Arthropod control composition

Abstract

The present invention relates to arthropod control compositions, methods and uses for controlling arthropods, and arthropod control articles containing same.

Description

[Technical field]

[0001] The present invention relates to arthropod control compositions, methods and uses for controlling arthropods, and arthropod control articles containing same. [Background technology]

[0002] Many mammals, including humans, are plagued by arthropod activity. Some arthropods, such as mosquitoes and ticks, are undesirable to vertebrates, such as mammals and especially human subjects, because they can bite and result in itching, disease and / or bacterial transmission, or cause other diseases and / or symptoms. Similarly, other pests indirectly affect human activities or society by eating, infesting, or destroying plant materials used as food, feed, or raw materials. Still further, pests are also responsible for destroying or weakening furniture or structures used or built by humans. Their damage may be directly attributable to the arthropods or due to their ability to spread bacteria that cause such problems.

[0003] Arthropod control compositions contain active materials that, when applied to skin, clothing, or other surfaces, can prevent arthropods from landing or climbing on the surface. Arthropod control agents help prevent and control outbreaks of arthropod-borne diseases, such as malaria.

[0004] However, some of the known arthropod control agents and compositions have certain drawbacks because they may have poor effectiveness, i.e. poor olfactory properties, e.g. odorless or bad odor, or only weak arthropod control properties, especially arthropod repellent properties. Summary of the Invention [Problem to be solved by the invention]

[0005] There is a need to provide arthropod control compositions that have both good olfactory properties, i.e. good hedonic effect, and good arthropod control properties, especially arthropod repellent properties.

[0006] The prior art does not disclose or suggest the arthropod control compositions according to the present invention. [Means for solving the problem]

[0007] Detailed Description of the Invention The present invention relates to a compound represented by formula (I) [ka] in the form of any one of its isomers or a mixture thereof, 1 , R 2 and R 3 are each independently a hydrogen atom or C 1 ~C 3 - represents an alkyl group, R 4 is C 1 ~C 3 -alkoxy group, or C 1 ~C 6 - an alkyl group, optionally with a hydroxy group or C 1 ~C 3 -alkoxy group, and R 4 is a meta, para substituent on the aromatic ring relative to the 1-position, with the exception of 3-(4-isopropylphenyl)-2-methylpropanal, to provide an arthropod control composition, preferably an insect control composition.

[0008] For the sake of clarity, the expression "any one of its stereoisomers or a mixture thereof" or the like means the usual meaning understood by a person skilled in the art, i.e. that the compound of formula (I) can be a pure enantiomer or a diastereomer. In other words, the compound of formula (I) can have one or more stereocenters, each of which can have two different stereochemistries (e.g. R or S). The compound of formula (I) can be in the form of a pure enantiomer or in the form of a mixture of enantiomers or diastereomers. The compound of formula (I) can be in the form of a racemate or in the form of a scalemic form. Thus, the compound of formula (I) can be in the form of one stereoisomer or a composition of matter that comprises or consists of various stereoisomers.

[0009] The term "alkyl" is understood to include branched and straight chain alkyl groups.

[0010] The term "optionally" is understood to mean that a particular group that is to be optionally substituted may or may not be substituted with a particular functional group.

[0011] According to any one of the above embodiments of the present invention, R 1 may be a hydrogen atom, or a methyl or ethyl group. In particular, R 1 may be a hydrogen atom or a methyl group.

[0012] According to any one of the above embodiments of the present invention, R 2 may be a hydrogen atom, or a methyl or ethyl group. In particular, R 2 may be a hydrogen atom or a methyl group. Even more specifically, R 2 may be a hydrogen atom.

[0013] According to any one of the above embodiments of the present invention, R 3 may be a hydrogen atom, or a methyl or ethyl group. In particular, R 3may be a hydrogen atom or a methyl group.

[0014] According to any one of the above embodiments of the present invention, R 1 , R 2 and R 3 One of the groups is a hydrogen atom or C 1 ~C 3 -alkyl group, and the other two groups may be hydrogen atoms. 1 , R 2 and R 3 One of the groups may be a hydrogen atom or a methyl group, and the other two groups may be hydrogen atoms. Even more specifically, R 1 may be a hydrogen atom or a methyl group, and R 2 and R 3 may be a hydrogen atom, or R 3 may be a hydrogen atom or a methyl group, and R 2 and R 3 may be a hydrogen atom.

[0015] According to any one of the above embodiments of the present invention, R 4 is a methoxy group, or C 1 ~C 4 - an alkyl group, optionally with a hydroxy group or C 1 ~C 3 In particular, R 4 is a methoxy group, or C 3 ~C 4 -alkyl groups, optionally substituted by hydroxy or methoxy groups. In particular, R 4 is a methoxy group, or C 3 ~C 4 - a branched alkyl group which may be optionally substituted by a methoxy group.

[0016] According to any one of the above embodiments of the present invention, R 4 may be a para-substituent of the aromatic ring. In other words, the compound of formula (I) may be a compound of formula (II) [ka] In the above formula, R 1 , R 2 , R 3 and R 4 has the same meaning as defined above.

[0017] According to any one of the above embodiments of the present invention, the compound of formula (II) is represented by formula (III) [ka] In the above formula, R 1 , R 3 and R 4 has the same meaning as defined above.

[0018] According to any one of the above embodiments of the present invention, the compound of formula (I) may be selected from the group consisting of 3-[4-(2-methoxy-2-propanyl)-2-methylphenyl]propanal [2637928-74-4], 3-[4-(2-hydroxy-2-methylpropyl)phenyl]propanal [1896908-71-6], 3-(4-tert-butyl-2-methylphenyl)propanal [160782-57-0], 3-(4-tert-butylphenyl)propanal [18127-01-0], 3-(3-propan-2-ylphenyl)butanal [125109-85-5] and 3-(4-methoxyphenyl)-2-methylpropanal [5462-06-6].

[0019] In particular, the compound of formula (I) may be selected from the group consisting of 3-[4-(2-hydroxy-2-methylpropyl)phenyl]propanal [1896908-71-6], 3-(4-tert-butyl-2-methylphenyl)propanal [160782-57-0], 3-(4-tert-butylphenyl)propanal [18127-01-0], 3-(3-propan-2-ylphenyl)butanal [125109-85-5] and 3-(4-methoxyphenyl)-2-methylpropanal [5462-06-6].

[0020] It can be understood that each embodiment of the present invention provided in this application may not constitute 100% of the composition of the present invention.In such a situation, for example, additional ingredients can be used to further improve or adapt the hedonic profile to the specific use by the consumer of the composition, solvents to aid in the delivery of the composition of the present invention, stabilizers and preservatives to improve the integrity and preservation of the composition that may be required for the expected use by the consumer.Further ingredients include additional arthropod control co-ingredients as shown below.

[0021] In a preferred embodiment of the present invention, the arthropod control composition has a good hedonic profile.

[0022] The inventors have appreciated that it may be desirable for an arthropod control composition to have an acceptable hedonic profile, since the composition may be used in proximity to a consumer and, understandably, an unpleasant hedonic profile may prevent use of the composition.

[0023] The term "arthropod" has its usual meaning to those skilled in the art. Arthropods include invertebrates with segmented bodies and articulated limbs, such as insects, arachnids, and crustaceans. Arthropods typically have a chitinous exoskeleton that is occasionally molted, and a dorsal forebrain connected to a ventral ganglion chain.

[0024] Arthropods in the understanding of the present invention refer to undesirable arthropods, meaning that their presence in the air, on the surface of objects, on the surface of plants, or on the surface of vertebrates, such as human subjects or other mammals, preferably human subjects, is undesirable. Preferably, undesirable arthropods are pest arthropods affecting plants and animals, such as thrips, aphids, beetles, moths, mealybugs, scale insects, etc., more preferably pest arthropods affecting animals, such as ants, termites, cockroaches, flies, etc., even more preferably blood-sucking arthropods affecting vertebrates, such as stable flies, bedbugs, assassin bugs, fleas, lice, mosquitoes and mites, even more preferably mosquitoes and mites.

[0025] The presence of arthropods may be undesirable because their presence in the air is unpleasant to the subject, contact of arthropods on items may transfer disease and / or bacteria, or arthropods may sting organisms causing itching, transmission of disease and / or bacteria, or arthropod ingestion may cause other diseases and / or symptoms.

[0026] In a particular embodiment, the arthropod is an insect or an arachnid, preferably an insect.

[0027] The term "insect" has its ordinary understanding by those of ordinary skill in the art. Insects are described by a distinct head, thorax and abdomen, only three pairs of legs, and typically one or two pairs of wings.

[0028] In certain embodiments, the insect is a mosquito, stable fly, bedbug, assassin bug, flea, lice, ant, termite, cockroach, fly, aphid, beetle, thrips, moth, mealybug or scale insect, more preferably a mosquito.

[0029] The term "arachnid" has its usual understanding by those skilled in the art. Arachnids are described as having a segmented body divided into two regions, the front of which has four pairs of legs but no antennae.

[0030] In certain embodiments, the arachnid is a tick, mite, chigger or spider, more preferably a mite.

[0031] Expressions such as "control", "arthropod control", "insect control" or "arachnid control" have their usual meaning to the person skilled in the art.

[0032] "Control" in the context of the present invention defines the ability of the arthropod control composition according to the present invention to attract, deter, kill or repel arthropods, preferably to deter or repel arthropods, and even more preferably to repel arthropods.

[0033] "Attraction" according to the present invention defines the ability of an arthropod attractant composition according to the present invention to increase or promote the contact or presence of arthropods at an arthropod attractant source, such as in the air, on the surface of an article, or on the surface of a vertebrate, such as a human subject or other mammal, preferably at an article, such as a trapping device, to which the arthropod attractant compound or composition has been applied.

[0034] "Repellency" according to the present invention defines the ability of an arthropod repellent composition according to the present invention to minimize, reduce, prevent or prevent the approach or presence of arthropods from an arthropod repellent source, such as in the air, on the surface of an article, or on the surface of a vertebrate, such as a human subject or other mammal, preferably a human subject, to which the arthropod repellent compound or composition is applied.

[0035] "Deterrence" according to the present invention defines the ability of an arthropod deterrent composition according to the present invention to minimize, reduce, prevent, or prevent arthropod contact or presence with an arthropod deterrent source, such as in the air, on the surface of an article, or on the surface of a vertebrate, such as a human subject or other mammal, preferably a human subject, to which the arthropod deterrent compound or composition is applied. Typically, a deterrent effect is demonstrated when used as a feeding deterrent and prevents the pest from continuing to ingest food or lay eggs or make physical contact after an initial feeding of the arthropod deterrent compound or composition.

[0036] "Spatial repellency" according to the present invention defines the ability of the arthropod repellent composition according to the present invention to minimize, reduce, prevent or prevent the approach or presence of arthropods to the arthropod repellent source, such as in the air, on the surface of an article, or on the surface of a vertebrate, such as a human subject or other mammal, preferably a human subject, to which the arthropod repellent compound or composition is applied.Typically, spatial repellency is demonstrated when the spatial repellent compound or composition released, sprayed, scattered or diffused in the air or liquid prevents pests from entering the area where the spatial repellent compound or composition is present.Thus, repellency occurs at a distance, and pests do not necessarily come into direct contact with the treated article or the organism to be protected.

[0037] "Killing" according to the present invention defines the ability of an arthropodicidal composition according to the present invention to kill arthropods in an arthropodicidal source, such as in the air, on the surface of an article, or on the surface of a vertebrate, such as a human subject or other mammal, preferably a human subject, to which the arthropodicidal compound or composition is applied. When the arthropodicidal composition is applied to a plant, animal, or human subject, it is applied in an amount that kills arthropods but does not kill the subject.

[0038] In certain embodiments, the arthropod control composition is an arthropod repellent composition, preferably an insect repellent composition, more preferably a mosquito repellent composition.

[0039] In certain embodiments, the arthropod control source is the surface and / or air surrounding an article, preferably a candle, coil, electric diffuser, wristband, patch, collar, ear tag, clothing, fabric, paper, biochar, cardboard, cellulose pad, mosquito net, screen, curtain, furniture, wall, ground or paint, or the surface of a subject, preferably a vertebrate, such as a human subject or other mammal, preferably a human subject, i.e., the skin of a human subject treated with a product such as a spray, aerosol, cream, roll-on, wristband, lotion, soap, shampoo, sunscreen or patch, or fabric treated with a product such as a laundry powder, liquid detergent, spray, lotion, powder, etc.

[0040] Arthropod control efficacy according to the present invention is determined in mosquitoes using an adapted warm body assay as defined in Kroeber T, Kessler S, Frei J, Bourquin M, Guerin PM. An in vitro assay for testing mosquito controlling compounds employing a warm body and carbon dioxide as a behavioral activator. J Am Mosq Control Assoc. 2010; 26:381-386. Further information is provided in the accompanying examples.

[0041] The control efficacy, repellency and spatial repellency of the present invention are identified by testing a warm-body assay against the yellow fever mosquito, Aedes aegypti Rockefeller strain. Aedes aegypti is a model organism for control testing, and one of the model organisms recommended by the World Health Organization (WHO), because it is a highly aggressive and anthropophilic mosquito species and generally shows low sensitivity to arthropod control compounds. Observations of control efficacy were performed in host-seeking females of uniform age 5-10 days, selected as mentioned in the aforementioned literature. The fasting females tested had access to a 10% sugar solution but were not blood-fed. Further information is provided in the accompanying examples.

[0042] The published protocol was adapted to automatically count landing mosquitoes using automated counting software instead of manually counting, the number of mosquitoes placed in the test cages was reduced due to size differences by switching from Anopheles gambiae to Aedes aegypti (i.e. 30 mosquitoes instead of 50), and lighting was increased (i.e. 150 lux instead of 4 lux) since Aedes aegypti is a diurnal mosquito. Further information is provided in the accompanying examples.

[0043] The control, repellency and spatial repellency of the present invention are also determined by the arm-in-box method adapted from the WHO guidelines for testing mosquito repellency efficacy on human skin (WHO / CDS / NTD / WHOPES / 2009.4). The readiness of 100 hungry female mosquitoes Aedes aegypti to the test substance is evaluated by comparing the results of the untreated arm to the treated arm when inserted three times for 30 seconds (negative control) into a cage (40 x 40 x 40 cm). Further information is provided in the accompanying examples.

[0044] Activity against arachnids, e.g., tick repellents, can be evaluated using the in-vitro hot plate assay protocol defined in Kroeber T, Bourquin M, Guerin PM. 2013. A standardized in vivo and in vitro test method for evaluating tick repellents. Pestic. Biochem. Phys. 107(2):160-168.

[0045] In certain embodiments, the amount and selection of the agent is such that it contributes to, enhances or improves both the arthropod control activity and the hedonic properties of the composition.

[0046] In one embodiment, the arthropod control composition may further comprise an arthropod control co-ingredient. By "arthropod control co-ingredient" is meant an ingredient that can provide additional arthropod control benefits to the arthropod control effect of the compositions described herein.

[0047] In one embodiment, the substances described herein can modify, enhance or improve the arthropod control effect of the arthropod control co-ingredient, for example by reducing the amount of the arthropod control co-ingredient in the composition. This can be particularly beneficial when the arthropod control co-ingredient is harmful to human subjects at a particular dose, or when the arthropod control co-ingredient has poor olfactory properties at a particular dose.

[0048] According to certain embodiments, the combination of a material described within the present application with an arthropod control co-ingredient provides a synergistic arthropod control effect.

[0049] According to certain embodiments, the combination of a material described herein with an arthropod control co-ingredient provides a modified, pleasant, enhanced, or improved olfactory impression of the overall composition compared to the ingredient alone.

[0050] According to one embodiment, the arthropod control co-ingredient is selected from the group consisting of N,N-diethyl-3-methylbenzamide (DEET), ethyl butylacetylaminopropionate (IR3535); para-menthane-3,8-diol (PMD); 1-(1-methylpropoxycarbonyl)-2-(2-hydroxyethyl)piperidine (picaridin); cedarwood oil China, cedarwood oil Texas, cedarwood oil Virginia, cassia bark oil, citronella oil, corn mint oil, Java citronella (Cymbopogon winterianus) oil (fractionated hydrated cyclized), decanoic acid, Eucalyptus citriodora oil, Eucalyptus citriodora oil (hydrated cyclized), eugenol, garlic oil, geraniol, geranium oil, lavender, Lavandula hybrida (Lavandula japonica) oil, lavender oil, lavandula japonica (Lavandula japonica) ... hybrida oil, lavandin oil, lemon oil, lemongrass oil, neem extract, metofluthrin, mixture of cis- and trans-p-menthane-3,8-diol, N,N-diethyl-meta-toluamide, nonanoic acid, rosemary oil, thyme oil, wintergreen oil, 2,3,4,5-bis(butyl-2-ene)tetrahydrofurfural (MGK Repellent 11), cineole, cinnamaldehyde, citronellal, citronellol, coumarin, dibutyl phthalate, diethyl phthalate, dimethyl anthranilate, dimethyl phthalate, ethyl vanillin, eucalyptus oil, δ-octalactone, δ-nonalactone, δ-decalactone, δ-undecalactone, δ-dodecalactone, γ-octalactone lactone, gamma-nonalactone, gamma-decalactone, gamma-undecalactone, gamma-dodecalactone, hydroxycitronellal, lime oil, limonene, linalool, methyl anthranilate, mint oil, myrcene, neem oil, sabinene, beta-caryophyllene, (1H-indol-2-yl)acetic acid, anethole, anise oil, basil oil, bay oil, camphor, ethyl salicylate, evergreen oil (pine oil), (1,3,4,5,6,7-hexahydro-1,3-dioxo-2H-isoindol-2-yl)methyl-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylate (d-tetramethrin), 3-allyl-2-methyl-4-oxocyclopent-2-enyl-2,2-Dimethyl-3-(2-methylprop-1-enyl)-cyclopropanecarboxylate (d-allethrin), α-cyano-3-phenoxybenzyl, 3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate (cypermethrin), 2-methyl-4-oxo-3-(prop-2-ynyl)cyclopent-2-en-1-yl-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylate (prallethrin), acetamiprid, azadirachtin, bendiocarb, bifenthrin, boric acid, chlorpyrifos, deltamethrin, da Iazinone, Dichlorvos, Eugenol, Fipronil, Imidacloprid, Linalool, Malathion, Maltodextrin, Metofluthrin, Nicotine, Permethrin, Pyrethrins, Pyrethroids, Rotenone, Silicon Dioxide (Diatomaceous Earth), S-Methoprene, Spinosad (Spinosyn A), Spinosyn D, Tetramethrin, Transfluthrin, 1-(2,6,6-Trimethylcyclohex-2-en-1-yl)but-2-en-1-one, 3-Butylidene-2-benzofuran-1-one, 4-Ethenyl-2-Methoxyphenol, Cognac Oil Green, Labdanum Extract (Cistus spp.), 5-pentyloxolan-2-one, chromen-2-one, 3,7-dimethylocta-2,6-dienal, 4-hydroxy-3-methoxybenzaldehyde, 2-methyl-5-prop-1-en-2-ylcyclohex-2-en-1-one, spearmint (Mentha spicata) oil, 6-hexyloxan-2-one, 5-methyl-2-propan-2-ylcyclohexyl]acetate, black laurel (Nigella damascena) oil, 2-phenylethanol, 6-pentyloxan-2-one, (4-methoxyphenyl)methyl acetate, clove (Syzygium aromaticum) oil, 3,4,4a,5,6,7,8,8a-octahydrochromen-2-one, 3,7,7-trimethylbicyclo[4.1.0]hept-3-ene, 2-phenylethyl 2-methylpropanoate, methyl 2-(3-oxo-2-pent-2-enylcyclopentyl)acetate, 4-(2-methoxypropan-2-yl)-1-methylcyclohexene, peppermint (Mentha piperita) oil, 2-methoxy-4-[prop-1-enyl]phenol, 2-methyl-3-(4-propan-2-ylphenyl)propanal, (4-methoxyphenyl)methanol, and mixtures thereof.

[0051] In certain embodiments, the arthropod control co-ingredient is included in an amount of 0.02-80% by weight, more preferably 0.05-70% by weight, and even more preferably 0.1-60% by weight, based on the total weight of the composition, whereby it is understood that the composition includes the arthropod control co-ingredient in a minimum amount of at least 0.02%, at least 0.05%, or at least 0.1% by weight, and a maximum amount of 80% or less, 70% or less, or 60% or less by weight, based on the total weight of the composition.

[0052] In certain embodiments, within the limits of the amount of the above-mentioned substances in the composition, the substance and arthropod control co-component in the composition of the present invention are present in the composition in a weight range of 90:10 to 10:90, preferably in a weight range of 80:20 to 20:80, more preferably in a weight range of 65:35 to 35:65, and most preferably in a weight range of 60:40 to 40:60. It is also understood that the substance and arthropod control co-component in the present application can be present in the composition in any combination of the above-mentioned weight ranges, for example, 90:10 to 20:80, preferably 35:65, and more preferably 40:60, 80:20 to 10:90, preferably 35:65, and more preferably 40:60, 65:35 to 10:90, preferably 20:80, and more preferably 40:60 or 40:60 to 10:90, preferably 20:80, and more preferably 35:65.

[0053] In one embodiment, the arthropod control composition can further comprise a fragrance component.It is understood that the fragrance component contributes to, modifies, enhances or improves the olfactory properties of the composition, but does not contribute to, enhance or improve the arthropod control effect of the composition.The fragrance components that provide such a hedonic effect and are suitable for use in the composition of the present invention are known in the art and can be easily identified by those skilled in the art.

[0054] The arthropod control composition may further comprise a carrier. By "carrier" is understood a material with which the active compound is mixed or formulated to facilitate its application to the location to be treated or other object, or its storage, transport and / or handling. The carrier may be inorganic or organic, or synthetic, natural. The carrier may be liquid or solid.

[0055] The liquid carrier can be, as a non-limiting example, an emulsifying system, i.e., a solvent and surfactant system, or a solvent that is generally used in perfumery.Normally, a detailed description of the nature and type of the solvent cannot be exhaustive.However, as a non-limiting example, it can be mentioned solvents such as butylene or propylene glycol, glycerol, dipropylene glycol and its monoethers, 1,2,3-propanetriyl triacetate, dimethyl glutarate, dimethyl adipate, 1,3-diacetyloxypropan-2-yl acetate, diethyl phthalate, isopropyl myristate, benzyl benzoate, benzyl alcohol, 2-(2-ethoxyethoxy)-1-ethanol, triethyl citrate, 2-methylprop-1-ene and 2-(2-ethoxyethoxy)ethanol or mixtures thereof, and dipropylene glycol, 2-methylprop-1-ene and 2-(2-ethoxyethoxy)ethanol and mixtures thereof are particularly suitable.

[0056] For compositions comprising a carrier, suitable carriers other than those specified above can also be ethanol, water / ethanol mixtures, limonene or other terpenes, isoparaffins such as those known under the trademark Isopar® (manufacturer: Exxon Chemical), or glycol ethers and glycol ether esters such as those known under the trademark Dowanol® (manufacturer: Dow Chemical Company), for example Dowanol™ DPMA (glycol ether acetate), or Augeo® Clean Multi (isopropylidene glycerol; manufacturer: Solvay), or hydrogenated castor oil such as those known under the trademark Cremophor® RH 40 (manufacturer: BASF).

[0057] Solid carrier is meant to refer to a material to which the arthropod control composition or some elements of the arthropod control composition can be chemically or physically bound. Generally, such solid carriers are used either to stabilize the composition or to control the evaporation rate of the composition or some components. The use of solid carriers is currently used in the art, and it is known to those skilled in the art how to achieve the desired effect. However, non-limiting examples of solid carriers can include absorbent rubber or polymer or inorganic materials, such as porous polymers, cyclodextrins, wood-based materials, organic or inorganic gels, clays, gypsum talc, or zeolites.

[0058] Other non-limiting examples of solid carriers can include encapsulation materials. Examples of such materials can include wall-forming and plasticizing materials, such as mono-, di- or trisaccharides, natural or modified starches, hydrocolloids, cellulose derivatives, polyvinyl acetate, polyvinyl alcohol, proteins or pectins, or other such materials. Encapsulation is a method well known to those skilled in the art and can be carried out by using techniques such as spray drying, agglomeration or even extrusion, or by using techniques consisting of coating encapsulation, including coacervation and complex coacervation techniques.

[0059] As non-limiting examples of solid supports, one may mention in particular core-shell capsules using resins of the aminoplast, polyamide, polyester, polyurea or polyurethane type, or mixtures thereof (all said resins are well known to those skilled in the art), using techniques such as phase separation methods induced by polymerization, interfacial polymerization, coacervation, or the like (all said techniques are described in the prior art), optionally in the presence of polymeric stabilizers or cationic copolymers.

[0060] The resins can be prepared by polycondensation of aldehydes (such as formaldehyde, 2,2-dimethoxyethanal, glyoxal, glyoxylic acid or glycolaldehyde and mixtures thereof) with amines, such as urea, benzoguanamine, glycoluril, melamine, methylolmelamine, methylated methylolmelamine, guanazolo, and mixtures thereof. Alternatively, preformed resins of alkylolated polyamines can be used, such as those available commercially under the trade names Urac® (manufacturer: Cytec Technology Corp.), Cymel® (manufacturer: Cytec Technology Corp.), Urecoll® or Luracoll® (manufacturer: BASF).

[0061] Other resins are those produced by polycondensation of polyols, such as glycerol, and polyisocyanates, such as the trimer of hexamethylene diisocyanate, the trimer of isophorone diisocyanate or xylylene diisocyanate, or the biuret of hexamethylene diisocyanate, or the trimer of xylylene diisocyanate and trimethylolpropane (known under the trade name Takenate®, manufacturer: Mitsui Chemicals Inc.), among others the trimer of xylylene diisocyanate and trimethylolpropane, and the biuret of hexamethylene diisocyanate.

[0062] There are many published articles on encapsulation by polycondensation of amino resins, i.e. melamine-based resins with aldehydes, which already describe the various parameters influencing the production of such core-shell microcapsules, and which are known to those skilled in the art and whose contents are used in the field of the present invention.

[0063] The present invention also relates to a method for controlling arthropods, preferably insects, which comprises contacting the arthropods, preferably insects, directly or with the vapor of the composition described above.

[0064] For clarity, the arthropod control compositions according to the present invention may be applied to the air, the surface of an article, the surface of an article or the air near a surface of interest by methods conventional in the art, such as spraying, painting, wearing or spreading.

[0065] In certain embodiments, arthropod control compositions according to the invention are applied to the surface of an article, to the air adjacent to the surface of an article, or to the surface of an animal or subject.

[0066] In certain embodiments, the article can be an arthropod control article as described below, particularly a candle, coil, electric diffuser, wristband, patch, collar, ear tag, clothing, fabric, paper, biochar, cardboard, cellulose pad, mosquito net, screen, curtain, furniture, paint, wall, ground, spray, aerosol, cream, roll-on, wristband, lotion, soap, shampoo, sunscreen, laundry powder, liquid detergent, spray, lotion, powder.

[0067] In a particular embodiment, the surface of a subject is a surface of a human or animal subject, preferably said surface is a human subject, i.e. the skin of a human subject.

[0068] The present invention also relates to the use of a composition as defined above for controlling arthropods, preferably insects.

[0069] The present invention also relates to arthropod control articles comprising the arthropod control compositions described above.

[0070] "Arthropod control article" is understood to refer to a consumer product that delivers at least an arthropod control effect to the surface or space to which it is applied (e.g., skin, paper, textile, or household surface). In other words, the arthropod control article according to the present invention is a consumer product that contains a functional compound and an additional benefit agent in proportion to the desired consumer product and an arthropod control amount of at least one of the substances. For clarity, the consumer product is a non-food product.

[0071] The nature and type of components of the consumer product do not require a more detailed description here, which in any case will not be exhaustive, and the skilled person can select them on the basis of his general knowledge and depending on the nature and desired effect of said product.

[0072] Non-limiting examples of suitable consumer products are fragrances, such as fine fragrances, splashes or eau de parfums, colognes or shave or aftershave lotions or creams or gels; fabric care products, such as liquid or solid detergents, laundry detergent powders, fabric softeners, liquid or solid fragrances, fabric refreshers, ironing waters, paper, bleach, carpet cleaners, curtain care products; body care products, such as hair care products (e.g. shampoos, colouring agents or hairsprays, colour care products, hair styling products), dental care products, disinfectants, intimate care products; cosmetics (e.g. skin creams or lotions, vanishing creams or deodorants or antiperspirants (e.g. sprays or roll-ons), depilatories, tanning products or sunscreens or after-sun products, nail products, skin cleansing, make-up); or skin care products (e.g. soaps, shower or bath smoothes, oils or gels, or hygiene products or foot / hand care products); Air care products, such as air fresheners or "ready to use" powdered air fresheners, which may be used in domestic spaces (rooms, refrigerators, cupboards, shoes or cars) and / or in public spaces (hall, hotel, mall, etc.); or home care products, such as mould removers, furniture care products, wipes, dishwashing detergents or hard surface (e.g. floor, bathroom, sanitary or window washing) cleaners; leather care products; car care products, such as polishes, waxes or plastic cleaners; candles; The diffuser may be a spray, a coil, an electric diffuser, a piezo diffuser, a liquid electric diffuser, a diffuser, a rubber septum, a wristband, a patch, a collar, an ear tag, a garment, a fabric, a paper, a biochar, a cardboard, a cellulose pad, a mosquito net, a screen, a curtain, a varnish or a paint, more preferably a candle, a spray, a coil, an electric diffuser, a piezo diffuser, a liquid electric diffuser, a diffuser, a rubber septum, a wristband, a patch, a collar, an ear tag, a garment, a fabric, a paper, a biochar, a cardboard, a cellulose pad, a mosquito net, a screen, a curtain, a varnish or a paint.

[0073] In a preferred embodiment of the invention, the consumer product is an electric diffuser. In this embodiment of the invention, the substances in the arthropod, preferably insect control composition are present in specific amounts.

[0074] Some of the abovementioned consumer products may represent aggressive media for the constituents of said substances and therefore the latter may have to be protected from premature degradation, for example by encapsulation or by chemically binding it with other chemicals suitable to release the components of the invention upon a suitable external stimulus, such as enzymes, light, heat or a change in pH.

[0075] The present invention is further illustrated by the following non-limiting examples. EXAMPLES

[0076] 1. Experimental protocols and methods used within this application The warm-body assay is a small-scale test used to screen repellent efficacy in mosquitoes at concentrations from 3 to 15 at T0.

[0077] Aedes aegypti is a model organism for control testing and one of the model organisms recommended by the World Health Organization (WHO) because it is a highly aggressive, anthropophilic mosquito species and generally shows low sensitivity to arthropod control compounds. Anopheles gambiae is also a model organism because it is anthropophilic and transmits malaria.

[0078] The control efficacy of the present invention was evaluated using an adapted temperate assay defined in Kroeber T, Kessler S, Frei J, Bourquin M, Guerin PM. 2010. J Am Mosq Control Assoc. 26:381-386. In this in-vitro assay, the repellency was evaluated by measuring the number of mosquitoes landing on a warm body mimicking an attractant host treated with a test stimuli.

[0079] Published protocols were adapted by switching from A. gambiae to Aedes aegypti, reducing the number of mosquitoes allowed in the test cages due to size differences (i.e., 30 mosquitoes instead of 50), and increasing lighting (i.e., 150 lux instead of 4 lux) as Aedes aegypti is a diurnal mosquito.

[0080] The double-chamber assay is a small-scale test used to screen spatial repellent efficacy in mosquitoes at one concentration for a period of 0–40 min.

[0081] The aim of this assay was to reproduce on a smaller scale the validation study on spatial repellency described in WHO (2013; ISBN 978 92 4 150502 4).

[0082] The assay was carried out in a transparent cage (1200 × 755 × 700 mm, approximately 0.63 m) covered with white paper. 3). The cage is divided into two chambers of equal dimensions by a plastic-coated paper wall with a square opening (200 x 200 mm) located in the center of the wall. At the beginning of the experiment, a mosquito, a female Aedes aegypti mosquito of about 40 weeks of age, is placed in the right chamber. Once the mosquito has settled inside this chamber (>5 min), the door between the chambers is opened. The stimulus is then introduced into the mosquito chamber through an L-shaped Teflon tube (40 mm) located in the center of the right Plexiglas wall. The stimulus is distributed in a 1 L / min nitrogen flow at a rate of 0.1 mL / min by a forced evaporation system (Chappuis et al, 2015, DOI: 10.1021 / acs.est.5b00692) and mixed in a 9 L / min humid air flow before being transported to the L-shaped Teflon tube. An air suction system (approximately 150 L / min) is placed between the two chambers over an opening in the wall (100 mm Φ) to prevent contamination of the untreated chamber by the irritant and to limit irritant accumulation in the treated chamber. The untreated chamber thus provides a "refuge" for mosquitoes fleeing from the irritant in the treated chamber. The number of mosquitoes migrating to the untreated chamber is manually counted 10, 20, 30 and 40 min after the start of the injection of the irritant.

[0083] The arm-in-cage test is a large-scale test used to evaluate mosquito repellent efficacy in human subjects.

[0084] The arm-in-box method was adapted from the WHO guidelines for testing mosquito repellent efficacy on human skin (WHO / CDS / NTD / WHOPES / 2009.4). The searching readiness of 100 hungry female Aedes aegypti mosquitoes was assessed by inserting their untreated arm three times (once at the beginning, once at 4 hours, and once at 8 hours) into a cage (40 x 40 x 40 cm) for 30 seconds (negative control) to identify the searching activity. The product was then applied onto the skin of the subject's forearm (600 cm). 2After 5 minutes, the arm is inserted into the cage and exposed for 3 minutes. The assay is performed in three different subjects in a temperature (27±2° C.) and humidity (80±10% RH) controlled room.

[0085] The hot plate assay is a small-scale test used to screen repellent efficacy in mites at different concentrations at TO.

[0086] The repellent efficacy of different compounds was evaluated against Ixodes ricinus L., a castor bean tick capable of transmitting both bacterial and viral pathogens. I. ricinus is one of the recommended model organisms described in the guidance in the European Biological Products Regulation [Vol II, Efficacy-Assessment & Evaluation (Parts B+C), v.3.0, April 2018]. Repellent efficacy observations were performed on the final larval stage.

[0087] Repellent efficacy was assessed using the in-vitro hot plate assay protocol defined in Kroeber T, Bourquin M, Guerin PM. 2013. Pestic. Biochem. Phys. 107(2):160-168.

[0088] 2. Consequences of deterrence and spatial avoidance effects in arthropods Warm body assay The hot plate was placed on a sandblasted glass Petri dish (28.3 cm 2 ), 100 μL of the compound diluted in ethanol at different concentrations was administered. The number of mosquitoes landing on the warm body was counted for each stimulus and for pure ethanol (solvent) as a control.

[0089] All irritants tested caused a clear increase in repellency associated with increasing doses applied (Tables 1, 2 and 3), demonstrating indeed the biological repellent effect of the different products on mosquito behavior.

[0090] Table 1: Repellency of mosquitoes (Aedes aegypti) lured by different stimuli at different concentrations and landing on a warm body. The ten stimuli tested were 3-(4-methoxyphenyl)-2-methylpropanal (251), 3-(3-propan-2-ylphenyl)butanal (1389), 3-[4-(2-methoxy-2-propanyl)phenyl]propanal (681), 3-[4-(2-methoxy-2-propanyl)-2-methylphenyl]propanal (875), 3-(4-tert-butylphenyl)propanal (294), 3-[2-methyl-4-(2-methyl-2-propanyl)phenyl]propanal (859), 3-[4-(2-hydroxy-2-methylpropyl)phenyl]propanal (867). Between 3 and 15 concentrations of each irritant were evaluated, with missing data listed as nd. The mean number of mosquito landings on vehicle alone (0 mg / mL) was 63 ± 12.6 landings in 2 min.

[0091] [Table 1]

[0092] As shown in Table 1, all ten compounds showed a relevant reduction in the number of landing mosquitoes due to the concentration, although there was some variability in the measurements. From a dose of 0.0016%, 3-[4-(2-methoxy-2-propanyl)-2-methylphenyl]propanal and 3-(4-tert-butylphenyl)propanal were able to reduce the number of landing mosquitoes by half (Table 1). At a moderate dose of 0.04%, 3-(4-methoxyphenyl)-2-methylpropanal, 3-(3-propan-2-ylphenyl)butanal and 3-[4-(2-methoxy-2-propanyl)-2-methylphenyl]propanal all induced a repellency effect of more than 75% (Table 1). For all ten irritants, the repellency was more than 80% at all tested concentrations above 0.0598% (Table 1). Thus, at the highest dose tested, i.e., 1%, no more than 5 mosquitoes landed on the attractant stimuli per minute, whereas in the untreated case the landing rate was more than 31 landings per minute (Table 1).

[0093] Table 2: Repellency of mosquitoes (Anopheles gambiae) lured with different stimuli at different concentrations and landing on a warm body. Five stimuli were tested at 2 to 5 concentrations, nd means no data. The average number of mosquitoes landing on the solvent alone (0 mg / mL) was 46 ± 5.7 landings in 2 min.

[0094] [Table 2]

[0095] From the lowest concentration tested, i.e. 0.0178%, 3-[4-(2-methoxy-2-propanyl)-2-methylphenyl]propanal was able to repel more than 60% of mosquitoes (Table 2). Already at a moderate dose of 0.447%, three of the four irritants, i.e. 3-(4-tert-butylphenyl)propanal, 3-(4-methoxyphenyl)-2-methylpropanal and 3-[4-(2-methoxy-2-propanyl)-2-methylphenyl]propanal, were able to repel more than 95% of mosquitoes (Table 2). Those highly relevant results confirmed that at the highest dose tested, i.e. 1%, a repulsion of more than 95% was reached for all five irritants (Table 2), which means that the treatments landed less than 4 mosquitoes per minute compared to 23 mosquitoes per minute for the control.

[0096] Table 3: Arm-in-cage results over time for arms treated with 20% 3-(4-methoxyphenyl)-2-methylpropanediol. Values ​​at each time point represent the mean ± SD repellency against the untreated arm for three separate subjects. The untreated arm received 336–534 mosquito landings during the 3 min test period.

[0097] [Table 3]

[0098] 2. Results of the hot plate assay for arthropods such as mites Table 4: Repellency rates of mites (Ixodes ricinus) on a hot plate lured with irritants at four different concentrations.

[0099] [Table 4]

[0100] As shown in Table 4, 3-[4-(2-methoxy-2-propanyl)phenyl]propanal was able to repel mites (Ixodes ricinus) in a dose-dependent manner, reaching a total repellency of over 90% at 0.2% and 1% of the irritant applied.

Claims

1. Formula (I) 【Chemistry 1】 in the form of any one of its isomers or a mixture thereof, wherein R 1 , R 2 and R 3 are each independently a hydrogen atom or C 1 ~C 3 represents an alkyl group, and R 4 is C 1 ~C 3 -alkoxy group, or C 1 ~C 6 - alkyl group, optionally with a hydroxy group or C 1 ~C 3 -alkoxy group, and the R 4 are meta, para substituents on the aromatic ring relative to the 1-position, excluding 3-(4-isopropylphenyl)-2-methylpropanal; an arthropod control composition, preferably an insect control composition.

2. The compound of formula (II) 【Chemistry 2】 In the form of any one of its isomers or a mixture thereof, 1 , R 2 , R 3 and R 4 2. The arthropod control composition of claim 1, wherein has the same meaning as defined in claim 1.

3. The compound has the formula (III) 【Transformation 3】 In the form of any one of its isomers or a mixture thereof, 1 , R 3 and R 4 2. The arthropod control composition of claim 1, wherein: has the same meaning as defined above.

4. 2. The arthropod control composition of claim 1, wherein the compound is selected from the list consisting of 3-[4-(2-methoxy-2-propanyl)-2-methylphenyl]propanal, 3-[4-(2-hydroxy-2-methylpropyl)phenyl]propanal, 3-(4-tert-butyl-2-methylphenyl)propanal, 3-(4-tert-butylphenyl)propanal, 3-(3-propan-2-ylphenyl)butanal, and 3-(4-methoxyphenyl)-2-methylpropanal, and mixtures thereof.

5. 2. The arthropod control composition of claim 1, wherein the compound is selected from the list consisting of 3-[4-(2-hydroxy-2-methylpropyl)phenyl]propanal, 3-(4-tert-butyl-2-methylphenyl)propanal, 3-(4-tert-butylphenyl)propanal, 3-(3-propan-2-ylphenyl)butanal, and 3-(4-methoxyphenyl)-2-methylpropanal, and mixtures thereof.

6. 2. The arthropod control composition of claim 1, wherein the arthropod is an insect, preferably a mosquito.

7. N,N-Diethyl-3-methylbenzamide (DEET), Ethyl butylacetylaminopropionate (IR3535); Para-menthan-3,8-diol (PMD); 1-(1-methylpropoxycarbonyl)-2-(2-hydroxyethyl)piperidine (Picaridin); Cedarwood oil (China), Cedarwood oil (Texas), Cedarwood oil (Virginia), Cinnamon bark oil, Citronella oil, Cornmint oil, Java citronella (Cymbopogon winterianus) oil (fractionated cyclohydrated), Decanoic acid, Eucalyptus citriodora oil, Eucalyptus citriodora oil (cyclohydrated), Eugenol, Garlic oil, Geraniol, Geranium oil, Lavender, Lavandula hybrida hybrida oil, lavandin oil, lemon oil, lemongrass oil, neem extract, metofluthrin, mixture of cis- and trans-p-menthane-3,8-diol, N,N-diethyl-meta-toluamide, nonanoic acid, rosemary oil, thyme oil, wintergreen oil, 2,3,4,5-bis(butyl-2-ene)tetrahydrofurfural (MGK Repellent 11), cineole, cinnamaldehyde, citronellal, citronellol, coumarin, dibutyl phthalate, diethyl phthalate, dimethyl anthranilate, dimethyl phthalate, ethyl vanillin, eucalyptus oil, δ-octalactone, δ-nonalactone, δ-decalactone, δ-undecalactone, δ-dodecalactone, γ-octalactone lactone, γ-nonalactone, γ-decalactone, γ-undecalactone, γ-dodecalactone, hydroxycitronellal, lime oil, limonene, linalool, methyl anthranilate, mint oil, myrcene, neem oil, sabinene, β-caryophyllene, (1H-indol-2-yl)acetic acid, anethole, anise oil, basil oil, bay oil, camphor, ethyl salicylate, evergreen oil (pine oil), (1,3,4,5,6,7-hexahydro-1,3-dioxo-2H-isoindol-2-yl)methyl-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylate (d-tetramethrin), 3-allyl-2-methyl-4-oxocyclopent-2-enyl-2,2-dimethyl-3-(2-methylprop-1-enyl)-cyclopropanecarboxylate (d-allethrin), α-cyano-3-phenoxybenzyl, 3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate (cypermethrin), 2-methyl-4-oxo-3-(prop-2-ynyl)cyclopent-2-en-1-yl-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylate (prallethrin), acetamiprid, azadirachtin, bendiocarb, bifenthrin, boric acid, chlorpyrifos, deltamethrin, da Iazinon, Dichlorvos, Eugenol, Fipronil, Imidacloprid, Linalool, Malathion, Maltodextrin, Metofluthrin, Nicotine, Permethrin, Pyrethrins, Pyrethroids, Rotenone, Silicon Dioxide (Diatomaceous Earth), S-Methoprene, Spinosad (Spinosyn A), Spinosyn D, Tetramethrin, Transfluthrin, 1-(2,6,6-Trimethylcyclohex-2-en-1-yl)but-2-en-1-one, 3-Butylidene-2-benzofuran-1-one, 4-Ethenyl-2-Methoxyphenol, Cognac Oil Green, Labdanum Extract (Cistus spp.), 5-pentyloxolan-2-one, chromen-2-one, 3,7-dimethylocta-2,6-dienal, 4-hydroxy-3-methoxybenzaldehyde, 2-methyl-5-prop-1-en-2-ylcyclohex-2-en-1-one, spearmint (Mentha spicata) oil, 6-hexyloxan-2-one, 5-methyl-2-propan-2-ylcyclohexyl acetate, black sedge (Nigella damascena) oil, 2-phenylethanol, 6-pentyloxan-2-one, (4-methoxyphenyl)methyl acetate, clove (Syzygium aromaticum) oil, 3,4,4a,5,6,7,8,8a-octahydrochromen-2-one, 3,7,10. The arthropod control composition of claim 1, further comprising an arthropod control co-ingredient selected from the group consisting of 7-trimethylbicyclo[4.1.0]hept-3-ene, 2-phenylethyl 2-methylpropanoate, methyl 2-(3-oxo-2-pent-2-enylcyclopentyl)acetate, 4-(2-methoxypropan-2-yl)-1-methylcyclohexene, peppermint (Mentha piperita) oil, 2-methoxy-4-[prop-1-enyl]phenol, 2-methyl-3-(4-propan-2-ylphenyl)propanal, (4-methoxyphenyl)methanol, and mixtures thereof.

8. 10. A method for controlling arthropods, preferably insects, which method comprises contacting the insects directly with a composition as defined in any one of claims 1 to 7 or with the vapor thereof.

9. 10. Use of a composition as defined in any one of claims 1 to 7 for controlling arthropods, preferably insects.

10. 8. An arthropod control article, preferably an insect control article, comprising an arthropod control composition, preferably an insect control composition, according to any one of claims 1 to 7.

11. 11. The arthropod control article of claim 10, wherein the article is a consumer product.

12. the article is a fabric care product, such as a liquid or solid detergent, fabric softener, liquid or solid fragrance, fabric refresher, ironing water, paper, bleach, carpet cleaner, curtain care product; body care product, such as a hair care product (e.g. shampoo, colorant or hairspray, color care product, hair styling product), dental care product, disinfectant, intimate care product; cosmetics (e.g. skin cream or lotion, vanishing cream or deodorant or antiperspirant (e.g. spray or roll-on), depilatory, tanning product or sunscreen or after-sun product, nail product, skin cleanser, make-up); skin care product (e.g. soap, shower or bath mousse, oil or gel, or hygiene product or foot / hand care product); air care product, such as an air freshener or "ready to use" powdered air freshener, which may be used in domestic spaces (room, refrigerator, cupboard, shoes or car) and / or in public spaces (hall, hotel, mall, etc.); or a home care product, such as a mould remover, furniture care product, wipe, dishwashing detergent, or hard surface (e.g. floor, bathroom, sanitary or window cleaner) detergent; a leather care product; a car care product, such as a polish, wax or plastic cleaner; a candle; a spray, coil, electric diffuser, piezo diffuser, liquid electric diffuser, diffuser, rubber septum, wristband, patch, collar, ear tag, clothing, fabric, paper, biochar, cardboard, cellulose pad, mosquito net, screen, curtain, varnish or paint.

13. 12. The arthropod control article of claim 11, wherein the article is an electric diffuser.

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