DK156193B - Fremgangsmaade til bekaempelse af bladlus ved anvendelse af (e)-beta-farnesen - Google Patents
Fremgangsmaade til bekaempelse af bladlus ved anvendelse af (e)-beta-farnesen Download PDFInfo
- Publication number
- DK156193B DK156193B DK376082A DK376082A DK156193B DK 156193 B DK156193 B DK 156193B DK 376082 A DK376082 A DK 376082A DK 376082 A DK376082 A DK 376082A DK 156193 B DK156193 B DK 156193B
- Authority
- DK
- Denmark
- Prior art keywords
- aphids
- farnesen
- beta
- procedures
- agents
- Prior art date
Links
- 241001124076 Aphididae Species 0.000 title claims abstract description 24
- YSNRTFFURISHOU-UHFFFAOYSA-N beta-farnesene Natural products C=CC(C)CCC=C(C)CCC=C(C)C YSNRTFFURISHOU-UHFFFAOYSA-N 0.000 title claims description 10
- 238000000034 method Methods 0.000 title claims description 5
- 239000002917 insecticide Substances 0.000 claims abstract description 5
- 239000007788 liquid Substances 0.000 claims description 10
- JSNRRGGBADWTMC-NTCAYCPXSA-N trans-beta-farnesene Chemical compound CC(C)=CCC\C(C)=C\CCC(=C)C=C JSNRRGGBADWTMC-NTCAYCPXSA-N 0.000 claims 1
- JSNRRGGBADWTMC-UHFFFAOYSA-N (6E)-7,11-dimethyl-3-methylene-1,6,10-dodecatriene Chemical compound CC(C)=CCCC(C)=CCCC(=C)C=C JSNRRGGBADWTMC-UHFFFAOYSA-N 0.000 abstract description 10
- 238000004519 manufacturing process Methods 0.000 abstract description 2
- JSNRRGGBADWTMC-QINSGFPZSA-N (E)-beta-Farnesene Natural products CC(C)=CCC\C(C)=C/CCC(=C)C=C JSNRRGGBADWTMC-QINSGFPZSA-N 0.000 abstract 2
- 239000003795 chemical substances by application Substances 0.000 description 8
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 5
- 239000013543 active substance Substances 0.000 description 4
- -1 polyoxyethylene Polymers 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- CXENHBSYCFFKJS-UHFFFAOYSA-N (3E,6E)-3,7,11-Trimethyl-1,3,6,10-dodecatetraene Natural products CC(C)=CCCC(C)=CCC=C(C)C=C CXENHBSYCFFKJS-UHFFFAOYSA-N 0.000 description 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 2
- 239000000009 alarm pheromone Substances 0.000 description 2
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 2
- 229940045714 alkyl sulfonate alkylating agent Drugs 0.000 description 2
- 150000008052 alkyl sulfonates Chemical class 0.000 description 2
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 2
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
- 239000003085 diluting agent Substances 0.000 description 2
- 239000003995 emulsifying agent Substances 0.000 description 2
- 229930009668 farnesene Natural products 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 240000004160 Capsicum annuum Species 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- 241000238631 Hexapoda Species 0.000 description 1
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 1
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 1
- 241000721621 Myzus persicae Species 0.000 description 1
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical class CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 1
- 241000514832 Neomyzus circumflexus Species 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 244000088415 Raphanus sativus Species 0.000 description 1
- 235000006140 Raphanus sativus var sativus Nutrition 0.000 description 1
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical class ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 1
- ZVQOOHYFBIDMTQ-UHFFFAOYSA-N [methyl(oxido){1-[6-(trifluoromethyl)pyridin-3-yl]ethyl}-lambda(6)-sulfanylidene]cyanamide Chemical compound N#CN=S(C)(=O)C(C)C1=CC=C(C(F)(F)F)N=C1 ZVQOOHYFBIDMTQ-UHFFFAOYSA-N 0.000 description 1
- 239000000443 aerosol Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000005228 aryl sulfonate group Chemical group 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 239000006184 cosolvent Substances 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 230000002147 killing effect Effects 0.000 description 1
- 239000006199 nebulizer Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical class CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000008096 xylene Substances 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
- A01N49/00—Biocides, pest repellants or attractants, or plant growth regulators, containing compounds containing the group, wherein m+n>=1, both X together may also mean —Y— or a direct carbon-to-carbon bond, and the carbon atoms marked with an asterisk are not part of any ring system other than that which may be formed by the atoms X, the carbon atoms in square brackets being part of any acyclic or cyclic structure, or the group, wherein A means a carbon atom or Y, n>=0, and not more than one of these carbon atoms being a member of the same ring system, e.g. juvenile insect hormones or mimics thereof
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Insects & Arthropods (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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
DK 156193 B
Den forelîggende opfindelse angar bekæmpelse af bladlus (Aphididae).
Det har vîst sig, at (E)-p-farnesen, det vil sige trans-formen af 7,11-dimethyl-3-methylen-1,6,10-dodecatrien, har dræbende virk-05 nïng pâ bladlus, nlr bladlusene bringes i kontakt med denne forbin-delse i flydende form. Dette résultat er overraskende, da det er kendt, at bladlus udsklller dette stof, der virker som alarmphero-mon [Science 177, 1121 (1972), Nature 241, 126 (1973) og Experi-entia 29, 658-660 (1973)] og i betragtning af, at bladlus generelt 10 har god modstandsdygtighed over for direkte kontakt med draber af opl0sningsmiddel, sisom af absolut éthanol og acetone.
Opfindelsen angar i overensstemmelse hermed anvendelsen af (E)-6-farnesen eller et (E)-6-farnesen-holdîgt flydende middel som kontaktinsekticid over for bladlus.
15 Opfindelsen angar ligeledes en fremgangsmade til bekæmpelse af bladlus, ved hvilken bladlusene bringes i kontakt med (E)^-farnesen î flydende form.
(E)-p-farnesenen skal anvendes i flydende form. I dampform virker stoffet kun som alarmpheromon. Udtrykket "flydende 20 form" betyder (E)-p-farnesen som sadan eller et flydende middel, der er fremstillet ud fra forbindelsen. Farnesenen behpver ikke at være helt ren, men en renhed pâ mindst 80% er pnskværdig.
Midlerne, der kan anvendes ved fremgangsmaden ifplge opfindelsen kan fremstilles pa sædvanlig made til fremstilling af kontakt-25 insekticider. Oplpsninger eller emulsioner og ogsi aerosolmidler kan anvendes . Ved fremstilling af de flydende midler kan de kendte oplpsningsmidler og fortyndingsmidler anvendes som bærere. Blandt disse kan fplgende nævnes: aromatiske carbonhydrider, sisom xylen, toluen, chlorerede aromatiske eller alifatiske carbonhydrider, sisom 30 chlorbenzener, chlorethylener, dichlormethan, yderligere alifatiske carbonhydrider, sasom cyclohexan og jordoliefraktioner, for eksempel ligroin; alkoholer, sasom éthanol, propanoler, butanoler eller glycoler, ethere, estere og ketoner, sasom acetone, methylethylketon, methyl-isobutylketon elier cyclohexanon, samt dimethylformamid og dimethyl-35 sulfoxid. Ogsa vand kan anvendes som fortyndingsmiddel. Det er n0dvendigt at anvende et co-opl0sningsmiddel og/eller en dispersion af den aktïve substans ved hjælp af et overfladeaktivt middel, nar vand anvendes, fordi den aktïve substans er uopl0selig eller kun
DK 156193 B
2 meget tungt opl0selig î vand. (Ε)-β—farnesen er rimeligt godt op-I0selig i st0rstedelen af de organiske opl0sningsmîdler. Som eksemp-ler pi emulgatorer og/eller dispergerîngsmidler kan nævnes ionogene eller ikke-ionogene emulgatorer, sâsom alkylsulfonater, arylsulfonater, 05 alkylsulfonater, polyoxyethylen fedtsyreestere og polyoxyethylen fedtal koholethere.
Koncentrationen af den aktive substans i midlerne kan varîere inden for vide grænser. Midi et b0r indeholde en tflstrækkelîg mæng-de (E)-O-farnesen tîl, at bladlusene dræbes ved væskekontakt. En 10 mængde pâ 0,1-2 pg tîlf0rt I væskeform tîl en bladlus har vîst sIg at være tllstrækkelig tîl at dræbe însektet. Det foretrækkes at an- vende de kendte ULV-midler (ULV = ultralavt volumen) og forst0v-nlngsapparatur, der er egnet tll sadanne midler. Der anvendes fortrinsvis midler med en koncentration pi mindst 10 vægt% af den 15 aktive substans.
Opfindelsen belyses nærmere ved hjælp af f0lgende eksempel.
Eksempel
Bladlus af arterne Myzus persicae og Neomyzus circumflexus pa 20 forskellige udviklingstrin behandledes med (E)^-farnesen i overens- stemmeise med fplgende fremgangsmâder:
Draber af 0,01-0,02 μΙ (10-20 pg) (E)-p-farnesen anbragtes pi ryggen af bladlus ved hjælp af en Hamilton-spr0jte pi 1,0 μΙ. Bladlusene d0de 0jeblikkelig. Radiseblade med bladluspopulatïoner pi 25 overfladen spr0jtedes med (E)^-farnesen ved hjælp af en Desaga-spr0jte pa 5 ml. Det beregnedes, at der forefandtes en koncentra-· tion pa 0,01-0,02 μΙ (10-20 pg) (E)-O-farnesen pr. mm^ bladareal.
Ogsâ i dette tilfælde dræbtes aile bladlusene.
En 10 vægt% opl0sning af (E)^-farnesen i éthanol (96%) for-i; 30 st0vedes pâ paprîkaplanter, der var inficeret med bladlus. Pi hver 3 plante anvendtes 6 cm af opl0sningen. Ingen af bladlusene over—V levede denne behandling.
35 ;
Claims (2)
1. Anvendelse af (E)-p-farnesen eller et (E)^-farnesen-holdîgt flydende middel som kontaktinsekticid over for bladlus.
2. Fremgangsmade til bekæmpelse af bladlus, KENDETEGNET ved, AT den omfatter, at man bringer bladlusene i kontakt med (E)--β-farnesen i flydende form. 10 15 20 25 30 35
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NL8103905A NL8103905A (nl) | 1981-08-21 | 1981-08-21 | Insecticide preparaat, werkwijze ter bereiding en ter toepassing daarvan. |
| NL8103905 | 1981-08-21 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DK376082A DK376082A (da) | 1983-02-22 |
| DK156193B true DK156193B (da) | 1989-07-10 |
| DK156193C DK156193C (da) | 1989-12-04 |
Family
ID=19837957
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DK376082A DK156193C (da) | 1981-08-21 | 1982-08-20 | Fremgangsmaade til bekaempelse af bladlus ved anvendelse af (e)-beta-farnesen |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US4505934A (da) |
| EP (1) | EP0073080B1 (da) |
| AT (1) | ATE16556T1 (da) |
| CA (1) | CA1183079A (da) |
| DE (1) | DE3267590D1 (da) |
| DK (1) | DK156193C (da) |
| IE (1) | IE53554B1 (da) |
| NL (1) | NL8103905A (da) |
| NO (1) | NO158984C (da) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3275183D1 (en) * | 1981-05-28 | 1987-02-26 | Nat Res Dev | Derivatives of (e)-beta-farnesene useful in insect control |
| EP0188845A1 (en) * | 1985-01-04 | 1986-07-30 | Denka Chemie B.V. | Insecticidal composition and method for combatting aphids |
| NL8602604A (nl) * | 1986-10-16 | 1988-05-16 | Tno | Toepassing van farneseen in de land- of tuinbouw of bij de bescherming van voorraden respectievelijk voor de bereiding van preparaten, alsmede werkwijze voor het bestrijden van insecten en acarina met toepassing van farneseen. |
| WO2012128788A1 (en) | 2011-03-24 | 2012-09-27 | Elevance Renewable Sciences, Inc. | Functionalized monomers and polymers |
| US9315748B2 (en) | 2011-04-07 | 2016-04-19 | Elevance Renewable Sciences, Inc. | Cold flow additives |
| US9012385B2 (en) | 2012-02-29 | 2015-04-21 | Elevance Renewable Sciences, Inc. | Terpene derived compounds |
| US20140274832A1 (en) | 2013-03-12 | 2014-09-18 | Elevance Renewable Sciences, Inc. | Maleinized ester derivatives |
| US20150057204A1 (en) | 2013-03-12 | 2015-02-26 | Elevance Renewable Sciences, Inc. | Maleanized Ester Derivatives |
| CN118975559B (zh) * | 2024-08-06 | 2025-11-04 | 浙江大学 | 法尼烯在防治南方根结线虫中的应用 |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3429970A (en) * | 1961-02-02 | 1969-02-25 | Hoffmann La Roche | Method of hindering the metamorphosis and reproduction of arthropodes |
-
1981
- 1981-08-21 NL NL8103905A patent/NL8103905A/nl not_active Application Discontinuation
-
1982
- 1982-08-10 EP EP82201007A patent/EP0073080B1/en not_active Expired
- 1982-08-10 AT AT82201007T patent/ATE16556T1/de not_active IP Right Cessation
- 1982-08-10 DE DE8282201007T patent/DE3267590D1/de not_active Expired
- 1982-08-11 US US06/407,042 patent/US4505934A/en not_active Expired - Fee Related
- 1982-08-20 IE IE2012/82A patent/IE53554B1/en not_active IP Right Cessation
- 1982-08-20 NO NO822841A patent/NO158984C/no unknown
- 1982-08-20 CA CA000409868A patent/CA1183079A/en not_active Expired
- 1982-08-20 DK DK376082A patent/DK156193C/da not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| NO822841L (no) | 1983-02-22 |
| IE822012L (en) | 1983-02-21 |
| DK376082A (da) | 1983-02-22 |
| NO158984B (no) | 1988-08-15 |
| DE3267590D1 (en) | 1986-01-02 |
| CA1183079A (en) | 1985-02-26 |
| EP0073080A1 (en) | 1983-03-02 |
| DK156193C (da) | 1989-12-04 |
| EP0073080B1 (en) | 1985-11-21 |
| IE53554B1 (en) | 1988-12-07 |
| ATE16556T1 (de) | 1985-12-15 |
| US4505934A (en) | 1985-03-19 |
| NO158984C (no) | 1988-11-23 |
| NL8103905A (nl) | 1983-03-16 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PBP | Patent lapsed |