NO832862L - HANDLE FOR YOURSELV-Y-MOELL - Google Patents
HANDLE FOR YOURSELV-Y-MOELLInfo
- Publication number
- NO832862L NO832862L NO832862A NO832862A NO832862L NO 832862 L NO832862 L NO 832862L NO 832862 A NO832862 A NO 832862A NO 832862 A NO832862 A NO 832862A NO 832862 L NO832862 L NO 832862L
- Authority
- NO
- Norway
- Prior art keywords
- weight
- dodecen
- formula
- gamma
- acetate
- Prior art date
Links
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims description 29
- 150000001875 compounds Chemical class 0.000 claims description 25
- 238000000034 method Methods 0.000 claims description 18
- 239000004480 active ingredient Substances 0.000 claims description 13
- 238000002360 preparation method Methods 0.000 claims description 13
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 9
- 239000007788 liquid Substances 0.000 claims description 9
- 239000013543 active substance Substances 0.000 claims description 8
- 241001367053 Autographa gamma Species 0.000 claims description 7
- 241000238631 Hexapoda Species 0.000 claims description 6
- 239000005662 Paraffin oil Substances 0.000 claims description 6
- 239000012442 inert solvent Substances 0.000 claims description 6
- 230000013011 mating Effects 0.000 claims description 6
- 235000019486 Sunflower oil Nutrition 0.000 claims description 4
- 239000002775 capsule Substances 0.000 claims description 4
- 239000002418 insect attractant Substances 0.000 claims description 4
- 239000002600 sunflower oil Substances 0.000 claims description 4
- 230000009471 action Effects 0.000 claims description 2
- MAAMIILYYYQTQW-SEYXRHQNSA-N [(z)-dodec-1-enyl] acetate Chemical compound CCCCCCCCCC\C=C/OC(C)=O MAAMIILYYYQTQW-SEYXRHQNSA-N 0.000 claims 1
- 239000012439 solid excipient Substances 0.000 claims 1
- 230000000694 effects Effects 0.000 description 14
- 239000000203 mixture Substances 0.000 description 12
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- 238000002474 experimental method Methods 0.000 description 9
- 241000607479 Yersinia pestis Species 0.000 description 8
- 239000003016 pheromone Substances 0.000 description 7
- -1 dichloromethane) Chemical class 0.000 description 6
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 5
- 241000196324 Embryophyta Species 0.000 description 4
- 206010035148 Plague Diseases 0.000 description 4
- 150000001450 anions Chemical class 0.000 description 4
- 239000001257 hydrogen Substances 0.000 description 4
- 229910052739 hydrogen Inorganic materials 0.000 description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 4
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 3
- 240000007124 Brassica oleracea Species 0.000 description 3
- 235000003899 Brassica oleracea var acephala Nutrition 0.000 description 3
- 235000011301 Brassica oleracea var capitata Nutrition 0.000 description 3
- 235000001169 Brassica oleracea var oleracea Nutrition 0.000 description 3
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 3
- 239000004698 Polyethylene Substances 0.000 description 3
- 239000000877 Sex Attractant Substances 0.000 description 3
- 239000005667 attractant Substances 0.000 description 3
- 230000008901 benefit Effects 0.000 description 3
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 3
- 229910052794 bromium Inorganic materials 0.000 description 3
- 230000031902 chemoattractant activity Effects 0.000 description 3
- 239000000460 chlorine Substances 0.000 description 3
- 229910052801 chlorine Inorganic materials 0.000 description 3
- 125000001309 chloro group Chemical group Cl* 0.000 description 3
- 238000001704 evaporation Methods 0.000 description 3
- 230000008020 evaporation Effects 0.000 description 3
- 239000003292 glue Substances 0.000 description 3
- 125000005905 mesyloxy group Chemical group 0.000 description 3
- 230000035515 penetration Effects 0.000 description 3
- 229920000573 polyethylene Polymers 0.000 description 3
- 241000894007 species Species 0.000 description 3
- 125000005424 tosyloxy group Chemical group S(=O)(=O)(C1=CC=C(C)C=C1)O* 0.000 description 3
- 238000011282 treatment Methods 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- MZRVEZGGRBJDDB-UHFFFAOYSA-N N-Butyllithium Chemical compound [Li]CCCC MZRVEZGGRBJDDB-UHFFFAOYSA-N 0.000 description 2
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 239000000010 aprotic solvent Substances 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 238000003912 environmental pollution Methods 0.000 description 2
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 2
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 239000002917 insecticide Substances 0.000 description 2
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical group II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 description 2
- 238000002955 isolation Methods 0.000 description 2
- 239000003350 kerosene Substances 0.000 description 2
- 150000003014 phosphoric acid esters Chemical class 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 230000004936 stimulating effect Effects 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- XFNJVJPLKCPIBV-UHFFFAOYSA-N trimethylenediamine Chemical compound NCCCN XFNJVJPLKCPIBV-UHFFFAOYSA-N 0.000 description 2
- CQKHFONAFZDDKV-QXMHVHEDSA-N (Z)-dodec-1-en-1-ol Chemical compound CCCCCCCCCC\C=C/O CQKHFONAFZDDKV-QXMHVHEDSA-N 0.000 description 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical group [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical class CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 1
- 241001203868 Autographa californica Species 0.000 description 1
- 241000219310 Beta vulgaris subsp. vulgaris Species 0.000 description 1
- NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 description 1
- 101100202589 Drosophila melanogaster scrib gene Proteins 0.000 description 1
- 238000001057 Duncan's new multiple range test Methods 0.000 description 1
- 244000061944 Helianthus giganteus Species 0.000 description 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- 244000061176 Nicotiana tabacum Species 0.000 description 1
- 235000002637 Nicotiana tabacum Nutrition 0.000 description 1
- 235000021536 Sugar beet Nutrition 0.000 description 1
- 241000255993 Trichoplusia ni Species 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 239000007844 bleaching agent Substances 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 235000013601 eggs Nutrition 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 239000011888 foil Substances 0.000 description 1
- 150000008282 halocarbons Chemical class 0.000 description 1
- 230000012447 hatching Effects 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- 239000011630 iodine Chemical group 0.000 description 1
- 229910052740 iodine Chemical group 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- 231100000053 low toxicity Toxicity 0.000 description 1
- 239000003094 microcapsule Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- TTWYFVOMGMBZCF-UHFFFAOYSA-N oct-2-yn-1-ol Chemical compound CCCCCC#CCO TTWYFVOMGMBZCF-UHFFFAOYSA-N 0.000 description 1
- 230000009965 odorless effect Effects 0.000 description 1
- 239000004006 olive oil Substances 0.000 description 1
- 235000008390 olive oil Nutrition 0.000 description 1
- 239000000575 pesticide Substances 0.000 description 1
- 239000002985 plastic film Substances 0.000 description 1
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 1
- TVDSBUOJIPERQY-UHFFFAOYSA-N prop-2-yn-1-ol Chemical compound OCC#C TVDSBUOJIPERQY-UHFFFAOYSA-N 0.000 description 1
- 125000006239 protecting group Chemical group 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 239000005871 repellent Substances 0.000 description 1
- 230000002940 repellent Effects 0.000 description 1
- 230000004044 response Effects 0.000 description 1
- 229920002545 silicone oil Polymers 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- 239000011885 synergistic combination Substances 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 230000003442 weekly effect Effects 0.000 description 1
- 238000010626 work up procedure Methods 0.000 description 1
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
- A01N31/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic oxygen or sulfur compounds
- A01N31/02—Acyclic compounds
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- 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
Landscapes
- 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)
- Road Signs Or Road Markings (AREA)
- Credit Cards Or The Like (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
Description
Foreliggende oppfinnelse angår et sammensatt insekttiltrekningsmiddel for hanner av gammafly (Autographa gamma). Mere spesielt angår oppfinnelsen et preparat inneholdende en synergistisk kombinasjon av to aktive midler.. Oppfinnelsen angår også en insektfelle inneholdende det nevnte preparat. Dessuten angår oppfinnelsen en fremgangsmåte for tiltrekning The present invention relates to a compound insect attractant for males of gamma flies (Autographa gamma). More particularly, the invention relates to a preparation containing a synergistic combination of two active agents. The invention also relates to an insect trap containing the said preparation. Furthermore, the invention relates to a method of attraction
og fanging av gammafly såvel som en fremgangsmåte for å avbryte deres parring ved en luftgjennomtrengningsmetode. and capture of gamma-rays as well as a method of interrupting their mating by an air penetration method.
Gammaflyererenutspredt pest som bevirker årlig gjen-tatte skader på mange planter, særlig grønnsaker, tobakk, sukkerbeter og andre industrielle planter. Fosforsyreestere har hittil vært påført for å bekjempe denne pest, men disse forbindelser utøver ikke en selektiv virkning, og dessuten er de positivt giftige overfor mennesker. Anvendelsen... fosforsyreestere mot gammafly begrenses videre av det for- Gamma-flyer-spread plague that causes annual repeated damage to many plants, especially vegetables, tobacco, sugar beet and other industrial plants. Phosphoric acid esters have hitherto been applied to combat this plague, but these compounds do not exert a selective action, and moreover they are positively toxic to man. The application... of phosphoric acid esters against gamma-rays is further limited by the fact that
hold at pesten ikke er i stand til å overvintre i flerekeep the plague unable to hibernate for several
land, f.eks. i Ungarn - de første skader bevirkes årlig av larver som utklekkes av eggene av fly som migrerer fra middelhavslandene, slik at tiden for den effektive bekjemp-else varierer årlig som en funksjon av været. country, e.g. in Hungary - the first damage is caused annually by larvae hatching from the eggs of flies migrating from the Mediterranean countries, so that the time for effective control varies annually as a function of the weather.
Ved å anvende feller med sexferomoner kan tilsynekomsten av den valgte pest forutsies. Ved den annen metode, den såkalte luftgjennomtrengningsmetode, kan de fleste av problemene med hensyn til omgivelsesforurensning som opp-står i forbindelse med anvendelsen av konvensjonelle pesti-cidkjemikalier elimineres. By using traps with sex pheromones, the appearance of the chosen pest can be predicted. By the second method, the so-called air penetration method, most of the problems with regard to environmental pollution that arise in connection with the use of conventional pesticide chemicals can be eliminated.
Fordelen ved feromonholdige feller fremfor andre forut-sigelsesmetoder som anvender feller, er den høye selektivitet derav. I de fleste tilfeller fanger de bare den forutvalgte pest eller kanskje pestene av noen nær beslektede arter, slik at det ikke er behov for en spesiell faglig dyktighet eller kjennskap til entomologi for å bedømme de fangede fly. The advantage of pheromone-containing traps over other prediction methods that use traps is their high selectivity. In most cases they capture only the pre-selected pest or perhaps the pests of some closely related species, so that no special professional skill or knowledge of entomology is needed to judge the captured flies.
En videre fordel ved disse feller fremfor lys-.og UV-fellerA further advantage of these traps over light and UV traps
er at de er uavhengig av noen energikilde eller elektriske tråder, og følgelig kan de settes opp hvor som helst i hvilken som helst del av planteområdet som skal beskyttes, is that they are independent of any power source or electrical wires, and consequently they can be set up anywhere in any part of the plant area to be protected,
slik at opptreden av" pesten kan lokaliseres nøyaktig.so that the appearance of the plague can be precisely located.
Ved bekjempelsen av opptreden av. gammafly med feller egnet med sexferomon ble det mulig å velge tiden for be-skyttelsen med konvensjonelle insekticider slik at den skulle falle sammen med tilsynekomsten av larver. På denne måte vil bekjempelsen bli mere effektiv. In combating the conduct of. gamma flies with traps suitable with sex pheromone, it became possible to choose the time for the protection with conventional insecticides so that it should coincide with the appearance of larvae. In this way, the fight will be more effective.
Ved anvendelsen av feromoner i henhold til luftgjennom-trengningsmetoden blir hanner og hunner forstyrret i å finne hverandre, og således kan deres parring forstyrres og antallet i den påfølgende generasjon kan nedsettes. I dette tilfelle slippes en relativt stor mengde feromon ut i luften over plantefeltet som skal beskyttes, hvoretter hannene merker nærværet av feromonet alle steder, og således blir forvirret og blir ut av stand til å finne hunnene å parre seg med dem. When using pheromones according to the air penetration method, males and females are disturbed in finding each other, and thus their mating can be disturbed and the number in the following generation can be reduced. In this case, a relatively large amount of pheromone is released into the air above the plant field to be protected, after which the males notice the presence of the pheromone everywhere, and thus become confused and unable to find the females to mate with them.
Fordelen med denne metode er den høye selektivitetThe advantage of this method is the high selectivity
(det aktive middel forstyrrer bare parringen av de utvalgte pester, men påvirker ikke de vitale funksjoner av andre levende dyr) og den lave toksisitet. Dessuten, hår feromoner anvendes i henhold til foreliggende metode, påføres de i langt lavere doser enn de klassiske insekticider slik at man ikke behøver å regne med problemer med omgivelsesforurensning (Birch M.C. ed. Pheromons, North Holland Publ. Co. London - New Ybrk, 1974. 495). (the active agent only interferes with the mating of the selected pests, but does not affect the vital functions of other living animals) and the low toxicity. Moreover, hair pheromones are used according to the present method, they are applied in much lower doses than the classical insecticides so that one does not have to count on problems with environmental pollution (Birch M.C. ed. Pheromons, North Holland Publ. Co. London - New Ybrk, 1974. 495).
Szocs og Toth (Acta Phytopath. 14, 453 (1979)) meddeler om ekstraksjon av feromonet hos gammafly, men de angir ikke strukturen av feromonet, I henhold til Ghizdavu et al.X(Rev. Roum. Biol. Anim. 2A', 87 (1979)) .bringer 7(Z)-dodecen-l-ol-acetatet en stimulerende virkning hos gammaflyhanner i felt-forsøk. Szocs and Toth (Acta Phytopath. 14, 453 (1979)) report the extraction of the pheromone in gammaflies, but they do not state the structure of the pheromone, According to Ghizdavu et al.X(Rev. Roum. Biol. Anim. 2A', 87 (1979)).the 7(Z)-dodecen-l-ol-acetate produces a stimulating effect in gamma-fly males in field experiments.
I henhold til undersøkelsene i henhold til foreliggende oppfinnelse har det vist seg at 90-99,8 vekt% 7 (Z)-dodecen-1-ol-acetat med formelen According to the investigations according to the present invention, it has been shown that 90-99.8% by weight of 7(Z)-dodecen-1-ol-acetate with the formula
forenes med 10,02 vekt% 7 (z)-dodecen-l-ol med formelen: is combined with 10.02% by weight of 7(z)-dodecen-l-ol with the formula:
fåes et preparat med synergistiskøket virkning som gir en betraktelig sterkere stimulerende reaksjon av hanner av gammafly enn 7(Z)- dodecen-l-ol acetat . a preparation with synergistically increased effect is obtained which gives a considerably stronger stimulating reaction of males of gamma flies than 7(Z)-dodecen-l-ol acetate.
Denne iakttagelse er meget forbausende da , skjønt to-komponent sexferomoner beslektede arter ( Trichoplusia ni og Autographa californica allerede er beskrevet.. inneholder de dodec<y>kacetat. henholdsvis 7(Z)-tetradecen-l-ol acetat (dvs. estere) foruten hovedbestanddelen, 7(Z)-dodecen-l-ol-acetatet (Bjostad et al.: J. Chem. Ecol.., 6, 727,(1981); Steck et al.: Can. Ent. ,111/ 1263 (1979)..Vart preparat derimot inneholder 7 (Z)-dodecen"1_ol, dvs. en alkohol-som den annen komponent med syner<g>istisk virkning. This observation is very surprising since, although two-component sex pheromones of related species ( Trichoplusia ni and Autographa californica have already been described.. they contain dodecacetate. respectively 7(Z)-tetradecen-l-ol acetate (ie esters) besides the main component, the 7(Z)-dodecen-l-ol-acetate (Bjostad et al.: J. Chem. Ecol.., 6, 727, (1981); Steck et al.: Can. Ent., 111/ 1263 (1979)..Vart preparation, on the other hand, contains 7 (Z)-dodecen"1_ol, i.e. an alcohol-as the second component with synergistic action.
I henhold til et trekk ved foreliggende oppfinnelse fremskaffes et sammensatt insekttiltrekningsmiddel for hanner av gammafly ( Autographa gamma),karakterisert vedat det inneholder 90 - 99,8 vekt% 7(Z)-dodecen-l-ol-acetat med formel (I) og 10 - 0,2 vektprosent7(Z)-dodecen-l-ol med formel (II) som aktive bestanddeler, eventuelt sammen med en væske og/eller fast hjelpemiddel. According to a feature of the present invention, a compound insect attractant for males of gamma flies (Autographa gamma) is provided, characterized in that it contains 90 - 99.8% by weight of 7(Z)-dodecen-l-ol-acetate of formula (I) and 10 - 0.2 percent by weight of 7(Z)-dodecen-l-ol with formula (II) as active ingredients, possibly together with a liquid and/or solid aid.
Den foretrukne form av preparatene i henhold til oppfinnelsen inneholder 95 vekt% 7(Z)-dodecen-l-ol-acetat og 5 vekt% 7(Z)-dodecen-l-ol. The preferred form of the preparations according to the invention contains 95% by weight 7(Z)-dodecen-1-ol acetate and 5% by weight 7(Z)-dodecen-1-ol.
Preparatene ifølge oppfinnelsen kan fremstilles ved å fremstille en oppløsning av de to bestanddeler i et inert oppløsningsmiddel, hvilken oppløsning så anbringes i kapsler eller mikrokapsler eller absorberes i et kapillar eller mikro-kapillar. Som inert oppløsningsmiddel kan hydrocarboner (f.eks. hexan) halogenerte hydrocarboner (f.eks. diklormethan), alkoholer (f.eks. methanol) eller ketoner (f.eks. acetoner ) tilsettes Det således erholdte preparat anvendes fortrinnsvis i insekt-feller. Oppløsningsmidlet fordamper hurtig ut av fellen og den tilbakeblivende kombinasjon av de aktive bestanddeler utøver sin tiltrekkende virkning ved gradvis fordampning. The preparations according to the invention can be prepared by preparing a solution of the two components in an inert solvent, which solution is then placed in capsules or microcapsules or absorbed in a capillary or microcapillary. As an inert solvent, hydrocarbons (e.g. hexane), halogenated hydrocarbons (e.g. dichloromethane), alcohols (e.g. methanol) or ketones (e.g. acetones) can be added. The preparation thus obtained is preferably used in insect traps . The solvent quickly evaporates out of the trap and the remaining combination of the active ingredients exerts its attractive effect by gradual evaporation.
For å gjøre fordampningen av de aktive midler enda langsommere, tilsettes fortrinnsvis forskjellige viskøse, ikke-flyktige væsker som er inerte overfor bestanddelene, In order to make the evaporation of the active agents even slower, various viscous, non-volatile liquids that are inert to the components are preferably added,
til preparatet. Ti! dette formål kan f.eks. solsikkeolje olivenolje, parafinolje, mineralolje, etc. anvendes to the preparation. Ten! this purpose can e.g. sunflower oil, olive oil, paraffin oil, mineral oil, etc. are used
Disse væsker influerer i det hele tatt ikke på den tiltrekkende virkning, men de holder hastigheten av. fordampningen av de aktive bestanddeler konstant, slik at nedsettelsen av virkningen som ellers inntrer i tilfelle av høye doser av bestanddeler som følger av den frastøtende virkning, kan unngåes. These liquids do not influence the attracting effect at all, but they keep the speed down. the evaporation of the active ingredients constantly, so that the reduction of the effect which otherwise occurs in the case of high doses of ingredients resulting from the repellent effect can be avoided.
Et preparat ifølge oppfinnelsen inneholdende 12 - 67 vekt% solsikkeoije 80 - 30 vekt% hexan og 8 vekt% av kombinasjonen av de to aktive midler er særlig foretrukket. En mengde av oppløsningen fremstilt på denne måte som gir en dose av de aktive midler på 0,001 - 10 mg anvendes. A preparation according to the invention containing 12-67% by weight sunflower oil, 80-30% by weight hexane and 8% by weight of the combination of the two active agents is particularly preferred. A quantity of the solution prepared in this way which gives a dose of the active agents of 0.001 - 10 mg is used.
Nærværet av viskøs væske er ikke et obligatorisk trekk for å oppnå en tilstrekkelig virkning. En annen foretrukken form av preparatene i henhold til oppfinnelsen er en oppløs-ning inneholdende 50 - 90 vekt% av et inert oppløsningsmiddel, fortrinnsvis hexan eller diklormethan og 50 - 10 vekt% av de aktive midler, som anvendt i et passende hjelpestoff (f.eks. absorbert i gummi-, kautsjuk- eller polyethylenkapsel) i en mengde som gir en dose av den aktive bestanddel på 0,001 - The presence of viscous liquid is not a mandatory feature to achieve a sufficient effect. Another preferred form of the preparations according to the invention is a solution containing 50-90% by weight of an inert solvent, preferably hexane or dichloromethane and 50-10% by weight of the active agents, as used in a suitable auxiliary substance (e.g. e.g. absorbed in a rubber, rubber or polyethylene capsule) in an amount that gives a dose of the active ingredient of 0.001 -
10 mg har verdifull tiltrekkende virkning.10 mg has a valuable attracting effect.
I henhold til et annet trekk ved oppfinnelsen fremskaffes en insektfelle for å fange hanner av gammafly,karakterisertved at den inneholder 90 - 99,8 vekt% 7 (Z).-dodecen-l-ol-acetat med formel (I) og 10 - 0,2 vekt% 7 (Z)-dodecen-l-ol med formel (II) som aktive bestanddeler i en totalmengde på 0,001 - 10,0 mg, fortrinnsvis 0,05 - 3,0 mg, eventuelt oppløst i et inert oppløsningsmiddel, og/eller viskøs væske og/eller opp-arbeidet som beskrevet ovenfor. According to another feature of the invention, an insect trap is provided for catching males of gamma flies, characterized in that it contains 90 - 99.8% by weight of 7 (Z).-dodecen-l-ol-acetate of formula (I) and 10 - 0.2% by weight 7 (Z)-dodecen-l-ol with formula (II) as active ingredients in a total amount of 0.001 - 10.0 mg, preferably 0.05 - 3.0 mg, optionally dissolved in an inert solvent , and/or viscous liquid and/or the work-up as described above.
I henhold til nok et trekk ved oppfinnelsen fremskaffes en fremgangsmåte for å tiltrekke og fange hanner av gammafly,karakterisert vedat disse hanner utsettes for virkningen av en insektfelle inneholdende som aktiv bestanddel 90-99,8 vekt% 7(Z)-dodecen-l-ol-acetat med formel (I) og 10 - 0,2 vekt% 7(Z)-dodecen-l-ol med formel (II) i en totalmengde på 0,001 - 10,0 mg. According to yet another feature of the invention, a method is provided for attracting and capturing males of gamma flies, characterized in that these males are exposed to the effect of an insect trap containing as active ingredient 90-99.8% by weight 7(Z)-dodecene-l- ol-acetate with formula (I) and 10 - 0.2% by weight of 7(Z)-dodecen-l-ol with formula (II) in a total amount of 0.001 - 10.0 mg.
Det sammensatte insekttiltrekningsmiddel i henhold til oppfinnelsen kan slippes ut i luften for å forstyrre parringen av gammafly. Kombinasjonen av de to aktive midler slippes fortrinnsvis ut i atmosfæren med en hastighet på The compound insect attractant according to the invention can be released into the air to disrupt the mating of gamma flies. The combination of the two active agents is preferably released into the atmosphere at a rate of
1,0 - 50,0 mg/hektar/time,helst 5,0 - 2 0,0 mg/hektar/time.1.0 - 50.0 mg/hectare/hour, preferably 5.0 - 2 0.0 mg/hectare/hour.
I henhold til et ytterligere trekk ved oppfinnelsen fremskaffes en fremgangsmåte for å forstyrre parringen av gammafly,karakterisert vedat det slippes ut i atmosfæren en kombinasjon inneholdende 90 - 99,8 vekt% 7(Z)-dodecen-l-ol-acetat med formel (I) og 10 - 0,2 vekt% 7(Z)-dodecen-l-ol med formel (II) med en hastighet på fortrinnsvis 1,0 - 50,0 særlig 5,0 - 2 0,0 mg/hektar/time, According to a further feature of the invention, a method is provided for disrupting the mating of gamma-rays, characterized by releasing into the atmosphere a combination containing 90 - 99.8% by weight of 7(Z)-dodecen-l-ol-acetate with formula ( I) and 10 - 0.2% by weight 7(Z)-dodecen-l-ol of formula (II) at a rate of preferably 1.0 - 50.0, especially 5.0 - 20.0 mg/hectare/ hour,
7(Z)-dodecen-l-ol-acetat med formel (I) og 7(Z)- dodecen-l-ol med formel (II) kan fremstilles ved i og for seg kjente metoder. 7(Z)-dodecen-1-ol-acetate with formula (I) and 7(Z)-dodecen-1-ol with formula (II) can be prepared by methods known per se.
Propargylalkohol anvendes som utgangsmateriale. Hydroxyl-gruppen derav beskyttes først, den således erholdte forbindelse med den generelle formel: Propargyl alcohol is used as starting material. The hydroxyl group thereof is first protected, the compound thus obtained having the general formula:
hvor R er en 2-tetrahydropyranyl, 1-ethoxy-ethyl eller benzyl-gruppe, overføres til det tilsvarende anion med en sterk base, fortrinnsvis butyllithium, i et aprotisk oppløsningsmiddel. Anionet omsettes , uten isolering, med . forbindelsen med den generelle formel: where R is a 2-tetrahydropyranyl, 1-ethoxy-ethyl or benzyl group, is transferred to the corresponding anion with a strong base, preferably butyllithium, in an aprotic solvent. The anion reacts, without isolation, with . the connection with the general formula:
hvor X er klor, brom eller jod, eller en tosyloxy eller mesyloxygruppe. where X is chlorine, bromine or iodine, or a tosyloxy or mesyloxy group.
Den således erholdte forbindelse med den generelle formel: The compound thus obtained with the general formula:
hvor R er som ovenfor angitt, isoleres fra reaksjonsblandingen where R is as indicated above, is isolated from the reaction mixture
og overføres til 2-octin-l-ol (forbindelsen' med den generelle formel (V),.hvor R er hydrogen) i en vandig alkohol, i nærvær av katalytiske mengder av en syre, fortrinnsvis i methanol i nærvær av hydrogenklorid. Den således erholdte 2-octin-l-ol overføres så til forbindelsen med den generelle formel: and is transferred to 2-octyn-1-ol (the compound of the general formula (V), where R is hydrogen) in an aqueous alcohol, in the presence of catalytic amounts of an acid, preferably in methanol in the presence of hydrogen chloride. The 2-octin-l-ol thus obtained is then transferred to the compound with the general formula:
hvor R er hydrogen, where R is hydrogen,
med kaliumsaltet av 1,3-diaminopropan. Hydroxygruppen i forbindelsen beskyttes så, og den således erholdte forbindelse med den generelle formel (VI), hvor R er klor, brom eller jod eller tosyloxy- eller mesyloxygruppe, overføres til det tilsvarende anion med en sterk base, fortrinnsvis med alkyl-. lithium, i et aprotisk oppløsningsmiddel. Anionet omsettes, uten isolering, med en forbindelse med den generelle formel: with the potassium salt of 1,3-diaminopropane. The hydroxy group in the compound is then protected, and the thus obtained compound of the general formula (VI), where R is chlorine, bromine or iodine or a tosyloxy- or mesyloxy group, is transferred to the corresponding anion with a strong base, preferably with alkyl-. lithium, in an aprotic solvent. The anion reacts, without isolation, with a compound of the general formula:
hvor X er klor, jod, brom, tosyloxy eller mesyloxy. where X is chlorine, iodine, bromine, tosyloxy or mesyloxy.
Den således erholdte forbindelse med den generelle formel: The compound thus obtained with the general formula:
hvor R er som ovenfor angitt, isoleres fra reaksjonsblandingen, den beskyttende gruppe fjernes med en syre i en vandig alkohol, fortrinnsvis med hydrogenklorid i methanol, og forbindelsen med den generelle formel (VIII), hvor R er hydrogen, hydrogeneres katalytisk med en katalysator med middels aktivitet og påført på en bærer, fortrinnsvis med palladium på bariumsulfat, for å få 7(Z)-dodecen-l-ol med formel (II). where R is as above is isolated from the reaction mixture, the protecting group is removed with an acid in an aqueous alcohol, preferably with hydrogen chloride in methanol, and the compound of the general formula (VIII), where R is hydrogen, is catalytically hydrogenated with a catalyst with medium activity and applied to a support, preferably with palladium on barium sulfate, to obtain 7(Z)-dodecen-1-ol of formula (II).
For å fremstille 7(Z)-dodecen-l-ol-acetatet med formel (I) acyleres forbindelsen med den generelle formel (VIII), hvor R er hydrogen, i nærvær av en base, fortrinnsvis med eddiksyre--anhydrid i pyridin,og den således erholdte forbindelse med formelen: To prepare the 7(Z)-dodecen-1-ol acetate of formula (I), the compound of general formula (VIII), where R is hydrogen, is acylated in the presence of a base, preferably with acetic anhydride in pyridine, and the compound thus obtained with the formula:
hydrogeneres katalytisk med en katalysator med middels aktivitet og påført på en bærer, fortrinnsvis med palladium på bariumsulfat. is catalytically hydrogenated with a catalyst of medium activity and supported on a support, preferably with palladium on barium sulfate.
Virkningen av preparatet i henhold til oppfinnelsen illu-streres ved de følgende forsøk: Bestemmelse av responsen frembragt på hanner av gammafly i feltforsøk The effect of the preparation according to the invention is illustrated by the following experiments: Determination of the response produced by males of gamma-fly in field experiments
Det første forsøk ble utført mellom 1, og 30. juli 1979 på en kålmark på ca. 35 hektar, det annet forsøk mellom 26. august og 27- oktober 1981 på en kålmark på ca. 180 hektar og det tredje mellom 26. august og 27.oktober 1981 på en kålmark på ca. 300 hektar. The first experiment was carried out between 1 and 30 July 1979 on a cabbage field of approx. 35 hectares, the second attempt between 26 August and 27 October 1981 on a cabbage field of approx. 180 hectares and the third between 26 August and 27 October 1981 on a cabbage field of approx. 300 hectares.
De anvendte feller bestod av to plastplater på 20x30 cm bøyd i form av toppen på et telt. Platene ble festet til hverandre slik at de to teltformede topper var loddrett på hverandre. Innsiden av den nedre plate ble smurt med lim for å fange fly som fløy ned i fellen. Tiltrekningsmiddel for flyene ble suspendert ned i fellen ved midten av den øvre plate. Fellene var anbragt i en høyde av 0,5 m fra bakken, The traps used consisted of two plastic sheets of 20x30 cm bent in the shape of the top of a tent. The plates were attached to each other so that the two tent-shaped tops were perpendicular to each other. The inside of the lower plate was smeared with glue to catch planes that flew into the trap. Attractant for the aircraft was suspended in the trap at the center of the upper plate. The traps were placed at a height of 0.5 m from the ground,
og hver felle var i en avstand av 25 m fra nabofellen.and each trap was at a distance of 25 m from the neighboring trap.
I det første forsøk var dosen av tiltrekningsmiddelIn the first experiment, the dose of attractant was
1 mg og hver 15. dag ble det erstattet med en ny dose. I det annet og tredje forsøk var dosen av tiltrekningsmiddel 0,5 mg og der var ingen fornyelse under forsøket. 1 mg and every 15 days it was replaced with a new dose. In the second and third trials, the dose of attractant was 0.5 mg and there was no renewal during the trial.
I det første forsøk ble det anvendt en felle pr. behandling, mens det i det annet og tredje forsøk ble anvendt tre feller pr. behandling. In the first experiment, one trap was used per treatment, while in the second and third trials three traps were used per treatment.
De fangede fly ble oppsamlet ukentlig og deres arterThe captured aircraft were collected weekly and their species
ble bestemt. De endelige data ble bestemt statistisk ved hjelp av Duncan's New Multiple Range Test. was determined. The final data were determined statistically using Duncan's New Multiple Range Test.
I det første forsøk fanget blandingen inneholdende 95 vekt% 7(Z)-dodecen-l-ol-acetat og 5 vekt% 7(Z)-dodecen-l-ol 16 hanner av gammafly. 7(Z)-dodecen-l-ol-acetat alene, og dessuten 7(Z)-dodecen-l-ol i andre kombinasjoner viste ingen tiltrekkende virkning. In the first experiment, the mixture containing 95% by weight 7(Z)-dodecen-1-ol-acetate and 5% by weight 7(Z)-dodecen-1-ol captured 16 male Gamma flies. 7(Z)-dodecen-l-ol-acetate alone, and furthermore 7(Z)-dodecen-l-ol in other combinations showed no attracting effect.
I det annet forsøk viste 7(Z)-dodecen-l-ol-acetat alene, og dessuten blandinger derav med 7(Z)-dodecen-l-ol i vektfor-hold og henholdsvis 7:3 og 1:1, en svak tiltrekkende virkning, men de fleste fly ble fanget med b)5:5 blandingen av de to bestanddeler. Antallet av fangede fly skilte seg betraktelig fra den ved de andre behandlinger (P=5%). In the second experiment, 7(Z)-dodecen-l-ol-acetate alone, and also mixtures thereof with 7(Z)-dodecen-l-ol in weight ratios of 7:3 and 1:1 respectively, showed a weak attracting effect, but most aircraft were caught with the b)5:5 mixture of the two components. The number of captured planes differed considerably from that of the other treatments (P=5%).
Data merket med samme bokstaver (a eller b) skiller seg ikke særlig fra hverandre. Data marked with the same letters (a or b) do not differ much from each other.
I det tredje forsøk fikk man lignende resultater. 95:5 blandingen av de to bestanddeler viste seg å være den mest effektive, idet betydelig (P=5%) færre møll ble.fanget i rekkefølge med 7:3 og 1:1 blandinger og 7(Z)-dodecen-l-ol-acetat alene. In the third experiment, similar results were obtained. The 95:5 mixture of the two components proved to be the most effective, with significantly (P=5%) fewer moths captured in succession with 7:3 and 1:1 mixtures and 7(Z)-dodecen-l- ol-acetate alone.
Det kan anføres at i hvert tilfelle var 95:5-blandingen av de to bestanddeler mest effektive. 7(Z)-dodecen-l-ol-acetatet ble anvendt alene, ga den laveste aktivitet. It can be stated that in each case the 95:5 mixture of the two components was the most effective. The 7(Z)-dodecen-1-ol acetate, used alone, gave the lowest activity.
Oppfinnelsen belyses ved de følgende eksempler som imidlertid ikke er begrensende: The invention is illustrated by the following examples, which, however, are not limiting:
Eksempel 1Example 1
12 vektdeler solsikkeolje eller parafinolje, 80 vektdeler hexan og 8 vektdeler av en blanding av de aktive bestanddeler (bestående av 95 vekt% av forbindelsen med formel (I) og 5 vekt% av forbindelsen med formel (II)) ble blandet. En mengde av den således erholdte oppløsning svarende til 1 - 3 mg aktiv bestanddelkombinasjon ble anbragt i fellenanvendt for bestemmelsen (f.eks. oppsugning i en gummikapsel eller i et polyethylenkapillår, blandet til limet anvendt for å fange flyeneeller absorbert av tekstil- eller porøst naturlig eller syntetisk materiale). 12 parts by weight of sunflower oil or paraffin oil, 80 parts by weight of hexane and 8 parts by weight of a mixture of the active ingredients (consisting of 95% by weight of the compound of formula (I) and 5% by weight of the compound of formula (II)) were mixed. A quantity of the thus obtained solution corresponding to 1 - 3 mg of active component combination was placed in the trap used for the determination (e.g. suction in a rubber capsule or in a polyethylene capillary, mixed with the glue used to catch the flies or absorbed by textile or porous natural or synthetic material).
Eksempel 2Example 2
Man gikk frem som beskrevet i eksempel 1, med den for-skjell at 10 vektdeler parafinolje og 1 vektdel butyl-hydroxy-toluen og 1 vektdel antiblekningsmiddel (f.eks. Uviron ), 80 vektdeler hexan og 8 vektdeler aktiv bestanddel ble anvendt. The procedure was as described in example 1, with the difference that 10 parts by weight of paraffin oil and 1 part by weight of butyl-hydroxy-toluene and 1 part by weight of anti-bleaching agent (e.g. Uviron), 80 parts by weight of hexane and 8 parts by weight of active ingredient were used.
Eksempel 3Example 3
10 vektdeler av en blanding bestående av 98 vekt% av forbindelsen med formel (I) og 2 vekt% av forbindelsen med formel (II) ble blandet med 90 vektdeler hexan, og mengder av den således erholdte oppløsning svarende til 1 - 2 mg i bestanddelkombinasjon ble absorbert i et kapillar med en diameter 0,3 mm og anbragt i fellene. 10 parts by weight of a mixture consisting of 98% by weight of the compound with formula (I) and 2% by weight of the compound with formula (II) were mixed with 90 parts by weight of hexane, and quantities of the thus obtained solution corresponding to 1 - 2 mg in component combination was absorbed in a capillary with a diameter of 0.3 mm and placed in the traps.
Eksempel 4Example 4
10 vektdeler av en blanding av aktive bestanddeler bestående av 99,8 vekt% av forbindelsen med formel (I) og o,2 vekt% av forbindelsen med formel (II) ble homogenisert med 90 vektdeler siliconolje og 1 - 5 mg av den således erholdte blanding ble blandet i limet anvendt i fellene. 10 parts by weight of a mixture of active ingredients consisting of 99.8% by weight of the compound of formula (I) and 0.2% by weight of the compound of formula (II) were homogenized with 90 parts by weight of silicone oil and 1-5 mg of the thus obtained mixture was mixed into the glue used in the traps.
Eksempel 5Example 5
En flanellstrimmel (bredde 2 cm) ble impregnert med en oppløsning som beskrevet i eksempel 3. Hexan ble fordampet og strimmelen ble sveiset mellom polyethylenfolier. De således erholdte former ble anbragt i området som skulle beskyttes slik at den aktive bestanddel skulle komme i luften i en konsentrasjon på 10 - 30 mg/time/hektar. A flannel strip (width 2 cm) was impregnated with a solution as described in example 3. Hexane was evaporated and the strip was welded between polyethylene foils. The forms thus obtained were placed in the area to be protected so that the active ingredient would enter the air in a concentration of 10 - 30 mg/hour/hectare.
Eksempel 6Example 6
Man gikk frem som beskrevet i eksempel 5- med den for-skjell at parafinolje eller luktfri kerosen ble blandet til hexanoppløsningen slik at forholdet av hexan skulle være 30:50 vektdeler og forholdet av parafinolje eller kerosen skulle være 40:60 vektdeler. The procedure was as described in example 5 - with the difference that paraffin oil or odorless kerosene was mixed into the hexane solution so that the ratio of hexane should be 30:50 parts by weight and the ratio of paraffin oil or kerosene should be 40:60 parts by weight.
Eksempel 7Example 7
Man gikk frem som beskrevet i eksempel 1, med den for-skjell at en blanding av de aktive bestanddeler bestående.., av 97 vekt% av forbindelsen med formel (I). og j vekt% av - formel (II) ble anvendt. The procedure was as described in example 1, with the difference that a mixture of the active ingredients consisting of 97% by weight of the compound of formula (I). and j% by weight of formula (II) was used.
Eksempel 8Example 8
Man gikk frem som beskrevet i eksempel 1, med den for-skjell at en blanding av de aktive bestanddeler bestående av 99 vekt% av forbindelsen med formel (I) og 1% av forbindelsen med formel (II) ble anvendt. The procedure was as described in example 1, with the difference that a mixture of the active ingredients consisting of 99% by weight of the compound of formula (I) and 1% of the compound of formula (II) was used.
Claims (6)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| HU822570A HU187780B (en) | 1982-08-10 | 1982-08-10 | Composition for enticing gamma owlet moth males |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| NO832862L true NO832862L (en) | 1984-02-13 |
Family
ID=10960046
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO832862A NO832862L (en) | 1982-08-10 | 1983-08-09 | HANDLE FOR YOURSELV-Y-MOELL |
Country Status (11)
| Country | Link |
|---|---|
| JP (1) | JPS5959602A (en) |
| BE (1) | BE897484A (en) |
| DD (1) | DD212640A5 (en) |
| DE (1) | DE3328863A1 (en) |
| FR (1) | FR2531613A1 (en) |
| GB (1) | GB2126090A (en) |
| HU (1) | HU187780B (en) |
| IT (1) | IT1185760B (en) |
| NL (1) | NL8302797A (en) |
| NO (1) | NO832862L (en) |
| SE (1) | SE8304337L (en) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS62181203A (en) * | 1986-02-05 | 1987-08-08 | Shin Etsu Chem Co Ltd | Simultaneous release controlling of sex pheromone of different insect pest |
| JPH04316771A (en) * | 1991-04-15 | 1992-11-09 | Tlv Co Ltd | Cage valve |
| JP5022317B2 (en) * | 2008-07-10 | 2012-09-12 | 信越化学工業株式会社 | Sexual pheromone substance of grape giant bird and sex attractant containing the same |
-
1982
- 1982-08-10 HU HU822570A patent/HU187780B/en not_active IP Right Cessation
-
1983
- 1983-08-08 BE BE1/10849A patent/BE897484A/en not_active IP Right Cessation
- 1983-08-09 FR FR8313078A patent/FR2531613A1/en not_active Withdrawn
- 1983-08-09 NO NO832862A patent/NO832862L/en unknown
- 1983-08-09 JP JP58144537A patent/JPS5959602A/en active Pending
- 1983-08-09 NL NL8302797A patent/NL8302797A/en not_active Application Discontinuation
- 1983-08-09 GB GB08321394A patent/GB2126090A/en not_active Withdrawn
- 1983-08-09 SE SE8304337A patent/SE8304337L/en not_active Application Discontinuation
- 1983-08-09 IT IT22488/83A patent/IT1185760B/en active
- 1983-08-10 DD DD83253857A patent/DD212640A5/en not_active IP Right Cessation
- 1983-08-10 DE DE3328863A patent/DE3328863A1/en not_active Withdrawn
Also Published As
| Publication number | Publication date |
|---|---|
| SE8304337D0 (en) | 1983-08-09 |
| IT8322488A0 (en) | 1983-08-09 |
| SE8304337L (en) | 1984-02-11 |
| NL8302797A (en) | 1984-03-01 |
| GB2126090A (en) | 1984-03-21 |
| IT1185760B (en) | 1987-11-18 |
| DD212640A5 (en) | 1984-08-22 |
| GB8321394D0 (en) | 1983-09-07 |
| DE3328863A1 (en) | 1984-02-23 |
| HU187780B (en) | 1986-02-28 |
| FR2531613A1 (en) | 1984-02-17 |
| JPS5959602A (en) | 1984-04-05 |
| BE897484A (en) | 1984-02-08 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| Haniotakis et al. | Control of the olive fruit fly, Dacus oleae Gmel.(Dipt., Tephritidae) by mass trapping: Pilot scale feasibility study | |
| KR20120139603A (en) | Sex pheromone composition of peach fruit moth and attractant comprising the same | |
| WO2019073443A1 (en) | Composition, system, and method for attracting flying pollinating insects | |
| EP0066113B1 (en) | Slow release formulations of pheromones consisting of aldehydes | |
| US4219542A (en) | Sex attractant for tobacco moths | |
| Flint et al. | Pink bollworm: trap tests with gossyplure | |
| Campion | Sex pheromones for the control of lepidopterous pests using microencapsulation and dispenser techniques | |
| NO832862L (en) | HANDLE FOR YOURSELV-Y-MOELL | |
| Amman et al. | Semiochemicals for management of mountain pine beetle: Status of research and application | |
| AU2008229734B2 (en) | Insect attractant composition | |
| Saïd et al. | Identification of the aggregation pheromone of the date palm root borer Oryctes agamemnon | |
| Sharaby et al. | Possibility using camphene as biorational insecticide against the red palm weevil Rhynchophorus ferrugineus (Coleoptera: Curculionedae) | |
| US11896008B2 (en) | Use of nootkatone to treat mosquito infestations | |
| US20220225611A1 (en) | Non-natural insect pheromone blend compositions | |
| Cork et al. | Control of the yellow stem borer, Scirpophaga incertulas by mating disruption with a PVC resin formulation of the sex pheromone of Chilo suppressalis (Lepidoptera: Pyralidae) in India | |
| NO832861L (en) | HAND-MOELL ATTRACTIVE | |
| US2974086A (en) | Derivatives of 4-phenyl-2-butanone as attractants for the melon fly | |
| US3030268A (en) | Process and composition for attracting and combatting insects, in particular the mediterranean fruit fly | |
| EP0010126A1 (en) | Insect attractant containing Z-(5)-decenyl acetate, and its application | |
| Traub et al. | Ecological considerations in scrub typhus: 3. Methods of area control | |
| ES2875230B2 (en) | Volatile compounds for use in pest control of Oxythyrea funesta, Tropinota hirta and Tropinota squalida | |
| NO163121B (en) | MEANS FOR ATTACHING BARKET CARS AND USE THEREOF | |
| RU2163439C1 (en) | Insecticide preparation | |
| SU1595326A3 (en) | Attractant for pityogenes chalographus | |
| JP4320147B2 (en) | Control method for Okinawa crickets by communication disruption |