WO2018221337A1 - Composition antimicrobienne - Google Patents

Composition antimicrobienne Download PDF

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Publication number
WO2018221337A1
WO2018221337A1 PCT/JP2018/019786 JP2018019786W WO2018221337A1 WO 2018221337 A1 WO2018221337 A1 WO 2018221337A1 JP 2018019786 W JP2018019786 W JP 2018019786W WO 2018221337 A1 WO2018221337 A1 WO 2018221337A1
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WIPO (PCT)
Prior art keywords
acid
component
group
alkyl group
antibacterial
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PCT/JP2018/019786
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English (en)
Japanese (ja)
Inventor
鈴木　裕之
麻貴子 八澤
津島　康宏
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株式会社Adeka
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Priority to JP2019522153A priority Critical patent/JP7178996B2/ja
Publication of WO2018221337A1 publication Critical patent/WO2018221337A1/fr

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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
    • A01N31/02—Acyclic compounds
    • 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
    • A01N31/14—Ethers
    • 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
    • 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
    • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/42—Amides
    • 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
    • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/44—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair

Definitions

  • the present invention relates to an antibacterial composition that can be used in cosmetics and the like.
  • antibacterial agents are often used for antiseptic purposes.
  • Parabens are most used as antibacterial agents for cosmetics and the like, but parabens are highly irritating to the skin, and their use concentration in cosmetics is limited to 1% by mass or less.
  • an increasing number of people have an allergic reaction to parabens, and the demand for cosmetics not containing parabens has increased.
  • high antibacterial properties can be obtained by the combined use of parabens and benzyloxyethanol (see, for example, Patent Documents 1 and 2).
  • Patent Documents 1 and 2 discusses the amount of parabens used can be reduced, allergies due to parabens are known. The reaction cannot be eliminated.
  • alkanediol compounds such as 1,2-octanediol have high antibacterial properties and are safer to the human body than parabens. Therefore, they are blended in cosmetics as antibacterial agents to replace parabens.
  • antibacterial properties of alkanediol compounds may be reduced in emulsified cosmetics.
  • it has high antibacterial property against bacteria, it has insufficient antibacterial property against fungi such as mold. For this reason, development of an antibacterial agent that exhibits high antibacterial properties even in an emulsifying system, is effective not only for bacteria but also for fungi, and can be blended in cosmetics and the like is required.
  • the present inventors have intensively studied, and found that the alkanediol compound has a synergistic effect of benzyloxyethanol and antibacterial properties, leading to the present invention. That is, the present invention is an antibacterial composition containing a diol compound represented by the following general formula (1) as the component (A) and benzyloxyethanol as the component (B).
  • R 1 represents an alkyl group having 3 to 8 carbon atoms.
  • the effect of the present invention is to provide an antibacterial composition exhibiting high antibacterial properties even in an emulsifying system and having high antibacterial properties against fungi such as molds.
  • R 1 represents an alkyl group having 3 to 8 carbon atoms.
  • alkyl group having 3 to 8 carbon atoms include propyl group, isopropyl group, butyl group, isobutyl group, secondary butyl group, t-butyl group, pentyl group, isopentyl group, secondary pentyl group, t-pentyl group, and hexyl.
  • R 1 is preferably a propyl group, a butyl group, a pentyl group, a hexyl group or a heptyl group, more preferably a pentyl group or a hexyl group, and most preferably a hexyl group because of its high antibacterial properties.
  • diol compound represented by the general formula (1) examples include 1,2-pentanediol, 1,2-hexanediol, 1,2-heptanediol, 1,2-octanediol, 1, 2-nonanediol and the like.
  • the component (B) of the present invention is benzyloxyethanol.
  • the ratio of the component (A) to the component (B) is not particularly limited, but the ratio of the component (A) to the component (B) is preferably 10:90 to 90:10 by mass, : 80 to 80:20 is more preferable, and 30:70 to 70:30 is most preferable.
  • the mass ratio of the (A) component to the (B) component is extremely large, the antibacterial improvement effect of the (A) component by the (B) component may be reduced, and the mass ratio is extremely small. In some cases, the antibacterial properties of the component (A) may decrease.
  • the amount of the antibacterial composition of the present invention varies depending on the application used, and is not particularly limited. However, if the amount is too small, the antibacterial effect may be low.
  • the total amount of the component (A) and the component (B) is preferably 0.001 to 10% by mass, more preferably 0.01 to 3% by mass, based on the total amount of the product to be blended. 0.1 to 2% by mass is most preferable.
  • the chelating agent, low molecular polyol (excluding the diol compound corresponding to the component (A)), nitrogen-containing nonionic surface activity is further added as the component (C). It is preferable to contain one or more compounds selected from the group consisting of an agent, a nitrogen-containing amphoteric surfactant, a plant-derived extract, and a zinc compound.
  • chelating agents include aminopolycarboxylic acid chelating agents, aromatic or aliphatic carboxylic acid chelating agents, amino acid chelating agents, ether polycarboxylic acid chelating agents, phosphonic acid chelating agents, phosphoric acid chelating agents, Examples include hydroxycarboxylic acid chelating agents, polymer electrolyte (including oligomer electrolyte) chelating agents, dimethylglyoxime, ascorbic acid, thioglycolic acid, phytic acid, glyoxylic acid, and glyoxalic acid. These chelating agents may be in the free acid form or in the form of a salt such as sodium salt, potassium salt, or ammonium salt. Furthermore, they may be in the form of their ester derivatives which are hydrolysable.
  • aminopolycarboxylic acid chelating agent examples include ethylenediaminetetraacetic acid, ethylenediaminediacetic acid, cyclohexanediaminetetraacetic acid, nitrilotriacetic acid, iminodiacetic acid, N- (2-hydroxyethyl) iminodiacetic acid, diethylenetriaminepentaacetic acid, N- (2 -Hydroxyethyl) ethylenediaminetriacetic acid, glycol etherdiaminetetraacetic acid, glutamic acid diacetic acid, aspartic acid diacetic acid and their salts.
  • aromatic or aliphatic carboxylic acid chelating agents include oxalic acid, malonic acid, succinic acid, glutaric acid, adipic acid, pimelic acid, sebacic acid, azelaic acid, itaconic acid, aconitic acid, pyruvic acid, salicylic acid, Examples include acetylsalicylic acid, hydroxybenzoic acid, aminobenzoic acid (including anthranilic acid), phthalic acid, fumaric acid, trimellitic acid, gallic acid, hexahydrophthalic acid and salts thereof, methyl esters, and ethyl esters.
  • amino acid chelating agent examples include glycine, serine, alanine, lysine, cystine, cysteine, ethionine, tyrosine, methionine, and salts and derivatives thereof.
  • hydroxycarboxylic acid chelating agent examples include malic acid, citric acid, glycolic acid, gluconic acid, heptonic acid, tartaric acid, lactic acid, and salts thereof.
  • Examples of the phosphonic acid-based chelating agent include iminodimethylphosphonic acid, alkyldiphosphonic acid, 1-hydroxyethane-1,1-diphosphonic acid, and salts thereof.
  • Examples of the phosphoric acid chelating agent include orthophosphoric acid, pyrophosphoric acid, triphosphoric acid, and polyphosphoric acid.
  • polymer electrolyte (including oligomer electrolyte) chelating agent examples include acrylic acid polymer, maleic anhydride polymer, ⁇ -hydroxyacrylic acid polymer, itaconic acid polymer, and two constituent monomers of these polymers.
  • the copolymer which consists of the above and an epoxy succinic acid polymer are mentioned.
  • the compounding amount of the chelating agent is not particularly limited. However, if the amount of the chelating agent is too small, the antibacterial improvement effect may not be obtained. If the amount is too large, the antibacterial improvement corresponding to the amount added cannot be obtained.
  • the amount is preferably 0.5 to 500 parts by weight, more preferably 1 to 200 parts by weight, still more preferably 2 to 100 parts by weight, and particularly preferably 10 to 75 parts by weight with respect to 100 parts by weight of the component.
  • Examples of the low molecular polyol include, for example, ethylene glycol, diethylene glycol, triethylene glycol, tetraethylene glycol, propylene glycol, dipropylene glycol, tripropylene glycol, 1,3 -Propanediol, 1,2-butanediol, 1,3-butanediol, 1,4-butanediol, 2,3-butanediol, 2-methyl-1,2-propanediol, 2-methyl-1,3 -Propanediol, 1,3-pentanediol, 1,4-pentanediol, 1,5-pentanediol, 2,3-pentanediol, 2,4-pentanediol, 2-methyl-1,2-butanediol, 2-methyl-2,3-butanediol, 2-methyl-1, -Butanediol, 1,3 -Propanediol, 1,
  • Pentahydric alcohols such as adonitol, arabitol, xylitol, triglycerin; Hexavalent alcohols such as dipentaerythritol, sorbitol, mannitol, iditol, inositol, dulcitol, talose, allose;
  • N-substituted diethanolamines such as N-methyldiethanolamine, N-ethyldiethanolamine, N-propyldiethanolamine, N-isopropyldiethanolamine, N-butyldiethanolamine, N-cyclohexyldiethanolamine, N- (2-ethylhexyl) diethanolamine;
  • the blending amount of the low molecular polyol is not particularly limited, but if the amount of the low molecular polyol is too small, the antibacterial improvement effect may not be obtained, and if the amount is too large, the antibacterial improvement corresponding to the added amount cannot be obtained.
  • the blending amount of the low molecular polyol is preferably 0.5 to 500 parts by weight, more preferably 1 to 200 parts by weight, still more preferably 2 to 100 parts by weight, based on 100 parts by weight of the component (A). 75 parts by mass is particularly preferred.
  • nitrogen-containing nonionic surfactant examples include compounds represented by the following general formulas (2) to (8).
  • R 2 represents an alkyl group or an alkenyl group
  • R 3 represents an alkyl group, an alkenyl group or a group represented by — (CH 2 CH 2 O) b —H, and a and b are each from 1 to 20
  • R 4 represents an alkyl group or an alkenyl group
  • c, d and e represent the number of each 1 ⁇ 20, f represents a number of 2-3.
  • R 5 represents an alkyl group or an alkenyl group.
  • R 6 represents an alkyl group or an alkenyl group
  • R 7 represents a hydrogen atom, an alkyl group having 1 to 4 carbon atoms or a group represented by — (R 9 O) h —H
  • R 8 and R 9 represents an alkylene group having 2 to 3 carbon atoms
  • g and h each independently represents a number of 1 to 20
  • R 10 and R 11 represent an ethylene group or a propylene group, and j and k each represent an independent number of 1 to 200, provided that R 10 and R 11 are not the same group.
  • R 12 represents an alkyl group or an alkenyl group.
  • R 13 represents an alkyl group or an alkenyl group, and m represents a number of 2 or 3.
  • R 2 represents an alkyl group or an alkenyl group
  • R 3 represents an alkyl group, an alkenyl group or a group represented by — (CH 2 CH 2 O) b —H
  • a and b are respectively Represents a number from 1 to 20.
  • R 2 is preferably an alkyl group or alkenyl group having 8 to 22 carbon atoms, and more preferably an alkyl group or alkenyl group having 12 to 18 carbon atoms.
  • R 3 is preferably a group represented by — (CH 2 CH 2 O) b —H.
  • the total value of a and b is preferably a number of 2 to 10, more preferably a number of 2 to 4.
  • R 4 represents an alkyl group or an alkenyl group
  • c, d and e represent the number of each 1 ⁇ 20
  • f represents a number of 2-3.
  • R 4 is preferably an alkyl group or alkenyl group having 8 to 22 carbon atoms, and more preferably an alkyl group or alkenyl group having 12 to 18 carbon atoms.
  • the total value of c, d and e is preferably a number of 3 to 10, more preferably a number of 3 to 5.
  • f is preferably a number of 2 to 3, more preferably a number of 3.
  • R 5 represents an alkyl group or an alkenyl group.
  • R 5 is preferably an alkyl group or alkenyl group having 8 to 22 carbon atoms, more preferably an alkyl group or alkenyl group having 9 to 18 carbon atoms, and further preferably an alkyl group or alkenyl group having 10 to 14 carbon atoms.
  • R 6 represents an alkyl group or an alkenyl group
  • R 7 represents a hydrogen atom, an alkyl group having 1 to 4 carbon atoms or a group represented by — (R 9 O) h —H
  • 8 and R 9 each represent an alkylene group having 2 to 3 carbon atoms
  • g and h each independently represents a number from 1 to 20.
  • R 6 is preferably an alkyl group or alkenyl group having 7 to 21 carbon atoms, more preferably an alkyl group or alkenyl group having 9 to 17 carbon atoms, and still more preferably an alkyl group having 11 to 13 carbon atoms.
  • R 7 is preferably a hydrogen atom, a methyl group or —CH 2 CH 2 OH, more preferably a hydrogen atom or a methyl group.
  • R 7 is a hydrogen atom
  • g is preferably a number from 1 to 3, more preferably R 8 is an ethylene group and g is 1.
  • R 7 is a methyl group
  • R 8 is preferably an ethylene group, more preferably R 8 is an ethylene group and g is 1.
  • R 7 is —CH 2 CH 2 OH
  • R 8 is preferably an ethylene group and g is 1.
  • H is preferably 1.
  • R 10 and R 11 represent an ethylene group or a propylene group, and j and k are not 0, and each represents an independent number of 1 to 200.
  • R 10 is preferably a propylene group and R 11 is preferably an ethylene group.
  • J is preferably a number from 7 to 25, more preferably a number from 10 to 15, and still more preferably a number from 11 to 13.
  • the value of j is preferably 10 to 200%, more preferably 20 to 150%, and still more preferably 50 to 100% with respect to the value of k.
  • R 12 represents an alkyl group or an alkenyl group.
  • R 12 is preferably an alkyl group or alkenyl group having 9 to 18 carbon atoms, more preferably an alkyl group having 10 to 16 carbon atoms, and further preferably an alkyl group having 10 to 14 carbon atoms.
  • R 13 represents an alkyl group or an alkenyl group
  • m represents a number of 2 or 3.
  • R 13 is preferably an alkyl group or alkenyl group having 8 to 17 carbon atoms, more preferably an alkyl group or alkenyl group having 9 to 15 carbon atoms, more preferably an alkyl group having a carbon number of 9-13. Further, m is preferably a number of 3.
  • nitrogen-containing nonionic surfactants compounds represented by the general formulas (2), (4), (5) and (7) are preferable, and the general formulas (2), (5) and (7) Is more preferable, and general formula (5) is most preferable.
  • the blending amount of the nitrogen-containing nonionic surfactant is not particularly limited, but if the nitrogen-containing nonionic surfactant is too small, the antibacterial improvement effect may not be obtained, and if it is too large, the effect of increasing the amount to match the blending amount is obtained. Therefore, the blending amount of the nitrogen-containing nonionic surfactant is preferably 0.5 to 500 parts by weight, more preferably 1 to 200 parts by weight, and more preferably 2 to 100 parts by weight with respect to 100 parts by weight of the component (A). Even more preferred is 10 to 75 parts by weight.
  • nitrogen-containing amphoteric surfactant examples include compounds represented by the following general formulas (9) to (14):
  • R 14 represents an alkyl group, and n represents a number of 1 to 3)
  • R 15 represents an alkyl group or an alkenyl group, and p represents a number of 2 to 3)
  • R 16 represents an alkyl group or an alkenyl group, and q represents a number of 2 to 3)
  • R 17 represents an alkyl group or an alkenyl group.
  • R 18 represents an alkyl group or an alkenyl group, and r represents a number of 2 to 3)
  • R 19 represents an alkyl group or an alkenyl group, and s represents a number of 2 to 3)
  • R 14 represents an alkyl group, and n represents a number of 1 to 3.
  • R 14 is preferably an alkyl group having 9 to 18 carbon atoms, more preferably an alkyl group having 10 to 16 carbon atoms, and further preferably an alkyl group having 10 to 14 carbon atoms.
  • the value of n is preferably 1.
  • R 15 represents an alkyl or alkenyl group
  • p is a number from 2-3.
  • R 15 is preferably an alkyl group or alkenyl group having 7 to 21 carbon atoms, more preferably an alkyl group or alkenyl group having 9 to 15 carbon atoms, and still more preferably an alkyl group having 9 to 13 carbon atoms. Further, p is preferably a number of 3.
  • R 16 represents an alkyl group or an alkenyl group
  • q represents a number of 2 to 3.
  • R 16 is preferably an alkyl group or alkenyl group having 7 to 21 carbon atoms, more preferably an alkyl group or alkenyl group having 9 to 15 carbon atoms, and still more preferably an alkyl group having 9 to 13 carbon atoms. Further, q is preferably a number of 3.
  • R 17 represents an alkyl group or an alkenyl group, preferably an alkyl group or alkenyl group having 7 to 21 carbon atoms, more preferably an alkyl group or alkenyl group having 9 to 15 carbon atoms, and a carbon number of 9 More preferred is an alkyl group of ⁇ 13.
  • R 18 represents an alkyl group or an alkenyl group, and r represents a number of 2 to 3.
  • R 18 is preferably an alkyl group or alkenyl group having 8 to 18 carbon atoms, more preferably an alkyl group or alkenyl group having 10 to 16 carbon atoms, more preferably an alkyl group having 10 to 14 carbon atoms.
  • R is preferably a number of 3.
  • R 19 represents an alkyl group or an alkenyl group, and s represents a number of 2 to 3.
  • R 19 is preferably an alkyl group or alkenyl group having 7 to 21 carbon atoms, more preferably an alkyl group or alkenyl group having 9 to 15 carbon atoms, and further preferably an alkyl group having 9 to 13 carbon atoms. Further, s is preferably a number of 3.
  • nitrogen-containing amphoteric surfactants compounds represented by general formulas (9), (10), and (11) are preferable, general formulas (10) and (11) are more preferable, and general formula (10 ) Is most preferred.
  • the compounding amount of the nitrogen-containing amphoteric surfactant is not particularly limited, but if the amount of the nitrogen-containing amphoteric surfactant is too small, the antibacterial effect may not be obtained. Therefore, the blending amount of the nitrogen-containing amphoteric surfactant is preferably 0.5 to 500 parts by weight, more preferably 1 to 200 parts by weight, and more preferably 2 to 100 parts by weight with respect to 100 parts by weight of the component (A). Even more preferred is 10 to 75 parts by weight.
  • the plant-derived extract refers to the whole plant or algae or fungi, or specific parts such as flowers, leaves, stems, fruits, bark, roots, seeds, resins, etc., as they are, or pressed, dried, ground or fermented. Is obtained by extraction with a solvent at room temperature or under heating, and is soluble in water, ethanol, propylene glycol or oils and fats. Alternatively, the extract may be diluted, concentrated or dried. Further, it may be an essential oil obtained by using a steam distillation method, an extraction method, a chromatography method or the like.
  • an extraction solvent those usually used for extraction of natural product components, such as water; alcohols such as methanol, ethanol, propanol and butanol; polyhydric alcohols such as ethylene glycol, propylene glycol, butylene glycol and glycerin; acetone and methyl ethyl ketone Ketones such as methyl acetate and ethyl acetate; ethers such as tetrahydrofuran, diethyl ether and polyethylene glycol; halogenated hydrocarbons such as dichloroethane and chloroform; aliphatics such as petroleum ether, n-hexane and cyclohexane Hydrocarbons; aromatic hydrocarbons such as toluene; pyridines; sodium chloride solution, and the like. Water, ethanol, propylene glycol, and butylene glycol are particularly preferable.
  • Plants that can be used as plant-derived extracts include, for example, arch chalk, almond, eye, Aisenhard thia polystacia, eyebright, blue-green agave, aomoji, acacia concina, acacia senegal, acacia senegal gum, acacia decreens, red clover, Akaharunire, Akayamajiou, Agi, Agrimonia eupatoria, Akebobi, Asagaokakaraksa, thistle, reed, ashitaba, ajugatsu kestanika, azuki, asunaro, asparagus, asparagus sine alice, acerola, asenayaku, asenayakashi, atlas Gaith Suleio Calpus, Avenas Trigosa, Avocado, Ama, Amacha, Amacharu, Amadokoro, Amamo, Amiris Balsamifera, American Pikachi, Ameri Salamander, American Sho
  • Trolley Prunus, Nagii Kada, Eggplant, Natsuna, Natsume, Natsujirigi, Natsubodaiju, Jujube, Date Palm, Nanyou, Nambanai, Nanbanksafuji, Nioisumire, Niotenjii Carrot, garlic, nymphea alba, pear arabic, white rose, lawnen hallen, burdock violet, wild rose, noborgiku, pineapple, hibiscus, pine, baobab, bakuchia citriodora, bacmondow, bacopamonniera, hagoromogusa, crayfish, parsley Sugenisteroides, PassifloraSync, pearl barley, banana, hana hakka, honeysuckle, vanilla, vanilla tahi Nasis, Hanesenna, Papaya, Paphiopedilum Maudiae, Haberlea Rhodopensis, Hermanus, Hamamelis, Hayatouri
  • Plantagopsisium Primula shikimensis, prunes, prunus africana, prunus serochina, plumeria, plectrants barbatas, brethia hyacinthina, bay, hayflower, hazelnuts, pecans, vetiver, loofah, penny royal mint, samurai, safflower , Safflower assembly, peppo pumpkin, hera plantain, pelargonium capitotum, helicris arenaarium, helichry angstiholium, helichry italikum, bergamot, pertoforma dasilachis, peruvian balsam, bergamot, berberis aqua horiophysi Naris, Henna, Hen Ruda, Butterflies, Boushokuboku, Bowshunka, Binsengka, Buttercup, Spinach, Hawkweed, Honoki, Hokubeif Rhododendron, Bocoa pro
  • Melissa (aka Kousuihakka), Melilot, Melosria, Melon, Mentaalbensis, Moukomugi, Mourera fulviachiris, Mokuren, Moscatara rose, Mosbean, Motsuyakuju, Peach, Momotana, Yakumoso, Yagurabiku, Yashayanagiya, Nagiyanaya, Nachiyanaya Yamazakura, Yamanomu, Yamabugu, Yugao, Eucalyptus, Yupatrium Ayapana, Yupatrium Rebaudiumum Bertoni, Yukinoshita, Yuzu, Yuzoboku, Yucha, Yucca Grauca, Yukka Shijigera, Yuri, Yuzutsurukinbai, Yoshokuzuki, Yuzu Pokeweed, European goldenrod, European raspberry, European chestnut, European black porcupine, European birch, European beech, European Mannengusa, European fir, Artemisia, Artemisia, Lychee (
  • Asco Film Nodosum Aname, Oukimo, Okinawa Mozuku, Gigalchinasterata, Kujermaniela Girata, Sargassum Filipendula, Sargassum Fusifom, Sargassum Muticam, Sfaceraria scoparia, Durvillea Antarcica, Padina Pavonica Himantalia Elongata, Fucus Serats, Pervetian Canarikurata, Macrocystis pirifera, Mitsushi Kombu, Laminaria Ochroika, Laminaria Croustoni, Laminaria Diguitta, Laminaria Hiperborea, Wakame, Asparagopsis Armata, Igis, Kaguibaranori , Catamen giraffe rhinoceros, geridium curchira guineum, saimi, striped primrose, duls, chinolimo, tochaka, porphyridium cruentum, marbaticima macrono , Lysosamnium coralioides,
  • lichens and mycelium such as Ebernia furfracea, Tsunotake moss, Usnia barbata, Oshagujitake, Hippopotamus, Shiitake, Ningyotake, Himematsutake, Fuyushinatsutake, bamboo shoot, Cordillus edulis and Cordyceps.
  • the blending amount of the plant-derived extract is not particularly limited, but if the plant-derived extract is too small, the antibacterial improvement effect may not be obtained, and if it is too large, the increase effect corresponding to the blending amount cannot be obtained.
  • the blending amount of the extract is preferably 0.1 to 1000 parts by mass, more preferably 0.5 to 200 parts by mass, and most preferably 1 to 100 parts by mass with respect to 100 parts by mass of the component (A).
  • Examples of the zinc compound include zinc acetate, zinc laurate, zinc myristate, zinc palmitate, zinc ricinoleate, zinc undecylenate, zinc aspartate, zinc acetylmethionine, zinc gluconate, zinc citrate, polypyrrolidone carboxylic acid Organic acid zinc salts such as zinc and zinc picolinate; Zinc sulfonates such as zinc p-phenolsulfonate; Zinc phosphate zinc salts such as zinc ascorbyl phosphate, sodium cetyl phosphate and DNA zinc; Zinc complexes such as zinc pyrithione Zinc supported zeolite such as (silver / zinc / ammonium) zeolite and silicic acid (ammonium / silver / zinc / aluminum); aluminum hydroxide such as aluminum oxide / zinc, aluminum oxide / zinc / cerium, aluminum oxide / zinc / iron Baked product such as sulfuric acid Inorganic zinc salts such as lead, zinc sulf
  • the solubility in 100 g of water at 20 ° C. is preferably 5 g or more, and the solubility is more preferably 10 g or more.
  • zinc compounds include zinc sulfate, zinc chloride, zinc gluconate, zinc bromide, zinc nitrate, zinc ammonium chloride, zinc aluminum sulfate, potassium zinc sulfate, and zinc iodide.
  • the compounding amount of the zinc compound is not particularly limited. However, if the amount of the zinc compound is too small, the antibacterial effect may not be obtained. If the amount is too large, the effect of increasing the amount according to the compounding amount cannot be obtained.
  • the amount is preferably 0.02 to 10 parts by mass, more preferably 0.05 to 5 parts by mass, and most preferably 0.1 to 2 parts by mass with respect to 100 parts by mass of the component (A).
  • the antibacterial composition of the present invention has a chelating agent, a low molecular polyol (however, ( A) except diol compounds corresponding to the component), and preferably one or two or more compounds selected from the group consisting of nitrogen-containing nonionic surfactants, chelating agents and nitrogen-containing nonionic surfactants More preferably, it contains one or more compounds selected from the group consisting of:
  • the antibacterial composition of the present invention can exhibit a high antibacterial effect not only in a uniform aqueous solution but also in an emulsifying system, and in the case of an emulsifying system, an O / W emulsion or a W / O emulsion may be used. W / O / W emulsions and these types may also be used.
  • the antibacterial composition of the present invention has a high antibacterial effect not only on bacteria but also on fungi such as molds.
  • the use of the antibacterial composition of the present invention is not particularly limited, and can be used in the same manner as known antibacterial agents, disinfectants, disinfectants, and antifungal agents for the purpose of antibacterial, sterilization, disinfection, antifungal and the like. it can.
  • commonly employed methods such as a method of spraying on an object to be subjected to antibacterial treatment, a method of applying, a method of impregnating the object, and a method of immersing the object can be used as they are.
  • the antibacterial composition of the present invention is a medical cleaning agent for the purpose of disinfecting and cleaning medical instruments and affected parts, a household cleaning agent for sterilizing and cleaning dishes, a food industry cleaning agent, a container transfer Impregnating lubricants for conveyors, food packaging films, fibers, synthetic resins, wood, antibacterials for antibacterial processing of daily necessities, body cleaners, cosmetics, softeners for clothing, aqueous or non-aqueous paints, non-woven fabrics, etc.
  • all fibers such as cotton, polyester, acrylic, and nylon may be treated by a general method such as stirring, dipping or spraying.
  • the antibacterial composition of the present invention can be applied or sprayed onto the surface of wood, daily necessities and the like. Furthermore, when used for synthetic resins, etc., it may be adhered to the surface by applying or spraying the antibacterial composition of the present invention after molding, or kneaded at the time of molding to maintain the antibacterial effect. You can also.
  • the antibacterial composition of the present invention is highly safe for the human body, it is preferably used for cosmetics and body cleaning agents that directly touch the human body, such as cosmetics and body wash used on the face. More preferably, it is used in the preparation.
  • cosmetics include, for example, shampoo, dry shampoo, rinse-integrated shampoo, hair rinse, hair conditioner, hair pack, hair treatment, hair tonic, pomade. , Tics, hair creams, hair waxes, hair gels, hair foams, hair mousses, hair mists, hair lotions, permanent waving agents, hair dyes, etc .; facial cleansers, facial cleansing creams, facial cleansing foams, cleansing creams, cleansing foams, hands Soap, body soap, body lotion, sunscreen agent, lotion, milky lotion, serum, face cream, cold cream, face pack, antiperspirant, shaving soap, shaving foam, shaving Skin care cosmetics such as ir, shaving lotion, after shave lotion, after sun lotion; makeup cosmetics such as foundation, concealer, face powder, blusher, mascara, eyeliner, eye shadow; lip balm, bathing agent, etc. It is done.
  • the cosmetic containing the antibacterial composition of the present invention may contain a surfactant usually used in cosmetics.
  • surfactants include anionic surfactants, cationic surfactants, nitrogen-free nonionic surfactants, and the like.
  • anionic surfactant examples include higher fatty acid salts, higher alcohol sulfate esters, sulfated olefin salts, higher alkyl sulfonates, ⁇ -olefin sulfonates, sulfated fatty acid salts, sulfonated fatty acid salts, and phosphoric acid.
  • Counter ions of such anionic surfactant salts include alkali metal ions such as lithium, sodium and potassium; alkaline earth metal ions such as calcium and magnesium; ammonium; monoethanolammonium, diethanolammonium and triethanolammonium And organic ammonium such as monoisopropanolammonium, diisopropanolammonium and triisopropanolammonium.
  • cationic surfactants include amine surfactants such as alkyldimethylamine, alkenyldimethylamine, fatty acid dimethylaminopropylamide, and fatty acid diethylaminoethylamide; alkyltrimethylammonium salts, alkenyltrimethylammonium salts, alkyldiethanolammonium salts Alkenyldiethanolammonium salt, alkyldimethylbenzylammonium salt, alkenyldimethylbenzylammonium salt, dialkyldimethylammonium salt, alkyldiethanolammonium salt, alkylpyridinium salt, 3-alkoxy-2-hydroxypropyltrimethylammonium salt, polyoxypropylenemethyldiethylammonium salt Examples thereof include ammonium salt surfactants such as salts. Examples of the counter ion of the ammonium salt surfactant include chlorine ion and bromine ion.
  • nitrogen-free nonionic surfactants include polyoxyalkylene alkyl ethers, polyoxyalkylene alkenyl ethers, polyoxyethylene polyoxypropylene alkyl ethers (addition forms of ethylene oxide and propylene oxide include random and block forms) Any), polyethylene glycol propylene oxide adduct, polypropylene glycol ethylene oxide adduct, glycerin fatty acid ester or ethylene oxide adduct thereof, sorbitan fatty acid ester, polyoxyethylene sorbitan fatty acid ester, alkyl polyglucoside, sucrose fatty acid ester, alkyl (Poly) glycerin ether, polyglycerin fatty acid ester, polyethylene glycol fatty acid ester, fatty acid methyl Ester ethoxylates, and the like.
  • Cosmetics and cleaning agents containing the antibacterial composition of the present invention in addition to the surfactant component described above, other components, such as silicone oil, thickener, oil agent, as long as the object of the present invention is not impaired.
  • Powders pigments, dyes, resins
  • other antibacterial agents such as silicone oil, thickener, oil agent
  • fragrances such as silicone oil, thickener, oil agent
  • moisturizers such as silicone oil, thickener, oil agent
  • physiologically active ingredients such as sodium salts, sodium salts, sodium salts, solvents, antioxidants, chelating agents, pearlizing agents, neutralizing agents, pH adjusters, enzymes, etc.
  • Components can be appropriately blended.
  • the thickener examples include dimethyldiallylammonium chloride / acrylamide copolymer, acrylamide / acrylic acid / dimethyldiallylammonium chloride copolymer, cellulose or derivatives thereof, keratin and collagen or derivatives thereof, calcium alginate, pullulan, agar , Gelatin, tamarind seed polysaccharide, xanthan gum, carrageenan, high methoxyl pectin, low methoxyl pectin, guar gum, gum arabic, crystalline cellulose, arabinogalactan, caraya gum, tragacanth gum, alginic acid, albumin, casein, curdlan, ⁇ -glucan, gellan gum And dextran.
  • oils examples include volatile and nonvolatile hydrocarbons usually used in cosmetics, higher alcohols, medium to high chain fatty acids and esters thereof, fats and oils, and may be liquid, paste, or solid at room temperature. However, a liquid excellent in handling is preferable.
  • the oil agent include higher alcohols such as cetyl alcohol, isostearyl alcohol, lauryl alcohol, hexadecyl alcohol and octyldodecanol, fatty acids such as isostearic acid, undecylenic acid and oleic acid, myristyl myristate, hexyl laurate, and oleic acid.
  • Decyl isopropyl myristate, hexyldecyl dimethyloctanoate, glyceryl monostearate, diethyl phthalate, ethylene glycol monostearate, octyl oxystearate, hydrocarbons such as liquid paraffin, petrolatum, squalane, lanolin, reduction Examples include waxes such as lanolin and carnauba wax, oils and fats such as mink oil, cacao butter, coconut oil, palm kernel oil, camellia oil, sesame oil, castor oil and olive oil.
  • the powder examples include pigments such as red No. 201, yellow No. 4, blue No. 1, black No. 401, lake pigments such as yellow No. 4 Al lake, yellow No. 203 Ba lake, nylon powder, silk powder, and silicone powder. , Cellulose powder, silicone elastomer spherical powder, polymers such as polyethylene powder, yellow iron oxide, red iron oxide, chromium oxide, carbon black, colored pigments such as ultramarine and bitumen, white pigments such as zinc oxide and titanium oxide, talc Body pigments such as mica, sericite, kaolin, pearl pigments such as titanium mica, metal salts such as barium sulfate, calcium carbonate, magnesium carbonate, magnesium silicate, inorganic powders such as silica and alumina, bentonite, smectite, boron nitride Etc. There are no particular restrictions on the shape of these powders (spherical, rod-like, needle-like, plate-like, indeterminate, flake-
  • These powders are treated with conventionally known surface treatments such as fluorine compound treatment, silicone treatment, silicone resin treatment, pendant treatment, silane coupling agent treatment, titanium coupling agent treatment, oil agent treatment, N-acylated lysine treatment, Surface treatment may be performed in advance by acrylic acid treatment, metal soap treatment, amino acid treatment, inorganic compound treatment, plasma treatment, mechanochemical treatment, or the like.
  • antibacterial agents include, for example, paraben antibacterial agents such as methyl paraben and ethyl paraben; imidazole antibacterial agents such as thiabendazole, methyl 2-benzimidazolylcarbamate and imidazolidinyl urea; trichlorocarbanilide, cloflucarban, etc.
  • humectants include biopolymers such as diethylene glycol monoethyl ether, deoxyribonucleic acid, mucopolysaccharide, sodium hyaluronate, sodium chondroitin sulfate, collagen, elastin, chitin, chitosan, hydrolyzed eggshell membranes, amino acids, sodium lactate, Examples include urea, sodium pyrrolidonecarboxylate, betaine, and whey.
  • biopolymers such as diethylene glycol monoethyl ether, deoxyribonucleic acid, mucopolysaccharide, sodium hyaluronate, sodium chondroitin sulfate, collagen, elastin, chitin, chitosan, hydrolyzed eggshell membranes, amino acids, sodium lactate, Examples include urea, sodium pyrrolidonecarboxylate, betaine, and whey.
  • solvent examples include purified water, ethanol, light liquid isoparaffin, lower alcohol, ethers, LPG, fluorocarbon, N-methylpyrrolidone, fluoroalcohol, and next-generation chlorofluorocarbon.
  • Component C1 Glutamic acid diacetate 4Na
  • C2 Glycerin
  • C3 Palm fatty acid monoethanolamide (cocamide MEA)
  • Component D1 Phenoxyethanol
  • D2 Methyl paraben
  • D3 Glyceryl caprylate
  • antibacterial agents of Examples 1 to 10 and Comparative Examples 1 to 18 shown in Table 2 having the compositions shown in Table 1 were prepared.
  • the numbers in Tables 1 and 2 are mass%.
  • B.cep Burkholderia cepacia (bacteria)
  • P.aer Pseudomonas aeruginosa (bacteria)
  • A.bra Aspergillus brasiliensis (fungus)
  • Formula 1 and Formula 2 were adjusted with the following composition. There are two types of antibacterial agents, 0.4% by mass and 0.8% by mass, but those with a compounding amount of 0.4% by mass are tested for B.cep and P.aer and the amount is 0 8% by weight was used in the test against A.bra.
  • Formula 1 is a skin cream formula
  • Formula 2 is a conditioner formula
  • both emulsion systems are O / W emulsions.
  • ⁇ Formulation 1 Skin cream> Triethylhexanoin 20% by mass 4% by weight of sorbes tetraoleate-30 Cetearyl alcohol 0.2% by mass Glycerin 0.2% by mass (Acrylates / alkyl acrylate (C10-30)) Crosspolymer 0.1% by mass Antibacterial agent 0.4% by mass or 0.8% by mass Sodium hydroxide appropriate amount (adjusted to pH 6.0) Water balance
  • ⁇ Formulation 2 Hair conditioner> Stearyl alcohol 1.0 mass% Behentrimonium chloride 0.5% by mass Cetanol 0.5% by mass Amodimethicone 0.5% by mass Antibacterial agent 0.4% by mass or 0.8% by mass Water balance

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Abstract

Le problème abordé par la présente invention est de fournir une composition antimicrobienne qui présente des propriétés antimicrobiennes élevées même dans un système émulsifié et a des propriétés antimicrobiennes élevées même contre les moisissures. La présente invention concerne une composition antimicrobienne contenant un diol répondant à la formule générale (1) en tant que composant (A) et l'oxyéthanol de benzyle en tant que composant (B) pour résoudre le problème ci-dessus. (Dans la formule, R1 représente un groupement alkyle en C3-8.)
PCT/JP2018/019786 2017-05-30 2018-05-23 Composition antimicrobienne WO2018221337A1 (fr)

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JP2019081724A (ja) * 2017-10-30 2019-05-30 花王株式会社 殺黴剤組成物
KR102248790B1 (ko) * 2020-11-16 2021-05-06 (주)씨앤엘디 향균 지속성이 향상된 외용 소독제 조성물 및 그 생산 공정
WO2022122890A1 (fr) * 2020-12-09 2022-06-16 Symrise Ag Compositions comprenant des polymères naturels et un ou plusieurs (bio)-alcanediols

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JP2005213174A (ja) * 2004-01-29 2005-08-11 Mandom Corp 防腐殺菌剤並びに該防腐殺菌剤を配合した化粧料、医薬品及び食品
JP2005232056A (ja) * 2004-02-18 2005-09-02 Kao Corp 抗菌抗カビ剤
JP2010265189A (ja) * 2009-05-13 2010-11-25 Nippon Fine Chem Co Ltd 抗菌性化粧料
JP2011074082A (ja) * 1998-02-24 2011-04-14 Hayashibara Biochem Lab Inc 防腐殺菌剤及び人体施用組成物
WO2014115726A1 (fr) * 2013-01-25 2014-07-31 株式会社ダイセル Composition antibactérienne

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JPH11322591A (ja) * 1998-02-24 1999-11-24 Mandom Corp 防腐殺菌剤及び人体施用組成物
JP2011074082A (ja) * 1998-02-24 2011-04-14 Hayashibara Biochem Lab Inc 防腐殺菌剤及び人体施用組成物
JP2005200334A (ja) * 2004-01-15 2005-07-28 Ichimaru Pharcos Co Ltd 皮膚老化又は皮膚疾患の予防又は改善方法
JP2005213174A (ja) * 2004-01-29 2005-08-11 Mandom Corp 防腐殺菌剤並びに該防腐殺菌剤を配合した化粧料、医薬品及び食品
JP2005232056A (ja) * 2004-02-18 2005-09-02 Kao Corp 抗菌抗カビ剤
JP2010265189A (ja) * 2009-05-13 2010-11-25 Nippon Fine Chem Co Ltd 抗菌性化粧料
WO2014115726A1 (fr) * 2013-01-25 2014-07-31 株式会社ダイセル Composition antibactérienne

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2019081724A (ja) * 2017-10-30 2019-05-30 花王株式会社 殺黴剤組成物
KR102248790B1 (ko) * 2020-11-16 2021-05-06 (주)씨앤엘디 향균 지속성이 향상된 외용 소독제 조성물 및 그 생산 공정
WO2022122890A1 (fr) * 2020-12-09 2022-06-16 Symrise Ag Compositions comprenant des polymères naturels et un ou plusieurs (bio)-alcanediols
WO2022122132A1 (fr) * 2020-12-09 2022-06-16 Symrise Ag Compositions comprenant des polymères naturels et un ou plusieurs (bio)-alcanediols

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