NO303761B1 - Virkestoffinneholdende formlegemer pÕ basis av termoplastbearbeidbare elastomere styrol-butylen-blokkopolymerer - Google Patents
Virkestoffinneholdende formlegemer pÕ basis av termoplastbearbeidbare elastomere styrol-butylen-blokkopolymerer Download PDFInfo
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- NO303761B1 NO303761B1 NO924173A NO924173A NO303761B1 NO 303761 B1 NO303761 B1 NO 303761B1 NO 924173 A NO924173 A NO 924173A NO 924173 A NO924173 A NO 924173A NO 303761 B1 NO303761 B1 NO 303761B1
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- hydrogen
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- halogen
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- ZJFPXDGPJMHQMW-UHFFFAOYSA-N n,n'-bis[3-(dimethylamino)propyl]oxamide Chemical compound CN(C)CCCNC(=O)C(=O)NCCCN(C)C ZJFPXDGPJMHQMW-UHFFFAOYSA-N 0.000 description 1
- YUAUPYJCVKNAEC-UHFFFAOYSA-N n-(2,4-dimethylphenyl)-3-methyl-1,3-thiazol-2-imine Chemical compound CC1=CC(C)=CC=C1N=C1N(C)C=CS1 YUAUPYJCVKNAEC-UHFFFAOYSA-N 0.000 description 1
- 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
- 150000002816 nickel compounds Chemical class 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 1
- AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 description 1
- XRBCRPZXSCBRTK-UHFFFAOYSA-N phosphonous acid Chemical class OPO XRBCRPZXSCBRTK-UHFFFAOYSA-N 0.000 description 1
- 150000003018 phosphorus compounds Chemical class 0.000 description 1
- ATROHALUCMTWTB-OWBHPGMISA-N phoxim Chemical compound CCOP(=S)(OCC)O\N=C(\C#N)C1=CC=CC=C1 ATROHALUCMTWTB-OWBHPGMISA-N 0.000 description 1
- 229950001664 phoxim Drugs 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- 239000003380 propellant Substances 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- 239000011814 protection agent Substances 0.000 description 1
- 125000004076 pyridyl group Chemical group 0.000 description 1
- 125000005554 pyridyloxy group Chemical group 0.000 description 1
- 229940066675 ricinoleate Drugs 0.000 description 1
- 229910052895 riebeckite Inorganic materials 0.000 description 1
- DCKVNWZUADLDEH-UHFFFAOYSA-N sec-butyl acetate Chemical compound CCC(C)OC(C)=O DCKVNWZUADLDEH-UHFFFAOYSA-N 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
- 238000005728 strengthening Methods 0.000 description 1
- 229920003048 styrene butadiene rubber Polymers 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 125000002889 tridecyl 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])[H] 0.000 description 1
- IVIIAEVMQHEPAY-UHFFFAOYSA-N tridodecyl phosphite Chemical compound CCCCCCCCCCCCOP(OCCCCCCCCCCCC)OCCCCCCCCCCCC IVIIAEVMQHEPAY-UHFFFAOYSA-N 0.000 description 1
- RLMUBIZOFHUHBI-UHFFFAOYSA-N trifluoromethyl hypochlorite Chemical compound FC(F)(F)OCl RLMUBIZOFHUHBI-UHFFFAOYSA-N 0.000 description 1
- 125000004953 trihalomethyl group Chemical group 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
- 150000003672 ureas 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
- A01N25/34—Shaped forms, e.g. sheets, not provided for in any other sub-group of this main group
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/0008—Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
- C08K5/0058—Biocides
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Agronomy & Crop Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Biodiversity & Conservation Biology (AREA)
- Medicinal Chemistry (AREA)
- Toxicology (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Description
Foreliggende oppfinnelse angår nye virkestoffinneholdende formlegemer på basis av termoplastbearbeidbare elastomere styrol-butylen-blokkopolymerer. Formlegemene kan benyttes for kontroll av skadedyr, særlig for nytte- og husdyr.
Formlegemer som inneholder virkestoffer for kontroll av skadedyr er kjent. De baserer seg på langsom frisetting av virkestoffer fra en virkestoffholdig bærermatriks av kunststoffer (sammenlign f.eks. Aries et al TJS-P 3.814.061, Greenberg US-P 3.918.407, Miller et al US-P 3.944.662, Millionis et al US-P 4.041.151, Pasarela US-P 4.145.409, Greenberg og Cloud US-P 4.158.051, v. Bittera et al US-P 4.225.578, McDaniel et al EP-OS 0.052.411 Bl, Grubb et al US-P 3.852.416 og Pearce US-P 4.536.388).
PVC er praktisk talt den utelukkende anvendte bærer for formlegemer. Andre bærere er riktignok nevnt i litteraturen, men har til nå ikke funnet noe anvendelse i praksis. Således blir det i US-P 4.195.075 blant annet nevnt at det som bærerpolymerer for øremerker også er aktuelt med termoplastiske elastomerer. I dette sitatet blir imidlertid det utelukkende bare beskrevet eksempler med mykgjørerholdig PVC som bærerpolymer.
Dette er heller ikke overraskende. PVC er prisgunstig og lett tilgjengelig. Den er også blandbar innenfor vide områder med andre stoffer, særlig mykgjørere. Disse mykgjørerne har den funksjonen i virkestoffholdig PVC-legemer at de skal holde virkestoffet oppløst i bæreren og transportere det langsomt til legemenes overflate. Der fordamper virkestoffet eller blir sammen med mykgjøreren drevet av overflaten. Sammen-virkningen av de tre komponentene PVC-bærer, mykgjører og virkestoff bestemmer om og hvorvidt formlegemene er praktisk anvendbare.
Dersom en komponent i det samlede systemet blir endret, lar det seg ikke lenger forutse om systemet ennå virker i praksis. Dette inntreffer spesielt dersom mykgjøreren innehar en nøkkelfunksjon ved virkestofftransport som blir endret eller tatt bort.
Av forskjellige grunner er det ønskelig å erstatte PVC som bæremateriale. Det er også fordelaktig å helt eller delvis gi avkall på anvendelse av mykgjørere. Det gjelder derfor å finne et virkestoff-formlegeme-system der man gir avkall på PVC som bæremateriale så vel som mykgjører og som likevel er godt virksom i praksis.
Termoplastiske elastomerer er råstoffer som inneholder elastomere faser i termoplastisk bearbeidede polymerer som enten er fysikalsk innblandet eller kjemisk innbundet. Man adskiller polyblandinger ved at de elastomere fasene foreligger fysikalsk innblandet og blokk-kopolymerer der de elastomere fasene er bestanddeler i det polymere skjelettet. Gjennom oppbyggingen av de termoplastiske elastomerene foreligger harde og myke områder ved siden av hverandre. De harde områdene danner således en krystallinsk nettstruktur eller en kontinuerlig fase hvori mellomrommene er fylt av elastomere segmenter. På grunn av denne oppbyggingen har disse råstoffene kautsjuklignende egenskaper.
Man kan inndele termoplastiske eleastomerer i fem hoved-grupper :
1. Kopolyester
2. Polyeter-blokk-amider (PEBA)
3. Termoplastiske polyuretaner (TPU)
4. Termoplastiske polyolefiner (TPO)
5. Styrol-blokk-kopolymerer
Disse fem hovedgruppene med kjemisk fullstendig forskjellig oppbygning viser like makroskopiske fysikalske egenskaper. Til tross for disse makroskopiske likeartede egenskapene oppfører disse hovedgruppene ved innblanding og frisetting av råstoffer seg fullstendig forskjellig.
Anvendelse av termoplastiske elastomerer på basis av kopolymerer som bærere for virkestoffer er kjent. I EP-OS 338.821 blir det beskrevet anvendelse av styrol-butadien-blokkopolymerer som bærere. I EP-OS 338.732 blir det beskrevet anvendelse av polyuretan-polydisiloksan-kopolymerer som bærere.
Gjenstand for foreliggende oppfinnelse er virkestoffholdige formlegemer kjennetegnet ved at de som bærere inneholder termoplastiske elastomerer på basis av styrol-butylen-blokkopolymerer med mindre enn 30# polysterolandel eventuelt ved siden av vanlige tilsetninger og som virkestoff inneholder fosfor- eller fosfonsyreester, naturlige og syntetiske pyretroider, karbamater, amidiner, juvenilhormoner og juvenoide syntetiske virkestoffer med følgende formler
Oppfinnelsen angår videre formlegemer som er kjennetegnet ved at de som virkestoffer inneholder forbindelse med formel I
der
R<1>og R<2>står for halogen, eventuelt halogensubstituert
alkyl, eventuelt halogensubstituert fenyl,
R<3>står for hydrogen eller CN,
R^ står for hydrogen eller halogen,
R<5>står for hydrogen eller halogen.
Det var overraskende at virkestoffer uten tilsats av mykgjørere også av termoplastiske elastomerer på basis av styrol og butylen nådde fra polymermatriks til polymer-overflaten, da denne evnen bare er begrenset til noen ganske få polymerer. Endrer man bare en komponent av det samlede systemet, så er virkningen ikke forutsigbar. Termoplastiske elastomere på basis av termoplastiske olefiner (TPO) eller termoplastiske polyuretaner er f.eks. ikke i den situasjonen at de lar virkestoffene migrere til overflaten.
De anvendbare styrol-butylen-blokkopolymerene ifølge oppfinnelsen består av en polyetylenbutylen-kautsjuk- middelblokk med en til begge ender kjemisk koblet polystyrol-endeblokk. Polystyrolandelen utgjør mindre enn 30$. Poly-styrolendeblokken fordeler seg jevnt som sfæriske polystyrol-domener i etylenkautsjuk-matriksen.
Fremgangsmåte for syntese av egnede styrol-blokkopolymerer er kjent f.eks. fra US-P 3.485.787, 4.006.116 og 4.039.629.
Egnede styrol-butylen-blokkpolymerer er f.eks. tilgjengelig under varemerkene Kraton G og Elexar fra firma Shell Chemie GmbH og Thermolast-K-Compounds fra firma Kraiburg.
Som virkestoffer for formlegemene ifølge oppfinnelsen skal det blant foretrukkede insektsider spesielt nevnes parasiti-sider for anvendelse på dyr. Til insektisider hører fosfor-holdige forbindelser som fosfor- eller fosfonsyreestere, naturlige og syntetiske pyretroider, karbamater, amidiner, juvenilhormoner og juvenoide syntetiske virkestoffer.
Til fosfor- eller fosforsyreestere hører: 0-etyl-0-(8-kinolyl)fenyl-tiofosfat (Quintiofos),
0 , 0-dietyl-0-(3-klor -4-mety1-7 -coumar iny1)-tiofosfat (Coumaphos),
0,0-dietyl-0-fenylglyoksylonitril-oksim-tiofosfat (Phoxim),
0,O-dietyl-0-cyanoklorbenzaldoksim-tiofosfat (Chlorphoxim),
0,0-dietyl-0-(4-brom-2,5-diklorfenyl)-fosfortionat (Bromo-phos-etyl),
0,0,0',0'-tetraetyl-S,S'-metylen-di(fosforditionat) (Ethion),
2,3-p-dioksanditiol-S,S-bis(0,0-dietylfosforditionat,
2-klor-l-(2,4-diklorfenyl )-vinyldietylfosfat (Chlorfenvin-phos),
0 , 0-dimetyl-0-(3-metyl-4-nietyltiofenyl )-tionofosforsyreester
(Fenthion)
Til karbamatene hører:
2-isopropoksyfenylmetylkarbamat (Propoxur),
1-naftyl-N-metylkarbamat (Carbaryl).
Til de syntetiske pyretroidene teller forbindelser med formel
I
der
R<1>og R<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.
Det er foretrukket med syntetiske pyretroider med formel I der
R<*>står for halogen, særlig fluor, klor, brom,
R<2>står for halogen, særlig fluor, klor, brom,
trihalogenmetyl, fenyl, klorfenyl,
R<3>står for hydrogen eller CN
R<4>står for hydrogen eller fluor,
R<5>står for hydrogen.
Spesielt foretrukket er syntetiske pyretroider med formel I der
R<*>står for klor,
R<2>står for klor, trifluormetyl, p-klorfenyl,
R<3>står for CN,
R<4>står for hydrogen eller fluor,
R^ står for hydrogen.
Spesielt skal det nevnes forbindelser med formel I der
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.
Enkeltforbindelser kan nevnes: 3 - [2 - ( 4-kl or f enyl )-2-klorvlnyl] -2,2-dimetyl-cyklopropankar-boksylsyre [a-cyano-4-fluor-3-fenoksy)-benzyl]-ester (Flumethrin), 2 , 2-dlmetyl-3-( 2 , 2-diklorvinyl )-cyklopropankarboksylsyre-a-cyano(4-fluor-3-fenoksy)-benzyl-ester (Cyfluthrin) og dens enantlomere og stereoisomere,
cx-cyano-3-fenoksybenzyl(+ )-cis , trans-3-(2 ,2-dibromvlnyl )-2,2,-dlmetylcyklopropankarboksylat (Deltamethrin), 2 , 2-dimetyl-3- ( 2 , 2-diklorvinyl )-cyklopropankarboksylsyre-oc-cyano-3-fenoksybenzylester (Cypermethrin),
3-fenoksybenzyl(±)-cis, trans-3-(2,2-diklorvinyl)-2,2-dimetylcyklopropankarboksylat (Permethrin),
a-(p-Cl - f enyl)-isovaleriansyre-a-cyano-3-fenoksy-benzylester (Fenvalerate),
2- cyano-3-fenoksybenzyl-2-(2-klor-a,a,a-tri fluor-p-tolui-dino )-3-metylbutyrat (Fluvalinate).
Til amidinet hører: 3- metyl-2-[2,4-dimetyl-fenylimino]-tiazolin,
2-(4-klor-2-metylfenylimino)-3-metyltiazolidin,
2-(4-klor-2-metylfenylimino )-3-(isobutyl-l-enyl)-tiazolidin
l,5-bis-(2,4-dimetylfenyl)-3-metyl-l,3,5-triazapenta-l,4-dien (Amitraz).
Til juvenilhormonene eller Juvenilhormonlignende substanser hører substituerte diaryleter, benzoylurea og triazinderiva-ter. Til juvenilhormonene og juvenilhormonlignende substanser hører særlig forbindelser med følgende formler: Til de substituerte diaryletrene hører særlig substituerte alkoksydifenyleter eller -difenylmetan med generell formel I
der
R<1>står for hydrogen, halogen, alkyl, alkoksy, alkyltio,
halogenalkyl, halogenalkoksy, halogenalkyltio, dioksyalkylen, dioksyhalogenalkylen, CN, NO2, alkenyl, alkinyl, alkoksyalkyl, alkoksyalkoksy, hydroksyalkoksy,
R<2>står for de ved R<*>angitte rester,
R<3>står for de ved R<*>angitte rester,
R<4>står for hydrogen, alkyl, halogenalkyl eller halogen R<5>står for de ved R<4>angitte rester,
Het står for eventuell substituert heteroaryl som ikke er
bundet over heteroatomen til den øvrige resten,
X, Y står uavhengig av hverandre for -0-, -S-,
Z står for -0-, -S-, -CH2-, -CHCH3-, -C(CH3)2-,
m og n står uavhengig av hverandre for 0, 1, 2, 3, summen er
imidlertid like eller større enn 2.
Spesielt foretrukket er forbindelsen med formel I der
R<1>står for hydrogen, metyl, trifluormetyl, metoksy,
trlfluormetoksy, klor, fluor,
R<2>står for hydrogen,
R<3>står for hydrogen, fluor, klor, metyl,
R<4>står for hydrogen eller metyl,
R<5>står for metyl, etyl, trifluormetyl eller hydrogen,
Het står for pyridyl eller pyridzinyl som eventuelt er substituert med fluor, klor, metyl, N02, metoksy, metylmerkapto,
X står for 0,
Y står for 0,
Z står for 0, CH2eller -C(CH3)2-,
m står for 1,
n står for 1.
Enkeltvis skal følgende forbindelser nevnes:
Til benzoylurea hører forbindelsen med formel (V):
der
R<1>står for halogen,
R<2>står for hydrogen eller halogen,
R<3>står for hydrogen, halogen eller C1_4~alkyl,
R<4>står for halogen, l-5-halogen-Ci_4-alkyl, C1-4-alkoksy, l-5-halogen-C1_4-alkoksy, C1_4-alkyltio, 1-5-halogen-C1_4-alkyltio, fenoksy eller pyridyloksy som eventuelt kan være substituert med halogen, C^_4~alkyl, l-5-halogen-C1_4-alkyl, C1_4-alkoksy, 1-5-halogen-<C>1_4-alkoksy,<C>1_4-alkoksy,<C>1_4-alkyltio, 1-5-halogen-Ci_4~<a>lkyltio.
Spesielt skal nevnes:
Til triazinene hører forbindelsen med formel (VI)
der
R<*>står for cyklopropyl eller isopropyl;
R<2>betyr hydrogen, halogen, C j-C-^-alkylkarbonyl»
cyklopropylkarbonyl , Ci_<C>i2-alkylkarbonyl, ^1-^12" alkyltiokarbamoyl eller C2-C£,-alkenylkarbamoyl; og
R3står for hydrogen, C-^C-^-alkyl»cyklopropyl, C2_Cfc-alkenyl, C^C^-alkylkarbonyl» cyklopropylkarbonyl, Ci-C-j^-alkylkarbamoyl • Ci_Ci2-alkyltiokarbamoyl eller Cg-Cfc-alkenylkarbamoyl og deres syreaddisjonssalter som er utoksisk for varmblodige.
Spesielt kan nevnes:
Spesielt er virkestoffene med de vanlige navnene Propoxur, Cyfluthrin, Flumethrin, Pyriproxyfen, Methoprene, Diazinon, Amitraz, Fenthion.
Virkestoffene kan foreligge i formlegemer alene eller i blanding med hverandre.
Virkestoffene foreligger i formlegemene i konsentrasjoner fra 0,1 - 20 vekt-#, fortrinnsvis mellom 1-10 vekt-#.
Formlegemene ifølge oppfinnelsen kan videre inneholde de vanlige additivene for kunststoff. Vanlige additiver er f.eks. pigmenter, stabilisatorer, flytmiddel, glidemiddel, avformuleringsmiddel.
Eksempler på vanlige additiver er:
1. Antioksidanter
1.1 Alkylerte monofenoler. f.eks. 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-butylfenol, 2,6-di-tert.butyl-4-i-butylfenol, 2,6-di-cyklopentyl-4-metylfenol, 2—(a—metylcykloheksyl)—4,6-dimetylfenol, 2,6—di—oktadecyl—4-metylfenol, 2,4,6-tricykloheksylfenol, 2,6—di—tert.butyl—4-metoksymetylfenol.
1.2 Alkylerte hydrokinoner. f.eks. 1,6—di—tert.butyl—4-metoksyfenol, 2,5—di—tert.butyl—hydrokinon, 2,5—di—tert.-amyl—hydrokinon, 2,6—difenyl-4—oktadecyloksyfenyl.
1.3 Hydroksylerte tiodlfenyletere.f.eks. 2,2'—tio-bis-(6-tert.butyl-4-metylfenol), 2,2'-tio-bis-(4-oktylfenol), 4,4'-tio-bis-(6-tert.butyl-3-metylfenol), 4,4'-tio-bis-(6-tert.butyl—2—metylfenol).
1.4 Alkyliden— bisfenoler. f.eks. 2,2'—metylen—bis—(6-tert.butyl-4-metylfenol), 2 ,2'-metylen-bis-(6-tert.butyl-4-etylfenol), 2,2 '—metylen—bis-(4—metyl—6(cx—metylcykloheksyl )-fenol), 2,2'-metylen-bis-(4-metyl-6-cykloheksylfenol), 2,2'-metylen-bis-(6-nonyl-4-metylfenol), 2,2'-metylenbis-(4 ,6-di-tert .butylf enol ), 2,2 '-etyliden-bis-(4,6-ditert.butylfenol), 2,2'-etyliden-bis-(6-tert.butyl-4-isobutylfenol), 2,2'-mety-len—bis—[6—(a—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), 1,1 '-bis-(5-tert.butyl-4-hydroksy-2-metylfenyl)-butan, 2,6-di-(3-tert.butyl-5-metyl-2-hydroksy-benzyl)-4-metylfenol, 1,1,3-tris-(5-tert.butyl-4-hydroksy-2-metylfenyl)—butan, 1,1—bis-(5—tert.butyl—4-hydroksy—2-metylfenyl)—3—n—dodecylmerkaptobutan, etylenglykol—bis—[3,3-bis—( 3 '—tert .butyl—4 '—hydroksyf enyl )—butyrat] , di—(3—tert.-
butyl-4-hydroksy-5-metylfenyl)-dicyklopentadien, di-[2-(3'-tert.butyl-2'-hydroksy-5'-metylbenzyl)-6-tert.butyl-4-metylfenyl]—tereftalat.
1.5 Benzvlforbindelser. f.eks. 1,3,5—tri—(3,5-di-tert.-butyl-4-hydroksybenzyl)-2,4,6-trimetylbenzol, dl-(3,5-di - tert .butyl-4-hydroksybenzyl )-sulf id, 3 ,5-di-tert .buty.1-4-hydroksybenzyl—merkaptoeddiksyre—isooktylester, bis—(4-tert.butyl-3-hydroksy-2,6-dimetylbenzyl)-ditiol-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)-isocyanurat, 3,5—di-tert.butyl—4—hydroksybenzyl—fosfonsyre-dioktadecylester, 3,5—di—tert.butyl—4—hydroksybenzyl—fos-fonsyre—monoetylester, kalsiumsalt.
1.6 Ac<y>laminofenoler. f.eks. 4—hydroksy—laurinsyreanilid, 4—hydroksystearinsyreanilid, 2,4—bis—oktylmerkapto—6—(3,5-di—tert.butyl—4—hydroksyanilino)—s—triazin, N—(3,5—di—tert.-butyl—4—hydroksyfenyl)—karbaminsyreoktylester.
1.7 Ester av p—( 3. 5— di— tert. butyl— 4— hydroksyfenyl)— pro-pionsyre med en— eller flerverdige alkoholer, som f.eks. metanol, oktadekanol, 1,6—heksandiol, neopentylglykol, tiodietylenglykol, dietylenglykol, trietylenglykol, penta-erytrit, tris—hydroksyetylisocyanurat, di—hydroksyetyl—oksal-syrediamid.
1.8 Ester av p—( 5- tert. butyl— 4— hydroksy— 3— metylfenyl )-proplonsyre med en— eller flerverdige alkoholer, som f.eks. metanol, oktadekanol, 1,6—heksandiol, neopentylglykol, tiodietylenglykol, dietylenglykol, trietylenglykol, penta-erytrit, tris-hydroksyetyl-isocyanurat, di-hydroksyetyl-oksyalsyrediamid.
1.9 Amider av p—( 3. 5- di— tert. butyl— 4— hydroksyfenyl)— pro-plonsyre . som f.eks. N,N'-di-(3,5-di-tert.butyl-4-hydroksy-fenylpropionyl)—heksametylendiamin, N,N'—(3,5—di—tert.-
butyl-4-hydroksyfenylpropionyl)-tri-metylendiamin, N,N'-di-(3,5-di-tert.butyl-4-hydroksyfenylpropionyl)-hydrazin.
2. UV— absorberer og lysbeskyttelsesmlddel
2.1 2—( 2'— hydroksyfenyl)— benztriazol. som f.eks. 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'-okt-oksy—, 3',5'—di—tert.amyl—, 3',5'—bis—(a,a—dimetylbenzyl)-derivat.
2.2 2— hydroksybenzofenon. som f.eks. 4—hydroksy-, 4—metoksy—, 4—oktoksy—, 4—decyloksy—, 4—dodecyloksy—, 4—benzyloksy—, 4 ,2 ' ,4'—trihydoksy—, 2'—hydroksy—4,4'di-metoksy—derivat.
2.3 Ester av eventuelle substituerte benzos<y>rer, som f.eks. 4—tert.butyl-fenylsalicylat, fenylsalicylat, oktyl-fenylsalicylat, dibenzoylresorcin, bis—(4—tert.butylbenzoyl)-resorcin, benzoylresorcin, 3,5-di-tert.butyl-4-hydroksybenzo-syre-2,4-di-tert.butylfenylester, 3,5-di-tert.butyl-4-hydroksybenzosyre—heksadecylester.
2.4 Akr<y>later. som f.eks. a-cyan-p,p-difenylakrylsyre-etylester hhv. —isooktylester, a—karbometoksy—zimtsyremetyl-ester , a—cyano—p—metyl—p—metoksy—zimtsyremetylester hhv. butylester, a—karbometoksy—p—metoksy—zimtsyremetylester, N—(<p>—karbometoksy-p<->cyanovinyl)—2—metylindolin.
2.5 Nikkelforbindelser. som f.eks. nikkelkomplekser av 2,2'-tio-bis-[4-(l,l,3,3-tetrametylbutyl)-fenoler], som 1:1 eller 1:2-kompleks, eventuelt med ytterligere ligander som n—butylamin, trietanolamin eller N—cykloheksyl—dietanolamin, nikkeldibutyl—ditiokarbamat, nikkelsalter av 4—hydroksy—3,5-di—tert.butylbenzyl-fosfonsyremonoalkylester, som av metyl— eller etylester, nikkelkomplekser av ketoksimer som av
2-hydroksy-4-metyl-fenyl-undecylketonoksim, nikkelkomplekser av 1—fenyl—4—lauroyl—5—hydroksypyrazoler, eventuelt med ytterligere ligander.
2.6 Sterisk hindrede aminer, som f.eks. bis—(2,2,6,6-tetrametylpiperidyl)—sebakat, bis—(1,2,2,6,6—pentametylpi-peridyl)—sebakat, n—butyl—3,5—di—tert.butyl—4—hydroksy-benzyl—mal onsyr e—bis— ( 1 ,2,2,6,6—pentametylpiperidyl)—ester, kondensasjonsprodukt av 1—hydroksyetyl—2,2,6,6-tetramety1—4-hydroksypiperidin og bernsteinsyre, kondensasjonsprodukt av N,N'-(2,2,6 ,6-tetramety1-4-piperidyl)-heksametyldiamin og 4—tert.oktylamino—2,6—diklor—1,3,5—s—triazin, tris—(2,2,6,6-tetrametyl-4-piperidyl)-nitrotriacat, tetrakis-(2,2,6,6-tetrametyl—4—piperidyl)—1,2,3,4—butantetrakarboksylsyre, 1,1'—(1,2—etandiyl)—bis—(3,3,5,5—tetrametylpiperazinon).
2.7 Oksalsvrediamider. som f.eks. 4,4'—di—oktyloksy—oksa-nilid, 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—dimetylaminopropyl)-oksalamid, 2—etoksy—5—tert.butyl—2'—etyloksanilid og blandinger med 2—etoksy—2'—etyl—5,4'—di—tert.butyl—oksanilid blandinger av o— og p—metoksy— så vel som o— og p—etoksy—disubstituerte oksaniliden.
3. Metalldesaktivatorer. som f.eks. N,N'—difenyloksal-syrediamid, N—salicylal—N'—salicyloylhydrazin, N,N'—bis—sali-cyloylhydrazin, N,N'-bis-(3,5-di-tert.buty1-4-hydroksy-fenylpropionyl)—hydrazin, 3—salicyloylamino—1,2,4-triazol, bis—benzyl iden—oksalsyredihydrazid. 4. Fosfitter og fosfonitter. som f.eks. trifenylfosfitt, difenylalkylfosfitt, fenyldialkylfosfitt, tri—(nonylfenyl)-fosfitt, trilaurylfosfitt, trioktadecylfosfitt, distearyl-pentaerytritdifosfitt, tris-(2,4-di-tert.butylfenyl)-fosfitt, diisodecylpentaerytrit—difosfitt, di—(2,4—di-tert.butyl-fenyl)—pentaerytritdifosfitt, tristearyl—sorbitt—trifosfitt,
tetrakis-(2 ,4-di-tert.butylfenyl)-4,4'-bifenylen-dlfosfonitt, 3,9-bis-(2 ,4-di-tert.butylfenyl)-pentaerytritdifosfitt, tristearyl-sorbit-trifosfitt, tetrakls-(2,4-di-tert.butyl-fenyl )-4,4 '-bifenylen-difosfonitt, 3,9-bis-(2,4-di-tert.-butylfenoksy-2,4,8,10-tetraoksa-3,9-difosfaspiro[5,5]-unde-can. 5. Peroksidforstvrrende forbindelser . som f.eks. ester av<p>—tiodipropionsyre, f.eks. av lauryl—, stearyl—, myristyl— eller tridecylester, merkaptobenzimidazol, sinksaltet av 2—merkaptobenzimidazoler, sink—dibutyl—ditiokarbamat, diokta-decyldisulfid, pentaerytritt-tetrakis-(p-dodecylmerkapto )-propionat. 6. Pol<y>amidstabilisatorer. som f.eks. kobbersalter i kombinasjon med jodider og/eller fosforforbindelser og salter av toverdige manganer. 7. Basiske Co— stabilisatorer. som f.eks. melamin, polyvinylpyrrolidon, dicyandiamid, triallylcyanurat, harnstoff—derivat, amin, polyamid, polyuretan, alikali— og jordalkalisalter av høyere fettsyrer, f.eks. Ca—stearat, Zn—stearat, Mg—stearat, Na—ricinoleat, K—palmitat, antimon-brenzkatecinat eller tinnbrenzkatecinat. 8. Nukleierin<g>smidler. som f.eks. 4—tert.butylbenzosyre, adipinsyre, difenyleddiksyre. 9. Fyllstoffer og forsterkningsmidler . som f.eks. kalsiumkarbonat, silikater, glassfibre, asbest, talk, kaolin, glimmer, bariumsulfat, metalloksider og —hydroksider, russ, grafitt. 10. Ytterligere tilsetninger, som mykgjørere, glidemiddel, emulgatorer, pigmenter, optiske lysgjørere, flammebe-skyttelsesmidler, antistatika, drivmidler.
Formlegemene ifølge oppfinnelsen blir oppnådd ved blanding av enkelkomponenten. Blandingen kan foregå etter kjente teknikker på vanlig måte f.eks. med kna— eller snekke-maskiner. Viderebearbeidingen foregår ved kjent teknikk innenfor termoplastbearbeiding f.eks. ved ekstrudering eller sprøytestøping. Formlegemer ifølge foreliggende oppfinnelse er halsbånd, halsbåndanheng (medaljonger), øre—, hale—, fotbånd, øremerker, folier, avtrekkfolier, klebestrimler, strimler, plater, granulater. Fortrinnsvis skal det nevnes halsbånd og medaljonger for hunder og katter.
Formlegemene tjener til bekjemping av parasitter på vertsdyr, i vertsdyr og i omgivelsene til vertsdyr som hus—, hobby— og nyttedyr.
Til hus—, hobby— og nyttedyr hører pattedyr som f.eks. kalver, sauer, geiter, hester, svin, hunder, katter.
Til skadedyrene hører:
Fra orden Anoplura f.eks. Haematopinus spp., Linognathus spp., Solenopotes spp., Pediculus spp., Pthirus spp.;
fra orden Mallophaga z.B. Trimenopon spp., Menopon spp., Eomenacanthus spp., Menacanthus spp., Trichodectes spp., Felicola spp., Damalinea spp., Bovicola spp.;
fra orden Diptera f.eks. Åedes spp., Culex spp., Simulium spp., Phlebotomus spp., Chrysops spp., Tabanus spp., Musea spp., Hydrotaea spp., Muscina spp., Haematobosca spp. , Haematobia spp., Stomoxys spp., Fannia spp., Glossina spp., Lucilia spp., Calliphora spp., Auchmeromyia spp., Cordylobia spp. , Cochliomyia 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 f.eks. Ctenocephalides spp., Echid-nophaga spp., Ceratophyllus spp..
Fra orden Metastigmata f.eks. Hyalomma spp., Rhipicephalus spp. , Boophilus spp., Amblyomma spp., Haemaphysalis spp., Dermacentor spp., Ixodes spp., Argas spp., Ornithodorus spp., Otobius spp.;
fra orden Mesostigmata f.eks. Dermanyssus spp., Ornithonyssus spp., Pneumonyssus spp..
Fra orden Prostigmata f.eks. Cheyletiella spp., Psorergates spp., Myobia spp., Demodex spp., Neotrombicula spp.;
fra orden Astigmata f.eks. 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 for insektiside formdeler på basis av styrol-butylen-blokkopolymerer skal illustrere oppfinnelsen nærmere:
Eksempel A
Fremstilling:
Blandingen blir ekstrudert på vanlig måte til hundehalsbånd.
Eksempel B
Fremstilling:
Virkestoffene og triacetin blir oppvarmet sammen så lenge inntil det ikke foreligger noen klar oppløsning. Termoplast K blir blandet i en blander med den varme oppløsningen av virkestoffet og triacetin. Man blander så lenge inntil blandingen er homogen. Det krever oppvarming av blandingen f.eks. som følge av en forhøyelse av omdreiningstallet til blanderen, innføring av oppløsningen i styrol-blokkopoly-meren. Blandingen blir ekstrudert på en ekstruder til plater, som blir stanset ut til medaljonger (= anheng for halsbånd) til 2 x 4 cm.
Eksempel C
Fremstilling:
Virkestoffet blir anbrakt i en en intensivblander på bæreren og blandingen blir formet i sprøyteforming til hundehalsbånd.
Claims (8)
1.
Virkestoffholdige formlegemer,karakterisertved at de som bærere inneholder termoplastiske elastomerer på basis av styrol-butylen-blokkopolymerer med mindre enn 30% polysterolandel eventuelt ved siden av vanlige tilsetninger og som virkestoff inneholder fosfor- eller fosfonsyreester, naturlige og syntetiske pyretroider, karbamater, amidiner, juvenilhormoner og juvenoide syntetiske virkestoffer med følgende formler
2.
Formlegemer ifølge krav 1,karakterisert, ved at de som virkestoffer inneholder forbindelse med formel I
der
R<1>og R<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.
3.
Formlegemer ifølge krav 2,karakterisertved at de inneholder syntetiske pyretroider med formel I ifølge krav 2 hvori
R<1>står for klor,
R<2>står for klor, trifluormetyl, p-klorfenyl,
R<3>står for CN,
R<4>står for hydrogen eller fluor,
R<5>står for hydrogen.
4.
Formlegemer ifølge krav 1,karakterisertved at de inneholder et av de følgende virkestoffene:
3- [2 - ( 4-kl or f enyl )-2-kl or vinyl] -2 ,2-dimetyl-cyklopropankar-boksylsyre [a-cyano-4-fluor-3-fenoksy)-benzyl]-ester (Flumethrin),
2,2-dimetyl-3-(2 ,2-diklorvinyl )-cyklopropankarboksylsyre-a-cyano(4-fluor-3-fenoksy)-benzyl-ester (Cyfluthrin) og deres enantiomerer og stereoisomerer,
a-cyano-3-fenoksybenzyl(±)-cis, trans-3-(2,2-dibromvinyl )-2,2,-dimetylcyklopropankarboksylat (Deltamethrin ),
2 , 2-dimetyl-3- ( 2 , 2-diklorvinyl )-cyklopropankarboksylsyre-oc-cyano-3-fenoksybenzylester (Cypermethrin),
3-fenoksybenzyl(±)-cis, trans-3-(2,2-diklorvinyl)-2 ,2-dimetylcyklopropankarboksylat (Permethrin),
a-(p-Cl - f enyl )-isovaleriansyre-a-cyano-3-f enoksy-benzylester (Fenvalerate), 2- c<y>ano-3-fenoks<y>benz<y>l-2-(2-klor-a,a, a-trifluor-p-tolui-dino)-3-metylbutyrat (Fluvalinate), 3- metyl-2-[2,4-dimetyl-fenylimino]-tlazolin,
2-(4-klor-2-metylfenylimlno)-3-metyltiazolldin, 2-(4-klor-2-metylfenylimino)-3-(isobutyl-l-enyl)-tlazolldin 1,5-bis-(2,4-dimetylfenyl)-3-metyl-l,3,5-trlazapenta-l,4-dien (Amitraz).
5.
Formlegemer Ifølge krav 1,karakterisertved at de som virkestoffer inneholder substituert diaryleter med generell formel
der
R<1>står for hydrogen, halogen, alkyl, alkoksy, alkyltio,
halogenalkyl, halogenalkoksy, halogenalkyltio, dioksyalkylen, dioksyhalogenalkylen, CN, N0£, alkenyl, alkinyl, alkoksyalkyl, alkoksyalkoksy, hydroksyalkoksy,
R<2>står for de ved R<*>angitte rester, R^ står for de ved R<*>angitte rester,
R<4>står for hydrogen, alkyl, halogenalkyl eller halogen r<5>står for de ved R<4>angitte rester,
Het står for eventuell substituert heteroaryl som ikke er
bundet over heteroatomet til den øvrige resten,
X, Y står uavhengig av hverandre for -0-, -S-,
Z står for -0-, -S-, -CH2-, -CHCH3-, -C(CH3)2-,
m og n står uavhengig av hverandre for 0, 1, 2, 3, summen er
imidlertid like eller større enn 2.
6.
Formlegemer ifølge krav 1,karakterisertved at de som virkestoffer inneholder en av de følgende forbindelser:
7.
Formlegemer ifølge krav 1,karakterisertved at de som virkestoff inneholder et av virkestoffene med de generelle navnene propoksur, cyflutrin, flumetrin, pyriproksyfen, metopren, diazinon, amitraz og fention.
8.
Formlegemer ifølge krav 1 - 7,karakterisertved at virkestoffene foreligger i konsentrasjon fra 0,1-20 vekt-*.
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DE4137272A DE4137272A1 (de) | 1991-11-13 | 1991-11-13 | Wirkstoffhaltige formkoerper auf basis thermoplastisch verarbeitbarer elastomerer styrol-butylen-blockcopolymerer, verfahren zu ihrer herstellung und verwendung zur kontrolle von schaedlingen |
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DE102004031325A1 (de) | 2004-06-29 | 2006-01-19 | Bayer Healthcare Ag | Wirkstoffhaltige feste Formkörper zur äußerlichen Anwendung gegen Parasiten an Tieren |
DE102014117437A1 (de) * | 2014-11-27 | 2016-06-02 | Dr. Ing. H.C. F. Porsche Aktiengesellschaft | Anordnung mindestens eines Nebenaggregats an einem Gehäuse eines Motors |
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- 1992-11-13 CN CN92112991A patent/CN1072692A/zh active Pending
Also Published As
Publication number | Publication date |
---|---|
CA2082533A1 (en) | 1993-05-14 |
CN1072692A (zh) | 1993-06-02 |
AU662180B2 (en) | 1995-08-24 |
IL103700A0 (en) | 1993-04-04 |
FI925127A0 (fi) | 1992-11-11 |
DE4137272A1 (de) | 1993-05-19 |
PL296588A1 (en) | 1993-07-26 |
EP0542078A1 (de) | 1993-05-19 |
FI925127A (fi) | 1993-05-14 |
MX9206330A (es) | 1993-05-01 |
HUT64092A (en) | 1993-11-29 |
TR26341A (tr) | 1995-03-15 |
CZ337992A3 (en) | 1993-06-16 |
AU2825792A (en) | 1993-05-20 |
JPH05222265A (ja) | 1993-08-31 |
NZ245084A (en) | 1995-02-24 |
NO924173D0 (no) | 1992-10-29 |
HU9203551D0 (en) | 1993-03-29 |
NO924173L (no) | 1993-05-14 |
PL171240B1 (en) | 1997-03-28 |
HU212796B (en) | 1996-11-28 |
IL103700A (en) | 1997-02-18 |
ZA928714B (en) | 1993-05-10 |
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