their active ingredients. Therefore, most of these formulations contain irritant chemical additives to improve their shelf-life and the solubility of hydrophobic ingredients.
Preservatives are essential ingredients for most household and personal care products, to prevent microbial contamination. Microbial contamination negatively affects both the stability and the performance and quality of a product/formulation. Microbial growth can also have negative aesthetic effects by changing the odour or colour of the product/formulation. Further, microbial growth can present a health risk for users of the product and can result in product recalls from the market.
A number of preservatives have recently come under scrutiny, with regulatory bans and restrictions due to their potential long term side effects, as well as for environmental reasons (bio-accumulation). Thus most of the conventional ones have come under pressure from consumers, NGO’s and retailers to eliminate their use at least in home and personal care products. Examples include the category of compounds known as Parabens, which have been criticized as potential endocrine disruptors, and compounds that release formaldehyde, a human carcinogen. Similarly, Methylisothiazolinone was named the “Allergen” by the American
Contact Dermatitis Society. Further, Triclosan’s use as a preservative has already been banned in certain countries, for use in many cosmetic products due to its researched effects on mitochondria.
In light of the concerns, which consumers have about the presence of potentially hazardous preservatives in household and personal care products, it becomes mandatory for the manufactures to disclose the preservatives they use on the labels. The increasing pressures and restrictions on the use of chemical preservatives reduce the selection options available to formulators of Home and Personal care products.
Preservatives are by definition toxic to bacteria and fungi, so identifying alternatives that are effective in controlling a broad spectrum of microbes while being non-toxic to humans and the environment is a challenge. Natural alternatives to conventional preservatives, such as essential oils, plant extracts, and organic acids, are sometimes used, and may have more favourable toxicological profiles. However, these compounds are not appropriate for use as preservatives in all formulations. They are not effective against all bacteria and have limited use as preservatives in specific pH range only. They are not effective in Neutral and or alkaline products.
Recently, biosurfactants have been studied as an alternative to chemical surfactants and preservatives. The use of the biosurfactant makes the composition more biocompatible than their chemical counterparts. There are large number of Glycolipid biosurfactants, which include rhamnolipids, sophoroselipids, glucoselipids, cellobioselipids and trehaloselipids. These Glycolipid biosurfactants are produced by either bacterial or yeast fermentation. Additional advantage is that the products of fermentation are generally derived from renewable raw materials and are likely to be biodegradable after use.
Sophorolipids are the ideal biosurfactant as the same can be produced in bulk viz., upto 300g/litre by fermentation methods on commercial scales compared to the other ones tried.
There is ample patent literature available on the use of sophorolipids in the cosmetic formulations.
DE 3 526 417A (Wella) discloses a cosmetic agent containing sophorose lipid lactone used to combat dandruff and as a bacteriostatic agent in deodorants.
EP2797571B1 discloses aqueous hair and skin cleaning compositions comprising biotensides.
E1S7556654B1 discloses method of cleaning a material, which comprises: a) applying an organic cleaning composition having biosurfactants including lipopeptides and sophorolipids and one or more enzymes derived from sea kelp and produced by microbial action to said material; and b) agitating the material with the cleaning composition by scrubbing the material with the cleaning composition.
Therefore there remains a need in the art for safe and effective preservative composition for use in Home & personal care products, Food, Pharma and Feed applications.
Summary of the invention:
In line with the above objective, the invention provides a green, safe, broad spectrum and highly effective preservative composition that comprises a combination of biosurfactant (our sophorolipid named Biogod in general and optionally with other biosurfactants like MEL -Mannosyl Erythritol Lipids, Surfactin), an optimum combination of glyceride(s) containing Glycerine, and herein after referred as Ginoguard GP.
The Green preservative composition comprises glyceride(s) in an amount ranging from 90% to 99.5% w/w containing Glycerine 0.1 to 10 % and the biosurfactant in an amount ranging from 0.1 % to 10%.
The sophorolipid (Biogod) as used in the present invention is a fermentation product of vegetable oils rich in oleic acid group and the sugar molecule.
In an aspect, the Glycerides composition contain monoglycerides in the range of 30 to 60% and the rest being di and triglycerides. The high purity mono glycerides could be obtained by high vacuum distillation and/or enzymatic processes.
In another aspect, the composition contains mono glycerides in a minimum amount of 30% and the rest being di and triglycerides along with Glycerine.
In yet another aspect, the invention provides various personal and home care compositions comprising the preservative composition of the present invention in an amount 0.1 - 5.0% of the total weight of the compositions optimum being decided by the composition of formulations and the homogeneity needed for effective performance and its end use.
In an optional aspect of the invention, if total Green composition is not required, then 2-Phenoxy ethanol could also be added from 5 to 50% (wt/wt) to the green preservative (being discussed in this patent) to get even more effective anti microbial character .
Detailed description of the invention:
The invention will now be described in detail in connection with certain preferred and optional embodiments, so that various aspects thereof may be more fully understood and appreciated.
The invention provides a green, safe, broad spectrum and highly effective preservative composition that comprises a combination of bio surfactant, sophorolipid and one or more glyceride(s) along with Glycerine.
In an embodiment, the concentration of one or more glycerides in the preservative composition is in the range of 80 to 99.5%, the concentration of sophorolipid is in an amount of 0.1 to 10% and that of Glycerine from 0.1 to 10%.
In a preferred embodiment, the glycerides used in the preservative composition contain glycerine upto 10%.
Accordingly, in an embodiment, the preservative composition comprises a) sophorolipid in a concentration range of 0.5 to 5%; b) one or more glycerides (containing Glycerine upto 10%) in a concentration range of 90 to 99.5%.
In another embodiment, the preservative composition comprises; a) sophorolipid in a concentration range of 0.5 to 5%; b) one or more glycerides in a concentration range of 95 to 99.5% (containing Glycerine upto 10%).
In yet another embodiment, the composition contains monoglycerides in the range of 30 to 60% and the rest being di and triglycerides, Glycerine and sophorolipid.
In a further embodiment, the composition contains monoglycerides in a minimum amount of 30 to 60% and the rest being di and triglycerides
In an embodiment, the one or more glyceride(s) in the preservative composition is of C4 to Cl 8 saturated or unsaturated glycerides. The C4 to C18 glycerides are selected from mono glycerides such as Glyceryl Mono-Caprylate-Caprate (GMCC); Glyceryl Mono Caprylate(GMC); Glyceryl mono caprate; Glyceride Monolaurate(GML); Glycerol butyrate (Gincol GB); Glyceryl monooleate(GMO), Glyceryl Mono Undecylenate; di glycerides such as Glycerol dibutyrate, Glycerol
di caprate-caprylate, Glycerol dioleate, Glycerol dilaurate, Glycerol Monoundecyenate and triglycerides such as Glycerol tributyrate, Glycerol tri laurate, Glycerol tri caprate-caprylate, Glyceryl Mono undecylenate etc and/or combinations thereof.
In an embodiment, the biosurfactant used here in the preservative composition is sophorolipid which comprise a residue of sophorose, the disaccharide consisting of two glucose residues linked by the b-1,2' bond, and fatty acid as an aglycone.
The sophorolipid (Biogod), as used in the present invention is a fermentation product of vegetable oils rich in oleic acid group and the sugar molecule. Fermentation of the oleic rich vegetable oils and sugar is carried using a yeast culture of Candida Bombicola. The fermented mass is filtered on a simple Neutsch filter and the product layer is extracted with Ethyl acetate and separated. The final product layer is extracted with solvent Hexane to remove any oil traces. Hexane is then recovered by distillation
The sophorolipid is a gly colipid and is a combination comprising of Lactonic and Acidic functionality. Lactonic part is the ester formed by linkage of acid to alcohol part of sugar and is a closed ring. The optimum combination of lactonic and acidic formed in our sophorolipid (trade name Biogod) imparts the antimicrobial and preservative character to the formulations which are studies and given here.
In a preferred embodiment, the invention provides various personal and home care compositions comprising the preservative composition of the present invention in an amount 0.1 - 5.0% of the total weight of the compositions.
In an optional embodiment of the invention, if total Green composition is not required, then 2-Phenoxy ethanol could also be added from 5 to 50% (wt/wt) to the green preservative (being discussed in this patent) to get even more effective anti microbial character .
Accordingly, in an embodiment, various blends of Glycerides and Biogod are prepared by weighing both the ingredients and mixed with constant stirring without heating. Then a cream base is prepared and then divided into six parts, as shown in example 2. Each part is mixed with the samples A to E at 0.3 % to 5.0% concentration and the remaining two parts are used as , one as positive control (Sample without Preservative) and the other as negative control (sample with Methyl and Propyl Paraben). In all six parts of the cream base, preservatives are incorporated at 50°C. A challenge test was conducted against Aspergillus niger, Staphylococcus aureus, Escherichia coli, Pseudomonas aeruginosa and Candida albicans, using cream base as a sample without preservative. The results confirm that the challenge test for Standard Positive Control is Not Successful as test organisms have survived over the period of 14 days of the test.
All the six samples of cream base with our Ginoguard GP as well as Parabens preservatives are subjected to Preservative Challenge test against broad spectrum microorganisms. The Challenge test was conducted for a period of 28 days and the results were then evaluated and compared. All the Challenge tests were done as per ASTM E640.
The results confirm that the challenge test is successful for all the samples A to D, for all the test organisms mentioned above. The typical results are shown in examples 3 to 7(A).
It is evident from the results of the examples 3 to 7(A), that the various concentrations of Ginoguard GP provide a good broad spectrum preservative efficacy in the products. It is a very effective preservative against commonly found microorganisms in cosmetics. Hence the blend of 5%-99.5% Glycerides (containing Glycerine) and 0.5%- 5% Biosurfactant sophorolipid can be used at a concentration range of 0.1 % to 5.0% to obtain the best possible results as preservative.
In another embodiment, the invention provides various home and personal care formulations (such as tooth paste, liquid detergent, powder detergent, and soap formulations) incorporated with 0.1% to 5.0 % of the preservative composition containing glyceride and biogod in various ratio’s. The products are evaluated for the formulation stability by the following methods such as Accelerated stability study; Freeze thaw test and Centrifugation test. These tests confirm that these formulations are stable with no precipitation and no phase separation. The test details and results are provided under various examples 8 to 18.
In yet another embodiment, various test creams have been prepared with the novel preservative composition containing various glycerides with biogod and checked for the total viable count (TVC) of total microbial parameters using the method (IS 14648:2011) and found that all the test creams have the total viable count <10 cfu/g. as in example 19-20. These tests successfully validate the high antimicrobial efficacy of the preservative and thus its industrial applicability in various personal care systems products.
In another embodiment, surfactants that are commonly used in personal wash products, like, for example Alpha Olefin Sulfonate (AOS) and Sodium Lauryl Ether Sulfate (SLES), having high percentage of water, and are currently preserved using chemical preservatives like Formaldehyde, Kathon CG, Benzoic acid etc. were studied for preservation using Ginoguard GP. The preservation efficacy test was carried at neutral and acidic pH with AOS Liquid. Example 21 gives the conclusion and information related to this.
The present invention is exemplified by the following examples which are provided for illustration only and, should not be construed to limit the scope of the invention.
Example 1:
Creation of Blend:
Process of manufacturing: The ingredients, Glycerides(containing Glycerine) Blends and sophorolipid (Biogod) were weighed and mixed with constant stirring without heating. The blends A to D were made with a Glyceride concentration ranging from 95 to 99.5% w/w (containing Glycerine concentrations of appx 1 to 10% which comes with the Glycerides process) and Biosurfactant Biogod concentration ranging from 0.5 to 5 %.
Observation:
Colour: Pale yellow; Odour: Mild fatty note and Transparency: Transparent The blends were then incorporated in a cream base as mentioned above
Example 2
Cream base and its preparation
B : Glycerin : Glycerin : 3
Manufacturing process:
Phase A ingredients were weighed and mixed thoroughly. Phase B ingredients were weighed and mixed thoroughly. Heated both the phases up to 75° C and added phase A to phase B and Homogenized for half an hour at medium rpm and cooled the mass.
Product Specification: pH: 6.0-7.0, Colour: Cream
Viscosity (Brookfield Viscometer 6 rpm, spindle 61): 30,000 cps and
Part II: The base was then divided into seven parts. In all parts preservatives were incorporated at 50°C as shown below.
Test Design: A challenge test was carried out with 5 Organisms commonly encountered in personal care and other formulations covering broad spectrum antimicrobials
The Challenge test was conducted for a period of 28 days and the results were then evaluated and compared. Challenge test was done as per ASTM E640.
Example 3
Preservative Challenge Test with standard positive control and standard negative control
Example 3.1
A challenge test was carried out with suitable test organisms mentioned above and in the table below. A dense actively growing culture of each test organism 0.1ml (approx. 106 _ 108 CFU/ ml) was inoculated in to 20 gram of the sample and the levels were studied over a period of 28 days. ASTM E640 protocol was followed
Note
The challenge test is successful if the organisms on the 14th day are less than 0.1 % of the initial expected concentration and by the 28th day are below the same 0.1 %.
Conclusion:
The challenge test for Standard Positive Control is Not Successful over the period of 14 days itself.
Example 3.2
Preservative Challenge Test with standard negative control using methyl and propyl paraben.
Procedure
A challenge test as per ASTM E640 was carried out again.
Conclusion:
The challenge test for Standard Negative Control is Successful since none of the test organisms have survived over the period of 14 days of the test.
Example 4
Preservative Challenge Test with sample A as preservative was conducted in following different applications and examples. First we used the sample A for the testing.
Procedure:
A challenge test following same protocol as done in example 3 above was carried out with similar test organisms. A dense actively growing culture of each test organism 0.1ml (approx. 106 - 108 CFU/ ml) was inoculated into 20 gram of the sample and the levels were studied over a period of 28 days.
Conclusion:
The challenge test for Cream Base plus Glycerides blend 99.5% plus Biosurfactant 0.5% is Successful since the test organism has not survived over the period of 28 days of the test.
Example 5
Preservative Challenge Test with sample B as preservative Procedure:
A challenge test was carried out with suitable test organisms. A dense actively growing culture of each test organism 0.1ml (approx. 106 - 108 CFU/ ml) was
inoculated in to 20 gram of the sample and the levels were studied over a period of 28 days.
Conclusion:
The challenge test for Cream Base plus 99% Glycerides blend plus 1 % Biosurfactant Biogod is Successful since the test organism has not survived over the period of 28 days of the test.
Example 6
Preservative Challenge Test with sample C as preservative
Procedure:
A challenge test was carried out with suitable test organisms. A dense actively growing culture of each test organism 0.1ml (approx. 106 - 108 CFU/ ml) was inoculated in to 20 gram of the sample and the levels were studied over a period of 28 days.
Conclusion:
The challenge test for Cream Base plus 98% Glycerides plus 2 % Biosurfactant is Successful since the test organism has not survived over the period of 28 days of the test.
Example 7 (A)
Preservative Challenge Test with sample D as preservative
Procedure: A challenge test was carried out with suitable test organisms. A dense actively growing culture of each test organism 0.1ml (approx. 106 - 108 CFU/ ml) was inoculated in to 20 gram of the sample and the levels were studied over a period of 28 days.
Conclusion:
The challenge test for Cream Base plus 95% Glycerides blend plus 5% Biosurfactant is Successful since the test organism has not survived over the period of 28 days of the test.
From the examples 3 to 7, it is evident that the combination of Glycerides and biosurfactant exhibits very good broad spectrum preservative efficacy in the formulated product. This combination is a very effective preservative against commonly found microorganisms in cosmetics. Hence the above blends of Glycerides, Biosurfactant and Glycerine can be used at a suitable concentration range as in our study to get the best possible results as preservative, depending on the formulation suitability.
Example 7(B) A Preservative challenge test with sample E as preservative, has also been conducted and the results are provided in the table below.
Conclusion:
As is evident from the above table that biogod (Sample E) independently shows the microbial preservation activity in select cases at similar concentration like Ginoguard GP. However it doesn’t provide preservation activity against the broad spectrum of microbial cultures. Therefore, the present invention provides a preservative compositions, for example, sample A to sample E, containing biogod with the Glycerides blends to provide better preservation against broad spectrum of microbial cultures in all the 6 microbial cultures, which includes the gram positive, gram negative and Fungal cultures. Further the preservative composition of the present invention exhibits synergy in microbial preservation activity, thereby making the composition not only useful for preservation performance but also reduces the cost of the preservatives. Thus the inventive composition according to the present invention is useful in keeping the price of preservative under check. Biogod is very expensive and hence the preservative blends according to the invention help in reducing the cost to almost half or less, without losing the Green character.
Example 8
Manufacturing Process:
Separately weighed and added Phase A ingredients and mixed it properly with glycerine and then stirred the gum until proper dispersion. Separately weighed and added phase B ingredient and mixed it properly and then added to phase A and stirred it slowly.
Separately weighed phase C ingredients and slightly warm to dissolve SLS and then added to phase A and stirred slowly. Separately weighed phase D ingredients and then added to phase A and stirred slowly.
Separately weighed and added phase E and F ingredients to Phase A till pH is adjusted between 6 to 7. Noted down the pH and viscosity and filled in containers.
Further stability studies such as Freeze thaw and Accelerated stability have been conducted on the toothpaste formulation at various temperatures. It has been observed that in both the studies, the formulation was observed to exhibit no phase separation, no precipitation, as shown in below tables.
Abbr. S: Smooth, NF: No Flow, W: White, T: Transparent
Example 9
Similarly, in another experiment, Toothpaste formulation with a preservative composition consisting of Ginoguard GP (Sample D) was prepared, as per the manufacturing process described in example 8.
Further stability studies such as Freeze thaw and Accelerated stability have been conducted on the toothpaste formulation at various temperatures. It has been observed that in both the studies, the formulation was observed to exhibit no phase separation, no precipitation.
Example 10
Similarly, in another experiment, Toothpaste formulation with a preservative composition consisting of Ginoguard GP (Sample B) was prepared as per the manufacturing process described in example 8.
Further stability studies such as Freeze thaw and Accelerated stability have been conducted on the toothpaste formulation at various temperatures. It has been observed that in both the studies, the formulation was observed to exhibit no phase separation, no precipitation.
Example 11
Similarly, in another experiment, Toothpaste formulation with a preservative composition consisting of Ginoguard GP (Sample C) was prepared as per the manufacturing process described in example 8.
Further stability studies such as Freeze thaw and Accelerated stability have been conducted on the toothpaste formulation at various temperatures. It has been observed that in both the studies, the formulation was observed to exhibit no phase separation, no precipitation. The type and concentration of the GP to be used in a particular formulation has to be optimized by the end user based on the efficacy, formulation needs and pricing of product.
Example 12
Manufacturing Process
Separately weighed and added Phase A ingredients and stirred the gum until proper dispersion. Separately weighed and added phase B ingredients and added to phase A and stirred slowly. Separately weighed and added phase C and added to phase A and stirred slowly. Separately weighed and added phase D and then added to phase A and stirred slowly. Separately weighed and added phase E to Phase A and stirred it slowly. Noted down the pH and viscosity and fill in containers.
Specification: - pH 5.87; viscosity: 3500 cP
Further stability studies such as Freeze thaw and Accelerated stability have been conducted on the liquid detergent formulation at various temperatures. It has been observed that in both the studies, the liquid detergent formulation was observed to exhibit no phase separation, no precipitation with smooth flow as shown in below tables.
In a similar manner, Liquid detergent formulation with a preservative composition consisting of Ginoguard GP (Sample D) was prepared as per the manufacturing process described in example 12.
Further stability studies such as Freeze thaw and Accelerated stability have been conducted on the liquid detergent formulation at various temperatures. It has been observed that in both the studies, the formulation was observed to exhibit no phase separation, no precipitation.
Example 14
In a similar manner, Liquid detergent formulation with a preservative composition consisting of Ginoguard GP (Sample B) was prepared as per the manufacturing process described in example 12.
Further stability studies such as Freeze thaw and Accelerated stability have been conducted on the liquid detergent formulation at various temperatures. It has been observed that in both the studies, the formulation was observed to exhibit no phase separation, no precipitation.
Example 15
In a similar manner, Liquid detergent formulation with a preservative composition consisting of Ginoguard GP (Sample C) was prepared as per the manufacturing process described in example 12.
Further stability studies such as Freeze thaw and Accelerated stability have been conducted on the liquid detergent formulation at various temperatures. It has been observed that in both the studies, the formulation was observed to exhibit no phase separation, no precipitation.
Example 16
Powder detergent formulation with a preservative composition of Ginoguard GP (Sample A) was prepared.
Manufacturing Process:
Separately weighed and added Phase A ingredients of powder detergents. Separately weighed and added phase B ingredients and mixed both the phase A and Phase B and filled in containers. pH: 11.16
Further stability studies such as Freeze thaw and Accelerated stability have been conducted on the powder detergent formulation at various temperatures. It has been observed that in both the studies, the formulation was observed to exhibit no phase separation, no precipitation.
Example 17
In a similar manner, powder detergent formulation with a preservative composition consisting of: Ginoguard GP (Sample B), Ginoguard GP (Sample C), Ginoguard GP (Sample D) were prepared as per the manufacturing process described in example 16.
Manufacturing Process:
Separately weighed and added Phase A ingredients of powder detergents. Separately weighed and added phase B ingredients and mixed both the phase A and Phase B and kept the same in mould and allowed it for settle down and filled in containers. pH: 9 3
In a similar manner, soap formulation with a preservative composition consisting of Ginoguard GP (Sample B), Ginoguard GP (Sample C), Ginoguard GP (Sample D) were prepared as per the manufacturing process described in example 18.
The examples 8 to 18 as demonstrated above validate that the novel preservative of the present invention provides high stability to the formulation confirming its industrial applicability in various home care products.
Example 19:
Various test creams have been prepared with the novel preservative containing various glycerides with biosurfactants and checked for the viable count of total microbial parameters using the method (IS 14648:2011) and found that all the test creams has the total viable count <10 cfu/g. These tests successfully validate the high antimicrobial efficacy of the preservative and thus its industrial applicability in various personal care products.
The Glycerides included in our studies are commonly termed as Monoglycerides when the mono content is > 30% in the blend.
Example 20:
We also tried some formulations with a semi green preservative combinations based on Ginoguard GP and Phenoxy Ethanol, for those who don’t need absolute green ingredient contents. The mixture named as “Ginoguard PGB” containing combination of Phenoxy Ethanol and Ginoguard GP in various percentages was used. The MIC, ZOI and PET results of this in various formulations (as per USP 51) and on individual basis were checked and found to give excellent results. Following table gives some of the info on PGB formulations.
Test Conditions:
Test Product: Ready to use Diluent / Neutralizer : DE broth
Contact Time : 30 sec, 1 min and 5 min
Contact Temperature: Room Temperature
Media and Reagent : Soybean-casein digest agar, incubated at 37° C;
Procedure:
Test product was inoculated with test organisms (approximately 107 CFU/ ml). After the specified exposure time of 30 seconds, 1 minute and 5 minutes, surviving microorganisms were recovered by drawing an aliquot, neutralizing it and performing Standard Pour plate Technique. Culture count was ascertained by dilution Blank. Adequate Validation of Neutralizing agent was also carried. Test was carried out in duplicate and average count was taken as CFU/ ml.
INTERPRETATION:
Liquid Hand wash soap based labelled as below, using PGB as preservative Hand wash 1; Batch No. HWSPl-GP190910has shown >4 log reduction/ >99.99% reduction of test organisms Staphylococcus aureus; Escherichia coli and Pseudomonas aeruginosa;
Hand wash 2; Batch No. HWSP2-GP190910 has shown >4 log reduction/ >99.99% reduction of test organisms Staphylococcus aureus; Escherichia coli and Pseudomonas aeruginosa;
Hand wash 3; Batch No. HWSP3-GP190910 has shown >4 log reduction/ >99.99% reduction of test organisms Staphylococcus aureus; Escherichia coli and Pseudomonas aeruginosa in 60 seconds when tested as per ASTM E 2315 - 16 test method.
Handwash 1,2 ,3 mentioned above have the following composition
Example 21: Preservation of AOS liquid (Acidic and Neutral)
Procedure:
A challenge test was carried-out with suitable test organisms given below. PET was carried out as per USP <51>, for organism listed below
Test Organisms used for Challenge:
The results for Acidic pH of AOS and Neutral pH of AOS were successful as none of the test organisms have survived over the period of 28 days. The test was carried as per the protocol mentioned above. This clearly shows that our green preservative could be used, if one needs to replace a chemical preservative due to the compulsions in the persona care or home care formulations.
Industrial advantages:
The novel green preservative of the present invention exhibits no toxicity and remarkable antimicrobial features and hence possess wider application within the home and personal care fields.
The preservative composition according to the invention is cost effective and an environmentally friendly product for sustainable production process according to the twelve principles of Green Chemistry.
The preservative according to the invention combines a high antimicrobial efficacy with low toxicity, non-sensitizing and non-skin irritating features. It can provide smoothness to skin and hair because of its lipid nature.
Moreover, the preservative of the present invention is a multifunctional product that can be used by the formulators as preservative in personal care products (creams, lotions, body milks, hair conditioners etc.) as an active ingredient in soaps, antidandruff shampoos, deodorants and oral care products, and also in animal feed product.
The preservative of the present invention not only preserves the product, but also aids the emulsification and further provides emollient effects thus could be acting as a multifunctional replacement, partly or fully, of more than one ingredients in the formulations.
Claims
1. A green, safe, broad spectrum and highly effective preservative composition for personal and home care formulations comprising; a) sophorolipid in a concentration range of 0.5 to 5%; and b) one or more glycerides (containing Glycerine upto 10%) in a concentration range of 90 to 99.5%.
2. The preservative composition according to claim 1, wherein the preservative composition comprises; a) sophorolipid in a concentration range of 0.5 to 5% ; and b) one or more glycerides in a concentration range of 95 to 99.5% (containing Glycerine upto 10%).
3. The preservative composition according to claim 1, wherein the composition of glycerides comprises monoglycerides in the range of 30 to 60% and the rest being di and triglycerides.
4. The preservative composition according to claim 1, wherein the glyceride(s) in the preservative composition is of C4 to C18 saturated or unsaturated glycerides selected from mono glycerides such as Glyceryl Mono- Caprylate-Caprate (GMCC); Glyceryl Mono Caprylate(GMC); Glyceryl mono caprate; Glyceride Monolaurate(GML); Glycerol butyrate (Gincol GB); Glyceryl monooleate(GMO), Glyceryl Mono Undecylenate; di glycerides such as Glycerol dibutyrate, Glycerol di caprate-caprylate, Glycerol dioleate, Glycerol dilaurate, Glycerol Monoundecyenate and triglycerides such as Glycerol tributyrate, Glycerol tri laurate, Glycerol tri caprate-caprylate, Glyceryl Mono undecylenate etc and/or combinations thereof.
5. The preservative composition according to claim 1, wherein the sophorolipid is a fermentation product of vegetable oil rich in oleic acid group and the sugar molecule.
6. The preservative composition according to claim 1, wherein the personal and home care formulations comprises the preservative composition in an amount 0.1 - 5.0% of the total weight of the compositions.
7. The preservative composition according to claim 1, wherein the home and personal care formulations are selected from the group consisting of tooth paste, liquid detergent, powder detergent, and soap formulations.
8. The preservative composition according to claim 1, wherein the composition optionally comprise 2-Phenoxy ethanol in an amount of 5 to 50% (wt/wt) of the composition.
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EP3042940A1 (en) * | 2013-09-04 | 2016-07-13 | Saraya Co., Ltd. | Low-toxicity sophorolipid-containing composition and use therefor |
WO2017043972A1 (en) * | 2015-09-09 | 2017-03-16 | Arec Crop Protection B.V. | An antifungal composition comprising natamycin and c4-c22 fatty acids, monoglycerides of these fatty acids and/or derivatives of these fatty acids |
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EP3042940A1 (en) * | 2013-09-04 | 2016-07-13 | Saraya Co., Ltd. | Low-toxicity sophorolipid-containing composition and use therefor |
WO2017043972A1 (en) * | 2015-09-09 | 2017-03-16 | Arec Crop Protection B.V. | An antifungal composition comprising natamycin and c4-c22 fatty acids, monoglycerides of these fatty acids and/or derivatives of these fatty acids |
Non-Patent Citations (1)
Title |
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DOUGLAS G HAYES: "Biobased Surfactants", 1 January 2019, ELSEVIER INC, UK, ISBN: 978-0-12-812705-6, article SOPHIE ROELANTS; SOLAIMAN DANIEL K Y; ASHBY RICHARD D; LODENS SOFIE; VAN RENTERGHEM LISA; SOETAERT WIM: "Production and Applications of Sophorolipids", pages: 65 - 119, XP055744561, DOI: 10.1016/B978-0-12-812705-6.00003-4 * |
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