NO301682B1 - Virkestoffholdige formlegemer på basis av termoplastisk bearbeidbar elastomer kopolyester - Google Patents
Virkestoffholdige formlegemer på basis av termoplastisk bearbeidbar elastomer kopolyester Download PDFInfo
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- NO301682B1 NO301682B1 NO924175A NO924175A NO301682B1 NO 301682 B1 NO301682 B1 NO 301682B1 NO 924175 A NO924175 A NO 924175A NO 924175 A NO924175 A NO 924175A NO 301682 B1 NO301682 B1 NO 301682B1
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- 125000004836 hexamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 description 1
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- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
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- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 1
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- GXFQBBOZTNQHMW-UHFFFAOYSA-N n'-(2,2,6,6-tetramethylpiperidin-4-yl)hexane-1,6-diamine Chemical compound CC1(C)CC(NCCCCCCN)CC(C)(C)N1 GXFQBBOZTNQHMW-UHFFFAOYSA-N 0.000 description 1
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- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
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- 210000000496 pancreas Anatomy 0.000 description 1
- 239000002297 parasiticide Substances 0.000 description 1
- 229960000490 permethrin Drugs 0.000 description 1
- 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 1
- 150000002978 peroxides Chemical class 0.000 description 1
- XRBCRPZXSCBRTK-UHFFFAOYSA-N phosphonous acid Chemical compound OPO XRBCRPZXSCBRTK-UHFFFAOYSA-N 0.000 description 1
- OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical compound OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 description 1
- 150000003018 phosphorus compounds Chemical class 0.000 description 1
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical class OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 1
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- 229940066675 ricinoleate Drugs 0.000 description 1
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- 229920006395 saturated elastomer Polymers 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 125000004079 stearyl 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])C([H])([H])C([H])([H])C([H])([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
- 229920006132 styrene block copolymer Polymers 0.000 description 1
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- 238000003786 synthesis reaction Methods 0.000 description 1
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- 239000000454 talc Substances 0.000 description 1
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- 150000003504 terephthalic acids Chemical class 0.000 description 1
- 235000019303 thiodipropionic acid Nutrition 0.000 description 1
- IVIIAEVMQHEPAY-UHFFFAOYSA-N tridodecyl phosphite Chemical compound CCCCCCCCCCCCOP(OCCCCCCCCCCCC)OCCCCCCCCCCCC IVIIAEVMQHEPAY-UHFFFAOYSA-N 0.000 description 1
- CNUJLMSKURPSHE-UHFFFAOYSA-N trioctadecyl phosphite Chemical compound CCCCCCCCCCCCCCCCCCOP(OCCCCCCCCCCCCCCCCCC)OCCCCCCCCCCCCCCCCCC CNUJLMSKURPSHE-UHFFFAOYSA-N 0.000 description 1
- WGKLOLBTFWFKOD-UHFFFAOYSA-N tris(2-nonylphenyl) phosphite Chemical compound CCCCCCCCCC1=CC=CC=C1OP(OC=1C(=CC=CC=1)CCCCCCCCC)OC1=CC=CC=C1CCCCCCCCC WGKLOLBTFWFKOD-UHFFFAOYSA-N 0.000 description 1
- 150000003751 zinc Chemical class 0.000 description 1
- BOXSVZNGTQTENJ-UHFFFAOYSA-L zinc dibutyldithiocarbamate Chemical compound [Zn+2].CCCCN(C([S-])=S)CCCC.CCCCN(C([S-])=S)CCCC BOXSVZNGTQTENJ-UHFFFAOYSA-L 0.000 description 1
- XOOUIPVCVHRTMJ-UHFFFAOYSA-L zinc stearate Chemical compound [Zn+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O XOOUIPVCVHRTMJ-UHFFFAOYSA-L 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
- 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
- A01N25/08—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 containing solids as carriers or diluents
- A01N25/10—Macromolecular compounds
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- 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)
- General Health & Medical Sciences (AREA)
- Health & Medical Sciences (AREA)
- Zoology (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Toxicology (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- Wood Science & Technology (AREA)
- Agronomy & Crop Science (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Catching Or Destruction (AREA)
- Polyesters Or Polycarbonates (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Processing And Handling Of Plastics And Other Materials For Molding In General (AREA)
- Manufacture Of Porous Articles, And Recovery And Treatment Of Waste Products (AREA)
- Manufacture Of Macromolecular Shaped Articles (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicinal Preparation (AREA)
- Materials For Medical Uses (AREA)
- Polyurethanes Or Polyureas (AREA)
Description
Foreliggende oppfinnelsen angår virkestoffholdlge formlegemer, mer spesifikt halsbånd og halsbåndanheng, på basis av termoplastisk bearbeidbare elastomere kopolyestere, for kontroll av skadedyr, spesielt for nytte- og husdyr.
Formlegemer som inneholder virkestoffer for kontroll av skadedyr, er kjent. De baserer seg på langsom frigiving av virkestoffer fra en virkestoffholdig baerematrise av kunst-stoff (se for eksempel Aries et al US-PS 3.814.061, Greenberg US-PS 3.918.407, Miller og Morales US-PS 3.944.662, Millionis og Spicer US-PS 4.041.151, Pasarela US-PS 4.145.409, Greenberg og Cloud US-PS 4.158.051, V. Bittera et al US-PS 4.225.578, McDaniel og Pruitt EP-OS 0.052.411 Bl, Grubb et al US-PS 3.852.416 og Pearce US-PS 4.536.388.
Med de kjente formlegemene er den benyttede bæreren nesten utelukkende PVC. Andre bærere blir riktignok nevnt i litteraturen, men har inntil nå ikke funnet anvendelse i praksis. Således blir det for eksempel i US-PS 4.195.075 blant annet nevnt at også termoplastiske elastomerer er aktuelle som bærematerialer for øremerker. Også i dette sitatet blir det riktignok utelukkende beskrevet eksempler med myknerholdig PVC som bærepolymer.
Dette er ikke å forundre seg over. PVC er rimelig og lett tilgjengelig. Det er også blandbart i store områder med andre stoffer, spesielt myknere. Disse myknerene har hos virkestoffholdlge PVC-legemer den funksjon å holde virkstoffet oppløst i bæreren, transportere denne langsomt til overflaten av legemet. Virkestoffet fordamper eller blir revet av overflaten sammen med mykneren. Sammenvirkningen av de tre komponentene PVC-bærer, mykner og virkestoff, bestemmer om og hvorvidt formlegemet er praktisk anvendelig.
Dersom en komponent i totalsystemet blir endret, er det ikke mer mulig å forutse om systemet enda virker i praksis. Dette angår spesielt dersom mykeneren som har en nøkkelrolle ved virkestofftransporten, blir endret eller tatt bort.
Av forskjellige grunner er det ønskelig å erstatte PVC som bæremateriale. Det er også fordelaktig og helt eller delvis unngå anvendelsen av mykner. Målet er derfor å finne et virkestoff-formlegemesystem det kan bli unngått å benytte PVC som bæremateriale så vel som mykner og som likevel er godt virksomt i praksis.
Termoplastiske elastomerer er råmaterialer hvor de elastomere fasene i termoplastisk bearbeidbare polymerer er inneholdt enten fysikalsk innblandet eller kjemisk bundet. Man skiller mellom polyblend hvor de elastomere fasene foreligger fysikalsk innblandet og blokk-kopolymerer hvor de elastomere fasene er bestanddeler av det polymere skjelett. Gjennom oppbyggingen av den termoplastiske elastomeren foreligger harde og bløte områder ved siden av hverandre. De harde områdene danner her en krystallinsk nettstruktur eller en kontinuerlig fase hvor mellomrommene er oppfylt av elastomere segmenter. På grunn av denne oppbyggingen har disse råstoffene kautschuklignende egenskaper.
Man kan skille mellom 5 hovedgrupper av termoplastiske elastomere:
1. Kopolyester
2. Polyeter-blokk-amid (PEBA)
3. Termoplastisk polyuretan
4. Termoplastiske polyolefiner (TPO)
5. Styrol-blokk-kopolymerer
Disse 5 hovedgruppene viser ved kjemisk fullstendig forskjellig oppbygging, lignende makroskopiske fysikalske egenskaper. Trass disse makroskopiske like egenskapene forholder disse hovedgruppene seg fullstendig forskjellig ved innblanding og frigiving av virkestoffer.
Anvendelsen av bestemte termoplastiske elastomerer som bærere for virkestoff, er kjent for eksempel fra EP-OS 338.821, DE-OS 3.611.137. I EP-OS 338.821 blir det beskrevet anvendelsen av styrolbutadien-blokk-kopolymer som bærer. I DE-OS 3.611.137 ble det beskrevet anvendelsen av poly-eterblokkamider som bærere for flyktige virkstoffer.
Anvendelsen av kopolyestere som bærer for virkstoff er ikke kjent.
Gjenstand for foreliggende oppfinnelse er halsbånd og halsbåndanheng (medaljonger) for bekjempelse av parasitter på dyr, kjennetegnet ved at de som bærere inneholder termoplastiske elastomerer på basis av kopolyestere og som virkestoff inneholder parasitticide virkestoffer fra gruppen syntetiske pyretroider, eventuelt ved siden av vanlige tilsetningsstoffer.
Tross lignende makroskopiske egenskaper, forholder hovedgruppene av termoplastiske elastomerer seg fullstendig forskjellig i forhold til innblanding og frigiving av virkestoffer. Således viser for eksempel formlegemer på basis av termoplastiske polyuretaner og termoplastiske olefiner en fullstendig utilstrekkelig virkestoff frigiving. Det er heller ikke mulig å trekke slutninger fra oppførselen til en representant for en hovedgruppe av termoplastiske elastomerer fra de øvrige hovedgruppene.
Det var overraskende at virkestoffholdlge formlegemer på basis av termoplastisk bearbeidbare elastomere kopolyestere under praktiske betingelser virker godt og lenge. Det var spesielt overraskende at oppfinnelsens formlegemer fikk en tilstrekkelig og langstidsvarende virkestoff frigiving.
Egnede kopolyestere (segmenterte polyesterelastomerer) er eksempelvis oppbygget av et flertall gjentagende, kortkjedede esterenheter og langkjedede esterenheter som er sammenbundet gjennom esternibdinger, hvor de kortkjedede esterenhetene utgjør omkring 15 til 65 vekt-£ av kopolyesteren og har formel I
hvor
R står for en toverdig rest av en dikarboksylsyre, som har en molekylvekt på omkring 350,
D står for en toverdig rest av en organisk diol som har en molekylvekt under omkring 250.
Den lankjedede esterenheten utgjør omkring 35 til 85 vekt-£ av kopolyesteren og har formel II
hvor
R står for en toverdig rest av en dikarboksylsyre som har en molekylvekt på under omkring 350,
G står for en toverdig rest rest av en langkjedet glykol som har en gjennomsnittlig molekylvekt på omkring 350 til 6000.
Oppfinnelsens anvendbare kopolyestere er fremsilt ved at man polymeriserer med hverandre a) en eller flere dikarboksyl-syrer, b) en eller flere lineære, langkjedede glykoler og c) en eller flere lavmolekylære dioler.
Dikarboksylsyrene for fremstilling av kopolyesterene kan være aromatiske, alifatiske eller sykloalifatiske. De foretrukne dikarboksylsyrene er de aromatiske syrene med 8 til 16 C-atomer, spesielt fenylendikarboksylsyrer, som ftal-, tereftal- og isoftalsyre.
De lavmolekylære diolene for omsetningen for dannelse av de kortkjedede esterenhetene i kopolyesteren hører til klassen asykliske, alisykliske og aromatiske dihydroksyforbindelser. De foretrukne diolene har 2 til 15 C-atomer, som etylen-, propylen-, tetrametylen-, isobutylen-, pentametylen-, 2,2-dimetyltrimetylen-, heksametylen- og decametylenglykol, dihydroksysykloheksan, sykloheksandimetanol, resorcin, hydrochinon og lignende. Til bifenolene for foreliggende formål hører bis-(p-hydroksy)-difenyl, bi-(p-hydroksyfenyl)-metan, bis-(p-hydroksyfenyl)-etan og bis-(p-hydroksyfenyl)-propan.
De langkjedede glykolene for fremstilling av de bløte segmentene av kopolyesteren har fortrinnsvis molekylvekt på omkring 600 til 3000. Til disse hører poly-(alkyleneter)-glykoler, hvor alkylengruppene inneholder 2-9 karbonatomer.
Også glykolestere av poly(alkylenoksyd)dikarboksylsyrer kan finne anvendelse som langkjedede glykoler.
Også polyesterglykoler kan finne anvendelse som langkjedet glykol.
Til de langkjedede glykolene hører også polyformaler, som er dannet ved omsetning av formaldehyd med glykoler. Også polythioeterglykoler er egnet. Polybutadien- og polyiso-prenglykol, blandepolymerer av de samme og mettede hydrer-ingsprodukter av disse materialene utgjør tilfredsstillende langkjedede polymere glykoler.
Fremgangsmåte for en syntese av disse kopolyesterene er kjent fra DOS 2.239.271, DOS 2.213.128, DOS 2.449.343 og US-PS 3.023.192.
Egnede kopolyestere 1 oppfinnelsens ånd er for eksempel tilgjengelig under varemerkene ®Hytrel fra Du Pont, ®Pelpren fra Toyobo, Arnitel fra Akzo, ®Ectel fra Eastman Kodak og ®Riteflex fra Hoechst.
Som virkestoffer for oppfinnelsens formlegemer kan det fortrinnsvis nevnes insektizider, spesielt parasitizider for anvendelse på dyr. Til insektizidene hører syntetiske pyrethroider.
Til det syntetiske pyrethroidene regnes forbindelser med formel I
hvor
R<1>og R<**>står for halogen, eventuelt halogensubstituert
alkyl, eventuelt halogensubstituert fenyl,
R<3>står for hydrogen eller CN,
R<4>står for hydrogen eller halogen,
r<5>står for hydrogen eller halogen.
Spesielt kan nevnes: 3 - [2-(4-klorfenyl )-2-klorvinyl]-2,2-dimetyl-syklopropan-karboksylsyre [(a-cyano-4-fluor-3-fenoksy)-benzyl]ester (Flurnethrin), 2 , 2-dimetyl-3-( 2 , 2-diklorvinyl )-syklopropankarboksylsyre-a-cyano(4-fluor-3-fenoksy)-benzylester (Cyfluthrin) og dets enantiomerer og stereoisomerer,
a-cyano-3-fenoksybenzyl(±)-cis, trans-3-(2,2-dibromvinyl)-2,2-dimetylsyklopropankarboksylat (Deltamethrin), 2 , 2-dimetyl-3- ( 2 ,2-diklorvinyl )-syklopropankarboksylsyre-a-cyano-3-fenoksybenzylester (Cypermethrin),
3-fenoksybenzyl(± )-cis, trans-3-(2,2-diklorvinyl)-2,2dimetyl-syklopropankarboksylat (Permethrin),
a -(p-Cl-fenyl )-isovalerinsyre-a-cyano-3-fenoksy-benzylester (Fenvalerat),
2-cyano-3-f enoksybenzyl - 2- ( 2-klor-a ,a ,a,-trifluor-p-tolui-dino)-3-metylbutyrat (fluvalinat).
Virkestoffene kan foreligge i formlegemene alene eller i blanding med hverandre.
Virkestoffene foreligger i formlegemene i konsentrasjoner fra 0. 1 til 20 vekt-*, fortrinnsvis mellom 1 og 10 vekt-*.
Oppfinnelsens formlegemer kan videre inneholde de vanlige tilsetningsstoffene for kunststoffer. Vanlige tilsetningsstoffer eksempelvis pigmenter, eller stabilisatorer, myknere, glidemidler, slippmidler.
Eksempler på vanlige tilsetningsstoffer er:
1. Antioksidanter
1.1 Alkylert monofenol, for eksempel 2,6-di-tert.butyl-4-metylfenol, 2-tert.butyl-4,6-dimetylfenol, 2,6-di-tert.butyl-4-etylfenol, 2,6-di-tert.butyl-4-n-butyl-fenol, 2,6-di-tert.butyl-4-i-butylfenol, 2,6-di-syklo-pentyl-4-metylfenol, 2-(a-metyl-sykloheksyl)-4,6-dimetylfenol, 2,6-di-oktadecyl-4-metylfenol,
2,4,6-trisykloheksylfenol, 2,6-di-tert.butyl-4-metoksymetylfenol.
1.2 Ålkylert hydrochinon, for eksempel 2,6-di-tert.butyl-4-metoksyfenol, 2,5-di-tert.butyl-hydrochinon, 2,5-di-tert.amyl-hydrochinon, 2,6-difenyl-4-oktadecyl-oksyfenyl.
1.3 Hydroksylert thiodifenyleter, for eksempel 2,2'-thio-bis-(6-tert.butyl-4-metylfenol), 2,2 *-thio-bis-(4-oktylfenol), 4,4'-thio-bis-(6-tert.butyl-3-metylfenol), 4 ,4'-thio-bis-(6-tert.butyl-2-metyl-fenol).
1.4 Alkylert bisfenol, for eksempel 2,2'-metylen-bis-(6-tert.buty1-4-metylfenol), 2,2'-metylen-bis-(6-tert.butyl-4-etylfenol), 2,2-metylen-bis-(4-metyl-6(a-metylsykloheksyl)-fenol), 2,2'-metylen-bis-(4-metyl-6-sykloheksylfenol), 2,2'-metylen-bis-(6-nonyl-4-metylfenol), 2,2'-metylen-bis-(4,6-di-tert.-butylfenol), 2 ,2 '-etyliden-bis-(4,6-di-tert.butyl-fenol), 2,2' -etyl iden-bi s-(6-tert.butyl-4-i sobutyl-f enol), 2,2'-metylen-bis-[6-(cx-metylbenzyl )-4-nonylfenol] , 2,2'-metylen-bis-[6-(a,a-dimetylbenzyl)-4-nonylfenol], 4,4'-metylen-bis-(2,6-di-tert.-butylfenol), 4,4'-metylen-bis-(6-tert.butyl-2-metylfenol), 1,l-bis-(5-tert.butyl-4-hydroksy-2-metylfenyl)-butan, 2,6-di-(3-tert.butyl-5-metyl-2-hydroksybenzyl )-4-metylfenol, 1,1,3-tris-(5-tert.-butyl-4-hydroksy-2-metylfenyl)-butan, 1,l-bis-(5-tert. butyl -4 - hydroksy-2-metyl f enyl ) - 3-n-dodecyl-mercaptobutan, etylen-glycol-bis-[3,3-bis-(3'-tert.butyl-4'-hydroksyfenyl)-butyrat], di-(3-tert .butyl-4-hydroksy-5-metyl-fenyl)-disyklo-pentadien, di-[2-(3 *-tert.butyl-2'-hydroksy-5'-metylbenzyl )-6-tert.butyl-4-metyl-fenyl]-tereftalat.
1.5 Benzylforbindelser, for eksempel 1,3 ,5-tri-(3,5-di-tert .butyl-4-hydroksybenzyl )-2 , 4 , 6-trimetylbenzol, di-(3,5-di-tert.butyl-4-hydroksybenzyl)-sulfid, 3,5-di-tert.butyl-4-hydroksybenzyl -mercaptoeddiksyre-isooktylester, bls-(4-tert.butyl-3-hydroksy-2,6-dimetylbenzyl )-dithiol-tereftalat, 1,3,5-tris-(3,5-di-tert.butyl-4-hydroksybenzyl)-isocyanurat, 1,3,5-tris-(4-tert.butyl-3-hydroksy-2,6-dimetylbenzyl)-i socyanurat, 3,5-di-tert. buty 1-4-hydroksybenzy1-fosfonsyre-dioktadecylester, 3,5-di-tert.butyl-4-hydroksybenzyl-fosfonsyre-monoetylester, kalsiumsalt.
1.6 Acylaminofenol, for eksempel 4-hydroksy-laurinsyre-anilid, 4-hydroksystearinsyreanilid, 2,4-bis-oktylmercapto-6-(3,5-di-tert.butyl-4-hydroksy-anilino)-s-(triazin, N-(3,5-di-tert.butyl-4-hydroksy-fenyl)-karbaminsyreoktylester.
1.7 Ester av P-(3 ,5-di-tert.butyl-4-hydroksyfenyl)-propionsyre med en- eller flerverdige alkoholer, som for eksempel metanol, oktadecanol, 1,6-heksandiol, neopentylglycol, thiodietylenglykol, dietylenglykol, trietylenglykol, pentsaerythrit, tris-hydroksyetyl-isocyanurat, di-hydroksyetyl-oksalsyrediamid.
1.8 Ester av p-( 5-tert.butyl-4-hydorksy-3-metylf enyl )-propionsyre med en- eller flervaerdige alkoholer, som for eksempel med emtanol, oktadekanol, 1,6-heksandiol , neopentylglykol, thiodietylenglykol, dietylenglykol , trietylenglykol, pentaerythrit, tris-hydroksyetyl-isocyanurat, di-hydroksyetyl-oksalsyrediamid.
1.9 Amider av P-(3,5-di-tert .butyl-4-hydroksyfenyl)-propionsyre, som for eksempel N,N'-di-tert.butyl-4-hydroksyf enylpropionyl )-heksametylendiamin, N ,N' -
(3,5-di-tert.butyl-4-hydroksyfenylpropi onyl)-
trimetylendiamin, N,N'-di-(3,5-di-tert. butyl-4-hydroksyfenylpropionyl)-hydrazin.
2. UV-absorbanter og lysbeskyttelsesmiddel
2.1 2-(2'-hydroksyfenyl)-benztriazol, som for eksempel 5'-metyl-, 3', 5'-di-tert.butyl-, 5'-tert.butyl-, 5'-(1,1,3,3-tetrametylbutyl)-, 5-klor-3', 5'-di-tert.butyl-, 5-klor-3'-tert.butyl-5'-metyl-, 3'-sec.butyl-5'-tert.butyl, 4'-oktoksy-, 3', 5'-di-tert.amyl-, 3',5'-bis-(a,a-dimetylbenzyl)-derivatene.
2.2 2-hydroksybenzofenon, som for eksempel 4-hydroksy-,
4-metoksy-, 4-oktoksy-, 4-decyloksy-, 4-dodecyloksy-, 4-benzyloksy-, 4,2',4'-trihyroksy-, 2 *-hydroksy-4,4 '-dimetoksyderivatene.
2.3 Estere av eventuelt substituerte benzosyrer, som for eksempel 4-tert.butyl-fenylsalicylat, fenylsalicylat, octylfenylsalicylat, dibenzoylresorcin, bis-(4-tert.butylbenzoyl)-resorcin, benzoylresorcin, 3,5-di-tert .butyl-4-hydroksybenzosyre-2,4-di-tert.butyl-fenylester, 3,5-di-tert.butyl-4-hydroksy-benzosyre-heksadecylester.
2.4 Akrylater, som for eksempel a-cyan-<p>,e-difenylakryl-syreetylester, henholdsvis -isooktylester, a-karbometoksy-panelsyre, a-cyano-p<->metyl-p-metoksy-panalsyremetylester, henholdsvis -butylester, a-karbometoksy-p-metoksy-panelsyremetylester, N-(e-karbometoksy-e-cyanovinyl)-2-metyl-indolin.
2.5 Nikkelforbindelser, som for eksempel nikkelkomplekser av 2,2'-thio-bis-[4-(l,l,3,3-tetrametylbutyl )-fenoler], som 1:1- eller 1:2 kompleks, eventulet med ytterligere ligander, som n-butylamin, trietanolamin eller N-sykloheksyl-dietanolamin, nikkeldibutyl-
dithiokarbamat, nikkelsalter av 4-hydroksy-3,5-di-tert .butylbenzyl-fosfonsyre-monoalkylestere, som fra metyl- eller etylesteren, nikkelkomplekser av ketoksimer, som av 2-hydroksy-4-metyl-fenyl-unde-cylketonoksim, nikkelkomplekser av 1-fenyl-4-lauroyl-5- hydroksypyrazoler, eventuelt med ytterligere ligander.
2.6 Sterisk hindrede aminer, som for eksempel bis-(2,2,6,6-tetrametylpiperidyl)-sebacat, bis-(1,2,2,6,-6- pentametylpiperidyl)-sebacat, n-butyl-3,5-di-tert .butyl -4-hydroksybenzyl -malonsyre-bis-( 1 ,2,2,6,6-pentametylpiperidyl)-ester, kondensasjonsprodukt av l-hydroksyetyl-2,2,6,6-tetrametyl-4-hydroksypiperidin og ravsyre, kondensasjonsprodukt av N,N'-(2,2,6,6-tetrametyl-4-piperidyl)-heksametylendiamin og 4-tert.oktylamino-2,6-diklor-l,3,5-s-triazin, tris-(2,2,6, 6-tetramety1-4-piperidy1)-nitrotriacetat, tetrakis-(2 ,2,6,6-tetrametyl-4-piperidyl)-l ,2,3,4-butantetrakarboksylsyre, 1,1'-(1,2-etandiyl )-bis-(3,3,5,5-tetrametylpiperazinon).
2.7 Oksalsyrediamid, som for eksempel 4,4'-di-oktyloksy-oksanilid, 2,2'-di-oktyloksy-5,5'-di-tert.butyl-oksanilid, 2,2'-di-dodecyloksy-5,5'-di-tert.butyl-oksanilid, 2-etoksy-2'-etyl-oksanilid, N,N'-bis-(3-dimetyl-aminopropyl)-oksalamid, 2-etoksy-5-tert.-butyl-2'-etyloksanilid og dets blanding med 2-etoksy-2'-etyl-5,4'-di-tert.butyl-oksanili, blandinger av o-og p-metoksy- så vel som av o- og p-etoksydi-substituerte oksanilider.
3. Metalldesaktivatorer, som for eksempel N,N'-di-fenyloksaisyrediamid, N-salicylal-f<P->salicyloyl-hydrazin, N,N'-bis-salicyloylhydrazin, N,N'-bis-(3,5-di-tert.butyl-4-hydroksyfenylpropionyl)-hydrazin, 3- salicyloylamino-1,2,4-triazol, bis-benzylidenoksal-syredihydrazid.
4. Fosfit og fosfonit, som for eksempel trifenylfosf1t, difenylalkylfosfit, fenyldialkylfosfit, tri-(nonyl-fenyl )-fosfit, trilaurylfosfit, trioctadecylfosfit, distearyl-pentaerythritdifosfit, tris-(2,4-di-tert .butyl fenyl )-fosfit, diisodecylpentaerythrit-difosfit, di-(2,4-di-tert.butylfenyl )-pentaerythritdifosfit, tristearyl-sorbit-trifosfit, tetrakis-(2 ,4-di-tert.butylfenyl)-4,4'-bifenylen-difosfonit, 3,9-bis-(2 ,4-di-tert.butylfenoksy-2,4,8,10-tetraoksa-3,9-difosfaspiro[5,5]undecan. 5. Peroksydforstyrrende forbindelser, som for eksempel estere av g<->thiodipropiionsyre, eksempelvis lauryl-, stearyl-, myristyl- eller tridecylester, mercaptoben-zimidazol, sinksaltet av 2-mercaptobenzimidazoler, sink-dibutyl-dithiokarbamat, dioctadecyldisulfid, pentaerythrit-tetrakis-(p-dodecylmercapto)-propionat. 6. Polyamidstabilisatorer, som for eksemepl kobbersalt i kombinasjon med iodider og/eller forsforforbindelser og salter av toverdig mangan. 7. Basiske ko-stabilisatorer, som for eksempel melamin, polyvinylpyrrolidon, dicyandiamid, triallylcyanurat, hornstoffderivater, amin, polyamid, poyuretan, alkali- og jordalkaliesalter av høyere fettsyrer, eksempelvis Ca-stearat, Zn-stearat, Mg-stearat, Na-ricinoleat, K-palmitat, antimonbrenzcatechinat eller tinnbrezcatechinat. 8. Nukleeringsmiddel, som for eksempel 4-tert.butyl-benzosyre, adipinsyre, difenyleddiksyre. 9. Fyllstoff og forsterkingsmiddel, som for eksempel kalsiumkarbonat, silikater, glassfibere, asbest, talk, kaolin, glimmer, bariumsulfat, metal1oksyd- og-hydroksyder, rust, grafitt. 10. Ytterligere tilsetninger, som for eksempel myknere, glidemidler, emulgatorer, pigmenter, optiske lysnere, flammebeskyttelsesmiddel, antistatika, drivmiddel.
Oppfinnelsens formlegemer er fremstilt ved blanding av enkeltkomponentene. Blandingen kan gjøres ifølge kjent teknikk på forskjellige måter, for eksempel en elter eller skrumaskin. Viderebearbeidingen gjøres ved kjente teknikker innen termoplastbearbeiding, for eksempel ved ekstrusjon eller sprøytestøping.
Formlegemer ifølge foreliggende oppfinnelse er halsbånd, halsbåndanheng (medaljonger), øre-, hale-, fotbånd, øremerker, folier, overføringsfolier, klebestriper, strimler, plater, granulater. Fortrinnsvis kan nevnes halsbånd og medaljonger for hunder og katter.
Formlegemene tjener for bekjemping av parasitter fra vertsdyrene, og vertsdyret og i omgivelsene til vertsdyrene som hus-, hobby- eller nyttedyr.
Til hus-, hobby- og nyttedyr hører pattedyr som for eksempel storfe, får, geit, hest, svin, hund og katt.
Til skadedyrene hører:
fra orden anoplura for eksempel Haematopinus spp., linognat-hus spp., solenopotes spp., pediculus spp., pthirus spp.;
for orden mallophaga for eksempel trimenopon spp. , menopon spp., eomenacanthus spp., menacanthus spp., trichodectes spp., felicola spp., damalinea spp., bovicola spp;
for orden diptera for eksempel åedes spp. , culex spp., simulium spp., sklepotomus spp., chrysops spp., tabanus spp.,
musea spp., hydrotaea spp., museina spp., haematobosca spp., haematobia spp., stomoxys spp., fannia spp., glossina spp., lucilia spp., calliphora spp., auchmeromyia spp., cordyldbia spp., sochlimyia spp., chrysomyia spp., sarcophaga spp., wohlfartia spp., gasterophilus spp., oesteromyia spp., oedemagena spp., hypoderma spp., oestrus spp., rhinoestrus spp., melophagus spp., hippobosca spp..
Fra orden siphonaptera for eksempel ctenocephalidr spp. , echidnophaga spp., ceratophyllus spp..
Fra orden metastigmata for eksempel hyalomma spp., rhipi-cephalus spp., boophilus spp., amblyomma spp., haemaphysalis spp., dermacentor spp., ixodes spp., argas spp., ornithodorud spp., otobius spp.;
fra orden mesostigmata for eksempel dermanyssus spp. , ornithonyssus spp., pneumonyssus spp..
Fra orden prostigmata for eksempel cheyletiella spp. , psorergates spp., myobia spp. , demodex spp., neotrombicula spp. ;
fra orden astigmata for eksempel acarus spp., myocoptes spp., psoroptes spp., chorioptes spp., otodectes spp., sarcoptes spp. , notoedres spp., knemidocoptes spp., neoknemidocoptes spp. cytodites spp., laminosioptes spp..
De følgende eksemplene på insektizide formlegemer på basis av kopolyesterene skal kun illustrere oppfinnelsen uten å innskrebke den:
Eksempel A
Fremstilling:
Blandingen ble på vanlig måte ekstrudert til hundehalsbånd. Eksempel B
Fremstilling:
Virkestoffet og triacetin ble oppvarmet sammen så lenge til det ble dannet en klar oppløsning. Hytrel ble fuktet i den varme oppløsningen av virkestoffet og triacetin i en blander. Man blandt inntil blandingen var homogen. Dette krever oppvarming av blandingen, for eksempel som følge av en forhøyelse av turtallet i blanderen, oppløsningen i kopolyesteren. Blandingen blir ekstrudert i en ekstruder til plater, som det blir stanset medaljonger ut av (= anheng for halsbånd) til 2 x 4 cm.
Eksempel C
Fremstilling:
Virkestoffet blir bragt inn i bæreren med en intensiv blanding og blandingen blir sprøytestøpt for å danne hundehalsbånd.
Claims (4)
1.
Halsbånd og halsbåndanheng (medaljonger) for bekjempelse av parasitter på dyr,karakterisert vedat de som bærere inneholder termoplastiske elastomerer på basis av kopolyestere og som virkestoff inneholder parasitticide virkestoffer fra gruppen syntetiske pyretroider, eventuelt ved siden av vanlige tilsetningsstoffer.
2.
Halsbånd og halsbåndanheng (medaljonger) ifølge krav 1,karakterisert vedat de som virkestoff inneholder syntetiske pyretroider med formel I
hvor
R<1>ogR<2>står for halogen, eventuelt halogensubstituert
alkyl, eventuelt halogensubstituert fenyl,
R<3>står for hydrogen eller CN,
R<4>står for hydrogen eller halogen,
R<5>står for hydrogen eller halogen, a - (p-Cl - f enyl )-isovaleriansyre-a-cyano-3-f enoksy-benzylester (fenvalerat) eller 2-cyano-3-f enoksybenzyl -2- (2-klor-a, a ,a-trif luor-p-toluidi-no)-3-metylbutyrat (fluvinat).
3.
Halsbånd eller halsbåndanheng (medaljonger) ifølge krav 1,karakterisert vedat de som virkestoffer inneholder syntetiske pyretroider med formel I
hvor
R<1>står for klor,
R<2>står for klor eller p-klorfenyl,
R<3>står for CN,
R<4>står for fluor i 4-stilling,
R<5>står for hydrogen, a-(p-Cl - fenyl)-isovaleriansyre-a-cyano-3-fenoksy-benzylester (fenvalerat) eller 2-cyano-3-f enoksybenzyl -2- (2 -klor-a, a ,a-tr i fluor-p-t olui di - no)-3-metylbutyrat (fluvalinat).
4.
Halsbånd eller halsbåndanheng (medaljoner) ifølge krav 1,karakterisert vedat de som virkestoff inneholder virkestoffet med betegnelsen cyflutrin, flumetrin.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE4137290A DE4137290A1 (de) | 1991-11-13 | 1991-11-13 | Wirkstoffhaltige formkoerper auf basis thermoplastisch verarbeitbarer elastomerer copolyester, verfahren zu ihrer herstellung und verwendung zur kontrolle von schaedlingen |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| NO924175D0 NO924175D0 (no) | 1992-10-29 |
| NO924175L NO924175L (no) | 1993-05-14 |
| NO301682B1 true NO301682B1 (no) | 1997-12-01 |
Family
ID=6444690
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO924175A NO301682B1 (no) | 1991-11-13 | 1992-10-29 | Virkestoffholdige formlegemer på basis av termoplastisk bearbeidbar elastomer kopolyester |
Country Status (20)
| Country | Link |
|---|---|
| EP (1) | EP0542081B1 (no) |
| JP (1) | JPH05221802A (no) |
| CN (1) | CN1072693A (no) |
| AT (1) | ATE149076T1 (no) |
| AU (1) | AU662179B2 (no) |
| CA (1) | CA2082549A1 (no) |
| CZ (1) | CZ337892A3 (no) |
| DE (2) | DE4137290A1 (no) |
| DK (1) | DK0542081T3 (no) |
| ES (1) | ES2098417T3 (no) |
| FI (1) | FI925129A (no) |
| GR (1) | GR3022720T3 (no) |
| HU (2) | HU212638B (no) |
| IL (1) | IL103699A (no) |
| MX (1) | MX9206278A (no) |
| NO (1) | NO301682B1 (no) |
| NZ (1) | NZ245083A (no) |
| PL (1) | PL171279B1 (no) |
| TR (1) | TR28205A (no) |
| ZA (1) | ZA928713B (no) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5632999A (en) * | 1993-08-18 | 1997-05-27 | Virbac, Inc. | Sustained release pyriproxifen compositions for parasite control |
| EP0661606B1 (en) | 1993-12-28 | 2000-09-20 | Matsushita Electric Industrial Co., Ltd. | Charging device, image forming apparatus having the charging device and manufacturing method for the device |
| FR2719450B1 (fr) * | 1994-05-06 | 1996-05-31 | Atochem Elf Sa | Dispositif pour lutter contre les insectes. |
| NZ286944A (en) * | 1995-07-10 | 1998-08-26 | Sumitomo Chemical Co | Resin composition containing a biocide and a vapourisable plasticiser; shaped forms |
| KR100279081B1 (ko) * | 1996-11-26 | 2001-01-15 | 조민호 | 방출조절형농약제제 |
| KR100615504B1 (ko) | 1998-04-30 | 2006-08-25 | 바스프 악티엔게젤샤프트 | 농작물 보호제의 서방성 제제 |
| BRPI0808606A2 (pt) | 2007-03-29 | 2017-05-30 | Invista Tech Sarl | "composição de polimero sintético, fio multifilamentar , artigo tecido ou tricotado e métodos para fabricação de um artigo apropriado como um veículo para os compostos ativos" |
| MY145899A (en) * | 2009-05-21 | 2012-05-15 | Univ Sains Malaysia | Extraction and purification of polyester granules |
| CN107318785B (zh) * | 2017-06-30 | 2020-08-04 | 中国林业科学研究院资源昆虫研究所 | 提高白蜡虫泌蜡量的药剂及其处理方法 |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3023192A (en) * | 1958-05-29 | 1962-02-27 | Du Pont | Segmented copolyetherester elastomers |
| US3766146A (en) * | 1971-03-18 | 1973-10-16 | Du Pont | Segmented thermoplastic copolyester elastomers |
| CA1073694A (en) * | 1975-06-12 | 1980-03-18 | Roy C. Mast | Sustained release herbicide composition |
| US4127127A (en) * | 1977-05-23 | 1978-11-28 | Alza Corporation | Therapeutic systems made from certain segmented copolyesters |
| US4400374A (en) * | 1979-06-22 | 1983-08-23 | Environmental Chemicals, Inc. | Controlled release of compounds utilizing a plastic matrix |
| DE3333657A1 (de) * | 1983-09-17 | 1985-04-25 | Bayer Ag, 5090 Leverkusen | Pyrethroide enthaltende formkoerper zur bekaempfung von ektoparasiten |
| GB8809262D0 (en) * | 1988-04-20 | 1988-05-25 | Secto Co Ltd | Devices for protecting animals from parasites |
| US5003930A (en) * | 1990-04-23 | 1991-04-02 | Shields Michael R | Animal training collar |
-
1991
- 1991-11-13 DE DE4137290A patent/DE4137290A1/de not_active Withdrawn
-
1992
- 1992-10-29 NO NO924175A patent/NO301682B1/no unknown
- 1992-10-30 MX MX9206278A patent/MX9206278A/es not_active IP Right Cessation
- 1992-11-02 DK DK92118738.1T patent/DK0542081T3/da active
- 1992-11-02 DE DE59208068T patent/DE59208068D1/de not_active Expired - Fee Related
- 1992-11-02 ES ES92118738T patent/ES2098417T3/es not_active Expired - Lifetime
- 1992-11-02 AT AT92118738T patent/ATE149076T1/de active
- 1992-11-02 EP EP92118738A patent/EP0542081B1/de not_active Expired - Lifetime
- 1992-11-06 JP JP4321374A patent/JPH05221802A/ja active Pending
- 1992-11-10 AU AU28256/92A patent/AU662179B2/en not_active Ceased
- 1992-11-10 CA CA002082549A patent/CA2082549A1/en not_active Abandoned
- 1992-11-10 IL IL10369992A patent/IL103699A/en not_active IP Right Cessation
- 1992-11-11 FI FI925129A patent/FI925129A/fi unknown
- 1992-11-11 NZ NZ245083A patent/NZ245083A/xx unknown
- 1992-11-12 CZ CS923378A patent/CZ337892A3/cs unknown
- 1992-11-12 HU HU9203549A patent/HU212638B/hu not_active IP Right Cessation
- 1992-11-12 HU HU9203549A patent/HU9203549D0/hu unknown
- 1992-11-12 TR TR01092/92A patent/TR28205A/xx unknown
- 1992-11-12 ZA ZA928713A patent/ZA928713B/xx unknown
- 1992-11-13 PL PL92296589A patent/PL171279B1/pl unknown
- 1992-11-13 CN CN92112992A patent/CN1072693A/zh active Pending
-
1997
- 1997-03-03 GR GR970400409T patent/GR3022720T3/el unknown
Also Published As
| Publication number | Publication date |
|---|---|
| PL171279B1 (pl) | 1997-03-28 |
| FI925129A0 (fi) | 1992-11-11 |
| HU9203549D0 (en) | 1993-03-29 |
| CA2082549A1 (en) | 1993-05-14 |
| HUT64093A (en) | 1993-11-29 |
| IL103699A (en) | 1996-10-16 |
| NZ245083A (en) | 1995-01-27 |
| DK0542081T3 (da) | 1997-08-25 |
| CN1072693A (zh) | 1993-06-02 |
| NO924175L (no) | 1993-05-14 |
| DE59208068D1 (de) | 1997-04-03 |
| NO924175D0 (no) | 1992-10-29 |
| IL103699A0 (en) | 1993-04-04 |
| CZ337892A3 (en) | 1993-06-16 |
| AU662179B2 (en) | 1995-08-24 |
| EP0542081A1 (de) | 1993-05-19 |
| TR28205A (tr) | 1996-03-20 |
| FI925129A (fi) | 1993-05-14 |
| GR3022720T3 (en) | 1997-06-30 |
| ES2098417T3 (es) | 1997-05-01 |
| AU2825692A (en) | 1993-05-20 |
| PL296589A1 (en) | 1993-07-26 |
| MX9206278A (es) | 1993-06-01 |
| ZA928713B (en) | 1993-05-10 |
| HU212638B (en) | 1996-09-30 |
| ATE149076T1 (de) | 1997-03-15 |
| DE4137290A1 (de) | 1993-05-19 |
| EP0542081B1 (de) | 1997-02-26 |
| JPH05221802A (ja) | 1993-08-31 |
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