GB2114442A - Improvements in or to anti-parasite collars for animals - Google Patents
Improvements in or to anti-parasite collars for animals Download PDFInfo
- Publication number
- GB2114442A GB2114442A GB08300273A GB8300273A GB2114442A GB 2114442 A GB2114442 A GB 2114442A GB 08300273 A GB08300273 A GB 08300273A GB 8300273 A GB8300273 A GB 8300273A GB 2114442 A GB2114442 A GB 2114442A
- Authority
- GB
- United Kingdom
- Prior art keywords
- methyl
- insecticidal
- acid
- phosphate
- substance
- Prior art date
- 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.)
- Granted
Links
- 241001465754 Metazoa Species 0.000 title claims abstract description 29
- 230000002141 anti-parasite Effects 0.000 title claims abstract description 16
- 239000000126 substance Substances 0.000 claims abstract description 36
- 230000000749 insecticidal effect Effects 0.000 claims abstract description 27
- 235000004626 essential fatty acids Nutrition 0.000 claims abstract description 14
- 239000000203 mixture Substances 0.000 claims description 32
- 239000000654 additive Substances 0.000 claims description 18
- -1 and/or deodorisers Substances 0.000 claims description 16
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 16
- 238000001125 extrusion Methods 0.000 claims description 16
- 239000000194 fatty acid Substances 0.000 claims description 16
- 229930195729 fatty acid Natural products 0.000 claims description 16
- 150000004665 fatty acids Chemical class 0.000 claims description 15
- 239000011782 vitamin Substances 0.000 claims description 13
- 229940088594 vitamin Drugs 0.000 claims description 13
- 229930003231 vitamin Natural products 0.000 claims description 12
- 235000013343 vitamin Nutrition 0.000 claims description 12
- 238000004519 manufacturing process Methods 0.000 claims description 11
- 150000003722 vitamin derivatives Chemical class 0.000 claims description 11
- 238000009792 diffusion process Methods 0.000 claims description 10
- FHIVAFMUCKRCQO-UHFFFAOYSA-N diazinon Chemical compound CCOP(=S)(OCC)OC1=CC(C)=NC(C(C)C)=N1 FHIVAFMUCKRCQO-UHFFFAOYSA-N 0.000 claims description 9
- 229950003231 dimpylate Drugs 0.000 claims description 9
- PNKUSGQVOMIXLU-UHFFFAOYSA-N Formamidine Chemical class NC=N PNKUSGQVOMIXLU-UHFFFAOYSA-N 0.000 claims description 8
- 150000002148 esters Chemical class 0.000 claims description 8
- 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 claims description 7
- 239000002671 adjuvant Substances 0.000 claims description 6
- YZXBAPSDXZZRGB-DOFZRALJSA-N arachidonic acid Chemical compound CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(O)=O YZXBAPSDXZZRGB-DOFZRALJSA-N 0.000 claims description 6
- 238000000034 method Methods 0.000 claims description 6
- 150000004657 carbamic acid derivatives Chemical class 0.000 claims description 5
- 239000004014 plasticizer Substances 0.000 claims description 5
- 239000007787 solid Substances 0.000 claims description 5
- KKUKTXOBAWVSHC-UHFFFAOYSA-N Dimethylphosphate Chemical compound COP(O)(=O)OC KKUKTXOBAWVSHC-UHFFFAOYSA-N 0.000 claims description 4
- MBMBGCFOFBJSGT-KUBAVDMBSA-N all-cis-docosa-4,7,10,13,16,19-hexaenoic acid Chemical compound CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCC(O)=O MBMBGCFOFBJSGT-KUBAVDMBSA-N 0.000 claims description 4
- CVXBEEMKQHEXEN-UHFFFAOYSA-N carbaryl Chemical compound C1=CC=C2C(OC(=O)NC)=CC=CC2=C1 CVXBEEMKQHEXEN-UHFFFAOYSA-N 0.000 claims description 4
- 239000000975 dye Substances 0.000 claims description 4
- 239000000945 filler Substances 0.000 claims description 4
- 229920001169 thermoplastic Polymers 0.000 claims description 4
- 239000004416 thermosoftening plastic Substances 0.000 claims description 4
- 229910019142 PO4 Inorganic materials 0.000 claims description 3
- 240000004460 Tanacetum coccineum Species 0.000 claims description 3
- 235000020661 alpha-linolenic acid Nutrition 0.000 claims description 3
- QXAITBQSYVNQDR-ZIOPAAQOSA-N amitraz Chemical compound C=1C=C(C)C=C(C)C=1/N=C/N(C)\C=N\C1=CC=C(C)C=C1C QXAITBQSYVNQDR-ZIOPAAQOSA-N 0.000 claims description 3
- 229960002587 amitraz Drugs 0.000 claims description 3
- 235000021342 arachidonic acid Nutrition 0.000 claims description 3
- 229940114079 arachidonic acid Drugs 0.000 claims description 3
- 229960004488 linolenic acid Drugs 0.000 claims description 3
- KQQKGWQCNNTQJW-UHFFFAOYSA-N linolenic acid Natural products CC=CCCC=CCC=CCCCCCCCC(O)=O KQQKGWQCNNTQJW-UHFFFAOYSA-N 0.000 claims description 3
- 238000000465 moulding Methods 0.000 claims description 3
- 239000010452 phosphate Substances 0.000 claims description 3
- 239000003381 stabilizer Substances 0.000 claims description 3
- XSXIVVZCUAHUJO-AVQMFFATSA-N (11e,14e)-icosa-11,14-dienoic acid Chemical compound CCCCC\C=C\C\C=C\CCCCCCCCCC(O)=O XSXIVVZCUAHUJO-AVQMFFATSA-N 0.000 claims description 2
- OYHQOLUKZRVURQ-NTGFUMLPSA-N (9Z,12Z)-9,10,12,13-tetratritiooctadeca-9,12-dienoic acid Chemical compound C(CCCCCCC\C(=C(/C\C(=C(/CCCCC)\[3H])\[3H])\[3H])\[3H])(=O)O OYHQOLUKZRVURQ-NTGFUMLPSA-N 0.000 claims description 2
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 claims description 2
- KHBCHWFRVFRJED-UHFFFAOYSA-N 2,2-dichloroethenylcyclopropane Chemical compound ClC(Cl)=CC1CC1 KHBCHWFRVFRJED-UHFFFAOYSA-N 0.000 claims description 2
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 claims description 2
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 claims description 2
- STUSTWKEFDQFFZ-UHFFFAOYSA-N Chlordimeform Chemical compound CN(C)C=NC1=CC=C(Cl)C=C1C STUSTWKEFDQFFZ-UHFFFAOYSA-N 0.000 claims description 2
- 239000005642 Oleic acid Substances 0.000 claims description 2
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 claims description 2
- ISRUGXGCCGIOQO-UHFFFAOYSA-N Rhoden Chemical compound CNC(=O)OC1=CC=CC=C1OC(C)C ISRUGXGCCGIOQO-UHFFFAOYSA-N 0.000 claims description 2
- DTOSIQBPPRVQHS-PDBXOOCHSA-N alpha-linolenic acid Chemical compound CC\C=C/C\C=C/C\C=C/CCCCCCCC(O)=O DTOSIQBPPRVQHS-PDBXOOCHSA-N 0.000 claims description 2
- VBLJFQYCTRKKKF-UHFFFAOYSA-N diazoxon Chemical compound CCOP(=O)(OCC)OC1=CC(C)=NC(C(C)C)=N1 VBLJFQYCTRKKKF-UHFFFAOYSA-N 0.000 claims description 2
- 229940090949 docosahexaenoic acid Drugs 0.000 claims description 2
- 235000020669 docosahexaenoic acid Nutrition 0.000 claims description 2
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 claims description 2
- UGWALRUNBSBTGI-ZKMZRDRYSA-N kadethrin Chemical compound C(/[C@@H]1C([C@@H]1C(=O)OCC=1C=C(CC=2C=CC=CC=2)OC=1)(C)C)=C1/CCSC1=O UGWALRUNBSBTGI-ZKMZRDRYSA-N 0.000 claims description 2
- CAAULPUQFIIOTL-UHFFFAOYSA-N methyl dihydrogen phosphate Chemical compound COP(O)(O)=O CAAULPUQFIIOTL-UHFFFAOYSA-N 0.000 claims description 2
- DSWNRHCOGVRDOE-UHFFFAOYSA-N n,n-dimethylmethanimidamide Chemical compound CN(C)C=N DSWNRHCOGVRDOE-UHFFFAOYSA-N 0.000 claims description 2
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 claims description 2
- 229960002969 oleic acid Drugs 0.000 claims description 2
- 235000021313 oleic acid Nutrition 0.000 claims description 2
- 150000004045 organic chlorine compounds Chemical class 0.000 claims description 2
- 150000002903 organophosphorus compounds Chemical class 0.000 claims description 2
- SCWKRWCUMCMVPW-UHFFFAOYSA-N phenyl n-methylcarbamate Chemical compound CNC(=O)OC1=CC=CC=C1 SCWKRWCUMCMVPW-UHFFFAOYSA-N 0.000 claims description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims description 2
- 239000000049 pigment Substances 0.000 claims description 2
- UBCKGWBNUIFUST-YHYXMXQVSA-N tetrachlorvinphos Chemical compound COP(=O)(OC)O\C(=C/Cl)C1=CC(Cl)=C(Cl)C=C1Cl UBCKGWBNUIFUST-YHYXMXQVSA-N 0.000 claims description 2
- CXBMCYHAMVGWJQ-UHFFFAOYSA-N tetramethrin Chemical compound CC1(C)C(C=C(C)C)C1C(=O)OCN1C(=O)C(CCCC2)=C2C1=O CXBMCYHAMVGWJQ-UHFFFAOYSA-N 0.000 claims description 2
- 125000003944 tolyl group Chemical group 0.000 claims description 2
- DWCLZPVTOUGAER-UHFFFAOYSA-N (1,2-dibromo-2,2-dichloroethyl) dihydrogen phosphate Chemical compound OP(O)(=O)OC(Br)C(Cl)(Cl)Br DWCLZPVTOUGAER-UHFFFAOYSA-N 0.000 claims 1
- RLLPVAHGXHCWKJ-IEBWSBKVSA-N (3-phenoxyphenyl)methyl (1s,3s)-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate Chemical compound CC1(C)[C@H](C=C(Cl)Cl)[C@@H]1C(=O)OCC1=CC=CC(OC=2C=CC=CC=2)=C1 RLLPVAHGXHCWKJ-IEBWSBKVSA-N 0.000 claims 1
- MNRWIFMPVCLIDS-UHFFFAOYSA-N 2,2-dichloroethenyl dihydrogen phosphate Chemical compound OP(O)(=O)OC=C(Cl)Cl MNRWIFMPVCLIDS-UHFFFAOYSA-N 0.000 claims 1
- 235000021297 Eicosadienoic acid Nutrition 0.000 claims 1
- DLAWHUHRMLAWJP-UHFFFAOYSA-N O1C=C(C=C1)CC1C(C1C=C1C(SCC1)=O)(C)C Chemical compound O1C=C(C=C1)CC1C(C1C=C1C(SCC1)=O)(C)C DLAWHUHRMLAWJP-UHFFFAOYSA-N 0.000 claims 1
- ROVGZAWFACYCSP-MQBLHHJJSA-N [2-methyl-4-oxo-3-[(2z)-penta-2,4-dienyl]cyclopent-2-en-1-yl] (1r,3r)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropane-1-carboxylate Chemical compound CC1(C)[C@H](C=C(C)C)[C@H]1C(=O)OC1C(C)=C(C\C=C/C=C)C(=O)C1 ROVGZAWFACYCSP-MQBLHHJJSA-N 0.000 claims 1
- 125000004177 diethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 1
- 239000008240 homogeneous mixture Substances 0.000 claims 1
- BUYMVQAILCEWRR-UHFFFAOYSA-N naled Chemical compound COP(=O)(OC)OC(Br)C(Cl)(Cl)Br BUYMVQAILCEWRR-UHFFFAOYSA-N 0.000 claims 1
- 229940015367 pyrethrum Drugs 0.000 claims 1
- 239000000758 substrate Substances 0.000 claims 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 19
- 239000004800 polyvinyl chloride Substances 0.000 description 18
- 229920001519 homopolymer Polymers 0.000 description 17
- CJZGTCYPCWQAJB-UHFFFAOYSA-L calcium stearate Chemical compound [Ca+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O CJZGTCYPCWQAJB-UHFFFAOYSA-L 0.000 description 15
- 239000008116 calcium stearate Substances 0.000 description 15
- 235000013539 calcium stearate Nutrition 0.000 description 15
- 235000012424 soybean oil Nutrition 0.000 description 14
- 230000000996 additive effect Effects 0.000 description 13
- 238000012360 testing method Methods 0.000 description 10
- 239000004156 Azodicarbonamide Substances 0.000 description 9
- XOZUGNYVDXMRKW-AATRIKPKSA-N azodicarbonamide Chemical compound NC(=O)\N=N\C(N)=O XOZUGNYVDXMRKW-AATRIKPKSA-N 0.000 description 9
- 235000019399 azodicarbonamide Nutrition 0.000 description 9
- 239000002917 insecticide Substances 0.000 description 9
- 239000001149 (9Z,12Z)-octadeca-9,12-dienoate Substances 0.000 description 8
- 239000013543 active substance Substances 0.000 description 8
- DOIRQSBPFJWKBE-UHFFFAOYSA-N phthalic acid di-n-butyl ester Natural products CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 description 8
- 241000282472 Canis lupus familiaris Species 0.000 description 7
- WTFXARWRTYJXII-UHFFFAOYSA-N iron(2+);iron(3+);oxygen(2-) Chemical compound [O-2].[O-2].[O-2].[O-2].[Fe+2].[Fe+3].[Fe+3] WTFXARWRTYJXII-UHFFFAOYSA-N 0.000 description 7
- SZVJSHCCFOBDDC-UHFFFAOYSA-N iron(II,III) oxide Inorganic materials O=[Fe]O[Fe]O[Fe]=O SZVJSHCCFOBDDC-UHFFFAOYSA-N 0.000 description 7
- 230000007935 neutral effect Effects 0.000 description 7
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 6
- 239000003096 antiparasitic agent Substances 0.000 description 6
- 150000001875 compounds Chemical class 0.000 description 6
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 6
- 244000045947 parasite Species 0.000 description 6
- 241000282326 Felis catus Species 0.000 description 5
- 229960002380 dibutyl phthalate Drugs 0.000 description 5
- 229910002055 micronized silica Inorganic materials 0.000 description 5
- WTTJVINHCBCLGX-UHFFFAOYSA-N (9trans,12cis)-methyl linoleate Natural products CCCCCC=CCC=CCCCCCCCC(=O)OC WTTJVINHCBCLGX-UHFFFAOYSA-N 0.000 description 4
- DVWSXZIHSUZZKJ-UHFFFAOYSA-N 18:3n-3 Natural products CCC=CCC=CCC=CCCCCCCCC(=O)OC DVWSXZIHSUZZKJ-UHFFFAOYSA-N 0.000 description 4
- LNJCGNRKWOHFFV-UHFFFAOYSA-N 3-(2-hydroxyethylsulfanyl)propanenitrile Chemical compound OCCSCCC#N LNJCGNRKWOHFFV-UHFFFAOYSA-N 0.000 description 4
- PKIXXJPMNDDDOS-UHFFFAOYSA-N Methyl linoleate Natural products CCCCC=CCCC=CCCCCCCCC(=O)OC PKIXXJPMNDDDOS-UHFFFAOYSA-N 0.000 description 4
- 239000002253 acid Substances 0.000 description 4
- 230000008030 elimination Effects 0.000 description 4
- 238000003379 elimination reaction Methods 0.000 description 4
- DVWSXZIHSUZZKJ-YSTUJMKBSA-N methyl linolenate Chemical compound CC\C=C/C\C=C/C\C=C/CCCCCCCC(=O)OC DVWSXZIHSUZZKJ-YSTUJMKBSA-N 0.000 description 4
- 229920003023 plastic Polymers 0.000 description 4
- 239000004033 plastic Substances 0.000 description 4
- 239000000843 powder Substances 0.000 description 4
- FOVILOYZUOSDQG-UHFFFAOYSA-N 2-octan-4-yloxycarbonylbenzoic acid Chemical compound CCCCC(CCC)OC(=O)C1=CC=CC=C1C(O)=O FOVILOYZUOSDQG-UHFFFAOYSA-N 0.000 description 3
- ZTCPEEQYHNDHGB-UHFFFAOYSA-N 6-(6-methylheptoxy)-6-oxohexanoic acid Chemical compound CC(C)CCCCCOC(=O)CCCCC(O)=O ZTCPEEQYHNDHGB-UHFFFAOYSA-N 0.000 description 3
- 206010040914 Skin reaction Diseases 0.000 description 3
- 150000007513 acids Chemical class 0.000 description 3
- 229910000019 calcium carbonate Inorganic materials 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- UOBSVARXACCLLH-UHFFFAOYSA-N monomethyl adipate Chemical compound COC(=O)CCCCC(O)=O UOBSVARXACCLLH-UHFFFAOYSA-N 0.000 description 3
- 230000035483 skin reaction Effects 0.000 description 3
- 231100000430 skin reaction Toxicity 0.000 description 3
- 206010015150 Erythema Diseases 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 229910052788 barium Inorganic materials 0.000 description 2
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 229910052793 cadmium Inorganic materials 0.000 description 2
- BDOSMKKIYDKNTQ-UHFFFAOYSA-N cadmium atom Chemical compound [Cd] BDOSMKKIYDKNTQ-UHFFFAOYSA-N 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- FLKPEMZONWLCSK-UHFFFAOYSA-N diethyl phthalate Chemical compound CCOC(=O)C1=CC=CC=C1C(=O)OCC FLKPEMZONWLCSK-UHFFFAOYSA-N 0.000 description 2
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 2
- 208000035475 disorder Diseases 0.000 description 2
- QYDYPVFESGNLHU-UHFFFAOYSA-N elaidic acid methyl ester Natural products CCCCCCCCC=CCCCCCCCC(=O)OC QYDYPVFESGNLHU-UHFFFAOYSA-N 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 238000010348 incorporation Methods 0.000 description 2
- XMGQYMWWDOXHJM-UHFFFAOYSA-N limonene Chemical compound CC(=C)C1CCC(C)=CC1 XMGQYMWWDOXHJM-UHFFFAOYSA-N 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 229940073769 methyl oleate Drugs 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 208000017520 skin disease Diseases 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 239000000454 talc Substances 0.000 description 2
- 229910052623 talc Inorganic materials 0.000 description 2
- 229920002554 vinyl polymer Polymers 0.000 description 2
- 239000001052 yellow pigment Substances 0.000 description 2
- CZGWDPMDAIPURF-UHFFFAOYSA-N (4,6-dihydrazinyl-1,3,5-triazin-2-yl)hydrazine Chemical compound NNC1=NC(NN)=NC(NN)=N1 CZGWDPMDAIPURF-UHFFFAOYSA-N 0.000 description 1
- RFEJUZJILGIRHQ-XRIOVQLTSA-N 2,3-dihydroxybutanedioic acid;3-[(2s)-1-methylpyrrolidin-2-yl]pyridine Chemical compound OC(=O)C(O)C(O)C(O)=O.OC(=O)C(O)C(O)C(O)=O.CN1CCC[C@H]1C1=CC=CN=C1 RFEJUZJILGIRHQ-XRIOVQLTSA-N 0.000 description 1
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 1
- RGCAIWFDJSWKKJ-UHFFFAOYSA-N 3-[(2,2-dimethylcyclopropyl)methylidene]thiolan-2-one Chemical compound CC1(C)CC1C=C1C(=O)SCC1 RGCAIWFDJSWKKJ-UHFFFAOYSA-N 0.000 description 1
- WTWALOUKAKMRKC-UHFFFAOYSA-N 6-octan-4-yloxy-6-oxohexanoic acid Chemical compound CCCCC(CCC)OC(=O)CCCCC(O)=O WTWALOUKAKMRKC-UHFFFAOYSA-N 0.000 description 1
- IHLDEDLAZNFOJB-UHFFFAOYSA-N 6-octoxy-6-oxohexanoic acid Chemical compound CCCCCCCCOC(=O)CCCCC(O)=O IHLDEDLAZNFOJB-UHFFFAOYSA-N 0.000 description 1
- 241000238876 Acari Species 0.000 description 1
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 description 1
- 239000005946 Cypermethrin Substances 0.000 description 1
- 201000004624 Dermatitis Diseases 0.000 description 1
- XTJFFFGAUHQWII-UHFFFAOYSA-N Dibutyl adipate Chemical compound CCCCOC(=O)CCCCC(=O)OCCCC XTJFFFGAUHQWII-UHFFFAOYSA-N 0.000 description 1
- NIQCNGHVCWTJSM-UHFFFAOYSA-N Dimethyl phthalate Chemical compound COC(=O)C1=CC=CC=C1C(=O)OC NIQCNGHVCWTJSM-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- XSXIVVZCUAHUJO-UHFFFAOYSA-N Homo-gamma-linoleic acid Natural products CCCCCC=CCC=CCCCCCCCCCC(O)=O XSXIVVZCUAHUJO-UHFFFAOYSA-N 0.000 description 1
- OYHQOLUKZRVURQ-HZJYTTRNSA-N Linoleic acid Chemical compound CCCCC\C=C/C\C=C/CCCCCCCC(O)=O OYHQOLUKZRVURQ-HZJYTTRNSA-N 0.000 description 1
- 229920001744 Polyaldehyde Polymers 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- 208000003251 Pruritus Diseases 0.000 description 1
- YSMRWXYRXBRSND-UHFFFAOYSA-N TOTP Chemical compound CC1=CC=CC=C1OP(=O)(OC=1C(=CC=CC=1)C)OC1=CC=CC=C1C YSMRWXYRXBRSND-UHFFFAOYSA-N 0.000 description 1
- 206010047700 Vomiting Diseases 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- 125000002777 acetyl group Chemical class [H]C([H])([H])C(*)=O 0.000 description 1
- 239000011149 active material Substances 0.000 description 1
- WNLRTRBMVRJNCN-UHFFFAOYSA-L adipate(2-) Chemical compound [O-]C(=O)CCCCC([O-])=O WNLRTRBMVRJNCN-UHFFFAOYSA-L 0.000 description 1
- 235000011037 adipic acid Nutrition 0.000 description 1
- 150000001279 adipic acids Chemical class 0.000 description 1
- 230000000172 allergic effect Effects 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- QXAITBQSYVNQDR-UHFFFAOYSA-N amitraz Chemical compound C=1C=C(C)C=C(C)C=1N=CN(C)C=NC1=CC=C(C)C=C1C QXAITBQSYVNQDR-UHFFFAOYSA-N 0.000 description 1
- 208000010668 atopic eczema Diseases 0.000 description 1
- VJRITMATACIYAF-UHFFFAOYSA-N benzenesulfonohydrazide Chemical compound NNS(=O)(=O)C1=CC=CC=C1 VJRITMATACIYAF-UHFFFAOYSA-N 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000000470 constituent Substances 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
- 229960005424 cypermethrin Drugs 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- OEBRKCOSUFCWJD-UHFFFAOYSA-N dichlorvos Chemical compound COP(=O)(OC)OC=C(Cl)Cl OEBRKCOSUFCWJD-UHFFFAOYSA-N 0.000 description 1
- 230000008034 disappearance Effects 0.000 description 1
- 244000078703 ectoparasite Species 0.000 description 1
- 239000013057 ectoparasiticide Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 231100000321 erythema Toxicity 0.000 description 1
- 239000003925 fat Substances 0.000 description 1
- 235000019197 fats Nutrition 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000003102 growth factor Substances 0.000 description 1
- 238000000265 homogenisation Methods 0.000 description 1
- 238000009776 industrial production Methods 0.000 description 1
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N iron oxide Inorganic materials [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 1
- 235000013980 iron oxide Nutrition 0.000 description 1
- VBMVTYDPPZVILR-UHFFFAOYSA-N iron(2+);oxygen(2-) Chemical class [O-2].[Fe+2] VBMVTYDPPZVILR-UHFFFAOYSA-N 0.000 description 1
- GWYFCOCPABKNJV-UHFFFAOYSA-N isovaleric acid Chemical compound CC(C)CC(O)=O GWYFCOCPABKNJV-UHFFFAOYSA-N 0.000 description 1
- 229940087305 limonene Drugs 0.000 description 1
- 235000001510 limonene Nutrition 0.000 description 1
- 235000020778 linoleic acid Nutrition 0.000 description 1
- OYHQOLUKZRVURQ-IXWMQOLASA-N linoleic acid Natural products CCCCC\C=C/C\C=C\CCCCCCCC(O)=O OYHQOLUKZRVURQ-IXWMQOLASA-N 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 150000002689 maleic acids Chemical class 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- ALIFPGGMJDWMJH-UHFFFAOYSA-N n-phenyldiazenylaniline Chemical compound C=1C=CC=CC=1NN=NC1=CC=CC=C1 ALIFPGGMJDWMJH-UHFFFAOYSA-N 0.000 description 1
- 150000002829 nitrogen Chemical class 0.000 description 1
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000000546 pharmaceutical excipient Substances 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 229920001291 polyvinyl halide Polymers 0.000 description 1
- 230000000063 preceeding effect Effects 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 238000006748 scratching Methods 0.000 description 1
- 230000002393 scratching effect Effects 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 206010040872 skin infection Diseases 0.000 description 1
- 229920005992 thermoplastic resin Polymers 0.000 description 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 1
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 1
- MWOOGOJBHIARFG-UHFFFAOYSA-N vanillin Chemical compound COC1=CC(C=O)=CC=C1O MWOOGOJBHIARFG-UHFFFAOYSA-N 0.000 description 1
- FGQOOHJZONJGDT-UHFFFAOYSA-N vanillin Natural products COC1=CC(O)=CC(C=O)=C1 FGQOOHJZONJGDT-UHFFFAOYSA-N 0.000 description 1
- 235000012141 vanillin Nutrition 0.000 description 1
- 238000009834 vaporization Methods 0.000 description 1
- 230000008673 vomiting Effects 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 230000004580 weight loss Effects 0.000 description 1
- 238000003466 welding Methods 0.000 description 1
- 239000012463 white pigment Substances 0.000 description 1
- 125000005023 xylyl group Chemical group 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- DTOSIQBPPRVQHS-UHFFFAOYSA-N α-Linolenic acid Chemical compound CCC=CCC=CCC=CCCCCCCCC(O)=O DTOSIQBPPRVQHS-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01K—ANIMAL HUSBANDRY; AVICULTURE; APICULTURE; PISCICULTURE; FISHING; REARING OR BREEDING ANIMALS, NOT OTHERWISE PROVIDED FOR; NEW BREEDS OF ANIMALS
- A01K27/00—Leads or collars, e.g. for dogs
- A01K27/007—Leads or collars, e.g. for dogs with insecticide-dispensing means
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01K—ANIMAL HUSBANDRY; AVICULTURE; APICULTURE; PISCICULTURE; FISHING; REARING OR BREEDING ANIMALS, NOT OTHERWISE PROVIDED FOR; NEW BREEDS OF ANIMALS
- A01K27/00—Leads or collars, e.g. for dogs
-
- 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
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/34—Shaped forms, e.g. sheets, not provided for in any other sub-group of this main group
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Environmental Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Animal Husbandry (AREA)
- Biodiversity & Conservation Biology (AREA)
- Health & Medical Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Plant Pathology (AREA)
- Toxicology (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
Anti-parasite collars for animals include an insecticidal device formed from at least one insecticidal substance associated with at least one substance selected from among C18 to C22 unsaturated essential fatty acids. This collar can be in the form of a strap, or in the form of a mixed double strap formed from two laterally bonded strips, one strip containing the insecticidal substance, the other the unsaturated essential fatty acid.
Description
SPECIFICATION
Anti-parasite collar
BACKGROUND OF THE INVENTION
Field of the invention
The present invention relates to improvements in orto anti-parasite collars for animals. For a certain time
already there have been used, devices adapted to release gradually a contact insecticide intended for the
protection of animals against parasites and in particular against ectoparasites. The majority of these devices
are constituted by an insecticide included in a matrix of plastics material. The slow release of the
ectoparasiticide product (which acts through its vapour or which is deposited on the hair of the animal)
permits effective protection against parasites for several months.
Description of the prior art
These various anti-parasitic devices and which have been the subject of very many patents (particularly
French patents of Applicant 2,447,679,2,268,859, 2,307,466,2,436,563, 2,370,572,2,213,014, 2,374,853, 2,386,253,2,386,254, 2,392,606), are essentially composed of three basic elements:
- the insecticide (or mixture of insecticides),
- the support (generally based on a thermoplastic resin),
- the adjuvants (like plasticisers, diffusion regulators, etc...)
The choice of each of these basic constituents is very important. It is in fact imperative to have a device
effective against parasites, diffusing slowly and regularly and completely innocuous for both the animal and
its surroundings, and particularly for young children.
If the majority of the drawbacks of these anti-parasitic collars have been eliminated and difficulties of all
sorts overcome, there remains however one drawback which is of great importance. The animal, very rapidly
or after a certain period of use, has allergic phenomena manifested by locai disorders: redness of the skin,
eczemas, blemishment of the hair, loss of suppleness of the sin etc.. and/or by general disorders : vomiting,
weight loss, etc...
It is consequently an object of the present invention to provide ectoparasitic devices and collars which
respond better to the necessities of practice than previously known devices designed for the same purpose,
particularly in that they eliminate entirely the cutaneous disorders of the animal, whilst retaining high
efficacity of action over a long period.
General description of the invention
According to the present invention there is provided an anti-parasitic collar for animals, comprising an
insecticide device formed from at least one insecticidal substance associated with at least one substance
selected from among unsaturated essential fatty acids of C18 to C22 and their esters.
The very great experience of Applicant in the field of combating parasites of animals, has enabled the
observation that in the long run intolerance to the insecticidal collar was due to deficiency of certain fatty
acids necessary for the epithelial system of the animal.
In accordance with the invention, the anti-parasitic device is composed, in addition, of the following two
elements:
- a thermoplastic solid macromolecular support,
- adjuvants (plasticisers and/or inert fillers, and/or dyes and/or deodorisers, and/or stabilisers, and/or
diffusion regulators).
In a preferred embodiment of the invention, the insecticidal substance is selected from among
organochlorine compounds and/or organophosphorus compounds and/or carbamates, and/or pyrethrums
and/or formamidines.
According to a particular variant of this embodiment, the organochlorine substances are selected from the
group which comprises:
- 2,2-dichlorovinyl phosphate and dimethyl phosphate (DDVP)
- 1,2-dibromo-2,2-dichloroethyl phosphate and methyl phosphate (NALED),
- 2-chloro,(2,4,5-trichlorophenyl)-vinyl phosphate and dimethyl phosphate (STIRIFOS).
According to another particular variant, the organophosphorous substance is selected from the group
which comprises O,O'-diethyl,O-(isopropyl-2 methyl-4 pyrimidinyl-6)thionophosphate (DIMPYLATE) and
O,O-diethyl,O-(isopropyl-2 methyl-4 pyrimidinyl-6) phosphate (DIAZOXON).
According to another particular embodiment, the carbamates are selected from among dimethyl-2 2
benzodioxoi-1,3 ol-4 N-methyl carbamate (BENDIOCARD), isopropoxy-2 phenyl N-methyl carbamate (PROPOXUR), 1-naphthyl N-methyl carbamate (CARBARYL).
According to another particular variant, the substances of pyrethum type are selected from among
-cyano-3 phenoxybenzyl 2,2-dimethyl 3-(2,2-dichlorovinyl) cyclo-propane carboxylate (CYPERMETHRIN),
-cyano-3 phenoxy-benzyl 2-(4-chlorophenyl) 3 methyl butyrate (FENVALERATE), 5-benzyl, 3 furylmethyl
2,2-dimethyl 3-(2-oxo 2,3,4,5 tetrahydro 3-thienylidenemethyl) cyclopropane carboxylate (KADETHRINE), 3-phenoxybenzyl 2,2-dimethyl, 3-(2,2-dichlorovinyl) cyclopropane carboxylate jPERMETHRINE), (3,4,5,6
tretrahydrophtalimidomethyl) chrysanthemate (NEOPYNAMIN).
According to another particular variant, the formamidines are selected from among N'-(4-chloro 0 tolyl)
NN, dimethylformamidine (CHLORDIMEFORM), and N-methyl, N' 2,4xylyl N (N 2,4 xyllylformamidoyl) formamidine (AMITRAZ).
According to the invention, the free or esterified unsaturated essential fatty acids are selected from the group which comprises oleic acid, linoleic acid, linolenic acid, arachidonic acid, 11,14 eicosadienoic acid, docosahexaenoic acid and their C1 to C4 linear or branched esters.
According to another particularly preferred embodiment, as fatty acids, vitamin F is used.
As thermoplastic solid macromolecular support, there may be used, for example, polyethylene, polypropylene, copolymers of ethylene and propylene, polyacrylates, vinyl polymers, polyvinyl halides, polyvinyl acetals, compounds of the polyvinylidenetype, polyurethanes, polyaldehydes, etc..., and preferably homopolymers of polyvinyl chlorides or their copolymers with other polymers.
As plasticisers necessary to confer suppleness, the mechanical strength and the desired surface characteristics, it is possible to use, for example, the esters of phosphoric acid, such as tricresyl phosphate, the esters phthalic acid such as methyl, butyl, octyl, ethyl-2-hexyl, esters of adipic acids, azelaic, sebacic, maleic acids, etc...
The additives most commonly added, are dyes or pitments, deodorisers such as ethylvanilla, vanillin, limonene, etc.; stabilisers, lubricants, metal complexes (of cadmium, barium and zinc, for example); diffusion regulators which act by modifying the porosity of the plastic strip, by vaporisation or decom posation during manufacture, for example nitrogen derivatives (benzenesulfonyl hydrazine, trihydrazinotriazine, etc..) and the azo derivatives (azodiisobutyronitrile, diazoaminobenzene, azodicarbonamide, etc...)
As fillers necessary to reduce the amount of resin and facilitate the employment of the thermoplastic strip, talc, silica, etc... may be used.
According to the invention, the composition of the antiparasitic device comprises from 5 to 25% of insecticidal substance, from 1 to 10% of unsaturated essential fatty acid, from 10 to 50% of macromolecular support and from 1 to 15% of various adjuvants.
According to a particularly advantageous embodiment of the invention, the insecticidal substances associated with the fatty acid is DIMPYLATE associated with vitamin F.
In pursuing the research further, Applicant has observed that in certain cases, the physicochemical nature of the active substances such as particularly the physical appearance, -solid or liquid-, the melting point, the boiling point, the vapor pressure, the thermal or chemical stability etc... did not permit regular and identical diffusion of the two substances at the same time.
This diffusion speed can vary even in certain cases to a large proportion. It becomes indispensable, in certain cases, to take into account the physicochemical properties of the active substances (insecticide and fatty acid) in order to select a suitable macromolecular support, plastisisers, additives, fillers and suitable diffusion regulators, so as to realise a compromise and to have elimination speeds of the two active substances as close as possible, if not substantially identical.
One of the objects of the present invention is to produce an antiparasite collar so as to be able to be free of the restrictions that could be imposed in certain cases by the incompatibiiity between the active substance and an unsaturated essential fatty acid.
It is also an object of the present invention to provide an antiparasite collar for animals comprising an insecticide device formed from at least one insecticidal substance associated with at least one substance selected from among unsaturated essential fatty acids of C18 to C22, characterised by the fact that it is in the form of two strips coupled together laterally to form a mixed double strap, one strip containing the insecticidal substance, the other, the fatty acid, each of the two strip parts containing suitable supports and additives for the insecticidal substance and far the unsaturated essential fatty acid selected.
The production of two strips of plastics material each containing one of the active substances - the strips being bonded laterally - has enabled the exigencies of diffusion and elimination to be satisfied to the maximum.
According to a particularly advantageous embodiment of the invention, the mixed strap is obtained by hot co-extrusion.
According to another envolument of the invention, the mixed strap is obtained by molding. However, whatever the technical means for producing strips (co-extrusion or molding) it is very easy to adapt the nature of the excipients and the support to the physicochemical properties of each of the two active substances and thus to fix the operational conditions. As a result whilst preserving the quality of tolerance, described, the effectiveness of the antiparasitic device is much improved, and the restrictions of manufacture and hence cost price are reduced by the maximum amount.
Among the various possible techniques for producing these devices according to the present invention, the so-called hot co-extrusion technique constitutes, on the industrial production scale, the most suitable method.
The latter method, - at present very much used in the rubber and plastics materials industry - leads to the production by co-extrusion by the passage into a single extrusion head of a mixed strip from separate extrusion of two different mixtures.
By proceeding thus in the preparation of two separate mixtures and each suited in their composition to the nature of the active substance, a final more effective device is produced. This type of preparation is found to be especially desirable when the two active substances are very different in their physicochemical properties.
Thus if the C18 to C22 unsaturated essential fatty acids or their esterified derivatives are in the form of viscous liquids, the inseticidal substances applied in this invention may be liquid compounds (organochlorine, organophosphorus, pyrethrinoidal) or solid compounds (carbamates, formamidines).
In addition, each group of compounds is characterised also by different boiling points or melting points, very widely spaced vapor pressures as well as by different criteria of thermal or chemical stability.
Now, it is known to the technician skilled in the art that the nature of the macromolecular support, the nature of the plasticisers, the nature of the additives, influence considerably the speeds of the diffusion and hence of elimination, hence the measured activity.
Evidently, as a result the association of the carbamate and/or a formamidine with a fatty acid ester, will only give optimal results if the composition of each of the parts is different.
The result is judged optimal when the diffusion speeds of each of the compounds are similar.
For each type of substance used, it is hence necessary to adapt the nature of the adjuvants and/or of the supports so as to accelerate or retard the elimination of one of the compounds with respect to the other taken as reference.
In their apearance, the new devices are in the form of a mixed strap whose respectives dimensions of each part are established on the basis of various elements such as the percentage of active material, the insecticidal or protective activity of the substance; generaly, they must be compatible with the requirements of obtaining a strap which can be used as an antiparasite collar for domestic animals (dogs or cats).
In general the dimensions of the final strap will be suitable in the proximity of 15 to 30 mm for the width and the vicinity of 2 to 5 mm. for the thickness, the length being calculated so to be fixable on the neck of the larger animals.
It is evident that devices adapted in size for each type of animal, cat, puppy, dog, large dog, are preferable.
Taking into account the various percentages, namely from 5 to 25%, for the insecticidal substance and from 1 to 10% for the fatty acids, the respective widths of each of the parts will be different.
In general, the widths are from 10 to 20 mm for the insecticidal portion and from 5 to 10 mm. for the fatty acid portion.
The separate manufacture of each of the two mixtures permits incorporation of dye-stufs, pigments, or different photo-reflecting or luminescent substances for each of the parts.
Besides the foregoing features, the invention comprises still other features which will emerge from the description which follows.
The present invention is directed particularly to anti-parasite collars for animals, in accordance with the preceding features, as well as the means adapted for the production of these collars.
The invention will be better understood by means of the additional description which follows, which refers to embodiments of the devices according to the present invention, to examples of the composition of said devices, as well as to an account of clinical trials carried out on animals.
It must be well understood, however, that the examples of use which will be described below, as well as the clinical account, are given purely by way of illustration of the invention, but do not constitute in any way a limitation thereof.
Examples of composition
Example 1 Parts by
weight
DIMPYLATE 15
Methyl linoleate Active 2
principle
Methyl linolenate 3
Ethyl-2 hexyl adipate 20
Epoxydised soya oil 5
Calcium stearate Additive 2
Black iron oxide 0.5
Micronised silica 1.5
Azocarbonamide 2 polyvinyl chloride homopolymer 49
Example 2
DIMPYLATE 18
Active
principle
Neutral vitamin F 6
Isooctyle adipate 23
Epoxydised soya oil 3
Calcium stearate Additive 2
Red iron oxide 0.5
Micronised silica 2
Azodicarbonamide 2
PVC homopolymer 43.5
Example 3
BENDIOCARD 10
Methyl linoleate Active 1.5
principle
Methyl linolenate 1.5
Methyl oleate 2
Butyl phthalate 15
Methyl phthalate 10
Epoxydised soya oil 5
Calcium stearate Additive 2
Red iron oxide 0.25
Black iron oxide 0.25
Azodicarbonamide 2
PVC homopolymer 50.5
Example 4
BENDIOCARD 8
Active
principle
Neutral vitamin F 6
Isooctyl adipate 10
Methyl adipate 15
Epoxydised soya oil Additive 5
Calcium stearate 2
Azodicarbonamide 2
PVC homopolymer 52
Example 5
CYPERMETHRIM 5
Active
Methyl docosahexanoate acid principle 6 Butyl adipate 10
Methyl adipate 10
Calcium stearate Additive 2
Barium/cadmium complex 1
Micronised silica 2
Black iron oxide 0.5
PVC homopolymer 63.5
Example 6
FENVALERATE 6
Active
principle
Methyl linolenate 3
Isooctyl adipate 10
Methyl adipate 15
Epoxydised soya oil Additive 3
Calcium stearate 2
PVC homopolymer 61
Example 7
AMITRAZ 10
Active
principle
Neutral vitamin F 5
Ethyl-2-hexyl phthalate 12.5 Butyl phthalate 12.5
Epoxydised soya oil 5
Additive
Calcium stearate 1.5
Black iron oxide 0.5
Red iron oxide 0.5
Azodicarbonamide 2.5
PVC homopolymer 50
Example of the manufacture of the collar
The substances of Example 2 are used.
In a suitable recipient, there are mixed intimately 36 kg of DIMPYLATE, 12 kg of neutral vitamin F, 46 kg of isooctyl adipate, 6 kg of epoxydised soya oil and the solution is coloured with red iron oxide (about 1 kg).
In a heating mixer, are introduced 47 kg of PVC homopolymer, 4 kg of calcium stearate, 4 kg of micronised silica and 4 kg of azodicarbonamide.
The preceeding solution is poured with stirring into the above mixer. The dough obtained is mixed until a uniform red colour is obtained. The mixture is brought to a temperature of about 70"C, and stirred for 30 minutes. The powder so obtained is introduced into the hopper of a screw extruder. The extrusion parameters, namely the temperature of the extrusion head or die, the pressure of the die head, the extrusion speed and the cooling temperature, are fixed as to obtain a strap uniform in appearance and size.
The strap is then cut to length; a closure system is stapled to one end.
The insecticide collar obtained is packed in triple thickness packets (PVC - aluminum - paper) and heat-sealed.
This manufacturing procedure is valid for all examples, introducing therein the modifications due to the physical nature of the constituants.
Example ofmanufacture of a mixed double strap
Two mixtures are prepared: The mixture A containing the insecticidal substance and the mixture B contaning the fatty acid.
These two mixtures (of which some different compositions will be described below) are, after homogenisation, introduced separately into the two hoppers of a double system extruder. At the outlet, the two strips precalibrated in dimensions pass into a common die head within which the lateral welding is effected.
This manufacturing step can also be carried out with the use of two different extruders, connected at the outlet by a single die head enabling the lateral bonding of the two initial straps and their final calibration to the format of the single strap.
The system has the advantage of being able to adjust, independently, the extrustion parameters such as temperature of the die, pressure and extrusion speed.
Example of composition:
Example 8
Mixture A Parts by
weight
Dimpylate [O,O'-diethyl, Active
0- (isopropyl-2 methyl-4 principle 15
pyrimidinyl-6 thionophosphate]
Epoxidised soya oil 3
Calcium stearate 2
Additive
Ethyl-2 hexyl phthalate 20
Azodicarbonamide 2
Red iron oxide 0.25
Black iron oxide 0.25
PVC homopolymer 57.5
Mixture B
Active
Neutral vitamin F Principle 12
Epoxidised soya oil 3 Butyl phthalate 25
Yellow pigment 0.50
Additive
Calcium carbonate 5
Calcium stearate 2
PVC homopolymer 52.50
Mixture A
In a first container are mixed intimately 32 kg of 95 % Dimpylate, 6 kg of epoxidised soya oil, 40 kg of ethyl-2 hexyl phthalate and the solution is coloured by the mixture of the two iron oxides.
In a heating mixer, are introduced 50 kg of PVC hompolymer and 4 kg of azodicarbonamide.
Then with stirring the preceding solution is introduced into the mixer, it is heated for 30 min at 70"C, then it is completed by the remaining amount of PVC homopolymer. It is stirred whilst cooling until a dry homogenous powder is obtained of uniform brown colour.
Mixture B
Procedure is similar to that in A, taking the precaution of working at a temperature not exceeding 40"C. The powder of mixture A is introduced into the hopper of an extruder and the powder of mixture B into the hopper of the other extruder.
The temperatures of the extrusion heads are, respectively,100 C for A and 90"C for B, the coextrusion head being adjusted to a temperature of 90"C.
At the outlet of the die, the mixed strap obtained is cooled by passage into a cold water bath.
The strap is then cut to the desired length, a closure system (buckle) is stapled to one of the ends.
The dimensional criteria fixed by the shape of the die are the following: - Overall width 15mm
-Width of the insecticidal portion (brown) lOmm - Width of the fatty acid portion (yellow) 5mm -Thickness 3mm
Example 9
Mixture A Parts by
weight
Amitraze [N-methyl, N' 2,4 8
Active
xylyl N (N 2,4xylylforma- principle
midovl) formamidine] Octyl adipate 25
Calcium stearate 2
Epoxidised soya oil Additive 5
Talc 12.5
White pigment 1
PVC homopolymer 46.5
Mixture B
Methyl linoleate 1.5
Active
Methyl linolenate principle 1.5
Methyl oleate 2 Butyl phthalate 20
Epoxidised soya oil 5
Calcium stearate Additive 2
Calcium carbonate 15
Black iron oxide 0.5
PVC homopolymer 52.5
The manufacture and extrusion then follow as described in Example 8.
With the specifications of the co-extrusion die, a white and black strap is obtained whose dimensions are as follows:
- Overall width 20 mm
- Width of the insecticidal portion (white) 15 mm
- Width of the fatty acid portion (black) 5 mm
- Overall thickness 2.5 mm
Example 10
Mixture A Propoxu r N-methyl isopropoxy-2 10
Active
carbamate phenyl principle
Diethylphthalate 20
Dibutylphthaiate 5
Calcium stearate 5
Additive
Epoxidised soya oil 5
Azodicarbonamide 1
Black iron oxide 0.5
PVC homopolymer 53.5
Mixture B
Active
Methyl linoleate principle 15
Dibutylphthalate 20
Calcium stearate 5
Calcium carbonate 15
Additive
Yellow pigment 1
PVC homopolymer 44
The mixed strap obtained by coextrusion has the following specifications::
- Overall width 15 mm
- Width of the insecticidal portion (black) 10 mm
- Width of the fatty acid portion (yellow) 5 mm
- Overall thickness 3 mm
Clinical tests
On an animal population including dogs and cats, of different age and breed, numerous clinical observations have shown the appearance of various skin infection due to the wearing of an insecticide collar.
The incorporation of free or esterified C18 to C22 unsaturated essential fatty acids, and in particular of C18 acids constituting vitamin F in an insecticidal collar enable these skin reactions to be minimised.
First comparison test
The test consists of treating two populations (P1 and P2), or dogs of different sex, age and breed. Each population comprises 500 individuals.
The test is carried out over a period of 10 weeks, the condition of the animals being checked every two weeksafterthefixinvg of the collar.
The skin disorders taken into consideration during the experiment were:
- peeling
- erythemas
- pruritis -falling hair at the level of the neck.
The composition of the collars ( /Q. by weight) studied is as follows:
Collar Ct Collar C2
(according to
the invention)
DIMPYLATE 15 15
Neutral vitamin F 6
Isooctyl 20 20
Epoxidised soya oil 5 5
Calcium stearate 2 2
Red iron oxide 0.5 0.5
Micronised silica 2 2
PVC homopolymer 47.5 53.5
The collars of type C1 were fixed to the animals of population P1.
The collars of type C2 were fixed to the animals of population P2.
Table I groups the results of the observations, the figurs indicating the number of animals having signs of local intolerance.
TABLE I
2nd 4th 6th 8th 10th
week week week week week
Population P1 0 0 1 1 2
Population P2 3 3 4 5 6
Second comparison test
An identical comparison test was carried out with two populations of cats P1 and P2 wearing collars C1 and
C2 of the preceding Example
The results are grouped in Table II.
TABLE II
2nd 4th 6th 8th 10th
week week week week week
Population P1 0 1 1 1 2
Population P2 4 4 5 6 7
In tests 1 and 2, the two compositions of collars C1 and C2 are 95% effective in eliminating parasites present on the animals (fleas and ticks).
The animals free of parasites were protected 100% during the 10 weeks of the experiment.
In this case, the phenomena of local intolerance were due only to the wearing of the collar and not due to excessive scratching or to mutilations caused by the presence of fleas.
Third test
The six dogs which had worn collar C2 were selected (cf. test 1), and the seven cats which had worn collar
C2 (cf. test 2).
All the animals showed skin reactions. Collar C2 was taken off and replced by collar C1.
The animals were observed for five weeks.
The results (cf. Table Ill) show that the formulation according to the invention (enriched with neutral vitamin F), enable the disappearance of the skin reaction in very little time.
TABLE Ill
Number of 1st 2nd 3rd 4th 5th
individuals week week week week week
Dogs P2 6 2 2 1 1 1 CatsP2 7 3 2 2 2 2
As emerges from the foregoing, the invention is not limited in any way to those of its types of application and embodiments which have just been described more explicitly; it encompasses, on the contrary, all modifications which may come to the spirit of the technician skilled in the art, without departing from the framework or the scope of the present invention.
The term "vitamin F" as used herein refers to the the animal growth factors comprising one or more unsaturated fatty acids, particularly such acids with two or more double bonds (including Linoleic, linolenic and arachidonic acid, their esters and fats containing these acids).
Claims (19)
1. Anti-parasite collar for animals, comprising an insecticidal device formed from at least one insecticidal substance associated with a substrate selected among unsaturated essential fatty acids of C18 to C22 and their esters.
2. Device according to Claim 1, which is composed in addition, of the two following elements: a thermoplastic solid macromolecular support; adjuvants (plasticisers and/or inert fillers, and/or dyes, and/or deodorisers, and/or stabilisers and/or diffusion regulators.
3. Device according to Claim 1 or 2, wherein the insecticidal substance is selected from among organochlorine compounds and/or organophosphorus compounds and/or carbamates and/or pyrethrums and/orformamidines.
4. Device according to Claim 3, wherein the organochlorine substances, are selected from the group which comprises 2,2-dichlorovinyl phosphate and dimethyl phosphate, 1,2-dibromo-2,2 dichloroethyl phosphate and methyl phosphate (NALED), and 2-chloro (2,4,5-trichlorophenyl) vinyl phosphate and dimethyl phosphate (STIRIFOS).
5. Device according to Claim 3, wherein the organophosphorus substance is selected from the group which comprises O,O'-diethyl, O-(isopropyl-2 methyl-4 pyrimidinyl-6) thionophosphate (DIMPYLATE) and 0,0 diethyl O-(isopropyl-2 methyl-4 pyrimidinyl-6) phosphate (DIAZOXON).
6. Device according to Claim 3, wherein the carbamates are selected from among dimethyl-2,2 benzodioxol-1,3 ol-4 N-methyl carbamate (BENDIOCARD), isopropoxy-2 phenyl N-methyl carbamate (PROPOXUR), 1-naphthyl N-methyl carbamate (CARBARYL).
7. Device according to Claim 3 wherein the substances of the pyrethrum type are selected from amont a-cyano-3 phenoxybenzyl 2,2-dimethyl 3- (2,2-dichlorovinyl) cyclopropane carboxylate (CYPERMETHRIN), a-cyano-3 phenoxybenzyl 2- (4-chlorophenyl) 3-methyl butyrate (FENVALERATE), 5-benzyl, 3-furylmethyl 2,2-dimethyl 3-(2-oxo 2,3,4,5 tetrahydro 3-thienylidenemethyl) cyclopropane carboxylate (KADETHRIN), 3-phenoxybenzyl, 2,2-dimethyl, 3-(2,2-dichlorovinyl) cyclopropane carboxylate (PERMETHRINE), (3,4,5,6, tetrahydrophthalimidomethyl) chrysanthemate (NEOPYNAMIN).
8. Device according to Claim 3, wherein formamidines are selected from among N'-(4-chloro 0 tolyl) NN, dimethylformamidine (CHLORDIMEFORM) and N-methyl, N' 2,4xylyl N (N 2,4-xylylformamidoyl) formamidine (AMITRAZ).
9. Device according to any one of Claims 1 to 8, wherein the free or esterified unsaturated essential fatty acids, are selected from the group which comprises oleic acid, linoleic acid, linolenic acid, arachidonic acid, 11.14 eicosadienoic acid, docosahexaenoic acid and their linear or branched esters of C1 to C4.
10. Device according to any one of Claims 1 to 9 wherein as fatty acids, vitamin F is used.
11. Device according to any one of Claims 1 to 10 comprising 5 to 25% of insecicidal substance, 1 to 10% unsaturated essential fatty acid, 10 to 50% of macromolecular support and from 1 to 15% of various adjuvants.
12. Device according to any one of Claims 1 to 11, constituted essentially by association of
DIMPYLATE-Vitamin F.
13. Collarfor animal according to Claim 1, in the form of two stripes bounded laterally to form a mixed double strap one strip containing the insecticidal substance, the other fatty acid, each of the two parts of the strip containing supports and additives suited to the insecticidal substance and to the selected unsaturated essential fatty acid.
14. Device according to Claim 13, wherein the mixed strip is obtained by hot co-extrusion.
15. Collar according to Claim 13, wherein the mixed strip is obtained by molding.
16. Collar according to any one of Claims 13 to 16, containing between 5 to 25% of insecticidal substane and 1 to 10% of fatty acids.
17. Collar according to any one of Claims 13 to 16, wherein each of the two parts of the mixed strap contains various dyes and/or pigments and/or photo-reflecting substances and/or luminescent substances.
18. Method of making an antiparasite collar according to any one of Claims 13 to 17, comprising preparing two different homogeneous mixtures, one containing between 5 to 25% of at least one insecticidal substance, and the other between 1 and 10% of at least one fatty acid, introducing these two mixtures separately into two hoppers of a double system extruder and effecting, at the moment of passage into the common extrusion head, a lateral weld.
19. Method according to claim 18, wherein the two mixtures are extruded in two different extruders connected at the output through a single extrusion head.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR8200362A FR2519515B1 (en) | 1982-01-12 | 1982-01-12 | IMPROVEMENTS ON PEST CONTROL COLLARS FOR ANIMALS |
FR8216089A FR2533412B2 (en) | 1982-01-12 | 1982-09-24 | IMPROVEMENTS ON PEST CONTROL COLLARS FOR ANIMALS |
Publications (3)
Publication Number | Publication Date |
---|---|
GB8300273D0 GB8300273D0 (en) | 1983-02-09 |
GB2114442A true GB2114442A (en) | 1983-08-24 |
GB2114442B GB2114442B (en) | 1985-07-17 |
Family
ID=26222704
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB08300273A Expired GB2114442B (en) | 1982-01-12 | 1983-01-06 | Improvements in or to anti-parasite collars for animals |
Country Status (8)
Country | Link |
---|---|
AU (1) | AU560927B2 (en) |
CA (1) | CA1195244A (en) |
DE (1) | DE3300579C2 (en) |
ES (1) | ES518940A0 (en) |
FR (1) | FR2533412B2 (en) |
GB (1) | GB2114442B (en) |
IT (1) | IT1213011B (en) |
NL (1) | NL191137C (en) |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0854674A1 (en) * | 1995-09-29 | 1998-07-29 | Victorian Chemical International Pty. Ltd. | Insecticide adjuvants |
US5948832A (en) * | 1995-07-10 | 1999-09-07 | Sumitomo Chemical Company, Limited | Resin composition having active compound and vaporizable plasticizer, and molded product thereof |
WO2006127407A1 (en) * | 2005-05-24 | 2006-11-30 | Wyeth | Device and method for controlling insects |
NL1033350C2 (en) * | 2007-02-07 | 2008-08-11 | Ver Bedrijven Beaphar B V | Animal collar containing insecticide, comprises band with cavity in one side for housing insecticide strip |
EP2341097A1 (en) * | 2009-12-24 | 2011-07-06 | Sumitomo Chemical Co., Ltd. | Insect-repelling resin composition and extended-release insect-repelling resin molded product obtained therefrom |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4803956A (en) * | 1984-10-15 | 1989-02-14 | A. H. Robins Company, Incorporated | Co-extrustion of multi-component insecticidal pet collars |
FR2592277B1 (en) * | 1985-12-27 | 1989-05-26 | Viguie Jean | INSECTICIDE PERCH FOR CAGE BIRDS |
FR3070619B1 (en) | 2017-09-01 | 2024-10-04 | Ab7 Innovation | MONOLITHIC CAST PART IN MULTIPLE MATRIX FOR THE DIFFUSION OF ACTIVE INGREDIENTS AND METHOD FOR OBTAINING SAME |
Family Cites Families (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2213014A1 (en) * | 1972-12-20 | 1974-08-02 | Aries Robert | Phosphoric ester - chrysanthemic ester compsns. - synergistic insecticides, formulated as solns., powders, animal collars etc. |
DE2414479C3 (en) * | 1974-03-26 | 1979-11-22 | Zoecon Corp., Pulo Alto, Calif. (V.St.A.) | Animal collar for combating ticks and fleas |
FR2307466A2 (en) * | 1975-04-16 | 1976-11-12 | Dick Pierre | Insecticidal collars for animals - contg diazinone or diazoxone in a plasticised vinyl (idene) polymer |
FR2269859A1 (en) * | 1974-05-07 | 1975-12-05 | Dick Pierre | Insecticidal collars for animals - contg diazinone or diazoxone in a plasticised vinyl (idene) polymer |
GB1594737A (en) * | 1976-11-10 | 1981-08-05 | Robins Co Inc A H | Method for producing insect-combating device |
DE2658725A1 (en) * | 1976-12-24 | 1978-07-06 | Bayer Ag | AGENT FOR CONTROLLING ANIMAL EECTOPARASITES WITH A STRONG RESIDUAL EFFECT |
CA1057144A (en) * | 1977-01-10 | 1979-06-26 | A.H. Robins Company | Pet collar |
CA1105832A (en) * | 1977-04-07 | 1981-07-28 | Miklos Von Bittera | Animal collars having ectoparasiticidal activity |
US4189467A (en) * | 1977-04-07 | 1980-02-19 | Bayer Aktiengesellschaft | Polyurethanes having ectoparasiticidal activity |
US4195075A (en) * | 1978-09-20 | 1980-03-25 | Shell Oil Company | Method and device for controlling insects on livestock |
FR2447679A2 (en) * | 1979-01-30 | 1980-08-29 | Dick Pierre | Insecticidal animal collars - contg. bendiocarb, vinyl! polymer, and a plasticiser |
DE3039881A1 (en) * | 1980-10-22 | 1982-05-27 | Bayer Ag, 5090 Leverkusen | EECTROPARASITICIDE CONTAINERS FOR PETS |
-
1982
- 1982-09-24 FR FR8216089A patent/FR2533412B2/en not_active Expired
-
1983
- 1983-01-04 AU AU10011/83A patent/AU560927B2/en not_active Ceased
- 1983-01-06 GB GB08300273A patent/GB2114442B/en not_active Expired
- 1983-01-10 DE DE3300579A patent/DE3300579C2/en not_active Expired - Fee Related
- 1983-01-11 CA CA000419250A patent/CA1195244A/en not_active Expired
- 1983-01-11 NL NL8300075A patent/NL191137C/en not_active IP Right Cessation
- 1983-01-12 ES ES518940A patent/ES518940A0/en active Granted
- 1983-01-12 IT IT8383305A patent/IT1213011B/en active
Cited By (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5948832A (en) * | 1995-07-10 | 1999-09-07 | Sumitomo Chemical Company, Limited | Resin composition having active compound and vaporizable plasticizer, and molded product thereof |
EP0854674A1 (en) * | 1995-09-29 | 1998-07-29 | Victorian Chemical International Pty. Ltd. | Insecticide adjuvants |
EP0854674A4 (en) * | 1995-09-29 | 2001-03-07 | Victorian Chemical Internat Pt | Insecticide adjuvants |
WO2006127407A1 (en) * | 2005-05-24 | 2006-11-30 | Wyeth | Device and method for controlling insects |
EP2151161A2 (en) * | 2005-05-24 | 2010-02-10 | Wyeth LLC | Device and method for controlling insects |
EA014550B1 (en) * | 2005-05-24 | 2010-12-30 | Уайт | Device and method for controlling insects |
CN101179930B (en) * | 2005-05-24 | 2011-05-11 | 惠氏公司 | Device and method for controlling insects |
EP2151161A3 (en) * | 2005-05-24 | 2011-05-25 | Wyeth LLC | Device and method for controlling insects |
NL1033350C2 (en) * | 2007-02-07 | 2008-08-11 | Ver Bedrijven Beaphar B V | Animal collar containing insecticide, comprises band with cavity in one side for housing insecticide strip |
EP2341097A1 (en) * | 2009-12-24 | 2011-07-06 | Sumitomo Chemical Co., Ltd. | Insect-repelling resin composition and extended-release insect-repelling resin molded product obtained therefrom |
US8535699B2 (en) | 2009-12-24 | 2013-09-17 | Sumika Life Tech, Limited | Insect-repelling resin composition and extended-release insect-repelling resin molded product obtained therefrom |
Also Published As
Publication number | Publication date |
---|---|
ES8400002A1 (en) | 1983-10-16 |
CA1195244A (en) | 1985-10-15 |
IT8383305A0 (en) | 1983-01-12 |
ES518940A0 (en) | 1983-10-16 |
NL8300075A (en) | 1983-08-01 |
GB8300273D0 (en) | 1983-02-09 |
IT1213011B (en) | 1989-12-07 |
DE3300579C2 (en) | 1995-04-20 |
AU560927B2 (en) | 1987-04-30 |
NL191137B (en) | 1994-09-16 |
GB2114442B (en) | 1985-07-17 |
NL191137C (en) | 1995-02-16 |
AU1001183A (en) | 1983-07-21 |
FR2533412A2 (en) | 1984-03-30 |
FR2533412B2 (en) | 1986-05-09 |
DE3300579A1 (en) | 1983-07-21 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
EP1883293B1 (en) | Composition and method for controlling insects | |
US3852416A (en) | Tick and flea collar of solid solution plasticized vinylic resin-carbamate insecticide | |
US3944662A (en) | Non-volatile slow-release pesticidal generators | |
AU2010257311B2 (en) | Insect-Repelling Resin Composition and Extended-Release Insect-Repelling Resin Molded Product Obtained Therefrom | |
GB2114442A (en) | Improvements in or to anti-parasite collars for animals | |
US4803956A (en) | Co-extrustion of multi-component insecticidal pet collars | |
US4536388A (en) | Pest control device comprising α-cyano-3-phenoxybenzyl 2-(2-chloro-4-trifluoromethylanilino)-3-methylbutanoate | |
US5338533A (en) | Controlled release device, and method of preparation | |
CA1099628A (en) | Acaricidal resin composition | |
US4348321A (en) | Recrystallization of phosmet | |
EP0338821B1 (en) | Devices and means for applying substances externally to animals | |
JPH043927B2 (en) | ||
AU607167B2 (en) | Safened pesticidal dispersion resin compositions for controlling soil borne pests and process for the preparation thereof | |
FR2519515A1 (en) | Insecticidal animal collars - contg. insecticide and essential fatty acid | |
IE45981B1 (en) | Method for producing insect-combatting device | |
US20100015191A1 (en) | Device and method for controlling insects | |
US4483123A (en) | Method for manufacturing and packaging a pet collar | |
JP3515222B2 (en) | Antibacterial masterbatch | |
US20100095900A1 (en) | Device and method for controlling insects | |
JPH0641442A (en) | Resin composition which indicates drug deficacy medicine |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
PCNP | Patent ceased through non-payment of renewal fee |
Effective date: 19980106 |