EP3772952A2 - Insektenabwehrende zusammensetzung mit einer oder mehreren insektenabwehrenden fettsäuren mit 9 bis 21 kohlenstoffatomen - Google Patents

Insektenabwehrende zusammensetzung mit einer oder mehreren insektenabwehrenden fettsäuren mit 9 bis 21 kohlenstoffatomen

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Publication number
EP3772952A2
EP3772952A2 EP19782285.1A EP19782285A EP3772952A2 EP 3772952 A2 EP3772952 A2 EP 3772952A2 EP 19782285 A EP19782285 A EP 19782285A EP 3772952 A2 EP3772952 A2 EP 3772952A2
Authority
EP
European Patent Office
Prior art keywords
insect repellent
composition according
oil
fatty acid
peg
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Pending
Application number
EP19782285.1A
Other languages
English (en)
French (fr)
Other versions
EP3772952A4 (de
Inventor
Nicolas Vidal
Jean-François LESGARDS
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Evergreen Land Ltd
Original Assignee
Evergreen Land Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Evergreen Land Ltd filed Critical Evergreen Land Ltd
Publication of EP3772952A2 publication Critical patent/EP3772952A2/de
Publication of EP3772952A4 publication Critical patent/EP3772952A4/de
Pending legal-status Critical Current

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Classifications

    • 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
    • A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
    • A01N37/02—Saturated carboxylic acids or thio analogues thereof; Derivatives thereof
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01M—CATCHING, TRAPPING OR SCARING OF ANIMALS; APPARATUS FOR THE DESTRUCTION OF NOXIOUS ANIMALS OR NOXIOUS PLANTS
    • A01M29/00—Scaring or repelling devices, e.g. bird-scaring apparatus
    • A01M29/12—Scaring or repelling devices, e.g. bird-scaring apparatus using odoriferous substances, e.g. aromas, pheromones or chemical agents
    • 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
    • A01N31/06—Oxygen or sulfur directly attached to a cycloaliphatic ring system
    • 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
    • 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
    • A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
    • A01N37/18—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof
    • 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
    • A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
    • A01N37/18—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof
    • A01N37/30—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof containing the groups —CO—N< and, both being directly attached by their carbon atoms to the same carbon skeleton, e.g. H2N—NH—CO—C6H4—COOCH3; Thio-analogues thereof
    • 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
    • A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
    • A01N43/40—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings
    • 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
    • A01N61/00—Biocides, pest repellants or attractants, or plant growth regulators containing substances of unknown or undetermined composition, e.g. substances characterised only by the mode of action
    • 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
    • A01N65/00—Biocides, pest repellants or attractants, or plant growth regulators containing material from algae, lichens, bryophyta, multi-cellular fungi or plants, or extracts thereof
    • A01N65/08—Magnoliopsida [dicotyledons]
    • A01N65/22—Lamiaceae or Labiatae [Mint family], e.g. thyme, rosemary, skullcap, selfheal, lavender, perilla, pennyroyal, peppermint or spearmint
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01P—BIOCIDAL, PEST REPELLANT, PEST ATTRACTANT OR PLANT GROWTH REGULATORY ACTIVITY OF CHEMICAL COMPOUNDS OR PREPARATIONS
    • A01P17/00—Pest repellants
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01M—CATCHING, TRAPPING OR SCARING OF ANIMALS; APPARATUS FOR THE DESTRUCTION OF NOXIOUS ANIMALS OR NOXIOUS PLANTS
    • A01M2200/00—Kind of animal
    • A01M2200/01—Insects

Definitions

  • the invention relates to an insect repellent composition
  • an insect repellent composition comprising one or more fatty acid (s) having between 9 and 21 carbon atoms.
  • composition having a repellent function for harmful insects such as biting or biting hematophagous insects, for example mosquitoes.
  • compositions are generally intended to be used either by direct application to the skin of a subject, or indirectly in air or on other surfaces, for example by means of a sprayer, an applicator for ball or other modes of application.
  • US Pat. No. 5,594,029 discloses a composition intended for topical application to the skin of a human or animal subject or to clothing, said composition comprising coconut fatty acids used for their insect repellent properties.
  • document WO-OO / 72676 discloses a composition, in particular intended for application to the skin and / or clothing of a subject, in which lauric (or dodecanoic) acid is used as a repellent. against ticks.
  • compositions generally comprise a solvent consisting mainly of water, such solvents being easy to obtain but requiring the addition of surfactants to be really effective as a solvent for insect repellent components.
  • the invention aims to improve the prior art by proposing in particular an insect repellent composition having improved effectiveness over time while being easy to apply to the skin of a subject.
  • an insect repellent composition comprising:
  • an insect repellent component comprising one or more fatty acid (s) having between 9 and 21 carbon atoms;
  • FIGS. 1a and 1b are graphs showing the results of a first series of comparative tests carried out in the laboratory on samples of compositions comprising two different concentrations of the same insect repellent fatty acid according to the invention, said samples further comprising water, especially with an aqueous solvent ("control” samples) or being free of water, especially with a non-aqueous solvent ("test” samples), in order to highlight the effectiveness over time of an insect repellent composition free of water with a fatty acid and a non-aqueous solvent;
  • FIG. 2 is a graph showing the results of a second series of comparative tests between water-free samples comprising the same concentration of an insect repellent fatty acid according to the invention and a non-aqueous solvent, some of said samples comprising in particular in addition to an additional insect repellent component, in order to highlight the synergistic effect between the fatty acid and said additional component in a water-free insect repellent composition with a non-aqueous solvent;
  • FIG. 3 is a graph showing the results presented in FIG. 2 by supplementing them with results obtained with four other samples during a third series of comparative tests conducted according to the same protocol as the aforementioned second series.
  • the invention relates to an insect repellent composition
  • an insect repellent composition comprising an insect repellent component comprising one or more fatty acid (s) having between 9 and 21 carbon atoms.
  • the insect repellent composition may comprise a single fatty acid or a mixture of fatty acids having between 9 and 21 carbon atoms.
  • Such fatty acids have repellent properties especially against harmful insects such as biting or biting hematophagous insects, for example mosquitoes.
  • Fatty acids having a number of carbon atoms greater than 21 are not suitable for topical application to the skin of a subject, in that they give the composition a pasty constitution making said application difficult. Moreover, such a composition leaves on the skin of the subject a fatty layer difficult to eliminate, which is not desirable.
  • fatty acids having a number of carbon atoms of less than 9 give the composition an unpleasant odor, which is also not desirable, especially for application to the skin.
  • the insect repellent fatty acid may comprise a carboxylic acid, in particular chosen from nonanoic acid, decanoic acid, undecanoic acid, dodecanoic acid, tridecanoic acid, tetradecanoic acid, pentadecanoic acid, hexadecanoic acid, heptadecanoic acid, octadecanoic acid, nonadecanoic acid, eicosanoic acid, heneicosanoic acid, undecylenic acid, citronellic acid, geranic acid or a mixture of at least two of these compounds.
  • the insect repellent fatty acid has 12 carbon atoms and / or is a saturated or unsaturated fatty acid.
  • the insect repellent fatty acid comprises lauric acid (or dodecanoic acid).
  • the insect repellent fatty acid may also comprise an acid selected from the following group: u) -hydroxy-15-methyl palmitic, phytanic w-hydroxy, (2E, 6E, 10E) geranic geranyl, (2E, 6E, 10E, 14E ) -u) -hydroxy geranic geranyl.
  • the insect repellent fatty acid can also be based on a fatty acid:
  • a methyl branch especially chosen from the following group: (2S) -2-methylheptadecanoic, (E) -11-methyldodec-2-enoic, 10-methyldodecanoic, 10-methylundecanoic, 12-methyloctadecanoic, 12-methylpentadecanoic, 13- methylpentadecanoic, 14-methylhexadecanoic, 14-methylpentadecanoic, 16-methylheptadecanoic, 16-methyloctadecanoic, 17-methyloctadecanoic, 18-methylicosanoic, 18-methylnonadecanoic, 2-methylbut-2-enoic, 2-methylhexadecanoic, 20-methyldocosanoic, 20-methylhismecosanoic; and or
  • propyl branch especially chosen from the following group: 2-n-propyl-2-pentenoic, 2-n-propyl-3-pentenoic, 2-n-propyl-4-pentenoic, 2-propyl-2,4- pentadienoic, 2-propyl-2-pentenoic.
  • the insect repellent fatty acid may also be derived from at least one hydrolysed vegetable oil, chosen in particular from coconut oil (coconut oil), palm oil, argan oil, almond oil, castor oil, avocado oil, wheat germ oil or a mixture of at least two of these oils.
  • the composition comprises between 5% and 50%, especially between 12.5% and 37.5%, by weight of the insect repellent fatty acid.
  • the composition further comprises a non-aqueous solvent, which improves its effectiveness over time.
  • the composition comprises less than 1% by weight of water, this amount corresponding to any residual water doses present in the various components forming said composition.
  • composition is preferably free of water, to further improve its effectiveness over time.
  • the non-aqueous solvent may comprise at least one component chosen from alcohols, acids, alkanes, alkenes, aldehydes, amines, amides, ketones, esters, ethers, lactones, silicones and siloxanes. organosulfites, organophosphorus compounds, mineral oils, vegetable oils, waxes, terpenes, essential oils, or a mixture of at least two of these components.
  • the non-aqueous solvent may comprise at least one alcohol chosen from the following group: methanol, ethanol, propanol, butanol, pentanol, hexanol, 1,3-butanediol, monopropanoate, 2-butyloctan-1-ol, 1-octanol, 2- butyl-, benzoate, cyclohexanol, (1,7,7-trimethylbicyclo [2.2.1] hept-2-yl) - (1,7,7-trimethylbicyclo [2.2.1] hept-2-yl) cyclohexan-1 - ol, oxybispropanediol, decanediol, hexanetriol, butanediol, hexanediol, pentanediol, dimethyloctenediol, butylcyclohexyl butanol, hexenol, methoxybutan
  • the non-aqueous solvent may comprise at least one acid selected from nonanoic acid and / or D-gluconic acid.
  • the non-aqueous solvent may comprise at least one alkane or alkene selected from the following group: pentane, hexane, heptane, octane, nonane, decane, aromatic hydrocarbons, cycloalkanes, coconut alkanes, cyclohexane, decafluoropentane, diphenylmethane, dodecene, isoparaffins, heptane, 1-hexadecene, 5-pyrimidinamine, trimethyldodecane, pentadecane, 7-methylene, 2,2,4-trimethylpentane, 2-methylbutane, 1,3,5-trimethylbenzene, 2-methylbutene, ligroin, octadecane, 1-octadecene, octane, 1-octene, paraffin oil, 1, 1, 1, 3,3-pentafluoropropane, pentane,
  • non-aqueous solvent may comprise an alkane or an alkene chosen from hydrogenated hydrocarbons, in particular from those presented below with their CAS number (for the English Chemicals Abstracts Service) and their full name in English in parentheses:
  • CAS 93685-80-4 Hydrocarbons, C4, 1,3-butadiene-free, polymd., Tetraisobutylene fraction, hydrogenated
  • CAS RN 93685-79-1 hydrocarbons, C4, 1,3-butadiene-free, polymd., Pentaisobutylene fraction, hydrogenated
  • the non-aqueous solvent may comprise at least one aldehyde selected from benzaldehyde and / or 2-furaldehyde.
  • the non-aqueous solvent may comprise at least one ketone chosen from the following group: acetone, heptylcyclopentanone, cyclohexanone, 4-hydroxy-4-methylpentan-2-one, 1-ethylpyrrolidin-2-one, N-ethylpyrrolidone, undecan-4- olide, 4-hydroxymethyl-1,3-dioxolan-2-one, butanone, 4-methylpentan-2-one.
  • ketone chosen from the following group: acetone, heptylcyclopentanone, cyclohexanone, 4-hydroxy-4-methylpentan-2-one, 1-ethylpyrrolidin-2-one, N-ethylpyrrolidone, undecan-4- olide, 4-hydroxymethyl-1,3-dioxolan-2-one, butanone, 4-methylpentan-2-one.
  • the non-aqueous solvent may comprise at least one amine or amide chosen from the following group: oleamine, carboxymethyl caprooyl chitosan, N, N-dimethyl decanamide, 1-methylpyrrolidone, N, N '- (poly (oxytetrafluoroethylene, oxydifluoromethylene) bis (difluoromethylene) )) bis-octadecanamide, poly (imino-1,2-ethanediyl), ⁇ -hydro-oo-amino-ethoxylated (with an average molar ratio of 1000 mole of aziridine), poly (imino-1,2-ethanediyl), -hydro-u) -amino-ethoxylated, polyhydroxystearamidopropyl dimethylamine.
  • oleamine carboxymethyl caprooyl chitosan
  • N N-dimethyl decanamide
  • 1-methylpyrrolidone N, N '
  • the non-aqueous solvent may comprise at least one ester chosen from the following group: ethyl nonanoate, ethyl lactate, ethyl pyruvate, butylcyclohexyl acetate, bis (1-methylheptyl) -2-butenedioate, benzoic acid, ester 2-hydroxy-2-butyloctyl, hexanedioic acid, bis (2-heptylundecyl) ester, benzyl actate, benzyl benzoate, butyl lactate, n-butyl acetate, alkyl benzoate, n-octyl butyrate, butylcyclohexyl acetate, butenedioic acid, esters (E), bis (C12-15-alkyl), glycerol 1,3-diacetate, dibutyl adipate, dibutyl oxalate, dibutyl sebacate, butaned
  • the non-aqueous solvent may comprise at least one ether selected from the following group: ethanol, 2- (2-butoxyethoxy) -1,1-acetate, 2- (2-butoxyethoxy) ethanol, 2-butoxyethanol, 2-butoxyethyl acetate, 1 , 1 '- [methylenebis (oxy)] dibutane, dioctyl ether, diethylene glycol diethyl ether, di (3-methylbutyl) hydroxybutanedioate, diethyl ether, dimethyl glutarate, 1,3-dioxolane, dipropylene glycol dimethyl ether, dipropylene glycol isobornyl ether, 2- (2-ethoxyethoxy) ethanol, 2- (2-ethoxyethoxy) ethyl acetate, ethane, 1,1'-oxybis, 1-ethoxy-1,1,2,2,3,3,4,4,4- nonafluorobutane, propane, 2- (ethoxydifluoro
  • the non-aqueous solvent may comprise at least one ether chosen from polyethylene glycol ethers (PEG) and / or polypropylene glycol (PPG), in particular chosen from the following group: methoxy PEG-25, methoxy PEG-7, PEG-10, PEG-12, PEG-12 glyceryl linoleate, PEG-16, PEG-14, PEG-18, PEG-135, PEG-150, PEG-20, PEG-200, PEG-2 benzyl ether, PEG-12 200 hydrogenated glyceryl palmate, PEG-220, PEG-3 methyl ether, PEG-32, PEG-33, PEG-350, PEG-4, PEG-45, PEG-4 methyl ether, PEG-40, PEG-45, PEG -500, PEG-55, PEG-6, PEG-7, PEG-8, PEG-9, PEG-80, PEG-90, PEG-6 methyl ether, PEG-7 methyl ether, hydrogenated PEG-PEG
  • the non-aqueous solvent may comprise at least one lactone selected from D-Glucono-1,5-lactone and / or butyrolactone.
  • the non-aqueous solvent may comprise at least one silicone or siloxane chosen from the following group: cyclic polymer methylethoxysiloxane, tetradecamethylcycloheptasiloxane, dodecamethylcyclohexasiloxane, cyclomethicone, decamethylcyclopentasiloxane, octamethylcyclotetrasiloxane, hexamethylcyclotrisiloxane, propyl trimethicone.
  • silicone or siloxane chosen from the following group: cyclic polymer methylethoxysiloxane, tetradecamethylcycloheptasiloxane, dodecamethylcyclohexasiloxane, cyclomethicone, decamethylcyclopentasiloxane, octamethylcyclotetrasiloxane, hexamethylcyclotrisiloxane, propyl trimethicone.
  • the non-aqueous solvent may comprise at least one organosulfur, for example dimethyl sulphone, and / or at least one organophosphorus compound, for example triethyl phosphate.
  • the non-aqueous solvent may comprise at least one mineral and / or vegetable oil and / or a wax chosen from the following group: hydrogenated oil of Atlantic menhaden (in Latin brevoortia tyrannus), oil of the fruit or pods of the olive tree (in Latin olea europaea), oil of oriental poppy seeds (in Latin papaver oriental), common castor seed oil (in Latin ricinus communis), shark liver oil, tall oil, chaulmoogra oil, corn oil, lanolin oil, jojoba oil.
  • mineral and / or vegetable oil and / or a wax chosen from the following group: hydrogenated oil of Atlantic menhaden (in Latin brevoortia tyrannus), oil of the fruit or pods of the olive tree (in Latin olea europaea), oil of oriental poppy seeds (in Latin papaver oriental), common castor seed oil (in Latin ricinus communis), shark liver oil, tall oil, chaulmoogra oil, corn oil
  • the non-aqueous solvent may comprise at least one terpene and / or an essential oil selected from the following group: limonene, terpenes and terpenoids, octea leaf oil, terpineol.
  • the non-aqueous solvent may comprise:
  • ethanol in particular with a content of between 15% and 80%, and more particularly between 31.25% and 43.75%, of the total weight of the composition; and or
  • isopropyl myristate in particular with a content of between 10% and 80%, and more particularly between 31.25% and 43.75%, of the total weight of the composition.
  • the non-aqueous solvent may also comprise:
  • isoctylsuccinate in particular with a content of between 50% and 90%, and more particularly between 64.80% and 79.80%, of the total weight of the composition; and or
  • coconut alkanes coconut alkanes
  • coco caprylate in particular with a content of between 10% and 30%, and more particularly of 16.20%, of the total weight of the composition.
  • composition may also comprise an additional insect repellent component able to act in synergy with the insect repellent fatty acid, in order to improve its efficiency over time moreover, and possibly to extend its insect repellent properties to more species of insect repellent. harmful insects.
  • an additional insect repellent component able to act in synergy with the insect repellent fatty acid, in order to improve its efficiency over time moreover, and possibly to extend its insect repellent properties to more species of insect repellent. harmful insects.
  • the composition may comprise between 0.1% and 20%, especially between 3% and 4%, by weight of the additional insect repellent component.
  • the additional insect repellent component may be chosen from p-menthane-3,8-diol (PMD) and all the active agents comprising it, N, N-diethyl-3-methylbenzamide (DEET), icaridine, butylacetyla-propionate d ethyl (IR3535), N, N-diethylphenylacetamide (DEPA), terpenes, terpenoids, vegetable oils, vinegars, limonoids, phenylpropanoids, essential oils, pyrethroids, natural pyrethrins, lactones, piperonyl derivatives, piperines, benzyl alcohol, malathion, lindane, or a mixture of at least two of these components.
  • PMD p-menthane-3,8-diol
  • DEET N, N-diethyl-3-methyl
  • p-menthane-3,8-diol is a plant-derived ingredient that is particularly effective in repelling biting or biting hematophagous insects such as mosquitoes.
  • the additional insect repellent component may include at least one essential oil, especially selected from the essential oils of Java citronella, geranium, palmarosa, lavender, lavender, mint, clove, anise, cinnamon.
  • the additional insect repellent component may comprise essential oil derived from lemon eucalyptus or citronella, such as for example the essential oils marketed under the trade names Citrepel® and Citriodiol®, such oils constituting known natural sources of powders. menthane-3,8-diol.
  • the additional insect repellent component may also comprise at least one component selected from the following groups:
  • terpenes or terpenoids for example of the citronellal type, geraniol, linalool, menthol, nerolidol, terpin-4-ol, gedunine, quassine or nootkatone;
  • oils for example neem oil or andiroba oil
  • - vinegars for example quassia vinegar
  • limonoids for example azadirachtin or andirobine
  • phenylpropanoids for example eugenol or cinnamaldehyde
  • lactones for example of the nepetolactone, d-decalactone or undecalactone type
  • piperonyl derivatives for example of the piperonyl acetate, piperonyl acetone, piperonyl aldehyde, piperonyl alcohol (sesamol), dillapiol or piperlongumine type;
  • piperines for example of the simple piperine type, tetrahydropiperine, bietamiverine, butopiprine and / or its salts, or piperazine;
  • composition may further comprise a stabilizing component comprising an unsaturated fatty acid, in particular based on oleic acid.
  • test samples were tested in turn following the same experimental protocol, whose steps are explained below.
  • the protocol used is in line with WHO's "Topical Guidelines (WHOPES 2009)" entitled “Guidelines for the testing of mosquito repellents for human skin - WHO / HTM / NTD / WHOPES / 2009.4".
  • WHOPES 2009 Topical Guidelines
  • a dose of a test sample was applied to a forearm called “test”, in particular at a density of about 1 g / 600 cm 2 .
  • test forearm was introduced into the cage containing the mosquitoes during nine test periods PO, P1, P2, P3, P4, P5, P6, P7, P8 of three minutes each, repeated after an interval of one hour (the initial period PO corresponding to the instant of the application and the final period P8 corresponding to the eighth hour after said application), this without performing a new sample application.
  • the effectiveness of the sample was evaluated by calculating a PI inhibition percentage of the number of landings and / or punctures between the "test" forearm and the front-end. "control" arm.
  • o for sample WW1 12.5% by weight of lauric acid
  • o for the WW3 sample 37.5% by weight of lauric acid
  • test samples WL1, WL3 nonaqueous solvent comprising: o for sample WL1: 43.75% by weight of ethanol, 43.75% by weight of isopropyl myristate (MIL) and 12, 5% by weight of lauric acid;
  • sample WL3 31.25% by weight of ethanol, 31.25% by weight of isopropyl myristate (MIL) and 37.5% by weight of lauric acid.
  • MIL isopropyl myristate
  • test samples comprised about 0% by weight of water, so that each formed a water-free composition.
  • Each of these four samples WW1, WW3, WL1, WL3 were tested according to the experimental protocol explained above, and the percentages PI obtained at each period P0-P8 are listed in the graphs of Figure 1a (for WW1 samples , WL1) and Figure 1b (for samples WW3, WL3).
  • the starting efficiency was relatively low, with a PI percentage of 61, 45% for the sample WW1 and a PI percentage of 21, 70% for the sample WW3 during the initial period PO.
  • this efficiency has rapidly decreased over time, since the PI percentage has dropped to 0% from the third P2 period for the WW1 sample, or even from the second P1 period for the WW3 sample containing a higher concentration. important lauric acid.
  • insect repellent compositions were prepared, each sample being free of water and comprising: an insect repellent component comprising lauric acid and / or another type of insect repellent component;
  • a non-aqueous solvent comprising:
  • MIL isopropyl myristate
  • the WL1 sample similar to that prepared during the first test series, included lauric acid (12.5% by weight);
  • sample W4 included p-menthane-3,8-diol (PMD) (3% by weight);
  • sample W11 included N, N-diethyl-3-methylbenzamide (DEET) (3% by weight);
  • the sample W8 included lavandin essential oil (4% by weight).
  • test samples WL4, WL11, WL8 were provided, each of which included lauric acid in the same proportions as the WL1 sample (12.5% by weight), mixed with respectively one of the three other types of insect repellent components present in the samples W4, W11, W8, with the same proportions as the sample W4, W11, W8 corresponding. So :
  • the WL4 sample comprised 3% by weight of PMD
  • sample WL11 comprised 3% by weight of DEET
  • the sample WL8 comprised 4% by weight of lavandin essential oil.
  • an insect repellent component comprising lauric acid and / or another type of insect repellent component
  • a non-aqueous solvent comprising:
  • o isoctylsuccinate (between 64.80% and 79.80% of the total weight of the composition).
  • ASPF07, W12 were provided, each of which included a single type of insect repellent component. So : the ASPF07 sample included ethyl butylacetylaminopropionate (IR3535) (4% by weight);
  • the W12 sample included icaridine (4% by weight).
  • test samples ASPF08, WL12 were provided, each of which included lauric acid in the same proportions as the sample WL1 (12.5% by weight), mixed with one of the other two, respectively.
  • ASPF08 sample comprised 4% by weight of IR3535;
  • the WL12 sample comprised 4% by weight of icaridine.

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EP19782285.1A 2018-04-05 2019-04-05 Insektenabwehrende zusammensetzung mit einer oder mehreren insektenabwehrenden fettsäuren mit 9 bis 21 kohlenstoffatomen Pending EP3772952A4 (de)

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FR1852984A FR3079716B1 (fr) 2018-04-05 2018-04-05 Composition insectifuge comprenant un acide gras insectifuge presentant entre 9 et 21 atomes de carbone
PCT/IB2019/052815 WO2019193561A2 (fr) 2018-04-05 2019-04-05 Composition insectifuge comprenant un ou plusieurs acide(s) gras insectifuge presentant entre 9 et 21 atomes de carbone

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US11832618B2 (en) 2021-01-06 2023-12-05 S. C. Johnson & Son, Inc. Spatial insect repellent compositions
US12295372B1 (en) * 2022-06-09 2025-05-13 S. C. Johnson & Son, Inc. Oil-based insect repellent composition
CN116264893B (zh) * 2023-03-07 2025-09-02 上海中翊日化有限公司 一种含孟二醇的纯油组合物及其应用

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WO2019193561A2 (fr) 2019-10-10
CA3095975A1 (fr) 2019-10-10
IL277788B1 (en) 2023-05-01
RU2020132017A (ru) 2022-05-05
US20210144995A1 (en) 2021-05-20
AU2019249372A1 (en) 2020-10-15
KR20200142024A (ko) 2020-12-21
FR3079716A1 (fr) 2019-10-11
CN115812710A (zh) 2023-03-21
FR3079716B1 (fr) 2020-04-24
MX2020010394A (es) 2020-10-22
EP3772952A4 (de) 2022-03-02
IL277788A (de) 2020-12-31
IL277788B2 (en) 2023-09-01
CN112118739B (zh) 2023-01-10
BR112020020425A2 (pt) 2021-01-12
JP2021520359A (ja) 2021-08-19
CN112118739A (zh) 2020-12-22

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