WO2001045508A1 - Utilisation d'au moins un amide de polydialcanol d'acide gras et/ou d'acide shikimique pour lutter contre les parasites - Google Patents

Utilisation d'au moins un amide de polydialcanol d'acide gras et/ou d'acide shikimique pour lutter contre les parasites Download PDF

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Publication number
WO2001045508A1
WO2001045508A1 PCT/EP2000/012498 EP0012498W WO0145508A1 WO 2001045508 A1 WO2001045508 A1 WO 2001045508A1 EP 0012498 W EP0012498 W EP 0012498W WO 0145508 A1 WO0145508 A1 WO 0145508A1
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WO
WIPO (PCT)
Prior art keywords
acid
fatty acid
weight
quinic
pest control
Prior art date
Application number
PCT/EP2000/012498
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German (de)
English (en)
Inventor
Franz Bencsits
Original Assignee
Biolink Technologies Ag
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 Biolink Technologies Ag filed Critical Biolink Technologies Ag
Priority to AU20077/01A priority Critical patent/AU2007701A/en
Publication of WO2001045508A1 publication Critical patent/WO2001045508A1/fr

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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
    • A01N37/36—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 at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids
    • 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
    • A01N37/20—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 group, wherein Cn means a carbon skeleton not containing a ring; Thio analogues thereof

Definitions

  • the present invention relates to the use of at least one fatty acid polydialkanolamide in combination with quinic acid and / or shikimic acid for pest control
  • Pesticides are substances that are designed to render pests and harmful organisms harmless. These can also be called insecticides, i.e. as pesticides, which are particularly effective against insects.
  • Natural insecticides include pyrethroids, redoids and alkaloids (eg nicotine) as well as N-isobutylamides of unbranched unsaturated fatty acids and endotoxins isolated from bacteria.
  • the synthetic insecticides can be divided into inorganic and organic compounds.
  • the inorganic insecticides include arsenic preparations, cryolite, fluorosilicates, sodium fluoride, hydrogen cyanide, hydrogen phosphide and sulfuryl fluoride.
  • the organic insecticides include, for example, the classes of chlorinated hydrocarbons, for example DDT, Ald ⁇ n, Dield ⁇ , chlordane, lindane, heptachlor and combat chlorine, phosphoric acid esters, such as, for example, Paration (E 605), carbamates, for example carbaryl, carbofuran or propoxur, synthetic pyrethroids, for example Alleth ⁇ n, Cyfluth ⁇ n or Permethnn as well as acylureas, amidines, dinitrophenols, thiocyanates, zi ⁇ norga ⁇ ische connections as well as phenylpyrrazoles and nitroguanidme
  • phosphoric acid esters such as, for example, Paration (E 605)
  • carbamates for example carbaryl, carbofuran or propoxur
  • synthetic pyrethroids for example Alleth ⁇ n, Cyfluth ⁇ n or Permethnn as well as acylureas
  • synergists such as the well-known carcinogenic piperonyl butoxide, or highly toxic phosphoric acid esters or carbamates.
  • the present invention seeks to provide an effective pesticide based on substances based on nature to provide the lowest toxicological risk
  • This pesticide should be safe for humans and their living environment (pets, food, contaminated surfaces and objects) even with excessive misuse, non-persistent, i.e. quickly and without the formation of harmful metabolites, and should be biodegradable Do not allow target animals to develop resistance even when using non-lethal doses. In addition, despite these requirements, a sufficiently long duration of action should be provided to completely eradicate pest infestation
  • R 1 represents a fatty acid residue and R 2 each represents a polyalkanol residue, where the two residues marked with R 2 may be the same or different, dissolved in combination with quinic acid and / or shikimic acid for pest control.
  • the quinic acid and / or the shikimic acid act in this combination as a synergist This allows the concentrations of fatty acid polydialkanolamide used to be drastically reduced compared to the sole use of the amide
  • the fatty acid residue denoted by R 1 in the above formula is any fatty acid residue.
  • the fatty acid in R 1 can be a saturated and / or unsaturated and / or unbranched and / or branched acid. Examples of these are valenic acid, caproic acid, onanthic acid, caprylic acid, perlagonic acid, capric acid , Ecansaure, Lau ⁇ nsaure, T ⁇ decansaure, My ⁇ stinsaure, pentadecanoic acid, palmitic acid, heptadecanoic acid, Stea ⁇ nsaure, nonadecylic acid, Arachmsaure, behenic acid, Lignoce ⁇ nsaure, Cerotmsaure, Me ssinsaure, palmitoleic acid, oleic acid, erucic acid, sorbic acid, linoleic acid, Lmolensaure, Elaeostea ⁇ nsaure, arachi
  • Coconut fatty acid is particularly preferred
  • R 2 The two radicals denoted by R 2 , which can be the same or different, are oligomers or polymers which are composed of alkane oxide units.These radicals are therefore chains which are composed of alkylene units connected to oxygen atoms. Examples of these alkylene units are methylene, ethylene, propylene, butylene , Pentylene These may optionally be substituted. There may be several different types of alkylene units in the radicals. Preferred radicals represented by R 2 can be represented by the following formula
  • n and o each independently represent 1, 2, 3 or 4, m is greater than 1 and p is 0, 1 or greater than 1
  • N and o are preferably 2 or 3 m is preferably 10 to 500, particularly preferably 20 to 50 If p is not 0, p is preferably 10 to 500, particularly preferably 20 to 50 Both radicals R 2 are preferably the same
  • Preferred fatty acid polydialkanolamides are coconut fatty acid polydiethanolamides, sunflower fatty acid polydiethanolamides and the polydipropanolamides of these compounds
  • the substances used according to the invention are characterized by a surprisingly good insecticidal action and, at the same time, negligible toxicity.
  • the LD50 value (rate, oral) of fatty acid polydietha ⁇ olamides is over 5,000 mg / kg body weight, while this value is significantly lower in conventional pesticides (1 -Naphthylmethylcarbamat 300 mg / kg, Lindane 88 mg / kg, Dield ⁇ n 56 mg / kg)
  • Another advantage over all other known insecticides is the good water solubility of the pesticide used according to the invention, since it also means the use of toxicologically and ecologically questionable formulation ingredients and auxiliaries , such as halogenated organic solvents, hydrocarbons and emulsifiers, can be completely dispensed with, which entails the following advantages in particular when it comes to pest control in agriculture and horticulture
  • the pesticide used according to the invention can be used without risk and without any impairment and risk potential on air, earth and water.
  • no change of active substance is necessary when resistant populations occur
  • fatty acid polydialkanolamides and quinic acid or shikimiaure are neither nerve poisons nor acetylcholinesterase inhibitors, but act directly on the water balance of the pests as pure contact and feeding poisons In the digestive tract, they affect the bacteria responsible for the metabolism of the insects, so that their metabolic activity comes to a standstill.
  • the water-containing body fluid is very quickly displaced from the bodies, so that the pests dry up and die
  • the synergist used according to the invention is (1 R, 3R, 4S, 5R) -1, 3,4,5-tetrahydroxycyclohexane carboxylic acid with the empirical formula C 7 H 12 O 8 , hereinafter simply called quinic acid and / or 3,4,5- T ⁇ hydroxy-1-cyclohexenecarboxylic acid, the dehydrated form of quinic acid, hereinafter called shikimic acid
  • Quinic acid can be obtained by known processes from its natural occurrence in China, various types of quinona, potato beans, sugar beets, meadow hay, gooseberries and blackberries as well as leaves of blueberries and cranberries. The extraction is usually carried out by leaching and conversion. Likewise, quinic acid can be synthetically produced and used
  • the pesticide used according to the invention can either be in pure form or in a conventional mixed form.
  • the active ingredients can be used as a solution in water.
  • the fatty acid polydialkanolamide and quinic acid and / or shikimic acid are preferably used in a mixing ratio of 100 0.01 to 1 1, preferably 50 0.1 to 2 1 and particularly preferably from 20 0.1 to 5 1 A ratio of 10 1 is particularly preferred Solutions of fatty acid dialkanolamide and quinic acid and / or shikimic acid in water are preferably used. Effective amounts of fatty acid polydialkanolamide are in the range from 10 to 0.01% by weight. Effective amounts of quinic acid and / or shikimic acid are in the range from 0.0001 to 2.
  • 0% by weight are preferred in each case solutions with contents of fatty acid polydialkanolamide of 1 to 2% by weight, 0.1 to 0.2% by weight and 0.01 to 0.02% by weight and a corresponding content of quinic acid and / or Shikimisaure in the range of 0.01 to 0.02% by weight, 0.001 to 0.002% by weight and 0.0001 to 0.0002% by weight.
  • another harmless solvent can be used, such as mono- or polyvalent linear or branched lower alcohols, such as ethanol, isopropanol or glycine. These substances can also be present in mixtures with water. 1,2-propylene glycol or ethylene diglycol can also be used
  • fatty acid polydialkanolamides as ointments, pastes, creams, spray solutions or in almost solid form.
  • Such formulations can be chosen in accordance with the intended mode of application.
  • the customary formulation auxiliaries can be used
  • Ointments are gels of plastic deformability that are applied for topical application to the skin or mucous membranes to be protected.
  • Creams are ointments with a particularly soft consistency that contain large amounts of water.
  • Pastes are those ointments in which powdery components, usually in larger amounts Amount suspended are water-rich creams can also be provided on the basis of hydrogels and / or oil-water emulsions.
  • the customary means and processes are used for the preparation of these ointments, creams and pastes, since no penetration and absorption of the active substances take place in the use according to the invention should be omitted, the auxiliaries usually used in this regard.
  • the usual ointment, paste and cream bases are hydrocarbons, such as petroleum jelly, piastibase, lipogels, such as waxes (e.g. beeswax, walrus, wool wax), fats (e.g. pork lard, hardened peanut oil, renzsynthet ische fats), hydrogels, such as inorganic, such as Aerosil or bentonite, or organic, such as strong, and Polyethyle ⁇ glycolgele and Silicone gels (silicone oils, solidified with Aerosil or calcium stearate).
  • the pesticides used according to the invention can also be in the form of preparations suitable for sprinkling or sprinkling
  • auxiliaries commonly used in the formulations described above are, for example, fillers, binders or thickeners, flow regulators, adsorbents or drying agents, solvents, anti-foaming agents, salt formers, buffers, gel formers, film formers, lubricants, mold release agents or sorbents, and auxiliaries which take on special functions can, for example antioxidants, preservatives, and odor-correcting agents as well as colorants
  • the pesticide used according to the invention can also be present in combination with substances which serve as attractants or feed substances for insects.This can be in the form of so-called insect traps, the pests being attracted first by the feed or attractants and then by the contact or the Absorption of the active ingredients as pesticides are killed
  • auxiliaries are sugars and sugar alcohols, macromolecular auxiliaries, such as starches, for example corn starch, rice starch, potato starch or wheat starch, cyclodextine, gelatin, tragacanth, pectin, cellulose, methyl cellulose, methyl hydroxypropyl cellulose, hydroxypropyl cellulose, carboxymethyl cellulose, methyl hydroxyl cellulose, ethyl cellulose, Cellulose acetate phthalate, polyacrylates, polyvinylpyrrolidone, polyvinyl alcohol, polyacrylic acids, such as carbopoles, macrogels, polyethylene glycols, polyethylene oxides, surface or surface-active auxiliaries, talc, white clay, kaolin, bentonite, titanium dioxide, calcium hydrogenphosphate, calcium carbonate, sodium and silicon dioxide, and non-dispersing agents, silicon dioxide, and non-silicon dioxide colorants, highly disperse odorants
  • macromolecular auxiliaries such as starches, for example corn
  • the formulations produced can also contain skin-care constituents, as long as there is no adverse effect on the effectiveness as Anti-pollution or control agent is exerted.
  • the above-mentioned formulations can be produced in the devices commonly used for this purpose.
  • the so-called depot forms or slow-release forms are particularly preferred.
  • the active ingredient is inserted into a matrix of a material which slowly decomposes under the influence of the environmental conditions The active ingredient is released slowly, so that long-lasting effectiveness is ensured.
  • the auxiliaries or manufacturing processes to be used for this are known to the person skilled in the art
  • the coconut fatty acid poly-diethanolamide used was a commercial product from HENKEL KGaA called COMPERLAN PD
  • carbopol cross-linked acrylic acid polymer
  • Carbopol crosslinked acrylic acid polymer
  • 1,3,3-propanetriol glycerol
  • PAT (I) and TP (I) were compared to REF (I) in 2 greenhouses on 200 vegetable plants (white cabbage, savoy, cauliflower, kohlrabi and stalks), which differed greatly with white fly (Aleyrodes proletella) and aphids (Aphididae) Species were infected, tested

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  • Life Sciences & Earth Sciences (AREA)
  • Agronomy & Crop Science (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

L'invention concerne l'utilisation d'au moins un amide de polydialcanol d'acide gras de formule R?1-CO-NR2R2¿, dans laquelle R1 représente un reste acide gras et R2 représente un reste polyalcanol, les deux restes représentés par R2 pouvant être identiques ou différents, en combinaison avec de l'acide quinique et/ou de l'acide shikimique pour lutter contre les parasites.
PCT/EP2000/012498 1999-12-21 2000-12-11 Utilisation d'au moins un amide de polydialcanol d'acide gras et/ou d'acide shikimique pour lutter contre les parasites WO2001045508A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AU20077/01A AU2007701A (en) 1999-12-21 2000-12-11 Use of at least one fatty acid polydialkanol diamides in combination with quinicacid and/or shikimic acid for pest control

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE19961812.7 1999-12-21
DE1999161812 DE19961812A1 (de) 1999-12-21 1999-12-21 Verwendung mindestens eines Fettsäurepolydialkanolamides in Kombination mit Chinasäure und/oder Shikimisäure zur Schädlingsbekämpfung

Publications (1)

Publication Number Publication Date
WO2001045508A1 true WO2001045508A1 (fr) 2001-06-28

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Application Number Title Priority Date Filing Date
PCT/EP2000/012498 WO2001045508A1 (fr) 1999-12-21 2000-12-11 Utilisation d'au moins un amide de polydialcanol d'acide gras et/ou d'acide shikimique pour lutter contre les parasites

Country Status (3)

Country Link
AU (1) AU2007701A (fr)
DE (1) DE19961812A1 (fr)
WO (1) WO2001045508A1 (fr)

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4263321A (en) * 1977-05-31 1981-04-21 Block Drug Company Inc. Alkanol amide toxicants
DE19812927C1 (de) * 1998-03-24 1999-08-12 Straight Ag Verwendung von natürlicher und/oder synthetischer Chinasäure und/oder Shikimisäure als Schädlingsabwehrmittel

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA2130375C (fr) * 1993-10-01 2004-08-17 Lynn Sue James Compositions insecticides et repulsives

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4263321A (en) * 1977-05-31 1981-04-21 Block Drug Company Inc. Alkanol amide toxicants
DE19812927C1 (de) * 1998-03-24 1999-08-12 Straight Ag Verwendung von natürlicher und/oder synthetischer Chinasäure und/oder Shikimisäure als Schädlingsabwehrmittel

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DE19961812A1 (de) 2001-07-05
AU2007701A (en) 2001-07-03

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