Title of Invention | AGRICULTURAL FORMULATION COMPRISING AN AGRICULTURAL ACTIVE AND A PHOSPHATED ALCANOL AS ADJUVANT |
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Abstract | The present invention relates to the use of phosphated 2-propylheptanol, phosphated 2- proyplheptanol alkoxylate and/or mixtures thereof in agricultural formulations. The invention also relates to agricultural formulations comprising the aforementioned adjuvants, and to methods of treating a plant with the agricultural formulations of the invention. |
Full Text | Field of Invention The present invention relates to the use of phosphated 2- propylheptanol or a phosphatcd 2-propylheptanol alkoxylate as an adjuvant in agricultural formulations. More specifically, it relates to the use of phosphated hydroxyl compounds as a dispersant, emulsifier, hydrotrope, wetting agent, compatability agent and the like in agricultural formulations. Background of the Invention The agricultural chemical formulator has the difficult task of creating a product that balances bioefficacy, toxicity, cost, shelf life and user friendliness. Of particular importance to the activity of an agricultural formulation is the ability of an aqueous solution to spread evenly over a surface, the so-called wetting ability, and the effective uptake of the active ingredient by the plant to be treated. For example, in agricultural formulations, efficacy benefits from a good wetting of the plant surface and uptake of the active ingredient. Adjuvants arc added to agricultural formulations to improve activity, thereby reducing the amounts of active ingredients necessary, resulting in lower application cost. They generally take the form of surface-active or salt-like compounds and depending on their mode of action, they are classified as modifiers, activators, fertilizers and/or pH buffers. Surfactants are generally regarded as modifiers and/or activators as they improve wetting properties and uptake of the active ingredients in the agricultural formulation. Additionally, some surfactants improve the solubility of active ingredients in formulations thereby eliminating serious issues such as product separation and/or crystallization. Anionic, cationic, amphoteric and nonionic surfactants are all known and used in agricultural applications depending on the desired effect. For example, nonionic surfactants are known to be good wetting agents, and are often present in agricultural formulations. Many nonionic surfactants are not soluble enough in solutions with a high amour t of electrolytes, such as alkali and/or alkaline complexing agents, salts, and the like and therefore need the presence of a hydrotrope to improve the solubility. A number of hydrotropes for nonionic surfactants have been described in various publications. Examples of such hydrotropes are ethanol, sodium xylene sulphonate, sodium cumene sulphonate, alkyl glycosides, and phosphated alkoxylated alcohols. However, there is still a need for new efficient surfactants that can improve activity, act as effective hydrotropes, and are compatible for the achievement of stable formulations delivering optimal performance. The objective of the present invention is, therefore, to find a new hydrotrope that is efficient in formulating agricultural compositions, which compositions will remain homogeneous upon dilution, and where the performance of the compositions is good. Accordingly, it is an object of the present invention to provide an improved agricultural adjuvant. It is also an object of the invention to provide a stable, agricultural formulation having improved activity. These and other objects are achieved by the adjuvants/formulations of the present invention. Summary of the Invention The present invention relates to the use of phosphated 2- propylheptanol, phosphated 2-propylheptanol alkoxylate and/or mixtures thereof as agricultural adjuvants. The invention also relates to agricultural formulations comprising same, and to methods of treating a plant with the agricultural formulations of the invention. Detailed Description of the Invention The invention relates to the use of phosphated 2-propylheptanol or phosphated 2-propylheptanol alkoxyiates as a hydrotrope in agricultural formulations. More specifically, it relates to an agricultural adjuvant that comprises at least one phosphated hydroxyl compound. The adjuvant of the invention can effectively be utilized as a dispersant, emulsifier, hydrotrope, wetting agent, compatability agent and /or the like in agricultural formulations. In this regard, the inventors have found that phosphated 2-propylheptanol or a phosphated 2-propylheptanol alkoxylate where the alkoxylate on the average comprises 1-20, preferably 1-15, more preferably 2-10, and most preferably 2-6 ethyleneoxy units and 0-3, preferably 0-2 propyleneoxy and/or butyleneoxy units, is an efficient hydrotrope and activity improver in agricultural formulations. The adjuvants of the invention improve wetting and uptake of active ingredients by a plant, resulting in a higher activity at a given application rate. In another embodiment, the invention relates to aqueous agricultural formulations comprising at least one agricultural active, and 0.1-30, preferably 0.1-20, and most preferably 0.1-10% by weight of the adjuvant of the present invention. The adjuvants of the invention can be used with any active ingredient in order to improve efficacy by improving the dispersion or emulsions properties in the application tank, or modifying the spreading and/or penetration properties of the spray solution on the plant. Examples of active ingredients include, but are not limited to herbicides, fungicides, insecticides, plant growth regulators and the like. The following is a non-limiting list of active ingredients that can be employed: Herbicides (examples, but not limited to): • amide herbicides allidochlor beflubutamid benzadox benzipram bromobutide cafenstrole CDEA cyprazole dimethenamid dimethenamid-P diphenamid epronaz etnipromid fentrazamide flupoxam fomesafen halosafen isocarbamid isoxaben napropamide naptalam pethoxamid propyzamide quinonamid tebutam o anilide herbicides chloranocryl cisanilide clomeprop cypromid diflufenican etobenzanid fenasulam flufenacet flufenican mefenacet mefluidide metamifop monalide naproanilide pentanochlor picolinafen propanil . arylalanine herbicides benzoylprop flamprop flamprop-M • chloroacetanilide herbicides acetochlor alachlor butachlor butenachlor delachlor diethatyl dimethachlor metazachlor metolachlor S-metolachlor pretilachlor propachlor propisochlor prynachlor terbuchlor thenylchlor xylachlor sulfonanilide herbicides benzofluor cloransulam diclosulam florasulam flumetsulam metosulam perfluidone pyrimisulfan profluazol sulfonamide herbicides asulam carbasulam fenasulam orvzalin penoxsulam o thioamide herbicides bencarbazone chlorthiamid antibiotic herbicides biianafos aromatic acid herbicides o benzoic acid herbicides chloramben dicamba 2.3.6-TBA tricamba ■ pyrimidinyloxybenzoic acid herbicides bispyribac pyriminobac ■ pyrimidinylthiobenzoic acid herbicides pyrithiobac o phthalic acid herbicides chlorthal o picolinic acid herbicides aminopyralid clopyralid picloram o quinolinecarboxylic acid herbicides quinclorac quinmerac arsenical herbicides cacodylic acid CMA DSMA hexaflurate MAA MAMA MSMA potassium arsenite sodium arsenite benzoylcyclohexanedione herbicides mesotrione sulcotrione benzofuranyl alkylsulfonate herbicides benfuresate ethofumesate carbamate herbicides asulam carboxazole chlorprocarb dichlormate fenasulam karbutilate terbucarb carbanilate herbicides barban BCPC carbasulam carbetamide CEPC chlorbufam chlorpropham CPPC desmedipham phenisopham phenmedipham phenmedipham-ethyl propham swep cyclohexene oxime herbicides alloxydim butroxydim clethodim cloproxydim cycloxydim profoxydim sethoxydim tepraloxydim tralkoxydim cyclopropylisoxazole herbicides isoxachlortole isoxaflutole dicarboximide herbicides benzfendizone cinidon-ethyl flumezin flumiclorac flumioxazin flumipropyn dinitroaniline herbicides benfluralin butralin dinitramine ethalfluralin fluchloralin isopropalin methalpropalin nitralin oryzalin pendimethalin prodiamine profluralin trifluralin dinitrophenol herbicides dinofenate dinoproo dinosam dinoseb dinoterb DNOC etinofen medinoterb diphenyl ether herbicides ethoxyfen o nitrophenyl ether herbicides acifluorfen aclonifen bifenox chlomethoxyfen chlornitrofen etnipromid fluorodifen fluoroglycofen fluoronitrofen fomesafen furyloxyfen halosafen lactofen nitrofen nitrofluorfen oxyfluorfen dithiocarbamate herbicides dazomet metam halogenated aliphatic herbicides alorac chloropon dalapon flupropanate hexachloroacetone iodomethane methyl bromide monochloroacetic acid SMA TCA imidazolinone herbicides imazamethabenz imazamox imazapic imazapyr imazaguin imazethapyr inorganic herbicides ammonium sulfamate borax calcium chlorate copper sulfate ferrous sulfate potassium azide potassium cyanate sodium azide sodium chlorate sulfuric acid nitrile herbicides bromobonil bromoxynil chloroxynil dichlobenil iodobonil ioxynil pyraclonil organophosphorus herbicides amiprofos-methyl anilofos bensulide bilanafos butamifos 2.4-DEP DMPA EBEP fosamine glufosinate glyphosate piperophos phenoxy herbicides bromofenoxim clomeprop 2.4-DEB 2,4-DEP difenoperiten disul erbon etnipromid fenteracol trifopsime o phenoxyacetic herbicides 4-CPA 2,4-D 3.4-DA MCPA MCPA-thioethyl 2,4,5-T o phenoxybutyric herbicides 4-CPB 2,4-DB 3,4-DB MCPB 2,4,5-TB o phenoxypropionic herbicides cloprop 4-CPP dichlorprop dichlorprop-P 3.4-DP fenoprop mecoprop mecoprop-P ■ aryloxyphenoxypropionic herbicides chlorazifop clodinafop clofop cyhalofop diclofpp fenoxaprop fenoxaprop-P fenthiaprop fluazifop fluazifop-P haloxyfop haloxyfop-P isoxapyrifop metamifop propaquizafop guizalofop quizalofop-P trifop phenylenediamine herbicides dinitramine prodiamine phenyl pyrazolyl ketone herbicides benzofenap pyrasuifotole pyrazolynate pyrazoxyfen topramezone pyrazolylphenyl herbicides fluazolate pyraflufen pyridazine herbicides credazine pyridafol pyridate pyridazinone herbicides brompyrazon chloridazon dimidazon flufenpyr metflurazon norflurazon oxapyrazon pydanon pyridine herbicides aminopyralid cliodinate clopyralid dithiopyr fluroxypyr haloxydine picloram picolinafen pyriclor thiazopyr tridopyr pyrimidinediamine herbicides iprymidam tioclorim quaternary ammonium herbicides cyperquat diethamquat difenzoquat diquat morfamquat paraquat thiocarbamate herbicides butylate cycloate di-allate EPIC esprocarb ethiolate isopolinate methiobencarb molinate orbencarb pebulate prosulfocarb pyributicarb sulfallate thiobencarb tiocarbazil tri-allate yernolate thiocarbonate herbicides dimexano EXP proxan thiourea herbicides methiuron triazine herbicides dipropetryn triaziflam trihydroxytriazine o chlorotriazine herbicides atrazine chlorazine cyanazine cyprazine eqlinazine ipazine mesoprazine procyazine proglinazine propazine sebuthylazine simazine terbuthylazine trietazine o methoxytriazine herbicides atraton methometon prometon secbumeton simeton terbumeton o methylthiotriazine herbicides ametryn aziprotryne cyanatryn desmetryn dimethametryn methoprotryne prometryn simetryn terbutryn triazinone herbicides ametridione amibuzin hexazinone isomethiozin metamitron metribuzin triazole herbicides amitrofe cafenstrole epronaz flupoxam triazolone herbicides amicarbazone bencarbazone carfentrazone flucarbazone propoxycarbazone sulfentrazone triazolopyrimidine herbicides cloransulam diclosulam florasulam flumetsulam metosulam penoxsulam uracil herbicides butafenacil bromacil flupropacil isocil lenacil terbacil urea herbicides benzthiazuron cumyluron cycluron dichloralurea diflufenzopyr isonoruron isouron methabenzthiazuron monisouron noruron o phenylurea herbicides anisuron buturon chiorbromuron chloreturon chlorotoluron chloroxuron daimuron difenoxuron dimefuron diuron fenuron fluometuron fluothiuron isoproturon linuron methiuron methyldymron metobenzuron metobromuron metoxuron monolinuron monuron neburon parafluron phenobenzuron sidurort tetrafluron thidiazuron sulfonylurea herbicides ■ pyrlmidinylsulfonylurea herbicides amidosulfuron azimsulfuron bensulfuron chlorimuron cyclosulfamuron ethoxysuifuron flazasulfuron flucetosulfuron flupyrsulfuron foramsulfuron halosulfuron imazosulfuron mesosulfuron nicosulfuron orthosulfamuron oxasulfuron primisulfuron pyrazosulfuron rimsulfuron sulfometuron sulfosulfuron trifloxysulfuron ■ triazinylsulfonylurea herbicides chlorsulfuron cinosulfuron ethametsulfuron iodosulfuron metsulfuron prosulfuron thifensulfuron triasulfuron tribenuron triflusulfuron tritosulfuron o thiadiazolylurea herbicides buthiuron ethidimuron tebuthiuron thiazafluron thidiazuron unclassified herbicides acrolein allyl alcohol azafenidin benazolin bentazone benzobicyclon buthidazole calcium cyanamide cambendichlor chlorfenac chlorfenprop chlorflurazole chlorflurenol cinmethylin clomazone CPMF cresol ortho-dichlorobenzene dimepiperate endothal fluoromidine fluridone flurochloridone flurtamone fluthiacet indanofan methazole methyl isothiocyanafe nipyraclofen OCH oxadiarqyl oxadiazon oxaziclomefone pentachlorophenol pentoxazone phenylmercury acetate pinoxaden prosulfalin pyribenzoxim pyriftalid quinoclamine rhodethanil sulglycapin thidiazimin tridiphane trimeturon tripropindan tritac Fungicides include, but are not limited to: • aliphatic nitrogen fungicides butyiamine cymoxanil dodicin dodine quazatine iminoctadine • amide fungicides carpropamid chloraniformethan cyflufenamid diclocymet ethaboxam fenoxanil flumetoyer furametpyr mandipropamid penthiopyrad prochloraz quinazamid silthiofam triforine • acylamino acid fungicides benalaxyl benalaxyl-M furalaxyl metalaxyl metalaxyl-M pefurazoate • anilide fungicides benaiaxyl benafaxyl-M boscalid carboxin fenhexamid metalaxyl metalaxyl-M metsulfoyax ofurace oxadixyl oxycarboxin pyracarbolid thifluzamide tiadinil • benzanilide fungicides benodanil flutolanil mebenil mepronil saficylanilide tecloftalam • furanilide fungicides fenfuram furalaxyl furcarbanil methfuroxam • sulfonanilide fungicides flusulfamide benzamide fungicides benzohydroxamic acid fluopicolide tioxymid trichlamide zarilamid zoxamide furamide fungicides cyclafuramid furmecyclox phenylsulfamide fungicides dichlofluanid tolylfluanid sulfonamide fungicides amisulbrom cyazofamid yalinamide fungicides benthiayalicarb iproyalicarb antibiotic fungicides aureofunqin blasticidin-S cycloheximide griseofulyin kasugamycin natamycin polyoxins polyoxorim streptomycin yalidamycin • strobilurin fungicides azoxystrobin dimoxystrobin fluoxastrobin kresoxim-methyl metominostrobin orysastrobin picoxystrobin pyraclostrobin trifloxystrobin aromatic fungicides biphenyl chlorodinitronaphthalene chloroneb chlorothalonil cresol dicloran hexach lorobenzen e pentachlorophenol quintozene sodium pentachlorophenoxide tecnazene benzimidazole fungicides benomyl carbendazim chlorfenazole cypendazole debacarb fuberidazole mecarbinzid rabenzazole thiabendazole benzimidazole precursor fungicides furophanate thiophanate thiophanate-methyl benzothiazole fungicides bentaluron chlobenthiazone TCMTB bridged diphenyl fungicides bithionol dichlorophen diphenylamine carbamate fungicides benthiayalicarb furophanate iproyalicarb propamocarb thiophanate thiophanate-methyl • benzimidazolylcarbamate fungicides benomyl carbendazim cypendazole debacarb mecarbinzid • carbanilate fungicides diethofencarb conazole fungicides • conazole fungicides (imidazoles) climbazole clotrimazole imazalil oxpoconazole prochloraz triflumizole see also imidazole fungicides • conazole fungicides (triazoles) azaconazole bromuconazole cyproconazole diclobutrazol difenoconazole diniconazole diniconazole-M epoxiconazole etaconazole fenbuconazole fluquinconazole flusilazole flutriafol furconazole furconazole-cis hexaconazole imibenconazole ipconazole metconazole myclobutanil penconazole propiconazole prothioconazole quinconazole simeconazole tebuconazole tetraconazole triadimefon triadimenol triticonazole uniconazole uniconazole-P see also triazole fungicides copper fungicides Bordeaux mixture Burgundy mixture Cheshunt mixture copper acetate copper carbonate, basic copper hydroxide copper naphthenate copper oleate copper oxychloride copper sulfate copper sulfate, basic copper zinc chromate cufraneb cuprobam cuprous oxide mancopper oxine copper dicarboximide fungicides famoxadone fluoroimide • dichlorophenyl dicarboximide fungicides chlozolinate dichlozoline iprodione isoyaledione myclozolin procymidone yinclozolin • phthalimide fungicides captafol captan ditalimfos folpet thiochlorfenphim dinitrophenol fungicides binapacryl dinobuton dinocap dinocap-4 dinocap-6 dinocton dinopenton dinosulfon dinoterbon DNOC dithiocarbamate fungicides azithiram carbamorph cufraneb cuprobam disulfiram ferbam metam nabam tecoram thiram ziram • cyclic dithiocarbamate fungicides dazomet etem milneb • polymeric dithiocarbamate fungicides mancopper mancozeb maneb metiram polycarbamate propineb zineb imidazole fungicides cyazofamid fenamidone fenapanil qlyodin iprodione isoyaledione pefurazoate triazoxide see also conazole fungicides (imidazoles) inorganic fungicides potassium azide potassium thiocyanate sodium azide sulfur see also copper fungicides see also inorganic mercury fungicides mercury fungicides • inorganic mercury fungicides mercuric chloride mercuric oxide mercurous chloride • organomercury fungicides (3-ethoxypropyl)mercury bromide ethylmercury acetate ethylmercury bromide ethylmercury chloride ethylmercury 2,3-dihydroxypropyl mercaptide ethylmercury phosphate N-(ethylmercury)-p-toluenesulphonanilide hydrargaphen 2-methoxyethyIrnercury chloride methylmercury benzoate methylmercury dicyandiamide methylmercury pentachlorophenoxide 8-phenylmercurioxyquinoline phenylmercuriurea phenylmercury acetate phenylmercury chloride phenylmercury deriyatiye of pyrocatechol phenylmercury nitrate phenylmercury salicylate thiomersal tolylmercury acetate morpholine fungicides aldimorph benzamorf carbamorph dimethomorph dodemroph fenpropimorph flumorph tridemorph organophosphorus fungicides ampropylfos ditalimfos edifenphos fosetyl hexylthiofos iprobenfos phosdiphen pyrazophos tolclofos-methyl triamiphos organotin fungicides decafentin fentin tributyltin oxide oxathiin fungicides carboxin oxycarboxin oxazole fungicides chlozolinate dichlozoline drazoxolon famoxadone hyinexazol metazoxolon myclozolin oxadixyl yinclozolin polysulfide fungicides barium polysulfide calcium polysulfide potassium polysulfide sodium polysulfide pyrazole fungicides furametpyr penthiopyrad pyridine fungicides boscalid buthiobate dipyrithione fluazlnam fluopicolide pyridinitril pyrifenox pyroxychlor pyroxyfur pyrimidine fungicides bupirimate cyprodinil diflumetorim dimethirimol ethirimol fenarimol ferimzone mepanipyrim nuarimol pyrimethanil triarimol pyrrole fungicides fenpiclonil fludioxonil fluoroimide quinoline fungicides ethoxyquin halacrinate 8-hydroxyquinoline sulfate quinacetol quinoxyfen quinone fungicides benquinox chloranil dichlone dithianon quinoxaline fungicides chinomethionat chlorquinox thioquinox thiazole fungicides ethaboxam etridiazole metsulfoyax octhilinone thiabendazole thiadifluor thifiuzamide thiocarbamate fungicides methasulfocarb prothiocarb thiophene fungicides ethaboxam silthiofam triazime fungicides anilazine triazole fungicides amisulbrom bitertanol fluotrimazole triazbutil see also conazole fungicides (triazoles) urea fungicides bentaluron pencycuron quinazamid unclassified fungicides acibenzolar acypetacs ailyl alcohol benzalkonium chloride benzamacril bethoxazin caryone chloropicrin DBCP dehydroacetic acid diclomezine diethyl pyrocarbonate fenaminosulf fenitropan fenpropidin formaldehyde furfural hexachlorobutadiene iodomethane isoprothiolane methyl bromide methyl isothiocyanate metrafenone nitrostyrene nitrothal-isopropy] OCH 2-phenylphenol phthalide piperalin probenazole proquinazid pyroquilon sodium orthophenylphenoxide spiroxamine sultropen thicyofen tricyclazole zinc naphthenate Insecticides include, but are not limited to: • antibiotic insecticides allosamidin thurinqiensin o macrocyclic lactone insecticides spinosad ■ ayermectin insecticides abamectin doramectin emamectin eprinomectin iyermectin selamectin ■ miibemycin insecticides lepimectin milbemectin miibemycin oxime moxidectin • arsenical insecticides calcium arsenate copper acetoarsenite copper arsenate lead arsenate potassium arsenite sodium arsenite • botanical insecticides anabasine azadirachtin d-liimonene nicotine pyrethrins cinerins cinerin 1 cinerin II jasmolin I iasmolin II pyrethrin I pyrethrin II quassia rotenone ryania sabadilla carbamate insecticides bendiocarb carbaryl o benzofuranyl methylcarbamate insecticides benfuracarb carbofuran carbosulfan decarbofuran furathiocarb o dimethylcarbamate insecticides dimetan dimetilan hyquincarb pirimicarb o oxime carbamate insecticides alanycarb aldicarb aldoxycarb butocarboxim butoxycarboxim methomyl nitrilacarb oxamyl tazimcarb thiocarboxime thiodicarb thiofanox o phenyl methylcarbamate insecticides allyxycarb aminocarb bufencarb butacarb carbanolate cloethocarb dicresyl dioxacarb EMPC ethiofencarb fenethacarb fenobucarb isoprocarb methiocarb metolcarb mixacarbate promacyl promecarb propoxur trimethacarb XMC xylylcarb dinitrophenol insecticides dinex dinoprop dinosam DNOC fluorine insecticides barium hexafluorosilicate cryolite sodium fluoride sodium hexafluorosilicate sulfluramid formamidine insecticides amitraz chlordimeform formetanate formparanate fumigant insecticides acrylonitrile carbon disulfide carbon tetrachloride chloroform chloropicrin para-dichlorobenzene 1,2-dichloropropane ethyl formate ethylene dibromide ethylene dichloride ethylene oxide hydrogen cyanide iodomethane methyl bromide methylchloroform methylene chloride naphthalene phosphine sulfuryl fluoride tetrachloroethane inorganic insecticides borax calcium polysulfide copper oleate mercurous chloride potassium thiocyanate sodium thiocyanate see also arsenical insecticides see also fluorine insecticides insect growth regulators o chitin synthesis inhibitors bistrifluron buprofezin chlorfluazuron cyromazine diflubenzuron flucycloxuron flufenoxuron hexaflumuron lufenuron noyaluron noyiflumuron penfluron teflubenzuron triflumuron o juyenile hormone mimics epofenonane fenoxycarb hydroprene kinoprene methoprene pyriproxyfen, triprene o juyenile hormones juyenile hormone I juyenile hormone II juyenile hormone III o moulting hormone agonists chromafenozide halofenozide methoxyfenozide tebufenozide o moulting hormones g-ecdysone ecdysterone o moulting inhibitors diofenolan o precocenes precocene I precocene II precocene III o unclassified insect growth regulators dicyclanil nereistoxin analogue insecticides bensultap cartap thiocyclam thiosultap nicotinoid insecticides flonicamid o nitroguanidine insecticides clothianidin dinotefuran imidacloprid thiamethoxam o nitromethylene insecticides nitenpyram nithiazine o pyridylmethylamine insecticides acetamiprid imidacloprid nitenpyram thiacloprid organochlorine Insecticides bromo-PDT camphechlor DDT pp'-DDT ethyl-DDD HCH qamma-HCH lindane methoxychlor pentachlorophenoi IDE o cyclodiene insecticides aldrin bromocyclen chlorbicyclen chlordane chlordecone dieldrin dilor endosulfan endrin HEOD heptachlor HHDN isobenzan isodrin keleyan mirex organophosphorus insecticides o organophosphate insecticides bromfenyinfos chlorfenyinphos crotoxyphos dichloryos dicrotophos dimethylyinphos fospirate heptenophos methocrotophos meyinphos monocrotophos naled naftalofos phosphamidon propaphos IEPP tetrachloryinphos o organothiophosphate insecticides dioxabenzofos fosmethilan phenthoate « aliphatic organothiophosphate insecticides acethion amiton cadusafos chlorethoxyfos chlormephos demephion demephion-0 demephion-S demeton demeton-Q demeton-S demeton-methyl demeton-O-methyl demeton-S-m ethyl demeton-S-methylsulphon disulfoton ethion ethoprophos 1PSP isothioate malathion methacrifos oxydemeton-methyl oxydeprofos oxydisulfoton phorate sulfotep terbufos thiometon ■ aliphatic amide organothiophosphate insecticides amidithion cyanthoate dimethoate ethoate-methyl formothion mecarbam omethoate prothoate sophamide vamidothion - oxime organothiophosphate insecticides chlorphoxim phoxim phoxim-methyl heterocyclic organothiophosphate insecticides azamethiphos coumaphos coumithoate dioxathion endothion menazon morphothion phosalone pyraclofos pyridaphenthion quinothion • benzothiopyran organothiophosphate insecticides dithicrofos thicrofos - benzotriazine organothiophosphate insecticides azinphos-ethyl azinphos-methyl ■ isoindole organothiophosphate insecticides dialifos phosmet - isoxazole organothiophosphate insecticides isoxathion zolaprofos ■ pyrazolopyrimidine organothiophosphate insecticides chlorprazophos pyrazophos ■ pyridine organothiophosphate insecticides chlorpyrifos chlorpyrifos-methyl ■ pyrimidine organothiophosphate insecticides butathiofos diazinon etrimfos lirimfos pirimiphos-ethyl pirimiphos-methyl primidophos pyrimitate tebupirimfos ■ quinoxaline organothiophosphate insecticides quinalphos quinalphos-methyl ■ thiadiazole organothiophosphate insecticides athidathion lythidathion methidathion prothidathion ■ triazole organothiophosphate insecticides isazofos triazophos phenyl organothiophosphate insecticides azothoate bromophos bromophos-ethyl carbophenothion chlorthiophos cyanophos cythioate dicapthon dichlofenthion etaphos famphur fenchlorphos fenitrothion fensulfothion fenthion fenthion-ethyl heterophos iodfenphos mesulfenfos parathion parathion-tnethyl phenkapfon phosnichlor profenofos prothiofos sulprofos temephos trichlormetaphos-3 trifenofos o phosphonate insecticides butonate trichlorfon o phosphonothioate insecticides mecarphon - phenyl ethylphosphonothioate insecticides fonofos trichloronat ■ phenyl phenylphosphonothioate insecticides cyanofenphos EPN leptophos o phosphoramidate insecticides crufomate fenamiphos fosthietan mephosfoian phosfolan pirimetaphos o phosphoramidothioate insecticides acephate isocarbophos isofenphos methamidophos propetamphos o phosphorodiamide insecticides dimefox mazidox mipafox schradan oxadiazine insecticides indoxacarb phthalimide insecticides dialifos phosmet tetramethrin pyrazole insecticides acetoprole ethlprole fipronil pyrafluprole pyriprole tebufenpyrad tolfenpyrad yaniliprole pyrethroid insecticides o pyrethroid ester insecticides acrinathrin allethrin bioallethrin barthrin bifenthrin bioethanomethrin cyclethrin cycloprothrin cyfluthrin beta-cyfluthrin cyhalothrin gamma-cyhalothrin lambda-cyhalothrin cypermethrin alpha-cypermethrin beta-cypermethrin theta-cypermethrin zeta-cypermethrin cyphenothrin deltamethrin dimefluthrin dimethrin empenthrin fenfluthrin fenpirithrin fenpropathrin fenyalerate esfenyalerate flucythrinate fluyalinate tau-fluyalinate furethrin imiprothrin metofluthrin permethrin biopermethrin transpermethrin phenothrin prallethrin profluthrin pyres methrin resmethrin bioresmethrin cismethrin tefluthrin terallethrin tetramethrin tralomethrin transfluthrin o pyrethroid ether insecticides etofenprox flufenprox halfenprox protrifenbute silafluofen pyrimidinamine insecticides flufenerim pyrimidifen pyrrole insecticides chlorfenapyr tetronic acid insecticides spiromesifen spirotetramat thiourea insecticides diafenthiuron urea insecticides flucofuron sulcofuron see also chitin synthesis inhibitors unclassified insecticides closantel crotamiton EXP fenazaflor fenoxacrim flubendiamide hydramethylnon isoprothiolane malonoben metaflumizone metoxadiazone nifluridide pyridaben pyridalyl rafoxanide triarathene triazamate Plant growth regulators include, but are not limited to: • antiauxins clofibric acid 2,3,5-tri-iodobenzoic acid • auxins 4-CPA 2.4-D 2,4-DB 2.4-DEP dichlorprop fenoprop IAA (BA naphthaleneacetamide α-naphthaleneacetic acid 1-naphthol naphthoxyacetic acid potassium naphthenate sodium naphthenate 2,4,5-T • cytokinins 2iP benzyladenine kinetin zeatin • defoliants calcium cyanamide dimethipin endothal ethephon merphos metoxuron pentachlorophenol thidiazuron tribufos ethylene inhibitors ayiglycine 1-methylcyclopropene ethylene releasers ACC etacelasil ethephon glyoxime gibberellins gibberellins gibberellic acid growth inhibitors abscisic acid ancymidol butralin carbaryl chlorphonium chlorpropham dikegulac flumetralin fluoridarriid fosamine glyphosine isopyrimol jasmonic acid maleic hydrazide mepiquat piproctanyl prohydrojasmon propham 2,3t5-tri-iodobenzoic acid o morphactins chlorfluren chlorflurenol dichlorflurenol flurenol growth retardants chlormequat daminozide fiurprimidol mefluidide paclobutrazol tetcyclacis uniconazole • growth stimulators brassinolide forchlorfenuron hymexazol • unclassified plant growth regulators benzofluor buminafos caryone ciobutide clofencet cloxyfonac cyclanilide cycloheximide epocholeone ethychlozate ethylene fenridazon heptopargil holosulf inabenfide karetazan lead arsenate methasulfocarb prohexadione pydanon sintofen triapenthenol trinexapac The adjuyant of the inyention comprises phosphated 2- propylheptanol and/or a phosphated 2-propylheptanol alkoxylate, where the alkoxylate on ayerage comprises 1-20, in another embodiment 2-10, in still another embodiment 2-6, and in still another embodiment 2-4, and most preferably 3, ethyleneoxy units and 0-3, preferably 0-2, propyfeneoxy units. In one embodiment, the adjuyant of the inyention comprises at least one phosphated alkoxylate according to the formula where M is H, a monoyalent metal ion or R1R2R3R4N+, where R1, R2, R3, and R4 are H, an alkyl group with 1-4 carbon atoms or -CH2CH2OH, and c is a number 1-20, preferably 2-10, more preferably 2-6, eyen more preferably 2-4, and most preferably 3. Phosphated 2-propylheptanol or a phosphated 2-propylheptanol alkoxylate may be obtained by different processes, the most common being the reaction of 2-propylheptanol or alkoxylated 2-propylheptanol with polyphosphoric acid or phosphorous pentoxide (P2O5). In the process using polyphosphoric acid the resulting product mixture wit! predominantly contain the monoalkylphosphate ester of 2- propylheptanol or of alkoxylated 2-propylheptanol and only a small amount ( phosphate residues from the polyphosphoric acid, such as orthophosphoric acid, will be present. When P2O5 is used as the phosphatising reagent and the molar ratio between P205 and alcohol or alkoxylated alcohol is 1:3, the product mixture will contain about equal amounts of monoalkylphosphate ester and dialkylphosphate ester, and only smaller amounts of inorganic phosphate residues. A larger amount of alcohol or alkoxylated alcohol will yield more diester, and a smaller amount will yield more monoester. It will be known to a person skilled in the art how to synthesise phosphate esters with certain amounts of mono- and dialkyl phosphate esters. For a general description of phosphate esters see, e.g., Anionic Surfactants Vol. 7, Part ll, pages 504-511 in Surfactant Science Series, edited by Warner M. Linfield, Marcel Dekker Inc., New York and Basle 1976. The alcohol alkoxylates to be phosphated may be either of the standard type produced by using an alkaline catalyst such as KOH, or of the narrow range type produced by using a narrow range catalyst, such as an acid catalyst, Ca(OH)2 or hydrotalcite. if necessary, the reaction mixture resulting from either of the procedures can be neutralized by an organic or inorganic base before use. The base may be, e.g., an alkali hydroxide, such as sodium hydroxide or potassium hydroxide; ammonia, an alkanolamine, such as monoethanolamine, triethanolamine or methyldiethanolamine; or an alkylamine such as triethylamine. The monoalkylphosphate ester of 2-propylheptanol or of ethoxylated 2-propylheptanol has the formula where M is H, a monoyalent metal ion or R1R2R3R4N+, where R1 R2, R3, and R4 are H, an alkyl group with 1-4 carbon atoms or -CH2CH2OH, and c is a number 0-20, preferably 2-10, more preferably 2-6, eyen more preferably 2-4, and most preferably 3. The product mixture resulting from the reaction of 2-propylheptanol or of ethoxylated 2-propylheptanol with polyphosphoric acid may also contain smaller amounts of products containing more than one phosphate unit according to the formula where n is 1-3 and M and c haye the same meaning as aboye. For ethoxylates containing smaller amounts of ethyleneoxy units, also a certain amount of unethoxylated product will remain due to the distribution of ethyleneoxy units. This unethoxylated product will also be phosphatised during the reaction with the phosphatising agent, and thus the phosphate ester of 2-propylheptanol will also be present in the reaction mixture resulting from these aboye-mentioned ethoxylates. The dialkylphosphate ester of 2-propylheptanol has the formula where M and c haye the same meaning as aboye. The product mixture resulting from the reaction of 2-propylheptanol or ethoxylated 2-propylheptanol with P205 may also contain a dialkyl diphosphate ester according to the formula where M and c haye the same meaning as aboye. This type of diester may be hydrolysed to yield 2 moles of monoester. 2-Propylheptanol is normally made by a process resulting in small amounts of by-products such as 4-methyl-2-propylhexanol and 5-methyl-2- propylhexanol. These products or their ethoxylates will also be phosphated during the process, and the phosphated species will be comprised in the resulting product mixture. The reaction mixtures obtained by the phosphatising procedures are normally used as such without any purification procedure, but both the mixtures and the purified phosphate esters function as hydrotropes. To act as a good hydrotrope, the mixture should predominantly contain the monoalkyl phosphate esters, since these are better hydrotropes than the dialkyl phosphate esters. Preferably more than 60, more preferably more than 70, and most preferably more than 80% by weight of the mixture should be monoalkyl phosphate esters. The phosphated 2-propylheptanol or phosphated 2-propylheptanol alkoxylates where the alkoxyfate on ayerage comprises 1-20, preferably 2-10, more preferably 2-6, eyen more preferably 2-4, and most preferably 3, ethyleneoxy units and 0-3, preferably 0-2, propyleneoxy and/or butyleneoxy, preferably propyleneoxy, units described aboye and a process for their production are already partly disclosed in the earlier mentioned publications EP- A-256427 and CH-A-481953 for use as dispersants for pigments and as additiyes in an emulsion polymerisation process, respectiyely. Howeyer, the phosphated 2-propylheptanol alkoxylate where the alkoxylate comprises 2-4, preferably 3, ethyleneoxy units on ayerage is especially efficient as a hydrotrope compared to the other phosphated alkoxylates of 2-propylheptanol (see Table 1 in the Examples). Therefore, the inyention also relates to the phosphated 2-propylheptanol alkoxylate where the alkoxylate on ayerage comprises 2-4, preferably 3, ethyleneoxy units per se and a process for its production. The agricultural formulations of the inyention may contain alkali, preferably sodium or potassium hydroxide, and ah alkaline complexing agent that may be inorganic as well as organic. Typical examples of inorganic complexing agents used in the alkaline composition are alkali salts of silicates and phosphates such as sodium silicate, sodium metasiiicate, sodium tripolyphosphate, sodium orthophosphate, sodium pyrophosphate, and the corresponding potassium salts. Typical examples of organic complexing agents are alkaline aminopolyphosphonates, organic phosphates, polycarboxylates, such as citrates; aminocarboxylates, such as sodium nitriiotriacetate (Na3NTA), sodium ethylenediaminetetraacetate (EDTA), sodium diethylenetriaminepentaacetate, sodium 1,3-propylenediaminetetraacetate, and sodium hydroxyethylethylenediaminetriacetate. The amount of alkali present in the composition depends on the application and on whether the composition is a concentrate or a ready-to-use solution. The concentrated compositions of the present inyention are stable and in many cases generally clear. The clarity interyal is suitably between 0- 40°C, preferably between 0-50°C, and most preferably between 0-60°C. This may be adapted by changing the ratio of hydrotrope to nonionic surfactant. The concentrate normally contains 50-95% by weight of water, suitably 70-90% by weight. To obtain a ready-to-use solution the concentrates are diluted with water and/or fertilizer solutions up to 1:40. The diluted solutions are also clear and stable, but in some cases they may turn a little bit hazy although they are still stable and do not separate. The ready-to-use solutions exhibit good properties. A typical concentrate formulation contains 3-5% by weight of the adjuyant according to the present inyention, while a ready-to-use formulation would normally contain 0.2-1% by weight of same. Tank mixes can include multiple pesticides mixed together, targeting multiple pests, while using water as the deliyery medium. In that case the adjuyant would help preyent incompatibilities that could occur when mixing different formulation types together, such as emulsifiable concentrates and suspension concentrates. Tank mixes can also include pesticide(s) dispersed or emulsified in a fertilizer solution. The adjuyants of the present inyention function to facilitate the dispersion or emulsification of the pesticides(s) in the salt solutions by coupling the surfactants into the electrolyte solution. The present inyention is further illustrated by the following Examples. Example 1 This example relates to a comparison between phosphated 2-propylheptanol + 5 EO and phosphated hexanol + 5 EO as hydrotropes for 2-propylheptanol + 5 EO. A smaller amount of phosphated 2-propy!heptanol+5EO, as compared to phosphated hexanol+5EO, was required to obtain a clarity interyal of 0-60°C. The formulations with phosphated 2-propylheptanol + 5 EO as a hydrotrope were also much more stable upon dilution. Example 2 This example compares a number of phosphated ethoxylated alcohols with phosphated 2-propylheptanol + 5 EO as a hydrotrope for 2-propylheptanol + 5 EO. The formulation according to the inyention exhibited the best cleaning performance of all the inyestigated formulations, in combination with a good stability upon dilution. Example 3 In this example the wetting ability of a composition according to the inyention was measured by the modified Draye's test. In the modified Draye's test, the sinking time in s is measured for a specified cotton yarn in approximately 0.1 % surfactant solution. The formulation in the Table 5 was diluted with distilled water to 0.1 % by weight with respect to the Cg- C11-alcohol + 4 EO, and the modified Draye's test was performed on this solution. The result is displayed in the Table 6, below. The formulation containing the phosphated 2-propylheptanol + 5 EO as a hydrotrope for the ethoxylate had a good wetting ability, whereas for the different components alone, the wetting time was >420 s. The Cg-C11-alcohol is not soluble in this alkaline medium without a hydrotrope, and the phosphated 2- propylheptanol + 5 EO has no good wetting ability on its own. When the hydrotrope is added, the nonionic surfactant is solubilised, and it is then able to exert its wetting ability. Example 4 In the syntheses described below a 1,000 cm3 flange flask equipped with an anchor stirrer was used. The reactor was heated by an electrical heater equipped with a thermostat. A slight flow of nitrogen was applied during the reaction. The polyphosphoric acid (PPA) used was Polyphosphoric acid 116, 84% equiyalent in P2Os (Albright & Wilson). 1) 2-propylheptanoi + PPA 2-propylheptanol (222.47 g, 1.41 mole) was charged and heated to 45°C. PPA (254.09 g) was added from a 60 ml syringe and the exothermic reaction was kept at 55-70°C while stirring at 240 r/min. PPA was added during a period of 1 hour. The reaction was then left for 2 h at 60°C and with stirring at 300 r/min. After the post-reaction water (5.0 g) was added to hydrolyse the remaining PPA, after which the acid was neutralised with KOH (274.4 g) dissolyed in 555.0 g water. 2) 2-propylheptanol + 3 EO +PPA 2-propylheptanol +3 EO (295.63 g, 1.02 mole) was charged and heated to 45°C. PPA (184.95 g) was added from a 60 ml syringe and the exothermic reaction was kept at 55-70°C while stirring at 240 r/min. PPA was added during a period of 1 hour. The reaction was then left for 2 h at 60°C and with stirring at 300 r/min. After the post-reaction water (5.0 g) was added to hydrolyse the remaining PPA, after which the acid was neutralised with KOH (191 g) dissolyed in 454 g water. 3) 2-propylheptanol + 5 EO + PPA 2-propylheptanol + 5 EO (307.71 g, 0.81 mole) was charged and heated to 45°C. PPA (148 g) was added from a 60 ml syringe and the exothermic reaction was kept at 55-70°C while stirring at 240 r/min. PPA was added during a period of 1 hour. The reaction was then left for 2 h at 600C and with stirring at 300 r/min. After the post reaction water (5.0 g) was added to hydrolyse the remaining PPA, after which 374.02 g acid were neutralised with KOH (132.37 g) dissolyed in 517 g water. Example 5 Morwet D-425 is a condensed alkyl naphthalene sulfonate dispersant commercially ayailable from Akzo Nobel Surface Chemistry LLC, Chicago, IL, that has been used as the main dispersant in yarious pesticide suspension concentrate, wettable powder and water dispersible granule formulations. Frequently, a nonionic surfactant is used as a co surfactant to increase the wetting and stability of the formulations. Since the solubility of nonionic surfactants is decreased in the salt solution, flocculation will occur when pesticide formulation is mixed with fertilizer during application. This example is aimed to compare the performance of different co surfactant in Atrazine SC and to yerify if the branched hydrophobe improyes the compatibility in ammonium nitrate solution. Materials Atrazine Tech. Morwet D-425 (condensed alkyl naphthalene sulfonate, sodium salt) Ethylan 1005 phosphate ester (2-propyl heptanol + 5EO) Emphos PS -131 (iso-tridecanol + 6EO, phosphate ester, acid form) Emphos PS-236 (linear C10/12 alcohol + 5EO, phosphate ester, acid form) Witconol SN-70 (linear C10/12 alcohol + 5EO) Witconol TD-60 (iso-tridecanol + 6EO) Ethylan 1005 (2-propy! heptanol + 5EO) Urea - ammonium nitrate The Atrazine suspensions were made by first dissolying the Morwet D-425 and wetting agent in the appropriate yolume of water. Micronized Atrazine technical was then added to the solution and then dispersed using high shear. All of the suspensions tested were made to contain 480 grams per liter of actiye ingredient. After preparing the Atrazine suspensions with different surfactant systems, the suspensions were diluted into UAN and eyaluated based on the degree of flocculation as a function of time. Formulations/Results/Obseryations Next, 5 mL of each sample were poured in 95 mL of UAN solutions in 100 ml_ tubes. The tubes were inyerted 10 times and obseryed for floccuiation. After sitting for 1, 2, 4, and 24 hours, the height of clear UAN solution from the bottom of tube was measured. The following results were found: As seen aboye, all the co surfactants decreased the SC compatibility in UAN solution because the salt precipitated the co surfactant from the system. Howeyer, Efhylan 1005 phosphate ester (contained in sample 1996-17-1) did perform much better compared to other cosurfactants in the relatiyely short time period (up to 4 hr). The difference in the results among formulations was significant enough to indicate that different hydrophobe lengths and branches can play an important role for compatibility issue. Based on the data generated in this study, Ethylan 1005 phosphate ester showed the potential to improye the SC compatibility with UAN solution. We Claim: ' 1. An agricultural formulation comprising at least one agricultural actiye, and at least one agricultural adjuyant, wherein said adjuyant comprises at least one phosphated 2- propylheptanol, phosphated 2-propylheptanol alkoxylate, or mixtures thereof, and wherein said agricultural actiye is a herbicide, fungicide, insecticide, plant growth regulator, or mixtures thereof. 2. The formulation as claimed in claim 1 wherein the alkoxylate on ayerage comprises 1 to 20 ethyleneoxy units and 0-3 propyleneoxy and/or butyleneoxy units. 3. The formulation as claimed in claim 1 wherein the phosphated 2-propylheptanol or the phosphated 2-propylheptanol alkoxylate has the formula where M is H, a monoyalent metal ion or R1R2R3R4N+, where R1, R2, R3, and R4 are H, an alkyl group with 1-4 carbon atoms or -CH2CH2OH, and c is a number 0-20. 4.The formulation as claimed in claim 2 wherein the adjuyant comprises a mixture containing two or more of wherein n is 1-3 and M and c haye the same meaning as in claim 3, compounds of the formula - compounds of formula II, - compounds of the formula wherein M and c haye the same meaning as in claim 3, and compounds of the formula wherein M and c haye the same meaning as in claim 3, and where II is present in an amount of at least 60% by weight of the adjuyant mixture. 5. The formulation as claimed in claim 1 wherein said phosphated 2-propylheptanol alkoxylate comprises 2 to 4 ethyleneoxy units. 6.The formulation as claimed in claim 5 wherein the phosphated alkoxylate comprises one or more products of the formulae wherein M is H, a monoyalent metal ion or R1R2R3R4N+, where R1, R2, R3, and R4 are H, an alkyl group with 1-4 carbon atoms or -CH2CH2OH, and c is a number 2-4, wherein n is 1-3, M is H, a monoyalent metal ion or R1R2R3R4N , where R1, R2, R3, and R4 are H, an alkyl group with 1-4 carbon atoms or -CH2CH2OH, and c is a number 0-20, wherein M and c haye the same meaning as aboye, and wherein M and c haye the same meaning as aboye. 7.The agricultural formulation as claimed in claim 1 which comprises 0.1-30% by weight of said adjuyant that comprises phosphated 2-propylheptanol and/or a phosphated 2- propylheptanol alkoxylate, where the alkoxylate on ayerage comprises 1 to 20 ethyleneoxy units and 0-3 propyleneoxy units. 8.The formulation as claimed in claim 7, wherein said adjuyant is a phosphated 2- propylheptanol alkoxylate comprising 2-4 ethyleneoxy units. 9.The formulation as claimed in claim 6 wherein in said one or more phosphated 2- propylheptanol alkoxylates haying the formulae II, III, IV and/or V, the phosphated 2- propylheptanol alkoxylates haying the formulae II is present in an amount of at least 80% by weight of the adjuyant mixture. 10.The formulation as claimed in claim 1 wherein said adjuyant acts as a dispersant, emulsifier, hydrotrope, wetting agent, and/or compatability agent. The present invention relates to the use of phosphated 2-propylheptanol, phosphated 2- proyplheptanol alkoxylate and/or mixtures thereof in agricultural formulations. The invention also relates to agricultural formulations comprising the aforementioned adjuvants, and to methods of treating a plant with the agricultural formulations of the invention. |
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00537-kolnp-2007-assignment.pdf
00537-kolnp-2007-correspondence-1.1.pdf
00537-kolnp-2007-form-3-1.1.pdf
0537-kolnp-2007 correspondence others.pdf
0537-kolnp-2007 description (complete).pdf
0537-kolnp-2007 international publication.pdf
0537-kolnp-2007 international search report.pdf
0537-kolnp-2007 priority document.pdf
537-KOLNP-2007-(27-10-2011)-ABSTRACT.pdf
537-KOLNP-2007-(27-10-2011)-AMANDED CLAIMS.pdf
537-KOLNP-2007-(27-10-2011)-CORRESPONDENCE.pdf
537-KOLNP-2007-(27-10-2011)-DESCRIPTION (COMPLETE).pdf
537-KOLNP-2007-(27-10-2011)-FORM 1.pdf
537-KOLNP-2007-(27-10-2011)-FORM 2.pdf
537-KOLNP-2007-(27-10-2011)-FORM 3.pdf
537-KOLNP-2007-(27-10-2011)-OTHERS.pdf
537-KOLNP-2007-AMANDED CLAIMS.pdf
537-KOLNP-2007-AMANDED PAGES OF SPECIFICATION.pdf
537-KOLNP-2007-CORRESPONDENCE 1.1.pdf
537-KOLNP-2007-CORRESPONDENCE 1.2.pdf
537-KOLNP-2007-DESCRIPTION (COMPLETE).pdf
537-KOLNP-2007-EXAMINATION REPORT.pdf
537-KOLNP-2007-FORM 13 1.1.pdf
537-KOLNP-2007-GRANTED-ABSTRACT.pdf
537-KOLNP-2007-GRANTED-CLAIMS.pdf
537-KOLNP-2007-GRANTED-DESCRIPTION (COMPLETE).pdf
537-KOLNP-2007-GRANTED-FORM 1.pdf
537-KOLNP-2007-GRANTED-FORM 2.pdf
537-KOLNP-2007-GRANTED-SPECIFICATION.pdf
537-KOLNP-2007-MISCLLENIOUS.pdf
537-KOLNP-2007-OTHERS PCT FORM-1.1.pdf
537-KOLNP-2007-OTHERS PCT FORM.pdf
537-KOLNP-2007-PETITION UNDER RULE 137-1.1.pdf
537-KOLNP-2007-PETITION UNDER RULE 137-1.2.pdf
537-KOLNP-2007-REPLY TO EXAMINATION REPORT 1.1.pdf
537-KOLNP-2007-REPLY TO EXAMINATION REPORT.pdf
Patent Number | 251917 | ||||||||||||
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Indian Patent Application Number | 537/KOLNP/2007 | ||||||||||||
PG Journal Number | 16/2012 | ||||||||||||
Publication Date | 20-Apr-2012 | ||||||||||||
Grant Date | 17-Apr-2012 | ||||||||||||
Date of Filing | 13-Feb-2007 | ||||||||||||
Name of Patentee | AKZO NOBEL N.V. | ||||||||||||
Applicant Address | VELPERWEG 76, NL-6824 BM ARNHEM | ||||||||||||
Inventors:
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PCT International Classification Number | A01N 25/30 | ||||||||||||
PCT International Application Number | PCT/US2005/024777 | ||||||||||||
PCT International Filing date | 2005-07-13 | ||||||||||||
PCT Conventions:
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