CA2155289C - Plaquettes d'oreille insecticides a base de polyurethane; methode d'utilisation et preparation - Google Patents

Plaquettes d'oreille insecticides a base de polyurethane; methode d'utilisation et preparation

Info

Publication number: CA2155289C
Authority: CA; Canada
Prior art keywords: weight; polymer; set forth; active compound; ectoparasiticidal
Prior art date: 1994-08-10
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.): Expired - Fee Related

Application number

CA 2155289

Other languages

English (en)

Other versions

CA2155289A1 (fr

Inventor

Rudolf J. Krzewki

Stanley Ackers

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Fermenta Animal Health Co

Original Assignee

Fermenta Animal Health Co

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.)

1994-08-10

Filing date

1995-08-02

Publication date

1998-12-01

1994-08-10 Priority claimed from US08/288,598 external-priority patent/US5620696A/en

1995-08-02 Application filed by Fermenta Animal Health Co filed Critical Fermenta Animal Health Co

1996-02-11 Publication of CA2155289A1 publication Critical patent/CA2155289A1/fr

1998-12-01 Application granted granted Critical

1998-12-01 Publication of CA2155289C publication Critical patent/CA2155289C/fr

2015-08-02 Anticipated expiration legal-status Critical

Status Expired - Fee Related legal-status Critical Current

Links

238000000034 method Methods 0.000 title claims abstract description 44
229920002635 polyurethane Polymers 0.000 title claims abstract description 17
239000004814 polyurethane Substances 0.000 title claims abstract description 17
230000000749 insecticidal effect Effects 0.000 title abstract description 15
238000002360 preparation method Methods 0.000 title description 2
241001465754 Metazoa Species 0.000 claims abstract description 58
229920000642 polymer Polymers 0.000 claims abstract description 51
230000001984 ectoparasiticidal effect Effects 0.000 claims abstract description 48
150000001875 compounds Chemical class 0.000 claims abstract description 44
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims abstract description 22
WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 claims abstract description 18
-1 polytetramethylene Polymers 0.000 claims abstract description 14
VEMKTZHHVJILDY-UXHICEINSA-N bioresmethrin Chemical compound CC1(C)[C@H](C=C(C)C)[C@H]1C(=O)OCC1=COC(CC=2C=CC=CC=2)=C1 VEMKTZHHVJILDY-UXHICEINSA-N 0.000 claims abstract description 13
241000238631 Hexapoda Species 0.000 claims abstract description 11
WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims abstract description 11
150000004657 carbamic acid derivatives Chemical class 0.000 claims abstract description 10
UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 claims abstract description 9
241000283690 Bos taurus Species 0.000 claims abstract description 9
239000007795 chemical reaction product Substances 0.000 claims abstract description 9
229920000915 polyvinyl chloride Polymers 0.000 claims description 12
239000004800 polyvinyl chloride Substances 0.000 claims description 12
RDYMFSUJUZBWLH-SVWSLYAFSA-N endosulfan Chemical compound C([C@@H]12)OS(=O)OC[C@@H]1[C@]1(Cl)C(Cl)=C(Cl)[C@@]2(Cl)C1(Cl)Cl RDYMFSUJUZBWLH-SVWSLYAFSA-N 0.000 claims description 8
IAKOZHOLGAGEJT-UHFFFAOYSA-N 1,1,1-trichloro-2,2-bis(p-methoxyphenyl)-Ethane Chemical compound C1=CC(OC)=CC=C1C(C(Cl)(Cl)Cl)C1=CC=C(OC)C=C1 IAKOZHOLGAGEJT-UHFFFAOYSA-N 0.000 claims description 6
229940060367 inert ingredients Drugs 0.000 claims description 4
239000002728 pyrethroid Substances 0.000 claims description 3
239000000203 mixture Substances 0.000 abstract description 30
239000002917 insecticide Substances 0.000 abstract description 24
238000011068 loading method Methods 0.000 abstract description 15
239000000047 product Substances 0.000 abstract description 11
241000257226 Muscidae Species 0.000 abstract description 10
238000009472 formulation Methods 0.000 abstract description 6
230000002035 prolonged effect Effects 0.000 abstract description 3
238000003860 storage Methods 0.000 abstract description 3
239000000758 substrate Substances 0.000 description 13
FHIVAFMUCKRCQO-UHFFFAOYSA-N diazinon Chemical compound CCOP(=S)(OCC)OC1=CC(C)=NC(C(C)C)=N1 FHIVAFMUCKRCQO-UHFFFAOYSA-N 0.000 description 8
229920005749 polyurethane resin Polymers 0.000 description 8
239000012467 final product Substances 0.000 description 7
244000144980 herd Species 0.000 description 7
239000011159 matrix material Substances 0.000 description 7
ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 6
238000000576 coating method Methods 0.000 description 6
244000078703 ectoparasite Species 0.000 description 6
NYPJDWWKZLNGGM-UHFFFAOYSA-N fenvalerate Chemical compound C=1C=C(Cl)C=CC=1C(C(C)C)C(=O)OC(C#N)C(C=1)=CC=CC=1OC1=CC=CC=C1 NYPJDWWKZLNGGM-UHFFFAOYSA-N 0.000 description 6
239000000049 pigment Substances 0.000 description 6
229920005989 resin Polymers 0.000 description 6
239000011347 resin Substances 0.000 description 6
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 5
239000003963 antioxidant agent Substances 0.000 description 5
235000006708 antioxidants Nutrition 0.000 description 5
239000011248 coating agent Substances 0.000 description 5
238000001746 injection moulding Methods 0.000 description 4
239000012528 membrane Substances 0.000 description 4
239000004014 plasticizer Substances 0.000 description 4
230000008569 process Effects 0.000 description 4
239000002904 solvent Substances 0.000 description 4
239000000126 substance Substances 0.000 description 4
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
241001494479 Pecora Species 0.000 description 3
238000010521 absorption reaction Methods 0.000 description 3
238000001035 drying Methods 0.000 description 3
239000000314 lubricant Substances 0.000 description 3
238000004519 manufacturing process Methods 0.000 description 3
238000002156 mixing Methods 0.000 description 3
230000001681 protective effect Effects 0.000 description 3
DMYOHQBLOZMDLP-UHFFFAOYSA-N 1-[2-(2-hydroxy-3-piperidin-1-ylpropoxy)phenyl]-3-phenylpropan-1-one Chemical compound C1CCCCN1CC(O)COC1=CC=CC=C1C(=O)CCC1=CC=CC=C1 DMYOHQBLOZMDLP-UHFFFAOYSA-N 0.000 description 2
241000238876 Acari Species 0.000 description 2
HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
241000255925 Diptera Species 0.000 description 2
229920006347 Elastollan Polymers 0.000 description 2
RYECOJGRJDOGPP-UHFFFAOYSA-N Ethylurea Chemical compound CCNC(N)=O RYECOJGRJDOGPP-UHFFFAOYSA-N 0.000 description 2
241000282412 Homo Species 0.000 description 2
ISRUGXGCCGIOQO-UHFFFAOYSA-N Rhoden Chemical compound CNC(=O)OC1=CC=CC=C1OC(C)C ISRUGXGCCGIOQO-UHFFFAOYSA-N 0.000 description 2
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
229920001079 Thiokol (polymer) Polymers 0.000 description 2
XEGGRYVFLWGFHI-UHFFFAOYSA-N bendiocarb Chemical compound CNC(=O)OC1=CC=CC2=C1OC(C)(C)O2 XEGGRYVFLWGFHI-UHFFFAOYSA-N 0.000 description 2
244000309466 calf Species 0.000 description 2
CVXBEEMKQHEXEN-UHFFFAOYSA-N carbaryl Chemical compound C1=CC=C2C(OC(=O)NC)=CC=CC2=C1 CVXBEEMKQHEXEN-UHFFFAOYSA-N 0.000 description 2
229960005286 carbaryl Drugs 0.000 description 2
DUEPRVBVGDRKAG-UHFFFAOYSA-N carbofuran Chemical compound CNC(=O)OC1=CC=CC2=C1OC(C)(C)C2 DUEPRVBVGDRKAG-UHFFFAOYSA-N 0.000 description 2
238000000748 compression moulding Methods 0.000 description 2
238000010276 construction Methods 0.000 description 2
125000005442 diisocyanate group Chemical group 0.000 description 2
238000003618 dip coating Methods 0.000 description 2
239000000975 dye Substances 0.000 description 2
210000005069 ears Anatomy 0.000 description 2
238000001125 extrusion Methods 0.000 description 2
239000004744 fabric Substances 0.000 description 2
239000000945 filler Substances 0.000 description 2
239000004611 light stabiliser Substances 0.000 description 2
239000007788 liquid Substances 0.000 description 2
244000144972 livestock Species 0.000 description 2
230000007774 longterm Effects 0.000 description 2
239000000463 material Substances 0.000 description 2
238000002844 melting Methods 0.000 description 2
230000008018 melting Effects 0.000 description 2
238000000465 moulding Methods 0.000 description 2
RLLPVAHGXHCWKJ-UHFFFAOYSA-N permethrin Chemical compound CC1(C)C(C=C(Cl)Cl)C1C(=O)OCC1=CC=CC(OC=2C=CC=CC=2)=C1 RLLPVAHGXHCWKJ-UHFFFAOYSA-N 0.000 description 2
SBNFWQZLDJGRLK-UHFFFAOYSA-N phenothrin Chemical compound CC1(C)C(C=C(C)C)C1C(=O)OCC1=CC=CC(OC=2C=CC=CC=2)=C1 SBNFWQZLDJGRLK-UHFFFAOYSA-N 0.000 description 2
229920003023 plastic Polymers 0.000 description 2
239000004033 plastic Substances 0.000 description 2
238000006116 polymerization reaction Methods 0.000 description 2
239000000843 powder Substances 0.000 description 2
238000012216 screening Methods 0.000 description 2
239000007787 solid Substances 0.000 description 2
239000000243 solution Substances 0.000 description 2
239000003381 stabilizer Substances 0.000 description 2
YWSCPYYRJXKUDB-KAKFPZCNSA-N tralomethrin Chemical compound CC1(C)[C@@H](C(Br)C(Br)(Br)Br)[C@H]1C(=O)O[C@H](C#N)C1=CC=CC(OC=2C=CC=CC=2)=C1 YWSCPYYRJXKUDB-KAKFPZCNSA-N 0.000 description 2
FJDPATXIBIBRIM-QFMSAKRMSA-N (1R)-trans-cyphenothrin Chemical compound CC1(C)[C@H](C=C(C)C)[C@H]1C(=O)OC(C#N)C1=CC=CC(OC=2C=CC=CC=2)=C1 FJDPATXIBIBRIM-QFMSAKRMSA-N 0.000 description 1
RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
PNOPJOTUWJVAOK-UHFFFAOYSA-N 2-cyano-3,3-dimethyl-2-(2-methylprop-1-enyl)-1-[(3-phenoxyphenyl)methyl]cyclopropane-1-carboxylic acid Chemical compound CC(C)=CC1(C#N)C(C)(C)C1(C(O)=O)CC1=CC=CC(OC=2C=CC=CC=2)=C1 PNOPJOTUWJVAOK-UHFFFAOYSA-N 0.000 description 1
239000005874 Bifenthrin Substances 0.000 description 1
KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 description 1
239000005895 Esfenvalerate Substances 0.000 description 1
241000257232 Haematobia irritans Species 0.000 description 1
241001608644 Hippoboscidae Species 0.000 description 1
206010061217 Infestation Diseases 0.000 description 1
239000005949 Malathion Substances 0.000 description 1
241000772415 Neovison vison Species 0.000 description 1
241001674048 Phthiraptera Species 0.000 description 1
229920012485 Plasticized Polyvinyl chloride Polymers 0.000 description 1
239000004721 Polyphenylene oxide Substances 0.000 description 1
230000003078 antioxidant effect Effects 0.000 description 1
125000003118 aryl group Chemical group 0.000 description 1
239000011324 bead Substances 0.000 description 1
OMFRMAHOUUJSGP-IRHGGOMRSA-N bifenthrin Chemical compound C1=CC=C(C=2C=CC=CC=2)C(C)=C1COC(=O)[C@@H]1[C@H](\C=C(/Cl)C(F)(F)F)C1(C)C OMFRMAHOUUJSGP-IRHGGOMRSA-N 0.000 description 1
SAOKZLXYCUGLFA-UHFFFAOYSA-N bis(2-ethylhexyl) adipate Chemical compound CCCCC(CC)COC(=O)CCCCC(=O)OCC(CC)CCCC SAOKZLXYCUGLFA-UHFFFAOYSA-N 0.000 description 1
230000000740 bleeding effect Effects 0.000 description 1
CDQSJQSWAWPGKG-UHFFFAOYSA-N butane-1,1-diol Chemical compound CCCC(O)O CDQSJQSWAWPGKG-UHFFFAOYSA-N 0.000 description 1
238000006243 chemical reaction Methods 0.000 description 1
239000003086 colorant Substances 0.000 description 1
239000013065 commercial product Substances 0.000 description 1
238000011109 contamination Methods 0.000 description 1
238000005520 cutting process Methods 0.000 description 1
125000004093 cyano group Chemical group *C#N 0.000 description 1
229960001591 cyfluthrin Drugs 0.000 description 1
QQODLKZGRKWIFG-QSFXBCCZSA-N cyfluthrin Chemical compound CC1(C)[C@@H](C=C(Cl)Cl)[C@H]1C(=O)O[C@@H](C#N)C1=CC=C(F)C(OC=2C=CC=CC=2)=C1 QQODLKZGRKWIFG-QSFXBCCZSA-N 0.000 description 1
ZXQYGBMAQZUVMI-UNOMPAQXSA-N cyhalothrin Chemical compound CC1(C)C(\C=C(/Cl)C(F)(F)F)C1C(=O)OC(C#N)C1=CC=CC(OC=2C=CC=CC=2)=C1 ZXQYGBMAQZUVMI-UNOMPAQXSA-N 0.000 description 1
KAATUXNTWXVJKI-UHFFFAOYSA-N cypermethrin Chemical compound CC1(C)C(C=C(Cl)Cl)C1C(=O)OC(C#N)C1=CC=CC(OC=2C=CC=CC=2)=C1 KAATUXNTWXVJKI-UHFFFAOYSA-N 0.000 description 1
JXSJBGJIGXNWCI-UHFFFAOYSA-N diethyl 2-[(dimethoxyphosphorothioyl)thio]succinate Chemical compound CCOC(=O)CC(SP(=S)(OC)OC)C(=O)OCC JXSJBGJIGXNWCI-UHFFFAOYSA-N 0.000 description 1
BDUPRNVPXOHWIL-UHFFFAOYSA-N dimethyl sulfite Chemical compound COS(=O)OC BDUPRNVPXOHWIL-UHFFFAOYSA-N 0.000 description 1
NAGJZTKCGNOGPW-UHFFFAOYSA-K dioxido-sulfanylidene-sulfido-$l^{5}-phosphane Chemical compound [O-]P([O-])([S-])=S NAGJZTKCGNOGPW-UHFFFAOYSA-K 0.000 description 1
MCPKSFINULVDNX-UHFFFAOYSA-N drometrizole Chemical compound CC1=CC=C(O)C(N2N=C3C=CC=CC3=N2)=C1 MCPKSFINULVDNX-UHFFFAOYSA-N 0.000 description 1
229920001971 elastomer Polymers 0.000 description 1
239000000806 elastomer Substances 0.000 description 1
230000002708 enhancing effect Effects 0.000 description 1
230000007613 environmental effect Effects 0.000 description 1
NYPJDWWKZLNGGM-RPWUZVMVSA-N esfenvalerate Chemical compound C=1C([C@@H](C#N)OC(=O)[C@@H](C(C)C)C=2C=CC(Cl)=CC=2)=CC=CC=1OC1=CC=CC=C1 NYPJDWWKZLNGGM-RPWUZVMVSA-N 0.000 description 1
RIZMRRKBZQXFOY-UHFFFAOYSA-N ethion Chemical compound CCOP(=S)(OCC)SCSP(=S)(OCC)OCC RIZMRRKBZQXFOY-UHFFFAOYSA-N 0.000 description 1
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
ZNOLGFHPUIJIMJ-UHFFFAOYSA-N fenitrothion Chemical compound COP(=S)(OC)OC1=CC=C([N+]([O-])=O)C(C)=C1 ZNOLGFHPUIJIMJ-UHFFFAOYSA-N 0.000 description 1
239000011152 fibreglass Substances 0.000 description 1
238000011049 filling Methods 0.000 description 1
GBIHOLCMZGAKNG-CGAIIQECSA-N flucythrinate Chemical compound O=C([C@@H](C(C)C)C=1C=CC(OC(F)F)=CC=1)OC(C#N)C(C=1)=CC=CC=1OC1=CC=CC=C1 GBIHOLCMZGAKNG-CGAIIQECSA-N 0.000 description 1
230000008570 general process Effects 0.000 description 1
238000010438 heat treatment Methods 0.000 description 1
239000008240 homogeneous mixture Substances 0.000 description 1
239000004615 ingredient Substances 0.000 description 1
239000007924 injection Substances 0.000 description 1
238000005304 joining Methods 0.000 description 1
238000003475 lamination Methods 0.000 description 1
239000002649 leather substitute Substances 0.000 description 1
230000014759 maintenance of location Effects 0.000 description 1
229960000453 malathion Drugs 0.000 description 1
239000000155 melt Substances 0.000 description 1
QJOOIMSFFIUFKX-UHFFFAOYSA-N methyl 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate Chemical compound COC(=O)C1C(C=C(Cl)Cl)C1(C)C QJOOIMSFFIUFKX-UHFFFAOYSA-N 0.000 description 1
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
SSDSCDGVMJFTEQ-UHFFFAOYSA-N octadecyl 3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)CCC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 SSDSCDGVMJFTEQ-UHFFFAOYSA-N 0.000 description 1
230000003287 optical effect Effects 0.000 description 1
239000003986 organophosphate insecticide Substances 0.000 description 1
238000004806 packaging method and process Methods 0.000 description 1
239000008188 pellet Substances 0.000 description 1
229960000490 permethrin Drugs 0.000 description 1
239000002985 plastic film Substances 0.000 description 1
239000002798 polar solvent Substances 0.000 description 1
229920000570 polyether Polymers 0.000 description 1
244000144977 poultry Species 0.000 description 1
238000012545 processing Methods 0.000 description 1
238000007761 roller coating Methods 0.000 description 1
239000002356 single layer Substances 0.000 description 1
238000002791 soaking Methods 0.000 description 1
125000001424 substituent group Chemical group 0.000 description 1
239000012209 synthetic fiber Substances 0.000 description 1
229920002994 synthetic fiber Polymers 0.000 description 1
238000010345 tape casting Methods 0.000 description 1
238000012956 testing procedure Methods 0.000 description 1
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
238000012546 transfer Methods 0.000 description 1
230000003442 weekly effect Effects 0.000 description 1

Landscapes

Agricultural Chemicals And Associated Chemicals (AREA)

CA 2155289 1994-08-10 1995-08-02 Plaquettes d'oreille insecticides a base de polyurethane; methode d'utilisation et preparation Expired - Fee Related CA2155289C (fr)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US08/288,598		1994-08-10
US08/288,598 US5620696A (en)	1992-02-26	1994-08-10	Polyurethane insecticidal ear tag and method of use

Publications (2)

Publication Number	Publication Date
CA2155289A1 CA2155289A1 (fr)	1996-02-11
CA2155289C true CA2155289C (fr)	1998-12-01

Family

ID=23107811

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA 2155289 Expired - Fee Related CA2155289C (fr)	1994-08-10	1995-08-02	Plaquettes d'oreille insecticides a base de polyurethane; methode d'utilisation et preparation

Country Status (2)

Country	Link
AU (1)	AU690701B2 (fr)
CA (1)	CA2155289C (fr)

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4189467A (en) *	1977-04-07	1980-02-19	Bayer Aktiengesellschaft	Polyurethanes having ectoparasiticidal activity
US4562794A (en) *	1984-01-30	1986-01-07	Bend Research, Inc.	Pest control in animals

1995
- 1995-08-01 AU AU27275/95A patent/AU690701B2/en not_active Expired
- 1995-08-02 CA CA 2155289 patent/CA2155289C/fr not_active Expired - Fee Related

Also Published As

Publication number	Publication date
AU2727595A (en)	1996-02-22
AU690701B2 (en)	1998-04-30
CA2155289A1 (fr)	1996-02-11

Legal Events

Date	Code	Title	Description
1996-03-14	EEER	Examination request
2003-08-04	MKLA	Lapsed

Publication	Publication Date	Title
US4544547A (en)	1985-10-01	Ectoparasiticide-containing polyurethanes
EP0211207A2 (fr)	1987-02-25	Dispositif et procédé pour la lutte contre les insectes
US5620696A (en)	1997-04-15	Polyurethane insecticidal ear tag and method of use
EP1883293B1 (fr)	2010-06-30	Composition et methode de lutte contre les insectes
CA2155289C (fr)	1998-12-01	Plaquettes d'oreille insecticides a base de polyurethane; methode d'utilisation et preparation
US5472955A (en)	1995-12-05	Insecticide mixture for ear tags
CA2090764C (fr)	1997-03-25	Plaquette antiparasite en polyurethanne pour animaux et procede de fabrication
JPH05221802A (ja)	1993-08-31	活性化合物を含有し且つ熱可塑性物として加工しうる成形品、その製法、及びその害虫の駆除に対する使用法
AU2002329881B2 (en)	2008-08-21	Insect control device for prolonged treatment of animals containing coumaphos and diazinon
AU657612B2 (en)	1995-03-16	Shaped articles for combating ectoparasites on animals
US20100015191A1 (en)	2010-01-21	Device and method for controlling insects
AU2002329881A1 (en)	2003-06-05	Insect control device for prolonged treatment of animals containing coumaphos and diazinon
US5018481A (en)	1991-05-28	Insect control device for livestock containing coumaphos
DD209376A5 (de)	1984-05-09	Langsamloesende pestizidzusammensetzung
US20080115737A1 (en)	2008-05-22	Insect control device for prolonged treatment of animals containing coumaphos and diazinon
AU631645B2 (en)	1992-12-03	An improved device
US20100095900A1 (en)	2010-04-22	Device and method for controlling insects
HK1158451A (en)	2012-07-20	Device and method for controlling insects
CA1225329A (fr)	1987-08-11	Dispositif de lutte contre les insectes nuisibles