WO2011013494A1 - Aqueous composition - Google Patents

Aqueous composition Download PDF

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Publication number
WO2011013494A1
WO2011013494A1 PCT/JP2010/061578 JP2010061578W WO2011013494A1 WO 2011013494 A1 WO2011013494 A1 WO 2011013494A1 JP 2010061578 W JP2010061578 W JP 2010061578W WO 2011013494 A1 WO2011013494 A1 WO 2011013494A1
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WIPO (PCT)
Prior art keywords
salt
aqueous composition
salts
alkyl ether
polyoxyethylene alkyl
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PCT/JP2010/061578
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French (fr)
Japanese (ja)
Inventor
龍 米田
眞由美 梁
和彦 坂田
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アーチ・ケミカルズ・ジャパン株式会社
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Priority to JP2011524723A priority Critical patent/JPWO2011013494A1/en
Publication of WO2011013494A1 publication Critical patent/WO2011013494A1/en

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Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/66Phosphorus compounds
    • A61K31/661Phosphorus acids or esters thereof not having P—C bonds, e.g. fosfosal, dichlorvos, malathion or mevinphos
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N47/00Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
    • A01N47/40Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having a double or triple bond to nitrogen, e.g. cyanates, cyanamides
    • A01N47/42Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having a double or triple bond to nitrogen, e.g. cyanates, cyanamides containing —N=CX2 groups, e.g. isothiourea
    • A01N47/44Guanidine; Derivatives thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/55Phosphorus compounds
    • A61K8/556Derivatives containing from 2 to 10 oxyalkylene groups
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/04Antibacterial agents
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q17/00Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
    • A61Q17/005Antimicrobial preparations
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02Anionic compounds
    • C11D1/34Derivatives of acids of phosphorus
    • C11D1/345Phosphates or phosphites
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16Organic compounds
    • C11D3/36Organic compounds containing phosphorus
    • C11D3/362Phosphates or phosphites
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/48Medical, disinfecting agents, disinfecting, antibacterial, germicidal or antimicrobial compositions

Definitions

  • the present invention is a water-based composition, for example, water-based personal care products such as cosmetics, medicinal cosmetics, mouthwash, liquid toothpaste, and other water-based household products such as clothing detergents, clothing softeners, dishwashing agents, and bath washings.
  • the present invention relates to a water-based composition containing a polycation type antibacterial agent and a polyvalent anionic compound, such as an agent, a toilet cleaning agent and an antibacterial spray.
  • the polycation type antibacterial agent is used as a preservative for preventing deterioration or decay of products caused by microorganisms such as bacteria and fungi in the composition, and imparting antibacterial properties to the composition.
  • microorganisms such as bacteria and fungi in the composition
  • antibacterial properties to the composition. Is added to prevent or treat disorders caused by microorganisms such as bacteria and fungi in the skin and oral cavity, remove microorganisms on treated clothing and equipment, and impart antibacterial and deodorant properties to the treated surface.
  • polycation type antibacterial agents are used in many fields of water-based products as one of various antibacterial agents.
  • Antibacterial properties are imparted to the composition by quaternary ammonium salts such as benzalkonium chloride and cetylpyridinium chloride, phenols such as triclosan and isopropylmethylphenol, chlorhexidine gluconate and polyhexamethylene biguanide hydrochloride.
  • Biguanide-based compounds such as those used in hand washing soaps, mouthwashes, acne facial cleansers, fiber softeners that have an antibacterial effect, and are applied in a wide range of fields.
  • the water-based composition contains a general-purpose polyvalent anionic compound.
  • a general-purpose polyvalent anionic compound for example, gums and polyacrylic acid derivatives are used to adjust the viscosity of the composition, citric acid and salts thereof and EDTA and salts thereof as chelating agents and pH adjusters, glycyrrhizic acid and salts thereof, hyaluronic acid, modified products thereof and salts thereof.
  • polyphosphoric acids and salts thereof are added for appealing effects in personal care products.
  • the water-based composition has a problem that significant white turbidity and precipitation occur due to the combination of the components, which impairs the transparent appearance and causes a problem in quality assurance.
  • a polycation type antibacterial agent is blended with a polyvalent anionic compound in an aqueous composition
  • the solution is useful because white turbidity or precipitation occurs due to electrostatic action between the two.
  • the inventors of the present invention have incorporated a polyoxyethylene alkyl ether phosphate ester or a salt thereof in an aqueous composition, so that even when a polyvalent anionic compound and a polycation type antibacterial agent are blended together, significant cloudiness and precipitation are caused. It was found that the occurrence was prevented. That is, the present invention relates to a polycation type antibacterial agent, at least one polyoxyethylene alkyl ether phosphate represented by the general formulas (1), (2), and (3) or a salt thereof, a polyvalent anion.
  • An aqueous composition characterized by containing an ionic compound and water, Wherein R is a saturated or unsaturated alkyl group and X is a metal, amines, or H that can form a monovalent or divalent cation, Wherein R is a saturated or unsaturated alkyl group and X is a metal, amines, or H that can form a monovalent or divalent cation, Wherein R is a saturated or unsaturated alkyl group.
  • the polycation type antibacterial agent used in the present invention is an organic compound that is ionized when dissolved in water and has two or more positive charges.
  • chlorhexidine gluconate chlorhexidine hydrochloride, polyhexamethylene guanidine hydrochloride, polyhexamethylene guanidine phosphorus Acid salt, polyhexamethylene biguanide hydrochloride, polyhexamethylene biguanide stearate, poly [oxyethylene (dimethyliminio) ethylene (dimethyliminio) ethylene dichloride].
  • polyhexamethylene biguanide salt is highly suitable for water-based personal care products and water-based household products because it has high water solubility and very low skin irritation.
  • Polyhexamethylene biguanide salt is commercially available from Arch Chemicals under the product names of VANTOCIL IB, VANTOCIL TG, VANTOCIL P, PROXEL IB.
  • Other names for polyhexamethylene biguanide include polyaminopropyl biguanide (INCI name in cosmetics) and polyhexanide (INN name in pharmaceuticals).
  • % Aqueous solution is commercially available.
  • stearate is known as polyhexamethylene biguanide.
  • the polyvalent anionic compound used in the aqueous composition of the present invention is an organic compound or an inorganic compound that is ionized when dissolved in water and has a negative charge of 2 or more.
  • gums and polyacrylic acid derivatives are used in the composition.
  • citric acid and its salts, EDTA and its salts are chelating agents and pH adjusting agents, glycyrrhizic acid and its salts, hyaluronic acid and its salts, polyphosphoric acids and its salts, metaphosphoric acid and its salts, etc. for personal care It is formulated for the appeal of products.
  • polyphosphoric acid and salts thereof and metaphosphoric acid and salts thereof are highly water-soluble, and the pH of the composition can be easily adjusted from weakly acidic to weakly alkaline by a combination of acids and salts. It is blended in cosmetics such as lotion, cosmetic liquid and face wash, household products such as detergents for clothes, dishwashing agents and bath detergents, medicinal cosmetics and mouthwashes.
  • Hyaluronic acid its denatured products, and salts thereof are blended in a wide range of water-based personal care products and the like to maintain high moisture retention and keep the skin moist.
  • the polyoxyethylene alkyl ether phosphate ester or salt thereof represented by the general formula (1), (2) or (3) used in the aqueous composition of the present invention has high solubility in water and organic solvents, and heat resistance. In addition, it can be used in products having a wide pH range. There are various types such as those having a distribution with a single carbon number of R, those having a straight chain and branched R, those having R saturated alkyl and unsaturated alkyl. The number of ethylene oxide repeats n is generally 2 or more. Na salts, triethanolamine salts, and diethanolamine salts are widely used as unneutralized phosphate esters and neutralized salts.
  • Emulsifying power, dispersing power, foamability, etc. can be selected depending on the combination of the type of R, the number of ethylene oxide repetitions n, the degree of esterification, and the degree of neutralization.
  • a linear alkyl group having 8 or more carbon atoms in R is more suitable for the aqueous composition of the present invention, and the ethylene oxide repeat number n is preferably 2 to 20, more preferably 2 to 14, Most preferably, it is 2-10.
  • the carbon number of R is preferably 24 or less.
  • R is a saturated or unsaturated alkyl group and X is a metal, amines, or H that can form a monovalent or divalent cation.
  • R is a saturated or unsaturated alkyl group and X is a metal, amines, or H that can form a monovalent or divalent cation.
  • R is a saturated or unsaturated alkyl group
  • the phosphoric acid ester of polyoxyethylene alkyl ether shown in Table 1 or a salt thereof can be used.
  • a surfactant other than a phosphate ester of polyoxyethylene alkyl ether or a salt thereof as a solubilizing agent for perfume, as a skin feel improving agent or as a cleaning agent. can be added.
  • the aqueous composition of the present invention includes, for example, a thickener, a fragrance, a sweetener, a dye, a pigment, a UV absorber, a solvent, an oil, an anti-inflammatory agent, an astringent, an antioxidant, a polycation type antibacterial agent. You may add antibacterial agents other than an agent, pH adjusters other than a polyvalent anionic compound, and the like.
  • the aqueous composition of the present invention can be prepared by a conventional method in the production of cosmetics and household products, but a liquid containing a polyvalent anionic compound and a polyoxyethylene alkyl ether phosphate or a salt thereof is prepared in advance.
  • a liquid containing a polyvalent anionic compound and a polyoxyethylene alkyl ether phosphate or a salt thereof is prepared in advance.
  • the procedure of adding a polycation type antibacterial agent to this is more preferable.
  • the concentration of the polycationic antibacterial agent in the aqueous composition of the present invention is preferably 0.001 to 0.3% by weight, more preferably 0.005 to 0.1% by weight for the purpose of preserving the composition.
  • Formulated in a concentration by weight For the purpose of adding antibacterial properties to the composition, it is preferably blended at a concentration of 0.01 wt% to 0.5 wt%, more preferably 0.02 wt% to 0.3 wt%.
  • the polyvalent anionic compound in the aqueous composition of the present invention is preferably blended in the range of 0.001 wt% to 1.0 wt%.
  • the phosphoric acid ester of polyoxyethylene alkyl ether or a salt thereof in the aqueous composition of the present invention is preferably blended at a concentration equal to or higher than the concentration of the polycation type antibacterial agent. More preferably, the concentration of the polyoxyethylene alkyl ether phosphate or salt thereof relative to the concentration of the polycationic antibacterial agent is 4,000 times or less, and most preferably 2,000 times or less.
  • Example 1 A purified aqueous solution of 10% polyoxyethylene alkyl ether phosphate or a salt thereof (surfactant) was prepared. Monopotassium phosphate (KH 2 PO 4 ) 0.24%, disodium phosphate (Na 2 HPO 4 ) 0.36%, sodium tripolyphosphate (5 sodium triphosphates) 0.05%, so as to have a predetermined concentration 50 mL of a purified aqueous solution was prepared by adding a 10% purified aqueous solution of a polyoxyethylene alkyl ether phosphate or a salt thereof.
  • KH 2 PO 4 Monopotassium phosphate
  • Na 2 HPO 4 disodium phosphate
  • sodium tripolyphosphate sodium triphosphates
  • Example 1 50 mL of the same purified aqueous solution as in Example 1 was prepared except that the surfactant was changed to that shown in Table 3. While stirring with a stirrer, 1.25 g of a 2% aqueous solution of polyhexamethylene biguanide hydrochloride was added dropwise thereto (0.05% polyhexamethylene biguanide hydrochloride). The appearance of the solution after mixing was observed. The results are shown in Table 4.
  • Example 2 A purified aqueous solution of 10% polyoxyethylene alkyl ether phosphate or a salt thereof (surfactant) was prepared. 50 mL of a purified aqueous solution was prepared by adding 0.5 g of 1% sodium hyaluronate and a 10% purified aqueous solution of polyoxyethylene alkyl ether phosphate or a salt thereof to a predetermined concentration. While stirring with a stirrer, 1.0 g of a 1% aqueous solution of polyhexamethylene biguanide hydrochloride was added dropwise thereto (polyhexamethylene biguanide hydrochloride 0.02%). The appearance of the solution after mixing was observed. The results are shown in Table 4.
  • Example 2 50 mL of the same purified aqueous solution as in Example 2 was prepared except that the surfactant was changed to that shown in Table 5. While stirring with a stirrer, 1.0 g of a 1% aqueous solution of polyhexamethylene biguanide hydrochloride was added dropwise thereto (polyhexamethylene biguanide hydrochloride 0.02%). The appearance of the solution after mixing was observed. The results are shown in Table 5.
  • Example 3 mouthwash (* 20% polyaminopropyl biguanide (manufactured by Arch Chemicals)) (Manufacturing method)
  • a and B are mixed at 60 ° C., and C is mixed at room temperature. Gradually add B to A with stirring. Further, C is added dropwise and the mixture is allowed to cool while stirring, and stirring is stopped at 30 to 35 ° C.
  • Example 4 lotion (* 20% polyaminopropyl biguanide (manufactured by Arch Chemicals)) (Manufacturing method)
  • A is mixed at 50 degreeC and B is mixed at normal temperature.
  • B is added dropwise to A with stirring. The mixture is allowed to cool while stirring is continued, and stirring is stopped at 30 to 35 ° C.
  • Comparative Example 4 lotion (* 20% polyaminopropyl biguanide (manufactured by Arch Chemicals)) (Manufacturing method) A is mixed at 50 degreeC and B is mixed at normal temperature. B is added dropwise to A with stirring. The mixture is allowed to cool while stirring is continued, and stirring is stopped at 30 to 35 ° C.
  • the aqueous composition of the present invention provides an aqueous composition in which significant cloudiness and precipitation are prevented even when a polyvalent anionic compound and a polycationic antibacterial agent are blended as components.

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Abstract

Disclosed is an aqueous composition which is prevented from the occurrence of remarkable white turbidity and precipitation even when a polyvalent anionic compound and a polycationic antibacterial agent are contained as components. The aqueous composition additionally contains a phosphoric acid ester of a polyoxyethylene alkyl ether and/or a salt thereof. It is more preferred to add a phosphoric acid ester of a polyoxyethylene alkyl ether or a salt thereof which has a linear alkyl group having a predetermined number or more of carbon atoms and contains a polyoxyethylene in a predetermined repeating number or more. It is also more preferred to add the phosphoric acid ester of the polyoxyethylene alkyl ether or the salt thereof at a predetermined ratio or more relative to the amount of the polycationic antibacterial agent.

Description

水系組成物Aqueous composition
 本発明は水系組成物、例えば水系パーソナルケア製品である化粧品類、薬用化粧品類、洗口液、液体歯磨きなど、水系家庭用品である衣類用洗剤、衣類用柔軟剤、食器洗浄剤、風呂用洗浄剤、トイレ用洗浄剤、抗菌スプレーなどに関し、ポリカチオン型抗菌剤および多価アニオン性化合物を含有する水系組成物に関するものである。 The present invention is a water-based composition, for example, water-based personal care products such as cosmetics, medicinal cosmetics, mouthwash, liquid toothpaste, and other water-based household products such as clothing detergents, clothing softeners, dishwashing agents, and bath washings. The present invention relates to a water-based composition containing a polycation type antibacterial agent and a polyvalent anionic compound, such as an agent, a toilet cleaning agent and an antibacterial spray.
 本発明の水系組成物中、ポリカチオン型抗菌剤は組成物の細菌、真菌などの微生物に起因する製品の変質、腐敗を防止するための防腐剤として、また組成物に抗菌性を付与することにより皮膚上や口腔中の細菌、真菌などの微生物による障害の予防や治療、処理した衣類や器物上の微生物除去、また処理面に抗菌性や防臭性を付与するために配合される。 In the aqueous composition of the present invention, the polycation type antibacterial agent is used as a preservative for preventing deterioration or decay of products caused by microorganisms such as bacteria and fungi in the composition, and imparting antibacterial properties to the composition. Is added to prevent or treat disorders caused by microorganisms such as bacteria and fungi in the skin and oral cavity, remove microorganisms on treated clothing and equipment, and impart antibacterial and deodorant properties to the treated surface.
 従来からポリカチオン型抗菌剤は種々ある抗菌剤のひとつとして水系製品の多くの分野で用いられている。 Conventionally, polycation type antibacterial agents are used in many fields of water-based products as one of various antibacterial agents.
 例えば防腐目的に化粧品類に配合される抗菌剤としては本邦薬事法での化粧基準の別表3、欧州化粧品指令別添6や米国香粧品業界CTFAによるInternational Cosmetic Ingredient Dictionary and Handbookなどに配合可能な成分が収載されている。 For example, as antibacterial agents blended in cosmetics for antiseptic purposes, ingredients that can be blended in Appendix 3 of the Cosmetic Standards in the Japanese Pharmaceutical Affairs Law, European Cosmetics Directive Attachment 6 and International Cosmetic Dictation and Handbook by the US Cosmetic Industry CTFA Is listed.
 組成物に抗菌性を付与するものとしては塩化ベンザルコニウムや塩化セチルピリジニウムを代表とする4級アンモニウム塩類、トリクロサンやイソプロピルメチルフェノールを代表とするフェノール類、グルコン酸クロルヘキシジンやポリヘキサメチレンビグアナイド塩酸塩を代表とするビグアナイド系化合物などが用いられ、手洗い石鹸、洗口液、ニキビ用洗顔料、抗菌効果を謳う繊維用柔軟剤など幅広い分野で応用が行われている。 Antibacterial properties are imparted to the composition by quaternary ammonium salts such as benzalkonium chloride and cetylpyridinium chloride, phenols such as triclosan and isopropylmethylphenol, chlorhexidine gluconate and polyhexamethylene biguanide hydrochloride. Biguanide-based compounds such as those used in hand washing soaps, mouthwashes, acne facial cleansers, fiber softeners that have an antibacterial effect, and are applied in a wide range of fields.
 水系組成物には汎用で多価アニオン性化合物が配合される。例えばガム類やポリアクリル酸誘導体は組成物の粘度調整に、クエン酸及びその塩やEDTA及びその塩はキレート剤やpH調整剤として、グリチルリチン酸及びその塩やヒアルロン酸、その変性物及びその塩やポリリン酸類及びその塩などがパーソナルケア製品等での訴求効果のために配合される。 The water-based composition contains a general-purpose polyvalent anionic compound. For example, gums and polyacrylic acid derivatives are used to adjust the viscosity of the composition, citric acid and salts thereof and EDTA and salts thereof as chelating agents and pH adjusters, glycyrrhizic acid and salts thereof, hyaluronic acid, modified products thereof and salts thereof. And polyphosphoric acids and salts thereof are added for appealing effects in personal care products.
 しかしながら水系組成物においてはその成分の組み合わせにより著しい白濁や沈殿を生じるという問題があり、透明外観を損ない、また品質保証に問題を生じる。水系組成物にポリカチオン型抗菌剤を多価アニオン性化合物とともに配合する場合、両者間での静電的作用により白濁を生じ、または沈殿が生じるためにその解決方法は有用である。 However, the water-based composition has a problem that significant white turbidity and precipitation occur due to the combination of the components, which impairs the transparent appearance and causes a problem in quality assurance. In the case where a polycation type antibacterial agent is blended with a polyvalent anionic compound in an aqueous composition, the solution is useful because white turbidity or precipitation occurs due to electrostatic action between the two.
 本発明者らは水系組成物においてポリオキシエチレンアルキルエーテルのリン酸エステルやその塩を配合することにより、多価アニオン性化合物およびポリカチオン型抗菌剤をともに配合した場合においても著しい白濁や沈殿の発生が防止されることを見出した。すなわち、本発明は、ポリカチオン型抗菌剤、一般式(1)、(2)、(3)で表されるポリオキシエチレンアルキルエーテルのリン酸エステルまたはその塩を少なくとも1種類以上、多価アニオン性化合物、及び水を含有することを特徴とする水系組成物、
Figure JPOXMLDOC01-appb-C000004

(式中、Rは飽和または不飽和アルキル基であり、Xは一価または二価のカチオンを生成し得る金属、アミン類、またはHである)、
Figure JPOXMLDOC01-appb-C000005

(式中、Rは飽和または不飽和アルキル基であり、Xは一価または二価のカチオンを生成し得る金属、アミン類、またはHである)、
Figure JPOXMLDOC01-appb-C000006

(式中、Rは飽和または不飽和アルキル基である)を提供する。
The inventors of the present invention have incorporated a polyoxyethylene alkyl ether phosphate ester or a salt thereof in an aqueous composition, so that even when a polyvalent anionic compound and a polycation type antibacterial agent are blended together, significant cloudiness and precipitation are caused. It was found that the occurrence was prevented. That is, the present invention relates to a polycation type antibacterial agent, at least one polyoxyethylene alkyl ether phosphate represented by the general formulas (1), (2), and (3) or a salt thereof, a polyvalent anion. An aqueous composition characterized by containing an ionic compound and water,
Figure JPOXMLDOC01-appb-C000004

Wherein R is a saturated or unsaturated alkyl group and X is a metal, amines, or H that can form a monovalent or divalent cation,
Figure JPOXMLDOC01-appb-C000005

Wherein R is a saturated or unsaturated alkyl group and X is a metal, amines, or H that can form a monovalent or divalent cation,
Figure JPOXMLDOC01-appb-C000006

Wherein R is a saturated or unsaturated alkyl group.
 本発明に用いられるポリカチオン型抗菌剤は水に溶解すると電離して2以上の正電荷を有する有機化合物であり、例えばグルコン酸クロルヘキジン、塩酸クロルヘキシジン、ポリヘキサメチレングアニジン塩酸塩、ポリヘキサメチレングアニジンリン酸塩、ポリヘキサメチレンビグアナイド塩酸塩、ポリヘキサメチレンビグアナイドステアリン酸塩、ポリ[オキシエチレン(ジメチルイミニオ)エチレン(ジメチルイミニオ)エチレンジクロリド]が挙げられる。特にポリヘキサメチレンビグアナイド塩は水溶性が高い一方、皮膚刺激が非常に低いことから水系のパーソナルケア製品や水系の家庭用品により好適な材料である。 The polycation type antibacterial agent used in the present invention is an organic compound that is ionized when dissolved in water and has two or more positive charges. For example, chlorhexidine gluconate, chlorhexidine hydrochloride, polyhexamethylene guanidine hydrochloride, polyhexamethylene guanidine phosphorus Acid salt, polyhexamethylene biguanide hydrochloride, polyhexamethylene biguanide stearate, poly [oxyethylene (dimethyliminio) ethylene (dimethyliminio) ethylene dichloride]. In particular, polyhexamethylene biguanide salt is highly suitable for water-based personal care products and water-based household products because it has high water solubility and very low skin irritation.
 ポリヘキサメチレンビグアナイド塩はアーチ・ケミカルズ社より、VANTOCIL IB、VANTOCIL TG、VANTOCIL P、PROXEL IBの製品名でその塩酸塩の20%水溶液が市販されている。ポリヘキサメチレンビグアナイドの別称としてポリアミノプロピルビグアナイド(香粧品類でのINCI名称)、ポリヘキサニド(医薬品類でのINN名称)があり、アーチ・ケミカルズ社よりCOSMOCIL CQ、COSMOCIL PGの製品名で塩酸塩の20%水溶液が市販されている。ポリヘキサメチレンビグアナイドには塩酸塩の他にステアリン酸塩が知られている。 Polyhexamethylene biguanide salt is commercially available from Arch Chemicals under the product names of VANTOCIL IB, VANTOCIL TG, VANTOCIL P, PROXEL IB. Other names for polyhexamethylene biguanide include polyaminopropyl biguanide (INCI name in cosmetics) and polyhexanide (INN name in pharmaceuticals). % Aqueous solution is commercially available. In addition to hydrochloride, stearate is known as polyhexamethylene biguanide.
 本発明の水系組成物に用いられる多価アニオン性化合物は水に溶解すると電離して2価以上の負電荷を有する有機化合物または無機化合物であり、例えばガム類やポリアクリル酸誘導体は組成物の粘度調整に、クエン酸及びその塩やEDTA及びその塩はキレート剤やpH調整剤として、グリチルリチン酸及びその塩やヒアルロン酸及びその塩やポリリン酸類及びその塩やメタリン酸及びその塩などがパーソナルケア製品等での訴求効果のために配合される。 The polyvalent anionic compound used in the aqueous composition of the present invention is an organic compound or an inorganic compound that is ionized when dissolved in water and has a negative charge of 2 or more. For example, gums and polyacrylic acid derivatives are used in the composition. For viscosity adjustment, citric acid and its salts, EDTA and its salts are chelating agents and pH adjusting agents, glycyrrhizic acid and its salts, hyaluronic acid and its salts, polyphosphoric acids and its salts, metaphosphoric acid and its salts, etc. for personal care It is formulated for the appeal of products.
 このうちポリリン酸およびその塩やメタリン酸およびその塩は水溶性が高く、また酸と塩類の組み合わせにより組成物のpHを弱酸性~弱アルカリ性に容易に調整でき、pH調整剤や洗浄補助剤として化粧水、美容液、洗顔料などの化粧品類、衣類用洗剤、食器洗浄剤、風呂用洗浄剤などの家庭用品類、薬用化粧品類、洗口液などに配合される。 Of these, polyphosphoric acid and salts thereof and metaphosphoric acid and salts thereof are highly water-soluble, and the pH of the composition can be easily adjusted from weakly acidic to weakly alkaline by a combination of acids and salts. It is blended in cosmetics such as lotion, cosmetic liquid and face wash, household products such as detergents for clothes, dishwashing agents and bath detergents, medicinal cosmetics and mouthwashes.
 ヒアルロン酸やその変性物、及びそれらの塩類は高い保水力を有し皮膚の潤いを保つとして幅広い水系のパーソナルケア製品などに配合される。 Hyaluronic acid, its denatured products, and salts thereof are blended in a wide range of water-based personal care products and the like to maintain high moisture retention and keep the skin moist.
 本発明の水系組成物に用いられる一般式(1)、(2)または(3)で表されるポリオキシエチレンアルキルエーテルのリン酸エステルまたはその塩は高い水および有機溶剤に対する溶解性、耐熱性、また幅広いpHの製品で使用可能であることが特長である。Rの炭素数が単一のものと分布をもつもの、Rが直鎖のものと分岐のもの、Rが飽和アルキルのものと不飽和アルキルのものなどの種類がある。エチレンオキサイドの繰り返し数nは2以上のものが汎用されている。リン酸エステルの未中和のものや中和塩としてNa塩、トリエタノールアミン塩やジエタノールアミン塩が汎用されている。 The polyoxyethylene alkyl ether phosphate ester or salt thereof represented by the general formula (1), (2) or (3) used in the aqueous composition of the present invention has high solubility in water and organic solvents, and heat resistance. In addition, it can be used in products having a wide pH range. There are various types such as those having a distribution with a single carbon number of R, those having a straight chain and branched R, those having R saturated alkyl and unsaturated alkyl. The number of ethylene oxide repeats n is generally 2 or more. Na salts, triethanolamine salts, and diethanolamine salts are widely used as unneutralized phosphate esters and neutralized salts.
 Rの種類とエチレンオキサイドの繰り返し数n、エステル化の度合いの組み合わせ、中和の度合いにより、乳化力、分散力、起泡性などが選択可能である。このうち、Rの炭素数が8以上の直鎖アルキル基であるのが本発明の水系組成物により好適であり、エチレンオキサイドの繰り返し数nは好ましくは2~20、より好ましくは2~14、最も好ましくは2~10である。Rの炭素数は好ましくは24以下である。 Emulsifying power, dispersing power, foamability, etc. can be selected depending on the combination of the type of R, the number of ethylene oxide repetitions n, the degree of esterification, and the degree of neutralization. Of these, a linear alkyl group having 8 or more carbon atoms in R is more suitable for the aqueous composition of the present invention, and the ethylene oxide repeat number n is preferably 2 to 20, more preferably 2 to 14, Most preferably, it is 2-10. The carbon number of R is preferably 24 or less.
Figure JPOXMLDOC01-appb-C000007

(式中、Rは飽和または不飽和アルキル基であり、Xは一価または二価のカチオンを生成し得る金属、アミン類、またはHである)
Figure JPOXMLDOC01-appb-C000007

Wherein R is a saturated or unsaturated alkyl group and X is a metal, amines, or H that can form a monovalent or divalent cation.
Figure JPOXMLDOC01-appb-C000008

(式中、Rは飽和または不飽和アルキル基であり、Xは一価または二価のカチオンを生成し得る金属、アミン類、またはHである)
Figure JPOXMLDOC01-appb-C000008

Wherein R is a saturated or unsaturated alkyl group and X is a metal, amines, or H that can form a monovalent or divalent cation.
Figure JPOXMLDOC01-appb-C000009

(式中、Rは飽和または不飽和アルキル基である)
Figure JPOXMLDOC01-appb-C000009

(Wherein R is a saturated or unsaturated alkyl group)
 例えば、表1のポリオキシエチレンアルキルエーテルのリン酸エステルまたはその塩が使用可能である。 For example, the phosphoric acid ester of polyoxyethylene alkyl ether shown in Table 1 or a salt thereof can be used.
Figure JPOXMLDOC01-appb-T000010
Figure JPOXMLDOC01-appb-T000010
 本発明の水系組成物には必要に応じて、例えば香料の可溶化剤としてや肌への感触向上剤としてや洗浄剤などとしてポリオキシエチレンアルキルエーテルのリン酸エステルまたはその塩以外の界面活性剤を添加することができる。 In the aqueous composition of the present invention, if necessary, for example, a surfactant other than a phosphate ester of polyoxyethylene alkyl ether or a salt thereof as a solubilizing agent for perfume, as a skin feel improving agent or as a cleaning agent. Can be added.
 本発明の水系組成物には必要に応じて、例えば増粘剤、香料、甘味料、染料、顔料、UV吸収剤、溶剤、油剤、抗炎症剤、収斂剤、酸化防止剤、ポリカチオン型抗菌剤以外の抗菌剤、多価アニオン性化合物以外のpH調整剤などを添加してもよい。 If necessary, the aqueous composition of the present invention includes, for example, a thickener, a fragrance, a sweetener, a dye, a pigment, a UV absorber, a solvent, an oil, an anti-inflammatory agent, an astringent, an antioxidant, a polycation type antibacterial agent. You may add antibacterial agents other than an agent, pH adjusters other than a polyvalent anionic compound, and the like.
 本発明の水系組成物は香粧品や家庭用品の製造での定法で調合可能であるが、多価アニオン性化合物とポリオキシエチレンアルキルエーテルのリン酸エステルまたはその塩を含む液を予め調合し、これにポリカチオン型抗菌剤を添加する手順がより好ましい。 The aqueous composition of the present invention can be prepared by a conventional method in the production of cosmetics and household products, but a liquid containing a polyvalent anionic compound and a polyoxyethylene alkyl ether phosphate or a salt thereof is prepared in advance. The procedure of adding a polycation type antibacterial agent to this is more preferable.
 本発明の水系組成物中のポリカチオン型抗菌剤の濃度は組成物の防腐の目的には好ましくは0.001重量%から0.3重量%、より好ましくは0.005重量%から0.1重量%の濃度で配合される。組成物に抗菌性を付加する目的には好ましくは0.01重量%から0.5重量%、より好ましくは0.02重量%から0.3重量%の濃度で配合される。 The concentration of the polycationic antibacterial agent in the aqueous composition of the present invention is preferably 0.001 to 0.3% by weight, more preferably 0.005 to 0.1% by weight for the purpose of preserving the composition. Formulated in a concentration by weight. For the purpose of adding antibacterial properties to the composition, it is preferably blended at a concentration of 0.01 wt% to 0.5 wt%, more preferably 0.02 wt% to 0.3 wt%.
 本発明の水系組成物中の多価アニオン性化合物は好ましくは0.001重量%から1.0重量%の範囲で配合される。 The polyvalent anionic compound in the aqueous composition of the present invention is preferably blended in the range of 0.001 wt% to 1.0 wt%.
 本発明の水系組成物中のポリオキシエチレンアルキルエーテルのリン酸エステルまたはその塩は、好ましくはポリカチオン型抗菌剤の濃度に対して同量以上の濃度で配合される。より好ましくは、ポリカチオン型抗菌剤の濃度に対するポリオキシエチレンアルキルエーテルのリン酸エステルまたはその塩の濃度は4,000倍以下、最も好ましくは2,000倍以下である。 The phosphoric acid ester of polyoxyethylene alkyl ether or a salt thereof in the aqueous composition of the present invention is preferably blended at a concentration equal to or higher than the concentration of the polycation type antibacterial agent. More preferably, the concentration of the polyoxyethylene alkyl ether phosphate or salt thereof relative to the concentration of the polycationic antibacterial agent is 4,000 times or less, and most preferably 2,000 times or less.
 以下、実施例、比較例により本発明を具体的に説明するが、本発明はこれらの例によって制限されるものではない。実施例、比較例中の「%」は「重量%」を表す。 Hereinafter, the present invention will be specifically described by way of examples and comparative examples, but the present invention is not limited to these examples. “%” In Examples and Comparative Examples represents “% by weight”.
(実施例1)
 10%のポリオキシエチレンアルキルエーテルのリン酸エステルまたはその塩(界面活性剤)の精製水溶液を調製した。リン酸一カリウム(KHPO)0.24%、リン酸二ナトリウム(NaHPO)0.36%、トリポリリン酸ナトリウム(三リン酸5ナトリウム)0.05%、所定濃度となるようポリオキシエチレンアルキルエーテルのリン酸エステルまたはその塩の10%精製水溶液を加えた精製水溶液を50mL調製した。スターラーで撹拌しながら、これにポリヘキサメチレンビグアナイド塩酸塩の2%水溶液を1.25g滴下した(ポリヘキサメチレンビグアナイド塩酸塩0.05%)。混合後の溶液の外観を観察した。結果を表2に示した。
Example 1
A purified aqueous solution of 10% polyoxyethylene alkyl ether phosphate or a salt thereof (surfactant) was prepared. Monopotassium phosphate (KH 2 PO 4 ) 0.24%, disodium phosphate (Na 2 HPO 4 ) 0.36%, sodium tripolyphosphate (5 sodium triphosphates) 0.05%, so as to have a predetermined concentration 50 mL of a purified aqueous solution was prepared by adding a 10% purified aqueous solution of a polyoxyethylene alkyl ether phosphate or a salt thereof. While stirring with a stirrer, 1.25 g of a 2% aqueous solution of polyhexamethylene biguanide hydrochloride was added dropwise thereto (0.05% polyhexamethylene biguanide hydrochloride). The appearance of the solution after mixing was observed. The results are shown in Table 2.
Figure JPOXMLDOC01-appb-T000011
Figure JPOXMLDOC01-appb-T000011
(比較例1)
 界面活性剤を表3に示したものに変更した以外は実施例1と同一の精製水溶液を50mL調製した。スターラーで撹拌しながら、これにポリヘキサメチレンビグアナイド塩酸塩の2%水溶液を1.25g滴下した(ポリヘキサメチレンビグアナイド塩酸塩0.05%)。混合後の溶液の外観を観察した。結果を表4に示した。
(Comparative Example 1)
50 mL of the same purified aqueous solution as in Example 1 was prepared except that the surfactant was changed to that shown in Table 3. While stirring with a stirrer, 1.25 g of a 2% aqueous solution of polyhexamethylene biguanide hydrochloride was added dropwise thereto (0.05% polyhexamethylene biguanide hydrochloride). The appearance of the solution after mixing was observed. The results are shown in Table 4.
Figure JPOXMLDOC01-appb-T000012
Figure JPOXMLDOC01-appb-T000012
(実施例2)
 10%のポリオキシエチレンアルキルエーテルのリン酸エステルまたはその塩(界面活性剤)の精製水溶液を調製した。1%ヒアルロン酸ナトリウムを0.5g、所定濃度となるようポリオキシエチレンアルキルエーテルのリン酸エステルまたはその塩の10%精製水溶液を加えた精製水溶液を50mL調製した。スターラーで撹拌しながら、これにポリヘキサメチレンビグアナイド塩酸塩の1%水溶液を1.0g滴下した(ポリヘキサメチレンビグアナイド塩酸塩0.02%)。混合後の溶液の外観を観察した。結果を表4に示した。
(Example 2)
A purified aqueous solution of 10% polyoxyethylene alkyl ether phosphate or a salt thereof (surfactant) was prepared. 50 mL of a purified aqueous solution was prepared by adding 0.5 g of 1% sodium hyaluronate and a 10% purified aqueous solution of polyoxyethylene alkyl ether phosphate or a salt thereof to a predetermined concentration. While stirring with a stirrer, 1.0 g of a 1% aqueous solution of polyhexamethylene biguanide hydrochloride was added dropwise thereto (polyhexamethylene biguanide hydrochloride 0.02%). The appearance of the solution after mixing was observed. The results are shown in Table 4.
Figure JPOXMLDOC01-appb-T000013
Figure JPOXMLDOC01-appb-T000013
(比較例2)
 界面活性剤を表5に示したものに変更した以外は実施例2と同一の精製水溶液を50mL調製した。スターラーで撹拌しながら、これにポリヘキサメチレンビグアナイド塩酸塩の1%水溶液を1.0g滴下した(ポリヘキサメチレンビグアナイド塩酸塩0.02%)。混合後の溶液の外観を観察した。結果を表5に示した。
(Comparative Example 2)
50 mL of the same purified aqueous solution as in Example 2 was prepared except that the surfactant was changed to that shown in Table 5. While stirring with a stirrer, 1.0 g of a 1% aqueous solution of polyhexamethylene biguanide hydrochloride was added dropwise thereto (polyhexamethylene biguanide hydrochloride 0.02%). The appearance of the solution after mixing was observed. The results are shown in Table 5.
Figure JPOXMLDOC01-appb-T000014
Figure JPOXMLDOC01-appb-T000014
(実施例3 洗口液)
Figure JPOXMLDOC01-appb-I000015

(*20%ポリアミノプロピルビグアナイド(アーチ・ケミカルズ社製))
(製法)A、Bを60℃で混合、Cは常温で混合する。撹拌しながらBをAに徐々に加える。更にCを滴下し撹拌を続けながら放冷し30~35℃で撹拌を停止する。
(Example 3 mouthwash)
Figure JPOXMLDOC01-appb-I000015

(* 20% polyaminopropyl biguanide (manufactured by Arch Chemicals))
(Manufacturing method) A and B are mixed at 60 ° C., and C is mixed at room temperature. Gradually add B to A with stirring. Further, C is added dropwise and the mixture is allowed to cool while stirring, and stirring is stopped at 30 to 35 ° C.
(比較例3 洗口液)
Figure JPOXMLDOC01-appb-I000016

(*20%ポリアミノプロピルビグアナイド(アーチ・ケミカルズ社製))
(製法)A、Bを60℃で混合、Cは常温で混合する。撹拌しながらBをAに徐々に加える。更にCを滴下し撹拌を続けながら放冷し30~35℃で撹拌を停止する。
(Comparative Example 3 mouthwash)
Figure JPOXMLDOC01-appb-I000016

(* 20% polyaminopropyl biguanide (manufactured by Arch Chemicals))
(Manufacturing method) A and B are mixed at 60 ° C., and C is mixed at room temperature. Gradually add B to A with stirring. Further, C is added dropwise and the mixture is allowed to cool while stirring, and stirring is stopped at 30 to 35 ° C.
(実施例4 化粧水)
Figure JPOXMLDOC01-appb-I000017

(*20%ポリアミノプロピルビグアナイド(アーチ・ケミカルズ社製))
(製法)Aを50℃で混合、Bを常温で混合する。撹拌しながらBをAに滴下する。撹拌を続けながら放冷し30~35℃で撹拌を停止する。
(Example 4 lotion)
Figure JPOXMLDOC01-appb-I000017

(* 20% polyaminopropyl biguanide (manufactured by Arch Chemicals))
(Manufacturing method) A is mixed at 50 degreeC and B is mixed at normal temperature. B is added dropwise to A with stirring. The mixture is allowed to cool while stirring is continued, and stirring is stopped at 30 to 35 ° C.
(比較例4 化粧水)
Figure JPOXMLDOC01-appb-I000018

(*20%ポリアミノプロピルビグアナイド(アーチ・ケミカルズ社製))
(製法)Aを50℃で混合、Bを常温で混合する。撹拌しながらBをAに滴下する。撹拌を続けながら放冷し30~35℃で撹拌を停止する。
(Comparative Example 4 lotion)
Figure JPOXMLDOC01-appb-I000018

(* 20% polyaminopropyl biguanide (manufactured by Arch Chemicals))
(Manufacturing method) A is mixed at 50 degreeC and B is mixed at normal temperature. B is added dropwise to A with stirring. The mixture is allowed to cool while stirring is continued, and stirring is stopped at 30 to 35 ° C.
実施例3および4と比較例3および4の調合時の外観と-3℃で1日間保管した場合の製剤の安定性を観察した。結果を表6に示した。 The appearance at the time of preparation of Examples 3 and 4 and Comparative Examples 3 and 4 and the stability of the preparation when stored at -3 ° C for 1 day were observed. The results are shown in Table 6.
Figure JPOXMLDOC01-appb-T000019
Figure JPOXMLDOC01-appb-T000019
 本発明の水系組成物は多価アニオン性化合物およびポリカチオン型抗菌剤を成分として配合した場合においても著しい白濁や沈殿の発生が防止されている水系組成物を提供するものである。 The aqueous composition of the present invention provides an aqueous composition in which significant cloudiness and precipitation are prevented even when a polyvalent anionic compound and a polycationic antibacterial agent are blended as components.

Claims (7)

  1.  ポリカチオン型抗菌剤、一般式(1)、(2)、(3)で表されるポリオキシエチレンアルキルエーテルのリン酸エステルまたはその塩を少なくとも1種類以上、多価アニオン性化合物、及び水を含有することを特徴とする水系組成物、
    Figure JPOXMLDOC01-appb-C000001

    (式中、Rは飽和または不飽和アルキル基であり、Xは一価または二価のカチオンを生成し得る金属、アミン類、またはHである)、
    Figure JPOXMLDOC01-appb-C000002

    (式中、Rは飽和または不飽和アルキル基であり、Xは一価または二価のカチオンを生成し得る金属、アミン類、またはHである)、
    Figure JPOXMLDOC01-appb-C000003

    (式中、Rは飽和または不飽和アルキル基である)。
    A polycationic antibacterial agent, a polyoxyethylene alkyl ether phosphate ester represented by the general formulas (1), (2), and (3) or a salt thereof, at least one kind, a polyvalent anionic compound, and water An aqueous composition characterized by containing,
    Figure JPOXMLDOC01-appb-C000001

    Wherein R is a saturated or unsaturated alkyl group and X is a metal, amines, or H that can form a monovalent or divalent cation,
    Figure JPOXMLDOC01-appb-C000002

    Wherein R is a saturated or unsaturated alkyl group and X is a metal, amines, or H that can form a monovalent or divalent cation,
    Figure JPOXMLDOC01-appb-C000003

    (Wherein R is a saturated or unsaturated alkyl group).
  2.  一般式(1)または(2)で示されるポリオキシエチレンアルキルエーテルのリン酸エステルまたはその塩が未中和の酸、アルカリ金属塩、アンモニウム塩、アルカノールアミン塩であることを特徴とする請求項1に記載の水系組成物。 The phosphoric acid ester of polyoxyethylene alkyl ether represented by the general formula (1) or (2) or a salt thereof is an unneutralized acid, an alkali metal salt, an ammonium salt, or an alkanolamine salt. The aqueous composition according to 1.
  3.  ポリカチオン型抗菌剤が、ポリヘキサメチレンビグアナイド塩であることを特徴とする請求項1に記載の水系組成物。 The aqueous composition according to claim 1, wherein the polycationic antibacterial agent is a polyhexamethylene biguanide salt.
  4.  一般式(1)、(2)または(3)で表されるポリオキシエチレンアルキルエーテルのリン酸エステルまたはその塩のRが炭素数8以上の直鎖アルキル基であり、オキシエチレンの繰り返し数nが2以上であることを特徴とする請求項1に記載の水系組成物。 R of the polyoxyethylene alkyl ether phosphate represented by the general formula (1), (2) or (3) or a salt thereof is a linear alkyl group having 8 or more carbon atoms, and the number of repeating oxyethylene n The aqueous composition according to claim 1, wherein is 2 or more.
  5.  多価アニオン性化合物がポリリン酸及びその塩、並びにメタリン酸及びその塩からなる群より選択される少なくとも一種であることを特徴とする請求項1に記載の水系組成物。 The aqueous composition according to claim 1, wherein the polyvalent anionic compound is at least one selected from the group consisting of polyphosphoric acid and salts thereof, and metaphosphoric acid and salts thereof.
  6.  多価アニオン性化合物がヒアルロン酸及びその塩、並びにヒアルロン酸変性物及びその塩からなる群より選択される少なくとも一種であることを特徴とする請求項1に記載の水系組成物。 The aqueous composition according to claim 1, wherein the polyvalent anionic compound is at least one selected from the group consisting of hyaluronic acid and salts thereof, and hyaluronic acid modified products and salts thereof.
  7.  一般式(1)、(2)または(3)で表されるポリオキシエチレンアルキルエーテルのリン酸エステルまたはその塩の配合量の和がポリカチオン型抗菌剤の同量以上であることを特徴とする請求項1に記載の水系組成物。 The sum of the blending amounts of the polyoxyethylene alkyl ether phosphate ester or salt thereof represented by the general formula (1), (2) or (3) is equal to or more than the polycation type antibacterial agent. The aqueous composition according to claim 1.
PCT/JP2010/061578 2009-07-30 2010-07-08 Aqueous composition WO2011013494A1 (en)

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