KR101932567B1 - Composition for removal of biofilm - Google Patents
Composition for removal of biofilm Download PDFInfo
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- KR101932567B1 KR101932567B1 KR1020150154524A KR20150154524A KR101932567B1 KR 101932567 B1 KR101932567 B1 KR 101932567B1 KR 1020150154524 A KR1020150154524 A KR 1020150154524A KR 20150154524 A KR20150154524 A KR 20150154524A KR 101932567 B1 KR101932567 B1 KR 101932567B1
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- acid
- biofilm
- composition
- bactericide
- hydrogen bond
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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
- A01N25/02—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 containing liquids as carriers, diluents or solvents
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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
- A01N29/00—Biocides, pest repellants or attractants, or plant growth regulators containing halogenated hydrocarbons
- A01N29/04—Halogen directly attached to a carbocyclic ring system
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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
- A01N31/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic oxygen or sulfur compounds
- A01N31/08—Oxygen or sulfur directly attached to an aromatic ring system
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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
- A01N33/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic nitrogen compounds
- A01N33/02—Amines; Quaternary ammonium compounds
- A01N33/06—Nitrogen directly attached to an aromatic ring system
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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
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/90—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having two or more relevant hetero rings, condensed among themselves or with a common carbocyclic ring system
Abstract
The present invention relates to a composition for inhibiting the removal and / or formation of a biofilm, and a method for inhibiting formation and formation of a biofilm comprising the same. The composition according to the present invention can exert an excellent biofilm formation inhibiting or removing effect by weakening the outer wall of the biofilm and improving penetration of the biocide into the biofilm.
Description
The present invention relates to a composition for inhibiting the removal and / or formation of a biofilm, and a method for inhibiting formation and formation of a biofilm comprising the same.
In general, bacteria or fungi adhere to the surface of an object to form an aggregate called a biofilm. The tackiness of the biofilm is derived from the polymer matrix present on the surface. The polymer matrix consists of polysaccharides and proteins, and is strongly dense due to hydrogen bonding between the hydroxyl groups of polysaccharides.
Biofilms exist in various spaces such as oral cavity, skin, kitchen, bathroom, and piping. Biofilms that are formed once are not easily removed and cause rapid bacterial growth. Biofilm formation can cause corrosion of surface materials, infection by pathogens, and oral diseases such as cavities in the mouth.
The external matrix of biofilm, which is dense with hydrogen bonds of polysaccharides, interferes with the action of chemical disinfectants by preventing penetration of chemical sterilizing agents into the inside. Therefore, strong acid / strong base treatment or physically direct scraping is required to remove biofilm. However, human biofilms such as oral can not use the above removal method. In addition, products used in daily life can not use strong chemicals that can remove biofilm because of problems such as safety.
Accordingly, much research has been conducted to develop a safer and more effective method for human body in biofilm removal.
International Patent Application No. PCT-US2012-070949 and Japanese Patent Application No. 2013-158345 disclose compositions comprising an ionic liquid for biofilm removal and growth inhibition. Since biofilm can be removed or growth can be suppressed through an ionic liquid, which is an eco-friendly material, it is advantageous in that it is a human-safe composition rather than a conventional biofilm removal method. In particular, the use of a composition containing an ionic liquid in oral care products has the advantage of being able to manage areas that are not wiped clean. However, it is disadvantageous to include a high concentration of an ionic liquid at a level of 10% by weight for a practical effect.
On the other hand, a eutectic solvent is a substance in which two or more kinds of substances are melted together and has a lower melting point, and is generally composed of a combination of a tetravalent ammonium salt and a hydrogen bond donor. For example, when choline chloride having a melting point of 302 ° C and urea having a melting point of 133 ° C are mixed at a ratio of 1: 2, the mixture of both substances has a melting point of 12 ° C, Lt; / RTI >
However, until now, such eutectic solvents have not confirmed the removal or suppression effect of the improved biofilm through the action of enhancing the penetration of the microbicide into the biofilm.
Accordingly, a problem to be solved by the present invention is to provide an eutectic solvent containing quaternary ammonium and hydrogen bond providing material; And a composition for suppressing or eliminating the occurrence of a biofilm containing a bactericide.
Another object of the present invention is to provide a method for inhibiting or eliminating the formation of a biofilm, which comprises treating the surface of an organism or an organism with the composition.
Further, it is an object of the present invention to provide a product for removing a biofilm comprising the composition.
In order to solve the above-mentioned problems, the present invention relates to a eutectic solvent comprising a quaternary ammonium and a hydrogen bond-providing material represented by the following general formula (1); And a composition for suppressing or eliminating the occurrence of a biofilm containing a bactericide:
[Chemical Formula 1]
In Formula 1,
R 1 to R 3 are each independently any one selected from the group consisting of alkyl, aryl, alkenyl and hydroxyalkyl having 1 to 10 carbon atoms.
According to a preferred embodiment of the present invention, the quaternary ammonium may be betaine. The betaine may be a compound represented by the following general formula (2), and may include all kinds of salts which may be advantageous for betain when dissolved in a betaine anhydride, a betaine hydrate, a hydrochloride or other water. The betaine may be any of those extracted from natural products or synthesized by a known method, and the production method and origin of the betaine are not limited thereto.
(2)
The term "hydrogen bond-providing substance" as used in the specification of the present invention means a compound capable of hydrogen bonding with the quaternary ammonium.
In the present invention, the hydrogen-bond-providing substance may be selected from the group consisting of carboxylic acid having 1 to 10 carbon atoms, formic acid, acetic acid, propionic acid, butyric acid, valeric acid, But are not limited to, caproic acid, caprylic acid, capric acid, sorbic acid, oxalic acid, malonic acid, fumaric acid, succinic acid, succinic acid, glutaric acid, adipic acid, pimelic acid, oxalacetic acid, phtalic acid, glycolic acid, citric acid, citric acid, lactic acid, glucoronic acid, glyceric acid, malic acid, tartaric acid, tartronic acid, hydroxybutyric acid, acid, hydroxypropionic acid, pyruvic acid, or a mixture of two or more thereof. May be selected from the group consisting of lactic acid, lactic acid, acetic acid, glycolic acid or citric acid, and more preferably lactic acid.
In the present invention, quaternary ammonium may be 0.001 to 50 wt.%, Preferably 0.01 to 10 wt.%, More preferably 0.1 to 1 wt.%, Based on the total weight of the composition. When the amount is less than 0.001 wt% or more than 50 wt%, eutectic solvent formation may not be achieved.
In the present invention, the hydrogen-bond-providing material may be 0.001 to 50% by weight, preferably 0.01 to 10% by weight, more preferably 0.1 to 2% by weight based on the total weight of the composition. When the amount is less than 0.001 wt% or more than 50 wt%, eutectic solvent formation may not be achieved.
According to a preferred embodiment of the present invention, the quaternary ammonium and hydrogen bond-providing material may be contained in a weight ratio of 1: 0.1 to 5, preferably 1: 0.1 to 3, May be included in a weight ratio of 1: 0.5 - 2.5.
According to a preferred embodiment of the present invention, the eutectic solvent may be 0.001 to 99% by weight, preferably 0.01 to 10% by weight, more preferably 0.01 to 5% by weight, have. When the content is less than 0.001% by weight, excellent biofilm penetration promoting effect may not be exhibited.
The biofilm in which the composition for inhibiting or eliminating the occurrence of biofilm according to the present invention is effective is not limited as to whether the biofilm is formed by a microorganism. For example, the biofilm is preferably a microorganism belonging to the genus Streptococcus , formate fatigue Pseudomonas (Porphyromonas), a frame beam telra (Prevotella), a poodle simple Te Solarium (Fusobacterium) genus, Serratia marcescens (Serratia), a tumefaciens (Methylobacterium) genus Pseudomonas (Pseudomonas) in, a methyl janto Pseudomonas ( Xanthomonas) genus Corynebacterium (Corynebacterium) genus or Bacillus (Bacillus) may be a biofilm to form hollow, more preferably Streptococcus mutans (Streptococcus mutans), Pseudomonas Ke rugi labor (Psedomonas aeruginosa , Porphyromonas gingivalis , Prevotella nigrescens , Fusobacterium nucleatum or Serratia marcescens , which are produced by bacteria such as Porphyromonas gingivalis , Prevotella nigrescens , Fusobacterium nucleatum or Serratia marcescens . Film. Even more preferably, it may be a biofilm formed by Streptococcus mutans .
The present inventors have found that the composition containing the eutectic solvent promotes penetration of the biofilm. More specifically, the present invention relates to a method for producing a biofilm, which comprises using a composition containing the eutectic solvent, Thereby enabling the efficacy of the microbicide to be improved, thereby completing the present invention.
That is, the eutectic solvent can improve penetration of the bactericide into the biofilm.
In addition, since the eutectic solvent is present in a liquid phase, it can be solved by solving the problem of solubility when it is diluted in a solvent, so that it is easy to apply, and preferably it can be diluted with water.
In the present invention, the bactericide means a bactericide which can be used for inhibiting or eliminating the production of a biofilm, and may include a chemical bactericide and / or a natural bactericide. The chemical sterilizing agent may be, for example, IPMP, triclosan, Cetylpyridium chloride, benzalkonium chloride, chlorhexidine, Wherein the natural germicide is at least one selected from the group consisting of ofloxacin and the natural germicide may be selected from the group consisting of, for example, extract of Lilac, cinnamon, clove, eucalyptus, garlic, goldenseal, A tea tree extract, a thyme extract and an oregano extract, in addition to a natural antimicrobial agent.
Among these bactericides, IPMP (Isopropylmethylphenol) is preferable.
The sterilizing agent may be 0.001 to 1% by weight, preferably 0.01 to 1% by weight, more preferably 0.01 to 0.5% by weight based on the total weight of the composition. If it is less than 0.001% by weight, it may be difficult to exert an excellent sterilizing effect, and if it is more than 1% by weight, there may be a problem in human safety.
According to a preferred embodiment of the present invention, the hydrogen bond providing material is lactic acid, and the bactericide may be isopropylmethylphenol (IPMP). The composition having the above composition can exert a synergistic effect more than the bactericidal effect alone, the quaternary ammonium alone, or the lactic acid alone.
The composition according to the present invention can enhance the penetration of the microbicide into the biofilm, thereby improving the efficacy of the microbicide.
Further, according to one aspect of the present invention, the composition containing the eutectic solvent according to the present invention can be used as an oral composition. More specifically, the oral composition according to the present invention can inhibit or eliminate the formation of a biofilm in the oral cavity, that is, the formation of a biofilm by the main causative agent of plaque production, preferably Streptococcus mutans . In addition, the composition according to the present invention can be used for prevention or treatment of stomatitis, prevention or treatment of gingivitis, prevention or treatment of acne, removal of bad breath, or prevention or treatment of tooth decay.
The composition for oral use according to the present invention is typically used for preparing oral compositions, and may further contain a wetting agent, an abrasive, a pharmaceutical agent, a sweetener, a preservative, a binder, a fragrance, a foaming agent or water.
According to another aspect of the present invention, the composition containing the eutectic solvent according to the present invention may be used as a composition for suppressing or eliminating the generation of water. The water gauge may occur in the areas of dental appliances, kitchen utensils, bathroom utensils, water purifiers, water supply and drainage piping, or washing machines of washing machines. Such water gaps may include, for example, Serratia marcescens , Methylobacterium) genus Pseudomonas (Pseudomonas), a janto Pseudomonas (Xanthomonas) genus Corynebacterium (Corynebacterium) bacteria such as genus or Bacillus (Bacillus) genus can produce a result of forming a biofilm to multiply the tteodanida the air . That is, the composition according to the present invention can prevent or eliminate the biofilm formation by such a bacterium. Compositions for suppressing or eliminating the build-up of scale in accordance with the present invention may further comprise conventional materials that are conventionally used in the art.
The present invention also relates to a method for inhibiting or eliminating the formation of a biofilm, which comprises the step of treating the composition on the surface of an organism or an organism, preferably a method for inhibiting or preventing formation of eutrophication Eutectic solvent; And a method for inhibiting or eliminating the formation of a biofilm by treating a composition containing a bactericide.
The present invention also provides a product for inhibiting or eliminating biofilm formation comprising the composition. The product is not limited to any product as long as it is a product for inhibiting or eliminating the formation of a biofilm, but may preferably be an oral product containing the composition.
The oral product may include all commercially available products manufactured for oral health, and there is no limitation on the oral product to be applied. For example, the oral product includes but is not limited to toothpaste, mouth spray, mouthwash, mouthwash, mouthwash, gummed product, gum and the like. The oral product of the present invention may be in the form of a liquid, a solid, a suspension, a gel, and an aerosol, but is not limited thereto.
The composition according to the present invention can exert an excellent biofilm formation inhibiting or removing effect by weakening the outer wall of the biofilm and improving penetration of the biocide into the biofilm.
FIG. 1 is a graph showing the effect of each component on the biofilm formed by Streptococcus mutans when forming a eutectic solvent.
FIG. 2 is a graph showing that when the eutectic solvent is used together with the microbicide, the sterilizing power of the microbicide is improved.
Hereinafter, embodiments of the present invention will be described in detail to facilitate understanding of the present invention. However, the embodiments according to the present invention can be modified into various other forms, and the scope of the present invention should not be construed as being limited to the following embodiments. Embodiments of the invention are provided to more fully describe the present invention to those skilled in the art.
One. Example And Comparative Example Preparation of composition
The present inventors used the comparative examples and the example compositions shown in Tables 1 and 2 below to evaluate the effect of the eutectic solvent according to the present invention on the removal of the biofilm. To make a eutectic solvent, betaine and a hydrogen bonding agent were mixed and heated to 100 ° C, followed by slow cooling and drying at 60 ° C for 48 hours. And then diluted with purified water.
The efficacy of the eutectic solvent on the removal of biofilm was verified using the above compositions.
2. Manufacture of biofilm model
The present inventors have produced a biofilm model for evaluating the biofilm removal efficacy of the comparative and example compositions. More specifically, Streptococcus mutans was cultured in LB liquid medium to an OD 600 of 1.0. The cultured Streptococcus mutans was diluted 1:10 in a BHI liquid medium containing 1% sucrose, and then transferred to a polystyrene-containing well plate. Then, the cells were further incubated at 37 ° C for 72 hours, and replaced with fresh medium every 24 hours to prepare a biofilm model.
3. Experimental Example - Confirm sterilization ability of biofilm
The present inventors treated the Comparative Examples and the Example compositions shown in Table 1 to a biofilm prepared by the above method for 10 minutes. After washing with PBS solution, the cells were replenished with a clean medium and treated with Alamar blue reagent to quantitatively measure the degree of dead bacteria. After 1 hour, the degree of microbial killing was evaluated by fluorescence analysis.
The results are shown in Fig. 1 and Fig. More specifically, about 27% of the biofilm was killed by the composition containing 0.1 wt% IPMP (Isopropyl methyl phenol) (Comparative Example 2). On the other hand, the compositions containing betaine, lactic acid, and a mixture of betaine and lactic acid (Comparative Examples 3 to 5) did not have biofilm sterilizing power. Compared with the composition containing IPMP (Comparative Example 2), there was no significant difference in sterilizing power between IPMP and beta-phosphorus mixed composition, IPMP and lactic acid mixed compositions (Comparative Examples 6 and 7). However, in the case of a mixture of IPMP, betaine and lactic acid (Example 1), it had an excellent biofilm sterilizing power of about 60%. That is, when betaine and lactic acid are made into eutectic solvents together with a bactericide, it is confirmed that the biofilm removal ability of the bactericide is increased.
In addition, it was confirmed that the eutectic solvent of betaine, acetic acid, betaine, glycolic acid, betaine and citric acid, as well as the eutectic solvent of betaine and lactic acid, increased the biofilm sterilizing power of the bactericide (Examples 2 to 4, Fig.
Claims (18)
Compositions for suppressing or eliminating the occurrence of a biofilm containing a bactericide:
[Chemical Formula 1]
In Formula 1,
R 1 to R 3 are each independently alkyl having 1 to 10 carbon atoms.
Wherein the quaternary ammonium is betaine. ≪ RTI ID = 0.0 > 21. < / RTI >
The hydrogen bond providing material may be selected from the group consisting of carboxylic acid having 1 to 10 carbon atoms, formic acid, acetic acid, propionic acid, butyric acid, valeric acid, caproic acid, capric acid, sorbic acid, oxalic acid, malonic acid, fumaric acid, succinic acid, succinic acid, Glutaric acid, adipic acid, pimelic acid, oxalacetic acid, phtalic acid, glycolic acid, citric acid, Lactic acid, glucoronic acid, glyceric acid, malic acid, tartaric acid, tartronic acid, hydroxybutyric acid, Hydroxypropionic acid, pyruvic acid, or a mixture of two or more thereof. Generating composition for inhibition or removal of biofilm, characterized in that from the selected.
Wherein the hydrogen bond-providing material is lactic acid, acetic acid, glycolic acid, or citric acid.
Wherein the quaternary ammonium is 0.001 to 50% by weight based on the total weight of the composition.
Wherein the hydrogen bond-providing material is 0.001 to 50 wt% based on the total weight of the composition.
Wherein the quaternary ammonium and hydrogen bond providing material is contained in a weight ratio of 1: 0.1 - 5.
Wherein the eutectic solvent is 0.001 to 99% by weight based on the total weight of the composition.
Wherein the eutectic solvent improves permeation of the bactericide into the biofilm.
The fungicide may be selected from the group consisting of isopropylmethylphenol (IPMP), triclosan, cetylpyridium chloride, benzalkonium chloride, chlorhexidine and ofloxacin, Wherein the biofilm is at least one selected from the group consisting of microcrystalline cellulose and polyvinyl alcohol.
Wherein the bactericide is isopropylmethylphenol (IPMP).
Wherein the bactericidal agent is 0.001 to 1% by weight based on the total weight of the composition.
Wherein the composition improves the efficacy of the bactericide.
Wherein the hydrogen bond-providing substance is lactic acid, and the bactericide is isopropylmethylphenol (IPMP).
The biofilm is tumefaciens (Methylobacterium) with Streptococcus (Streptococcus) in, formate fatigue Pseudomonas (Porphyromonas), A frame beam telra (Prevotella), A poodle simple Te Solarium (Fusobacterium) genus, Serratia marcescens (Serratia) in methyl genus Pseudomonas (Pseudomonas) genus, Pseudomonas janto (Xanthomonas) genus Corynebacterium (Corynebacterium) genus or Bacillus (Bacillus) lie form a biofilm that occurs composition for inhibition or removal of biofilm, characterized in that.
Wherein the biofilm is a biofilm formed by Streptococcus mutans .
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| KR1020150154524A KR101932567B1 (en) | 2015-11-04 | 2015-11-04 | Composition for removal of biofilm |
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| KR1020150154524A KR101932567B1 (en) | 2015-11-04 | 2015-11-04 | Composition for removal of biofilm |
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| WO2017164627A2 (en) * | 2016-03-21 | 2017-09-28 | 주식회사 엘지생활건강 | Composition for inhibiting or removing biofilm |
| KR101978828B1 (en) * | 2016-03-21 | 2019-05-15 | 주식회사 엘지생활건강 | Composition for removal of biofilm |
| KR101967843B1 (en) * | 2017-11-22 | 2019-04-10 | 안승비 | Composition for antibacterial synthetic resin and antibacterial synthetic resin comprising the same |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6585961B1 (en) * | 2001-11-30 | 2003-07-01 | Richard F. Stockel | Antimicrobial compositions |
| JP2010270045A (en) * | 2009-05-20 | 2010-12-02 | Lion Corp | Liquid oral cavity composition |
| JP2013057026A (en) | 2011-09-09 | 2013-03-28 | Kao Corp | Liquid detergent composition |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| JP5136797B2 (en) * | 2006-06-23 | 2013-02-06 | ライオン株式会社 | Isopropylmethylphenol-containing liquid oral composition |
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Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6585961B1 (en) * | 2001-11-30 | 2003-07-01 | Richard F. Stockel | Antimicrobial compositions |
| JP2010270045A (en) * | 2009-05-20 | 2010-12-02 | Lion Corp | Liquid oral cavity composition |
| JP2013057026A (en) | 2011-09-09 | 2013-03-28 | Kao Corp | Liquid detergent composition |
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